Location: Sarasota , 34231
Do Not Show Listings
6836 ROXBURY DR, SARASOTA, FL 34231
$539,00067 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,635
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00017 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000472 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,595,000131 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Quigley (941-356-9954)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90036 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000137 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00046 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00058 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00093 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
6014 BORDER LN, SARASOTA, FL 34231
$525,00040 Days on yellowkey MLS ID: A4692425
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$414,50018 Days on yellowkey MLS ID: A4694861
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000203 Days on yellowkey MLS ID: A4672535
5 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Taxes:$8,304
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
2121 PUEBLO CIR #V6, SARASOTA, FL 34231
$179,90039 Days on yellowkey MLS ID: A4692375
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,132 (2025)Community: Woodside Village WestSpa: NoVilla
Taxes:$2,132
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. VALUE PRICED! Immaculate & Updated Villa in the "Gulf Gate Area" that you will be proud to call home! Many updates, including the following: Tile Roof 2025*2.5 Ton, 15.2 Seer2 Air Conditioner 2024*Updated Kitchen Cabinetry, Granite Tops 2022*Dishwasher, Microwave, Range & Refrigerator 2022*Bath Vanities & Tops replaced 2022*Porcelain Tile throughout 2018*Washer & Dryer 2018*Interior freshly painted 2018*Lighting 2018*Plumbing redone overhead by association 2018. Don't miss showing this one ... the QUALITY speaks for itself. There is also a laundry closet off of the kitchen and the washer & dryer are included in the sale. There is a patio in the back of the villa where you can relax and have a cup of coffee while you enjoy the beautiful Florida weather! This villa has an assigned parking space and there is plenty of guest parking. The primary bedroom suite offers a walk-in-closet. This wonderful South Sarasota location is prime & only minutes to our World Famous Siesta Key Beaches! Gulf Gate Shopping and Fine Restaurants are nearby, as well as the Gulf Gate Library, several fitness centers, Legacy Trail, Costco & More. Cultural downtown Sarasota & the UTC Mall are only 20 minutes away. Come home to your affordable villa and enjoy the Heated Community Pool which will be waiting for you and your friendly neighbors! Enforced deed restrictions protect your privacy and investment! You must own 1 year prior to renting and the minimum leasing period is 2 months. You'll love this 55+ community & this Villa is priced to sell. The quarterly fees are reasonable and the fees include Cable TV*Sewer/Water Maintenance*Trash*Pest Control*Pool & More. H-U-R-R-Y on this Beauty before it's gone. Available for immediate occupancy (once aplication by association is approved!) EZ Show.
2233 ALICE RD, SARASOTA, FL 34231
$349,00025 Days on yellowkey MLS ID: A4694209
3 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1531 Built: 1957 Tax: $1,607 (2025)Community: Crecelius SubSpa: NoSingle Family
Taxes:$1,607
Remarks: Nestled on a quiet cul-de-sac in a sought-after school district, this beautifully maintained 2-bedroom, 1-bath home offers comfort, charm, and convenience. Situated on a large lot with mature trees and lush landscaping, the property features a new roof, new HVAC system, new hurricane-impact tinted windows, and new fencing for added privacy and peace of mind. Enjoy outdoor living with both front and back concrete patios, plus a spacious screened-in lanai perfect for relaxing or entertaining. Inside, the home offers skylights that bring in natural light, ceiling fans throughout, blinds already installed, a bonus room, and an additional utility/flex room ideal for a home office, hobby space, or extra storage.
Listing Agent: Mariam Bourey (941-600-8114)
2654 GRAND CAYMAN ST, SARASOTA, FL 34231
$367,00018 Days on yellowkey MLS ID: A4694859
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1959 Tax: $2,737 (2025)Community: Bahama HeightsSingle Family
Taxes:$2,737
Remarks: One or more photo(s) has been virtually staged. Step into this move-in ready 2-bedroom, 2-bath home just minutes from world-famous Siesta Key and downtown Sarasota with no HOA restrictions! Enjoy the ultimate Florida lifestyle with top-rated schools and restaurants all within short distance, including Riverview High School and Phillippi Shores Elementary School. The open-concept living area features beautiful hand-painted ceiling details, abundant natural light, and a warm atmosphere perfect for relaxing. Major upgrades include a 50-year metal roof (2019), upgraded windows, new hot water heater (2025), upgraded kitchen and primary bathroom, and fresh interior paint (2026). High and Dry no flood insurance required! Schedule your private showing today! Move-in ready. List agent is owner.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Birkhold (941-266-8679)
3252 WESTFORD LN #122, SARASOTA, FL 34231
$260,00065 Days on yellowkey MLS ID: A4688937
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $5,000 (1.9%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1972Monthly Fee: $175 Tax: $1,670 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$1,670
Remarks: Under contract-accepting backup offers. Welcome to 3252 Westford Lane — LOW $175 monthly HOA in Gulf Gate Gardens Homes in Sarasota, Florida! (Kitchen photos virtually staged with alternate wall color) A wonderful opportunity in one of Sarasota’s most desirable Gulf Gate neighborhoods, this 2 bedroom, 2 bath villa presents comfortable Florida living with a functional layout and peaceful greenbelt view from your private patio and bonus room. Inside, 1,131 sq ft of space, this one story home showcases a floor plan that flows effortlessly from room to room with generous living spaces for everyday living or seasonal stays. Inside, you’ll find comfortable living spaces and ample indoor storage — perfect for modern convenience. The home features plenty of closet/cabinet/pantry space, a clean layout, and excellent natural light throughout. There is also a carport and large indoor utility/laundry room. For the chef in the family the kitchen offers stainless steel appliances, a kitchen island for ease everyday or entertaining. Enjoy a greenbelt view in a peaceful community setting. Low maintenance fees making this residence ideal for first time buyers, downsizers, or snowbirds seeking a low upkeep Sarasota home. Well maintained property features include: Roof 2017, (2) exterior doors (side and rear) w/ blinds between glass, impact glass 2017, A/C 2020, Exterior painted 2022, Exterior motion light 2026 new, All outlets and rocker switches 2017, All wood blinds and woven window treatments, All Door hardware inside and out 2017, Guest Bathroom toilet 2019, Shut off valve at water heater 2019, Garbage Disposal 2019, Stainless Appliances: Whirlpool Range 2026, Refrigerator 2026, Bosch Dishwasher like new, Whirlpool Microwave like new. Air conditioner has been consistently maintained and new UV light installed 2026 and carbon filtration system added in 2026 ($2k). All interior has been painted (walls and ceilings), Great Room/Dining/Florida Room low maintenance solid surface stained concrete. Carpet and upgraded pad in bedrooms (pad has the waterproof barrier on top between pad and carpet 2017. Storage room new cabinetry and plumbed for utility sink. Exterior- all re-landscaped, Exterior patio wood look deck tiles and metal privacy trellis 2026, All interior and exterior lights 2021, Private Mailbox. Location & Community Highlights: Prime Gulf Gate Gardens location with easy access to Gulf Gate Village, Legacy Trail, YMCA/Potter Park, Costco; close to dining, shopping, and services. High walkability score. Minutes from the world famous Siesta Key Beach and nearby cultural hotspots. • Low monthly HOA that covers grounds maintenance and irrigation. From its quiet greenbelt setting to its proximity to beaches, trails, and conveniences, this home offers the best of Gulf Gate living in Sarasota.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
7113 ANTIGUA PL, SARASOTA, FL 34231
$429,00031 Days on yellowkey MLS ID: A4693104
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1378 Built: 1968 Tax: $3,716 (2025)Community: Gulf GateSingle Family
Taxes:$3,716
Remarks: Nestled in the desirable Gulf Gate community, this meticulously maintained home features 2 bedrooms, 2 baths, and a spacious 2-car garage, making it an ideal retreat. The property boasts numerous upgrades, including new hurricane impact windows adorned with Bahama shutters and stylish awnings, ensuring both beauty and protection. Enjoy the tranquil ambiance of the peaceful koi pond, accompanied by a large screened-in lanai—perfect for outdoor gatherings or morning coffee. The fully fenced yard provides privacy and a safe space for pets and children to play. With fresh paint inside and out, the home exudes a bright and welcoming atmosphere. The newer HVAC system guarantees year-round comfort, while the pavered driveway adds to the home's charm. The raised raised flower beds will invite your gardening creativity. Location is key, and this home is just minutes away from the stunning Siesta Key Beach and all the vibrant offerings of Sarasota, from shopping to dining. This is a must-see—don’t miss your chance to own this remarkable property! Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Brian Ward (941-650-7721)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00045 Days on yellowkey MLS ID: TB8502989
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
1632 WORRINGTON ST, SARASOTA, FL 34231
$735,000192 Days on yellowkey MLS ID: A4673616
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $30,000 (3.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1547 Built: 1973 Tax: $2,729 (2024)Community: Johnson EstatesSingle Family
Taxes:$2,729
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. EXCEPTIONAL WEST OF THE TRAIL OPPORTUNITY – RARE 1/3 ACRE LOT! Exceptional opportunity in a coveted area West of the Trail! Situated at the secluded end of a tranquil dead-end street, this oversized 0.33-acre lot is nearly 50% larger than typical area parcels. Whether you are looking for your first home, a high-demand investment rental, or a premier location for a new build on a rare huge lot—the choice is yours! Inside, the great room’s soaring skylights and front-to-back windows frame peaceful nature views, perfectly complementing the fresh interior paint and sun-drenched open floor plan. UNBEATABLE PROXIMITY: Phillippi Shores Elementary School: Less than a mile away. Everyday Conveniences: Less than a mile to Trader Joe’s and Siesta Row shopping. Sarasota Memorial Hospital: Only 2 miles away. Downtown Sarasota: Just 3 miles to dining, arts, and culture. Siesta Key Beach: Less than 4 miles to world-class sands. This is the best land-to-value play in 34231. Bring your offer and secure your spot West of the Trail today!
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501156 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Tax Year: 2022
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
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