Location: Sarasota , 34231
Do Not Show Listings
1717 FIELD RD, SARASOTA, FL 34231
$2,150,00038 Days on yellowkey MLS ID: A4683507
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2630 Built: 2021Monthly Fee: $29 Tax: $9,352 (2025)Community: Oyster Bay EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,352
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
6735 KEYSTONE DR, SARASOTA, FL 34231
$525,00044 Days on yellowkey MLS ID: TB8475997
REDUCED by $5,000 (0.9%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1969 Tax: $2,026 (2025)Community: Gulf GateSingle Family
Taxes:$2,026
Elementary School: None
High School: None
Middle School: None
Remarks: Prepare to be impressed. This fully remodeled Gulf Gate gem is a rare opportunity, offering 1,659 square feet of beautifully reimagined living space where luxury meets everyday comfort. From the moment you step inside, you’re welcomed by a bright, open-concept layout designed for modern living and effortless entertaining. Expansive sliding glass doors lead to a spacious screened-in lanai, seamlessly blending indoor and outdoor living — the perfect setting for morning coffee, weekend gatherings, or relaxing evenings. The brand-new custom kitchen is truly the heart of the home, featuring two-tone solid wood cabinetry, elegant quartz countertops, a marble backsplash, and new GE stainless-steel appliances. Every finish was thoughtfully selected to create a refined yet inviting space. The primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bathroom complete with a new double vanity, designer tile shower, and upgraded fixtures as well as a dedicated recirc pump for near instant hot water. Throughout the home, new luxury vinyl plank flooring, fresh interior paint, modern lighting, ceiling fans, and new interior doors create a clean, contemporary coastal feel. Major upgrades provide peace of mind for years to come, including a new shingle roof (2026), new HVAC system (2026), new electric panel (2026), new insulation (2026), Water Heater(2026) and fully replumbed drains and supply lines. Additional highlights include a large indoor laundry room with a custom boot bench, a two-car garage, and a triple-wide driveway offering ample parking. Outside, you’ll appreciate one of the home’s most unique and practical features — a beautifully landscaped, low-maintenance front yard with no grass to mow. As one of the only homes in the neighborhood designed this way, it offers enhanced curb appeal while significantly reducing upkeep and water usage. Just moments to Siesta Key’s sugar-white sands, this Gulf Gate home offers unmatched convenience — walk to A-rated Gulf Gate Elementary, 5 min to Costco, and a dynamic redevelopment of the former Sarasota Square Mall into a vibrant new retail, dining, and residential hub. This is modern coastal living at its finest — move-in ready and designed to impress. Buyer’s agent to verify all MLS information including room sizes, utilities, and HOA (if applicable).
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph Trupiano, Iii (813-765-6970)
5430 EAGLES POINT CIR #104, SARASOTA, FL 34231
$449,90058 Days on yellowkey MLS ID: A4678523
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1995Monthly Fee: $167 Tax: $2,733 (2025)Community: Eagles Point At The Landings 2Condo
Taxes:$2,733
Remarks: GREAT PRICE CONDO AT THE LANDINGS, EAGLES POINT - COASTAL LIVING MEETS INCREDIBLE CONVENIENCE! Exceptional value and what a location! Welcome to this stunning property at Eagles Point, nestled within The Landings - Sarasota’s premier gated, waterfront community west of the Trail. This beautifully updated 2-bedroom, 2-bath residence with a versatile den offers the perfect blend of comfort, style, and lifestyle - perfect for full-time living or a refined coastal retreat. The den easily converts to a third bedroom, home office, or guest space to suit your needs. The newly remodeled kitchen showcases modern finishes, top-of-the-line appliances, a convenient in-unit washer and dryer, and a built-in desk or breakfast nook. NEW AC SYSTEM: 2025! Luxury vinyl plank flooring flows throughout the home, adding both elegance and durability. Step onto the screened lanai to enjoy peaceful views of a private extended terrace, protected mangroves, and spectacular Sarasota sunsets - ideal for morning coffee or evening relaxation. This residence includes secure under-building parking in a gated garage, along with private storage, bike racks, and space for kayaks and canoes. Eagles Point features secured lobby access and overlooks the Intracoastal Waterway, creating a serene and private setting surrounded by nature. Residents enjoy a nearby waterfront gazebo, perfect for watching boats and birds, as well as nature trails with kayak launch access. As a resident of The Landings, you’ll enjoy access to the Eagles Point pool and the sought-after Racquet Club, offering tennis, pickleball, a fitness center, library, meeting rooms, and a Junior Olympic–size pool - ideal for an active and social lifestyle. Centrally located in the heart of Sarasota, The Landings is just minutes from shopping, dining, downtown Sarasota, and the world-renowned Siesta Key beaches. Move-in ready with quick closing available and easy to show. No storm or flood issues. Don’t miss this unique opportunity to own an extraordinary condo in The Landings and experience the very best of Sarasota coastal living!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Tracy Seider (941-356-2057)
5830 CAVANO DR, SARASOTA, FL 34231
$699,90011 Days on yellowkey MLS ID: TB8488712
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2014Monthly Fee: $287 Tax: $6,780 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$6,780
Remarks: Welcome to one of the most beautiful villas in Esplanade by Siesta Key—an impeccably maintained and professionally decorated three-bedroom, two-bath residence with a den, offering the perfect blend of luxury, comfort, and maintenance-free living. From the moment you step inside, you’ll notice the elegant details, including tray ceilings, crown molding, and high-end laminate flooring paired with tile throughout. The gourmet kitchen is a true centerpiece, featuring stunning new quartz countertops, custom wood cabinetry, stainless steel appliances, and a spacious peninsula ideal for casual dining, morning coffee, or gathering with guests. The open-concept layout flows effortlessly into the dining and living areas, creating an inviting space for entertaining. Natural light pours in through glass doors that lead to a generous screened-in lanai, where you can unwind while enjoying peaceful lake views right in your backyard. The outdoor kitchen, complete with a sink and stainless steel refrigerator, makes alfresco dining a breeze. The spacious owner’s suite is a private retreat, offering a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual granite vanity with a dedicated makeup area, along with a walk-in shower, custom glass enclosure, and built-in bench. Designed with privacy in mind, the split floor plan places the additional bedrooms away from the primary suite. Each guest room is generously sized and well-appointed with quality finishes and ceiling fans. The versatile den provides the perfect space for a home office, library, or quiet reading room, and also offers a built in murphy bed. Even the laundry room impresses, offering abundant cabinetry, a utility sink, and ample counter space. The garage has been thoughtfully upgraded with custom storage cabinets and overhead metal racks, maximizing organization. Additional upgrades include hurricane shutters, a widened driveway, and an extended paver walkway. Recent improvements add peace of mind, including a water heater (2021), new HVAC (2025), and a new Bosch dishwasher and refrigerator (2026). This home is truly move-in ready. Residents of Esplanade by Siesta Key enjoy resort-style amenities, including a beautifully appointed clubhouse, state-of-the-art fitness center, tennis court, pickleball court, and a stunning pool and outdoor living area. This gated, meticulously landscaped community offers a lifestyle of ease, elegance, and year-round enjoyment. *ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent*
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Brett Tate (727-240-7318)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$589,00020 Days on yellowkey MLS ID: A4685783
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1602 STICKNEY POINT RD #404, SARASOTA, FL 34231
$599,000391 Days on yellowkey MLS ID: A4643334
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1975 Tax: $4,849 (2024)Community: Castel Del MareCondo
Taxes:$4,849
Elementary School: Gulf Gate Elementary
Tax Year: 2024
Remarks: Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
2049 CHAMPION ST, SARASOTA, FL 34231
$109,0001 Day on yellowkey MLS ID: A4688156
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1963Monthly Fee: $215 Tax: $958 (2025)Community: Mobile EstatesMobile Home
Taxes:$958
Remarks: Opportunity awaits in this Sarasota property located in a convenient area near US-41, Bee Ridge Road, and the Gulf Coast beaches. This home is being sold as-is and offers excellent potential for those looking to renovate, update, or create value through improvements. The property presents an attractive opportunity for investors or end buyers seeking a project in a desirable Sarasota location. With the right vision, this home can be transformed into a comfortable residence or investment property. Ideally situated just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and everyday conveniences, the location offers easy access to some of the area’s most sought-after amenities. Nearby parks, retail centers, and major roadways provide convenient connectivity throughout Sarasota and the surrounding communities. Whether you are looking for your next renovation project, investment opportunity, or a property to personalize and make your own, this home offers strong potential in a well-located Sarasota neighborhood. Property is sold as-is. Buyers are encouraged to perform their own due diligence and verify all information.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900343 Days on yellowkey MLS ID: A4649803
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Remarks: Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Christine Williams (941-287-5112)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$414,00061 Days on yellowkey MLS ID: O6376065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareTownhouse
Taxes:$3,529
Remarks: LOCATION, LOCATION, LOCATION! Just a 10-minute walk to world-famous Siesta Key Beach and minutes from popular restaurants, shops, and bars, this beautifully updated townhouse in Castel Del Mare offers the perfect blend of convenience and coastal living. Enjoy a community pool set directly on the Intracoastal Waterway for a true resort-style experience. Bathed in natural light and surrounded by lush greenery, this turnkey-furnished two-bedroom, one-and-a-half-bath residence offers 1,036 square feet under air (1,232 total). A rare highlight is its two private outdoor spaces—a screened ground-level lanai and an open second-floor balcony—found in only a handful of homes in the community. Southern exposure enhances privacy while showcasing tranquil greenbelt views from both levels. The main level features tile flooring throughout and a seamless flow from the updated kitchen—complete with stainless steel appliances (2022)—into the living and dining areas, opening to the peaceful lanai. A remodeled half bath and a convenient interior utility closet with a stacked washer and dryer add functionality rarely found in this complex. Additional storage is thoughtfully integrated, including a spacious under-stair area housing the HVAC system (2020) and water heater (2017). Upstairs, a split-bedroom layout provides comfort and privacy. The primary suite, tucked at the rear, opens to its own private balcony—perfect for enjoying quiet mornings or evening breezes. Both bedrooms include walk-in closets, complemented by a hall linen closet and a locked owner’s closet. The primary bath features a dual-sink vanity and updated cabinetry (2022). Assigned parking is located directly in front of the home, with ample guest parking nearby. Residents of Castel Del Mare enjoy an array of amenities, including two renovated pools, tennis and pickleball courts, shuffleboard, a gazebo, fishing pier, grilling areas, and bike and kayak storage. Recent community enhancements include updated landscaping, irrigation, and paver improvements. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, basic cable, water, sewer, trash, recycling, and weekly pest control—offering both value and peace of mind. Whether as a primary residence, seasonal getaway, or investment opportunity, this home delivers privacy, comfort, and an unbeatable Siesta Key lifestyle. With flexible rental guidelines, you can rent this unit out part of the year to pay for the rest!
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
1703 STARLING DR #1703, SARASOTA, FL 34231
$799,000166 Days on yellowkey MLS ID: A4668895
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Villas At Eagles PointCondo
Taxes:$4,481
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
1684 PINTAIL WAY, SARASOTA, FL 34231
$649,000147 Days on yellowkey MLS ID: A4670640
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing Agent: Stephanie Church (941-724-5448)
4013 RED ROCK LN, SARASOTA, FL 34231
$2,270,000369 Days on yellowkey MLS ID: A4646608
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2844 Built: 2021 Tax: $20,744 (2024)Community: Johnson EstatesSingle Family
Taxes:$20,744
Remarks: Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
5410 CREEPING HAMMOCK DR, SARASOTA, FL 34231
$539,9005 Days on yellowkey MLS ID: A4687661
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1655 Built: 1981Monthly Fee: $27 Tax: $5,241 (2025)Community: Westlake EstatesSingle Family
Taxes:$5,241
Remarks: Experience the “Sarasota lifestyle” from this beautifully updated POOL home tucked within the quiet established neighborhood of Westlake Estates. Truly a hidden gem and must see! - 3-Bed, 2-Bath block home has been thoughtfully renovated with a clean, modern aesthetic—featuring luxury vinyl plank flooring, neutral tones, and a bright, welcoming interior throughout. The split floor plan offers both comfort and privacy, with guest rooms set apart from the main living areas. At the heart of the home, the kitchen is designed for both everyday living and entertaining,..with white cabinets, quartz countertops, stainless steel appliances, and an open layout that flows seamlessly to the covered lanai and large sparkling pool. This home has the highly-coveted “southern rear exposure” = your pool sparkles and the interior of your home is filled with natural light throughout the day. The private pool is surrounded by a fully fenced backyard with new landscaping—offering room to relax, entertain, or create your own outdoor oasis. Lots of space for gardening, fire pit or backyard projects. Plumbing is already in place for a future outdoor shower, adding to the home’s thoughtful functionality. Recent updates include a new HVAC system (2023), hurricane-impact sliders (2024), repiping (2023), and new pool equipment including pump and chlorination system (2021), supporting ease of ownership and peace of mind. Paver driveway adds to the charm. Ideally located just under five miles from Siesta Key Beach, trendy dining of Gulf Gate, everyday conveniences including Costco, downtown Sarasota, and the natural beauty of Red Bug Slough Preserve just across the street. Easy access to pet-friendly nature trails. A rare opportunity to enjoy privacy, sunshine, and location—without compromise. Updated & move-in ready for you and your next chapter!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Heather Ackley, Pllc (941-202-9898)
251 SOUTHWINDS DR, SARASOTA, FL 34231
$159,900159 Days on yellowkey MLS ID: A4669553
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 624 Built: 1963Monthly Fee: $195 Tax: $1,434 (2024)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,434
Remarks: Want to live near Siesta Key without breaking the bank? Here is your opportunity, in one of the most desirable 55+ co-op communities, South Winds! And for only $195/month for HOA fees, you get to enjoy maintenance free living in a friendly and active neighborhood with a heated pool, shuffleboard, bocce, pickleball, horseshoes, a putting green, library and recreation hall and more! The home features newly screened in lanai's on both sides, an attached storage shed and an oversized lot, one of the best in the entire community with green space in the front, a garden area in the back, and just a short distance to all amenities. The bathroom is also recently remodeled with granite counter, and a new walk in shower. AC new in 2020, and the home was re-piped in 2022. There is also a termite warranty and contract that conveys to the new owner! Here is your opportunity to live just 5 minutes to Siesta Key and 10 minutes to downtown Sarasota. Gulf Gate is also just 5 minutes away for amazing local restaurants and entertainment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
2037 CHAMPION ST, SARASOTA, FL 34231
$99,000119 Days on yellowkey MLS ID: A4673779
REDUCED by $11,000 (10.0%) on 03/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1970Monthly Fee: $215 Tax: $1,420 (2025)Community: Mobile EstatesMobile Home
Taxes:$1,420
Remarks: Location, Location, Location discover your own oasis at Mobile Estates a great place to call home low maintenance fees that include lawn maintenance, swimming pool, shuffleboard and a lending Library close to Restaurants and Siesta Key. Open plan lovely screen porch 10 x 20 to entertain your guest.
Listing is courtesy of: ONE WORLD REALTY OF SARASOTA (941-373-5532)
Listing Agent: Kimberly Bailey (941-373-5532)
3165 REGATTA CIR, SARASOTA, FL 34231
$499,00033 Days on yellowkey MLS ID: A4683961
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: New Price! Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Solid short-term rental history available upon request. Turnkey furnishing option is also available which could make for an easy second home and/or Airbnb. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000140 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonyCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
3119 LOCKWOOD TER, SARASOTA, FL 34231
$495,00020 Days on yellowkey MLS ID: A4686015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1967 Tax: $4,882 (2025)Community: Gulf GateSingle Family
Taxes:$4,882
Remarks: Move-in ready and worry-free, this updated Gulf Gate home delivers immediate value and effortless Sarasota living. Major upgrades already done, including impact-rated hurricane windows and doors (2024), a roof under five years old and a newer water heater (2024), providing peace of mind from day one. Outside a flood zone (no flood insurance required) and with no HOA, you’ll enjoy security and flexibility. Offered turnkey furnished, this two-bedroom, two-bath home is ideal as a primary residence, seasonal retreat or potential income-producing investment. Inside, natural light fills the space, with a bright Florida sunroom that expands your living area, ideal for relaxing or working from home. Enjoy Florida outdoor living with a screened lanai and paver patio featuring a new freestanding hot tub, your private escape. Prime Gulf Gate location just minutes to shopping, dining, parks and Sarasota’s world-famous beaches. Updated. Turnkey. No flood insurance. No HOA. Location. This one checks all the boxes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,00031 Days on yellowkey MLS ID: A4683877
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Remarks: Salt Water Canal Front - West of the Trail - Walk or Bike to Siesta Key Beach... Experience the best of coastal living in this sun-filled, spacious 2-bedroom, 2-bath residence nestled within the highly sought-after, gated boating community of Schooner Bay—just minutes from Siesta Key. Gentle coastal breezes flow through the home, while the expansive screened lanai offers an inviting setting for morning coffee or evening cocktails at sunset. This exceptional waterfront property includes a rare deeded boat slip.. with water and electric, providing direct access to the bay with no bridges—an ideal arrangement for boating enthusiasts. A private 1-car garage adds convenience and security. Inside, the thoughtfully designed split floor plan offers generous living spaces, in-unit laundry, and outstanding flexibility for comfortable everyday living or seasonal use. The primary suite features a spacious en-suite bath and private access to the lanai, creating a serene retreat. Notably, the residence remained unaffected by the 2024 storms, with no water intrusion or damage, offering additional peace of mind. Residents of Schooner Bay enjoy access to a heated community pool and clubhouse, all in a prime location near world-renowned beaches, shopping, dining, healthcare, and downtown Sarasota. The HOA provides a truly maintenance-free lifestyle, covering roof, sidewalks, gutters, flood insurance, and landscaping. An exceptional opportunity to personalize and enhance a waterfront property in a premier location—this is coastal living at its finest.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
2343 EUGENE ST, SARASOTA, FL 34231
$449,90016 Days on yellowkey MLS ID: A4686269
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 1984 Tax: $3,729 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,729
Remarks: Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
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