26 Days on Market
House for Sale
$500,000
4 bd · 2 ba · 2,033 sqft
Bedrooms
Bathrooms
Longwood Homes for Sale under $500K
94 listings
28 Days on Market
House for Sale
$500,000
3 bd · 3 ba · 1,792 sqft
1931 LOST SPRING COURT, LONGWOOD, FL 32779
84 Days on Market
House for Sale
$499,000
4 bd · 2 ba · 1,913 sqft
2 HUDSON COVE, LONGWOOD, FL 32750
18 Days on Market
House for Sale
$498,000
4 bd · 2 ba · 1,958 sqft
638 TALL OAKS TERRACE, LONGWOOD, FL 32750
Newly Listed
House for Sale
$495,000
3 bd · 2 ba · 1,948 sqft
2538 LONG IRON COURT, LONGWOOD, FL 32779
25 Days on Market
House for Sale
$489,900
4 bd · 2 ba · 1,974 sqft
211 STEVENAGE DRIVE, LONGWOOD, FL 32779
28 Days on Market
House for Sale
$489,000
4 bd · 2 ba · 1,971 sqft
1341 S RIDGE LAKE CIRCLE, LONGWOOD, FL 32750
Newly Listed
House for Sale
$475,000
4 bd · 2 ba · 1,680 sqft
580 DEVONSHIRE BOULEVARD, LONGWOOD, FL 32750
23 Days on Market
House for Sale
$475,000
3 bd · 2 ba · 1,701 sqft
102 ASPEN PLACE, LONGWOOD, FL 32750
Newly Listed
House for Sale
$469,900
4 bd · 3 ba · 2,140 sqft
1040 WAVERLY DRIVE, LONGWOOD, FL 32750
116 Days on Market
House for Sale
$468,000
4 bd · 2 ba · 1,981 sqft
1707 GRANGE CIRCLE, LONGWOOD, FL 32750
Newly Listed
House for Sale
$460,000
3 bd · 2 ba · 1,689 sqft
1591 KENLYN DRIVE, LONGWOOD, FL 32779
Newly Listed
House for Sale
$459,900
3 bd · 3 ba · 1,959 sqft
416 SAND PEBBLE COVE, LONGWOOD, FL 32750
271 Days on Market
Townhome for Sale
$455,000
4 bd · 5 ba · 2,294 sqft
572 LAKE WILDMERE COVE, LONGWOOD, FL 32750
Newly Listed
House for Sale
$449,900
3 bd · 2 ba · 1,598 sqft
103 KILKENNY COURT, LONGWOOD, FL 32779
89 Days on Market
Townhome for Sale
$449,500
3 bd · 2 ba · 2,127 sqft
106 HIDDEN OAK DRIVE, LONGWOOD, FL 32779
64 Days on Market
House for Sale
$449,000
4 bd · 2 ba · 2,167 sqft
637 PASADENA AVENUE, LONGWOOD, FL 32750
Newly Listed
Townhome for Sale
$444,990
3 bd · 3 ba · 1,835 sqft
425 E JESSUP AVENUE, LONGWOOD, FL 32750
Newly Listed
Townhome for Sale
$444,990
3 bd · 3 ba · 1,835 sqft
421 E JESSUP AVENUE, LONGWOOD, FL 32750
Newly Listed
Townhome for Sale
$444,990
3 bd · 3 ba · 1,862 sqft
423 E JESSUP AVENUE, LONGWOOD, FL 32750
39 Days on Market
House for Sale
$435,000
3 bd · 2 ba · 1,770 sqft
110 DEVON COURT, LONGWOOD, FL 32779
Newly Listed
Townhome for Sale
$429,900
4 bd · 4 ba · 2,294 sqft
534 LAKE WILDMERE COVE, LONGWOOD, FL 32750
10 Days on Market
Townhome for Sale
$429,000
3 bd · 2 ba · 1,806 sqft
111 JUNIPER LANE, LONGWOOD, FL 32779
Newly Listed
House for Sale
$426,900
3 bd · 2 ba · 1,820 sqft
790 SILHOUETTE COURT, LONGWOOD, FL 32750
Talk to a local agent
Looking at Longwood Homes for Sale under $500K?
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 Longwood, updated continuously. Florida Lux Real Estate currently tracks 94 active listings here. MLS inventory updated October 15, 2026.