Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2545 BROWNING ST, SARASOTA, FL 34237
$725,00074 Days on yellowkey MLS ID: A4687679
REDUCED by $25,000 (3.3%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1726 Built: 1958 Tax: $8,379 (2025)Community: Hudson ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,379
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90073 Days on yellowkey MLS ID: A4690238
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF was just installed in June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. UPDATED PHOTOS WILL BE TAKEN soon. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
2627 DUEBY ST, SARASOTA, FL 34231
$375,0009 Days on yellowkey MLS ID: A4697585
0 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Remarks: Under contract-accepting backup offers. Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000177 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing Agent: Janet Trefry (941-954-5454)
8132 SANDERLING RD, SARASOTA, FL 34242
$15,900,0008 Days on yellowkey MLS ID: A4694017
Bed: 4 Bath: 4.5 Gar: 5 Liv Area Sq Ft: 8209 Built: 2009Monthly Fee: $467 Tax: $68,597 (2025)Community: Sanderling Club / Siesta KeySpa: NoSingle Family
Taxes:$68,597
Remarks: Positioned on a rare 1.97-acre Gulf-to-lagoon estate within the exclusive gates of The Sanderling Club, 8132 Sanderling Road offers one of the most extraordinary waterfront lifestyles on Siesta Key. Framed by lush tropical landscaping and introduced by a sweeping palm-lined drive and stately columned façade, this Christner Bros. built residence combines timeless architecture with exceptional privacy and direct access to both the Gulf of Mexico and Heron Lagoon. The home encompasses approximately 8,209 square feet of living space with 4 bedrooms, 4 full baths, 1 half bath, elevator access, a five-car collector's garage with workshop space, and expansive indoor and outdoor living areas designed for both grand entertaining and everyday comfort. Inside, soaring ceilings, extensive custom millwork, marble flooring, and a sweeping curved staircase create a dramatic sense of scale. The grand living and dining spaces are filled with natural light and open seamlessly to a spectacular 360-degree covered terrace, blending indoor and outdoor living while capturing panoramic views of the Gulf, Heron Lagoon, and the surrounding tropical landscape. The chef’s kitchen is thoughtfully designed for both daily living and entertaining, featuring custom cabinetry, granite countertops, a Wolf gas cooktop, Sub-Zero refrigeration, double wall ovens, generous prep areas, and direct terrace access. A richly appointed office with custom built-ins, an extensive butler’s pantry, media room, and oversized utility spaces further enhance the home's functionality and comfort. The private primary suite serves as a luxurious retreat with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, a walk-in shower, extensive cabinetry, and abundant natural light. Three additional guest suites provide comfortable accommodations for family and guests, each with en-suite baths and tranquil tropical views. The lower level offers tremendous flexibility with expansive bonus space ideal for a fitness center, golf simulator, game room, wellness retreat, workshop, or collector’s showcase. Automotive enthusiasts will appreciate the oversized five-car garage with additional workshop space and room for significant collections or hobbies. Additional features include impact-rated windows and doors, shutters and screens, a security system, and a newer 24-kW Kohler generator. Beyond the residence, the property's Gulf-to-lagoon setting is exceptionally rare. With approximately 150 feet on the beach and 150 feet of Heron Lagoon frontage, the property offers a truly rare combination of beachfront living and protected waterfront recreation. Launch a kayak or paddleboard from the private dock, enjoy breathtaking sunsets over the Gulf, or take advantage of The Sanderling Club's marina, tennis courts, clubhouse, and unmatched privacy. Just beyond the gates, Siesta Key's world-famous quartz sand beaches, Siesta Village, waterfront dining, boutique shopping, and vibrant Sarasota arts and culture create an unparalleled coastal lifestyle. Consistently recognized among the nation's top beaches by TripAdvisor and U.S. News & World Report, Siesta Key remains one of Florida's most sought-after waterfront destinations. 8132 Sanderling Road is more than a home, it's a legacy Gulf-front estate offering exceptional privacy, architectural distinction, and one of the rarest waterfront settings on Florida's Gulf Coast.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000129 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Remarks: Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2430 FLOYD ST, SARASOTA, FL 34239
$1,700,0009 Days on yellowkey MLS ID: A4697497
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025 Tax: $18,461 (2025)Community: Rustic LodgeSingle Family
Taxes:$18,461
Remarks: Set in the sought-after Arlington Park area, this exceptional 2024-built modern residence offers a rare blend of refined design, flexible living, and resort-style outdoor space. With 6 bedrooms and 4.5 baths in total, including a detached 1 bedroom, 1 bath guest house above the garage, the home is thoughtfully designed for both everyday comfort and elevated entertaining. The main residence welcomes you with bright, expansive living spaces, abundant natural light, remote-control window treatments throughout, a sleek fireplace, and effortless indoor-outdoor flow. At the heart of the home, the chef’s kitchen makes an elegant statement with crisp white cabinetry, solid-surface countertops, stainless steel appliances, a striking range hood, built-in oven, walk-in pantry, and an oversized island designed for gathering. The bedroom layout offers exceptional versatility for family, guests, work-from-home needs, or media space, while generous closet and storage space throughout the home add everyday ease. The primary suite is a private retreat, complete with dual walk-in closets and a refined sense of comfort. The detached guest house elevates the property’s flexibility even further. Positioned above the garage, it features its own bedroom, full bath, and living area, along with space that could be built out into a kitchen or kitchenette area. It is ideal for extended family, visiting guests, an au pair suite, private office, studio, or additional retreat space. Outdoors, the home is designed to live like a private Sarasota escape, with a sparkling pool, expansive paver patio, covered dining area, outdoor kitchen, balcony, and lush tropical landscaping. A detached 2-car garage, fenced yard, and two laundry rooms, one upstairs and one downstairs, provide added convenience. Located minutes from downtown Sarasota, Southside Village, Sarasota Memorial, dining, shopping, and the area’s world-class beaches, this residence delivers modern luxury, rare guest-house functionality, and an elevated lifestyle in one of Sarasota’s most desirable central locations.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Banning Tibbetts (941-713-5663)
3616 STARDUST PL, SARASOTA, FL 34232
$310,00044 Days on yellowkey MLS ID: A4693732
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1281 Built: 1959 Tax: $3,370 (2024)Community: Pine View TerraceSingle Family
Taxes:$3,370
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this delightful Sarasota gem, tucked away on a quiet side street just off Bee Ridge, where convenience meets comfort. This charming 2-bedroom, 2-bath home offers a bright and airy interior with a soft, neutral palette that creates an inviting atmosphere from the moment you walk in. The spacious floor plan is filled with natural light, while the beautifully updated kitchen features gleaming stainless steel appliances, granite countertops, crisp white cabinetry, and a wine fridge ready for your favorite vintages. The island with breakfast bar is the perfect spot to catch up with the chef or enjoy a casual meal. A versatile bonus room just off the kitchen, complete with its own mini-split system, opens to the fully fenced backyard where a cozy patio and firepit await—perfect for relaxing evenings or entertaining guests. The laundry and utility room are conveniently located inside the bonus space, providing ample storage and functionality. Additional features include a BRAND NEW ROOF (2026), a new septic system and drainage field (2022), a new water heater (2024), hurricane shutters, a carport, and an extended driveway with room for multiple vehicles or even a boat. Whether you’re looking for a full-time residence or the perfect seasonal retreat, this home’s location can’t be beat—you’re just minutes to the beach, downtown Sarasota, shopping, dining, and the interstate. Zoned for top rated schools, this is your chance to experience this warm and welcoming home—schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
2614 CROTON AVE, SARASOTA, FL 34239
$649,00061 Days on yellowkey MLS ID: A4691649
REDUCED by $20,000 (3.0%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2110 Built: 1962 Tax: $3,703 (2025)Community: South Gate ManorSingle Family
Taxes:$3,703
Remarks: Modern Luxury Meets Mid-Century Charm in the Heart of Southgate. Prepare to be captivated by this Mid-Century Modern gem, situated on nearly a quarter-acre in one of Sarasota’s most sought-after neighborhoods. This 3-bedroom, 2-bathroom residence with a dedicated office offers a rare combination of refined design and true “big-ticket” peace of mind. Step inside over freshly restored and sealed terrazzo floors and into a sun-drenched, open floor plan. The chef’s kitchen features crisp quartz countertops, premium Bosch appliances, and custom cabinetry. The dining area is a true conversation piece, showcasing a contemporary wood-accent wall with a seamlessly integrated jib door that reveals a brand-new, dedicated LAUNDRY SUITE (2024), complete with an abundance of custom storage and a sink. Every detail throughout the home has been thoughtfully addressed, from new baseboards to freshly painted ceilings (2026). This home has an extensive list of upgrades in recent years: Roof: brand new in 2025, including TPO on slanted surfaces. HVAC (2023), new ductwork and new full attic insulation (2024); new water heater (2025); new electrical panel/fuse box (2024). Plumbing: Pipes professionally relined (March 2024); new gutters and French drains installed. The exterior transformation (2024–2025) is equally impressive. A new circular driveway and paved walkway lead to a modern, refaced façade and a striking new front door. The front yard has been thoughtfully redesigned with new landscaping and enhanced by solar-powered exterior lighting. The oversized, fenced backyard offers exceptional space for a future pool and expansive outdoor living. A brand-new screened lanai (2024) and new shed complete this private outdoor retreat. Located just minutes from Sarasota Memorial Hospital, Southside Village, and downtown Sarasota, this Southgate standout is truly move-in ready. With so many upgrades and abundant room to personalize the outdoor space, the only thing left to do is move in and enjoy the Sarasota lifestyle!!! COME AND MAKE THIS HOUSE YOUR HOME!!!
Listing Agent: Maryna Haiduk (954-732-4122)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000144 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,000151 Days on yellowkey MLS ID: A4677344
1 Days Off yellowkey (back on 6/23/2026)
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Elementary School: Southside Elementary
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
1714 SOUTH DR, SARASOTA, FL 34239
$2,095,000100 Days on yellowkey MLS ID: A4686448
REDUCED by $150,000 (6.7%) on 06/24/2026
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: 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.
648 BEACH RD, SARASOTA, FL 34242
$8,750,000142 Days on yellowkey MLS ID: A4681541
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4750 Built: 1996 Tax: $69,526 (2025)Community: Siesta KeySpa: NoSingle Family
Taxes:$69,526
Remarks: Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember… with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space to convert to a five-bedroom, perfect for hosting, creating office space, or adding guest suites without sacrificing flow. Step outside to a wraparound terrace on every floor, designed for sunrise coffees, sunset cocktails, and everything in between, because when your backdrop is this spectacular, indoor/outdoor living isn’t a feature, it’s a lifestyle. Ride your private elevator to the top and discover the ultimate luxury: a private rooftop pool where the horizon becomes your daily view and the sky feels like it belongs to you. Add in a rare four-car garage, and you have a true coastal statement home, spacious, secure, and effortlessly impressive. 648 Beach Road isn’t just a comeback. It’s a glow-up, with the views you loved, and the home you’ve been waiting for.
Listing Agent: Inbal August (917-957-8111)
2640 WOODGATE LN #F6, SARASOTA, FL 34231
$160,000423 Days on yellowkey MLS ID: TB8380753
REDUCED by $30,000 (15.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Monthly Fee: $615 Tax: $2,716 (2024)Community: Pinewood Village ViCondo
Taxes:$2,716
Remarks: Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is.
Listing is courtesy of: PROSPERA REALTY (813-434-0290)
Listing Agent: Kimberly Evans (813-789-8666)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,850,000181 Days on yellowkey MLS ID: A4676235
REDUCED by $49,000 (2.6%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Remarks: Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
2462 CLEMATIS ST, SARASOTA, FL 34239
$829,0005 Days on yellowkey MLS ID: A4697812
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1780 Built: 1957 Tax: $4,522 (2025)Community: South GateSingle Family
Taxes:$4,522
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath Sarasota home offering flexible living space and exceptional outdoor entertaining. Features include a formal living room, dining room, office with built-in bookcases and safe, Florida room, and oversized utility room with custom storage and workspace. The remodeled kitchen showcases cherry cabinetry, quartz countertops, stainless steel appliances, gas range, and a pass-through window to the outdoor bar. Porcelain Acacia tile flooring runs throughout the home, while both bathrooms have been tastefully updated with custom tile and quartz finishes. Step outside to a spacious covered lanai with quartz bar, tropical landscaping, mature mango and avocado trees, pavilion with bar seating, garden shed, RV storage pad, and extensive paver walkways. Additional highlights include a circular driveway, 2-car carport, irrigation well, and whole-house tankless gas water heater. Ideally located just a 3-minute walk to Arlington Park, and only minutes from Downtown Sarasota, UTC, Ed Smith Stadium, shopping, dining, and Gulf Coast beaches, this property offers the perfect combination of indoor comfort, outdoor Florida living, and an unbeatable location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2437 FLOYD ST, SARASOTA, FL 34239
$749,00011 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
1415 S SCHOOL AVE, SARASOTA, FL 34239
$599,00075 Days on yellowkey MLS ID: A4687920
REDUCED by $20,900 (3.4%) on 06/24/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Taxes:$6,276
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED (OPTIONAL) BLOCK home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). New AC with warranty. Roof: new APOC 585 silicone coating, newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,399,000522 Days on yellowkey MLS ID: A4636955
5 Days Off yellowkey (back on 6/24/2026)
REDUCED by $100,000 (6.7%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$8,052
Remarks: Under contract-accepting backup offers. One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
4842 NUTMEG AVE, SARASOTA, FL 34231
$525,0006 Days on yellowkey MLS ID: A4697828
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1611 Built: 1984 Tax: $2,756 (2025)Community: Madison ParkSingle Family
Taxes:$2,756
Remarks: Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 provides added peace of mind. Set on a generous 13,800 sq ft double lot, the property offers exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.
Listing Agent: Veronica Lee (609-651-0305)
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