• 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 / Search Results

Search Results: Southwest Florida Real Estate for Sale - Page 7

    Contact Us Today!

    Your Name (required)

    Your Email (required)

    MLS Number (required)

    Your Message (required)

    13,615 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#A4688759 Residential  Property Condominium $6,100,000 for sale in LONGBOAT KEY

    $6,100,000LONGBOAT KEY 34228MLS #A4688759

    Details »Inquire

    Details »

    415 L AMBIANCE DRIVE UNIT A301
    LONGBOAT KEY FL 34228

    Residential / Condominium

    3 Bed  ·  3 Bath  ·  2 Half Baths  ·  3,380 SqFt  ·  $1,805/SqFt

    Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: L'Ambiance
    Legal Subdivision Name: L AMBIANCE 1
    Year built: 1992
    Garage: Yes 2 vehicles
    Waterfront: Yes

    Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living. Walls of glass frame the horizon from the main living spaces, enhanced by high-impact glass throughout, where generous scale and an open layout provide an effortless setting for both intimate living and entertaining. The kitchen is thoughtfully designed with extensive custom cabinetry, stone surfaces, and ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4683902 Residential  Property Single Family Residence $6,050,000 for sale in ANNA MARIA

    $6,050,000ANNA MARIA 34216MLS #A4683902

    Details »Inquire

    Details »

    103 PALM AVENUE
    ANNA MARIA FL 34216

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  2,252 SqFt  ·  $2,687/SqFt

    Days on Market: 1

    County: Manatee
    Subdiv/Community Name: Anna Maria Beach
    Legal Subdivision Name: ANNA MARIA BEACH
    Year built: 1972
    Garage: No
    Waterfront: Yes

    Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, ... Read more....»

    Listing information courtesy of COLDWELL BANKER 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  ·  2 Half Baths  ·  4,765 SqFt  ·  $1,259/SqFt

    Days on Market: 18
    Cumulative Days on Market: 357

    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#A4688995 Residential  Property Single Family Residence $6,000,000 for sale in OSPREY

    $6,000,000OSPREY 34229MLS #A4688995

    Details »Inquire

    Details »

    313 LOOKOUT POINT DRIVE
    OSPREY FL 34229

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  5,337 SqFt  ·  $1,124/SqFt

    New Listing!!!  Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: Southbay Yacht & Racquet Club
    Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
    Year built: 2016
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes

    Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4672276 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,999,000SARASOTA 34236MLS #A4672276

    Details »Inquire

    Details »

    161 S POLK DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  4 Bath  ·  2 Half Baths  ·  4,617 SqFt  ·  $1,299/SqFt

    Days on Market: 135

    County: Sarasota
    Subdiv/Community Name: Lido Beach
    Legal Subdivision Name: LIDO BEACH
    Year built: 2013
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes

    In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4658325 Residential  Property Condominium  for sale in LONGBOAT KEY

    $5,999,000LONGBOAT KEY 34228MLS #A4658325

    Details »Inquire

    Details »

    2251 GULF OF MEXICO DRIVE UNIT 301
    LONGBOAT KEY FL 34228

    Residential / Condominium

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,921 SqFt  ·  $1,530/SqFt

    Days on Market: 187
    Cumulative Days on Market: 484

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: ARIA LONGBOAT KEY
    Year built: 2016
    Garage: Yes 2 vehicles
    Community Pool: Yes
    Waterfront: Yes

    One or more photo(s) has been virtually staged. Are you ready to discover your very own private Gulf Oasis? Step into a slice of paradise at your dream coastal retreat located in the esteemed Aria community on Longboat Key's coveted south end. This serene haven is not just a residence; it offers an exclusive lifestyle filled with tranquility and easy access to the finest dining, arts, and cultural experiences that nearby Sarasota has to offer. Imagine living in a stunning home nestled along 300 feet of pristine private Gulf-front shoreline, where every day brings a lifestyle that is truly extraordinary. ... Read more....»

    Listing information courtesy of HOUSE MATCH
    MLS#A4649758 Residential  Property Single Family Residence  for sale in LAKEWOOD RANCH

    $5,999,000LAKEWOOD RANCH 34202MLS #A4649758

    Details »Inquire

    Details »

    19208 GANTON AVENUE
    LAKEWOOD RANCH FL 34202

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  2 Half Baths  ·  11,078 SqFt  ·  $542/SqFt

    Days on Market: 339

    County: Manatee
    Subdiv/Community Name: Concession
    Legal Subdivision Name: CONCESSION
    Year built: 2008
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes
    Lot Size (in acres): 1.09

    One or more photo(s) has been virtually staged. *Seller Financing Available! Welcome to 19208 Ganton Avenue in The Concession. Set on over an acre of pristine land, this expansive 11,078-square-foot estate with 5 car garage is the ultimate expression of luxury and lifestyle. With six generously sized bedrooms, six full bathrooms, and two half baths, the home seamlessly blends opulence, comfort, and breathtaking natural surroundings. Positioned to capture panoramic views of a tranquil lake and protected nature reserve, this property is a private sanctuary designed for both grand entertaining and serene daily living. From the moment you step inside, the ... Read more....»

    Listing information courtesy of SARASOTA TRUST REALTY COMPANY
    MLS#TB8474700 Residential  Property Single Family Residence  for sale in BOCA GRANDE

    $5,995,000BOCA GRANDE 33921MLS #TB8474700

    Details »Inquire

    Details »

    16 GROUPER HOLE DRIVE
    BOCA GRANDE FL 33921

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  3,317 SqFt  ·  $1,807/SqFt

    Days on Market: 8

    County: Charlotte
    Complex/CommunityName: EAST SHORE ACRES
    Subdiv/Community Name: East Shores Acres
    Legal Subdivision Name: EAST SHORE ACRES
    Year built: 1995
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes

    Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front Gasparilla Sound and the ICW, additionally with multiple decks facing East and West with over 4,000 sq. ft. under roof! The main level features an open-concept layout ideal for effortless entertaining, seamlessly connecting the kitchen, dining, and living areas, boasting ... Read more....»

    Listing information courtesy of KELLER WILLIAMS TAMPA CENTRAL
    MLS#A4678978 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $5,995,000LONGBOAT KEY 34228MLS #A4678978

    Details »Inquire

    Details »

    6381 GULF OF MEXICO DRIVE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  2 Half Baths  ·  4,224 SqFt  ·  $1,419/SqFt

    Days on Market: 54

    County: Manatee
    Subdiv/Community Name: Sleepy Lagoon
    Legal Subdivision Name: SLEEPY LAGOON
    Year built: 2021
    Garage: Yes 9 vehicles
    Private Pool: Yes
    Waterfront: Yes

    One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This completely turnkey furnished 4,420 square foot home has 4 bedrooms, 5 bathrooms and includes many upgrades showcasing incredible style. With nothing ever to be built in front, those golden sunsets and turquoise seas can be yours to savor forever. Built in 2021 with ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4678103 Residential  Property Condominium  for sale in SARASOTA

    $5,995,000SARASOTA 34236MLS #A4678103

    Details »Inquire

    Details »

    111 GOLDEN GATE POINT UNIT 802PH
    SARASOTA FL 34236

    Residential / Condominium

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,576 SqFt  ·  $1,676/SqFt

    Days on Market: 76

    County: Sarasota
    Subdiv/Community Name: Golden Gate Point
    Legal Subdivision Name: EVOLUTION
    Year built: 2024
    Garage: Yes 2 vehicles

    Now offered with the exceptionally curated selection of designer furnishings valued at over $350,000, this rare opportunity allows you to own the complete luxury lifestyle—furnished and move-in ready, (excludes artwork and personal effects.) Asking $5,995,000 over $1,250,000 below what the sellers have into this UNMATCHED VALUE penthouse at The Evolution is downtown Sarasota's most exclusive high-rise opportunity - and is just steps away from dining and downtown living. Builder William Voller said about Evolution, "It's a landmark in Sarasota! We are very proud of this building." This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SQ FT of interior living plus 562 SQ ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4676329 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,995,000SARASOTA 34236MLS #A4676329

    Details »Inquire

    Details »

    701 TYLER DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,832 SqFt  ·  $1,564/SqFt

    Days on Market: 83

    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

    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#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  ·  1 Half Bath  ·  5,310 SqFt  ·  $1,127/SqFt

    Days on Market: 73

    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

    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#A4672827 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,985,000SARASOTA 34239MLS #A4672827

    Details »Inquire

    Details »

    1365 HARBOR DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,978 SqFt  ·  $1,202/SqFt

    Days on Market: 95

    County: Sarasota
    Subdiv/Community Name: Harbor Acres
    Legal Subdivision Name: HARBOR ACRES
    Year built: 2018
    Garage: Yes 6 vehicles
    Private Pool: Yes

    Located within highly desirable Harbor Acres—Sarasota’s premier neighborhood—this masterful three-story contemporary residence, designed by renowned architect Mark Sultana of DSDG Associates, stands as a testament to uncompromising vision and peerless craftsmanship. From the hand-selected hardware to the custom Italian floating staircase that appears to defy gravity, every detail has been curated with deliberate intention, resulting in a living experience that elevates luxury to an art form. Flooded with natural light and framed by soaring ceilings and expansive walls of glass, the interiors unfold with effortless grace and architectural precision. The heart of the main living area is an open-concept great ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    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  ·  2 Half Baths  ·  6,928 SqFt  ·  $864/SqFt

    Days on Market: 317

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

    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#A4683737 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,950,000SARASOTA 34236MLS #A4683737

    Details »Inquire

    Details »

    1621 BAY POINT COURT
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,645 SqFt  ·  $1,632/SqFt

    Days on Market: 37

    County: Sarasota
    Subdiv/Community Name: Mooring At Bay Pointe The
    Legal Subdivision Name: THE MOORING AT BAY POINTE
    Year built: 2025
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes

    Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    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  ·  2 Half Baths  ·  4,036 SqFt  ·  $1,462/SqFt

    Days on Market: 254

    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#A4631974 Residential  Property Single Family Residence  for sale in BRADENTON BEACH

    $5,900,000BRADENTON BEACH 34217MLS #A4631974

    Details »Inquire

    Details »

    2516 AVENUE A
    BRADENTON BEACH FL 34217

    Residential / Single Family Residence

    8 Bed  ·  8 Bath  ·  1 Half Bath  ·  4,270 SqFt  ·  $1,382/SqFt

    Days on Market: 414

    County: Manatee
    Subdiv/Community Name: Ilexhurst
    Legal Subdivision Name: ILEXHURST
    Year built: 2020
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes

    This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry ... Read more....»

    Listing information courtesy of ANNA MARIA ISLAND BEACHES RE
    MLS#A4671970 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,895,000SARASOTA 34236MLS #A4671970

    Details »Inquire

    Details »

    656 S OWL DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  2 Half Baths  ·  3,417 SqFt  ·  $1,725/SqFt

    Days on Market: 100

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 2023
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes

    A showcase of architecture and radiant light, this 3BR + Den / 3.5BA residence commands a beautifully landscaped oversize corner lot with 158' of canal frontage on one of Bird Key’s premier waterfront properties. Designed by Arieno Custom Home Design and completed in 2023, the home presents crisp lines, expanses of glass, and warm wood accents that underscore its elevated modern style. Inside, the design intention becomes unmistakable—skylights, clerestory windows, and custom 10' floor-to-ceiling sliders bathe every room in natural light, creating an atmosphere of openness that is both artful and effortless. The kitchen is a striking focal point, appointed ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    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  ·  1 Half Bath  ·  4,310 SqFt  ·  $1,352/SqFt

    Days on Market: 98

    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

    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#A4679067 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,800,000SARASOTA 34231MLS #A4679067

    Details »Inquire

    Details »

    1804 N LAKE SHORE DRIVE
    SARASOTA FL 34231

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  1 Half Bath  ·  6,854 SqFt  ·  $846/SqFt

    Days on Market: 35

    County: Sarasota
    Subdiv/Community Name: Oyster Bay Estates
    Legal Subdivision Name: OYSTER BAY ESTATES
    Year built: 2004
    Garage: Yes 2 vehicles
    Private Pool: Yes

    A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone ... Read more....»

    Listing information courtesy of PREFERRED SHORE LLC
    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  ·  1 Half Bath  ·  6,091 SqFt  ·  $952/SqFt

    Days on Market: 247
    Cumulative Days on Market: 647

    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

    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#A4685275 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $5,799,000LONGBOAT KEY 34228MLS #A4685275

    Details »Inquire

    Details »

    530 CHIPPING LANE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  2 Half Baths  ·  4,216 SqFt  ·  $1,375/SqFt

    Days on Market: 7

    County: Sarasota
    Subdiv/Community Name: Country Club Shores
    Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
    Year built: 2026
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes

    Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure, tranquil canal views create a peaceful backdrop to daily living, while upper balconies frame beautiful views of Sarasota Bay. The home’s architecture, floor plan, and interior selections were curated by Brista’s in-house design team, drawing on years of experience building on Longboat Key and a ... Read more....»

    Listing information courtesy of BRISTA REALTY LLC
    MLS#A4680377 Residential  Property Single Family Residence  for sale in HOLMES BEACH

    $5,795,000HOLMES BEACH 34217MLS #A4680377

    Details »Inquire

    Details »

    529 77TH STREET
    HOLMES BEACH FL 34217

    Residential / Single Family Residence

    5 Bed  ·  3 Bath  ·  2 Half Baths  ·  5,300 SqFt  ·  $1,093/SqFt

    Days on Market: 40

    County: Manatee
    Subdiv/Community Name: Holmes Beach
    Legal Subdivision Name: HOLMES BEACH 31ST UNIT AMD
    Year built: 2012
    Garage: Yes 4 vehicles
    Private Pool: Yes

    Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning ... Read more....»

    Listing information courtesy of ANNA MARIA ISLAND BEACHES RE
    MLS#A4685190 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,775,000SARASOTA 34239MLS #A4685190

    Details »Inquire

    Details »

    1726 WALDEMERE STREET
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  1 Half Bath  ·  5,250 SqFt  ·  $1,100/SqFt

    Days on Market: 4

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: N/A
    Year built: 2026
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Pre-Construction. To be built. Buyer may customize plan, size, price and finishes. Call agent for all details. All info coming soon!!!

    Listing information courtesy of JOSEPH RUSSO, LICENSED R.E. BROKER
    MLS#A4683801 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,750,000SARASOTA 34242MLS #A4683801

    Details »Inquire

    Details »

    316 BEACH ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    8 Bed  ·  8 Bath  ·  2 Half Baths  ·  4,681 SqFt  ·  $1,228/SqFt

    Days on Market: 1

    County: Sarasota
    Subdiv/Community Name: Sarasota Beach
    Legal Subdivision Name: SARASOTA BEACH
    Year built: 1996
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. 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. 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 ... Read more....»

    Listing information courtesy of KW COASTAL LIVING III
    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  ·  1 Half Bath  ·  5,826 SqFt  ·  $987/SqFt

    Days on Market: 1

    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

    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  ·  2 Half Baths  ·  4,498 SqFt  ·  $1,278/SqFt

    Days on Market: 35

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

    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  ·  2 Half Baths  ·  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#A4687301 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,695,000SARASOTA 34242MLS #A4687301

    Details »Inquire

    Details »

    336 AVENIDA DE MAYO
    SARASOTA FL 34242

    Residential / Single Family Residence

    8 Bed  ·  8 Bath  ·  1 Half Bath  ·  3,811 SqFt  ·  $1,494/SqFt

    Days on Market: 9

    County: Sarasota
    Subdiv/Community Name: Sarasota Beach
    Legal Subdivision Name: SARASOTA BEACH
    Year built: 2019
    Garage: Yes 2 vehicles
    Private Pool: Yes

    Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4687188 Residential  Property Single Family Residence  for sale in SARASOTA

    $5,695,000SARASOTA 34242MLS #A4687188

    Details »Inquire

    Details »

    332 AVENIDA DE MAYO
    SARASOTA FL 34242

    Residential / Single Family Residence

    9 Bed  ·  8 Bath  ·  4,055 SqFt  ·  $1,404/SqFt

    Days on Market: 3

    County: Sarasota
    Subdiv/Community Name: Sarasota Beach
    Legal Subdivision Name: SARASOTA BEACH
    Year built: 2019
    Garage: Yes 4 vehicles
    Private Pool: Yes

    ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    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