Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000200 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)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00091 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
$3,950,00068 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)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00066 Days on yellowkey MLS ID: A4687147
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Elementary School: Phillippi Shores Elementary
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4332 MARSEILLES AVE #3236, SARASOTA, FL 34233
$314,700153 Days on yellowkey MLS ID: A4677424
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1318 Built: 2001Monthly Fee: $475 Tax: $3,241 (2025)Community: Casa Del Sol Sec ViVilla
Taxes:$3,241
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Look no further. This villa thinks it's a house. Make it your Home. This wonderful villa in Casa del Sol with 2-bedroom, 2-bath, plus den, comes fully furnished. Lovingly cared for by its snowbird owners, boasts a reasonable HOA fee and no CDD. Updated, handsome kitchen with sunny eat-in area, inside laundry area, an attractive lanai, and a one-car garage, all add to the charm. Kitchen & baths have quartz counters. Den has pocket doors for privacy when needed. Casa del Sol is convenient to shopping, eateries, Doctor's Hospital. and Bee Ridge Road which serves as an east-west access between I-75 and US41 bringing you to the north bridge of Siesta Key and its beautiful beaches. Casa del Sol is family friendly, no age restrictions. Enjoy the amenities: the clubhouse, fitness center, heated swimming pool, tennis & pickle ball courts. This unit was never rented by the present owners and only occupied during the winter months. Call to schedule your viewing appointment soon!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Shirley Dabringhaus (941-587-9288)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00084 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)
9393 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$649,000138 Days on yellowkey MLS ID: A4679319
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1975 Tax: $5,523 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,523
Remarks: Live your dream in this light and bright 6th-floor 2-bedroom, 2-bath condo with spectacular views of both the Gulf and the Bay! This unit is the perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve, Little Sarasota Bay, and the Gulf! Gorgeous bay views are showcased along the back of the unit through floor-to-ceiling sliders that span the entire space. The open kitchen features quartz countertops, white cabinetry, stainless steel appliances, and full Gulf views. The large master bedroom overlooks the Bay and features abundant closet space and an en-suite bath. A second bedroom and hall bath are ideal for family and/or guests. Additional conveniences include a washer/dryer in a closeted utility area and a ground level storage unit—perfect for beach and golf gear. An assigned covered parking space is conveniently located near the building entrance. Furnished and move-in ready!. The Pointe, a unique community located at the southernmost end of Siesta Key, is surrounded by water on three sides. Just south of The Pointe, recently reopened Midnight Pass connects the Bay and Intracoastal Waterway to the Gulf - enhancing boating, estuaries, marine life, and real estate values! A gated property, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, a beautiful club house with a fireplace and a full kitchen, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minute's walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
915 SEASIDE DR #606, Weeks 12-13, SARASOTA, FL 34242
$59,000246 Days on yellowkey MLS ID: A4668668
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.
Listing Agent: Kelly Mooney (941-587-8430)
915 SEASIDE DR #607, Weeks 14-15, SARASOTA, FL 34242
$59,000246 Days on yellowkey MLS ID: A4668669
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2255 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
1560 INGRAM AVE, SARASOTA, FL 34232
$475,000211 Days on yellowkey MLS ID: A4672743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 2009 Tax: $2,466 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$2,466
Tax Year: 2024
Remarks: BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH. PINECRAFT, SARASOTA BEAUTIFUL 3 BEDROOM 2 BATH CUSTOM BUILT HOME. KEY FEATURES: Amazing open concept floor plan, with an inviting, multiple-spaces-to-eat-in kitchen with built in china cabinet and pantry, custom beam with elevated ceiling and ceramic tile flooring in living room with built in desk and extra large storage closet plus custom wood trim throughout. Sliding doors in dining room lead out to enclosed Sunroom. Escape to the Master Bedroom suite featuring HIS & HERS walk-in closets, jacuzzi soaking tub in the bathroom, along with built-in floor to ceiling cabinetry with a vanity counter and a private entrance to the Sunroom. Split floor plan detailed for optimal privacy. OUTDOOR LIVING & ENTERTAINMENT: Enjoy the enclosed Sunroom out back as well as a covered & pavered back porch - ideal for relaxing and entertaining al fresco year-round. No HOA fees and no deed restrictions. Side yard can accommodate RV or boat parking hassle free. Legacy Trail is just steps away for walking or biking to Yoder’s, Der Dutchman, Siesta Key or downtown Sarasota. Just minutes to world famous beaches of Sarasota! SELLER IS OFFERING A $10,000 CREDIT TOWARDS CLOSING COSTS, PREPAIDS, UPGRADES, OR RATE BUY DOWN. INQUIRE WITHIN TO FIND OUT THE DETAILS ON THAT! ALSO, CHECK OUT THE MATTERPORT LINK AND ATTACHED FLOOR PLAN AND SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
6275 MIDNIGHT PASS RD #6275, SARASOTA, FL 34242
$1,195,000125 Days on yellowkey MLS ID: A4682650
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1981 Tax: $6,153 (2025)Community: Excelsior Beach To Bay 3Spa: YesCondo
Taxes:$6,153
Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
7419 ROXYE LN, SARASOTA, FL 34240
$695,00072 Days on yellowkey MLS ID: O6397050
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2364 Built: 2000Monthly Fee: $115 Tax: $6,413 (2025)Community: Palmer Glen, Ph 1Spa: NoSingle Family
Taxes:$6,413
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this beautifully reimagined 3-bedroom, 3-bath residence with a dedicated office, where thoughtful design meets modern luxury. Following an extensive $200,000 renovation, this home offers a seamless blend of style, comfort, and functionality. Step inside to an expansive open floor plan filled with natural light, perfect for both everyday living and entertaining. The heart of the home flows effortlessly from the living and dining areas into a stunning, updated kitchen, creating a true gathering space. The primary suite is a private retreat, featuring direct access to the backyard through elegant French doors—ideal for enjoying quiet mornings or evening relaxation. The spa-inspired primary bathroom showcases high-end finishes and a luxurious design that elevates daily living. Outdoors, you’ll find a resort-style experience with a screened-in pool, complemented by a fully equipped outdoor kitchen complete with a new grill—perfect for hosting and year-round enjoyment. Beyond the screened enclosure, the oversized backyard offers lush, mature landscaping, providing both privacy and a serene natural setting. Ideally located less than 25 minutes from St. Armands Circle and the world-renowned Siesta Key Beach, this home offers convenient access to premier shopping, dining, and some of Florida’s most beautiful coastline. With a versatile office space, premium upgrades throughout, and exceptional indoor-outdoor living, this home is a rare opportunity to enjoy refined living in a beautifully upgraded setting.
Listing is courtesy of: MEGAN DOWDY REALTY, LLC (407-509-9279)
Listing Agent: Shawn Jordan (407-808-9207)
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,00073 Days on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Taxes:$20,311
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000129 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)
915 BEACH RD #216, SARASOTA, FL 34242
$575,000148 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
3182 HATTON ST, SARASOTA, FL 34237
$575,000107 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000214 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
4644 VIGNETTE WAY, SARASOTA, FL 34240
$310,000372 Days on yellowkey MLS ID: A4655242
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2019Monthly Fee: $127 Tax: $3,622 (2024)Community: Artistry Ph 2ETownhouse
Taxes:$3,622
Remarks: Unlock Unbeatable Value: Assume an FHA Loan at an Astounding 3.49% Interest Rate! Seize a truly rare opportunity to own a meticulously maintained 3-bedroom, 2.5-bathroom townhouse in Palmer Place at Artistry, Sarasota, for an unbeatable price of $312,000. What makes this offering truly exceptional is the potential to assume an existing FHA loan at an astounding 3.49% interest rate! This is your chance to secure an incredibly low mortgage payment and significantly enhance your homeownership affordability in a vibrant community. Built in 2019, this spacious 1,758 SqFt home presents a fantastic blend of comfort and convenience, ready for you to move in and personalize to your taste. Step inside to an inviting layout that reflects modern design principles, providing ample space for everyday living and entertaining. While showcasing its original builder quality, this home has been meticulously cared for, offering a clean canvas for you to infuse your personal style and desired upgrades over time. Enjoy peaceful moments and picturesque scenery from your private back patio, which boasts tranquil lake views – a serene backdrop for morning coffee or evening relaxation. The convenience continues with an attached one-car garage, providing secure parking and additional storage. Palmer Place at Artistry is a community designed for ease of living, offering a pet-friendly environment and the flexibility of renting your unit one time per year with an 8-12 month lease, providing a potential income opportunity. Location is key, and this home delivers! You're just moments away from area shopping, diverse dining options, and recreational parks. Plus, the world-renowned Siesta Key Beach is a convenient 14-mile drive, making weekend getaways effortless. Don't miss this rare opportunity to own a well-located, well-maintained home with fantastic potential in the heart of Sarasota County. This is your chance to refine a home to your exact specifications while securing an exceptionally low mortgage rate and enjoying all that the vibrant Sarasota area has to offer! Schedule your showing today – this value won't last long!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
226 OGDEN ST, SARASOTA, FL 34242
$1,000,000252 Days on yellowkey MLS ID: A4668141
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1974 Tax: $12,834 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,834
Remarks: Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.
Listing Agent: Beth Helvey Pa (941-330-3600)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00085 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Middle School: None
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
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