Homes for Sale in Winter Garden, FL
Explore Winter Garden homes, compare communities and get local guidance from Julia Meffen. From established neighborhoods near historic downtown to newer communities across the surrounding area, your search starts with the location, property and budget that fit your plans.
Prefer to talk? Call Julia at 321-634-4770 .
What Can You Find in Winter Garden?
Compare established single-family homes, townhomes, newer communities and new construction. Look beyond the asking price to understand property condition, location and ongoing ownership costs.
Established Homes
Explore different architectural styles and lot sizes. Compare the home's condition, age of major systems and distance from the places you visit most.
Newer Communities
Compare floor plans, amenities and community rules alongside HOA fees and any additional community assessments that apply to the property.
Townhomes
Townhomes offer another ownership option. Review parking, shared areas, insurance requirements and which maintenance responsibilities the association covers.
New Construction
Where available, compare builder pricing, upgrades, incentives and estimated completion dates. Consider the full purchase terms alongside resale alternatives.
Living in Winter Garden
Historic downtown offers local restaurants, shops and community events, while the West Orange Trail provides opportunities for walking, running and cycling. Distance to downtown, trails and your regular commute can vary by property, so compare the specific address rather than the city name alone.
- Historic downtown
- West Orange Trail
- Local shops & restaurants
- Community events & farmers market
- Established neighborhoods
- Newer residential communities
Meet Julia Meffen
Julia Meffen is a REALTOR® with Florida Homes & Loans helping buyers and sellers throughout Winter Garden and surrounding Central Florida communities.
Originally from Coventry, England, Julia has called Florida home for more than 20 years. She takes a personal, straightforward approach and helps buyers compare more than the listing price, including property condition, HOA costs, taxes, insurance and recent comparable sales.
Buying, relocating or planning to sell? Tell Julia what you're considering and where you are in the process so she can help you identify your next steps.
Browse Homes for Sale in Winter Garden
Explore current listings below and filter by price, bedrooms and property type. Use Save Search to register for listing alerts and keep track of homes that fit your search.
804 Properties Available In Winter Garden
- 1/30 30
Pending$ 497,000
4 Beds3 Baths2,042 SqFt16105 WATER SPRING BLVD, Winter Garden, FL 34787
Single Family Home
Listed by Yesenia Barrios URBAN-O REAL ESTATE SOLUTION
- 1/50 50
Active$ 999,000
4 Beds4 Baths2,605 SqFt17552 LAKE STAR RD, Winter Garden, FL 34787
Single Family Home
Listed by Daniel Pavel WRA BUSINESS & REAL ESTATE
- 1/48 48
Pending$ 979,990
6 Beds4 Baths3,550 SqFt15280 MARITIME PINE DR, Winter Garden, FL 34787
Single Family Home
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC
- 3D
Pending$ 699,000
4 Beds3 Baths2,117 SqFt9605 LOST CREEK DR, Winter Garden, FL 34787
Single Family Home
Listed by Jennifer Matacale PREMIER SOTHEBYS INTL REALTY
- 3D
Active$ 930,000
4 Beds4 Baths2,921 SqFt10007 LITTLE ALCOVE LOOP, Winter Garden, FL 34787
Single Family Home
Listed by Victor Barroeta MBT REALTY LLC
- 1/9 9
Active$ 5,995,000
5 Beds6 Baths6,000 SqFt13377 LAKE BUTLER BLVD, Winter Garden, FL 34787
Single Family Home
Listed by Dawn Briggs BLUE MAGNOLIA REALTY LLC
- 1/23 23
Active$ 989,000
4 Beds4 Baths3,211 SqFt9493 EMERALD BERRY DR, Winter Garden, FL 34787
Single Family Home
Listed by Thiago De Ataide WRA BUSINESS & REAL ESTATE
- 1/8 8
Active$ 2,050,000
4 Beds5 Baths3,110 SqFt9940 BLACK BEAR LN, Winter Garden, FL 34787
Single Family Home
Listed by Edward Guerrette LLC HAMLIN REALTY
- 1/28 28
Active$ 2,500,000
4 Beds5 Baths4,961 SqFt13377 LAKE BUTLER BLVD, Winter Garden, FL 34787
Single Family Home
Listed by Dawn Briggs BLUE MAGNOLIA REALTY LLC
- 3D
Active$ 650,000
4 Beds3 Baths2,931 SqFt18339 OLIVER TWIST WAY, Winter Garden, FL 34787
Single Family Home
Listed by Edward Guerrette LLC HAMLIN REALTY
- 1/40 40
Active$ 580,000
4 Beds3 Baths3,392 SqFt14902 ARRENA RD, Winter Garden, FL 34787
Single Family Home
Listed by Cheryl Danboise STAR SOLUTION PROPERTIES LLC
- 1/56 56
Pending$ 865,000
5 Beds4 Baths4,244 SqFt15465 HERON HIDEAWAY CIR, Winter Garden, FL 34787
Single Family Home
Listed by Desiree Pizio RE/MAX PRIME PROPERTIES
explore listings in Winter Garden
Ready to Finance Your Winter Garden Home?
Knowing your financing before making an offer can help you shop with a clearer understanding of your price range, estimated monthly payment and available loan options.
Our affiliated mortgage brokerage, FHL Mortgages, works alongside Florida Homes & Loans so buyers can coordinate their real estate search and mortgage financing with one connected team.
Get Pre-Approved With FHL Mortgages
Start your mortgage application online and let our mortgage team review the financing options that may fit your Winter Garden purchase.
Financing is subject to borrower, credit, income, property and program eligibility.
Winter Garden Home Buyer FAQs
Common questions to consider when searching for homes for sale in Winter Garden, Florida.
What types of homes are available in Winter Garden?
Winter Garden offers a mix of established single-family homes, townhomes, newer master-planned communities and new construction. The age, style, amenities and lot sizes can vary considerably depending on where you search.
Does Winter Garden have new construction homes?
Yes. Buyers can find newer homes and new construction throughout the broader Winter Garden market. When comparing a new home with a resale property, consider the total purchase price, builder upgrades, incentives, HOA costs, taxes and estimated insurance.
Are there HOA communities in Winter Garden?
Yes. Many newer Winter Garden communities have homeowners associations, although fees, amenities and restrictions vary considerably. Buyers should review the HOA documents, fees and community rules before purchasing.
What should I compare when buying in Winter Garden?
In addition to the purchase price, compare the property's condition, location, HOA or community costs, property taxes, estimated insurance, lot size and recent comparable sales. Newer communities may also have different amenities and ongoing community expenses.
Is historic downtown close to Winter Garden neighborhoods?
Winter Garden includes residential areas at varying distances from historic downtown. Buyers who want easy access to downtown shops, dining, community events and the West Orange Trail should consider location carefully when comparing neighborhoods.
Can I get pre-approved before looking at Winter Garden homes?
Yes. FHL Mortgages, our affiliated mortgage brokerage, can review your financial information and available loan options before you begin seriously shopping. A pre-approval can help establish a realistic price range and prepare you to make an offer when you find the right property.