Englewood Homes with Sailboat Water Water Frontage

Englewood Homes with Sailboat Water Water Frontage

Welcome to Englewood, Florida – a hidden gem nestled along the stunning Gulf Coast! Known for its picturesque beaches, vibrant community, and laid-back lifestyle, Englewood is the perfect destination for those seeking a serene coastal haven. With its charming boutiques, delightful dining options, and an array of outdoor activities, this quaint city offers a unique blend of relaxation and adventure.

One of the most alluring features of Englewood is its access to sailboat waterfront properties. Imagine waking up to breathtaking views of shimmering waters right from your doorstep! Homes with sailboat water frontage in Englewood provide not just a residence but a lifestyle. These properties offer direct access to the waterways, making it easy for boating enthusiasts to set sail whenever the mood strikes. Whether you’re an experienced sailor or simply enjoy the tranquility of living by the water, these homes cater to your every desire.

Englewood’s real estate market boasts a variety of options, from cozy beach cottages to luxurious waterfront estates. Residents enjoy a strong sense of community, with various local events and activities that bring neighbors together. The nearby pristine beaches of Manasota Key and the lush nature preserves provide ample opportunities for outdoor exploration, ensuring that every day can be filled with fun and adventure.

Living in Englewood means embracing a lifestyle that celebrates the beauty of nature, the joy of community, and the thrill of waterfront living. Discover your dream home today, and experience all that this enchanting city has to offer!

Newest Englewood Homes with Sailboat Water Water Frontage

$240,000
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Breezes SubDv. ⋅ 34223 Zip Code
Welcome to Unit 203A at Lemon Bay Breezes, where waterfront living and the relaxed Southwest Florida lifestyle come together! This well maintained , fully furnished condo in Englewood is ready to enjoy from the moment you arrive--whether you're looking for a Florida seasonal escape, a vacation home, or a comfortable full time residence! The home has been thoughtfully refreshed over the past few years, with new flooring and fresh interior paint completed in 2024, a new A/C system installed in 2025, and a new washer and dryer added in 2026. These recent improvements take care of several of the big ticket items and allow the next owner to focus on enjoying the home and making it their own!

1401 S Mccall Road Unit 203, Englewood
$550,000
3 Beds ⋅ 2 Baths ⋅ Lampps SubDv. ⋅ 34224 Zip Code
No Bridges to the Gulf with a Covered Boat Lift! Enjoy easy boating access from this three-bedroom, two-bathroom canal-front home with a private multi-level dock, covered 8,000-pound boat lift, riprap shoreline, fish cleaning station, water and electricity at the dock and no bridges to navigate. Remodeled in 2024, the home features an open split-bedroom floor plan with high ceilings, porcelain wood-look tile flooring throughout and plenty of natural light. The kitchen has white 42-inch wood soft-close cabinetry, granite countertops, recessed lighting with integrated Bluetooth speakers, under-cabinet lighting, a breakfast bar and pantry. The great room features a built-in entertainment center, and the dining area includes a dry bar with additional storage. The spacious primary bedroom has dual walk-in closets, an en-suite bathroom with a tub/shower combination and a brick fireplace with a shiplap accent above the mantel. Two additional bedrooms are located on the opposite side of the home, including one with sliding glass doors providing direct outdoor access. The guest bathroom features a granite countertop dual sink vanity and a fully tiled walk-in shower with frameless glass doors. The inside laundry room provides additional cabinetry and storage, adding to the abundance of storage found throughout the home. Sliding glass doors open to the open-air brick-paver patio and fenced backyard overlooking the canal, while the multi-level dock provides additional space to relax by the water, fish or get the boat ready for a day on the Gulf. Two storage sheds give you plenty of space for storing beach toys, golf clubs, and so much more. Located on a quiet dead-end street just 0.3 miles from Ainger Creek Park, offering a public boat ramp, canoe and kayak access, fishing and restrooms, and only 3.2 miles from Englewood Beach on Manasota Key. Spend the morning on the water, the afternoon at Englewood Beach and the evening enjoying dinner and live music around town. With Lemon Bay and the Gulf, golf courses, parks and nature preserves, waterfront restaurants and the shops, dining and events of historic Dearborn Street all nearby, there is always something to enjoy. Come experience the laid-back Englewood lifestyle at 2041 S Pine St.

2041 S Pine Street, Englewood
$877,000
3 Beds ⋅ 3 Baths ⋅ Woodbridge SubDv. ⋅ 34224 Zip Code
You may have just hit the waterfront jackpot! Location, location, location are the 3 words that best describe this extraordinary waterfront property!!! Welcome to 1167 Exeter Circle, a one-of-a-kind Southwest Florida retreat situated on over half an acre with an incredible 426 feet of waterfront and water on three sides. If you've dreamed of the Florida waterfront lifestyle, this is it. Step outside, hop on your boat from your covered dock with lift, and head toward Lemon Bay, the Intracoastal Waterway, and the Gulf. Spend the day boating or fishing, stop for lunch or dinner by water, then come home to your own private piece of paradise. The outdoor living is where this property truly shines. A beautiful pool overlooking the water creates the perfect setting for morning coffee, lazy Florida afternoons, sunset cocktails, and entertaining family and friends. Surrounded by palm trees, water, and more than half an acre, this property offers a combination of space, privacy, and waterfront living that is hard to duplicate. Inside, the three-bedroom, two-bath home features a spacious great room with a wood-burning fireplace, plus a huge bonus area that offers incredible flexibility for entertaining, guests, hobbies, or additional living space. The kitchen features custom maple cabinetry, black Galaxy granite countertops, and Frigidaire Professional Series appliances, creating a warm and inviting gathering place at the heart of the home. Extensive replacements and improvements were completed in 2023, including a new roof, A/C, siding, drywall and soffits. The entire downstairs was also redone with beadboard and plywood, along with epoxy flooring, creating attractive, easy-maintenance finishes. But in the end, it's the setting that makes this home unforgettable: 426 feet of waterfront. Water on three sides. More than half an acre. Your boat waiting at your own dock. And the Gulf within reach. This isn't simply a home on the water. It's the Florida lifestyle you've been waiting for. This serene and peaceful home won't last long...schedule your private showing now...

1167 Exeter Circle, Englewood
$2,100,000
3 Beds ⋅ 2 Baths ⋅ Pine Cove SubDv. ⋅ 34224 Zip Code
Boaters will appreciate the 12,000-lb covered boat lift, seawall, and quick deep-water access to Lemon Bay, Stump Pass, and the Gulf. The home was built above required elevation and features impact-resistant windows and doors, along with a premium metal roof for added peace of mind. The home is also equipped with an owned solar power system, adding energy efficiency and helping reduce ongoing utility costs. Inside, the spacious open-concept floor plan features 10-foot ceilings throughout and is centered around an impressive great room with a fireplace and a beautifully appointed chef’s kitchen featuring a large island, premium stainless-steel appliances, abundant cabinetry, and a generous pantry. French doors in the living room open onto a large open lanai with beautiful views of the property and spectacular sunsets. The private primary suite offers a spacious bedroom, ample closet space, and a luxurious bath with dual vanities and a large walk-in shower. Outdoor living is where this home truly shines. A spectacular paver patio surrounds the heated saltwater pool and spa, creating an ideal setting for entertaining or relaxing. The resort-style backyard also features a sensational tiki hut and outdoor bar/entertainment area, making it easy to enjoy Florida living year-round. Across from the home is a peaceful and private preserve setting, while a large double gate on the south side provides direct access to the home’s third garage door and additional parking bay. The oversized garage is a standout feature, offering exceptional flexibility for the Florida coastal lifestyle—ideal for a third vehicle, golf cart, fishing gear, kayaks, paddleboards, bikes, recreational equipment, or extra storage. The gated access also makes it convenient for loading provisions and gear for a day on the water. Pool, spa, tiki hut, outdoor bar area, covered boat lift, deep-water canal frontage, direct Gulf access, and exceptional privacy—this is coastal Florida living at its best.

9201 Lake Drive, Englewood
$279,900
2 Beds ⋅ 2 Baths ⋅ Holiday Mobile Estates SubDv. ⋅ 34224 Zip Code
Welcome To The 55+ Boating Community of Manatee Cove-Formerly Known As Holiday Mobile Estates, And Your Very Own "Staycation" Home. Beautiful 2-Bedroom, 2-Bathroom + Den On A Boating Canal In Englewood! Discover The Perfect Blend of Coastal Living and Everyday Comfort In This Beautifully Designed Double Wide Mobile Home. Ideally Situated On A Boating Canal With Direct Access To The Intracoastal Waterway And The Gulf. Offering 1,326 Square Feet Under Air, This Home Delivers An Inviting Open Layout, Modern Functionality, And The Relaxed Waterfront Lifestyle Englewood Is Known For. The Interior Features A Bright And Spacious Open Floor Plan Ideal For Entertaining, A Primary Suite With Ensuite Bathroom, A Versatile Den Perfect For A Home Office, Hobby Room, Or Additional Guest Space, And A Well-Appointed Kitchen Which Is Open To The Living Room. Enjoy The Florida Lifestyle From Your Beautifully Landscaped Yard And Covered Porch Overlooking The Canal-The Perfect Spot For Morning Coffee Or Evening Relaxation. With Direct Water Access You Can Enjoy Fishing, Kayaking, Or Sunset Cruises Right From Your Own Backyard. Just Minutes From Gorgeous Gulf Beaches, Popular Restaurants And Shopping, Championship Golf Courses And Many Other Everyday Conveniences. Membership To The Clubhouse And Recreational Amenities Is Optional. Sold Fully Furnished Including Furnishings Minus Owner's Personal Property.

1268 Seagull Drive, Englewood
$1,498,000
3 Beds ⋅ 4 Baths ⋅ Point Of Pines SubDv. ⋅ 34223 Zip Code
Virtually Staged. Positioned along the Intracoastal Waterway with sweeping sunset views and NO FIXED BRIDGES TO THE GULF, this extensively remodeled waterfront residence offers an exceptional boating location and the opportunity to create a coastal retreat tailored entirely to your vision. A PRIVATE COURTYARD ENTRANCE introduces the home, offering potential for a secluded garden or inviting outdoor sitting area. Inside, soaring ceilings, an open floor plan, and expansive IMPACT SLIDING GLASS DOORS frame the beautiful backdrop of Lemon Bay and Manasota Key. The kitchen features ALL-NEW SOLID WOOD CABINETRY with soft-close hardware, NEW APPLIANCES, and a spacious pantry ready for custom shelving or cabinetry. A breakfast bar overlooks the great room and wraps toward the dining area, creating an effortless flow for entertaining and family gatherings. The privately situated PRIMARY SUITE features picturesque water views, outdoor access, two expansive walk-in closets ready for custom design, and a spacious ensuite bath with dual sinks and a walk-in shower. Two oversized guest bedrooms occupy the opposite side of the home, including one overlooking the courtyard near the second full bath and another at the rear with an oversized picture window, sliding glass doors to the backyard, and its own private ensuite bathroom. Storage is abundant throughout, complemented by an impressive laundry room with extensive new cabinetry, a NEW WASHER AND DRYER, and a convenient connecting half bath plus an oversized garage that offers an additional 835 SQUARE FEET of space with EPOXY FLOORING. Outdoors, a full-length waterfront patio and expansive hardscape lay the foundation for your custom dream pool and resort-inspired outdoor living area. The oversized dock includes a BOAT LIFT and additional space to moor a sailboat or larger offshore vessel, with unobstructed Gulf access and a front-row seat to the sights and sounds of Lemon Bay. Solid CONCRETE CONSTRUCTION, IMPACT WINDOWS and a METAL ROOF provide lasting confidence in your investment. Add fresh exterior paint, thoughtful landscaping, and your personal finishing touches, and this extraordinary waterfront setting becomes the tropical showpiece it deserves to be—complete with unforgettable sunsets over the water each evening.

1468 Lemon Bay Drive, Englewood
$360,000
3 Beds ⋅ 2 Baths ⋅ Alston Haste SubDv. ⋅ 34223 Zip Code
Virtually Staged. GET READY TO FALL IN LOVE with this INCREDIBLE OVERSIZED CORNER LOT 3 bedroom, 2 bathroom home with a tandem 3-car carport, nestled on the WATERFRONT in this charming Englewood neighborhood with SUPER FAST 15 min GULF ACCESS! This beautifully UPDATED slice of paradise is the ultimate year round sanctuary or seasonal getaway you've been dreaming of! Underneath the grand, shady live oak canopy discover timeless charm paired with chic, modern upgrades in this spacious much loved Kluge built home. The covered front entry welcomes you with elegant rounded arches and plenty of room for relaxing and sharing stories on the porch with friends and family complete with THREE BAHAMA STYLE FANS for your comfort.The adjoining living and dining rooms create a seamless flow for effortless entertaining with new flooring.Cooking is a delight in the wide , nicely renovated galley kitchen featuring gorgeous QUARTZ COUNTERTOPS, a stylish subway tile backsplash, shaker cabinetry, a convenient breakfast bar, and brand new stainless steel appliances including a sleek INSTA VIEW DOOR IN DOOR French door refrigerator. Plus, enjoy an abundance of natural light pouring through the boxed skylight! Retreat to the serene primary bedroom boasting a big walk in closet, decorative stained glass sunburst windows, new luxury vinyl flooring, and a lush ensuite bath. The spacious second and third bedrooms offer ample closet space, with one featuring trendy glass front French doors.This WATERFRONT OASIS also boasts a BRAND NEW ROOF (installed 7/2026), new A/C, NO HOA, plenty of room to add a pool, an invisible dog fence (installed in 2024), a massive laundry room with extra storage, and a private dock with electric perfect for fishing right from your backyard or launching your boat in seconds! Centrally located for quick access to pristine teal Caribbean style beaches of Englewood, Manasota Key, and Venice, historic Dearborn Street entertainment, shopping and dining venues, golfing, Sarasota and Punta Gorda airport, and great biking.This is your opportunity to own an affordable coastal GULF ACCESS retreat with extra special touches and extra land, DON'T MISS OUT! Schedule your showing today and check this one out for yourself.

1005 Alston Lane, Englewood
$1,725,000
3 Beds ⋅ 3 Baths ⋅ Pine Cove SubDv. ⋅ 34224 Zip Code
Experience the ultimate in gulf coast living with this beautiful 3-story Key West style home designed to capture a lifestyle defined by sun, water and effortless coastal luxury. Boating enthusiasts will appreciate the impressive waterfront setup complete w/2 covered boat lifts, davits and room for jet skis or skiff, providing effortless access to world-class fishing, sandy beaches, sunset cruises and deep-sea adventures. Enjoy direct canal-front access from this home, providing you quick passage with no bridges to the intercoastal and Gulf waters through Stump Pass. This custom retreat embodies the Florida lifestyle and features expansive living spaces w/vaulted ceilings filled with natural light and multiple decks to enjoy coastal breezes from all 3 levels. At the top, a charming crow’s nest offers a unique flex space perfect for a home office, reading retreat or creative space all enhanced by private deck access with a one-of-a-kind vantage point that offers peek-a-boo views of the intercoastal and is perfect for sunrise coffee or sunset cocktails. Extensively renovated and thoughtfully updated, this exceptional home is a perfect blend of coastal style and everyday functionality. Dual kitchens w/sleek quartz counters and stainless-steel appliances create the perfect setup for hosting or extended families. A split floor plan ensures comfort and privacy, while the elevator adds ease to daily living. The spacious primary suite is a true retreat, featuring sliding glass doors that open to a screened lanai, creating a seamless indoor-outdoor connection. Dual w/i closets provide ample storage, while the luxurious en-suite bath offers a double-sink vanity, relaxing jetted tub, and a private water closet with a large walk-in shower. For added convenience, the suite also includes direct access to the generously sized laundry room. The 2-car garage offers more than just parking; it’s designed for versatility. There’s additional room for a golf cart and includes a dedicated work bench for all your hobbies/projects. There’s no need to run upstairs for anything. The fully air-conditioned recreation space is designed for entertaining, complete with a convenient full bath and well-equipped kitchen featuring a refrigerator, microwave hookup, and dishwasher for easy cleanups. Step outside to your own private resort-style oasis, where a large sport pool offers plenty of room for everyone, along with an outdoor shower and expansive gathering spaces perfect for both lively entertaining and peaceful relaxation. Whether hosting guests or enjoying an evening under the stars, this outdoor space embodies the Florida lifestyle. This extraordinary property delivers the perfect combination of luxury, function and coastal charm-where every day feels like a vacation and the water is always w/i reach. Updates include but are not limited to new kitchens, carpeting, pool cage, composite decking, window treatments, lower bath refresh, Pool heater/Pump/Fascia tile, pool resurfaced, home mechanics, garage doors, boat lift/covers, motors for boat lifts, electrical to davits, most windows and exterior doors. Located in the quiet little enclave of Pine Cove-no HOA or Deed Restriction to hold you back. This home is set on a peaceful No-Through street adjacent to the Bill Coy Preserve offering water views both front and back. Experience nature at its finest w/eagles nesting close by, roseate spoonbills, herons & egrets often sited & manatees and dolphins grace the canal.

9181 Lake Drive, Englewood
$950,000
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
$950,000
3 Beds ⋅ 2 Baths ⋅ Pine Manor SubDv. ⋅ 34223 Zip Code
Welcome to 1649 Manor Road, where Florida waterfront living comes to life. This beautifully maintained three-bedroom, two-bath home offers over 2,000 square feet of comfortable living space with direct access to Lemon Bay and the Gulf of Mexico, making it an ideal retreat for boaters, anglers and anyone who loves life on the water. Inside, you'll find a bright, open floor plan designed for everyday living and entertaining. Large windows fill the home with natural light while showcasing peaceful water views. The spacious kitchen features modern appliances, abundant cabinetry and a convenient breakfast bar that opens seamlessly to the main living areas. The private primary suite provides a relaxing escape with a walk-in closet and an en-suite bath complete with a soaking tub and separate shower. Two additional bedrooms offer plenty of space for family, guests or a home office. Go outside and experience your backyard oasis. The screened lanai overlooks a sparkling pool installed in 2020, creating the ideal setting to unwind or entertain. Just beyond, your private dock provides quick and easy access to open water, whether you're heading out for a sunset cruise, fishing trip or a day exploring the Gulf Coast. This home also offers valuable peace of mind with a new roof (2022) and new air-conditioning system (2022), allowing you to enjoy your investment with confidence. Conveniently just minutes from Englewood Beach, local restaurants, golf courses, shopping and parks, this property combines the best of waterfront recreation with everyday convenience. Whether you're searching for a full-time residence, seasonal getaway or waterfront investment, 1649 Manor Road is an exceptional opportunity to own for a slice of paradise. Schedule your private showing today and discover everything this coastal home has to offer.

1649 Manor Road, Englewood
$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
$1,200,000
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
Start Your Search