Englewood Homes with Private Pool type

Englewood Homes with Private Pool type

Welcome to Englewood, Florida—a hidden gem nestled along the stunning Gulf Coast. Known for its laid-back atmosphere, pristine beaches, and vibrant community, Englewood offers the perfect blend of relaxation and adventure. With its charming downtown area featuring delightful shops, restaurants, and local art galleries, you'll find plenty to explore. The nearby beaches, like Manasota Key and Englewood Beach, are renowned for their soft sands and spectacular sunsets, making it a paradise for sun-seekers and nature lovers alike.

What sets Englewood apart is its diverse real estate market, particularly for those seeking homes with private pools. Imagine coming home to your very own oasis, where you can unwind in the comfort of your backyard after a day at the beach. Homes with private pools in Englewood not only provide a luxurious touch but also offer a perfect setting for entertaining family and friends. Picture hosting summer barbecues, enjoying lazy afternoons by the water, or taking a refreshing dip under the Florida sun—all in the privacy of your own space.

Whether you're looking for a cozy single-family home or a spacious villa, Englewood's real estate options cater to various lifestyles and budgets. With the added benefit of a private pool, these homes become a sanctuary where you can create lasting memories. Discover the charm of Englewood and find your dream home with a private pool, where relaxation and leisure await you in this beautiful coastal community.

Newest Englewood Homes with Private Pool type

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
10444 Gulfstream Boulevard, Englewood
$299,000
3 Beds ⋅ 2 Baths ⋅ Port Charlotte SubDv. ⋅ 34224 Zip Code
Welcome to your Florida oasis! This beautifully UPDATED 3 bedroom, 2 bathroom, 2 car garage pool home comes FULLY FURNISHED and ready for you to start enjoying the Florida lifestyle! With NEW FLOORING THROUGHOUT, FRESH PAINT, and charming Bahama shutters on the windows, this home offers a fresh, inviting feel with a touch of Florida coastal charm! Step inside to discover a spacious split floor plan offering both comfort and privacy, with plenty of room for family and guests. The dining room features pocketing sliding glass doors that open to the covered patio, creating a seamless flow between indoor and outdoor living. The kitchen also features a convenient pass through window to the patio, perfect for serving refreshments and entertaining guests poolside! The spacious primary suite features a walk in closet, private ensuite bathroom with a walk in shower, and sliding glass doors providing direct access to the patio and pool area. The two additional bedrooms offer generously sized closets, while the guest bathroom features a convenient tub and shower combination. Step outside to your own private backyard retreat! The inviting swimming pool is surrounded by a SPACIOUS 34 x 28 PAVER PATIO AND POOL DECK, all enclosed within a NEWER POOL CAGE, creating the perfect setting for relaxing, entertaining family and friends, or simply soaking up the Florida sunshine! The large covered patio provides plenty of shaded space for outdoor dining, enjoying your morning coffee, or unwinding after a day in paradise. The fully fenced backyard offers added privacy and room to enjoy the outdoors, while the irrigation system makes maintaining your outdoor space even more convenient. A BACKYARD STORAGE SHED provides additional space for storing lawn equipment, tools, and all your outdoor essentials! NO HOA, located in an X FLOOD ZONE, and being sold FULLY FURNISHED makes this home even more appealing! Whether you're looking for a full time residence, seasonal getaway, or your own slice of paradise, this home offers the perfect opportunity to embrace the Florida lifestyle. Just bring your suitcase and start making memories!

10444 Gulfstream Boulevard, Englewood
26209 Coral Harbour Drive, Englewood
$1,121,649
3 Beds ⋅ 4 Baths ⋅ Beach Walk SubDv. ⋅ 34223 Zip Code
Under Construction. The amenities features 21 sports courts including pickleball, tennis and bocee ball, a resort style pool with a beach entry and attached lap pool with multiple swim lanes, boardwalk with a kayak launch, memorial garden, community garden, dog park, miles of trails, gated entry with guard, second gate to Manasota Beach road, full time activity director, and an 11,000 sq ft fitness center featuring a cafe and 2 resturants.

26209 Coral Harbour Drive, 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
8276 Saint Kitts Circle, Englewood
$447,607
4 Beds ⋅ 3 Baths ⋅ Coco Bay SubDv. ⋅ 34224 Zip Code
Under Construction. Island Lakes at Coco Bay is a master-planned community of new homes that seamlessly blends coastal living with modern comfort, now selling in Englewood, FL. This new single-story home is perfect for residents who live an active lifestyle. Two secondary bedrooms share a bathroom in the hall at the front of the home, while a third is around the corner with a private bathroom. Down the foyer is the open living area, which includes a kitchen, dining room and family room with a covered patio. The owner’s suite is tucked into the rear corner with an attached bathroom. Prices, dimensions and features may vary and are subject to change. Photos are for illustrative purposes only. Estimated delivery date is Jan/Feb 2027.

8276 Saint Kitts Circle, 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
660 Gillespie Street, Englewood
$623,700
3 Beds ⋅ 2 Baths ⋅ Bay Vista Estates SubDv. ⋅ 34223 Zip Code
A full acre in Old Englewood is a rare find—especially with a private pool, peaceful cul-de-sac setting, and room to enjoy the Florida lifestyle on your own terms. This 3-bedroom, 2-bath home offers the space and privacy buyers are looking for, along with a welcoming front porch, a spacious lanai, and a 2-car garage for everyday convenience. Inside, the split bedroom floor plan provides privacy for owners and guests, with updated vinyl flooring throughout. The kitchen features granite countertops, stainless steel appliances, a tile backsplash, an oversized sink, and a pantry. A pass-through window to the lanai makes serving drinks and meals poolside easy. Pocket sliders connect the primary suite to the lanai, creating a seamless transition to your outdoor living space. The suite also includes a spacious walk-in closet and an ensuite bath with dual sinks and a walk-in tile shower. Both guest bedrooms feature walk-in closets, offering plenty of storage. Spend your afternoons by the pool, installed in 2021, or enjoy evenings on the lanai with friends and family. An outdoor shower adds convenience after a beach day or swim. Hurricane-impact windows and a roof replaced in 2023 are valuable updates that complement the home’s comfortable layout. Located in Bay Vista Estates, with beaches, shopping, dining, fishing, and golf nearby, this home brings together the best of Gulf Coast living with the space of a full acre to call your own.

660 Gillespie Street, Englewood
9459 New Martinsville Avenue, Englewood
$459,000
3 Beds ⋅ 3 Baths ⋅ Port Charlotte Subs SubDv. ⋅ 34224 Zip Code
Welcome to your perfect Florida getaway—or investment opportunity! This spacious, single-level 3-bedroom, 2.5-bath home offers an exceptional blend of comfort, convenience, and indoor-outdoor living. Designed for both relaxation and entertaining, the home features a private pool and spa, creating a peaceful backyard retreat where you can enjoy Florida’s sunshine year-round. The open kitchen offers a breakfast bar, center island, and everything needed for preparing meals, while the dining area comfortably seats six. The inviting main living room features a TV, kid-friendly play area, and board games, while a second living area provides additional space to relax, entertain, or enjoy quality time with family and friends. The spacious primary suite is a true retreat, featuring a king-size bed, sliding doors that open directly to the pool patio, and an electric fireplace for added ambiance. The luxurious ensuite bathroom includes a soaking tub, separate shower, double vanity, and generous walk-in closet. Two additional bedrooms offer comfortable accommodations for family, guests, or vacation renters. Additional features include an in-home laundry room, ample storage, and an easy single-level floor plan designed for effortless everyday living. Ideally situated near some of Florida’s most beautiful Gulf Coast destinations, including Boca Grande and Manasota Key, the home also provides convenient access to beaches, boating, jet ski excursions, popular local restaurants, and a variety of outdoor activities.

9459 New Martinsville Avenue, Englewood
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