Englewood Homes with Private Pool type

Englewood Homes with Private Pool type

Welcome to Englewood, Florida—where coastal charm meets serene living! Nestled on the beautiful Gulf Coast, Englewood is a hidden gem that offers a perfect blend of relaxation and recreation. With its stunning beaches, lush parks, and vibrant community, this delightful town is an ideal destination for families, retirees, and anyone seeking a tranquil lifestyle.

Englewood is renowned for its pristine shores, including the famous Englewood Beach and Blind Pass Beach, where sun-kissed sands and breathtaking sunsets await. Nature enthusiasts will love the nearby Lemon Bay Park, offering trails and opportunities for birdwatching, kayaking, and fishing. The local dining scene is equally impressive, featuring seafood restaurants that serve up fresh catches daily, along with charming cafes and boutiques that add to the town's allure.

For those dreaming of a home with a private pool, Englewood has a variety of options to suit your needs. Imagine stepping into your backyard oasis, where you can unwind in your own sparkling pool while enjoying the warm Florida sun. Many homes in this area boast spacious layouts, modern amenities, and beautifully landscaped yards, creating the perfect setting for entertaining friends and family or simply enjoying a peaceful evening under the stars.

Whether you're looking for a vacation retreat or a permanent residence, Englewood's homes with private pools offer the ultimate in comfort and relaxation. Embrace the laid-back lifestyle of Florida living and discover your dream home in this enchanting coastal community. Englewood is not just a place to live—it's a place to thrive!

Newest Englewood Homes with Private Pool type

901 Chapin Boulevard, Englewood
$1,350,000
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Park SubDv. ⋅ 34223 Zip Code
LIVING IN PARADISE ON LEMON BAY! Experience the beauty of Florida waterfront living in this exceptional, updated 2-bedroom, 2-bath home, where breathtaking panoramic views of Lemon Bay create a spectacular backdrop for everyday life. Imagine waking up to the sun sparkling across the water and ending each day with vibrant sunset colors reflecting across the bay. Soaring cathedral ceilings, expansive windows, and impact-resistant, hurricane-rated sliding glass doors invite natural light inside while opening to an upper deck and a separate screened-in deck, perfect for enjoying refreshing coastal breezes and unforgettable waterfront views. The property showcases numerous high-end renovations and quality upgrades, including Brazilian hardwood, exquisite Ipe and Tigerwood decking, stairs and louvers, and premium 316-grade stainless-steel cable railings. Additional improvements include a new tankless water heater, an elevated air-conditioning unit, new pool equipment, and updated outlets, switches, ceiling fans, lighting, garage door openers, and service doors throughout the two-car garage, utility room, and covered ground-level lanai areas. The open kitchen features warm wood cabinetry, granite countertops, a spacious center island, and stainless-steel appliances, creating an inviting space for entertaining and everyday living. Updated bathrooms, diagonal-set porcelain tile flooring throughout, and a convenient indoor laundry room add to the home's appeal. Beneath the elevated living area, an inviting in-ground pool offers the perfect place to cool off, soak up the Florida sunshine, and enjoy the laid-back coastal lifestyle. Even better, you're just a golf cart ride or an easy trip away from historic Dearborn Street in downtown Englewood, where charming restaurants, inviting coffee shops, a popular Farmers Market, and lively entertainment await. Combining spectacular Lemon Bay views, distinctive architectural details, extensive upgrades, exceptional outdoor living spaces, and a desirable location, this remarkable property offers a rare opportunity to enjoy the waterfront lifestyle you've been dreaming of!

901 Chapin Boulevard, Englewood

5075 N Beach Road Unit B, Englewood
$1,890,000
5 Beds ⋅ 439 Baths ⋅ Manasota Shores SubDv. ⋅ 34223 Zip Code
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

5 Bridge Street, Englewood
$549,000
3 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
Virtually Staged. Welcome to a beautifully reimagined 3-bedroom, 2-bath pool home with a versatile den, completely remodeled from top to bottom and ready for its next owner! Nearly every detail has been thoughtfully updated, offering the look and feel of a new home with the charm of an established Florida property. Major improvements include a BRAND-NEW TILE ROOF, NEW HURRICANE IMPACT WINDOWS AND DOORS, NEW AIR CONDITIONER, NEW WATER HEATER, fresh interior and exterior paint, new flooring throughout, and all-new light fixtures and ceiling fans. The new thermostat is a smart thermostat able to be controlled from anywhere. At the heart of the home is a stunning designer kitchen featuring new appliances, stylish finishes, and a dedicated wine refrigerator, creating the perfect space for both everyday living and entertaining. Step outside to your own private Florida retreat, where the pool has been freshly resurfaced and outfitted with new mechanical equipment. The rear patio features a newly installed aluminum screen enclosure, providing an ideal space to relax, entertain, and enjoy the Florida lifestyle year-round. The updates continue with a brand-new hurricane-rated garage door and new garage door motor. With three bedrooms, two full bathrooms, a flexible den, private pool, and an extensive list of recent upgrades, this home offers exceptional peace of mind and truly move-in-ready living. Conveniently located in Englewood (10 MINUTES FROM MANASOTA BEACH), located in the ideal FLOOD ZONE X, with easy access to shopping, dining, recreation, and the beautiful Gulf Coast beaches.

5 Bridge Street, Englewood

750 Harmony Lane, Englewood
$749,900
4 Beds ⋅ 3 Baths ⋅ Artist Acres SubDv. ⋅ 34223 Zip Code
Discover the perfect blend of expansive space, total privacy, and luxury at 750 Harmony Lane. Nestled on a rare 0.63-acre oversized lot within the sought-after Artist Acres neighborhood, this property is located in the historic "Olde Englewood" district. The prime location places you less than a mile to Lemon Bay Park and Dearborn Street and less than a mile to the local culture, while remaining less than 5 miles to Englewood Beach & Manasota Key! Offering over 3,089 square feet of meticulously maintained living space, this masonry-constructed home provides the ultimate worry-free lifestyle thanks to an impressive list of recent high-value upgrades, including a total ROOF REPLACEMENT IN 2024, a NEW 5-TON HVAC SYSTEM (2021) with multi-zone controls, and NEW WATER HEATERS (2024 & 2025). The interior is a showcase of design and comfort, featuring 9-foot doors throughout, elegant tray ceilings, and fresh interior paint (2025) that enhances the bright, airy atmosphere, all greeted by a quality circular driveway that immediately establishes strong curb appeal. The home is designed for both connection and relaxation with a versatile 3/4-bedroom, 3-bathroom floor plan that flows effortlessly. The heart of the residence is the stunning chef's kitchen, recently elevated with sleek new QUARTZ COUNTERTOPS (2025) and an abundance of cabinetry. A large center island provides casual prep space and overlooks the main living areas, while an adjacent dining nook features an aquarium window offering unobstructed panoramic views of the pool and lanai. The master suite serves as a true sanctuary, complemented by an expansive en-suite bath with dual vanities, roman style garden tub and walk in shower. The true split floor plan with the additional bedrooms, office and large guest baths offer plenty of room for family or visitors with the office area featuring a separate private entrance to the outside and the pool area. Step through the pocket sliding doors to discover an outdoor oasis designed for entertaining or quiet afternoons. The expansive lanai provides distinct zones for alfresco dining and lounging, protected by a RE-SCREENED POOL CAGE IN 2022 alongside a POOL DECK that was professionally repainted in 2025 for a resort-style feel. A convenient outdoor shower allows you to easily rinse off the salt and sand after a day at the nearby beaches. Hobbyists and car enthusiasts will appreciate the oversized 3-car garage complete with a dedicated workshop area. Because there are NO DEED RESTRICTIONS or HOA fees, you have complete flexibility to bring your boat, RV, and outdoor gear, perfectly supporting an active coastal lifestyle. Surrounded by massive mature landscaping that makes the backyard feel like a private park, this property combines absolute convenience with tranquil living in one of Englewood's most desirable communities. Schedule your exclusive showing today and start living your BEST Florida Life!

750 Harmony Lane, Englewood

71 Cayman Isles Boulevard, Englewood
$799,000
3 Beds ⋅ 3 Baths ⋅ Boca Royale SubDv. ⋅ 34223 Zip Code
Some photos are virtually staged. Enjoy beautiful pond and golf course views from this 3BR, 2.5BA home in the premier gated golf course community of Boca Royale with mature tree-lined streets and just a short drive to Manasota Beach. Walk in to over 2500 sqft of beautiful air conditioned living space and you'll fall in love! The soaring ceilings in the formal dining room ends is a skylight. You'll also love the wet bar, perfect when entertaining. The formal living room has a wall of sliders out to a wrap around patio with golf and pond views. The cook will love the updated kitchen with granite countertops, wood cabinets, island with electricity and a large walk in pantry with plenty of room for small appliance storage, plus there's a handy wine bar with wine frig. The shiplap wall adds a special touch. Off the kitchen you will find an inside laundry room and a half bath that opens to the pool. The bright and open family room offers 2 sets of sliders out the patio/pool area both have Plantation shutters. Both guest bedrooms has brand new impact sliders with Plantation shutters. The guest bath features a walk-in ceramic tile enclosed shower and a skylite. The Primary bedroom features a slider to the back patio with beautiful view of the golf course and pond. The primary ensuite bath features dual sinks, a free-standing tub and separate walk-in shower and commode separated with a pocket door. Outside of this executive home you will find a heated salt water pool and built in spa, a wrap around patio and all with a private golf course and pond view. There's also a wrought iron fence for your pet or little ones. This lot is one of only a few that is allowed a fence. On the side of the home you'll find a fully enclosed outside shower for cooling off after yard work. Recent updates include Pool cage, fence, exterior paint and gutters on 2025, Impact front door, kitchen window, garage window and both guest sliders in 2026, interior paint in 2026. Tile roof 2017, dual a/c units one in 2019 and one in 2020 home was re-piped in 2017. The home is wired for security and the guarded gate sets your mind at ease. Don't miss the opportunity to call this premier golf community home for you!

71 Cayman Isles Boulevard, Englewood

1484 Overbrook Road, Englewood
$395,000
3 Beds ⋅ 2 Baths ⋅ Overbrook Gardens SubDv. ⋅ 34223 Zip Code
Welcome to your new family home or excellent rental investment opportunity conveniently located in the heart of Englewood, FL. Come experience the charm of Mediterranean-inspired living, where privacy, comfort, and the Florida lifestyle all come together. Tucked away in the established community of Overbrook Gardens, this unique property offers a tranquil tropical setting with a fully fenced backyard, a private pool, and an expansive patio deck—perfect for entertaining guests or simply unwinding in your own peaceful retreat. Enter through the front gate and discover a welcoming breezeway patio connecting the home and garage, with inviting views of the oversized pool area. Inside, you'll find a thoughtfully updated interior featuring tile flooring throughout the living areas and fresh paint throughout the home. Centrally located is a stunning open kitchen with granite countertops, a center island, pendant lighting, stainless steel appliances, a wine refrigerator, and abundant cabinet storage. Sliding glass doors lead from the kitchen to a small outdoor area, providing grilling and indoor-outdoor living potential. Both bathrooms have been beautifully updated, and newer lighting and ceiling fans add a fresh, modern touch throughout. The spacious great room features a cozy fireplace, creating the perfect atmosphere for relaxing evenings at home. The Master Bedroom is secluded with walk-in closet and Master Bath, with convenient, sliding door access direct to the sizable patio and oversized pool area. Just 2.2 miles from beautiful Manasota Beach, this home is ideally situated for enjoying everything Southwest Florida has to provide. Spend your days exploring nearby beaches, shopping centers, waterfront restaurants, world-class golf courses, and the charm of Historic Dearborn Street. Enjoy the local farmers market, antique car show, and the laid-back coastal lifestyle that makes Englewood so special. For boating enthusiasts, a private community boat ramp is available through voluntary homeowner's association membership, as another convenient way to embrace life on the water. Whether you're searching for a full-time residence, a seasonal getaway, or a peaceful place to enjoy the Florida sunshine, this inviting property incorporates a wonderful blend of character, modern updates, and outdoor living. Englewood is perfectly situated between Fort Myers & Sarasota for additional access to Marinas, Boating, Fishing, Parks, Playgrounds, Shopping, Restaurants, Baseball Spring Training, Myakka State Preserve, Wildlife, and much more. Come enjoy all that the Southwest Florida Lifestyle has in store for you. Let me help you find Your Piece of Paradise!

1484 Overbrook Road, Englewood

Englewood
$1,200,000
3 Beds ⋅ 2 Baths ⋅ Grove City Shores SubDv. ⋅ 34224 Zip Code
Waterfront living at its finest! This beautifully maintained ELEVATED WATERFRONT POOL home has three bedrooms, two baths and has NEVER FLOODED in any local hurricanes, offering peace of mind along with exceptional coastal lifestyle appeal. The home features a new roof, new water heater, and hurricane impact rated windows throughout for added protection and efficiency. Inside, you will find fresh paint, durable and stylish tile flooring, elegant, plantation shutters, and solid surface countertops in the kitchen. Perfect for both every day, living and entertaining. Step outside to your private retreat. The home features an elevated pool that is 9.5 feet above ground level. It features a relaxing waterfall and is complete with a new pool pump, creating a true resort style atmosphere. The property is fully equipped with lawn irrigation, keeping the landscaping lush year round. Boaters will love the 10,000 pound Boat Lift with a brand new cover, providing direct access from your backyard. Situated on a scenic saltwater canal with direct access to Lemon Bay, you are just a short five minute NO BRIDGE boat ride to Stump Pass and the Gulf. Offering world-class fishing, boating, and stunning Coastal Waters. Start your coastal life in paradise with the top down! A Red Mustang Convertible is available for separate purchase- the perfect way to cruise into your next chapter! Don’t miss this exceptional waterfront opportunity. Schedule your private showing today!

Englewood

8017 Manasota Key Road, Englewood
$3,850,000
5 Beds ⋅ 7 Baths ⋅ Manasota Sub SubDv. ⋅ 34223 Zip Code
Virtually Staged. Set on nearly a full acre with 214 feet of direct bay frontage, this Manasota Key waterfront estate offers a true bay-to-Gulf lifestyle, combining deep-water boating access with convenient deeded beach access just across the street. Positioned along a quiet stretch of Manasota Key Road, the property delivers privacy, scale, and unobstructed water views across Lemon Bay. Built in 2001 by Newport Home Builder, the residence spans more than 5,200 square feet across two living levels and has been meticulously maintained with thoughtful updates, including a new tile roof in 2024 and new impact-rated garage doors serving the oversized four-car garage. Impact glass windows and sliders throughout the home frame the bay while enhancing storm protection and energy efficiency. The main living level is designed for everyday comfort and entertaining. Diagonal tile flooring connects the living room—opening directly to the screened bayfront lanai—with the formal dining area and expansive kitchen. The chef’s kitchen features solid-wood cabinetry, granite countertops, center island, breakfast bar, informal dining space with wine bar built-in, and walls of glass sliders that open to the covered patio and summer kitchen. The adjacent family room enjoys panoramic bay views and seamless outdoor connection. The primary suite is located on the main level, offering a private retreat with a stone-encased fireplace, morning kitchen, custom walk-in closet, en-suite bath, and direct access to the bayfront patio. Two additional guest suites, a dedicated office or study, and a laundry room complete the first floor. Upstairs, guests enjoy a loft-style sitting area, and two spacious bedroom suites overlooking the bay (one suite is large enough to be an additional primary suite), providing flexibility for multi-generational living, work-from-home needs, or extended stays. Outdoor living is a defining feature. The panoramic screened pool deck, completed with travertine flooring, surrounds a resurfaced PebbleTec pool and raised spa, creating a comfortable setting for waterfront entertaining. Boating enthusiasts will appreciate the deep-water dock, updated in 2016 and equipped with a boat lift, electric, and water—offering no fixed bridges and direct access to open bay waters and the Gulf of Mexico. Deeded beach access is conveniently located just across the street. Ideally positioned on Manasota Key, this estate offers quick access to local waterfront dining, marinas, and nature preserves, while remaining close to Englewood, Venice, and Sarasota’s Cultural Coast. Championship golf courses, shopping, and dining are nearby, with world-class beaches lining both Manasota Key and nearby barrier islands. A rare opportunity to secure a direct bayfront property with beach access, acreage, and deep-water boating—delivering the best of Southwest Florida coastal living.

8017 Manasota Key Road, Englewood

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