• Home
  • What Makes a “Waterfront Specialist”?
  • Buyers
    • Buying or Selling a Luxury Home
    • What You Should Know About Short Sales
    • What You Should Know As a Buyer When Attending an Auction
    • Who To Consider When Buying a Home?
  • Sellers
    • Buying or Selling a Luxury Home
    • What to Look for in a Realtor When Selling Your Home?
    • What You Should Know About Bank Owned Properties
    • What You Should Know About Short Sales
  • About Us
    • Contact Us
    • Privacy Policy
  • Testimonials

The Gary Cardillo Group

Your Punta Gorda Waterfront Specialists

  • Office Listings
  • Homes for Sale
    • Port Charlotte Homes
    • Punta Gorda Homes
    • Punta Gorda Isles Homes
    • Burnt Store Isles Homes
    • Englewood Homes
    • North Port Homes
    • Sarasota Homes
    • Venice Homes
    • Waterfront Homes
      • Sailboat Homes
      • Canal Homes
    • Newly Listed Homes
  • Condos for Sale
    • Port Charlotte Condos
    • Punta Gorda Condos
    • Punta Gorda Isles Condos
    • Burnt Store Isles Condos
    • Englewood Condos
    • North Port Condos
    • Sarasota Condos
    • Venice Condos
    • Waterfront Condos
      • Sailboat Condos
      • Canal Condos
    • Newly Listed Condos
  • Land for Sale
    • Port Charlotte Lots
    • Punta Gorda Lots
    • Punta Gorda Isles Lots
    • Burnt Store Isles Lots
    • Englewood Lots
    • North Port Lots
    • Venice Lots
    • Waterfront Lots
      • Sailboat Lots
      • Canal Lots
    • Newly Listed Lots
  • Search the MLS
  • Blog
  • Contact Us
You are here: Home / Real Estate for Sale in Charlotte County / Single-Family Homes for Sale / Sarasota Homes for Sale

Sarasota Homes for Sale

Single-family homes for sale in Sarasota:

    Contact Us Today!

    Your Name (required)

    Your Email (required)

    MLS Number (required)

    Your Message (required)

    1,288 listings found

    Sort by: 
    Page: [1]...[2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] [Last]
    MLS#A4693756 Residential  Property Single Family Residence $6,990,000 for sale in SARASOTA

    $6,990,000SARASOTA 34242MLS #A4693756

    Details »Inquire

    Details »

    4634 HIGEL AVENUE
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  3,875 SqFt  ·  $1,804/SqFt

    Days on Market: 1
    Cumulative Days on Market: 65

    County: Sarasota
    Subdiv/Community Name: Ocean Beach
    Legal Subdivision Name: OCEAN BEACH REP
    Year built: 2024
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in ... Read more....»

    Listing information courtesy of THE STUTZMAN REALTY GROUP, LLC
    MLS#A4683855 Residential  Property Single Family Residence $6,990,000 for sale in SARASOTA

    $6,990,000SARASOTA 34239MLS #A4683855

    Details »Inquire

    Details »

    1504 S LODGE DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  5,450 SqFt  ·  $1,283/SqFt

    Days on Market: 72

    County: Sarasota
    Subdiv/Community Name: Cherokee Park
    Legal Subdivision Name: CHEROKEE LODGE
    Year built: 1965
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#O6352294 Residential  Property Single Family Residence $6,950,000 for sale in SARASOTA

    $6,950,000SARASOTA 34241MLS #O6352294

    Details »Inquire

    Details »

    7340 PALOMINO TRAIL
    SARASOTA FL 34241

    Residential / Single Family Residence

    11 Bed  ·  9 Bath  ·  15,311 SqFt  ·  $454/SqFt

    Days on Market: 194

    County: Sarasota
    Subdiv/Community Name: Saddle Creek
    Legal Subdivision Name: SADDLE CREEK
    Year built: 1981
    Garage: Yes 10 vehicles
    Private Pool: Yes
    Waterfront: Yes — Lake Front
    Lot Size (in acres): 17.08

    Welcome to The Palomino Estate — a private, 17-acre gated oasis unlike anything else in Sarasota County. Located just 10 miles from Siesta Key Beach and 15 miles to downtown Sarasota, this extraordinary property blends resort-style living with the peace and privacy of the countryside. Set within the equestrian community of Saddle Creek, where horse enthusiasts are welcome to use the 31 miles of riding trails, this multi-residence estate offers over 15,000 sq ft under air across multiple structures, including two custom homes, a 5,000 sq ft air-conditioned “barndominium” and entertainment pavilion, and multiple garages. Behind an eight-foot perimeter fence with dual gated entries, you’ll find lush ... Read more....»

    Listing information courtesy of ORLANDO PROPERTY ADVISORS
    MLS#A4652926 Residential  Property Single Family Residence $6,945,000 for sale in SARASOTA

    $6,945,000SARASOTA 34236MLS #A4652926

    Details »Inquire

    Details »

    290 N WASHINGTON DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  4 Bath  ·  6,799 SqFt  ·  $1,021/SqFt

    Days on Market: 359

    County: Sarasota
    Subdiv/Community Name: Saint Armands Division John Ringling Estates
    Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
    Year built: 2008
    Garage: Yes 6 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4685222 Residential  Property Single Family Residence $6,800,000 for sale in SARASOTA

    $6,800,000SARASOTA 34242MLS #A4685222

    Details »Inquire

    Details »

    44 ROCKWELL LANE
    SARASOTA FL 34242

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  5,400 SqFt  ·  $1,259/SqFt

    Days on Market: 35

    County: Sarasota
    Subdiv/Community Name: Sandy Hook
    Legal Subdivision Name: SANDY HOOK
    Year built: 2025
    Garage: Yes 9 vehicles
    Private Pool: Yes

    Pre-Construction. To be built. Call for all details and plans. All info coming soon!

    Listing information courtesy of JOSEPH RUSSO, LICENSED R.E. BROKER
    MLS#A4676052 Residential  Property Single Family Residence $6,750,000 for sale in SARASOTA

    $6,750,000SARASOTA 34242MLS #A4676052

    Details »Inquire

    Details »

    7152 POINT OF ROCKS CIRCLE
    SARASOTA FL 34242

    Residential / Single Family Residence

    6 Bed  ·  5 Bath  ·  4,561 SqFt  ·  $1,480/SqFt

    Days on Market: 61

    County: Sarasota
    Subdiv/Community Name: Point Of Rocks
    Legal Subdivision Name: POINT OF ROCKS SUB
    Year built: 1969
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    Commanding a dramatic Gulf-front position atop Point of Rocks, this extraordinary coastal compound offers a front-row seat to sweeping 180° panoramic views and unforgettable sunsets over the Gulf of Mexico. Built to the highest Florida Green Building Coalition standards, this home is majestically poised 13.9' above sea level to appreciate rolling waves gently lapping against the rocks and sandy shoreline below. Quintessential Old Florida charm defines this rare offering, featuring a 4-bedroom main residence and a separate 2-bedroom guest cottage, all set on beautifully landscaped, gated grounds. The main home showcases wall-to-wall, floor-to-ceiling windows and sliders overlooking the Gulf, filling ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4685215 Residential  Property Single Family Residence $6,500,000 for sale in SARASOTA

    $6,500,000SARASOTA 34239MLS #A4685215

    Details »Inquire

    Details »

    1640 WALDEMERE STREET
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,270 SqFt  ·  $1,233/SqFt

    Days on Market: 89

    County: Sarasota
    Subdiv/Community Name: Lewis Combs Sub
    Legal Subdivision Name: LEWIS COMBS SUB
    Year built: 2026
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Almost finished!!! Completion 3 weeks!!! Touch-ups and Staging in process now. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your ... Read more....»

    Listing information courtesy of JOSEPH RUSSO, LICENSED R.E. BROKER
    MLS#A4641614 Residential  Property Single Family Residence $6,495,000 for sale in SARASOTA

    $6,495,000SARASOTA 34231MLS #A4641614

    Details »Inquire

    Details »

    1137 N LAKE SHORE DRIVE
    SARASOTA FL 34231

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  6,462 SqFt  ·  $1,005/SqFt

    Days on Market: 454

    County: Sarasota
    Subdiv/Community Name: Oyster Bay Estates
    Legal Subdivision Name: OYSTER BAY ESTATES
    Year built: 2004
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4683170 Residential  Property Single Family Residence $6,400,000 for sale in SARASOTA

    $6,400,000SARASOTA 34242MLS #A4683170

    Details »Inquire

    Details »

    5610 AVENIDA DEL MARE
    SARASOTA FL 34242

    Residential / Single Family Residence

    8 Bed  ·  8 Bath  ·  5,313 SqFt  ·  $1,205/SqFt

    Days on Market: 3

    County: Sarasota
    Subdiv/Community Name: Sarasota Beach
    Legal Subdivision Name: SARASOTA BEACH
    Year built: 1955
    Garage: Yes 3 vehicles
    Private Pool: Yes

    Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4675538 Residential  Property Single Family Residence $6,300,000 for sale in SARASOTA

    $6,300,000SARASOTA 34236MLS #A4675538

    Details »Inquire

    Details »

    102 SEAGULL LANE
    SARASOTA FL 34236

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  3,706 SqFt  ·  $1,700/SqFt

    Days on Market: 138

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 1973
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Incredible boating water! Move in, remodel, or build your dream home on this exceptional half-acre corner lot with unobstructed bay views. This stunning property is perfect for the boating enthusiast with deep water access, an impressive 275 feet of seawall, and a unique lot configuration that can accommodate a yacht of up to 80 feet without compromising the views. Situated on Bird Key, this location offers convenient access to St. Armands Circle, Lido Key, Longboat Key, and the many cultural and dining attractions of downtown Sarasota. Bird Key HOA features a social club with dining, pool, tennis courts, fitness center, ... Read more....»

    Listing information courtesy of BECKMANN REAL ESTATE
    MLS#A4688728 Residential  Property Single Family Residence $6,195,000 for sale in SARASOTA

    $6,195,000SARASOTA 34242MLS #A4688728

    Details »Inquire

    Details »

    6548 SABAL DRIVE
    SARASOTA FL 34242

    Residential / Single Family Residence

    9 Bed  ·  9 Bath  ·  4,944 SqFt  ·  $1,253/SqFt

    Days on Market: 66

    County: Sarasota
    Subdiv/Community Name: Sabal Palms
    Legal Subdivision Name: SABAL PALMS
    Year built: 2024
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4688706 Residential  Property Single Family Residence $6,195,000 for sale in SARASOTA

    $6,195,000SARASOTA 34236MLS #A4688706

    Details »Inquire

    Details »

    119 MCKINLEY DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    10 Bed  ·  10 Bath  ·  4,443 SqFt  ·  $1,394/SqFt

    Days on Market: 64

    County: Sarasota
    Subdiv/Community Name: Lido Beach
    Legal Subdivision Name: LIDO BEACH
    Year built: 2023
    Garage: Yes 4 vehicles
    Private Pool: Yes

    Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes ... Read more....»

    Listing information courtesy of AMI REALTY GROUP
    MLS#A4691610 Residential  Property Single Family Residence $6,000,000 for sale in SARASOTA

    $6,000,000SARASOTA 34236MLS #A4691610

    Details »Inquire

    Details »

    244 N WASHINGTON DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,146 SqFt  ·  $1,907/SqFt

    Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: JOHN RINGLING ESTATES ST ARMANDS DIV 01
    Year built: 1953
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4668323). A rare opportunity to own a beautifully crafted custom waterfront home on St Armands Key. The 57 feet of pristine water frontage with unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous ... Read more....»

    Listing information courtesy of CORCORAN DWELLINGS REALTY
    MLS#A4685416 Residential  Property Single Family Residence $6,000,000 for sale in SARASOTA

    $6,000,000SARASOTA 34239MLS #A4685416

    Details »Inquire

    Details »

    2100 MCCLELLAN PARKWAY
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  7 Bath  ·  4,765 SqFt  ·  $1,259/SqFt

    Days on Market: 78
    Cumulative Days on Market: 417

    County: Sarasota
    Subdiv/Community Name: Mcclellan Park
    Legal Subdivision Name: MCCLELLAN PARK RESUB
    Year built: 2026
    Garage: Yes 3 vehicles
    Private Pool: Yes

    Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for ... Read more....»

    Listing information courtesy of THE STUTZMAN REALTY GROUP, LLC
    MLS#A4677509 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,985,000SARASOTA 34239MLS #A4677509

    Details »Inquire

    Details »

    1389 TANGIER WAY
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  5,310 SqFt  ·  $1,127/SqFt

    Days on Market: 125

    County: Sarasota
    Subdiv/Community Name: San Remo
    Legal Subdivision Name: SAN REMO ESTATES
    Year built: 2003
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4651663 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,985,000SARASOTA 34242MLS #A4651663

    Details »Inquire

    Details »

    5132 JUNGLE PLUM ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  6,928 SqFt  ·  $864/SqFt

    Days on Market: 374

    County: Sarasota
    Subdiv/Community Name: Hidden Harbor
    Legal Subdivision Name: HIDDEN HARBOR
    Year built: 2008
    Garage: Yes 10 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4637673 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,980,000SARASOTA 34231MLS #A4637673

    Details »Inquire

    Details »

    1521 S LAKE SHORE DRIVE
    SARASOTA FL 34231

    Residential / Single Family Residence

    4 Bed  ·  5 Bath  ·  4,866 SqFt  ·  $1,229/SqFt

    Days on Market: 494

    County: Sarasota
    Subdiv/Community Name: Oyster Bay Estates
    Legal Subdivision Name: OYSTER BAY ESTATES
    Year built: 2025
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Lake Front

    The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two ... Read more....»

    Listing information courtesy of HB REALTY GROUP INC.
    MLS#A4684423 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,900,000SARASOTA 34239MLS #A4684423

    Details »Inquire

    Details »

    1655 SOUTH DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  6,355 SqFt  ·  $928/SqFt

    Days on Market: 3

    County: Sarasota
    Subdiv/Community Name: Cherokee Park
    Legal Subdivision Name: CHEROKEE PARK
    Year built: 2011
    Garage: Yes 3 vehicles
    Private Pool: Yes

    One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4659293 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,900,000SARASOTA 34236MLS #A4659293

    Details »Inquire

    Details »

    439 MADISON DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  4,036 SqFt  ·  $1,462/SqFt

    Days on Market: 298

    County: Sarasota
    Subdiv/Community Name: St Armands Division
    Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
    Year built: 2026
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Under Construction. 439 Madison is emerging as a striking new statement in modern luxury a rare opportunity to secure a fully custom, architecturally refined residence while construction is underway, with time remaining to personalize and select finishes. Designed with intention and executed with uncompromising quality, this home blends clean, modern lines with warm, natural materials. The exterior is thoughtfully composed with sand-finished HardiPlank siding, impact-rated insulated windows, an 8-foot stained fiberglass entry door, tongue-and-groove wood ceilings, and professionally designed, fully irrigated landscaping that frames a paver-lined driveway and expansive lanai. At the heart of the home, indoor and outdoor living merge ... Read more....»

    Listing information courtesy of SARASOTA REALTY CENTER LLC
    MLS#A4669657 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,825,000SARASOTA 34242MLS #A4669657

    Details »Inquire

    Details »

    527 FREELING DRIVE
    SARASOTA FL 34242

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  4,310 SqFt  ·  $1,352/SqFt

    Days on Market: 170

    County: Sarasota
    Subdiv/Community Name: Bay Island Shores
    Legal Subdivision Name: BAY ISLAND SHORES
    Year built: 2026
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal Front

    Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention ... Read more....»

    Listing information courtesy of GRECO REAL ESTATE
    MLS#A4652012 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,800,000SARASOTA 34239MLS #A4652012

    Details »Inquire

    Details »

    3576 SAN REMO TERRACE
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  6,091 SqFt  ·  $952/SqFt

    Days on Market: 359
    Cumulative Days on Market: 759

    County: Sarasota
    Subdiv/Community Name: San Remo Estates
    Legal Subdivision Name: SAN REMO ESTATES
    Year built: 2009
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San ... Read more....»

    Listing information courtesy of COMPASS FLORIDA LLC
    MLS#A4676329 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,795,000SARASOTA 34236MLS #A4676329

    Details »Inquire

    Details »

    701 TYLER DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,832 SqFt  ·  $1,512/SqFt

    Days on Market: 148

    County: Sarasota
    Subdiv/Community Name: Lido Beach
    Legal Subdivision Name: LIDO BEACH DIV B
    Year built: 1977
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4691667 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,750,000SARASOTA 34239MLS #A4691667

    Details »Inquire

    Details »

    1395 HARBOR DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  4,940 SqFt  ·  $1,164/SqFt

    Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: Harbor Acres
    Legal Subdivision Name: HARBOR ACRES
    Year built: 2027
    Garage: Yes 3 vehicles
    Private Pool: Yes

    Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore Traditional” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced ... Read more....»

    Listing information courtesy of GRECO REAL ESTATE
    MLS#A4676265 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,750,000SARASOTA 34234MLS #A4676265

    Details »Inquire

    Details »

    315 S SHORE DRIVE
    SARASOTA FL 34234

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  5,826 SqFt  ·  $987/SqFt

    Days on Market: 127

    County: Sarasota
    Subdiv/Community Name: Sapphire Shores
    Legal Subdivision Name: SAPPHIRE SHORES RESUB BLK M
    Year built: 2016
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors ... Read more....»

    Listing information courtesy of LUXIO REAL ESTATE LLC
    MLS#A4684204 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,749,900SARASOTA 34236MLS #A4684204

    Details »Inquire

    Details »

    319 BIRD KEY DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  4,498 SqFt  ·  $1,278/SqFt

    Days on Market: 100

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 1998
    Garage: Yes 2 vehicles
    Private Pool: Yes
    — Waterfront

    Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4656843 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,699,000SARASOTA 34242MLS #A4656843

    Details »Inquire

    Details »

    119 AVENIDA MESSINA
    SARASOTA FL 34242

    Residential / Single Family Residence

    7 Bed  ·  7 Bath  ·  3,600 SqFt  ·  $1,583/SqFt

    Days on Market: 158

    County: Sarasota
    Subdiv/Community Name: Mira Mar Beach
    Legal Subdivision Name: MIRA MAR BEACH
    Year built: 2023
    Garage: Yes 2 vehicles
    Private Pool: Yes

    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, ... Read more....»

    Listing information courtesy of KW COASTAL LIVING III
    MLS#A4676921 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,695,000SARASOTA 34236MLS #A4676921

    Details »Inquire

    Details »

    1212 CENTER PLACE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  4,807 SqFt  ·  $1,185/SqFt

    Days on Market: 143

    County: Sarasota
    Subdiv/Community Name: Lido C
    Legal Subdivision Name: LIDO C
    Year built: 2024
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4688703 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,650,000SARASOTA 34242MLS #A4688703

    Details »Inquire

    Details »

    6536 PEACOCK ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    7 Bed  ·  7 Bath  ·  4,697 SqFt  ·  $1,203/SqFt

    Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: Stickney Point Sub
    Legal Subdivision Name: STICKNEY POINT SUB
    Year built: 2024
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal Front

    There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4674740 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,595,000SARASOTA 34231MLS #A4674740

    Details »Inquire

    Details »

    1429 N LAKE SHORE DRIVE
    SARASOTA FL 34231

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  4,545 SqFt  ·  $1,231/SqFt

    Days on Market: 132

    County: Sarasota
    Subdiv/Community Name: Oyster Bay Estates
    Legal Subdivision Name: OYSTER BAY ESTATES
    Year built: 2026
    Garage: Yes 3 vehicles
    Private Pool: Yes

    One or more photo(s) has been virtually staged. Experience luxury West-of-Trail living in Sarasota’s coveted Oyster Bay neighborhood. This newly built 2026 custom residence offers 5 bedrooms, 5 full and 2 half baths—all on one thoughtfully designed living level—featuring 4,545 sq. ft. under air and 5,689 sq. ft. total. Set on an impressive 130' x 150' corner lot (0.45 acres), the home is surrounded by a lush tropical oasis that provides exceptional privacy. A dramatic two-story foyer with 21’ ceilings and a steel-and-impact-glass entry door welcomes you inside. Engineered oak hardwood flooring, 10” baseboards, and sleek horizontal receptacles enhance ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4695898 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,500,000SARASOTA 34243MLS #A4695898

    Details »Inquire

    Details »

    7524 WESTMORELAND DRIVE
    SARASOTA FL 34243

    Residential / Single Family Residence

    6 Bed  ·  5 Bath  ·  6,215 SqFt  ·  $885/SqFt

    Days on Market: 1

    County: Manatee
    Subdiv/Community Name: Whitfield Estates
    Legal Subdivision Name: WHITFIELD ESTATES UNIT 1
    Year built: 2001
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway
    Lot Size (in acres): 1.03

    Comfortable luxury living on 1+ acre with a spectacular panoramic water view. Look at all you get with an incredible daily sunset. This is a completely unique offering comprised of two separate parcels. Identified as the main home and guest house this property is suitable for multi-generational living in an unmatched setting on the mainland shore of Sarasota Bay. 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. ... Read more....»

    Listing information courtesy of FLORIDA INTERNET REALTY LLC
    Page: [1]...[2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] [Last]

    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.


    Search the MLS Listings:
    Property Type:
    City or ZIP Code:
    Include Foreclosures / Short Sales / Bank Owned:
    Bedrooms:
      Bathrooms:
    Price Range:
        
    Square Feet:
        
    Year Built:
        
    Waterfront:
    Pool:
    Garage Parking:

    How Can We Help You?






      Shop for Real Estate

      • Single-Family Homes for Sale
        • Port Charlotte Homes
        • Punta Gorda Homes
        • Punta Gorda Isles Homes
        • Burnt Store Isles Homes
        • Englewood Homes
        • North Port Homes
        • Sarasota Homes
        • Venice Homes
        • Waterfront Homes
          • Sailboat Homes
          • Canal Homes
        • Newly Listed Homes
      • Condos for Sale
        • Port Charlotte Condos
        • Punta Gorda Condos
        • Punta Gorda Isles Condos
        • Englewood Condos
        • Burnt Store Isles Condos
        • North Port Condos
        • Sarasota Condos
        • Venice Condos
        • Waterfront Condos
          • Sailboat Condos
          • Canal Condos
        • Newly Listed Condos
      • Lots & Land for Sale
        • Port Charlotte Lots
        • Punta Gorda Lots
        • Punta Gorda Isles Lots
        • Burnt Store Isles Lots
        • Englewood Lots
        • North Port Lots
        • Venice Lots
        • Waterfront Lots
          • Sailboat Lots
          • Canal Lots
        • Newly Listed Lots
      • RE/MAX Harbor Realty Office Listings

      Search The MLS

      To search for real estate listed for sale in the MLS, please use our MLS Search Form »

      Search By MLS Listing Number

      MLS #:
      For multiple MLS numbers, separate numbers by a comma: e.g., C7005869, C7015140

      Recent Posts

      • The Angels Who Walk Among Us
      • 2026 January/February Newsletter
      • A Different Kind of Gift
      • A Season That Reminds Us What Truly Matters
      • From Summer Dreams to Fall Blessings

      Search The Blog

      Share

      Twitter
      facebook

      Contact The Gary Cardillo Group

      By email: Info@FLwaterfrontliving.com
      Mobile: 941-916-0939
      Address: RE/MAX Harbor Realty
      2815 Tamiami Trail
      Punta Gorda, FL 33950

      About The Gary Cardillo Group

      Gary Cardillo, Realtor While most people would like to talk about themselves, Gary and Gail have always put their clients first, and their diverse backgrounds have provided their clients an unparalleled level of service and knowledge throughout the past years.
        » Read More...

      Explore Real Estate for Sale

      • Search the MLS
      • Condos for Sale
      • Lots & Land for Sale
      • Single-Family Homes for Sale

      Read Our Blog

      • Buying Real Estate
      • Community Information
      • Events & Activities
      • Selling Real Estate
      The Gary Cardillo Group • RE/MAX Harbor Realty
      2815 Tamiami Trail • Punta Gorda, FL 33950
      941-916-0939
      garycardillo@wesellpg.com

      Copyright © 2011-2026 · The Gary Cardillo Group
      Site designed and managed by Tropical Web Works 104.156.48.242

      Back to Top
      Contact Us