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

$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
$4,700,000
3 Beds ⋅ 2 Baths ⋅ A4688005 MLS
SELLER FINANCING AVAILABLE!—An extraordinary TURNKEY beachfront investment on Manasota Key, this nearly 3/4 acre Gulf-front compound offers approximately 76 feet of private Gulf shoreline, with a 115 ft. deep cushion of your own sand between the homes and the water—preserving your beach, privacy, and views while keeping you just a short stroll to the surf. Designed for both immediate income and long-term appreciation, this is a rare opportunity for the discerning investor. The property features two impeccably renovated, high-performing homes generating over $250,000 annually in rental revenue, with additional upside potential. The primary residence offers 3 bedrooms, 2 bathrooms, and 1,799 square feet, while the second home includes 2 bedrooms, 2 bathrooms, and 1,181 square feet—each thoughtfully designed to accommodate up to 8 guests. Extensive capital improvements ensure durability and peace of mind, including 26-gauge rust-proof aluminum metal roofs (40–50 year lifespan), new 2025 HVAC systems, impact-rated turtle glass, spray foam insulated concrete construction, on demand water heaters, and fully updated electrical and plumbing systems. Interiors are finished to a luxury standard, featuring Taj Mahal quartzite, artisan-crafted ceilings, integrated surround sound, and premium fixtures throughout. Both homes are offered fully furnished, delivering a true turnkey, business-ready asset. A rare convergence of beachfront scarcity, strong cash flow, and flexible acquisition terms for the savvy luxury investor seeking immediate returns. A proven income-producing asset with large potential. These residences are just 1.5 miles from the main Englewood Beach and restaurants. This is a rare opportunity to secure a high performing, turnkey beachfront asset, so call today.

2740 N Beach Road Unit B, 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
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