Location: Sarasota
Do Not Show Listings
800 BENJAMIN FRANKLIN DR #202, SARASOTA, FL 34236
$849,000108 Days on yellowkey MLS ID: A4677945
REDUCED by $26,000 (3.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $7,403 (2024)Community: Lido AmbassadorCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,403
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to your slice of beach paradise in the heart of Sarasota! Step outside to sink your toes into the powdery sands of world-famous Lido Beach or take a leisurely stroll into St. Armand’s Circle for dining and boutique shopping. This prime corner location offers a rare blend of privacy and sunshine, with just a single shared wall and the benefit of two windows that fill the primary suite with natural light. The split two-bedroom floorplan is perfect for hosting friends and family, providing your guests with a spacious bedroom and their own private bath. The primary suite is designed for both comfort and function, featuring a large walk-in closet with custom built-in storage, an ensuite bath complete with a washer and dryer, and ample space for a work desk or cozy reading nook. The open kitchen boasts granite countertops, a wine cooler, and plenty of storage—ideal for entertaining and extended visits. The open living/dining area flows seamlessly onto the screened-in patio, perfect for savoring sunsets during happy hour. For your peace of mind, the unit features newer hurricane impact windows and sliding doors (2021), a new water heater, and a recently replaced roof (via the association). The condo sits comfortably above the beach on the second level with easy access via stairs or elevator to the community pool, fitness room and clubhouse. An assigned covered parking spot and secure private storage area provide the comforts of home, right on the beach. Nestled among multi-million-dollar properties, the Lido Ambassador stands out with its stunning beach access as the closest beachfront condo to iconic St. Armand’s Circle. For a vacation-like experience any day of the week, simply step next door to the Lido Beach Resort Tiki Bar or the 8th-floor “Drift” restaurant, where phenomenal views across the beach and skyline await—both open to the public. You really cannot find a better beachfront value nested in the heart of Sarasota’s most popular attractions. This property is offered turnkey furnished and is ready for immediate occupancy, so you can embrace the beachfront lifestyle without delay. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
3905 SPYGLASS HILL RD, SARASOTA, FL 34238
$975,00019 Days on yellowkey MLS ID: A4688836
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 1985Monthly Fee: $137 Tax: $11,171 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$11,171
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for space, storage, and the perfect home for entertaining—all with a low HOA? Your search ends here. Located in the reputable gated community of The Country Club of Sarasota, where a fully staffed security gate operates twenty four hour access control. This expansive 5,171 sq. ft. custom residence is ready for its next owner to make it their own. Designed with a desirable split floor plan, the home features a spacious primary suite with a private ensuite, along with a junior suite with private ensuite for added flexibility. In total, you’ll find 4 bedrooms, 3 full baths, and 1 half bath, plus a dedicated office. Multiple living spaces—including a great room, family room, and both casual and formal dining areas—provide endless options for everyday living and entertaining. The large kitchen is a chef’s dream, equipped with high-end appliances including a Thermador 5-burner gas cooktop, Sub-Zero refrigerator, Bosch dishwasher, wine fridge, wall oven, and warming drawer. Step outside to your private oasis—an oversized screened-in lanai featuring a pool, spa, and outdoor kitchen. Enjoy peaceful golf course, water, and wildlife views from this beautifully maintained, mature lot. Additional highlights include an oversized climate controlled garage with a separate golf cart entrance and abundant storage throughout and central vacuum. Residents have the option to join Prestancia Sports & Social Club, offering access to golf clubhouse, dining, social events, and a wide range of amenities including pickleball, tennis, padel, aquatics, fitness, and wellness programs. Priced to sell—schedule your private showing today and experience the lifestyle this exceptional home has instore.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
5366 ROYAL PALM AVE #5366, SARASOTA, FL 34234
$250,0009 Days on yellowkey MLS ID: O6401221
REDUCED by $40,000 (13.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $630 Tax: $2,363 (2025)Community: Royal Palm VillasCondo
Taxes:$2,363
Remarks: This beautiful 2 bed, 2 bath corner villa is located just 10 minutes driving from the notorious Lido Key beach, and downtown Sarasota. The location is very valuable - walking distance from Ringling Museum, Asolo Theater, the airport, yet very secluded and private. This condo contains fresh, modern kitchen utilities, a new fireplace, an up-kept garden, and newly refurbished lanai/outdoor lounge. The monthly HOA fee includes lawn care, full exterior maintenance, cable TV, pool care, water, sewer, and trash.
Listing is courtesy of: CHEVON EATON (321-210-4633)
Listing Agent: Chevon Eaton (321-210-4633)
8540 DAYBREAK ST, SARASOTA, FL 34241
$255,00012 Days on yellowkey MLS ID: N6143961
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1238 Built: 2024Monthly Fee: $175 Tax: $5,088 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NorthTownhouse
Taxes:$5,088
Remarks: One or more photo(s) has been virtually staged. Now is your opportunity to own this practically brand-new townhome in the highly sought after growing community of Skye Ranch. This 2024 built townhouse has been meticulously maintained and gently lived in. You will feel like you are buying brand new without all the high one-time builder fees and closing costs. The first floor enjoys an open concept floor plan with a beautiful kitchen that features white shaker style cabinets, sparkling quartz countertops, and a sleek stainless steel appliances package. Neutral tile runs throughout the entire main floor. The dining room easily accommodates a large table for entertaining, and the living room is spacious and flooded with light thanks to the large slider that leads out to the lanai. The covered lanai provides privacy and an extra storage closet. The first floor also offers a half bathroom for convenience, as well as a proper storage pantry. On the second floor, you will find two generous sized bedrooms with en suite bathrooms that are separated by a large landing. The primary bedroom has a large walk-in closet and a bathroom with dual sink vanity and walk-in shower. A convenient laundry space can be found on the landing upstairs. There is a second light filled bedroom with two closets and an en suite bathroom with a tub/shower combo. The unit comes with two deeded parking spaces that are just outside the front door, and all exterior maintenance is included. NO FLOOD INSURANCE REQUIRED and LOW HOA FEES. The community pool and mailboxes are just a quick walk away. Skye Ranch enjoys a state-of-the-art school, beautiful parks, and tons of green space. Just minutes to all the shopping and conveniences that can be found on Clark Rd, this location also offers easy access to I-75 and is a short drive to the world-famous Siesta Key Beach. This townhome is perfect as a full-time residence, a part-time vacation home, or even a great investment. If you have been looking for that perfect spot in Sarasota to enjoy the beauty Florida has to offer, then set up a private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
6401 APPROACH RD #32, SARASOTA, FL 34238
$299,00018 Days on yellowkey MLS ID: A4689670
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1275 Built: 1991 Tax: $3,212 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,212
Elementary School: Ashton Elementary
Remarks: Welcome to 6401 Approach Road, a meticulously maintained villa nestled within the serene, tree-lined enclave of Westwoods at Sunrise. This spacious 1,275-square-foot residence features a thoughtful split-floor plan with two bedrooms and two bathrooms, designed to maximize both privacy and an airy, open-concept feel. Recent professional updates enhance the home’s appeal, including elegant quartz countertops, durable hard-surface flooring throughout, and a brand-new HVAC system installed in March 2026. The versatile, climate-controlled lanai offers the unique ability to function as an extended living area or a traditional outdoor porch. In addition, there is a charming screened breezeway at the front door that is perfect for morning coffee, a meal, or tending to your tropical plants. Storage is a standout feature, from the oversized laundry room and numerous interior closets to the one-car garage with a dedicated storage bump-out. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), no CDD fees, a year-round calendar of events, clubhouse, and four premier pickleball courts that residents and friends actively play. Perfectly positioned near I-75 and the world-class sands of Siesta Key, this villa represents the ideal Sarasota lifestyle for year-round residents and seasonal guests alike.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$419,00015 Days on yellowkey MLS ID: TB8498225
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$4,517
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
116 VISTA HERMOSA CIR #108C, SARASOTA, FL 34242
$418,000196 Days on yellowkey MLS ID: N6140823
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $4,272 (2024)Community: Vista HermosaCondo
Taxes:$4,272
Remarks: Welcome to the most sought-after address in Sarasota – Siesta Key, home of the #1 beach in the U.S. This "TURNKEY" and completely updated ground-floor residence offers the perfect blend of style, comfort, and coastal charm. Step inside to discover a thoughtfully designed interior with a soft neutral palette that captures the relaxed essence of coastal living. The home truly feels like the coast—and it is just moments away from it. The spacious bedrooms are a highlight, with the guest suite large enough to comfortably accommodate two full beds, sleeping four with ease. The kitchen is a showpiece, featuring new appliances, quartz countertops, updated cabinetry, and a designer tile backsplash that ties beautifully into the home’s serene style. Enjoy Sarasota’s sunshine year-round in your enclosed porch, providing both privacy and an inviting extension of your living space. There’s even the possibility to add a paver extension to your lanai, offering extra room for outdoor entertaining or simply relaxing in your own private retreat. Another desirable feature is the in-unit laundry closet complete with washer and dryer, adding convenience to everyday living. Additional updates include storm-rated windows and doors, providing peace of mind and energy efficiency. Beyond your front door, you’re surrounded by Sarasota’s most beloved attractions. Explore the botanical beauty of Selby Gardens, shop and dine along St. Armands Circle, or immerse yourself in the arts and waterfront charm of downtown Sarasota—all just minutes away. Whether for full-time living, a vacation escape, or an investment opportunity, this home offers the ideal combination of modern updates, coastal comfort, and an unbeatable location—just steps from the sugar-white sands of Siesta Key Beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Tracy Pierce (941-275-1570)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990288 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
4767 WINSLOW BEACON #25, SARASOTA, FL 34235
$243,000106 Days on yellowkey MLS ID: A4678249
REDUCED by $2,000 (0.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,795 (2025)Community: Winslow BeaconCondo
Taxes:$2,795
Remarks: Welcome to the Winslow Beacon community located in The Meadows! Enjoy ownership of a ground floor corner unit located in the Meadows, one of the premier golf communities in Sarasota. This turn-key 2 bedroom /2 bathroom unit is tastefully decorated and includes washer and dryer, so you can move right in. The screened lanai offers privacy and a quiet, wooded setting, with the community pool only a few steps away. The master bedroom has sliding glass doors to your patio area and a walk-in closet. Brand new dishwasher and 2022 UV light AC system. The community has been well-maintained and completely renovated, including new paint and roofs on the buildings, the parking lots resurfaced, plus the pool has been resurfaced and tiled, along with the decking. The pool bathrooms have also been upgraded. The pool is just steps from your back door! The community is quiet and private with natural views. The Meadows is an award winning master planned community utilizing the natural landscape to create over 14 miles of trails, and 80 lakes with abundant wildlife. The optional Meadows Country Club offers three 18 hole golf courses, 16 lighted tennis/ pickleball courts, a jr. Olympic swimming pool with spa, and a fitness center.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Steven Howard (941-957-8511)
7547 SILVER FERN BLVD #54, SARASOTA, FL 34241
$299,00076 Days on yellowkey MLS ID: A4682314
REDUCED by $50,000 (14.3%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1981Monthly Fee: $60 Tax: $2,904 (2025)Community: Hammocks IiCondo
Taxes:$2,904
Remarks: Seller will pay three HOA fees from closing date. Enjoy stunning garden views from this lovely villa beautifully updated in 2022 and 2023 with new floors, modern kitchen, renovated bathrooms, new AC, new hot water heater and new roof 2025. This lovely 2 bedroom, 2 bath home with office is steps away from the heated community pool and nature preserve. Inside, the spacious layout includes an area perfect for a home office or potential third bedroom. The enclosed Florida room adds even more living space, and the newly refreshed outdoor area is perfect for relaxing and enjoying the tranquil surroundings. The gated, maintenance free community offers lush, peaceful surroundings, surrounded by a nature preserve, and conveniently located near shopping, restaurants, Doctor's Hospital and I-75. The nearby Bent Tree Country Club provides optional membership for golf enthusiasts. Come enjoy the serene Florida villa you've been dreaming of!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alison Elizalde (941-951-6660)
50 CENTRAL AVE #16-C, SARASOTA, FL 34236
$1,499,00020 Days on yellowkey MLS ID: A4689102
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2003 Tax: $19,640 (2025)Community: Plaza @ Five PointsCondo
Taxes:$19,640
Remarks: One or more photo(s) has been virtually staged. Experience elevated downtown living at 50 Central – The Plaza at Five Points, a boutique luxury high-rise offering an exclusive blend of upscale commercial space and just 49 private residences. Perched on the 16th floor, Residence 16C showcases 2,117 square feet of living space with 2 generously sized bedrooms, 3 full bathrooms, and a versatile office/den. Floor-to-ceiling windows and sliding glass doors frame sweeping views of the city skyline and Sarasota Bay, while two private, covered balconies provide the perfect setting to relax and take in the scenery. The residence has been freshly painted and is ready for your personal vision. A bright, welcoming foyer opens into a thoughtfully designed interior. The sleek, modern kitchen features European-style cabinetry, efficient use of space, and a raised breakfast bar ideal for casual dining or entertaining. The primary suite offers a spa-like retreat with dual vanities, abundant storage, a walk-in shower, and a soaking tub. Both the primary and guest bedrooms enjoy direct balcony access. Additional highlights include a separate laundry room with sink and well-appointed guest bathrooms with tub/shower combinations. This unit includes two deeded garage parking spaces and a private storage unit for added convenience. Residents of Plaza at Five Points enjoy a full suite of amenities, including a well-equipped fitness center, concierge services, secure controlled access, and valet parking. A private guest suite with direct pool access ensures visitors are comfortably accommodated. Outdoor amenities feature a heated pool and spa, grilling area, and a cabana with gazebo. The beautifully refreshed clubroom overlooks the pool deck and includes a catering kitchen, fireplace, and conference room. Completed in 2005 and built to modern hurricane standards, this sought-after building is known for its solid construction and intimate, boutique atmosphere. Located in the heart of downtown, you are just steps from the Sarasota Opera House, vibrant art galleries, theaters, shopping, and top-rated dining. Nearby attractions include Marina Jack, St. Armands Circle, Lido Beach, Siesta Key Beach, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Center, with Sarasota-Bradenton International Airport just a short drive away. Residence 16C offers a refined yet relaxed lifestyle in one of Sarasota’s most desirable downtown addresses. Vacant and easy to show—schedule your private tour today.
Listing Agent: Daniela Soiman (941-779-4797)
5188 MARSH FIELD LN #93, SARASOTA, FL 34235
$245,00087 Days on yellowkey MLS ID: A4681000
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1981 Tax: $3,046 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,046
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to your beautifully updated condominium in the Heronmere II section of the Meadows!This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the pond and of the 16th Fairway of the Meadows Country Club.As you approach your new condominium, you'll be greeted by well manicured landscaping and a contemporary style exterior. Step inside andprepare to be amazed by the modern upgrades and attention to detail. The updated kitchen features gorgeous wood cabinets with soft-closedrawers and doors, stunning quartz countertops, and stainless steel appliances. The spacious living areas, including the great room, dining room,and screened lanai, offer a comfortable and inviting atmosphere. The bathrooms have been tastefully updated to create to complete theexperience. The master suite is a true sanctuary, boasting a generous bedroom with wood ventilated shelving in the walk-in closet and anupdated bathroom featuring custom cabinets, granite countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and customshower with tiled walls and floor. The updated guest bath features custom cabinets, granite counters, undermount sink custom mirror, decorativemirror, light, plumbing fixtures, and custom shower with tiled walls. Step outside to your very own oasis. The spacious screened lanai area andopen patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course and pond view as your backdrop,you'll feel like you're on vacation every day. Updated windows and impact resistant sliding glass doors. Newer stainless steel appliances in kitchen, HVAC and water heater in 2019, Carpet in master bedroom, secondary bedroom in 2020 and 2021,bathrooms 2022, kitchen cabinets, quartz countertops in 2024, luxury vinyl plank flooring in the foyer, living room, dining room and kitchen 2024 . A convenient one covered carport and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in theMeadows. Just minutes to the Meadows Country Club. Meadows homeowners are eligible for a Renaissance Access Card to the Meadows CountryClub. Additional memberships to the Meadow Country Club are available for additional fees.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
1111 N GULFSTREAM AVE #6B, SARASOTA, FL 34236
$849,000196 Days on yellowkey MLS ID: A4667955
REDUCED by $50,000 (5.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1974Monthly Fee: $1,600 Tax: $5,896 (2024)Community: One WatergateSpa: NoCondo
Taxes:$5,896
Remarks: Experience a seamless move-in process. This property is offered furnished, complete with a seller concession covering six months of association dues, plus all assessments have been paid. Rare Sixth-Floor Condominium Unit Where Sarasota Bay Views Meet Elevated Downtown Luxury Living. Perfectly positioned to capture sweeping views of Sarasota Bay, Marina Jack, and the sparkling city skyline, this two-bedroom, two-bath condominium offers a refined balance of elegance and ease. The desirable split floor plan is open and light-filled, with hurricane-impact windows and sliders (2016) that frame the vistas while maintaining the utmost peace and privacy. Step onto your expansive balcony with sleek glass railings, which is an ideal vantage point for Sarasota’s most celebrated events, from the 4th of July fireworks to the annual Christmas boat parade. One Watergate is on the tail end of a full renovation, with upgrades designed to elevate every aspect of the resident experience. The exterior and interior of the building have been freshly painted, with landscaping enhancements underway. Inside, residents are already enjoying all-new hallway carpeting, modern fixtures, fresh paint, and crisp new baseboards/trim. A full renovation is underway in the lobby and the clubroom, which have been completely reimagined to provide a sophisticated experience. A state-of-the-art fitness center will soon debut exclusively for residents and their guests, further enhancing the building’s modern lifestyle. Expected time of completion: March 2026. Secure fob access points and attentive onsite management provide added peace of mind. Resort-style living is part of the daily experience, with a large sunlit pool, two rooftop tennis and pickleball courts, outdoor grilling stations, and a stylish new social lounge. Residents benefit from one deeded covered parking space (#100), ample guest parking, and additional secured levels for convenience. At One Watergate, Sarasota’s finest experiences unfold right outside your door. Wander to Marina Jack or Bayfront Park, or savor the nearby five-star destinations such as Jack Dusty at the Ritz-Carlton, the new Ocean Prime, and the Westin’s rooftop bar and pool, the highest in the city. Downtown’s celebrated dining, boutique shopping, vibrant arts scene, and the bustling Saturday Farmers Market are all just moments away. Cross the Ringling Bridge for the allure of St. Armands Circle and the sun-drenched shores of Lido Beach, perfect for leisurely days or lively nights out. Cultural landmarks like The Ringling Museum and the Van Wezel Performing Arts Hall are just minutes from home, and Sarasota-Bradenton International Airport is conveniently close for effortless travel. More than a residence, this is your front-row seat to the Sarasota lifestyle set within a building undergoing an exciting transformation. Whether you’re searching for a full-time haven or a seasonal getaway, One Watergate offers a rare opportunity to enjoy the perfect blend of urban sophistication and waterfront serenity. Come experience it for yourself!
Listing Agent: Janette Schafer (954-298-7791)
4035 S SCHOOL AVE #B3, SARASOTA, FL 34231
$92,900111 Days on yellowkey MLS ID: A4677524
REDUCED by $1,000 (1.1%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 561 Built: 1972 Tax: $1,909 (2025)Community: Oakwood GardensCondo
Taxes:$1,909
Remarks: Discover the perfect blend of convenience, comfort, and investment potential in the heart of one of Sarasota's best areas – just minutes from everything you love about this vibrant coastal city, with highly rated schools nearby! This charming first-floor 1-bedroom, 1-bath condo features easy-care tile flooring throughout, a relaxing pool view, and is clean, freshly updated, and truly move-in ready. Centrally located for the ultimate Sarasota lifestyle - Less than 2 miles to world-famous Siesta Key Beach and a quick drive to Sarasota Memorial Hospital and downtown Sarasota, Enjoy community perks like a sparkling community pool, assigned parking plus ample guest spaces. Low-maintenance living with HOA fees covering: common area maintenance and taxes, community pool, reserve fund, cable, water/sewer, and internet – plus more essentials for worry-free ownership! All ages welcome – no restrictions! Fantastic rental opportunity: No waiting period to lease – immediate rental approval with a 6-month minimum lease Don't miss this rare chance under $100K in such a prime spot.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Heidi Scholten (502-802-2949)
7717 BLUE MOON RUN, SARASOTA, FL 34241
$640,18417 Days on yellowkey MLS ID: A4689890
INCREASED by $20,000 (3.2%) on 04/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Elementary School: Lakeview Elementary
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Flex Room. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 7717 Blue Moon Run in Esplanade at Skye Ranch! This thoughtfully designed floor plan offers a bright, open layout that’s ideal for both everyday living and entertaining. From the welcoming foyer, the home opens into a spacious great room that connects seamlessly to the dining area and kitchen, creating an inviting central gathering space. Sliding glass doors extend the living area outdoors to a covered extended lanai, perfect for relaxing or hosting friends. The primary suite provides a comfortable retreat, while secondary bedrooms offer flexibility for guests or hobbies. With intentional design touches throughout, the Monte delivers both style and functionality in a sought-after community setting. Additional Highlights Include: tray ceiling package, powder bath in place of storage closet, 8' interior doors throughout, covered extended lanai, impact windows. Photos are for representative purposes only. MLS#A4689890 Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$1,295,000178 Days on yellowkey MLS ID: A4669686
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Monthly Fee: $1,599 Tax: $10,150 (2025)Community: Beach TerraceCondo
Taxes:$10,150
Middle School: McIntosh Middle
Remarks: New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000215 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
3007 DIXIE AVE, SARASOTA, FL 34234
$224,70093 Days on yellowkey MLS ID: TB8469599
REDUCED by $300 (0.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1947 Tax: $1,617 (2025)Community: Newtown HeightsSingle Family
Taxes:$1,617
Remarks: Seller very motivated. This spacious, single-family home has undergone a comprehensive remodel, including a new roof installed in 2024 and a brand new A/C unit installed in 2023. Step inside to discover the New Luxury Vinyl flooring throughout, complemented by fresh paint and new fixtures. The open concept kitchen showcases new cabinets, quartz countertops and beautiful stainless steel appliances. The home has been treated for termites with a transferable warranty to new buyer. This stunning 3 bed 2 bath property Is ready tor you to move in with ease. This home is currently unfurnished. Located in the heart of Sarasota this neighborhood is up and coming with new construction directly behind the property, just minutes from fine dining, the Ringling College of Art and Design, Ringling Museum, the Sarasota Opera House, Sarasota Airport and swift access to beaches like Anna Maria Island and Siesta Key. This property won’t last long, schedule your tour today!
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Celisha Simmons (407-580-0887)
1269 DOCKSIDE PL #115, SARASOTA, FL 34242
$825,000213 Days on yellowkey MLS ID: A4656792
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $6,667 (2024)Community: Harbour TowneSpa: YesCondo
Taxes:$6,667
Remarks: This spacious condo has easy access to Siesta Key Beach and a DEEDED 25-FOOT BOAT SLIP WITH A LIFT!! There is water and electric to the slip (#38). Yes, this is a rare opportunity to have both your boat and a nearby world-famous beach in a nicely laid out two-bedroom, two-bath turnkey furnished condo. The master bedroom has views of the harbor while the guest room has a peaceful garden view. This condo features tile flooring throughout with both HVAC and appliances that are only a couple of years old. The roof was replaced in November 2021, and the unit has a one-car garage with storage above as well as a dedicated parking space in front. In addition, this unit has one of the few private outdoor decks in the community. Harbour Towne offers fantastic amenities, including a clubhouse, heated pool, spa, and tennis/pickleball courts. Enjoy the village by day or evening for great dining, shopping and live music. A complimentary trolley runs by the complex on a regular schedule in season. This is a great place to live and play! Look no further, this is where your fun-filled life begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
2756 CLUBHOUSE DR #101, SARASOTA, FL 34232
$190,00024 Days on yellowkey MLS ID: N6143766
REDUCED by $20,000 (9.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1047 Built: 1973Monthly Fee: $525 Tax: $907 (2025)Community: Forest Lakes Village 2Condo
Taxes:$907
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!! Welcome to your perfect tropical oasis in the heart of Sarasota! This prime first-floor, two-bedroom, two-bath condo offers a seamless blend of comfort, convenience, and community. Ideally located just minutes from downtown Sarasota, world-class beaches, and the Sarasota International Airport, you’ll enjoy effortless access to Lakewood Ranch, University Town Center, and a vast array of dining and shopping options. The unit comes FULLY FURNISHED and meticulously updated, with functional bathrooms and a modern kitchen featuring hurricane impact windows recently installed for peace of mind. This active 55+ community is designed for those who love to stay engaged and social. Enjoy the refreshing pool, a fully renovated clubhouse, shuffleboard, and a well-equipped fitness center, along with inviting outdoor grilling areas and a lively calendar of social activities. Whether you’re looking for a serene weekend retreat or a vibrant, year-round living experience, this condo delivers. Don’t miss the chance to own a stylish, low-maintenance home in a coveted Sarasota locale that truly has it all.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.