Englewood Vacation Homes for Sale

Your Private Slice of Paradise! Imagine the privacy and possibilities on this expansive 1.29-acre property in Sarasota County. The charming 2-bedroom, 2-bath home features an updated kitchen and sits on a generous 231’ x 239’ lot with city water and sewer already in place. The fully fenced backyard provides peace of mind, while a circular driveway makes access a breeze.

Discover this new gated community on Manasota Key, where resort-style living awaits! With the beach, dining, and shopping close by—and the clubhouse practically at your doorstep—you’ll enjoy a true vacation lifestyle.

Rare Opportunity in the Heart of Old Englewood! Located just moments from Dearborn Street, this 5-bedroom, 2-bathroom hurricane-distressed home offers an exceptional opportunity for restoration or new construction.

HUGE PRICE REDUCTION! MOTIVATED SELLER! Now is your chance to own this beautiful, turn-key three-story townhome directly on the water with the Cape Haze marina and marina dockage across the street! A true water lover's dream, offering direct access to dockage and boat storage right at your doorstep.

HIDDEN GEM!! LOCATED IN HISTORIC OLD ENGLEWOOD VILLAGE DISTRICT - THIS IS A UNIQUE OPPORTUNITY TO PURCHASE TWO PARCELS FOR ONE GREAT PRICE! ONE LOT HAS A 3 BEDROOM 2 BATH HOME INCLUDING AN ATTACHED STUDIO. TOTAL 4 BEDROOMS AND 2.5 BATHROOMS. FULL ROOF REPLACEMENT - UPDATED ELECTRICAL PANEL - NEW FLOORING - CEILING FANS AND OTHER RECENT INTERIOR UPDATES.

Welcome to 8377 Parkside Drive—an elegant, fully remodeled home (2020) located in one of Englewood’s most desirable golf communities. This light and bright residence offers a spacious split-bedroom floorplan, modern upgrades throughout, and stunning views overlooking the 9th hole. Step inside to find luxury vinyl plank flooring flowing seamlessly through the entire home.

Welcome to your dream home with POOL in Englewood, FL! This stunning boasts A POOL house with 3 spacious bedrooms + 1 bonus room and 2 bathrooms. NO HOA or CDD fees and NO Flood zone—meaning NO FLOOD INSURANCE REQUIRED! NEW Roof -2022, NEW Luxury Vinyl Floors in Bedrooms, NEW Kitchen - Cabinetry and Quartz countertops. NEW Bathroom cabinetry and Quartz countertops.

GULF ACCESS POOL HOME!! Welcome to your serene tropical oasis in Englewood, FL! Situated on a large lot on the water, this stunning POOL home offers the perfect blend of tranquility and modern living. Nestled in a quiet neighborhood, the property boasts an open but split floor plan that maximizes space and natural light, creating an inviting atmosphere.

Your Florida home – with a sitcom legacy! Live where others vacation – in a home with Hollywood heritage. This charming single-family home in Englewood offers not only sunshine, beaches and space – but also a unique story: It was previously owned by Donald Martin, the son of Barney Martin – the actor who played Morty Seinfeld, Jerry's father on the legendary sitcom Seinfeld.

This versatile 3 bed 2 bath home in Englewood offers a bright and welcoming atmosphere with impressive vaulted ceilings and abundant natural light. Several sliding doors, select windows, and multiple access points open directly to the pool area, creating an effortless connection between indoor and outdoor living.

LOCATION, LOCATION, LOCATION! Welcome to your 3 bedroom, 2 full bath COASTAL PARADISE — sold fully furnished and move-in ready! This home puts you right in the heart of Englewood’s charm, just steps to Historic Dearborn Street with shops, dining, entertainment, and local events. Partial view from your front yard of the bay.

Welcome to this beautifully upgraded Cascadia floorplan—a spacious 2 bedroom, 2 bath home with an additional den, perfect for a home office or guest space. This thoughtfully designed attached quad home offers both comfort and functionality, enhanced by a range of stylish upgrades. You'll love the sleek brown cabinetry throughout, including added cabinets in the laundry room for extra storage.