Homes for Sale in Winter Garden, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 4, 2026

693 homes are for sale in Winter Garden, FL as of 2026-10-04, with 155 more under contract. The median list price is $585,000 ($257/sq ft), most homes list between $260K to $1.09M, and the median listing has been on the market 40 days. That is 461 houses, 115 condos and 116 townhouses. 180 homes came on the market this week and 1,339 sold in the last 12 months at a median of $597,500.

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.

$1.20M New

5 bd · 3.5 ba · 3,910 sq ft · built 2019

10048 BEACH PORT DRIVE, 34787

Waterleigh

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO

$967,500 New

3 bd · 3.5 ba · 2,955 sq ft · built 2023

15066 CANOPY COVER DRIVE, 34787

Del Webb Oasis

Listing courtesy of IAD REAL ESTATE

$840,000 New

4 bd · 3 ba · 3,072 sq ft · built 2023

13993 TITLE WAY, 34787

storey grove

Listing courtesy of GARCIA REALTY GROUP

$800,000 New

4 bd · 3.5 ba · 3,040 sq ft · built 2018

14105 LARKSPUR LAKE DRIVE, 34787

Lakeview Pointe/Horizon West P

Listing courtesy of LUXE PROPERTIES

$620,000 New

3 bd · 2.5 ba · 2,130 sq ft · built 2021

16387 TALIESIN STREET, 34787

Hawksmoor

Listing courtesy of PREFERRED REAL ESTATE BROKERS

$579,000 New

3 bd · 2 ba · 1,522 sq ft · built 1988

204 HARBOR DRIVE, 34787

Winter Garden

Listing courtesy of METROPOLIS R.E. SOLUTIONS, LLC

$575,000 New

4 bd · 2 ba · 2,005 sq ft · built 2000

995 SADIE LANE, 34787

Island Pointe Sub

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC

$480,000 New

2 bd · 2 ba · 1,265 sq ft · built 2018

14501 GROVE RESORT AVENUE #3425, 34787

Winter Garden

Listing courtesy of MIAMI LIFE REALTY LLC

$429,900 New

3 bd · 2.5 ba · 1,937 sq ft · built 2019

9766 AMBER CHESTNUT WAY, 34787

Watermark

Listing courtesy of LPT REALTY, LLC

$325,000 New

3 bd · 3 ba · 1,544 sq ft · built 2016

14501 GROVE RESORT AVENUE #1614, 34787

Grove Resort And Spa Hotel Condo Ii

Listing courtesy of LIVE MVRK LLC

$295,000 New

2 bd · 2 ba · 1,265 sq ft · built 2018

14501 GROVE RESORT AVENUE #3706, 34787

Grove Residence & Spa Hotel Condo Ii

Listing courtesy of LEGACY PLUS REALTY

$295,000 New

2 bd · 2 ba · 1,265 sq ft · built 2018

14501 GROVE RESORT AVENUE #2703, 34787

Grove Residence & Spa Hotel Condo Ii

Listing courtesy of MBI REALTY LLC

$290,000 New

3 bd · 3 ba · 1,544 sq ft · built 2018

14501 GROVE RESORT AVENUE #3642, 34787

Grove Residence & Spa Hotel

Listing courtesy of MY REALTY GROUP, LLC.

$284,995 New

3 bd · 2 ba · 1,340 sq ft · built 2005

431 SOUTHERN PECAN CIRCLE #101, 34787

Winter Garden

Listing courtesy of RE/MAX PRIME PROPERTIES

$269,000 New

3 bd · 2 ba · 1,396 sq ft · built 2018

14501 GROVE RESORT AVENUE #2219, 34787

Winter Garden

Listing courtesy of EXP REALTY LLC

$249,000 New

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

14501 GROVE RESORT AVENUE #1420, 34787

Grove Resort And Spa Hotel

Listing courtesy of FLARE PROPERTIES LLC

$244,900 New

2 bd · 2 ba · 1,434 sq ft · built 2018

14501 GROVE RESORT AVENUE #2135, 34787

Grove Residence & Spa Hotel Condo Ii

Listing courtesy of AGENT TRUST REALTY CORPORATION

$199,000 New

2 bd · 2 ba · 1,265 sq ft · built 2018

14501 GROVE RESORT AVENUE #3215, 34787

The Grove Resort

Listing courtesy of TEAM DONOVAN

$184,900 New

2 bd · 2 ba · 1,375 sq ft · built 2018

14501 GROVE RESORT AVENUE #2221, 34787

Winter Garden

Listing courtesy of SUN CREST FLORIDA PROPERTIES

$165,000 New

2 bd · 2 ba · 1,375 sq ft · built 2009

14501 GROVE RESORT #2304, 34787

Winter Garden

Listing courtesy of KELLER WILLIAMS EAGLE REALTY

$2.50M New

6 bd · 6.5 ba · 5,287 sq ft · built 2020

15505 SHOREBIRD LANE, 34787

Lakeshore Preserve

Listing courtesy of WRA BUSINESS & REAL ESTATE

$2.40M New

6 bd · 6.5 ba · 5,572 sq ft · built 2016

7747 GREEN MOUNTAIN WAY, 34787

Summerlake Pd Ph 3A

Listing courtesy of BELLA VIEW REALTY LLC

$2.00M New

6 bd · 6 ba · 5,248 sq ft · built 2024

16077 BARKLY RIDGE COURT, 34787

Avalon Ridge

Listing courtesy of MS LAND & BUILDING LLC

$1.60M New

5 bd · 5 ba · 4,442 sq ft · built 2025

325 CRYSTAL WOOD DRIVE, 34787

Winter Grv

Listing courtesy of WRA BUSINESS & REAL ESTATE

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 $585,000; the busiest band is $500K – $750K.

Under $200K: 29 homes

• $165,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT #2304
• $184,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #2221
• $199,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3215 (The Grove Resort)
• $178,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3703

$200K – $300K: 63 homes

• $244,900 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #2135 (Grove Residence & Spa Hotel Condo Ii)
• $249,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1420 (Grove Resort And Spa Hotel)
• $269,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2219
• $284,995 · 3 bd / 2 ba / 1,340 sq ft · 431 SOUTHERN PECAN CIRCLE #101

$300K – $400K: 60 homes

• $325,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #1614 (Grove Resort And Spa Hotel Condo Ii)
• $350,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #1603
• $384,900 · 3 bd / 2.5 ba / 1,704 sq ft · 1432 SCARLET OAK LOOP (Villas/Tucker Oaks)
• $330,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3222 (Grove Resort And Spa Hotel)

$400K – $500K: 117 homes

• $429,900 · 3 bd / 2.5 ba / 1,937 sq ft · 9766 AMBER CHESTNUT WAY (Watermark)
• $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
• $425,000 · 3 bd / 2.5 ba / 1,505 sq ft · 10108 SALT POINT DRIVE (Waterleigh)
• $435,000 · 8 bd / 3 ba / 1,750 sq ft · 208 3RD STREET

$500K – $750K: 189 homes

• $575,000 · 4 bd / 2 ba / 2,005 sq ft · 995 SADIE LANE (Island Pointe Sub)
• $579,000 · 3 bd / 2 ba / 1,522 sq ft · 204 HARBOR DRIVE
• $620,000 · 3 bd / 2.5 ba / 2,130 sq ft · 16387 TALIESIN STREET (Hawksmoor)
• $500,000 · 4 bd / 3.5 ba / 2,502 sq ft · 15223 EVERGREEN OAK LOOP

$750K – $1M: 151 homes

• $800,000 · 4 bd / 3.5 ba / 3,040 sq ft · 14105 LARKSPUR LAKE DRIVE (Lakeview Pointe/Horizon West P)
• $840,000 · 4 bd / 3 ba / 3,072 sq ft · 13993 TITLE WAY (storey grove)
• $967,500 · 3 bd / 3.5 ba / 2,955 sq ft · 15066 CANOPY COVER DRIVE (Del Webb Oasis)
• $785,000 · 5 bd / 4 ba / 2,823 sq ft · 17602 JAPONICA BLOOM DRIVE (Northlake At Ovation)

$1M and up: 84 homes

• $1.20M · 5 bd / 3.5 ba / 3,910 sq ft · 10048 BEACH PORT DRIVE (Waterleigh)
• $1.08M · 4 bd / 4 ba / 3,881 sq ft · 1651 AMSEL FALLS PARK TERRACE (Twinwaters)
• $1.09M · 4 bd / 4 ba / 2,701 sq ft · 526 FIRST CAPE CORAL DRIVE (Black Lake Park Ph 1)
• $1.14M · 4 bd / 3.5 ba / 2,995 sq ft · 642 MEDORA WAY (Lakeview Village Estates)

Every home for sale in Winter Garden right now (693)

All 693 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

• $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 (Del Webb Oasis)
• $840,000 · 4 bd / 3 ba / 3,072 sq ft · 13993 TITLE WAY (storey grove)
• $800,000 · 4 bd / 3.5 ba / 3,040 sq ft · 14105 LARKSPUR LAKE DRIVE (Lakeview Pointe/Horizon West P)
• $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
• $575,000 · 4 bd / 2 ba / 2,005 sq ft · 995 SADIE LANE (Island Pointe Sub)
• $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
• $429,900 · 3 bd / 2.5 ba / 1,937 sq ft · 9766 AMBER CHESTNUT WAY (Watermark)
• $325,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #1614 (Grove Resort And Spa Hotel Condo Ii)
• $295,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3706 (Grove Residence & Spa Hotel Condo Ii)
• $295,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #2703 (Grove Residence & Spa Hotel Condo Ii)
• $290,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #3642 (Grove Residence & Spa Hotel)
• $284,995 · 3 bd / 2 ba / 1,340 sq ft · 431 SOUTHERN PECAN CIRCLE #101
• $269,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2219
• $249,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1420 (Grove Resort And Spa Hotel)
• $244,900 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #2135 (Grove Residence & Spa Hotel Condo Ii)
• $199,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3215 (The Grove Resort)
• $184,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #2221
• $165,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT #2304
• $2.50M · 6 bd / 6.5 ba / 5,287 sq ft · 15505 SHOREBIRD LANE (Lakeshore Preserve)
• $2.40M · 6 bd / 6.5 ba / 5,572 sq ft · 7747 GREEN MOUNTAIN WAY (Summerlake Pd Ph 3A)
• $2.00M · 6 bd / 6 ba / 5,248 sq ft · 16077 BARKLY RIDGE COURT (Avalon Ridge)
• $1.60M · 5 bd / 5 ba / 4,442 sq ft · 325 CRYSTAL WOOD DRIVE (Winter Grv)
• $1.55M · 4 bd / 4 ba / 3,487 sq ft · 7031 BILLIE COURT (West Lake Hancock Estates)
• $1.50M · 4 bd / 3.5 ba / 3,728 sq ft · 261 ZACHARY WADE STREET (Lakeview Reserve 46 149 Winter Garden)
• $1.40M · 5 bd / 4.5 ba / 4,919 sq ft · 1720 LAKE ROBERTS LANDING DRIVE (Lake Roberts Lndg E)
• $1.27M · 5 bd / 3.5 ba / 3,906 sq ft · 16894 WINGSPREAD LOOP (Hawksmoor)
• $1.18M · 4 bd / 3.5 ba / 2,914 sq ft · 8836 LAKESHORE POINTE DRIVE (Lakeshore Preserve)
• $1.16M · 7 bd / 4.5 ba / 4,720 sq ft · 5074 BREEZY ACRES STREET
• $1.16M · 4 bd / 3 ba / 2,902 sq ft · 650 MEDORA WAY (Lakeview Village Estates)
• $1.14M · 4 bd / 3.5 ba / 2,995 sq ft · 642 MEDORA WAY (Lakeview Village Estates)
• $1.09M · 4 bd / 4 ba / 2,701 sq ft · 526 FIRST CAPE CORAL DRIVE (Black Lake Park Ph 1)
• $1.08M · 4 bd / 4 ba / 3,881 sq ft · 1651 AMSEL FALLS PARK TERRACE (Twinwaters)
• $974,706 · 4 bd / 3.5 ba / 3,327 sq ft · 11851 SHINE VIEW LANE (Waterleigh)
• $956,826 · 5 bd / 4.5 ba / 3,225 sq ft · 11839 SHINE VIEW LANE (Waterleigh)
• $947,591 · 5 bd / 4.5 ba / 3,225 sq ft · 11935 SHINE VIEW LANE (Waterleigh)
• $925,000 · 4 bd / 3 ba / 2,860 sq ft · 313 MERIN COURT (Lake Cove Pointe 46 58 Winter Garden)
• $925,000 · 5 bd / 3 ba / 3,739 sq ft · 2491 PRAIRIE VIEW DRIVE
• $912,961 · 4 bd / 3.5 ba / 3,327 sq ft · 11929 SHINE VIEW LANE (Waterleigh)
• $910,000 · 3 bd / 2.5 ba / 1,822 sq ft · 1362 UNION CLUB DRIVE
• $902,116 · 5 bd / 4.5 ba / 3,225 sq ft · 11875 SHINE VIEW LANE (Waterleigh)
• $899,900 · 3 bd / 1 ba / 1,478 sq ft · 144 TILDENVILLE SCHOOL ROAD
• $899,760 · 4 bd / 3.5 ba / 2,432 sq ft · 611 SIGLER DRIVE (Lakeview Village Estates)
• $899,000 · 3 bd / 3.5 ba / 2,872 sq ft · 3292 WINDBEAM COURT (Estates At Lakeview Preserve)
• $879,900 · 4 bd / 3 ba / 2,791 sq ft · 17018 SEVILLE ORANGE ROAD (Northlake At Ovation)
• $865,000 · 4 bd / 3.5 ba / 2,445 sq ft · 1021 HUNTSPOINT STREET (Oakland Park)
• $825,000 · 5 bd / 4 ba / 3,812 sq ft · 13613 LARSEN LANE
• $799,900 · 4 bd / 3.5 ba / 2,962 sq ft · 15562 WATERLEIGH COVE DRIVE (Waterleigh)
• $790,000 · 5 bd / 3.5 ba / 3,874 sq ft · 15007 NIGHT HERON DRIVE (Summerlake Pd Ph 3A)
• $789,000 · 3 bd / 2 ba / 1,978 sq ft · 923 ALLENHURST STREET
• $785,000 · 5 bd / 4 ba / 2,823 sq ft · 17602 JAPONICA BLOOM DRIVE (Northlake At Ovation)
• $744,990 · 4 bd / 3 ba / 3,038 sq ft · 13368 PEACEFUL MELODY DRIVES (Serenade at Ovation)
• $739,000 · 4 bd / 3.5 ba / 2,840 sq ft · 9152 SONOMA COAST DRIVE
• $729,999 · 4 bd / 3.5 ba / 2,877 sq ft · 6158 MERIWETHER CRESCENT (Signature Lakes Ph 02 A B H I J)
• $715,000 · 4 bd / 3.5 ba / 3,171 sq ft · 13211 LAKESHORE GROVE DRIVE (Wintermere Harbor)
• $659,990 · 4 bd / 2 ba / 2,115 sq ft · 3019 CHERRY ORCHARD LANE (Orchard Pk/Stillwater Xing Ph)
• $650,000 · 4 bd / 3 ba / 2,350 sq ft · 13557 PARKFIELD WAY (encore at ovation)
• $635,000 · 4 bd / 4.5 ba / 2,927 sq ft · 16283 HONEY HARVEST STREET (Harvest/Ovation)
• $635,000 · 4 bd / 3.5 ba / 2,478 sq ft · 1527 VISCAYA COVE BOULEVARD
• $611,610 · 3 bd / 2.5 ba / 1,634 sq ft · 636 SIGLER DRIVE (Lakeview Village Estates)
• $605,000 · 3 bd / 3.5 ba / 2,363 sq ft · 12800 SUNSET WALK DRIVE (Westhaven at Ovation)
• $595,000 · 3 bd / 2 ba / 1,916 sq ft · 13235 SPRING GROVE WAY
• $595,000 · 4 bd / 2.5 ba / 2,496 sq ft · 14354 ORCHARD HILLS BOULEVARD
• $595,000 · 4 bd / 3 ba / 2,529 sq ft · 12525 SCARLETT SAGE COURT
• $590,000 · 5 bd / 3 ba / 2,461 sq ft · 7608 SUMMERLAKE GROVES ST (Panther View)
• $585,000 · 3 bd / 2 ba / 2,133 sq ft · 1442 COLUSO DRIVE (Magnolia Wood Fifth Add)
• $570,000 · 4 bd / 3 ba / 2,088 sq ft · 16968 HAMLIN OASIS LOOP (Hamlin Pointe)
• $569,900 · 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)
• $515,000 · 5 bd / 3.5 ba / 2,379 sq ft · 6329 MANUSCRIPT STREET (Signature Lakes Ph 02 A B H I J)
• $505,435 · 4 bd / 3.5 ba / 1,846 sq ft · 15153 GROVESIDE ROAD (Parkview at Hamlin)
• $502,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12044 SHINE VIEW LANE (Waterleigh)
• $500,000 · 4 bd / 3.5 ba / 2,502 sq ft · 15223 EVERGREEN OAK LOOP
• $499,690 · 3 bd / 2.5 ba / 1,652 sq ft · 6355 ARGENT WOOD DRIVE (Silverleaf Oaks)
• $489,140 · 3 bd / 2.5 ba / 1,881 sq ft · 15207 GROVESIDE ROAD (Parkview at Hamlin)
• $483,258 · 3 bd / 2.5 ba / 1,697 sq ft · 7272 WINDY WILLOW STREET (Hamlin Meadows)
• $482,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12068 SHINE VIEW LANE (Waterleigh)
• $482,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12062 SHINE VIEW LANE (Waterleigh)
• $473,000 · 3 bd / 2.5 ba / 2,012 sq ft · 15688 ORANGE HARVEST LOOP (Hickory Hammock)
• $471,000 · 3 bd / 2.5 ba / 1,857 sq ft · 12830 SUNSET WALK DRIVE (Westhaven at Ovation)
• $464,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12056 SHINE VIEW LANE (Waterleigh)
• $464,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12050 SHINE VIEW LANE (Waterleigh)
• $459,990 · 3 bd / 2.5 ba / 1,567 sq ft · 12080 SHINE VIEW LANE (Waterleigh)
• $459,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12074 SHINE VIEW LANE (Waterleigh)
• $456,213 · 3 bd / 2.5 ba / 1,764 sq ft · 7276 WINDY WILLOW STREET (Hamlin Meadows)
• $449,900 · 3 bd / 2.5 ba / 1,751 sq ft · 15375 AVENUE OF THE ARBORS (Signature Lakes, Independence)
• $449,900 · 3 bd / 2 ba / 1,825 sq ft · 2548 BALFORN TOWER WAY (Stoneybrook West D)
• $445,000 · 4 bd / 2.5 ba / 1,992 sq ft · 10660 WORDS DRIVE
• $443,990 · 3 bd / 2.5 ba / 1,729 sq ft · 13258 SERENE GLADE ROAD (Serenade at Ovation)
• $443,190 · 3 bd / 2.5 ba / 1,683 sq ft · 6262 SUNNY TIME AVENUE (Silverleaf Oaks)
• $436,990 · 3 bd / 2.5 ba / 1,644 sq ft · 13266 SERENE GLADE ROAD (Serenade at Ovation)
• $435,990 · 3 bd / 2.5 ba / 1,715 sq ft · 13254 SERENE GLADE ROAD (Serenade at Ovation)
• $435,000 · 8 bd / 3 ba / 1,750 sq ft · 208 3RD STREET
• $435,000 · 3 bd / 3 ba / 2,024 sq ft · 7025 TWILIGHT BAY DRIVE
• $425,000 · 3 bd / 2.5 ba / 1,505 sq ft · 10108 SALT POINT DRIVE (Waterleigh)
• $384,900 · 3 bd / 2.5 ba / 1,704 sq ft · 1432 SCARLET OAK LOOP (Villas/Tucker Oaks)
• $350,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #1603
• $245,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #3201 (Grove Residence & Spa Hotel)
• $239,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVE #1707 (Grove Resort And Spa)
• $225,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1343 (The Grove Resort)
• $215,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3303 (Grove Residence & Spa Hotel)
• $199,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #3534 (Grove Resort And Spa Hotel)
• $189,000 · 3 bd / 2 ba / 1,216 sq ft · 1323 AZALEA WAY (Westside Twnhms)
• $185,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1110 (The Grove Resort)
• $178,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3703
• $965,000 · 4 bd / 2.5 ba / 2,325 sq ft · 128 N HIGHLAND AVENUE (Cooper & Sewell Add)
• $950,000 · 5 bd / 4 ba / 3,752 sq ft · 16773 WINGSPREAD LOOP (Hawksmoor)
• $849,000 · 4 bd / 3 ba / 2,917 sq ft · 3413 TURNINGWIND LANE
• $795,000 · 3 bd / 2 ba / 1,807 sq ft · 148 ROPER DRIVE
• $779,990 · 5 bd / 4 ba / 3,065 sq ft · 13344 PEACEFUL MELODY DRIVE (Serenade at Ovation)
• $769,990 · 5 bd / 4 ba / 3,076 sq ft · 13326 PEACEFUL MELODY DRIVE (Serenade at Ovation)
• $740,500 · 5 bd / 3 ba / 2,777 sq ft · 12349 WESTFIELD LAKES CIRCLE (Westfield Lakes Ph 04 A-F)
• $735,000 · 4 bd / 2.5 ba / 3,605 sq ft · 1809 DELAFIELD DRIVE (Emerald Ridge)
• $684,990 · 4 bd / 3 ba / 2,235 sq ft · 13356 PEACEFUL MELODY DRIVE (Serenade at Ovation)
• $669,990 · 4 bd / 2.5 ba / 2,635 sq ft · 15601 DAHOON HOLLY LANE (Summerlake Pd Ph 3A)
• $589,990 · 4 bd / 3.5 ba / 2,481 sq ft · 14180 TITLE WAY (storey grove)
• $589,900 · 4 bd / 2 ba / 1,960 sq ft · 517 GARDEN HEIGHTS DRIVE (Garden Heights)
• $585,000 · 2 bd / 2 ba / 1,051 sq ft · 325 W NEWELL STREET
• $525,000 · 3 bd / 2 ba / 1,440 sq ft · 13619 LAKE BOULEVARD (Edgewater Beach)
• $519,900 · 4 bd / 3 ba / 2,030 sq ft · 1372 ROXY LANE
• $512,000 · 4 bd / 2 ba / 1,853 sq ft · 23 ZACHARY WADE STREET (Lakeview Reserve 46 149 Winter Garden)
• $509,900 · 3 bd / 2 ba / 1,801 sq ft · 14931 PORTER RD
• $499,900 · 3 bd / 2.5 ba / 1,770 sq ft · 13953 EASDALE ALLEY (Westhaven at Ovation)
• $469,690 · 3 bd / 2.5 ba / 1,652 sq ft · 6379 ARGENT WOOD DRIVE (Silverleaf Oaks)
• $460,000 · 4 bd / 2 ba / 2,009 sq ft · 1118 MAIDENMOOR ROAD (Stoneybrook West)
• $459,900 · 3 bd / 2 ba / 1,579 sq ft · 15193 AQUA SOL LANE (Del Webb Oasis)
• $425,000 · 3 bd / 2 ba / 1,320 sq ft · 1012 GLENSPRINGS AVE
• $424,990 · 3 bd / 2.5 ba / 1,536 sq ft · 15014 WINDFLOWER ALLEY (Osprey Ranch)
• $410,000 · 3 bd / 2.5 ba / 1,584 sq ft · 11113 LIME FLOWER DRIVE (Northlake At Ovation)
• $359,900 · 3 bd / 2.5 ba / 1,956 sq ft · 15515 CAMPDEN STREET (Stoneybrook West I)
• $330,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3222 (Grove Resort And Spa Hotel)
• $255,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2608
• $199,999 · 1 bd / 1 ba / 1,300 sq ft · 844 KLONDIKE STREET (Loveless J S Add 01)
• $4.30M · 6 bd / 6.5 ba / 6,601 sq ft · 15614 ESPALIER WAY (Signature Lakes)
• $1.25M · 5 bd / 5 ba / 3,615 sq ft · 16795 TURTLE HATCH DRIVE (Waterside At Johns Lake)
• $1.16M · 4 bd / 3.5 ba / 2,954 sq ft · 16753 TURTLE HATCH DRIVE
• $1.15M · 3 bd / 4 ba / 2,040 sq ft · 72 N PARK AVENUE #8 (30 North Park)
• $1.09M · 5 bd / 4.5 ba / 3,878 sq ft · 9845 EMERALD BERRY DRIVE (Watermark)
• $924,900 · 3 bd / 4 ba / 3,012 sq ft · 15199 LAKE CLAIRE OVERLOOK DRIVE (Hickory Hammock)
• $799,000 · 4 bd / 3.5 ba / 2,832 sq ft · 14931 LEBEAU LOOP
• $744,396 · 4 bd / 3 ba / 2,113 sq ft · 11899 SHINE VIEW LANE (Waterleigh)
• $565,000 · 3 bd / 2.5 ba / 1,836 sq ft · 16273 TALIESIN STREET (Hawksmoor)
• $487,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12086 SHINE VIEW LANE (Waterleigh)
• $450,000 · 4 bd / 2.5 ba / 1,996 sq ft · 14058 FRASIER STREET (Highland Rdg)
• $375,000 · 2 bd / 2.5 ba / 1,476 sq ft · 14169 AVENUE OF THE GROVES
• $342,000 · 2 bd / 1 ba / 914 sq ft · 636 COKE AVENUE (Westchester Place)
• $2.25M · 5 bd / 5 ba / 4,132 sq ft · 16870 SANCTUARY DRIVE (Sanctuary/Twin Waters)
• $1.10M · 3 bd / 2.5 ba / 1,950 sq ft · 206 N HIGHLAND AVENUE (Cooper & Sewell Add)

Showing the newest 150 of 693; 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: 461
• Townhouses: 116
• Condos: 115
• Villas: 1

Another 3 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 (115) · Townhomes for sale in Winter Garden (116).

The Winter Garden real estate market right now

Over the last 12 months 1,339 homes sold in Winter Garden at a median of $597,500 (-1.0% 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 693 homes for sale against that sales pace, months of supply is 6.2, a buyer’s market by the six-month rule. Cash buyers accounted for 24% of sales. New construction was 25% 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 $585,000 listing with 20% down at today’s 7.28% 30-year rate: principal and interest run about $3,202/month. Orange County’s typical millage of 16.67 puts property tax near $8,920/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 $4,063/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
• 4-bedroom homes for sale in Winter Garden
• Homes under $300K in Winter Garden
• Homes from $300K to $500K in Winter Garden
• Winter Garden pool homes for sale
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• Gated communities in Winter Garden
• Luxury homes for sale in Winter Garden
• New listings this week in Winter Garden
• Price reductions this week in Winter Garden
• 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 — 4065 listings
• Homes for sale in Apopka, FL — 526 listings
• Homes for sale in Winter Park, FL — 356 listings
• Homes for sale in Windermere, FL — 244 listings
• Homes for sale in Ocoee, FL — 155 listings
• Homes for sale in Maitland, FL — 104 listings
• Homes for sale in Zellwood, FL — 51 listings
• Homes for sale in Oakland, FL — 37 listings
• Homes for sale in Belle Isle, FL — 23 listings
• Homes for sale in Gotha, FL — 11 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.

• 8768 Sonoma Coast Drive · last listed $890,000 · off market Oct 4, 2026
• 276 Summer Pine Street · last listed $870,000 · off market Oct 4, 2026
• 18321 Oliver Twist Way · last listed $795,000 · off market Oct 4, 2026
• 14741 Snowy Egret Street · last listed $725,000 · off market Oct 4, 2026
• 13181 Toolcross Way · last listed $999,000 · off market Oct 4, 2026
• 9166 Cut Shot Drive · last listed $568,000 · off market Oct 3, 2026
• 68 Windtree Lane #201 · last listed $214,000 · off market Oct 3, 2026
• 64 N Park Avenue · last listed $1,095,000 · off market Oct 3, 2026
• 6100 Cypress Hill Road · last listed $799,000 · off market Oct 3, 2026
• 552 Egret Place Drive · last listed $699,900 · off market Oct 3, 2026
• 4642 Prairie Creek Street · last listed $565,000 · off market Oct 3, 2026
• 300 Eron Way #1 · last listed $224,000 · off market Oct 3, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Garden as of 2026-10-04 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.