Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 4 to 4
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Sarasota - 469 properties found
1841 DATURA ST, SARASOTA, FL 34239
$1,899,000170 Days on yellowkey MLS ID: A4676725
6 Days Off yellowkey (back on 1/27/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2293 Built: 1961 Tax: $14,350 (2024)Community: Desota ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,350
Elementary School: Southside Elementary
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the ultimate Southside Village lifestyle in this one-of-a-kind Craftsman-style home, where charm meets everyday convenience in a rare blend of elegance, craftsmanship, and modern sophistication. Rebuilt to current code in 2014, it offers the refined feel of a coastal farmhouse, with every detail thoughtfully designed for comfort, efficiency, and timeless appeal nestled in one of Sarasota’s most sought-after and walkable neighborhoods. Step through the privacy gates into a lush, fully fenced yard where a rich paver brick driveway, terrace, and walkways guide you through a serene, low-maintenance garden. Featuring artificial turf, vibrant flowering shrubs, and fruit trees, the exterior is not only incredibly private but also immaculately maintained for effortless enjoyment. Every inch of the property has been meticulously manicured, a true testament to the care it has received. Inside, the floor plan strikes the perfect balance between open living and intimate gathering spaces, ideal for both entertaining and everyday living. The kitchen and living room connect seamlessly, creating a warm, functional flow perfect for hosting or simply relaxing at home. The first-floor primary suite is spacious and secluded, featuring his and hers walk-in closets, dual vanities, and a large walk-in shower, a true retreat within the home. Also on the main level is a sun-filled bedroom that offers wonderful flexibility: perfect as a guest room, home office, or children’s playroom. Upstairs in the main house, you'll find an additional bedroom and a generously sized flex space that is ideal for a game room, entertainment room, or home gym, depending on your needs. The detached two-car garage adds both function and charm, offering an upstairs guest suite complete with a full bath, wet bar, and mini-fridge that is greatly suitable for visitors, a private studio, or a quiet home office. This home truly looks like it belongs on the cover of Southern Living or Coastal Living magazine, thanks to its effortless blend of style, warmth, and timeless appeal. Tucked away on one of Sarasota’s most beloved streets, you're just steps from Morton’s Market, Libby’s, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutique shops, and Sarasota Memorial Hospital, with easy bike access to downtown Sarasota, St. Armands Circle, and our world-famous beaches. The best of both worlds: a Southside Village residence with a 2014 effective date, blending modern updates with Sarasota’s enduring charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
4942 HUBNER CIR, SARASOTA, FL 34241
$1,988,80096 Days on yellowkey MLS ID: A4686890
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5677 Built: 1981Monthly Fee: $122 Tax: $16,949 (2025)Community: Foxfire WestSingle Family
Taxes:$16,949
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. 4942 Hubner Circle in Sarasota, Florida presents a rare opportunity to own a 2-acre luxury estate in the highly sought-after Foxfire West equestrian community, offering privacy, space, and modern design just minutes from everything Sarasota has to offer. This 5,500+ square foot contemporary estate delivers a level of quality and detail that is difficult to replicate at this price point. Featuring 4 bedrooms, 5 bathrooms, a private office, expansive loft, and a fully equipped in-law suite, the home is designed for today’s luxury lifestyle, ideal for multigenerational living, hosting guests, or creating flexible living arrangements. Upon entry through the mahogany pivot door, the home opens to an abundance of natural light and a seamless indoor-outdoor flow. The main living space is highlighted by a double-sided fireplace and a 260-bottle temperature-controlled wine room. The chef’s kitchen is equipped with stainless steel appliances, sleek cabinetry, and an open layout that connects to the dining and living areas, all positioned to capture views of the surrounding natural landscape. In 2022, an extensive renovation was done and included level 5 smooth walls, updated electrical, plumbing, insulation, appliances & new paver driveway. The primary suite and additional bedrooms offer a private retreat with spa-inspired bathrooms, neutral finishes, and thoughtful design elements. Outdoor living is equally impressive, featuring a pool, expansive entertaining deck, and pergola for outdoor dining, all set within the privacy of 2 usable acres. The property also allows for additional improvements, including a detached garage or car lift, guest house or casita, screened lanai, outdoor kitchen, barn or horse stables, and sport courts. Located within an A-rated school district and in one of Sarasota’s premier acreage communities, the property is approximately 9.2 miles to Siesta Key Beach, 9 miles to Downtown Sarasota, and 9 miles to University Town Center, with convenient access to shopping, dining, and major roadways. Opportunities to own a fully renovated estate with acreage in Sarasota, Florida at this price point are limited.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,000131 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000194 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$31,036
Elementary School: Phillippi Shores Elementary
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,000133 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
8509 GOLDEN DAWN CT, SARASOTA, FL 34241
$699,971154 Days on yellowkey MLS ID: A4679198
1 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3053 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Elementary School: None
Remarks: Under Construction. What's Special: Gourmet Kitchen | Close to Amenities | Close to Trails | Loft | Large Kitchen Island. New Construction – April Completion! Built by America's Most Trusted Home Builder. Welcome to the Bermuda at 8509 Golden Dawn Court in Cassia at Skye Ranch. This stunning two-story home offers thoughtful design, spacious living, and plenty of opportunities to personalize your space. With four bedrooms, three and a half bathrooms, a study, and just over three thousand square feet, this home is designed to impress from the moment you step through the foyer. Beautiful sightlines lead all the way to the extended lanai, creating an open and inviting feel throughout the first floor. Off the entry foyer, you’ll find the private study and a convenient half bathroom. As you continue inside, the open kitchen and casual dining area offer the perfect setting for food, conversations, and effortless gatherings. The gourmet kitchen features 42" uppers, a large, upgraded quartz island, and a substantial walk-in pantry. Just beyond, the spacious great room flows seamlessly to the lanai, creating a bright and airy space you’ll love spending time in. The first floor also includes a roomy primary suite with a serene bathroom featuring a side-by-side vanity, oversized shower, and large walk-in closet. Upstairs, three secondary bedrooms offer comfortable retreats for family or guests. One bedroom includes an en suite bathroom, while the other two share a full bathroom conveniently located between them. Cassia at Skye Ranch is set in a special part of Sarasota, surrounded by grand oaks, lush palms, pristine lakes, forested wetlands, and beautiful natural scenery. The community is designed for connection, offering miles of trails that weave through nature, parks, and the exceptional amenities within Skye Ranch. Additional Highlights include: gourmet kitchen, tray ceilings and crown molding at primary and foyer. extended covered lanai, impact windows, 8' interior door, pocket sliding doors, and shower at bath 3. Photos are for representative purposes only. MLS#A4679198
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000252 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000302 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSpa: YesSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
1724 CHERRY LN, SARASOTA, FL 34236
$2,250,000248 Days on yellowkey MLS ID: A4668989
REDUCED by $150,000 (6.3%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2919 Built: 2005 Tax: $12,880 (2024)Community: Burns RealtySpa: YesSingle Family
Taxes:$12,880
Remarks: Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort, and versatility. This private gated home offers a separate guest or in-law suite with a full kitchen and en-suite bath ideal for extended family, visitors, or potential rental income. Step outside into a lush, resort-style backyard, where tropical landscaping frames a shimmering turquoise saltwater pool/spa and a retractable awning to enjoy your personal oasis for relaxing afternoons or elegant entertaining. Inside, the main home's fully renovated first level boasts European white oak flooring, a thoughtfully designed chef’s kitchen, and bespoke finishes throughout. Unique touches include a custom ventilated cat retreat tucked playfully beneath the staircase, blending charm and creativity. The newly crafted white oak staircase leads to the upper level, where the white oak floors continue and lime-washed plaster walls create a soft, elevated ambiance that’s both serene and stylish. All of this, just steps away from the vibrant lifestyle of downtown Sarasota; including Burns Court, Selby Gardens, and an abundance of dining, arts, and cultural attractions. There is also a kayak launch around the corner, so you're able to venture out via Hudson Bayou to the bay or to the neighborhood's "pocket park" on Laurel Street. With unmatched walkability and a one-of-a-kind design, this home offers a rare opportunity to live beautifully in one of Sarasota’s most beloved neighborhoods.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Miller (941-900-4074)
847 FREELING DR, SARASOTA, FL 34242
$3,950,00061 Days on yellowkey MLS ID: A4690268
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4034 Built: 1954 Tax: $40,498 (2025)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$40,498
Remarks: Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
4390 WOODVIEW DR, SARASOTA, FL 34232
$600,000273 Days on yellowkey MLS ID: A4666171
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2568 Built: 1985Monthly Fee: $64 Tax: $3,276 (2024)Community: Woodland ParkSpa: YesSingle Family
Taxes:$3,276
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to Woodland Park – the charm of Old Florida in the heart of Sarasota! Set on an expansive 16,400+ sq. ft. lot with lush, mature landscaping, this spacious custom home offers privacy, character, and a warm community atmosphere along tree-canopied streets. Just 5 miles from downtown Sarasota, Woodland Park blends timeless “Old Florida” charm with everyday convenience. The home features a versatile split floor plan with generously sized rooms. The primary suite is thoughtfully separated from the guest bedrooms, offering comfort and retreat. Two fireplaces bring cozy charm—one anchoring the living room as a central gathering place, the other enhancing a flexible den/office space that could easily serve as a fourth bedroom. The living room is designed for entertaining, complete with a wet bar and open flow to the kitchen and dining area. Outside, a caged swimming pool invites year-round enjoyment, while a detached oversized two-car garage provides ample space for vehicles, storage, or a workshop. Recent updates include fresh exterior paint and a new roof, adding peace of mind to this already special property. With its unique floor plan, lush grounds, and community character, this home is a rare find in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00077 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000233 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with a 20,000-pound boat lift, dual jet ski lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5500 MERRIMAC DR, SARASOTA, FL 34231
$1,685,000112 Days on yellowkey MLS ID: A4684914
REDUCED by $85,000 (4.8%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1974 Tax: $6,537 (2025)Community: Phillippi Gardens 08Spa: YesSingle Family
Taxes:$6,537
Remarks: Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.
Listing Agent: Steve Abbe (941-400-3969)
610 N TUTTLE AVE, SARASOTA, FL 34237
$942,000223 Days on yellowkey MLS ID: TB8448086
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2410 Built: 2026 Tax: $2,914 (2024)Community: Plat Of AvionSpa: NoSingle Family
Taxes:$2,914
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! This is your opportunity to build your dream home in the heart of Sarasota with trusted local builder LGM Homes. Ideally located just minutes from downtown Sarasota, Payne Park, The Legacy Trail, and world-famous beaches, this future residence offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout designed for modern living. Thoughtfully planned with high-end finishes and premium construction, the home will feature soaring 10-foot ceilings, impact-rated windows and doors, Quartz countertops, designer cabinetry, luxury flooring, solid block construction, a sleek and durable metal roof, an optional pool and outdoor entertainment area, and a 2-car garage. Make it your own! Because the home has not yet been built, buyers have the unique opportunity to customize many of the features and finishes to suit their personal taste and lifestyle—from flooring and tile to cabinetry and appliance packages. Whether you're seeking modern minimalism, warm coastal charm, or bold contemporary style, LGM Homes will work with you to bring your vision to life. Located within Sarasota city limits, the property may also qualify for short-term daily and weekly rentals—offering outstanding income potential in one of Florida’s most desirable markets. Don't miss this rare chance to design a truly one-of-a-kind home in a prime location. Contact us today to explore customization options and secure your build with LGM Homes.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Marian Kozak (813-465-2447)
620 N TUTTLE AVE, SARASOTA, FL 34237
$1,370,000223 Days on yellowkey MLS ID: TB8448133
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2770 Built: 2026 Tax: $2,800 (2024)Community: Plat Of AvionSpa: YesSingle Family
Taxes:$2,800
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept layout with 10-foot ceilings, impact-rated windows and doors, and durable engineered hardwood floors throughout. The gourmet kitchen will include granite countertops, custom cabinetry, and a premium stainless steel appliance package, ideal for entertaining or everyday living. Built with solid block construction and topped with a metal roof, this home is made for long-lasting comfort and style. Optional upgrades include a custom pool, outdoor kitchen, and covered lanai for the perfect Florida lifestyle. The home also includes a front-entry two-car garage for added convenience. What sets this home apart is the chance to personalize it. Because construction hasn’t started yet, buyers can select finishes, colors, and features to match their taste and vision. Located within Sarasota city limits, this address qualifies for daily or weekly short-term rentals (buyer and agent to verify with the city)—an excellent opportunity for primary living or income-producing potential. Contact the listing agent today to explore plans and make this custom home your own.
8027 ANTHIRIUM LOOP, SARASOTA, FL 34240
$845,99064 Days on yellowkey MLS ID: A4690873
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3233 Built: 2026Monthly Fee: $370 Tax: $954 (2025)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$954
Elementary School: Tatum Ridge Elementary
Remarks: Brand-new Neal Communities floor plan featuring 4 bedrooms, 3 full baths, a dedicated pool bath, den, and loft—offering flexible living space for a variety of lifestyles. The first floor showcases wood-look tile throughout, while the kitchen and bathrooms are appointed with quartz countertops, soft-close dovetail cabinetry, and GE appliances. Designed for indoor-outdoor living, the home includes a screened, saltwater pool with a sun shelf—perfect for relaxing or entertaining. Additional upgrades include impact glass windows, paver driveway, outdoor kitchen rough-in, 8-foot interior doors, pocket sliding glass doors, a second-floor laundry room, and a smart home system. Located in Windward, a maintenance-assisted, golf cart-friendly community just 1.9 miles from Waterside Place, offering convenient access to dining, shopping, and entertainment.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
5644 ANTOINETTE ST, SARASOTA, FL 34232
$399,900138 Days on yellowkey MLS ID: A4681215
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1978 Tax: $1,504 (2025)Community: Green AcresSingle Family
Taxes:$1,504
Remarks: Welcome to this versatile Sarasota gem offering space, flexibility, and freedom. Situated on an oversized lot, this 4-bedroom, 2-bath home includes a well-appointed mother-in-law suite featuring 2 bedrooms, a full kitchen, a full bathroom, and a private entrance. The layout allows the home to be used as two separate living units or kept open for a larger or multi-generational family. This home has seen several recent updates, including a new roof installed in January 2025 with warranty, new vinyl flooring throughout in 2025, and air conditioning systems serviced in July 2025 for added peace of mind. A new submersible pump installed in February 2024 comes with a warranty through 2027. A new septic system was installed in 2021. The relaxed, laid-back neighborhood has no HOA, giving you the freedom to park your RV, boat, or other toys right at home. The oversized lot offers ample outdoor space with room to expand, entertain, or store equipment. Ideally located close to shopping, major highways, and just minutes from downtown Sarasota, this property also offers easy access to the area’s world-famous beaches. Whether you’re seeking a primary residence, multi-generational living, or income-producing potential, this home delivers outstanding value in a prime Sarasota location. 2 of the bedrooms and the 2nd kitchen are not reflected on the appraiser's website and public records, Information deemed reliable but not guaranteed. Buyer to verify all information. Don't wait call for your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Brandon Graber (941-330-3808)
3209 ASHTON RD, SARASOTA, FL 34231
$599,00068 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Elementary School: Wilkinson Elementary
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
1687 ARLINGTON ST, SARASOTA, FL 34239
$840,000283 Days on yellowkey MLS ID: A4664909
REDUCED by $59,900 (6.7%) on 04/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1290 Built: 1925 Tax: $7,925 (2024)Community: Lewis Combs SubSingle Family
Taxes:$7,925
Remarks: Rarely available and always in demand in Sarasota City Limits! This prime lot with pool & 2 structures is situated in the charming Lewis Combs "West of Trail” neighborhood, which is renowned for its exceptional walkability. Morton’s, Southside Village shops, and numerous popular restaurants are within a short walking distance. Downtown, the city’s Bayfront, Selby Gardens, Sarasota Memorial Hospital, and the Sarasota Elementary/High Schools are within in walking distance, while Saint Armands Circle, Lido Beach, Longboat Key, and Siesta Beaches are merely a short drive away. Buyers can bring their own design!! This property is truly a hidden gem, nestled in the heart of all that Sarasota has to offer. The parcel is being sold for land value only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Lynne Dowd (941-915-5307)
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