Homes for Sale in Winter Garden, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 23, 2026

749 homes are for sale in Winter Garden, FL as of 2026-10-23, with 205 more under contract. The median list price is $589,900 ($258/sq ft), most homes list between $269K to $1.07M, and the median listing has been on the market 69 days. That is 511 houses, 114 condos and 119 townhouses. 51 homes came on the market this week and 1,339 sold in the last 12 months at a median of $595,000.

Newest homes for sale in Winter Garden

The most recently listed homes in Winter Garden, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$869,000 New

5 bd · 4 ba · 3,710 sq ft · built 2022

14327 WABASSO LOOP, 34787

Tilden Place/Winter Garden

Listing courtesy of REAL BROKER, LLC

$869,000 New

5 bd · 4 ba · 3,118 sq ft · built 2018

14779 MCCLANE ROAD, 34787

Winter Garden

Listing courtesy of REAL BROKER, LLC

$159,999 New

2 bd · 2 ba · 1,375 sq ft · built 2016

14501 GROVE RESORT AVENUE #1440, 34787

Grove Resort And Spa

Listing courtesy of TEAM DONOVAN

$1.90M New

6 bd · 6 ba · 5,247 sq ft · built 2024

16143 BARKLY RIDGE COURT, 34787

Avalon Rdg

Listing courtesy of DOUGLAS ELLIMAN

$1.15M New

4 bd · 3.5 ba · 3,262 sq ft · built 2007

816 E FULLERS CROSS ROAD, 34787

Winter Garden

Listing courtesy of MILLENNIUM REALTY CENTER LLC

$849,900 New

4 bd · 3 ba · 2,306 sq ft · built 2021

8270 TOPSAIL PLACE, 34787

Lakeshore Preserve

Listing courtesy of REALTY HUB

$505,000 New

3 bd · 2.5 ba · 1,908 sq ft · built 2017

9279 GRAND ISLAND WAY, 34787

Watermark

Listing courtesy of DOUGLAS ELLIMAN

$1.50M New

3 bd · 2.5 ba · 2,735 sq ft · built 1988

263 DEER ISLE DRIVE, 34787

Winter Garden

Listing courtesy of BHHS FLORIDA REALTY

$535,000 New

3 bd · 2 ba · 1,748 sq ft · built 2003

8 LAKEVIEW RESERVE BOULEVARD, 34787

Winter Garden

Listing courtesy of ALL REAL ESTATE & INVESTMENTS

$535,000 New

3 bd · 2.5 ba · 2,156 sq ft · built 2019

15066 MARBLED GODWIT DRIVE, 34787

Summerlake Pd Ph 3A

Listing courtesy of DREAM FINDERS REALTY GROUP CORP

$425,000 New

3 bd · 2 ba · 1,320 sq ft · built 1986

1012 GLENSPRINGS AVE, 34787

Winter Garden

Listing courtesy of STOCKWORTH REALTY GROUP

$1.16M New

4 bd · 3.5 ba · 2,954 sq ft · built 2016

16753 TURTLE HATCH DRIVE, 34787

Winter Garden

Listing courtesy of REALTY WORLD PREFERRED

$888,000 New

4 bd · 4 ba · 3,539 sq ft · built 2004

13618 LARSEN LANE, 34787

Winter Garden

Listing courtesy of COLDWELL BANKER REALTY

$1.75M New

5 bd · 4.5 ba · 3,555 sq ft · built 2022

728 GARDEN WEST TERRACE, 34787

Garden West

Listing courtesy of REGENCY REAL ESTATE LLC

$960,200 New

3 bd · 2 ba · 2,239 sq ft · built 1996

9901 AVALON WOODS DRIVE, 34787

Winter Garden

Listing courtesy of ACME REAL ESTATE FLORIDA LLC

$925,000 New

5 bd · 3.5 ba · 3,643 sq ft · built 2025

6262 ARGENT WOOD DRIVE, 34787

Silverleaf Oaks At Hamlin

Listing courtesy of IVRE ORLANDO

$740,000 New

5 bd · 4.5 ba · 3,663 sq ft · built 2023

3275 BUOY CIRCLE, 34787

Winter Garden

Listing courtesy of REDFIN CORPORATION

$697,240 New

4 bd · 2.5 ba · 1,852 sq ft · built 2026

620 SIGLER DRIVE, 34787

Lakeview Village Estates

Listing courtesy of DAVILA HOMES

$685,240 New

3 bd · 2.5 ba · 1,852 sq ft · built 2026

618 SIGLER DRIVE, 34787

Lakeview Village Estates

Listing courtesy of DAVILA HOMES

$635,000 New

3 bd · 2.5 ba · 2,207 sq ft · built 2024

13160 DENDY WAY, 34787

Horizon Isle

Listing courtesy of TALENT REALTY SOLUTIONS

$604,580 New

3 bd · 2.5 ba · 1,634 sq ft · built 2026

622 SIGLER DRIVE, 34787

Lakeview Village Estates

Listing courtesy of DAVILA HOMES

$569,500 New

4 bd · 3.5 ba · 2,434 sq ft · built 2023

16644 POINT ROCK DRIVE, 34787

Winter Garden

Listing courtesy of LIFESTYLE INTERNATIONAL REALTY

$569,000 New

6 bd · 3 ba · 2,714 sq ft · built 2013

15725 SIGNATURE DRIVE, 34787

Signature Lakes Ph 02 A B H I J

Listing courtesy of FORTUNE INTERNATIONAL REALTY

$499,900 New

2 bd · 2 ba · 1,185 sq ft · built 2019

17138 ARROWHEAD BOULEVARD, 34787

Arrowhead Lakes

Listing courtesy of WEICHERT REALTORS HALLMARK PRO

Winter Garden homes for sale by price

Every active listing in Winter Garden grouped by price, with the newest listings in each band. The median is $589,900; the busiest band is $500K – $750K.

Under $200K: 32 homes

• $159,999 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1440 (Grove Resort And Spa)
• $164,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #3631 (Grove Residence & Spa Hotel)
• $189,000 · 3 bd / 2 ba / 1,216 sq ft · 1323 AZALEA WAY
• $175,000 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #3636 (Grove Residence & Spa Hotel)

$200K – $300K: 65 homes

• $299,900 · 2 bd / 2 ba / 1,216 sq ft · 15613 BOGGY OAK CIRCLE #110A
• $295,000 · 2 bd / 1 ba / 556 sq ft · 345 E MAPLE STREET
• $298,500 · 3 bd / 2 ba / 1,453 sq ft · 1300 EASTERN PECAN PLACE #208
• $220,000 · 1 bd / 1 ba / 738 sq ft · 341 SOUTHERN PECAN CIRCLE #202

$300K – $400K: 61 homes

• $350,000 · 3 bd / 2 ba / 1,352 sq ft · 1444 KENNY COURT
• $399,000 · 3 bd / 2.5 ba / 1,727 sq ft · 15579 HONEYBELL DRIVE
• $399,000 · 3 bd / 2.5 ba / 1,626 sq ft · 8067 GLENLLOYD AVENUE (Hawksmoor)
• $369,900 · 3 bd / 2 ba / 1,188 sq ft · 159 9TH STREET (Loveless J S Add 01)

$400K – $500K: 119 homes

• $425,000 · 3 bd / 2 ba / 1,320 sq ft · 1012 GLENSPRINGS AVE
• $499,900 · 2 bd / 2 ba / 1,185 sq ft · 17138 ARROWHEAD BOULEVARD (Arrowhead Lakes)
• $429,900 · 3 bd / 2.5 ba / 1,717 sq ft · 14017 TITLE WAY
• $450,000 · 3 bd / 2 ba / 1,502 sq ft · 1210 BRANDY LAKE VIEW CIRCLE (Brandy Creek)

$500K – $750K: 229 homes

• $505,000 · 3 bd / 2.5 ba / 1,908 sq ft · 9279 GRAND ISLAND WAY (Watermark)
• $535,000 · 3 bd / 2 ba / 1,748 sq ft · 8 LAKEVIEW RESERVE BOULEVARD
• $535,000 · 3 bd / 2.5 ba / 2,156 sq ft · 15066 MARBLED GODWIT DRIVE (Summerlake Pd Ph 3A)
• $569,000 · 6 bd / 3 ba / 2,714 sq ft · 15725 SIGNATURE DRIVE (Signature Lakes Ph 02 A B H I J)

$750K – $1M: 158 homes

• $869,000 · 5 bd / 4 ba / 3,710 sq ft · 14327 WABASSO LOOP (Tilden Place/Winter Garden)
• $869,000 · 5 bd / 4 ba / 3,118 sq ft · 14779 MCCLANE ROAD
• $849,900 · 4 bd / 3 ba / 2,306 sq ft · 8270 TOPSAIL PLACE (Lakeshore Preserve)
• $888,000 · 4 bd / 4 ba / 3,539 sq ft · 13618 LARSEN LANE

$1M and up: 85 homes

• $1.15M · 4 bd / 3.5 ba / 3,262 sq ft · 816 E FULLERS CROSS ROAD
• $1.90M · 6 bd / 6 ba / 5,247 sq ft · 16143 BARKLY RIDGE COURT (Avalon Rdg)
• $1.50M · 3 bd / 2.5 ba / 2,735 sq ft · 263 DEER ISLE DRIVE
• $1.16M · 4 bd / 3.5 ba / 2,954 sq ft · 16753 TURTLE HATCH DRIVE

Every home for sale in Winter Garden right now (749)

All 749 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

• $869,000 · 5 bd / 4 ba / 3,710 sq ft · 14327 WABASSO LOOP (Tilden Place/Winter Garden)
• $869,000 · 5 bd / 4 ba / 3,118 sq ft · 14779 MCCLANE ROAD
• $159,999 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1440 (Grove Resort And Spa)
• $1.90M · 6 bd / 6 ba / 5,247 sq ft · 16143 BARKLY RIDGE COURT (Avalon Rdg)
• $1.15M · 4 bd / 3.5 ba / 3,262 sq ft · 816 E FULLERS CROSS ROAD
• $849,900 · 4 bd / 3 ba / 2,306 sq ft · 8270 TOPSAIL PLACE (Lakeshore Preserve)
• $505,000 · 3 bd / 2.5 ba / 1,908 sq ft · 9279 GRAND ISLAND WAY (Watermark)
• $1.50M · 3 bd / 2.5 ba / 2,735 sq ft · 263 DEER ISLE DRIVE
• $535,000 · 3 bd / 2 ba / 1,748 sq ft · 8 LAKEVIEW RESERVE BOULEVARD
• $535,000 · 3 bd / 2.5 ba / 2,156 sq ft · 15066 MARBLED GODWIT DRIVE (Summerlake Pd Ph 3A)
• $425,000 · 3 bd / 2 ba / 1,320 sq ft · 1012 GLENSPRINGS AVE
• $1.16M · 4 bd / 3.5 ba / 2,954 sq ft · 16753 TURTLE HATCH DRIVE
• $888,000 · 4 bd / 4 ba / 3,539 sq ft · 13618 LARSEN LANE
• $1.75M · 5 bd / 4.5 ba / 3,555 sq ft · 728 GARDEN WEST TERRACE (Garden West)
• $960,200 · 3 bd / 2 ba / 2,239 sq ft · 9901 AVALON WOODS DRIVE
• $925,000 · 5 bd / 3.5 ba / 3,643 sq ft · 6262 ARGENT WOOD DRIVE (Silverleaf Oaks At Hamlin)
• $740,000 · 5 bd / 4.5 ba / 3,663 sq ft · 3275 BUOY CIRCLE
• $697,240 · 4 bd / 2.5 ba / 1,852 sq ft · 620 SIGLER DRIVE (Lakeview Village Estates)
• $685,240 · 3 bd / 2.5 ba / 1,852 sq ft · 618 SIGLER DRIVE (Lakeview Village Estates)
• $635,000 · 3 bd / 2.5 ba / 2,207 sq ft · 13160 DENDY WAY (Horizon Isle)
• $604,580 · 3 bd / 2.5 ba / 1,634 sq ft · 622 SIGLER DRIVE (Lakeview Village Estates)
• $569,500 · 4 bd / 3.5 ba / 2,434 sq ft · 16644 POINT ROCK DRIVE
• $569,000 · 6 bd / 3 ba / 2,714 sq ft · 15725 SIGNATURE DRIVE (Signature Lakes Ph 02 A B H I J)
• $499,900 · 2 bd / 2 ba / 1,185 sq ft · 17138 ARROWHEAD BOULEVARD (Arrowhead Lakes)
• $350,000 · 3 bd / 2 ba / 1,352 sq ft · 1444 KENNY COURT
• $299,900 · 2 bd / 2 ba / 1,216 sq ft · 15613 BOGGY OAK CIRCLE #110A
• $1.35M · 5 bd / 4 ba / 4,028 sq ft · 17600 LAKE STAR ROAD (Northlake At Ovation)
• $750,000 · 3 bd / 3.5 ba / 2,858 sq ft · 12934 HARVEST RAIN AVENUE (harvest at ovation)
• $659,000 · 3 bd / 2.5 ba / 2,134 sq ft · 17055 SEVILLE ORANGE ROAD (Northlake At Ovation)
• $654,718 · 3 bd / 4.5 ba / 2,618 sq ft · 14743 FIELD DAISY DRIVE (harvest at ovation)
• $599,000 · 4 bd / 3 ba / 2,428 sq ft · 16012 MICELLI DRIVE
• $588,000 · 4 bd / 3.5 ba / 2,817 sq ft · 13051 SPRING GROVE WAY (encore at ovation)
• $559,900 · 5 bd / 3 ba / 2,455 sq ft · 7618 BLUEJACK OAK DRIVE
• $520,000 · 3 bd / 2 ba / 1,924 sq ft · 324 E FULLERS CROSS ROAD
• $519,000 · 4 bd / 2.5 ba / 2,014 sq ft · 16742 OAKBORO STREET
• $669,000 · 5 bd / 2.5 ba / 2,834 sq ft · 725 TRANQUIL TRAIL (Black Lake Park Ph 1)
• $565,000 · 3 bd / 2 ba / 1,768 sq ft · 1069 GLENHARBOR CIRCLE
• $450,000 · 3 bd / 2 ba / 1,502 sq ft · 1210 BRANDY LAKE VIEW CIRCLE (Brandy Creek)
• $429,900 · 3 bd / 2.5 ba / 1,717 sq ft · 14017 TITLE WAY
• $2.20M · 5 bd / 4 ba / 3,350 sq ft · 234 N LAKEVIEW AVENUE (Cooper Sewell Add)
• $949,000 · 5 bd / 3.5 ba / 3,910 sq ft · 9849 LOST CREEK DRIVE
• $924,900 · 3 bd / 4 ba / 3,012 sq ft · 15199 LAKE CLAIRE OVERLOOK DRIVE
• $824,000 · 4 bd / 3.5 ba / 3,077 sq ft · 17590 JAPONICA BLOOM DRIVE (Northlake At Ovation)
• $789,900 · 4 bd / 3 ba / 2,285 sq ft · 15749 CUTTER SAIL PLACE (Lakeshore Preserve)
• $730,000 · 6 bd / 4 ba / 4,204 sq ft · 1818 JUNIPER HAMMOCK STREET (Mcallister Lndg)
• $573,147 · 3 bd / 3.5 ba / 2,148 sq ft · 14747 FIELD DAISY DRIVE (harvest at ovation)
• $429,000 · 4 bd / 2.5 ba / 1,606 sq ft · 1956 PORTCASTLE CIRCLE
• $399,000 · 3 bd / 2.5 ba / 1,727 sq ft · 15579 HONEYBELL DRIVE
• $399,000 · 3 bd / 2.5 ba / 1,626 sq ft · 8067 GLENLLOYD AVENUE (Hawksmoor)
• $298,500 · 3 bd / 2 ba / 1,453 sq ft · 1300 EASTERN PECAN PLACE #208
• $295,000 · 2 bd / 1 ba / 556 sq ft · 345 E MAPLE STREET
• $1.05M · 5 bd / 4 ba / 3,688 sq ft · 13541 PARKFIELD WAY
• $749,000 · 5 bd / 3.5 ba / 3,673 sq ft · 1349 CASTLEPORT ROAD (Stoneybrook West 44 134 Winter Garden)
• $635,572 · 4 bd / 4.5 ba / 2,618 sq ft · 14775 FIELD DAISY DRIVE (harvest at ovation)
• $625,000 · 4 bd / 4.5 ba / 2,149 sq ft · 14779 FIELD DAISY DRIVE (harvest at ovation)
• $524,990 · 3 bd / 2.5 ba / 1,836 sq ft · 13037 SERENE GLADE ROAD (Serenade at Ovation)
• $524,090 · 3 bd / 2.5 ba / 1,628 sq ft · 16651 EVERMORE ALLEY (Silverleaf Oaks)
• $514,990 · 3 bd / 2.5 ba / 1,836 sq ft · 13013 SERENE GLADE ROAD (Serenade at Ovation)
• $369,900 · 3 bd / 2 ba / 1,188 sq ft · 159 9TH STREET (Loveless J S Add 01)
• $275,000 · 3 bd / 2 ba / 1,036 sq ft · 1069 MILDRED DIXON WAY
• $235,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1218
• $220,000 · 1 bd / 1 ba / 738 sq ft · 341 SOUTHERN PECAN CIRCLE #202
• $531,190 · 3 bd / 2.5 ba / 1,628 sq ft · 16735 SILVER BROOK WAY (Silverleaf Oaks)
• $519,090 · 3 bd / 2.5 ba / 1,628 sq ft · 16821 EVERMORE ALLEY (Silverleaf Oaks)
• $485,000 · 4 bd / 2.5 ba / 1,868 sq ft · 9469 MEADOW HUNT WAY
• $435,890 · 3 bd / 2.5 ba / 1,683 sq ft · 6270 SUNNY TIME AVENUE (Silverleaf Oaks)
• $925,000 · 7 bd / 4 ba / 4,704 sq ft · 17839 GOURD NECK LOOP
• $718,000 · 6 bd / 4 ba / 4,194 sq ft · 1481 JUNIPER HAMMOCK STREET (Mcallister Lndg)
• $690,000 · 4 bd / 3.5 ba / 2,806 sq ft · 17922 HITHER HILLS CIRCLE
• $585,000 · 4 bd / 2 ba / 2,328 sq ft · 618 BAINBRIDGE LOOP
• $164,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #3631 (Grove Residence & Spa Hotel)
• $1.20M · 5 bd / 4 ba / 3,856 sq ft · 14807 WINTER STAY DRIVE (Panther View)
• $880,000 · 5 bd / 4 ba / 3,414 sq ft · 10079 AUSTRINA OAK LOOP (Watermark)
• $833,701 · 5 bd / 4.5 ba / 3,225 sq ft · 11815 SHINE VIEW LANE (Waterleigh)
• $825,000 · 5 bd / 4.5 ba / 3,227 sq ft · 11079 SOUND SHORE DRIVE
• $750,000 · 4 bd / 3.5 ba / 3,049 sq ft · 7186 WILD STRAWBERRY RUN
• $609,998 · 3 bd / 2.5 ba / 2,732 sq ft · 14825 PORTER ROAD
• $525,000 · 4 bd / 3 ba / 2,030 sq ft · 17126 QUICKSILVER AVENUE (Waterside On Johns Lake)
• $819,000 · 5 bd / 4.5 ba / 3,793 sq ft · 14037 PECAN ORCHARD DRIVE (Orchard Pk/Stillwater Xing Ph)
• $800,000 · 5 bd / 3 ba / 3,007 sq ft · 14031 ZEPHERMOOR LANE (Windward Cay 48 125)
• $700,000 · 3 bd / 2.5 ba / 2,856 sq ft · 745 CASCADING CREEK LANE
• $565,000 · 4 bd / 3 ba / 2,418 sq ft · 12355 BRACCO STREET (Highland Rdg)
• $455,000 · 3 bd / 2.5 ba / 1,857 sq ft · 2020 PORTCASTLE CIRCLE (Stone Crk A-1 & A-2)
• $344,900 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT #1723
• $189,000 · 3 bd / 2 ba / 1,216 sq ft · 1323 AZALEA WAY
• $869,990 · 5 bd / 4 ba / 3,045 sq ft · 12511 GOLD HONEYSUCKLE STREET (Osprey Ranch)
• $795,000 · 3 bd / 2 ba / 1,755 sq ft · 190 ROPER DRIVE (Westlake Manor 1St Addition)
• $539,900 · 4 bd / 2.5 ba / 2,152 sq ft · 15411 GILLIGAN COURT
• $468,000 · 3 bd / 2.5 ba / 1,744 sq ft · 9936 PALLIDA HICKORY WAY (Watermark)
• $1.43M · 4 bd / 4 ba / 4,189 sq ft · 228 STANTON ESTATES CIRCLE (Stanton Estates)
• $879,000 · 4 bd / 3.5 ba / 3,424 sq ft · 16513 SILVER BROOK WAY (Silverleaf Reserve At Hamlin)
• $814,359 · 4 bd / 3 ba / 3,038 sq ft · 17332 WILD DAISY DRIVE (Hamlin Meadows at Hamlin)
• $722,222 · 4 bd / 2.5 ba / 2,235 sq ft · 17326 WILD DAISY DRIVE (Hamlin Meadows at Hamlin)
• $698,800 · 4 bd / 4 ba / 2,110 sq ft · 24 W GARDEN AVENUE (Winter Garden Shores Rep)
• $560,000 · 3 bd / 2 ba / 2,304 sq ft · 1539 HAWKESBURY COURT
• $531,055 · 3 bd / 2.5 ba / 1,992 sq ft · 14791 FIELD DAISY DRIVE (harvest at ovation)
• $499,900 · 4 bd / 3 ba / 2,030 sq ft · 1396 ROXY LANE (Waterside At Johns Lake)
• $499,900 · 3 bd / 2.5 ba / 1,784 sq ft · 11030 FOLKLORE STREET
• $495,090 · 4 bd / 3 ba / 1,847 sq ft · 6403 ARGENT WOOD DRIVE (Silverleaf Oaks)
• $495,000 · 3 bd / 2.5 ba / 1,685 sq ft · 8649 FLAGSHIP ALLEY
• $494,890 · 3 bd / 2.5 ba / 1,881 sq ft · 15231 GROVESIDE ROAD (Parkview at Hamlin)
• $449,900 · 3 bd / 2.5 ba / 1,751 sq ft · 15375 AVENUE OF THE ARBORS
• $330,000 · 2 bd / 2.5 ba / 1,077 sq ft · 14066 AVENUE OF THE GROVES
• $175,000 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #3636 (Grove Residence & Spa Hotel)
• $659,900 · 3 bd / 2.5 ba / 1,772 sq ft · 939 KYLEE ALLEY (Oakland Park)
• $595,000 · 3 bd / 2.5 ba / 1,786 sq ft · 923 COLIE ALLEY (Oakland Park)
• $495,000 · 4 bd / 2.5 ba / 1,838 sq ft · 9356 TYRELLA PINE TRAIL (Watermark)
• $395,000 · 3 bd / 2.5 ba / 1,626 sq ft · 10114 SALT POINT DRIVE (Waterleigh)
• $539,900 · 6 bd / 3 ba / 2,714 sq ft · 15663 SIGNATURE DRIVE (Signature Lakes)
• $450,000 · 4 bd / 2.5 ba / 1,996 sq ft · 14058 FRASIER STREET
• $1.20M · 5 bd / 3.5 ba / 3,910 sq ft · 10048 BEACH PORT DRIVE (Waterleigh)
• $967,500 · 3 bd / 3.5 ba / 2,955 sq ft · 15066 CANOPY COVER DRIVE
• $859,000 · 5 bd / 5 ba / 3,935 sq ft · 2716 GORST RD
• $620,000 · 3 bd / 2.5 ba / 2,130 sq ft · 16387 TALIESIN STREET (Hawksmoor)
• $579,000 · 3 bd / 2 ba / 1,522 sq ft · 204 HARBOR DRIVE
• $399,900 · 3 bd / 2.5 ba / 1,860 sq ft · 8049 BASILICA LANE
• $165,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT #2304
• $1.50M · 4 bd / 3.5 ba / 3,728 sq ft · 261 ZACHARY WADE STREET (Lakeview Reserve 46 149 Winter Garden)
• $699,000 · 4 bd / 3.5 ba / 3,171 sq ft · 13211 LAKESHORE GROVE DRIVE (Wintermere Harbor)
• $640,000 · 4 bd / 3 ba / 2,350 sq ft · 13557 PARKFIELD WAY (encore at ovation)
• $610,000 · 5 bd / 3 ba / 2,638 sq ft · 7542 SUMMERLAKE GROVES STREET (Panther View 40 Winter Garden)
• $575,000 · 4 bd / 2 ba / 2,005 sq ft · 995 SADIE LANE (Island Pointe Sub)
• $450,000 · 3 bd / 2.5 ba / 1,810 sq ft · 5887 CYPRESS HILL ROAD
• $429,900 · 3 bd / 2.5 ba / 1,937 sq ft · 9766 AMBER CHESTNUT WAY (Watermark)
• $1.18M · 4 bd / 3.5 ba / 2,914 sq ft · 8836 LAKESHORE POINTE DRIVE (Lakeshore Preserve)
• $910,000 · 3 bd / 2.5 ba / 1,822 sq ft · 1362 UNION CLUB DRIVE
• $829,500 · 4 bd / 3 ba / 2,917 sq ft · 3413 TURNINGWIND LANE
• $785,000 · 5 bd / 4 ba / 2,823 sq ft · 17602 JAPONICA BLOOM DRIVE (Northlake At Ovation)
• $740,500 · 5 bd / 3 ba / 2,777 sq ft · 12349 WESTFIELD LAKES CIRCLE (Westfield Lakes Ph 04 A-F)
• $589,900 · 4 bd / 2 ba / 1,960 sq ft · 517 GARDEN HEIGHTS DRIVE (Garden Heights)
• $579,000 · 3 bd / 2 ba / 2,133 sq ft · 1442 COLUSO DRIVE (Magnolia Wood Fifth Add)
• $560,000 · 3 bd / 2 ba / 2,144 sq ft · 4540 GLIDING WAVE STREET
• $559,900 · 4 bd / 3.5 ba / 2,342 sq ft · 4780 TERRACE BLUFF STREET (Enclave/Hamlin)
• $550,000 · 3 bd / 2.5 ba / 1,892 sq ft · 9918 PALLIDA HICKORY WAY
• $525,000 · 3 bd / 2.5 ba / 2,175 sq ft · 7584 SUMMERLAKE GROVES STREET (Panther View)
• $500,000 · 4 bd / 3.5 ba / 2,502 sq ft · 15223 EVERGREEN OAK LOOP
• $379,000 · 3 bd / 2.5 ba / 1,737 sq ft · 1424 SCARLET OAK LOOP
• $350,000 · 3 bd / 2.5 ba / 1,625 sq ft · 1017 PRIORY CIRCLE
• $2.40M · 6 bd / 6.5 ba / 5,572 sq ft · 7747 GREEN MOUNTAIN WAY (Summerlake Pd Ph 3A)
• $635,000 · 4 bd / 4.5 ba / 2,927 sq ft · 16283 HONEY HARVEST STREET (Harvest/Ovation)
• $512,000 · 4 bd / 2 ba / 1,853 sq ft · 23 ZACHARY WADE STREET (Lakeview Reserve 46 149 Winter Garden)
• $510,000 · 3 bd / 2.5 ba / 2,193 sq ft · 7921 ICELAND GULL STREET
• $449,000 · 3 bd / 2 ba / 1,825 sq ft · 2548 BALFORN TOWER WAY (Stoneybrook West D)
• $359,900 · 3 bd / 2.5 ba / 1,956 sq ft · 15515 CAMPDEN STREET
• $269,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2219
• $4.30M · 6 bd / 6.5 ba / 6,601 sq ft · 15614 ESPALIER WAY (Signature Lakes)
• $1.05M · 3 bd / 2.5 ba / 1,880 sq ft · 206 N HIGHLAND AVENUE (Cooper Sewell Add)
• $925,000 · 4 bd / 3 ba / 2,860 sq ft · 313 MERIN COURT (Lake Cove Pointe 46 58 Winter Garden)
• $859,000 · 4 bd / 3.5 ba / 2,445 sq ft · 1021 HUNTSPOINT STREET (Oakland Park)
• $800,000 · 4 bd / 3.5 ba / 3,040 sq ft · 14105 LARKSPUR LAKE DRIVE (Lakeview Pointe/Horizon West P)

Showing the newest 150 of 749; the price bands above and the map cover the rest.

Homes for sale in Winter Garden by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

Winter Garden communities with the most homes for sale

The Winter Garden neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Winter Garden: property types

• Single-family houses: 511
• Townhouses: 119
• Condos: 114
• Villas: 5

Another 2 listings in Winter Garden are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Garden (114) · Townhomes for sale in Winter Garden (119).

The Winter Garden real estate market right now

Over the last 12 months 1,339 homes sold in Winter Garden at a median of $595,000 (-1.1% year over year), $254 per square foot. Sellers received 96% of list price and homes took a median 38 days to go under contract. With 749 homes for sale against that sales pace, months of supply is 6.7, a buyer’s market by the six-month rule. Cash buyers accounted for 24% of sales. New construction was 26% of sales.

Winter Garden supply by price band

Winter Garden home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

What a home in Winter Garden costs to own

Take the median $589,900 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $3,242/month. Orange County’s typical millage of 16.67 puts property tax near $9,002/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,109/month plus any HOA or CDD assessment.

Explore Winter Garden

• All homes for sale in Orange County, FL
• What is my house worth in Winter Garden? Home values, $/sq ft and days to contract
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• New listings this week in Winter Garden
• Price reductions this week in Winter Garden
• Winter Garden homes by street
• What $500K buys in Orange County
• Winter Garden market intelligence: prices, supply and trends
• Winter Garden ZIP codes: every ZIP, map and home prices
• Moving to Winter Garden: the data guide
• Cost of living in Winter Garden
• New construction homes in Winter Garden
• Best neighborhoods in Winter Garden
• Orange County property tax guide
• Orange County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Winter Garden community
• Best places to live in Florida: every city ranked by the numbers
• All Florida cities and counties

Homes for sale near Winter Garden

• Homes for sale in Orlando, FL — 4319 listings
• Homes for sale in Apopka, FL — 569 listings
• Homes for sale in Winter Park, FL — 398 listings
• Homes for sale in Windermere, FL — 240 listings
• Homes for sale in Ocoee, FL — 158 listings
• Homes for sale in Maitland, FL — 122 listings
• Homes for sale in Zellwood, FL — 56 listings
• Homes for sale in Oakland, FL — 38 listings
• Homes for sale in Belle Isle, FL — 27 listings
• Homes for sale in Gotha, FL — 19 listings
• Homes for sale in Golden Oak, FL — 6 listings

Recently off market in Winter Garden

Homes in Winter Garden that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

• 6001 Flowering Cherry Bend · last listed $954,990 · off market Oct 21, 2026
• 434 Sand Lime Road · last listed $239,900 · off market Oct 21, 2026
• 17954 Hither Hills Circle · last listed $699,000 · off market Oct 21, 2026
• 14975 Winter Stay Drive · last listed $770,000 · off market Oct 21, 2026
• 14411 Hampshire Bay Circle · last listed $870,000 · off market Oct 21, 2026
• 132 Zachary Wade Street · last listed $510,000 · off market Oct 21, 2026
• 13175 Sunny Retreat Lane · last listed $745,000 · off market Oct 21, 2026
• 13006 Serene Glade Road · last listed $529,900 · off market Oct 21, 2026
• 12362 Bracco Street · last listed $485,000 · off market Oct 21, 2026
• 109 Windtree Lane #N · last listed $209,900 · off market Oct 21, 2026
• 10198 Merrymeeting Bay Drive · last listed $1,160,000 · off market Oct 21, 2026
• 8807 Fountain Palm Aly · last listed $570,000 · off market Oct 20, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Garden as of 2026-10-23 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.