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

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
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/Condo 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
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