Englewood Real Estate

5 Bedroom Homes for Sale in Englewood, FL

Welcome to your dedicated resource for 5 bedroom homes for sale 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 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Englewood, FL

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

All 5 Bedroom Homes for Sale in Englewood, FL

$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

$4,490,000
5 Beds 4 Baths A4689647 MLS
To experience this breathtaking beach-to-bay residence is to understand what true, uncompromised Gulf Coast luxury feels like. Situated at 756 N Manasota Key Road, this commanding dual-waterfront sanctuary represents one of the rarest and most significant home and land assets on Florida’s entire coastline. Spanning seamlessly from 155 feet of pristine, turquoise Gulf of Mexico beach frontage to an additional approximate 155 feet of protected deep-water frontage on Lemon Bay, this extraordinary legacy estate delivers an unrepeatable coastal lifestyle defined by absolute privacy, natural grandeur, and timeless elegance. Cherished by the same family for nearly three decades, the expansive, compound-sized setting captures sweeping, unobstructed water views in every direction, offering front-row seats to spectacular Gulf sunsets each evening and tranquil, glowing bay sunrises every morning across nearly 300 feet of depth. The estate offers 4,033 square feet of impeccably crafted living space thoughtfully designed to accommodate multi-generational living or seamless host-guest separation, featuring a 3-bedroom, 3-bath main residence alongside a fully private, independent 2-bedroom guest apartment above the garage complete with its own dedicated living room. Inside the main home, dramatic cathedral ceilings, warm rich cypress accents, integrated surround sound, and custom built-ins frame an airy, open-concept living space that flows effortlessly through multiple windowed doors to the screened pool area and private grounds. A dedicated bayfront dining room framed by high-end Andersen windows fills with soft morning light, while the premium chef’s kitchen features solid wood cabinetry, two pantries, a Thermador cooktop, GE Monogram appliances, breakfast bar seating, and direct water views right from the sink. Designed to celebrate outdoor living at its finest, step out to a heated pool and an expansive 18x48 open lanai sitting just steps from the soft sand, or stroll over to your private 89-foot dock—re-decked in 2025 and fully equipped with water, electric, and a fish cleaning station—offering effortless, deep-water boating along Lemon Bay and immediate access through Stump Pass straight out to the open Gulf. Curate the ultimate Florida day by taking the boat to favorite nearby waterfront spots like Magnolias on the Bay, The Lighthouse Grill, or The Waverly Restaurant & Bar, or take advantage of optional memberships at the local Manasota Key Club and nearby cultural gems like the Hermitage Artist's Retreat. Positioned on the highly coveted, private, gated north end of the Key, this fully fenced estate also delivers remarkable peace of mind backed by major capital improvements, including a high 12.9 foot site elevation, several impact windows and doors, a 2021 metal roof, three newer AC systems, modern PVC plumbing, a 2016 septic system, and a brand-new 2025 pool cage. Whether envisioned as an architectural masterpiece, a cherished family compound, or a preserved tropical sanctuary, properties of this frontage, structural integrity, and scale simply cannot be duplicated—contact the listing agent directly today to request a comprehensive feature dossier or to arrange your private, confidential tour.

756 N Manasota Key Road, Englewood

$2,499,999
5 Beds 4 Baths A4687845 MLS
One or more photo(s) has been virtually staged. Stunning Custom Lakefront Estate on 5.86 Acres in Englewood Farm Acres NOT IN FLOOD ZONE Experience the perfect blend of luxury, privacy, and nature in this custom-designed 5-bedroom, 3-bath estate set on nearly 6 acres, adjoining a 17-acre lake and breathtaking nature preserve. Located in the highly sought-after Englewood Farm Acres, this property offers a rare opportunity to enjoy peaceful country living just minutes from beaches, shopping, and dining. A charming courtyard entrance welcomes you into this two-story home featuring soaring whitewashed tongue-and-groove ceilings, rich wood-burning fireplaces, and an open, light-filled floor plan. Expansive windows frame stunning lake and sunset views, while the chef’s kitchen boasts solid wood cabinetry, Corian countertops, a Jenn-Air cooktop, double wall ovens, and a spacious walk-in pantry. The luxurious primary suite offers a spa-like retreat with a floor-to-ceiling tiled wet-room shower, freestanding soaking tub, quartz vanities, and a large walk-in closet. Additional features include Italian porcelain wood-look tile throughout the main level, solid core doors, smart lighting, and a versatile loft space with hidden storage. Step outside to your private Florida oasis featuring a newly resurfaced saltwater pool (2025) with sun shelf, LED lighting, and expansive paver deck. Multiple outdoor living areas—including screened, covered, and open-air spaces—provide the perfect setting for entertaining or relaxing while enjoying abundant wildlife, including bald eagles and water birds. Equestrian and hobby enthusiasts will love the impressive 60x30 two-story barn with 6 horse stalls, workshop space, full utilities, and an air-conditioned upper level. The property is fully fenced with a no-climb fence, includes a private pond, looped driveway with dual gated entry, and is located in a horse-friendly community allowing riding on private roads. Recent upgrades include new impact windows and doors (2024), new GAF roof (2023), metal barn roof, whole-house re-pipe (2023), tankless water heater (2025), and solar power system with battery backup—keeping electric costs minimal. ASK your agent for the complete list of extensive high end updates for this incredible home. Enjoy direct access to nearby state and county forests, and take advantage of the close proximity to Englewood Beach, Wellen Park, top-rated schools, and medical facilities. This exceptional property offers the ultimate Florida lifestyle—where modern comfort meets natural beauty. A Premier Location for the Passionate Equestrian Ideally situated in the heart of Florida's equestrian corridor, this exceptional property offers the perfect blend of country elegance and coastal convenience. Enjoy easy access to Florida's premier equestrian venues, including Fox Lea Farm (approximately 30 minutes), TerraNova (about 1 hour), and White Fences in Loxahatchee, Global Dressage in Wellington, and the World Equestrian Center—all within an approximate 3-hour drive. Best of all, you're less than 10 minutes from the Gulf beaches, a rare advantage that sets this property apart from most equestrian communities. Experience the unique opportunity to enjoy world-class riding and training while embracing the relaxed coastal lifestyle of Southwest Florida—where your horses and the beach are both within easy reach.

770 Buckskin Court, 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.