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, beautiful beaches, and vibrant community, Englewood is the perfect destination for those seeking a tranquil lifestyle without sacrificing access to modern amenities. With its picturesque waterways, charming shops, and delicious dining options, this coastal town offers a unique blend of relaxation and recreation.

One of the standout features of homes in Englewood is the abundance of properties with private pools. Imagine stepping into your own backyard oasis, where you can bask in the Florida sun, host unforgettable gatherings, or simply unwind after a long day. These homes with private pools provide not just a place to cool off, but a personal retreat that enhances your living experience. Whether you prefer a sprawling estate with a resort-style pool or a cozy bungalow with a charming plunge pool, Englewood has something to suit every taste and budget.

Englewood's proximity to pristine beaches like Manasota Key and Lemon Bay makes it an outdoor enthusiast's paradise. Spend your days swimming, fishing, or kayaking in crystal-clear waters, and your evenings enjoying breathtaking sunsets from the comfort of your own poolside lounge chair. With a welcoming community and a plethora of recreational activities, Englewood is not just a place to live; it’s a lifestyle.

Explore the possibilities of owning a home with a private pool in Englewood, where relaxation meets coastal living. Your dream home awaits!

Newest Englewood Homes with Private Pool type

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

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 and pool 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 equipped with a specialized iron filtration system designed to remove iron from the water, helping prevent rust staining and maintain the lush 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 featuring a 10,000-lb boat lift capable of accommodating a boat up to 29 feet in length 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

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 of Mexico, 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

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

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