Englewood Homes with Sailboat Water Water Frontage

Englewood Homes with Sailboat Water Water Frontage

Welcome to Englewood, a charming coastal city located in Sarasota County, Florida. Known for its picturesque beaches, vibrant arts scene, and laid-back atmosphere, Englewood offers the perfect blend of relaxation and recreation.

One of the unique features of Englewood is its abundance of homes with sailboat water frontage. Imagine waking up to stunning views of the water, stepping out into your backyard, and setting sail on your own private boat. Whether you're an avid boater or simply enjoy the tranquility of waterfront living, Englewood's homes with sailboat water frontage provide the perfect setting for your coastal lifestyle.

In addition to its waterfront properties, Englewood boasts a variety of amenities and attractions. From boutique shops and local restaurants to nature parks and golf courses, there is always something to see and do in this vibrant community. Residents and visitors alike can enjoy water activities such as fishing, kayaking, and paddleboarding, or simply relax on the sandy shores of Englewood Beach.

With its idyllic coastal setting, friendly community, and abundance of waterfront homes, Englewood is the perfect place to call home. Whether you're looking for a vacation retreat or a permanent residence, Englewood offers the ultimate Florida lifestyle. Come discover the beauty and charm of Englewood – where every day feels like a vacation.

Newest Englewood Homes with Sailboat Water Water Frontage

2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code

Englewood Isles -Highly sought after WATERFRONT community, minutes from Lemon Bay and easy access to Intracoastal waterway with no bridges. JUST 3 MILES TO THE BEACH. Home features the Florida Coastal Lifestyle. Mature landscaping with minimal maintenance and NO LAWN TO MOW!! Home has a SPLIT FLOOR PLAN with OPEN CONCEPT LAYOUT for convenience and entertainment. Dining/Living/Kitchen combo with full views of the front and pool area through the large front windows and sliding glass doors. The primary bedroom has an en suite bathroom with walk-in shower, direct access to the pool, a large walk-in closet with sparkling floors and comfortable space. The guest bedroom has a built in closet and walk through bathroom shared by the bedroom and available to guests through the hall access with updated tiled walk-in shower and water closet for privacy. Pool area has travertine decking with abundant space for sun bathing and larger dining area for those special dinner parties. The family room is a bonus which can be utilized for an office or turned into an additional 3rd bedroom space. Many updates - New AC 2023, Washer/Dyer -2021, Pool pump 2019, Hot Water Heater 2023 Re-pipe 2016, Pool Resurface 2015, New Electrical Panel 2021, Garage Door 2020, TILE ROOF, Updated kitchen, Updated luxury tile throughout. The ENGLEWOOD ISLES is an amazing community with a marina, heated/cooled swimming pool, hot tub/spa and private boat docks with direct access to FORKED CREEK- a salt water canal, LEMON BAY- an Intercoastal Waterway and out to GULF WATER. Just minutes to ENGLEWOOD BEACH, MANASOTA KEY BEACH, golfing, shopping, Lemon Bay Plaza, VENICE ISLAND and OLD ENGLEWOOD VILLAGE. PRIME PROPERTY, PRIME LOCATION!!!

11 Old Trail Road, Englewood

2 Beds ⋅ 2 Baths ⋅ 2121 Main Bldg SubDv. ⋅ 34223 Zip Code

Presenting 780 S Oxford Drive, an extraordinary waterfront estate set upon a rare 2-acre expanse in the coveted enclave of Englewood, Florida. This distinguished residence offers 1,733 square feet of refined living space, gracefully positioned along the tranquil banks of Gotfried Creek—your private passage to a life of leisure and adventure. With direct access to the Intracoastal Waterway and the Gulf of Mexico, the discerning yachtsman will savor unrivaled days upon the water, from serene creek excursions to sun-drenched Gulf voyages. Imagine setting sail from your own backyard, gliding effortlessly toward the pristine shores of Manasota Key Beach, a treasured destination just a short cruise or drive away. The property's sprawling acreage affords a level of privacy and exclusivity seldom found, presenting an inspired canvas to craft your own coastal sanctuary. Sophistication meets convenience here: the verdant grounds of Bay Heights Park lie moments away, while premier shopping and esteemed Lemon Bay High School remain within easy reach. In candid transparency, this residence awaits a visionary's touch. Following a hurricane, the home experienced two feet of water, prompting the conscientious owners to promptly remove and replace all drywall. The home has been professionally tested for mold, with certification forthcoming for the next owner's peace of mind. For the connoisseur seeking prestige, privacy, and unparalleled Gulf access, 780 S Oxford Drive represents a singular opportunity. Embrace the rare privilege of ownership and reimagine luxury waterfront living—an invitation to make this exceptional address your own.

780 S Oxford Drive, Englewood

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

3 Beds ⋅ 2 Baths ⋅ Brucewood Bayou SubDv. ⋅ 34223 Zip Code

Nestled on nearly one-half acre along the Intracoastal Waterway in Englewood, Florida, this beautifully renovated waterfront residence offers an exceptional blend of luxury, comfort, and coastal living. Encompassing 1,707 square feet under air, the home features three bedrooms, two bathrooms, and an oversized three-car garage, all thoughtfully designed to maximize both functionality and breathtaking water views. Extensively renovated with custom upgrades throughout to include wood cabinets, granite countertops, marble backsplash, pendant lighting, and over $25,000 in solar panels which is included free and clear; the property also offers peace of mind with a new roof, updated plumbing, and a new air conditioning system. The home's open and inviting layout seamlessly connects indoor and outdoor living spaces, creating the perfect setting for entertaining or simply enjoying the tranquil waterfront surroundings. Positioned to capture spectacular sunset views over the Intracoastal Waterway, this exceptional deep-water property provides direct Gulf access, making it an ideal retreat for boating enthusiasts and those seeking the ultimate Florida waterfront lifestyle. The expansive lot offers privacy and ample space for outdoor enjoyment, while the hurricane protection enhances energy efficiency and long-term value. Whether you're relaxing on the water's edge, heading out for a day on the Gulf, or enjoying an evening sunset from your own backyard, this remarkable Englewood waterfront home delivers a rare opportunity to experience the very best of Southwest Florida living. Make this your next home and enjoy easy access to beautiful beaches, shopping, and world class dining experiences. Call today to schedule your private tour.

211 Bahia Vista Drive, Englewood

4 Beds ⋅ 5 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code

WATERFRONT ESTATE WITH GULF ACCESS & ACREAGE! An exceptionally private, beautifully updated estate on Gottfried Creek offering coveted GULF ACCESS, a HUGE CORRUGATED GARDEN AREA, majestic mature oak trees, lush tropical landscaping, and the rare advantage of in-town convenience. The main home showcases a thoughtfully remodeled open floor plan designed for effortless luxury living, along with brand-new A/C, a new hot water heater (2025), new tile throughout the home, hurricane shutters, abundant storage, a carport, multiple storage sheds, and a workshop. The detached GUEST HOUSE/IN-LAW SUITE that was built in 2016 provides an elegant and versatile retreat with a spacious primary suite, 1.5 baths, an office with gunsmith room, a comfortable living area, it's own garage, backup GENERATOR, and safe room—ideal for guests, extended family, or rental income. Outdoor living is nothing short of extraordinary, featuring a SALTWATER POOL AND SPA with new salt cell, pool heater (2020), an amazing "'TIKI BAR/BBQ AREA, a newer dock, and sweeping waterfront views that capture the essence of refined Florida living. Enjoy frequent wildlife sightings from separate fire pit area complete with outdoor lighting. Your new home also has deeded access to the Englewood Gardens Beach Club!! This gives you access to Englewood Beach, Bay access with boardwalk and dock, Free parking for members, Bay side kayak storage and launch dock, and so much more!! Ideally located so you can enjoy unique local cuisine, DEARBORN STREET, HISTORIC DOWNTOWN VENICE, world class fishing, award winning beaches, shopping, golf, 2 spring training venues (Rays and Braves), and so much more!! Call today for your private tour and start living the Florida lifestyle!!

140 S Oxford Drive, Englewood

2 Beds ⋅ 2 Baths ⋅ Deer Creek Estates SubDv. ⋅ 34223 Zip Code

Waterfront Pool Home on Over Half an Acre with Gulf Access, No HOA & Room to Expand! Rare Englewood waterfront pool home with Gulf access, no HOA, and more than half an acre in one of the area's most desirable Old Florida neighborhoods. This meticulously maintained, move-in-ready 2-bedroom, 2-bath home is situated along scenic Gottfried Creek and offers boating access to Lemon Bay, the Intracoastal Waterway, and the Gulf via two bridges. The oversized homesite also offers the potential to build a second residence on the additional lot, creating an exceptional opportunity for multigenerational living, future expansion, or investment. Lovingly cared for with no storm damage, this exceptional home provides buyers with confidence and peace of mind. Inside, the inviting split-bedroom floor plan is centered around a spacious great room where expansive sliding glass doors showcase beautiful views of the heated pool, lush tropical landscaping, and a peaceful oak hammock filled with native birds and Florida wildlife. The desirable north-facing rear exposure allows you to enjoy tranquil sunrises through the tropical landscape while ending the day with spectacular Florida sunsets. Designed for both everyday living and entertaining, the updated kitchen features granite countertops, soft-close cabinetry, stainless steel appliances, modern lighting, and a convenient pass-through window to the Florida room. The spacious primary suite offers a walk-in closet, private ensuite bath, and direct access to the screened lanai, creating the perfect private retreat. Recent improvements include: Impact-resistant windows and sliding glass doors Fresh exterior paint (2024) Gutters (2022) Well-fed irrigation system (2023) Fresh sod and professional landscaping Adjustable LED lighting throughout Perfectly positioned on a quiet cul-de-sac, the home is just minutes from historic Dearborn Street, where you'll enjoy boutique shopping, locally owned restaurants, art galleries, farmers markets, festivals, and year-round community events. The future Keyway Road extension will provide even more convenient access to Wellen Park, home of CoolToday Park (Atlanta Braves Spring Training), a vibrant downtown district featuring waterfront dining, live entertainment, shopping, and seasonal events. Just four miles from Englewood Beach and Manasota Key, you'll enjoy miles of Gulf beaches, boating, fishing, paddleboarding, kayaking, shelling, and spectacular Florida sunsets. As an added bonus, this property is eligible for membership in the Englewood Gardens Beach Club, providing private beach access, clubhouse amenities, and boat docks. Whether you're searching for a waterfront primary residence, seasonal retreat, vacation rental, investment property, or a home with room to expand, this exceptional property offers endless possibilities in one of Southwest Florida's fastest-growing coastal communities.

383 E Wentworth Circle, Englewood

3 Beds ⋅ 3 Baths ⋅ Eden Harbor SubDv. ⋅ 34223 Zip Code

Beautifully maintained, turnkey furnished 3-bedroom, 3-bath courtyard pool home in the gated, maintenance-free waterfront community of Eden Harbor at Englewood Isles! Located in the desirable X500 Flood Zone, this inviting residence has been meticulously cared for and is ready for you to begin enjoying the Florida lifestyle. Designed around a private heated courtyard pool with brick paver decking, the home's thoughtful layout allows nearly every main living space to enjoy beautiful pool views. The spacious living room features a wet bar and sliding glass doors opening to the courtyard, while French doors from the kitchen and dining area provide additional access, creating a seamless indoor-outdoor living experience. The spacious primary suite offers a walk-in closet and an en-suite bath with dual cultured marble vanities and a large walk-in shower. The second bedroom is currently configured as a den with pocket doors, providing flexible living space. A detached cabana guest suite across the courtyard with its own full bath offers the perfect retreat for guests, a private home office, or multigenerational living. A convenient interior utility room, pool bath with direct interior access, and separate outdoor shower add to the home's functional design. The roof was replaced in 2023 for added peace of mind. Low HOA fees include lawn mowing, trimming, fertilization, mulching, exterior pest control, professional management, private roads, gated entrance, underground utilities, and the community pool. Private boat slips are available for purchase by homeowners on a first-come, first-served basis (currently a waitlist), providing boating access to Lemon Bay through fixed bridges. Ideally located just minutes from Englewood's beautiful beaches, boating, fishing, golf, restaurants, and shopping, this exceptional home offers the relaxed, maintenance-free Florida lifestyle you've been looking for. Eligible for optional membership in the coveted Englewood Gardens Beach Club!

586 Eden Drive, Englewood

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

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

A new boat dock will soon complete this beautifully remodeled waterfront retreat in the maintenance-free part of Englewood Isles, where boating enthusiasts can reach Lemon Bay in just 15 minutes with no bridges to navigate. Extensively updated, this home features a new roof, new air conditioner, new water heater, new planation shutters, new flooring, new interior doors, beautifully remodeled baths, and an updated kitchen with stainless steel appliances and stunning stone countertops. The spacious floor plan offers three bedrooms, each with walk-in closets, while the primary suite boasts a large walk-in closet and an elegant bath with a generous walk-in shower. Designed for comfortable living and entertaining, the home includes a living room and dining room combination, a welcoming family room and a spacious kitchen with a cozy breakfast area. A convenient pass-through counter connects the kitchen to the family room, creating an open and inviting atmosphere. Two sets of large sliding glass doors lead to the patio, where you can relax and enjoy peaceful canal views. Ideally near Manasota Beach, Englewood Beach, historic downtown Venice and downtown Englewood, you’ll enjoy easy access to shopping, dining, entertainment, golf and some of Southwest Florida’s most beautiful beaches. Move-in ready and beautifully updated, this waterfront gem offers the ideal combination of boating, convenience and maintenance-free living. Also available to rent.

24 Oakwood Drive N Unit 24, Englewood

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

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

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

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