Englewood Homes with Bay/Harbor Frontage

Englewood Homes with Bay/Harbor Frontage

Welcome to Englewood, Florida, a hidden gem nestled on the stunning Gulf Coast. Known for its pristine beaches, vibrant community, and breathtaking natural beauty, Englewood offers a unique blend of relaxation and adventure. With its warm, sunny climate and friendly atmosphere, this charming town is the perfect place to call home.

One of the most alluring features of Englewood is its impressive selection of homes with bay and harbor frontage. Imagine waking up each morning to panoramic views of the shimmering waters, where the gentle sounds of the waves create a soothing soundtrack to your day. These waterfront properties not only provide unparalleled access to boating, fishing, and kayaking, but they also offer an idyllic setting for entertaining friends and family or simply enjoying a peaceful sunset.

Englewood boasts a variety of architectural styles, from cozy beach cottages to luxurious waterfront estates, ensuring there’s something for everyone. Many homes feature private docks, allowing you to set sail at a moment's notice or spend leisurely afternoons exploring the nearby islands.

In addition to its stunning homes, Englewood is rich in recreational opportunities. The nearby Lemon Bay Park offers hiking trails and wildlife viewing, while the local beaches invite you to soak up the sun or take a refreshing dip in the Gulf. With a lively arts scene, delightful dining options, and a welcoming community, Englewood is more than just a place to live—it's a lifestyle.

Whether you’re looking to invest in a vacation home or seeking a permanent residence, Englewood’s bay and harbor frontage properties promise a life of tranquility and beauty. Come discover your slice of paradise in Englewood, Florida!

Newest Englewood Homes with Bay/Harbor Frontage

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
9781 Eagle Preserve Drive, Englewood
$1,799,000
3 Beds ⋅ 3 Baths ⋅ Eagle Preserve Estates SubDv. ⋅ 34224 Zip Code
Custom Waterfront Home in Gated Eagle Preserve Estates Intracoastal Waterway Views. Experience the best of Southwest Florida waterfront living in this custom 3-bedroom, 2.5-bath home situated on nearly half an acre with 100 feet of direct frontage on the Intracoastal Waterway. Located in the gated community of Eagle Preserve Estates, this exceptional property offers peaceful natural surroundings, shallow-water access for kayaking and paddleboarding, and beautiful sunset views. The circle driveway greets you with dual garages and inviting landscaping. The main living level welcomes you with engineered hardwood floors, crown molding, and a distinctive coral fireplace. A built-in bar has wood cabinets, a sink and beverage refrigerator. The open kitchen features matte black appliances, wood cabinets, an island with a copper sink and stone countertops, while sliding glass doors lead to a spacious tiled deck with roll-down screens, creating the perfect setting for indoor-outdoor living. Two guest bedrooms are located on the main level, including one currently used as an office. One guest bedroom features an en-suite full bath, and an additional updated half bath provides convenience for guests. The upper-level primary suite is a private retreat featuring cathedral ceilings, two large closets, a breakfast bar with a sink and refrigerator, and a private balcony overlooking the water. Enjoy spectacular Southwest Florida sunsets from your own elevated vantage point. The renovated primary bath offers dual sinks, granite countertops, and a relaxing soaking tub. Outdoor living takes center stage with a private, fenced waterfront setting featuring a pool, spa, oversized paver deck, and covered porch. An expansive overhang provides welcome shade, while the dock leads to an observation deck where you can enjoy birdwatching, fishing, and the tranquility of the surrounding waterways. Built with durability in mind, the home features a 2022 steel roof, impact-resistant glass, cement siding, and vented cement-board soffits. The garage and ground level offer ample storage. The gated entrance to Eagle Preserve Estates is adjacent to the beautiful Lemon Bay Golf Club, where optional membership is available. Ideally positioned between the charming beach destinations of Boca Grande and Manasota Key, you'll enjoy convenient access to coastal dining, shopping, beaches, and outdoor recreation.

9781 Eagle Preserve 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
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
1375 Beach Road Unit 210 & SLIP 21, Englewood
$599,900
2 Beds ⋅ 2 Baths ⋅ Redfish Key Villas Condo SubDv. ⋅ 34223 Zip Code
LUXURY WATERFRONT CONDOMINIUM WITH BOAT SLIP AND 10,000lb LIFT, LESS THEN ONE MILE TO MANASOTA KEY BEACH. This 2 bedroom plus den and 2 bathroom condominium is located in Redfish Key Villas, a 35 unit, 2007 built all concrete building with hurricane impact windows and sliders and a new 2024 roof! Enjoy an onsite boat slip (included with purchase) with a 10,000lb lift and easy access with no bridges to the ICW and Gulf of Mexico via Stump Pass. A short walk or bike ride over the Tom Adams Bridge brings you directly to the sandy beaches and lively restaurants and nightlife of Englewood Beach on Manasota Key. The condo is tiled throughout with luxury vinyl flooring in both bedrooms, 12 ft ceilings with soaring 10ft sliders and windows overlooking Lemon Bay and two water facing terraces! Detailed with custom wood cabinetry, granite countertops throughout and stainless steel appliances. Other amenities include a waterfront heated pool, covered parking, an owner’s storage closet and kayak storage. Call now for your tour of this magnificent waterfront property!

1375 Beach Road Unit 210 & SLIP 21, Englewood
9811 Eagle Preserve Drive, Englewood
$725,000
Eagle Preserve Estates SubDv. ⋅ 34224 Zip Code
Waterfront Living. Private Dock. Unforgettable Sunsets. An exceptional opportunity in Eagle Preserve Estates, where waterfront living, privacy and some of Southwest Florida’s most spectacular sunsets come together. 9811 Eagle Preserve Drive offers a beautiful setting with its own dock, inviting you to step outside and embrace life on the water. Spend the day boating and fishing, then come home to expansive views and incredible sunsets that transform the evening sky. Waterfront Living. Private Dock. Unforgettable Sunsets. Set within one of Englewood’s most distinctive gated communities, Eagle Preserve Estates is uniquely positioned between Lemon Bay and Lemon Bay Golf Club, creating a remarkable backdrop of water, preserve and golf-course scenery. Custom residences, limited waterfront homesites and peaceful surroundings give the community an intimate, private feel. This is an opportunity to create a custom home designed around the setting—capturing the views, sunsets and relaxed elegance of Southwest Florida living. Just minutes from Manasota Key beaches, Boca Grande, golf, boating and waterfront dining, the location offers the privacy you want without sacrificing access to the lifestyle you came here to enjoy. Bring your vision and build something worthy of the view. I can also make introductions to experienced local custom builders who can help bring that vision to life.

9811 Eagle Preserve Drive, 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
1551 Beach Road Unit 205, Englewood
$475,000
2 Beds ⋅ 2 Baths ⋅ Sandpiper Key SubDv. ⋅ 34223 Zip Code
Wow! Expect to be impressed by this beautiful condo. Amazing views of Lemon Bay. This is absolutely the best condo for the price in the wonderful Sandpiper Key condominium complex. The owner has put in so many updates this last year including all top-of-the-line appliances. Oven even has an air fryer built in! Brand new washer and dryer installed. Brand new custom top end impact doors out to the lanai from the living room and the bedroom. Kitchen bar has been opened up and high-end gold toned fixtures installed in kitchen and bathrooms. A/C was replaced in 2024. There’s an 8’ x 19’ Florida Room with beautiful new flooring and from there you can walk out onto the huge private sundeck (19’ x 26’) to enjoy the beautiful water views, where you can often see dolphins playing in the bay. This is what Florida life can be. Large primary bedroom with en-suite bathroom with double sinks and a huge walk-in closet. This room also has the brand-new impact doors that walk out onto the Florida room and amazing views of the bay. There is an elevator and parking under the building for your convenience as also a storage unit in which to store your beach/fishing gear. If you like to kayak you can even install a kayak rack and take off right from the complex. Also, dedicated bike storage, if you’d prefer to bike to the beach. This unit also has the advantage of being very close to one of the heated pools. Furniture may be negotiable. Sandpiper Key is a highly sought after, well maintained 215-unit community minutes from Englewood beach and restaurants. A fishing pier and two heated saltwater pools and a community room with activities and many opportunities to socialize. Enjoy the relaxed coastal lifestyle.

1551 Beach Road Unit 205, Englewood
5055 N Beach Road Unit 216, Englewood
$324,900
2 Beds ⋅ 2 Baths ⋅ Tiki Apartments SubDv. ⋅ 34223 Zip Code
A TURN KEY, 2nd floor, 2 bedrooms and 2 full bathrooms, Corner unit, Bayfront condo, that Allows Short Term Rentals, at this price?? Is there really anything else needed to be said? Let the pictures speak for themselves but don't spend too much time looking at them as this unit may be gone before you're done! Community Pool, Community Dock, Newer Roof, New Exterior Paint, and Low HOA fees...Don't let your dream Manasota Key Florida Condo become someone else's address, set up your showing today.

5055 N Beach Road Unit 216, Englewood
5055 N Beach Road Unit 203, Englewood
$295,000
1 Beds ⋅ 1 Baths ⋅ Tiki Apartments SubDv. ⋅ 34223 Zip Code
Welcome to Tiki Condominiums on Manasota Key, in Englewood, Florida, a 32-unit bay side community offering a heated pool and docks on Lemon Bay. Completely renovated and move-in ready, this turnkey furnished second-floor unit features an updated kitchen with new soft-close cabinets, granite countertops, and new stainless-steel appliances. The generous 16-foot-deep, south-facing living area is filled with natural sunlight and offers wood plank tile floors and updated windows. The A/C system was replaced in June 2024. The bathroom has been nicely updated with a tiled shower surround, glass sliding shower door, and new fixtures. This condo residence is ready for immediate occupancy and offers a clean, updated setting just steps from the boat dock and pool. The gated and heated swimming pool area includes restrooms, lounge chairs, and comfortable sitting areas, along with a dedicated barbecue area. The newly renovated dock along the Lemon Bay seawall provides a convenient place to dock your boat while enjoying the property. Good rental potential with this unit which has some bookings in place for Winter '27. With beautiful Lemon Bay views and a list of recent updates, Unit 203 is ready to enjoy.

5055 N Beach Road Unit 203, Englewood
10101 Eagle Preserve Drive, Englewood
$1,500,000
3 Beds ⋅ 4 Baths ⋅ Eagle Preserve Estates SubDv. ⋅ 34224 Zip Code
Experience exceptional coastal living in this custom 2023 home in the gated Eagle Preserve Estates, set between Lemon Bay Golf Course and Lemon Bay. This elevated residence offers 3 en-suite bedrooms, 3.5 baths, a metal roof, and an oversized 2-car garage with bonus golf cart/storage space. CLICK ON THE VIRTUAL TOUR LINK 1 FOR THE VIDEO AND VIRTUAL LINK 2 FOR THE 3D TOUR. Designed for effortless indoor-outdoor entertaining, the 19’x30’ heated pool & hot tub with a swim-up dry bar create a true resort-style experience. Spanning the entire back of the home, the 68’x24’ screened lanai overlooks the mangroves and bay, delivering peaceful water and nature views from every bedroom. Inside, soaring ceilings, expansive glass, and natural light frame the open living spaces. The CHEF-INSPIRED kitchen is the centerpiece of the home with touch-to-open cabinetry, a 13-ft island with stainless prep counter and raised bar, quartz surfaces, induction cooktop, built-in convection French-door oven, and a coffee/wine bar with beverage fridge—ideal for gatherings of any size. Additional features include a tankless water heater, conveying washer/dryer, and included kitchen stools and outdoor furnishings. Enjoy newer construction, nearby marinas, and quick access to beaches, dining, golf, and boating. Golf membership is optional. Schedule your showing TODAY!

10101 Eagle Preserve Drive, Englewood
Start Your Search

How much is your home worth?

Get instant property value now!