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Homes for Sale with a Pool in Winter Garden, FL

Welcome to your dedicated resource for homes for sale with a pool in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Winter Garden, FL

$537,900
4 Beds 3 Baths Summerlake Grvs SubDv. 34787 Zip Code
Welcome to your dream home in the heart of Horizon West — perfectly positioned just 2 miles from the vibrant Hamlin district, one of Central Florida’s most sought-after destinations for upscale dining, boutique shopping, fitness studios, and entertainment. This stunning single-family residence blends modern elegance with everyday comfort, offering bright, open-concept living spaces designed for both relaxing and entertaining. The first floor welcomes you with an expansive and beautifully illuminated kitchen, seamlessly flowing into the spacious living and dining areas. Natural light pours throughout the home, creating a warm and inviting atmosphere from the moment you walk in. Upstairs, retreat to an oversized primary suite that truly feels larger than life, complete with luxurious his-and-hers walk-in closets and ample space to unwind in total comfort. Three additional generously sized bedrooms — all featuring walk-in closets — share a well-appointed bathroom, while the oversized laundry room adds exceptional convenience and functionality for everyday living. The spacious two-car garage comfortably accommodates two mid-size SUVs, while the exceptionally large driveway — one of the largest in Summerlake Groves — provides parking for up to four additional mid-size SUVs, a rare and highly desirable feature in the community. Residents of this beautiful neighborhood enjoy access to resort-style amenities including a sparkling community pool, dog park, playground, and tennis courts — offering the perfect balance of recreation, relaxation, and family-friendly living. This is more than just a home — it’s a lifestyle opportunity in one of the fastest-growing and most desirable areas of Central Florida.

8016 Sweet Orange Avenue, Winter Garden

$2,099,000
5 Beds 5 Baths Avalon Cove SubDv. 34787 Zip Code
Orlando Lakefront Luxury Residence with Private Dock on Lake Hickorynut, Resort-Style Pool & World-Class Location! Welcome to 9110 Morgana Court, an extraordinary waterfront residence offering the ultimate Florida luxury lifestyle just minutes from Disney, all the Orlando world-famous attractions, championship golf, premier shopping, fine dining, and international travel connections. Perfectly positioned on a beautiful ski lake, this 5-bedroom, 5-bath residence showcases breathtaking sunset views, private covered dock, expansive outdoor living spaces, and a highly desirable floor plan designed for luxury living, entertaining, and multigenerational flexibility. The backyard is truly a private resort featuring an oversized heated saltwater pool, relaxing 8-person spa, elegant fire feature, complete outdoor kitchen, and an expansive covered lanai with retractable screens for year-round enjoyment. Imagine spending your days boating, paddle boarding, fishing, waterskiing, or simply relaxing on your private dock while enjoying spectacular Florida sunsets over the water. Opportunities to own a true ski-lake property with this level of privacy and luxury are increasingly rare. Inside, natural light fills the home and highlights the finishes. The gourmet chef's kitchen serves as the centerpiece of the home, featuring an oversized island, premium Wolf gas range, double ovens, abundant cabinetry, and an open-concept design ideal for entertaining. The flexible floor plan offers exceptional versatility with a private first-floor guest suite complete with full bath and walk-in closet, a spacious bonus room perfect for a home office, fitness studio, media room, or additional guest retreat, plus an expansive upstairs loft opening to a private balcony overlooking the lake. The luxurious primary suite is a true sanctuary, offering panoramic water views, a spa-inspired bath, oversized walk-in shower, and an exceptionally large custom closet. Additional bedrooms are generously sized and thoughtfully positioned for privacy. Extensive upgrades include new exterior paint (2026), heated saltwater pool and spa, complete outdoor kitchen, surround sound system inside and out, retractable lanai screens, custom window treatments, upgraded stair railings, designer lighting, and fully fenced oversized homesite. Whether you're seeking a primary residence, multigenerational retreat, or a luxury Florida lifestyle property near Orlando's most desirable destinations, 9110 Morgana Court delivers a rare combination of waterfront recreation, privacy, convenience, and resort-style living. Schedule your private tour today.

9110 Morgana Court, Winter Garden

$309,900
3 Beds 2 Baths Grove Residence & Spa Hotel Condo 3 SubDv. 34787 Zip Code
Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park — Steps from the Water Park Positioned on a high floor, this spacious residence offers serene views from a private screened balcony—the ideal setting to relax after a day enjoying the nearby attractions. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen areas, featuring quartz countertops, stainless steel appliances, and a fully equipped setup designed for both comfort and practicality. The primary suite delivers a refined retreat with a king-size bed and an en-suite bathroom complete with double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms, each with queen-size beds, provide ample space and privacy for guests and family. Living just moments from the Surfari Water Park means you’re only a short walk away from water slides, the FlowRider® surf simulator, lazy river, and resort-style pools—making this unit especially attractive for both personal use and short-term rentals. Beyond the water park, enjoy access to Lake Austin, on-site dining, spa services, fitness center, and a full suite of entertainment amenities. This condo-hotel offers a fully managed, hands-off investment model, with a professional on-site team handling rentals, maintenance, and guest services. HOA fees conveniently include utilities such as electricity, water, cable, and high-speed internet. Whether you're seeking a vacation home with unmatched convenience or a high-performing income property, this residence stands out for one key reason: location within the resort—just steps from the water park, where demand is highest and experiences are unforgettable.

14501 Grove Resort Avenue Unit 3429, Winter Garden

$435,000
3 Beds 2 Baths Encore/Ovation Ph 4b SubDv. 34787 Zip Code
Ask about a lender-provided RATE BUY-DOWN CREDIT on this home //// Welcome to this BEAUTIFULLY MAINTAINED 3-bedroom, 2-bath home in the highly desirable Encore at Ovation community in Winter Garden, where modern style, energy efficiency, and LOW-MAINTENANCE LIVING come together perfectly. Built in 2024, this single-story residence still FEELS BRAND NEW and currently stands out as the only home available in the neighborhood, making it a RARE OPPORTUNITY in one of Winter Garden’s most sought-after communities. From the moment you arrive, the home impresses with its beautiful landscaping, charming front porch, and EXCEPTIONAL CURB APPEAL. The HOA even includes LAWN AND LANDSCAPE MAINTENANCE, allowing you to enjoy a carefree lifestyle in this walkable community. Step through the elegant GLASS-PANELED FRONT DOOR into a bright and inviting open-concept layout where the Living Room, Dining area, and Kitchen flow seamlessly together beneath SOARING CATHEDRAL CEILINGS. Windows throughout the home fill the space with ABUNDANT NATURAL LIGHT, enhancing the airy and welcoming atmosphere while STYLISH TILE FLOORING throughout the main living areas adds both beauty and easy maintenance. The bright designer Kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a FARMHOUSE SINK, stainless steel SAMSUNG APPLIANCES, a gas stove, closet pantry, and a spacious breakfast bar, creating the perfect space for entertaining or everyday living.The thoughtfully designed SPLIT-BEDROOM FLOOR PLAN offers both comfort and privacy. Tucked away at one end of the home, the Primary suite serves as a peaceful retreat, featuring a spacious walk-in closet and a BEAUTIFULLY DESIGNED EN SUITE BATH with dual sinks, a step-in shower, and a linen closet. On the opposite side of the home, two additional bedrooms each feature their own WALK-IN CLOSETS and share a full bath, making them ideal for guests, family, or a home office. Conveniently located near the primary suite, the Laundry Room comes complete with STORAGE CABINETRY, washer, and dryer for added functionality. Step outside to enjoy the COVERED SIDE PATIO with paver stone flooring, a perfect private space for morning coffee or evening relaxation. A private entrance from the patio leads directly to the REAR-FACING GARAGE with EPOXY FLOORING, preserving the home’s charming streetscape and curb appeal. Residents of Encore at Ovation enjoy OUTSTANDING AMENITIES, including a sparkling resort-style pool, clubhouse, fitness center, dog park, playground, included internet service, and LAWN AND LANDSCAPE MAINTENANCE—creating a true resort-inspired lifestyle. Located in Winter Garden, this home is JUST MINUTES from Walt Disney World Resort, making world-class entertainment, dining, and shopping incredibly convenient. You’ll also enjoy EASY ACCESS to Hamlin Town Center, featuring popular restaurants, boutiques, movie theaters, and waterfront dining, as well as NEARBY GOLF COURSES, nature trails, and MAJOR ROADWAYS for commuting throughout Central Florida. Zoned for TOP-RATED SCHOOLS and offering a perfect blend of modern design, ENERGY EFFICIENCY, and low-maintenance living, this exceptional Encore at Ovation home is an incredible opportunity to enjoy the very best of the Winter Garden lifestyle. Call and schedule your tour today!

12103 Eastmoor Drive, Winter Garden

$737,900
4 Beds 3 Baths Westfield Lakes SubDv. 34787 Zip Code
Welcome to this spacious waterfront pool home located in the highly desirable Westfield Lakes community of Winter Garden! Situated on a scenic pond-front lot, this home offers beautiful water views and an open floor plan designed for comfortable living and effortless entertaining. The expansive kitchen overlooks the main living areas and features abundant cabinetry, a center island, and seamless flow throughout the home. Large windows fill the space with natural light while showcasing the peaceful backyard setting. The split-bedroom layout provides added privacy, while the screened pool and covered lanai create the perfect setting to enjoy Florida living year-round. The pool also features solar heating installed in 2022 for added efficiency and extended enjoyment throughout the seasons. Major updates include a newer roof (2019), updated HVAC system (2024), and newer water heater (2026), offering valuable peace of mind for the next owner. This home offers a fantastic opportunity for buyers looking to personalize a property with solid major-system updates and exceptional bones. Featuring a spacious layout and prime waterfront setting, the home is ideally located near shopping, dining, major highways, West Orange High School, Winter Garden Village, and downtown Winter Garden. With so much potential in a highly desirable area, this property is ready for someone to bring their vision and make it truly shine. Call today for your private showing!

120 Blue Stone Circle, Winter Garden

$1,549,000
5 Beds 5 Baths Avalon Cove SubDv. 34787 Zip Code
Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy nightly views of the Disney fireworks lighting up the sky! The upgraded "picture frame" pool screen design offers an uninterrupted view of the serene pond and the diverse wildlife that visits it! On the main level you will find the PRIMARY SUITE COMPLETE WITH A LUXURIOUS SPA LIKE BATH AND HUGE walk-in closet, a guest bedroom with its own full bath, the glass enclosed wine room and a convenient half bath for guests. The GOURMET KITCHEN flows to the expansive great room where 4 large sliders can open to the covered patio for the "outside inside" living!! Upstairs, in addition to the large loft are 2 bedrooms that share a full bath and another private en-suite bedroom. Recent upgrades include beams on the main level ceiling, beautiful built-in wall unit in the loft, outdoor kitchen and outdoor lighting. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this beautiful home is perfect for that unbeatable central Florida lifestyle!

9103 Morgana Court, Winter Garden

$775,000
5 Beds 4 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. Luxury New Home by RockWell Homes, Now Selling! The Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home. This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.

17422 Honeybell Tangelo Court, Winter Garden

$899,000
5 Beds 3 Baths Storey Grove Ph 1b-2 SubDv. 34787 Zip Code
Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. SITUATED ON A PRIVATE CONSERVATION LOT WITH NO REAR NEIGHBORS, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly DISNEY FIREWORKS and beautiful SUNSET VIEWS right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping. Enjoy low-maintenance living with HOA-provided landscaping services, including the front yard, side yards, and the expansive grounds extending to the rear property line. Only the landscaping surrounding the pool area is the homeowner's responsibility.

10264 Love Story Street, Winter Garden

$1,649,999
6 Beds 5 Baths Oakland Park SubDv. 34787 Zip Code
Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

1101 Eagles Pass Way, Winter Garden

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