Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2551 WILKINSON RD, SARASOTA, FL 34231
$379,90045 Days on yellowkey MLS ID: A4696791
2 Days Off yellowkey (back on 7/19/2026)
REDUCED by $10,000 (2.6%) on 07/09/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,559
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
$379,90072 Days on yellowkey MLS ID: A4691540
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Remarks: Under contract-accepting backup offers. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
5215 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,675,00017 Days on yellowkey MLS ID: A4699085
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4337 Built: 2026Monthly Fee: $247 Tax: $16,827 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$16,827
High School: Sarasota High
Remarks: Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
9397 MIDNIGHT PASS RD #903, SARASOTA, FL 34242
$364,00038 Days on yellowkey MLS ID: A4696940
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 778 Built: 1975 Tax: $4,242 (2025)Community: Pointe On Midnight PassCondo
Taxes:$4,242
Remarks: At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Guia Tomelden-Dorion (845-321-5158)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$679,00080 Days on yellowkey MLS ID: A4691686
REDUCED by $11,000 (1.6%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
Remarks: PRICE IMPROVEMENT!!! Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
527 VENICE LN, SARASOTA, FL 34242
$4,950,000205 Days on yellowkey MLS ID: A4676628
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4158 Built: 2026 Tax: $11,622 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$11,622
Remarks: Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cassie Meyer (941-650-4935)
533 VENICE LN, SARASOTA, FL 34242
$4,800,000205 Days on yellowkey MLS ID: A4676632
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3765 Built: 2026 Tax: $11,368 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$11,368
Remarks: Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.
4819 HIGEL AVE, SARASOTA, FL 34242
$5,392,000708 Days on yellowkey MLS ID: A4620571
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4220 Built: 2024Community: Siesta BeachSpa: YesSingle Family
Taxes:$0
Tax Year: 2023
Remarks: Virtually Staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also features the primary bedroom, powder bath, and laundry room. The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space. Located on the second floor are the second and third bedrooms each with their en suite bathroom. On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony. Enjoy your private den or office with walk in closet and mechanical storage closet. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy. Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking. You can even golf cart to the Siesta Key Village. Come see for yourself, this brand new residence and feel the Siesta Key life style. This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota. Don't miss out on this home! Some photos virtually staged.
5132 JUNGLE PLUM RD, SARASOTA, FL 34242
$5,685,000438 Days on yellowkey MLS ID: A4651663
REDUCED by $300,000 (5.0%) on 07/15/2026
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 6928 Built: 2008Monthly Fee: $247 Tax: $45,860 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$45,860
Tax Year: 2024
Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5161 FLICKER FIELD CIR, SARASOTA, FL 34231
$1,150,00024 Days on yellowkey MLS ID: A4697729
2 Days Off yellowkey (back on 7/12/2026)
INCREASED by $35,000 (3.1%) on 07/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2273 Built: 1986Monthly Fee: $29 Tax: $6,573 (2025)Community: The LandingsSingle Family
Taxes:$6,573
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated four-bedroom, two-and-a-half-bath residence, ideally situated in The Landings, one of Sarasota's premier gated communities. Set amid lush, mature landscaping behind a 24-hour manned gate, this exceptional home has been thoughtfully enhanced with extensive recent upgrades, including a new tile roof (2025), impact-resistant windows and sliding glass doors, and wide-plank luxury vinyl flooring that beautifully replicates the warmth and character of natural hardwood. Designed for both comfortable everyday living and effortless entertaining, the light-filled open floor plan showcases soaring vaulted ceilings, expansive living spaces, and a spacious kitchen featuring a center island, breakfast bar, and updated appliances. The kitchen flows seamlessly into the inviting family room, where a stunning white quartz stone wood-burning fireplace serves as an elegant focal point. An adjoining atrium bathes the interior in natural light while creating a seamless connection to the outdoors. A well-appointed inside laundry room features a closet, cabinetry, a large sink and washer and dryer. The thoughtfully designed split-bedroom floor plan offers four bedrooms, with the versatile fourth bedroom ideally suited as a private home office, complete with a closet. Rich dark wood flooring in both the office and primary suite adds warmth and sophistication, while the spacious owner's retreat features a walk-in closet and a beautifully appointed bath with dual vanities, a walk-in shower, soaking tub, and a peaceful garden atrium. Outdoor living is equally impressive, offering a screened lanai designed for year-round enjoyment. The heated pool is surrounded by an expansive paver deck and a large gathering area, creating the perfect setting for relaxing or entertaining family and friends. A 500-gallon underground propane tank provides a convenient fuel source for the home's generator. Additional highlights include an outdoor beverage refrigerator and a paver driveway that enhances the home's outstanding curb appeal. The Landings residents enjoy 72 acres of beautifully maintained grounds with scenic walking and biking trails, along with a picturesque gazebo overlooking the Intracoastal Waterway. Optional membership to the Landings Racquet Club provides access to eight Har-Tru tennis courts, a fitness center, heated pool and spa. Just outside the gate is The Landings Shopping Center with restaurants, Publix and EOS Fitness. Ideally located just minutes from Siesta Key Beach, Phillippi Creek Marina, downtown Sarasota and top-rated schools, this exceptional home offers the perfect blend of luxury, comfort and an unparalleled Sarasota lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,650,000118 Days on yellowkey MLS ID: A4688029
REDUCED by $150,000 (8.3%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,900107 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for overnight guests. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away — consistently ranked among the finest beaches in the nation and recognized globally for its powder-white quartz sand. The free Siesta Key Trolley connects Siesta Key Village, Siesta Beach, South Village, and Turtle Beach, making car-free island living effortlessly accessible. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or a property with income-producing potential, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
7300 COVE TER, SARASOTA, FL 34231
$2,100,000179 Days on yellowkey MLS ID: A4680113
1 Days Off yellowkey (back on 7/19/2026)
REDUCED by $250,000 (10.6%) on 06/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3686 Built: 2009Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$18,405
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Looking for waterfront living and a boating lifestyle? Look no further! This grand residence, located in Coral Cove, provides direct access to the Intracoastal waterway, yet safely tucked away and situated on an elevated lot well above flood risk. With proximity to one of the top-rated beaches in the US – Siesta Key, this refined home offers flexible and open living spaces – indoor and out. A double-door entry opens to a grand foyer and a spacious great room with a two-story volume ceiling, fireplace, and a wall of sliding glass doors showcasing the saltwater pool and tranquil water views beyond. Extensively renovated in 2009 per public records, this home features four bedrooms and four baths with marble, granite, and Egyptian limestone surfaces throughout. Two of these are full en suites with water views; either can serve as a primary suite – one on the first floor, the other above. The first-floor suite overlooks the pool, spa, and waterway and includes a marble bath accented with onyx lighting. The second floor suite showcases bamboo flooring and a custom en suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. Enjoy tranquil outdoor living and beautiful sunset views from the elevated covered lanai featuring a wood plank ceiling, a summer kitchen with granite countertops, a roll-in grill, and granite tiled decking that surrounds the pool and spa. Hop on your boat from the low-maintenance composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. As an owner of this waterfront residence you will have access to the private Coral Cove intracoastal waterfront park and boat launch with a voluntary HOA. Surrounded by tropical landscaping and exterior lighting, this beautiful residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities that make Sarasota special. Come see for yourself the extraordinary value this home offers a future owner with vision!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Arme (941-266-4003)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000293 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
4078 GROVELAND AVE, SARASOTA, FL 34231
$315,000270 Days on yellowkey MLS ID: A4669478
REDUCED by $20,000 (6.0%) on 07/19/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Elementary School: Wilkinson Elementary
Remarks: ***ASSUMABLE FHA MORTGAGE AVAILABLE AT 2.9%*** In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. QUALIFIED BUYERS MAY HAVE THE OPPORTUNITY TO ASSUME THE EXISTING FHA LOAN AT A 2.9% INTEREST RATE. THIS RARE FINANCING OPTION COULD MEAN SIGNIFICANT MONTHLY SAVINGS COMPARED TO CURRENT MARKET RATES. ASSUMPTION IS SUBJECT TO LENDER APPROVAL AND BUYER QUALIFICATION. CONTACT THE LISTING AGENT FOR DETAILS.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
2114 FLOYD ST, SARASOTA, FL 34239
$2,150,00011 Days on yellowkey MLS ID: A4699956
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3105 Built: 1956 Tax: $6,429 (2025)Community: Loma Linda Park ResubSpa: YesSingle Family
Taxes:$6,429
Elementary School: Alta Vista Elementary
Remarks: Under Construction. Welcome to this stunning custom-built residence by Divald Homes, where timeless Modern Farmhouse design meets sophisticated craftsmanship and effortless luxury. From the moment you go inside, a soaring two-story foyer sets the tone for the home's architectural elegance, complemented by custom built-ins and thoughtfully curated designer finishes throughout. The heart of the home is an impressive two-story living room anchored by a dramatic floor-to-ceiling gas fireplace, creating a breathtaking focal point that seamlessly blends warmth and grandeur. Designed for everyday living and exceptional entertaining, the chef's kitchen is as beautiful as it is functional. A statement oversized island with waterfall-edge quartz countertops takes center stage, offering abundant space for gathering with family and guests. Crisp white custom cabinetry adorned with elegant hardware provides timeless appeal, while designer lighting and top of the line appliances elevate the space. A striking oversized chandelier illuminates the living room, complemented by carefully selected light and ceiling fan fixtures that add character and refinement throughout the home. Retreat to the luxurious first-floor primary suite, thoughtfully designed as a private sanctuary with access to the outdoor living space and heated saltwater pool. Outside you’ll also find a sleek poolside culinary deck with a fully equipped outdoor kitchen within the covered patio, surrounded by lush tropical plantings. The spacious primary bedroom offers a serene escape, while the spa-inspired en-suite bath features a walk-through closet, dual vanities and an expansive walk-in shower adorned with designer floor-to-ceiling tile that creates a resort-like experience. The second level offers exceptional flexibility with another oversized bedroom that could also be used as an optional primary bedroom, featuring a walk-in closet and convenient bath access. You will find two additional generously sized bedrooms thoughtfully positioned to provide comfort and privacy with private bathroom access. In addition, an expansive open-concept loft area creates a gathering space for movie nights, game days, or simply relaxing with family and friends, making this home as functional as it is beautiful. Every detail of this custom residence has been carefully considered, from the bespoke built-ins and statement lighting to the seamless blend of open living spaces and private retreats. The Modern Farmhouse aesthetic offers timeless appeal while embracing today's desire for sophisticated yet comfortable living. This property is also ideally just minutes from the vibrant arts and cultural scene of downtown Sarasota, world-renowned Gulf Coast beaches, exceptional dining, shopping and entertainment, and a short distance to the Sarasota Memorial Hospital. This extraordinary home offers the ideal balance of luxury, lifestyle and location. Experience custom craftsmanship at its finest in a residence designed to elevate everyday living.
Listing Agent: Robert Sherman (941-313-1301)
5740 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,950,000100 Days on yellowkey MLS ID: A4686166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $12,418 (2025)Community: Gulf & Bay Club Ph 6Spa: YesCondo
Taxes:$12,418
Remarks: A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
7631 COVE TER, SARASOTA, FL 34231
$2,890,0008 Days on yellowkey MLS ID: A4700159
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3496 Built: 2002Monthly Fee: $25 Tax: $12,532 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$12,532
Elementary School: Lakeview Elementary
Remarks: Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining.
Listing is courtesy of: FIRST LIGHT REAL ESTATE (941-650-2256)
Listing Agent: Cathy Rustin (941-650-2256)
915 SEASIDE DR #613, Weeks 32-33, SARASOTA, FL 34242
$5,00012 Days on yellowkey MLS ID: A4700052
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2460 Built: 2009 Tax: $428 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$428
Tax Year: 2026
Remarks: Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership interest allows you to enjoy the benefits of owning a professionally managed luxury residence without the expense, maintenance, or responsibilities associated with full-time ownership. In addition to your guaranteed fixed summer weeks on Siesta Key, the floating week offers added flexibility for another annual stay. Owners may also have opportunities to use their Hyatt Vacation Club ownership to explore other participating Hyatt Vacation Club properties, subject to Hyatt Vacation Club’s applicable exchange program, reservation procedures, point values, and availability. Set directly on the Gulf of Mexico, this expansive Siesta Key beachfront residence offers the space, comfort, and privacy of a luxury condominium combined with the services and amenities of a premier resort. The thoughtfully designed floor plan includes a spacious primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa, providing comfortable accommodations for family and guests. The residence is beautifully appointed with custom furnishings originally valued at more than $150,000, imported linens, and a fully equipped gourmet kitchen featuring premium appliances by Wolf, Sub-Zero, and Fisher & Paykel. Every detail has been carefully considered, allowing owners to arrive, settle in, and immediately begin enjoying their Siesta Key vacation. Ownership also includes access to Hyatt Vacation Club’s renowned hospitality services, including attentive front-desk and recreation staff, assistance with local activities and reservations, valet parking, and 24-hour security. Owners enjoy the lifestyle of a luxury Gulf-front condominium with resort-style services and amenities—at a fraction of the cost of purchasing and maintaining a full-time beachfront residence. This is a rare opportunity to own a summer fractional package on Siesta Key Beach, enjoy two consecutive fixed weeks each year, benefit from an additional floating week, and potentially experience other Hyatt Vacation Club destinations through the ownership program.
Listing Agent: Kelly Mooney (941-587-8430)
2742 S EAST AVE, SARASOTA, FL 34239
$500,00082 Days on yellowkey MLS ID: A4692545
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1342 Built: 1957 Tax: $331 (2025)Community: South Side ParkSingle Family
Taxes:$331
Remarks: Opportunity knocks in one of Sarasota's most sought after neighborhoods. Surrounded by multimillion dollar homes, this 2 bedroom, 2 bathroom pool home is ideal for investors, builders, renovators, or buyers looking to secure a prime piece of real estate and create something truly special. Whether you envision a complete renovation or a future custom home, the possibilities are endless. Set on a mature lot with tropical plants, this property offers exceptional privacy and a tranquil setting. The screened pool area is the centerpiece of the home, providing the perfect space to entertain, unwind, or transform into an impressive outdoor living area. Inside, the home features higher ceilings, two spacious living areas, generously sized bedrooms with built in closets, and a Location doesn't get much better than this. You're minutes from everything that makes Sarasota special, Sarasota Memorial Hospital is less than a mile away, Downtown Sarasota and Main Street's shops and restaurants are just under two miles down the road, and world-famous Siesta Key Beach is a quick four-mile drive. Outdoor lovers will appreciate Arlington Park right around the corner, with its walking trails, tennis courts, aquatic center, playgrounds, and dog park. Families will also love that the home falls within a highly rated school districts all within walking distance. Additional features include city water and sewer, a carport, and an estimated 4 year old air conditioning system. The roof is estimated to be approximately 15 years old. Properties with this combination of location, value, and potential are becoming increasingly difficult to find. Bring your vision and take advantage of this exceptional opportunity before it is gone.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
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