Englewood Homes with Gulf/Ocean to Bay Frontage

Englewood Homes with Gulf/Ocean to Bay Frontage

Welcome to Englewood, Florida—a hidden gem nestled along the stunning Gulf Coast. Known for its laid-back charm and picturesque landscapes, Englewood offers a perfect blend of relaxation and recreation. With its pristine beaches, vibrant local culture, and a welcoming community, this coastal town is a haven for those seeking a serene lifestyle.

Englewood boasts a variety of homes with breathtaking Gulf and Ocean to Bay frontage, allowing residents to immerse themselves in the beauty of nature right from their doorstep. Imagine waking up to the soothing sounds of waves crashing against the shore and enjoying panoramic views of the sparkling waters. These properties are more than just homes; they are a gateway to a lifestyle filled with sun-soaked days and tranquil evenings.

Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, Englewood's real estate market has something for everyone. Many homes feature modern amenities, spacious layouts, and private docks, perfect for boating enthusiasts. The nearby Lemon Bay and the Gulf of Mexico provide endless opportunities for fishing, kayaking, and exploring the vibrant marine life.

Englewood is also home to a variety of shops, restaurants, and local attractions, ensuring that you’re never far from entertainment and dining options. With its friendly atmosphere and stunning natural beauty, Englewood, Florida, is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home with Gulf and Ocean to Bay frontage in this idyllic coastal paradise today!

Newest Englewood Homes with Gulf/Ocean to Bay Frontage

$495,000
2 Beds ⋅ 3 Baths ⋅ Sandpiper Key SubDv. ⋅ 34223 Zip Code
It's time to live out your permanent vacation at Sandpiper Key! Say goodbye to maintenance and enjoy the island vibes of Manasota Key! This rarely available bay front condo with a private garage, separate efficiency apartment AND elevator is ready to welcome you with breathtaking water views and sunsets daily and is being offered turnkey furnished! Amazing location within a short walking or biking distance to the tropical beaches, restaurants, tiki bars and shops on Manasota Key! Community amenities include use of the clubhouse, barbecue grills and picnic tables throughout the complex, TWO waterfront community pools, kayak launch, cable TV, trash, water & sewer, pest control, maintenance of the grounds and exterior of the building plus exterior building insurance coverage. This beautiful condo has been lovingly cared for by the current owners and has been improved and remodeled thoroughly, including a new AC in 2025! Bonus - First level has a separate efficiency apartment/in-law suite for your guests to enjoy! This efficiency apartment has its own private entrance via the garage, access to the elevator, a spacious living room furnished with a pull out sofa and wall mounted TV, built in closet, full size refrigerator, dining area and fully updated bathroom. The main living area of the condo is on the third floor and can be accessed via the elevator on the first level or via the rear entry stairs. As you enter the main home, you'll immediately be drawn to the amazing water views of Lemon Bay, open concept living area and tasteful decor. You'll notice updates throughout, such as recessed lighting, plantation shutters and an electric pull down shade for the sliders. The kitchen has been remodeled and features stainless steel appliances and ample cabinet storage, granite counters and a breakfast bar. The primary bedroom suite is carpeted and has its own private balcony and en suite bathroom, which offers a walk-in closet, separate vanity area and bathroom with a tiled walk-in shower. The garage is very clean and houses the laundry area, storage and has had a beautiful epoxy flooring upgrade. With all these updates, amenities and great location near the beach, you'll be sure to fall in love!

1401 Beach Road Unit 303, Englewood
$339,000
2 Beds ⋅ 2 Baths ⋅ Village At Oyster Creek SubDv. ⋅ 34224 Zip Code
Enjoy waterfront living in the desirable Village at Oyster Creek! This beautifully maintained second-floor condominium offers breathtaking views of the marina, preserve, and Lemon Bay, where dolphins and manatees are frequent visitors. An elevator provides easy access to this light and bright residence featuring an open floor plan, luxury vinyl flooring throughout, and an updated kitchen with marble countertops, stainless steel appliances, refinished cabinetry, and a breakfast bar overlooking the living and dining areas. The spacious primary suite features two walk-in closets, an updated ensuite bath, and private access to the screened lanai, where you can relax and enjoy spectacular sunsets and peaceful water views. Community amenities include a heated waterfront pool, grilling area, private docks, kayak and canoe storage, and direct boating access to Lemon Bay, the Intracoastal Waterway, and the Gulf of Mexico. Conveniently located near Englewood Beach, Manasota Key, Dearborn Street, shopping, dining, golf, and marinas, this property offers the ideal Florida coastal lifestyle.

1960 Oregon Trail Unit 2B, Englewood
$4,290,000
5 Beds ⋅ 4 Baths ⋅ Manasota Acres SubDv. ⋅ 34223 Zip Code
An irreplaceable parcel on Florida’s Gulf Coast: 756 North Manasota Key Road is a commanding dual-waterfront sanctuary situated on the private, gated north end of the Key, North Manasota Key. Spanning seamlessly from 155 feet of private, turquoise Gulf of America beach frontage to approximately 155 feet of protected deep-water frontage on Lemon Bay, this compound-sized legacy estate delivers a rare coastal lifestyle defined by absolute privacy, natural grandeur, and panoramic water vistas in every direction. Cherished by the same family for nearly three decades, the property captures both glowing bay sunrises and vibrant Gulf sunsets across nearly 300 feet of pristine depth. The estate comprises 4,033 square feet of living area, thoughtfully configured for multi-generational living or refined host-guest separation. The main residence features 3 bedrooms and 3 full baths, complemented by a private, self-contained 2-bedroom guest apartment complete with its own dedicated living room above the garage. Inside the main home, soaring cathedral ceilings, rich cypress accents, integrated surround sound, and custom millwork frame an open, light-filled living space that connects effortlessly to the screened pool and grounds. A dedicated bayfront dining room framed by Andersen windows captures tranquil morning views, while the chef’s kitchen is appointed with solid wood cabinetry, dual pantries, a Thermador cooktop, GE Monogram appliances, and wide direct Lemon Bay water views directly from the sink. Outdoor living is centered around coastal recreation. Step out to the heated pool and an expansive 18x48 open lanai just strides from the sand, or stroll across the estate to your private 89-foot long bayfront dock—re-decked in 2025 and equipped with water, electric, and a dedicated cleaning station. With sheltered dockage on Lemon Bay and direct, bridge-free navigation through southern Stump Pass to the South, and opening up to the Gulf, days on the water are effortless—whether running offshore or cruising to nearby waterfront dining at Magnolias on the Bay, The Lighthouse Grill, or The Waverly. Beyond its natural beauty, the property offers rare peace of mind, anchored by a substantial 12.9-foot site elevation and comprehensive capital infrastructure: a 2021 metal roof, three updated HVAC systems, modern PVC plumbing, a 2016 septic system, a newly installed 2025 pool cage, and selected impact-rated windows and doors within a fully fenced in private perimeter. Whether maintained as a private coastal compound or transformed into an architectural showpiece, opportunities boasting this caliber of dual frontage, elevation, and privacy are virtually impossible to replicate. Contact the listing team directly to request the complete property dossier or schedule a private, confidential showing.

756 N Manasota Key Road, Englewood
$1,750,000
Manasota Beach Gardens SubDv. ⋅ 34223 Zip Code
Over 2 Acres Bayfront — A remarkable site to build your dream estate, complete with guest house, pool, and room for tennis courts. Elevate your home above the mangroves to capture spectacular panoramic views of Lemon Bay. Located in a coveted neighborhood where leading contractors have chosen to live, this property offers both privacy and prestige. This exceptional site invites you to design a home that fully embraces stunning sunsets and tranquil bayfront living. Build a private dock, launch your kayak or paddleboard and enjoy immediate access to calm waters. The property can also be divided into two premium building sites, providing flexibility for your plans. Zoned VE13 and AE12, with public utilities available and gated access in place for added security and exclusivity. Just minutes from Manasota Key Beach, fine dining, historic Old Englewood, and cultural attractions, this location offers quiet waterfront privacy alongside convenient access to the best of Southwest Florida living. Seize this rare opportunity to create your own coastal retreat—an exceptional setting for a lifestyle defined by nature and leisure.

Bayshore Drive, Englewood
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