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. This charming coastal community is celebrated for its breathtaking beaches, vibrant local culture, and a laid-back lifestyle that beckons residents and visitors alike. With year-round sunshine and a friendly atmosphere, Englewood is the perfect place to call home.

One of the most alluring features of Englewood is its exceptional real estate offerings, particularly homes with sailboat water frontage. Imagine waking up each morning to the gentle sound of waves lapping against your dock, with the warm sun rising over the tranquil waters. These properties provide direct access to the Gulf of Mexico, allowing you to embark on sailing adventures right from your backyard. Whether you’re an experienced sailor or simply enjoy a leisurely day on the water, these homes offer an unparalleled lifestyle.

Englewood boasts a variety of waterfront properties, from modern villas to charming bungalows, each with its own unique character. Many of these homes feature spacious outdoor living areas, perfect for entertaining friends and family while soaking in the stunning views. With easy access to the Intracoastal Waterway, fishing, boating, and beachcombing are just moments away.

Beyond the water, Englewood is rich in amenities, including delightful dining options, boutique shopping, and vibrant community events. With its warm beaches, friendly neighborhoods, and an enchanting waterfront lifestyle, Englewood truly offers the best of Florida living. Come discover your dream home in this coastal paradise!

Newest Englewood Homes with Sailboat Water Water Frontage

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

19 Oakwood Drive N, Englewood
$399,000
2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
The Privacy of a Single-Family Home, The Convenience of Maintenance-Free Livng, AND The Freedom of Florida's Waterfront Lifestyle — All In One Exceptional Property! Welcome to this beautifully updated FREESTANDING, DETACHED, 2-bedroom, 2-bathroom home with a 2-car garage, nestled within the highly desirable boating community of Englewood Isles. Although part of a condominium community, this residence offers the independence and privacy of a single-family home, combined with the ease of maintenance-free living — a rare and highly appealing combination! Boating Enthusiasts, Take Notice! Enjoy your own deeded 42 foot seawall, offering the opportunity to install a custom dock or boat lift and experience direct boating access to Lemon Bay, the Intracoastal Waterway, and the Gulf — WITH NO BRIDGES! Imagine setting out for a day on the water, exploring the beautiful coastline, or simply enjoying the tranquility of waterfront living right outside your door. Inside, a bright, welcoming, open floor plan creates an inviting atmosphere, complemented by beautiful terrazzo flooring throughout the main living areas. Extensive improvements completed in 2022–2023 include fresh interior paint, a beautifully renovated kitchen featuring custom wood cabinetry with soft-close features, updated quartz countertops and appliances, tastefully remodeled bathrooms, and custom window treatments. Additional highlights include hurricane-impact windows installed in 2017 and 2023 and an A/C system replaced in 2019. A delightful bonus room, surrounded by windows and filled with natural light, offers additional flexibility — perfect for a home office, reading retreat, or simply a peaceful place to unwind. Outside, enjoy beautifully maintained tropical landscaping without the burden of constant yard work. The association takes care of lawn and landscape maintenance, allowing you more time to enjoy everything Southwest Florida has to offer. A heated community pool just steps away adds another wonderful opportunity for relaxation and recreation. Ideally situated near the charming shops, restaurants, and entertainment of historic Dearborn Street, downtown Venice, golf courses, and the stunning Gulf beaches, this home offers the perfect balance of convenience, recreation, and coastal charm. Whether you are searching for a full-time residence, seasonal Florida getaway, or a low-maintenance waterfront retreat, this property delivers an exceptional lifestyle. Why Settle for a Condo When You Can Enjoy the Privacy of a Detached Home, Your Own Waterfront Access, and the Luxury of Maintenance-Free Living? Your Florida Paradise Awaits!

19 Oakwood Drive N, 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

9491 & 9499 Downing Street, Englewood
$849,000
Grove City SubDv. ⋅ 34224 Zip Code
RARE LEMON BAY WATERFRONT OPPORTUNITY! Discover approximately 4.49 acres across two adjoining parcels at the end of Downing St in sought-after Englewood. With nearly 800 feet of private bay frontage, this unique property offers expansive water views, natural surroundings, and a peaceful coastal setting. A boardwalk leads through native vegetation toward the shoreline and dock, creating a perfect spot to enjoy sunsets, boating, fishing, and kayaking. Located near Stump Pass and the Intracoastal Waterway, with Englewood Beach, Boca Grande, restaurants, shopping, and golf just minutes away. The generous upland area offers an exceptional opportunity to create a private coastal estate or explore other possibilities, subject to local approvals. Properties offering this combination of acreage, privacy, and waterfront access are rarely available in Englewood. Realtor Shorter, more powerful version RARE LEMON BAY WATERFRONT! Approximately 4.49 acres across two adjoining parcels with nearly 800 feet of private bay frontage. Tucked at the end of Downing St, this exceptional property offers breathtaking water views, natural privacy, a shoreline dock, and a peaceful coastal setting. Enjoy boating, fishing, kayaking, and spectacular sunsets, with Stump Pass, the Intracoastal Waterway, Englewood Beach, Boca Grande, dining, shopping, and golf nearby. A truly unique opportunity to create your own private waterfront retreat in Englewood.

9491 & 9499 Downing Street, Englewood

1 Oakwood Drive N Unit 1, Englewood
$475,018
2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
HONEY STOP THE CAR!!! RARELY AVAILABLE stand-alone Villa in Englewood's Premier Waterfront, maintenance free Boating Community. SAILBOAT WATER WATERFRONT VIEWS BRING YOUR BOAT!!!! BEAUTIFUL SUNSETS VIEWS This Villa is perfectly positioned, just a stone's throw to your newly constructed dock/42" of dedicated seawall equipped with a 2021 BOAT LIFT (10,000 lbs.), electricity & water await ensuring your vessel is ready for adventures on the water, boating, fishing & oh those romantic sunsets. Cruise Forked Creek to Lemon Bay & out to the Gulf w/no fixed bridges. Escaping the hustle & bustle of the real world watching the dolphins swim by & the faint sound of the gulls, a shimmering expanse of gulf access lies between the tranquil domain & the open sea.This Sellers loss is your gain w/over $100K of updates in the last 5 years. A RARE JEWEL & its epic sunrise will captivate you upon its entry. From the moment you arrive, the decorative paver driveway & entrance sets the tone, while the charming front porch offers the perfect spot to relax & unwind. An extraordinarily designed home offers an unparalleled experience in an exquisite setting. A residence that is the epitome of modernity & elegance. This exquisite residence blends state of the art living, a level of elegance of character & panache befitting its world class location. 2 Bedroom, 2 baths & a 2 car garage, epoxy coated floor & a mini split a/c to keep cool whilst working on your toyz. The owner's sensibility displays itself in its thoughtful design to create the ultimate indoor/outdoor experience with a show stopping Chef's kitchen, featuring a breakfast bar, Granite Countertops, an abundance of tall wood cabinetry w/pull outs, upgraded Stainless Steel appliances, full tile backsplash, pendant fixtures & a full Dining Room surely to delight the novice or gourmet cook & inspire your taste buds. Warm tones create charm & character. The Master Ste. transports you to a place like you are living the dream, designed to cradle you in comfort w/a remodel ensuite bathroom, walk-in shower & walk-in closet. An open concept lends itself to peaceful surroundings for you & your guests. Live a life at ease in the Family Rm. w/windows bathed in a profusion of sunlight. Sliding glass doors lead to your brick paver patio w/ mature landscaping & tropical plants. THIS HOME IS OFFERED TURNKEY with whole house generator for peace of mind. Did I mention the community pool & clubhouse? An extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental you'll look forward to coming home everyday. WHY WAIT EMBRACE THE FLORIDA LIFESTYLE NOW!!! SEA HUNT w/250 motor low hours & golf cart for sale under separate contract. NO FLOOD INSURANCE REQUIRED!!!! Handicap friendly....

1 Oakwood Drive N Unit 1, Englewood

2700 N Beach Road Unit A105, Englewood
$589,900
2 Beds ⋅ 2 Baths ⋅ Pelican Landing SubDv. ⋅ 34223 Zip Code
If you have been looking for beachfront living, then look no further. PELICAN LANDING ON MANASOTA KEY is a Gulf-to-Bay condominium community where the Gulf and Lemon Bay are both part of your Florida lifestyle. Located on the Gulf side of the community, this 2-bedroom, 2-bath condominium features an expanded living area with an enclosed lanai, a peek-a-boo GULF VIEW from the kitchen window, ELEVATOR ACCESS, and convenient UNDER-BUILDING COVERED PARKING. The light and bright interior offers an open living and dining area, tile flooring throughout the main living spaces, white kitchen cabinetry, beautiful counters, a spacious breakfast bar, and an in-unit stacked washer and dryer. Step outside and enjoy approximately 285 FEET OF PRIVATE BEACH ACCESS along the Gulf, perfect for morning walks, searching for shells and shark teeth, or watching spectacular Southwest Florida sunsets. Pelican Landing offers an impressive collection of amenities spanning from the Gulf to Lemon Bay, including a BEACH-SIDE HEATED SWIMMING POOL AND SITTING AREA, CLUBHOUSE, TENNIS COURTS, COMMUNITY BOAT DOCKS, and FISHING PIER. Elevator access and under-building parking add everyday convenience to island living. The community continues to be refreshed, with NEW RAILINGS already installed and PARKING LOT RESURFACING currently underway. Manasota Key is open and ready to enjoy, with Englewood Beach, local restaurants, and island businesses nearby. Beyond the Key, you are close to shopping, fabulous local dining, golf courses, and everything the greater Englewood area has to offer. Boating and world-class fishing are at your doorstep, with Lemon Bay, the Intracoastal Waterway, and the Gulf all within easy reach. Whether spending the day on the beach, boating the waterways, dining on Manasota Key, or simply enjoying the Gulf breeze from home, 2700 N Beach Road #A105 offers the opportunity to experience the coastal Southwest Florida lifestyle at PELICAN LANDING ON MANASOTA KEY.

2700 N Beach Road Unit A105, Englewood

1905 Mississippi Avenue, Englewood
$2,499,999
5 Beds ⋅ 5 Baths ⋅ Grove City SubDv. ⋅ 34224 Zip Code
Virtually Staged. A masterwork of coastal positioning, this landmark waterfront estate represents one of the most commanding geographical opportunities on Lemon Bay. This one-of-a-kind sanctuary is surrounded by water in nearly every direction, offering an unrepeatable 107 feet of bay frontage. Substantially reimagined and expanded in 2006—with the second and third levels custom-constructed—this elevated multi-level coastal estate has had all of the major capital improvements completed. Recent high-value investments include a brand-new metal roof (April 2024), full interior and exterior paint (Nov 2024), three high-efficiency HVAC systems (2023), a dedicated pool heat pump (April 2020), whole-house water filtration and softening, updated electrical infrastructure, and full hurricane impact windows and doors paired with additional shutter protection for total structural peace of mind. For the yachting enthusiast or discerning land collector, the property features a massive seawall and immediate sailboat-water access with no fixed bridges to the open Gulf via Stump Pass. Strategic re-engineering options for the expansive seawall allow for vessels ranging from 50 to 100 feet, making it a rare sanctuary for elite maritime craft. Spanning an impressive 4,937 sq ft under air across a meticulously designed layout, this 5-bedroom, 4.5-bathroom estate effortlessly frames sweeping, panoramic water views from nearly every room. An internal elevator seamlessly services every level, from the ground floor up to the third-story observation suite. The main living level features soaring 10- and 12-foot ceilings, a gas fireplace framed by rich travertine, and extensive custom built-ins. Flowing effortlessly into the dining area, the gourmet culinary space is appointed with custom cherry wood cabinetry, solid-core wood doors, premium granite countertops, a large entertaining island, a Thermador gas range, and a brand-new GE stainless refrigerator. Four bedrooms are situated on the main level, including two comprehensive en-suites. The primary suite serves as an exquisite private oasis, complete with French door balcony access, a custom walk-in closet, and a spa-like bath with dual showerheads. Ascend via elevator to the top floor, which functions as an elite observation retreat or bonus entertainment lounge. Outfitted with a wet bar, wine storage, and refrigeration, French doors open out to a private wraparound balcony offering bird’s-eye views across the Intracoastal, canal, and distant Gulf horizon. Providing unmatched flexibility for multi-generational living or an executive retreat, the ground level serves as a private, fully air-conditioned mother-in-law suite (featuring 729 sq ft of non-conforming space). Designed with its own private entrance that can be completely separated from the main residence, it includes a dedicated living area, bedroom, and full bath that opens directly to the resort-style screened pool and spa with premium paver decking and soaring ceiling heights. Wrapped in extensive Trex decking for effortless indoor-outdoor connectivity, this estate stands ready for its next legacy chapter. Whether looking to dock a major vessel or acquire a highly secure, private peninsula layout, this is an immediate, high-value asset opportunity. Entire 1st floor was constructed in 1956, but then was reconfigured to add more living space in 2006. The entire 2nd and 3rd floors of the home was built in 2006.

1905 Mississippi Avenue, Englewood

9203 Griggs Road Unit 204, Englewood
$619,000
3 Beds ⋅ 3 Baths ⋅ Grand Preserve On Lemon Bay SubDv. ⋅ 34224 Zip Code
Virtually Staged. Virtually Staged ***One or more photos was virtually staged ***Coastal Living at Its Finest! This beautifully renovated 3-bedroom, 2.5-bath end-unit condo offers an exceptional waterfront lifestyle along the Gulf Intracoastal Waterway. Built in 2003 and completely reimagined, this home combines stylish updates with the relaxed feel of coastal living. From the spacious screened-in lanai, take in spectacular sunsets, endless water views, and the ever-changing parade of boats cruising along the Intracoastal. With a direct, unobstructed route to the Gulf of America through Stump Pass and no bridges to navigate, this location is a true boater’s dream. Keep an eye out for dolphins and other wildlife right from your own lanai. Inside, the home has been thoughtfully updated throughout, featuring beautiful porcelain tile flooring and a bright, open layout. The remodeled kitchen is designed for both everyday living and entertaining, with stainless-steel appliances, quartz countertops, contemporary cabinetry, and an oversized walk-in pantry. A farmhouse-style sink with an integrated cutting board, drying rack, and disposal adds both function and charm. The spacious primary suite is a peaceful retreat with gorgeous water views, direct access to the screened lanai, and an oversized walk-in closet. The luxurious en-suite bathroom features a walk-in shower with rain shower head, marble bench, dual sinks with quartz countertops, and a convenient linen closet. A thoughtfully designed split-bedroom floor plan provides privacy for everyone. Two additional bedrooms and a full bath are located in their own guest wing, while a flexible bonus den offers the perfect space for a home office, reading room, or additional living area. A stylish half bath is conveniently located for guests. Additional updates include fresh interior paint, modern lighting, new ceiling fans, updated doors, and new trim, creating a clean and contemporary coastal feel throughout. Located within a gated community, residents enjoy an impressive selection of amenities including a heated pool and spa, clubhouse with fitness center, nature trails, tennis and pickleball courts, grilling area, private fishing pier, and a 38-slip marina. Boat slips are available for purchase or lease—ask for details. This condo has the added convenience of two assigned private parking spaces, secure storage cages for beach and boating equipment, and spacious elevators for easy access throughout the community. When it’s time to explore, you’re just minutes from the beautiful Gulf beaches and endless opportunities for boating, fishing, kayaking, swimming, and enjoying the Florida sunshine. Restaurants, live music, shopping, and entertainment are all close by. The location is hard to beat—approximately 15 minutes to Boca Grande, 40 minutes to Punta Gorda Regional Airport, and about 60 minutes to Sarasota International Airport. Whether you’re searching for a full-time residence, vacation getaway, or waterfront investment, this exceptional condo offers the perfect combination of luxury, location, and laid-back Florida living. Come experience the views, the lifestyle, and all this waterfront retreat has to offer!

9203 Griggs Road Unit 204, Englewood

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