Englewood Real Estate

Englewood, FL Homes for Sale

Englewood, FL homes for sale range from $250,000 for older ranch-style properties to over $900,000 for waterfront homes along Lemon Bay. Dave Jones Realty tracks this Gulf Coast market closely, where buyers choose between inland single-family homes, canal-front properties, and condos near Manasota Key. Englewood sits in both Sarasota and Charlotte counties, offering beach access within a fifteen-minute drive from most neighborhoods. The area draws retirees and seasonal residents who want coastal living without Sarasota or Naples pricing.

Be the First to Know About New Englewood Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Englewood Real Estate Map Search

Home Styles and Price Ranges

Englewood's housing stock centers on single-story concrete block ranch homes built between 1970 and 2000, typically priced between $250,000 and $400,000 on quarter-acre lots. Canal-front homes with Gulf access along Lemon Bay list between $550,000 and $1,200,000. Condos near Manasota Key beach range from $280,000 to $550,000. Newer construction homes built since 2015 in inland communities average 1,800 to 2,400 square feet and list between $380,000 and $520,000.

Neighborhoods

Manasota Key

Manasota Key is a barrier island community with Gulf-front and bay-front homes, where waterfront properties regularly exceed $900,000. The key holds Englewood Beach and stretches along Manasota Key Road, prized for direct beach access and boating.

Englewood Isles

Englewood Isles is a deed-restricted canal community built primarily in the 1970s and 1980s, offering sailboat-depth water access to Lemon Bay and the Gulf. Homes in Englewood Isles typically list between $500,000 and $850,000.

Rotonda West

Rotonda West sits just south of Englewood in Charlotte County and features a circular layout of canals and golf courses. Rotonda West homes list between $350,000 and $600,000 and attract buyers wanting newer construction on affordable lots.

Daily Life

Englewood beach access runs about fifteen minutes from most inland addresses via Beach Road. River 41 (Tamiami Trail) connects Englewood to Venice in roughly twenty-five minutes and Port Charlotte to the south. Lemon Bay Park offers hiking trails and kayak launches along the bay. Students are zoned for Lemon Bay High School in the Sarasota County district. Dearborn Street holds Englewood's historic downtown with a Thursday farmers market from November through April.

Working With a Local Agent

Dave Jones Realty has closed transactions across Manasota Key, Englewood Isles, and Rotonda West, helping buyers compare waterfront value against inland new construction.

Newest Homes for Sale in Englewood, FL

$291,500
2 Beds 1 Baths 2026037297 MLS
Welcome to your own Key West-inspired rooftop bungalow, where island style meets serious steel strength. Why buy another restrictive condo with HOA rules, assessments, and shared hallways when you can own something entirely your own? This one-of-a-kind coastal bungalow trades elevators and cookie-cutter architecture for a home with its own identity, its own outdoor space, and its own island personality, tucked into the charm of Old Englewood Village. The construction story is just as compelling as the lifestyle. Built from two modified steel shipping containers set on concrete pier foundations with embedded steel, this home was engineered specifically to stand up to Florida's coastal environment. Hurricane-impact windows, steel-frame construction, and a wind-design rated for extreme coastal conditions deliver resilience that's hard to find in traditional construction, wrapped in genuine Key West character. Step inside and the interior feels anything but compact. Granite countertops and luxury vinyl plank flooring bring a polished, easy-care finish throughout, while mini-split heating and cooling, a tankless water heater, and closed-cell spray foam insulation keep the home efficient year-round. LED lighting with dimmers rounds out a space built for both everyday living and quiet evenings in. But the real showstopper is outside. Between the lower and upper outdoor living areas, this home offers an incredible amount of space to stretch out, entertain, and enjoy the Florida lifestyle well beyond its conditioned interior footprint. Downstairs opens up room for casual gatherings, while the true centerpiece waits above. The private rooftop deck turns everyday moments into something special. Picture morning coffee above the neighborhood as the sun comes up over Englewood, or ending the day with the sky lighting up over Lemon Bay in every shade of orange and pink. A tropical-inspired entertaining space up top sets the stage for sunset cocktails, dinner under the stars, or simply unwinding with a view no ordinary home can match. Whether it becomes a tiki-bar retreat, a rooftop hot-tub escape, or a laid-back lounge, this isn't just additional deck space, it's an entirely different way of living. Location adds even more to the story. Approximately 3 miles from historic Dearborn Street, with its local shops, restaurants, and weekly farmers market, and near a boat ramp on Lemon Bay, where dolphins and manatees are regular company. Cast a line, paddle out for the afternoon, or enjoy nearby kayak, paddleboard, and pontoon rentals. Englewood Beach and Manasota Key round out the area for sand, surf, and colorful sunsets. This is a home built for anyone in search of something different: real character, real strength, and a rooftop retreat that feels like a permanent vacation. Steel construction. Impact protection. Private outdoor living. No ordinary condo feel, and no shared walls to speak of. More Florida. More freedom. More outdoor living. Welcome home.

1741 Winstan Avenue, Englewood

$291,500
2 Beds 1 Baths C7529989 MLS
Virtually Staged. Welcome to your own Key West-inspired rooftop bungalow, where island style meets serious steel strength. Why buy another restrictive condo with HOA rules, assessments, and shared hallways when you can own something entirely your own? This one-of-a-kind coastal bungalow trades elevators, shared hallways, and cookie-cutter architecture for a home with its own identity, its own outdoor space, and its own island personality, tucked into the charm of Old Englewood Village. The construction story is just as compelling as the lifestyle. Built from two modified steel shipping containers set on concrete pier foundations with embedded steel, this home was engineered specifically to stand up to Florida's coastal environment. Hurricane-impact windows, steel-frame construction, and a wind-design rated for extreme coastal conditions deliver a level of resilience that's hard to find in traditional construction, all wrapped in genuine Key West character. Step inside and the interior feels anything but compact. Granite countertops and luxury vinyl plank flooring bring a polished, easy-care finish throughout, while mini-split heating and cooling, a tankless water heater, and closed-cell spray foam insulation keep the home efficient and comfortable year-round. LED lighting with dimmers rounds out a space built for both everyday living and quiet evenings in. But the real showstopper is outside. Between the lower and upper outdoor living areas, this home features an incredible amount of space to stretch out, entertain, and enjoy the Florida lifestyle well beyond its conditioned interior footprint. Downstairs opens up room to relax or host casual gatherings, while the true centerpiece waits above. The private rooftop deck turns everyday moments into something special. Picture morning coffee above the neighborhood as the sun comes up over Englewood, or ending the day with the sky lighting up in every shade of orange and pink. A tropical-inspired entertaining space up top sets the stage for sunset cocktails, dinner under the stars, or simply unwinding with a view no ordinary home can match. Whether it becomes a private tiki-bar retreat, a rooftop hot-tub escape, or a laid-back lounge, this isn't just additional deck space. It's an entirely different way of living. Location adds even more to the story. Approximately 3 miles from historic Dearborn Street, where local shops, restaurants, and a weekly farmers market bring small-town charm to daily life, and near a boat ramp on Lemon Bay, where dolphins and manatees are regular company. Cast a line right from the bay, paddle out for the afternoon, or enjoy nearby kayak, paddleboard, and pontoon rentals. Englewood Beach and Manasota Key round out the area for sand, surf, and some of Southwest Florida's most colorful sunsets, and the laid-back rhythm of the Englewood lifestyle is woven into everything nearby. This is a home built for anyone in search of something different: real character, real strength, and a rooftop retreat that feels like a permanent vacation. Steel construction. Impact protection. Private outdoor living. No ordinary condo feel, and no shared walls to speak of. More Florida. More freedom. More outdoor living. Welcome home.

1741 Winstan Avenue, Englewood

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.