WINTER GARDEN
Winter Garden is a charming and vibrant city known for its rich history and small-town atmosphere. Its historic downtown area, with brick-lined streets and preserved architecture, exudes a nostalgic charm.
MARKET SNAPSHOT FOR WINTER GARDEN
(MAY 11, 2026 - JUN 10, 2026)
MARKET SNAPSHOT FOR WINTER GARDEN
559 Properties for Sale In Winter Garden
- Newest Listings
- Default
- Baths (Most)
- Beds (Most)
- Square Feet (Biggest)
- Price-High To Low
- Price-Low To High
- 1/21 21
New$219,900
2 Beds2 Baths918 SqFt110 WINDTREE LN #202, Winter Garden, FL 34787
Condo
Listed by Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO
- 1/13 13
New$761,497
4 Beds4 Baths2,306 SqFt11192 CARDING MILL LN, Winter Garden, FL 34787
Single Family Home
Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC
- 1/3 3
New$471,000
3 Beds3 Baths1,857 SqFt12830 SUNSET WALK DR, Winter Garden, FL 34787
Townhouse
Listed by Dayene Grubert ORLANDO TBI REALTY LLC
- 1/47 47
New$900,000
4 Beds4 Baths2,637 SqFt1338 UNION CLUB DR, Winter Garden, FL 34787
Single Family Home
Listed by Karen Albright OPENDOOR BROKERAGE LLC
- 1/77 77
New$595,000
4 Beds3 Baths2,420 SqFt15143 BLUE PEACOCK LN, Winter Garden, FL 34787
Single Family Home
Listed by Jorge Martinez, Jr KELLER WILLIAMS CLASSIC
- 1/55 55
New$489,000
4 Beds2 Baths2,348 SqFt1520 MISTFLOWER LN, Winter Garden, FL 34787
Single Family Home
Listed by Sami Warah REALNET FLORIDA REAL ESTATE
- 1/73 73
New$990,000
5 Beds5 Baths4,933 SqFt5048 PALMETTO PARK DR, Winter Garden, FL 34787
Single Family Home
Listed by Jan Sample CHARLES RUTENBERG REALTY ORLANDO
- 1/13 13
New$899,760
4 Beds4 Baths2,432 SqFt611 SIGLER DR, Winter Garden, FL 34787
Single Family Home
Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES
- 1/13 13
New$611,610
3 Beds3 Baths1,634 SqFt636 SIGLER DR, Winter Garden, FL 34787
Townhouse
Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES
New$1,137,150
4 Beds3 Baths3,109 SqFt642 MEDORA WAY, Winter Garden, FL 34787
Single Family Home
Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES
- 1/48 48
New$869,000
4 Beds4 Baths3,103 SqFt6460 MAKRUT LIME DR, Winter Garden, FL 34787
Single Family Home
Listed by Jenny Mahet, PA WRA BUSINESS & REAL ESTATE
New$1,157,190
4 Beds3 Baths2,902 SqFt650 MEDORA WAY, Winter Garden, FL 34787
Single Family Home
Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES
- 1/22 22
New$215,000
2 Beds2 Baths814 SqFt1008 STUCKI TER, Winter Garden, FL 34787
Townhouse
Listed by Gabriella Philippone INDEPENDENCE REALTY GROUP LLC
- 1/59 59
New$390,000
3 Beds3 Baths1,745 SqFt14903 DRIFTWATER DR, Winter Garden, FL 34787
Townhouse
Listed by Eric Jia NUMBER 1 BROKER, LLC
- 1/50 50
New$849,000
4 Beds4 Baths3,061 SqFt5024 PALMETTO PARK DR, Winter Garden, FL 34787
Single Family Home
Listed by Bruna Canesin Motta PRISTINE INTERNATIONAL REALTY LLC
- 1/40 40
New$830,000
5 Beds4 Baths3,179 SqFt7687 BOWERY DR, Winter Garden, FL 34787
Single Family Home
Listed by Brigida Lopez LA ROSA REALTY ORLANDO LLC
- 1/48 48
New$1,130,000
5 Beds5 Baths4,222 SqFt7699 BOWERY DR, Winter Garden, FL 34787
Single Family Home
Listed by Brigida Lopez LA ROSA REALTY ORLANDO LLC
- 1/52 52
Open Sat 11AM-1PM$550,000
4 Beds4 Baths2,477 SqFt8220 BAYVIEW CROSSING DR, Winter Garden, FL 34787
Single Family Home
Listed by Claire Fernando SERHANT
- 1/30 30
New$489,990
4 Beds2 Baths1,867 SqFt2227 OAKINGTON ST, Winter Garden, FL 34787
Single Family Home
Listed by Milena Nunez REALTY ONE GROUP EVOLUTION
- 3D
New$425,000
4 Beds3 Baths1,768 SqFt16461 PRAIRIE SCHOOL DR, Winter Garden, FL 34787
Townhouse
Listed by Jhoana Loyo Urrutia LA ROSA REALTY LLC
- 1/32 32
New$295,000
2 Beds2 Baths825 SqFt1701 E BAY ST, Winter Garden, FL 34787
Single Family Home
Listed by Rosa Rodriguez STIRLING INTERNATIONAL REAL ES
- 1/82 82
New$4,900,000
5 Beds7 Baths5,564 SqFt7827 SKIING WAY, Winter Garden, FL 34787
Single Family Home
Listed by Drew Ross LAKEFIELD REALTY GROUP LLC
- 1/38 38
New$890,000
5 Beds5 Baths3,416 SqFt8768 SONOMA COAST DR, Winter Garden, FL 34787
Single Family Home
Listed by Martha Leighton, PA MIHOUSE REALTY LLC
- 1/69 69
Open Sat 12PM-2PM$578,000
4 Beds4 Baths2,474 SqFt11170 HOLLOW BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by Ronald Ziolkowski RE/MAX PRIME PROPERTIES
