1,448 listings found
3607 FLAMINGO AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 3,876 SqFt · $1,277/SqFt
Days on Market: 197
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND SHORES
Year built: 2005
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
DIRECT ACCESS TO INTRACOASTAL WATERWAY - North Siesta Key's Bay Island Boater's Dream - Experience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone counter-tops. A true Chef's ... Read more....»
340 MORNINGSIDE DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,280 SqFt · $1,502/SqFt
Days on Market: 148
County: Sarasota
Subdiv/Community Name: Lido Shores
Legal Subdivision Name: LIDO C
Year built: 1993
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each ... Read more....»
533 VENICE LANE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 3,765 SqFt · $1,275/SqFt
Days on Market: 105
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an ... Read more....»
1519 HARBOR DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,970 SqFt · $1,197/SqFt
Days on Market: 124
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES SEC 2
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Under Construction. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room ... Read more....»
1575 EASTBROOK DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 4,087 SqFt · $1,150/SqFt
Days on Market: 384
County: Sarasota
Subdiv/Community Name: Kentwood Estates
Legal Subdivision Name: KENTWOOD ESTATES
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Construction and staging have been completed in this stunning new home by award-winning Trinity Custom Homes. Discover luxury and innovation in this remarkable four-bedroom-plus-den, 5.5-bath, West-of-the-Trail home. This custom-designed residence showcases superior craftsmanship, offering a sophisticated blend of modern design and top-tier functionality. Every detail has been meticulously planned, from the gourmet kitchen, which features Thermador appliances, a 42-inch refrigerator, a five-burner gas cooktop, double ovens, and abundant pantry storage, to the great room plan with a soaring, vaulted ceiling, wood trusses with LED uplighting and fireplace, ideal for fabulous entertaining and everyday living. The dining area features an entertainment ... Read more....»
1436 PINE BAY DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,128 SqFt · $1,138/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Johnson Estates
Legal Subdivision Name: JOHNSON ESTATES
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Pre-Construction. To be built. Experience modern coastal living at its finest with the Coral Isle by Heritage Builders. Nestled on an expansive 20,000+ sq. ft. homesite in the highly coveted Oyster Bay neighborhood, this newly crafted ranch-style residence effortlessly blends contemporary design with timeless architectural elements. With 4,128 sq. ft. of air-conditioned living space all on one level, the home offers an ideal layout featuring four spacious bedrooms, a dedicated media room, private office, casual dining area, and an impressive four-car side-load garage. Inside, Heritage Builders’ signature high-end finishes take center stage. White oak flooring flows throughout the home, complemented ... Read more....»
1516 S ORANGE AVENUE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,224 SqFt · $1,112/SqFt
Days on Market: 104
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite ... Read more....»
1421 N LAKE SHORE DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,217 SqFt · $1,113/SqFt
Days on Market: 88
County: Sarasota
Subdiv/Community Name: Oyster Bay Estates
Legal Subdivision Name: OYSTER BAY ESTATES
Year built: 2021
Garage: Yes 4 vehicles
Private Pool: Yes
Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and ... Read more....»
558 VENICE LANE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 4,132 SqFt · $1,125/SqFt
Days on Market: 2
Cumulative Days on Market: 867
County: Sarasota
Subdiv/Community Name: Siestas Bayside Waterside
Legal Subdivision Name: SIESTAS BAYSIDE WATERSIDE EAST
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired ... Read more....»
575 S SPOONBILL DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 3,900 SqFt · $1,178/SqFt
Days on Market: 47
County: Sarasota
Subdiv/Community Name: Bird Key Sub
Legal Subdivision Name: BIRD KEY SUB
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Set within the prestigious island community of Bird Key, this furnished and newly completed custom-built residence (2023) delivers refined coastal living just minutes from Sarasota Bay, St. Armands Circle, and downtown Sarasota. Spanning nearly 4,000 square feet of interior space, the thoughtfully designed two-story layout offers four en-suite bedrooms, a library/media room, den, and 5½ baths, with a shaft in place for a future elevator. The great room serves as the heart of the contemporary home, showcasing European oak hardwood flooring throughout, soaring cathedral ceilings reaching over 21 feet, solid wood beams, and coffered architectural detail. A stone-encased fireplace anchors the ... Read more....»
5727 RIEGELS POINT ROAD
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 3,616 SqFt · $1,271/SqFt
Days on Market: 548
County: Sarasota
Subdiv/Community Name: Riegels Landing
Legal Subdivision Name: RIEGELS LANDING
Year built: 1982
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water ... Read more....»
3550 SARASOTA GOLF CLUB BOULEVARD
SARASOTA FL 34240
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 9,018 SqFt · $499/SqFt
Days on Market: 134
County: Sarasota
Subdiv/Community Name: Palmer Farms
Legal Subdivision Name: PALMER FARMS 3RD
Year built: 2004
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 5.60
Set behind a private gated entrance and approached by a sweeping drive that curves around the front pond, this 5.6-acre Sarasota estate offers privacy, size and distinction, along with a long list of high-end improvements. upgrades include a 2025 roof, brand-new whole-home generator, comprehensive smart-home systems, a new pool deck with pavers and turf, 4-hole putting green, new outdoor kitchen, refreshed irrigation well (2024), reverse-osmosis well system, 5 AC units, 2 gas tankless water heaters, 2 in-ground propane tanks, 500 Gallon RO Tank, a 1450 aeroator tank, and refined interior details such as Venetian plaster walls and custom cherry wood ... Read more....»
1815 S LAKE SHORE DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 4,177 SqFt · $1,077/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Oyster Bay Estates
Legal Subdivision Name: OYSTER BAY ESTATES
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing ... Read more....»
1400 SIESTA DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 4,660 SqFt · $966/SqFt
Days on Market: 42
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: ACREAGE & UNREC
Year built: 1978
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning ... Read more....»
480 CLEVELAND DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,875 SqFt · $1,565/SqFt
Days on Market: 104
County: Sarasota
Subdiv/Community Name: Lido Beach
Legal Subdivision Name: LIDO BEACH
Year built: 1967
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Boater's Delight on Lido Key. Beautiful Home with 3 Bedrooms, 3.5 Baths on a Beautiful, Wide, Private, Deep Water Canal with a Dock with Electric and a Partial View of the Bay. No Bridges to the Bay. Rear of Home has a Southern Exposure with a Lovely Heated Pool and an Enchanting Covered Patio for Entertaining with Serene Water Views. Only Two Blocks from Beautiful Lido Beach. Walk to Trendy St. Armands Circle to Shop and Dine. Discover a rare Lido Key sanctuary offering direct, bridge-free boating to the Gulf of Mexico and a private waterfront pool. Perfectly positioned along the ... Read more....»
5309 HIDDEN HARBOR ROAD
SARASOTA FL 34242
Residential / Single Family Residence
6 Bed · 5 Bath · 2 Half Baths · 6,655 SqFt · $676/SqFt
Days on Market: 158
County: Sarasota
Subdiv/Community Name: Hidden Harbor
Legal Subdivision Name: HIDDEN HARBOR
Year built: 2007
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels composed of Brazilian Ipe decking, wood ceilings, a private grill area with a dramatic view up the canal and a resort like swimming pool and spa featuring a rock waterfall and paver patio to fill your sun filled afternoons. Upon entering the home, you will see the amount of detail and craftsmanship that was put into ... Read more....»
340 JACKSON DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
6 Bed · 5 Bath · 1 Half Bath · 3,470 SqFt · $1,297/SqFt
Days on Market: 251
County: Sarasota
Subdiv/Community Name: Saint Armands Division John Ringling Estates
Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
Year built: 2019
Garage: Yes 2 vehicles
Private Pool: Yes
STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are ... Read more....»
476 MEADOW LARK DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,336 SqFt · $1,347/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Bird Key Sub
Legal Subdivision Name: BIRD KEY SUB
Year built: 1985
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill ... Read more....»
5569 CAPE LEYTE DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 4 Bath · 3,654 SqFt · $1,230/SqFt
Days on Market: 17
County: Sarasota
Subdiv/Community Name: Siesta Isles
Legal Subdivision Name: SIESTA ISLES
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and ... Read more....»
7340 PINE NEEDLE ROAD
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 3,780 SqFt · $1,189/SqFt
Days on Market: 80
County: Sarasota
Complex/CommunityName: SANDERLING CLUB
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SIESTA PROPERTIES INC
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Pre-Construction. To be built. This is your chance to build your DREAM HOME in The Sanderling Club on South Siesta Key. A Coastal Contemporary Residence designed and to be built by Yoder Homes. Nestled within The Sanderling Club, Siesta Key’s most coveted gated community, this exceptional property offers a rare opportunity to create a bespoke coastal estate in one of Sarasota’s most exclusive enclaves. Set on nearly one acre with an extraordinary 400 feet of serene waterfront along Heron Lagoon, the homesite provides unmatched privacy and a breathtaking natural backdrop. Expertly crafted by Yoder Homes, this new Coastal Contemporary residence ... Read more....»
1607 FLOWER DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,769 SqFt · $941/SqFt
Days on Market: 271
Cumulative Days on Market: 680
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES SEC 2
Year built: 2024
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, ... Read more....»
1500 CARIBBEAN DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 4 Bath · 3 Half Baths · 5,222 SqFt · $857/SqFt
Days on Market: 47
County: Sarasota
Subdiv/Community Name: Coral Cove
Legal Subdivision Name: CORAL COVE
Year built: 2009
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Offered at a new price - $525,000 less! Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and ... Read more....»
150 GRANT DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
8 Bed · 8 Bath · 1 Half Bath · 3,899 SqFt · $1,148/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Lido Beach
Legal Subdivision Name: LIDO BEACH DIV B
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
A rare statement of coastal sophistication, 150 Grant Drive redefines luxury living on Lido Key—where high-design elegance meets effortless beachside serenity. Just steps from the sugar-soft shoreline and moments from the cosmopolitan energy of St. Armands Circle, this brand-new, fully furnished 8-bedroom, 8.5-bath architectural retreat embodies the refinement, scale, and artistry found in the world’s most exclusive resort residences. From the moment you arrive, the home’s striking façade—framed by sculptural tropical landscaping and dramatic coastal elevation—sets the tone for the experience within. Inside, a private elevator ushers you through soaring spaces bathed in natural light, where vaulted beamed ceilings, custom millwork, ... Read more....»
225 LITTLE POND LANE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 3,867 SqFt · $1,151/SqFt
Days on Market: 120
County: Sarasota
Subdiv/Community Name: Cocoanut Bayou
Legal Subdivision Name: SIESTA ES BOYDS REP
Year built: 1987
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Experience coastal luxury with confidence in Siesta Key’s exclusive Cocoanut Bayou. Further enhancing peace of mind, the entire property—including seawall, pool, and home—has recently undergone a comprehensive inspection by a highly regarded firm, confirming its exceptional condition. Buyers are encouraged to request a copy of this detailed report from their agent, as it will be available within the MLS. This extraordinary waterfront estate rests on nearly three-quarters of an acre of meticulously landscaped grounds adorned with mature Royal Palms and lush tropical greenery, blending sophistication with relaxed island living. Completely reimagined and reinvented, the home showcases striking new design elements ... Read more....»
1759 WALDEMERE STREET
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,513 SqFt · $986/SqFt
Days on Market: 179
County: Sarasota
Subdiv/Community Name: Midwood Manor
Legal Subdivision Name: MIDWOOD MANOR
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking ... Read more....»
7108 MIDNIGHT PASS ROAD
SARASOTA FL 34242
Residential / Single Family Residence
7 Bed · 5 Bath · 4,697 SqFt · $941/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SIESTA PROPERTIES INC
Year built: 1970
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.85
A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key’s most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house—ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key’s vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota’s most ... Read more....»
4431 CAMINO REAL
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,787 SqFt · $1,162/SqFt
Days on Market: 521
County: Sarasota
Subdiv/Community Name: Oyster Bay Estates
Legal Subdivision Name: OYSTER BAY ESTATES
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed ... Read more....»
128 FILLMORE DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
8 Bed · 8 Bath · 1 Half Bath · 4,550 SqFt · $966/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Saint Armands Division John Ringling Estates
Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
Year built: 2023
Garage: Yes 2 vehicles
Private Pool: Yes
Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic ... Read more....»
5174 SANDY COVE AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 4 Bath · 3,723 SqFt · $1,168/SqFt
Days on Market: 460
County: Sarasota
Subdiv/Community Name: Sara Sands
Legal Subdivision Name: SARA SANDS
Year built: 2024
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with ... Read more....»
7233 PINE NEEDLE ROAD
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 2 Half Baths · 4,294 SqFt · $1,001/SqFt
Days on Market: 5
County: Sarasota
Subdiv/Community Name: Siesta Properties Inc
Legal Subdivision Name: SIESTA PROPERTIES INC
Year built: 1950
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Pre-Construction. To be built. A rare and compelling opportunity to create a custom coastal estate within the prestigious Sanderling Club on Siesta Key, one of the island’s most private and sought-after enclaves. Set on an expansive .70-acre homesite, this future residence will feature a thoughtfully designed footprint spanning 4,294 square feet under air and over 6,400 total square feet, offering a refined blend of scale, comfort, and architectural presence. Positioned to capture desirable southern exposure, the property enjoys a serene natural backdrop, creating a setting rich in privacy, wildlife, and unobstructed beauty. The home will be delivered with the structural ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
