Winter Garden , Over $1,000,000

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Active 17802 Old Ymca Rd, WINTER GARDEN

$16,000,000

17802 Old Ymca Rd, WINTER GARDEN

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

$5,995,000

NONE

13377 Lake Butler Blvd, WINTER GARDEN

5 Beds 6 Baths 6,000 SqFt Residential Single Family Residence MLS® # O6325350
Active 13542 Sunset Lakes Cir, WINTER GARDEN

$3,799,000

SUNSET LAKES

13542 Sunset Lakes Cir, WINTER GARDEN

5 Beds 6 Baths 5,450 SqFt Residential Single Family Residence MLS® # O6402896
Active 14168 Larkspur Lake Dr, WINTER GARDEN

$2,985,000

SHOREFRONT COVE AT HORIZON WEST

14168 Larkspur Lake Dr, WINTER GARDEN

6 Beds 8 Baths 6,442 SqFt Residential Single Family Residence MLS® # O6430797
Active 4004 Rex Dr, WINTER GARDEN

$2,790,000

▼ $110,000 LAKE AVALON GROVES REP

4004 Rex Dr, WINTER GARDEN

4 Beds 2 Baths 1,804 SqFt Residential Single Family Residence MLS® # O6395737
Active 15522 Shorebird Ln, WINTER GARDEN

$2,700,000

▼ $150,000 LAKESHORE PRESERVE PH 4

15522 Shorebird Ln, WINTER GARDEN

7 Beds 7 Baths 6,400 SqFt Residential Single Family Residence MLS® # O6402632
Active 17902 Seidner Rd, WINTER GARDEN

$2,700,000

▼ $297,000 LAKE AVALON GROVES REP

17902 Seidner Rd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6316521
Active 7693 Green Mountain Way, WINTER GARDEN

$2,600,000

SUMMERLAKE PD PH 3A

7693 Green Mountain Way, WINTER GARDEN

6 Beds 6 Baths 5,115 SqFt Residential Single Family Residence MLS® # O6432738
Active 7301 Wild Blackberry Tr, WINTER GARDEN

$2,600,000

▼ $260,000 SIGNATURE LKS-PCL 01D PH 02 - INDEPENDENCE

7301 Wild Blackberry Tr, WINTER GARDEN

6 Beds 6 Baths 5,403 SqFt Residential Single Family Residence MLS® # O6430097
Active 17144 Phil C Peters Rd, WINTER GARDEN

$2,550,000

▼ $49,000 LAKE AVALON GROVES REP

17144 Phil C Peters Rd, WINTER GARDEN

4 Beds 5 Baths 4,633 SqFt Residential Single Family Residence MLS® # O6260561
Active 13377 Lake Butler Blvd, WINTER GARDEN

$2,500,000

NONE

13377 Lake Butler Blvd, WINTER GARDEN

4 Beds 5 Baths 4,961 SqFt Residential Single Family Residence MLS® # O6303366
Active 13377 Lake Butler Blvd, WINTER GARDEN

$2,500,000

13377 Lake Butler Blvd, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6304334
Active 15505 Shorebird Ln, WINTER GARDEN

$2,500,000

LAKESHORE PRESERVE PH 4

15505 Shorebird Ln, WINTER GARDEN

6 Beds 7 Baths 5,287 SqFt Residential Single Family Residence MLS® # O6410839
New
Active 880 W Plant St, WINTER GARDEN

$2,500,000

880 W Plant St, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6423134
New
Active 15675 Panther Lake Dr, WINTER GARDEN

$2,399,000

LAKESHORE PRESERVE PH 2

15675 Panther Lake Dr, WINTER GARDEN

5 Beds 5 Baths 4,213 SqFt Residential Single Family Residence MLS® # O6433000
Active 15217 Farm Stand Ct, WINTER GARDEN

$2,325,000

OAKLAND HILLS

15217 Farm Stand Ct, WINTER GARDEN

4 Beds 5 Baths 4,219 SqFt Residential Single Family Residence MLS® # O6422464
Active 16870 Sanctuary Dr, WINTER GARDEN

$2,250,000

SANCTUARY/TWIN WATERS

16870 Sanctuary Dr, WINTER GARDEN

5 Beds 5 Baths 4,132 SqFt Residential Single Family Residence MLS® # O6437883
Open House
Active 15475 Shorebird Ln, WINTER GARDEN

$2,190,000

▼ $59,000 LAKESHORE PRESERVE PH 4

15475 Shorebird Ln, WINTER GARDEN

5 Beds 6 Baths 4,253 SqFt Residential Single Family Residence MLS® # O6433381
Open House
Active 811 Civitas Way, WINTER GARDEN

$2,175,000

▼ $24,000 OAKLAND PARK UN # 2A

811 Civitas Way, WINTER GARDEN

4 Beds 5 Baths 5,138 SqFt Residential Single Family Residence MLS® # O6403760
Active 7701 Summerlake Pointe Blvd, WINTER GARDEN

$2,150,000

▼ $100,000 SUMMERLAKE PD PH 2A & 2B

7701 Summerlake Pointe Blvd, WINTER GARDEN

5 Beds 5 Baths 4,072 SqFt Residential Single Family Residence MLS® # O6391690
Active 16038 Johns Lake Overlook Dr, WINTER GARDEN

$2,099,000

▼ $26,000 HICKORY HAMMOCK PH 1D

16038 Johns Lake Overlook Dr, WINTER GARDEN

5 Beds 5 Baths 4,139 SqFt Residential Single Family Residence MLS® # O6426648
Active 9940 Black Bear Ln, WINTER GARDEN

$2,050,000

▲ $100,000 ACREAGE & UNREC

9940 Black Bear Ln, WINTER GARDEN

4 Beds 5 Baths 3,110 SqFt Residential Single Family Residence MLS® # O6309917
Active 9056 Morgana Ct, WINTER GARDEN

$2,050,000

AVALON COVE

9056 Morgana Ct, WINTER GARDEN

5 Beds 5 Baths 4,832 SqFt Residential Single Family Residence MLS® # O6432897
Active 9110 Morgana Ct, WINTER GARDEN

$1,999,000

▼ $100,000 AVALON COVE

9110 Morgana Ct, WINTER GARDEN

5 Beds 5 Baths 4,661 SqFt Residential Single Family Residence MLS® # O6409413
Active 16077 Barkly Ridge Ct, WINTER GARDEN

$1,999,000

AVALON RIDGE

16077 Barkly Ridge Ct, WINTER GARDEN

6 Beds 7 Baths 5,248 SqFt Residential Single Family Residence MLS® # O6429381
Active 15680 Panther Lake Dr, WINTER GARDEN

$1,950,000

LAKESHORE PRESERVE PH 2

15680 Panther Lake Dr, WINTER GARDEN

5 Beds 6 Baths 4,329 SqFt Residential Single Family Residence MLS® # O6438584
Active 1211 E Maple St, WINTER GARDEN

$1,800,000

OVERSTREET CRATE

1211 E Maple St, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6153590
Active 17224 Old Country Ln, WINTER GARDEN

$1,775,000

LAKE AVALON GROVES REP

17224 Old Country Ln, WINTER GARDEN

6 Beds 4 Baths 3,629 SqFt Residential Single Family Residence MLS® # O6384075
Active 7573 Green Mountain Way, WINTER GARDEN

$1,750,000

WEST LAKE HANCOCK ESTATES

7573 Green Mountain Way, WINTER GARDEN

4 Beds 4 Baths 3,388 SqFt Residential Single Family Residence MLS® # O6429288
Active 906 Allendale Ln, WINTER GARDEN

$1,725,000

▼ $40,000 OAKLAND PARK B-2

906 Allendale Ln, WINTER GARDEN

5 Beds 4 Baths 3,784 SqFt Residential Single Family Residence MLS® # G5107489
Active 8750 Bayview Crossing Dr, WINTER GARDEN

$1,724,500

▼ $75,400 WATERLEIGH PH 1

8750 Bayview Crossing Dr, WINTER GARDEN

5 Beds 6 Baths 4,641 SqFt Residential Single Family Residence MLS® # O6416046
Active 279 Zachary Wade St, WINTER GARDEN

$1,675,000

LAKEVIEW RESERVE

279 Zachary Wade St, WINTER GARDEN

5 Beds 4 Baths 4,473 SqFt Residential Single Family Residence MLS® # O6408014
Active 1101 Eagles Pass Way, WINTER GARDEN

$1,644,999

▼ $5,000 OAKLAND PARK

1101 Eagles Pass Way, WINTER GARDEN

6 Beds 5 Baths 4,104 SqFt Residential Single Family Residence MLS® # O6408835
Open House
Active 17372 Glossy Pomelo Way, WINTER GARDEN

$1,639,900

▼ $9,000 LAKE STAR/OVATION PH 1B

17372 Glossy Pomelo Way, WINTER GARDEN

5 Beds 6 Baths 4,977 SqFt Residential
Sat, Sep 19th, 2026 @ 2pm - 5pm
Single Family Residence MLS® # O6406639
Open House
Active 2450 Dahlgren Way, WINTER GARDEN

$1,625,000

▼ $75,000 BRONSONS LNDGS F & M

2450 Dahlgren Way, WINTER GARDEN

5 Beds 5 Baths 4,365 SqFt Residential Single Family Residence MLS® # TB8481106
Active 325 Crystal Wood Dr, WINTER GARDEN

$1,600,000

WINTER GRV

325 Crystal Wood Dr, WINTER GARDEN

5 Beds 5 Baths 4,442 SqFt Residential Single Family Residence MLS® # O6408089
Active 16788 Muskgrass Dr, WINTER GARDEN

$1,550,000

▼ $50,000 LAKE STAR AT OVATION PHASE 1B

16788 Muskgrass Dr, WINTER GARDEN

4 Beds 5 Baths 4,733 SqFt Residential Single Family Residence MLS® # O6388174
Active 2010 Boss Hewett St, WINTER GARDEN

$1,500,000

HULL ISLAND/OAKLAND PH 2

2010 Boss Hewett St, WINTER GARDEN

5 Beds 4 Baths 3,781 SqFt Residential Single Family Residence MLS® # O6423216
Active 241 N Dillard St, WINTER GARDEN

$1,499,999

J L DILLARD SUB 3

241 N Dillard St, WINTER GARDEN

4 Beds 3 Baths 3,507 SqFt Residential Single Family Residence MLS® # O6353975
Active 412 N Boyd St, WINTER GARDEN

$1,465,000

▼ $30,000 WINTER GARDEN SHORES 2ND ADD

412 N Boyd St, WINTER GARDEN

4 Beds 5 Baths 2,834 SqFt Residential Single Family Residence MLS® # S5154749
New
Active 1720 Lake Roberts Landing Dr, WINTER GARDEN

$1,399,999

LAKE ROBERTS LNDG E

1720 Lake Roberts Landing Dr, WINTER GARDEN

5 Beds 5 Baths 4,919 SqFt Residential Single Family Residence MLS® # O6436608
Active 16614 Harbor Sail Way, WINTER GARDEN

$1,399,000

▼ $51,000 WATERSIDE/JOHNS LAKE PH 1

16614 Harbor Sail Way, WINTER GARDEN

6 Beds 6 Baths 4,882 SqFt Residential Single Family Residence MLS® # O6414639
Active 9103 Morgana Ct, WINTER GARDEN

$1,389,000

▼ $90,000 AVALON COVE

9103 Morgana Ct, WINTER GARDEN

5 Beds 5 Baths 4,376 SqFt Residential Single Family Residence MLS® # O6409652
New
Active 16730 Rusty Anchor Rd, WINTER GARDEN

$1,350,000

WATERSIDE/JOHNS LK-PH 1

16730 Rusty Anchor Rd, WINTER GARDEN

6 Beds 5 Baths 4,451 SqFt Residential Single Family Residence MLS® # S5156404
Active 1698 Juniper Hammock St, WINTER GARDEN

$1,349,000

▼ $50,000 MCALLISTER LNDG

1698 Juniper Hammock St, WINTER GARDEN

7 Beds 4 Baths 4,700 SqFt Residential Single Family Residence MLS® # V4948569
Active 17077 Wingspread Loop, WINTER GARDEN

$1,349,000

HAWKSMOOR-PHASE 1

17077 Wingspread Loop, WINTER GARDEN

5 Beds 5 Baths 4,680 SqFt Residential Single Family Residence MLS® # O6437444
New
Active 15240 Shonan Gold Dr, WINTER GARDEN

$1,348,900

▼ $100 OVERLOOK 2/HAMLIN PH 2 & 5

15240 Shonan Gold Dr, WINTER GARDEN

4 Beds 4 Baths 4,000 SqFt Residential Single Family Residence MLS® # O6440016