Englewood Homes with Sailboat Water Water Frontage

Englewood Homes with Sailboat Water Water Frontage

Welcome to Englewood, Florida, a charming coastal gem nestled along the picturesque Gulf of Mexico. Known for its stunning beaches, vibrant community, and laid-back atmosphere, Englewood is the perfect destination for those seeking a tranquil lifestyle infused with the beauty of nature. This delightful town boasts an array of outdoor activities, from fishing and boating to sunbathing on the pristine shores of Manasota Key. With its warm climate and friendly locals, Englewood offers a welcoming environment for families, retirees, and everyone in between.

One of the most enticing features of Englewood is its stunning homes with sailboat water frontage. Imagine stepping out of your back door and onto your boat, ready to explore the serene waters of Lemon Bay and beyond. These waterfront properties provide not only breathtaking views but also direct access to some of the best sailing, fishing, and water sports in the area. Whether you’re looking for a cozy bungalow or a luxurious estate, Englewood’s waterfront homes cater to a variety of tastes and lifestyles.

The community here is rich with amenities, including boutique shops, delightful restaurants, and parks that encourage an active lifestyle. Englewood's unique blend of natural beauty and community spirit makes it a sought-after location for those dreaming of a waterfront lifestyle. With its sailboat water frontage, Englewood invites you to experience the ultimate in coastal living – where every day feels like a vacation. Come discover the magic of Englewood, where your waterfront dreams can become a reality!

Newest Englewood Homes with Sailboat Water Water Frontage

1420 Beach Road Unit 204, Englewood
$699,900
2 Beds ⋅ 2 Baths ⋅ Harborview SubDv. ⋅ 34223 Zip Code
Experience the ultimate Florida lifestyle in this exquisite waterfront condo at Harbourview, located at 1420 Beach Rd Unit #204. As a highly coveted CORNER UNIT bordered entirely by LUSH, UNTOUCHED MANGROVES ON THE SIDE, this home offers an EXTREMELY PRIVATE SETTING with no side neighbors in sight. Wake up to incredible, PANORAMIC VIEWS OF LEMON BAY AND THE INTRACOASTAL WATERWAY from your private, OVERSIZED OPEN-AIR BALCONY—the ultimate spot for morning coffee or an evening cocktail as you watch the sunset. This stunning unit is designed for luxury living, featuring a SPACIOUS OPEN-CONCEPT LIVING ROOM, DINING ROOM, AND KITCHEN that is perfect for entertaining. The chef's dream kitchen boasts HIGH-END FINISHES, CUSTOM CABINETRY, GRANITE COUNTERTOPS, CENTER ISLAND, AND STAINLESS STEEL APPLIANCES. Retreat to the massive MASTER SUITE, a true sanctuary that includes an amazing en-suite bathroom featuring a SHOW-STOPPING WALK-THROUGH ROMAN-STYLE SHOWER. The secondary guest bedroom also has an en-suite bathroom for convenience as well as ITS OWN PRIVATE OUTDOOR BALCONY. Offered TURNKEY FURNISHED, all you need are your suitcases and sunscreen to settle right in! The convenience is unparalleled, featuring a TWO-CAR GROUND-FLOOR GARAGE and an additional PRIVATE STORAGE UNIT for all your beach and recreational gear, plus access to the SPARKLING COMMUNITY POOL. Best of all, you are just a short distance from the pristine sands of MANASOTA KEY & ENGLEWOOD BEACH, giving you quick access to beloved local shops and popular waterfront restaurants with live entertainment. This is Florida waterfront living at its absolute finest! Schedule your exclusive showing today!

1420 Beach Road Unit 204, Englewood
6468 Hamlet Drive Unit B, Englewood
$219,900
2 Beds ⋅ 2 Baths ⋅ Gulf Wind SubDv. ⋅ 34224 Zip Code
**WELCOME TO GULFWIND VILLAS, ONE OF ENGLEWOOD'S BEST-KEPT SECRETS!** If you've been dreaming of the Florida lifestyle, complete with boating, sunshine, friendly neighbors, and a beautifully updated home, you've found it! This hidden gem offers an unbeatable combination of location, amenities, and affordability, with a LOW MONTHLY FEE OF JUST $425! Gulf Wind Villas is an active, welcoming condo community offering social activities, a clubhouse, and a heated swimming pool. And here's something truly special—**GULF WIND VILLAS HAS ITS VERY OWN MARINA!** Assigned boat slips are offered for a nominal annual fee, along with a convenient kayak launch. Imagine cruising along a picturesque creek leading to beautiful Lemon Bay and out to the Gulf! Multiple community exits with traffic lights make getting around town a breeze. Step inside this lovely villa and prepare to be impressed! **STYLISH WOOD LAMINATE FLOORING** flows throughout, except for the tiled bathrooms. The spacious GREAT ROOM features a CATHEDRAL CEILING, ceiling fan, and tubular skylight that welcomes Florida sunshine indoors. Sliding glass doors lead to the GLASS-ENCLOSED FLORIDA ROOM, a wonderful extension of your living space! With tiled flooring and a storage closet, it's the perfect place for morning coffee or relaxing with a good book. **THE BEAUTIFULLY UPDATED KITCHEN IS A SHOWSTOPPER!** Crisp white cottage-style cabinetry creates a fresh coastal feel, complemented by gorgeous QUARTZ COUNTERTOPS and an attractive backsplash. Thoughtful conveniences include a built-in waste receptacle and Lazy Susan. The LG appliance package includes a FRENCH DOOR REFRIGERATOR, dishwasher, microwave, and range with DOUBLE OVENS AND BUILT-IN AIR FRYER! The conveniently located kitchen laundry closet includes a FULL-SIZE SAMSUNG FRONT-LOAD WASHER AND DRYER! The PRIMARY BEDROOM is a comfortable retreat with a generous WALK-IN CLOSET, ceiling fan, and sliding glass doors to the rear patio. The UPDATED ENSUITE BATH features a NEW DOUBLE-SINK VANITY with solid-surface countertop, new faucets, TOUCH-CONTROL MIRROR, updated lighting, and shower with NEW TILE SURROUND AND FLOORING. Direct access to the ONE-CAR GARAGE is an added convenience, and an EXTRA GARAGE REFRIGERATOR is included! The comfortable GUEST BEDROOM features a wall closet and ceiling fan. The UPDATED GUEST BATH includes a NEW VANITY with solid-surface countertop, new faucet, TOUCH-CONTROL MIRROR, updated lighting, and NEW BATHTUB with beautiful new wall tile. Additional peace of mind comes with an **A/C REPLACED IN 2021, ROOF IN 2023 AND WATER HEATER INSTALLED IN MAY 2025!** Outside, the REAR PATIO is perfect for grilling, enjoying a refreshing beverage, or simply relaxing in the Florida breezes. And let's not forget the LOCATION! Gulf Wind Villas offers convenient access to Englewood's beautiful beaches, shopping, dining, and recreational opportunities. **BEAUTIFULLY UPDATED, WONDERFUL COMMUNITY AMENITIES, A COMMUNITY MARINA, AND LOW MONTHLY FEES!** Whether you're looking for a seasonal Florida getaway or a year-round residence, this delightful villa is ready to welcome you home. Come discover why Gulf Wind Villas is one of Englewood's best-kept secrets!

6468 Hamlet Drive Unit B, Englewood
1401 S Mccall Road Unit 301, Englewood
$379,000
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Breezes SubDv. ⋅ 34223 Zip Code
Waterfront views from the front and side of this top-floor end unit overlooking Gottfried Creek. Just 500 yards and one bridge from the Lemon Bay Intracoastal and less than 5 minutes to the beach, this is coastal living at its best. Vaulted ceilings and an open floor plan fill the home with natural light. Completely remodeled with granite countertops, newer stainless steel appliances, new LVP flooring throughout, and fresh paint. Extra storage includes attic access and a private storage cage. Boaters will love the private boat ramp and deeded-access boat slips with water and electric, available for annual rental at $450/year (a waiting list may apply). This gated community also features elevators, assigned under-building parking plus open guest parking, a heated pool and spa, tennis court, and BBQ area. Pets: 1 cat maximum. Rentals permitted with a 30-day minimum, up to 12 times per year, with HOA tenant approval; tenants may not have pets.

1401 S Mccall Road Unit 301, Englewood
7305 Manasota Key Road, Englewood
$1,800,000
Manasota Key SubDv. ⋅ 34223 Zip Code
Want to build your dream home on Manasota Key in Englewood, Fl?? This 1.36 acre property sits directly on Lemon Bay and comes with Deeded Beach Access to the Gulf of Mexico. Don't miss your opportunity to own a piece of paradise!!

7305 Manasota Key Road, Englewood
1930 Bayshore Drive, Englewood
$2,700,000
4 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
RARELY DOES AN ESTATE OF THIS SCALE, PRIVACY, AND WATERFRONT PRESENCE BECOME AVAILABLE. Set on 1.41 private acres with 175’ of direct frontage on Lemon Bay, elevated approximately 22’ above grade, the main living level captures exceptional Lemon Bay views. This exceptional custom-built residence offers a rare combination of seclusion, craftsmanship, expansive water views, and coveted southwestern rear exposure for spectacular sunsets. This is more than a residence—it is a private coastal sanctuary designed for those who value space, quality, privacy, and the freedom to live exceptionally. From the moment of arrival, the quality is unmistakable, with a paver drive, travertine entry, extensive wood finishes, custom details, and distinctive stained-glass accents throughout. Inside, generous proportions and effortless connections to the water create an inviting sense of luxury. The beautifully appointed kitchen features rich wood cabinetry, center island, built-in pantry, wine storage, premium appliances, and seamless flow into the dinette and family room, where spectacular views of Lemon Bay take center stage. A wood-burning fireplace, dramatic tray ceilings, crown molding, and warm wood flooring add timeless character. The spacious primary suite opens through French doors to a private bay-view balcony, complemented by additional guest accommodations, a dedicated office, and flexible living spaces. Outdoors, a heated saltwater pool and expansive paver lanai overlook the private grounds and Lemon Bay, while a firepit creates an intimate setting for enjoying unforgettable sunsets. The approximately 308-foot dock, with pilings already in place for a future lift, provides an extraordinary opportunity to further enhance the boating lifestyle. Four-car garage capacity plus a two-car tandem underpass, city water and sewer, impact-resistant windows and doors, updated elevated HVAC systems, and a prime location near Manasota Key Beach, marinas, golf, restaurants, and coastal amenities complete this exceptional offering. Opportunities to acquire this combination of acreage, direct Lemon Bay frontage, privacy, craftsmanship, and resort-style outdoor living are exceptionally limited. For the discerning buyer seeking a waterfront estate with presence, personality, and enduring appeal, this is a property that is difficult to replicate. County records show 3BR/2BA , property is a 4BR/2BA/2 half BA’s.

1930 Bayshore Drive, Englewood
1401 S Mccall Road Unit B-306, Englewood
$333,777
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Breezes SubDv. ⋅ 34223 Zip Code
WOW! First Class Waterfront Top Floor Condo Under $335,000! This condo had NO storm damage! This is the condo you are looking for! This condo features a vaulted living room ceiling and has been totally updated and renovated. This 2-bedroom 2-bath condo is being sold turnkey and ready to enjoy this season. Less than 2 miles to the beach and close to restaurants and shopping. The kitchen is one that is only found in luxury condos. High end LG appliances. The kitchen features an induction cooktop range, microwave and convection oven, Cambria quartz counter tops, refrigerator with two ice makers and in kitchen seating to enjoy your meals and watch the chef. The bathrooms are equally updated, and the furnishings are first class! A boat slip is available with a short waiting list, and the intercoastal waterway is less than 1 mile from your dock. The condo community features a boat ramp, tennis courts, heated swimming pool and spa, an under-building parking as well as guest parking. This condo is a MUST See! Schedule an appointment today!

1401 S Mccall Road Unit B-306, Englewood
901 Chapin Boulevard, Englewood
$1,350,000
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Park SubDv. ⋅ 34223 Zip Code
LIVING IN PARADISE ON LEMON BAY! Experience the beauty of Florida waterfront living in this exceptional, updated 2-bedroom, 2-bath home, where breathtaking panoramic views of Lemon Bay create a spectacular backdrop for everyday life. Imagine waking up to the sun sparkling across the water and ending each day with vibrant sunset colors reflecting across the bay. Soaring cathedral ceilings, expansive windows, and impact-resistant, hurricane-rated sliding glass doors invite natural light inside while opening to an upper deck and a separate screened-in deck, perfect for enjoying refreshing coastal breezes and unforgettable waterfront views. The property showcases numerous high-end renovations and quality upgrades, including Brazilian hardwood, exquisite Ipe and Tigerwood decking, stairs and louvers, and premium 316-grade stainless-steel cable railings. Additional improvements include a new tankless water heater, an elevated air-conditioning unit, new pool equipment, and updated outlets, switches, ceiling fans, lighting, garage door openers, and service doors throughout the two-car garage, utility room, and covered ground-level lanai areas. The open kitchen features warm wood cabinetry, granite countertops, a spacious center island, and stainless-steel appliances, creating an inviting space for entertaining and everyday living. Updated bathrooms, diagonal-set porcelain tile flooring throughout, and a convenient indoor laundry room add to the home's appeal. Beneath the elevated living area, an inviting in-ground pool offers the perfect place to cool off, soak up the Florida sunshine, and enjoy the laid-back coastal lifestyle. Even better, you're just a golf cart ride or an easy trip away from historic Dearborn Street in downtown Englewood, where charming restaurants, inviting coffee shops, a popular Farmers Market, and lively entertainment await. Combining spectacular Lemon Bay views, distinctive architectural details, extensive upgrades, exceptional outdoor living spaces, and a desirable location, this remarkable property offers a rare opportunity to enjoy the waterfront lifestyle you've been dreaming of!

901 Chapin Boulevard, Englewood
21 Oakwood Drive N Unit 21, Englewood
$439,000
2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
FORKED CREEK WATERFRONT | NO BRIDGES TO LEMON BAY | DOCK READY SEAWALL Enjoy the ultimate Florida boating lifestyle in Englewood Isles, a desirable maintenance-free waterfront community. This 2-bedroom, 2-bath detached condominium features a versatile den, split-bedroom floor plan, and 1-car garage. Boaters will love the 42 feet of seawall on Forked Creek, with water and electricity ready for dock instalation, and approximately 10-minute travel to Lemon Bay with no bridges to navigate. The open-concept living area flows into an expansive Florida room overlooking a peaceful, park-like setting. The den offers flexibility for a home office, guests, or hobby space. HVAC updates include a new system in 2022 and a separate mini-split in the Florida room. Community amenities include a large heated pool, shuffleboard, and maintenance-free living. Enjoy easy access to the Intracoastal Waterway, fishing, waterfront dining, Gulf beaches, golf, shopping, restaurants, and more.

21 Oakwood Drive N Unit 21, Englewood
1401 S Mccall Road Unit 102, Englewood
$269,900
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Breezes SubDv. ⋅ 34223 Zip Code
WATERFRONT VIEWS, BOATING ACCESS, AND TURNKEY FLORIDA LIVING IN LEMON BAY BREEZES! Welcome to UNIT 102B, a beautifully updated and FULLY FURNISHED 2-bedroom, 2-bathroom waterfront condo offering a peaceful setting and the laid-back coastal lifestyle Englewood is known for. Overlooking GOTTFRIED CREEK, UNIT 102B offers tranquil water views and a front-row seat to Southwest Florida wildlife, with the seller frequently spotting MANATEES AND DOLPHINS right from the property. Inside, the bright and inviting interior has been thoughtfully updated for comfortable, easy living. The RENOVATED KITCHEN features updated cabinetry and countertops, newer appliances, A BOSCH DISHWASHER and a 2024 REFRIGERATOR, while BOTH BATHROOMS HAVE BEEN BEAUTIFULLY REMODELED. The residence is being sold TURNKEY AND FULLY FURNISHED, making it easy to begin enjoying your Florida retreat from day one. One of the home's standout spaces is the SPACIOUS WATERFRONT PATIO overlooking Gottfried Creek. Added GLASS SLIDING PANELS transform the area into a bright extension of the living space, while SUNSHADES BLOCKING 98% OF UV RAYS provide additional comfort and protection. Whether you're enjoying your morning coffee, unwinding at the end of the day, or simply watching boats and wildlife pass by, this is a view you'll never tire of. For those drawn to life on the water, Lemon Bay Breezes offers a community dock and BOAT SLIPS with access from Gottfried Creek toward LEMON BAY AND THE INTRACOASTAL WATERWAY. Boat slips are managed through a DOCK WAITLIST; however, the seller reports that SEVERAL SLIPS HAVE BEEN AVAILABLE FOR RENT DURING EACH OF THE PAST SEVERAL WINTER SEASONS. The waterfront dock area was redone approximately five years ago, adding even more appeal for boating and waterfront enthusiasts. TWO KAYAKS ARE ALSO INCLUDED WITH THE SALE, making it even easier to get out on the water and explore the surrounding waterways. The community offers much more beyond the water. Residents enjoy a COMMUNITY POOL, TENNIS AND PICKLEBALL COURTS, ELEVATOR, ASSIGNED PARKING, and an OPEN STORAGE AREA FOR EACH UNIT. Seasonal WATER AEROBICS are also offered through the association, adding to the active and friendly atmosphere that makes Lemon Bay Breezes such an inviting place to call home. Additional features include a NEW STORM GLASS FRONT DOOR, 2013 WATER HEATER, and a 2023 COMMUNITY ROOF. The seller reports the unit has NEVER EXPERIENCED WATER DAMAGE. Updated, furnished, waterfront, and surrounded by the natural beauty of coastal Englewood, UNIT 102B AT LEMON BAY BREEZES offers an exceptional opportunity to enjoy Florida living without sacrificing comfort or convenience. Spend your days KAYAKING OR BOATING, relax by the pool, watch dolphins and manatees from home, or simply settle in and enjoy the view—EVERYTHING YOU NEED FOR THE SOUTHWEST FLORIDA LIFESTYLE IS ALREADY HERE.

1401 S Mccall Road Unit 102, Englewood
900 Oxford Drive, Englewood
$779,000
2 Beds ⋅ 2 Baths ⋅ Oxford Manor SubDv. ⋅ 34223 Zip Code
Move into The Captain's Quarters on Gottried Creek! Desirable location near downtown and close to beaches! Plenty of room for your boat, kayaks, cars, RV.'s and other equipment at this "Sportsman's Paradise"! Home features the best western sunset view over the creek and the beautiful ever-changing Mangroves. The large 1.2 (MOL) acre lot is zoned RSF5, allowing up to five units acre so you can likely build an additional cottage (or two) for rental or guests! Insurance on this home is REASONABLE! Owner currently pays and chooses NOT to have Flood Insurance. After Helene/Milton, Endura Flood Panels were installed throughout downstairs in lieu of sheetrock. All Tile and Hydrostop floors! This makes for easy restoration if water were to ever enter again! In 1998 the original home was extensively remodeled/rebuilt and had additional space as well as electrical upgrades, hard internet/cable wiring and security system and an elevator added! Entire perimeter of house and garage is solidly built with all cinderblock (CBS) construction on lower floor. The oversized 860 sq. ft. air-conditioned and insulated garage features an epoxy floor in the workshop area with ample storage for 2 cars, bicycles and all your tools and gear! Over the last five years more than was spent replacing metal roofs, soffits and gutters which are all to current code. This home has a true 'Old Florida' vibe. You can kayak to Lemon Bay directly from your floating dock! Launch your boat from your private 8500 lb. lift, go under one bridge (almost 9' clearance) to Lemon Bay and be in the crystalline blue waters of the ICW and Gulf of Mexico just 15 minutes beyond. See Ibis, Osprey and Blue Herons and watch the mullet jump from your 500 sq ft screened deck. Enjoy fishing, the "beach life" and observe a vibrant ecosystem from your back door. Let the daily rhythm of the tide set your pace!

900 Oxford Drive, Englewood
2571 Oberon Road, Englewood
$199,000
Gulf Wind SubDv. ⋅ 34224 Zip Code
This cleared and buildable lot is located on 87' of canal frontage, up Oyster Creek with quick boat access to the Gulf. Just minutes away from four beaches on Manasota Key, this 0.23-acre parcel (87' x 115') situated on a cul-de-sac at 2571 Oberon Rd presents a blank canvas for your dreams. With its generous size, the lot accords ample space for various possibilities. The natural surroundings provide a peaceful setting, appropriate for those seeking a slice of tranquility. No HOA City sewer, water and electric available

2571 Oberon Road, Englewood
8017 Manasota Key Road, Englewood
$3,850,000
5 Beds ⋅ 7 Baths ⋅ Manasota Sub SubDv. ⋅ 34223 Zip Code
Virtually Staged. Set on nearly a full acre with 214 feet of direct bay frontage, this Manasota Key waterfront estate offers a true bay-to-Gulf lifestyle, combining deep-water boating access with convenient deeded beach access just across the street. Positioned along a quiet stretch of Manasota Key Road, the property delivers privacy, scale, and unobstructed water views across Lemon Bay. Built in 2001 by Newport Home Builder, the residence spans more than 5,200 square feet across two living levels and has been meticulously maintained with thoughtful updates, including a new tile roof in 2024 and new impact-rated garage doors serving the oversized four-car garage. Impact glass windows and sliders throughout the home frame the bay while enhancing storm protection and energy efficiency. The main living level is designed for everyday comfort and entertaining. Diagonal tile flooring connects the living room—opening directly to the screened bayfront lanai—with the formal dining area and expansive kitchen. The chef’s kitchen features solid-wood cabinetry, granite countertops, center island, breakfast bar, informal dining space with wine bar built-in, and walls of glass sliders that open to the covered patio and summer kitchen. The adjacent family room enjoys panoramic bay views and seamless outdoor connection. The primary suite is located on the main level, offering a private retreat with a stone-encased fireplace, morning kitchen, custom walk-in closet, en-suite bath, and direct access to the bayfront patio. Two additional guest suites, a dedicated office or study, and a laundry room complete the first floor. Upstairs, guests enjoy a loft-style sitting area, and two spacious bedroom suites overlooking the bay (one suite is large enough to be an additional primary suite), providing flexibility for multi-generational living, work-from-home needs, or extended stays. Outdoor living is a defining feature. The panoramic screened pool deck, completed with travertine flooring, surrounds a resurfaced PebbleTec pool and raised spa, creating a comfortable setting for waterfront entertaining. Boating enthusiasts will appreciate the deep-water dock, updated in 2016 and equipped with a boat lift, electric, and water—offering no fixed bridges and direct access to open bay waters and the Gulf of Mexico. Deeded beach access is conveniently located just across the street. Ideally positioned on Manasota Key, this estate offers quick access to local waterfront dining, marinas, and nature preserves, while remaining close to Englewood, Venice, and Sarasota’s Cultural Coast. Championship golf courses, shopping, and dining are nearby, with world-class beaches lining both Manasota Key and nearby barrier islands. A rare opportunity to secure a direct bayfront property with beach access, acreage, and deep-water boating—delivering the best of Southwest Florida coastal living.

8017 Manasota Key Road, Englewood
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