Location: Sarasota
Do Not Show Listings
617 SIESTA DR, SARASOTA, FL 34242
$949,90034 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$32,740
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Gary Hoskins (941-809-7709)
4315 REFLECTIONS PKWY, SARASOTA, FL 34233
$510,00034 Days on yellowkey MLS ID: O6418235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 2001Monthly Fee: $312 Tax: $3,361 (2025)Community: Villa RosaSingle Family
Taxes:$3,361
Elementary School: Ashton Elementary
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Chris Romany (407-796-8458)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00034 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7763 NIGHTFALL TER, SARASOTA, FL 34241
$719,900168 Days on yellowkey MLS ID: A4681756
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $4,800 (0.7%) on 05/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2022Monthly Fee: $251 Tax: $9,835 (2025)Community: Skye Ranch Nbrhd 4 North Ph 1Spa: NoSingle Family
Taxes:$9,835
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. This 4-bedroom, 3.5-bath pool home offers a well-designed floor plan with the primary bedroom, laundry room, and a dedicated study conveniently located on the first floor. A gourmet kitchen with a gas stove, is ideal for both everyday living and entertaining. Upstairs, bedroom 2 features an ensuite bath, providing added privacy for guests or family members, along with additional bedrooms. Completing the upstairs a spacious game room and oversized loft provide endless flexibility—movie nights, game days, play zones, or creative spaces that evolve with your family. Outside, the screened lanai becomes the heart of the home, where evenings are spent floating in the pool, watching spectacular sunsets over the lake and green space beyond, and savoring the peaceful rhythm of Florida living. The lanai is outdoor kitchen ready with plumbing, gas, water, and electricity already in place. The home is equipped with solar panels providing full home energy consumption, resulting in exceptionally low average power bills of approximately $75/month. Located within a gated, amenity-rich community, residents enjoy an active lifestyle with indoor and outdoor basketball courts, sand volleyball, soccer field, rock climbing wall, ping pong, resort-style pool, mini-Olympic pool, splash pad, playground, dog park, and an onsite café for convenient dining. Walking distance to the new Skye Ranch K–8 School and just minutes to I-75, offering quick access to shopping, dining, and the world-renowned Siesta Key Beach with its sugar-sand shoreline.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jennifer Ford (941-376-5366)
3750 BAYOU LOUISE LN, SARASOTA, FL 34242
$12,900,000132 Days on yellowkey MLS ID: A4686535
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5273 Built: 1997 Tax: $61,016 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$61,016
Remarks: Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
4511 BAY SHORE RD, SARASOTA, FL 34234
$7,995,000192 Days on yellowkey MLS ID: A4678538
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 5812 Built: 1928 Tax: $46,124 (2025)Community: Indian BeachSingle Family
Taxes:$46,124
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.
1435 WESTWAY DR, SARASOTA, FL 34236
$11,900,00035 Days on yellowkey MLS ID: A4697230
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 5759 Built: 2013Monthly Fee: $21 Tax: $134,995 (2025)Community: Lido C/Lido ShoresSingle Family
Taxes:$134,995
Elementary School: Southside Elementary
Remarks: At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
2098 PALM VIEW RD, SARASOTA, FL 34240
$944,000172 Days on yellowkey MLS ID: A4680898
2 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3732 Built: 2004Monthly Fee: $47 Tax: $5,785 (2025)Community: Oak Ford Golf ClubSpa: YesSingle Family
Taxes:$5,785
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. If you're looking for room to breathe, privacy, and water views, look no further than 2098 Palm View Road. Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of openness and comfort. Overlooking 2 tranquil ponds, the property enjoys a peaceful, natural setting and offers more than 3,700 sf of living space. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. The 4 bedroom, 3 bathroom layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen with a gas range and island come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, an island with storage and seating, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the screened outdoor patio and living area. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with ample space for gardening or playing sports, with pond and lush preserve views.. A waterside fire-pit seating area and a shaded swing add additional inviting destinations and the perfect spots to end the day. This nearly one-acre homesite also includes an oversized 3-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting. Just a short drive west, Waterside Place and Fruitville Commons offer upscale eating and activities. Just a little further, Downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions. In this gorgeous home, you have access to everything Sarasota has to offer, and a sanctuary to retreat to.
Listing Agent: Kelly Rosenberg (941-961-4948)
2232 GROVE ST, SARASOTA, FL 34239
$2,350,000265 Days on yellowkey MLS ID: A4670786
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3800 Built: 2025 Tax: $9,281 (2024)Community: Blossom BrookSpa: YesSingle Family
Taxes:$9,281
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Imagine waking up to the soft glow of Florida sunlight streaming through expansive windows, the aroma of morning coffee drifting from your open-concept kitchen, and laughter echoing from your backyard oasis. Welcome to your future home at 2232 Grove Street — a place where innovative design meets effortless family living. Nestled in the heart of Sarasota, this custom modern residence has been thoughtfully envisioned for both comfort and connection. The design balances clean architectural lines with natural warmth — soaring ceilings, elegant finishes, and light-filled living spaces that open seamlessly to outdoor areas. Here, every detail invites gathering and togetherness — from the spacious chef’s kitchen perfect for Sunday breakfasts, to the inviting great room where memories unfold. Step outside to a private backyard oasis, backing up to large single-family parcels that ensure peace and privacy. There’s room for play, and for the simple joys of Florida living. Whether it’s hosting friends under the stars or watching the kids chase fireflies at dusk, this home was made for moments that matter. Just minutes from downtown Sarasota, top-rated schools, and Siesta Key’s pristine beaches, 2232 Grove Street offers more than a home — it’s the foundation for your next chapter. Write your story here, where modern luxury and approachable comfort are seamles.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
9296 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,090,000154 Days on yellowkey MLS ID: A4683429
REDUCED by $110,000 (5.0%) on 06/23/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4877 Built: 2022Monthly Fee: $251 Tax: $18,536 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$18,536
Elementary School: K-8 At Clark And Lorriane
Remarks: Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
3440 GULFMEAD DR, SARASOTA, FL 34242
$12,900,000186 Days on yellowkey MLS ID: A4679384
REDUCED by $1,050,000 (7.5%) on 06/23/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6596 Built: 2008 Tax: $58,421 (2025)Community: Gulfmead EstatesSpa: NoSingle Family
Taxes:$58,421
Remarks: Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.
Listing Agent: Jennifer Linehan (941-266-7555)
2121 33RD ST, SARASOTA, FL 34234
$189,90080 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4211 64TH AVE E, SARASOTA, FL 34243
$465,00035 Days on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dawn Merrill (941-915-7126)
5285 TWINFLOWER LN, SARASOTA, FL 34233
$614,90035 Days on yellowkey MLS ID: A4697830
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2019Monthly Fee: $212 Tax: $5,997 (2025)Community: Reserve/HonoreSingle Family
Taxes:$5,997
Remarks: Virtually Staged. Welcome to 5285 Twinflower Lane, a beautifully maintained and thoughtfully upgraded home in the highly desirable Reserve at Honore community. Built in 2019, this 3-bedroom, 2-bath residence offers 2,231 square feet of modern living space designed for both everyday comfort and effortless entertaining. From the moment you enter, you'll appreciate the bright, open-concept floor plan, soaring 10 to 11-foot ceilings, and luxury vinyl flooring that flows throughout the main living areas. The spacious kitchen serves as the heart of the home, featuring elegant quartz countertops, abundant cabinetry, and ample workspace for meal preparation, gatherings, and entertaining guests. The generous living and dining areas are filled with natural light and seamlessly connect to the outdoor living space, creating an inviting indoor-outdoor lifestyle that Florida homeowners love. The primary suite provides a private retreat with ample space to relax, while two additional bedrooms offer flexibility for family, guests, a home office, or hobby room. What truly sets this home apart is its impressive list of upgrades focused on efficiency, comfort, and peace of mind. Solar panels help reduce energy costs, while a whole-home generator provides dependable backup power during storms and unexpected outages. Additional enhancements include a blue-light HVAC purification system designed to improve indoor air quality, a 6-foot PVC privacy fence surrounding the backyard, and an extended lanai that creates the perfect setting for outdoor dining, entertaining, or simply enjoying the Florida sunshine. The exterior offers attractive curb appeal, a spacious 2-car garage, and a private backyard with peaceful patio views. Major systems reflect the home's newer construction, including a 7-year-old roof and 7-year-old air conditioning system, allowing buyers to enjoy the benefits of modern building standards and reduced maintenance concerns. Located in Reserve at Honore, this home places you close to shopping, dining, parks, top-rated schools, medical facilities, and the many attractions that make Sarasota one of Florida's most sought-after places to live. Whether you're searching for a primary residence, seasonal retreat, or move-in-ready home with valuable upgrades already in place, 5285 Twinflower Lane delivers the ideal combination of style, functionality, energy efficiency, and location. Don't miss this opportunity to own a newer Sarasota home featuring solar power, whole-home generator protection, an extended lanai, privacy fencing, and modern finishes throughout. Schedule your private showing today and experience everything this exceptional property has to offer.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
2629 WATERFRONT CIR, SARASOTA, FL 34240
$1,199,00035 Days on yellowkey MLS ID: A4696784
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2828 Built: 2026Monthly Fee: $352 Tax: $3,070 (2025)Community: Monterey/Lakewood RanchSpa: NoSingle Family
Taxes:$3,070
Remarks: **Rare Never-Occupied Lakefront Selby in Monterey at Lakewood Ranch** Experience a rare ready-now opportunity in Monterey at Lakewood Ranch with this never-occupied Toll Brothers Selby. This 4-bedroom, 3.5-bath Transitional-style residence offers the appeal of new construction without the current build wait. Set on a premium lakefront homesite with no neighbor directly behind, the home offers a peaceful waterfront backdrop and a greater sense of privacy than many traditional homesites. For buyers seeking immediate ownership in Monterey, this property presents a compelling opportunity in a community where no quick move-in homes are currently available. The Selby floor plan was designed for beauty, function, and sophistication, with the refined flow luxury buyers expect. A grand foyer creates a memorable first impression and leads into an open great room designed for gathering, natural light, and everyday comfort. The kitchen overlooks the casual dining area and great room, creating a central living space that feels equally suited for entertaining, hosting guests, or enjoying quiet evenings at home. A large center island, generous cabinet and counter space, and walk-in pantry further enhance the kitchen’s livability. The primary suite offers a private retreat with dual walk-in closets and a relaxing bath featuring dual sinks, a luxe shower, linen storage, and a private water closet. Two secondary bedrooms include roomy closets and share a hall bath, while an additional secondary bedroom features a walk-in closet and private bath, creating excellent flexibility for guests, family, or work-from-home needs. The covered lanai extends the home’s living space outdoors and is accessed from the great room through multi-slide doors, allowing the lakefront setting to become part of daily living. Premium selections include an alternate kitchen layout, epoxy-coated garage floor, whole-house gutters, spray foam insulation, masonry core foam insulation package, pool prep package, and outdoor kitchen prep package. Monterey at Lakewood Ranch is a private gated Toll Brothers community designed around luxury homes, natural Florida ponds and lakes, and an elevated amenity lifestyle. Future community amenities are planned to include a resort-style pool, tennis courts, pickleball courts, fitness center, walking trails, dog park, open green space, and more. Located within the highly regarded Lakewood Ranch area, Monterey offers access to the broader lifestyle the region is known for, including nearby dining, shopping, recreation, events, golf, polo, and Gulf Coast beaches. For the buyer who wants a never-occupied Toll Brothers home, lakefront setting, no rear neighbor, documented upgrades, and the ability to move without waiting for a future build, this Selby residence is an exceptional opportunity in Monterey at Lakewood Ranch.
Listing is courtesy of: QUARTZ COAST REALTY INC (941-504-3874)
Listing Agent: Joy Eakins (417-612-1491)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,200,000125 Days on yellowkey MLS ID: A4686192
REDUCED by $50,000 (2.2%) on 06/22/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Remarks: Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
7522 CONSERVATION CT, SARASOTA, FL 34241
$1,499,000146 Days on yellowkey MLS ID: A4684574
REDUCED by $96,000 (6.0%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3898 Built: 2006Monthly Fee: $495 Tax: $9,365 (2025)Community: Preserve At Heron LakeSpa: YesSingle Family
Taxes:$9,365
Remarks: This Preserve at Heron Lake Estate Home was built by Arthur Rutenberg in 2008 by the owners. Pride of ownership abounds. On a ¾-acre corner lot with four bedrooms, 3 ½ baths, the split floor plan offers plenty of space to spread out and live large! The home has an open kitchen/family room, bar area, walk-in pantry and eat-in dining area with an aquarium window looking out onto the saltwater pool and spa, complete with travertine decking. A formal dining room, living room with fireplace and family room that opens out to the pool deck with triple sliding doors that pocket, creating indoor/outdoor living. The kitchen has a Viking cooktop, GE Profile appliances, double convection ovens, built-in microwave and a double drawer under-island refrigerator. The owner’s suite is something to behold with sitting area space, large dual custom closets, owners bath with tub and Roman walk-in shower, dual vanity sink areas and private water closet. New luxury vinyl plank in owner’s suite and Jack and Jill bedrooms. Custom closets, soft-close custom cabinetry and custom lighting throughout, wood plantation shutter window treatments. Four-tray ceilings with Venetian plaster. Entire exterior painted in 2023. Leaf Guard gutter system. Zoned for three AC. Garage has built-in cabinetry and air conditioner has been added. Owners customized the three-car garage, a closet in the owner's suite and the formal dining area, all are larger than original floor plan.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Candria Crisp, Pa (941-726-5822)
4221 HEARTHSTONE DR, SARASOTA, FL 34238
$649,00059 Days on yellowkey MLS ID: A4693372
2 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1993Monthly Fee: $140 Tax: $4,743 (2025)Community: Huntington PointeSingle Family
Taxes:$4,743
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Your Updated and Beautifully move-in-ready home awaits! There are Brand New luxury vinyl floors and fresh paint throughout! There are shiny modern baseboards and cove moldings, new vanities and fixtures in the 2 guest bathrooms. You'll feel the openness immediately. The lake view as you walk through the front double doors will help you relax and feel right at home. This spacious home offers 4 bedrooms and 3 bathrooms in a split plan that provides privacy for owners and guests. The 4th bedroom suite could easily be a mother-in-law suite or nanny's quarters, with pool access. High ceilings, crown moldings, French doors, and a flexible floor plan all combine to appeal to any size family - or extended family! The spacious kitchen features generous size granite counters, luxury appliances, and an open view to the family room, so everyone is involved in the dinner details! The butler pantry cabinet helps make food prep or buffet service easy! Informal dining is right there too, with a view through the aquarium window to the pool and double lanai space. The primary bedroom suite has pool access and features a large walk-in closet with built-in shelves and drawers. His and hers sink cabinets provide space and storage. The glass-block-surrounded walk-in shower will rinse off the tension from your day. There's plenty of room for sun bathing by the pool, and the lanai offers privacy and shade for relaxing, with fans and lights for your evening enjoyment. Tucked in the middle of a gated neighborhood on Palmer Ranch, this house will entice you with its details, location, and open feeling. The location is close to lots of shopping and restaurants, the Legacy biking and walking trail, Oscar Scherer State Park, Siesta Key's world-famous snow-white quartz sand beach, Nokomis Beach, churches, libraries, Pine View School for Gifted Students, and marinas and accesses to Sarasota Bay for boating, fishing, and kayaking to watch the manatees and dolphins. The new and original Sarasota Memorial hospital campuses are not far away. Four Bedrooms, two updated living spaces, three bathrooms, an inviting pool, and a lake view!!! What are you waiting for?
Listing Agent: Susan Keal (941-320-1689)
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,00049 Days on yellowkey MLS ID: A4695665
Bed: 3 Bath: 3.0 Gar: 12 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSpa: NoSingle Family
Taxes:$8,764
Remarks: Welcome to 3467 Compound Court — an extraordinary custom residence where luxury, scale, and versatility come together in a way that is rarely available. Designed for those who expect more from their home, this exceptional property offers refined living paired with one of its most impressive features: an expansive additional garage with six doors and the capacity to accommodate an extensive vehicle collection and so much more. Whether you are a car enthusiast, collector, business owner, RV owner, or simply value exceptional storage and flexibility, the massive secondary garage delivers endless possibilities. With room for multiple vehicles, recreational equipment, boats, workshop space, and oversized storage, this is a true estate-style amenity that sets the property apart. Inside, the home continues to impress with spacious interiors, thoughtfully designed gathering spaces, and elevated finishes throughout. Open-concept living areas create effortless flow for entertaining and everyday comfort, while generous windows invite natural light and showcase the surrounding setting. 3467 Compound Court is more than a luxury home—it’s a destination property built for those who need exceptional garage capacity without sacrificing elegance, comfort, or style.Rarely does a property offer this level of sophistication combined with such remarkable utility. A one-of-a-kind opportunity to own a residence where your lifestyle—and your collection—finally have room to grow.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
2907 MARSHALL DR, SARASOTA, FL 34239
$675,000276 Days on yellowkey MLS ID: A4669618
INCREASED by $75,001 (12.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
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