Winter Garden Homes with Community Pool type

Winter Garden Homes with Community Pool type

Welcome to Winter Garden, Florida—a charming city nestled within the heart of Orange County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque landscapes, vibrant downtown, and rich history, Winter Garden offers residents a unique lifestyle that celebrates both community and nature. With its lush parks, scenic walking trails, and proximity to the lush waters of Lake Apopka, outdoor enthusiasts will find ample opportunities for recreation and relaxation.

One of the standout features of Winter Garden living is the array of beautiful homes with community pools. Imagine coming home to a stunning property where you can unwind in your own backyard oasis, complemented by the added luxury of a community pool. These homes are designed not only for comfort but also for connection, fostering a sense of community among neighbors. Whether you're enjoying a sunny afternoon by the poolside or hosting a barbecue with friends, the community pool becomes a central hub for socializing and making lasting memories.

Winter Garden’s real estate market is thriving, with a variety of architectural styles to choose from, ensuring that every family can find their perfect fit. With top-rated schools, delightful local shops, and a vibrant arts scene, this city truly has something for everyone. Experience the charm of Winter Garden, where your dream home with a community pool awaits, offering a lifestyle that embraces both relaxation and community spirit. Explore the possibilities today and discover why so many are choosing to call Winter Garden home!

Newest Winter Garden Homes with Community Pool type

$638,000
3 Beds 3 Baths Oakland Park SubDv. 34787 Zip Code
Welcome to this modern 3-bedroom, 2 and 1/2-bath residence, 1650 square feet located in McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. This Home has a nice welcoming front porch and showcases timeless architecture, upscale designer finishes. Step inside to discover soaring ceilings, beautiful luxury vinyl plank flooring throughout the main living areas. At the heart of the home on the 2nd Story, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room with a Balcony to have coffee in the morning or tea in the evening. Upstairs, an expansive loft offers nice living space. Cathedral ceilings, walk-in closet. One of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market close to Winter Garden Village at Fowler Groves the outdoor Mall and the Orlando International Airport. With convenient access to Florida's Turnpike, SR-429, 408, to downtown Orlando, and Central Florida's world-famous attractions and Themed Parks, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.

910 Trowman Aly, Winter Garden

$415,000
2 Beds 3 Baths Signature Lakes Ph 02 A B H I J SubDv. 34787 Zip Code
Well-maintained and thoughtfully updated, this New Independence townhome offers the perfect combination of style, comfort, and low-maintenance Florida living, all while located in a highly desirable community. Step inside to find updated flooring throughout, plantation shutters, and a bright, inviting layout designed for effortless everyday living. The renovated primary suite adds a modern, elevated touch, while the home’s thoughtful design provides the perfect setting for both relaxing and entertaining. Outside, discover a beautifully organized backyard oasis—a private space to enjoy your morning coffee, host friends, or simply take advantage of the Florida sunshine. And the lifestyle extends well beyond the property. New Independence offers an impressive collection of amenities, including two resident clubhouses, two resort-style pools with cabanas and grills, a whirlpool spa, two fitness centers, tennis and basketball courts, parks, playgrounds, and more than 6 miles of walking, running, and biking trails. Residents also have private lake access with boat ramps and on-lake ski ramps serving the lakes between Lake Hancock and Lake Speer. The community also features two dedicated dog parks, including separate areas for large and small dogs. Additionally, the HOA also includes basic high-speed internet and cable TV service, adding even more value to the community’s amenities package. Location is a major advantage; this home is only minutes from the popular Hamlin shopping and dining district, as well as the Winter Garden Village, downtown Winter Garden, and major roadways. Enjoy convenient access to some of the area’s best restaurants, shopping, and everyday necessities while still coming home to a peaceful, established community. Updated. Turnkey. Ideally located. And ready for its next owner.

5751 New Independence Parkway, Winter Garden

$509,900
3 Beds 2 Baths Summerlake Pd Phase 2a And 2b SubDv. 34787 Zip Code
SUMMERLAKE | WINTER GARDEN | HORIZON WEST | MOVE-IN READY Beautifully maintained one-story 3-bedroom, 2-bath home in the highly desirable Summerlake community, ideally located just minutes from Hamlin Town Center. Enjoy convenient access to shopping, dining, entertainment, top-rated schools, and major highways. The bright open-concept floor plan seamlessly connects the living, dining, and kitchen areas, with large windows providing abundant natural light. The kitchen features ample cabinetry, modern appliances, a breakfast bar, and NEW DISHWASHER & MICROWAVE. The spacious primary suite offers a walk-in closet and private bath with dual sinks, soaking tub, and separate shower. Two additional bedrooms share a full bathroom. TILE FLOORING THROUGHOUT provides a clean, durable, and low-maintenance finish. ROOF REPLACED IN 2026 and INTERIOR & EXTERIOR PAINT COMPLETED IN 2026, offering valuable peace of mind to the new owner. The attached garage includes a SPLIT A/C UNIT, creating a flexible space for storage, hobbies, recreation, or other personal use. The covered SCREENED-IN LANAI is perfect for relaxing and enjoying the Florida lifestyle. Located JUST ONE BLOCK FROM THE COMMUNITY CLUBHOUSE, this home offers exceptional convenience to Summerlake’s resort-style amenities, including a community pool, fitness center, tennis courts, playgrounds, walking trails, and clubhouse. HOA INCLUDES LAWN CARE, providing added convenience and low-maintenance living. Prime location near Hamlin Town Center, DISNEY, Publix, Walmart, restaurants, cafés, boutique shopping, Cinépolis Luxury Cinemas, PopStroke, Urban Air, Adventure Park, SR-429, and nearby schools including Summerlake Elementary, Hamlin Middle, and Horizon High School. Move-in ready with a new roof, fresh 2026 interior/exterior paint, new kitchen appliances, tile flooring throughout, screened lanai, and an unbeatable Winter Garden location. Schedule your private showing today!

14931 Porter Rd, Winter Garden

$460,000
4 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Welcome to the highly sought-after Brentwood model in the guard-gated golf community of Stoneybrook West! This 4-bedroom home offers a flexible floor plan with the option to use the fourth bedroom as a private home office, making it ideal for today’s lifestyle. The spacious kitchen opens to the family room, creating a comfortable gathering space highlighted by a cozy gas fireplace. Recent updates include a NEW HVAC system (2026), water heater (2023), roof (2018), new garbage disposal, gutters, and more. The primary suite features beautiful bay windows and a large walk-in closet. Enjoy Florida living year-round from the added covered and screened patio with tile flooring overlooking the fenced backyard. Additional highlights include attic storage with plywood flooring, providing valuable extra storage space. Located in the desirable Stoneybrook West community, residents enjoy an impressive array of amenities, including golf, clubhouse, pools, fitness facilities, tennis, pickleball, playgrounds, walking trails, and more. The community also offers lake access and boating for residents, including a private community boat launch. All of this is located in Winter Garden, one of Central Florida’s most sought-after and vibrant markets, offering convenient access to shopping, dining, entertainment, top-rated schools, major roadways, and everything the area has to offer. A flexible floor plan, important major-system updates, outdoor living space, and an exceptional guard-gated community make this Brentwood model a home worth seeing!

1118 Maidenmoor Road, Winter Garden

$479,900
3 Beds 3 Baths Oakland Trls Ph 2 SubDv. 34787 Zip Code
Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West Orange Trail! Imagine walking or biking to dinner in downtown Winter Garden just minutes away! You're also just minutes from the Florida Turnpike and all the new shopping in Clermont, including Costco just down the road. The location of this home is incredible! From the moment you step through the glass-paneled front door, you are greeted by a bright and airy two story foyer featuring warm luxury vinyl flooring and a contemporary staircase accented with sleek, industrial cable railings. The main level effortlessly transitions into a sun-drenched living space, anchored by large sliding glass doors that open up to an outdoor patio and frame views of the surrounding neighborhood. A neutral color palette and recessed lighting throughout enhance the sophisticated, move-in-ready aesthetic of the home. At the heart of the home is a chef-inspired gourmet kitchen designed for effortless entertaining. The massive central island takes center stage, featuring gleaming white quartz countertops, a deep undermount sink, and comfortable breakfast bar seating for four beneath stylish pendant lighting. Striking dark espresso cabinetry provides an abundance of storage space and beautifully contrasts the modern herringbone tile backsplash. Equipped with premium stainless steel appliances—including a built-in wall oven and microwave combo, a cooktop, and a French-door refrigerator—this kitchen is as functional as it is beautiful, complete with a spacious walk-in pantry nearby. Opposite the main living area, a formal dining space is defined by its soaring high-volume ceiling and a dramatic, modern halo chandelier that casts a warm glow over your dinner parties. Upstairs you'll love the oversized loft area that's open to below - perfect for cozier gatherings with the family. The secondary bedrooms are generously sized and each have their own walk in closets. The primary suite features a grand entrance with french doors leading to the large bedroom with two massive walk in closets, a tray ceiling, and more french doors leading to the spa inspired primary bath. The upstairs laundry room is conveniently placed to complete the home. With major shopping, dining, and entertainment options located within 15 minutes of this community, you have no shortage of lifestyle at your fingertips! You can get to Disney parks in about 20-25 minutes! You're also zoned to A rated schools, and have a very popular charter school - Oakland Avenue Charter School just minutes away. Come tour this home today!

2273 Standing Rock Circle, Oakland

$452,000
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
MOVE-IN READY! BRAND-NEW CONSTRUCTION, NEVER LIVED IN! Located in the highly desirable Waterleigh community in Winter Garden, this beautiful Ibis townhome offers 3 bedrooms, 2.5 bathrooms, a one-car garage, and a long driveway providing additional parking space. With modern finishes and a bright, open-concept design, this home is ready for its first owner! Step inside through the welcoming foyer and into an open living space where the kitchen, dining area, and living room flow seamlessly together. The kitchen features upgraded stainless steel appliances, quartz countertops, ample cabinetry, and convenient bar seating, making it ideal for everyday living and entertaining. The living area overlooks a covered patio, offering additional space to relax and enjoy the Florida lifestyle. A powder room and rear-entry garage complete the first floor. Upstairs, you’ll find all three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite features a walk-in closet, double-sink vanity, and generously sized shower. Two additional bedrooms and a full guest bathroom provide flexibility for family, guests, or a home office. The home also includes a Smart Home technology package, allowing convenient control of compatible home features from your smart device whether you’re home or away. Located in Waterleigh, one of Horizon West’s sought-after master-planned communities, residents enjoy an exceptional lifestyle with resort-style amenities and convenient access to shopping, dining, entertainment, and major Central Florida destinations. SR-429 is nearby, providing easy connectivity throughout the Orlando area. With attractive curb appeal, modern finishes, newer construction, and a low-maintenance townhome lifestyle, this Ibis offers an excellent opportunity to own a move-in-ready home in Winter Garden. Schedule your private showing today!

16570 Barbours Creek Way, Winter Garden

$660,000
3 Beds 3 Baths Winding Bay SubDv. 34787 Zip Code
Located in the desirable Winding Bay community in Horizon West, this impeccably maintained home offers 3 spacious bedrooms, 2.5 bathrooms and a versatile flex room that can easily serve as a home office, playroom or potential 4th bedroom. Luxury tile flooring, upgraded in 2025, flows throughout the entire home for a clean and consistent look that is stylish, durable and easy to maintain. The kitchen serves as the centerpiece of the main living space, featuring an oversized island, custom range hood, upgraded cabinetry with crown molding, hard-wired under-cabinet lighting and abundant counter and storage space. Crown molding, oversized baseboards, decorative columns, and custom finishes bring an elevated feel and distinctive detail to the interior. The spacious owner’s suite features plantation shutters and a beautiful en-suite bathroom, fully upgraded in 2026 with floor-to-ceiling tile, modern finishes and a large walk-in closet. The two secondary bedrooms share a convenient Jack-and-Jill bathroom. Double sliding doors lead to the screened lanai with sun shades, overlooking the fully fenced backyard with iron fencing. In the evening, relax outdoors and enjoy views of the Disney fireworks in the distance, adding a special touch to the Florida lifestyle. Additional features include an extended driveway with pavers, gutters, whole-home security camera system, whole-home water softener, reverse osmosis filtration in the kitchen and a dedicated garage outlet for an additional refrigerator or freezer. Solar panels provide an added energy-efficiency benefit, with electric bills averaging approximately $34 during the hot summer months. With no carpet, extensive upgraded tile flooring, flexible living space, a renovated owner’s bathroom, solar panels, and numerous thoughtful upgrades, this Horizon West home is truly move-in ready. This home offers convenient access to shopping, dining, schools, major roadways, and the many amenities throughout Winter Garden and West Orange County. Schedule your showing today!

10750 Petrillo Way, Winter Garden

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