South Pasadena Homes for Sale and Rent by Zip Code

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Newest South Pasadena Homes by Zip Code

  • 7300 SUN ISLAND DR S, #1403, SOUTH PASADENA, FL - MLS# TB8499081

    33707 - TB8499081 - 7300 SUN ISLAND DR S, #1403, SOUTH PASADENA, FL 33707
    Just Added on 04/18/2026 3:06PM

    $375,000 | Condo | 2 beds | 2.0 baths | 1 car

    One or more photo(s) has been virtually staged. Experience breathtaking water views from every angle in this stunning 14th-floor residence. Enjoy magnificent vistas from both the front and back of the unit, with both bedrooms offering serene water views—an exceptional and rare feature. This spacious 2-bedroom, 2-bath condo offers over 1,300 sq. ft. of comfortable living space and is truly move-in ready. The kitchen features newer appliances. The unithas just been recently painted. A brand-new washer and dryer have just been installed in the unit for added convenience. This unit comes with one covered carport. Located in a sought-after 55 plus gated community of Bay Island, residents enjoy resort-style amenities including six heated pools, tennis and pickleball courts, and a clubhouse with a beautifully appointed entertainment room, billiards room, workout room, and many other amenities. The building itself features a secure lobby and an inviting meeting/entertainment space. The Bay Island community has a 1.5 mile walking path that goes around the entire community, great for short or long walks or fishing. This condo is located in the Admiral building which has passed its Milestone inspection in 2023. This building has a pool right next to the building for added entertainment. Enjoy serene waterfront living with a magnificent view, while being centrally located near the SunRunner bus line connecting the beaches to Downtown St. Petersburg. Just minutes to shopping, restaurants, and minutes to St. Pete Beach and the Gulf of Mexico. The beaches are just a short bike ride to the beach. You will want to enjoy all the shopping and restaurants on Corey Avenue and the Corey Avenue Sunday market on St. Pete beach which is just minutes away from this complex. This condo combines comfort, style, and an unbeatable location.A must-see opportunity to enjoy Florida waterfront living at its finest!

    Contact Yellowkey Agent

    Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
    Listing Agent: Denise Reilly (727-458-6161)

  • 7872 SAILBOAT KEY BLVD S BLVD S #504, SOUTH PASADENA, FL - MLS# TB8498546

    33707 - TB8498546 - 7872 SAILBOAT KEY BLVD S BLVD S #504, SOUTH PASADENA, FL 33707
    1 Day on yellowkey

    $3,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Available for 6-12 months lease starting May 2026! Waterfront furnished 2 bedroom 2 bath condo located within minutes to the beach in resort-style gated community of Harbourside. Enjoy exclusive location on a private island with 24 hr manned security gate and extensive list of amenities. Rent includes water, cable, Wi-Fi, and full access to: pools, jacuzzi, his-and-her fitness centers, sauna, tennis, pickleball, shuffleboard courts, and a billiards room. A washer and dryer are conveniently located inside the unit. The unit also comes with an assigned garage space. Residents enjoy access to car wash stations (with vacuum and air) as well as electric vehicle charging stations. Sorry, no pets per HOA rules. For outdoor enthusiasts, the beach is just a 5-minute drive away, or enjoy a scenic 1.5-mile waterfront walking trail—perfect for spotting dolphins, launching a kayak, or fishing along the seawall. Boat slips may be available for rent. Condo offers magnificent views of the Intracoastal and the Gulf from an expansive balcony accessible from both the living room and the primary bedroom. Storm shutters provide added peace of mind. The spacious bathrooms include a walk-in shower in the primary suite and a tub in the guest bath. Experience the best of Harbourside living at an affordable price! Tenant application $100, background check required.

    Contact Yellowkey Agent

    Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
    Listing Agent: Maria Koziakov (727-748-9200)

  • 7893 SAILBOAT KEY BLVD S #202, SOUTH PASADENA, FL - MLS# TB8498835

    33707 - TB8498835 - 7893 SAILBOAT KEY BLVD S #202, SOUTH PASADENA, FL 33707
    1 Day on yellowkey

    $2,100 | Condo | 1 beds | 1.0 baths | 1 car

    Enjoy waterfront, resort-style living in this beautifully updated 1-bedroom, 1-bath condo located in the luxurious gated community of Harbourside! Available May–December 2026, this bright and spacious residence is elegantly furnished and features an open-concept kitchen with granite countertops, gleaming tile floors throughout, and a dedicated workstation with a water view. The oversized enclosed covered patio—with sliding glass doors, ceiling fan, and a queen-size Murphy bed—can be used as a relaxing Florida room or as an additional sleeping space for occasional guests. A washer and dryer are conveniently located inside the unit. Rent includes water, cable, Wi-Fi, and full access to community amenities: pool, jacuzzi, his-and-her fitness centers, sauna, tennis, pickleball, shuffleboard courts, and a billiards room. The unit also comes with an assigned covered parking space. Residents enjoy access to car wash stations (with vacuum and air) as well as electric vehicle charging stations. Sorry, no pets per HOA rules. For outdoor enthusiasts, the beach is just a 5-minute drive away, or enjoy a scenic 1.5-mile waterfront walking trail—perfect for spotting dolphins, launching a kayak, or fishing along the seawall. Experience the best of Harbourside living at an affordable price—you may just wish you could stay longer! Long-term rental options are also available. Call today!

    Contact Yellowkey Agent

    Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
    Listing Agent: Maria Koziakov (727-748-9200)

  • 7300 SUN ISLAND DR S #905, SOUTH PASADENA, FL - MLS# TB8498910

    33707 - TB8498910 - 7300 SUN ISLAND DR S #905, SOUTH PASADENA, FL 33707
    1 Day on yellowkey

    $2,400 | Condo | 1 beds | 1.5 baths | 1 car

    Completely renovated and fully furnished. This stunning 9th-floor waterfront residence at Bay Island is ready for you to move right in and start living the Florida dream. Every inch of this 1,120 sq ft condo has been thoughtfully updated. The open living and dining area is bathed in natural light and opens directly onto a large private balcony where sweeping views of Boca Ciega Bay and the Gulf of Mexico greet you morning, noon, and night. New furniture throughout means nothing to worry about — just bring your suitcase. The designer kitchen showcases quartz countertops, sleek new stainless-steel appliances, and clean, contemporary finishes. The bedroom suite is spacious and serene, with water views that make every night feel like a vacation. An in-unit washer and dryer adds the everyday convenience that makes this feel like home, not a compromise. Bay Island is one of the Gulf Coast's premier 55+ gated communities, and the Admiral Building puts you at the center of it all — steps from the signature Y-shaped heated pool, jacuzzi spa, and tiki huts overlooking the bay. Residents also enjoy five additional pools, tennis and pickleball courts, shuffleboard, a 1.25-mile waterfront walking trail, a marina with boat slips, a fishing dock, outdoor grilling stations, and a beautifully renovated clubhouse with a fitness center, sauna, billiards room, card room, library with Wi-Fi, and a full catering kitchen. A full-time social director keeps the community calendar lively year-round. 24-hour guard-gated security. Water, sewer, cable, and internet included. Minutes to St. Pete Beach, Corey Avenue shops and dining, and the best of Pinellas County. Turnkey, waterfront, and truly move-in ready — this one checks every box.

    Contact Yellowkey Agent

    Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
    Listing Agent: Louis Biondi (727-687-2659)

  • 1750 HARBOR PL S #104, SOUTH PASADENA, FL - MLS# TB8497446

    33707 - TB8497446 - 1750 HARBOR PL S #104, SOUTH PASADENA, FL 33707
    4 Days on yellowkey

    $2,450 | Condo | 1 beds | 1.5 baths | 1 car

    This stunning, upgraded, pet-friendly waterfront condo offers an authentic Florida lifestyle. The open floor plan flows to an oversized balcony with breathtaking water views. The unit features an in-home laundry area and a modern kitchen with Shaker cabinets, granite countertops, stainless steel appliances, a pantry, and a breakfast bar. The bedroom includes a spacious walk-in closet and a beautifully remodeled en-suite bath. Both bathrooms have been tastefully updated, and a tankless water heater adds efficiency. The expansive 161 sq ft balcony is perfect for entertaining or relaxing while taking in the serene waterfront setting. The unit includes a covered parking space and can be offered furnished if desired. Conveniently located just a short bike ride to the beach and local restaurants, with easy access to downtown St. Petersburg and I-275 for commuting to Tampa. Shopping, dining, and entertainment are all minutes away. Community amenities include an updated clubhouse with kitchen, pool, his and hers saunas, kayak storage with launch access, and nearby marina amenities for boating enthusiasts.

    Contact Yellowkey Agent

    Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
    Listing Agent: Louis Biondi (727-687-2659)

  • 7979 SAILBOAT KEY BLVD S #306, SOUTH PASADENA, FL - MLS# TB8494579

    33707 - TB8494579 - 7979 SAILBOAT KEY BLVD S #306, SOUTH PASADENA, FL 33707
    4 Days on yellowkey

    $475,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Welcome to Sunrise at Harbourside! Experience waterfront living at its finest in this stunning 3rd-floor, 2-bedroom, 2-bathroom condo overlooking the serene Boca Ciega Bay. This unit perfectly blends peace of mind with an active resort lifestyle, featuring brand-new high-impact windows and sliding glass doors that frame beautiful water views from your private balcony. The interior is finished with sleek, uniform tile flooring throughout. Practical updates include a 2016 hot water heater and a 2009 AC system. For added convenience, the unit comes with a dedicated under-building parking space (#107), keeping your vehicle cool and protected. There are two storage units, one on the balcony and the other near the elevator. Located in a premier island community, the amenities are unmatched: A scenic 1.5-mile walking trail encircles the island, complemented by 5 tennis courts and a dedicated pickleball courts. Choose from 6 swimming pools, unwind in the hot tubs or sauna, and stay active in multiple on-site gyms. When Constructing Harbourside, JMC the contractor used Solid Steel reinforced concrete construction rather than hollow concrete blocks. Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, shuffleboard, multiple outdoor gas grills, Wood Working shop, Library, Card Room, Billiard room, 3 car wash station with vacuum & air, 4 Car Charging stations, Marina with 3 docks and 87 deeded slips. There is no deeded slip to this unit but there are slips available to rent or purchase from other owners. A Clubhouse with a full social agenda and a 1.5 mile walking trail around the island to exercise or walk your pet. Sun Rise allows owners one pet under 20 pounds. Come and enjoy Resort style living at it's best. Whether you're looking for a year-round residence or a vacation getaway, this condo offers the perfect coastal retreat. Furniture and furnishing's include

    Contact Yellowkey Agent

    Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
    Listing Agent: Denise Hobbs (727-492-4175)

  • 7465 BAY ISLAND DR S #217, SOUTH PASADENA, FL - MLS# TB8497132

    33707 - TB8497132 - 7465 BAY ISLAND DR S #217, SOUTH PASADENA, FL 33707
    5 Days on yellowkey

    $185,000 | Condo | 1 beds | 1.0 baths | 1 car

    One or more photo(s) has been virtually staged. Modern Waterfront Sanctuary in Bay Island minutes to St. Pete Beach. Experience the ultimate coastal lifestyle in this bright and inviting 1-bedroom, 1-bathroom waterfront condo located in the Barbados Building of Bay Island. Capturing the essence of coastal living, this residence features an open-concept floor plan where oversized windows pull in natural light and frame the Intracoastal like a living panorama, giving the home a sense of space and serenity. For those prioritizing home resiliency and peace of mind, the building was updated with a new roof in 2024 and a new elevator, ensuring long-term value and convenience. This move-in-ready retreat includes assigned parking, with a brand-new carport structure scheduled for installation soon. As part of a premier 55+ gated waterfront community, residents enjoy an amenity-rich environment designed for an active and social lifestyle. The resort-style grounds feature six heated pools, four lighted tennis and pickleball courts, a newly renovated clubhouse, and a scenic 1.5-mile waterfront walking path perfect for morning strolls. Ideally situated under a mile from St. Pete Beach, you are minutes away from world-class dining, boutiques, and the pristine white sands of the Gulf. Whether you are seeking a seasonal retreat or a full-time waterfront home, this condo offers a clean, serene, and secure space in one of Pinellas County’s most sought-after coastal environments.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
    Listing Agent: Chase Walseth (727-755-3830)

  • 1846 SHORE DR S #101, SOUTH PASADENA, FL - MLS# TB8497205

    33707 - TB8497205 - 1846 SHORE DR S #101, SOUTH PASADENA, FL 33707
    6 Days on yellowkey

    $1,900 | Apartment | 1 beds | 1.0 baths

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Move In Special - 2 months free rent if lease signed by 5/31/26. This is Florida Living! Stunning 2-Bedroom Apartment in a Prime Location and nestled in a charming courtyard-style community that instantly feels like home. Thoughtfully updated modern unit! Located in the desirable Bayside Villas, a smoke-free and pet-friendly community, your new home offers breathtaking views of Boca Ciega Bay and is less than a mile from the pristine beaches of the Gulf of Mexico. Enjoy the convenience of being just minutes from the vibrant dining, shopping, and entertainment of St. Pete Beach, and only 15 minutes from downtown St. Petersburg. With easy approval and a location that truly has it all, this is Florida living at its finest! One or more photo(s) has been virtually staged.

    Contact Yellowkey Agent

    Listing is courtesy of: TRADEWIND PROPERTIES (727-548-8550)
    Listing Agent: Mary Giasevits (727-743-0528)

  • 1846 SHORE DR S #107, SOUTH PASADENA, FL - MLS# TB8497165

    33707 - TB8497165 - 1846 SHORE DR S #107, SOUTH PASADENA, FL 33707
    6 Days on yellowkey

    $1,600 | Apartment | 1.0 baths

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Move In Special - 2 months free rent if lease signed by 5/31/26. This is Florida Living! Stunning 2-Bedroom Apartment in a Prime Location and nestled in a charming courtyard-style community that instantly feels like home. Thoughtfully updated modern unit! Located in the desirable Bayside Villas, a smoke-free and pet-friendly community, your new home offers breathtaking views of Boca Ciega Bay and is less than a mile from the pristine beaches of the Gulf of Mexico. Enjoy the convenience of being just minutes from the vibrant dining, shopping, and entertainment of St. Pete Beach, and only 15 minutes from downtown St. Petersburg. With easy approval and a location that truly has it all, this is Florida living at its finest! One or more photo(s) has been virtually staged.

    Contact Yellowkey Agent

    Listing is courtesy of: TRADEWIND PROPERTIES (727-548-8550)
    Listing Agent: Mary Giasevits (727-743-0528)

  • 6931 HIBISCUS AVE S #2B, SOUTH PASADENA, FL - MLS# TB8493138

    33707 - TB8493138 - 6931 HIBISCUS AVE S #2B, SOUTH PASADENA, FL 33707
    9 Days on yellowkey

    $1,200 | Half Duplex | 1 beds | 1.0 baths

    Location, Location!! Cute little duplex that has just been totally renovated in South Pasadena in the popular Pasadena on the Gulf subdivision. Looking for annual rental only. Convenient location near a variety of shops, local restaurants, grocery stores, banks and other businesses along Pasadena Avenue and Gulfport Boulevard. Unit #2B has neutral ceramic tile floors throughout, new white Kitchen cabinets, new appliances and new interior paint. The bathroom has new bath fixtures, new tile floors and a great walk-in shower. This cute little one bedroom, one bath unit is ready for immediate occupancy. Oversized lot has small a cottage at rear and a duplex in the front of the property. Plenty of parking and an on-site laundry room with washer and dryer for the convenience of all three units. Rent includes yard maintenance, water, sewer and garbage pickup. One small dog or cat under 15 lbs. allowed. No Smoking. Tenant application, background check and owner approval. $100 tenant processing fee is due at move-in, and $65 application fee per adult.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
    Listing Agent: Drew Carlyle, Jr (727-420-6973)

  • 6931 HIBISCUS AVE S #1A, SOUTH PASADENA, FL - MLS# TB8493134

    33707 - TB8493134 - 6931 HIBISCUS AVE S #1A, SOUTH PASADENA, FL 33707
    9 Days on yellowkey

    $1,200 | Half Duplex | 1 beds | 1.0 baths

    Location, Location!! Cute little duplex that has just been totally renovated in South Pasadena in the popular Pasadena on the Gulf subdivision. Looking for annual rental only. Convenient location near a variety of shops, local restaurants, grocery stores, banks and other businesses along Pasadena Avenue and Gulfport Boulevard. Unit #1A has neutral ceramic tile floors throughout, new solid wood Kitchen cabinets, new appliances and new interior paint. The bathroom has new bath fixtures, new tile floors and a great walk-in shower. This cute little one bedroom, one bath unit is ready for immediate occupancy. Oversized lot has small a cottage at rear and a duplex in the front of the property. Plenty of parking and an on-site laundry room with washer and dryer for the convenience of all three units. Rent includes yard maintenance, water, sewer and garbage pickup. One small dog or cat under 15 lbs. allowed. No Smoking. Tenant application, background check and owner approval. $100 tenant processing fee is due at move-in, and $65 application fee per adult.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
    Listing Agent: Drew Carlyle, Jr (727-420-6973)

  • 1160 RUE DES ROIS #1B, SOUTH PASADENA, FL - MLS# TB8494800

    33707 - TB8494800 - 1160 RUE DES ROIS #1B, SOUTH PASADENA, FL 33707
    10 Days on yellowkey

    $119,000 | Condo | 1 beds | 1.0 baths

    Under contract-accepting backup offers. Welcome to your slice of coastal paradise! This completely renovated 1-bedroom condo is just minutes from the sandy shores of Treasure Island, Stetson College, and downtown Gulfport. A brand new modern interior comes with an outdoor patio that overlooks a large courtyard with outdoor grill and gazebo. The spacious layout offers a large walk-in closet and additional storage space in the living room and kitchen. The community amenities include a heated pool, on- sight laundry, shuffleboard courts, two- story clubhouse with a game room. The HOA covers water, cable, internet, trash, exterior maintenance, insurance, pest control and access to all community amenities—keeping your expenses predictable while maximizing value The location is a short WALK TO PUBLIX, Bayview Park, restaurants, banks and SunRunner bus stop, which makes it an attractive option, whether you’re looking for a low maintenance coastal home or a high-demand rental opportunity.

    Contact Yellowkey Agent

    Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
    Listing Agent: Precious Plemons (813-369-1942)

  • 1859 SHORE DR S #107, SOUTH PASADENA, FL - MLS# TB8491098

    33707 - TB8491098 - 1859 SHORE DR S #107, SOUTH PASADENA, FL 33707
    11 Days on yellowkey

    $229,000 | Condo | 2 beds | 2.0 baths

    Investor Opportunity Meets Coastal Lifestyle – South Pasadena Waterfront Living Welcome to Casa Prima, a rare opportunity to secure a waterfront condo in one of South Pasadena’s most desirable boutique communities—at a price well below market value. Currently in the process of restoration following prior flooding, this property offers a unique chance to step into instant equity for buyers with a little patience and vision. Estimated 60-90 day until completion. Located on a quiet peninsula overlooking the tranquil waters of Boca Ciega Bay, this intimate 29-unit community delivers the kind of laid-back coastal lifestyle people move to Florida for. Imagine starting your mornings with coffee by the water, spending afternoons at the waterfront pool and sun deck, or casting a line from the private fishing pier—all just steps from your door. And when you’re ready for sand between your toes, St. Pete Beach is only minutes away. Enjoy easy access to local favorites—charming boutiques, waterfront dining, and vibrant beachside spots—while still tucked away in a peaceful residential setting. This ground-floor 2-bedroom, 2-bath unit offers convenience and accessibility. Whether you’re looking for a future primary residence, vacation getaway, or investment property, this is a chance to buy into a premier waterfront location at a compelling value. With close proximity to both Tampa International and St. Pete-Clearwater airports, getting here is easy—leaving might be the hard part. Buy the lifestyle now, enjoy the rewards later. Opportunities like this in South Pasadena don’t come around often.

    Contact Yellowkey Agent

    Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
    Listing Agent: Mike Sherrard (727-773-7310)

  • 1153 RUE DES ROIS #1B, SOUTH PASADENA, FL - MLS# TB8495047

    33707 - TB8495047 - 1153 RUE DES ROIS #1B, SOUTH PASADENA, FL 33707
    12 Days on yellowkey

    $2,200 | Condo | 2 beds | 2.0 baths

    $$ Rent Reduced $$ South Pasadena, FL 33707 — Rue Des Rois $2,200/month | 2 Bed / 2 Bath | Condo FULLY RENOVATED — MOVE IN READY This stunning 2BR/2BA condo on Rue Des Rois in South Pasadena has been completely updated top to bottom. New luxury vinyl plank flooring throughout, fresh coastal paint, and modern finishes in every room. No carpet anywhere! **KITCHEN** Brand new white shaker cabinets, quartz countertops, stainless steel appliances — LG French door fridge, electric range, over-the-range microwave & dishwasher. Bright window over the sink. Chef's kiss. **BEDROOMS** Two spacious bedrooms with ceiling fans and large closets. The primary suite has a private en-suite bathroom — fully renovated with a glass-door walk-in shower, gray subway tile, mosaic floor, and stylish black hardware. **BATHROOMS** Guest bath has tub/shower combo with white subway tile and marble-look porcelain floors. Primary bath is a full spa-style renovation with glass sliding shower doors and a designer vanity. **MORE FEATURES** Open concept living/dining area Frosted glass barn door Sliding glass door to exterior Walk-in utility closet Tons of storage throughout New LVP flooring — zero carpet Washer / Dryer in unit **LOCATION IS UNBEATABLE** SunRunner BRT stop — get to Downtown St. Pete, USF, or St. Pete Beach in minutes for just $2.25 Gulf beaches less than 2 miles away Publix and groceries 5 min away Waterfront parks and Pinellas Trail nearby Corey Avenue dining, shops & Sunday Market around the corner **RENT: $2,200/month** First + Last + Security required at signing $100 application fee per adult (non-refundable) NO PETS Condo association approval required

    Contact Yellowkey Agent

    Listing is courtesy of: SPA BEACH REALTY LLC (727-656-7387)
    Listing Agent: Troy Gregory (727-656-7387)

  • 7932 SAILBOAT KEY BLVD S #402, SOUTH PASADENA, FL - MLS# TB8494590

    33707 - TB8494590 - 7932 SAILBOAT KEY BLVD S #402, SOUTH PASADENA, FL 33707
    13 Days on yellowkey

    $520,000 | Condo | 2 beds | 2.0 baths | 1 car

    Wake up to shimmering waters and end each day with breathtaking Gulf sunsets in this stunning 4th-floor northwest-facing condo, perfectly positioned along the Intracoastal. From the moment you step inside, you’re greeted by panoramic water views that create a serene, resort-like ambiance throughout the home. The beautiful open-floor plan with spacious living room, dining room, flowing into the well appointed kitchen is perfect for both everyday living and entertaining. Enjoy a unique pass-through window where you can sip your morning coffee while watching boats drift by. Split floor plan! Retreat to the private master suite, tucked away for tranquility, where you’ll find plush carpeting, tranquil water views, and direct access to your covered balcony—the perfect place to unwind and soak in those unforgettable sunsets. Located in the sought-after Harbourside community, this gated, guard-secured enclave offers true resort-style living. Residents enjoy an unmatched array of amenities, including multiple sparkling pools, a soothing spa, tennis and pickleball courts, fitness centers, and a scenic waterfront walking trail. Boating enthusiasts will love the expansive marina, while outdoor lovers can take advantage of kayak storage, grilling areas, and lush grounds. The vibrant clubhouse serves as the social heart of the community, offering spaces for every interest—from billiards and card games to a library and woodworking shop. All of this just minutes from the sugar-white sands of St. Pete Beach and the renowned Gulf Coast shoreline. Whether you're seeking a full-time waterfront sanctuary or a luxurious seasonal escape, this exceptional condo delivers the ultimate Florida lifestyle. Book your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
    Listing Agent: Kathy Stange (727-580-6007)

  • 1819 SHORE DR S #217, SOUTH PASADENA, FL - MLS# A4688858

    33707 - A4688858 - 1819 SHORE DR S #217, SOUTH PASADENA, FL 33707
    15 Days on yellowkey

    $319,000 | Condo | 2 beds | 2.0 baths

    Motivated seller of Shore view#217 is a waterfront 2/2, 55 and over condo in a very convenient south Pasadena location on beautiful south shore dr s. 1 person deed must be 55. 1 assigned parking spot. 1 block to sun runner or PTSA Bus line to downtown St Pete or walk/bike over bridge to top rated st Pete beach. Unit is fully remodeled with many custom features. This unit is priced to sell and comes fully furnished or not. Maintenance fee includes full reserves water, internet, cable and everything else but electric for lights as unit has gas for cooking and ac. Come view this centrally located, updated unit.

    Contact Yellowkey Agent

    Listing is courtesy of: FLATFEE.COM (954-965-3990)
    Listing Agent: Cliff Glansen

  • 7540 BAY ISLAND DR S #253, SOUTH PASADENA, FL - MLS# TB8492433

    33707 - TB8492433 - 7540 BAY ISLAND DR S #253, SOUTH PASADENA, FL 33707
    17 Days on yellowkey

    $2,500 | Condo | 2 beds | 2.0 baths | 1 car

    Furnished 2 bed 2 bath second floor condo with views of the intra-coastal. This unit has everything you're looking for - a balcony overlooking the water - you can watch dolphins swim by, boats pass by and even sunsets. Completely furnished throughout and includes in-unit laundry facilities. Bay Island is a well maintained 55+ gated, waterfront community with many amenities, such as; 6 pools, 2 hot tubs, tennis courts, pickleball courts, shuffleboard courts, fitness centers, ping pong tables, card tables, billiards, a marina, tiki huts with gas grills, dog walk areas, a gas grill next to the pool that is just steps from the unit... This unit is available on an annual basis only, it's not available for short term or as a seasonal rental. This location is convenient to many area beaches, shops and restaurants. Come take a look!

    Contact Yellowkey Agent

    Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
    Listing Agent: Patrick Podolske (813-373-0608)

  • 7011 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL - MLS# TB8493300

    33707 - TB8493300 - 7011 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL 33707
    17 Days on yellowkey

    $1,450 | Condo | 1 beds | 1.0 baths

    FOR RENT - Available Now! Move in and enjoy living the beach life. Located in South Pasadena, this second-floor condo offers a blend of comfort and accessibility. Luxury laminate flooring, bright, open floor plan with plenty of natural light. It has plenty of storage including a large walk-in closet and private storage closet located near the entrance - space for bicycles, fishing tools, luggage, or seasonal items. The enclosed sunroom would make a great home office, fitness area, or a quiet retreat overlooking the courtyard. Best of all worlds: approximately 10 minutes from the beaches and downtown St. Petersburg. A nearby waterfront park offers green space, grills, tennis courts, and a playground. The SunRunner bus line provides convenient access to the beach, offering an easy alternative to driving and parking. Although a dedicated parking space is included - right outside of the door. Initial screening application is $40, once that is approved $150 Condo Assn application/new resident packet is required. Contact Roger for a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: ACT REAL ESTATE BROKERAGE (727-445-9400)
    Listing Agent: Roger Solem (727-445-9400)

  • 6990 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL - MLS# TB8491933

    33707 - TB8491933 - 6990 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL 33707
    17 Days on yellowkey

    $2,450 | Condo | 2 beds | 2.0 baths

    Welcome to your own slice of paradise! This updated top floor end unit in South Pasadena offers a move in ready retreat that is fully furnished, turn key and available for a 6 to 12 month lease. The interior features modern wood look ceramic tile flooring, updated windows, and upgraded lighting throughout, creating a bright and welcoming atmosphere. Kitchen and baths has been beautifully updated and the primary bedroom is a show stopper, which features custom California Closet systems and peek-a-boo water views to wake up to. The location is tough to beat, perfectly tucked between the Gulf beaches and the energy of Downtown St. Pete. It’s a truly walkable neighborhood where you can stroll just one block to the waterfront boardwalks at Duryea Bay View Park or wander through the gardens at Galetea Park, with Publix and local restaurants just a short walk away. Living at Les Chateaux feels like a permanent vacation, with a heated pool and two-story clubhouse just steps from your door, along with a beautiful courtyard, and grilling areas. Whether you're looking for a seasonal getaway or a long-term residence, this unit offers the perfect blend of convenience and Florida charm.

    Contact Yellowkey Agent

    Listing is courtesy of: DALTON WADE INC (888-668-8283)
    Listing Agent: Megan Potila Llc (727-331-0348)

  • 1320 PASADENA AVE S #203, SOUTH PASADENA, FL - MLS# TB8490492

    33707 - TB8490492 - 1320 PASADENA AVE S #203, SOUTH PASADENA, FL 33707
    18 Days on yellowkey

    $2,600 Reduced | Condo | 2 beds | 2.0 baths | 122 car

    Welcome Home and Experience relaxed coastal living in this beautifully maintained 2-bedroom, 2-bath condo located in the heart of South Pasadena! This light and bright unit features a peaceful pond view from your private screened in balcony, creating the perfect setting to unwind. The unfurnished spacious split-bedroom layout offers privacy, while the open living and dining area flows seamlessly for comfortable everyday living and entertaining. Enjoy the convenience of in-unit laundry, plantation shutters through-out and hurricane shutters for added peace of mind, and an assigned covered parking space. Situated within a gated community, residents have access to a wide range of amenities including a pool, clubhouse, fitness center, shuffleboard courts, and more. Ideally located just minutes walking to shopping, dining, and medical facilities—and only 8–10 minutes to the beautiful Gulf beaches—this condo offers the best of convenience and Florida lifestyle. Monthly Rent: $2,700 Security Deposit: One month’s rent No pets permitted (service animals only) No smoking permitted Enjoy low-maintenance living in a prime location—schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Valerie Mcclary (727-272-0994)

  • 7979 SAILBOAT KEY BLVD S #508, SOUTH PASADENA, FL - MLS# TB8492527

    33707 - TB8492527 - 7979 SAILBOAT KEY BLVD S #508, SOUTH PASADENA, FL 33707
    19 Days on yellowkey

    $699,000 | Condo | 2 beds | 2.0 baths | 1 gar

    One or more photo(s) has been virtually staged. UN-OBSTRUCTED VIEWS from this Luxurious waterfront fifth-floor condo. Breathtaking views of Bogus Ciega Bay, nestled in a guard-gated island community with 24-hour security. This residence invites resort-style living at its finest, with expansive floor-to-ceiling windows and private balconies that frame panoramic water vistas, inviting the outdoors in and expanding the living space. The open-concept layout flows gracefully from a gourmet chef’s kitchen, outfitted with premium appliances, quartz countertops, and custom cabinetry, to the elegant living and dining areas anchored by designer finishes and refined millwork, private balcony off the kitchen is the perfect nook for enjoying your morning coffee.The primary suite is a tranquil retreat, featuring serene water views, a spa-inspired ensuite, and generous. must-see custom made closet, while an additional bedroom offer comfort with an updated full guest bath with glass enclosed shower and lavish tile work.The gleaming Floors throughout blends seamlessly with the indoor-outdoor connectivity, and the space is highlighted by newly painted walls and ambient lighting that complement a coastal, resort-inspired aesthetic. Residents enjoy resort-style amenities within the community, pickelball, tennis sauna,a pristine pool, state-of-the-art fitness center, and a landscaped promenade—along with private elevator access for convenience and security. An in-unit laundry room, ample storage, assigned covered parking, guest parking, and nearby upscale dining, boutique shopping, and cultural attractions enhance the sophisticated Florida lifestyle. Short drive to the sugary white sands of St Pete Beach. Easy access to waterfront leisure activities completes the pinnacle of worry-free luxury living, supported by impeccable maintenance and 24/7 on-site management. Come live your Florida Dream today.

    Contact Yellowkey Agent

    Listing is courtesy of: CENTURY 21 JIM WHITE & ASSOC (727-367-3795)
    Listing Agent: Helle Hartley (727-504-2487)

  • 1324 PASADENA AVE S #205, SOUTH PASADENA, FL - MLS# TB8492420

    33707 - TB8492420 - 1324 PASADENA AVE S #205, SOUTH PASADENA, FL 33707
    19 Days on yellowkey

    $1,950 | Condo | 1 beds | 1.5 baths

    Pasadena Cove offers great amenities and accessibility to all the BEST beaches, shopping and dining in Pinellas county, This 1 bedroom, 1 and a half bathroom unit on the 2nd floor has many updates that will leave you speechless. As you enter this unit your amazing kitchen is on the right. The solid wood cabinets and granite counter tops give this kitchen a very nice finished look. The extra storage space and the eat in area. The glass sliding doors on the opposite side of the living/dining area provides you with a view of the resort space of the community. As you sit on the screened in porch, you overlook the heated pool and spa with paved seating area as well as the clubhouse and the meticulously manicured landscaping. The porch has a door that leads into the master suite which offers a walk in closet and bathroom. Bathroom has a separate vanity with wood cabinets and granite counters. Community offers Spas and pool. The unit also offers a half bath for your visitors. The community offers bike and kayak storage and you can fish from the dock. The club house boast with some great features including a gym, billiards room, library and a kitchen that you can use for special events. The pool and spa is heated with an oversized paved area where you can enjoy the beautiful Florida weather. Located close to shopping dining and some of Florida's BEST and MOST BEAUTIFUL beaches!!! Close to the Gulf of Mexico, Downtown St Pete, Gulfport, just to name a few. Public transport is readily available. Hospital is also close by. The community has a side gate that allows you to get to close shopping areas within minutes

    Contact Yellowkey Agent

    Listing is courtesy of: ARCHWATER REALTY LLC (727-492-4300)
    Listing Agent: Robert Vanpamelen (727-492-4300)

  • 7979 SAILBOAT KEY BLVD S #205, SOUTH PASADENA, FL - MLS# TB8490345

    33707 - TB8490345 - 7979 SAILBOAT KEY BLVD S #205, SOUTH PASADENA, FL 33707
    22 Days on yellowkey

    $525,000 | Condo | 2 beds | 2.0 baths | 1 car

    Live the Florida lifestyle at an exceptional value in Harbourside Resort! This beautifully maintained, furnished 2-bedroom, 2-bath condo offers stunning views of Boca Ciega Bay and is your perfect gateway to Paradise. Located in the highly sought-after Harbourside gated community, this residence combines comfort, convenience, and resort-style living. Inside, you’ll find a spacious, well-designed layout featuring an updated kitchen with elegant cabinetry, striking granite countertops, stainless steel appliances and abundant storage. Luxury vinyl plank flooring flows throughout most of the home, adding a modern touch. The split-bedroom floor plan ensures privacy for guests, while both the main living area and primary suite open to a generous 15-foot balcony—ideal for relaxing and taking in breathtaking water views, marine life, and coastal bird activity. Additional highlights include in-unit laundry, assigned covered parking (#152), and convenient same-floor storage. The Sunrise Building #11 features a new roof (2024) and benefits from low HOA fees. Harbourside is a true waterfront oasis, surrounded by Boca Ciega Bay and designed for an active, coastal lifestyle. Residents enjoy a 1.5-mile waterfront walking trail, 86-slip full-service marina (slips may be available for sale or lease), fishing pier, and kayak storage—perfect for boating and nature enthusiasts alike. Resort-style amenities include a beautiful clubhouse with a large room for social gatherings and events, billiards, library, card and craft rooms, his and hers fitness centers with saunas, and heated pool & spa. In addition, there are 5 tennis courts, 2 pickleball courts, shuffleboard, multiple pools throughout the community, kayak storage, 24-hour guard-gated scurity, EV charging stations, car washing areas, picnic areas with grills and more! The Sunrise complex residents also enjoy their own private pool. Ideally located just minutes from the beaches, Corey Avenue, and vibrant downtown St. Petersburg—home to acclaimed dining, breweries, museums, and art galleries—and within 30 minutes of two international airports. Pet-friendly with 3-month minimum rentals allowed, this is an outstanding opportunity for a primary residence or seasonal retreat. Don’t miss your chance to own a slice of waterfront paradise and live the Florida lifestyle to the fullest!

    Contact Yellowkey Agent

    Listing is courtesy of: BAIRD REALTY GROUP (727-360-4900)
    Listing Agent: Linda Lowe (727-488-9012)

  • 7425 BAY ISLAND DR S #105, SOUTH PASADENA, FL - MLS# TB8490586

    33707 - TB8490586 - 7425 BAY ISLAND DR S #105, SOUTH PASADENA, FL 33707
    23 Days on yellowkey

    $228,900 Reduced | Condo | 2 beds | 2.0 baths | 1 car

    Make sure this Bright and Spacious 2 bed/2 bath condo is on your List! Bright - Light with a peaceful eastern view, enjoy your morning coffee with the sunrise, while your dolphin neighbors are passing by; all situated on a quiet Pass connecting Boca Ciega Bay to the Intracoastal. Minimal water intrusion from past storms resulted in a fresh updated condo, new Frigidaire appliances, new filtered water system at the sink, lovely light patterned quartz countertops in kitchen and both baths, new carpeting through Great room and both bedrooms and gorgeous 3 panel hurricane rated Sliders to enhance the wonderful view. The primary bedroom is airy and light, large walk-in closet and ensuite bath with walk-in shower, creates a peaceful retreat. Stack Laundry hookup near guest bath. Your covered parking is directly in front. The Bay Island Community has So much available for the +55 resident! your small pets ( 2 cats or 1 small dog + 1 cat ). Very active Rec / Social Center, large party rooms and kitchen on 2nd floor, His & Her gyms, billiards, card room, multiple tennis and pickleball courts, hot tub and 7 inground pools, and a Marina plus 1.4 miles of seawall walkway that surrounds the community. Bay Islands is a secure, gated community located in S Pasadena, between St Pete Beach and St Petersburg and next door to Gulfport - with SunRunner Express Bus access to St Pete Beach and into downtown St Pete ( Let's go to a Rays game! ) right out front, famous St Pete Beach, shopping, dining, golf and all sorts of entertainment are minutes away. There is a $3,000 credit available for the new owner to design the primary closet, chose the perfect window treatment for the Sliding doors or offset the monthly fees. Put this cute - fresh condo at the top of your List !

    Contact Yellowkey Agent

    Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (727-748-0707)
    Listing Agent: Mary Frances Cormican (727-641-2511)

  • 7540 BAY ISLAND DR S #251, SOUTH PASADENA, FL - MLS# A4687791

    33707 - A4687791 - 7540 BAY ISLAND DR S #251, SOUTH PASADENA, FL 33707
    23 Days on yellowkey

    $2,900 | Condo | 2 beds | 2.0 baths

    Welcome to your perfect Florida escape in beautiful South Pasadena! This stunning, fully furnished 2-bedroom, 2-bath waterfront condo offers the ideal blend of comfort, convenience, and coastal charm—perfect for a short or long-term stay. Step inside this turnkey residence and feel instantly at home. The spacious layout is thoughtfully designed for both relaxation and functionality, featuring a bright living area, a fully equipped kitchen, dual office workspaces, and comfortable bedrooms that make extended stays effortless. Wake up each morning to serene bay views and enjoy your coffee from the comfort of your private space overlooking the water—your own peaceful slice of paradise. This FULLY FURNISHED TURNKEY unit is ready now! This tastefully decorated home features KING BEDS IN BOTH BEDROOMS (an ADJUSTABLE king bed in the master), walk-in closets, stainless steel appliances, flat screen TVs, a pull-out sofa bed with brand new queen mattress, CABLE, HI-SPEED INTERNET (with WiFi), and laundry INSIDE of the unit! Flat-screen TVs in both the master bedroom and living room and a full 2nd bathroom for your guests! Enjoy the gorgeous views of the Bay from your screened in lanai! Comes with an assigned, covered parking spot and a ton of wide-open guest parking for your visitors! Located in the sought-after Bay Island community (a 55+ community), guests enjoy a secure, well-maintained environment with beautifully landscaped grounds and a welcoming atmosphere. The community offers fantastic amenities, including 6 community pools, (including a sparkling waterfront pool), dual hot tubs, tennis, pickleball, fitness center, marina, tiki huts, gas grills, billiards, ping pong, clubhouse, and walking paths—perfect for soaking in the Florida sunshine or staying active during your stay. You can’t beat the location! Just minutes away, you’ll find the pristine white sands of Treasure Island and St. Pete Beach, consistently ranked among the best beaches in the country. Spend your days swimming, sunbathing, or enjoying breathtaking Gulf sunsets. For dining, shopping, and entertainment, you’re a short drive from vibrant Downtown St. Petersburg, where you can explore waterfront parks, art galleries, museums, and a lively restaurant scene. Don’t miss a visit to the renowned Salvador Dalí Museum or a stroll along Beach Drive. Sports fans and event seekers will love being near Tropicana Field, home of the Tampa Bay Rays, while nature lovers can explore nearby parks, boating opportunities, and scenic coastal trails. Whether you’re relocating, working remotely, or simply looking for an extended getaway, this waterfront condo offers everything you need—comfort, convenience, and an unbeatable Florida lifestyle. Come experience the best of bayfront living and make your stay truly unforgettable! ALL UTILITIES INCLUDED IN RENT! Leases 6 months or less are subject to 13% sales/vacation tax. Summer rental rates: (MAY - NOVEMBER): $2,900/month. DECEMBER: $3,500/month. In-Season rental rates: (JANUARY – APRIL): $4,900/month. AVAILABLE for 2026: April, May, June, July, August, September, October, November, December. AVAILABLE for 2027: January, February, March, April, May, June, July, August, September, October, November, December. Don't wait, this unit won't last! Gorgeous condo in one of the most sought-after communities in the area! Association approval is required ($150). Tenant is responsible for a 1-time move-out cleaning fee of $175.

    Contact Yellowkey Agent

    Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
    Listing Agent: Shawn Peacher (703-405-2615)

  • 7001 PLACE DE LA PAIX #2A, SOUTH PASADENA, FL - MLS# A4687747

    33707 - A4687747 - 7001 PLACE DE LA PAIX #2A, SOUTH PASADENA, FL 33707
    23 Days on yellowkey

    $220,000 | Condo | 2 beds | 2.0 baths

    LES CHATEAUX DES ROIS | SOUTH PASADENA. Positioned in one of South Pasadena’s most convenient locations, this thoughtfully updated 2-bedroom, 2-bath condominium offers comfort, style, and everyday ease. Located on the second floor, the residence features a beautifully reimagined kitchen designed for both function and flow. Highlights include new cabinetry, granite countertops, a glass tile backsplash, and a full suite of stainless steel KitchenAid appliances. Both bathrooms have been tastefully remodeled, and luxury vinyl plank flooring extends throughout, creating a clean, modern aesthetic. One of the most valuable upgrades is the installation of hurricane-rated impact windows throughout, providing both peace of mind and energy efficiency. The rear balcony has also been enhanced with new flooring and screening, offering a private space to relax and unwind. Les Chateaux Des Rois is ideally situated within walking distance to dining, grocery, and everyday conveniences. The beaches of South Pasadena are just minutes away, with Gulfport and St. Pete Beach approximately 15 minutes from your door. In the opposite direction, downtown St. Petersburg offers a vibrant mix of waterfront parks, dining, arts, and entertainment. For added convenience, Stetson University College of Law is just a short 5-minute drive. A well-appointed residence in a highly desirable location, offering exceptional value and lifestyle.

    Contact Yellowkey Agent

    Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
    Listing Agent: Tom Collier (941-773-3952)

  • 7400 SUN ISLAND DR S #505, SOUTH PASADENA, FL - MLS# TB8491071

    33707 - TB8491071 - 7400 SUN ISLAND DR S #505, SOUTH PASADENA, FL 33707
    24 Days on yellowkey

    $2,000 | Condo | 2 beds | 2.0 baths

    Resort-style living in a gated 55+ community on Boca Ciega Bay! This fully furnished 2BR/2BA condo (2nd bedroom converted to a den with sleeper sofa) is filled with antiques and collectables, featuring floor-to-ceiling windows with panoramic water views and abundant natural light. Community amenities include 6 pools, spa, tennis, pickleball, shuffleboard, marina, clubhouse, fitness center, and a 1.5-mile waterfront walking path. Laundry available on-site or in-unit. Covered parking included. Just minutes to St. Pete Beach, downtown St. Pete, dining, shopping, and cultural venues. Pet friendly.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX PREFERRED (727-367-3636)
    Listing Agent: Zynnia Jezek (727-773-6903)

  • 7625 SUN ISLAND DR S #207, SOUTH PASADENA, FL - MLS# TB8490812

    33707 - TB8490812 - 7625 SUN ISLAND DR S #207, SOUTH PASADENA, FL 33707
    24 Days on yellowkey

    $2,500 | Condo | 2 beds | 2.0 baths

    Welcome to resort-style living in the highly sought-after gated 55+ community of Bay Island. This beautifully maintained Turn Key rental opportunity comes fully furnished with 2-bedrooms, 2-baths, 2nd floor condo spanning 1,045 square feet of light-filled living space and serene waterfront surroundings. The spacious eat-in kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a custom granite backsplash, and solid wood cabinetry—perfectly blending style and functionality. The open-concept floor plan allows for effortless flow between the kitchen, dining, and living areas, all enhanced by abundant natural light. The primary suite is a peaceful retreat featuring stunning water views, a private ensuite bath, and the convenience of an in-unit washer and dryer. A generously sized second bedroom and full bath provide comfortable accommodations for guests or additional living space. Step out onto the covered balcony and unwind while taking in tranquil views of Boca Ciega Bay—an ideal setting for morning coffee or evening relaxation. Additional highlights include Hurricane proof windows, assigned covered parking, separate storage, and ample guest parking for visitors. Bay Island offers an exceptional lifestyle with an array of resort-style amenities, including separate men & women's gym, a social club with a variety of events throughout the year, 6 heated pools, 2 hot tubs, tennis courts, shuffleboard, and boat docks. This community is also pet-friendly, adding to its welcoming atmosphere. Ideally located just minutes from St. Pete Beach, vibrant downtown St. Petersburg, and an easy drive to Tampa, this is coastal living at its finest.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
    Listing Agent: Jac Smith (727-228-1777)

  • 7625 SUN ISLAND DR S #207, SOUTH PASADENA, FL - MLS# TB8489908

    33707 - TB8489908 - 7625 SUN ISLAND DR S #207, SOUTH PASADENA, FL 33707
    24 Days on yellowkey

    $299,000 | Condo | 2 beds | 2.0 baths

    Welcome to resort-style living in the highly sought-after gated 55+ community of Bay Island. This beautifully fully furnished maintained 2-bedroom, 2-bath 2nd floor condo offers 1,045 square feet of light-filled living space and serene waterfront surroundings. The spacious eat-in kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a custom granite backsplash, and solid wood cabinetry—perfectly blending style and functionality. The open-concept floor plan allows for effortless flow between the kitchen, dining, and living areas, all enhanced by abundant natural light. The primary suite is a peaceful retreat featuring stunning water views, a private ensuite bath, and the convenience of an in-unit washer and dryer. A generously sized second bedroom and full bath provide comfortable accommodations for guests or additional living space. Step out onto the covered balcony and unwind while taking in tranquil views of Boca Ciega Bay—an ideal setting for morning coffee or evening relaxation. Additional highlights include Hurricane proof windows, assigned covered parking, separate storage, and ample guest parking for visitors. Bay Island offers an exceptional lifestyle with an array of resort-style amenities, including separate men & women's gym, a social club with a variety of events throughout the year, 6 heated pools, 2 hot tubs, tennis courts, shuffleboard, and boat docks. This community is also pet-friendly, adding to its welcoming atmosphere. Ideally located just minutes from St. Pete Beach, vibrant downtown St. Petersburg, and an easy drive to Tampa, this is coastal living at its finest.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
    Listing Agent: Jac Smith (727-228-1777)

  • 7984 SAILBOAT KEY BLVD S #502, SOUTH PASADENA, FL - MLS# TB8490446

    33707 - TB8490446 - 7984 SAILBOAT KEY BLVD S #502, SOUTH PASADENA, FL 33707
    25 Days on yellowkey

    $560,000 | Condo | 2 beds | 2.0 baths

    Beautiful sunset wide open views of the Intracoastal and Gulf from your private balcony in Harbourside Condo complex. This island complex is guard gated 24 hours and the community was developed by award winning JMC Communities. This unit has been completely remodeled. The Kitchen features wood cabinets, stainless steel appliances, beautiful granite countertops and a breakfast area overlooking Boca Ciega Bay. Other features include porcelain tile flooring, crown molding in Living and Dining Room areas. The primary bathroom has new vanity with granite counters. The guest bath has new shower tile and new vanity with granite. New interior doors throughout. Open floor plan with crown molding in the Living Room and Dining area. Hurricane impact windows and storm shutters on the balcony. Inside laundry. Fully furnished. Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

    Contact Yellowkey Agent

    Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
    Listing Agent: John Fullerton (727-433-2979)

  • 7625 SUN ISLAND DR S #108, SOUTH PASADENA, FL - MLS# TB8487909

    33707 - TB8487909 - 7625 SUN ISLAND DR S #108, SOUTH PASADENA, FL 33707
    25 Days on yellowkey

    $3,200 | Condo | 2 beds | 2.0 baths

    This is your chance to live in a completely update water front condo. It is a two bedroom two bath condo with a open concept, the kitchen is open to the large dinning, living room combination. This unit is completely updated with a retractable screen and storm shutters on the balcony right off the beautiful canal. All new appliances and it even has a wine/beverage fridge built in the the breakfast bar. Bay Island is one of the premier resort communities in the area. It is a gated community that has a his and hers gym, billiards room, ping pong room, car wash stations, tennis/pickleball courts, gas grills, several pools and spas. There is a very active social program at the club house if you choose to participate. Fire Place and stools do not stay.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
    Listing Agent: Jane Freel (727-410-6205)

  • 1848 SHORE DR S #402, SOUTH PASADENA, FL - MLS# TB8488247

    33707 - TB8488247 - 1848 SHORE DR S #402, SOUTH PASADENA, FL 33707
    26 Days on yellowkey

    $2,600 | Condo | 1 beds | 1.5 baths

    Available May - Dec 2026. 30 day minimum stays required. Welcome to your waterfront retreat on Florida’s sunny Gulf Coast! Nestled in the coveted Hemingway Condos, this beautifully updated vacation home or mid-term rental is just what you’ve been looking for. Foremost, you’ll love the breathtaking views from your private 4th floor balcony. Spend each morning sipping coffee while watching boats float by or enjoy an evening cocktail at sunset. The island life you crave is within reach. Step inside, and you’ll notice the attention to detail throughout. Clean lines and modern comforts merge with coastal decor to create a feeling of peace and quiet luxury. You’ll appreciate the well-appointed kitchen with sleek finishes, updated appliances, and fully-equipped for easy meal-prep. An open floor plan makes conversation easy, but be warned, the stunning water views may prove a distraction to productivity. Dining and living room also embrace open-concept living, and boast both comfort and coastal elegance. Wherever you find yourself, sweeping water views await. At the end of a sun-filled day, your spacious primary bedroom provides a tranquil escape with en suite bathroom, remodeled walk-in shower and washer/dryer. Hemingway Condo guests will love the luxurious, heated pool and hot tub which overlooks intracoastal waters. There is even a launch point for kayaks or SUP. Ready to venture further? St Pete Beach as well as Downtown St Petersburg are close by and full of opportunities. The former, offers vibrant beach bars, boat rentals, and miles of pristine sand, all with a laid back, Jimmy Buffet style vibe. The latter, downtown St Petersburg, boasts 5 star dining, museums, live theatre, shopping and waterfront strolls along the Tampa Bay. Truly the best of both worlds and all within easy reach. Overall, this exceptional condo is a perfect blend of comfort, style, and location. Don’t miss your chance to discover Hemingway & The Sea!

    Contact Yellowkey Agent

    Listing is courtesy of: PINK CHAIR REALTY (407-212-5358)
    Listing Agent: Kelly Strom (407-212-5358)

  • 7910 SUN ISLAND DR S #105, SOUTH PASADENA, FL - MLS# TB8489802

    33707 - TB8489802 - 7910 SUN ISLAND DR S #105, SOUTH PASADENA, FL 33707
    27 Days on yellowkey

    $1,800 | Condo | 1 beds | 1.5 baths

    Welcome to your updated waterfront retreat in the highly sought-after Bay Island, a 55+ gated community in South Pasadena. Located in the Yorktown building, this beautifully maintained one-bedroom, one-and-a-half-bath condo offers a perfect blend of comfort and coastal living. The bright, open layout features luxury vinyl flooring, a modern kitchen with quartz countertops, breakfast bar, and updated bathrooms with stylish finishes. Natural light fills the living space and leads to your private screened balcony, where you can relax and enjoy peaceful water views of Boca Ciega Bay. The spacious bedroom provides a tranquil retreat with ample closet space and a private en-suite bath, while the additional half bath adds convenience for guests. An in-unit laundry enhances everyday ease, and hurricane-impact windows and sliders add peace of mind and energy efficiency. One small dog or cat may be considered at the landlord’s discretion with association approval. Enjoy resort-style amenities including multiple pools, tennis and pickleball courts, fitness centers, and a scenic waterfront walking path—all just five minutes to famous St. Pete Beach and 15 minutes to vibrant downtown St. Pete, with dining and shopping nearby. Available for long-term rental at this rate.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
    Listing Agent: Maria Mercado Herbert, Pa (727-642-1151)

  • 7910 SUN ISLAND DR S #101, SOUTH PASADENA, FL - MLS# TB8489787

    33707 - TB8489787 - 7910 SUN ISLAND DR S #101, SOUTH PASADENA, FL 33707
    27 Days on yellowkey

    $2,500 | Condo | 2 beds | 2.0 baths

    Welcome to your updated waterfront corner unit in the highly sought-after Bay Island, a 55+ gated community in South Pasadena. Located in the Yorktown building, this renovated two-bedroom, two-bath residence features luxury vinyl flooring, a sleek modern kitchen with quartz countertops, and beautifully updated bathrooms throughout. Bright, open living spaces are enhanced by additional corner-unit windows, filling the home with natural light and capturing sweeping water views of Boca Ciega Bay from your private screened balcony. The spacious primary suite offers a peaceful retreat, while the light-filled guest room provides comfort and flexibility for visitors or a home office. Hurricane-impact windows and sliders add peace of mind and energy efficiency, and an in-unit laundry closet adds everyday convenience. One small dog or cat may be considered at the landlord’s discretion with association approval. Enjoy resort-style living with Bay Island’s exceptional amenities, including multiple pools, tennis and pickleball courts, fitness centers, and a scenic waterfront walking path—all just five minutes to famous St. Pete Beach and 15 minutes to vibrant downtown St. Pete, with dining and shopping nearby. Available for long-term rental at this rate.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
    Listing Agent: Maria Mercado Herbert, Pa (727-642-1151)

  • 7004 GREVILLA AVE S #7004, SOUTH PASADENA, FL - MLS# TB8489568

    33707 - TB8489568 - 7004 GREVILLA AVE S #7004, SOUTH PASADENA, FL 33707
    27 Days on yellowkey

    $3,800 | Townhouse | 3 beds | 2.5 baths

    Welcome to 7004 Grevilla Ave S, a 3-bedroom, 2.5-bath gem offering 2,017 sq. ft. of luxurious living space in the exclusive Spice Palms gated community. Built in 2016, this beautifully maintained home is perfect for those seeking a blend of style, convenience, and location just 2 miles from the Gulf Beaches. Spacious & stylish, this home looks like a model, featuring solid wood soft-close cabinets, granite countertops, and a huge island & breakfast bar perfect for entertaining. New lighting and backsplash add a modern touch to the space, while the stainless-steel appliances complete the gourmet kitchen. Luxurious carpet in the bedrooms, hardwood floors throughout, and a large master suite with a spacious master bath make this home both comfortable and elegant. Enjoy modern living with smart home tech, including a Nest thermostat, professional TV mounts, and CAT6/7 wiring for lightning-fast internet—ideal for home office setups. Low HOA fees cover all exterior maintenance, including the metal roof and impact windows, ensuring worry-free living. The home also includes hurricane features like thick concrete walls and a self-contained stormwater management system to keep flood insurance low. Walk to shopping, pubs, and restaurants, or bike to the beach. Just 12 minutes to Downtown St. Petersburg (DTSP) for museums, entertainment, and the vibrant arts scene. Enjoy the beautiful pool and grounds within this 9-unit gated community. An elevator shaft is also in place for potential future installation. This property combines modern conveniences with a prime location near the beach and city life. Don’t miss your chance to own this maintenance-free beauty in South Pasadena!

    Contact Yellowkey Agent

    Listing is courtesy of: REALTY EXPERTS (727-888-1000)
    Listing Agent: Carter Clarke, Iv (727-403-5372)

  • 1819 SHORE DR S #318, SOUTH PASADENA, FL - MLS# TB8489184

    33707 - TB8489184 - 1819 SHORE DR S #318, SOUTH PASADENA, FL 33707
    27 Days on yellowkey

    $275,000 | Condo | 2 beds | 2.0 baths

    This completely updated two bedroom, two bath unit is a must see!! Just about everything has been renovated and improved, from the windows, kitchen, bathrooms, flooring, lighting, remote controlled ceiling fans throughout, and more. Relax in the Florida Room overlooking the Intracoastal & Boca Ciega Bay, or head downstairs for a dip in the sparkling pool before using the two barbecue grills by the pool. Additionally, there's a large green area out back to read a book or just take in the view of the water and Pasadena Marina. The corner unit allows in plenty of light through the newer impact windows. The assigned parking space is #26 in front of the unit, and there's additional guest parking too. There are two storage rooms in the unit - one off the Florida Room, and one in the kitchen. Condo fee includes water, sewer, trash pickup, gas, cable, and internet. The clubhouse is located at 1888 Shore Dr and includes a fitness center, heated pool, billiard room. card room, ping pong, and library.

    Contact Yellowkey Agent

    Listing is courtesy of: CALDWELL REALTY (727-321-1212)
    Listing Agent: Desi Mccarthy (727-639-4467)

  • 7400 SUN ISLAND DR S #111, SOUTH PASADENA, FL - MLS# TB8489127

    33707 - TB8489127 - 7400 SUN ISLAND DR S #111, SOUTH PASADENA, FL 33707
    29 Days on yellowkey

    $299,500 | Condo | 2 beds | 2.0 baths | 1 car

    One or more photo(s) has been virtually staged. Sun Island dr - rare opportunity to own one of Bay Island’s most beautifully upgraded waterfront residences. Experience waterfront living in this fully renovated, corner residence. Offering approximately 1,300 square feet, this rare end-unit combines privacy, natural light, creating a serene coastal retreat unlike anything else currently available.This home offers the perfect blend of luxury, convenience, and coastal charm. Completely updated within the past year, this move-in-ready home showcases a modern, open-concept design with refined finishes throughout. Expansive windows on three sides fill the space with natural light. Outside enjoy sweeping water views, marina activity and unforgettable sunsets—often accompanied by dolphins and seabirds. The stunning kitchen is thoughtfully designed with white shaker cabinetry, crown molding, recessed lighting, quartz countertops, and brand-new stainless steel appliances. Flowing seamlessly into the spacious living and dining areas—perfect for both entertaining and everyday comfort. A rare highlight of this residence is the 10-foot ceilings, enhancing the sense of space and airiness not typically found in the building. The versatile den/office adds flexibility, ideal for working from home or relaxing in a quiet retreat. The primary suite offers tranquility and is surrounded by a spacious patio. It features a walk-in closet and a fully renovated updated bathroom with shower. The second bedroom includes its own closet and access to a guest bath with handicap accessible bath tub. Additional upgrades include tile flooring, new paint, hurricane-impact windows and doors, a new AC system (2023), updated electrical panel. Additional storage space located on 5th floor and laundry room on 4th floor with washer and dryer. Step outside to your 2 private patios, complete with a large storage closet and direct access to the seawall — perfect for morning walks, fishing, or simply enjoying the coastal breeze. This quiet end-unit has no neighbor on one side, enhancing its exclusive feel. A dedicated covered carport is conveniently located just steps from your front door. Residents of Bay Island in this highly sought-after gated 55+ community, enjoy an exceptional lifestyle with resort-style amenities. Including 6 pools, 2 hot tubs  pickle ball courts, tennis courts, shuffle boards, game room, separate gyms with saunas, billiards room, dart broads and ping pong. Clubhouse hosts happy hours on Friday nights, dances and many other activities to keep you busy. Scenic 1.5-mile waterfront walking path around the island and marina, with available boat slips. The community also features 24-hour guard-gated security and a comprehensive HOA that covers cable, internet, water, sewer, trash and exterior maintenance. Milestone inspection has been completed. Ideally located just minutes from St. Pete Beach, the Gulf of Mexico, Corey Avenue shopping and dining, and downtown St. Petersburg, with convenient access to the SunRunner transit line. This is more than a condo—it’s a lifestyle.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
    Listing Agent: Gina Gold (239-223-6018)

  • 7405 BAY ISLAND DR S #121, SOUTH PASADENA, FL - MLS# TB8486742

    33707 - TB8486742 - 7405 BAY ISLAND DR S #121, SOUTH PASADENA, FL 33707
    30 Days on yellowkey

    $280,000 | Condo | 2 beds | 2.0 baths | 1 car

    Wake up to peaceful water views and effortless coastal living in this beautifully renovated 2 bedroom, 2 bath first-floor condo in the highly desirable Bay Island waterfront community in Pasadena, Florida. This spacious residence offers comfort, convenience, and easy access to the Gulf beaches just minutes away. Recent upgrades include new flooring throughout, a fully renovated kitchen with new appliances, and beautifully updated bathrooms, creating a modern and move in ready living space. The bright primary suite features peaceful water views, creating the perfect place to start your mornings. Additional features include a dedicated dining area, washer and dryer hookups, hurricane shutters, a screened porch for relaxing outdoor living, and a covered parking space. Bay Island is a 24 hour gated waterfront community offering resort style amenities including six heated pools, tennis courts, pickleball, waterfront walking paths, and beautifully maintained grounds. Conveniently located just minutes from St. Pete Beach, Treasure Island, and downtown St. Petersburg’s dining, shopping, and entertainment. A rare opportunity to enjoy first-floor convenience, water views, and resort-style living

    Contact Yellowkey Agent

    Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)
    Listing Agent: Jennifer Gutierrez (305-798-1797)

  • 7979 SAILBOAT KEY BLVD S #208, SOUTH PASADENA, FL - MLS# TB8488896

    33707 - TB8488896 - 7979 SAILBOAT KEY BLVD S #208, SOUTH PASADENA, FL 33707
    30 Days on yellowkey

    $699,000 | Condo | 2 beds | 2.0 baths | 1 car

    This luxury condo has breathtaking views of Boca Ciega Bay. It’s located in a 24 hr Guard Gated island community developed by award winning JMC Communities. This desirable corner unit comes with two spacious balconies. The living room has unobstructed wide water views. The kitchen has been recently remodeled and reconfigured to maximize the view. The kitchen also features new wood cabinets, new stainless appliances, beautiful marble countertops and a breakfast area overlooking the water with additional custom cabinetry. This is a two bedroom, two bath unit with a den/office/bonus room. All rooms were completely remodeled with a decorator's touch. The primary bathroom is spectacular with a beautiful turquoise square sink, and all the backsplash is stone and glass (very contemporary). also granite counters. The guest bathroom has quartz counters, seashells in the backsplash and new shower tile. Both bathrooms have shower towers. The main living area is an open floor plan with 9' ceilings throughout. There is crown molding in the living room and dining room and an indoor laundry with full sized washer and dryer in the hall. The primary bedroom has an ensuite bath and walk in closet. The building passed the milestone inspection. The roof on the building was replaced in 2024. The light and airy atmosphere is welcoming to enjoy the tropical lifestyle. If interested, furnishings can be included. This unit has a reserved under-building parking space (#127). Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

    Contact Yellowkey Agent

    Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
    Listing Agent: John Fullerton (727-433-2979)

  • 7004 GREVILLA AVE S, SOUTH PASADENA, FL - MLS# TB8488847

    33707 - TB8488847 - 7004 GREVILLA AVE S, SOUTH PASADENA, FL 33707
    30 Days on yellowkey

    $715,000 | Townhouse | 3 beds | 2.5 baths

    Welcome to 7004 Grevilla Ave S, a 3-bedroom, 2.5-bath gem offering 2,017 sq. ft. of luxurious living space in the exclusive Spice Palms gated community. Built in 2016, this beautifully maintained home is perfect for those seeking a blend of style, convenience, and location just 2 miles from the Gulf Beaches. Spacious & stylish, this home looks like a model, featuring solid wood soft-close cabinets, granite countertops, and a huge island & breakfast bar perfect for entertaining. New lighting and backsplash add a modern touch to the space, while the stainless-steel appliances complete the gourmet kitchen. Luxurious carpet in the bedrooms, hardwood floors throughout, and a large master suite with a spacious master bath make this home both comfortable and elegant. Enjoy modern living with smart home tech, including a Nest thermostat, professional TV mounts, and CAT6/7 wiring for lightning-fast internet—ideal for home office setups. Low HOA fees cover all exterior maintenance, including the metal roof and impact windows, ensuring worry-free living. The home also includes hurricane features like thick concrete walls and a self-contained stormwater management system to keep flood insurance low. Walk to shopping, pubs, and restaurants, or bike to the beach. Just 12 minutes to Downtown St. Petersburg (DTSP) for museums, entertainment, and the vibrant arts scene. Enjoy the beautiful pool and grounds within this 9-unit gated community. An elevator shaft is also in place for potential future installation. This property combines modern conveniences with a prime location near the beach and city life. Don’t miss your chance to own this maintenance-free beauty in South Pasadena!

    Contact Yellowkey Agent

    Listing is courtesy of: REALTY EXPERTS (727-888-1000)
    Listing Agent: Carter Clarke, Iv (727-403-5372)

  • 7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL - MLS# TB8488316

    33707 - TB8488316 - 7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL 33707
    30 Days on yellowkey

    $3,500 | Condo | 2 beds | 2.0 baths

    Here is your chance to live in a completely updated 2 bedroom 2 bath condo with a den that is on the intracoastal water way. This corner unit is spacious and bright. Enjoy elegant crown molding,wood floors, a wet bar, water softener, storm shutters, and an expanded den perfect for extra living or office space. This end unit has two spacious balconies, you have the front one for the sunrises and enjoy the sunsets from the back one. This unit also has an under building parking space and is located in the highly desired resort community of Harbourside. It has 6 pools, spa, his & hers gym with sauna, tennis/pickleball courts, billiards room, cards room, library, wood working room, gas grills, shuffleboard courts, marina, car wash vacuum/air stations and a sidewalk that is a mile and a half one lap almost completely water side. The unit is being rented furnished.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
    Listing Agent: Jane Freel (727-410-6205)

  • 7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL - MLS# TB8487704

    33707 - TB8487704 - 7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL 33707
    30 Days on yellowkey

    $799,000 | Condo | 2 beds | 2.0 baths

    Come see this beautifully updated end unit condo in the highly desired HarbourSide waterfront community! This spacious 2-bedroom, 2-bath home with a den has been completely remodeled, including a reimagined kitchen that truly sets this condo apart. Enjoy elegant crown molding, wood floors, a wet bar, water softener, storm shutters, and an expanded den perfect for extra living or office space. This end unit has two spacious balconies, you have the front one for the sunrises and enjoy the sunsets from the back one. This unit also comes with an assigned under-building parking spot #146. HarbourSide offers resort-style living just minutes from St. Pete Beach. This gated community features 6 pools, a marina with 87 deeded slips (slips available for purchase or lease) not one with this unit, tennis/pickleball courts, shuffleboard, his & hers fitness centers with saunas, clubhouse with heated pool/spa, library, craft room, billiards room, outdoor grilling areas, car wash station, and a lively social calendar. Enjoy peaceful walks along the 1.5-mile waterfront path that surrounds the island. You would be hard presses to find a community with more amenities for your enjoyment. Live the Florida dream in this exceptional home!

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
    Listing Agent: Jane Freel (727-410-6205)

  • 7050 SUNSET DR S #605, SOUTH PASADENA, FL - MLS# TB8482596

    33707 - TB8482596 - 7050 SUNSET DR S #605, SOUTH PASADENA, FL 33707
    31 Days on yellowkey

    $2,300 Reduced | Condo | 2 beds | 2.0 baths | 1 car

    All ages welcome!! Long term leasing where every day feels like a vacation in this stunning, fully renovated waterfront 2-bedroom, 2-bath residence in Chateau Tower with stunning water views, included utilities, and resort-style amenities. This condo offers a bright open layout, brand-new appliances, and a spacious walk-in closet, creating a perfect blend of comfort and modern coastal living. Enjoy breathtaking sunrises and sunsets from your home, with water, sewer, trash, pest control, internet, and cable all included only electric is separate. The community features a heated waterfront pool, fitness center, sauna, and beautifully maintained grounds, along with covered parking and guest parking. Ideally located just minutes from award-winning beaches, shopping, and top dining destinations, this is an exceptional opportunity to experience Florida waterfront living at its finest. Short distance to Stetson School of Law, St Petersburg College, and new medical centers. Public transportation available to downtown St Pete, Tyrone Mall and St Pete Beach.

    Contact Yellowkey Agent

    Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
    Listing Agent: Norma Lopez (727-580-5402)

  • 1848 SHORE DR S #301, SOUTH PASADENA, FL - MLS# TB8485820

    33707 - TB8485820 - 1848 SHORE DR S #301, SOUTH PASADENA, FL 33707
    31 Days on yellowkey

    $549,000 | Condo | 2 beds | 2.0 baths | 1 car

    Under contract-accepting backup offers. The Hemingway is a boutique condominium tucked along the sparkling waters of Boca Ciega Bay. This light-filled home offers an open, inviting layout that captures stunning water views and coastal breezes. The spacious living and dining areas flow seamlessly to a private screened-in balcony overlooking the Intracoastal, creating a setting for relaxing, entertaining, or enjoying spectacular sunsets over the water. Watch dolphins feed and other coastal wildlife while sipping your morning coffee or late-afternoon beverage. The kitchen features generous cabinetry, ample counter space, and a functional design ideal for everyday living or hosting guests. The primary suite provides a peaceful retreat, a large closet, and an en-suite bath. Additional living space offers flexibility for guests, a home office, or seasonal visitors. Residents of The Hemingway enjoy a heated waterfront pool, spa, kayak launch, and beautifully maintained grounds, all within a quiet, intimate community setting. Ideally just minutes from St. Pete Beach, Gulfport’s vibrant arts district, and downtown St. Petersburg, this residence places world-class beaches, dining, shopping, and cultural attractions within easy reach. Whether you’re seeking a full-time residence, winter retreat, or investment opportunity, this exceptional waterfront condominium offers a blend of comfort, convenience, and coastal charm. Beautiful, unobstructed views of Boca Ciega Bay from your screened-in balcony - Balcony provides an additional 109 SQFT of outdoor living space. - Quiet community, yet only one mile from St. Pete Beach and all it has to offer, without the St. Pete Beach prices. -- Exceptionally large entertaining area with heated pool, spa, and barbecue grill overlooking Boca Ciega Bay. - Boutique condominium with 14 units. - Right-sized for personal or investment purposes. - Publix, Winn-Dixie, and Walmart Market are all within a three-minute drive. - Quality Seafood and other best-of-cuisine restaurants, including Tom Peters Famous Smoked Fish, are within a short drive. HCA Florida Pasadena Hospital is .3 miles from the property, and Fire Station 20 is just .5 miles - Reasonable HOA includes the building and flood insurance. - Condominium ownership, not on leased land.

    Contact Yellowkey Agent

    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)
    Listing Agent: Deanna Huber (727-307-2024)

  • 7400 SUN ISLAND DR S #205, SOUTH PASADENA, FL - MLS# TB8488420

    33707 - TB8488420 - 7400 SUN ISLAND DR S #205, SOUTH PASADENA, FL 33707
    31 Days on yellowkey

    $2,000 Reduced | Condo | 2 beds | 2.0 baths

    Spacious 2BR/2BA condo in the desirable Sun Island 55+ community in South Pasadena. This well-maintained unit features floor-to-ceiling windows, granite countertops, stainless steel appliances. This community sits on the water (unit is not waterfront) and offers resort-style amenities including clubhouse, fitness center, waterfront pools, tennis & pickleball courts. Water, sewer, and trash are all included in the rent. Pets are welcome with approval and applicable fees.

    Contact Yellowkey Agent

    Listing is courtesy of: ALL COUNTY PROPERTY MGMT (727-541-2578)
    Listing Agent: Sarah Sebastian (727-648-0666)

  • 7540 BAY ISLAND DR S #160, SOUTH PASADENA, FL - MLS# TB8487485

    33707 - TB8487485 - 7540 BAY ISLAND DR S #160, SOUTH PASADENA, FL 33707
    31 Days on yellowkey

    $299,000 | Condo | 2 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Welcome to this stunning 55+ gated condo community within Bay Island. Light & bright throughout, this beautiful unit offers 2-bedrooms, 2-full baths, 1,115 square feet of living space and all located on the FIRST floor. Offering unobstructed WATER VIEWS from every room, both bedrooms feature views of the water and marina. This entire unit has been completely renovated with all new doors, walls, baseboards and new appliances. The kitchen has lots of cabinet space, and has a pass-thru for easy entertaining. The dining area has generous space for a large table and flows directly into the living room for an open concept. Lots of natural lighting through the glass sliding doors that lead out to the covered private patio, perfect for enjoying the serene waterfront vibe and sunsets. This unit boasts ceramic tile flooring throughout and includes an in unit laundry and laundry closet with a full capacity washer and dryer. Your designated covered carport (#160) is just steps away, making access a breeze. The Bermuda building is ideally located within the Bay Islands community, a vibrant well maintained neighborhood with lush landscaping throughout. Enjoy the resort style heated pools, a hot tub, marina, tiki huts, tennis and pickle ball courts and recreational facilities. There's also a barbecue area between the buildings, complete with tables and benches with a waterside view. Whether you're watching the dolphins play or boats sailing by from this beautiful first-floor home you'll enjoy the Florida lifestyle. Located close to beaches, restaurants, downtown St. Petersburg, and just a short 30 minute drive to Tampa International Airport, Bay Island is Florida living at its finest. Enjoy a scenic 1.5-mile walk around the entire complex and discover why this community is such a sought-after coastal destination with amazing water views of the Marina/Basin and Boca Ciega Bay!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
    Listing Agent: Jac Smith (727-228-1777)

  • 7465 BAY ISLAND DR S #112, SOUTH PASADENA, FL - MLS# TB8488168

    33707 - TB8488168 - 7465 BAY ISLAND DR S #112, SOUTH PASADENA, FL 33707
    31 Days on yellowkey

    $242,000 Reduced | Condo | 1 beds | 1.0 baths | 1 car

    One or more photo(s) has been virtually staged. STUNNING WATERFRONT CONDO – FULLY RENOVATED & MOVE-IN READY! Experience resort-style living at 7465 Bay Island Dr S, Unit 112, located in one of South Pasadena’s most desirable gated waterfront communities. This beautifully updated unit showcases breathtaking water views and features major renovations throughout, including hurricane impact doors and heavy-duty impact-resistant sliding glass doors, a brand-new kitchen with granite countertops, and new stainless-steel appliances, offering both style and peace of mind. Wake up to serene water views and enjoy peaceful walks along the scenic shoreline of Boca Ciega Bay. Whether you're looking for a full-time residence or a seasonal retreat, this property delivers the ultimate Florida lifestyle. Bay Island offers unmatched amenities, including multiple heated pools, clubhouse, fitness center, tennis & pickleball courts, shuffleboard, and waterfront walking paths. With a 24-hour gated guard, enjoy security, privacy, and a vibrant active community. Conveniently located just minutes from beaches, dining, nightlife, and shopping, this is your opportunity to own a turnkey waterfront property in a highly sought-after 55+ community. HURRY — THIS ONE WON’T LAST! Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of!

    Contact Yellowkey Agent

    Listing is courtesy of: CHIRINO REAL ESTATE (813-642-3325)
    Listing Agent: Sandra Munoz (656-204-3498)

  • 7125 S SHORE DR S, SOUTH PASADENA, FL - MLS# TB8487920

    33707 - TB8487920 - 7125 S SHORE DR S, SOUTH PASADENA, FL 33707
    32 Days on yellowkey

    $4,500 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    Full furnished rental available for a 6 month minimum term. Welcome to your slice of paradise in South Pasadena, where Mediterranean charm and coastal elegance come together just steps from the shimmering waters of Boca Ciega Bay and right around the corner from St. Pete Beach. Nestled on a curved corner lot in one of the city’s most desirable neighborhoods, Pasadena Isle, this two-bedroom, two-bathroom residence captures the essence of Florida living — relaxed, refined, and ready to entertain. From the moment you arrive, the home’s curb appeal is undeniable. A classic white brick exterior, complemented by a traditional tile roof, sets the tone for timeless architecture. Framed by swaying palm trees and lush landscaping, the circular driveway offers a gracious welcome with ample parking and an easy flow for guests and gatherings. Step inside to a bright and airy interior where natural light dances across light luxury vinyl plank flooring, creating a fresh and inviting ambiance. The open-concept floor plan is designed for both entertaining and everyday living — a seamless flow from the spacious living area to the beautifully updated kitchen and dining spaces. The heart of the home is the stunning chef’s kitchen, thoughtfully designed with clean modern lines and upscale finishes. Sleek quartz countertops offer generous prep space, while custom cabinetry provides abundant storage. Stainless steel appliances, a shimmering mosaic tile backsplash, and elegant pendant lighting complete the look, making this kitchen as functional as it is beautiful. Retreat to the expansive primary suite — a tranquil sanctuary offering comfort and style in equal measure. A large walk-in closet keeps everything organized, while the spa-inspired en suite bathroom boasts designer finishes, a walk-in shower, dual vanities, and refined tile work that invites relaxation after a day by the bay. The guest bedroom and additional full bath are equally well-appointed, perfect for hosting out-of-town guests or creating a home office or creative space. Step outside into your private backyard oasis — a thoughtfully designed escape made for unwinding and entertaining under the stars. A bubbling jacuzzi sits beneath a pergola-style partial enclosure, creating a serene hideaway for quiet evenings or lively weekend get-togethers. Gather around the built-in fire pit on cool coastal nights, or enjoy alfresco dining surrounded by the privacy of your fully fenced backyard. Located just moments from the waterfront, this home offers the best of both worlds — a peaceful residential setting with the vibrant energy of downtown St. Pete just minutes away. Enjoy morning strolls along the bay, bike rides to nearby parks and marinas, and easy access to world-class dining, shopping, arts, and cultural events.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
    Listing Agent: Adam Smith (863-781-5075)

  • 7401 BAY ISLAND DR S #328, SOUTH PASADENA, FL - MLS# TB8486081

    33707 - TB8486081 - 7401 BAY ISLAND DR S #328, SOUTH PASADENA, FL 33707
    32 Days on yellowkey

    $160,000 | Condo | 1 beds | 1.0 baths

    Welcome to Bay Island, a highly desirable 55+ waterfront community in South Pasadena. This well-maintained 1-bedroom, 1-bath condominium offers comfortable coastal living just minutes from the Gulf beaches. The bright, open living space is perfect for relaxing or entertaining, and has been thoughtfully updated with new luxury vinyl plank flooring, new windows, window shades, and a storm door for added comfort and efficiency. Major systems have also been taken care of, including a new A/C and new hot water heater, along with a beautifully remodeled bathroom, making this home truly move-in ready. Bay Island is a gated community with 24-hour security and resort-style amenities, including multiple heated pools, a waterfront clubhouse, fitness center, tennis courts, walking paths, and social activities. Boat slips and waterfront access may be available through the association. Conveniently located near St. Pete Beach, shopping, dining, and entertainment, with easy access to downtown St. Petersburg, Tampa International Airport, and local hospitals. Whether you’re looking for a seasonal retreat or a full-time residence, this condo offers the perfect blend of comfort, security, and coastal living.

    Contact Yellowkey Agent

    Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (727-584-8480)
    Listing Agent: Penelope Eden (727-366-1818)

  • 7902 SAILBOAT KEY BLVD S #608, SOUTH PASADENA, FL - MLS# O6390422

    33707 - O6390422 - 7902 SAILBOAT KEY BLVD S #608, SOUTH PASADENA, FL 33707
    36 Days on yellowkey

    $789,900 Reduced | Condo | 3 beds | 2.0 baths | 1 gar

    Welcome to waterfront living at its finest at Harbourside Condominium, a beautifully updated TOP-FLOOR END-UNIT offering panoramic water views from the front, side, and rear in the highly sought-after gated community of South Pasadena, FL. Inside, you will find luxury vinyl plank flooring throughout, plantation shutters, and upgraded hurricane-impact windows and sliders that frame the stunning scenery from every angle. The open-concept floor plan offers three bedrooms and two bathrooms, providing flexible space for guests, a home office, or hobbies. The thoughtfully UPGRADED kitchen features white QUARTZ countertops, a modern luxury backsplash, stainless steel appliances including a built-in oven and vent hood, and ample cabinetry and storage — all open to the living area so the water views stay front and center no matter where you are. The master suite offers its own private water view, hurricane-IMPACT SLIDING DOORS leading directly to the oversized balcony, a spa-like ensuite with a walk-in tiled shower finished in modern luxury tile, and a walk-in closet with custom built-in shelving. Two additional guest rooms, a tastefully upgraded guest bathroom, and a dedicated laundry closet round out the interior. Step outside to the oversized balcony off the living space and enjoy the sea breeze any time of day. Major updates include a new A/C (August 2023) and a newer water heater. The unit also includes 2 storage spaces — one on the balcony and a large storage room on the same floor across from the elevator — along with one ASSIGNED PARKING SPACE and abundant guest parking. Harbourside is one of the most amenity-rich waterfront communities in the area, offering six resort-style pools, two fitness centers with separate men's and women's gyms, a Jacuzzi, saunas, tennis courts, pickleball courts, shuffleboard, a scenic 1.5-mile walking trail around the island, a clubhouse with a full social calendar, woodworking shop, library, billiards room, grilling areas, car wash stations, and EV charging. Boating enthusiasts will love the private marina featuring three docks and 87 deeded slips available for rent or purchase, plus kayak storage. GATED, gorgeous, and move-in ready — this is MAINTENANCE-FREE, resort-style living just minutes from the Gulf beaches, dining, and shopping.

    Contact Yellowkey Agent

    Listing is courtesy of: BIRCH HAVEN REAL ESTATE, LLC (813-444-4995)
    Listing Agent: Dalton Robinson (813-924-0251)



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