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, Englewood boasts pristine beaches, lush natural landscapes, and a vibrant community atmosphere. This picturesque town is an ideal destination for those seeking a tranquil lifestyle without sacrificing access to modern conveniences. Englewood is home to a variety of recreational activities, including boating, fishing, and exploring nearby nature trails, making it a paradise for outdoor enthusiasts.

One of the most alluring features of Englewood is its spectacular Gulf and Ocean to Bay Frontage homes. Picture waking up each morning to breathtaking waterfront views, where the gentle sound of waves lapping against the shore becomes your daily soundtrack. These exquisite properties offer direct access to both the Gulf of Mexico and serene bay waters, providing the perfect setting for water sports, sunset cruises, or simply soaking in the sun on your private deck.

Whether you’re seeking a cozy beach cottage or a luxurious estate, Englewood’s real estate market has something for everyone. Many homes are designed to maximize the enchanting views, featuring expansive windows, spacious outdoor areas, and modern amenities that blend comfort with coastal elegance.

In Englewood, every day feels like a vacation. With its friendly community, stunning natural beauty, and an array of waterfront properties, it’s no wonder that so many are drawn to call this charming town home. Discover the magic of Englewood and find your dream home with Gulf or Ocean to Bay Frontage 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
$4,490,000
5 Beds ⋅ 4 Baths ⋅ Manasota Acres SubDv. ⋅ 34223 Zip Code
To experience this breathtaking beach-to-bay residence is to understand what true, uncompromised Gulf Coast luxury feels like. Situated at 756 N Manasota Key Road, this commanding dual-waterfront sanctuary represents one of the rarest and most significant home and land assets on Florida’s entire coastline. Spanning seamlessly from 155 feet of pristine, turquoise Gulf of Mexico beach frontage to an additional approximate 155 feet of protected deep-water frontage on Lemon Bay, this extraordinary legacy estate delivers an unrepeatable coastal lifestyle defined by absolute privacy, natural grandeur, and timeless elegance. Cherished by the same family for nearly three decades, the expansive, compound-sized setting captures sweeping, unobstructed water views in every direction, offering front-row seats to spectacular Gulf sunsets each evening and tranquil, glowing bay sunrises every morning across nearly 300 feet of depth. The estate offers 4,033 square feet of impeccably crafted living space thoughtfully designed to accommodate multi-generational living or seamless host-guest separation, featuring a 3-bedroom, 3-bath main residence alongside a fully private, independent 2-bedroom guest apartment above the garage complete with its own dedicated living room. Inside the main home, dramatic cathedral ceilings, warm rich cypress accents, integrated surround sound, and custom built-ins frame an airy, open-concept living space that flows effortlessly through multiple windowed doors to the screened pool area and private grounds. A dedicated bayfront dining room framed by high-end Andersen windows fills with soft morning light, while the premium chef’s kitchen features solid wood cabinetry, two pantries, a Thermador cooktop, GE Monogram appliances, breakfast bar seating, and direct water views right from the sink. Designed to celebrate outdoor living at its finest, step out to a heated pool and an expansive 18x48 open lanai sitting just steps from the soft sand, or stroll over to your private 89-foot dock—re-decked in 2025 and fully equipped with water, electric, and a fish cleaning station—offering effortless, deep-water boating along Lemon Bay and immediate access through Stump Pass straight out to the open Gulf. Curate the ultimate Florida day by taking the boat to favorite nearby waterfront spots like Magnolias on the Bay, The Lighthouse Grill, or The Waverly Restaurant & Bar, or take advantage of optional memberships at the local Manasota Key Club and nearby cultural gems like the Hermitage Artist's Retreat. Positioned on the highly coveted, private, gated north end of the Key, this fully fenced estate also delivers remarkable peace of mind backed by major capital improvements, including a high 12.9 foot site elevation, several impact windows and doors, a 2021 metal roof, three newer AC systems, modern PVC plumbing, a 2016 septic system, and a brand-new 2025 pool cage. Whether envisioned as an architectural masterpiece, a cherished family compound, or a preserved tropical sanctuary, properties of this frontage, structural integrity, and scale simply cannot be duplicated—contact the listing agent directly today to request a comprehensive feature dossier or to arrange your private, confidential tour.

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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