Location: South Pasadena
Do Not Show Listings
1898 SHORE DR S #318, SOUTH PASADENA, FL 33707
$199,00023 Days on yellowkey MLS ID: A4697186
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1967 Tax: $3,242 (2025)Community: Shore Manor Bldg Town AptsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,242
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Water views from front and back of this 1/1 condo in Shore Manor, part of 55 and over Shore dr s master association with 2 pools overlooking the bay, clubhouse for many events and a dock for happy hour. Condo is nicely updated with newer ac, impact windows, updated granite counters with stainless hood in kitchen and appliances. Newer electric panel. Laminate flooring throughout. Sunroom for extra enjoyment overlooking the pool and the bay. building has had major improvements all paid for including g roof, plumbing, elevator common element doors, laundry rooms and also features a waterfront Pavillion for dolphin viewing, fireworks, happy hours with neighbors at regular dock therapy sessions. A great affordable place to land for your sunny lifestyle in South Pasadena, just over the bridge from St Pete beach with sunrunner bus stop close by with wasy transit to beach downtown or anywhere in between. Maintenance fee includes gas for cooking and heating, cable, internet, water, insurance, and fully funded reserves!!
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
7400 SUN ISLAND DR S #501, SOUTH PASADENA, FL 33707
$265,000285 Days on yellowkey MLS ID: TB8430637
REDUCED by $10,000 (3.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1971 Tax: $1,046 (2024)Community: Bay Island Group 1Spa: YesCondo
Taxes:$1,046
Tax Year: 2024
Remarks: *Owner to contribute $5,000 towards buyer's closing costs with contract at full listed price!* Welcome to Bay Island Condominiums, a premier 55+ gated waterfront community! This beautifully maintained corner unit 2-bedroom, 2-bathroom condo offers the ultimate Florida lifestyle with panoramic views of downtown St. Petersburg, the St. Pete Beach drawbridge, and the sparkling waters of Boca Ciega Bay. Located on the fifth floor with no flood damage from recent hurricanes, this unit is a serene retreat with peace of mind. Step inside to a bright and spacious open-concept living area featuring trendy bamboo and tile flooring throughout. The newer kitchen includes stone countertops, stainless steel appliances, a large bar, and an in-line Smart Water filtration system. Enjoy the stunning views right from your living room, ideal for relaxing or entertaining guests. The primary suite boasts water views, a walk-in closet, and an ensuite bathroom with a separate vanity and safety bars in the shower for added comfort. The second bedroom includes a Jack and Jill style bathroom and opens to a large screened patio—perfect for your private outdoor oasis. Also included is a storage unit located on the 6th floor and assigned carport spot. Bay Island offers unmatched amenities including six pools, hot tubs, tennis and shuffleboard courts, a marina, and an active clubhouse with weekly events, fitness classes, and social gatherings. Your building features an elevator, garbage chute, same-floor laundry, and a community bulletin board to keep you informed and engaged. Don't miss out on this rare opportunity to own a piece of paradise with no flood risk, breathtaking views, and a vibrant, amenity-rich lifestyle. Schedule your private tour today!
Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)
Listing Agent: Paige Valensky (734-560-6186)
1115 RUE DES CHATEAUX #2A, SOUTH PASADENA, FL 33707
$120,00052 Days on yellowkey MLS ID: TB8509010
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 741 Built: 1968Monthly Fee: $657 Tax: $2,725 (2025)Community: Les Chateaux CondoCondo
Taxes:$2,725
Elementary School: Azalea Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
Remarks: LOCATION!! This condo is priced to sell! All ages are welcome here. 1.6 miles to St. Pete Beach or 7 miles to downtown St Pete, right on the Sun Runner route to both. Here is your 2nd floor "high and dry" condo just .2 miles to Bay View Park on the water where you can fish, enjoy the playground or statuary. Across the street from shopping and dining, plus the bowling and the winery. Leave the car at home. This Move-In Ready, 1 Bedroom, 1 Bath condo in popular Les Chateaux. The 1 year old HVAC and air handler will keep you cool! A brand new dishwasher has also been added. The home is light and bright, and boasts a big primary bedroom and huge walk in closet as well. Storage closets are on site for your bike or paddle board. You can swim year-round in the heated pool or entertain in the well-equipped 2 story clubhouse. This is a perfect place to call home year-round or perfect for your winter residence.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Jennifer Kowalski (727-910-0333)
7420 BAY ISLAND DR S #174, SOUTH PASADENA, FL 33707
$215,900181 Days on yellowkey MLS ID: TB8461479
1 Days Off yellowkey (back on 6/15/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 805 Built: 1973 Tax: $4,251 (2024)Community: Bay Island Group 5Spa: YesCondo
Taxes:$4,251
Remarks: Totally remodeled unit with all new flooring, kitchen, bathrooms, paint, appliances in a guard-gated waterfront community, 55 and over. This property is in turnkey condition and furnished, ready for a new owner. There is a washer and dryer in the unit and there is also a screened-in porch. All assessments are paid through 2026. Great location that's close to St. Pete Beach and Corey Avenue Shopping. It's just a 15-minute drive to St. Petersburg Pier, Beach Drive, Restaurants, Museums, parks, Pinellas Trail, etc.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: John Fullerton (727-433-2979)
7871 SAILBOAT KEY BLVD S #106, SOUTH PASADENA, FL 33707
$299,900292 Days on yellowkey MLS ID: TB8428377
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 915 Built: 1981 Tax: $4,555 (2025)Community: HarboursideSpa: YesCondo
Taxes:$4,555
Remarks: Great new price and opportunity to finally live at Harbourside! This one bedroom, one bath FURNISHED condo offers more than just a home – it's a lifestyle. Wake up to breathtaking views of the water and enjoy your morning coffee on the private balcony, where tranquility meets serenity. Discover the perfect blend of comfort and convenience in this charming setting. Situated in a picturesque location with stunning water views, this residence offers a tranquil retreat at an unbeatable price. Step inside to find open rooms flooded with natural light, creating an inviting atmosphere that feels like home. The open layout seamlessly connects the living, dining, and kitchen areas, providing ample space for relaxation and entertaining. A large, enclosed porch, with a breath-taking view and floor-to-ceiling window sliders, offers the option of a fresh, open-air patio or the flexibility of another room which can easily be adapted for multiple uses, it’s up to you! Wake up to in the comfort of your spacious bedroom, offering a peaceful sanctuary to unwind at the end of the day. Residents of Harbourside enjoy a wealth of amenities -- tennis, pickleball courts, a large sparkling swimming pool, hot tub, sauna, shuffleboard, boat docks, kayak racks, separate men and women’s fitness centers, EV Charging stations, 3 car wash bays with vac & air, an active social program with a beautiful clubhouse, library, wood-working shop and game rooms. Pet friendly and NOT a 55+ community. Social events abound, fostering a sense of community and camaraderie among neighbors. Situated in an island community, Harbourside offers residents the enjoyment of lush greenery and gentle waters populated with dolphins, manatees, herons, egrets and a myriad of other Florida wildlife as you stroll or jog along the 1.5-mile island walkway or even from the comfort and convenience of your own home. With the beach just minutes away, you'll never be far from the sand and surf. Enjoy peace of mind with 24-hour security provided by a guarded gate, offering an extra layer of safety and security for you and your loved ones. Beauty, luxury, comfort, activity and security – Harbourside has it all! Experience the ultimate in waterfront living. Check out the Virtual Tours – both a video and a 3D 360-degree walk-though tour, and then schedule your private tour of this Harbourside gem today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sara Ward (727-409-3750)
7882 SAILBOAT KEY BLVD S #605, SOUTH PASADENA, FL 33707
$949,50069 Days on yellowkey MLS ID: TB8501928
REDUCED by $20,500 (2.1%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1910 Built: 1991Monthly Fee: $971 Tax: $13,467 (2025)Community: HarboursideSpa: NoCondo
Taxes:$13,467
Remarks: Rarely available Penthouse unit with panoramic Intracoastal and Gulf views. Baywatch at Harbourside in South Pasadena. Beautiful updated unit with two bedrooms plus den, two full baths, and 1,910sq.ft. of living area. Spectacular water views across the rear. In 2020 major renovations with all new luxurious master bath suite, new second bathroom, and kitchen remodeled with walls being removed. 30ft. rear balcony with Southern exposure offering year round balcony time. Sit and enjoy the active Intracoastal waterway, the Corey Causeway Bridge, Fireworks, boat parades, and endless hours of Mother nature with Dolphins, Manatees, Ospreys and more. Other features: granite tops in kitchen with newer appliances, hurricane windows and sliders, plantation shutters, inside laundry with new washer washer and dryer, two newer A/C systems, 9ft. ceilings through out, wet bar in living room, hurricane shutters, one garage parking space and one covered parking space and so much more! Harbourside community is gated with 24 hour security, a 1.6 mile waterfront walking trail, marina with 87 boat slips (available at times for rent or purchase), kayak racks, multiple heated pools, heated spa, men and women's separate gyms, tennis courts, pickle ball courts, shuffleboard courts, gas grills, car washing station with free air and vac, charging stations for electric cars, a recently renovated Clubhouse with endless activities along with library, billiards room, work shop, and more. This South Pasadena location is a short stroll to the beautiful Gulf Beaches, Interstate 275, and vibrant downtown St. Petersburg. Harbourside is pet friendly and allows units to be rented with a three month minimal rental period. Come live in one of the very nicest and well built communities in all of Pinellas County. Be sure to vies the beautiful virtaul tour.
Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)
Listing Agent: Kevin Gallagher (727-365-2221)
7625 SUN ISLAND DR S #106, SOUTH PASADENA, FL 33707
$147,000434 Days on yellowkey MLS ID: TB8380070
REDUCED by $3,000 (2.0%) on 06/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1973 Tax: $417 (2024)Community: Bay Island Group 7Condo
Taxes:$417
Remarks: Welcome to the beautiful community of Bay Island. Located in the Heritage Building is directly on the water. RENOVATIONS completed April 2026! This first floor unit has an open floorplan with living, dining and kitchen with tiled backsplash and under cabinet lighting. The bathroom has a walk-in shower with white subway tile. The bedroom has a walk-in closet and BRAND NEW HURRICANE RATED sliding door that opens to a screen enclosed covered porch overlooking the water! Flooring, kitchen finishes, appliances and bathroom finishes are all NEW and covered by the community under their flood insurance coverage. This 24-hr guard gated waterfront community has an exceptional array of activities for the active resident including multiple pools & spas, tennis & pickleball courts, community room with activities such as yoga, entertainment and socials, shuffleboard courts, fitness center with sauna, waterfront tiki huts with grilling area and community marina for fishing or boating opportunities. The indoor amenities are in process of remediation and photos are pre storm for reference. Bay Island is a 55+ community. Ask for more details on this exceptional value condo. 2026 HOA fee is LOWER @ $539.89/month
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Julie Jones (727-452-8663)
1898 SHORE DR S #319, SOUTH PASADENA, FL 33707
$189,900141 Days on yellowkey MLS ID: TB8476746
REDUCED by $24,600 (11.5%) on 04/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 896 Built: 1967Monthly Fee: $707 Tax: $2,625 (2025)Community: Shore Manor Bldg Town AptsCondo
Taxes:$2,625
Remarks: Top-floor waterfront living in this beautifully renovated 55+ residence featuring breathtaking water views from all sides. This light-filled condo offers an open, airy layout with newer impact rated hurricane windows and complete renovation. The spacious layout includes a seperate sitting area with great views, that can be closed off with a existing retractable privacy shade, providing added flexibility and a private sleeping area for guest. Major updates include plumbing, electrical, and roof, providing peace of mind. The interior showcases coastal inspired finishes, updated tile flooring, designer lighting, and a thoughtfully redesigned kitchen with gas cooking and modern upgrades. Enjoy elevator access and resort-style community amenities including a waterfront pool, shuffelboard courts, a pier to take in the sunsets, fishing, paddleboarding or kayaking along the intracoastal waters. The community also affers a clubhouse and small gym. Ideally located near beaches, downtown St Pete, dining, entertainment, interstate access, and the TampaBay Rays Stadium. Move-in ready and one of the most desirable units within the community. Take time and view the Virtual tour attached.
Listing Agent: John Rudnick (727-259-3001)
1893 SHORE DR S #203, SOUTH PASADENA, FL 33707
$187,000272 Days on yellowkey MLS ID: TB8436432
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $12,000 (6.0%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1967 Tax: $3,630 (2024)Community: Shore Plaza BldgCondo
Taxes:$3,630
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Waterfront Value on Shore Drive! Waterfront living at an exceptional value. Enjoy beautiful Boca Ciega Bay views from this 2-bedroom, 2-bath condo in a desirable 55+ waterfront community, just minutes from St. Pete Beach, Treasure Island, and Gulfport. Wake up to dolphins, manatees, and passing boats while relaxing in the spacious Florida room overlooking the bay. This fully furnished condo is move-in ready and ideal as a perfect Florida second home or seasonal retreat. ****************************************************************************************************************************************************************************************************************************** Features include: • Renovated kitchen with stove and gas cooktop • Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Extra storage room • Meticulously maintained with a home warranty since 2018 The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space (currently being renovated) • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.
Listing is courtesy of: SANDCASTLE REALTY INC (727-367-1223)
Listing Agent: Matthew Workman (727-480-1806)
7300 SUN ISLAND DR S #1602, SOUTH PASADENA, FL 33707
$180,000133 Days on yellowkey MLS ID: TB8480967
1 Days Off yellowkey (back on 6/5/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1120 Built: 1980Monthly Fee: $1,300 Tax: $6,430 (2025)Community: Bay Island Group 15Condo
Taxes:$6,430
Remarks: Under contract-accepting backup offers. BREATHTAKING WATER VIEWS! From the 16th floor, the unobstructed panoramic views from the balcony and walkway stretch across Boca Ciega Bay, the marina, and toward the Gulf. Located in the gated 55+ waterfront community of Bay Islands, residents enjoy six heated pools, spa, fitness center, tennis courts, clubhouse, marina access, and a scenic 1.25-mile waterfront walking path. The expansive 24’ x 6’ balcony is accessible from both the living room and primary bedroom, creating a seamless indoor-outdoor setting to enjoy sunrises, sailboats, and coastal breezes. This 1-bedroom, 1.5-bath unit offers a functional layout with hurricane shutters for both sliding doors, an in-unit washer and dryer, tankless water heater (2018), balcony storage closet, large walk-in storage locker, and covered parking. The interior presents a great opportunity to personalize and update to your taste. Just minutes to Gulf beaches and downtown St. Petersburg. Bay Island is Florida Living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Abi Neal (813-860-8575)
7930 SUN ISLAND DR S #111, SOUTH PASADENA, FL 33707
$249,000219 Days on yellowkey MLS ID: TB8452526
1 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1977 Tax: $4,052 (2025)Community: Bay Island Group No. 13Condo
Taxes:$4,052
Remarks: Under contract-accepting backup offers. $50,000 PRICE REDUCTION - Beautifully updated corner unit with spectacular water views in the sought-after gated 55+ Bay Island community! ONE OF THE BEST VALUES IN BAY ISLAND WITH 1300 SQ FT, CORNER UNIT AND HAS BEEN COMPLETELY RENOVATED! This 2-bedroom, 2-bath residence has been completely renovated within the past year, offering a fresh, modern feel throughout. This condo is being sold fully furnished and is move-in ready.The home features hurricane impact-rated windows and doors, new paint, new carpet, and new appliances, along with updated kitchen and bathroom cabinets, sinks, vanities, and faucets plus quartz countertops in the kitchen and bathrooms. There is a stackable washer and dryer in the unit. This large end unit is quiet and has a private feel to the front entrance. There are windows on 3 walls because it is a corner unit which provide more light and offers relaxing views and a breeze from all sides. The primary bedroom overlooks the water. Both the primary and 2nd bedroom have walk-in closets. Additional improvements include a new AC and furnace (2022), updated window treatments (2020), and a new circuit breaker panel (2017). This quiet, private end unit has no neighbor on one side and includes a private patio with a large outdoor storage closet—a rare find. From your patio you can walk right out to the seawall, for fishing or for a walk. You will enjoy having a fabulous view of wide water with dolphins, sea birds and marina activity, right from your own patio and seeing the beauty of the sky at sunset. A dedicated carport is conveniently located right outside your front door. 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 unit has its own washer and dryer in the unit. This condo is located in the Enterprise building which has passed its Milestone inspection in 2023. The building was painted in 2023.This unit is steps from the largest heated pool in the community, complete with gas grills for outdoor enjoyment. 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 home combines comfort, style, and an unbeatable location.
Listing Agent: Denise Reilly (727-458-6161)
7425 BAY ISLAND DR S #103, SOUTH PASADENA, FL 33707
$199,000124 Days on yellowkey MLS ID: TB8484151
REDUCED by $6,000 (2.9%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1972Monthly Fee: $1,003 Tax: $811 (2025)Community: Bay Island Group 2Condo
Taxes:$811
Remarks: Enjoy the carefree Florida lifestyle in this newly renovated 2 bed, 2 bath water front first floor condo. All appliances are new with warranties, water heater is new. Brand new impact doors and windows for peace of mind. The covered parking space is just feet from the front door. All new carports will be installed soon. There are separate men's and women's gyms, a sea wall that spans the perimeter of the property, 6 heated pools, 4 lighted tennis courts and a club house with a brand new commercial kitchen. Come and see all that this active 55 plus community has to offer.
Listing is courtesy of: RHODES REALTY (814-207-1849)
Listing Agent: Tammy Rhodes (814-207-1849)
7300 SUN ISLAND DR S #706, SOUTH PASADENA, FL 33707
$480,000345 Days on yellowkey MLS ID: TB8411925
REDUCED by $18,000 (3.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1980 Tax: $7,241 (2024)Community: Bay Island Group 15Spa: YesCondo
Taxes:$7,241
Remarks: One or more photo(s) has been virtually staged. Welcome to refined coastal living in the heart of Bay Island—an exclusive 55+ gated waterfront community offering unmatched amenities and breathtaking views of Boca Ciega Bay. This rare corner residence in the highly desirable Admiral Building offers 1,375 square feet of meticulously renovated living space, with over $100,000 in designer upgrades that elevate both style and functionality. A custom privacy gate leads to your own private entryway, providing a secure and quiet welcome home. Designed to capture panoramic vistas of the Intracoastal Waterway, the Gulf of Mexico, the Don Cesar, and even the distant skyline of Tropicana Field, the home features over 65 feet of private wraparound balcony—perfect for enjoying stunning Florida sunsets, gentle coastal breezes, and daily dolphin sightings from nearly every room. Inside, a thoughtfully designed split-bedroom floor plan provides both privacy and comfort. The spacious primary suite includes a walk-in closet with custom built-ins and a beautifully remodeled ensuite bath featuring a large, tiled walk-in shower. The second bedroom also offers customized closet storage and is ideal for guests or a dedicated office space. The chef’s kitchen has been fully updated with high-end solid wood cabinetry, granite countertops, a center island, expanded counter space, a convenient pass-through, and newer stainless steel appliances—all arranged for both entertaining and everyday ease, while capturing the tranquil water views beyond. Marble tile flooring runs throughout the main living areas, and additional upgrades include a full-size stacked washer and dryer, hurricane-rated impact glass windows and sliding doors, and exterior hurricane shutters for added peace of mind. A newer A/C system (2021), a covered carport located steps from the entrance, and three private storage closets round out the home’s thoughtful features. Bay Island offers resort-style living with six heated pools, two hot tubs, tennis and pickleball courts, men’s and women’s fitness centers, a clubhouse with social spaces, billiards, ping pong, a library, and a scenic waterfront walking path. The on-site marina adds convenience for boaters, and the community’s flexible pet and leasing policies provide lifestyle versatility. Located just minutes from the sandy shores of St. Pete Beach and Treasure Island, as well as vibrant dining, shopping, and entertainment options—including the Corey Avenue Sunday Market—this move-in-ready home is also just a short drive to Downtown St. Pete and both area airports. As a resilient coastal home has passed all Milestone and Reserve Studies with no major structural repairs required, providing unmatched peace of mind. This is your opportunity to enjoy the best of Florida’s waterfront 55+ living in a secure, amenity-rich setting. CLICK THE VIRTUAL TOUR LINK TO SEE THIS GORGEOUS UNIT NOW!
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
1848 SHORE DR S #101, SOUTH PASADENA, FL 33707
$559,00055 Days on yellowkey MLS ID: TB8508184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1085 Built: 1979Monthly Fee: $883 Tax: $4,030 (2025)Community: Hemingway Condo TheSpa: YesCondo
Taxes:$4,030
Elementary School: Bear Creek Elementary-PN
Remarks: Experience elevated waterfront living at Hemingway Condominiums, an exclusive 14-residence boutique community gracefully positioned along the Intracoastal waters of Boca Ciega Bay. Located just one mile from the sugar-white sands and vibrant coastal lifestyle of St. Pete Beach, this beautifully renovated residence offers the perfect balance of waterfront tranquility and convenience without premium beachfront pricing. A stunning $150,000 luxury renovation completed in late 2023 showcases a refined coastal-modern design throughout. The open-concept floor plan centers around a spacious entertaining island with cooktop, seamlessly connecting the kitchen, dining, and living areas. Architectural ceiling beams add warmth and character, while expansive windows and a screened waterfront balcony frame unobstructed views of Boca Ciega Bay and breathtaking sunset skies. Positioned on the elevated first floor, the residence remained unaffected by previous hurricane flooding, offering added peace of mind for waterfront ownership. Each day begins with serene water views and often ends with dolphins gliding through the bay, accompanied by native coastal birds that create a truly picturesque Florida setting. The spacious primary suite serves as a private retreat, while the guest bedroom offers flexibility as a home office, seasonal accommodation, or additional living space. Whether used as a full-time residence, vacation getaway, or investment property, the home adapts effortlessly to a variety of lifestyles. Hemingway Condominiums is a non-55+ community and is currently undergoing an impressive series of community enhancements, including refreshed exterior paint, resurfacing of the waterfront pool and entertainment deck, a new elevator, upgraded carports, renovated common areas, and a redesigned lobby featuring updated flooring, ceilings, and community mailboxes. Best of all, all improvements are fully funded with no planned assessments. Residents enjoy an oversized waterfront amenity area featuring a heated pool, spa, and barbecue gathering spaces overlooking Boca Ciega Bay, creating an intimate resort-style atmosphere rarely found in a boutique community. HOA fees include building and flood insurance, and ownership includes traditional condominium ownership with no land lease, enhancing both value and ease of ownership. Conveniently located near Publix, Winn-Dixie, Walmart Neighborhood Market, local banks, and popular dining destinations including Ted Peters Famous Smoked Fish, the residence also sits just 0.3 miles from Pasadena Hospital and Fire Station 20. Downtown St. Petersburg is approximately 7.5 miles away, while Tampa International Airport is just 27 miles from your door. Combining luxury renovations, sweeping waterfront views, a highly desirable location, and a well-maintained community with no planned assessments, this exceptional residence captures the very best of Florida coastal living.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)
Listing Agent: Deanna Huber (727-307-2024)
7425 BAY ISLAND DR S #105, SOUTH PASADENA, FL 33707
$217,500104 Days on yellowkey MLS ID: TB8490586
REDUCED by $2,000 (0.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1972 Tax: $2,138 (2025)Community: Bay Island Group 2Condo
Taxes:$2,138
Remarks: 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 !
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (727-748-0707)
Listing Agent: Mary Frances Cormican (727-641-2511)
6960 SUNSET DR S #2B, SOUTH PASADENA, FL 33707
$122,500178 Days on yellowkey MLS ID: TB8463857
REDUCED by $11,500 (8.6%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 741 Built: 1968 Tax: $712 (2024)Community: Les Chateaux CondoSpa: NoCondo
Taxes:$712
Remarks: Set in the heart of Pasadena, this inviting 1-bedroom, 1-bath condo delivers easy Florida living in a location that truly shines. Just minutes from the white sands of St. Pete Beach and a short walk to grocery stores and the Palms of Pasadena, daily errands and beach days are equally effortless. Located just steps from the clubhouse, sparkling pool, and laundry facilities, this condo delivers effortless, resort-style living. Outdoor enthusiasts will love nearby BayView Park with its tennis courts and scenic waterfront paths along Boca Ciega Bay. Directly across the street, a tranquil botanical garden offers a peaceful escape. Enjoy an easy 12-minute bike ride or 8-minute drive to St. Pete Beach, or hop on the SunRunner to explore popular beach bars and restaurants. Daily conveniences—groceries, pharmacy, banking, and local dining favorites—are all close by. South Pasadena’s bayfront parks abound, while a short drive or SunRunner ride takes you to Downtown St. Petersburg, home to world-class museums, award-winning dining, and the iconic pier. For a creative vibe, nearby Gulfport’s Beach Blvd offers art walks, eclectic shops, and lively nightlife. Nature lovers will appreciate the quick 26-minute drive to Ft. DeSoto Park, a 1,136-acre coastal paradise. Tampa International Airport is just 31 minutes away, making travel—and even Caribbean cruises from the Port of Tampa—effortless. Your slice of paradise awaits—don’t miss this incredible opportunity!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Stephen Silverson (727-437-6043)
1819 SHORE DR S #307, SOUTH PASADENA, FL 33707
$264,937149 Days on yellowkey MLS ID: TB8474346
REDUCED by $10,000 (3.6%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 1968 Tax: $3,893 (2024)Community: Shore View BldgCondo
Taxes:$3,893
Remarks: Welcome home to this well-maintained, furnished second-floor end-unit condo offering tranquil pond views enjoyed year-round from the enclosed lanai. This residence feels light, bright, and comfortable, with thoughtful features that set it apart from others in the community. The spacious kitchen, larger than many units in the complex, features hard stone countertops, abundant cabinetry, two refrigerators, and a wine cooler, making it ideal for everyday living and entertaining. The open living and dining areas create an inviting and functional layout. The oversized primary bedroom offers generous space along with two closets for additional storage. As an end unit, this condo provides added privacy and flexibility, including space near the front entry for a small table or seating area, per association guidelines. Enjoy the enclosed lanai with peaceful pond views in any season — open the windows to enjoy cooler weather or keep them closed while benefiting from the interior air conditioning. The condo is being offered furnished, providing added convenience for a primary residence, second home, or seasonal retreat. Additional features include reserved covered parking. Conveniently located near shopping, dining, and entertainment, with the Pinellas Trail just minutes away, offering miles of paved trail from Tarpon Springs to Gulfport. Just a short drive to the Gulf beaches.
Listing is courtesy of: BIANCHI REALTY & PROPERTY MANAGEMENT INC. (727-595-7653)
Listing Agent: Brenda Bianchi (727-595-7653)
1868 SHORE DR S #607, SOUTH PASADENA, FL 33707
$260,00048 Days on yellowkey MLS ID: TB8511670
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1968Monthly Fee: $799 Tax: $4,327 (2025)Community: Shore Towers BldgCondo
Taxes:$4,327
Remarks: LOCATION, LOCATION, LOCATION! Minutes away from the heart of St. Petersburg! This beautiful waterfront condo in a 55+ community of Shore Towers in South Pasadena features 2-bedroom, 2-bath and is ready to move in. Split plan layout allows for comfortable living and entertainment. Updated kitchen, with nice cabinets and counter tops, plenty of storage including convenient storage space next the Florida room. There are elevators and one assigned parking space (there is more guest parking nearby). Each floor has shared laundry facilities. Community pool is ready for you! There are outdoor activities like shuffle board, walking and optional kayaking. There is a recreation center with fitness area as well. Also, you can jump on your bicycle and explore close by beautiful areas. Possibilities are endless. GORGEOUS sunsets are waiting for you! Enjoy them from the 6th floor of your cozy sun room or from the community dock while entertaining or simply fishing. Great location near shopping areas, restaurants, beaches, commuting roads and hospitals.
Listing Agent: Renata Lagodzinski (727-271-5244)
1332 PASADENA AVE S #501, SOUTH PASADENA, FL 33707
$290,000223 Days on yellowkey MLS ID: TB8452052
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1985 Tax: $4,813 (2024)Community: Pasadena CoveSpa: YesCondo
Taxes:$4,813
Remarks: One of The BEST Views in Pasadena Cove!!! Ready for Renovation... A Blank Slate to Make it Your Own!!! Significant Price Adjustment – Now Offered at $290,000 Exceptional opportunity in Pasadena Cove! Rare 5th-floor corner unit with sweeping water views in every direction, overlooking the marina, Boca Ciega Bay, and glimpses of the Gulf from the front walkway. This spacious 2-bedroom, 2-bath split floor plan features endless natural light and a private screened balcony perfectly positioned for stunning sunrises over the bay. Corner units on higher floors rarely become available, making this a truly unique offering. The home is ready for renovation and priced accordingly, offering the perfect canvas for a buyer to design and customize their own waterfront retreat. With comparable renovated units commanding significantly higher values, the upside potential here is undeniable. Pasadena Cove is a gated, resort-style waterfront community known for its peaceful setting and exceptional amenities, including: • Heated pool and spa • Updated clubhouse with kitchen and billiards • Fitness center and shuffleboard courts • Scenic walking paths and marina access • Boat slips available for purchase or lease (when available) Additional features include in-unit laundry, same-floor storage, a secure bike room, and assigned covered parking. Milestone inspection and SIRS completed, providing added confidence for buyers. Ideally located just minutes from St. Pete Beach, Treasure Island, Gulfport, shopping, dining, medical facilities, and the SunRunner transit line. This is a rare chance to secure a high-floor corner unit with incredible views and transform it into something truly special. Priced to reflect condition and current market opportunity. Schedule your private showing today and bring your vision.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lisa Joaquin (727-656-4246)
7932 SAILBOAT KEY BLVD S #402, SOUTH PASADENA, FL 33707
$499,00094 Days on yellowkey MLS ID: TB8494590
REDUCED by $21,000 (4.0%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1988 Tax: $8,459 (2025)Community: Harbourside CondoCondo
Taxes:$8,459
Remarks: 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!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Kathy Stange (727-580-6007)
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