499 CLUB DRIVE
WINTER SPRINGS, FL 32708
$205,000 · Active
2 beds · 2 baths · 1,224 sq ft
Under $300KWinter Springs
…community within The Highlands in Winter Springs, you’ll note a feeling of…
MLS #O6447987
Winter Springs Homes Under $300,000
Explore homes under $300,000 for sale in Winter Springs, Florida. Compare current listing photos, prices, and property details, then request a home tour.
This collection matches Winter Springs, Florida using MLS or standardized postal-city data.
30 listings match your search
Showing up to 24 listings. Availability and pricing can change.
Refine this search on the map
711 THISTLE PLACE
WINTER SPRINGS, FL 32708
$279,900 · Active
3 beds · 2 baths · 960 sq ft
Under $300KWinter Springs
MLS #V4951586
131 KRISTI ANN COURT
WINTER SPRINGS, FL 32708
$206,499 · Active
2 beds · 1.5 baths · 898 sq ft
Under $300KWinter Springs
…for an investment opportunity, this affordable Moss Cove townhome offers plenty…
MLS #O6441079
728 RIDGEWOOD WAY
WINTER SPRINGS, FL 32708
$269,900 · Active
3 beds · 2 baths · 1,366 sq ft
Under $300KWinter Springs
NEW price PLUS an INCREDIBLE opportunity to save 3% interest on…
MLS #O6443889
700 CASTLEWOOD DRIVE
WINTER SPRINGS, FL 32708
$269,900 · Active
3 beds · 2 baths · 1,366 sq ft
Under $300KWinter Springs
NEW price PLUS an INCREDIBLE opportunity to save 3% interest on…
MLS #O6443884
130 RHODEN LANE
WINTER SPRINGS, FL 32708
$220,000 · Active
2 beds · 1.5 baths · 896 sq ft
Under $300KWinter Springs
…call home or an investment opportunity, this corner-unit townhome is worth…
MLS #O6443983
113 KRISTI ANN COURT
WINTER SPRINGS, FL 32708
$210,000 · Active
2 beds · 1.5 baths · 898 sq ft
Under $300KWinter Springs
…an easy commute. An exceptional opportunity for first-time homebuyers, downsizers, or…
MLS #O6438689
417 SHEOAH BOULEVARD #17
WINTER SPRINGS, FL 32708
$166,000 · Active
2 beds · 2 baths · 936 sq ft
Under $300KWinter Springs
…417 Sheoah Blvd, Apt 17, Winter Springs, FL 32708. This inviting home…
MLS #O6440232
736 SUMMERLAND DRIVE
WINTER SPRINGS, FL 32708
$295,900 · Active
3 beds · 2 baths · 1,298 sq ft
Under $300KWinter Springs
…PAID-OFF SOLAR, 2022 ROOF AND MOVE-IN READY! If you're comparing homes under…
MLS #O6433718
600 NORTHERN WAY #1108
WINTER SPRINGS, FL 32708
$245,000 · Active
3 beds · 2.5 baths · 1,411 sq ft
Under $300KWinter Springs
…it home. Great OPPORTUNITY for first time buyers, investors and empty nesters!…
MLS #O6431829
611 CASA PARK A COURT
WINTER SPRINGS, FL 32708
$234,900 · Active
2 beds · 2.5 baths · 1,156 sq ft
Under $300KWinter Springs
…potential, Unit A offers an affordable opportunity in a convenient Central…
MLS #O6431044
1307 PARK VILLA PLACE
WINTER SPRINGS, FL 32708
$239,900 · Active
2 beds · 1.5 baths · 1,156 sq ft
Under $300KWinter Springs
…located in beautiful and upscale Tuskawilla! New carpet and fresh interior…
MLS #O6432480
70 MOREE LOOP #61
WINTER SPRINGS, FL 32708
$178,900 · Active
2 beds · 1.5 baths · 1,080 sq ft
Under $300KWinter Springs
…you’ve been dreaming of a MOVE-IN READY home where you can enjoy…
MLS #O6431944
1453 CASA PARK CIRCLE
WINTER SPRINGS, FL 32708
$244,999 · Active
2 beds · 1.5 baths · 1,156 sq ft
Under $300KWinter Springs
…Casa Park Villas community of Winter Springs. This move-in-ready home features new…
MLS #S5153753
162 CONSTITUTION WAY
WINTER SPRINGS, FL 32708
$289,900 · Active
3 beds · 2.5 baths · 1,468 sq ft
Under $300KWinter Springs
…this property is an excellent opportunity for first-time buyers, young families,…
MLS #O6424530
220 MOREE LOOP #2
WINTER SPRINGS, FL 32708
$140,000 · Active
1 beds · 1 baths · 710 sq ft
Under $300KWinter Springs
…HIGHLANDS OF WINTER SPRINGS! This move-in ready 1-bedroom, 1-bath condominium offers 710…
MLS #O6421558
498 GREEN SPRING CIR
WINTER SPRINGS, FL 32708
$244,000 · Active
2 beds · 1.5 baths · 1,363 sq ft
Under $300KWinter Springs
…waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle…
MLS #O6418425
429 SHEOAH BOULEVARD #9
WINTER SPRINGS, FL 32708
$199,000 · Active
3 beds · 2 baths · 1,187 sq ft
Under $300KWinter Springs
…to offer. Don't miss this opportunity to enjoy resort-style living in…
MLS #TB8519810
207 BIRCH TERRACE
WINTER SPRINGS, FL 32708
$297,000 · Active
3 beds · 2 baths · 1,318 sq ft
Under $300KWinter Springs
MLS #O6411799
343 SAN MIGUEL STREET #343
WINTER SPRINGS, FL 32708
$145,000 · Active
2 beds · 2 baths · 945 sq ft
Under $300KWinter Springs
…desirable Deer Song community in Winter Springs. Offering a low-maintenance lifestyle in…
MLS #O6409678
50 SHEOAH BOULEVARD #33
WINTER SPRINGS, FL 32708
$154,950 · Active
2 beds · 2 baths · 972 sq ft
Under $300KWinter Springs
…PREFERRED LENDER!!! DON'T MISS YOUR OPPORTUNITY TO OWN THIS BEAUTIFUL HOME!!…
MLS #O6404380
240 MOREE LOOP #3
WINTER SPRINGS, FL 32708
$170,000 · Active
3 beds · 2 baths · 1,187 sq ft
Under $300KWinter Springs
…place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms,…
MLS #O6399451
4113 HEDGE MAPLE PLACE
WINTER SPRINGS, FL 32708
$276,200 · Active
2 beds · 2.5 baths · 1,330 sq ft
Under $300KWinter Springs
MLS #O6396927
476 CLUB DRIVE
WINTER SPRINGS, FL 32708
$250,000 · Active
3 beds · 2 baths · 1,460 sq ft
Under $300KWinter Springs
…amenity-rich community. Don’t miss the opportunity to make 476 Club Drive…
MLS #O6392856