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 pristine beaches, charming small-town atmosphere, and vibrant community, Englewood offers a perfect blend of relaxation and adventure. With its lush landscapes and warm, sunny climate, this coastal paradise is ideal for those looking to escape the hustle and bustle of city life.

Englewood boasts an array of outdoor activities, from boating and fishing to hiking and biking along scenic trails. Explore the breathtaking beaches, such as Manasota Key, where you can collect seashells, soak up the sun, or take a leisurely stroll along the shore. The nearby Lemon Bay offers kayaking and paddleboarding opportunities, making it a haven for water enthusiasts.

For those considering a new home in this idyllic locale, Englewood features a variety of properties, including stunning homes with private pools. Imagine basking in the sun by your own sparkling oasis, perfect for family gatherings or peaceful retreats after a long day. These homes not only provide a luxurious touch but also offer the ultimate in privacy and relaxation. Enjoy the convenience of hosting summer barbecues, pool parties, or simply unwinding with a good book by the water’s edge.

Englewood is not just a place to live; it’s a lifestyle. With its friendly community, top-notch amenities, and beautiful surroundings, it’s no wonder that so many are drawn to this coastal haven. Discover your dream home with a private pool in Englewood, where every day feels like a vacation!

Newest Englewood Homes with Private Pool type

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) 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

941 Gasparilla Boulevard, Englewood
$379,900
3 Beds ⋅ 2 Baths ⋅ Bay Vista Blvd. Sec Of Englewo SubDv. ⋅ 34223 Zip Code
Virtually Staged. Private Florida Oasis in Bay Vista – Steps from Lemon Bay Park. Embrace the ultimate Sunshine State lifestyle in this immaculate home located in the desirable deed-restricted Bay Vista Community. Featuring an optimized 3-bedroom, 2-bathroom split floor plan with a large main bedroom en suite, a large walk-in closet, a walk-in shower, and a soaker tub. This property delivers effortless coastal living. • Living Area: Step onto durable tile flooring flowing throughout an open layout, anchored by a dramatic open floor plan. Kitchen: Beautifully appointed with plenty of cabinetry, all-new appliances, a new kitchen sink, and large pantries. Eat- in area perfect for everyday meals and entertaining. Spacious Laundry room with a sink area, a tube light in the ceiling, lots of counter space, and cabinets. Resort-Style Outdoor Space • Private Pool: Unwind in your own backyard paradise featuring a sparkling swimming pool enclosed within a screened cage. Plus, a retractable awning. The lot includes an irrigation system and a private well for watering. Upgrades & Storm Preparedness • Major Systems: Features a newer roof and a brand-new hot water tank. • Convenience: Includes a spacious 2-car garage with a hurricane garage door and hurricane shutters. Unbeatable Location: Nestled right next to over 200 acres of pristine nature trails, preserved woods, and waterfront, and all the benefits of Lemon Bay Park. • Just a short drive to the Gulf waters of Manasota Key Beach and Englewood Beach. • Close to historic Dearborn Street, featuring local boutique shopping, waterfront dining, and the popular seasonal farmer's market. • Easy access to local championship golf courses, public parks, and boat ramps. • This property delivers effortless coastal living. Whether you are looking for a permanent residence, a seasonal vacation home, or a smart investment property, this extraordinary residence is move-in ready!

941 Gasparilla Boulevard, 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

2111 Heasley Road, Englewood
$675,000
4 Beds ⋅ 4 Baths ⋅ Heasley Thomas E Sub SubDv. ⋅ 34223 Zip Code
Set on nearly THREE-QUARTERS OF AN ACRE, this FURNISHED POOL ESTATE HOME offers a lifestyle that can grow and change with you. This home features a SEPARATE GARAGE APARTMENT perfect to use as an in-law suite, separate rental or additional room for guests to stay. Imagine having the SPACE to spread out with NO HOA, and a SPARKLING POOL AND SPA to enjoy year-round in your SCREENED LANAI. Imagine enjoying morning coffee, poolside afternoons, or evenings spent hosting friends and family after visiting the pristine Manasota Key Beach under a mile away!*** Inside, the home is comfortable and welcoming, with CERAMIC wood-look TILE FLOORING THROUGHOUT and a spacious kitchen designed for everyday living and entertaining. GRANITE COUNTERTOPS, A BREAKFAST BAR, and ABUNDANT CABINETRY and a built in desk give you plenty of room to prepare meals while staying connected to the heart of this OPEN-CONCEPT home. The OVERSIZED PRIMARY SUITE offers plenty of space to unwind with its own ENSUITE BATH, while two additional bedrooms provide flexibility for family and guests within the SPLIT FLOOR PLAN. Thoughtful finishes, including granite countertops in both bathrooms, pair beautifully with a layout designed for both comfortable living and easy entertaining. Just beyond the main home, the DETACHED FOUR-CAR GARAGE includes a PRIVATE APARTMENT/IN-LAW SUITE with a bedroom, full bathroom, kitchenette, and living room that sleeps up to four, making it perfect for visiting guests, extended family, a private workspace, or additional rental income.*** Outside this property truly shines, offering room to enjoy the freedom that comes with a large homesite and NO HOA. Swim, relax in the spa, gather around the waterfall, dine in the undertruss lanai, or simply enjoy the privacy of your own outdoor space. A detached apartment means you can welcome loved ones without giving up your privacy, create a guest suite, generate rental income, or simply have a separate space for whatever life brings next. Whether you envision a full-time Florida home, seasonal getaway, multi-generational setup, income-producing property, or a place where friends and family can gather, this property gives you the flexibility to make it your own. Enjoy easy pedestrian access to Manasota Beach Road via a convenient neighborhood walkway, making your way to the beach a breeze. Nearby Manasota Key Beach, boating, fishing, golf courses, waterfront dining, and charming Old Englewood shops complete the experience. Not far from all that Englewood, Venice, and Wellen Park have to offer. This home offers the perfect balance of coastal adventure and peaceful living. Call now, before you miss this opportunity to claim this lifestyle!

2111 Heasley Road, Englewood

2700 N Beach Road Unit A105, Englewood
$589,900
2 Beds ⋅ 2 Baths ⋅ Pelican Landing SubDv. ⋅ 34223 Zip Code
If you have been looking for beachfront living, then look no further. PELICAN LANDING ON MANASOTA KEY is a Gulf-to-Bay condominium community where the Gulf and Lemon Bay are both part of your Florida lifestyle. Located on the Gulf side of the community, this 2-bedroom, 2-bath condominium features an expanded living area with an enclosed lanai, a peek-a-boo GULF VIEW from the kitchen window, ELEVATOR ACCESS, and convenient UNDER-BUILDING COVERED PARKING. The light and bright interior offers an open living and dining area, tile flooring throughout the main living spaces, white kitchen cabinetry, beautiful counters, a spacious breakfast bar, and an in-unit stacked washer and dryer. Step outside and enjoy approximately 285 FEET OF PRIVATE BEACH ACCESS along the Gulf, perfect for morning walks, searching for shells and shark teeth, or watching spectacular Southwest Florida sunsets. Pelican Landing offers an impressive collection of amenities spanning from the Gulf to Lemon Bay, including a BEACH-SIDE HEATED SWIMMING POOL AND SITTING AREA, CLUBHOUSE, TENNIS COURTS, COMMUNITY BOAT DOCKS, and FISHING PIER. Elevator access and under-building parking add everyday convenience to island living. The community continues to be refreshed, with NEW RAILINGS already installed and PARKING LOT RESURFACING currently underway. Manasota Key is open and ready to enjoy, with Englewood Beach, local restaurants, and island businesses nearby. Beyond the Key, you are close to shopping, fabulous local dining, golf courses, and everything the greater Englewood area has to offer. Boating and world-class fishing are at your doorstep, with Lemon Bay, the Intracoastal Waterway, and the Gulf all within easy reach. Whether spending the day on the beach, boating the waterways, dining on Manasota Key, or simply enjoying the Gulf breeze from home, 2700 N Beach Road #A105 offers the opportunity to experience the coastal Southwest Florida lifestyle at PELICAN LANDING ON MANASOTA KEY.

2700 N Beach Road Unit A105, Englewood

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