Waterfront single family homes with sailboat access to Charlotte Harbor, Pine Island Sound, the ICW, the Gulf of Mexico and beyond.
3415 TRIPOLI BOULEVARD
PUNTA GORDA FL 33950
Residential / Single Family Residence
4 Bed · 3 Bath · 3,458 SqFt · $633/SqFt
Days on Market: 1
County: Charlotte
Subdiv/Community Name: Punta Gorda Isles
Legal Subdivision Name: PUNTA GORDA ISLES SEC 15
Year built: 1996
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Stunning Key West style estate in Punta Gorda Isles featuring 4 bedrooms, 3 baths, 3-car tandem garage on ½ acre lot with sailboat access to Charlotte Harbor leading to the Gulf of Mexico! Gorgeous intersecting canal views on deep wide turning basin with 160 ft of waterfrontage, 2 boats lifts-30,000 lb. and 8,000 lb., plus concrete dock with water and electric. This beautiful home is thoughtfully designed to accommodate an in-law suite with a separate entrance, which can also serve as a private office. The open floor plan is accentuated by contemporary lighting and décor, soaring 10’ and 12’ ceilings, ... Read more....»
3324 ANTIGUA DRIVE
PUNTA GORDA FL 33950
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,920 SqFt · $587/SqFt
Days on Market: 1
County: Charlotte
Subdiv/Community Name: Punta Gorda Isles
Legal Subdivision Name: PUNTA GORDA ISLES SEC 12
Year built: 2000
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
**Luxury Waterfront Home in Punta Gorda, FL** Welcome to your dream home! Nestled on a tranquil oversized tip-lot on a cul-de-sac with over 220 feet of sailboat-access waterfront, this stunning two-story property offers unparalleled harbor-to-gulf access. Boasting 3 bedrooms, 2.5 bathrooms, and a host of premium features, this estate is a true gem for those seeking luxury and lifestyle. Step inside to discover a spacious layout, including a formal dining room, living room, family room, office, laundry room, and a versatile loft. The chef's kitchen is a culinary masterpiece, equipped with commercial-grade gas ranges, dual ovens, a fryer, ice machine, ... Read more....»
4511 GRASSY POINT BOULEVARD
PORT CHARLOTTE FL 33952
Residential / Single Family Residence
5 Bed · 6 Bath · 5,670 SqFt · $414/SqFt
Days on Market: 59
County: Charlotte
Subdiv/Community Name: Grassy Point Estates
Legal Subdivision Name: GRASSY POINT ESTATES
Year built: 1997
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Rarely Available Estate Home on the Marina Basin in Grassy Point Yacht Club with 112 feet of seawall, dock/lift, pool/spa on over 1/2 acre with beautiful water views awaits new owners! This updated 5 bedroom, 6 bathroom home with den, a 4 car garage, pool/spa, and attractively appointed spaces is captivating! From the exterior, notice the large front porch, elevated with grand stairs, incredible landscaping, the circular driveway with additional parking, and the majestic oak trees. Inside, the fabulous floor plan is a dream for entertaining! The foyer is connected to the front formal dining room with butler's pantry that ... Read more....»
13330 ANGLERS WAY
PLACIDA FL 33946
Residential / Single Family Residence
3 Bed · 3 Bath · 2,577 SqFt · $912/SqFt
Days on Market: 349
County: Charlotte
Subdiv/Community Name: Coral Creek Anglers Club
Legal Subdivision Name: CORAL CREEK ANGLERS CLUB
Year built: 2016
Garage: Yes 4 vehicles
Waterfront: Yes
The property sustained no damage from the recent storms and is ready for immediate occupancy. Savor the incredible Charlotte Harbor views and superb deep water boat access from this classic Key West styled, 2016 built home. Situated in the gated Angler's Club neighborhood, the home sits directly on the open bay with no bridges, looking south to Gasparilla Sound, Boca Grande and Charlotte Harbor, where you can enjoy the breathtaking views and bustling nautical activity from the moment you step through the front door. It's hard to pull yourself away from the multiple outdoor living areas that offer ... Read more....»
200 CAPSTAN DRIVE
PLACIDA FL 33946
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,837 SqFt · $828/SqFt
Days on Market: 189
County: Charlotte
Subdiv/Community Name: Cape Haze
Legal Subdivision Name: CAPE HAZE
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Imagine your own tropical oasis just minutes by boat to the Intracoastal Waterway and the stunning Gulf of Mexico. This exceptional waterfront home, with Pool Cabana/ In-Law Suite situated on an oversized lot of .64 acres, is a true paradise, surrounded by mature landscaping and designed for all your boating needs. This home has sustained very minimal damage in last few hurricanes and took on no water in Helene or Milton.
* Key West Style Home
* Minutes to Boca Grande Beaches and World Class Tarpon Fishing
* 2 Boat Lifts (10K and 15K with Roof Canopies)
* New 140' Seawall
* Metal ... Read more....»
1827 BAYWOOD DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
3 Bed · 2 Bath · 2,565 SqFt · $926/SqFt
Days on Market: 15
County: Sarasota
Subdiv/Community Name: Bay View Acres
Legal Subdivision Name: BAY VIEW ACRES
Year built: 1957
Garage: Yes 1 vehicles
Private Pool: Yes
Waterfront: Yes
Spectacular waterfront property nestled W of the Trail off of Stickney Point and 41. This fabulous completely updated "Old Florida" gem offers Florida coastal living at it's best with the backyard on the "Y" intersection of two canals. Boaters and lovers of nature will enjoy this oak tree laden lot that has been professionally landscaped. It is a quick boat or kayak ride, walk or drive to world famous Siesta Key with it's ever-glistening sand. Concrete, lighted pillars guide you to the driveway with custom designed pavers. The magnificent glass hurricane impact front door leads to an open floor plan ... Read more....»
922 CASEY COVE DRIVE
NOKOMIS FL 34275
Residential / Single Family Residence
2 Bed · 2 Bath · 1,722 SqFt · $1,394/SqFt
Days on Market: 51
County: Sarasota
Subdiv/Community Name: Casey Cove
Legal Subdivision Name: CASEY COVE
Year built: 1971
Garage: Yes 1 vehicles
Private Pool: Yes
Waterfront: Yes
Casey Key is an amazing place to live, especially with views like this. This home is sitting on the Intracoastal waterway, aka Blackburn Bay with stunning views of the wide water way to your east & south, while being in a protected cove with a minimal wake zone. Watch dolphins and Manatees playing as you relax by the pool or sit on the dock. This home is located just off the busier Casey Key Rd at the end of a cove, hence the name Casey Cove Rd. It is also located at the end of the street on a cul-de-sac, ... Read more....»
4937 OXFORD DRIVE
SIESTA KEY FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 2,539 SqFt · $965/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1974
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Location, location, location and no water intrusion with great income potential! Welcome to 4937 Oxford Drive, a charming single-family pool home on the Grand Canal nestled in the heart of Siesta Key. This sun-soaked sanctuary invites you to embrace the laid-back lifestyle with a touch of luxury. Discover the allure of Siesta Key living, just moments away from the pristine sands of world-renowned beaches. Whether you're a beachcomber, water sports enthusiast or sunset admirer, this home is your gateway to the ultimate coastal escape. Showcasing abundant, wide-open living space, three bedrooms plus an office stretched across 2,539 square feet, this ... Read more....»
210 CAPSTAN DRIVE
PLACIDA FL 33946
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,847 SqFt · $676/SqFt
Days on Market: 5
County: Charlotte
Subdiv/Community Name: Cape Haze
Legal Subdivision Name: CAPE HAZE
Year built: 1991
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
A FLORIDA WATERFRONT DREAM HOME—LUXURIOUSLY REMODELED & FURNISHED! Discover the ultimate boater’s paradise in this stunning deep-water canal home, just minutes from the Intracoastal Waterway and a private beach on Don Pedro Island. This meticulously remodeled and elegantly furnished residence offers an exquisite blend of luxury, comfort, and breathtaking waterfront views. Step through the grand entrance, and you’ll be immediately drawn to the panoramic pool and water views that define this exceptional home. With five spacious bedrooms, 3.5 baths, formal living and dining rooms, a private office, and a spectacular open-concept kitchen/family room, every space is designed for gracious living and ... Read more....»
21321 HARBORSIDE BOULEVARD
PORT CHARLOTTE FL 33952
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 6,484 SqFt · $424/SqFt
Days on Market: 116
County: Charlotte
Complex/CommunityName: GRASSY POINT ESTATES
Subdiv/Community Name: Grassy Point Estates
Legal Subdivision Name: GRASSY POINT ESTATES
Year built: 2008
Garage: Yes 6 vehicles
Private Pool: Yes
Waterfront: Yes
Live the LUXURY lifestyle with this Mediterranean style 5 bedroom, 5 1/2 bath, 6 Car garage home located in the upscale private deed restricted community of Grassy Point Yacht Club. Grassy Point is a WATERFRONT GATED COMMUNITY featuring 24 HOUR MANNED SECURITY, DEEDED DOCKS with a PRIVATE MARINA, DEEP WATER BASIN, CLUBHOUSE AND MUCH MORE! All docks are within OPEN WATERS with NO BRIDGES. Built-in 2008, this STUNNING two-story home boasts over 6400 square feet of living space with tile & wood flooring throughout, crown molding, tray & coffered ceilings, a working elevator, and SO MUCH MORE! French doors open ... Read more....»
8035 MANASOTA KEY ROAD
ENGLEWOOD FL 34223
Residential / Single Family Residence
5 Bed · 3 Bath · 2 Half Baths · 4,560 SqFt · $625/SqFt
Days on Market: 560
County: Sarasota
Subdiv/Community Name: Manasota Acres
Legal Subdivision Name: ACREAGE & UNREC
Year built: 1988
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Experience luxury coastal living at 8035 Manasota Key Road, Englewood, Florida. This exquisite waterfront retreat boasts 4 bedrooms plus office, 3 full bathrooms/2 half baths, and over 4,560 square feet of living space, complemented by 1500 square feet of outdoor bliss. Nestled amidst lush tropical landscapes, the property offers serene exclusivity. The timeless architecture and open layout welcome natural light and breathtaking views of the surrounding waterways. A gourmet kitchen, complete with Thermador appliances and custom cabinetry, adjoins a dining area overlooking the picturesque waterfront. The master suite exudes tranquility with its luxurious en-suite bathroom, Slipper Style soaking tub, and grand walk-in ... Read more....»
4024 CASEY KEY ROAD
NOKOMIS FL 34275
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,347 SqFt · $667/SqFt
Days on Market: 75
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: ACREAGE & UNREC
Year built: 1979
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
PRICE REDUCED! STORM RESISTANT Waterfront Residence on Casey Key, one of the most exclusive barrier islands on Florida’s West Coast! Looking for a waterfront residence MOVE-IN READY, with a deep-water dock, completely unaffected by the recent storms; & located on a magical Island that has no high rises, no traffic jams, exclusivity, resident-owned beaches, privacy, great medical, dining, and shopping, all extremely convenient? This Casey Key estate with over 4300 square feet of living space offers a rare combination of privacy & location, with stunning views of Little Sarasota Bay, a 10-foot-wide deeded easement to a pristine large beach ... Read more....»
508 SIESTA DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,943 SqFt · $1,002/SqFt
Days on Market: 66
County: Sarasota
Subdiv/Community Name: Bay Island Shores
Legal Subdivision Name: BAY ISLAND SHORES
Year built: 1994
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concrete block home boasts a new tile roof in 2016 and offers unparalleled access to deep water and sailboat-friendly waters, making it the perfect haven for boating enthusiasts. The property, set on over a .35-acre lot, is nestled in a protected basin and features a newer dock with composite decking, complete with two boat lifts (12,000 and 4,500 pounds), installed in 2018—truly a ... Read more....»
501 OUTRIGGER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 2 Bath · 2 Half Baths · 2,300 SqFt · $1,430/SqFt
Days on Market: 31
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 01
Year built: 2017
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your private slice of paradise at 501 Outrigger Lane, a masterpiece of modern coastal living in the Country Club Shores community of Longboat Key. This elevated, custom-built home by the renowned TJ Nutter combines impeccable craftsmanship with premium waterfront amenities and the epitome of privacy, offering the ideal blend of modern design and luxury. Both expansive Longboat Key Club golf course and canalfront views from practically every room in the house. Step into a spacious and airy 2,300-square-foot interior, where polished concrete and premium hardwood floors blend both soft and modern tones. Hurricane impact-rated windows and sliding glass doors, ... Read more....»
6934 BELGRAVE DRIVE
SIESTA KEY FL 34242
Residential / Single Family Residence
4 Bed · 6 Bath · 1 Half Bath · 4,652 SqFt · $747/SqFt
Days on Market: 377
County: Sarasota
Complex/CommunityName: SIESTA KEY
Subdiv/Community Name: Princes Gate
Legal Subdivision Name: PRINCES GATE
Year built: 1975
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
No Hurricane Damages on this one. Your dream home on Siesta Key just became more attractive! This home has proven its strength and durability during our last hurricane season. There was absolutely no damage or flooding. High and Dry. With the barrier islands having many issues you will feel secure in knowing this home has already stood up to the ravages of Helene and Milton and won. SO Welcome to the epitome of Coastal Luxe living on Siesta Key! This exceptional 3 or 4 bedroom, 6 1/2 bath home, complete with an office and ... Read more....»
3580 FAIR OAKS LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,167 SqFt · $840/SqFt
Days on Market: 12
County: Sarasota
Subdiv/Community Name: Queens Harbour (F/K/A Manchester Bay)
Legal Subdivision Name: QUEENS HARBOUR
Year built: 1998
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Courtyard residences in Queens Harbour are a rare find, and this impeccably recently updated five-bedroom waterfront home is move-in ready, offering a seamless blend of privacy, elegance, and coastal luxury. Designed for effortless indoor-outdoor living, the residence is centered around a lushly landscaped courtyard, where a newly resurfaced swimming pool, spa, and new paver deck create an inviting retreat. The private cabana suite, just steps from the main home, enhances the property’s charm and functionality. A set of eight-foot solid mahogany double doors opens into the grand foyer of the main residence, where soaring 20-foot cathedral ceilings, new engineered wood ... Read more....»
929 CASEY COVE DRIVE
NOKOMIS FL 34275
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,700 SqFt · $973/SqFt
Days on Market: 35
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1997
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
If you are looking for the ultimate in bayside waterfront living on Casey Key, come see this newly remodeled home on a rare cul-de-sac site with water views on three sides and from almost every room. Unlike many, this home survived both hurricanes Helene and Milton with no flooding of the living area. In the past few months the home has been upgraded with 24-inch white porcelain tile flooring, quartz countertops, new paint, fixtures and hardware, and an open kitchen with two islands. The property is on a point with 271 feet of recently installed seawall, an updated boat dock, ... Read more....»
2102 PALM TREE DRIVE
PUNTA GORDA FL 33950
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 5,127 SqFt · $722/SqFt
Days on Market: 38
County: Charlotte
Subdiv/Community Name: Punta Gorda Isles
Legal Subdivision Name: PUNTA GORDA ISLES SEC 04
Year built: 2014
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This Custom Home Presents an Exceptional opportunity to acquire a direct-Charlotte Harbor Residence comprising of four bedrooms, three full baths, attached oversized three car garage and an Executive Office, situated in Punta Gorda Isles, a Deed Restricted Community. Upon entering the residence, one is greeted by volume ceilings and expansive Waterfront views. The Great Room is furnished with a gas-burning fireplace, creating a refined atmosphere. The Spacious Kitchen is adorned with Center Island, New Quartz Countertops, Gas Range, top of the line appliances, a walk-in pantry, a pull out pantry and the design incorporates an eat-in kitchen bar and a ... Read more....»
1410 SIESTA DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 3 Bath · 4,224 SqFt · $923/SqFt
Days on Market: 37
County: Sarasota
Subdiv/Community Name: San Remo Estates
Legal Subdivision Name: SAN REMO ESTATES 2
Year built: 1979
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Experience the pinnacle of waterfront luxury and convenience in this updated Sarasota bayfront home. Located in the highly sought after West of Trail area, this gated property spans half an acre and offers 160 feet of waterfront, newer seawall, and space for a boat dock and lift, perfect for boating enthusiasts seeking quick access to open waters. Minutes from Siesta Key Beach, Sarasota's Downtown District, shopping, dining, and A+ schools, this home blends privacy with prime accessibility. Featuring a new metal roof (2022), hurricane-impact windows, the residence is designed for the comforts of modern living. Inside, high ceilings, panoramic bay ... Read more....»
3576 FAIR OAKS WAY
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 5 Bath · 1 Half Bath · 3,727 SqFt · $1,073/SqFt
Days on Market: 131
County: Sarasota
Subdiv/Community Name: Queens Harbour (F/K/A Manchester Bay)
Legal Subdivision Name: QUEENS HARBOUR
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Truly a spectacular waterfront location, sitting on the point in Queens Harbour behind the gates of The Longboat Key Club impressively surrounded by 345 feet of water on Sarasota Bay! This is a dream come true for those seeking a luxurious and picturesque lifestyle. Here's a detailed overview of its highlights: Location, location, location: The 80-foot deep water dock is perfect for boating enthusiasts, offering easy access to the bay and beyond. Whether enjoying sunrise or sunset, or watching dolphins play, the patio provides an ideal spot to take in the breathtaking views. Flexible Floor Plan: ... Read more....»
1560 HARBOR SOUND DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 4,213 SqFt · $1,019/SqFt
Days on Market: 11
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This impeccably updated waterfront residence in the prestigious Bay Isles Harbor neighborhood offers a seamless blend of luxury and coastal charm. Located behind the secure, 24-hour manned gates of Bay Isles, this home has been meticulously enhanced with thoughtful renovations inside and out. Recent improvements include lush new landscaping (2024), impact windows (2018), a renovated family room, kitchen, bathroom, and laundry room (2021), all new air-conditioning systems (2021/24),custom built-ins in the primary suite’s walk-in closets (2024), resurfaced deck, swimming pool, and spa (2015), new pool heater and variable speed pump (2023), new boat lifts (2013), and a tile roof (2011). ... Read more....»
1348 HARBOR DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 5 Bath · 6,946 SqFt · $644/SqFt
Days on Market: 102
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES
Year built: 1957
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
HARBOR ACRES Large, deep, sailboat canal with a view of the bay. Oversized dock 60ft x 8ft to accommodate a large yacht. 16,575sf ft lot with 118 feet of seawall! Current house is 6,946sf living area and you can possibly remodel this huge home with a brand new roof! Harbor Acres is the best neighborhood in Sarasota. It is located just a few minutes to downtown, Lido Beach, St Armand's circle and Siesta Key. Come build your dream house on this valuable Harbor Acres lot! Property flooded from Hurricane Helene and Hurricane Milton and is subject to the 50 FEMA ... Read more....»
275 LOOKOUT POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 5,279 SqFt · $848/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 2007
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, ... Read more....»
1243 STARBOARD LANE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 5,142 SqFt · $874/SqFt
Days on Market: 96
County: Sarasota
Subdiv/Community Name: Midnight Harbor Sub
Legal Subdivision Name: MIDNIGHT HARBOR SUB
Year built: 2006
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to 1243 Starboard, where luxury and design converge in a grand, seamless blend. This stunning 4-bedroom + office, 4.5-bathroom home with a 3+ car garage, crafted by the esteemed Voigt Construction, is nestled on nearly half an acre of deep sailboat water on Siesta Key, epitomizing island living at its finest. Constructed to the highest modern standards and equipped with a full-house automatic generator, this home effortlessly withstood recent hurricanes. Encompassing 5,142 square feet of air-conditioned space, it delivers a lifestyle of unparalleled sophistication. The spectacular Great Room is a masterpiece, boasting soaring pecky cypress ceilings and rich mahogany ... Read more....»
510 BOWSPRIT LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,389 SqFt · $1,082/SqFt
Days on Market: 64
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES
Year built: 2013
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Enjoy an exceptional lifestyle at this coveted Country Club Shores canal home ideal for boaters and less than three blocks from the beach. With direct access to Sarasota Bay and within two minutes of open water, this stately elevated waterfront villa is an exquisite blend of elegant design and modern coastal luxury. Thoughtfully laid out with an inviting primary suite on the main level and four en suite bedrooms on the second floor, the home features oversized windows and incredible sight lines that showcase beautiful views and abundant natural light throughout. Fully remodeled by Klar and Klar Architects, the interior ... Read more....»
3460 FLAMINGO AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
1 Bed · 1 Bath · 1,500 SqFt · $3,667/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 2024
Garage: Yes 2 vehicles
Waterfront: Yes
Lot Size (in acres): 1.28
Exclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional property is a boater's paradise, offering 178 feet of sailboat (no bridges) waterfront with oversized dockage and unparalleled access to the Gulf of Mexico via deep boating waters through Big Pass. The current main residence, storm-damaged and slated for demolition, presents a rare opportunity to design and build your dream coastal retreat on this expansive lot. Architectural plans for a stunning 5,000-square-foot coastal-contemporary residence are available, providing ... Read more....»
585 GUNWALE LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,733 SqFt · $1,204/SqFt
Days on Market: 81
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your exclusive waterfront retreat, a resilient haven that has withstood multiple storms without damage. On the point of a peaceful cul-de-sac in Country Club Shores on Longboat Key, this exceptional property offers breathtaking panoramic views of the Bay, city skyline, and iconic Ringling Bridge—visible from every window. With 243 feet of prime water frontage, including 118 feet on the open Bay and 125 feet on the canal, this home offers unparalleled water access. The 60-foot boat dock, lift, and mooring are sheltered in sailboat-friendly waters, allowing unobstructed views of the Bay. Built in 1990 and meticulously maintained, this ... Read more....»
495 MCKINLEY DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 3,903 SqFt · $1,512/SqFt
Days on Market: 71
County: Sarasota
Subdiv/Community Name: Lido Beach
Legal Subdivision Name: LIDO BEACH DIV B PLAT 3
Year built: 1993
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to a Tropical Waterfront Oasis on Lido Key! This magnificent 3,900-square-foot contemporary residence offers a rare opportunity to live in paradise, with breathtaking views of Sarasota Bay and the vibrant downtown skyline from nearly every room. Nestled on an oversized lot in a private, serene setting on South Lido Key, you'll be greeted by lush landscaping and a canopy of mature trees, including two fruit-bearing mango trees and a stately black olive tree, setting the tone for a peaceful retreat that harmoniously blends with nature. The home boasts a large open floor plan on the first level ... Read more....»
749 FREELING DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 6,827 SqFt · $872/SqFt
Days on Market: 1
County: Sarasota
Complex/CommunityName: BAY ISLAND SHORES
Subdiv/Community Name: Bay Island Shores
Legal Subdivision Name: BAY ISLAND SHORES
Year built: 1997
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's coveted north end. Just minutes from everything on and off the island, this residence is poised on a deep sailboat water bayou just off Sarasota Bay and the Intracoastal Waterway. Enjoy a quick boat ride through Big Pass to the Gulf of Mexico, making it a haven for boating enthusiasts. The heart of this magnificent property is the great room, offering tranquil water ... Read more....»
309 RINGLING POINT DRIVE
SARASOTA FL 34234
Residential / Single Family Residence
5 Bed · 3 Bath · 2 Half Baths · 6,918 SqFt · $990/SqFt
Days on Market: 97
Cumulative Days on Market: 362
County: Sarasota
Subdiv/Community Name: Sapphire Shores
Legal Subdivision Name: SAPPHIRE SHORES
Year built: 1999
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
ALL OFFERS CONSIDERED. PRICED over $1,000,000 BELOW RECENT APPRAISAL. This ELEVATED FEMA CONFORMING home (17 FEET in ELEVATION) was NOT impacted by recent storm activity. It was DESIGNED AND BUILT IN EXCESS OF CODE. If you want to live on the beautiful shores of Sarasota Bay but desire the security of an elevated concrete structure on deep pilings, then this is the place for you. The location is what makes Villa di Amore so special. Come and see for yourself how to escape the lower elevations, crowds and traffic on the barrier islands but still be on Sarasota Bay, just ... Read more....»
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