Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
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Sarasota - 615 properties found
5301 SADDLE OAK TRL, SARASOTA, FL 34241
$1,999,000131 Days on yellowkey MLS ID: A4680226
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2003Monthly Fee: $114 Tax: $10,477 (2025)Community: Saddle Oak EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,477
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Toma Milbank Pllc (941-720-5174)
3988 LOSILLIAS DR, SARASOTA, FL 34238
$1,575,00029 Days on yellowkey MLS ID: OM725373
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4840 Built: 1988Monthly Fee: $323 Tax: $13,005 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$13,005
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled behind the gates of one of Sarasota’s most established neighborhoods, this Prestancia home offers quiet luxury and golf course views, where expansive indoor and outdoor living spaces epitomize Florida-living. The thoughtfully designed layout boasts a private master wing on one side, and casual living areas and additional bedrooms on the opposite. Joining the two wings are a formal dining and living room, distinguished by high ceilings, transom windows, and sliding doors which lead to an inviting outdoor retreat. The grand, master suite includes a dressing area, large walk-in closets, and a convenient, wall-enclosed dog yard for pets to safely enjoy. The adjoining master bath hosts separate custom vanities, a Roman walk-in shower, and a water-closet equipped with a hands-free electronic toilet/bidet. Just beyond the spa tub, double French doors open onto a secluded outdoor gathering space complete with a fireplace, perfect for unwinding on cozy evenings. The spacious kitchen is well suited for preparing both gourmet meals and quick refreshments served through the pass-through sliding windows that open to the outdoor eating area. Adjacent the kitchen is a large family room with soaring ceilings, a stone fireplace, and full wet bar. The outdoor oasis is bordered by the home on three sides and the 3rd hole of TPC Prestancia on the fourth, and includes a sparkling pool and spa, integrated grill, shaded area for dining and plenty of space to enjoy Florida sunshine. Residents of this Audubon Cooperative Sanctuary community enjoy watching families of sandhill cranes while bald eagles soar overhead. Just minutes from Siesta Key Beach and downtown Sarasota, the home’s new roof, pull down storm shutters, and a whole home generator provide worry-free living. Optional membership is available at TPC Prestancia Golf Club featuring two 18-hole courses, dining, and social activities.
Listing is courtesy of: BLUE MAGNOLIA REAL ESTATE LLC (352-441-0743)
Listing Agent: Heidi Jasper (352-441-0743)
7524 WESTMORELAND DR, SARASOTA, FL 34243
$5,500,00014 Days on yellowkey MLS ID: A4695898
Bed: 6 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 6215 Built: 2001 Tax: $15,233 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$15,233
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
411 BURNS COURT, SARASOTA, FL 34236
$1,075,00033 Days on yellowkey MLS ID: A4694679
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
1356 POINT CRISP RD, SARASOTA, FL 34242
$4,495,00049 Days on yellowkey MLS ID: A4692551
2 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 7443 Built: 2005 Tax: $61,095 (2025)Community: Point Crisp AddSpa: YesSingle Family
Taxes:$61,095
Remarks: Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000130 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
8458 SNOWFALL ST, SARASOTA, FL 34241
$1,889,000110 Days on yellowkey MLS ID: A4685211
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $106,000 (5.3%) on 05/01/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4562 Built: 2024Monthly Fee: $251 Tax: $16,228 (2025)Community: Skye Ranch Nbrhd ThreeSpa: YesSingle Family
Taxes:$16,228
Elementary School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to 8458 Snowfall Street, an exceptional residence completed in 2024 and located in the highly sought-after Skye Ranch community of Sarasota, where luxury living meets a vibrant, family-oriented neighborhood and outstanding resort-style amenities. This impressive home offers 4 bedrooms, 4 full bathrooms, and 2 half baths across a spacious, thoughtfully designed floor plan that balances comfort, style, and functionality. The residence includes the primary bedroom on the first floor, a private office and a dedicated media room and in-law-suite on the second floor providing flexible spaces for work, entertainment, and everyday living. Expansive open living areas are filled with natural light and designed for effortless entertaining, seamlessly connecting the interior living spaces with the outdoor retreat. Outdoor living is truly resort-inspired. The expansive 1400 square ft. lanai features an oversized pool and spa, along with a fully equipped outdoor kitchen, fire pit and golf putting green creating the perfect setting for hosting gatherings or enjoying relaxing evenings in your private backyard oasis. Beyond the home itself, residents of Skye Ranch enjoy one of Sarasota's most dynamic master-planned communities. At the heart of the neighborhood is The HUB Amenity Center, where families gather to enjoy a resort-style pool and splash pad, fitness center, basketball court, climbing wall, clubhouse and café, sports courts, playgrounds, dog park, and over 23 miles of scenic walking and biking trails woven throughout beautiful natural preserves. The HUB also hosts a lively calendar of community events, family activities, movie nights, and seasonal celebrations, creating a warm and welcoming environment where neighbors quickly become friends. Ideally located near the new Skye Ranch K-8 School and just minutes from I-75, shopping, dining, and Sarasota's world-renowned Gulf Coast beaches, this remarkable home offers the perfect balance of luxury, recreation, and community connection.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
119 AVENIDA MESSINA, SARASOTA, FL 34242
$5,450,000365 Days on yellowkey MLS ID: A4656843
Bed: 7 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 3600 Built: 2023 Tax: $15,412 (2025)Community: Mira Mar BeachSingle Family
Taxes:$15,412
Remarks: Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
1850 WEBBER ST, SARASOTA, FL 34239
$3,790,00089 Days on yellowkey MLS ID: A4686673
REDUCED by $100,000 (2.6%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3931 BAY SHORE RD, SARASOTA, FL 34234
$2,900,000420 Days on yellowkey MLS ID: A4649616
REDUCED by $100,000 (3.3%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Virtually Staged. Move-in ready luxury "Beyond the Gates" of Sarasota Bay. Nestled in the historic Indian Beach–Sapphire Shores neighborhood, this single-level bayfront retreat offers 3,000 sq. ft. of refined living space. "Effective Year Built: (2005) per County Tax Records. Reimagined in 2010 and freshly updated interior and landscaping in 2025, the residence features a metal roof and full impact windows for total peace of mind. The 4-bedroom, 3-bath interior captures amazing sunset views through expansive glass, flowing effortlessly to a private bayfront pool. A rare opportunity for both luxury living and investment potential, this Sarasota Bay waterfront estate allows weekly rentals and is ideally positioned to capitalize on Sarasota's thriving vacation rental market. The combination of direct bay frontage, stunning sunsets, private pool, extensive 2025 renovations, and proximity to downtown Sarasota, Longboat Key, St. Armands Circle, IMG Academy, and SRQ Airport creates broad appeal for seasonal and short-term guests seeking a premier waterfront experience.Enjoy a private sanctuary only 10 minutes from Downtown Sarasota. Potential for ADU and short term rental subject to City of Sarasota regulations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,525,00077 Days on yellowkey MLS ID: A4689027
REDUCED by $100,000 (6.2%) on 06/10/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Elementary School: Phillippi Shores Elementary
Remarks: NOW OFFERED AT A SIGNIFICANTLY IMPROVED PRICE, this is an outstanding opportunity to own a custom WEST-OF-TRAIL home in one of Sarasota's most desirable GATED COMMUNITIES. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
12028 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,299,000124 Days on yellowkey MLS ID: A4682813
REDUCED by $50,500 (3.7%) on 05/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2862 Built: 2017Monthly Fee: $560 Tax: $7,835 (2025)Community: Legacy Estates On Palmer RanchSingle Family
Taxes:$7,835
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Experience Florida luxury in this exquisite fully furnished 2862 square feet, 3-bedroom, 3.5-bath with 3 car garage residence, nestled in the gated maintenance free enclave of Legacy Estates at Palmer Ranch. This meticulously designed home combines unparalleled comfort, offering complete peace of mind with a robust emergency generator, whole-house impact glass windows and roll down hurricane screens. Entertainers will delight in an open floor plan that leads to the opulent outdoor kitchen, featuring a professional 60,000 BTU gas burner—the perfect setting for creating culinary masterpieces under the Florida sun. The inviting en-suite primary bedroom features two walk-in closets. Designed for a care-free lifestyle, the open floor plan flows seamlessly, highlighting elegant finishes throughout. This home features a gourmet kitchen with an expansive quartz island, tray ceilings and extended covered outdoor lanai. Residents enjoy exclusive access to resort-style amenities, including dog parks, 8 Pickleball courts, 2 tennis courts, splash park, a stunning pool, spa, fitness center, and a dedicated lifestyle manager. This home offers the perfect blend of security, convenience, and luxury living in one of Sarasota's most sought-after communities, close to beaches and top-tier dining. Convenient Sarasota location with easy access to Pine View Gifted School, Costco, Legacy bike and walking trail. Nearby Whole Foods and Trader Joes opening soon. Make your life easy and elevate your lifestyle today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valentina Pippin (407-900-1001)
316 BEACH RD, SARASOTA, FL 34242
$5,249,000119 Days on yellowkey MLS ID: A4683801
REDUCED by $250,000 (4.5%) on 06/16/2026
Bed: 8 Bath: 9.0 Gar: 2 Liv Area Sq Ft: 4681 Built: 1996 Tax: $37,822 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$37,822
Remarks: Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950433 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing Agent: Linda Scheller, Llc (941-806-7981)
8889 ENCLAVE CT, SARASOTA, FL 34238
$1,550,00016 Days on yellowkey MLS ID: A4696410
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3080 Built: 2004Monthly Fee: $589 Tax: $6,490 (2025)Community: Enclave At Silver OakSpa: NoSingle Family
Taxes:$6,490
Remarks: Exquisite custom-built pool home nestled within the prestigious guard-gated community of Silver Oak at Palmer Ranch. Surrounded by lush tropical landscaping, this exceptional residence showcases timeless craftsmanship, welcoming you with a paver driveway, spacious 3-car garage, and impressive wood double-door entry. Impeccable attention to detail is evident throughout, with travertine tile flooring, recessed lighting, crown molding, elegant tray and coffered ceilings, and thoughtfully designed living spaces. Designed with entertaining in mind, the formal dining room flows seamlessly into an oversized sunken wet bar featuring custom wood cabinetry, refrigerator and dishwasher, creating a sophisticated gathering space. Chef’s kitchen showcasing custom rich wood cabinetry, under-cabinet lighting, pullout shelving, granite countertops, stainless steel appliances, center island, breakfast bar seating and a sunny breakfast nook with aquarium window overlooking the pool. The spacious living room embraces Florida living with pocket sliding glass doors that open completely to reveal breathtaking views of the outdoor oasis. Step outside to the expansive screened lanai featuring a Pebble Tec pool, Pentair pool heater for year-round enjoyment, charming mermaid fountain, and a fully equipped outdoor kitchen complete with a Lynx grill, refrigerator, and bar seating. The primary suite serves as a private retreat, offering a tray ceiling, two custom walk-in closets, and a spa-inspired ensuite bath with dual granite vanities, abundant storage, soaking tub, walk-in shower, and private water closet. The desirable split-bedroom floor plan provides privacy for guests with their own wing, dedicated bathroom, and direct access to the pool area. Additional features include a private den with custom built-in desk and wall system, powder bath, laundry room with Samsung front-load washer and dryer (2024), built-in cabinetry and utility sink, security alarm system, central vacuum, and a replaced water heater (2024). Silver Oak is a highly sought-after 24-hour guard-gated community with no CDD fees and maintenance-free lawn care included. Perfectly positioned in Palmer Ranch between Sarasota and Venice, this exceptional location offers easy access to the Legacy Trail, premier shopping and dining, championship golf, entertainment, vibrant downtown districts, and the renowned beaches of Siesta Key and Nokomis.
Listing Agent: Judy Nimz (941-374-0196)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000125 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Laurel Oak Estates, this lakefront residence is positioned on an oversized corner homesite and offers a rare combination of architectural character, extensive updates, and exceptional versatility for today's luxury buyer. Designed for both everyday comfort and grand-scale entertaining, the home features soaring ceilings, custom millwork, solid wood doors, expansive gathering spaces, and walls of glass that frame peaceful lake views throughout. The renovated chef's kitchen anchors the home with custom cabinetry, premium appliances, generous prep space, and seamless connection to the surrounding living and dining areas. Five en-suite bedrooms provide privacy for family and guests, including a private guest suite with separate entrance that creates an ideal setting for multigenerational living, extended family, long-term guests, live-in assistance, or a dedicated work-from-home environment. Featuring soaring ceilings, loft space, abundant natural light, and a private balcony, this unique retreat offers endless possibilities as an art studio, executive office, fitness space, hobby room, or creative sanctuary. Outdoor living is equally impressive with a recently resurfaced pool and spa, expansive paver lanai, outdoor shower, courtyard fountain, and tranquil lake views creating a private resort-style setting. Recent improvements throughout the home include significant updates to the kitchen, bathrooms, flooring, lighting, cabinetry, millwork, and major mechanical systems, allowing buyers to enjoy the character of an established estate with the comfort of modern living. Residents enjoy 24-hour guard-gated security and optional Laurel Oak Country Club membership featuring two championship golf courses, tennis, fitness, dining, and an active social calendar. For buyers seeking more than another luxury home, this is a rare opportunity to own one of Laurel Oak's most versatile estate properties with exceptional scale, lakefront privacy, and the flexibility to accommodate multigenerational living, changing lifestyles, and evolving needs for years to come.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
8083 WATERBEND TRL, SARASOTA, FL 34240
$1,849,000156 Days on yellowkey MLS ID: A4678845
REDUCED by $50,000 (2.6%) on 05/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2020Monthly Fee: $408 Tax: $12,784 (2025)Community: Lakehouse Cove/Waterside Ph 2Single Family
Taxes:$12,784
High School: Booker High
Remarks: Nestled in the heart of the prestigious Lakehouse Cove community, this extraordinary home redefines Florida luxury living with its unparalleled blend of elegance, seclusion, and natural beauty. Sitting on the largest lot in Lakehouse Cove, this property offers an unmatched sense of privacy, with a 35-foot buffer on one side and 50 feet on the other. Adding to its exclusivity, the home boasts 2000 feet of uninterrupted long lake views, with nothing but serene waters and spectacular sunrises & sunsets as your backdrop—no neighbors in sight. This North-facing gem is designed to soak in the Florida sunshine, filling every corner with warm, natural light. Inside, the*open Outrigger floor plan is thoughtfully crafted, featuring a split-bedroom layout for ultimate privacy. The expansive chef’s kitchen impresses with two-tone countertops, a gas stove, and abundant storage, making it as functional as it is beautiful. Elegant details like tray ceilings, plantation shutters, and impact-rated windows and sliding doors add sophistication and peace of mind. Step outside, and you’ll find an entertainer’s dream. The frameless screened patio offers unobstructed views of the shimmering lake, while the heated saltwater pool and summer kitchen set the stage for unforgettable gatherings. The custom landscaped yard and spacious covered patio create a tranquil outdoor haven, and the cozy front patio overlooking a serene wildlife preserve adds even more charm. Practical upgrades abound here: an extended garage for extra convenience, additional cabinetry for effortless organization, and the removal of interior columns to create an open, airy flow. Every detail has been meticulously designed for comfort, style, and a seamless indoor-outdoor lifestyle. Purchasing this home with all its premium upgrades and this prime lot directly from the builder would cost over $2.5 million, if available. Why wait or pay more? This stunning, move-in-ready home is a rare opportunity to own the best of Lakehouse Cove today. Furniture included in the sale
Listing Agent: Pierre Shaheen (954-907-7648)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000334 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
4737 STONE RIDGE TRL, SARASOTA, FL 34232
$1,449,000265 Days on yellowkey MLS ID: A4663310
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 1980Monthly Fee: $58 Tax: $7,017 (2025)Community: Hidden Oaks EstatesSpa: YesSingle Family
Taxes:$7,017
Elementary School: Fruitville Elementary
Remarks: Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
7647 SANDERLING RD, SARASOTA, FL 34242
$2,998,000100 Days on yellowkey MLS ID: TB8486392
REDUCED by $302,000 (9.2%) on 05/13/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,004
Remarks: The Ness House | A Rare Architectural Offering in Sanderling A rare opportunity has emerged on Siesta Key. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
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