83 Listings
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$11,900,000
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1120 Preserve Point Dr, Winter Park, FL 32789
11,255 SqFt
7 Beds | 11 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$8,799,000
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2660 Via Tuscany, Winter Park, FL 32789
4,564 SqFt
4 Beds | 5 Baths
Listing Provided By Pv Luxury Group PA ACTIVE
$6,950,000
1400 Alabama Dr, Winter Park, FL 32789
7,916 SqFt
5 Beds | 9 Baths
Listing Provided By The Agency Orlando ACTIVE
$5,999,999
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541 Virginia Dr, Winter Park, FL 32789
4,725 SqFt
4 Beds | 4 Baths
Listing Provided By Homevest Realty ACTIVE
$5,700,000
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1660 Palmer Ave, Winter Park, FL 32789
6,406 SqFt
5 Beds | 7 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$5,400,000
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2228 Azalea Pl, Winter Park, FL 32789
5,072 SqFt
5 Beds | 6 Baths
Listing Provided By Compass Florida LLC ACTIVE
$4,985,000
2161 Sharon Rd, Winter Park, FL 32789
6,338 SqFt
5 Beds | 7 Baths
Listing Provided By La Rosa Realty Horizons LLC ACTIVE
$4,875,000
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229 Alexander Pl, Winter Park, FL 32789
4,431 SqFt
4 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$4,500,000
1336 College Pt, Winter Park, FL 32789
3,181 SqFt
4 Beds | 5 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$4,500,000
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702 Via Bella, Winter Park, FL 32789
3,720 SqFt
5 Beds | 6 Baths
Listing Provided By Floridian Realty Group LLC ACTIVE
$4,395,000
1840 W Fawsett Rd, Winter Park, FL 32789
4,129 SqFt
5 Beds | 5 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$4,100,000
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1751 Glencoe Rd, Winter Park, FL 32789
4,520 SqFt
5 Beds | 6 Baths
Listing Provided By Compass Florida LLC ACTIVE
$3,950,000
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851 Georgia Ave, Winter Park, FL 32789
4,314 SqFt
4 Beds | 4 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$3,400,000
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1911 Stonehurst Rd, Winter Park, FL 32789
5,097 SqFt
4 Beds | 6 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$3,295,000
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1730 Winchester Dr, Winter Park, FL 32789
4,080 SqFt
5 Beds | 6 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$2,995,000
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1400 Place Picardy, Winter Park, FL 32789
4,411 SqFt
5 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$2,990,000
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1860 Via Contessa, Winter Park, FL 32789
7,000 SqFt
8 Beds | 6 Baths
Listing Provided By Sierra Realty Group LLC ACTIVE
$2,895,000
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1630 Lasbury Ave, Winter Park, FL 32789
4,912 SqFt
5 Beds | 5 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$2,695,000
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254 Sylvan Blvd, Winter Park, FL 32789
3,653 SqFt
3 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$2,500,000
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450 Lakewood Dr, Winter Park, FL 32789
4,676 SqFt
5 Beds | 6 Baths
Listing Provided By Charles Rutenberg Realty Orlando ACTIVE
$2,400,000
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673 Balmoral Rd, Winter Park, FL 32789
2,663 SqFt
4 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$2,399,900
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301 Rippling Ln, Winter Park, FL 32789
3,694 SqFt
4 Beds | 6 Baths
Listing Provided By Xclusive Homes LLC ACTIVE
$2,395,000
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2814 Parkland Dr, Winter Park, FL 32789
3,089 SqFt
4 Beds | 4 Baths
Listing Provided By Keller Williams Realty At The Parks ACTIVE
$2,395,000
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2412 Chantilly Ave, Winter Park, FL 32789
4,506 SqFt
5 Beds | 7 Baths
Listing Provided By Compass Florida LLC ACTIVE
$2,374,000
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2522 Lafayette Ave, Winter Park, FL 32789
3,399 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$2,160,000
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2234 Via Luna, Winter Park, FL 32789
3,554 SqFt
6 Beds | 4 Baths
Listing Provided By Lokation ACTIVE
$2,119,000
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785 N Phelps Ave, Winter Park, FL 32789
2,964 SqFt
5 Beds | 5 Baths
Listing Provided By Compass Florida LLC ACTIVE
$1,999,993
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1451 Lyndale Blvd, Winter Park, FL 32789
3,853 SqFt
6 Beds | 4 Baths
Listing Provided By Realty One Group Mvp ACTIVE
$1,875,000
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1970 Laurel Rd, Winter Park, FL 32789
3,440 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$1,850,000
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1470 Place Picardy, Winter Park, FL 32789
4,227 SqFt
5 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$1,799,000
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1731 Windsor Dr, Winter Park, FL 32789
3,669 SqFt
4 Beds | 4 Baths
Listing Provided By Charles Rutenberg Realty Orlando ACTIVE
$1,775,000
1702 Arbor Park Dr, Winter Park, FL 32789
2,950 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Florida LLC ACTIVE
$1,759,000
1660 Walnut Ave, Winter Park, FL 32789
2,172 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Florida LLC ACTIVE
$1,750,000
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1350 Lyndale Blvd, Winter Park, FL 32789
3,478 SqFt
4 Beds | 5 Baths
Listing Provided By Homevest Realty ACTIVE
$1,675,000
607 Ellen Dr, Winter Park, FL 32789
2,812 SqFt
4 Beds | 5 Baths
Listing Provided By Community Realty Associates ACTIVE
$1,650,000
1701 Palmer Ave, Winter Park, FL 32789
2,841 SqFt
4 Beds | 3 Baths
Listing Provided By Trust Equity Group LLC ACTIVE
$1,599,900
1417 Miller Ave, Winter Park, FL 32789
3,312 SqFt
5 Beds | 4 Baths
Listing Provided By Corcoran Premier Realty ACTIVE
$1,475,000
1600 Barcelona Way, Winter Park, FL 32789
3,014 SqFt
4 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$1,350,000
Virtual Tour
632 Country Club Dr, Winter Park, FL 32789
2,342 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Advantage Realty ACTIVE
$1,350,000
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181 N Phelps Ave, Winter Park, FL 32789
3,000 SqFt
4 Beds | 4 Baths
Listing Provided By Orlando Brothers Real Estate LLC ACTIVE
$1,299,000
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7440 Aloma Ave, Winter Park, FL 32792
4,435 SqFt
5 Beds | 5 Baths
Listing Provided By Marzucco Real Estate ACTIVE
$1,225,000
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1585 Chestnut Ave, Winter Park, FL 32789
2,220 SqFt
4 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$1,150,000
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708 Balmoral Rd, Winter Park, FL 32789
2,786 SqFt
4 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,070,000
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250 Cortland Ave, Winter Park, FL 32789
2,114 SqFt
3 Beds | 2 Baths
Listing Provided By Exp Realty LLC ACTIVE
$995,000
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210 Laurel Park Ct, Winter Park, FL 32792
2,838 SqFt
4 Beds | 3 Baths
Listing Provided By Pr Real Estate Services ACTIVE
$950,000
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5325 Cypress Reserve Pl, Winter Park, FL 32792
3,598 SqFt
5 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$875,000
1832 Magnolia Ave, Winter Park, FL 32789
2,910 SqFt
5 Beds | 4 Baths
Listing Provided By Compass Florida LLC ACTIVE
$849,000
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2955 Lolissa Ln, Winter Park, FL 32789
3,902 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$815,000
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1316 Fountain Hills Ct, Winter Park, FL 32792
2,823 SqFt
4 Beds | 4 Baths
Listing Provided By Empire Network Realty ACTIVE
$799,900
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2804 Dike Rd, Winter Park, FL 32792
2,503 SqFt
4 Beds | 3 Baths
Listing Provided By Keller Williams Advantage Realty ACTIVE
$785,000
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1312 Golfside Dr, Winter Park, FL 32792
1,867 SqFt
3 Beds | 2 Baths
Listing Provided By Hopkey Realty ACTIVE
$729,900
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920 Fairway Dr, Winter Park, FL 32792
2,155 SqFt
4 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$699,000
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3136 Heartleaf Pl, Winter Park, FL 32792
2,717 SqFt
4 Beds | 4 Baths
Listing Provided By All Real Estate & Investments ACTIVE
$619,999
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701 Denton Rd, Winter Park, FL 32792
2,268 SqFt
3 Beds | 2 Baths
Listing Provided By Atrium Realty ACTIVE
$599,900
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2100 Suffield Dr, Winter Park, FL 32792
1,807 SqFt
3 Beds | 3 Baths
Listing Provided By RE/MAX 200 Realty ACTIVE
$599,000
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274 N Ranger Blvd, Winter Park, FL 32792
1,420 SqFt
3 Beds | 2 Baths
Listing Provided By Networth Realty Of Orlando ACTIVE
$579,900
2518 Sweetwater Trl, Winter Park, FL 32789
2,205 SqFt
4 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Results Realty ACTIVE
$579,500
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5073 Lake Howell Rd, Winter Park, FL 32792
2,272 SqFt
5 Beds | 2 Baths
Listing Provided By Charles Rutenberg Realty Orlando ACTIVE
$569,000
426 S Lakemont Ave, Winter Park, FL 32792
1,656 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Heritage Realty ACTIVE
$550,000
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2627 Ambergate Rd, Winter Park, FL 32792
1,805 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$530,000
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4026 Tenita Dr, Winter Park, FL 32792
2,122 SqFt
4 Beds | 2 Baths
Listing Provided By Opendoor Brokerage LLC ACTIVE
$520,000
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1422 Tierra Cir, Winter Park, FL 32792
1,827 SqFt
4 Beds | 2 Baths
Listing Provided By Charles Rutenberg Realty Orlando ACTIVE
$499,900
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1710 Aster Dr, Winter Park, FL 32792
1,664 SqFt
3 Beds | 2 Baths
Listing Provided By Folio Realty LLC ACTIVE
$495,700
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1776 E Cheryl Dr, Winter Park, FL 32792
2,014 SqFt
4 Beds | 2 Baths
Listing Provided By Mink Realty ACTIVE
$489,900
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3458 Balsam Dr, Winter Park, FL 32792
1,910 SqFt
3 Beds | 2 Baths
Listing Provided By Century 21 Be3 ACTIVE
$489,900
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7448 Grand Ct, Winter Park, FL 32792
2,158 SqFt
5 Beds | 3 Baths
Listing Provided By Keller Williams Advantage III ACTIVE
$469,900
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5359 Lanyard Ct, Winter Park, FL 32792
1,572 SqFt
3 Beds | 2 Baths
Listing Provided By Redfin Corporation ACTIVE
$460,000
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7565 Dockside St, Winter Park, FL 32792
1,948 SqFt
4 Beds | 3 Baths
Listing Provided By Premium Properties Real Estate ACTIVE
$459,999
3132 Nicholson Dr, Winter Park, FL 32792
1,537 SqFt
3 Beds | 2 Baths
Listing Provided By Live Florida Now LLC ACTIVE
$450,000
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4991 Tangerine Ave, Winter Park, FL 32792
2,124 SqFt
4 Beds | 2 Baths
Listing Provided By Keller Williams Advantage Realty ACTIVE
$449,900
4421 Steed Ter, Winter Park, FL 32792
1,788 SqFt
4 Beds | 2 Baths
Listing Provided By Bustamante Real Estate Inc ACTIVE
$435,000
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7427 Houston Ct E, Winter Park, FL 32792
1,326 SqFt
3 Beds | 2 Baths
Listing Provided By Future Home Realty Inc ACTIVE
$435,000
Virtual Tour
1860 Gladiolas Dr, Winter Park, FL 32792
1,653 SqFt
4 Beds | 2 Baths
Listing Provided By Weichert Realtors Hallmark Pro ACTIVE
$429,900
Virtual Tour
5405 Justine Way, Winter Park, FL 32792
1,247 SqFt
4 Beds | 2 Baths
Listing Provided By Tbro Realty LLC ACTIVE
$419,000
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1566 Lawndale Cir, Winter Park, FL 32792
1,592 SqFt
3 Beds | 2 Baths
Listing Provided By Terza Real Estate ACTIVE
$409,999
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1109 Denton Rd, Winter Park, FL 32792
1,236 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Realty At The Parks ACTIVE
$409,000
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927 Mare Bello Dr, Winter Park, FL 32792
1,327 SqFt
3 Beds | 2 Baths
Listing Provided By La Rosa Realty Kissimmee ACTIVE
$405,000
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3076 Crane Strand Dr, Winter Park, FL 32792
1,200 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Legacy Realty ACTIVE
$399,900
5418 S Bracken Ct, Winter Park, FL 32792
1,301 SqFt
3 Beds | 2 Baths
Listing Provided By Exp Realty LLC ACTIVE
$384,400
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740 #3 Killarney Bay Ct 7-3, Winter Park, FL 32789
1,536 SqFt
2 Beds | 3 Baths
Listing Provided By Michael O'Shaughnessy ACTIVE
$237,500
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1500 Gay Rd 7a, Winter Park, FL 32789
1,026 SqFt
2 Beds | 2 Baths
Listing Provided By Pristine Florida Properties LLC ACTIVE
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