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, vibrant local culture, and laid-back atmosphere, Englewood is the perfect place to call home. With its charming neighborhoods and friendly community, this delightful city offers a unique blend of relaxation and adventure, making it an ideal spot for families, retirees, and everyone in between.

One of the standout features of Englewood is its beautiful homes, many of which boast private pools. Imagine stepping out into your backyard oasis, where you can bask in the Florida sunshine, host summer barbecues, or enjoy a refreshing dip in your own pool. Homes with private pools in Englewood provide the ultimate in outdoor living, allowing you to create unforgettable memories with family and friends. Whether you’re looking for a cozy cottage or a luxurious estate, the real estate options here are as diverse as the residents themselves.

Englewood's proximity to stunning beaches, such as Manasota Key and Englewood Beach, means that your days can be filled with sun-soaked relaxation, shell collecting, and breathtaking sunsets. The area is also rich in recreational opportunities, from kayaking and fishing to hiking in the nearby parks.

With its enchanting blend of natural beauty, community spirit, and fantastic real estate options, Englewood, FL, invites you to discover a lifestyle that feels like a permanent vacation. Don’t miss your chance to find your dream home with a private pool in this idyllic coastal paradise!

Newest Englewood Homes with Private Pool type

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

518 Dover Drive S, Englewood
$555,000
3 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
Welcome to 518 Dover Dr S, a beautifully updated pool home in the desirable Englewood Isles community, offering the perfect combination of comfortable Florida living, coastal convenience and an exceptional opportunity for boating enthusiasts, all while being located outside of a high-risk flood zone! Step inside to a bright and inviting interior featuring an updated kitchen with quartz countertops, newer appliances, abundant cabinetry and generous pantry space. The updated bathrooms complement the home’s clean, modern feel, while all three bedrooms feature walk-in closets, providing excellent storage throughout. The spacious primary suite is highlighted by a custom-designed walk-in closet. Numerous improvements add comfort, efficiency and peace of mind, including a NEW A/C installed in March 2026, approximately 18 inches of blown-in insulation added in 2026, water heater replaced in 2022 and tile roof and windows updated in 2018. A new front door adds to the home’s welcoming curb appeal. Florida living truly shines outdoors! Relax and entertain around the heated swimming pool or enjoy drinks and gatherings at the outdoor bar. The irrigation system is supplied by a well, helping maintain the tropical landscaping surrounding the property. The laundry area offers a washer, dryer, utility sink and additional cabinetry for even more convenient storage. With generous closets, abundant pantry space and thoughtful updates throughout, this home combines functionality with the relaxed lifestyle Englewood is known for. Furniture is negotiable, providing the opportunity for an easy transition into your new Florida home. BOATERS TAKE NOTE! An Englewood Isles Marina slip with a 10,000-lb boat lift is available for purchase separately for an additional $60,000, offering an incredible opportunity to enjoy Southwest Florida's boating lifestyle. The private Englewood Isles Marina is ideally located on Forked Creek, offering easy boating access to Lemon Bay with no fixed bridges along the route. From there, enjoy access to the Intracoastal Waterway and the beautiful waters of Southwest Florida. The marina is exclusively available to qualifying Englewood Isles residents and property owners. Location is another highlight! Enjoy being just minutes from Manasota Key and its beautiful Gulf beaches, where you can spend your days swimming, shelling, searching for shark teeth or watching unforgettable Florida sunsets. The home also offers convenient access to shopping, restaurants, golf, boating and everything the Englewood area has to offer. Whether your perfect Florida day means heading out on the boat, relaxing by your private heated pool or spending the afternoon on the beach, this updated Englewood Isles home puts it all within easy reach. Welcome to the Florida lifestyle you've been dreaming of!

518 Dover Drive S, 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

1000 Tennessee Avenue, Englewood
$699,950
5 Beds ⋅ 4 Baths ⋅ Bay Vista Blvd. Sec Of Englewo SubDv. ⋅ 34223 Zip Code
This rare multigenerational property offers a combined five bedrooms and three-and-a-half bathrooms, seamlessly integrating the main residence with an additional spacious large suite addition arranged around a courtyard lanai and sparkling pool. The private suite features a separate entrance and separate utilities, two bedrooms, a bathroom with a walk-in shower, and a kitchenette. The main home showcases a newly redesigned open-concept floor plan and a stunning new kitchen anchored by a 10-foot island—ideal for entertaining—along with quartz countertops, quartz backsplash, and all-new appliances. Additional highlights include new flooring throughout, newer windows, a newer connection to public sewer, a large laundry room off the kitchen, and a split-bedroom layout that provides privacy for the primary bedroom and bathroom. The property is in an X flood zone, adjacent to Lemon Bay Park, and has no HOA. New roof in 2023, New Hot water -2025, Newer A/C- 2016 Electric panel new in 2016. Addition built 2022.Also has an outdoor shower and a pool bath. Beautiful landscaping surrounds this secluded residence in the desirable Mic Mar subdivision, an intimate enclave of just 12 custom homes bordering the park which has wooded trails, waterfront for kayaking and fishing, loads of birds and Eagle nests. Near several beaches are only minutes away, along with renowned Dearborn Street and famous Farmers market in season, shopping, and excellent dining. Total SqFt is for Main House and Guest House Combined.

1000 Tennessee Avenue, Englewood

1248 Jefferson Drive, Englewood
$424,000
2 Beds ⋅ 2 Baths ⋅ May Terrace SubDv. ⋅ 34224 Zip Code
Your Private Englewood Oasis Awaits Peace of mind is built right in for the next owner of this turnkey tropical pool home, which now includes a 1-year buyer warranty after purchase. Situated in the desirable May Terrace neighborhood, this charming 2-bedroom, 2-bathroom retreat sits on a lush lot just 2.5 miles from the Gulf. It offers the ultimate Florida lifestyle with no flood zone insurance required, no HOA, and no CDD fees. Recent Premium Upgrades: * Major Systems: New HVAC system (2025), impact-rated windows and doors, and a durable metal roof. * Modernized Interiors: Freshly painted walls, completely removed popcorn ceilings, and designer air vent covers. (Wood paneling was selectively removed to reveal bright white walls; remaining paneling can easily be removed if desired). * Kitchen & Baths: Fully updated bathrooms, a new dishwasher (2026), and a new microwave (2025). Outdoor Living & Waterfront Highlights: * Sunset Views: A west-facing lanai frames spectacular daily sunsets over your private pool. * Private Lake Dock: A private fishing dock extends directly from your backyard onto a serene lake. * Exclusive Beach Access: Eligible owners can join the nearby Englewood Gardens Beach Club for private beach access, dedicated parking, and Wi-Fi (membership is separate). Turnkey Convenience: Inside, you will find 1,214 sq ft of bright, low-maintenance tile flooring and a functional split-bedroom floor plan. The home is completely move-in ready—linens and household furnishings convey with the sale! (Note: Outdoor TV, front living room sectional, and select personal items are excluded). Prime Location: * 5 minutes to Englewood Beach and Manasota Key * 2 minutes to Publix, Starbucks, and Home Depot * 2 minutes to premium waterfront dining Whether you are looking for a primary residence or a proven short-term rental property, this home has successfully served as both. Buyer to verify all details and conduct their own due diligence.

1248 Jefferson Drive, Englewood

520 Liberty Street, Englewood
$384,900
3 Beds ⋅ 2 Baths ⋅ Bay View Manor SubDv. ⋅ 34223 Zip Code
Discover your ultimate Florida sanctuary located right in the heart of Englewood! Located in a HIGHLY DESIRABLE X FLOOD ZONE and Perfectly positioned just 2 miles from the pristine, sun-drenched shores of Englewood Beach and a mere 1 mile from the vibrant and historic Dearborn Street, this meticulously maintained 2004 pool home combines an unbeatable coastal location with incredible interior versatility. Step inside to an inviting SPACIOUS SPLIT FLOOR PLAN highlighted by airy HIGH CEILINGS and seamless GLASS POCKET SLIDERS that fold completely away to blend indoor living with an incredible outdoor paradise. Designed for flexible modern living, the home features TWO LIVING ROOM SPACES: a formal living area at the front of the home adjacent to the formal dining room, plus a cozy secondary space positioned just beyond the kitchen and overlooking the pool—ideal for a casual den, a playspace for the kids, or a private home office area. The PRIMARY SUITE serves as a true private retreat, complete with sliding glass doors leading right out to the pool, a HUGE WALK-IN CLOSET, and a massive EN-SUITE BATHROOM featuring a relaxing GARDEN TUB, and a separate WALK-IN SHOWER. At the center of the home sits the CHEF-READY KITCHEN, fully equipped with STAINLESS STEEL APPLIANCES, generous counter space, a convenient breakfast bar, and an expansive WALK-IN PANTRY. Two comfortable guest bedrooms feature charming DECORATIVE PLANT SHELVES and accent lighting, sharing a second full bathroom that conveniently doubles as a POOL BATH with direct outdoor access. Enjoy absolute peace of mind with major upgrades already taken care of, featuring a BRAND-NEW POOL RESURFACING (2026), a reliable pool pump (2022), a NEW ROOF (2021), IMPACT WINDOWS and an A/C SYSTEM (2023). Practical features include a large indoor laundry room and an attached TWO-CAR GARAGE. Step outside onto the LARGE COVERED LANAI in the screened pool area, where a BIG SCREEN TV WILL CONVEY WITH THE SALE, creating the ultimate shaded spot for outdoor entertaining while the backyard offers mature trees and privacy. When it comes to location and lifestyle, it simply doesn't get better than this. Spend your mornings browsing local boutiques and eateries on historic Dearborn Street, your afternoons catching breathtaking Gulf sunsets on the beach, and your evenings relaxing by your newly resurfaced private pool. Schedule your exclusive showing today!

520 Liberty Street, Englewood

150 N Oxford Drive, Englewood
$915,000
3 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
Set along the peaceful waters of Gottfried Creek, this beautifully situated 3 bedroom, 3 and a half bath estate offers a rare combination of privacy, space, and an enviable Englewood location. Tucked away at the end of a quiet dead end road and set back from the street, the property offers a private drive and more than TWO ACRES of land, creating a sense of seclusion rarely found this close to the heart of Englewood. Step inside and the home immediately feels open, bright, and inviting, with soaring ceilings and abundant natural light through the overhead transom windows. The generous living room flows into a formal dining room and open kitchen with ample storage, a breakfast nook, additional barstool seating, and a dedicated space for a coffee or wet bar. Off the kitchen, a separate family room provides flexible space for a home office, movie room, or additional gathering area, complemented by plantation shutters. The expansive primary suite features a large walk in closet and en suite bathroom, while the additional bedrooms are well sized and each offer a walk in closet. Just off the kitchen, the oversized laundry room provides exceptional storage and workspace, with plenty of room for pantry storage, appliances, and everyday household needs. The third bedroom offers added flexibility as a private in law suite, accessed by a separate concrete walkway along the side of the home and through French doors opening to its own patio. The suite includes a private en suite bathroom with a remodeled shower, creating a comfortable space for guests or multigenerational living while maintaining separation from the main living areas. The outdoor living space features a large covered lanai with plenty of room for lounging and dining. The heated pool was resurfaced in 2018 and is surrounded by a brand new Pool Cage and Shark coated pool deck. An outdoor half bath with shower adds convenience for pool days and entertaining. Beyond the lanai, a concrete walkway winds through the private grounds, passing an outdoor fire pit along the way before reaching Gottfried Creek and a private dock. The creek offers opportunities for kayaking, paddleboarding, fishing, and boating. Considerable care and investment have gone into the property, with the sellers recently completing a number of thoughtful improvements, including brand new QUARTZ COUNTERTOPS and a new tile backsplash in the kitchen, a brand new three zone air conditioning system with all new ductwork and three separate thermostats, NEW IMPACT sliding glass doors and transom windows, a brand NEW POOL CAGE, new SHARK coating on the pool deck and garage, new interior lighting, and freshly mulched landscaping. The irrigation system has also been recently serviced. The property features an oversized 2 and half car garage with additional room for a golf cart, lawn equipment, bikes, or recreational gear, as well as a fenced side yard suitable for pets or additional outdoor use. With more than two acres of waterfront property and a private setting just minutes from the heart of Englewood, this property offers a rare combination of land and location. Downtown Dearborn is nearby with its farmers markets, coffee shops, boutiques, restaurants, yoga and Pilates studios, and local events. Englewood Beach and the Gulf beaches of Manasota Key are just a short drive away, along with nearby parks, waterways, and outdoor recreation.

150 N Oxford Drive, Englewood

1905 Mississippi Avenue, Englewood
$2,649,000
5 Beds ⋅ 5 Baths ⋅ Grove City SubDv. ⋅ 34224 Zip Code
Virtually Staged. A masterwork of coastal positioning, this landmark waterfront estate represents one of the most commanding geographical opportunities on Lemon Bay. This one-of-a-kind sanctuary is surrounded by water in nearly every direction, offering an unrepeatable 107 feet of bay frontage. Substantially reimagined and expanded in 2006—with the second and third levels custom-constructed—this elevated multi-level coastal estate has had all of the major capital improvements completed. Recent high-value investments include a brand-new metal roof (April 2024), full interior and exterior paint (Nov 2024), three high-efficiency HVAC systems (2023), a dedicated pool heat pump (April 2020), whole-house water filtration and softening, updated electrical infrastructure, and full hurricane impact windows and doors paired with additional shutter protection for total structural peace of mind. For the yachting enthusiast or discerning land collector, the property features a massive seawall and immediate sailboat-water access with no fixed bridges to the open Gulf via Stump Pass. Strategic re-engineering options for the expansive seawall allow for vessels ranging from 50 to 100 feet, making it a rare sanctuary for elite maritime craft. Spanning an impressive 4,937 sq ft under air across a meticulously designed layout, this 5-bedroom, 4.5-bathroom estate effortlessly frames sweeping, panoramic water views from nearly every room. An internal elevator seamlessly services every level, from the ground floor up to the third-story observation suite. The main living level features soaring 10- and 12-foot ceilings, a gas fireplace framed by rich travertine, and extensive custom built-ins. Flowing effortlessly into the dining area, the gourmet culinary space is appointed with custom cherry wood cabinetry, solid-core wood doors, premium granite countertops, a large entertaining island, a Thermador gas range, and a brand-new GE stainless refrigerator. Four bedrooms are situated on the main level, including two comprehensive en-suites. The primary suite serves as an exquisite private oasis, complete with French door balcony access, a custom walk-in closet, and a spa-like bath with dual showerheads. Ascend via elevator to the top floor, which functions as an elite observation retreat or bonus entertainment lounge. Outfitted with a wet bar, wine storage, and refrigeration, French doors open out to a private wraparound balcony offering bird’s-eye views across the Intracoastal, canal, and distant Gulf horizon. Providing unmatched flexibility for multi-generational living or an executive retreat, the ground level serves as a private, fully air-conditioned mother-in-law suite (featuring 729 sq ft of non-conforming space). Designed with its own private entrance that can be completely separated from the main residence, it includes a dedicated living area, bedroom, and full bath that opens directly to the resort-style screened pool and spa with premium paver decking and soaring ceiling heights. Wrapped in extensive Trex decking for effortless indoor-outdoor connectivity, this estate stands ready for its next legacy chapter. Whether looking to dock a major vessel or acquire a highly secure, private peninsula layout, this is an immediate, high-value asset opportunity. Entire 1st floor was constructed in 1956, but then was reconfigured to add more living space in 2006. The entire 2nd and 3rd floors of the home was built in 2006.

1905 Mississippi Avenue, Englewood

7143 Sussex Lane, Englewood
$385,000
3 Beds ⋅ 3 Baths ⋅ Port Charlotte SubDv. ⋅ 34224 Zip Code
Welcome to your Florida dream home in a charming, unrestricted neighborhood that offers the perfect blend of privacy, comfort, and convenience. Tucked away with a peaceful small-town feel while still being close to everything you need, this home is just 7.5 miles from Englewood Beach and offers access to nearby bike paths leading toward Boca Grande. From the moment you arrive, you’ll appreciate the relaxed coastal lifestyle this home provides. Thoughtful updates and quality finishes are found throughout, including seamless flooring throughout the main living areas and primary bedroom, quartz kitchen countertops, a beautiful marble backsplash, crown molding, fresh paint, an updated walkway and patio, and so much more. This home offers exceptional flexibility with a private mother-in-law suite, perfect for extended family, guests, a home office, or additional living space. The spacious layout provides comfort and privacy while maintaining the warm, inviting feel of the main home. Major improvements include a new AC system (2022), new roof and water heater (2023), plus the added convenience of city water and a shallow well for irrigation. Step outside and enjoy your own private backyard oasis featuring mature landscaping, a fully fenced yard, and a heated saltwater pool and spa with a variable-speed pool pump. The large screened lanai and fully covered patio create the perfect space for entertaining, relaxing, and enjoying the Florida sunshine year-round. Additional features include an air-conditioned two-car garage and plenty of space to truly make this property your own. Don’t miss this rare opportunity to own a beautifully updated Florida home with a pool, additional living space, and room to grow — schedule your private showing today!

7143 Sussex Lane, Englewood

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