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Winter Garden HOMES FOR SALE

City:  Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Orlando | Reunion |  Windermere | Winter Garden

Winter Garden Resorts: The Grove Resort Orlando

Orlando vacation home buyers who appreciate luxury living, an abundance of water activities, and close proximity to area theme parks often find themselves choosing property in Winter Garden. The southwest Orange County town is just minutes from Walt Disney World and features some of the most sought-after real estate in Central Florida.

Check out the available Winter Garden vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found in the city!

Winter Garden

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Active 17802 Old Ymca Rd, WINTER GARDEN

$12,000,000

▲ $2,500,000

17802 Old Ymca Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O5968921
Active 17999 Old Ymca Rd, WINTER GARDEN

$7,500,000

17999 Old Ymca Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6202825
Active 13377 Lake Butler Blvd, WINTER GARDEN

$5,997,000

NONE

13377 Lake Butler Blvd, WINTER GARDEN

5 Beds 5 Baths 6,210 SqFt Single Family Residence MLS® # O6100391
New
Active 13352 Lago Vista Dr, WINTER GARDEN

$3,900,000

LAGO VISTA SUB #A

13352 Lago Vista Dr, WINTER GARDEN

5 Beds 6 Baths 7,512 SqFt Single Family Residence MLS® # A4623624
Active 1253 East Fullers Cross Rd, WINTER GARDEN

$3,600,000

N/A

1253 East Fullers Cross Rd, WINTER GARDEN

4 Beds 5 Baths 3,495 SqFt Single Family Residence MLS® # G5086247
Active 14650 West Colonial Dr, WINTER GARDEN

$3,300,000

14650 West Colonial Dr, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6099771
Active 1136 Brick Rd, WINTER GARDEN

$2,995,000

N/A

1136 Brick Rd, WINTER GARDEN

3 Beds 2 Baths 2,535 SqFt Single Family Residence MLS® # G5085815
Active 12151 Walker Pond Rd, WINTER GARDEN

$2,975,000

ACREAGE

12151 Walker Pond Rd, WINTER GARDEN

5 Beds 4 Baths 3,993 SqFt Single Family Residence MLS® # O6231400
Active 12151 Walker Pond Rd, WINTER GARDEN

$2,975,000

ACREAGE

12151 Walker Pond Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6231510
Active 13377 Lake Butler Blvd, WINTER GARDEN

$2,700,000

13377 Lake Butler Blvd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6073472
Active 15620 Panther Lake Dr, WINTER GARDEN

$2,650,000

LAKESHORE PRESERVE PH 2

15620 Panther Lake Dr, WINTER GARDEN

6 Beds 5 Baths 4,769 SqFt Single Family Residence MLS® # S5110485
Active 7526 John Hancock Dr, WINTER GARDEN

$2,590,000

▼ $60,000 WEST LAKE HANCOCK ESTATES

7526 John Hancock Dr, WINTER GARDEN

5 Beds 7 Baths 5,749 SqFt Single Family Residence MLS® # O6217656
Active 10133 Colt Ln, WINTER GARDEN

$2,497,900

AVALON HILLS SUB

10133 Colt Ln, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6218397
Active 15168 Shonan Gold Dr, WINTER GARDEN

$2,450,000

▼ $300,000 OVERLOOK 2/HAMLIN PH 3 & 4

15168 Shonan Gold Dr, WINTER GARDEN

5 Beds 6 Baths 5,030 SqFt Single Family Residence MLS® # O6220422
Active 7701 Summerlake Pointe Blvd, WINTER GARDEN

$2,400,000

SUMMERLAKE PD PH 2A & 2B

7701 Summerlake Pointe Blvd, WINTER GARDEN

5 Beds 5 Baths 4,072 SqFt Single Family Residence MLS® # O6169382
Active 10151 Savannah Ridge Ln, WINTER GARDEN

$2,395,000

SAVANNAH RIDGE SUB

10151 Savannah Ridge Ln, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6234484
New
Active 16695 Broadwater Ave, WINTER GARDEN

$2,300,000

TWINWATERS

16695 Broadwater Ave, WINTER GARDEN

5 Beds 6 Baths 5,219 SqFt Single Family Residence MLS® # O6241344
Active 15986 Johns Lake Overlook Dr, WINTER GARDEN

$2,200,000

▼ $75,000 HICKORY HAMMOCK AT JOHNS LAKE

15986 Johns Lake Overlook Dr, WINTER GARDEN

5 Beds 6 Baths 4,498 SqFt Single Family Residence MLS® # T3541777
Active 260 Deer Isle Dr, WINTER GARDEN

$2,100,000

▼ $40,000 DEER ISLAND

260 Deer Isle Dr, WINTER GARDEN

4 Beds 5 Baths 4,714 SqFt Single Family Residence MLS® # O6135342
Active 15680 Panther Lake Dr, WINTER GARDEN

$2,000,000

LAKESHORE PRESERVE PH 2

15680 Panther Lake Dr, WINTER GARDEN

5 Beds 6 Baths 4,329 SqFt Single Family Residence MLS® # O6210445
Active 15144 Shonan Gold Dr, WINTER GARDEN

$1,999,999

▼ $99,001 OVERLOOK 2/HAMLIN PH 3 4

15144 Shonan Gold Dr, WINTER GARDEN

4 Beds 5 Baths 4,056 SqFt Single Family Residence MLS® # O6219561
Active 13780 Avalon Rd, WINTER GARDEN

$1,950,000

▼ $50,000

13780 Avalon Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # S5037363
Active 15644 Panther Lake Dr, WINTER GARDEN

$1,850,000

▼ $100,000 LAKESHORE PRESERVE

15644 Panther Lake Dr, WINTER GARDEN

5 Beds 6 Baths 4,296 SqFt Single Family Residence MLS® # O6234253
Active 1211 East Maple St, WINTER GARDEN

$1,800,000

▲ $600,000 OVERSTREET CRATE

1211 East Maple St, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6153590
Active 502 Winter Garden Vineland Rd, WINTER GARDEN

$1,725,000

N/A

502 Winter Garden Vineland Rd, WINTER GARDEN

5 Beds 6 Baths 4,425 SqFt Single Family Residence MLS® # O6203280
Active 9154 Morgana Ct, WINTER GARDEN

$1,700,000

▼ $75,000 AVALON COVE

9154 Morgana Ct, WINTER GARDEN

4 Beds 5 Baths 4,432 SqFt Single Family Residence MLS® # O6213920
Active 10117 Atwater Bay Dr, WINTER GARDEN

$1,699,756

▲ $465 WATERLEIGH

10117 Atwater Bay Dr, WINTER GARDEN

4 Beds 4 Baths 4,328 SqFt Single Family Residence MLS® # O6219610
Active 166 Hammock Preserve Loop, WINTER GARDEN

$1,649,900

OAKLAND PK UN 6B-3

166 Hammock Preserve Loop, WINTER GARDEN

4 Beds 4 Baths 3,186 SqFt Single Family Residence MLS® # V4934605
Active 252 Stanton Estates Cir, WINTER GARDEN

$1,595,000

STANTON ESTATES

252 Stanton Estates Cir, WINTER GARDEN

5 Beds 5 Baths 4,532 SqFt Single Family Residence MLS® # O6225116
Active 10207 Atwater Bay Dr, WINTER GARDEN

$1,590,000

▼ $60,000 WATERLEIGH PH 2C-1

10207 Atwater Bay Dr, WINTER GARDEN

4 Beds 5 Baths 3,354 SqFt Single Family Residence MLS® # O6224829
Active 16882 Sanctuary Dr, WINTER GARDEN

$1,569,000

SANCTUARY/TWIN WATERS

16882 Sanctuary Dr, WINTER GARDEN

5 Beds 5 Baths 4,038 SqFt Single Family Residence MLS® # O6229806
Active 15511 Shorebird Ln, WINTER GARDEN

$1,525,000

▼ $50,777 LAKESHORE PRESERVE PH 4

15511 Shorebird Ln, WINTER GARDEN

5 Beds 5 Baths 3,653 SqFt Single Family Residence MLS® # O6196074
Active 17117 Heartwood Loop, WINTER GARDEN

$1,520,000

▼ $20,000 AVALON ESTATES

17117 Heartwood Loop, WINTER GARDEN

5 Beds 4 Baths 3,265 SqFt Single Family Residence MLS® # O6226613
Active 14968 Porter Rd, WINTER GARDEN

$1,499,000

▼ $82,000 SUMMERLAKE PD PH 2A & 2B

14968 Porter Rd, WINTER GARDEN

6 Beds 7 Baths 5,084 SqFt Single Family Residence MLS® # O6139007
Active 15281 Arcadia Bluff Loop, WINTER GARDEN

$1,499,000

▼ $26,000 ENCLAVE/HAMLIN

15281 Arcadia Bluff Loop, WINTER GARDEN

5 Beds 5 Baths 4,115 SqFt Single Family Residence MLS® # O6222836
Active 10139 Austrina Oak Loop, WINTER GARDEN

$1,495,000

WATERMARK PH 4

10139 Austrina Oak Loop, WINTER GARDEN

6 Beds 5 Baths 4,493 SqFt Single Family Residence MLS® # O6221759
Active 10135 Atwater Bay Dr, WINTER GARDEN

$1,489,861

▲ $8,750 WATERLEIGH

10135 Atwater Bay Dr, WINTER GARDEN

5 Beds 4 Baths 3,911 SqFt Single Family Residence MLS® # O6214053
Active 10093 Atwater Bay Dr, WINTER GARDEN

$1,489,741

WATERLEIGH

10093 Atwater Bay Dr, WINTER GARDEN

5 Beds 4 Baths 3,920 SqFt Single Family Residence MLS® # O6239846
Active 7591 Green Mountain Way, WINTER GARDEN

$1,465,000

▼ $27,000 WEST LAKE HANCOCK ESTATES

7591 Green Mountain Way, WINTER GARDEN

4 Beds 5 Baths 4,082 SqFt Single Family Residence MLS® # T3519443
Active 17732 Deer Isle Cir, WINTER GARDEN

$1,450,000

▼ $50,000 DEER ISLAND PH 02

17732 Deer Isle Cir, WINTER GARDEN

5 Beds 4 Baths 4,907 SqFt Single Family Residence MLS® # O6181053
Active 10099 Atwater Bay Dr, WINTER GARDEN

$1,410,176

WATERLEIGH

10099 Atwater Bay Dr, WINTER GARDEN

4 Beds 4 Baths 3,416 SqFt Single Family Residence MLS® # O6236772
Active 9313 Quiet Ln, WINTER GARDEN

$1,399,900

VALLEY VIEW

9313 Quiet Ln, WINTER GARDEN

4 Beds 3 Baths 2,854 SqFt Single Family Residence MLS® # O6226273
Active 7507 Green Mountain Way, WINTER GARDEN

$1,390,000

▼ $5,000 WEST LAKE HANCOCK ESTATES

7507 Green Mountain Way, WINTER GARDEN

5 Beds 5 Baths 4,120 SqFt Single Family Residence MLS® # O6172484
Active 14906 Speer Lake Dr, WINTER GARDEN

$1,375,000

INDEPENDENCE

14906 Speer Lake Dr, WINTER GARDEN

4 Beds 4 Baths 3,640 SqFt Single Family Residence MLS® # O6240181
Active 13234 Tollcross Way, WINTER GARDEN

$1,357,995

WESTHAVEN/OVATION

13234 Tollcross Way, WINTER GARDEN

5 Beds 5 Baths 3,778 SqFt Single Family Residence MLS® # O6237722
Active 10105 Atwater Bay Dr, WINTER GARDEN

$1,350,551

WATERLEIGH

10105 Atwater Bay Dr, WINTER GARDEN

4 Beds 3 Baths 2,929 SqFt Single Family Residence MLS® # O6236783
Active 10357 Atwater Bay Dr, WINTER GARDEN

$1,350,000

▼ $49,000 WATERLEIGH

10357 Atwater Bay Dr, WINTER GARDEN

4 Beds 4 Baths 2,921 SqFt Single Family Residence MLS® # O6232168
Active 914 Tilden Oaks Tr, WINTER GARDEN

$1,350,000

OAKLAND PARK

914 Tilden Oaks Tr, WINTER GARDEN

5 Beds 4 Baths 3,803 SqFt Single Family Residence MLS® # O6224418

Communities in Winter Garden, Florida


If you’d like more information about purchasing a second home in Windermere, contact a Team Donovan agent at 407-704-2616 or or visit us online.

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