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.

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All 5 Bedroom Homes for Sale in Englewood, FL

5075 N Beach Road Unit B, Englewood
$1,890,000
5 Beds ⋅ 439 Baths ⋅ C7532205 MLS
OWN YOUR OWN TURNKEY BOUTIQUE RESORT ON MANASOTA KEY! Rare opportunity to acquire Gecko House, a fully operational, income-producing 4-unit vacation rental resort with DEEDED BEACH AND BAY ACCESS, a PRIVATE HEATED SALTWATER POOL, shared dock, and kayak launch! This established hospitality business is being sold TURNKEY, including the BUSINESS NAME, WEBSITE, EXISTING BOOK OF BUSINESS, UPCOMING RESERVATIONS, FURNISHINGS, AND OPERATIONAL EQUIPMENT. With outstanding guest reviews, 5-star ratings, and an established rental history, investors can step into an operating vacation rental business in one of Southwest Florida's most desirable coastal destinations. Nestled among lush tropical landscaping, mature oak trees, and bamboo, this private retreat offers the resort-style atmosphere vacationers love. The property features FOUR FULLY FURNISHED AND UPDATED RENTAL UNITS, each with a private entrance. The spacious upper-level residence (Unit 3) offers 1,419 sq. ft. with 2 bedrooms, 2 bathrooms, a modern kitchen, private laundry, and large balcony, ideal for premium rentals or an owner's retreat. The first floor includes a 2-bedroom/1-bath unit, a 1-bedroom/1-bath unit, and a charming 1-bedroom/1-bath efficiency. All units feature updated interiors, stylish furnishings, equipped kitchens, and appliances. The adjoining parcel showcases a PRIVATE HEATED SALTWATER POOL surrounded by a fenced tropical courtyard with ample lounging space. Additional amenities include guest laundry facilities, stocked beach equipment storage, and a conditioned housekeeping and maintenance supply shed, making daily operations convenient and efficient. Guests enjoy a short stroll to PRIVATE DEEDED BEACH ACCESS and the bayside kayak launch with shared dock, plus easy access to local waterfront restaurants, shopping, and entertainment. INVESTORS TAKE NOTICE! This is more than real estate—it's an established vacation rental business with existing bookings, operational infrastructure, and an exceptional Manasota Key location. Whether expanding your investment portfolio or seeking a boutique coastal resort with the flexibility for personal use, Gecko House offers a unique opportunity to own a fully equipped, income-producing piece of paradise. FOUR RENTAL UNITS, AN ESTABLISHED BUSINESS, AND A TURNKEY INVESTMENT OPPORTUNITY ALL IN ONE!

5075 N Beach Road Unit B, Englewood
6421 Manasota Key Road, Englewood
$1,800,000
5 Beds ⋅ 4 Baths ⋅ D6147175 MLS
Set along an exclusive, banyan-lined enclave of Manasota Key, this exceptional bayfront residence offers a rare blend of privacy, refinement, and effortless coastal living. With approximately 120 feet of direct frontage on Lemon Bay and a deeded 6-foot beach access just across the street, the property delivers an enviable bay-to-Gulf lifestyle in one of Florida’s last unspoiled barrier island settings. A comprehensive series of recent upgrades—including a new tile roof (2023), dual A/C systems (2024), new septic and water lines (2025), new sod and landscaping (April 2026), and impact-resistant windows & protection with electric hurricane shutters—ensures a turnkey experience defined by both sophistication and peace of mind. Inside, the light-filled interior reflects a relaxed yet sophisticated coastal aesthetic, highlighted by a completely remodeled kitchen (2025) with 42” soft-close cabinetry, granite countertops, decorative backsplash, and stainless appliances. The flexible floor plan offers a first-level primary suite—currently utilized as a home office—along with guest accommodations, while the second level is dedicated to two private master suites with walk-in closets and a shared sitting area, creating an ideal retreat for family or guests. Expansive living spaces transition seamlessly outdoors to a full-length screened lanai with new composite decking, where tranquil bay views, passing boats, and abundant wildlife create a constantly evolving backdrop. An additional paver patio offers the perfect setting to create your own firepit retreat, inviting cozy evenings under the stars. This freshly landscaped residence also features a circular drive, shared dock, and outdoor shower, completing this private waterfront sanctuary. Perfectly positioned for both seclusion and convenience, this remarkable property offers close proximity to waterfront dining, marinas, golf, and the cultural offerings of nearby Englewood, Venice, and Sarasota—while remaining a peaceful retreat defined by natural beauty, quiet surroundings, and direct access to the best of Southwest Florida coastal living.

6421 Manasota Key Road, Englewood
820 N Elm Street, Englewood
$999,999
5 Beds ⋅ 4 Baths ⋅ A4684053 MLS
HUGE $200,000 PRICE IMPROVEMENT! 3+ PRIVATE ACRES IN THE HEART OF ENGLEWOOD! Seller has thoughtfully adjusted the price to reflect current market conditions. All reasonable offers will be considered. Rarely does a property offer this combination of privacy, acreage, versatility, and convenience. Situated on over 3 beautifully wooded acres,with CITY WATER AND SEWER, this nearly 4,000-square-foot, 5-bedroom, 4-bath estate offers exceptional space and flexibility just minutes from everything Englewood has to offer. Surrounded by mature trees and lush landscaping, this private retreat provides a peaceful setting without sacrificing convenience. Whether you're looking for a spacious family estate, multigenerational living, a home business, or simply room to spread out, this property offers endless possibilities. Outdoor living is made for entertaining and relaxing, featuring a covered outdoor kitchen, expansive deck and patio areas, multiple balconies, and plenty of room to create your own private oasis. Inside, soaring ceilings enhance the open and spacious feel. The generous living room features a cozy wood-burning fireplace, while the oversized primary suite includes its own fireplace for a relaxing retreat. Five generously sized bedrooms and multiple flexible living areas provide plenty of options for a home office, fitness room, media room, playroom, hobby space, or guest accommodations. The expansive acreage also provides ample room for boats, RVs, trailers, work vehicles, recreational equipment, and business-related storage. Additional storage sheds add even more convenience and flexibility. Enjoy an ideal location just minutes from Gulf beaches, public boat ramps, world-class fishing, golf courses, shopping, dining, and the charm of historic Dearborn Street. You'll have the privacy and space of a secluded estate while remaining close to the best of the Southwest Florida lifestyle. Properties offering more than 3 private acres in such a convenient location are exceptionally rare. If you've been searching for a property that gives you room to live, work, entertain, store your toys, and enjoy your privacy without giving up proximity to town, this is an opportunity worth seeing. Schedule your private showing today and experience the possibilities this unique property has to offer!

820 N Elm Street, Englewood
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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.

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