Location: Sarasota
Do Not Show Listings
145 AVENIDA MESSINA #3, SARASOTA, FL 34242
$630,000252 Days on yellowkey MLS ID: A4667146
2 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1966 Tax: $5,561 (2024)Community: Villa NavarraCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,561
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
1700 COVE II PL #324, SARASOTA, FL 34242
$824,90083 Days on yellowkey MLS ID: A4686403
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $25,000 (2.9%) on 05/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $7,965 (2025)Community: Midnight Cove IiCondo
Taxes:$7,965
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. 3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
5152 NORTHRIDGE RD #302, SARASOTA, FL 34238
$153,00021 Days on yellowkey MLS ID: A4694456
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 843 Built: 1999Monthly Fee: $414 Tax: $1,810 (2025)Community: Serenade On Palmer RanchCondo
Taxes:$1,810
Remarks: New everything, 10 foot ceilings in this beautiful third floor condo. Washer/dryer closet. Screened patio. Storage closet in hallway. New vinyl floors throughout, fresh paint, new granite kitchen and bath countertops, all new stainless kitchen appliances, new bathroom vanity , new kitchen cabinets including extra top row of cabinets for extra storage! New sinks, door hardware, fans, light fixtures, etc. shows amazing. This gated community offers 2 pools including one right next to the building only steps away. Gas grill and charcoal grill. Spa, tennis, excellent gym, clubhouse. Located walking distance to Publix, shopping, restaurants, and only 6.5 miles to siesta key.
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90085 Days on yellowkey MLS ID: A4686070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. URBAN chic blends a refined, minimalist aesthetic to project confidence, authority, and timeless style. It emphasizes a uniform of neutral tones. Pristine 2-Bedroom, 2-Bath condominium CITRUS SQUARE located in the vibrant ROSEMARY DISTRICT just minutes from Downtown Sarasota. This Danby Model boasts a huge private balcony that runs the entire length of the unit and is accessible from both the Living Room and the Primary Bedroom via full length French Doors - This impeccably maintained residence offers an open, light filled layout with spacious living and dining areas, a well appointed kitchen, SOLID WOOD CABINETS with crown molding. NEW WASHER & DRYER 2026 and NEW REFRIGERATOR 2025 and IMPACT WINDOWS. It welcomes you with freshly painted neutral SOFT GREY AND BEIGE designer tones throughout. OVERSIZED PATIO and LEVOLOR Custom Banded Zebra Roller Shades- Rechargeable. The generously planned bedrooms and bathrooms are designed for comfort and privacy. The Primary Bath has a walk in shower and the GUEST BATH has a Tub/Shower combination. Enjoy the ultimate city lifestyle with an abundance of restaurants, cafes, boutiques and the vibrant downtown attractions just steps from your door. The Rosemary District is one of Sarasota's most dynamic walkable neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
1703 STARLING DR #1703, SARASOTA, FL 34231
$699,000237 Days on yellowkey MLS ID: A4668895
REDUCED by $50,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Villas At Eagles PointCondo
Taxes:$4,481
High School: Riverview High
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
4037 CROCKERS LAKE BLVD #25, SARASOTA, FL 34238
$149,90066 Days on yellowkey MLS ID: C7524221
REDUCED by $9,100 (5.7%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 688 Built: 1989 Tax: $1,570 (2025)Community: Vintage GrandCondo
Taxes:$1,570
Remarks: Several photos have been virtually staged. The property is back on the market through no fault of the property, the previous buyer's personal situation changed before performing any inspections. It’s the larger of the two 1-bedroom, 1-bath models in the community and features a separate dining area, giving it a more open and functional layout. The unit has been recently updated and is truly move-in ready. Kitchen Granite Countertop with new Pull Handles, new Garbage Disposal, new LED Flat Panel Kitchen Light, new Bathroom Vanity, new Sink, new Faucet, new Toilet, new Bedroom Blind, new Contemporary Ceiling Fans with Lights and Remotes, new Door Hardwares - including new Hinges, new matching designer Handles plus new Entry Door Lock. No Carpet - Sleek Flooring throughout home. You’ll find a full-size washer and dryer inside, vaulted ceilings that add to the spacious feel, and fresh interior paint throughout. There’s also a private storage closet off the screened balcony, complete with a sun shade—perfect for enjoying the Florida lifestyle. The monthly HOA fee is just $362 and covers internet, trash, exterior maintenance, landscaping, interior & exterior pest control, common area insurance and full access to all community amenities. Major updates have already been taken care of, including new impact windows, a new roof, and fresh exterior paint. Location is hard to beat—just a few miles from Siesta Key Beach, and within walking distance to Costco right across the street. Plus, the nearby Sarasota Square redevelopment is set to bring in popular additions like Trader Joe’s and Whole Foods. Opportunities like this don’t come around often—schedule your showing today before it’s gone.
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
5240 HYLAND HILLS AVE #1415, SARASOTA, FL 34241
$275,000241 Days on yellowkey MLS ID: A4668246
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 2000 Tax: $1,674 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$1,674
Remarks: Stunning golf course and lake views await you in this beautifully renovated ground floor, fully furnished 2BR + den, 2BA condo in the highly desirable Heritage Oaks Golf & Country Club. Overlooking the signature 14th hole and a peaceful lake, this move-in ready home features a remodeled kitchen with granite countertops, modern appliances, and a classic open floor-plan. Both bathrooms have been tastefully updated with granite vanities and frameless glass walk-in showers. A brand-new AC unit ensures year-round comfort, and the private one-car garage adds convenience and storage. Offered fully furnished, this unit is perfect as a seasonal retreat or full-time residence. Heritage Oaks offers a Ron Garl–designed 18-hole championship golf course, 5 heated pools, 4 tennis courts, fitness center, scenic walking trails, and a 20,000 sq. ft. clubhouse with a full-service restaurant. Don't miss your chance to own one of the best views in this amenity-rich, gated Sarasota community.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Mitchell Helmuth (941-302-4212)
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000150 Days on yellowkey MLS ID: A4677633
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 494 Built: 2009 Tax: $4,379 (2025)Community: Citrus SquareSpa: NoCondo
Taxes:$4,379
Remarks: One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Clifford Pierce (941-928-0018)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$125,000185 Days on yellowkey MLS ID: A4674589
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Elementary School: Wilkinson Elementary
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
1330 GLEN OAKS DR E #269D, SARASOTA, FL 34232
$130,00049 Days on yellowkey MLS ID: A4691075
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1978 Tax: $2,013 (2025)Community: Glen Oaks Garden Apts 2Condo
Taxes:$2,013
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated turnkey corner unit in the desirable 55+ community of Glen Oaks! This light and bright residence features newer flooring throughout and offers the ease of low-maintenance living. Enjoy the convenience of on-floor storage and common laundry, plus elevator access for added comfort. Ideally located just one building from the pool, you’ll have quick access to relaxation and social spaces. Glen Oaks is a sought after neighborhood with an active lifestyle and entertainment. The property includes a dedicated carport along with ample guest parking, perfect for entertaining friends and family. Centrally situated, you’re just minutes from UTC shopping and dining, downtown Sarasota, and the area’s world-renowned beaches. A fantastic opportunity to enjoy the Florida lifestyle in a vibrant and convenient location!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
4631 SUMMERWIND DR #16, SARASOTA, FL 34234
$149,90021 Days on yellowkey MLS ID: A4694419
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1983Monthly Fee: $575 Tax: $2,257 (2025)Community: Summer WindCondo
Taxes:$2,257
Remarks: The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
2635 MOSS OAK DR #55, SARASOTA, FL 34231
$490,00021 Days on yellowkey MLS ID: A4694301
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $1,966 (2025)Community: Woodbridge EstatesSpa: NoCondo
Taxes:$1,966
Remarks: Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in -closet and totally renovated bathroom with walk-in-shower and soaking tub, dual counter sinks with Quartz countertops, The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dede Curran (941-928-3255)
3506 AUBURN CT #230, SARASOTA, FL 34231
$270,00021 Days on yellowkey MLS ID: TB8510245
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 1978Monthly Fee: $367 Tax: $3,013 (2025)Community: Village In The PinesSpa: NoCondo
Taxes:$3,013
Remarks: Welcome to this charming condo/villa located in the highly desirable Village in the Pines North, a friendly 55+ community in the heart of Sarasota. This spacious 2-bedroom, 2-bathroom residence features a split floor plan, offering privacy and comfort for both owners and guests. The bright kitchen is equipped with stainless steel appliances, and the home includes a convenient laundry room, just off the garage entry, with washer and dryer plus plenty of room for storage. A standout feature is the elegant Waterford crystal pineapple chandelier that adds a touch of sophistication to the dining area. Enjoy Florida living year-round in the large, enclosed patio, perfect for relaxing, entertaining, or creating a cozy garden retreat. There is an additional, fenced-in patio just off the kitchen, perfect for enjoying a cup of coffee in the morning or dinner outside as well as a courtyard off of the dining room, perfect for plants or a garden. The attached 2-car garage provides ample storage and convenience. This home offers tremendous potential and is priced to sell, making it an excellent opportunity for buyers looking to personalize a space in a wonderful community. Residents enjoy access to a sparkling community pool and clubhouse, just minutes from Sarasota’s beautiful beaches, top-rated restaurants, shopping, and easy highway access.
Listing is courtesy of: CENTURY 21 CIRCLE (813-643-0054)
Listing Agent: Michelle Utter (815-483-8968)
116 VISTA HERMOSA CIR #204C, SARASOTA, FL 34242
$575,00021 Days on yellowkey MLS ID: A4693969
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $4,243 (2025)Community: Vista HermosaCondo
Taxes:$4,243
Remarks: Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
35 WATERGATE DR #1103, SARASOTA, FL 34236
$2,200,000460 Days on yellowkey MLS ID: A4643363
REDUCED by $250,000 (10.2%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003 Tax: $19,803 (2024)Community: The Tower ResidencesCondo
Taxes:$19,803
Remarks: Under contract-accepting backup offers. Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.
Listing is courtesy of: DEREK BILLIB, LICENSED R.E. BROKER (941-302-3600)
Listing Agent: Derek Billib (941-302-3600)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000202 Days on yellowkey MLS ID: A4672897
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,113
Remarks: Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Noelle Vihrachoff (570-262-4594)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000156 Days on yellowkey MLS ID: A4676227
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing Agent: Lisa Allen (312-848-1636)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00023 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
1255 N GULFSTREAM AVE #408, SARASOTA, FL 34236
$1,299,000223 Days on yellowkey MLS ID: A4670428
2 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2055 Built: 1982 Tax: $17,302 (2024)Community: Bay PlazaCondo
Taxes:$17,302
Remarks: Under contract-accepting backup offers. Elevate Your Lifestyle at Bay Plaza — A Rare Corner Gem in the Heart of Sarasota. Step into refined luxury with this expansive and elegant condominium in the highly coveted Bay Plaza. Perched on the 4th floor, this stunning corner residence offers sweeping views of the bay, marina, and downtown skyline — all from two private terraces above the treetops, creating a serene escape from the energy of the city below. One of the largest two-bedroom plus study layouts in the building, this residence enjoys an open and airy floor plan, with nearly 9-foot ceilings, impact-rated windows and sliders, and timeless architectural design by renowned Sarasota School architect Tim Seibert. Built in 1982, Bay Plaza blends classic elegance with modern comforts. A spacious foyer welcomes you into a 20' x 27' combined living and dining area, featuring warm oak wood floors and two sets of triple-glass sliders that open to a generous terrace — perfect for entertaining or watching the fireworks over the bay on the Fourth of July. The kitchen layout is designed for both function and flow and includes an abundance of counter and cabinet space. A separate laundry room offers extra storage and convenience. The two private terraces invite morning coffee or sunset cocktails surrounded by nature — a true luxury in downtown living. Bay Plaza offers an unmatched lifestyle with 5-star amenities, including: 24-hour valet parking & concierge (each with call button), Full-time on-site management and maintenance, Fitness center with locker rooms, sauna, and steam rooms, Lap pool, hot tub, EV charging stations, Elegant lobby with grand piano Media room, party/catering kitchen, card & board rooms, Seasonal and bike storage, Pet friendly. Located on exclusive Palm Avenue, you're just steps from Sarasota’s finest dining, boutique shopping, cultural attractions, and the waterfront. Walk the Ringling Bridge, join a Bayfront yoga class, or hop on the Bay Runner Trolley for a day at Lido Beach or a visit to St. Armands Circle. The building is impeccably maintained, and the association is known for being proactive and well-managed. Don't miss the opportunity to live in one of Sarasota’s most prestigious addresses — Bay Plaza — where luxury, location, and lifestyle come together seamlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
5830 MIDNIGHT PASS RD #107, SARASOTA, FL 34242
$599,000140 Days on yellowkey MLS ID: A4679302
REDUCED by $50,000 (7.7%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1970 Tax: $4,451 (2025)Community: Jamaica RoyaleCondo
Taxes:$4,451
Remarks: Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for entertaining after a day on the sand. Both bathrooms have been beautifully updated with designer finishes, including marble like tile shower and sleek quartz-top vanities, creating a spa like retreat. The thoughtfully designed floor plan is comfortable, stylish, and Turn-key move-in ready. Located in a highly desirable beachfront community with one week minimum rentals, this condo is an excellent investment or vacation getaway. Enjoy a heated pool and approximately 300 ft of private beach frontage, just steps from the Gulf’s crystal clear waters and powder soft sand. Ideally situated near Siesta Key Village, you’re moments from renowned dining, boutique shopping, and vibrant night life. Whether you are seeking a personal retreat, rental income, or both, this is coastal living at it’s best!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
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