Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 4 to 4
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Sarasota - 471 properties found
10187 MILKY WAY CIR, SARASOTA, FL 34241
$925,00011 Days on yellowkey MLS ID: A4690808
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3525 Built: 2022Monthly Fee: $251 Tax: $11,066 (2025)Community: Skye Ranch Neighborhood Four North Phase 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,066
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
665 EASTPOINTE PKWY, SARASOTA, FL 34232
$449,900156 Days on yellowkey MLS ID: A4673589
REDUCED by $20,000 (4.3%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1987Monthly Fee: $62 Tax: $3,474 (2024)Community: Eastpointe Ph 2ASpa: NoSingle Family
Taxes:$3,474
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to this beautifully updated 4-bedroom home in the desirable Eastpointe community of Sarasota. Freshly renewed inside and out, this property blends modern style with everyday comfort in one of the area’s most convenient locations. The exterior features brand-new professional paint, giving the home crisp, modern curb appeal. A long driveway leads to the covered entryway with sleek black accents and mature landscaping. Inside, soaring ceilings in the spacious open living area create an inviting atmosphere. The living room is anchored by a floor-to-ceiling stone fireplace with rich wood accents, complemented by updated luxury flooring throughout. The primary suite is impressively spacious with room for a sitting area, a statement chandelier, and large windows that fill the room with natural light. The primary bathroom is a true luxury retreat, featuring floor-to-ceiling marble-style tile, a floating double vanity with LED backlit mirror, gold fixtures, a frameless rainfall shower and a freestanding soaking tub. Step outside to a fully fenced yard and a screened-in lanai perfect for relaxing, entertaining, or enjoying quiet Florida evenings. LOCATION, LOCATION, LOCATION This home is situated near some of Sarasota’s most desirable amenities: 5–7 minutes to UTC Mall, with endless dining, shopping, and entertainment Minutes to the new Mote SEA Aquarium at UTC — a major attraction and local highlight Close to Target, Whole Foods, Cooper’s Hawk, The Mall at UTC, and Nathan Benderson Park Easy access to I-75, making commuting simple Short drive to Sarasota’s world-famous beaches Additional features you’ll love: Updated flooring throughout Fresh exterior paint Enormous primary bedroom Luxury spa-style primary bath Fully fenced yard with screened lanai Long driveway with ample parking Move-in ready This home offers the perfect blend of modern upgrades, comfortable living, and unbeatable convenience. A must-see!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Veronika Serikov (941-780-9564)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000103 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
3905 SPYGLASS HILL RD, SARASOTA, FL 34238
$975,00023 Days on yellowkey MLS ID: A4688836
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 1985Monthly Fee: $137 Tax: $11,171 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$11,171
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for space, storage, and the perfect home for entertaining—all with a low HOA? Your search ends here. Located in the reputable gated community of The Country Club of Sarasota, where a fully staffed security gate operates twenty four hour access control. This expansive 5,171 sq. ft. custom residence is ready for its next owner to make it their own. Designed with a desirable split floor plan, the home features a spacious primary suite with a private ensuite, along with a junior suite with private ensuite for added flexibility. In total, you’ll find 4 bedrooms, 3 full baths, and 1 half bath, plus a dedicated office. Multiple living spaces—including a great room, family room, and both casual and formal dining areas—provide endless options for everyday living and entertaining. The large kitchen is a chef’s dream, equipped with high-end appliances including a Thermador 5-burner gas cooktop, Sub-Zero refrigerator, Bosch dishwasher, wine fridge, wall oven, and warming drawer. Step outside to your private oasis—an oversized screened-in lanai featuring a pool, spa, and outdoor kitchen. Enjoy peaceful golf course, water, and wildlife views from this beautifully maintained, mature lot. Additional highlights include an oversized climate controlled garage with a separate golf cart entrance and abundant storage throughout and central vacuum. Residents have the option to join Prestancia Sports & Social Club, offering access to golf clubhouse, dining, social events, and a wide range of amenities including pickleball, tennis, padel, aquatics, fitness, and wellness programs. Priced to sell—schedule your private showing today and experience the lifestyle this exceptional home has instore.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990292 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Elementary School: Emma E. Booker Elementary
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000219 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
6813 SHORT CREEK LN, SARASOTA, FL 34240
$687,00076 Days on yellowkey MLS ID: A4682761
REDUCED by $7,900 (1.1%) on 04/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2614 Built: 2006Monthly Fee: $52 Tax: $4,669 (2025)Community: Shadow Oaks EstatesSingle Family
Taxes:$4,669
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: RARELY AVAILABLE AT THIS NEW PRICE!! SHADOW OAKS ESTATES 4 BEDROOM POOL HOME! JOB TRANSFER, SELLER MOTIVATED! Over 2600 Sq/ ft under Newer Roof (2024). Custom Built home on Cul-de-sac in this small Neighborhood near Celery Fields Park, new Concert & Music Hall, new County Administrations buildings, Library & History center expansion, not to mention New Shopping & Restaurants off Fruitville Road! Be in the middle of it all, yet quietly on the Edge! 4 Bedroom 2 story home, with Primary Bedroom on the First Floor. Tile & Wood Flooring throughout the main level. Completely Remodeled & improved Kitchen, Bathrooms & primary Bedroom. Cul-de-sac location with Pond in the middle. 3 Car Garage with Paver Driveway & Walkway to Front Door, Stone accents on front facade makes for lovely Curb appeal. First floor has Living room, Tiled floors, Formal Dining room, Wood flooring, Tray ceiling, Bay Window & Banquette with extra Storage. Beautiful Quartz counters, updated Cabinets with Glass accents, Subway Tile Backsplash, custom Lighting, & built-in desk. New Appliances include Samsung Glass front Range & Refrigerator. First floor Primary bedroom with Wood floors, Dual Walk-in Closets, En-suite bathroom. Separate Tub & Walk-in Shower, Vanity & Dual sinks. Upstairs, a Balcony takes you left to 2nd Bedroom, or Office, secluded from the other 2 bedrooms. Go right to 3rd Bedroom & 2nd bath. Large Bonus or 4th Bedroom over garage. Window seat in dormer flanked by 2 Closets. 2nd Dormer with 6x10 Alcove with window. All 3 bedrooms upstairs are Spacious. Paver Lanai, Caged & Covered space for Seating on either end of Salt water pool. Laundry room, washer & dryer remain. Pre-wired for Central Vac, Security system, Plumbed & wired for Pool Heater plus a Concrete slab for it. Plywood Hurricane shutters & First floor Generator powered by Propane makes this storm ready. Almost completely fenced, small shed for lawn/garden equipment. BRING ALL OFFERS!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Kathy Liga (941-920-6070)
3715 SHARONDALE DR, SARASOTA, FL 34232
$425,00057 Days on yellowkey MLS ID: A4685371
REDUCED by $25,000 (5.6%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $2,928 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,928
Elementary School: Brentwood Elementary
Remarks: BRAND NEW ROOF! NO DEED RESTRICTIONS and NO HOA! AWESOME Remodel in the HEART of SARASOTA COUNTY. Outstanding 3 Bedroom, 2 Bath, PLUS a Den. Bring your BOAT, RV, MOTORCYCLE, WORK TRUCK, TRAILER. Ample parking with a ONE Car Garage and a fenced in back yard for ALL your animals. Minutes from I-75 and the Gorgeous Siesta Key Beach! Call now for your private appointment.
Listing is courtesy of: MORTON REALTY LLC (941-373-0900)
Listing Agent: Kimberly Quintenz, Pllc (941-232-9166)
3410 S SCHOOL AVE, SARASOTA, FL 34239
$699,999171 Days on yellowkey MLS ID: A4671779
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $49,001 (6.5%) on 04/21/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3229 Built: 1956Monthly Fee: $17 Tax: $5,754 (2024)Community: South GateSpa: NoSingle Family
Taxes:$5,754
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Spacious and thoughtfully designed, this 4-bedroom, 4-bath home in South Gate offers a rare combination of size, layout, and value. Major components have already been addressed with copper wiring and PVC plumbing, providing added peace of mind. Vaulted ceilings, built-ins, and new skylights enhance the light-filled interior. The well-proportioned floor plan includes three en-suite bedrooms plus a private 600 sq. ft. upstairs suite with sitting area, kitchenette, and electric fireplace—ideal for guests, in-laws, or teens seeking separation and space. The primary suite offers a jetted soaking tub with shower, separate water closet, multiple closets, and a foyer area well suited for a desk or reading nook. The main living area flows seamlessly to the kitchen and dining spaces, while the fenced backyard offers room to play, garden, or create an ideal outdoor retreat with space to add a pool. Located within Sarasota’s highly rated school district and just minutes to Siesta Key Beach, downtown, and shopping, this home delivers comfort, functionality, and location in one compelling opportunity.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Sherri Mills (941-350-7112)
5149 FAR OAK CIR, SARASOTA, FL 34238
$910,00055 Days on yellowkey MLS ID: A4685308
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2648 Built: 1995Monthly Fee: $275 Tax: $5,372 (2025)Community: Turtle Rock Prcl A-2Single Family
Taxes:$5,372
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Lakefront luxury, effortless living, and a location you’ll love - welcome home! Experience the very best of Sarasota living in this beautifully custom-designed, lakefront residence, thoughtfully upgraded and impeccably maintained. From the moment you arrive, you’ll appreciate the quality, craftsmanship, and pride of ownership found throughout. This exceptional home features fully updated and remodeled interiors, hurricane-impact windows, doors and sliders, and solid, enduring construction designed for peace of mind. Major systems have already been upgraded, including the A/C, water heater, and pool pump - allowing you to move in with confidence. Step outside to your private outdoor retreat, complete with a resurfaced heated pool, attractive paver driveway, and tranquil lake views. Start your mornings in the lanai and unwind at sunset as the water reflects the changing sky - your own serene slice of Florida living. A whole-home water filtration system adds comfort and convenience, while every room reflects modern style and thoughtful updates. Ideally located near Clark Road, popular dining, Costco, and the world-famous white sands of Siesta Key, this home offers the perfect balance of privacy, convenience, and lifestyle. Don’t miss this rare opportunity to own a beautifully upgraded lakefront home in the heart of Turtle Rock - where everyday living feels like a getaway.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Tracy Seider (941-356-2057)
2281 VINTAGE ST, SARASOTA, FL 34240
$629,000413 Days on yellowkey MLS ID: A4644817
1 Days Off yellowkey (back on 2/21/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2459 Built: 2003Monthly Fee: $122 Tax: $4,183 (2024)Community: Laurel MeadowsSpa: NoSingle Family
Taxes:$4,183
Remarks: One or more photo(s) has been virtually staged.Beautiful 4 Bedroom 3 Bath Ranch with 3 Car Garage (638 sqft) located on the most Scenic water waterfront lot in Laural Meadows. All new kitchen with Quartz counter tops, stainless steel appliances, all 3 baths remodeled with new vanities, New Luxury vinyl flooring, New Roof 2022, PGT Hurricane (tilt in) Impact Windows, Hurricane Rated Garage Door, and New Central air system 2019. Master Bedroom offers walk-in closet and Spacious Master bath with double vanities along with both bathtub and walking shower. Oversized screened lanai with inground Pool, covered Barbecue area overlooking Peaceful Lake on 2 sides. Laurel Meadows is conveniently near shopping, dining, golf courses, Rothenbach Park, Celery fields for hiking and bird watching and just a short drive Nearby Beaches and Downtown Sarasota. Property is located in flood zone X no flood insurance required. Just move in ... Welcome Home!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Gary Hoskins (941-809-7709)
7253 MEADOWSHADE CT, SARASOTA, FL 34241
$774,99088 Days on yellowkey MLS ID: TB8473144
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2697 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Tax Year: 2026
Remarks: Under Construction. Welcome home to The Wagoner, by David Weekley homes, in the brand-new, suburban lifestyle community of Lakeview Crossing in Sarasota. This single-story home sits peacefully on a pond where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll notice the thoughtfully designed open concept, flooded with natural light and a designer kitchen that will make hosting gatherings a must. The coastal interior design selections make you feel like you're just steps away from the beach. The owner’s retreat is situated off the back of the home, split from the other bedrooms, so you will have your own private oasis to wind down in. In addition to the 4 bedrooms, there is a dedicated den with French doors giving you flexible options with how to use the extra space. The 3-car tandem garage gives you plenty of storage and space to park all your vehicles, and the dedicated indoor utility room allows you to never break a sweat when doing laundry. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Enjoy peace of mind knowing your home is constructed by the award winning builder of David Weekley Homes with energy efficiency in mind.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00026 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.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3651 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$829,000171 Days on yellowkey MLS ID: A4672158
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1981Monthly Fee: $42 Tax: $5,384 (2024)Community: Country PlaceSingle Family
Taxes:$5,384
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Country Place! Tucked away in one of Sarasota’s most established and desirable neighborhoods, this stunning 4-bedroom, 3-bath pool home has been completely reimagined inside and out, offering 2,288 square feet of modern design and effortless functionality. Every detail has been thoughtfully curated to create a residence that feels both stylish and timeless. Step inside to an open, light-filled layout featuring new wood-look porcelain tile flooring and base trim throughout. The chef’s kitchen is a showpiece equipped with soft-close cabinetry, white glass appliances, quartz countertops, and an expansive island perfect for gathering and entertaining. The adjoining living and dining spaces flow seamlessly to the screened pool area, where a resurfaced pool with new tile and fresh landscaping provide the perfect backdrop for relaxation and outdoor living. The private owner’s suite is a serene retreat, showcasing a solid wood double vanity, designer fixtures, and a spa-like shower with elegant champagne bronze and matte black finishes. Two additional fully renovated bathrooms feature the same high-end details, including Kohler cast iron bathtub, Delta faucets, and soft-close double vanities. Major system upgrades include a new shingle roof, 5-ton HVAC system, new sewer and water supply lines, new skylight, and fresh interior and exterior paint - ensuring peace of mind and true move-in readiness. With a spacious two-car garage, thoughtful layout, and refined finishes throughout, this home perfectly balances sophistication and everyday comfort. Country Place offers a quiet, convenient Sarasota location close to Siesta Key Beach, shopping, dining, and top-rated schools - a true hidden gem for those seeking space, privacy, and modern luxury. Don’t miss the opportunity to experience this remarkable home where craftsmanship, comfort, and contemporary Florida design come together flawlessly.
Listing Agent: Lindsay Nock (941-735-7005)
6457 SAMOA DR, SARASOTA, FL 34241
$485,00048 Days on yellowkey MLS ID: A4669743
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1975 Tax: $1,760 (2025)Community: Lake SarasotaSingle Family
Taxes:$1,760
Remarks: Under contract-accepting backup offers. Beautiful Home in LAKE SARASOTA 4/2/2 with POOL ~ A gathering home for any occasion. It is ready for grilling and chilling or whatever your heart desires. This home has a long history of comfy, cozy welcoming energy full of fun and happiness that has lasted generations. It is now ready for new memories to be made. Truly a home to grow into and entertain. Enjoy the split ranch style layout of this 4-bedroom, 2 bath home with living, dining, and family rooms that include patio/pool area, 2 car garage and an ample sized shed. This home is move in ready and has the opportunity for the new owners to make decorating touches to suit. Envision a beautiful weekend or holiday with 3 large sliding glass doors that open out to an expansive 28’ x 13’ patio with a cedar wood ceiling and fully enclosed pool. This home goes from regular daily routines to weekend fun, to festive evening swims with glow sticks and then onto peaceful, tranquil evenings relaxing by the pool. It offers flexibility that still promotes togetherness when needed and adds separation for quiet days. It has perfect adaptability for fostering continued growth for all phases of life. It features a new roof, upgraded electrical panel, as well as a code-compliant water heater and a hurricane garage door. Located in excellent neighborhood with great neighbors. The moment is here to share this home’s legacy and be the host of its next adventure. Public Dog Park Close by and a Lake Available for Canoeing - Easy Access to I-75 Short Ride to UTC MALL Area!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000108 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Remarks: Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
3642 DOVER DR, SARASOTA, FL 34235
$289,00024 Days on yellowkey MLS ID: A4689634
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1417 Built: 1958 Tax: $3,031 (2025)Community: Kensington ParkSingle Family
Taxes:$3,031
Remarks: This 4-bedroom, 2-bath block home with 1,417 sq ft offers great potential with its sparkling pool, cozy wood-burning fireplace, and spacious layout featuring both a living room and family room. Vaulted ceilings add an open, airy feel, while the indoor laundry room provides everyday convenience. The fenced backyard is perfect for privacy and outdoor enjoyment. Bring your decorative ideas and bring the sparkle back. Ideally situated near the interstate, shopping, and dining for easy access to everything you need.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000182 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)
749 SIESTA DR, SARASOTA, FL 34242
$750,00015 Days on yellowkey MLS ID: O6399340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1952 Tax: $11,062 (2025)Community: Bay IslandSingle Family
Taxes:$11,062
Remarks: Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Yisbel Bera Damiron (239-265-5102)
5500 MERRIMAC DR, SARASOTA, FL 34231
$1,685,00061 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)
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