Location: Sarasota, 34239
Do Not Show Listings
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000172 Days on yellowkey MLS ID: A4672827
REDUCED by $490,000 (8.2%) on 04/11/2026
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4978 Built: 2018 Tax: $34,839 (2025)Community: Harbor AcresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$34,839
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A striking triumph of modern architecture and engineering, this three-story contemporary estate in Harbor Acres—Sarasota’s most coveted neighborhood—stands as a bold statement of design, innovation, and uncompromising luxury. Designed by renowned architect Mark Sultana of DSDG Associates, the residence is a masterwork where precision and artistry converge. From the moment of entry, soaring ceilings, expansive walls of glass, and a dramatic Italian floating staircase set the tone. Natural light fills the interiors, enhancing a layout designed for both impact and livability. The main level is anchored by an open-concept great room and a chef’s kitchen of exceptional caliber. A full suite of Miele appliances—including induction cooktop, built-in espresso maker, warming drawers, dual microwaves, and a full-height wine tower—is paired with Dekton countertops and custom Westwood cabinetry. A concealed butler’s pantry with Sub-Zero refrigeration enhances functionality. Living and dining areas flow seamlessly to a covered terrace with a summer kitchen and thermally modified wood ceiling overlooking the private grounds. The north wing is dedicated to a dual-owner’s suite—two private retreats connected by a spa bath with floating vanities, dual rain showers, soaking tub, heated towel racks, and custom Italian closets. One suite is currently configured as a refined office. The second living level offers a library/media room that can convert to a two-room guest suite, an additional bedroom suite, and two full baths for comfort and privacy. Outdoors, a resort-style setting unfolds with a dramatic 50-foot heated pool and spa, covered lounge areas, and lush bamboo for privacy. A separate one-bedroom guest house with full bath, coffee bar, and mini refrigerator provides independent accommodations. The rooftop terrace captures sweeping panoramic views of Sarasota Bay, the Ringling Bridge, Longboat Key, Siesta Key, and the downtown skyline—an exceptional setting for sunset gatherings. Additional features include Crestron-controlled lighting, shades, and audio, integrated speakers, five Luma security cameras with remote access, and two climate-controlled garages for up to six vehicles with epoxy floors, storage, and a gym opening to the pool terrace. A rare architectural statement offering elevated design, privacy, and location just minutes from downtown Sarasota and the Bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
2069 HIBISCUS ST, SARASOTA, FL 34239
$1,825,000185 Days on yellowkey MLS ID: A4672246
REDUCED by $10,000 (0.5%) on 04/16/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2454 Built: 2026 Tax: $5,180 (2024)Community: Grove Lawn RepSingle Family
Taxes:$5,180
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under Construction. Soon to receive COO APRIL 2026! No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum impact windows, spray foam insulation, and a TPO roof to ensure your home LASTS; as well as tall ceilings, luxury vinyl plank and handpicked tile flooring, designer wood cabinets, walk-in closets, and premium quartz countertops to ensure that your home lasts…In Style! Of course, the home is also paired with a gunite saltwater lounge pool, as well as professional fencing and landscaping to ensure your privacy. Centrally located, a short drive or bike ride away from the restaurants and boutiques of downtown Sarasota, award-winning Siesta Key beaches, and several top-rated golf courses, you will be in the perfect location to take advantage of all the sun-soaked fun that Sarasota has to offer! Don’t wait! Call and schedule your tour today for an exclusive builder walkthrough! Make every day in paradise count at 2069 Hibiscus!
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: Thatcher Miner (901-238-7175)
3500 FLORES AVE, SARASOTA, FL 34239
$4,250,000269 Days on yellowkey MLS ID: A4663143
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3551 Built: 2025 Tax: $7,545 (2024)Community: GranadaSpa: YesSingle Family
Taxes:$7,545
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits, allowing you to choose from a thoughtfully designed layout or bring your own vision to life. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. This thoughtfully designed home features 4 bedrooms, 3 full and 2 half bathrooms, an open floor plan, a dedicated office, and flexible loft space. The heart of the home is a gourmet chef’s kitchen with custom cabinetry, quartz countertops, professional appliances, and a walk-in pantry. A large quartz waterfall island opens seamlessly to the dining area and great room, anchored by a sleek LED fireplace and glass sliding doors that frame the resort-style backyard. The first-floor primary suite is a private retreat, offering a spa-inspired bathroom with a freestanding soaking tub, frameless glass walk-in shower, dual vanities, and an oversized walk-in closet. On the second floor, three additional bedrooms provide en-suite or jack-and-jill bath access, perfect for family or guests. Designed for entertaining, the outdoor living spaces include two covered lanais, a resort-style pool with spa and sun shelf surrounded by paver decking, a summer kitchen, outdoor shower, and pool bath. Upstairs, a covered balcony overlooks the landscaped backyard and preserved Grand Oak tree, adding privacy and natural beauty. Additional features include an oversized 3-car garage with storage, impact-rated windows and doors throughout, a metal roof system with upgraded underlayment, an energy-efficient tankless water heater, and an elevation exceeding Sarasota flood requirements. Short-term rentals are permitted, allowing flexibility for many investment opportunities. Living here means enjoying the best of both worlds: a tranquil, custom-designed home combined with unparalleled access to Sarasota's finest attractions. Stroll over to Southside Village for dinner, enjoy the arts and culture of Downtown Sarasota, or simply walk to the beach to catch the sunset. This is more than a home; it's the lifestyle you've been dreaming of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00084 Days on yellowkey MLS ID: A4683653
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
2534 GROVE ST, SARASOTA, FL 34239
$2,499,000280 Days on yellowkey MLS ID: A4662120
2 Days Off yellowkey (back on 4/16/2026)
Bed: 7 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4615 Built: 2025 Tax: $4,033 (2024)Community: South GateSpa: YesSingle Family
Taxes:$4,033
Remarks: Welcome to 2534 Grove Street, a new construction residence blending modern design with everyday livability in one of Sarasota’s most desirable neighborhoods. The open-concept main level features generous entertaining space with a gourmet kitchen, dining area, and living room that transitions seamlessly to the covered lanai and private courtyard-style backyard. The spacious first-floor primary suite provides convenience and privacy. Upstairs, a second lounge offers flexibility for media, office, or guests, along with additional ensuite bedrooms. Located in the Southside School district and just minutes from Downtown Sarasota, Siesta Key, and Lido Key. Brand new, move-in ready, and thoughtfully designed for the way you live.
Listing Agent: Steven Moore (401-767-7180)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00063 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)
1705 WISCONSIN LN, SARASOTA, FL 34239
$3,950,00040 Days on yellowkey MLS ID: A4689693
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 4871 Built: 2016 Tax: $39,893 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$39,893
Remarks: Under contract-accepting backup offers. Tucked behind a gate on a quiet, private road in one of Sarasota’s most sought-after neighborhoods, this is the kind of property families wait years for—where space, privacy, and lifestyle all come together just minutes from everything. Located West of Trail, just blocks from Southside Elementary and Southside Village, and a short drive to downtown Sarasota and Siesta Key Beach, this estate offers a rare balance: a secure, expansive family compound in the heart of it all. Set on over half an acre and fully gated, fenced, and lushly landscaped, the property is designed for those who want room to live, grow, and entertain privately—without sacrificing convenience. The main residence spans nearly 4,000 square feet with 5 bedrooms, 4 full bathrooms, 2 half baths, a private office, and a large game room or playroom with its own wet bar—perfect for families who need flexibility in how they live day-to-day. Whether it’s a dedicated workspace, kids’ zone, or media room, the layout adapts to your lifestyle. The kitchen is built for real life and entertaining alike, featuring Viking appliances, generous storage, and an open flow into the main living areas and outdoor spaces. Every bedroom includes an ensuite bath, offering comfort and privacy for family and guests. Step outside and the home truly opens up. A large covered lanai with outdoor kitchen overlooks the heated, self-sanitizing saltwater pool and spa, with a sunken firepit seating area creating a natural gathering space for evenings with friends or family. A dedicated pool bath adds convenience, while the entire outdoor experience is designed for year-round Florida living. For those who need more than just bedrooms, the detached guest apartment above the garage provides over 700 square feet of private living space—ideal for multi-generational living, a nanny suite, long-term guests, a studio, or a secluded home office. And for the car enthusiast or collector, this property stands apart. With 5+ climate-controlled garage spaces—including room for lifts—plus a large all-season carport with motorized louvers, you have the flexibility to showcase, protect, and enjoy your collection. The garages are outfitted with SwissTrax flooring, vacuum systems, and Mitsubishi in-wall AC units—built with intention, not as an afterthought. Beyond comfort and design, the home is equipped for peace of mind. Impact windows and doors, a full CCTV security system, smart home integration, and a Generac generator ensure both safety and ease of living. This is a home for a family who wants it all—space to spread out, privacy to feel secure, proximity to top schools and amenities, and the ability to live an active Sarasota lifestyle, whether that’s golf cart rides to dinner, beach days on Siesta Key, or quiet evenings at home. Because homes that check every box like this—location, land, layout, and lifestyle—are rare. And when they come up, they don’t last.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,000116 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 Agent: Jose Hugo Martinez (941-373-5570)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95098 Days on yellowkey MLS ID: O6375298
REDUCED by $500,050 (6.7%) on 04/14/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5001 Built: 2002 Tax: $33,037 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$33,037
Remarks: Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront retreat, this five-bedroom, five full and two half bath home is thoughtfully designed to maximize comfort and flexibility. Enjoy a heated in-ground pool and spa, deep-water dock with boat lift, and ample space for a large vessel—perfect for boating enthusiasts seeking seamless access to Sarasota’s pristine waterways. The home features two primary suites, one on each level. The first-floor suite offers private garage access and is ideal for in-law accommodations, guests, or multigenerational living. Additional bedrooms can easily adapt to home offices, a fitness studio, or creative spaces to suit modern lifestyles. Multiple electric fireplaces enhance the ambiance in the primary suites, living room, and family room. An interior elevator provides effortless access between floors. The gourmet kitchen is designed for entertaining, showcasing granite and quartz countertops, a wet bar, a wine cooler, and a generous breakfast bar that opens seamlessly to the family room. The outdoor living spaces feature covered lanais on both levels overlooking the pool and bay, surrounded by tropical landscaping. A covered outdoor dining area includes a summer sink and dedicated pool bath, creating an ideal setting for entertaining or relaxing in total privacy. Move-in ready. This meticulously maintained home offers peace of mind and modern efficiency. Three new AC and HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, 22KW Generac generator, over $50,000 in recent upgrades. Prime Location, ideally located to Southside Village, residents enjoy easy access to acclaimed dining, boutique shopping, and Morton’s Gourmet Market. Hospitals, medical offices, banks, and essential services are all conveniently nearby—delivering both luxury and everyday convenience. This remarkable residence offers an unparalleled combination of waterfront luxury, thoughtful design, and walkable convenience. A rare opportunity to experience the best of Sarasota living.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
3119 PINECREST ST, SARASOTA, FL 34239
$634,900193 Days on yellowkey MLS ID: A4671289
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1965 Tax: $5,511 (2024)Community: South GateSingle Family
Taxes:$5,511
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Motivated seller offering $10,000 toward closing costs or rate buy-down! Stylish 3-bedroom home with two ensuites, impact windows, open floor plan, tropical courtyard, and screened lanai just minutes from Siesta Key Beach. This hidden gem located in the desirable South Gate neighborhood, an impeccably designed single-family home offering style, space, and exceptional flexibility. This thoughtfully designed residence features three spacious bedrooms, including two private ensuites, and four full bathrooms. One bath is uniquely designed as a convenient pet spa and is located just off the garage entrance near the impressive laundry room—perfect for keeping your home fresh and organized. The interior showcases an inviting open floor plan highlighted by a contemporary kitchen with stainless steel appliances, an oversized center island, and elegant finishes. The bright and airy living space features recessed lighting and stylish tile flooring, creating a welcoming setting for both relaxing and entertaining. Need storage? This home delivers with more than seven closets and abundant storage space—true closet envy! Outdoor living is equally impressive. Enjoy a private covered front porch surrounded by your own tropical courtyard, relax on the sunny open-air patio, or unwind in the privacy of the screened lanai outback. With multiple outdoor spaces, you'll always have the perfect place to enjoy Florida’s beautiful climate. Located in the sought-after South Gate community, this home places you within approximately seven miles of world-famous Siesta Key Beach, while also offering easy access to numerous nearby beaches, parks, and cultural attractions including Pinecraft Park, Marie Selby Botanical Gardens, and The John & Mable Ringling Museum of Art. With convenient access to shopping, dining, and highly regarded schools, this property represents a rare opportunity to own a beautifully designed home in one of Sarasota’s vibrant and welcoming neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lyn Breedlove (941-544-0399)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,895,00046 Days on yellowkey MLS ID: A4688301
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing Agent: Barbara May (404-822-9264)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00056 Days on yellowkey MLS ID: A4687789
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoApartment
Taxes:$4,100
Elementary School: Alta Vista Elementary
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
2323 GROVE ST, SARASOTA, FL 34239
$525,00066 Days on yellowkey MLS ID: A4685353
0 Days Off yellowkey (back on 4/8/2026)
REDUCED by $24,000 (4.4%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1451 Built: 1958 Tax: $5,193 (2025)Community: Blossom BrookSpa: NoSingle Family
Taxes:$5,193
Remarks: Under contract-accepting backup offers. In the sought-after South Gate neighborhood, this beautifully updated Sarasota residence blends modern comfort with peaceful outdoor living. Designed with a bright open floor plan, the home offers seamless flow between the living, dining and kitchen areas, ideal for everyday living and entertaining. The modern kitchen is centerpiece of the home, featuring a striking quartz island, updated stainless steel appliances, and a convenient reverse osmosis water system providing purified drinking water. Large windows with plantation shutters and custom roller blinds bring in abundant natural light while offering style and privacy. Impact windows provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an updated en-suite bath designed with clean, modern finishes. The guest bedroom is well-sized and versatile, ideal for visitors or a home office, and is conveniently near the beautifully renovated guest bath featuring double vanity, offering style and functionality. Retreat outside to your private backyard oasis. The fully fenced yard features a custom koi pond surrounded by lush gardens supported by a filtered irrigation system, creating a tranquil and picturesque setting ideal for relaxing or entertaining. Just moments from Arlington Park, residents enjoy convenient access to recreational trails, tennis courts, a swimming pool and green space, while being only minutes from downtown Sarasota and Southside Village dining, shopping and the Gulf Coast’s world-renowned beaches. This exceptional property offers an opportunity to enjoy the Sarasota lifestyle in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Ide (401-487-6928)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,400,00075 Days on yellowkey MLS ID: A4685215
INCREASED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Tax Year: 2026
Remarks: Coming soon! Completion 5/11/26. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sophisticated sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
3345 BAHIA VISTA ST, SARASOTA, FL 34239
$1,00080 Days on yellowkey MLS ID: A4684746
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 968 Built: 1940 Tax: $4,614 (2025)Community: Bay View AcresSingle Family
Taxes:$4,614
Remarks: Auction Property. An outstanding auction opportunity in prime area of Pinecraft Fl. Offering 2 homes nestled side by side individually or in combination. Strategically located on Bahia Vista St. and Graber Ave, this offering presents commercial exposure or residential dwellings, as well as investor opportunity with good rental history and income or to redevelop and repurpose. With well over a ¼ acre of land, this offering presents large land area with existing homes and positive cash flow. Neither property had any flooding or hurricane impact from 2024 storms. Don’t hesitate on this rare opportunity in the heart of it all! 3345 Bahia Vista St., Sarasota FL: This stick-built ranch home offers 968 ft² of total living area nestled on a 91.9’x100’ lot with access from both Bahia Vista & Graber. The home features 2 units each with 1 bedroom, full bath, living room, and kitchen. Unit 1 has an additional laundry area. The utilities include electric heat & air with updated A/C unit, mini split & public water & sewer. The home has yearly pest service with transferring guarantee. The lot offers a shed and shuffleboard court and plenty of room for expansion or redevelopment.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
2200 BAHIA VISTA ST #B8, SARASOTA, FL 34239
$210,00044 Days on yellowkey MLS ID: TB8491429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,699 (2025)Community: Cordova Gardens IvCondo
Taxes:$2,699
Remarks: Location, charm, and opportunity come together in this truly one-of-a-kind condominium in Cordova Gardens. Tucked among lush greenery just minutes from downtown Sarasota and the world-famous beaches of Siesta Key, this cozy “treehouse” residence offers the perfect blend of privacy, character, and potential—ideal as a personal retreat or an income-producing property. Set on the second level, this 2-bedroom condo welcomes you with warm wood accents, including beautiful cedar stairs that add to its inviting, natural feel. The standout feature is the unique upstairs loft—one of the few in the community—complete with two large storage closets, making it perfect for a home office, creative space, or additional lounge area. Natural light pours in from every angle, with sliding glass doors and windows framing tranquil treetop views that give the home its signature treehouse ambiance. Multiple screened balconies off the bedrooms, living room, and kitchen create a seamless indoor-outdoor flow, allowing you to enjoy gentle breezes and peaceful surroundings throughout the day. The kitchen features newer stainless steel appliances, offering a modern head start for your own design vision. With a little creativity, this space can easily be transformed into a stylish, photo-worthy retreat with a downtown loft vibe. Cordova Gardens is a small, quiet, and friendly community ideally located just about a mile from downtown Sarasota and the North Bridge to Siesta Key. Enjoy convenient access to shopping, dining, arts, and entertainment—while still coming home to a peaceful, tucked-away setting.
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
2232 BAHIA VISTA ST #A1, SARASOTA, FL 34239
$210,00044 Days on yellowkey MLS ID: TB8491201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,734 (2025)Community: Cordova Gardens ICondo
Taxes:$2,734
Remarks: Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000101 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1400 SIESTA DR, SARASOTA, FL 34239
$4,500,00087 Days on yellowkey MLS ID: A4678496
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 4660 Built: 1978 Tax: $22,924 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$22,924
Remarks: Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Voss (941-402-8799)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000186 Days on yellowkey MLS ID: A4672440
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing Agent: Tammy Garner (941-374-4161)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.