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Winter Garden Homes for Sale, Florida Real Estate & Community Guide
Winter Garden Homes for Sale
Searching for homes for sale in Winter Garden, Florida? You've found one of Central Florida's most sought-after communities. Located just west of Orlando, Winter Garden combines historic charm, award-winning parks, top-rated schools, luxury communities, and easy access to major attractions including Walt Disney World.
Whether you're looking for a luxury lakefront estate, a new construction home in Horizon West, a family-friendly neighborhood near top schools, or a downtown bungalow within walking distance of restaurants and entertainment, Winter Garden offers options for every lifestyle and budget.
Browse all Winter Garden homes for sale below and contact Paul Baker for expert local guidance and private home tours.
Why Buyers Love Winter Garden
Winter Garden has become one of the fastest-growing and most desirable cities in Florida. The city offers a unique blend of small-town charm and modern development, making it attractive to families, retirees, professionals, and investors alike.
Residents enjoy:
- Historic Downtown Winter Garden
- The West Orange Trail
- Excellent schools
- New construction communities
- Easy access to SR-429 and Florida Turnpike
- Proximity to Disney and Universal
- Waterfront living opportunities
- Family-friendly parks and recreation
The city consistently attracts homebuyers looking for a higher quality of life while remaining close to Orlando's employment centers and attractions. Winter Garden continues to be one of the strongest real estate markets in Central Florida.
Popular Winter Garden Communities
Waterleigh
One of Horizon West's premier master-planned communities featuring resort-style amenities, multiple clubhouses, fitness centers, lakes, trails, and highly rated schools.
Hawksmoor
Known for beautiful architecture, community pools, parks, and convenient access to Horizon West shopping and dining.
Watermark
Offers luxury homes, resort amenities, and a prime location near Disney and Hamlin Town Center.
Lakeshore Preserve
A gated lakefront community featuring upscale homes and waterfront views.
Overlook at Hamlin
Popular among buyers seeking newer homes close to Hamlin's shopping, restaurants, and entertainment.
Stoneybrook West
One of Winter Garden's most established gated golf communities featuring large homes, recreational amenities, and waterfront properties.
Independence
A master-planned community known for extensive amenities, parks, walking trails, and access to Lake Hancock.
New Construction Homes in Winter Garden
Winter Garden remains one of the most active new construction markets in Florida. Buyers can choose from nationally recognized builders offering modern floor plans, energy-efficient features, and warranty protection.
Popular builders include:
- Toll Brothers
- Pulte Homes
- Ashton Woods
- Taylor Morrison
- Dream Finders Homes
- Meritage Homes
- D.R. Horton
- K. Hovnanian Homes
Working with a Realtor during the new construction process can help buyers compare communities, negotiate incentives, and avoid costly mistakes.
Living in Winter Garden, Florida
Winter Garden offers something few Florida cities can match: a true sense of community.
Historic Downtown Winter Garden hosts weekly farmers markets, live entertainment, seasonal festivals, local restaurants, breweries, and boutique shopping. Residents enjoy year-round outdoor activities thanks to Florida's warm climate and the city's extensive park system.
The West Orange Trail runs directly through downtown and provides miles of walking, jogging, and cycling opportunities.
Families are attracted by highly regarded schools and the growing Horizon West area, which continues to add new shopping centers, restaurants, healthcare facilities, and recreational amenities.
With easy access to Orlando, Disney, major highways, and Orlando International Airport, Winter Garden continues to attract homebuyers from across the country.
Winter Garden Real Estate Market
The Winter Garden real estate market remains one of Central Florida's most desirable locations. Home values have remained strong due to continued population growth, limited land availability, strong school districts, and ongoing commercial development throughout Horizon West.
Homebuyers can find:
- Luxury estates
- Waterfront homes
- Golf course homes
- New construction homes
- Townhomes
- Condominiums
- Investment properties
- Active adult communities
Whether you're purchasing your first home or upgrading to a luxury property, Winter Garden offers opportunities in nearly every price range.
Why Work With Paul Baker
When buying or selling a home in Winter Garden, local expertise matters.
Paul Baker specializes in Winter Garden, Horizon West, Clermont, Windermere, and surrounding Central Florida communities. Clients benefit from:
- Local market expertise
- New construction guidance
- Community-specific knowledge
- Personalized home searches
- Strong negotiation skills
- Fast response times
- Access to the newest listings
For private tours, market reports, or assistance buying and selling real estate in Winter Garden, contact Paul Baker today.
Call or Text: 407-902-3188
Frequently Asked Questions
Is Winter Garden a good place to live?
Yes. Winter Garden consistently ranks among Central Florida's most desirable cities because of its schools, amenities, community atmosphere, and location.
What is the average home price in Winter Garden?
Prices vary significantly by neighborhood and home type, ranging from affordable condos to luxury estates exceeding $2 million.
What are the best neighborhoods in Winter Garden?
Popular communities include Waterleigh, Hawksmoor, Watermark, Independence, Stoneybrook West, Overlook at Hamlin, and Lakeshore Preserve.
Is Winter Garden near Disney World?
Yes. Many Winter Garden communities are located approximately 15-25 minutes from Walt Disney World.
Are there new construction homes available?
Yes. Winter Garden remains one of the most active new construction markets in Central Florida.
Does Winter Garden have good schools?
Winter Garden is served by Orange County Public Schools and several highly regarded public and private schools.
Is Winter Garden a good investment?
Strong population growth, limited inventory, and continued development have helped support long-term property values in the area.
Can I search all Winter Garden homes for sale on this website?
Yes. Listings are updated frequently, allowing buyers to view the newest available properties.
Re/Max Winter Garden
Accurate Listings Updated Every 5 Minutes
Paul R. Baker llc
Call or Text 407-902-3188
Homes For Sale Over $1 Million
$500,000 to $1 Million
Under $500,000
Winter Garden Townhomes and Condos for sale
New Home Communities in Winter Garden , FL
Westhaven at Ovation by Toll Brothers
Harvest at Ovation by Taylor Morrison
Northlake at Ovation By Ashton Woods
Highland Ridge by Meritage Homes
Palms At Windermere by Dream Finders
Lake Apopka Sound by DR Horton Homes
The Estates At Lake View Preserve by Pulte
Call for a list of New Construction communities in Winter Garden
For all Your Winter Garden Fl. Real Estate needs, call Paul Baker 407-902-3188
Click the advanced search button to Search Pool homes, foreclosures, luxury homes, new construction, townhomes and more.
Find out what your Winter Garden home is worth in today's Real Estate market Click Here
Popular new construction communities in Winter Garden: Waterleigh, Lakeshore, Hawksmoor, Watermark, Overlook at Hamlin, Panther View, Cypress Reserve
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50 Newest Listings - Homes For Sale In Winter Garden FL.
Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to...
- 5 Beds
- 6 Baths
- 34787 Zip Code
Welcome to an exceptional lakefront estate in the highly desirable Independence community of Winter Garden. Set on approximately 2.19 acres along the shores of Lake Hanco...
- 6 Beds
- 7 Baths
- Signature Lakes Ph 2 SubDv.
- 34787 Zip Code
A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres...
- 5 Beds
- 6 Baths
- Sunset Lakes SubDv.
- 34787 Zip Code
Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thought...
- 6 Beds
- 7 Baths
- Briley Farm SubDv.
- 34760 Zip Code
15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of W...
- 41 Beds
- 75 Baths
- Lake Johns Motel Apts. & Tr. Pk SubDv.
- 34787 Zip Code
A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin...
- 4 Beds
- 2 Baths
- Lake Avalon Groves Rep SubDv.
- 34787 Zip Code
Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired l...
- 7 Beds
- 7 Baths
- Lakeshore Preserve Ph 4 SubDv.
- 34787 Zip Code
Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the excl...
- 6 Beds
- 7 Baths
- Grove/Oakland SubDv.
- 34787 Zip Code
**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 paymen...
- 6 Beds
- 6 Baths
- Summerlake Pd Ph 3a SubDv.
- 34787 Zip Code
Experience the ultimate in luxury lakefront living in this exceptional 7-bedroom Mansfield floor plan, offered for sale for the first time by its original owner. Perfectl...
- 7 Beds
- 6 Baths
- Waterside On Johns Lake 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 charm...
- 5 Beds
- 7 Baths
- Grove/Oakland SubDv.
- 34787 Zip Code
Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand...
- 5 Beds
- 6 Baths
- Johns Cove 43/104 SubDv.
- 34787 Zip Code
This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve ...
- 6 Beds
- 7 Baths
- Lakeshore Preserve Ph 4 SubDv.
- 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry an...
- 4 Beds
- 5 Baths
- 34787 Zip Code
Lake Apopka view. Protected Conservation. Detached Guest apartment. Apartment over garage. In-Law suite. Multi-generational living. EV charging station. All this perfectl...
- 6 Beds
- 6 Baths
- Oakland Parka SubDv.
- 34787 Zip Code
Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers a...
- 5 Beds
- 8 Baths
- Grove/Oakland SubDv.
- 34787 Zip Code
Welcome to an exceptional waterfront residence on beautiful Lake Hancock in Winter Garden. Offering over 5,100 square feet of living space, this impressive 6-bedroom, 6.5...
- 6 Beds
- 7 Baths
- Summerlake Pd Ph 3a SubDv.
- 34787 Zip Code
Virtually Staged. This statuesque Mediterranean home is perfectly placed along Hancock Lake for maximum lakefront enjoyment. Your private covered dock protects a 20’ +/- ...
- 6 Beds
- 6 Baths
- Signature Lks-Pcl 01d Ph 02 - Independence SubDv.
- 34787 Zip Code
Welcome to 15675 Panther Lake Drive, an exceptional lakefront residence within the prestigious Lakeshore Preserve community of Winter Garden, where refined interiors, exp...
- 5 Beds
- 5 Baths
- Lakeshore Preserve Ph 2 SubDv.
- 34787 Zip Code
Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a...
- 5 Beds
- 6 Baths
- Grove At The Harvest District SubDv.
- 34787 Zip Code
Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Ap...
- 5 Beds
- 4 Baths
- Cooper & Sewell Add SubDv.
- 34787 Zip Code
Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five be...
- 5 Beds
- 5 Baths
- Summerlake Pd Ph 2a & 2b SubDv.
- 34787 Zip Code
Welcome to a rare 2020-built lakefront opportunity - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier communities, Lakeshore ...
- 5 Beds
- 6 Baths
- Lakeshore Preserve Ph 4 SubDv.
- 34787 Zip Code
Welcome to 9056 Morgana Ct, perfectly positioned on one of the most desirable lakefront homesites in the community, offering expansive water views and an exceptional sett...
- 5 Beds
- 5 Baths
- Avalon Cove SubDv.
- 34787 Zip Code
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for fa...
- 4 Beds
- 5 Baths
- Acreage & Unrec SubDv.
- 34787 Zip Code
Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural ...
- 5 Beds
- 5 Baths
- Hickory Hammock Ph 1d SubDv.
- 34787 Zip Code
Built in 2024 and completely upgraded beyond builder standards, this 6-bedroom, 5-full-bath, 2-half-bath home in Avalon Ridge gives you the feel of a custom home without ...
- 6 Beds
- 7 Baths
- Avalon Ridge SubDv.
- 34787 Zip Code
Experience lakefront living on Hickorynut Lake with expansive water and sunset views, a private covered dock, resort-style pool and exceptional indoor-outdoor living. Thi...
- 5 Beds
- 5 Baths
- Avalon Cove SubDv.
- 34787 Zip Code
Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that show...
- 5 Beds
- 6 Baths
- Grove At The Harvest District SubDv.
- 34787 Zip Code
Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern...
- 5 Beds
- 6 Baths
- Lakeshore Preserve Ph 2 SubDv.
- 34787 Zip Code
Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homes...
- 4 Beds
- 3 Baths
- Oakland Hills SubDv.
- 34787 Zip Code
Virtually Staged. Built in 2024, this approximately 5,400-square-foot Winter Garden residence features six bedrooms, six bathrooms, a dedicated office, an expansive loft,...
- 6 Beds
- 7 Baths
- Avalon Rdg SubDv.
- 34787 Zip Code
Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. ...
- 4 Beds
- 5 Baths
- Oakland Parkb-2 SubDv.
- 34787 Zip Code
Welcome to this stunning custom home crafted by the renowned Pioneer Builders in 2022, nestled in one of Winter Garden's most coveted locations. Just steps from the belo...
- 5 Beds
- 5 Baths
- Garden West SubDv.
- 34787 Zip Code
Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown...
- 5 Beds
- 4 Baths
- Oakland Park B-2 SubDv.
- 34787 Zip Code
Virtually Staged. Back on the market due to buyer financing falling through. Welcome to this exceptional lakefront retreat on the shores of Lake Apopka, where breathtakin...
- 5 Beds
- 5 Baths
- Hull Island/Oakland SubDv.
- 34787 Zip Code
Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre...
- 4 Beds
- 4 Baths
- West Lake Hancock Estates SubDv.
- 34787 Zip Code
TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of ...
- 6 Beds
- 4 Baths
- Na SubDv.
- 34787 Zip Code
An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lo...
- 5 Beds
- 4 Baths
- Lakeview Reserve SubDv.
- 34787 Zip Code
Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in th...
- 6 Beds
- 5 Baths
- Oakland Parka SubDv.
- 34787 Zip Code
Under Construction. Discover the perfect blend of custom craftsmanship, modern style, and small-town charm in this beautifully designed J&J Building home. Featuring 4 bed...
- 4 Beds
- 4 Baths
- Oakland Town SubDv.
- 34760 Zip Code
Pre-Construction. To be built. Experience custom living at its finest in this beautifully crafted J&J Building home, ideally located in the heart of charming Oakland. Off...
- 4 Beds
- 4 Baths
- Oakland Town SubDv.
- 34760 Zip Code
Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a...
- 6 Beds
- 5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtow...
- 5 Beds
- 5 Baths
- Winter Grv SubDv.
- 34787 Zip Code
RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESS ( NAVEGABLE ) Motivated seller and a great opportunity to make this home your own. The seller welcomes writt...
- 5 Beds
- 6 Baths
- Lake Star/Ovation Ph 1b SubDv.
- 34787 Zip Code
Stunning LAKEFRONT home on LAKE HANCOCK! You'll love this SINGLE LEVEL home with 4 bedrooms PLUS office and split 3 Car Garage. You'll enter the home through a gorgeous b...
- 4 Beds
- 4 Baths
- West Lake Hancock Estates SubDv.
- 34787 Zip Code
Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home of...
- 4 Beds
- 5 Baths
- Lake Star At Ovation Phase 1b SubDv.
- 34787 Zip Code
Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet o...
- 4 Beds
- 4 Baths
- Lakeview Reserve 46/149 SubDv.
- 34787 Zip Code
Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of front...
- 4 Beds
- 3 Baths
- J L Dillard Sub 3 SubDv.
- 34787 Zip Code
Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter G...
- 5 Beds
- 5 Baths
- Bronsons Lndgs F & M SubDv.
- 34787 Zip Code
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