Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
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Sarasota - 1180 properties found
1143 LONGFELLOW RD, SARASOTA, FL 34243
$165,500160 Days on yellowkey MLS ID: A4678360
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $9,495 (5.4%) on 05/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1408 Built: 1979 Tax: $1,093 (2024)Community: Shadybrook Village AmdCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,093
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Welcome to 1143 Longfellow Rd, widely regarded as the most desirable unit in Shadybrook Village. This beautifully maintained 3-bedroom, 3-bathroom home offers a warm, inviting ambiance that instantly feels like home. From the moment you step inside, you’re greeted by neutral tones, tile flooring, and abundant natural light that enhances every space. The kitchen is both stylish and functional, featuring solid maple cabinetry, granite countertops, stainless steel appliances, and a customized walk-in pantry with built-in shelving. Elegant tray ceilings add architectural charm and a custom touch to the main living area. The first level includes a full bathroom for guests and residents alike, complete with thoughtful built-in features that will impress even the most discerning buyer. Durable vinyl flooring flows seamlessly up the staircase and throughout the entire second level. Just off the stairs, the first bedroom offers an incredible water view, while the second bedroom includes additional storage access for added convenience. The owner’s suite is a true retreat, boasting two separate closets, a tastefully shiplapped vanity, and a private shower and toilet area. Step outside to a peaceful, private patio with a paved pathway and ample space to create the garden oasis of your dreams. Tucked away behind a fence, this serene outdoor setting offers your own slice of paradise. Shadybrook Village residents enjoy a host of amenities, including a swimming pool, tennis and basketball courts, clubhouse, and playground area. Ideally located just 8 miles from University Town Center shopping and dining, 10 miles from the beach, and only minutes from Sarasota Airport, this home is perfectly suited as a primary residence or seasonal getaway. Don’t miss your opportunity to own one of Shadybrook’s finest homes.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00054 Days on yellowkey MLS ID: A4691115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
6100 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$6,499,000192 Days on yellowkey MLS ID: A4672432
2 Days Off yellowkey (back on 3/13/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 2019 Tax: $55,984 (2024)Community: Halcyon Siesta KeySpa: NoCondo
Taxes:$55,984
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00056 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,795,000246 Days on yellowkey MLS ID: A4669042
REDUCED by $100,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
170 ROOSEVELT DR #5, SARASOTA, FL 34236
$399,000420 Days on yellowkey MLS ID: A4651143
REDUCED by $30,000 (7.0%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,778 (2024)Community: Pelican GardensCondo
Taxes:$3,778
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
5122 NORTHRIDGE RD #107, SARASOTA, FL 34238
$242,000233 Days on yellowkey MLS ID: A4670927
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1289 Built: 1999 Tax: $1,730 (2024)Community: Serenade On Palmer RanchCondo
Taxes:$1,730
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome home! HUGE PRICE DECREASE !!! Look no further than this Palmer Ranch Beautifully furnished, completely Turnkey condo! Whether you are looking for your own winter getaway, an investment property or a new home in beautiful Sarasota, Florida, this is it! When you walk in, you will be amazed at this beautifully furnished two bedroom two bath first floor end unit! Completely updated with stunning marble floors, luxury vinyl, gorgeous countertops throughout and decorated to perfection! All you need to bring along are your clothes!! Everything else is beautifully done for you! Located in peaceful, quiet and much desired, Palmer Ranch, you’ll love being just minutes away from gorgeous beaches, shopping, dining, and entertainment! With 2 heated pools to choose from, tennis courts, fitness center, clubhouse and friendly neighbors throughout, you will be right at home!! Serenade also offers a pet friendly neighborhood! You will enjoy this resort style living, and Florida sunshine in comfort and style! Priced to sell quickly! Please schedule a showing now!
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Leanne Mcvicker (239-481-1311)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,000100 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
6048 WILSHIRE BLVD #2, SARASOTA, FL 34238
$415,00065 Days on yellowkey MLS ID: A4690827
REDUCED by $15,000 (3.5%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2024 Built: 1983 Tax: $2,819 (2025)Community: Lakeshore VillageCondo
Taxes:$2,819
Remarks: MOVE-IN READY and maintenance-free, this beautifully updated lakefront villa offers the perfect blend of modern comfort and serene Florida living in the highly desirable 55+ community of Lakeshore Village! Featuring 2 bedrooms plus a spacious den, 2 baths, and 2,024 sq. ft., this meticulously maintained home showcases wide plank luxury vinyl flooring, soaring vaulted ceilings, and stunning water views throughout. The beautifully updated kitchen is a chef's delight with granite countertops, upgraded cabinetry, stainless steel appliances, and a dry bar with additional storage in the breakfast area, perfect for casual dining or entertaining. The spacious living room flows seamlessly into the enclosed lanai, creating additional living space and showcasing breathtaking lake views and peaceful wildlife right outside your door. Electronic hurricane shutters at the sliding doors provide added peace of mind. The private primary suite features crown molding, lake views, a large walk-in closet, and a beautifully updated ensuite bath with dual quartz-topped vanities and a large tiled walk-in shower. On the opposite side of the home, the guest bedroom sits adjacent to a fully updated bath, while the oversized den with pocket doors offers the flexibility of a home office, hobby room, or potential third bedroom. Additional highlights include a large laundry room, a spacious 2-car garage with extra storage and hurricane-rated garage door, new A/C and ductwork (2021), advanced air sterilization system (2024), whole-home re-pipe (2023), upgraded electrical panel with surge protector, and newer dishwasher (2021). Lakeshore Village offers resort-style amenities including a heated saltwater pool, clubhouse, tennis, pickleball, billiards, library, fishing lakes, and an active social calendar. Conveniently located near shopping, dining, golf, medical facilities, and just minutes to world-famous Siesta Key Beach, this is Florida living at its finest!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
800 HUDSON AVE #106, SARASOTA, FL 34236
$550,000199 Days on yellowkey MLS ID: A4673881
REDUCED by $37,000 (6.3%) on 05/27/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,605 (2024)Community: Hudson HarbourCondo
Taxes:$3,605
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom, 3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
Listing Agent: Maureen Doherty (941-993-3159)
3441 BEEKMAN PL #40, SARASOTA, FL 34235
$275,000201 Days on yellowkey MLS ID: A4674297
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1990 Tax: $1,342 (2024)Community: Forty-Three West IiCondo
Taxes:$1,342
Elementary School: Emma E. Booker Elementary
Remarks: Recently Reduced! Tucked away in a small, quiet community yet close to all the action near the UTC Mall—where shopping, restaurants, entertainment, and the new Mote Aquarium are right at your doorstep—this 2-bedroom, 2-bath villa offers the perfect blend of convenience and tranquility. Enjoy front and rear courtyards that create a private tropical paradise for outdoor living, complete with your own lemon tree loaded with fruit. Sliding glass doors to the courtyards from the kitchen, primary bedroom, second bedroom, and living room make these spaces feel like natural extensions of the living areas. Features include a NEW ROOF (2023), plantation shutters, and Hunter Douglas Vertiglide shades for carefree living. The primary suite has it's own private en suite bathroom and an oversized walk in closet. A built-in desk with shelving and a queen-sized Murphy bed in the second bedroom give this room the flexibility of an in-home office or guest space. Close the hall pocket door from the living room to convert this area into a private guest suite. The kitchen and bathrooms have been tastefully updated with beautiful countertops and vanities. A convenient laundry area is tucked behind louvered doors in the kitchen. An attached one-car garage with room for storage and a workbench, plus oversized closets throughout the home, provides more storage space than you would expect in a condo or villa. The friendly community offers a clubhouse, tennis and pickleball courts, and a sparkling pool just around the corner. This home checks all the boxes for enjoying the Florida lifestyle: an excellent location, inviting indoor-outdoor living areas, ample storage, great amenities, and bright, airy rooms made for relaxing. Come and see if this is the right place for you!
Listing is courtesy of: REALTY PLACE (941-212-2828)
Listing Agent: Barbara Beasley (941-724-4334)
1020 SUN AND SEA DR #102, SARASOTA, FL 34242
$575,000253 Days on yellowkey MLS ID: A4667291
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 524 Built: 2009Monthly Fee: $822 Tax: $3,572 (2023)Community: Beach Club At Siesta KeyCondo
Taxes:$3,572
Tax Year: 2023
Remarks: Welcome to Beach Club at Siesta Key, where an unbeatable investment opportunity awaits just steps from the world-renowned Siesta Key Beach. This charming 1-bedroom, 1-bathroom first-floor condo is the ideal blend of personal escape and income-generating property, boasting a successful history in short-term rentals. As you step inside this fully furnished, turnkey unit, you’re greeted by an open living area is perfect for relaxation, featuring a TV for entertainment, while the kitchen comes equipped with stainless steel appliances. An in-unit washer and dryer add to the convenience, making longer stays comfortable and stress-free. The on-site professional management team handles all the details, from bookings to maintenance, giving owners peace of mind and ensuring that guests have a seamless experience. The property offers desirable amenities, including a heated pool, a soothing hot tub, complimentary Wi-Fi, and beach chairs and umbrellas for enjoying sun-soaked days by the ocean. Positioned mid-island and close to the Stickney Point Bridge, this condo provides easy access to all that Siesta Key has to offer. The Beach Club at Siesta Key is a hidden gem that is perfectly located within walking distance of South Siesta Village, Crescent Market, and local favorites for ice cream, coffee, dining, and more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,299,000120 Days on yellowkey MLS ID: A4683108
REDUCED by $50,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing Agent: Natalie Gutwein (941-993-2660)
1111 N GULFSTREAM AVE #7C, SARASOTA, FL 34236
$1,285,00052 Days on yellowkey MLS ID: A4692338
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1974 Tax: $6,860 (2025)Community: One WatergateCondo
Taxes:$6,860
Remarks: This One Watergate condominium in Downtown SRQ FL has location and endless views. Looking for the unexpected, this home will not disappoint. A full, to the studs remodel in 2020 brings versatility to your personal style. These sellers live a warm and eclectic life. The open spaces enhance the water, marina, and city views, and then watch the canvas flip to an evening light-scape of the same view. With this remodeled open floor plan all eyes are drawn to the unobstructed views through the floor to ceiling impact windows and doors onto the wrap around covered patio with glass panel railing. The 7th floor view gives the feeling you are right on the water. Their home has been open to many festivities. My favorite celebration has been the 4th of July with fireworks set off on City Park in the Bay right in front. The decor includes Sonoma Valley American wire-brushed & hand scraped hickory wood flooring, and warm color walls. The kitchen features an extended service and storage design including a wine and beverage refrigerator. Highlights include Kraft Made cabinets and Cambria quartz counter tops. Appliances feature GE Cafe series with induction range, French door refrigerator & dishwasher. Double closet pantries with pull out drawers, and stainless-steel farmhouse sink. The spacious primary bedroom has real views of the Ritz and Quay towers in the background. Soft lighting window treatments are perfect for the day and room blackout shades are perfect for the evenings. The en-suite has a double vanity, storage mirrors with digital LED lights, designer tiling and shower with dual showerheads. The over-sized closet has been designer built out to maximize the square footage for two. The guest bedroom doubles as mobile office. Across the hall from the second bath with complimenting style and finishes with the primary bath. Unit 7C is in the coveted C stack which includes an interior laundry room with exterior venting. So many details to see. One Watergate has completed both Milestone and SIRS reports. They are ahead of the state requirements on compliance. The property has completed many updates within the past 5 years. From new elevators, roof, underground plumbing lines, exterior paint, updated pool, landscaping, lighting, grills & pool furniture, and new fitness center. A complete building remodel includes new tile, carpeting, wall paper, lighting, full catering kitchen and community room, and unit doors from 18th floor down. The building electrical room is being moved to the 2nd floor this spring and the lobby, social rooms, and management support facilities will be completed within weeks. Owners will enjoy a walkable Downtown lifestyle of the Sarasota Arts, restaurants, entertainment and the bay parks. The Ritz spa packages are available to the public. Or pick up the Bay Runner free trolley steps away which stops on St Armand's Circle and Lido Key Beach. With all said, at $740 square footage price Unit 7C is competitively priced. Can easily? compare with other properties square footage priced at $1,000 plus. This is an incredible opportunity to own this wonderful home to live, work, and play.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: James Brown (941-408-3332)
3361 CROSS CREEK DR #3361, SARASOTA, FL 34231
$277,500103 Days on yellowkey MLS ID: A4685552
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,667 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,667
Remarks: Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,000107 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
1166 W PEPPERTREE DR #112D, SARASOTA, FL 34242
$725,000161 Days on yellowkey MLS ID: A4678257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1974 Tax: $5,936 (2025)Community: Peppertree Bay IiiCondo
Taxes:$5,936
Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
2208 BAHIA VISTA ST #F1, SARASOTA, FL 34239
$250,000191 Days on yellowkey MLS ID: A4675125
1 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1313 Built: 1980 Tax: $3,563 (2025)Community: Cordova GardensCondo
Taxes:$3,563
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. EXCEPTIONAL VALUE AND LOCATION. This first-floor entry condo lives like a house! It is so spacious and open with a flexible plan. The community is minutes to downtown Sarasota located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This unfurnished condominium has three bedrooms and three full baths (two en suite master baths) and three outdoor patios. READY TO MOVE IN! There are numerous closets, storage space including walk-ins, a pantry and office loft space. The condo is exceptionally clean. The community known as Cordova Gardens is minutes to downtown Sarasota as well as Southside Village and known for its beautifully maintained gardens, community pool and PRIME location for the price. The condo also includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
5713 AVISTA DR #4112, SARASOTA, FL 34243
$259,00035 Days on yellowkey MLS ID: A4694010
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1242 Built: 1985 Tax: $3,086 (2025)Community: Avistas Of Palm-AireSpa: NoCondo
Taxes:$3,086
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Golf Course Views, Your Own Garage, and a Community That Feels Like Home. Welcome to Avista of Palm-Aire — one of Sarasota's most charming condominium communities, where a quiet park-like setting, and golf course views from your private lanai make every day feel a little like a gift. Situated on the second floor, this 2-bedroom, 2-bath condo plus den offers 1,242 square feet of living space with no neighbors above — just the quiet you came to Florida for. The kitchen, wet bar, and baths were fully updated in 2012 with new cabinetry, granite countertops, and tile flooring. All kitchen appliances were replaced with stainless steel. In the living room you’ll find vaulted ceilings and an air-conditioned lanai overlooking the ponds and the 18th fairway of the beautifully renovated golf course at Palm Aire. This west facing lanai includes upgraded shades that reduce heat without blocking those stunning sunset views. The primary suite includes ensuite bath and walk-in closet, and the guest suite has a pocket door for privacy. A flex room can be used as a den, additional guest or hobby space. The unit conveys furnished including a well equipped kitchen and fully stocked linen closets — a convenient starting point for a new homeowner who wants to move in and enjoy from day one. A full-size washer and dryer set is included. One small pet up to 30 pounds is welcome. An oversized, private one-car garage is included — a genuine rarity at this price point and a welcome luxury with extra space for a golf cart or workshop. The community offers plenty of guest parking, a heated pool and spa, and a clubhouse available to reserve for private gatherings. Flood Zone X means no flood insurance requirement. You're minutes from UTC Mall and plenty of other abundant shopping, top Sarasota dining, SRQ Airport, and I-75 — centrally located without the chaos. For those days when the beach is calling you, you’re just 11 miles from Lido beach and 14 miles to Siesta Key.
Listing Agent: Christine Pope (941-685-5565)
5252 LAKE VILLAGE DR ## 54, SARASOTA, FL 34235
$249,00067 Days on yellowkey MLS ID: A4690508
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1983 Tax: $2,454 (2025)Community: Village LakeCondo
Taxes:$2,454
Remarks: Rare tree-house feel from the lanai overlooking a lush nature trail distinguishes this upgraded, turnkey residence in The Meadows—offering refined, maintenance-free living just steps from resort-style amenities. A true move-in-ready opportunity, enhanced by a 2023 HVAC system, 2025 kitchen and bath updates, and tasteful furnishings included, delivering effortless Florida luxury in a serene, pet-friendly setting. A private lanai frames tranquil, preserved natural views, complemented by nearby access to a heated community pool & gas BBQ grilling area, ideal for relaxed outdoor living. Thoughtfully updated, the residence features new carpeting (2024) and a new HVAC system (April 2023) with annual maintenance. The kitchen is appointed with dolomite and marble countertops, new appliances—including refrigerator, stove, dishwasher, sink, and faucet—and upgraded fixtures and hardware, along with refined lighting enhancements (2023, 2026). The desirable split-bedroom layout ensures privacy for owners and guests, with each bedroom offering its own ensuite bath. The primary suite enjoys serene treetop views, dual closets, and a vanity with tub/shower combination, while the guest suite provides a private full bath. Offered fully furnished(in 2021), this residence is completely turnkey and includes linens, cookware, dishes, TV, and essential household items. Additional conveniences include in-unit laundry with stacked washer and dryer, assigned parking, and guest parking. Ideally located within walking distance to Meadows Village Shops, residents enjoy immediate access to dining, wellness services, medical offices, and the seasonal Farmers Market. The Meadows community is renowned for its extensive trail system, scenic lakes, fitness center, pickleball courts, pool and spa, dog park, and vibrant calendar of social activities—all within a secure, 24-hour gated environment. Optional tennis and golf memberships further enhance the lifestyle offering. Not located in a flood zone and offering small dog approval (per association guidelines), this residence presents an exceptional opportunity to experience elevated, turnkey living in one of the area’s most desirable communities. A secure storage facility for boats, RVs, and trailers is also available within The Meadows.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kathleen Niedospial (941-780-2884)
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