Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Living Area Square Feet: 3000 to 3499
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Sarasota - 182 properties found
1248 NORTHPORT DR, SARASOTA, FL 34242
$2,500,000196 Days on yellowkey MLS ID: A4668459
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 1959Monthly Fee: $293 Tax: $13,819 (2025)Community: Royal Palm HarborSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,819
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot addition included an oversized en suite with double sinks and vanity area, walk-in closet, three-headed walk-in shower plus a wall of linen closets. The addition also included a flex room used as an office, plus a 22-by-20-foot pantry/laundry area. A truck-friendly spacious garage with room to accommodate four vehicles and 8-foot high garage door was also part of the expansion. New can lighting installed in living room, dining area and kitchen in 2016 along with a new generous-sized kitchen island. The entire home has low maintenance polished concrete flooring that flows seamlessly throughout. Walls of sliding glass doors surround the oversized screened-in lanai and oversized pool. It’s easy to open up the entire house to the great outdoors when entertaining friends and family. For the boating enthusiast, the home sits on a canal with direct access to the Intracoastal Waterway and offers a 27-foot dock equipped with a 10,000-pound boat lift plus a dual jet ski lift. This home exemplifies the best of island living and don’t forget, world famous Siesta Key Beach is only a short distance away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,00034 Days on yellowkey MLS ID: A4684901
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$17,778
Elementary School: Southside Elementary
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7809 PASSIONFLOWER DR, SARASOTA, FL 34241
$1,195,00070 Days on yellowkey MLS ID: A4683116
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3438 Built: 2015Monthly Fee: $289 Tax: $10,509 (2025)Community: WildgrassSingle Family
Taxes:$10,509
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: This is the one * BEAUTIFUL ESTATE HOME BY QUALITY BUILDER NEAL SIGNATURE HOMES * LOADED with UPGRADES * SITS ON A PREMIUM LOT with a LARGE PRIVATE YARD, ALMOST 1/2 ACRE * Custom landscaping package * Shows like a model with upgrades above & beyond the standard finishes * IMPECCABLY MAINTAINED & WELL-APPOINTED this estate home is a special opportunity in the SOUGHT AFTER GATED NEIGHBORHOOD OF WILDGRASS * FEATURING 4 BEDROOMS, 4 FULL BATHS, GREAT ROOM, CLUB ROOM and a BONUS ROOM, PLUS A DEN/OFFICE * Expansive Master Suite with Spa-like Bath boasts a freestanding soaking tub, walk-in shower, dual vanities & 2 walk-in closets with custom cabinetry * AUTHENTIC CHEF'S KITCHEN with GRANITE island counter-top, high quality appliances including 6 BURNER NATURAL GAS COOK-TOP with stainless steel hood & a walk-in pantry * Split plan design with MASTER SUITE & 2 GUEST BEDROOMS DOWNSTAIRS * Upstairs is the 4th Bedroom & 4th Bath with a 20x13 Bonus Room * For outdoor relaxation and entertaining there is an Outdoor Kitchen with top of the line grill, sink & refrigerator * Extended Covered Lanai with CAGED, HEATED POOL & PAVER POOL DECK * Custom Waterscapes Pool is a must-see * VERY PRIVATE POOL & BACKYARD * THIS IS THE LARGEST LOT IN WILDGRASS * MUST SEE OUTDOOR LIVING AT ITS BEST * The backyard is like Selby Gardens * Additional upgrades include FULL HURRICANE PROTECTION (windows & panels), upgraded flooring, custom closets, security system, NATURAL GAS and FULL HURRICANE PROTECTION – IMPACT GLASS & ROLL-DOWN SHUTTERS * PAVER BRICK DRIVEWAY & 3 CAR GARAGE * A-RATED SCHOOL DISTRICT * Your slice of paradise awaits * Minutes to I-75, shopping, dining on Clark Rd, short drive to Siesta Key Beach or UTC Mall, and Downtown Sarasota * One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
55 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00070 Days on yellowkey MLS ID: A4683582
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $20,384 (2025)Community: St Armands Div/John Ringling ESingle Family
Taxes:$20,384
Elementary School: None
High School: None
Middle School: None
Remarks: St. Armand's Circle is home to this beautiful turnkey furnished vacation home: a wonderful 2 story, 6 BR, 4.5 BA pool home with ample chef's kitchen, formal dining area, new durable beach sand worthy epoxy flooring. This home is perfect for large family vacation home or to utilize as a successful investment opportunity. This home has been meticulously cared for and enjoyed as a vacation rental for over 10 years and is successful for any investor wanting to cover carrying costs and come visit throughout the year. Just ask for rental history. The expansive yet comfortable floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The open concept living room and entertaining area open from sliding glass doors lead to a private backyard oasis featuring an outdoor natural gas heated pool andplenty ofroom to enjoy fun in the sun! Adding to privacy for guests, there is an in-law suite off garage as the 6th bedroom with bathroom and separate exit. This is the perfect home for a big group to spread out and have your own privacy and space while still allowing for shared memories on the island. A short jaunt out the back gate and you are on St. Armand's Circle - shopping, restaurants, spas, beaches and live music are all around the corner - it doesn't get better than this! At the end of your day you have a private, beautiful place to relax with family and friends. You can spend the entire day right around the corner at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.There is an abundant amount of Activities and Attractions in Sarasota/Bradenton - close by to enjoy many treasures and cultural events. Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue, Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, water fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating or choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
4990 GARDINERS BAY CIR, SARASOTA, FL 34238
$965,00070 Days on yellowkey MLS ID: A4683540
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3073 Built: 2001Monthly Fee: $181 Tax: $7,021 (2025)Community: The HamptonsSpa: NoSingle Family
Taxes:$7,021
Elementary School: K-8 At Clark And Lorriane
Remarks: Fully remodeled in a Florida Coast theme with new 2025 flat tile roof; transferable warranty and impact glass windows. Discover West Hampton on Palmer Ranch, a quiet and gated enclave surrounded by nature. Minutes to Siesta Key beach, top schools, and all the services an active household would need. This sunny 3073 sq. ft. home has a panoramic lake view framed by majestic royal palms across its lake. Model condition, move-in ready, and meticulously maintained. Split plan 4 bedrooms, den, 3 baths, natural gas heated pool, and must-have 3-car garage. Wide plank laminate flooring throughout all the active living areas. The primary suite occupies one side of the home for privacy with front-entry den. The primary suite has a spa-like updated bath, Italian porcelain tile walls, a walk-in shower, large separate tub, twin vanities, and dressing table. The owner’s suite has two custom fitted closets with a luggage shelf. Double leaded glass 8’ door entry opens to the formal dining and living room with lanai, pool, and lake views. Your island show kitchen has a café dining space with an aquarium glass window view of the lanai, pool, and lake. The kitchen combines casual family room—all under a high vaulted ceiling—with a full view of the lanai and pool. The kitchen café has a wine bar and wine refrigerator. Kitchen cabinets are fine wood cabinets; upper cabinets are 42” and fitted with under-cabinet lighting. Your kitchen has a generous amount of 3cm rich quartz countertops with a large deep stainless steel farm sink. The kitchen has double wall ovens, separate microwave-oven and a natural gas 36” 5-burner cooktop. The flexible fourth bedroom is 14.5’ x 19’use as a second main bedroom or bonus room/guest suit and is en suite to 3rd bath with door to lanai. You will love its large picture window lake view framed by majestic Royal Palms. Guest bedrooms 2 & 3 are ample in size, and bedroom 2 has a large walk-in closet. A 9’ x 6’ laundry room with utility sink, closet, and upper cabinets. Two 2019 a/c units keep the home cool and balanced, hot water is gas tankless system. The 20’ x 30’ garage has a high ceiling and attic pull-down stairs for some storage. Palmer Ranch is an expertly engineered 10,000-acre planned unit development, minutes to Siesta Key beach, unhurried parkways, excellent schools, new public library, shopping, restaurants, state of the art fitness center, parks, and 18.5-mile expanding Legacy bike trail.
Listing Agent: Leonard Giarrano (941-724-0690)
355 S SHORE DR, SARASOTA, FL 34234
$2,295,000172 Days on yellowkey MLS ID: A4671767
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 3276 Built: 1954 Tax: $9,362 (2024)Community: Sapphire Shores Resub Blk MSpa: NoSingle Family
Taxes:$9,362
Tax Year: 2024
Remarks: Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1717 ALTA VISTA ST, SARASOTA, FL 34236
$3,500,00026 Days on yellowkey MLS ID: A4689355
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2023 Tax: $33,109 (2025)Community: Prime SubSpa: YesSingle Family
Taxes:$33,109
Remarks: Prime Location in the Hudson Bayou neighborhood. Built in 2023 this home offers 5 Bedrooms, 4.5 bathrooms and designer finishes. The interior features an open floor plan with wide plank wood flooring throughout and impact-rated windows and doors. The great room is anchored by a tray ceiling, custom built-ins, and a marble fireplace feature wall. The kitchen is designed for both everyday living and entertaining, offering Viking appliances, a dual fuel range, built-in refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. A dedicated wine room is located just off the kitchen. The primary suite is positioned on the first floor with direct access to the lanai, two custom walk-in closets, and a well-appointed bathroom with dual vanities, soaking tub, and frameless glass shower. The main level also includes a flexible office or guest suite with a full bath, along with a spacious laundry room. Outdoor living is fully integrated with a covered lanai featuring a complete outdoor kitchen with gas grill, vent hood, sink, and refrigerator, along with electric screens. The heated saltwater pool and spa are finished in PebbleTec and complemented by a gas fire feature, updated landscaping for privacy, and an outdoor shower. Upstairs includes three additional bedrooms, all with walk-in closets, two full bathrooms, and a loft space. Additional features include Sonos audio on the main level and natural gas generator. Located within the Southside Elementary school district, with a neighborhood park nearby. Downtown Sarasota, the Bayfront, Marie Selby Botanical Gardens, and Southside Village are all just minutes away, with convenient access to the Lido Key and Siesta beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
6659 38TH LN E, SARASOTA, FL 34243
$695,000108 Days on yellowkey MLS ID: A4678540
REDUCED by $5,000 (0.7%) on 04/15/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3418 Built: 2007Monthly Fee: $200 Tax: $6,162 (2025)Community: Cascades At Sarasota Ph IvSpa: YesSingle Family
Taxes:$6,162
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Motivated sellers have reduced the price for a quick sale! This stunning five-bedroom and four-bath pool home is architecturally pleasing inside and out, meticulously cared for by the owners, and perfect for a growing family. Exteriorly, this beautifully landscaped property, with a fully fenced backyard, features a newly painted house (2025) with custom stone detail, newer roof (2021) and gutters (2024), and a brick paver driveway leading to a three-car garage. Upon entering the home, interior attention to detail is also apparent with rounded archways and insets, handsome Brazilian cherry wood and Travertine floors, a lovely staircase with wrought iron accents and 10-foot ceilings for an airy, breezy feel. The open floor plan, with lots of natural light from windows and sliders, leads seamlessly from the spacious living room to the breakfast area and kitchen. There is a separate dining room for entertaining which is decorated with wainscoting and marble floors, while there is also a bonus room/den overlooking the lanai, and a fifth bedroom, which is used as an office, with a tray ceiling and view of the front yard. Ideal for any chef, the kitchen is equipped with large wood cabinets, work island, breakfast bar, food pantry, and all stainless GE Profile appliances including double ovens and new refrigerator and microwave (both in 2023). An osmosis water system and water softener were smartly installed in 2018, and the tank replaced in 2025. All downstairs windows are hurricane-proof and tinted (2021), and the home has two newer air-conditioning units (2019), a Rheem Commercial 80-gallon hot water heater (2025), and an upgraded Nest security program. Four bedrooms highlight the upstairs, the primary bedroom suite, two front bedrooms which share a Jack and Jill bath, and a back bedroom with its own en-suite bath. French doors lead into the huge primary bedroom with a tray ceiling and a deck attached for watching the sunsets, an oversized closet with built-ins, and a large en-suite bath with Jacuzzi tub, separate glassed shower and dual sinks. Lastly, and important, is the private backyard oasis featuring a screened-in area with brick pavers, heated pool and spa with newer pool heater (2019) and pool pump, and covered dining area. Residents of the wonderful community of Riomar in Cascades at Sarasota enjoy low HOA fees, a community pool, and a prime location near University Parkway and Towncenter Mall with amazing satellite stores and restaurants, SRQ airport, famous beaches, the arts and all downtown Sarasota has to offer.
Listing Agent: Martha Warren (941-364-4000)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00045 Days on yellowkey MLS ID: A4686448
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: One or more photo(s) has been virtually staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3314 CHARLES MACDONALD DR, SARASOTA, FL 34240
$1,850,00087 Days on yellowkey MLS ID: A4681339
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $100,000 (5.1%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 1999Monthly Fee: $369 Tax: $8,486 (2025)Community: Laurel Oak Estates Sec 01Spa: YesSingle Family
Taxes:$8,486
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this exceptional custom Arthur Rutenberg residence, thoughtfully updated with luxurious finishes throughout. This rare offering blends timeless architectural design, quality craftsmanship, privacy, and breathtaking golf course views—creating a serene setting for elevated Florida living. Perfectly positioned along the 8th hole of the Jones Golf Course, the home offers a tranquil backdrop for everyday living and entertaining. A dramatic arrival begins with a complete landscape redesign, professional lighting for privacy and evening ambiance, a pavered driveway and walkways, and modernized entry pillars. Enter through grand African mahogany doors into a striking interior featuring rich luxury wood flooring, wood beam accents, and an open flowing floor plan. A dramatic stone accent wall and custom niches define the main hallway, while redesigned living spaces throughout offer both elegance and versatility. The formal dining room showcases a dedicated wine cellar accented by a distinctive antique door. The game room provides flexibility and can also serve as a formal living room. The chef’s kitchen is the heart of the home, featuring custom Magnolia cabinetry with quartz counters, a striking custom copper hood, an oversized six-burner gas range with double ovens and griddle, and two expansive islands with both main and prep sinks. High-end built-in appliances complete this incredible kitchen and include an integrated refrigerator, refrigerator drawers, warming drawer, two Bosch dishwashers, and an under-counter microwave drawer. The adjacent living area features a custom wood entertainment wall designed to accommodate a large television—ideal for hosting gatherings. The spacious primary suite offers a peaceful retreat with his-and-hers walk-in closets and a generously sized bath with dual vanities ready for personal customization. Two additional guest bedrooms are equally well-appointed plus a 4th bedroom currently being used as a den providing ideal living for family or guests. All guest bathrooms plus powder room have been completely updated with designer tile and custom vanities. Step outside to the stunning outdoor living area, where the pool and lanai were completely remodeled in 2023. Updated pool/lanai highlights include marble decking, a sun shelf, pool water features, a clear-view pool cage enclosure and a saltwater pool system including new equipment/gas heater. A decorative tile accent wall and wood-paneled ceiling complete this outdoor private oasis, offering unmatched tranquility with panoramic golf course views. Additional upgrades of this stunning home include hurricane-impact windows (2022), plantation shutters throughout, a new slate tile roof (2022), new AC (2024), hot water heater (2025), interior and exterior paint (2025), and a whole-house Kinetico water treatment system. Residents of Laurel Oak Estates enjoy the option to join the Laurel Oak Country Club, featuring two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, a junior Olympic-size heated pool, a beautifully updated clubhouse, and an active social calendar. Reciprocal privileges with Bird Key Yacht Club, along with close proximity to I-75, downtown Sarasota, UTC Mall, medical facilities, dining, entertainment, and world-famous Siesta Key Beach, complete this lifestyle. This is resort-style living at its finest—offering privacy, serenity, and an unparalleled setting within one of Sarasota’s premier gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,00098 Days on yellowkey MLS ID: A4679755
REDUCED by $100,000 (6.3%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Taxes:$11,676
Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
3820 WILKINSON RD, SARASOTA, FL 34233
$749,000143 Days on yellowkey MLS ID: A4671982
0 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3046 Built: 1987 Tax: $5,143 (2024)Community: Bee Ridge Farms SubSpa: YesSingle Family
Taxes:$5,143
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Discover the perfect blend of space, comfort, and convenience in this beautifully appointed five-bedroom, three-bath residence offering 3,000+ sq. ft. of living area on over half an acre—all with no HOA. Situated in a highly desirable central Sarasota location, this two-story home welcomes you with high ceilings, large porches, and an abundance of charm. Inside, the primary bedroom is conveniently located on the first floor, complete with a private office—ideal for working from home. A striking stone fireplace anchors the main living area, while the updated kitchen features solid-surface countertops and upgraded appliances, including propane gas for cooking. Enjoy year-round comfort with newer dual A/C units and peace of mind with a newer, durable 40-year metal roof. Step outside to your private oasis: a screened porch, open pool area, and a recently resurfaced large pool and heated spa. The oversized garage, extra-wide driveway, and dedicated boat parking offer exceptional flexibility, while the privacy fence creates a serene and secure retreat. With generous indoor and outdoor living spaces and incredible storage and parking options—all without the restrictions of an HOA—this property delivers the freedom and lifestyle Florida living is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Michael Grady (941-366-8070)
0 ROBERTS POINT CIR #LOT 19, SARASOTA, FL 34242
$3,400,000190 Days on yellowkey MLS ID: A4669769
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3200 Built: 2026Community: Roberts Point 2Spa: YesSingle Family
Taxes:$0
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to the highest coastal standards, this home exemplifies Noah Thomas Builders’ commitment to craftsmanship and durability. With solid concrete block construction, hurricane-rated impact windows and doors, metal roofing, and elevated foundation systems, it’s designed to withstand Florida’s most demanding coastal conditions while maintaining unmatched elegance. The interior features open-concept design, soaring ceilings, and expansive glass sliders that invite natural light and connect seamlessly to the outdoor living spaces. The chef’s kitchen is a showpiece with premium appliances, custom cabinetry, and a large center island ideal for entertaining. The primary suite offers a spa-like retreat with a luxurious bath with freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional guest suites each feature designer finishes and en-suite baths, while a flexible bonus room provides space for an office, gym, or media retreat. Designed for year-round enjoyment, the outdoor living area includes a fully equipped kitchen, outdoor dining terrace and a resort-style pool and spa. Every space has been designed to take full advantage of Siesta Key’s gentle breezes and year-round sunshine — creating a true outdoor sanctuary that’s both private and unforgettable. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Imagine sunrise yoga sessions with bay breezes, afternoon lounging under a canopy, or unforgettable sunset gatherings framed by fiery Gulf skies. The rooftop deck creates a one-of-a-kind open-air retreat that feels both private and cinematic. Whether hosting guests or escaping for solitude, this rooftop oasis is where the rhythm of island life meets the art of design. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. Experience West Indies coastal luxury at its finest — where superior design, outdoor living, and hurricane-rated craftsmanship unite in this extraordinary new home by Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000190 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
2538 TRINIDAD ST, SARASOTA, FL 34231
$825,00039 Days on yellowkey MLS ID: A4686703
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3152 Built: 1995 Tax: $4,864 (2025)Community: Phillippi CoveSpa: NoSingle Family
Taxes:$4,864
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to 2538 Trinidad Street in Sarasota, in the Philippi Cove community. This single-family residence offers 3,152 square feet of interior living space with four bedrooms and four baths, thoughtfully remodeled and updated in 2025 to reflect modern systems, materials and functional design. The main living area features an open layout with high ceilings and expansive sliding glass doors that provide direct access to the outdoor living space and pool area. Impact-rated glass and doors are installed throughout, contributing to structural integrity and storm protection. The dining area is integrated within the main living space, creating a cohesive environment for everyday living and entertaining. The kitchen is designed with a focus on utility and scale, featuring Thor stainless steel appliances, including a 36-inch electric range, wall ovens and microwave. Additional elements include a wine and beverage refrigerator, butler’s pantry and a large center island that accommodates food preparation, storage and seating. Additional interior spaces include a dedicated media or office room with an electric fireplace and wet bar, providing separation for work or leisure. The foyer introduces the home with a built-in wet bar or coffee bar, adding functionality at the entry point. The residence includes two sets of washer and dryer, with one on the first floor and an additional set on the second floor for convenience and multi-level living. Outdoor living is centered around a saltwater pool completed in 2025, with direct connectivity from the interior living spaces. The property also includes a front patio and a fenced yard, offering defined outdoor areas. Solar panels are installed and fully paid, contributing to long-term energy efficiency. A metal roof installed in 2008 provides additional durability. The property includes a large parking area that accommodates multiple vehicles. Within proximity to Riverview High School and close to downtown Sarasota and Siesta Key, the property offers convenient access to dining, cultural amenities and Gulf Coast beaches. Offered turnkey, furnished with designer furniture, the residence excludes artwork and personal items. This property presents a combination of updated interiors, integrated indoor and outdoor living and functional design in the Philippi Cove area of Sarasota.
Listing Agent: David Liberatore Pllc (941-900-9995)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00026 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Denise Mei (941-685-3198)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,495,00023 Days on yellowkey MLS ID: A4689563
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00062 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,750,000143 Days on yellowkey MLS ID: A4674729
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, the home’s Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner’s discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room—ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary—an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing Agent: Michael Hays (941-376-1826)
2444 STAR APPLE WAY, SARASOTA, FL 34240
$745,990194 Days on yellowkey MLS ID: A4669338
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3244 Built: 2025Monthly Fee: $290 Tax: $888 (2024)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$888
Remarks: Stunning Laurel 2 by Neal Communities in Windward at Lakewood Ranch! This spacious 3,244 sq. ft. home features 3 bedrooms, 3.5 baths, a den, and a spacious bonus room. The open-concept great room flows to a covered lanai with pocket sliding doors and an outdoor kitchen rough-in—perfect for entertaining. The gourmet kitchen offers Timberlake cabinets in Harbor finish, quartz countertops, a tile backsplash, and GE stainless appliances with a gas range. Designer details include wood-look tile flooring, impact windows, coastal stair railing, and a spa-inspired primary bath. Foam wall insulation, recessed lighting, and a pool pre-wire package add comfort and convenience. Enjoy resort-style amenities in Windward—two pools, fitness center, pickleball, tennis, and scenic trails—just minutes from UTC and Gulf beaches.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
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