Englewood Homes with Bay View Water Frontage

3 Beds ⋅ 2 Baths ⋅ Englewood Park SubDv. ⋅ 34223 Zip Code

Virtually Staged. ## **Walk to Dearborn Street – Discover the Best of Old Englewood Living!** If you've been searching for the charm of **Old Englewood** with a location that truly embraces the Florida lifestyle, **185 Winson Avenue** is the one you've been waiting for. Imagine leaving your car at home and taking a short golf cart, bike ride, or walk to **historic Dearborn Street**—the heart of Englewood. Enjoy locally owned restaurants, sidewalk cafés, wine bars, boutique shopping, art galleries, live music, community events, and the popular weekly farmers market. From seasonal festivals to evening concerts, there's always something happening just minutes from your front door. For outdoor enthusiasts, you're only moments from **Indian Mound Park**, where you'll find a public boat ramp, kayak launch, fishing pier, picnic pavilions, and beautiful views of Lemon Bay. Spend your weekends boating, paddleboarding, fishing, or simply watching spectacular sunsets. **Englewood Beach** and **Manasota Key Beach** are just a short drive away, making every day feel like a vacation. Inside, this well-maintained 3-bedroom, 2-bath home blends classic Florida charm with thoughtful updates. Original terrazzo floors, plantation shutters, and an updated kitchen with butcher block countertops create a warm, inviting atmosphere that's both stylish and functional. A rare bonus is the **approximately 400-square-foot air-conditioned detached studio**, complete with a kitchenette and full bathroom. Whether you need a guest suite, private home office, in-law quarters, art studio, fitness room, workshop, or creative space, this flexible building offers endless possibilities. The fenced backyard provides room for all your Florida toys—including a boat, RV, golf cart, kayaks, and more—along with multiple storage buildings and plenty of space to build the custom pool you've always wanted. Whether you're looking for a primary residence, seasonal escape, vacation home, or investment property, **185 Winson Avenue** offers one of the most desirable combinations in Englewood: an unbeatable Old Englewood location, walkability to Dearborn Street, easy access to Lemon Bay and Gulf beaches, flexible living space, and the relaxed coastal lifestyle buyers are searching for. ** Come experience why so many people fall in love with Old Englewood—and why you'll want to call 185 Winson Avenue home.**

185 Winson Avenue, Englewood

$284,900

2 Beds ⋅ 1 Baths ⋅ Englewood Plat Of SubDv. ⋅ 34223 Zip Code

Location, location, location! This beautifully updated corner-lot home offers views of Lemon Bay and the perfect blend of Old Florida charm and coastal living. New Roof (April 2026), Newer A/C, Newer Electrical Panel, Newer Hot Water Heater, and a Newer Storage Shed. Inside, you'll find tongue-and-groove wood ceilings throughout, an open-concept floor plan, an updated kitchen with granite countertops, newer lighting and ceiling fans, a separate dining room, and a utility/laundry room. The expansive covered and screened lanai seamlessly extends the living space, creating the ideal setting for entertaining or simply enjoying the coastal breezes. Set on a spacious corner lot, the property features two separate driveways providing access from both the front and rear—ideal for guests, extra vehicles, or recreational toys. The covered lanai can be converted back to a covered carport with ease. Situated just a short stroll from Indian Mound Park, you'll have convenient access to Lemon Bay and the Intracoastal Waterway for boating, fishing, kayaking, paddleboarding, walking, and waterfront picnics. Historic Dearborn Street is only three blocks away, offering boutique shopping, local restaurants, parks, live entertainment, and the popular weekly farmers market. Whether you're looking for a full-time residence, seasonal getaway, or investment property, this move-in-ready home combines modern updates, timeless coastal character, and an unbeatable location just moments from the water. With the extensive amount of upgrades, the "effective age" listed with the Sarasota County Appraiser is much newer than the actual age. This home is a great value with all that it offers. Rental History also available.

155 Magnolia Avenue, Englewood

$4,400,000

3 Beds ⋅ 4 Baths ⋅ 34223 Zip Code

Rare bayfront estate acreage on Manasota Key. This gated 6.39 acre property on Lemon Bay includes deeded Gulf beach access directly across the street, plus ownership of the natural shoreline and submerged lands extending into the bay, a private waterfront setting seldom available on the island. The custom elevated residence offers 7,792 square feet under roof, with 3,806 square feet of conditioned living space and more than 2,000 square feet of decks and balconies. Finishes were selected at the highest level: Doca cabinetry, California Closets systems, Signature Kitchen Suite appliances, a Lutron lighting system, and new impact windows and doors by Jeld-Wen and Euro Wall. The main living level opens to an expansive covered lanai finished in the same porcelain tile as the interior for seamless indoor-outdoor living. A main level suite with bay views, direct lanai access, custom closet systems, and a beautifully appointed bath offers flexibility for guests or multi-generational living. Upstairs, the primary suite opens to the upper deck and a rooftop observation deck with panoramic views of Lemon Bay, the Intracoastal Waterway, and the Gulf. A private elevator serves the home. Outdoor living spans multiple levels: a ground level entertainment pavilion, outdoor kitchen and grill, fitness and recreation areas, a 10' x 8' spa, and a private boardwalk winding through the natural shoreline to a bayfront platform overlooking Lemon Bay. Additional features include a metal roof, high efficiency mechanical systems, extensive insulation and air sealing, tankless propane water heating, and whole house water filtration, all beneath a canopy of live oaks and native palms preserved for privacy and beauty. Sunrise over the bay and sunset over the Gulf, on a property of a scale and privacy that cannot be duplicated anywhere else.

7025 Manasota Key Road, 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

$239,000

1 Beds ⋅ 1 Baths ⋅ Tiki On The Bay SubDv. ⋅ 34223 Zip Code

Welcome to this charming condominium located at Tiki on the Bay in Englewood, FL. Enjoy quiet coastal living with gorgeous views of Lemon Bay and the best sunsets around! This newly renovated, 1-bedroom, 1-bath condominium features all new appliances, upgraded windows, large closet for maximum storage, solid wood kitchen cabinetry, a spacious kitchen and dining area, an all-in-one washer/dryer included in your private laundry room, central heating and cooling, tile floors throughout, and a newer roof just updated in 2022. Outside you'll find a well-maintained exterior with plenty of space for storing your kayaks, paddle boards and bicycles. There's also ample space for grilling and entertaining! Common areas include a large, heated community pool, tiki area at your secluded private beach, and a newly built fire pit! This little piece of paradise is centrally located and within walking distance to historic downtown Dearborn Street where you'll find restaurants, shopping, nightlife, and weekly farmer's markets, festivals and other events. Englewood Beach is just a short drive or bike ride away! Quarterly HOA fees of $1,990 include water, cable, flood insurance and exterior maintenance. With its appealing location and potential for personal touches, this property is a great opportunity for those seeking a place to call home or just looking for income potential with a seasonal rental. (There is no requirement on the number of nights you may rent your unit in this complex.) Don't miss the chance to experience this lovely condominium and the lifestyle it affords!

470 S Mccall Road Unit 8, Englewood

$2,300,000

3 Beds ⋅ 3 Baths ⋅ Manasota Acres SubDv. ⋅ 34223 Zip Code

Waterfront luxury meets unmatched storage and garage space on highly desirable Manasota Key. Whether you're a car enthusiast, collector, boater, or simply need room for RVs, watercraft, and recreational toys, this exceptional property delivers. The impressive 60’x40’ oversized garage is a rare find, featuring three car lifts and abundant space for vehicles, hobbies, and storage. Beyond the garage, you'll discover a spectacular waterfront lifestyle overlooking beautiful Lemon Bay. Enjoy direct boating access from your private dock and 18,000-pound boat lift, with no fixed bridges standing between you and the Intercoastal Waterway, Gulf waters, waterfront restaurants, and endless boating adventures. This beautifully maintained 3-bedroom split floor plan offers spacious living throughout, including a large open-concept living room, expansive dining area perfect for entertaining, and a well-appointed kitchen featuring custom mahogany cabinetry, granite countertops, and stainless-steel appliances. Tile flooring runs throughout the home, while stunning water views can be enjoyed from multiple rooms. Step outside to your private resort-style retreat. The custom 18' x 40' saltwater pool showcases elegant tile accents, lighting, and water features, while the jetted spa provides the perfect place to unwind as you overlook Lemon Bay. The tiki bar creates an inviting gathering space for family and friends, complemented by an outdoor dining and grilling area designed for memorable waterfront entertaining. For added peace of mind, the home experienced no water intrusion or damage during the 2024 hurricanes and comes with a whole house generator. Adding to the appeal, deeded Gulf beach access is located directly across the street, offering convenient access to pristine sandy beaches and breathtaking sunsets. Beachside restaurants, entertainment, and the public beach are all less than two miles away. This extraordinary property combines luxury waterfront living, exceptional boating access, deeded beach rights, and one of the most impressive garages on Manasota Key. Create a life you don't need a vacation from.

6065 Manasota Key Road, Englewood

$8,600,000

Galleons Reach SubDv. ⋅ 34223 Zip Code

Nestled along the pristine canopy road section of Manasota Key, just south of Sarasota and off the coast of Englewood, this extraordinary 4.2-acre waterfront estate parcel offers one of the rarest opportunities on Florida’s Gulf Coast. Surrounded by swaying palms, endless white sand beaches, and the turquoise waters of the Gulf of America, this secluded property embodies the essence of “Old Florida” living—without traffic lights, high-rises, deed restrictions, or crowds. Boasting approximately 300 feet of frontage on protected Lemon Bay Aquatic Preserve, the property offers unmatched privacy with NO easement access, creating a truly exclusive retreat. Rich in natural beauty and history, the land sits directly across from Lemon Bay Park and Environmental Center where Indigenous Native Americans once traveled by canoe, with historic shell middens still present within the protected mangrove fringe. Wildlife abounds with native birds, marine life, and tropical vegetation creating a peaceful sanctuary unlike anything else available in Sarasota County. Whether envisioned as an ultra-private family compound, legacy estate, or corporate retreat, this property presents endless possibilities. Enjoy the rare convenience of keeping your boat and water toys in your backyard while being just steps from miles of pristine Gulf beaches across the street. The majority of invasive vegetation has already been removed, enhancing the natural beauty and usability of the land. Additional valuable assets include a 2018 survey, hydrographic survey, and tree survey already available. Ideally located just minutes from historic Dearborn Street with its charming shops and dining, and only 10 minutes to Venice Municipal Airport for private aviation access. A complimentary nearby shuttle service offers transportation to local restaurants and waterfront bars, allowing you to enjoy island living at its finest. 6245 Manasota Key is truly among the finest remaining waterfront estate parcels on Florida’s west coast—a once-in-a-generation opportunity that should not be overlooked.

Manasota Key Road, Englewood

$2,295,000

Englewood Gardens SubDv. ⋅ 34223 Zip Code

Set along Englewood’s most coveted stretch of Bayshore Drive, this 1.29-acre waterfront offering is a truly rare canvas for a legacy coastal estate. Boasting 116 feet of direct frontage on the Intracoastal Waterway, the property delivers expansive sunset views, exceptional privacy, and sweeping, unobstructed water views, an increasingly scarce combination in today’s market. Designed for the boating lifestyle, the property is already equipped with a modern dock and a new 13,000-lb boat lift, with no bridges between you and open Gulf waters. From your backyard, enjoy breathtaking nightly sunsets and the daily presence of dolphins and manatees, all just moments from Stump Pass and the Gulf beyond. The property is conveniently located near Wellen Park, Historic Dearborn Street, and Downtown Venice, providing access to restaurants, entertainment, and the Venice Municipal Airport for private aviation enthusiasts. Just five minutes away, Manasota Key Beach offers miles of pristine sand, perfect for shelling and shark tooth hunting. Manasota Key also features 3 additional beaches and charming waterfront dining, all easily accessible by bike or golf cart. This high-and-dry homesite is Zoned RE2 Residential Estate, allowing for a spacious custom primary residence as well as a separate guest home ideal for hosting while preserving privacy. The expansive lot and wide-open water views provide a blank canvas for a thoughtfully designed luxury retreat. Ownership includes the opportunity to apply for membership to the Englewood Gardens Beach Club, offering private beach and bay access, a clubhouse, kayak launch, and an active social scene. To streamline your vision, the property includes home renderings and full floor plans that can be customized to your preferences. You’ll also have full designer access for professional design and architectural support, ensuring a smooth transition from concept to completion. Bring your builder or one can be recommended for your convenience. Fully prepared for construction, the lot has been naturally cleared, surveyed, and undergone soil testing, making it truly turnkey for building. Opportunities of this caliber are vanishing along Florida’s Gulf Coast, where significant acreage, Intracoastal water frontage, and uncompromising privacy still exist in harmony. Properties like this are no longer being created, only claimed.

Bayshore Drive, 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

$325,000

Englewood Plat Of SubDv. ⋅ 34223 Zip Code

Your chance to create something truly special starts here. This spacious acreage offers a blank canvas with no HOA, no CDD fees, and no deed restrictions, giving you the freedom to design and build exactly what you want. Whether you're envisioning a private retreat, seasonal getaway, or future investment, this property is full of potential. ~~~ Enjoy partial bay views from an elevated home! Located just around the corner from Indian Mound Park, you’ll have convenient access to boating, kayaking, and waterfront recreation—with a public boat ramp nearby making it easy to get out on the water and explore the Intracoastal and beyond. Adding to the appeal, you’re only blocks from Historic Dearborn Street, the heart of Englewood’s charm. Enjoy local restaurants, boutique shopping, farmers markets, art festivals, and community events that create a vibrant yet laid-back coastal lifestyle. This property offers the rare combination of space, flexibility, and proximity to both nature and culture. Call today to see this property!

W Cowles Street, Englewood

$415,000

3 Beds ⋅ 2 Baths ⋅ Englewood Park SubDv. ⋅ 34223 Zip Code

Welcome to 115 Winson Avenue—where coastal charm meets next-level construction and income-producing potential in the heart of Englewood. Just steps from Historic Dearborn Street with its vibrant dining, shops, and year-round events, this 3-bedroom, 2-bath home offers partial bay views and a lifestyle that’s hard to match. Completely transformed in 2023, this is not just an update—it’s a structural upgrade, featuring reinforced concrete construction, raised interior floors for added flood protection, hurricane-impact windows and doors, a metal roof, and energy-efficient closed-cell spray foam insulation—delivering both peace of mind and major insurance advantages. Inside, the home showcases a beautifully updated, move-in-ready interior with a stunning chef’s kitchen highlighted by two-tone cabinetry, stainless steel appliances, farmhouse sink, open shelving, and custom finishes, complemented by wood-look tile flooring throughout. Both bathrooms have been thoughtfully renovated with stylish, high-end details, while the home also includes a dedicated interior laundry area, custom pantry, and built-in closet systems for optimal functionality. Step outside to enjoy a covered rear porch with pavers, a pergola with ambient lighting, hammock-ready relaxation spaces, and a detached metal-roof carport that offers covered parking and extra storage, with ample space to keep your boat right at home. Just minutes away, Indian Mound Park and Lemon Bay provide easy water access, kayaking, and stunning sunsets, while nearby parks and nature trails add to the appeal. Whether you're looking for a primary home, vacation retreat, or income-producing Airbnb, this property is ready to go.

115 Winson Avenue, Englewood

$995,000

34223 Zip Code

Beach and Boating Lifestyle Opportunity on Manasota Key! If boating is part of your lifestyle, this is a rare opportunity to create something special. This waterfront homesite on the Sarasota County side of Manasota Key offers direct frontage on Lemon Bay along with beach access, giving you the best of both worlds with boating and beach days just moments away. Enjoy prime boating water with easy access to Stump Pass, the Gulf of Mexico, and a variety of waterfront restaurants and destinations. Whether you are heading out for fishing, cruising, or a sunset ride, this location makes it easy to enjoy everything the area has to offer right from your backyard. The previous home has been removed, but a three car detached 1,360 sq ft garage remains on the property, adding immediate value and flexibility as you plan your build. A dock was previously in place, and pilings remain, offering the potential to design a new dock, subject to all required county and state approvals. A working 13,000 lb boat lift, installed in 2023, is already in place, providing a valuable head start for future waterfront improvements. This property provides the perfect setting to bring your vision to life. Manasota Key is known for its relaxed island feel, uncrowded beaches, and true beach and boating lifestyle, with several local restaurants and tiki bars easily accessible by golf cart or a short drive. Buyer to verify all measurements, zoning, permitting, and allowable uses. Located at 6039 Manasota Key Road, this is your opportunity to build your dream home and enjoy the best of beach and boating living on Manasota Key.

6039 Manasota Key Road, Englewood

Englewood Homes with Bay View Water Frontage

Newest Englewood Homes with Bay View Water Frontage