Winter Garden Homes with Trees/Woods View

Winter Garden Homes with Trees/Woods View

Welcome to Winter Garden, Florida—a charming city nestled in Orange County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque landscapes and vibrant community, Winter Garden has become a sought-after destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

With its rich history, Winter Garden boasts a delightful downtown area filled with unique shops, delicious eateries, and a lively farmer's market that showcases local produce and crafts. Outdoor enthusiasts will appreciate the numerous parks, trails, and lakes that invite you to explore the natural beauty of the region. The West Orange Trail, a scenic pathway winding through the heart of the city, is perfect for walking, biking, and enjoying the serene surroundings.

One of the standout features of Winter Garden is the availability of homes with stunning views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. These homes offer a peaceful retreat from the hustle and bustle of everyday life, allowing you to unwind in your own private oasis. Whether you prefer a cozy cottage or a spacious family home, Winter Garden has a variety of properties that cater to your needs while providing breathtaking views that inspire tranquility.

With its friendly community, rich amenities, and beautiful homes surrounded by nature, Winter Garden is not just a place to live—it's a place to thrive. Come discover the magic of this enchanting city and find your dream home amidst the trees!

Newest Winter Garden Homes with Trees/Woods View

4 Beds ⋅ 2 Baths ⋅ Orchard Hills Phase 2 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly desirable Orchard Hills community of Winter Garden. Thoughtfully designed with an open-concept floor plan, this home offers a perfect blend of comfort, style, and functionality. The spacious kitchen is the centerpiece of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and seamless flow into the living and dining areas—ideal for entertaining or everyday living. Wood-look tile flooring enhances the main living spaces, while large windows fill the home with natural light. Step outside to your private outdoor oasis featuring a screened lanai, an extended paver patio, custom pergola, built-in outdoor bar, and fire pit—creating the perfect space for weekend gatherings or relaxing evenings at home. The spacious primary suite provides a peaceful retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Residents of Orchard Hills enjoy exceptional resort-style amenities, including a stunning zero-entry pool, clubhouse, fitness center, playgrounds, walking trails, and beautifully maintained green spaces. Ideally located in the heart of Horizon West, you're just minutes from Hamlin Town Center, top-rated schools, shopping, dining, SR-429, Walt Disney World, and all that Winter Garden has to offer. Don't miss your opportunity to own this exceptional home in one of Winter Garden's most sought-after communities.

4855 Palmetto Park Drive, Winter Garden

Arrowhead Lakes SubDv. ⋅ 34787 Zip Code

Opportunity to own a ready to build spring fed lakefront land. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge.A2 zoning. A+ schools. No HOA. Established neighborhood. Well, Septic, Electricity, Fishing Dock, Boat Ramp, Concrete Seawall and Deck, Shed, Private Gate are all ready and permitted. All you need is the Architectural and Engineering plans. Farmland Rural District, which allows for agricultural uses, single-family homes, and modular dwellings.

17101 Arrowhead Boulevard, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Westfield Lakes SubDv. ⋅ 34787 Zip Code

Welcome Home! Meticulously maintained home boasting with upgrades on an oversized conservation lot with peaceful pond views. Designed for both everyday living and entertaining, features a completely remodeled kitchen with quartz countertops, premium Café appliances, designer backsplash, a massive island with sitting space, upgraded lighting and a custom walk-in pantry. The first floor includes a private office, spacious family room, guest suite with a full bath, laundry room, formal living, and dining room. Porcelain tile flows throughout the main living areas, French doors lead to your private backyard retreat with a fully screened lanai overlooking the saltwater pool and spa, complete with new tile. Upstairs you'll find a stunning media room complete with theater seating and a granite wet bar, 4 bedrooms and a full bath. The primary suite features tray ceiling, plantation shutters, dual walk-in closets, and remodel ensuite bath. Updates include dual vanities, walk-in glass shower, clawfoot tub, and stunning upgraded tile throughout. Two car garage with an upgraded paver driveway. Located in a highly sought-after community of Westfield Lakes. Excellent public schools and convenient access to shopping, dining, and major highways, this exceptional home offers the perfect combination of luxury, comfort, and location. Schedule a private showing today!

626 English Lake Drive, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 2 SubDv. ⋅ 34787 Zip Code

Short Sale. ***SHORT SALE***Built in 2024, this like new 2 bedroom plus den, 2 bathroom home offers modern finishes, thoughtful upgrades, and a private setting tucked toward the back of the community with no rear neighbors. The flexible den features French doors, making it ideal for a home office, hobby room, or additional living space. The open concept layout is filled with natural light and centers around a beautifully appointed kitchen with white cabinetry, white Ice subway tile backsplash, white quartz countertops, stainless steel appliances, and a spacious island perfect for everyday living and entertaining. The primary suite features an upgraded walk in shower, while ceiling fans in the living room, both bedrooms, and the den provide added comfort throughout the home. Enjoy Florida living from the covered front porch with space for seating or unwind on the screened lanai overlooking the peaceful backyard with exceptional privacy. The 2 car garage includes two overhead storage racks for added organization. Located just minutes from Walt Disney World, Flamingo Crossings, Horizon West shopping and dining, major roadways, and everyday conveniences, this home combines a desirable location with low maintenance, move in ready living.

13640 Splashing Isla Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Longleaf At Oakland SubDv. ⋅ 34787 Zip Code

Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!

2766 Bobcat Chase Boulevard, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 1 SubDv. ⋅ 34787 Zip Code

Welcome to luxury living at its finest! Perfectly positioned on the largest homesite in the community, this exceptional 4 bedroom home, fully equipped with oversized loft and theatre/bonus room, sits on a premium 1/3-acre oversized lot with tranquil green space views, offering both privacy and room to enjoy Florida living. From the moment you arrive, you’ll be impressed by the freshly painted exterior, upgraded landscaping, elegant stone accents, and expansive paver driveway. Inside, thoughtful upgrades and quality craftsmanship are showcased throughout, including 8-foot interior doors, crown molding, custom window casings and sills, upgraded wood flooring, premium carpeting, and designer tray ceilings in both the dining room and the luxurious owner’s suite. The heart of the home is the stunning gourmet kitchen, featuring upgraded cabinetry, a California-style countertop, a vented exterior range hood, motion-activated faucet, and abundant space for entertaining and everyday living. The spacious owner’s retreat provides a peaceful escape with its elegant tray ceiling and spa-like atmosphere, while the open-concept layout is designed for both comfort and entertaining. This home is full of valuable efficiency upgrades, including a radiant barrier roof for exceptionally low energy costs, gutters, and numerous quality enhancements that provide peace of mind for years to come. This is a rare opportunity to own one of the community’s most desirable homesites, combining luxury finishes, energy efficiency, and an unbeatable oversized lot with beautiful green space views. A truly exceptional home, with LOW HOA and A RATED SCHOOL-ZONES that is as impressive inside as it is out. Schedule your showing today!

13852 Jomatt Loop, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Lakeview Pointe At Horizon West SubDv. ⋅ 34787 Zip Code

WELCOME TO LAKEVIEW POINTE AT HORIZON WEST! This 5-bedroom, 4-full-bath Pulte Creekview floorplan offers a flexible two-story layout with a downstairs primary suite, upstairs loft, flex room, 3-car garage, and a fully fenced corner-lot backyard. Hardwood flooring extends throughout the first floor, complemented by tray ceilings in the foyer and primary suite, plantation shutters, neutral interior paint, and updated lighting in the flex space and breakfast nook. The open kitchen, café, and family room create a central gathering space, featuring 42-inch maple cabinetry with crown molding and hardware, granite countertops, an oversized island with breakfast bar seating, built-in wall oven and microwave, corner walk-in pantry, and extended cabinetry along the breakfast nook for additional storage. Glass sliders with a remote-controlled window treatment open to the covered, extended screened brick-paver patio overlooking the private fenced yard. The downstairs primary suite includes a tray ceiling, oversized walk-in closet, dual-sink granite vanity, glass-enclosed tiled walk-in shower, and private water closet. Three additional bedrooms are located downstairs, including one adjacent to a full bath with dual-sink granite vanity, while two bedrooms share another full bath. Upstairs, a loft, storage room, fifth bedroom with extensive closet space, and a fourth full bath provide versatile space for guests, work, hobbies, or media use. Recent improvements include interior and exterior paint, two new AC systems installed in 2025, ceiling fans, bathroom mirrors, front door hardware, epoxy-finished garage floor, and overhead garage storage racks. Kitchen appliances, washer, and dryer convey. A transferable Choice Home Warranty is included through May 2027, subject to warranty terms. Lakeview Pointe HOA includes lawn care, irrigation, community pool, fitness center, playground, and additional community amenities. Convenient Horizon West location near Hamlin shopping and dining, SR-429, Winter Garden Village, Walt Disney World Resort, and major Central Florida attractions.

7052 Enchanted Lake Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code

Seller is motivated! Take advantage of this incredible opportunity to own a beautifully maintained 3-bedroom, 2.5-bathroom townhome in the highly desirable Horizon West area of Winter Garden. Thoughtfully designed for both comfort and functionality, this alley-facing home features a bright, open-concept floor plan with spacious living and dining areas that seamlessly connect to a stylish kitchen complete with solid surface countertops, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. A versatile bonus room on the first floor offers the flexibility to serve as a home office, playroom, fitness area, or additional living space to fit your lifestyle. Upstairs, the spacious primary suite provides a peaceful retreat with a walk-in closet and private en-suite bathroom, while two additional bedrooms share a well-appointed full bath. One of this home's standout features is the detached rear-entry garage, creating a generously sized fenced backyard between the home and the garage. This private outdoor space is ideal for weekend barbecues, entertaining guests, gardening, or simply relaxing in your own backyard oasis. Located just minutes from Hamlin Town Center, residents enjoy convenient access to shopping, restaurants, entertainment, medical facilities, parks, and scenic walking trails. With easy connections to SR-429 and Florida's Turnpike, commuting throughout Central Florida is simple, while Walt Disney World and Orlando's renowned attractions are only a short drive away. Combined with top-rated schools, a vibrant community, and an unbeatable location, this home offers an exceptional lifestyle in one of Central Florida's most sought-after neighborhoods.

10509 Spring Arbor Lane, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to your Newbury model home! This Dream Finders Home is a 4-bedroom, 3-bathroom that offers 2,083 square feet! This PREMIUM CORNER LOT next to conservation area and Lake View from primary suite. This home has a beautifully upgraded living space in a desirable area of Winter Garden. The neighborhood of Serenade at Ovation offers Elevation C which is the upgraded elevation with a more desirable curb appeal that includes stone veneer. The heart of the home features a modern kitchen with upgraded cabinets, backsplash tile and stylish light fixtures extending into the breakfast nook. This lot is near the conservation area and lake view from primary suite window. Throughout the house, you'll find upgraded light fixtures and enhanced lighting in the living room, creating a warm and inviting atmosphere. Tile throughout the 1st floor was a BUILDER UPGRADE! This primary bathroom boasts upgraded faucets, tile, and cabinets! The wood grain adorns the staircase instead of traditional carpet for an elegant touch. Every window is dressed in upgraded wood blinds as a BUILDER UPGRADE, and fresh upgraded paint brightens all interior rooms. Practical upgrades include an enhanced sink and cabinet in the laundry room; plus, extra light sockets strategically placed in the living room and additional prewiring in the upstairs bonus room for your convenience. Upgraded utility sink and cabinets in laundry room on the 2nd floor. This thoughtfully upgraded home combines comfort, style, and functionality in a prime location. The attention to detail in every room, from the kitchen upgrades to the enhanced lighting throughout, creates a move-in ready property that's perfect for modern living. This neighborhood offers excellent connectivity with nearby transportation options and shopping conveniences. The proximity to quality educational facilities, including Horizon High School just minutes away, adds to the home's appeal. The area provides easy access to recreational opportunities, with Disney Theme parks and entertainment venues within a short drive. Brand New Publix, Miller's Alehouse in shopping plaza nearby. Enjoy Winter Garden's local history and charm! Bonus: includes high-speed fiber optic internet!. Home is currently rented through 10/31/2026 current rental rate is $3,000.00.

13043 Serene Glade Road, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code

Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.

15604 Granlund Street, Winter Garden

6 Beds ⋅ 5 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code

Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence located in the highly sought-after Cypress Reserve community of Winter Garden. Perfectly positioned on a premium homesite with no rear neighbors, this impressive home offers exceptional privacy, tranquil conservation views, and a versatile floor plan designed for today’s lifestyle. The open-concept design showcases beautifully appointed living spaces throughout both floors, making it ideal for multigenerational living or hosting extended family and guests. A dramatic second-floor loft overlooks the main living area, creating an open and inviting atmosphere while providing additional living space. Upstairs also features a second primary suite, three additional spacious bedrooms, a dedicated theater/media room, and a flex room that serves perfectly as a home office, den, or playroom. At the heart of the home is a chef-inspired gourmet kitchen designed to impress, featuring stainless steel appliances, a gas cooktop, double wall ovens, quartz countertops, and an oversized center island with an undermount sink, generous seating, and double-sided cabinetry that provides exceptional storage for both everyday living and entertaining. Motorized shades throughout the main living area add a touch of sophistication and everyday convenience. The spacious family room opens effortlessly to the outdoor living space through triple pocket sliding glass doors, creating a seamless indoor-outdoor lifestyle. Relax year-round on the screened lanai overlooking peaceful conservation views or entertain with ease around the sparkling pool and fully equipped outdoor kitchen featuring a Paradise Grill, built-in sink, and refrigerator. Luxurious owner's suite is a private retreat featuring a spa-inspired bath with dual vanities, a relaxing garden tub, a zero-entry walk-in shower with seamless glass enclosure, and double-door entry to an expansive custom-designed walk-in closet that is sure to impress. A private hallway just off the main living area leads to a spacious guest suite with direct access to the pool, along with a generously sized laundry room for added convenience. Upstairs, you'll find a second primary suite, three additional bedrooms, an expansive loft, a dedicated theater/media room, and a versatile flex room—offering abundant space for family, guests, a home office, fitness room, or additional living area. Additional highlights include a three-car tandem garage offering abundant storage and ample room for a home gym, workshop, or hobby space. LOCATED just minutes from Downtown Winter Garden, the award-winning Winter Garden Farmers Market, Winter Garden Village, shopping, dining, top-rated schools, and major roadways including State Road 429 and Florida’s Turnpike, this exceptional home offers the perfect blend of luxury, comfort, convenience, and location *** This is a rare opportunity to own one of Cypress Reserve’s premier residences and experience the very best of the Winter Garden and true Florida lifestyle. ***

14067 Jomatt Loop, Winter Garden

6 Beds ⋅ 6 Baths ⋅ Latham Park South SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional home in the highly sought-after Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear or front neighbors, this beautifully upgraded residence offers the perfect blend of elegance, comfort, and functionality. Featuring 6 bedrooms, 5 full bathrooms, and 1 half bathroom, this thoughtfully designed floor plan is ideal for multigenerational living and effortless entertaining. The first floor offers two private bedroom suites, perfect for guests or extended family, along with a convenient half bath. Upstairs, you'll find four additional bedrooms, including a spacious owner's suite and a newly added sixth bedroom with its own private en-suite bath. The remaining bedrooms are served by one full bath and a Jack-and-Jill bathroom, providing comfort and convenience for everyone. Designed with premium finishes throughout, this home features genuine hardwood flooring in the main living areas, adding timeless elegance that sets it apart from standard vinyl flooring. The gourmet kitchen and all bathrooms showcase beautiful granite countertops, enhancing both style and durability. The open-concept layout seamlessly connects the kitchen, dining, and living areas, while the expanded family room provides even more space for gathering and entertaining. An enlarged secondary bedroom offers additional flexibility for guests, a home office, or a private retreat. Additional highlights include a 3-car garage, generous living spaces, and breathtaking conservation views that provide exceptional privacy and a peaceful natural backdrop. Ideally located just minutes from top-rated schools, shopping, dining, major highways, and Walt Disney World, this move-in-ready home presents a rare opportunity to own one of the finest properties in one of Winter Garden's most desirable communities. Don't miss your chance to own this exceptional conservation-lot home featuring six bedrooms, premium upgrades, expanded living spaces, and an unbeatable location!

9240 Bradleigh Drive, Winter Garden

Start Your Search