Winter Garden Homes with Trees/Woods View

Winter Garden Homes with Trees/Woods View

Welcome to Winter Garden, Florida – a charming city that beautifully blends small-town warmth with vibrant community spirit. Nestled in the heart of Central Florida, Winter Garden boasts a rich history, stunning landscapes, and an array of amenities that make it a perfect place to call home. With its picturesque downtown area, lined with boutique shops, delightful cafes, and the scenic West Orange Trail, residents enjoy a lifestyle steeped in leisure and community engagement.

One of Winter Garden's most enchanting features is its abundance of homes that offer breathtaking views of lush trees and serene woods. Imagine waking up each morning to the soothing sounds of nature, with your windows framing a picturesque backdrop of verdant foliage. These homes not only provide a tranquil escape but also create a peaceful ambiance that enhances your living experience. Whether you're sipping your morning coffee on the porch or hosting a weekend barbecue in your backyard, the natural beauty surrounding your home will surely inspire a sense of harmony and relaxation.

In addition to its scenic views, Winter Garden is known for its excellent schools, parks, and recreational activities, making it an ideal location for families. With a rich calendar of community events, farmers markets, and festivals, there’s always something happening in this vibrant city.

If you’re looking for a home that offers both comfort and a connection to nature, Winter Garden’s tree-lined streets and wooded vistas are waiting for you. Come discover the magic of living in a place where every day feels like a retreat!

Newest Winter Garden Homes with Trees/Woods View

3 Beds ⋅ 2 Baths ⋅ S5157882 MLS

Discover refined living in this beautifully appointed corner-lot residence in desirable Horizon West. Designed with elegance and everyday comfort in mind, this exceptional home features a spacious open floor plan, split-bedroom design, 3 bedrooms, 3 full baths, and a versatile den. The gourmet kitchen showcases 48-inch cabinetry, a beautiful glass-front display cabinet, and granite countertops, creating a nicespace for both everyday living and entertaining. The corner setting provides abundant natural light and enhanced privacy, while the HOA includes lawn maintenance for added convenience. Ideally located near Publix, Walmart, Starbucks, restaurants, cafés, Cinepolis Luxury Cinemas, Urban Air Trampoline Park, and highly rated schools. Convenient access to Hwy 429 and Hwy 535.

8091 Bowery Drive, Winter Garden

4 Beds ⋅ 4 Baths ⋅ O6435581 MLS

Welcome to 17336 Lake Star Road, a beautifully appointed 2024-built pool residence framed by unobstructed conservation views at both the front and rear. Featuring Ashton Woods’ highly desirable Griffin floor plan, this move-in-ready home includes thoughtful upgrades throughout, a fenced backyard and exceptional privacy with no immediate neighbors directly in front or behind. Abundant windows throughout the home fill the interiors with natural light while capturing peaceful views of the surrounding greenery and natural setting from nearly every room. A dedicated butler’s pantry adds both functionality and an elegant transition between the kitchen and dining spaces. Among a limited selection of 2024-built residences currently offered for sale in Winter Garden with a private pool, the home also benefits from notably low HOA fees and no CDD. For buyers seeking a seamless move-in experience, designer furniture and furnishings are also available as a separate package, offering the opportunity to enjoy the home beautifully furnished from day one. Ideally situated in Ovation at Horizon West and near top-rated schools, the property combines newer construction and peaceful conservation surroundings with easy access to Central Florida’s most desirable destinations. Walt Disney World Resort is approximately 5 miles away, with direct access via SR 429 and Western Way, while Universal Orlando is approximately 25 miles away. Publix, Starbucks and Target are just minutes away, along with an excellent selection of nearby dining, shopping, entertainment and everyday essentials. Schedule a private showing to experience the conservation views, natural light, and privacy of this Northlake at Ovation residence firsthand.

17336 Lake Star Road, Winter Garden

RARE corner 2.5-acre homesite in Winter Garden's sought-after Lake Avalon. No HOA and A-1 zoning that welcomes a custom estate, ADU, extra garage, barn, horses, or RV and boat storage. High and dry with gentle slope, mature trees, and a mix of cleared and wooded ground already prepped for plans and permitting, this 333-by-327-foot parcel offers real, usable space and strong frontage just minutes from Hamlin Town Center, Horizon West amenities, and Disney's back entrance. Enjoy country privacy without giving up convenience or top-rated schools. Utilities and survey are available; bring your own builder or partner with a local custom firm that knows the area. Corner, no-HOA acreage this close to the growth corridor is increasingly scarce - an opportunity to design the property you've been waiting for rather than settle for a typical subdivision lot.

17206 Red Bird Road, Winter Garden

5 Beds ⋅ 5 Baths ⋅ O6436608 MLS

Your chance to own the FORMER MODEL for entire community. Set behind the GATED ENTRY of Lake Roberts Landing with community fishing pier to 116 acre Lake Roberts. THE IDEAL FLOOR PLAN you have been waiting for, 5 beds, office, movie theatre and bonus.. PLUS this rare gem... Primary bed and an additional En Suite on 1st floor !!! Incredible street presence and MASSIVE fenced back yard. Oversized covered lanai with summer kitchen provides the ideal place to relax and entertain. Screen enclosed pool and spa with paver deck competes the perfect back yard to embrace the Florida Lifestyle. Entering the home you are greeting with soaring ceilings of a foyer replicating a great hall feel. Formal dining and private office (on top of the 5 bedrooms) flank the entry, Both boasting amazing detail and carpentry that would be expected in the former model. Pass the wet bar for entertaining to the formal living room with same soaring ceiling height as the foyer itself. The heart of the home well appointed with timeless wood cabinets, lots of workspace and vented cook top too. The family room overlooks the pool, yard and lanai. DOWNSTAIRS MASTER is incredible and a RARE SECOND EN SUITE DOWNSTAIRS is perfect for guests or aging family members. Ascend the showstopping curved staircase to the equipped home theatre and additional BONUS ROOM. 2 large secondary bedrooms with jack and jill set up PLUS another EN SUITE/ 2nd primary bedroom on the 2nd floor. ALL beds have a walk-in closet too ! 3 car tandem garage, tile roof. Minutes to 429 expressway, countless shopping and dining options in literally every direction. Sought after K-12 school district plus Foundation Academy and Windermere Preparatory school campuses minutes away. Disney less than 15 away and 20 to Downtown Orlando. This is truly an amazing opportunity for one buyer. Move fast, this is one that is priced to sell.

1720 Lake Roberts Landing Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ O6440321 MLS

WALK ON IN AND CALL IT HOME! Welcome to this beautiful, almost-new K. Hovnanian home, where thoughtful design, spacious living, and stylish upgrades come together beautifully. As you enter, you’re greeted by a welcoming foyer. To the right are two generously sized bedrooms and a full bathroom. Continue down the hall and discover a functional nook that’s perfect for a home office, study area, or homework station. With its own charming barn door, this space can easily be closed off for added privacy. Just to the right, French barn doors open to a versatile flex space that can be used as an office, formal dining room, or even a fourth bedroom—whatever best suits your lifestyle. Step into the spacious great room and prepare to be impressed! Gorgeous exposed beams create a warm and inviting atmosphere, while the chef-inspired kitchen is the true centerpiece. Featuring ample counter space, a beautiful white farmhouse sink, built-in oven, freestanding oven, stylish range hood, and stunning backsplash, this kitchen is both functional and beautifully appointed. The oversized primary suite offers a peaceful retreat, with a spacious bedroom and a luxurious ensuite bathroom designed with comfort in mind. Enjoy a large walk-in shower, freestanding soaking tub, dual vanities, and an enormous walk-in closet. This thoughtfully designed home also features a generously sized laundry room and mudroom, an oversized garage, and a beautiful lot with a fully fenced backyard—perfect for entertaining, relaxing, or enjoying time outdoors. And the location is just as impressive! Zoned for highly desirable schools and conveniently located near the 429, Turnpike, and 408, with easy access to Disney, shopping, dining, and so much more. With its spacious layout, beautiful finishes, and fantastic location, this home is sure to impress. Schedule your private showing today before this one is SOLD!

13184 Dendy Way, Winter Garden

4 Beds ⋅ 3 Baths ⋅ O6436846 MLS

Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story loft and a versatile fourth bedroom with its own half bath—perfect for guests, a media room, or flexible living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious family room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and separate office with French doors provide additional space and privacy. Step outside to enjoy peaceful outdoor living in the landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car garage plus a dedicated golf cart garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season too. Recent updates include a New Roof (2020), New hot water tank, New mini-split, A/C Main (2023), and fresh interior paint (2026). Buyers....$10k towards rate buy down or closing costs/prepaids at closing w/ full price offer. Come discover all this wonderful home has to offer and make it yours!

502 Palm Drive, Winter Garden

6 Beds ⋅ 6 Baths ⋅ G5117336 MLS

Coming back to market soon after SIGNIFIGANT PRICE REDUCTION- SELLER IS MOTIVATED! RARE DUAL-RESIDENCE PROPERTY | NO HOA | MINUTES TO DOWNTOWN WINTER GARDEN Built in 2021 on a prime corner lot, this custom property features two complete attached residences under one roof. Designed for maximum privacy, each home faces a separate street, featuring its own street address, private covered front porch, and dedicated 2-car garage (4 garage spaces total). Ideal for house-hacking, multi-generational living, or long-term dual-rental income. --- KEY PROPERTY SPECS: Total Living Space: 2,876 heated sq ft Total Bed / Bath: 6 Bedrooms | 4 Full Baths | 2 Half Baths Layout: Identical two-story layouts (3 Beds / 2.5 Baths per side) Parking: 4 total garage bays (2 attached 2-car garages) + separate driveways Year Built: 2021 (Block construction, double-pane windows, zoned HVAC) HOA: None — no monthly fees, no restrictive rental caps --- THE RESIDENCES: Wilson Street Unit: Upgraded with luxury vinyl plank flooring, open-concept living, and an upgraded kitchen featuring stone countertops, gas cooking, and French doors leading out to patio space. Upstairs holds a primary suite with walk-in closet and private bath, plus two guest bedrooms and a second full bath. Maple Street Unit: Turnkey and low-maintenance with clean tile and durable laminate flooring. Features an open living/dining layout, powder bath on the main floor, and 3 bedrooms with 2 full baths upstairs. --- THE LOCATION: Minutes to Historic Downtown Winter Garden, Plant Street dining, breweries, and the award-winning Farmers Market Direct proximity to the West Orange Trail Quick access to SR-50, the 429, and Florida’s Turnpike for easy Central Florida commutes Live in one side and offset your mortgage with the other, keep extended family next door, or rent both for strong cash flow. Contact us today to schedule your private tour!

402 E Maple Street, Winter Garden

4 Beds ⋅ 4 Baths ⋅ O6437583 MLS

WATER & CONSERVATION VIEW | NO REAR NEIGHBORS | THREE-CAR TANDEM GARAGE | POOL READY, FENCED YARD | NEW CARPET & FRESH PAINT | MOVE IN READY -- Located in Winter Garden's sought-after Waterleigh community, minutes from Walt Disney World. The home sits on a premium oversized homesite backing to conservation, with pond views and no rear neighbors. It is part of D.R. Horton's luxury Emerald Collection, built with upgrades like a concrete tile roof and an extended tandem garage. New carpet and fresh interior paint throughout. The flexible floor plan offers four bedrooms, a first-floor bonus room, and a spacious upstairs loft. A first-floor bedroom and full bath make an ideal setup for guests, multigenerational living, or a private home office. The gourmet kitchen offers quartz counters, a built-in oven, an induction cooktop, a range hood vented outside, a butler's pantry, and a walk-in pantry. It opens to the living room and a dining room with water views. Upstairs, the primary suite features a tray ceiling, a pond-view sitting area, a garden tub, and a walk-in shower. Outside, the screened lanai with brick pavers overlooks a fully fenced backyard with room to design your own custom pool. The 38-foot tandem garage adds an epoxy floor and a Tesla EV charger that conveys. Best of all, this is maintenance-free living: the HOA handles the lawn and landscaping for you, along with resort-style amenities including community pools, clubhouse, fitness center, parks, playgrounds, and a dog park. Close to Horizon West and Hamlin shopping and dining, with easy access to SR-429. Zoned for Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Seller is a licensed Florida real estate sales associate.

9982 Beach Port Drive, Winter Garden

5 Beds ⋅ 4 Baths ⋅ O6437516 MLS

Welcome to luxury living in the heart of Horizon West! This stunning Santa Fe floorplan by K. Hovnanian Homes perfectly blends rustic charm with modern elegance, offering space, privacy, and an unbeatable location. Step inside to a bright, airy main living space featuring dramatic vaulted ceilings accented by rich wooden beams and seamless, carpet-free flooring—sleek tile flows throughout the main level, while high-end Luxury Vinyl Plank (LVP) spans the second floor. A designer farmhouse aesthetic carries through the gourmet kitchen and bathrooms, blending timeless style with everyday functionality. The main floor features a peaceful primary suite with a spa-like ensuite bath complete with a standalone soaker tub and separate shower, as well as a massive second guest bedroom with a stylish barn door entrance that works perfectly as a private suite or home office. Upstairs, a spacious loft offers a flexible secondary living area alongside three generously sized bedrooms and two full bathrooms. Outside, the covered lanai overlooks a peaceful, open grassy field, delivering ultimate backyard privacy with no rear neighbors. Positioned just down the street from the shopping, dining, and entertainment of Flamingo Crossings, minutes from Walt Disney World, and within walking distance to the brand-new Ovation Elementary School right outside the neighborhood, this home offers the ideal combination of high-end design, privacy, and everyday convenience. Schedule your private tour today!

13112 Dendy Way, Winter Garden

4 Beds ⋅ 3 Baths ⋅ S5156172 MLS

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor plan. The first floor features a formal living area, open kitchen with granite countertops a double oven, stainless steel appliances, eat-in dining space and a family room with upgraded luxury laminate flooring. Upstairs you’ll find all four bedrooms, two full bathrooms, and a versatile bonus/flex loft area. The bedrooms feature ceiling fans and spacious walk-in closets. Additional highlights include excellent storage throughout the home, generously sized under stair storage, and a separate drop zone. Step outside to enjoy bespoke landscaping with wired outdoor lighting, garden beds for your next harvest, an extended patio creating the perfect outdoor oasis. Conveniently located adjacent to the community pool, this home offers both comfort and convenience. Enjoy easy access to Orlando's theme parks, shopping, dining, and recreation, including the nearby 22-mile paved West Orange Trail as well as the Nature Preserve, perfect for walking, biking, and outdoor activities. A newly built Costco and an array of restaurants are also nearby. Easy access to Turnpike, 429, 408 making any commute a breeze. Enjoy the charm of the Town of Oakland while being just minutes from Winter Garden and Orlando. Schedule your tour today!

1750 Standing Rock Circle, Winter Garden

4 Beds ⋅ 3 Baths ⋅ O6434740 MLS

Virtually Staged. ~Seller may consider buyer concessions if made in an offer~Perfectly situated in sought-after Summerlake Groves of Winter Garden, this BEAUTIFULLY MAINTAINED 4-bedroom, 2.5-bath two-story home offers a light and bright OPEN CONCEPT floor plan, over 2,000 SQUARE FEET of living space, a convenient rear-entry garage and the peace of mind that comes with a home built in 2018. MOVE-IN READY and thoughtfully designed for comfortable family living, this home combines everyday functionality with the lifestyle that makes Winter Garden such a desirable place to call HOME. Step inside to find easy-care CERAMIC TILE FLOORS throughout the main living areas and an inviting flow from the spacious Living Room into the Kitchen and Dining area. An abundance of windows fills the Living Room with NATURAL LIGHT, while the open sight lines make gathering with family or entertaining friends effortless. At the heart of the home, the Kitchen overlooks the living space and features GRANITE COUNTERTOPS, stainless steel appliances, a closet pantry and a generous ISLAND with BREAKFAST BAR SEATING and room for counter-height stools. Just beyond, the bright Dining area offers sliding glass door access to the COVERED BRICK-PAVER PATIO, creating an easy transition for morning coffee, weekend cookouts or relaxing outdoors. Upstairs, the PLUSH CARPETED BEDROOMS provide a comfortable retreat away from the main living spaces. The spacious Primary Suite features a decorative TRAY CEILING, DUAL WALK-IN CLOSETS and a private en-suite bath with dual sinks, STEP-IN SHOWER and private WATER CLOSET. Three additional Bedrooms offer plenty of room for family, guests, a home office or hobbies, with some Bedrooms featuring their own WALK-IN CLOSETS. A second Full Bath has been recently retiled, and the conveniently located second-floor Laundry Room comes with a UTILITY TUB and includes the WASHER and DRYER. Outside, the BRICK-PAVER DRIVEWAY and REAR-ENTRY GARAGE add curb appeal while keeping the front of the home welcoming and attractive. Summerlake Groves offers a wonderful FAMILY-FRIENDLY atmosphere with a LOW HOA and amenities designed for enjoying the Florida lifestyle, including a clubhouse, RESORT-STYLE POOL, playground, dog park and TENNIS COURTS. Community events and SEASONAL FESTIVITIES create even more opportunities to get to know your neighbors and enjoy where you live.The Winter Garden location is hard to beat, with DISNEY WORLD just minutes away and HAMLIN TOWN CENTER nearby for shopping, dining and everyday conveniences. Spend the weekend exploring local parks, enjoying the WEST ORANGE TRAIL, grabbing dinner in Hamlin or heading to the nearby attractions. Zoned for EXCELLENT SCHOOLS and surrounded by the shopping, dining, recreation and entertainment that make Winter Garden so popular, this home provides the ideal combination of comfort, community and convenience. Well maintained, MOVE-IN READY, NEWER CONSTRUCTION and perfectly positioned in one of Winter Garden’s most sought-after areas — this is the one you’ve been waiting for! Call today to schedule your private showing and make Summerlake Groves your next HOME.

8016 Sweet Orange Avenue, Winter Garden

6 Beds ⋅ 6 Baths ⋅ O6432738 MLS

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7693 Green Mountain Way in Winter Garden, an impressive two-story lakefront home offering 6 bedrooms, 6 bathrooms, dual primary suites, a spacious loft, balcony, and multiple indoor and outdoor living areas. Designed to accommodate both everyday living and large-scale entertaining, this expansive residence combines flexible living spaces with standout waterfront amenities and scenic lake views. The interior provides an abundance of space across two levels, highlighted by two primary bedrooms that offer added flexibility for multigenerational households, extended guests, or those who simply prefer multiple private retreats. Four additional bedrooms and six full bathrooms provide generous accommodations throughout the home. A large loft adds another dedicated living area that can easily function as a media room, game room, secondary family room, or entertainment space. The balcony extends the living area outdoors and provides another inviting place to unwind while taking in the surrounding views. Multiple gathering areas throughout the home allow plenty of room for entertaining while still providing separation and privacy when desired. The outdoor spaces are designed to make the most of the home's scenic lakefront setting. A welcoming front porch adds curb appeal, while the rear of the home opens to a covered patio, spacious deck, and outdoor kitchen, creating a well-equipped setting for dining, grilling, and entertaining. The centerpiece is the in-ground infinity pool and spa overlooking the lake, where the water's edge blends beautifully with the waterfront backdrop. With dedicated areas for cooking, lounging, swimming, and gathering, the combination of the outdoor kitchen, covered patio, deck, infinity pool, spa, and expansive lake views creates a resort-inspired outdoor retreat ideal for both everyday relaxation and entertaining. Situated in Winter Garden, the property offers access to a vibrant Central Florida community known for its parks, recreational opportunities, shopping, dining, and convenient connections to major roadways and Orlando-area destinations. With six bedrooms, dual primary suites, six bathrooms, a loft, balcony, expansive outdoor living areas, and a lakefront infinity pool and spa, 7693 Green Mountain Way delivers exceptional space, flexibility, and waterfront living in one impressive property

7693 Green Mountain Way, Winter Garden

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