5 Beds ⋅ 4 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code

Heavily upgraded RockWell Faulkner in Harvest at Ovation with rare upstairs primary suite featuring a covered balcony and peaceful water view. East-facing front means soft morning light out front and sunset views from the balcony every evening. 5 bed, 3.5 bath, open-concept main level, gourmet kitchen, and 2-car attached garage. Zoned for top-rated Water Spring schools and Horizon High, just minutes to Disney and Horizon West dining.

13086 Sunrise Harvest Drive, Winter Garden

$850,000

5 Beds ⋅ 4 Baths ⋅ Glynwood 51 32 SubDv. ⋅ 34787 Zip Code

Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.

13856 Glynshel Drive, Winter Garden

$989,990

5 Beds ⋅ 5 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code

Virtually Staged. Pre-Construction. To be built. The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.

15154 Tea Tree Drive, Winter Garden

$2,575,000

5 Beds ⋅ 7 Baths ⋅ Grove/Oakland SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.

1155 Prado Lane, Oakland

$659,900

5 Beds ⋅ 4 Baths ⋅ Johns Landing SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional pool home located in the sought-after gated lakefront community of Johns Landing. Situated on an oversized 13,000+ square-foot corner lot with a mostly fenced backyard, this spacious home offers over 3,000 square feet of thoughtfully designed living space. Featuring 4 bedrooms, 4 full bathrooms, a dedicated office, media room, and spacious loft, this home provides the perfect balance of comfort and functionality for today’s lifestyle. The open-concept floor plan is highlighted by soaring ceilings, abundant natural light, and a gourmet kitchen that seamlessly connects to the main living and dining areas, making it ideal for both everyday living and entertaining. The first-floor primary suite serves as a private retreat, complete with dual vanities, separate his-and-her walk-in closets, and a spacious en-suite bath. Upstairs layout is Bedroom/Full bath, loft and Large media room that could be 5th bedroom. Downstairs features 3 bedrooms and 3 full bathrooms. Step outside to your screened lanai and sparkling private pool, where you can enjoy Florida’s beautiful weather year-round. The expansive backyard offers plenty of space for outdoor entertaining, while the three-car garage provides ample room for vehicles and storage. Residents of Johns Landing enjoy exclusive amenities including a private boat ramp and community dock, playground, tennis and pickleball courts, basketball court, and access to beautiful Johns Lake. Ideally located just minutes from historic downtown Winter Garden, the West Orange Trail, Costco, shopping, dining, and major highways, this home offers the perfect combination of luxury, convenience, and an active Florida lifestyle. Recent updates include a new roof (2019) and two HVAC systems (2019 and 2017), providing added peace of mind for years to come. *Sold As-is . Bring your design ideas! *Seller offers a $10,000-$20,000 credit for updates or buyer's closing costs.*

710 Regina Circle, Oakland

$799,900

5 Beds ⋅ 4 Baths ⋅ Ravenna Ph 1 SubDv. ⋅ 34787 Zip Code

BUYER INCENTIVES: Offering $10,000 in "Cash Flex" incentives to be used toward a price reduction, buyer closing costs, or an interest rate buy-down with a full-price offer! PLUS, get an additional $5,000 lender contribution toward a rate buy-down when using the seller’s preferred lender—that’s up to $15,000 in total savings! Welcome to the pinnacle of luxury at 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This single-story masterpiece offers a rare combination of upscale lifestyle flexibility and long-term value, situated on an expansive 0.48-acre premium lot—one of the largest in the entire community! With NO REAR NEIGHBORS, a serene conservation backdrop, and nightly views of spectacular theme park fireworks right from your own property, this home is a true sanctuary. Grand 8-foot double front doors welcome you into a masterfully crafted, light-filled layout boasting 5 bedrooms, 4 full bathrooms, and over 3,170 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ultimate ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five. It comes fully equipped with 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious primary suite serves as a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the layout features a Jack-and-Jill bathroom between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a multi-generational retreat or a private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your massive backyard looking out directly over a protected conservation area, providing unparalleled privacy and beautiful natural views. The neighborhood offers premium community amenities including a pool and playground, all with low HOA fees and NO CDD! PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center shopping, dining, and major transport corridors (429, 408, and Florida’s Turnpike). Enjoy a swift, seamless commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!

7687 Bowery Drive, Winter Garden

$890,000

5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!

8768 Sonoma Coast Drive, Winter Garden

$919,990

5 Beds ⋅ 5 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code

Under Construction. .

12570 Gold Honeysuckle Street, Winter Garden

$875,000

5 Beds ⋅ 5 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to one of the most beautifully designed homes in Horizon West, nearly 3700 square feet of luxury living space, and only 4 minutes from Disney World, Firework views nightly. This house is a MUST SEE. The open-concept floor plan includes an expansive great room that flows seamlessly to the covered lanai and spacious backyard. Perfectly positioned to capture breathtaking sunset views over open farmland. There is plenty of room to build your dream pool, and there are no rear neighbors! Built less than 2 years ago, this exceptional 5-bedroom, 4.5-bath residence offers spacious rooms, stunning modern farmhouse finishes throughout, and ample storage (a premium in Florida). From the moment you step inside, the home delivers an unforgettable WOW factor. Anchored by an oversized island and a designer gourmet kitchen with a gas range for any chef’s delight. The stellar floor plan features premium cabinetry, quartz countertops, and fixtures. There are three ensuite bedrooms, including a spacious primary suite, plus two secondary ensuite spaces. One of these ensuite spaces is conveniently located downstairs, making it ideal for guests or multigenerational living. Community amenities include: Pool, Splash Pad, Playground, Hiking & Biking Trails. Perfectly situated in the heart of Horizon West, this home is within walking distance of Flamingo Crossings shopping and dining, and the brand-new Ovation Elementary School, opening in August 2026. Convenient access to Hamlin, downtown Winter Garden, MCO, major roadways, shopping, dining, and entertainment make this location truly hard to beat. A rare combination of design, quality, functionality, views, and proximity to Disney. This is Central Florida luxury living at its best!

15652 Gentle Rain Drive, Winter Garden

$935,000

5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.

14102 Lochend Way, Winter Garden

$875,000

5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 & 3 SubDv. ⋅ 34787 Zip Code

Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.

6100 Cypress Hill Road, Winter Garden

$719,900

5 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code

Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

5973 Cypress Hill Road, Winter Garden

5 Bedroom Homes for Sale in Winter Garden, FL

All 5 Bedroom Homes for Sale in Winter Garden, FL

The Nest Group

Search

Resources

About