New Listings in Winter Garden, FL This Week

The homes that just listed are the ones you have a shot at before everyone else: the best-priced ones go under contract in days. This page lists every Winter Garden listing from the last week, newest first, with price, size and community, refreshed every night from the live MLS record.

177 homes came on the market in Winter Garden, FL in the last 7 days — about 25 a day — at a median asking price of $515,000 ($225,000 to $1,137,150 for the middle 80%). That is 28% of the 639 homes currently for sale. The most new listings are in waterleigh (17) and ZIP 34787 (177).

New listings in Winter Garden this week

ListingCommunityAsking$ / sq ftListed
13993 Title Way
4 bd · 3 ba · 3,072 sf · Single Family Residence
storey grove$840,000$2730d
14105 Larkspur Lake Drive
4 bd · 3.5 ba · 3,040 sf · Single Family Residence
Lakeview Pointe Horizon West P$800,000$2630d
995 Sadie Lane
4 bd · 2 ba · 2,005 sf · Single Family Residence
Island Pointe$575,000$2870d
15663 Signature Drive
6 bd · 3 ba · 2,714 sf · Single Family Residence
signature lakes$539,900$1990d
14501 Grove Resort Avenue #3425
2 bd · 2 ba · 1,265 sf · Condo - Hotel
—$480,000$3790d
9766 Amber Chestnut Way
3 bd · 2.5 ba · 1,937 sf · Townhouse
Watermark$429,900$2220d
14501 Grove Resort Avenue #1614
3 bd · 3 ba · 1,544 sf · Condo - Hotel
Grove Resort And Spa Hotel Condo$325,000$2100d
Address withheld
2 bd · 2 ba · 1,434 sf · Condo - Hotel
Grove Residence & Spa Hotel Condo$320,000$2230d
14501 Grove Resort Avenue #3706
2 bd · 2 ba · 1,265 sf · Condo - Hotel
Grove Residence & Spa Hotel Condo$295,000$2330d
14501 Grove Resort Avenue #2703
2 bd · 2 ba · 1,265 sf · Condo - Hotel
Grove Residence & Spa Hotel Condo$295,000$2330d
14501 Grove Resort Avenue #3642
3 bd · 3 ba · 1,544 sf · Condo - Hotel
Grove Residence & Spa Hotel$290,000$1880d
431 Southern Pecan Circle #101
3 bd · 2 ba · 1,340 sf · Condominium
—$284,995$2130d
14501 Grove Resort Avenue #2219
3 bd · 2 ba · 1,396 sf · Condo - Hotel
—$269,000$1930d
14501 Grove Resort Avenue #1420
2 bd · 2 ba · 1,375 sf · Condo - Hotel
Grove Resort And Spa Hotel$249,000$1810d
14501 Grove Resort Avenue #2135
2 bd · 2 ba · 1,434 sf · Condo - Hotel
Grove Residence & Spa Hotel Condo$244,900$1710d
14501 Grove Resort Avenue #3215
2 bd · 2 ba · 1,265 sf · Condo - Hotel
The Grove Resort$199,000$1570d
14501 Grove Resort Avenue #2221
2 bd · 2 ba · 1,375 sf · Condo - Hotel
—$184,900$1340d
14501 Grove Resort #2304
2 bd · 2 ba · 1,375 sf · Condo - Hotel
—$165,000$1200d
215 Center Street #225/227
2,304 sf · Business
J S Loveless$32,400$140d
15179 Blue Peacock Lane
4 bd · 3 ba · 2,500 sf · Single Family Residence
Osprey$3,200$10d
508 Varsity Street
2 bd · 1 ba · 780 sf · Half Duplex
Manns First Add$1,695$20d
15505 Shorebird Lane
6 bd · 6.5 ba · 5,287 sf · Single Family Residence
Lakeshore Preserve$2,500,000$4731d
7747 Green Mountain Way
6 bd · 6.5 ba · 5,572 sf · Single Family Residence
Summerlake Pd$2,400,000$4311d
16077 Barkly Ridge Court
6 bd · 6 ba · 5,248 sf · Single Family Residence
Avalon Ridge$1,999,000$3811d
325 Crystal Wood Drive
5 bd · 5 ba · 4,442 sf · Single Family Residence
Winter Grove$1,600,000$3601d
7031 Billie Court
4 bd · 4 ba · 3,487 sf · Single Family Residence
West Lake Hancock Estates$1,550,000$4451d
261 Zachary Wade Street
4 bd · 3.5 ba · 3,728 sf · Single Family Residence
Lakeview Reserve$1,500,000$4021d
1720 Lake Roberts Landing Drive
5 bd · 4.5 ba · 4,919 sf · Single Family Residence
Lake Roberts Landing E$1,399,999$2851d
16894 Wingspread Loop
5 bd · 3.5 ba · 3,906 sf · Single Family Residence
hawksmoor$1,270,000$3251d
10048 Beach Port Drive
5 bd · 3.5 ba · 3,910 sf · Single Family Residence
waterleigh$1,199,000$3071d
8836 Lakeshore Pointe Drive
4 bd · 3.5 ba · 2,914 sf · Single Family Residence
Lakeshore Preserve$1,175,000$4031d
5074 Breezy Acres Street
7 bd · 4.5 ba · 4,720 sf · Single Family Residence
—$1,159,900$2461d
650 Medora Way
4 bd · 3 ba · 2,902 sf · Single Family Residence
Lakeview Village Estates$1,157,190$3991d
642 Medora Way
4 bd · 3.5 ba · 2,995 sf · Single Family Residence
Lakeview Village Estates$1,137,150$3801d
526 First Cape Coral Drive
4 bd · 4 ba · 2,701 sf · Single Family Residence
Black Lake Park$1,089,000$4031d
1651 Amsel Falls Park Terrace
4 bd · 4 ba · 3,881 sf · Single Family Residence
Twinwaters$1,080,000$2781d
11851 Shine View Lane
4 bd · 3.5 ba · 3,327 sf · Single Family Residence
waterleigh$974,706$2931d
11839 Shine View Lane
5 bd · 4.5 ba · 3,225 sf · Single Family Residence
waterleigh$956,826$2971d
11935 Shine View Lane
5 bd · 4.5 ba · 3,225 sf · Single Family Residence
waterleigh$947,591$2941d
2491 Prairie View Drive
5 bd · 3 ba · 3,739 sf · Single Family Residence
—$925,000$2471d
313 Merin Court
4 bd · 3 ba · 2,860 sf · Single Family Residence
Lake Cove Pointe$925,000$3231d
11929 Shine View Lane
4 bd · 3.5 ba · 3,327 sf · Single Family Residence
waterleigh$912,961$2741d
11875 Shine View Lane
5 bd · 4.5 ba · 3,225 sf · Single Family Residence
waterleigh$902,116$2801d
144 Tildenville School Road
3 bd · 1 ba · 1,478 sf · Single Family Residence
—$899,900$6091d
611 Sigler Drive
4 bd · 3.5 ba · 2,432 sf · Single Family Residence
Lakeview Village Estates$899,760$3701d
3292 Windbeam Court
3 bd · 3.5 ba · 2,872 sf · Single Family Residence
Estates At Lakeview Preserve$899,000$3131d
17018 Seville Orange Road
4 bd · 3 ba · 2,791 sf · Single Family Residence
northlake at ovation$879,900$3151d
1021 Huntspoint Street
4 bd · 3.5 ba · 2,445 sf · Single Family Residence
Oakland Park$865,000$3541d
13613 Larsen Lane
5 bd · 4 ba · 3,812 sf · Single Family Residence
—$825,000$2161d
15562 Waterleigh Cove Drive
4 bd · 3.5 ba · 2,962 sf · Single Family Residence
waterleigh$799,900$2701d
15007 Night Heron Drive
5 bd · 3.5 ba · 3,874 sf · Single Family Residence
Summerlake Pd$790,000$2041d
17602 Japonica Bloom Drive
5 bd · 4 ba · 2,823 sf · Single Family Residence
northlake at ovation$785,000$2781d
13368 Peaceful Melody Drives
4 bd · 3 ba · 3,038 sf · Single Family Residence
serenade at ovation$744,990$2451d
9152 Sonoma Coast Drive
4 bd · 3.5 ba · 2,840 sf · Single Family Residence
—$739,000$2601d
6158 Meriwether Crescent
4 bd · 3.5 ba · 2,877 sf · Single Family Residence
Signature Lakes$729,999$2541d
13211 Lakeshore Grove Drive
4 bd · 3.5 ba · 3,171 sf · Single Family Residence
Wintermere Harbor$715,000$2251d
3019 Cherry Orchard Lane
4 bd · 2 ba · 2,115 sf · Single Family Residence
Orchard Park Stillwater Crossing$659,990$3121d
13557 Parkfield Way
4 bd · 3 ba · 2,350 sf · Single Family Residence
encore at ovation$650,000$2771d
16387 Taliesin Street
3 bd · 2.5 ba · 2,130 sf · Single Family Residence
hawksmoor$620,000$2911d
636 Sigler Drive
3 bd · 2.5 ba · 1,634 sf · Townhouse
Lakeview Village Estates$611,610$3741d
12800 Sunset Walk Drive
3 bd · 3.5 ba · 2,363 sf · Townhouse
Westhaven At Ovation$605,000$2561d
13235 Spring Grove Way
3 bd · 2 ba · 1,916 sf · Single Family Residence
—$595,000$3111d
14354 Orchard Hills Boulevard
4 bd · 2.5 ba · 2,496 sf · Single Family Residence
—$595,000$2381d
12525 Scarlett Sage Court
4 bd · 3 ba · 2,529 sf · Single Family Residence
—$595,000$2351d
7608 Summerlake Groves St
5 bd · 3 ba · 2,461 sf · Single Family Residence
Panther View$590,000$2401d
204 Harbor Drive
3 bd · 2 ba · 1,522 sf · Single Family Residence
—$579,000$3801d
16968 Hamlin Oasis Loop
4 bd · 3 ba · 2,088 sf · Single Family Residence
Hamlin Pointe$570,000$2731d
4780 Terrace Bluff Street
4 bd · 3.5 ba · 2,342 sf · Single Family Residence
Enclave/Hamlin$569,900$2431d
9918 Pallida Hickory Way
3 bd · 2.5 ba · 1,892 sf · Single Family Residence
—$550,000$2911d
7584 Summerlake Groves Street
3 bd · 2.5 ba · 2,175 sf · Single Family Residence
Panther View$525,000$2411d
6329 Manuscript Street
5 bd · 3.5 ba · 2,379 sf · Single Family Residence
Signature Lakes$515,000$2161d
15153 Groveside Road
4 bd · 3.5 ba · 1,846 sf · Townhouse
Parkview At Hamlin$505,435$2741d
12044 Shine View Lane
3 bd · 2.5 ba · 1,817 sf · Townhouse
waterleigh$502,500$2771d
15223 Evergreen Oak Loop
4 bd · 3.5 ba · 2,502 sf · Single Family Residence
—$500,000$2001d
6355 Argent Wood Drive
3 bd · 2.5 ba · 1,652 sf · Townhouse
Silverleaf Oaks$499,690$3021d
15207 Groveside Road
3 bd · 2.5 ba · 1,881 sf · Townhouse
Parkview At Hamlin$489,140$2601d
735 Hurley Drive
3 bd · 2 ba · 1,767 sf · Single Family Residence
Orange Cove$489,000$2771d
7272 Windy Willow Street
3 bd · 2.5 ba · 1,697 sf · Townhouse
Hamlin Meadows$483,258$2851d
12068 Shine View Lane
3 bd · 2.5 ba · 1,817 sf · Townhouse
waterleigh$482,500$2661d
12062 Shine View Lane
3 bd · 2.5 ba · 1,817 sf · Townhouse
waterleigh$482,500$2661d

Where the new listings are

CommunityCityNew this weekMedian asking
waterleighWinter Garden17$502,500
serenade at ovationWinter Garden7$684,990
storey groveWinter Garden5$445,000
Grove Residence & Spa Hotel CondoWinter Garden4$295,000
Lakeview Village EstatesWinter Garden4$1,018,455
northlake at ovationWinter Garden4$832,450
hawksmoorWinter Garden4$785,000
WatermarkWinter Garden3$520,000
Hamlin MeadowsWinter Garden3$465,198
Grove Residence & Spa HotelWinter Garden3$245,000
Grove Resort And Spa HotelWinter Garden3$249,000
Westhaven At OvationWinter Garden3$499,900

How to read this

A listing counts as new when its MLS days-on-market is seven or fewer at the nightly refresh; relists under a new MLS number count as new. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated October 5, 2026. and this week’s Winter Garden price reductions.

Hiring an agent in Winter Garden, FL?

Get matched with the right local expert.

Tell us your goal in Winter Garden, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Winter Garden, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many new listings are there in Winter Garden this week?

177 homes were listed in Winter Garden in the last 7 days, about 25 per day, at a median asking price of $515,000.

Where are the new listings in Winter Garden?

waterleigh (17), serenade at ovation (7), storey grove (5), Grove Residence & Spa Hotel Condo (4), Lakeview Village Estates (4), northlake at ovation (4).

How fast do new Winter Garden listings go under contract?

The best-priced new listings in Winter Garden typically go under contract within the first two weeks; the current market-wide median is shown on the Winter Garden homes-for-sale page.