Explore Homes for Sale in Winter Garden, FL
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Discover Your Dream Home: Explore Winter Garden, FL Homes For Sale with The Nest Group

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Winter Garden, FL, offers a vibrant real estate market with diverse homes for sale, perfect for every lifestyle. From charming historic bungalows in the downtown area to modern family residences in master-planned communities like Hamlin and Horizon West, prospective buyers will discover unparalleled opportunities. The Nest Group specializes in helping you navigate the unique offerings of Winter Garden, ensuring you find a property that perfectly matches your dreams. Explore the latest listings, experience the welcoming community spirit, and imagine life amidst beautiful natural surroundings and convenient access to Central Florida's best attractions. Your ideal Winter Garden home awaits.

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Winter Garden, FL Communities

Exploring Winter Garden's Diverse Real Estate Landscape

A Spectrum of Homes for Sale in Winter Garden, FL

Winter Garden, Florida, consistently ranks as one of Central Florida's most sought-after locations for new residents. Consequently, the inventory of homes for sale here is remarkably varied, appealing to a wide array of preferences and budgets. Whether you're seeking a quaint starter home or an expansive luxury estate, the Winter Garden real estate market presents a compelling selection.

Historic Charm Meets Modern Living: Downtown Winter Garden Homes

For those enchanted by character and community, downtown Winter Garden homes offer a unique appeal. Nestled around the iconic Plant Street, you'll find beautifully preserved and meticulously renovated bungalows and historic properties for sale. These residences provide direct access to the vibrant Plant Street Market, local eateries, boutiques, and the scenic West Orange Trail, embodying a truly walkable lifestyle.

New Construction Homes in Horizon West & Beyond

On the flip side, the sprawling Horizon West area, a significant part of Winter Garden, is a hub for new construction homes. Neighborhoods like Hamlin, Lakeside Village, Summerport, Independence, and Storey Grove feature an abundance of newly built homes for sale, often within master-planned communities. These areas are renowned for their state-of-the-art amenities, top-rated schools, and family-friendly environments, offering modern designs and energy-efficient features perfect for contemporary living.

Lifestyle & Community: What Makes Winter Garden Homes So Desirable?

Embrace the Winter Garden Lifestyle

Beyond the impressive selection of homes for sale, Winter Garden boasts a lifestyle that truly sets it apart. Residents enjoy a harmonious blend of small-town charm and big-city conveniences. Weekends can be spent cycling the West Orange Trail, exploring the Farmers Market, or enjoying live music and events on Plant Street. The close-knit community actively participates in local festivals and gatherings, fostering a genuine sense of belonging.

Family-Friendly Amenities and Top-Rated Schools

Families consistently choose Winter Garden for its exceptional quality of life. The community is home to numerous parks, recreational facilities, and highly-rated public and private schools, making it an ideal place to raise children. When considering homes for sale, the proximity to these essential family amenities often plays a crucial role in the decision-making process for many prospective buyers.

Finding Your Perfect Match: Types of Homes for Sale in Winter Garden

Single-Family Homes: Space and Serenity

The majority of homes for sale in Winter Garden are single-family residences, offering diverse architectural styles and lot sizes. From spacious suburban homes with private yards to elegant properties in gated communities like Oakland Park, there's a single-family home to suit every family's needs, providing ample space for growth and personalization.

Townhomes & Villas: Convenient Winter Garden Living

For those seeking a lower-maintenance lifestyle without compromising on location or amenities, Winter Garden also offers an excellent selection of townhomes and villas for sale. These properties are often found in communities with shared amenities like pools and clubhouses, presenting an attractive option for first-time buyers, downsizers, or those seeking a convenient lock-and-leave lifestyle near all local conveniences.

Luxury & Waterfront Homes for Sale in Winter Garden

Winter Garden's real estate market also caters to the luxury segment, featuring exquisite estates and waterfront homes for sale. Properties overlooking Lake Apopka or situated in exclusive enclaves offer premium finishes, expansive living spaces, and often private docks or stunning natural views. These luxury homes represent the pinnacle of Winter Garden living, combining elegance with a coveted Central Florida address.

Navigating the Winter Garden Real Estate Market

The Nest Group: Your Local Winter Garden Real Estate Experts

Successfully navigating the dynamic Winter Garden real estate market requires local expertise and insight. As your dedicated real estate partners, The Nest Group brings unparalleled knowledge of Winter Garden's neighborhoods, market trends, and hidden gems. We are committed to helping you discover the ideal homes for sale that align with your vision and lifestyle in this beautiful Central Florida community.

Newest Homes for Sale in Winter Garden, FL

$649,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 5 SubDv. ⋅ 34787 Zip Code
Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major attractions, as well as shopping and dining, this home offers both comfort and accessibility. The fully fenced backyard adds privacy and is perfect for pets, families, and outdoor enjoyment. A wonderful opportunity to enjoy Central Florida living in a quiet, well-established community.

16622 Parable Way, Winter Garden
$849,900
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Exceptional New Price! Experience Refined Florida Living in the Lowest Priced Pool Home in Lakeshore Preserve. Distinguished by its Tuscan elevation, stone accents, and Barrel Tile Roof, this 4-bedroom, 3.5-bath Toll Brothers built home offers timeless curb appeal and thoughtfully designed living spaces. Inside, soaring ceilings, crown molding, and upscale finishes create an inviting yet sophisticated atmosphere. Designed for seamless entertaining, the open-concept kitchen, living, and dining areas are filled with natural light and enhanced by six oversized sliding glass doors that extend the living space outdoors. The gourmet kitchen is the heart of the home, featuring an impressive 14’ center island, upgraded KitchenAid appliances, abundant cabinetry, walk-in pantry, and a built-in storage/mudroom. Outdoors, enjoy a 39’ x 8’ covered lanai overlooking a saltwater pool added in 2021, complemented by extensive paver decking and an expansive screened enclosure—creating a refined outdoor living space ideal for alfresco dining and entertaining. Enjoy the soothing sounds provided by the waterfall pool feature! The first floor includes a flexible bedroom currently used as an office with an adjacent powder room. Upstairs, a spacious bonus loft provides separation and privacy, leading to the luxurious owner’s suite with dual walk-in closets and a spa-inspired bath offering double vanities, soaking tub, frameless glass shower, and private water closet. Two additional bedrooms—one with ensuite bath—along with a full laundry room complete the upper level. Energy-efficient features include double-pane Low-E windows, gas cooktop and dryer, and a tankless water heater. Community fees include lawn care, internet, cable, and access to resort-style amenities such as a clubhouse, pool, fitness center, playgrounds, dog park, firepit and kayak launch. Ideally located in Horizon West, close to shopping, dining, hospitals, schools, and major highways—with Disney parks just minutes away—this home offers the perfect balance of luxury, lifestyle, and convenience.

15672 Shorebird Lane, Winter Garden
$499,000
3 Beds ⋅ 2 Baths ⋅ Black Lake Park Ph 02 SubDv. ⋅ 34787 Zip Code
Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.

14257 Lagoon Cove Lane, Winter Garden
$539,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16840 Hobe Sound Court, Winter Garden
$834,000
3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code
131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.

131 Oak Laurel Drive, Winter Garden
$179,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 1 SubDv. ⋅ 34787 Zip Code
Pond and Fountain Views | Aggressively Priced | Desirable Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or elevators. The screened private lanai overlooks a courtyard with pond and fountain views, framed by lush landscaping and mature palm trees. Interior features include stainless steel appliances, granite countertops, and a full size washer and dryer. The well designed split floor plan includes two bedrooms plus a pull out sofa, accommodating up to six guests. The community is professionally managed as a Condo Hotel, offering owners participation in an on-site rental program to help offset ownership costs when the unit is not in use. HOA fees conveniently covers all utilities as well as pest control, sewer, trash, and common-area insurance. Located within The Grove Resort & Water Park, a Disney World® Good Neighbor Hotel, owners and guests enjoy Surfari Water Park, FlowRider® surf simulator, fitness center, on site dining, walking trails, covered parking, lake access, and shuttle service to the Walt Disney World® Resort. ________________________________________

14501 Grove Resort Avenue Unit 1111, Winter Garden
$2,098,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The lot affords beautiful views of Lake Apopka on a secluded cul-de-sac. The community is conveniently located minutes away from downtown Winter Garden, with a plethora of restaurants, shopping, and more. If outdoor recreation is up your alley, enjoy the various walking trails in the community or explore the 22-mile paved West Orange Trail connecting Oakland/Winter Garden to Apopka! Seize your opportunity to become a part of the luxury lifestyle inside Oakland Park with its multiple community living spaces, pools, playgrounds, and more. Don't settle for a community or home that doesn't have your wants and needs; build this home one to your specifications. Call us to find out more!

1258 Ridge Lake Way, Oakland
$355,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
WELCOME TO THIS BEAUTIFUL 3 BEDROOM / 2 BATHROOM JASMINE LUXURY FULLY FURNISHED CONDO AT THE GROVE RESORT & WATER PARK. THIS UNIT IS LOCATED IN ONE OF THE BEST AND MOST DESIRABLE POSITIONS IN THE ENTIRE RESORT, FEATURING DIRECT VIEWS OF THE WATER PARK AND THE LAKE, MAKING IT ONE OF THE MOST SOUGHT-AFTER UNITS. GROUND-FLOOR UNIT WITH EASY ACCESS TO THE PARKING AREA, PROVIDING VERY CONVENIENT CHECK-IN, CHECK-OUT, AND DAILY MOVEMENT. CLOSE PROXIMITY TO THE RECEPTION AREA AND MAIN AMENITIES ENHANCES THE OVERALL GUEST EXPERIENCE. QUICK ACCESS TO THE LAKE, SWIMMING POOLS, WATER PARK, AND RESORT ATTRACTIONS. SPACIOUS JASMINE FLOOR PLAN, FULLY FURNISHED AND READY FOR RENTAL. LOCATED WITHIN ONE OF THE MOST PREFERRED BUILDINGS FOR RESORT ACCESS, VIEWS, AND CONVENIENCE. TAKE THE OPPORTUNITY TO OWN A GREAT CONDO IN ONE OF THE WORLD’S MOST SOUGHT-AFTER VACATION DESTINATIONS. THE GROVE RESORT OFFERS AN EXCELLENT ON-SITE PROFESSIONAL MANAGEMENT AND OWNER SERVICES TEAM TO MANAGE YOUR CONDO WHEN YOU ARE NOT IN TOWN. THE GROVE RESORT & WATER PARK FEATURES AMAZING AMENITIES INCLUDING A LARGE WATER PARK, MULTIPLE SWIMMING POOLS, LAZY RIVER, INDOOR AND OUTDOOR DINING, SPA, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, AND MUCH MORE. THIS IS A GREAT OPPORTUNITY.

14501 Grove Resort Avenue Unit 3619, Winter Garden
$725,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.

9611 Lost Creek Drive, Winter Garden
$735,000
5 Beds ⋅ 5 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!

3262 Hanging Tide Street, Winter Garden
$595,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought after community of Waterleigh in Winter Garden. This residence features tile throughout the first floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious Primary bedroom. The upstairs includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!

16031 Scarpetta Street, Winter Garden
$230,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Luxury fully furnished 2-bedroom, 2-bathroom condo-hotel located in a high-demand resort area of Orlando. This unit offers a spectacular water park view and is part of a professionally managed resort, designed exclusively for short-term rentals. The layout features a spacious living area with access to a private balcony, a fully equipped kitchen, and a split-bedroom floor plan ideal for guests. Resort amenities include pools, spa, fitness center, restaurants, bars, playgrounds, and 24-hour security. An excellent turnkey investment opportunity in a prime tourist location, minutes from major attractions, with strong rental demand and long-term appreciation potential.

14501 Grove Resort Avenue Unit 3424, Winter Garden
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