Newly Listed
House for Sale
$400,000
3 bd · 2 ba · 1,534 sqft
Bedrooms
Bathrooms
Winter Garden Homes for Sale under $400K
151 listings
16 Days on Market
Townhome for Sale
$400,000
3 bd · 3 ba · 1,560 sqft
6208 ARALIA IVY LANE, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$400,000
3 bd · 3 ba · 1,696 sqft
8019 JEREMY JOSEPH ALLEY, WINTER GARDEN, FL 34787
775 Days on Market
Home for Sale
$399,900
2 bd · 2 ba · 1,265 sqft
14501 GROVE RESORT AVENUE # 1318, WINTER GARDEN, FL 34787
62 Days on Market
Townhome for Sale
$399,000
3 bd · 3 ba · 1,712 sqft
5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787
126 Days on Market
Townhome for Sale
$399,000
3 bd · 3 ba · 1,628 sqft
14095 TITLE WAY, WINTER GARDEN, FL 34787
32 Days on Market
Townhome for Sale
$395,000
3 bd · 3 ba · 1,567 sqft
13158 BOUNTY AVENUE, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$390,000
3 bd · 3 ba · 1,568 sqft
16931 RESEDA ALLEY, WINTER GARDEN, FL 34787
Newly Listed
Home for Sale
$387,900
3 bd · 2 ba · 1,396 sqft
14501 GROVE RESORT AVENUE # 1409, WINTER GARDEN, FL 34787
30 Days on Market
Townhome for Sale
$385,000
3 bd · 3 ba · 1,568 sqft
9991 SCHROEDER ALLEY, WINTER GARDEN, FL 34787
172 Days on Market
Townhome for Sale
$385,000
3 bd · 3 ba · 1,789 sqft
14989 APOLLO BOND DRIVE, WINTER GARDEN, FL 34787
30 Days on Market
Townhome for Sale
$380,000
3 bd · 3 ba · 1,789 sqft
14031 PICARD ALLEY, WINTER GARDEN, FL 34787
755 Days on Market
Home for Sale
$379,000
3 bd · 3 ba · 1,544 sqft
14501 GROVE RESORT AVENUE # 3327, WINTER GARDEN, FL 34787
57 Days on Market
Townhome for Sale
$375,000
3 bd · 3 ba · 1,745 sqft
14903 DRIFTWATER DRIVE, WINTER GARDEN, FL 34787
40 Days on Market
Townhome for Sale
$375,000
2 bd · 3 ba · 1,594 sqft
5863 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787
102 Days on Market
Townhome for Sale
$375,000
3 bd · 3 ba · 1,755 sqft
5618 WATER ROSE ROAD, WINTER GARDEN, FL 34787
66 Days on Market
Townhome for Sale
$375,000
3 bd · 3 ba · 1,916 sqft
15511 CAMPDEN STREET, WINTER GARDEN, FL 34787
16 Days on Market
Townhome for Sale
$375,000
3 bd · 3 ba · 1,917 sqft
15514 CAMPDEN STREET, WINTER GARDEN, FL 34787
121 Days on Market
House for Sale
$372,500
4 bd · 2 ba · 1,485 sqft
884 KLONDIKE STREET, WINTER GARDEN, FL 34787
200 Days on Market
Home for Sale
$369,990
2 bd · 2 ba · 1,434 sqft
14501 GROVE RESORT AVENUE # 3535, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$369,900
3 bd · 3 ba · 1,924 sqft
15510 CAMPDEN STREET, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$365,000
3 bd · 3 ba · 1,600 sqft
13765 GOLDEN RUSSET DRIVE, WINTER GARDEN, FL 34787
294 Days on Market
Home for Sale
$359,000
3 bd · 2 ba · 1,396 sqft
14501 GROVE RESORT AVENUE # 2129, WINTER GARDEN, FL 34787
136 Days on Market
Condo for Sale
$359,000
3 bd · 2 ba ·
14501 Grove Resort Ave # 2129, Winter Garden, FL 34787
Grove Residence
Talk to a local agent
Looking at Winter Garden Homes for Sale under $400K?
Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.
Live MLS inventory in Winter Garden, updated continuously. Florida Lux Real Estate currently tracks 151 active listings here. MLS inventory updated October 11, 2026.
Discover Your Perfect Home
Homes for Sale under $400K in Nearby Cities
Select Property Type
Winter Garden Condos for Sale by Type & Price
Bedroom Size Homes in Winter Garden
Homes by Price in Winter Garden
Lifestyle & New in Winter Garden
Rentals in Winter Garden
Homes Nearby Winter Garden: Neighborhoods
- WATERLEIGH Homes for Sale(29)
- WESTHAVEN AT OVATION Homes for Sale(19)
- GROVE RESIDENCE & SPA HOTEL CONDO II Homes for Sale(16)
- GROVE RESORT AND SPA HOTEL CONDOMINIUM Homes for Sale(14)
- SOUTHERN PINES CONDO Homes for Sale(14)
Show more (10)Show less
- GROVE RESIDENCE & SPA HOTEL CONDO 3 Homes for Sale(10)
- LAKESHORE PRESERVE PH 1 Homes for Sale(10)
- NORTHLAKE AT OVATION Homes for Sale(10)
- SERENADE AT OVATION Homes for Sale(9)
- ESPLANADE AT MCKINNON GROVES Homes for Sale(8)
- TWINWATERS Homes for Sale(8)
- WATERLEIGH PH 3B 3C & 3D Homes for Sale(8)
- AVALON WOODS Homes for Sale(7)
- LAKE AVALON GROVES REP Homes for Sale(7)
- GROVE RESORT Homes for Sale(6)