Winter Garden , $400,000 - $500,000

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Active 9467 Cinzel Alley, WINTER GARDEN

$455,000

WATERLEIGH PH 3A

9467 Cinzel Alley, WINTER GARDEN

3 Beds 3 Baths 1,814 SqFt Residential Townhouse MLS® # O6434302
Active 665 Stevelynn Cir, WINTER GARDEN

$455,000

▼ $13,000 OAK PARK AT WINTER GARDEN

665 Stevelynn Cir, WINTER GARDEN

3 Beds 2 Baths 1,540 SqFt Residential Single Family Residence MLS® # O6430182
Active 15613 Orange Harvest Loop, WINTER GARDEN

$455,000

▼ $10,000 HICKORY HAMMOCK PH 1C

15613 Orange Harvest Loop, WINTER GARDEN

3 Beds 3 Baths 1,844 SqFt Residential Townhouse MLS® # O6435567
Active 11102 Hanlon Terrace Alley, WINTER GARDEN

$450,000

WINDING BAY PRESERVE

11102 Hanlon Terrace Alley, WINTER GARDEN

3 Beds 3 Baths 1,868 SqFt Residential Townhouse MLS® # S5155891
Open House
Active 5887 Cypress Hill Rd, WINTER GARDEN

$450,000

▼ $25,000 ORCHARD HILLS PH 4

5887 Cypress Hill Rd, WINTER GARDEN

3 Beds 3 Baths 1,810 SqFt Residential Single Family Residence MLS® # O6438059
Active 16435 Hamlin Hills Rd, WINTER GARDEN

$449,999

HAMLIN RDG

16435 Hamlin Hills Rd, WINTER GARDEN

3 Beds 3 Baths 1,736 SqFt Residential Townhouse MLS® # O6420316
Active 2012 N Old Killarny St, WINTER GARDEN

$449,900

LAKE APOPKA SOUND

2012 N Old Killarny St, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6427023
Active 10294 Merrymeeting Bay Dr, WINTER GARDEN

$449,900

▼ $10,000 WATERLEIGH PH 2C-1

10294 Merrymeeting Bay Dr, WINTER GARDEN

3 Beds 2 Baths 1,689 SqFt Residential Single Family Residence MLS® # O6407798
Active 9362 Woodcrane Dr, WINTER GARDEN

$449,300

▼ $10,000 WATERMARK PH 1B

9362 Woodcrane Dr, WINTER GARDEN

3 Beds 3 Baths 2,058 SqFt Residential Single Family Residence MLS® # O6417277
Active 14014 Scarlet Aster Alley, WINTER GARDEN

$449,000

▼ $6,000 HARVEST/OVATION

14014 Scarlet Aster Alley, WINTER GARDEN

3 Beds 3 Baths 1,808 SqFt Residential Townhouse MLS® # O6418814
Active 17862 Hither Hills Cir, WINTER GARDEN

$449,000

LAKE APOPKA SOUND

17862 Hither Hills Cir, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6426949
Active 14501 Grove Resort Ave 1622, WINTER GARDEN

$449,000

GROVE RESORT AND SPA HOTEL CONDOMINIUM 1

14501 Grove Resort Ave 1622, WINTER GARDEN

3 Beds 3 Baths 1,544 SqFt Residential Condominium MLS® # O6367905
Open House
Active 12050 Bracco St, WINTER GARDEN

$449,000

▼ $26,000 HIGHLAND RIDGE

12050 Bracco St, WINTER GARDEN

3 Beds 3 Baths 1,770 SqFt Residential Single Family Residence MLS® # O6398494
Active 16510 Barbours Creek Way, WINTER GARDEN

$447,500

WATERLEIGH

16510 Barbours Creek Way, WINTER GARDEN

3 Beds 3 Baths 1,567 SqFt Residential Townhouse MLS® # O6435580
Active 11199 Silver Trumpet Loop, WINTER GARDEN

$447,118

ESPLANADE AT MCKINNON GROVES

11199 Silver Trumpet Loop, WINTER GARDEN

2 Beds 2 Baths 1,515 SqFt Residential Villa MLS® # O6436537
Active 10660 Words Dr, WINTER GARDEN

$445,000

STOREY GRV PH 4

10660 Words Dr, WINTER GARDEN

4 Beds 3 Baths 1,992 SqFt Residential Townhouse MLS® # O6429603
Active 11162 Hanlon Terrace Alley, WINTER GARDEN

$445,000

▼ $25,000 K HOVNANIAN WINDING BAY PRESERVE

11162 Hanlon Terrace Alley, WINTER GARDEN

3 Beds 3 Baths 1,881 SqFt Residential Townhouse MLS® # S5124930
Active 6262 Sunny Time Ave, WINTER GARDEN

$443,190

SILVERLEAF OAKS

6262 Sunny Time Ave, WINTER GARDEN

3 Beds 3 Baths 1,683 SqFt Residential Townhouse MLS® # O6427189
Active 721 S Woodland St, WINTER GARDEN

$440,000

▼ $10,000 BORDERS & WOOSLEY SUB

721 S Woodland St, WINTER GARDEN

2 Beds 1 Bath 1,034 SqFt Residential Single Family Residence MLS® # O6419636
Open House
Active 15038 Windflower Alley, WINTER GARDEN

$440,000

▼ $15,000 OSPREY RANCH PH 1

15038 Windflower Alley, WINTER GARDEN

3 Beds 3 Baths 1,536 SqFt Residential Townhouse MLS® # O6434050
Open House
Active 5545 Bowman Dr, WINTER GARDEN

$440,000

▼ $11,000 OVERLOOK 2/HAMLIN PH 1 & 6

5545 Bowman Dr, WINTER GARDEN

2 Beds 3 Baths 1,998 SqFt Residential
Mon, Sep 14th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6407484
Open House
Active 10509 Spring Arbor Ln, WINTER GARDEN

$439,000

WINDING BAY PRESERVE

10509 Spring Arbor Ln, WINTER GARDEN

3 Beds 3 Baths 1,868 SqFt Residential Townhouse MLS® # O6426898
Active 2281 Oakington St, WINTER GARDEN

$439,000

▼ $26,000 STONEYBROOK WEST 47/78

2281 Oakington St, WINTER GARDEN

3 Beds 2 Baths 1,628 SqFt Residential Single Family Residence MLS® # S5148475
Active 2628 Balforn Tower Way, WINTER GARDEN

$438,000

STONEYBROOK WEST D

2628 Balforn Tower Way, WINTER GARDEN

3 Beds 2 Baths 1,372 SqFt Residential Single Family Residence MLS® # S5156147
Active 11202 Silver Trumpet Loop, WINTER GARDEN

$437,993

ESPLANADE AT MCKINNON GROVES

11202 Silver Trumpet Loop, WINTER GARDEN

2 Beds 2 Baths 1,515 SqFt Residential Villa MLS® # O6436496
Active 11234 Silver Trumpet Loop, WINTER GARDEN

$436,739

ESPLANADE AT MCKINNON GROVES

11234 Silver Trumpet Loop, WINTER GARDEN

2 Beds 2 Baths 1,515 SqFt Residential Villa MLS® # O6436550
Active 6131 Elfin Herb Way, WINTER GARDEN

$435,000

▼ $15,000 HAMILTON GARDENS

6131 Elfin Herb Way, WINTER GARDEN

3 Beds 3 Baths 1,714 SqFt Residential Townhouse MLS® # O6414015
New
Active 7025 Twilight Bay Dr, WINTER GARDEN

$435,000

MEZZANO TOWNHOMES

7025 Twilight Bay Dr, WINTER GARDEN

3 Beds 3 Baths 2,024 SqFt Residential Townhouse MLS® # S5156936
Active 208 3rd St, WINTER GARDEN

$435,000

TWIN CITY DEV CO SUB

208 3rd St, WINTER GARDEN

8 Beds 3 Baths 1,750 SqFt Residential Single Family Residence MLS® # O6435284
Active 11072 Silver Surfer Alley, WINTER GARDEN

$435,000

▼ $5,000 STOREY GROVE PH 1B-2

11072 Silver Surfer Alley, WINTER GARDEN

3 Beds 3 Baths 1,770 SqFt Residential Single Family Residence MLS® # O6406656
Active 208 3rd St, WINTER GARDEN

$435,000

TWIN CITY DEV CO SUB

208 3rd St, WINTER GARDEN

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6435263
Active 10607 Words Dr, WINTER GARDEN

$434,900

STOREY GROVE PH 4

10607 Words Dr, WINTER GARDEN

4 Beds 3 Baths 1,992 SqFt Residential Townhouse MLS® # O6428851
Active 8113 Red Stopper Ln, WINTER GARDEN

$434,900

▼ $9,100 SUMMERLAKE PD PH 2C 2D 2E

8113 Red Stopper Ln, WINTER GARDEN

3 Beds 3 Baths 1,725 SqFt Residential Townhouse MLS® # O6386525
Open House
Active 17802 Jefferson St, WINTER GARDEN

$433,000

EDGEWATER BEACH

17802 Jefferson St, WINTER GARDEN

4 Beds 2 Baths 1,778 SqFt Residential
Mon, Sep 14th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6428887
Active 11279 Silver Trumpet Loop, WINTER GARDEN

$432,318

ESPLANADE AT MCKINNON GROVES

11279 Silver Trumpet Loop, WINTER GARDEN

2 Beds 2 Baths 1,515 SqFt Residential Villa MLS® # O6427229
New
Active 11367 Great Rock St, WINTER GARDEN

$430,000

STOREY GROVE

11367 Great Rock St, WINTER GARDEN

3 Beds 3 Baths 1,717 SqFt Residential Townhouse MLS® # O6440807
Active 12003 Holystone St, WINTER GARDEN

$430,000

▼ $15,000 WATERLEIGH PH 4A

12003 Holystone St, WINTER GARDEN

3 Beds 3 Baths 1,814 SqFt Residential Townhouse MLS® # L4961121
Active 10108 Salt Point Dr, WINTER GARDEN

$425,000

WATERLEIGH PH 2E

10108 Salt Point Dr, WINTER GARDEN

3 Beds 3 Baths 1,505 SqFt Residential Townhouse MLS® # S5154452
Active 15187 Harrowgate Way, WINTER GARDEN

$425,000

▼ $10,000 STONE CRK

15187 Harrowgate Way, WINTER GARDEN

3 Beds 2 Baths 1,296 SqFt Residential Single Family Residence MLS® # TB8497081
Active 15014 Windflower Alley, WINTER GARDEN

$424,990

OSPREY RANCH-PH 1

15014 Windflower Alley, WINTER GARDEN

3 Beds 3 Baths 1,536 SqFt Residential Townhouse MLS® # O6433433
Active 11275 Silver Trumpet Loop, WINTER GARDEN

$420,000

ESPLANADE AT MCKINNON GROVES

11275 Silver Trumpet Loop, WINTER GARDEN

2 Beds 2 Baths 1,515 SqFt Residential Villa MLS® # O6427248
Active 15755 Water Spring Blvd, WINTER GARDEN

$420,000

STOREY GROVE

15755 Water Spring Blvd, WINTER GARDEN

3 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6400420
Active 15873 Gem View St, WINTER GARDEN

$419,000

DEL WEBB OASIS PH 3

15873 Gem View St, WINTER GARDEN

2 Beds 2 Baths 1,574 SqFt Residential Villa MLS® # O6435893
Active 10540 Tribute Dr, WINTER GARDEN

$419,000

▲ $4,000 STOREY GROVE PH 4

10540 Tribute Dr, WINTER GARDEN

3 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6346155
Active 10648 Words Dr, WINTER GARDEN

$418,400

▼ $1,599 STOREY GROVE

10648 Words Dr, WINTER GARDEN

3 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6433944
Active 16306 Prairie School Dr, WINTER GARDEN

$415,000

HAWKSMOOR

16306 Prairie School Dr, WINTER GARDEN

3 Beds 3 Baths 1,792 SqFt Residential Townhouse MLS® # O6433563
New Open House
Active 1415 Sherbourne St, WINTER GARDEN

$415,000

STONE CREEK 48 140

1415 Sherbourne St, WINTER GARDEN

3 Beds 3 Baths 1,369 SqFt Residential Single Family Residence MLS® # O6439948
Active 16425 Prairie School Dr, WINTER GARDEN

$414,900

▼ $5,000 HAWKSMOOR-PH 3

16425 Prairie School Dr, WINTER GARDEN

3 Beds 3 Baths 1,662 SqFt Residential Townhouse MLS® # O6383709