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Newest Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for newest homes for sale 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 newest properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Newest Homes for Sale in Winter Garden, FL

$1,095,000
4 Beds 4 Baths 30 North Park SubDv. 34787 Zip Code
Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

64 N Park Avenue, Winter Garden

$873,000
5 Beds 3 Baths Winter Grove SubDv. 34787 Zip Code
QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!

276 Summer Pine Street, Winter Garden

$336,900
3 Beds 3 Baths Tucker Oaks SubDv. 34787 Zip Code
***SELLER MOTIVATED*** Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!

1532 Scarlet Oak Loop Unit 70B, Winter Garden

$385,000
3 Beds 3 Baths Watermark Ph 3 SubDv. 34787 Zip Code
Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining or everyday living. Natural light fills the home, highlighting the neutral tones and tile flooring throughout the main living areas. Upstairs, the generous primary suite features a designer accent wall, large windows, and a spacious walk-in closet with built-in organization. The en-suite bath offers dual vanities with granite counters and a walk-in glass-enclosed shower. Secondary bedrooms are well-sized and share a full bath with granite countertops. A convenient upstairs laundry room adds to the home’s thoughtful layout. Additional highlights include a private office/flex space, a powder bath downstairs, ample storage throughout, and a charming covered front porch overlooking peaceful green space. Enjoy outdoor living on the private paver patio. Enjoy low-maintenance living with community-maintained exteriors and close proximity to Hamlin’s shops, restaurants, lakefront trails, events, and community recreational amenities, including a nearby basketball court — all just minutes from your front door. Convenient access to FL-429, top-rated schools, and downtown Winter Garden adds to the appeal. This is a fantastic opportunity to own in a vibrant, walkable area that blends convenience, lifestyle, and charm. Schedule your showing today!

14989 Apollo Bond Drive, Winter Garden

$515,000
4 Beds 3 Baths Oakland Trls Ph 1 SubDv. 34787 Zip Code
INCREDIBLE OPPORTUNITY to own this stunningly gorgeous 4 bedroom 2.5 bathroom corner lot home in the HIGHLY DESIRABLE community of Oakland Trails! Boasting over 2200 sq. feet of living space this 2017 built gem is amply equipped to meet the needs of families of all sizes and is gushing with stylistic appeal! Enter the home into a bright and positive feeling OPEN CONCEPT GREAT ROOM highlighted by newer(2024) luxury plank flooring, a large living/dining area, built-in OFFICE SPACE, and a half sized bathroom. The kitchen is a CHEF'S DREAM featuring granite counters, a large eat-in island, stainless steel appliances, built-in oven and microwave, designer pendant lighting, closet style pantry, and a dedicated coffee/work station. WOW! Head upstairs and pass through the BONUS LOFT area into an OVERSIZED MASTER SUITE with tray ceilings, a large split vanity master bath, and a MASSIVE WALK-IN CLOSET equipped with built-in shelving and organizers. The second floor also contains three secondary bedrooms, a full size hallway bathroom, and a large laundry room. Additional features of the home include: a FULL SOLAR PANEL SYSTEM(providing significant energy savings), an oversized two car garage, built-in security system, and paver driveway. The Oakland Trails community includes a community pool and clubhouse, dog park, playground, and walking trails. Located minutes away from the WEST ORANGE TRAIL this area is a hotbed for outdoor recreation and is ZONED FOR EXCELLENT SCHOOLS! In close proximity to major commuting highways, downtown Winter Garden, and ample shopping amenities, this is a PRIME LOCATION home and MOVE-IN ready for it's next owners. DON'T DELAY!! Book your private showing today.

2259 White Feather Loop, Oakland

$515,000
4 Beds 3 Baths Ovation/Westhaven SubDv. 34787 Zip Code
Gorgeous, pristine and clean, four-bedroom, three-bath, like-new townhome, is approximately 20 minutes to the Disney area and approximately 35 minutes to Universal and on a prime corner lot in the desirable West Haven Ovation community of Winter Garden. Built by Toll Brothers, this nearly new townhome offers an opportunity to move in now so why wait to build! This two-story townhome features an open-concept floor plan filled with abundant natural light. The kitchen is a showstopper, boasting quartz countertops, wood cabinetry, stainless steel appliances, ample lighting, an extended island with a breakfast bar, a large walk-in pantry and a separate dining area. The spacious family room flows seamlessly from the kitchen and dining areas, making it ideal for entertaining. The first floor includes a guest bedroom with a large closet and a full bath with tub/shower, offering flexibility for a home office, playroom or workout space. Upstairs, you’ll find three additional bedrooms, including the oversized primary suite, complete with a spacious walk-in closet and a private en-suite bath featuring dual vanities. The second floor also includes a large walk-in laundry room, with washer and dryer included. Enjoy the convenience of a rear-facing two-car garage with opener and a private courtyard, ideal for relaxing in the sun. There is an enclosed walkway from the garage to the home. Residents of West Haven Ovation enjoy resort-style amenities, including a community clubhouse and pool, playground, and sidewalks for recreation, biking or jogging. Near Horizon West Town Center, with easy access to Interstate 4 and the 429 Expressway, and close to shopping, dining, highly rated schools and an easy commute to Disney area theme parks. Call today to schedule your private tour. This beautiful home could be yours!

14075 Lochend Way, Winter Garden

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