Location: Sarasota
Do Not Show Listings
2719 FORT WORTH ST, SARASOTA, FL 34231
$699,00045 Days on yellowkey MLS ID: A4696731
REDUCED by $15,999 (2.2%) on 07/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2140 Built: 1958 Tax: $4,002 (2025)Community: Sarasota HighlandsSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,002
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your own private slice of Old Florida Charm in the heart of Sarasota. If you've been searching for a home with flexible living space for extended family, frequent guests, or a dedicated work-from-home lifestyle, this one of a kind Sarasota Highlands property offers possibilities you wont find in a traditional floor plan. This unique mid century pool home offers character, flexibility, and endless possibilities just minutes from world famous beaches, shopping, dining and entertainment. Unlike many newer homes, this thoughtfully designed layout offers multiple living areas, cedar beam ceilings, hardwood flooring, and a stunning freestanding wood burning fireplace that serves as the centerpiece of the home. The updated kitchen is equipped with granite countertops, stainless steel appliances and opens to a comfortable gathering space designed for everyday living and entertaining. The flexible floor plan includes a bonus room with a closet that can easily function as a 5th bedroom, home office, gym, or hobby space. Upstairs, you'll find a private living area that can also function as traditional primary suite with a kitchenette, two rooms with closets, a full bathroom, and a spacious loft-style den, making it ideal for multigenerational living, extended guests, or a private retreat. Outdoor living shines with 3 separate lanais, including two covered front lanais, and a large screened lanai surrounding the inground pool/spa. Relax beneath the palms, unwind in a hammock, entertain poolside, or enjoy Florida evenings in your own tropical backyard oasis. A separate shower located in the garage provides the perfect place to rinse off after a day at the beach, boating, yard work, or poolside relaxation. Major updates include an upgraded kitchen (2020), central A/C (2016), air handler (2021), water heater (2026), upstairs A/C unit (2017), pool heater (2020), pool pump (2018), termite tenting and treatment (2020), a metal roof that was resealed in 2019 and privacy fencing installed in recent years for added peace of mind. Located with no HOA and no CDD fees, this property offers room for your lifestyle while remaining just minutes from Stickney Point Rd, Siesta Key Beach, Gulf Gate, Downtown, I-75 and all kinds of shopping, dining, and entertainment.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Karen Reina Castaneda (413-459-7241)
4154 CENTER POINTE CIR #57A, SARASOTA, FL 34233
$249,000392 Days on yellowkey MLS ID: A4657470
REDUCED by $16,000 (6.0%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1029 Built: 1983 Tax: $2,861 (2024)Community: Courtyard VillasVilla
Taxes:$2,861
Tax Year: 2024
Remarks: This bright and beautiful villa is just waiting for a snowbird or a year-round owner to enjoy this well-maintained, perfectly-located home. It's low-maintenance and high-enjoyment living. The A/C is only 2 years old and everything works just perfectly. The home has a large attached courtyard-patio area PLUS a neighborhood pool just a few doors down the street, PLUS 2 pets under 30 pounds are okay, PLUS new kitchen cabinets. GREAT ROOF NEWS: The Homeowners' Association will pay to fix any repairs to the roof. It has cash reserved for this purpose. It is financed by your low monthly HOA fees. THERE'S MORE !! PLUS new carpeting. PLUS recently painted. PLUS you are close to: 4 banks PLUS 12 restaurants P LUS 2 fitness centers PLUS Publix, Home Depot, Walmart ,Doctor’s hospital, PLUS 2 fitness centers and you are near I-75. You can park two cars in the driveway. GREAT LOCATION. GREAT PLACE. GREAT VALUE. GREAT PRICE. Better hurry before the bidding war starts ! ! !
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Alexander (941-724-5907)
3440 CHAPEL DR, SARASOTA, FL 34234
$439,00068 Days on yellowkey MLS ID: A4694145
REDUCED by $10,000 (2.2%) on 07/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1969 Tax: $4,830 (2025)Community: Desoto TerraceSingle Family
Taxes:$4,830
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$315,00019 Days on yellowkey MLS ID: TB8527111
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Spa: YesApartment
Taxes:$4,584
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Owner is Broker Agent. Unit is currently a Airbnb vacation rental property. 2027 income $35,000 projected
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
487 MEADOW LARK DR, SARASOTA, FL 34236
$11,900,00089 Days on yellowkey MLS ID: TB8501123
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6527 Built: 2021Monthly Fee: $100 Tax: $98,844 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$98,844
Remarks: Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style waterfront estate, built in 2021, offers the ultimate in luxury coastal living. The location is perfect, between Downtown Sarasota, St. Armands Circle, and Lido Key Beach, this amazing residence sits on 135 feet of premier Sarasota Bay frontage with breathtaking wide-open water views and stunning city skyline vistas. This home features an abundance of natural light in every room. Designed for both elegance and functionality, this home offers 5 spacious en-suite bedrooms, including a luxurious first-floor primary suite with a spa-inspired bath. Deep boating waters with no bridges to the Gulf make this property a dream for boating enthusiasts, complete with a private dock and a 24,000-pound boat lift. Outdoor living is elevated with a large, heated saltwater pool featuring a tanning deck, umbrella holder, spa, and expansive entertaining areas. Multiple oversized patios on each floor, a rooftop deck/crow’s nest, and a fully equipped outdoor kitchen with a poolside half bath accessible from both inside and outside create the ideal setting for entertaining and enjoying spectacular sunsets over Sarasota Bay. Inside, sophistication continues with a formal dining room, private office, expansive game / entertainment room with guest bath, and a beautifully finished elevator with rich wood paneling and tile flooring and a kitchen that is every chef’s dream, Wolf appliances, Subzero fridge, 2 dishwashers, granite countertops and breakfast nook. Additional luxury features include hurricane-rated 8 foot windows and doors, generator, 3-car garage with Tesla EV charging station, and high-end finishes throughout. Residents of Bird Key enjoy an exclusive private island lifestyle with deep-water canals, bayfront estates, the renowned Bird Key Yacht Club, and quick access to world-class dining, shopping, arts, golf, tennis, and the renowned The John and Mable Ringling Museum of Art, and award winning white sandy beaches. Bird Key and Sarasota have long attracted high-profile residents including Brian Johnson, Jerry Springer, Martina Navratilova, Lucille Ball, Stephen King, Joe Perry, Dick Vitale Bird Key is more than an address—it is a statement of prestige, privacy, and paradise. Call today for your private showing.
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
418 SAPPHIRE DR, SARASOTA, FL 34234
$1,095,00010 Days on yellowkey MLS ID: A4699914
1 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1724 Built: 1955 Tax: $11,592 (2025)Community: Sapphire ShoresSingle Family
Taxes:$11,592
Remarks: Under contract-accepting backup offers. Set behind a privacy wall with lush, mature tropical landscaping, this recently renovated home blends Florida living with warm, globally-inspired design. The residence sits just steps from Sapphire Shores Park, a neighborhood gem known for stunning sunset water views, a laid-back yoga-on-the-lawn scene, a kids' playground, and easy waterside fishing. The main living space centers on a wood-tile fireplace wall with a built-in window bench, flowing openly into the kitchen and dining area. Wide impact-glass windows fill the space with natural light. The home offers three bedrooms and two bathrooms, plus a private in-law suite with its own full bathroom, giving it real versatility for multigenerational living, guests, or rental income potential. Outside, a screened, covered lanai wraps a paver-decked pool, complete with a built-in outdoor kitchen (grill, sink, refrigerator, prep space) and multiple lounge and dining areas. The perimeter wall and dense palm landscaping give the whole property a private, resort-like feel from the moment guests arrive. Just seconds from the water and the park, this is coastal Sarasota living at its most livable. Recently renovated, concrete construction, impact-glass windows, a 2020 roof, and a 2024 AC system: this home is fully hurricane-ready, with no major expenses to prepare for years to come.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
6453 BAYTOWN DR, SARASOTA, FL 34240
$342,00027 Days on yellowkey MLS ID: A4698541
REDUCED by $5,000 (1.4%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1716 Built: 2017Monthly Fee: $230 Tax: $3,700 (2025)Community: Baytown SquareTownhouse
Taxes:$3,700
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Charming 3 bed, 2.5 bath end-unit townhome — 1,700+ sq ft of bright, open living in a quiet, gated community built in 2017. Thoughtfully updated and move-in ready with a new roof, hurricane shutters, crown molding, custom accent walls, built-in storage solutions, 1-car garage, and a spacious screened porch perfect for relaxing. Enjoy an airy floorplan flooded with natural light, low monthly HOA fees, and the privacy and extra windows that come with an end unit. The community features a gorgeous pool and a covered amenity area for gatherings and recreation. Ideal for families, professionals, or anyone seeking a low-maintenance lifestyle close to everything. Prime location — only 15 minutes to the popular UTC shopping district and downtown, and 20 minutes to world-famous Siesta Key beaches. Don’t miss this blend of modern comfort and convenient coastal living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Corey Compton (941-685-6655)
618 WHITFIELD AVE, SARASOTA, FL 34243
$620,00022 Days on yellowkey MLS ID: A4699069
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1967 Built: 1959 Tax: $1,453 (2025)Community: Whitfield Country Club Estates 1Single Family
Taxes:$1,453
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Discover this one-of-a-kind Mid-Century Modern home where timeless architecture, natural elements, and tranquil design come together beautifully. This light-filled residence features an open floor plan with 3 spacious bedrooms, 3 full bathrooms, and a versatile flex space with its own private entrance, currently serving as a home office but equally suited as a guest suite, private studio, or in-law accommodations—making it ideal for multi-generational living. Expansive telescoping sliding glass doors create seamless indoor-outdoor living, opening to a fun custom-designed pool and peaceful, Zen-inspired outdoor oasis. The lush backyard offers plenty of room for gardening enthusiasts to create in their own Florida paradise, while two oversized garage bays provide ample space for vehicles, golf carts, hobbies, or additional storage. Clean architectural lines, warm organic finishes, and abundant natural light make this home truly special. Additional highlights include a brand-new roof (2025) and an exceptional location just minutes from downtown Sarasota, world-famous beaches, SRQ Airport, and directly across from the historic Sara Bay Golf & Country Club. Meticulously maintained and unlike anything else on the market, this exceptional home offers timeless style, flexible living, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: LIV SARASOTA REALTY (941-366-0555)
Listing Agent: Christopher Gray (941-713-5323)
1264 18TH ST, SARASOTA, FL 34234
$398,000122 Days on yellowkey MLS ID: A4687775
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $77,000 (16.2%) on 06/12/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1921 Built: 1947 Tax: $5,774 (2025)Community: EdgewaterSingle Family
Taxes:$5,774
Remarks: Under contract-accepting backup offers. Multifamily investment opportunity (RMF Zoning) on the near north side of Sarasota in the heart of the highly sought-after Central Cocoanut Historic District. BLOCK CONSTRUCTION, three-bedroom, two-bathroom home WITH a one bed, one bath, 566 square foot in-law suite created from a garage conversion. The home is a split plan and all three bedrooms have exterior access. The kitchen is bright and updated and opens to the shared lanai and utility room. In addition to the “in law” suite there is an attached 220 square foot studio with plumbing, offering creative or rental potential. Situated in a vibrant, walkable neighborhood with bike lanes, you’ll enjoy easy access to downtown Sarasota, along with its renowned dining, shopping, arts, and cultural amenities. The Ringling College of Art and design is just a few blocks away and the adjacent North Trail Corridor is experiencing some of Sarasota’s most dynamic development. A short 10-minute drive over the Ringling bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
2715 INGOT PL, SARASOTA, FL 34235
$349,90067 Days on yellowkey MLS ID: A4694449
1 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1516 Built: 1959 Tax: $3,026 (2025)Community: Kensington ParkSingle Family
Taxes:$3,026
Remarks: Under contract-accepting backup offers. Virtually Staged. Owner Occupy or Investor opportunity! Located in Kensington Park with NO HOA Fees. This Single story 3 bed Pus Den, 3 full bath home features a Separate Private Entry In-Law apartment with its own full bath and Kitchenette for potential rental income or Multi-Gen living. This is a decorators dream! The Open Concept floor plan with large windows offer natural light throughout every room. The beautiful vaulted ceilings with wood beams make an impression and feel of a much larger home. The Bedrooms all feature wood look Vinyl Plank flooring and the continuation of the high vaulted ceilings. Tile floors throughout the main living area and custom tile work in the kitchen and bathroom finish of the space with a neutral style. Enjoy the best of Floridas weather in front screened Lanai finished with Pavers. The fenced backyard gives privacy and an opportunity to create and enjoy the outdoor lifestyle with gardens or activities. The storage shed located in the backyard provides extra storage. Walking distance to playgrounds and just 10 minutes from golf courses, museums, shopping, restaurants and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
4316 VIA PIEDRA CIR #5-204, SARASOTA, FL 34233
$301,5007 Days on yellowkey MLS ID: A4700566
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2006 Tax: $3,563 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,563
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Located in the GATED STONERIDGE COMMUNITY, this spacious second-floor residence offers THREE BEDROOMS, TWO BATHROOMS, 1,417 square feet and an ATTACHED ONE-CAR GARAGE. The open living and dining area extends to a PRIVATE SCREENED LANAI overlooking mature tropical landscaping. The flexible third bedroom can also serve as a HOME OFFICE or den. Additional features include an interior laundry closet, walk-in closet, window treatments and guest parking. CENTRALLY LOCATED near shopping, dining and I-75, with convenient access to SIESTA KEY BEACH and Village. Urfer Family Park is located next door, offering playgrounds, natural areas and approximately 1.4 miles of paved and primitive trails. An excellent opportunity for a PRIMARY RESIDENCE, Sarasota retreat or RENTAL PROPERTY.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Richard Ivan (941-800-8891)
1508 PELICAN COVE RD #235, SARASOTA, FL 34231
$390,0007 Days on yellowkey MLS ID: A4700514
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1301 Built: 1980Monthly Fee: $887 Tax: $3,757 (2025)Community: Pelican Cove XiiiSpa: YesCondo
Taxes:$3,757
Remarks: It's easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 3-bedroom end unit condo is centrally located within the complex. Everything in this condo is exquisitely done and no expense was spared with new flooring, new lighting, updated bathrooms, new kitchen with all new appliances, sink, lighting, counters and backsplash. Enjoy volume ceilings and the open floor plan that this three-bedroom unit provides. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the gardens. This community is a boaters dream with more than 87 boat harbor slips with each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and Musical concerts. Pelican University offers classes and clubs for all including woodworking, photography, and clay sculpture, to name a few.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
7617 CAMMINARE DR, SARASOTA, FL 34238
$420,0007 Days on yellowkey MLS ID: A4700528
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2005Monthly Fee: $476 Tax: $3,114 (2025)Community: VillagewalkVilla
Taxes:$3,114
Remarks: Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated community of VillageWalk in Palmer Ranch. This beautifully maintained 2-bedroom, 2-bath Capri III villa with a 2-car garage is built with DiVosta's renowned poured reinforced concrete construction for lasting quality, strength, and peace of mind. Inside, the open, light-filled floor plan features a granite kitchen, an updated primary bath, elegant plantation shutters, and a spacious laundry room with built-in cabinets and a utility sink. Thoughtful extras include central vacuum, attic storage, hurricane shutters, and a York A/C (2021). VillageWalk offers the carefree lifestyle buyers dream about. This 24-hour manned, gated community is surrounded by scenic lakes, bridges, and lush tropical landscaping, creating a resort-like setting you'll enjoy every day. Residents have access to an impressive array of amenities including a vibrant clubhouse, resort-style pool and separate lap pool, six Har-Tru tennis courts, pickleball, bocce ball, fitness center, on-site restaurant and bar, poolside Tiki Bar, outdoor dining, boutique, hair salon, and professional on-site management. Perfectly located in the heart of Palmer Ranch, you're just minutes from the world-famous Siesta Key Beach, the Legacy Trail, premier shopping, exceptional dining, and Sarasota's renowned arts and cultural attractions. Whether you're looking for a full-time residence or a seasonal retreat, this exceptional villa offers the ideal combination of quality construction, low-maintenance living, outstanding amenities, and an unbeatable location. Simply move in and start enjoying the Florida lifestyle you've been waiting for.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
4534 N LAKE DR, SARASOTA, FL 34232
$599,0007 Days on yellowkey MLS ID: O6426580
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1735 Built: 1968 Tax: $4,019 (2025)Community: Sherwood Estates 3Single Family
Taxes:$4,019
Elementary School: Fruitville Elementary
Remarks: Welcome to 4534 N Lake Dr, a charming house located in the vibrant city of Sarasota, FL. Nestled in an inviting neighborhood, this property accords a wonderful opportunity to own a piece of the sought-after Sarasota area. The house presents a classic design that complements its surroundings, featuring a welcoming facade and a well-maintained exterior. The property's layout is designed to accord a comfortable living experience, with spaces that can be tailored to suit a variety of needs. The location provides convenient access to the amenities and attractions that make Sarasota a desirable place to live, offering a blend of suburban tranquility and urban excitement. Whether you are looking for a new home or an investment opportunity, this property on N Lake Dr presents a compelling choice. Don't miss the chance to explore all that this house and its location have to accord.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5650 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,150,0007 Days on yellowkey MLS ID: G5115287
Bed: 4 Bath: 3.0 Gar: 8 Liv Area Sq Ft: 2280 Built: 1981 Tax: $7,639 (2025)Community: Sarasota PlantationsSpa: NoSingle Family
Taxes:$7,639
Elementary School: Lakeview Elementary
Remarks: Rare opportunity to own 5.74 private acres in one of Sarasota's most desirable locations. Hidden at the end of a quiet cul-de-sac and reached by your own long private driveway, this exceptional property is completely secluded from the road, providing a level of privacy and tranquility that's increasingly difficult to find while remaining just minutes from shopping, dining, top-rated schools, Siesta Key and other world-famous Gulf beaches, and everyday conveniences. Located in Flood Zone X, with no HOA and no deed restrictions, you'll have the freedom to enjoy a true country lifestyle with horses, livestock, RVs, boats, work equipment, and all the toys. Designed for those who appreciate the equestrian lifestyle, the property is anchored by an impressive 4,000-square-foot concrete block barn featuring seven horse stalls, an attached four-car garage, and an expansive approximately 750-square-foot tack, feed, and utility room with great potential for conversion into a ranch hand or mother-in-law suite. An additional 600-square-foot detached two-car garage provides even more space for vehicles, equipment, storage, or a workshop. The 4-bedroom, 3-bathroom concrete block home has already been taken down to the studs in preparation for a custom renovation, providing a rare opportunity to design and finish the home exactly to your vision without the expense and effort of demolition. An existing pool is also ready to be restored and incorporated into your dream estate. Constructing buildings of this size and quality today would require a substantial investment, making this an extraordinary foundation for a premier equestrian estate. The beautifully maintained grounds provide plenty of room for horses to roam, ride, and graze while still leaving ample space for additional livestock, gardens, orchards, recreational vehicles, and future additions. A scenic pond with its own dock creates the perfect place to relax, enjoy the view, cast a fishing line, or simply take in the peaceful surroundings. Whether you're envisioning an equestrian estate, a private family retreat, or a luxury country residence, this property is an outstanding canvas in an incredible Sarasota location. A rare benefit for a property of this size is that while the home is currently served by well and septic, public water and sewer are available on the property for connection, providing unique flexibility that's seldom found on acreage properties. An additional 3.7 contiguous acres directly south of the property are also available for purchase, creating the rare opportunity to expand the estate to 9.44 acres, if desired.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
1711 KENILWORTH ST, SARASOTA, FL 34231
$1,699,0007 Days on yellowkey MLS ID: A4700129
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3734 Built: 2013 Tax: $13,105 (2025)Community: Kenilworth EstatesSingle Family
Taxes:$13,105
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to 1711 Kenilworth Street, an exceptional opportunity to own a move-in-ready home in one of Sarasota’s most desirable West of the Trail neighborhoods. Located within the highly coveted corridor between Field Road and Mound Street, this home offers more than 3,700 square feet, four bedrooms, three full bathrooms, a first-floor office, and a rare three-car garage. At the time of listing, this is the lowest-priced move-in-ready home per square foot in this sought-after West of the Trail area, making it an outstanding value for buyers who want generous living space without sacrificing location, condition, or lifestyle. What truly sets this home apart is its peaceful lakefront setting. From the moment you enter, the open great room draws your attention through large sliding glass doors to the expansive water views beyond. The lake creates a beautiful backdrop throughout the home and offers a sense of privacy and tranquility that is incredibly difficult to find this close to downtown Sarasota. Over the past year, move-in-ready West of the Trail homes offering comparable water views have sold or been listed near the $4 million range, highlighting just how rare and valuable this setting is. Here, you can enjoy the same peaceful waterfront lifestyle at a substantially more approachable price. A welcoming front porch leads into the foyer and spacious great room, where beautiful oak flooring adds warmth and character. The fully screened lanai and travertine deck provide an ideal place to relax, entertain, dine outdoors, or simply enjoy the view. A private dock offers the perfect spot to fish, watch the turtles, and take in the abundant birdlife surrounding the lake. The expansive kitchen features a gas cooktop, abundant workspace, and a large gathering area designed for hosting family and friends. The primary suite feels like a true private retreat, with an oversized bedroom, two walk-in closets, a spacious bathroom with excellent storage, and a private owner’s office overlooking the water. The three additional bedrooms are also generously sized, giving family members and guests the space and privacy they need. A separate first-floor office adds even more flexibility for working from home, managing a busy household, or creating a quiet study. Upstairs, a large loft and oversized media, fitness, or recreation room provide additional space for entertaining and everyday living. This is a home that truly has everything you need from a space and functionality standpoint. There is room to spread out, work, host, relax, and move in comfortably without immediately needing to reconfigure the home or take on a major project. Outside, the clean, attractive landscaping complements the home without creating unnecessary upkeep. The property offers beautiful curb appeal while remaining relatively low maintenance, making it ideal for buyers who want to enjoy the Sarasota lifestyle without spending every weekend working on the house. Located just minutes from Sarasota Memorial Hospital, Southside Village, downtown Sarasota, Siesta Key, and some of the area’s best dining, shopping, and beaches, 1711 Kenilworth Street offers an increasingly rare combination of space, water views, a three-car garage, low-maintenance living, and an exceptional West of the Trail location. For buyers searching for a move-in-ready home in one of Sarasota’s most luxurious and established neighborhoods, this is a value that is difficult to duplicate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
3842 HAWKEYE CIR, SARASOTA, FL 34232
$345,00012 Days on yellowkey MLS ID: A4700106
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1104 Built: 1963 Tax: $3,585 (2025)Community: Eastwood OaksSingle Family
Taxes:$3,585
Remarks: Charming 4-Bedroom Home in Sarasota’s Eastwood Neighborhood. Discover this well-located 4-bedroom, 1-bath home in the desirable Eastwood neighborhood of Sarasota. Situated on a private lot within the city limits, this property offers exceptional convenience with quick access to downtown Sarasota, Sarasota-Bradenton International Airport, and Interstate 75. Nestled in a quiet, established neighborhood, the home combines privacy with a central location, making it an excellent opportunity for homeowners, investors, or those seeking a vacation rental property. Its proximity to Sarasota’s beaches, shopping, dining, entertainment, and major employment centers makes it especially appealing. With its spacious four-bedroom layout and prime location, this property offers outstanding potential as a primary residence, seasonal home, or income-producing investment. Subject to local regulations and licensing requirements, the home may also present an excellent opportunity for Airbnb or other short-term rental use. Property Highlights: 4 bedrooms, 1 bathroom Located in Sarasota’s Eastwood neighborhood Private lot within Sarasota city limits Quiet, established neighborhood Minutes from downtown Sarasota Convenient access to Sarasota-Bradenton International Airport Easy access to I-75 Close to shopping, restaurants, schools, parks, and Gulf Coast beaches Excellent investment potential with possible short-term rental opportunities (subject to local regulations) Don’t miss this opportunity to own a centrally located Sarasota property with endless possibilities for living, investing, or generating rental income.
Listing is courtesy of: FLORIDA REALTY INTERNATIONAL GROUP (941-284-1313)
Listing Agent: Tuan Nguyen (941-284-1313)
5755 WOODLAND SAGE DR, SARASOTA, FL 34238
$819,000164 Days on yellowkey MLS ID: A4682200
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3633 Built: 2022Monthly Fee: $220 Tax: $7,128 (2025)Community: Promenade Estates Ph IiSingle Family
Taxes:$7,128
Remarks: Discover the perfect family home in the desirable gated community of Promenade Estates at Palmer Ranch—a warm, family-focused neighborhood that blends upscale living with everyday convenience, all just minutes from Southwest Florida’s stunning beaches. This beautifully crafted two-story home features durable all-concrete block construction and offers five spacious bedrooms along with versatile bonus spaces ideal for growing families, multi-generational living, or a dedicated home office. Inside, you’ll love the dramatic 9-foot ceilings, tall 8-foot doors, and elegant tile flooring that spans the entire main level, giving the home a bright, open, and welcoming feel. The centerpiece is a gourmet kitchen designed for both serious cooking and effortless entertaining. It boasts sleek 42-inch cabinets, premium granite countertops, a stylish backsplash, high-end stainless steel appliances, and a handy butler’s pantry for extra storage and prep space. A large island makes it the perfect gathering spot for family and friends. The expansive living and dining areas flow effortlessly onto a covered lanai, overlooking your private, peaceful backyard—perfect for play, barbecues, or quiet relaxation. A convenient guest suite with its own full bathroom on the main floor adds wonderful flexibility. Upstairs, the luxurious primary suite offers a spa-inspired walk-in shower and two generous walk-in closets. Three additional bedrooms share a full bath, while a large bonus room provides endless possibilities for a media room, play area, homework station, or game room. An upstairs laundry room adds another layer of everyday convenience. Tucked away on a quiet cul-de-sac, this home enjoys excellent privacy and minimal traffic while remaining perfectly located in Palmer Ranch. You’re close to highly rated schools (including the acclaimed Pine View School for the gifted), shopping, dining, and the scenic Legacy Trail—less than a mile away for biking and nature walks. Best of all, the community’s outstanding amenities come with a very reasonable HOA fee. Residents enjoy a resort-style pool with splash pad, playground, fitness center, basketball court, sand volleyball, a covered pavilion with grills, and a fully fenced dog park. Just 9 miles away lies Siesta Key Beach, repeatedly named Florida’s #1 beach, with its famous sugar-white sand and turquoise waters. This isn’t just a house—it’s a place to create beautiful lifelong memories in a vibrant, amenity-rich community tailored for families. Don’t miss the opportunity to make it yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
5300 SOUTHERLY WAY, SARASOTA, FL 34232
$430,00013 Days on yellowkey MLS ID: A4700007
4 Days Off yellowkey (back on 7/20/2026)
INCREASED by $10,000 (2.4%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1996 Tax: $2,734 (2025)Community: Southpointe MeadowsSingle Family
Taxes:$2,734
Remarks: GOOD condition , Near to shopping center.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Jorge Camacho Montero (941-536-3592)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,00061 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Remarks: Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
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