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. This charming town boasts a unique blend of small-town warmth and coastal allure, making it an ideal destination for those seeking a slice of paradise. With its pristine beaches, lush landscapes, and vibrant community, Englewood offers an inviting atmosphere that captivates residents and visitors alike.

One of the most enticing features of Englewood is its breathtaking Gulf and Ocean to Bay frontage. Imagine waking up each day to the soothing sounds of the waves and the gentle sea breeze drifting through your windows. Homes in this area provide unparalleled access to both the tranquil bay and the lively Gulf of Mexico, offering a lifestyle filled with sun-soaked days and picturesque sunsets.

Whether you’re an avid boater, a fishing enthusiast, or simply someone who loves to soak up the sun, Englewood's waterfront properties cater to every desire. With a range of charming single-family homes, luxurious estates, and cozy beach cottages, there’s something for everyone looking to embrace the coastal lifestyle. Many homes feature expansive decks, private docks, and panoramic views, providing the perfect backdrop for entertaining friends or enjoying peaceful evenings by the water.

Englewood is not just about stunning homes; it’s also a community rich in culture and recreation. With local shops, delicious dining options, and a plethora of outdoor activities, residents enjoy a vibrant lifestyle that perfectly complements the natural beauty surrounding them. Discover the magic of Englewood and let the enchanting Gulf and Ocean to Bay frontage be your gateway to a life of leisure and tranquility.

Newest Englewood Homes with Gulf/Ocean to Bay Frontage

1401 Beach Road Unit 303, Englewood
$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
756 N Manasota Key Road, Englewood
$4,290,000
5 Beds ⋅ 4 Baths ⋅ Manasota Acres SubDv. ⋅ 34223 Zip Code
A rare, irreplaceable Gulf-to-Bay legacy compound situated on the private, gated north end of North Manasota Key: 756 North Manasota Key Road commands an extraordinary coastal position spanning from 155 feet of private Gulf of Mexico beach frontage to 155 feet of protected deep-water dockage on Lemon Bay. Cherished by the same family for nearly three decades, this compound-sized parcel captures both glowing bay sunrises and vibrant Gulf sunsets across nearly 300 feet of pristine depth. Anchored by an exceptional 12.9-foot site elevation and comprehensive capital infrastructure—including a 2021 metal roof, three updated HVAC units, modern PVC plumbing, a 2016 septic system, a 2025 pool cage, and selected impact-rated openings within a fully fenced perimeter—this estate delivers rare barrier island peace of mind. Offering 4,033 square feet of living area, the property is thoughtfully configured for multi-generational living or refined host-guest separation. The main residence features 3 bedrooms, 3 full baths, soaring cathedral ceilings with rich cypress accents, custom millwork, integrated surround sound, and Andersen windows framing sweeping water views. At its center, the chef’s kitchen is appointed with solid wood cabinetry, dual pantries, a Thermador cooktop, and GE Monogram appliances that look directly out over Lemon Bay. Providing ultimate privacy, a self-contained 2-bedroom guest apartment with its own dedicated living room is set above the garage. Outdoor living is engineered for world-class recreation. Step from the main living area to the heated screened pool and an expansive 18x48 open lanai just strides from the sand, or walk to the protected bay side to your private 89-foot deep-water dock—newly re-decked in 2025 and equipped with power, water, and a cleaning station. Boating is effortless with sheltered mooring on Lemon Bay and bridge-free navigation through Stump Pass straight into the Gulf, as well as easy cruising to local waterfront dining. Whether enjoyed immediately as an authentic coastal sanctuary or reimagined into an architectural showpiece, opportunities pairing this caliber of dual frontage, high elevation, and seclusion are virtually impossible to replicate. Contact the listing team directly to request the complete property dossier or arrange a private, confidential tour.

756 N Manasota Key Road, Englewood
Bayshore Drive, 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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