Englewood Real Estate

Homes for Sale in Englewood, FL Over $1,000,000

Welcome to your dedicated resource for Homes for Sale Over $1,000,000 in Englewood, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Englewood, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available over $1,000,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Englewood, FL Homes for Sale Over $1,000,000

8399 Cypress Road, Englewood
$5,500,000
A4659561 MLS
Located in the beautiful Englewood, Florida area lies this 15 +/- Are development site with frontage on the new Winchester Boulevard Extension. This new extension is the north-south connector bisecting historic Englewood from Englewood East and Rotonda as a new Central Boulevard. It provides access to South River Road (connecting to Interstate-75) and Placida Road to the south giving access to the world-famous Boca Grande. This offering consists of one to three parcels for development into retail, multi-family, or both. Opportunities consist of either purchasing the entire site for retail development as it is already zoned CG - Commercial General, or multifamily development under the Florida Legislature's Live Local Act allowing multi-family development without a rezoning provided certain affordable housing criteria are met. Seller will also subdivide as two 1.2 +/- Acre future corner retail development sites with frontage on Winchester Boulevard and one 12.6 +/- Acre site that could be used for Multi-Family Development with partial frontage on Winchester Boulevard and partial frontage on the future Cypress Road. The multi-family residential site is located in an area that can utilize the Residential live local zoning allowing for apartments or a build-to-rent community on the site. Recent revisions to Live Local in 2025 assures that Charlotte County's "Transfer Density Unit" program does not impair implementation of the Live Local Act. The 1.2+/- acre retail sites at the corner of Winchester Boulevard and Cypress Road could have the potential to be at a future traffic light. The lots are zoned Commercial General (CG) allowing for a variety of uses including Bank, Pharmacy, Gas Station, Retail, Car Wash, Restaurant, among others. 15 +/- total acres for $5,500,000. Seller will also consider subdividing; Parcel A: 1.2 +/- Acres - $775,000 Corner Lot Retail Parcel Parcel B: 1.2 +/- Acres - $675,000 Retail Parcel Parcel C: 12.5 +/- Acres - $4,500,000 Multifamily Parcel

8399 Cypress Road, Englewood
7885 Manasota Key Road, Englewood
$4,500,000
5 Beds ⋅ 5 Baths ⋅ A4684954 MLS
Welcome to 7885 Manasota Key Road, a rare waterfront estate offering panoramic water views, private beach access, and exceptional flexibility for multigenerational living or investment opportunities. Situated on more than two combined acres on beautiful Manasota Key, this extraordinary property delivers the space, privacy, and coastal lifestyle that is rarely available on Florida’s Gulf Coast. The main residence captures breathtaking panoramic views of the water and surrounding natural landscape, creating a stunning backdrop from the primary living areas. Large impact windows and open living spaces invite natural light throughout the home and provide the perfect setting for relaxing, entertaining, or simply enjoying the peaceful waterfront surroundings. What makes this property truly unique is the presence of three separate residential improvements on the property. In addition to the main home, two guest houses provide additional living space that is ideal for extended family, guests, or creating income producing rental opportunities. Outdoor living is designed for enjoying the Florida lifestyle. A private swimming pool provides the perfect place to relax after a day on the water or at the beach, while the outdoor fire pit creates a beautiful setting for evening gatherings and sunset views. Boating enthusiasts will appreciate the private boat dock which provides convenient access to the surrounding waterways. The property also includes deeded private beach access to the Gulf of Mexico, allowing owners and guests to easily enjoy the white sand beaches and spectacular sunsets that make Manasota Key so desirable. A spacious four car garage provides ample room for vehicles, recreational equipment, water toys, and additional storage. This exceptional property offers outstanding flexibility for a variety of uses including a private coastal estate, multigenerational family compound, seasonal retreat, or income producing investment. Both short term and long term rentals are allowed, creating significant potential for those looking to generate rental income while enjoying the property. Located on one of Southwest Florida’s most sought after barrier islands, 7885 Manasota Key Road offers a rare opportunity to own a waterfront estate with land, privacy, and multiple residences in a setting that captures the true essence of coastal living.

7885 Manasota Key Road, Englewood
7025 Manasota Key Road, Englewood
$4,400,000
3 Beds ⋅ 4 Baths ⋅ N6144518 MLS
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
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