Englewood Homes with Sailboat Water Water Frontage

Englewood Homes with Sailboat Water Water Frontage

Welcome to Englewood, Florida – a hidden gem nestled along the stunning Gulf Coast. Known for its picturesque beaches, lush landscapes, and laid-back atmosphere, Englewood offers a unique blend of natural beauty and small-town charm. With its warm, sunny climate and friendly community, it’s no wonder that so many choose to call this coastal paradise home.

One of the most coveted features of Englewood real estate is the availability of homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of the tranquil waters, with direct access to the Gulf of Mexico right from your backyard. These waterfront properties are perfect for boating enthusiasts and those who appreciate the serenity that comes with living by the water. Sailboat access means you can effortlessly embark on adventures, exploring the nearby islands, fishing in the abundant waters, or simply enjoying a leisurely day on the boat.

Englewood's waterfront homes offer a variety of styles and sizes, ensuring there’s something for everyone. From charming bungalows to luxurious estates, each property boasts unique features that highlight the coastal lifestyle. Picture yourself hosting sunset gatherings on your patio or indulging in peaceful evenings watching the dolphins play in the bay.

In Englewood, life moves at a relaxed pace, with beautiful beaches, vibrant local shops, and delightful dining options just a stone’s throw away. Experience the perfect blend of leisure and adventure in this idyllic coastal town, where your dream of waterfront living can become a reality. Embrace the Englewood lifestyle and discover the magic of sailboat water frontage homes today!

Newest Englewood Homes with Sailboat Water Water Frontage

2700 N Beach Road Unit E107, Englewood
$399,900
2 Beds ⋅ 2 Baths ⋅ Pelican Landing SubDv. ⋅ 34223 Zip Code
Bayside Bliss on Manasota Key: Your Turnkey Island Oasis Awaits! Discover the last best-kept secret on the Gulf of America! Welcome to this bright, light, and impeccably clean bayside condo located in the highly sought-after Pelican Landing community. With a peek-a boo view of the Bay. Spanning seamlessly from beach to bay, this exclusive 84-unit complex boasts the most extensive array of resort-style amenities on Manasota Key. Just bring your swimsuit and let the island fun begin! Interior Features & Peace of Mind Move right in and enjoy a beautifully updated space designed for coastal living. Fresh & Modern: Newly remodeled bathrooms, gorgeous laminate flooring throughout the main living areas, and cozy carpet in the bedrooms. Kitchen Upgrades: Bright, brand-new lighting and a modern ceiling fan make the kitchen a joy to cook in. Ultimate Storm Protection: Rest easy with fully updated, hurricane-rated windows and a hurricane-rated front door, plus brand-new hurricane lanai doors to protect your investment. A Completely Transformed Community Pelican Landing has recently undergone a stunning, complex-wide transformation, ensuring a premium aesthetic and modern functionality for years to come: Fresh exterior paint on all buildings and walkways, complete with replaced front exterior railings. Beautifully updated landscaping and a new irrigation system installed last year. Newly rebuilt elevators for reliable, modern convenience. Driveway pavement has already been replaced on the Gulf side (with the Bayside scheduled for replacement following the upcoming installation of brand-new boat docks!). Covered parking under the building, plus ample guest parking for your visitors. World-Class Amenities Why leave home when you have the best amenities on the Key? Beach Access: 300 feet of private, pristine beach. Spend your days reading a book, hunting for prehistoric shark teeth, fishing, or taking a stroll to watch spectacular sunsets. Pool & Spa: Relax in the largest heated pool and spa on the Gulf! Active Lifestyle: Hit the private tennis and pickleball courts, utilize the convenient kayak storage, or join the many social activities at the newly remodeled community clubhouse. Unbeatable Location & Lifestyle Getting around is a breeze. Enjoy a short walk or hop on a local golf cart ride service to reach fantastic restaurants right at the entrance to the Key. Just a short drive away, Historic Downtown Englewood offers charming boutiques, excellent dining, and a beloved local Farmers Market every Thursday. For the avid golfer, there are over 20 premier golf courses in the surrounding area to choose from. Whether you are looking for a full-time residence, a winter retreat, or an investment property, this condo offers the ultimate Florida beach-to-bay lifestyle. Schedule your private showing today and come find your slice of paradise!

2700 N Beach Road Unit E107, Englewood

1460 Deer Creek Drive, Englewood
$878,000
3 Beds ⋅ 2 Baths ⋅ Point Of Pines SubDv. ⋅ 34223 Zip Code
LOCATION, LOCATION, LOCATION! Exceptional boating access, a complete remodel by a licensed contractor, and the best of coastal Englewood come together in this waterfront retreat. Located in Point of Pines, a charming enclave of just 66 homes, this beautifully remodeled 3-bedroom, 2-bath home with a 2-car garage offers direct access to the Intracoastal Waterway with NO BRIDGES TO THE GULF. Spend your days cruising scenic waterways, exploring nearby islands, or heading through Stump Pass to the open Gulf of Mexico—all from your own backyard. Thoughtfully rebuilt from the drywall in, the home blends quality craftsmanship with relaxed coastal style. A METAL ROOF, IMPACT DOORS, accordion shutters, and beautiful tile flooring throughout provide lasting appeal and easy maintenance. The kitchen features gorgeous quartz countertops, soft-close cabinetry, stainless steel appliances, and upgraded fixtures, including a high-end kitchen faucet with a pot filler. Coastal fans, custom closets, and beautifully finished bathrooms complete the inviting interior. The split floor plan offers privacy for both owners and guests, with a door separating the guest accommodations from the main living space. Across the home, the spacious primary suite features custom bathroom cabinetry, a gorgeous tile shower, a custom walk-in closet, and sliding doors opening directly to the pool area. Outdoor living is just as inviting. Enjoy a HEATED POOL added in 2018, an expansive screened lanai with room to lounge and entertain, and a convenient outdoor shower. A lushly landscaped courtyard features a distinctive Torii gate crafted from reclaimed Kentucky chestnut, adding character to this tropical setting. At the water’s edge, a covered, open-sided boathouse with davits and a CONCRETE SEAWALL makes it easy to embrace life on the water. Cast a line from your backyard, watch for dolphins and manatees, or set out for a sunset cruise. SOUTHWESTERN EXPOSURE brings beautiful evening views over the water, while the front patio offers a peaceful spot to enjoy morning tea and sunrises over the bay. A paver driveway, irrigation system, and lush tropical landscaping enhance the home’s curb appeal. Beyond your doorstep, Historic Dearborn Street offers local restaurants, a weekly farmers market, and the welcoming charm of Old Englewood. Englewood Beach and Manasota Key are also just a short drive away. Beautifully remodeled, perfectly positioned, and ready for your next chapter—come experience the boating access, coastal comforts, and exceptional location that make this Point of Pines home so special. Schedule your private showing and discover what it means to Love Where You Live.

1460 Deer Creek Drive, Englewood

1916 Michigan Avenue, Englewood
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Grove City Shores SubDv. ⋅ 34224 Zip Code
GULF-ACCESS WATERFRONT POOL HOME JUST THREE LOTS FROM OPEN WATER WITH A 10,000-LB BOAT LIFT AND EXTENSIVE UPGRADES! Experience the best of Southwest Florida living in this beautifully renovated 3-BEDROOM, 2-BATHROOM home offering approximately 1,624 SQUARE FEET OF LIVING SPACE, exceptional boating amenities, and a spectacular outdoor retreat. MAJOR IMPROVEMENTS INCLUDE A NEW ROOF, A/C, AND POOL IN 2024, A BOAT LIFT INSTALLED IN 2022, AND AN EXTENSIVE HOME RENOVATION COMPLETED IN 2025! FURNISHINGS ARE OPTIONAL, offering added flexibility for buyers seeking a Florida getaway. Situated on a spacious waterfront homesite, this inviting residence features an attractive coastal-inspired exterior, TROPICAL LANDSCAPING, decorative stone-bordered planting beds, and an EXPANSIVE DRIVEWAY providing ample parking. A charming screened front entry welcomes you into a BRIGHT, OPEN-CONCEPT FLOOR PLAN showcasing BEAUTIFUL WOOD-LOOK TILE FLOORING, crown molding, recessed lighting, and a fresh coastal-inspired color palette. The spacious LIVING ROOM features large windows, a ceiling fan, and SLIDING GLASS DOORS opening to the screened pool area, seamlessly connecting indoor and outdoor living. The BEAUTIFULLY REMODELED KITCHEN features WHITE SHAKER-STYLE CABINETRY WITH CROWN MOLDING, GRANITE COUNTERTOPS, A STRIKING BLUE-TONED GLASS TILE BACKSPLASH, AND STAINLESS-STEEL APPLIANCES. An OVERSIZED CENTER ISLAND WITH BREAKFAST BAR SEATING offers generous workspace and additional storage, complemented by stylish pendant lighting, a stainless-steel range hood, and an undermount sink with a gooseneck faucet. A DEDICATED COFFEE BAR provides additional convenience, while the adjoining DINING AREA is surrounded by windows that fill the space with natural light, creating an inviting setting for everyday meals and entertaining. The generously sized PRIMARY SUITE offers a comfortable retreat with a beautifully updated ENSUITE BATHROOM featuring a SPACIOUS DOUBLE-SINK VANITY WITH GRANITE COUNTERTOPS, individual mirrors with stylish lighting, and elegant MARBLE-LOOK PORCELAIN TILE FLOORING. A SEPARATE WALK-IN SHOWER WITH GLASS ENCLOSURE AND A RELAXING SOAKING TUB complete this well-appointed space. Two additional bedrooms provide flexibility for guests, a home office, or hobby room and share a conveniently located second full bathroom. A SEPARATE INTERIOR LAUNDRY ROOM adds everyday functionality. Step outside to your PRIVATE WATERFRONT OASIS, where a spectacular SCREENED POOL AND SPA are surrounded by an EXPANSIVE BRICK-PAVER DECK. An inviting SUN SHELF and generous seating areas provide the perfect setting for relaxing, entertaining, and enjoying Florida's beautiful weather, all while overlooking the peaceful canal. BOATING ENTHUSIASTS WILL LOVE THE EXCEPTIONAL WATERFRONT LOCATION! With approximately 80' OF SEAWALL, DOCK, AND A 10,000-LB BOAT LIFT, this property is ideally equipped for exploring Southwest Florida's waterways. Located JUST THREE LOTS FROM OPEN WATER, you'll enjoy quick access for fishing, cruising, and Gulf Coast adventures, with opportunities to spot dolphins, manatees, and coastal wildlife along the way. Additional highlights include IMPACT WINDOWS AND DOORS for added peace of mind. Conveniently located near BEAUTIFUL GULF BEACHES, MARINAS, GOLF COURSES, SHOPPING, DINING, AND LOCAL ATTRACTIONS, this exceptional property offers an outstanding combination of modern upgrades, waterfront convenience, and resort-style Florida living.

1916 Michigan Avenue, Englewood

2955 N Beach Road Unit A411, Englewood
$479,900
2 Beds ⋅ 2 Baths ⋅ Tamarind Gulf & Bay SubDv. ⋅ 34223 Zip Code
Enjoy relaxed Gulf-to-Bay living in this turnkey-furnished, ground-floor 2-bedroom, 2-bath condo at Tamarind Gulf & Bay on Manasota Key. With 1,161 square feet, an open, comfortable layout, and a screened lanai with a peek-a-boo view of Lemon Bay, this inviting home offers an easy place to settle in and enjoy the coast. This condo is in very nice condition. The kitchen and baths have been updated from their original 1981 finishes. The condo also features a stackable washer and dryer, one assigned parking space, and an outdoor storage unit—handy for beach chairs and other gear. Located in the community’s only handy-cap accessible building, it’s close to the heated pool, bay, and boat slips. A private side yard is a welcome bonus for pet owners. Tamarind offers a relaxed, low-rise Gulf-to-bay setting, with private Gulf-front beach access across the street and a Lemon Bay waterfront featuring 26 first-come boat slips with water and electricity, a private boat ramp, kayak storage, and a fish-cleaning station. Enjoy the heated pool, clubhouse, covered parking, outdoor grills, green space, and a warm community atmosphere, including morning poolside yoga. The HOA fee includes flood and wind insurance, Xfinity cable and internet, water, trash, exterior and roof maintenance, landscaping, and pest control. Spend the day boating, fishing, beachcombing, or looking for shark's teeth and then explore Englewood’s local shops and restaurants. The condo has been used as a rental in the past, but rental history is not currently available. The association’s minimum rental period is two weeks.

2955 N Beach Road Unit A411, Englewood

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

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

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

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