117 Listings
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$17,486,000
1220 N Park Ave, Winter Park, FL 32789
12,475 SqFt
7 Beds | 7 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$8,500,000
Virtual Tour
1190 N Park Ave, Winter Park, FL 32789
19,619 SqFt
8 Beds | 10 Baths
Listing Provided By RE/MAX 200 Realty ACTIVE
$7,900,000
Virtual Tour
1311 Via Tuscany, Winter Park, FL 32789
10,997 SqFt
7 Beds | 8 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$4,950,000
Virtual Tour
227 Genius Dr, Winter Park, FL 32789
7,568 SqFt
5 Beds | 7 Baths
Listing Provided By Miller Grant And Company PENDING
$3,995,000
Virtual Tour
1290 Park Ave, Winter Park, FL 32789
3,823 SqFt
4 Beds | 5 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$3,250,000
Virtual Tour
1824 Harland Park Dr, Winter Park, FL 32789
4,522 SqFt
6 Beds | 5 Baths
Listing Provided By Top Florida Homes ACTIVE
$2,999,990
Virtual Tour
1420 Holts Grove Cir, Winter Park, FL 32789
4,014 SqFt
4 Beds | 7 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$2,900,000
Virtual Tour
1064 Howell Branch Rd, Winter Park, FL 32789
6,452 SqFt
5 Beds | 5 Baths
Listing Provided By Corcoran Premier Realty PENDING
$2,500,000
Virtual Tour
1428 Holts Grove Cir, Winter Park, FL 32789
4,191 SqFt
5 Beds | 5 Baths
Listing Provided By Bhhs Results Realty ACTIVE
$2,250,000
Virtual Tour
2522 Lafayette Ave, Winter Park, FL 32789
3,500 SqFt
4 Beds | 4 Baths
Listing Provided By Roman's Pro Realty LLC ACTIVE
$2,175,000
870 Georgia Ave, Winter Park, FL 32789
2,709 SqFt
3 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$2,175,000
870 Georgia Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,995,000
Virtual Tour
1017 Via Tuscany Oaks Way, Winter Park, FL 32789
4,230 SqFt
5 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty PENDING
$1,990,000
Virtual Tour
2015 N Park Ave, Winter Park, FL 32789
3,617 SqFt
4 Beds | 5 Baths
Listing Provided By Baldwin Park Realty LLC ACTIVE
$1,980,000
Virtual Tour
2011 N Park Ave, Winter Park, FL 32789
3,502 SqFt
4 Beds | 4 Baths
Listing Provided By Baldwin Park Realty LLC ACTIVE
$1,850,000
Virtual Tour
1318 Morton Rd, Winter Park, FL 32789
2,579 SqFt
4 Beds | 4 Baths
Listing Provided By Roman's Pro Realty LLC ACTIVE
$1,849,500
Virtual Tour
1844 W Fairbanks Ave, Winter Park, FL 32789
3,258 SqFt
-- Beds | -- Baths
Listing Provided By Realty Hub ACTIVE
$1,825,000
Virtual Tour
266 Detmar Dr, Winter Park, FL 32789
3,805 SqFt
4 Beds | 5 Baths
Listing Provided By Sotera Living ACTIVE
$1,800,000
Virtual Tour
2726 Lake Howell Ln, Winter Park, FL 32792
1,552 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$1,750,000
Virtual Tour
1166 Oaks Blvd, Winter Park, FL 32789
2,812 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$1,700,000
Virtual Tour
281 Brewer Ave, Winter Park, FL 32789
4,029 SqFt
5 Beds | 5 Baths
Listing Provided By Keller Williams Realty At The Parks ACTIVE
$1,699,000
Virtual Tour
2325 Chantilly Ave, Winter Park, FL 32789
4,014 SqFt
5 Beds | 6 Baths
Listing Provided By Premier Sothebys Int'l Realty ACTIVE
$1,695,000
Virtual Tour
1120 Palmer Ave, Winter Park, FL 32789
3,341 SqFt
3 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty PENDING
$1,625,000
Virtual Tour
234 Detmar Dr, Winter Park, FL 32789
3,609 SqFt
4 Beds | 5 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,500,000
Virtual Tour
4464 Tuscany Island Ct, Winter Park, FL 32792
4,625 SqFt
4 Beds | 5 Baths
Listing Provided By The Property Pros Real Estate Inc ACTIVE
$1,397,000
Virtual Tour
1209 Sharon Pl, Winter Park, FL 32789
2,079 SqFt
4 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,397,000
Virtual Tour
1209 Sharon Pl, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,200,000
Virtual Tour
1368 Hibiscus Ave, Winter Park, FL 32789
2,394 SqFt
4 Beds | 3 Baths
Listing Provided By Exp Realty LLC PENDING
$1,150,000
Virtual Tour
1572 Sunset Dr, Winter Park, FL 32789
2,626 SqFt
4 Beds | 4 Baths
Listing Provided By Outlet Realty PENDING
$1,125,000
1400 Lyndale Blvd, Winter Park, FL 32789
2,829 SqFt
4 Beds | 3 Baths
Listing Provided By Premier Sotheby's Intl. Realty PENDING
$1,099,000
Virtual Tour
2726 Lake Howell Ln, Winter Park, FL 32792
-- SqFt
-- Beds | -- Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$995,000
1117 Kenwood Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$990,000
Virtual Tour
100 S Virginia Ave Unit 316, Winter Park, FL 32789
2,599 SqFt
3 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$899,999
Virtual Tour
2119 Blossom Ln, Winter Park, FL 32789
2,529 SqFt
4 Beds | 2 Baths
Listing Provided By Keller Williams Winter Park PENDING
$899,000
1541 Highland Rd, Winter Park, FL 32789
2,330 SqFt
3 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates PENDING
$899,000
1541 Highland Rd, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Fannie Hillman & Associates PENDING
$899,000
Virtual Tour
5332 Cypress Reserve Pl, Winter Park, FL 32792
3,241 SqFt
5 Beds | 4 Baths
Listing Provided By Ameriteam Realty Inc ACTIVE
$885,000
Virtual Tour
367 Fitzhugh Rd, Winter Park, FL 32792
2,234 SqFt
4 Beds | 3 Baths
Listing Provided By Socarras & Company Inc PENDING
$849,900
Virtual Tour
903 Bungalow Ave Unit 903, Winter Park, FL 32789
1,954 SqFt
3 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$840,000
Virtual Tour
1420 Lake Florence Way, Winter Park, FL 32792
3,636 SqFt
5 Beds | 5 Baths
Listing Provided By Compass Florida LLC ACTIVE
$799,900
1420 Aloma Ave, Winter Park, FL 32789
2,350 SqFt
2 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park PENDING
$789,990
25 Stymie Pl, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths
Listing Provided By Domain Realty LLC ACTIVE
$789,900
1224 S Pennsylvania Ave Unit 4, Winter Park, FL 32789
1,957 SqFt
3 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$784,990
27 Stymie Pl, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths
Listing Provided By Domain Realty LLC ACTIVE
$740,000
Virtual Tour
7909 Pleasant Pine Cir, Winter Park, FL 32792
3,496 SqFt
5 Beds | 4 Baths
Listing Provided By La Rosa Realty Premier LLC ACTIVE
$699,000
Virtual Tour
1822 Temple Dr, Winter Park, FL 32789
2,079 SqFt
3 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$695,000
Virtual Tour
1546 Minnesota Ave, Winter Park, FL 32789
2,407 SqFt
4 Beds | 3 Baths
Listing Provided By Ndk Financial Group LLC ACTIVE
$669,000
Virtual Tour
2620 Summerfield Rd, Winter Park, FL 32792
2,202 SqFt
4 Beds | 3 Baths
Listing Provided By La Rosa Realty Cw Properties L ACTIVE
$664,900
Virtual Tour
1530 Sugarwood Cir, Winter Park, FL 32792
3,011 SqFt
5 Beds | 3 Baths
Listing Provided By RE/MAX Titanium Group PENDING
$655,000
1300 Blue Stem Ln, Winter Park, FL 32792
2,577 SqFt
4 Beds | 4 Baths
Listing Provided By U S Glory Realty PENDING
$650,000
Virtual Tour
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
2,354 SqFt
3 Beds | 3 Baths
Listing Provided By Corcoran Premier Realty PENDING
$649,000
200 Carolina Ave Unit 402, Winter Park, FL 32789
1,350 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$625,000
Virtual Tour
1252 Verdant Glade Pl, Winter Park, FL 32792
2,196 SqFt
4 Beds | 3 Baths
Listing Provided By Honest Real Estate Company ACTIVE
$620,000
Virtual Tour
5609 Winterbrook Way, Winter Park, FL 32792
2,164 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty PENDING
$599,999
Virtual Tour
915 N Kentucky Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Coldwell Banker Realty PENDING
$599,900
4038 Tenita Dr, Winter Park, FL 32792
2,082 SqFt
3 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates PENDING
$589,900
Virtual Tour
1331 Suffolk Rd, Winter Park, FL 32789
1,508 SqFt
3 Beds | 2 Baths
Listing Provided By Razzani International Realty PENDING
$575,000
Virtual Tour
1038 Fairway Dr, Winter Park, FL 32792
2,294 SqFt
4 Beds | 2 Baths
Listing Provided By Bhhs Florida Realty PENDING
$569,900
Virtual Tour
2627 Verona Trl, Winter Park, FL 32789
2,305 SqFt
4 Beds | 3 Baths
Listing Provided By Lighthouse Property Grp Inc PENDING
$564,000
Virtual Tour
1122 Azalea Ln, Winter Park, FL 32789
2,431 SqFt
3 Beds | 4 Baths
Listing Provided By Countrywide Realty Partners LLC ACTIVE
$560,000
Virtual Tour
1164 Dodd Rd, Winter Park, FL 32792
2,840 SqFt
5 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park PENDING
$549,000
Virtual Tour
943 Bungalow Ave, Winter Park, FL 32789
1,197 SqFt
3 Beds | 2 Baths
Listing Provided By Altis Realty ACTIVE
$539,500
Virtual Tour
1552 Golfside Dr, Winter Park, FL 32792
1,749 SqFt
3 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates PENDING
$535,000
Virtual Tour
2747 Prince John Rd, Winter Park, FL 32792
1,608 SqFt
3 Beds | 2 Baths
Listing Provided By Parkside Properties ACTIVE
$515,000
Virtual Tour
2008 Natalen Rd, Winter Park, FL 32792
1,754 SqFt
3 Beds | 2 Baths
Listing Provided By Exp Realty LLC PENDING
$500,000
Virtual Tour
2040 Jewell Ave, Winter Park, FL 32789
1,200 SqFt
-- Beds | -- Baths
Listing Provided By Exp Realty LLC ACTIVE
$499,999
Virtual Tour
1820 Viburnum Lane, Winter Park, FL 32792
2,906 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Florida LLC PENDING
$475,000
Virtual Tour
1816 Azalea Ave, Winter Park, FL 32789
1,584 SqFt
3 Beds | 2 Baths
Listing Provided By Jack Keller Inc ACTIVE
$475,000
418 Gilbert Rd, Winter Park, FL 32792
1,880 SqFt
4 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$474,900
Virtual Tour
312 Fountain Ln, Winter Park, FL 32789
1,337 SqFt
3 Beds | 2 Baths
Listing Provided By Xclusive Homes LLC ACTIVE
$460,000
Virtual Tour
4444 Steed Ter, Winter Park, FL 32792
1,928 SqFt
4 Beds | 2 Baths
Listing Provided By Florida Realty Investments PENDING
$458,000
Virtual Tour
3431 Australian Cir, Winter Park, FL 32792
2,300 SqFt
3 Beds | 2 Baths
Listing Provided By U-Save Realty & Investments PENDING
$450,000
1945 Bering Ave, Winter Park, FL 32789
1,576 SqFt
3 Beds | 2 Baths
Listing Provided By Exp Realty LLC PENDING
$450,000
Virtual Tour
1473 Berkshire Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$450,000
2811 Woodside Ave, Winter Park, FL 32789
1,703 SqFt
3 Beds | 2 Baths
Listing Provided By Olde Town Brokers Inc ACTIVE
$449,000
Virtual Tour
1116 Valley Creek Run, Winter Park, FL 32792
2,028 SqFt
3 Beds | 2 Baths
Listing Provided By Weichert Realtors Hallmark Pro PENDING
$445,000
Virtual Tour
2126 Woodcrest Dr, Winter Park, FL 32792
1,741 SqFt
3 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates PENDING
$440,000
Virtual Tour
2107 Edwin Blvd, Winter Park, FL 32792
1,491 SqFt
4 Beds | 2 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$437,000
Virtual Tour
3901 Woodglade Cove, Winter Park, FL 32792
2,213 SqFt
4 Beds | 3 Baths
Listing Provided By A +roi Property PENDING
$425,000
Virtual Tour
1941 Natalen Rd, Winter Park, FL 32792
1,547 SqFt
3 Beds | 2 Baths
Listing Provided By You Have Realty LLC ACTIVE
$422,790
Virtual Tour
1878 Erudite Way, Winter Park, FL 32792
1,782 SqFt
3 Beds | 3 Baths
Listing Provided By Pulte Realty Of North Florida LLC PENDING
$415,000
Virtual Tour
1694 Eastbrook Blvd, Winter Park, FL 32792
1,314 SqFt
3 Beds | 2 Baths
Listing Provided By Opendoor Brokerage LLC PENDING
$412,190
Virtual Tour
2957 Clever Ln, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths
Listing Provided By Pulte Realty Of North Florida LLC PENDING
$401,990
Virtual Tour
2965 Clever Ln, Winter Park, FL 32792
1,782 SqFt
3 Beds | 3 Baths
Listing Provided By Pulte Realty Of North Florida LLC PENDING
$400,000
Virtual Tour
1944 Houndslake Dr, Winter Park, FL 32792
1,938 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Advantage III Realty ACTIVE
$399,900
Virtual Tour
1810 Alice Ave, Winter Park, FL 32792
1,136 SqFt
2 Beds | 2 Baths
Listing Provided By Valence Realty Group ACTIVE
$399,000
Virtual Tour
311 E Morse Blvd 7-3, Winter Park, FL 32789
540 SqFt
1 Bed | 1 Bath
Listing Provided By Fannie Hillman & Associates ACTIVE
$390,000
677 Depugh St, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Grace Realty PENDING
$390,000
677 Depugh St, Winter Park, FL 32789
1,358 SqFt
3 Beds | 1 Bath
Listing Provided By Grace Realty PENDING
$389,999
Virtual Tour
2180 Linden Rd, Winter Park, FL 32792
1,100 SqFt
3 Beds | 2 Baths
Listing Provided By Nova Real Estate Services Inc PENDING
$389,900
Virtual Tour
1420 Gladiolas Dr, Winter Park, FL 32792
2,031 SqFt
3 Beds | 2 Baths
Listing Provided By Dave Lowe Orlando Realty LLC PENDING
$381,990
Virtual Tour
2961 Clever Ln, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths
Listing Provided By Pulte Realty Of North Florida LLC PENDING
$380,000
Virtual Tour
5080 Lake Howell Rd, Winter Park, FL 32792
1,430 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty ACTIVE
$380,000
Virtual Tour
5405 Justine Way, Winter Park, FL 32792
1,247 SqFt
3 Beds | 2 Baths
Listing Provided By Opendoor Brokerage LLC PENDING
$378,000
Virtual Tour
1879 Viburnum Ln, Winter Park, FL 32792
1,227 SqFt
3 Beds | 2 Baths
Listing Provided By Mr Vargas Property Management LLC PENDING
$375,000
Virtual Tour
2417 Lafayette Ave, Winter Park, FL 32789
829 SqFt
2 Beds | 1 Bath
Listing Provided By Keller Williams Winter Park PENDING
$375,000
Virtual Tour
2417 Lafayette Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Keller Williams Winter Park PENDING
$374,000
4965 N Palm Ave, Winter Park, FL 32792
1,124 SqFt
-- Beds | -- Baths
Listing Provided By Baird Realty PENDING
