Englewood Homes with Gulf/Ocean Frontage

Englewood Homes with Gulf/Ocean Frontage

Welcome to Englewood, Florida—a charming coastal gem nestled along the stunning Gulf of Mexico. Known for its laid-back atmosphere and picturesque scenery, Englewood offers a perfect blend of small-town charm and vibrant beach life. With its pristine sandy shores, crystal-clear waters, and breathtaking sunsets, this idyllic community is a haven for those seeking a serene lifestyle by the sea.

Englewood boasts a diverse range of homes, many of which feature coveted Gulf and ocean frontage. Imagine waking up to the soothing sound of waves lapping against the shore and enjoying your morning coffee with a panoramic view of the sparkling Gulf waters. These properties are not just homes; they are gateways to a lifestyle filled with sun-soaked days, beachcombing adventures, and unforgettable memories with family and friends.

The real estate market in Englewood is as inviting as its beaches, with options ranging from charming beach cottages to luxurious oceanfront estates. Each home offers unique features and access to the best of coastal living. Whether you’re looking for a peaceful retreat or a vibrant community, Englewood has something for everyone.

In addition to its stunning waterfront properties, Englewood is home to a variety of shops, restaurants, and recreational activities. From kayaking and fishing to exploring local parks and nature preserves, there’s no shortage of ways to enjoy the great outdoors.

Discover the enchanting lifestyle that awaits you in Englewood, where your dream of living by the Gulf can become a reality. Embrace the beauty, tranquility, and sense of community that make this coastal paradise truly special.

Newest Englewood Homes with Gulf/Ocean Frontage

$3,150,000
4 Beds ⋅ 4 Baths ⋅ Manasota Bay Estates SubDv. ⋅ 34223 Zip Code
Imagine waking each morning to the gentle shimmer of Lemon Bay, coffee in hand as the sun rises over the water and ending your evenings with your toes in the sand, watching the Gulf paint the sky in breathtaking shades of orange and pink. This is more than a home; it’s a lifestyle few ever experience. Hidden behind the gates of the exclusive North Manasota Key community, along a secluded two-mile private road, this extraordinary Gulf-to-Bay estate offers the rare privilege of living where boating adventures and beach days become part of your everyday routine. Here, privacy, luxury, and nature exist in perfect harmony. Spanning more than 3,400 square feet, this thoughtfully designed waterfront retreat offers four bedrooms and four bathrooms with expansive living spaces bathed in natural light. Walls of windows frame panoramic views of Lemon Bay, creating a seamless connection between the beauty outside and the comfort within. Every room invites you to slow down, breathe deeply, and savor the rhythm of coastal living. Step outside and discover your own slice of paradise. Jump on your boat from the private bayfront dock for a day exploring the waterways, spend the afternoon kayaking or paddleboarding through calm waters, or cast a line just steps from home. When the Gulf calls, your deeded private beach access is only 300 feet away via an exclusive 8-foot-wide walkway, making spontaneous sunset strolls and shelling adventures effortless. After a day on the water, retreat to the private Jacuzzi just outside the primary suite, where peaceful bay views provide the perfect backdrop to unwind beneath the stars. The expansive pressure-treated wood deck wraps the rear of the home, creating endless opportunities for outdoor dining, entertaining, or simply enjoying the soothing coastal breeze and abundant wildlife that make North Manasota Key so special. Designed with both elegance and peace of mind, the home has been meticulously updated with a durable 2020 metal roof, 2022 impact windows, hurricane protection for the sliding glass doors, three air conditioning systems, two water heaters, a 250-gallon propane tank, central vacuum system, and an oversized laundry room. The spacious garage easily accommodates vehicles, golf carts, kayaks, paddleboards, fishing gear, and all the essentials for your waterfront lifestyle. Whether you’re searching for a luxurious year-round residence, an unforgettable family retreat, or the ultimate waterfront escape, this remarkable Gulf-to-Bay property delivers an unparalleled Florida lifestyle. Here, every sunrise over Lemon Bay, every sunset on the Gulf, and every gentle sea breeze become daily reminders that you’ve found the place where others only dream of vacationing.

721 N Manasota Key Road, Englewood
$369,900
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
$3,595,000
34223 Zip Code
Virtually Staged. This is the rare blank canvas—a true Gulf-to-Bay homesite within the gated, private enclave of Manasota Key, where you design the dream rather than inherit someone else's. Spanning 1.17 acres across two parcels, the property holds 103 feet of sugar-sand Gulf beachfront and 94 feet of frontage on Lemon Bay: 197 feet of water in all, and a setting most owners spend a lifetime searching for. Imagine the home you would build here. Walls of glass framing the Gulf, primary suite oriented to the sunrise over the bay, a pool sited between the water and the palms, and room for every detail that makes a house unmistakably yours. With water on both sides, the architecture writes itself. Then picture the life: morning coffee on the sand as dolphins roll past, the boat launched from your own bay frontage, the sky turning gold over the Gulf each evening. Behind the gates, life slows—white-sand beaches and the calm, fishable Intracoastal moments from your door, Englewood's shops and dining an easy drive away. Homesites of this scale and dual-water frontage rarely come to market here. Bring your architect, and build the legacy retreat you've always imagined on one of Florida's last truly private barrier islands. And, because the land is two separate parcels, the vision need not stop at one home. Build a single estate, or two distinct residences—a main house and a guest retreat, a family compound, or one to keep and one to carry the investment. That flexibility is nearly unheard of on a barrier island.

N Manasota Key Road, Englewood
$1,099,900
3 Beds ⋅ 3 Baths ⋅ Tamarind Gulf & Bay SubDv. ⋅ 34223 Zip Code
Experience the best of coastal living in this beautiful second-floor, two-story loft unit overlooking the beach and Gulf of Mexico at Tamarind Gulf & Bay Condominiums on Manasota Key, in Englewood, Florida. Wake up to breathtaking views of the Gulf from your very own beachfront oasis. Soaring high ceilings and oversized windows frame mesmerizing sunsets and unobstructed views of the beach and Gulf. Boasting a generously sized private sundeck with low-maintenance composite deck boards, indulge in the natural beauty of the beach amidst the rolling waves. The main living level encompasses a lovely, upgraded kitchen, and two upgraded bedrooms and bathrooms, all adorned with oversized tile flooring. The added allure of a versatile loft space, which is being utilized as a third bedroom, comes complete with an attached 3rd full bathroom and catwalk to the beachfront windows. Unit includes a downstairs owner's storage closet, perfect for stashing away beach essentials, golf clubs, fishing gear, and more. Tamarind Gulf & Bay is where you can experience condo and island living at its finest; lounge in your unit, on the beach, moor your boat in Lemon Bay, or swim in the heated community pool! Maintenance fee includes: water/sewer, cable TV, pest control, manager, and maintenance and insurance of all common elements and areas. Amenities for Tamarind’s residents include: a heated pool, clubhouse with full kitchen, 26 boat slips (1st come), boat ramp, assigned covered parking, BBQ areas and approximately 450’ of frontage on the Gulf of Mexico. Elevate your lifestyle with this coastal haven that promises not just a home, but an everyday escape to paradise.

2950 N Beach Road Unit B522, Englewood
$659,000
2 Beds ⋅ 2 Baths ⋅ La Coquina Beach SubDv. ⋅ 34223 Zip Code
Imagine waking up just steps from the beach and ending each day with spectacular Gulf Coast sunsets. Welcome to La Coquina on Manasota Key, where beach living is not a vacation, it's your everyday lifestyle. La Coquina is a sought-after GATED GULF-FRONT COMMUNITY featuring DIRECT BEACH ACCESS, a HEATED SWIMMING POOL, COVERED UNDER BUILDING PARKING and STORAGE, and beautifully maintained grounds. Step outside your door and enjoy morning walks along the shoreline, spectacular Gulf sunsets, shelling, fishing, paddleboarding, boating, and all the natural beauty that makes Manasota Key one of Southwest Florida's most treasured destinations. This beautifully updated 2-bedroom, 2-bath condominium is tastefully refreshed coastal retreat featuring LUXURY VINYL PLANK FLOORING, neutral designer finishes, an OPEN-CONCEPT FLOOR PLAN, UPDATED LIGHTING, GRANITE COUNTERTOPS, WHITE SHAKER CABINETRY, decorative TILE BACKSPLASH, BREAKFAST BAR seating, and a spacious SCREENED LANAI, with partial VIEWS OF THE GULF, perfect for enjoying the island breeze. Offered furnished, this MOVE-IN-READY condo is ideal as a primary residence, seasonal escape, or vacation rental investment property. The unit has previously been utilized as a rental property and offers the location, amenities, and beach access many visitors seek when choosing a Manasota Key getaway. The island has come back stronger than ever, with beaches, restaurants, shopping, marinas, and waterfront dining destinations welcoming residents and visitors alike. Enjoy easy access to local favorites, outdoor recreation, and the relaxed coastal lifestyle that makes Manasota Key such a special place to call home. An additional benefit of this community is its elevated construction. During recent storms, the primary impacts were limited to the ground-level parking and storage areas, while the residential living areas remained elevated above the parking level. The resilience demonstrated by these buildings provides added peace of mind for owners seeking a coastal property designed to withstand Florida's waterfront environment. Whether you’re searching for a beachfront getaway, seasonal residence, investment opportunity, or full-time coastal home, this updated La Coquina condominium offers an exceptional opportunity to enjoy the very best of Manasota Key living.

2810 N Beach Road Unit 108, Englewood
$250,000
Grove City SubDv. ⋅ 34224 Zip Code
Discover a rare opportunity to own prime boat dockage in the heart of Englewood's boating community. This boat slip is perfectly positioned on a deep-water canal and includes a private dock, providing quick access to Lemon Bay, Stump Pass, and the sparkling waters of the Gulf of Mexico. Whether you're an avid fisherman, boating enthusiast, or simply seeking the ultimate Florida waterfront lifestyle, this property offers the ideal location for your boat parking. Conveniently located just minutes from Englewood Beach, Manasota Key, marinas, waterfront dining, golf courses, shopping, and everyday conveniences, this property combines tranquility with accessibility.

1949 Pennsylvania Avenue Unit BL1, Englewood
$4,299,000
4 Beds ⋅ 4 Baths ⋅ Manasota Key SubDv. ⋅ 34223 Zip Code
Positioned on the coveted north end of Manasota Key, this extraordinary Gulf-to-Bay estate offers nearly an acre of private coastal living with approximately 100 feet of direct Gulf frontage and serene bay access along Lemon Bay. Designed to capture sweeping water views and effortless elegance, the residence features four spacious bedrooms—all with walk-in closets—and four full baths, including two luxurious upper-level primary suites overlooking the Gulf. The main living areas showcase soaring cedar ceilings, travertine flooring, a wood-burning fireplace, and an expanded living room that frames breathtaking sunsets. A chef’s kitchen anchors the home with a gas range and hood, Sub-Zero refrigerator, double convection ovens, granite surfaces, and an oversized island ideal for entertaining. Thoughtfully designed for flexibility, the layout includes a first-floor den with private bath, a second-floor office with French doors and Gulf views, and a generous bonus/family room. Modern upgrades include full hurricane protection, three new A/C systems (2025), a buried propane tank, and two refrigerated wine closets. Outdoors, Ipe decking surrounds the home, while a newly constructed composite dock (2026) on the bay side is plumbed for water—perfect for embracing the ultimate waterfront lifestyle. Located within a gated enclave along a private two-mile road, this beachfront sanctuary offers rare seclusion just moments from dining, marinas, and golf, delivering an unparalleled blend of tranquility, sophistication, and refined coastal living.

750 N Manasota Key Road, Englewood
$4,300,000
2 Beds ⋅ 2 Baths ⋅ Gulfridge SubDv. ⋅ 34223 Zip Code
OWNER FINANCING AVAILABLE!! A rare and irreplaceable oceanfront estate offering an exceptional blend of refined coastal living and high-performing income potential. Situated on an expansive 0.63 acre oceanfront lot, zoned RMF 7.5 an acre, this private compound features two distinct residences and is currently operating as a successful luxury Airbnb retreat. Designed for both exclusivity and flexibility, the dual-residence layout is ideal for a private owner’s enclave, multi-generational living, or a premier short-term rental investment. With limited oceanfront properties offering this level of scale and versatility, opportunities like this are becoming increasingly scarce. Enjoy sweeping ocean views from the rooftop deck—perfect for sunset entertaining—while the private pool and spacious grounds create a resort-style setting for relaxation and guest enjoyment. The direct oceanfront setting delivers an unparalleled connection to the water and a true luxury lifestyle experience. The primary oceanfront residence presents a compelling value-add opportunity, finishing renovations are underway, and this allows a discerning buyer to fully customize finishes, design, and appointments to their exact vision. With completion, the property is well-positioned to command a significantly higher market value in line with other fully renovated luxury oceanfront estates, offering meaningful upside potential for both end-users and investors. Located just moments from restaurants, shopping, and the main beach, this is a rare chance to secure a premier beachfront compound with both immediate income, and long-term appreciation potential. Take a short stroll through the sand to the vibrant turquoise teal ocean, and feel the serenity. Offers rental flexibility as short term rentals are permitted.

2630 N Beach Road, Englewood
$1,450,000
Englewood Shores SubDv. ⋅ 34223 Zip Code
This extraordinary, cleared gulf front property has exceptional opportunities to build your custom beachfront home or multifamily with unlimited potential to be able to enjoy on one of Florida's most sought-after barrier islands. This exceptional Manasota Key property offers 50 feet of direct Gulf frontage, gleaming waters and famous Manasota Key sunsets that are truly coastal living at its best. Located in the heart of it, all near great restaurants, Englewood Beach, and many new resorts. Secure your piece of paradise and start enjoying your Gulf-front paradise. This property would also be a GREAT investment for income potential in a location that would be an income producder.Two public water meters still on property and the sewer line in there also. Great Seawall already.

1210 Shore View Drive Unit B, 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 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
$4,700,000
3 Beds ⋅ 2 Baths ⋅ Port Charlotte Plaza SubDv. ⋅ 34223 Zip Code
SELLER FINANCING AVAILABLE!—An extraordinary TURNKEY beachfront investment on Manasota Key, this nearly 3/4 acre Gulf-front compound offers approximately 76 feet of private Gulf shoreline, with a 115 ft. deep cushion of your own sand between the homes and the water—preserving your beach, privacy, and views while keeping you just a short stroll to the surf. Designed for both immediate income and long-term appreciation, this is a rare opportunity for the discerning investor. The property features two impeccably renovated, high-performing homes generating over $250,000 annually in rental revenue, with additional upside potential. The primary residence offers 3 bedrooms, 2 bathrooms, and 1,799 square feet, while the second home includes 2 bedrooms, 2 bathrooms, and 1,181 square feet—each thoughtfully designed to accommodate up to 8 guests. Extensive capital improvements ensure durability and peace of mind, including 26-gauge rust-proof aluminum metal roofs (40–50 year lifespan), new 2025 HVAC systems, impact-rated turtle glass, spray foam insulated concrete construction, on demand water heaters, and fully updated electrical and plumbing systems. Interiors are finished to a luxury standard, featuring Taj Mahal quartzite, artisan-crafted ceilings, integrated surround sound, and premium fixtures throughout. Both homes are offered fully furnished, delivering a true turnkey, business-ready asset. A rare convergence of beachfront scarcity, strong cash flow, and flexible acquisition terms for the savvy luxury investor seeking immediate returns. A proven income-producing asset with large potential. These residences are just 1.5 miles from the main Englewood Beach and restaurants. This is a rare opportunity to secure a high performing, turnkey beachfront asset, so call today.

2740 N Beach Road Unit B, Englewood
$1,799,000
3 Beds ⋅ 4 Baths ⋅ Pelican Shores SubDv. ⋅ 34223 Zip Code
RARELY AVAILABLE! Welcome to Pelican Shore Cottages, a HIDDEN GEM of just 21 charming homesites nestled along MANASOTA KEY where old Florida character meets laid-back coastal living! Tucked along the Gulf and filled with character, stories and folk-lore! This BEAUTIFUL 3 bedroom/4 bath home with PRIVATE POOL has deeded beach access right out back! Originally built in 1968 and completely transformed in 2022, you get all of the CHARM with none of the worry! Light and Bright! The GREAT ROOM is designed for easy living and entertaining with hurricane-impact sliding glass doors that open to a long screened-in patio for indoor/outdoor living! The chef’s kitchen is the heart of the home featuring updated appliances, a spacious island and a breakfast bar where family and friends can gather! A separate family room gives you plenty of space to spread out, host guests, or create a cozy movie/game night retreat. Your private pool is ready for fun and relaxation whether you’re hosting a weekend get-together or enjoying a quiet afternoon lounging under the Florida sun! On the second floor, the primary suite feels like your own personal getaway -- complete with a large ensuite bath, a massive cedar-lined walk-in closet and a PRIVATE BALCONY with stunning Gulf views. Throw open the sliding glass doors, step out onto the balcony to take in the OCEAN VIEWS, sound of waves and coastal air! Take a stroll down your DEEDED BEACH ACCESS to sink your toes in the sand or head across the street to the private community DAY DOCK on Lemon Bay for boating or fishing. **UPDATES include 2021 NEW ROOF (Anthony Leonard Roofing), 2022 NEW HVAC (2 new systems), HURRICANE IMPACT windows, doors and sliding glass doors, 2025 Garage Door, 2025 Electrical Panel, 2020 POOL RESURFACING, 2025 EnduraFlood Drywall System installation on the entire first floor.** Location, location, location! Located in the heart of Manasota Key, you’re surrounded by 11 miles of gorgeous sandy beaches and tree-lined winding streets. Local restaurants like the Lock n' Key, Magnolia's, The Waverly, Sandbar Grille are less than a mile away with fine and casual dining options as well as night-time music entertainment! When you’re ready to explore, Historic Dearborn Street is just minutes away and offers local restaurants, coffee spots, shopping, live music, art festivals, and a weekly farmers market! Whether you’re looking for a full-time residence, vacation getaway, or investment property, this is your chance to own a slice of Florida paradise in one of the most special communities on the Gulf! Call today for your private showing!

4074 N Beach Road, Englewood
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