• 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 4

    Contact Us Today!

    Your Name (required)

    Your Email (required)

    MLS Number (required)

    Your Message (required)

    12,171 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#A4633389 Residential  Property Single Family Residence $8,000,000 for sale in ANNA MARIA

    $8,000,000ANNA MARIA 34216MLS #A4633389

    Details »Inquire

    Details »

    9403 GULF DR
    ANNA MARIA FL 34216

    Residential / Single Family Residence

    9 Bed  ·  8 Bath  ·  3,983 SqFt  ·  $2,009/SqFt

    Days on Market: 459

    County: Manatee
    Subdiv/Community Name: Bimini Bay Estates
    Legal Subdivision Name: 7044700; BIMINI BAY ESTATES; LOT 61; PB 8/75
    Year built: 2020
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional ... Read more....»

    Listing information courtesy of BEACH HOUSE REAL ESTATE LLC
    MLS#A4669105 Residential  Property Single Family Residence $8,000,000 for sale in SARASOTA

    $8,000,000SARASOTA 34231MLS #A4669105

    Details »Inquire

    Details »

    3950 RED ROCK WAY
    SARASOTA FL 34231

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  6,850 SqFt  ·  $1,168/SqFt

    Days on Market: 228

    County: Sarasota
    Subdiv/Community Name: Red Rock Terrace
    Legal Subdivision Name: RED ROCK TERRACE
    Year built: 2026
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    Pre-Construction. To be built. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4685052 Residential  Property Condominium $7,999,000 for sale in LONGBOAT KEY

    $7,999,000LONGBOAT KEY 34228MLS #A4685052

    Details »Inquire

    Details »

    3030 GRAND BAY BOULEVARD UNIT PH3101
    LONGBOAT KEY FL 34228

    Residential / Condominium

    3 Bed  ·  3 Bath  ·  4,413 SqFt  ·  $1,813/SqFt

    Days on Market: 40

    County: Sarasota
    Subdiv/Community Name: Grand Bay
    Legal Subdivision Name: GRAND BAY 3
    Year built: 1998
    Garage: Yes 2 vehicles
    Waterfront: Yes — Intracoastal Waterway

    Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot wraparound terrace with outdoor kitchen and panoramic 270-degree sunrise-to-sunset views of the area including Sarasota Bay, the golf course, Sarasota city skyline, marina, Gulf of Mexico and beach area of Longboat Key. At an understated tasteful level of luxury living, the thoughtfully designed space now offers ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4678538 Residential  Property Single Family Residence $7,995,000 for sale in SARASOTA

    $7,995,000SARASOTA 34234MLS #A4678538

    Details »Inquire

    Details »

    4511 BAY SHORE ROAD
    SARASOTA FL 34234

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  5,812 SqFt  ·  $1,376/SqFt

    Days on Market: 67

    County: Sarasota
    Subdiv/Community Name: Indian Beach
    Legal Subdivision Name: INDIAN BEACH
    Year built: 1928
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway
    Lot Size (in acres): 1.10

    Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4669078 Residential  Property Single Family Residence $7,995,000 for sale in SARASOTA

    $7,995,000SARASOTA 34239MLS #A4669078

    Details »Inquire

    Details »

    3631 SAN REMO TERRACE
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  4,705 SqFt  ·  $1,699/SqFt

    Days on Market: 161

    County: Sarasota
    Subdiv/Community Name: San Remo
    Legal Subdivision Name: SAN REMO ESTATES
    Year built: 2021
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4630034 Residential  Property Single Family Residence $7,990,000 for sale in SARASOTA

    $7,990,000SARASOTA 34236MLS #A4630034

    Details »Inquire

    Details »

    515 S WASHINGTON DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  4,480 SqFt  ·  $1,783/SqFt

    Days on Market: 351

    County: Sarasota
    Complex/CommunityName: SAINT ARMANDS
    Subdiv/Community Name: Saint Armands Division John Ringling Estates
    Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
    Year built: 1972
    Garage: Yes 1 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Presenting an unparalleled masterpiece of luxury and sophistication—soon to be one of the most iconic and coveted waterfront estates in Sarasota, Florida. Originally envisioned by the legendary architect Bo MacEwen, this landmark property is undergoing a meticulous transformation from top to bottom, elevating it to a pinnacle of architectural brilliance and timeless elegance. Designed with both grandeur and functionality in mind, the first floor will feature a lavish primary bedroom suite and a private den, offering a serene retreat within the home. The second floor will encompass three additional bedrooms, providing ample space for family and guests while maintaining an ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4683250 Residential  Property Single Family Residence $7,985,000 for sale in BRADENTON BEACH

    $7,985,000BRADENTON BEACH 34217MLS #A4683250

    Details »Inquire

    Details »

    110 10TH STREET S
    BRADENTON BEACH FL 34217

    Residential / Single Family Residence

    7 Bed  ·  5 Bath  ·  6,000 SqFt  ·  $1,331/SqFt

    Days on Market: 76
    Cumulative Days on Market: 400

    County: Manatee
    Subdiv/Community Name: Cortez Beach
    Legal Subdivision Name: CORTEZ BEACH
    Year built: 2015
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way, through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, ... Read more....»

    Listing information courtesy of BEACH HOUSE REAL ESTATE LLC
    MLS#A4669993 Residential  Property Single Family Residence $7,950,000 for sale in SARASOTA

    $7,950,000SARASOTA 34236MLS #A4669993

    Details »Inquire

    Details »

    101 SEAGULL LANE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,176 SqFt  ·  $1,536/SqFt

    Days on Market: 213

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 2018
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Breathtaking Bayfront Estate on Bird Key | 5 Bedrooms | 5.5 Bathrooms | 5,176 SF | .69 Acre | Experience the pinnacle of Sarasota Bayfront living in this breathtaking Bird Key estate, where timeless coastal elegance meets modern luxury. Perfectly positioned to capture sweeping bay views and unforgettable sunsets, this 5,176-square-foot residence and largest lot in Bird Key offers refined elegance, modern comfort and sophistication inside and out. A grand paver driveway welcomes you to the beautiful oversized glass doors through which you enter into an awe-inspiring open layout showcasing abundant brightness and natural light throughout, soaring tray ceilings complete with beautiful ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4608628 Residential  Property Condominium $7,950,000 for sale in SARASOTA

    $7,950,000SARASOTA 34242MLS #A4608628

    Details »Inquire

    Details »

    84 AVENIDA VENECCIA UNIT 202 & 203
    SARASOTA FL 34242

    Residential / Condominium

    4 Bed  ·  4 Bath  ·  6,206 SqFt  ·  $1,281/SqFt

    Days on Market: 747

    County: Sarasota
    Subdiv/Community Name: Siesta
    Legal Subdivision Name: 89 BEACH
    Year built: 2024
    Garage: Yes 4 vehicles
    Community Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you to your sanctuary above. Park your collection of vehicles effortlessly in the expansive 4-car garage before ascending to your private oasis. Step out onto expansive covered balconies to savor the sea breeze and soak in the mesmerizing vistas. ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4675575 Residential  Property Single Family Residence $7,900,000 for sale in SARASOTA

    $7,900,000SARASOTA 34236MLS #A4675575

    Details »Inquire

    Details »

    259 ROBIN DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  4,078 SqFt  ·  $1,937/SqFt

    Days on Market: 160

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 1996
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4672059 Residential  Property Single Family Residence $7,900,000 for sale in LONGBOAT KEY

    $7,900,000LONGBOAT KEY 34228MLS #A4672059

    Details »Inquire

    Details »

    560 HARBOR COVE CIRCLE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  3,485 SqFt  ·  $2,267/SqFt

    Days on Market: 198

    County: Sarasota
    Subdiv/Community Name: Bay Isles
    Legal Subdivision Name: BAY ISLES
    Year built: 1981
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private docks with water and electric, including one with a 15,000-lb lift designed for easy access. The Gulf is reachable through the nearby jetty with drawbridge, with an additional route via the John Ringling Bridge. The seawall was newly capped in 2020, ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4679610 Residential  Property Single Family Residence $7,800,000 for sale in SARASOTA

    $7,800,000SARASOTA 34236MLS #A4679610

    Details »Inquire

    Details »

    570 S SPOONBILL DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  6,579 SqFt  ·  $1,186/SqFt

    Days on Market: 101

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 2002
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Welcome to an exceptional waterfront residence on coveted South Spoonbill Drive, where refined luxury meets Sarasota’s most desirable coastal living. This impressive 5 bedroom, 6.5 bath estate spans 6,846 square feet and is thoughtfully designed for discerning luxury buyers, ideally located on the open water with stunning views towards Lido Key. Soaring ceilings and expansive living areas create a grand yet welcoming atmosphere, filled with natural light and elegant architectural detail. The home offers a seamless flow for both intimate gatherings and large-scale entertaining, enhanced by an elevator providing convenient access across levels. The main-level primary suite serves as a ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4695510 Residential  Property Single Family Residence $7,775,000 for sale in CORTEZ

    $7,775,000CORTEZ 34215MLS #A4695510

    Details »Inquire

    Details »

    12925 42ND TERRACE W
    CORTEZ FL 34215

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  5,138 SqFt  ·  $1,513/SqFt

    County: Manatee
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: SUNSET HARBOR
    Year built: 1996
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    EXTRAORDINARY WATERFRONT ESTATE ON ANNA MARIA SOUND. Exclusive gated community of Sunset Harbor, where luxury, privacy, and breathtaking coastal scenery come together in perfect harmony. One of only eight residences within this intimate enclave, this exceptional home captures sweeping views of Anna Maria Sound and delivers unforgettable Gulf Coast sunsets from nearly every angle. Thoughtfully designed to embrace Florida's coveted indoor-outdoor lifestyle, the residence offers expansive terraces and seamless living spaces that open effortlessly to the waterfront beyond. Whether entertaining guests or enjoying a quiet evening overlooking the water, the home creates an atmosphere of relaxed sophistication. Spanning approximately 5,138 square feet, ... Read more....»

    Listing information courtesy of CLUB REALTY
    MLS#A4686563 Residential  Property Single Family Residence $7,750,000 for sale in ANNA MARIA

    $7,750,000ANNA MARIA 34216MLS #A4686563

    Details »Inquire

    Details »

    107 TUNA STREET
    ANNA MARIA FL 34216

    Residential / Single Family Residence

    6 Bed  ·  5 Bath  ·  4,345 SqFt  ·  $1,784/SqFt

    Days on Market: 55

    County: Manatee
    Subdiv/Community Name: Anna Maria Beach
    Legal Subdivision Name: ANNA MARIA
    Year built: 2026
    Garage: Yes 6 vehicles
    Private Pool: Yes

    Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4682309 Residential  Property Single Family Residence $7,750,000 for sale in SARASOTA

    $7,750,000SARASOTA 34239MLS #A4682309

    Details »Inquire

    Details »

    1394 HARBOR DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    4 Bed  ·  6 Bath  ·  5,913 SqFt  ·  $1,311/SqFt

    Days on Market: 60

    County: Sarasota
    Subdiv/Community Name: Harbor Acres
    Legal Subdivision Name: HARBOR ACRES
    Year built: 2004
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4684376 Residential  Property Single Family Residence $7,595,000 for sale in SARASOTA

    $7,595,000SARASOTA 34236MLS #A4684376

    Details »Inquire

    Details »

    376 WEST ROYAL FLAMINGO DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    3 Bed  ·  3 Bath  ·  3,137 SqFt  ·  $2,421/SqFt

    Days on Market: 23

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 1967
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Exceptional Bayfront Lot with home located within the exclusive community of Bird Key. This unique waterfront lot offers a rare opportunity to purchase over a half acre of prime bay front property offering endless opportunities for new construction. Boasting 225 feet of seawall frontage, this parcel captures sweeping southwest vistas of Lido Key, Big Pass, and Otter Key. Protected waters provide the ideal location for the most avid boating enthusiasts. The three bedroom, three and half bath single family home with heated pool and spa captures Florida's true waterfront lifestyle. Spacious living areas take ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#TB8418423 Residential  Property Single Family Residence $7,500,000 for sale in ANNA MARIA

    $7,500,000ANNA MARIA 34216MLS #TB8418423

    Details »Inquire

    Details »

    107 MAPLE AVENUE
    ANNA MARIA FL 34216

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  6,500 SqFt  ·  $1,154/SqFt

    Days on Market: 127

    County: Manatee
    Subdiv/Community Name: Gulf View Sub
    Legal Subdivision Name: GULF VIEW SUB OF ANNA MARIA KEY
    Year built: 2024
    Garage: Yes 2 vehicles
    Private Pool: Yes

    This turn-key custom built six bedroom six and a half bathroom luxury home on Anna Maria Island is an exceptional beach investment property offering the perfect balance of passive rental income and personal coastal living. Located on one of the most private and prestigious streets on Anna Maria Island just steps from beach access the home offers Gulf of Mexico views and a proven short term rental history grossing over $650,000 annually. Whether purchased as a primary residence, second home or vacation rental investment this newer construction property delivers strong returns and long term value. Designed as a high performing ... Read more....»

    Listing information courtesy of ARC REALTY GROUP
    MLS#A4680603 Residential  Property Single Family Residence $7,500,000 for sale in ANNA MARIA

    $7,500,000ANNA MARIA 34216MLS #A4680603

    Details »Inquire

    Details »

    513 VILLA ROSA WAY
    ANNA MARIA FL 34216

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,778 SqFt  ·  $1,985/SqFt

    Days on Market: 101

    County: Manatee
    Subdiv/Community Name: Anna Maria Beach
    Legal Subdivision Name: VILLA ROSA
    Year built: 2017
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Rarely does a home of this architectural distinction and waterfront presence become available on Anna Maria Island. Tucked within the private residential enclave of Villa Rosa, this custom-built coastal estate offers a level of craftsmanship, privacy, and lifestyle reserved for the island’s most exceptional properties. Inspired by timeless European architecture, the residence is defined by reclaimed wood beams, marble flooring, handcrafted millwork, and curated designer finishes that create interiors both refined and welcoming. The chef’s kitchen serves as the heart of the home, featuring a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and an expansive island designed for gathering and ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4675254 Residential  Property Single Family Residence $7,500,000 for sale in SARASOTA

    $7,500,000SARASOTA 34236MLS #A4675254

    Details »Inquire

    Details »

    222 MORNINGSIDE DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  3 Bath  ·  4,284 SqFt  ·  $1,751/SqFt

    Days on Market: 143

    County: Sarasota
    Subdiv/Community Name: Lido Shores
    Legal Subdivision Name: LIDO C
    Year built: 2015
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bayou

    An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4675182 Residential  Property Single Family Residence $7,500,000 for sale in SARASOTA

    $7,500,000SARASOTA 34242MLS #A4675182

    Details »Inquire

    Details »

    4205 HIGEL AVENUE
    SARASOTA FL 34242

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  7,003 SqFt  ·  $1,071/SqFt

    Days on Market: 38

    County: Sarasota
    Subdiv/Community Name: Cocoanut Bayou
    Legal Subdivision Name: COCOANUT BAYOU
    Year built: 2008
    Garage: Yes 12 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bayou

    A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4669099 Residential  Property Single Family Residence $7,500,000 for sale in SARASOTA

    $7,500,000SARASOTA 34242MLS #A4669099

    Details »Inquire

    Details »

    5179 HIDDEN HARBOR ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  4,900 SqFt  ·  $1,531/SqFt

    Days on Market: 228

    County: Sarasota
    Subdiv/Community Name: Hidden Harbor
    Legal Subdivision Name: HIDDEN HARBOR
    Year built: 2026
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4670925 Residential  Property Condominium $7,499,000 for sale in SARASOTA

    $7,499,000SARASOTA 34236MLS #A4670925

    Details »Inquire

    Details »

    555 QUAY COMMON UNIT 1804
    SARASOTA FL 34236

    Residential / Condominium

    3 Bed  ·  3 Bath  ·  3,556 SqFt  ·  $2,109/SqFt

    Days on Market: 14

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: RITZ-CARLTON RESIDENCES, SARASOTA BAY
    Year built: 2024
    Garage: Yes 2 vehicles
    Waterfront: Yes — Marina

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Prepare to be wowed. This 20-story Ritz-Carlton Residences tower under construction, enjoys a prime waterfront location in the heart of Sarasota's accessible downtown cultural district. Estate 1804 with 13-foot ceilings optimizes beautiful vistas of Quay Harbor, The Bay Park, Sarasota Bay and Gulf of Mexico. Its impressive Estate Residence E design features soaring walls of glass that create an expansive and luxurious great room experience. This spacious area is accentuated by a wraparound terrace with a summer kitchen. The primary bedroom offers a breathtaking bay view through your ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#D6144445 Residential  Property Single Family Residence $7,495,000 for sale in BOCA GRANDE

    $7,495,000BOCA GRANDE 33921MLS #D6144445

    Details »Inquire

    Details »

    19 GROUPER HOLE DRIVE
    BOCA GRANDE FL 33921

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,529 SqFt  ·  $2,124/SqFt

    Days on Market: 8

    County: Charlotte
    Subdiv/Community Name: East Shores Acres
    Legal Subdivision Name: OF
    Year built: 1990
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized ... Read more....»

    Listing information courtesy of THE BRC GROUP, LLC
    MLS#A4694036 Residential  Property Single Family Residence $7,495,000 for sale in BRADENTON

    $7,495,000BRADENTON 34212MLS #A4694036

    Details »Inquire

    Details »

    1245 MILL CREEK ROAD
    BRADENTON FL 34212

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  5,771 SqFt  ·  $1,299/SqFt

    Days on Market: 20
    Cumulative Days on Market: 532

    County: Manatee
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: ACREAGE & UNREC
    Year built: 2021
    Garage: Yes 15 vehicles
    Private Pool: Yes
    Waterfront: Yes — River Front
    Lot Size (in acres): 30.71

    Tucked away along the tranquil banks of the Manatee River, this extraordinary 30-acre private estate offers a lifestyle rarely found in Sarasota or Manatee County—where outdoor adventure, recreation, privacy, and luxury converge into one remarkable compound. The property features an exceptional 4,489 sf custom home built in 2021, a 1,282 sf guest house, a multi-use air-conditioned outbuilding and more, and offers a true Florida playground for boating, fishing, horses, entertaining, hobbies, and enjoying the outdoors on an unmatched scale. A 60-foot dock provides direct access to incredible fishing and boating, with tarpon, snook, redfish, black drum, blue crab, dolphin, and ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4673495 Residential  Property Single Family Residence $7,495,000 for sale in LONGBOAT KEY

    $7,495,000LONGBOAT KEY 34228MLS #A4673495

    Details »Inquire

    Details »

    5005 GULF OF MEXICO DRIVE UNIT 4
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  4,630 SqFt  ·  $1,619/SqFt

    Days on Market: 167

    County: Manatee
    Subdiv/Community Name: Bonaire Bayou
    Legal Subdivision Name: BONAIRE AT LONGBOAT KEY
    Year built: 2018
    Garage: Yes 3 vehicles
    Private Pool: Yes

    Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes. Walk in to this fully furnished home which is steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and balconies. A beautiful foyer, large family room, and home gym are featured on the ground floor, along with an oversized three-car garage and storage room. The quality of the home’s design and construction are ... Read more....»

    Listing information courtesy of DEVELOPERS REALTY LBK, INC
    MLS#A4667459 Residential  Property Single Family Residence $7,488,000 for sale in LONGBOAT KEY

    $7,488,000LONGBOAT KEY 34228MLS #A4667459

    Details »Inquire

    Details »

    757 HIDEAWAY BAY DRIVE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    4 Bed  ·  5 Bath  ·  4,507 SqFt  ·  $1,661/SqFt

    Days on Market: 220

    County: Manatee
    Subdiv/Community Name: Hideaway Bay Subdivision
    Legal Subdivision Name: HIDEAWAY BAY SUB
    Year built: 2007
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze. With a newly renovated private forty-foot-deep water dock ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4687421 Residential  Property Single Family Residence $7,485,000 for sale in HOLMES BEACH

    $7,485,000HOLMES BEACH 34217MLS #A4687421

    Details »Inquire

    Details »

    635 KEY ROYALE DRIVE
    HOLMES BEACH FL 34217

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,648 SqFt  ·  $2,052/SqFt

    Days on Market: 2

    County: Manatee
    Subdiv/Community Name: Key Royale
    Legal Subdivision Name: KEY ROYALE 8TH ADD
    Year built: 2015
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    This bayfront Key Royale home is ideally situated on the southern side of Key Royale, offering a more protected setting away from the north wind and enhancing year-round outdoor enjoyment. Truly a World of Its Own—delightful bayfront living with sweeping views of the crystal-clear waters of Anna Maria Sound and Tampa Bay. This elevated, single-level custom-built coastal residence is a tribute to exceptional design, premier location, and impeccable construction, finishes, and taste. Calm coastal hues and shell stone travertine flooring flow throughout the soaring living spaces, highlighted by tongue-and-groove ceilings with solid wood beams. The home showcases custom cabinetry with 100-year-old pine ... Read more....»

    Listing information courtesy of ISLAND REAL ESTATE-ANNA MARIA
    MLS#A4693355 Residential  Property Single Family Residence $7,480,000 for sale in SARASOTA

    $7,480,000SARASOTA 34234MLS #A4693355

    Details »Inquire

    Details »

    350 S SHORE DRIVE
    SARASOTA FL 34234

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  5,099 SqFt  ·  $1,467/SqFt

    Days on Market: 12

    County: Sarasota
    Subdiv/Community Name: Sapphire Shores
    Legal Subdivision Name: SAPPHIRE SHORES RESUB
    Year built: 1996
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway

    Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4665652 Residential  Property Single Family Residence $7,350,000 for sale in HOLMES BEACH

    $7,350,000HOLMES BEACH 34217MLS #A4665652

    Details »Inquire

    Details »

    659 KEY ROYALE DRIVE
    HOLMES BEACH FL 34217

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  4,984 SqFt  ·  $1,475/SqFt

    Days on Market: 213

    County: Manatee
    Subdiv/Community Name: Key Royale
    Legal Subdivision Name: KEY ROYALE 12TH ADD
    Year built: 1972
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — River Front

    Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $4,200,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool ... Read more....»

    Listing information courtesy of SATO REAL ESTATE INC.
    MLS#A4681766 Residential  Property Single Family Residence $7,299,000 for sale in LONGBOAT KEY

    $7,299,000LONGBOAT KEY 34228MLS #A4681766

    Details »Inquire

    Details »

    591 #A GOLF LINKS LANE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  4,452 SqFt  ·  $1,639/SqFt

    Days on Market: 100

    County: Sarasota
    Subdiv/Community Name: Country Club Shores
    Legal Subdivision Name: COUNTRY CLUB SHORES SEC 03
    Year built: 2025
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots in Country Club Shores—approximately 1/3 acre—offering the rare advantage of a true backyard, something rarely found on smaller properties, along with community deeded beach access just moments away. This impressive coastal residence offers ... Read more....»

    Listing information courtesy of BRISTA 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