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Lakefront Homes in WINTER PARK, FL

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DIRECT lakefront Single Family on Lake Berry
$8,950,000 7 bedrooms, 11 baths, 11255 sqft, 1.63 acres
DIRECT lakefront Single Family on Lake Berry
$8,500,000 5 bedrooms, 6 baths, 6502 sqft, 1.94 acres
DIRECT lakefront Single Family on (Winter Park Chain of Lakes)
$5,495,000 5 bedrooms, 7 baths, 7278 sqft, 0.69 acres
DIRECT lakefront Single Family on Lake Virginia (Winter Park Chain of Lakes)
$4,595,000 4 bedrooms, 5 baths, 3181 sqft, 0.35 acres
DIRECT lakefront Single Family on Lake Mizell (Winter Park Chain of Lakes)
$3,350,000 5 bedrooms, 6 baths, 4143 sqft, 0.37 acres
DIRECT lakefront Condominium on Lake Virginia (Winter Park Chain of Lakes)
$2,295,000 3 bedrooms, 4 baths, 2714 sqft, 0 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$2,100,000 2 bedrooms, 2 baths, 1900 sqft, 0 acres
DIRECT lakefront Single Family on Tuskawilla Lake (Little Lake Howell)
$1,500,000 5 bedrooms, 5 baths, 4307 sqft, 0.22 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$1,495,000 3 bedrooms, 2 baths, 1834 sqft, 0.04 acres
DIRECT lakefront Single Family on Lake Florence
$1,249,000 4 bedrooms, 4 baths, 3153 sqft, 0.67 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$1,165,000 2 bedrooms, 2 baths, 1634 sqft, 0 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$879,000 2 bedrooms, 2 baths, 1143 sqft, 0 acres
Off-the-water Single Family on Tuskawilla Lake (Little Lake Howell)
$789,000 4 bedrooms, 3 baths, 2192 sqft, 0.14 acres
Off-the-water Condominium on Lake Killarney
$549,900 2 bedrooms, 3 baths, 1428 sqft, 0.13 acres
DIRECT lakefront Condominium on Lake Osceola (Winter Park Chain of Lakes)
$359,000 1 bedroom, 1 bath, 482 sqft, 2.77 acres
DIRECT lakefront Condominium on Lake Killarney
$345,000 2 bedrooms, 2 baths, 1140 sqft, 0.11 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$319,900 1 bedroom, 1 bath, 482 sqft, 2.77 acres
Off-the-water Condominium on Lake Osceola (Winter Park Chain of Lakes)
$319,000 1 bedroom, 1 bath, 570 sqft, 0 acres
Off-the-water Condominium on Lake Killarney
$264,000 2 bedrooms, 2 baths, 1026 sqft, 0.05 acres
Off-the-water Condominium on Lake Killarney
$259,000 2 bedrooms, 2 baths, 1026 sqft, 0.05 acres
Off-the-water Condominium on Lake Killarney
$255,000 2 bedrooms, 2 baths, 956 sqft, 0.09 acres
DIRECT lakefront Condominium on Lake Killarney
$249,900 2 bedrooms, 2 baths, 956 sqft, 0.09 acres
DIRECT lakefront Condominium on Lake Killarney
$234,999 2 bedrooms, 2 baths, 956 sqft, 0 acres
DIRECT lakefront Condominium on Lake Killarney
$190,000 2 bedrooms, 2 baths, 956 sqft, 0.05 acres
DIRECT lakefront Condominium on Lake Killarney
$189,500 1 bedroom, 1 bath, 645 sqft, 0.04 acres
Showing listings 1 to 25 of 29
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Listing data, in whole or in part, is:

Stellar MLS data last updated on Tuesday, February 17, 2026 at 4:46 PM

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