156 Listings
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$11,900,000
Virtual Tour
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
$6,500,000
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1400 Alabama Dr, Winter Park, FL 32789
7,916 SqFt
5 Beds | 9 Baths
Listing Provided By The Agency Orlando ACTIVE
$5,800,000
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541 Virginia Dr, Winter Park, FL 32789
4,725 SqFt
4 Beds | 4 Baths
Listing Provided By Homevest Realty ACTIVE
$5,200,000
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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
$5,000,000
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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
$4,750,000
2161 Sharon Rd, Winter Park, FL 32789
6,338 SqFt
5 Beds | 7 Baths
Listing Provided By La Rosa Realty Horizons LLC ACTIVE
$4,500,000
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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
$4,500,000
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421 Lakewood Dr, Winter Park, FL 32789
5,847 SqFt
5 Beds | 9 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$4,395,000
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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
$4,395,000
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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1782 Pine Ave, Winter Park, FL 32789
4,782 SqFt
5 Beds | 7 Baths
Listing Provided By Exp Realty LLC ACTIVE
$3,980,000
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141 S Phelps Ave, Winter Park, FL 32789
5,878 SqFt
6 Beds | 6 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$3,850,000
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861 Bonita Dr, Winter Park, FL 32789
6,939 SqFt
6 Beds | 8 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$3,750,000
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2171 Forrest Rd, Winter Park, FL 32789
4,565 SqFt
5 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$3,600,000
182 N Phelps Ave, Winter Park, FL 32789
4,812 SqFt
4 Beds | 5 Baths
Listing Provided By La Rosa Realty Horizons LLC ACTIVE
$3,499,500
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1391 Richmond Rd, Winter Park, FL 32789
4,635 SqFt
4 Beds | 6 Baths
Listing Provided By Stockworth Realty Group ACTIVE
$3,490,000
1910 Glencoe Rd, Winter Park, FL 32789
4,205 SqFt
4 Beds | 6 Baths
Listing Provided By Compass Florida LLC 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
$3,350,000
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940 Lincoln Cir, Winter Park, FL 32789
3,551 SqFt
4 Beds | 5 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$3,295,000
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532 Worthington Dr, Winter Park, FL 32789
3,974 SqFt
5 Beds | 6 Baths
Listing Provided By Florida One Real Estate LLC ACTIVE
$3,288,000
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731 Williams Dr, Winter Park, FL 32789
4,260 SqFt
5 Beds | 6 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$3,249,000
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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
$3,200,000
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1891 Lake Spier Dr, Winter Park, FL 32789
3,932 SqFt
5 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$3,195,000
Virtual Tour
1020 Mayfield Ave, Winter Park, FL 32789
2,663 SqFt
4 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$3,150,000
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541 W Canton Ave, Winter Park, FL 32789
3,553 SqFt
4 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$2,949,999
2652 Lake Howell Ln, Winter Park, FL 32792
3,898 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$2,900,000
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1401 Green Cove Rd, Winter Park, FL 32789
5,416 SqFt
4 Beds | 7 Baths
Listing Provided By Buckeye Realty LLC ACTIVE
$2,900,000
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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
$2,825,000
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1400 Place Picardy, Winter Park, FL 32789
4,338 SqFt
5 Beds | 6 Baths
Listing Provided By Corcoran Premier Realty ACTIVE
$2,799,000
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2550 Venetian Way, Winter Park, FL 32789
4,875 SqFt
4 Beds | 5 Baths
Listing Provided By Compass Florida LLC ACTIVE
$2,795,000
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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
$2,749,000
1690 Palm Ave, Winter Park, FL 32789
3,967 SqFt
5 Beds | 6 Baths
Listing Provided By Houwzer Inc ACTIVE
$2,550,000
1700 Palm Ave, Winter Park, FL 32789
3,770 SqFt
4 Beds | 5 Baths
Listing Provided By Fannie Hillman & Associates 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
$2,490,000
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1795 Greenwich Ave, Winter Park, FL 32789
3,852 SqFt
5 Beds | 6 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$2,389,000
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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
$2,375,000
104 Cortland Ave, Winter Park, FL 32789
3,182 SqFt
4 Beds | 3 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$2,349,900
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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
$2,295,000
1760 Bryan Ave, Winter Park, FL 32789
3,005 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$2,270,000
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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
$2,254,000
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141 Oakwood Way, Winter Park, FL 32789
3,909 SqFt
5 Beds | 4 Baths
Listing Provided By Mainframe Real Estate ACTIVE
$2,249,999
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2614 Parkland Dr, Winter Park, FL 32789
3,307 SqFt
4 Beds | 4 Baths
Listing Provided By Jw Gaston LLC ACTIVE
$2,199,000
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1394 Stewart St, Winter Park, FL 32789
3,907 SqFt
5 Beds | 5 Baths
Listing Provided By Realty One Group Inspiration ACTIVE
$2,160,000
Virtual Tour
2234 Via Luna, Winter Park, FL 32789
3,554 SqFt
6 Beds | 4 Baths
Listing Provided By Lokation ACTIVE
$2,150,000
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1560 Woodland Ave, Winter Park, FL 32789
3,851 SqFt
5 Beds | 5 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
$2,100,000
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4469 Old Bear Run, Winter Park, FL 32792
4,288 SqFt
5 Beds | 5 Baths
Listing Provided By Home Wise Realty Group ACTIVE
$2,095,000
Virtual Tour
1840 Bryan Ave, Winter Park, FL 32789
3,727 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$2,000,000
2260 Mulbry Dr, Winter Park, FL 32789
3,246 SqFt
5 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$1,999,999
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1299 Harding Street, Winter Park, FL 32789
3,784 SqFt
6 Beds | 5 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,999,993
Virtual Tour
1451 Lyndale Blvd, Winter Park, FL 32789
3,853 SqFt
6 Beds | 4 Baths
Listing Provided By Realty One Group Mvp ACTIVE
$1,999,900
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1521 Chestnut Ave, Winter Park, FL 32789
3,117 SqFt
4 Beds | 3 Baths
Listing Provided By Compass Florida LLC ACTIVE
$1,899,000
Virtual Tour
2402.5 Temple Dr, Winter Park, FL 32789
3,248 SqFt
4 Beds | 5 Baths
Listing Provided By Olde Town Brokers Inc ACTIVE
$1,888,000
Virtual Tour
2407 Lafayette Ave, Winter Park, FL 32789
3,133 SqFt
5 Beds | 5 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,799,000
Virtual Tour
1742 Barcelona Way, Winter Park, FL 32789
3,626 SqFt
5 Beds | 8 Baths
Listing Provided By Kelly Price & Company LLC 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
$1,749,000
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2339 Lafayette Ave, Winter Park, FL 32789
3,379 SqFt
4 Beds | 6 Baths
Listing Provided By Collado Real Estate ACTIVE
$1,739,000
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279 Rippling Ln, Winter Park, FL 32789
3,472 SqFt
4 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,695,000
1831 Mizell Ave, Winter Park, FL 32789
3,204 SqFt
4 Beds | 4 Baths
Listing Provided By Exp Realty LLC 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
$1,645,000
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7841 Georgeann St, Winter Park, FL 32792
4,000 SqFt
4 Beds | 4 Baths
Listing Provided By Spectrum Global Realty ACTIVE
$1,625,000
Virtual Tour
1650 Lakehurst Ave, Winter Park, FL 32789
3,777 SqFt
4 Beds | 4 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,599,999
Virtual Tour
1429 Chapman Cir, Winter Park, FL 32789
3,116 SqFt
4 Beds | 4 Baths
Listing Provided By Corcoran Premier Realty 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
$1,590,000
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8041 Lake Waunatta Dr, Winter Park, FL 32792
5,329 SqFt
5 Beds | 5 Baths
Listing Provided By Keller Williams Realty At The Parks ACTIVE
$1,550,000
Virtual Tour
2408 Lafayette Ave, Winter Park, FL 32789
2,838 SqFt
4 Beds | 4 Baths
Listing Provided By Corcoran Premier Realty ACTIVE
$1,500,000
Virtual Tour
2015 Summerfield Rd, Winter Park, FL 32792
2,958 SqFt
4 Beds | 4 Baths
Listing Provided By Beycome Of Florida LLC ACTIVE
$1,475,000
1600 Barcelona Way, Winter Park, FL 32789
3,014 SqFt
4 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$1,450,000
Virtual Tour
2105 Fosgate Dr, Winter Park, FL 32789
3,068 SqFt
5 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$1,425,000
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1750 Winchester Dr, Winter Park, FL 32789
2,637 SqFt
4 Beds | 4 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,397,000
Virtual Tour
1371 Lyndale Blvd, Winter Park, FL 32789
2,739 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$1,395,000
1701 Palmer Ave, Winter Park, FL 32789
2,841 SqFt
4 Beds | 3 Baths
Listing Provided By Trust Equity Group LLC ACTIVE
$1,349,000
Virtual Tour
1077 Minnesota Ave, Winter Park, FL 32789
3,046 SqFt
4 Beds | 4 Baths
Listing Provided By Shores Real Estate ACTIVE
$1,300,000
Virtual Tour
1400 S Pennsylvania Ave, Winter Park, FL 32789
2,060 SqFt
4 Beds | 3 Baths
Listing Provided By Jack Keller Inc ACTIVE
$1,299,000
1213 Richmond Rd, Winter Park, FL 32789
3,204 SqFt
4 Beds | 3 Baths
Listing Provided By Kelly Price & Company LLC ACTIVE
$1,299,000
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2536 Brookshire Ave, Winter Park, FL 32792
3,140 SqFt
4 Beds | 4 Baths
Listing Provided By Palmano Group RE Brokerage LLC ACTIVE
$1,299,000
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1341 Lyndale Blvd, Winter Park, FL 32789
2,388 SqFt
4 Beds | 3 Baths
Listing Provided By Compass Florida 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
$1,295,000
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1611 Chestnut Ave, Winter Park, FL 32789
2,916 SqFt
4 Beds | 4 Baths
Listing Provided By Park Avenue Realty LLC ACTIVE
$1,295,000
Virtual Tour
433 Carolina Ave, Winter Park, FL 32789
2,700 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$1,275,000
Virtual Tour
1611 Walnut Ave, Winter Park, FL 32789
2,635 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE ACTIVE
$1,275,000
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N 726/720 Pennsylvania Ave, Winter Park, FL 32789
2,284 SqFt
6 Beds | 4 Baths
Listing Provided By RE/MAX Town & Country Realty ACTIVE
$1,275,000
Virtual Tour
N 726 And 720 Pennsylvania Ave, Winter Park, FL 32789
2,284 SqFt
6 Beds | 4 Baths
Listing Provided By RE/MAX Town & Country Realty ACTIVE
$1,245,000
Virtual Tour
7706 Waunatta Ct, Winter Park, FL 32792
3,858 SqFt
5 Beds | 3 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$1,200,000
Virtual Tour
4107 Gabriella Ln, Winter Park, FL 32792
3,074 SqFt
4 Beds | 4 Baths
Listing Provided By Keller Williams Advantage Realty ACTIVE
$1,150,000
2011 Soaring Oak Way, Winter Park, FL 32792
4,307 SqFt
5 Beds | 5 Baths
Listing Provided By Degree Realty LLC ACTIVE
$1,125,000
Virtual Tour
1690 Oneco Ave, Winter Park, FL 32789
2,703 SqFt
4 Beds | 3 Baths
Listing Provided By Premier Sotheby's Intl. Realty ACTIVE
$1,100,000
Virtual Tour
1585 Chestnut Ave, Winter Park, FL 32789
2,220 SqFt
4 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park ACTIVE
$1,100,000
Virtual Tour
1821 Windsor Dr, Winter Park, FL 32789
2,188 SqFt
4 Beds | 3 Baths
Listing Provided By Creegan Group ACTIVE
$1,080,000
Virtual Tour
100 S Interlachen Ave Unit 304, Winter Park, FL 32789
2,286 SqFt
4 Beds | 4 Baths
Listing Provided By Fannie Hillman & Associates ACTIVE
$1,050,000
Virtual Tour
2680 Oglesby Ave, Winter Park, FL 32789
2,546 SqFt
4 Beds | 3 Baths
Listing Provided By Compass Florida LLC ACTIVE
$1,000,000
Virtual Tour
3011 Temple Trl, Winter Park, FL 32789
2,406 SqFt
5 Beds | 3 Baths
Listing Provided By Wemert Group Realty LLC ACTIVE
$999,000
2330 Westminster Ct, Winter Park, FL 32789
3,296 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Florida LLC ACTIVE
$997,000
Virtual Tour
1840 Biscayne Dr, Winter Park, FL 32789
2,641 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Florida LLC ACTIVE
$995,000
Virtual Tour
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
Virtual Tour
5325 Cypress Reserve Pl, Winter Park, FL 32792
3,598 SqFt
5 Beds | 4 Baths
Listing Provided By Lpt Realty ACTIVE
$895,000
Virtual Tour
1090 Wildmeadow Run, Winter Park, FL 32792
2,589 SqFt
4 Beds | 4 Baths
Listing Provided By Bhhs Florida Realty ACTIVE
