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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 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
Active 14354 Ellerbee St, WINTER GARDEN

$3,700,000

ACREAGE

14354 Ellerbee St, WINTER GARDEN

5 Beds 8 Baths 5,729 SqFt Single Family Residence MLS® # O6181280
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® # G5049866
Active 900 West Plant St, WINTER GARDEN

$3,575,000

ACREAGE

900 West Plant St, WINTER GARDEN

7 Beds 8 Baths 7,704 SqFt Single Family Residence MLS® # O6174030
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 15522 Shorebird Ln, WINTER GARDEN

$2,999,777

▼ $100,223 LAKESHORE PRESERVE PH 4

15522 Shorebird Ln, WINTER GARDEN

7 Beds 7 Baths 6,400 SqFt Single Family Residence MLS® # O6170435
Active 7233 Wild Blackberry Tr, WINTER GARDEN

$2,999,000

SIGNATURE LKS-PCL 01D PH 02

7233 Wild Blackberry Tr, WINTER GARDEN

5 Beds 6 Baths 5,500 SqFt Single Family Residence MLS® # O6070309
Active 8750 Seidel Rd, WINTER GARDEN

$2,790,000

▼ $210,000 ACREAGE

8750 Seidel Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6164688
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 17326 Phil C Peters Rd, WINTER GARDEN

$2,650,000

▼ $348,800 LAKE AVALON GROVES

17326 Phil C Peters Rd, WINTER GARDEN

4 Beds 5 Baths 10,907 SqFt Single Family Residence MLS® # O6159028
Active 15223 Farm Stand Ct, WINTER GARDEN

$2,649,000

OAKLAND HILLS

15223 Farm Stand Ct, WINTER GARDEN

5 Beds 5 Baths 5,175 SqFt Single Family Residence MLS® # O6194267
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 16150 Johns Lake Overlook Dr, WINTER GARDEN

$2,375,000

▲ $1,000,000 HICKORY HAMMOCK PH 1A

16150 Johns Lake Overlook Dr, WINTER GARDEN

5 Beds 6 Baths 4,477 SqFt Single Family Residence MLS® # O6187264
Active 14511 Isleview Dr, WINTER GARDEN

$2,350,000

ISLES LAKE HANCOCK

14511 Isleview Dr, WINTER GARDEN

5 Beds 4 Baths 3,924 SqFt Single Family Residence MLS® # O6194815
Active 260 Deer Isle Dr, WINTER GARDEN

$2,300,000

▼ $150,000 DEER ISLAND

260 Deer Isle Dr, WINTER GARDEN

4 Beds 5 Baths 4,714 SqFt Single Family Residence MLS® # O6135342
Active 15255 East Oakland Ave, WINTER GARDEN

$2,250,000

OAKLAND PARK #1B

15255 East Oakland Ave, WINTER GARDEN

5 Beds 4 Baths 5,754 SqFt Single Family Residence MLS® # O6191774
New
Active 557 Lake Cove Pointe Cir, WINTER GARDEN

$2,150,000

LAKE COVE POINTE PH 02

557 Lake Cove Pointe Cir, WINTER GARDEN

5 Beds 5 Baths 4,176 SqFt Single Family Residence MLS® # O6196782
Active 16641 Broadwater Ave, WINTER GARDEN

$2,050,000

▼ $50,000 TWINWATERS

16641 Broadwater Ave, WINTER GARDEN

6 Beds 6 Baths 5,117 SqFt Single Family Residence MLS® # O6182925
Active 17500 Grove Blossom Way, WINTER GARDEN

$2,000,000

ACREAGE

17500 Grove Blossom Way, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # S5100940
Active 13780 Avalon Rd, WINTER GARDEN

$2,000,000

13780 Avalon Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # S5037363
Active 76 North Park Ave, WINTER GARDEN

$1,999,000

▼ $101,000 30 N PARK

76 North Park Ave, WINTER GARDEN

4 Beds 5 Baths 3,782 SqFt Townhouse MLS® # O6180392
New
Active 7412 John Hancock Dr, WINTER GARDEN

$1,950,000

WEST LAKE HANCOCK ESTATES

7412 John Hancock Dr, WINTER GARDEN

5 Beds 5 Baths 4,056 SqFt Single Family Residence MLS® # O6198357
Active 7128 Ticklegrass St, WINTER GARDEN

$1,945,000

▼ $50,000 SIGNATURE LAKES, INDEPENDENCE

7128 Ticklegrass St, WINTER GARDEN

6 Beds 6 Baths 4,878 SqFt Single Family Residence MLS® # O6173796
New
Active 545 Lake Cove Pointe Cir, WINTER GARDEN

$1,880,000

LAKE COVE POINTE PH 02

545 Lake Cove Pointe Cir, WINTER GARDEN

4 Beds 4 Baths 3,458 SqFt Single Family Residence MLS® # O6197562
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 44 North Park Ave, WINTER GARDEN

$1,750,000

30 NORTH PARK

44 North Park Ave, WINTER GARDEN

4 Beds 5 Baths 3,555 SqFt Townhouse MLS® # O6192090
Active Orange Ave, WINTER GARDEN

$1,750,000

▼ $50,000

Orange Ave, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # G5070245
Active 812 Johns Point Dr, WINTER GARDEN

$1,749,900

JOHNS COVE 43/104

812 Johns Point Dr, WINTER GARDEN

5 Beds 4 Baths 4,373 SqFt Single Family Residence MLS® # O6189685
Active 7591 Green Mountain Way, WINTER GARDEN

$1,744,000

WEST LAKE HANCOCK ESTATES

7591 Green Mountain Way, WINTER GARDEN

4 Beds 5 Baths 4,082 SqFt Single Family Residence MLS® # T3519443
Active 252 Stanton Estates Cir, WINTER GARDEN

$1,695,000

▼ $105,000 STANTON ESTATES

252 Stanton Estates Cir, WINTER GARDEN

5 Beds 5 Baths 4,636 SqFt Single Family Residence MLS® # O6176378
Active 7507 Green Mountain Way, WINTER GARDEN

$1,695,000

▼ $80,000 WEST LAKE HANCOCK ESTATES

7507 Green Mountain Way, WINTER GARDEN

5 Beds 5 Baths 4,096 SqFt Single Family Residence MLS® # O6172484
Active 2400 Williams Rd, WINTER GARDEN

$1,675,000

LAKE AVALON GROVES REP

2400 Williams Rd, WINTER GARDEN

5 Beds 7 Baths 4,190 SqFt Single Family Residence MLS® # O6182295
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 16882 Sanctuary Dr, WINTER GARDEN

$1,600,000

SANCTUARY/TWIN WATERS

16882 Sanctuary Dr, WINTER GARDEN

5 Beds 5 Baths 4,038 SqFt Single Family Residence MLS® # O6188660
Active 17732 Deer Isle Cir, WINTER GARDEN

$1,599,000

▼ $51,000 DEER ISLAND PH 02

17732 Deer Isle Cir, WINTER GARDEN

5 Beds 4 Baths 4,907 SqFt Single Family Residence MLS® # O6181053
Active 14968 Porter Rd, WINTER GARDEN

$1,581,000

▼ $9,000 SUMMERLAKE PD PH 2A & 2B

14968 Porter Rd, WINTER GARDEN

6 Beds 7 Baths 5,084 SqFt Single Family Residence MLS® # O6139007
Active 15511 Shorebird Ln, WINTER GARDEN

$1,575,777

LAKESHORE PRESERVE PH 4

15511 Shorebird Ln, WINTER GARDEN

5 Beds 5 Baths 3,653 SqFt Single Family Residence MLS® # O6196074
Active 9207 Busaco Park Way, WINTER GARDEN

$1,500,000

▼ $200,000 WATERMARK PH 1B

9207 Busaco Park Way, WINTER GARDEN

5 Beds 4 Baths 3,819 SqFt Single Family Residence MLS® # O6112954
New
Active 7325 Wild Blackberry Tr, WINTER GARDEN

$1,495,000

SIGNATURE LKS-PCL 01D PH 02

7325 Wild Blackberry Tr, WINTER GARDEN

4 Beds 5 Baths 3,881 SqFt Single Family Residence MLS® # S5103369
Active 235 North Lakeview Ave, WINTER GARDEN

$1,470,000

▼ $30,000 H E BUMBY SUB

235 North Lakeview Ave, WINTER GARDEN

5 Beds 4 Baths 3,305 SqFt Single Family Residence MLS® # O6148226
Active 17000 Phil C Peters Rd, WINTER GARDEN

$1,450,000

LAKE AVALON GROVES REP

17000 Phil C Peters Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land MLS® # O6190732
Active 3387 Buoy Cir, WINTER GARDEN

$1,435,000

▼ $40,000 LAKEVIEW PRESERVE

3387 Buoy Cir, WINTER GARDEN

5 Beds 4 Baths 3,974 SqFt Single Family Residence MLS® # O6086858
Active 17814 Hither Hills Cir, WINTER GARDEN

$1,399,681

▲ $1,810 LAKE APOPKA SOUND

17814 Hither Hills Cir, WINTER GARDEN

4 Beds 4 Baths 4,328 SqFt Single Family Residence MLS® # O6150118
Active 14906 Speer Lake Dr, WINTER GARDEN

$1,395,000

INDEPENDENCE

14906 Speer Lake Dr, WINTER GARDEN

4 Beds 4 Baths 3,640 SqFt Single Family Residence MLS® # O6172704
Active 17802 Hither Hills Cir, WINTER GARDEN

$1,393,216

▲ $3,700 LAKE APOPKA SOUND PH 1

17802 Hither Hills Cir, WINTER GARDEN

4 Beds 4 Baths 4,328 SqFt Single Family Residence MLS® # O6191250
Active 16633 Varone Cove Ct, WINTER GARDEN

$1,390,000

▼ $45,000 TWINWATERS

16633 Varone Cove Ct, WINTER GARDEN

5 Beds 5 Baths 5,331 SqFt Single Family Residence MLS® # O6174427
Active 16189 Johns Lake Overlook Dr, WINTER GARDEN

$1,375,000

▼ $25,000 HICKORY HAMMOCK PH 1A

16189 Johns Lake Overlook Dr, WINTER GARDEN

5 Beds 6 Baths 4,479 SqFt Single Family Residence MLS® # O6173224
Active 1010 Huntspoint St, WINTER GARDEN

$1,345,000

▼ $45,000 OAKLAND PARK

1010 Huntspoint St, WINTER GARDEN

6 Beds 4 Baths 3,662 SqFt Single Family Residence MLS® # O6186535

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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