Winter Garden Homes with Pool Community Features

Winter Garden Homes with Pool Community Features

Welcome to Winter Garden, Florida – a charming city nestled in the heart of Orange County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque landscapes and vibrant downtown area, Winter Garden is a hidden gem that offers a unique lifestyle for families, retirees, and everyone in between. With its rich history dating back to the late 1800s, the city has evolved into a thriving community filled with lush parks, scenic walking trails, and a bustling farmers' market that takes place every Saturday.

One of the standout features of Winter Garden is its stunning homes with pool community options. Imagine coming home to a beautifully designed residence where you can unwind in your own private oasis. Many of these homes boast inviting pools, perfect for soaking up the Florida sun or hosting weekend barbecues with friends and family. The community amenities often extend beyond just the pool, with many neighborhoods offering clubhouses, fitness centers, and recreational areas that foster a sense of belonging and camaraderie among residents.

The city's prime location means you're just a short drive away from Orlando's world-famous attractions, yet you can retreat to the tranquility of Winter Garden at the end of the day. With top-rated schools, a vibrant arts scene, and a plethora of shopping and dining options, Winter Garden truly has something for everyone. Whether you’re looking for a serene family home or a lively community atmosphere, you'll find it all in Winter Garden, FL!

Newest Winter Garden Homes with Pool Community Features

7723 Green Mountain Way, Winter Garden
$2,695,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive indoor-outdoor living. A two-story dock with a boat lift and two Jet Ski lifts, a screened pool and spa, and sweeping lake views define this waterfront setting. Offering 6 bedrooms, 6.5 bathrooms, over 5,100 square feet, a 3-car garage, and two primary suites on separate floors, the flexible layout is ideal for multigenerational living. A paver driveway, tile roof, stone accents, and mature landscaping welcome you home. Inside, engineered hardwood floors lead past a formal dining room on the right, connected to the kitchen through a butler's pantry, and a dedicated office on the left. The impressive two-story living room features decorative wood beams, a cascading chandelier, and a floor-to-ceiling stacked-stone accent wall. Expansive sliding glass doors open to the covered lanai, seamlessly connecting indoor and outdoor living while framing views of the pool and Lake Hancock. An open staircase with wood treads and wrought-iron balusters overlooks the living area. Just off the living room, the first-floor primary suite offers direct lanai access, a walk-in closet, separate vanities, and an oversized tiled shower. The spacious kitchen features a center island, an expansive wraparound peninsula with a farmhouse-style sink, granite countertops, cream-colored cabinetry, stainless steel appliances, a natural gas cooktop with pot filler and vent hood, a built-in microwave and wall oven, decorative tile backsplash, and built-in wine storage. A separate casual dining area overlooks Lake Hancock. Beyond it are a second downstairs bedroom and adjacent full bathroom with pool access. Near the 3-car garage, the laundry room provides a utility sink, cabinetry, and counter space. A half bath completes the first floor. Upstairs, the second primary suite features a tray ceiling, French doors to a private lakeview balcony, two walk-in closets, and an ensuite bath with dual vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms and three full bathrooms, including two ensuite bedrooms, offer flexible accommodations. An expansive bonus room with hardwood flooring, lake-facing windows, and French doors to a separate balcony makes an ideal second living area, game room, or media room. Outdoor living takes center stage on the spacious covered lanai, with separate dining and lounge areas, ceiling fans, and a summer kitchen featuring a stainless steel grill, vent hood, refrigerator, and countertop space. The screened pool and spa, surrounded by an expansive paver deck, overlook Lake Hancock. Beyond the shoreline, the private two-story dock features a shaded lower seating area, boat lift, two Jet Ski lifts, and an open-air upper observation deck with panoramic lake views. From the living room and upstairs balconies to the pool and dock, the water is part of everyday life here. Summerlake community amenities include a pool, fitness center, tennis courts, playgrounds, and walking paths. Convenient to Hamlin Town Center, major highways, and Central Florida's world-famous attractions, this home offers an exceptional Lake Hancock waterfront lifestyle.

7723 Green Mountain Way, Winter Garden

8900 Sonoma Coast Drive, Winter Garden
$745,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Enjoy resort-style living in Waterleigh, a master-planned community in Horizon West, Winter Garden. This single-story home offers 3 bedrooms, 2 full bathrooms, a half bathroom, and a separate office, complemented by distinctive interior finishes and expansive outdoor living spaces. An inviting foyer features decorative wood slat accents, integrated lighting, and a floating bench. The open-concept living area showcases a tray ceiling, wood-look tile flooring, and a custom TV feature wall with a floating media console. The kitchen features cabinetry, stone countertops, a tile backsplash, pendant lighting, and a stainless steel appliance package, including a refrigerator, built-in oven, microwave, cooktop, and dishwasher. A separate dining area provides additional gathering space. The office features glass French doors, built-in cabinetry, shelving, and work surfaces. The primary suite includes custom closet organizers and an en-suite bathroom with dual sinks, illuminated mirrors, a separate shower, a soaking tub, and a private water closet. The laundry room includes a washer and dryer, while the garage offers extensive storage cabinetry and a coated floor. Step outside to a covered, screened lanai overlooking an expansive paver patio with a fire pit, fenced backyard, and wooded backdrop—an inviting setting for relaxing or entertaining. Waterleigh offers community pools, clubhouses, fitness facilities, playgrounds, and recreational amenities in a scenic setting of lakes and ponds. Enjoy convenient access to shopping and dining at nearby Hamlin, Publix within the community, historic Downtown Winter Garden, and SR-429. Nearby schools include Atwater Bay Elementary, Water Spring Middle, and Horizon High School; buyers should verify current school assignments with Orange County Public Schools. Kitchen appliances, washer, and dryer are included in the sale. Furnishings shown in the photographs are actual furnishings. Select photographs have been digitally enhanced for lighting, and flames have been digitally added to the outdoor fire pit.

8900 Sonoma Coast Drive, Winter Garden

13846 Fresh Ivy Street, Winter Garden
$699,000
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Beautifully appointed and thoughtfully designed, this home offers an exceptional opportunity to enjoy the Del Webb Oasis lifestyle—with the **seller covering the buyer's capital contribution fee PLUS six months of HOA dues!** From the moment you enter, you'll appreciate the attention to detail, sophisticated finishes, and inviting open-concept design. The beautifully appointed kitchen is a standout, featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a gas cooktop, designer lighting, and an expansive center island with seating. The soft, coastal-inspired color palette, beautiful flooring, and thoughtfully selected finishes create a home that feels both elegant and comfortable. The kitchen flows effortlessly into the dining and living areas, making it equally suited for everyday living and entertaining. A dedicated private office or flex space offers additional versatility. Beyond the home itself, **Del Webb Oasis offers an exceptional 55+ lifestyle** with amenities designed for recreation, relaxation, and connection. At the heart of the community is a beautiful 12,000-square-foot clubhouse featuring an indoor/outdoor bar and tavern, coffee lounge, fitness center with Technogym equipment, yoga and movement studio, arts and crafts room, billiards, and gathering spaces. The on-site restaurant offers lunch and dinner on Wednesdays and Fridays, making it easy to meet friends and enjoy an evening out without leaving the neighborhood. Outdoors, residents enjoy a resort-style zero-entry pool with lap lanes, spa, poolside cabanas, pickleball and tennis courts, bocce ball, walking paths, and inviting social spaces. A full-time lifestyle director coordinates a vibrant calendar of neighborhood activities, clubs, fitness classes, trivia nights, social gatherings, and special events. Whether you want to stay active, explore new interests, or simply enjoy time with neighbors, there's always something happening. Ideally situated in Winter Garden, just minutes from Walt Disney World, shopping, dining, and major roadways, Del Webb Oasis offers the perfect combination of resort-style living and everyday convenience. **A beautifully finished home, an engaging community, and valuable seller-paid incentives—your next chapter starts here!**

13846 Fresh Ivy Street, Winter Garden

13055 Sandcastle Drive, Winter Garden
$874,990
3 Beds ⋅ 4 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Step into the Renown, a new construction, single-story home situated within walking distance of the amenity center offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where soft-close cabinetry with clear glass uppers meets luxurious quartz countertops and a decorative tile backsplash. Thoughtfully designed features like easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. Whirlpool stainless steel appliances—including double ovens and a built-in natural gas cooktop—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a built-in bench and rain shower head, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the open flex room and powder room, provide ample space for family and guests. Designer-curated finishes elevate every corner of this home, including pendant pre-wire and under cabinet lighting in the kitchen, matte black hardware and plumbing fixtures, and 8’ Cheyenne style interior doors. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!

13055 Sandcastle Drive, Winter Garden

14026 Frasier Street, Winter Garden
$464,900
3 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
SELLER OFFERING $10,000 TOWARDS BUYER CLOSING COST WITH AN ACCEPTABLE OFFER!! Welcome to this beautiful 2023-built home in the desirable Highland Ridge community of Winter Garden! Featuring 3 bedrooms, 2.5 bathrooms, and 1,985 square feet of thoughtfully designed living space, this home offers the perfect combination of modern comfort, functionality, and energy efficiency. Step inside and discover a bright, spacious open-concept main floor, ideal for everyday living and entertaining. The inviting covered front porch adds charm and provides a wonderful place to relax and enjoy the Florida lifestyle. Upstairs, you’ll find a versatile loft perfect for gathering and relaxation, along with a private primary suite offering comfort and privacy. The additional bedrooms provide flexibility for family members or guests. Built by Meritage Homes, known for its innovative energy-efficient features, this property is designed with comfort and potential energy savings in mind. Additional highlights include a two-car garage and access to the community pool. Location is another outstanding feature! Just a short walk from the new Ovation Elementary School and the Flamingo Crossings shopping center, offering a variety of restaurants, fast-casual dining options, grocery stores, a fitness center, and convenience stores, making everyday living exceptionally convenient. The property also provides easy access to major roadways and Orlando’s world-famous attractions. Don’t miss your chance to own a nearly new home in one of the Orlando area’s most desirable locations. Schedule your private showing today!

14026 Frasier Street, Winter Garden

6707 Marmalade Alley, Winter Garden
$480,000
4 Beds ⋅ 4 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. Virtually Staged. Welcome to modern living in the heart of Winter Garden! This beautifully upgraded 4-bedroom, 3.5-bath corner-unit townhome offers a spacious, thoughtfully designed floor plan with the primary suite conveniently located on the main level, featuring a beautiful shiplap accent wall, updated shower, custom closet organization, and French doors opening to the inviting front porch. Upstairs, you'll find three carpeted bedrooms, including a private ensuite, along with a versatile loft featuring laminate flooring. The kitchen boasts stainless steel appliances, granite countertops, and a stylish backsplash, opening to inviting living and dining spaces accented by beautiful wood beams and upgraded lighting. Additional enhancements throughout the home include upgraded interior doors, a water softener, and thoughtful storage solutions. Step outside to your own private retreat featuring an extended, fully paved and fenced courtyard with sealed pavers, ideal for entertaining, relaxing, or enjoying Florida evenings. The detached garage has a covered walkway to the home. Located in the desirable Hamlin Reserve community in Horizon West, this home offers convenient access to Hamlin Town Center, shopping, dining, entertainment, and everyday essentials. Enjoy nearby parks, walking trails, and outdoor recreation, with easy access to SR-429 and a short drive to Walt Disney World and Central Florida's world-class attractions. A wonderful opportunity to enjoy modern living, exceptional outdoor space, and a convenient Winter Garden location!

6707 Marmalade Alley, Winter Garden

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