Englewood Homes with Pool View

Englewood Homes with Pool View

Welcome to Englewood, Florida, a hidden gem nestled along the stunning Gulf Coast in Sarasota County. Known for its picturesque beaches, vibrant community, and laid-back lifestyle, Englewood offers a perfect blend of natural beauty and modern conveniences. With its charming downtown area filled with delightful shops, restaurants, and local markets, you’ll quickly fall in love with the warm and welcoming atmosphere that this coastal town exudes.

One of the highlights of living in Englewood is the array of beautiful homes, many of which boast breathtaking pool views. Imagine waking up each morning to the sight of shimmering water, surrounded by lush landscaping and the gentle sounds of nature. Homes with pool views in Englewood offer an idyllic escape, allowing residents to unwind and entertain in style. Whether you’re lounging by the poolside, hosting summer barbecues, or enjoying a quiet evening under the stars, these properties provide a serene oasis right in your own backyard.

Englewood’s proximity to stunning beaches, such as Manasota Key and Blind Pass, ensures that you can enjoy sun-soaked days and breathtaking sunsets just minutes from home. Additionally, outdoor enthusiasts will appreciate the nearby nature trails, parks, and waterways perfect for kayaking, fishing, and exploring.

With its charming homes, vibrant community spirit, and beautiful surroundings, Englewood, Florida, is the perfect place to call home. Discover your dream property with a pool view today and experience the best of coastal living!

Newest Englewood Homes with Pool View

2020 Keyway Drive, Englewood
$469,900
3 Beds ⋅ 2 Baths ⋅ Overbrook Gardens SubDv. ⋅ 34223 Zip Code
Love the beach? Wait until you see the home! Just 1.7 miles to Manasota Key Beach, this beautifully updated pool home offers the best of Florida living, with a private backyard that might make you want to stay home! In the X flood zone, with impact-resistant windows and an impact-rated garage door for added peace of mind, this 3-bedroom, 2-bathroom home has a 1+ car garage with a second bay for a golf cart or smaller vehicle. Tucked away on a quiet street in Englewood's established Overbrook Gardens neighborhood, the spacious corner lot features tropical landscaping and a privacy-fenced backyard. Inside, the great room's luxury vinyl plank flooring continues into the remodeled kitchen and dining area. Updated in 2023, the kitchen features white wood cabinetry, granite countertops, stainless steel appliances, decorative tile backsplash, custom wood-look range hood, and decorative wood-paneled ceiling. The open layout is ideal for entertaining, and the dining area retains its lovingly restored original built-in shelving, preserving some of the home's original character. The primary bedroom has an ensuite bathroom with a gorgeous tiled walk-in shower and oversized vanity. The second bedroom offers generous closet space, while the remodeled guest bathroom features patterned tile flooring, dual vanities with stone countertops, and a large tiled walk-in shower with bench and window. The den/third bedroom has built-in shelving and glass-paneled French doors, ideal for an office, reading room, or gathering space. An additional flex room overlooks the patio, with possibilities for hobbies, guests, or working from home. The enclosed interior laundry room off the kitchen includes built-in shelving for plenty of additional storage. Outside, the beautiful saltwater pool with sun shelf, paver decking, and spacious screened enclosure invite afternoon swims and relaxing evenings. There is also a screened patio area with ceiling fan that offers shade, while just outside the screening is a great covered outdoor kitchen area with sink and adjoining dining patio that is ready for weekend cookouts. Beyond the pool, the lush, privacy-fenced backyard includes a custom stucco shed and potting station, wonderful for gardeners or anyone wanting to grow fruits and vegetables. Extensive improvements include a 2015 shingle roof, 2021 impact-resistant windows, 2022 hurricane-rated exterior doors, 2023 kitchen remodel, 2025 privacy fencing, 2026 exterior painting, new irrigation well and full-yard irrigation improvements in 2026, and a 2026 water heater. Optional Overbrook Gardens HOA membership is available at a low annual cost and includes access to the private neighborhood boat ramp, a neighborhood directory with maps, and community events and picnics throughout the year. Just minutes from Gulf beaches, Historic Dearborn Street, and Downtown Venice, with convenient access to Siesta Key, Tampa, Orlando, and Naples, you're close to world-class golf, fishing, boating, arts, shopping, and waterfront dining. Enjoy morning coffee on the patio, afternoons at Manasota Key Beach, and evenings by your own pool. Come see everything waiting for you at 2020 Keyway Drive in Englewood!

2020 Keyway Drive, Englewood

404 Eden Drive, Englewood
$625,000
3 Beds ⋅ 3 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
Virtually Staged. Some photos virtually staged: Welcome to Englewood Isles, your premier waterfront community. Location location, situated just minutes to Manasota Beach and historic downtown Dearborn. This 3 bedroom 2 bath pool home has been lovingly cared for and it shows! Enter the home through a screened front entry and IMPACT RESISTANT FRONT DOOR with pretty glass sidelights. Continue into the formal living room with CROWN MOULDING and arched doorways from the foyer and into the formal dining room where you will find a slider to the Florida room and pool area. The kitchen features A HANDY ISLAND, QUARZ COUNTERS, SOFT CLOSE SHAKER CABINETS, CERAMIC BACKSPLASH and a passthrough window to the lanai/FL room. The kitchen opens to a nice size family room with tongue and groove pinewood ceiling. There is also a slider to the lanai/FL room. You'll love the SPLIT FLOORPLAN with 2 guest bedrooms on one side and the primary suite on the opposite side of the home. The Primary bedroom features an ensuite bath where you'll find dual vanities with shaker cabinets, a big walk-in closet with built in closet organizer and a tile enclosed walk in shower that has a pocket door enclosing the shower and commode from the sink area. The garage has an epoxy floor and a hurricane rated garage door. Once outside, you'll enjoy a large enclosed lanai/FL room that features electric roll down hurricane screen that protects all the sliders out to the pool area. The pool screen enclosure was new in 2024 and features lighting that can change color. The pool also features and LED light. Some other pluses of this fine home include IMPACT WINDOWS AND FRONT DOOR 2023, NEW POOL SCREEN 2024, ELECTRIC HURRICAN SCREEN ON LANAI 2023, RE-PIPED, UPDATED ELECTRICAL PANEL 2020, WATER HEATER 2024, ROOF 2025. There is also a whole house Culligan water filtration system with a service contract good until September 2027. The back yard and pool area is completely private with lots of palm trees and the irrigation system has it's own well! Residents of Englewood Isles can take advantage of a community marina (when docks are available to purchase or rent) on Forked Creek with no bridges to the Intracoastal. This is a one of a kind neighborhood, Don't miss out.

404 Eden Drive, Englewood

8324 Elijo Court, Englewood
$673,500
3 Beds ⋅ 2 Baths ⋅ Nelson Gulf Estates SubDv. ⋅ 34223 Zip Code
A Private Coastal Retreat Just Minutes from Manasota Key Beach---Welcome to a remarkable coastal retreat where privacy, tropical beauty, and effortless Florida living come together. Nestled on an oversized .36-acre cul-de-sac lot, this exceptional 3-bedroom, 2-bath home with a den/office and oversized 2-car garage offers a rare sense of privacy while being just one mile from the aqua-blue waters of Manasota Key Beach. Lush tropical landscaping surrounds the property, creating a private backyard oasis designed for both relaxation and entertainment. A paver lanai surrounds the heated saltwater Pebble Tec pool, complemented by a freestanding Jacuzzi/spa added in 2025. Outdoor showers, extended pavers, decorative rock and curbing, a paver walkway, and shell rock enhance the resort-like setting. A non-buildable privacy easement directly across the street provides an additional layer of privacy. Inside, volume ceilings, tile flooring, and plantation shutters throughout create a sophisticated yet comfortable coastal ambiance. The kitchen features 42-inch cabinetry, granite countertops, a 2021 refrigerator, and 2024 dishwasher. The spacious primary suite offers a tray ceiling, huge walk-in closet, dual sinks, soaking tub, generous walk-in shower, and direct access to the pool and lanai. The second bath doubles as a cabana bath with a beautifully tiled shower and granite-topped vanity. Additional features include impact-resistant windows and doors, 2026 HVAC, 2023 front-loading washer and dryer, well-fed irrigation, shed, and abundant garage storage (shelving and the small refrigerator in garage will convey). Ideally located near Manasota Key Beach, Venice, marinas, golf courses, restaurants, and additional beaches, this is a rare opportunity to enjoy a private tropical setting with the best of Florida’s coastal lifestyle just minutes away. Sellers are providing a limited 1-year home warranty to the buyer.

8324 Elijo Court, Englewood

1930 Bayshore Drive, Englewood
$2,700,000
4 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
RARELY DOES AN ESTATE OF THIS SCALE, PRIVACY, AND WATERFRONT PRESENCE BECOME AVAILABLE. Set on 1.41 private acres with 175’ of direct frontage on Lemon Bay, elevated approximately 22’ above grade, the main living level captures exceptional Lemon Bay views. This exceptional custom-built residence offers a rare combination of seclusion, craftsmanship, expansive water views, and coveted southwestern rear exposure for spectacular sunsets. This is more than a residence—it is a private coastal sanctuary designed for those who value space, quality, privacy, and the freedom to live exceptionally. From the moment of arrival, the quality is unmistakable, with a paver drive, travertine entry, extensive wood finishes, custom details, and distinctive stained-glass accents throughout. Inside, generous proportions and effortless connections to the water create an inviting sense of luxury. The beautifully appointed kitchen features rich wood cabinetry, center island, built-in pantry, wine storage, premium appliances, and seamless flow into the dinette and family room, where spectacular views of Lemon Bay take center stage. A wood-burning fireplace, dramatic tray ceilings, crown molding, and warm wood flooring add timeless character. The spacious primary suite opens through French doors to a private bay-view balcony, complemented by additional guest accommodations, a dedicated office, and flexible living spaces. Outdoors, a heated saltwater pool and expansive paver lanai overlook the private grounds and Lemon Bay, while a firepit creates an intimate setting for enjoying unforgettable sunsets. The approximately 308-foot dock, with pilings already in place for a future lift, provides an extraordinary opportunity to further enhance the boating lifestyle. Four-car garage capacity plus a two-car tandem underpass, city water and sewer, impact-resistant windows and doors, updated elevated HVAC systems, and a prime location near Manasota Key Beach, marinas, golf, restaurants, and coastal amenities complete this exceptional offering. Opportunities to acquire this combination of acreage, direct Lemon Bay frontage, privacy, craftsmanship, and resort-style outdoor living are exceptionally limited. For the discerning buyer seeking a waterfront estate with presence, personality, and enduring appeal, this is a property that is difficult to replicate. County records show 3BR/2BA , property is a 4BR/2BA/2 half BA’s.

1930 Bayshore Drive, 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

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

652 N Elm Street, Englewood
$649,999
3 Beds ⋅ 3 Baths ⋅ Highland Pines SubDv. ⋅ 34223 Zip Code
Beautifully maintained and move-in ready, this custom 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and exceptional craftsmanship. Situated on a spacious ¼-acre lot with an additional included building lot, this property provides extra space and endless possibilities. Located in a non-flood zone with no HOA or deed restrictions, you'll enjoy the freedom to make the most of your property, with plenty of room to park your RV, boat, trailer, or other recreational vehicles without the typical community restrictions or fees. A 2-car garage with a new garage door and keypad is complemented by a detached, air-conditioned workshop/storage building with electricity, making it ideal for hobbies, projects, or additional storage. The fully fenced yard is perfect for pets, while the home is set approximately 250 feet from the road, creating a peaceful and private setting. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The living room features a tray ceiling with accent lighting and a unique glow-in-the-dark constellation design, while custom Tuscan-inspired murals by renowned local artist Chris Long add warmth, charm, and one-of-a-kind character throughout the home. The beautifully appointed kitchen showcases granite countertops, custom wood cabinetry, a breakfast bar, new stainless-steel appliances, and abundant cabinet space. It flows seamlessly into the dining area and spacious great room, where a painted tray ceiling, illuminated display shelving, and a built-in china cabinet create an elegant gathering space for family and friends. French doors lead to your own private outdoor retreat featuring a solar-heated, screened pool, relaxing whirlpool spa, and a stunning hand-painted seascape mural that enhances the tropical ambiance. The lanai also provides direct access to the fenced backyard and includes two convenient doggie doors. The spacious primary suite offers two walk-in closets, a comfortable sitting area, and French doors opening directly to the pool. The luxurious en-suite bath features a new granite-topped dual vanity with vessel sinks, a whirlpool soaking tub, a walk-in shower with a built-in bench, and an etched glass window that provides natural light while maintaining privacy. A separate guest suite with its own private entrance includes a bedroom, sitting room, and full bath, making it ideal for guests, extended family, a home office, or even a potential income-producing rental. The suite also features its own Nest thermostat for personalized comfort. Additional features include plantation shutters, rich wood flooring, crown molding, tray ceilings with accent lighting, a spacious laundry room with a new washer and dryer, a deep utility sink, and abundant storage throughout. Recent updates include a new roof installed in 2022, a $70,000 paid-off solar panel system that keeps electric bills averaging approximately $40 per month, a new HVAC system installed in 2021, a water heater replaced in 2022, a new pool heater, a new garage door with keypad,portable generator, and new stainless steel kitchen appliances. Combining custom craftsmanship, artistic details, energy-efficient upgrades, and an exceptionally private setting, this one-of-a-kind property offers an incredible opportunity to enjoy the very best of Florida living. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**

652 N Elm Street, Englewood

140 S Oxford Drive, Englewood
$1,190,000
4 Beds ⋅ 5 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
WATERFRONT ESTATE WITH GULF ACCESS & ACREAGE! An exceptionally private, beautifully updated estate on Gottfried Creek offering coveted GULF ACCESS, a HUGE CORRUGATED GARDEN AREA, majestic mature oak trees, lush tropical landscaping, and the rare advantage of in-town convenience. The main home showcases a thoughtfully remodeled open floor plan designed for effortless luxury living, along with brand-new A/C, a new hot water heater (2025), new tile throughout the home, hurricane shutters, abundant storage, a carport, multiple storage sheds, and a workshop. The detached GUEST HOUSE/IN-LAW SUITE that was built in 2016 provides an elegant and versatile retreat with a spacious primary suite, 1.5 baths, an office with gunsmith room, a comfortable living area, it's own garage, backup GENERATOR, and safe room—ideal for guests, extended family, or rental income. Outdoor living is nothing short of extraordinary, featuring a SALTWATER POOL AND SPA with new salt cell, pool heater (2020), an amazing "'TIKI BAR/BBQ AREA, a newer dock, and sweeping waterfront views that capture the essence of refined Florida living. Enjoy frequent wildlife sightings from separate fire pit area complete with outdoor lighting. Your new home also has deeded access to the Englewood Gardens Beach Club!! This gives you access to Englewood Beach, Bay access with boardwalk and dock, Free parking for members, Bay side kayak storage and launch dock, and so much more!! Ideally located so you can enjoy unique local cuisine, DEARBORN STREET, HISTORIC DOWNTOWN VENICE, world class fishing, award winning beaches, shopping, golf, 2 spring training venues (Rays and Braves), and so much more!! Call today for your private tour and start living the Florida lifestyle!!

140 S Oxford Drive, Englewood

383 E Wentworth Circle, Englewood
$459,000
2 Beds ⋅ 2 Baths ⋅ Deer Creek Estates SubDv. ⋅ 34223 Zip Code
Waterfront Pool Home on Over Half an Acre with Gulf Access, No HOA & Room to Expand! Rare Englewood waterfront pool home with Gulf access, no HOA, and more than half an acre in one of the area's most desirable Old Florida neighborhoods. This meticulously maintained, move-in-ready 2-bedroom, 2-bath home is situated along scenic Gottfried Creek and offers boating access to Lemon Bay, the Intracoastal Waterway, and the Gulf via two bridges. The oversized homesite also offers the potential to build a second residence on the additional lot, creating an exceptional opportunity for multigenerational living, future expansion, or investment. Lovingly cared for with no storm damage, this exceptional home provides buyers with confidence and peace of mind. Inside, the inviting split-bedroom floor plan is centered around a spacious great room where expansive sliding glass doors showcase beautiful views of the heated pool, lush tropical landscaping, and a peaceful oak hammock filled with native birds and Florida wildlife. The desirable north-facing rear exposure allows you to enjoy tranquil sunrises through the tropical landscape while ending the day with spectacular Florida sunsets. Designed for both everyday living and entertaining, the updated kitchen features granite countertops, soft-close cabinetry, stainless steel appliances, modern lighting, and a convenient pass-through window to the Florida room. The spacious primary suite offers a walk-in closet, private ensuite bath, and direct access to the screened lanai, creating the perfect private retreat. Recent improvements include: Impact-resistant windows and sliding glass doors Fresh exterior paint (2024) Gutters (2022) Well-fed irrigation system (2023) Fresh sod and professional landscaping Adjustable LED lighting throughout Perfectly positioned on a quiet cul-de-sac, the home is just minutes from historic Dearborn Street, where you'll enjoy boutique shopping, locally owned restaurants, art galleries, farmers markets, festivals, and year-round community events. The future Keyway Road extension will provide even more convenient access to Wellen Park, home of CoolToday Park (Atlanta Braves Spring Training), a vibrant downtown district featuring waterfront dining, live entertainment, shopping, and seasonal events. Just four miles from Englewood Beach and Manasota Key, you'll enjoy miles of Gulf beaches, boating, fishing, paddleboarding, kayaking, shelling, and spectacular Florida sunsets. As an added bonus, this property is eligible for membership in the Englewood Gardens Beach Club, providing private beach access, clubhouse amenities, and boat docks. Whether you're searching for a waterfront primary residence, seasonal retreat, vacation rental, investment property, or a home with room to expand, this exceptional property offers endless possibilities in one of Southwest Florida's fastest-growing coastal communities.

383 E Wentworth Circle, Englewood

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