184 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
$10,999,999
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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
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1400 Alabama Dr, Winter Park, FL 32789
7,916 SqFt
5 Beds | 9 Baths
Listing Provided By Iron Valley Real Estate Central Florida
ACTIVE
$6,250,000
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541 Virginia Dr, Winter Park, FL 32789
4,725 SqFt
4 Beds | 4 Baths
Listing Provided By Homevest Realty
ACTIVE
$5,695,000
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210 Chelton Cir, Winter Park, FL 32789
5,264 SqFt
5 Beds | 6 Baths
Listing Provided By Corcoran Premier 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
$4,200,000
Virtual Tour
571 Lake Front Blvd, Winter Park, FL 32789
5,500 SqFt
7 Beds | 5 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$4,100,000
Virtual Tour
1751 Glencoe Rd, Winter Park, FL 32789
4,520 SqFt
5 Beds | 6 Baths
Listing Provided By Compass Florida
ACTIVE
$3,995,000
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1341 College Pt, Winter Park, FL 32789
4,279 SqFt
4 Beds | 4 Baths
Listing Provided By Fannie Hillman & Associates
ACTIVE
$3,950,000
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850 Georgia Ave, Winter Park, FL 32789
4,627 SqFt
3 Beds | 6 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$3,892,000
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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
$3,299,000
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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
$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
$3,250,000
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1900 W Fawsett Rd, Winter Park, FL 32789
4,600 SqFt
4 Beds | 5 Baths
Listing Provided By Kelly Price & Company LLC
ACTIVE
$2,999,999
2652 Lake Howell Ln, Winter Park, FL 32792
3,898 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$2,995,000
Virtual Tour
884 Audubon Ln, Winter Park, FL 32789
2,995 SqFt
4 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$2,890,000
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140 E Morse Blvd J, Winter Park, FL 32789
2,143 SqFt
3 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$2,650,000
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1010 N Pennsylvania Ave, Winter Park, FL 32789
4,074 SqFt
4 Beds | 5 Baths
Listing Provided By Bhhs Florida Realty
ACTIVE
$2,495,000
2412 Chantilly Ave, Winter Park, FL 32789
4,500 SqFt
5 Beds | 7 Baths
Listing Provided By Compass Florida LLC
ACTIVE
$2,495,000
Virtual Tour
147 S Interlachen Ave Unit 400, Winter Park, FL 32789
5,159 SqFt
4 Beds | 5 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$2,399,000
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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
$2,300,000
Virtual Tour
1032 Early Ave, Winter Park, FL 32789
2,894 SqFt
4 Beds | 3 Baths
Listing Provided By Kincaid Realty
ACTIVE
$2,190,000
Virtual Tour
2234 Via Luna, Winter Park, FL 32789
3,554 SqFt
6 Beds | 4 Baths
Listing Provided By Lokation
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
Virtual Tour
1970 Laurel Rd, Winter Park, FL 32789
3,440 SqFt
4 Beds | 4 Baths
Listing Provided By Kelly Price & Company LLC
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
$1,977,000
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1340 Chestnut Ave, Winter Park, FL 32789
4,182 SqFt
6 Beds | 6 Baths
Listing Provided By Wra Business & Real Estate
ACTIVE
$1,899,900
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1764 Elizabeths Walk, Winter Park, FL 32789
3,989 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Florida
ACTIVE
$1,800,000
Virtual Tour
1781 Goodrich Ave, Winter Park, FL 32789
2,701 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Florida
ACTIVE
$1,795,000
Virtual Tour
508 W Swoope Ave, Winter Park, FL 32789
4,133 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$1,795,000
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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
$1,750,000
Virtual Tour
1350 Lyndale Blvd, Winter Park, FL 32789
3,478 SqFt
4 Beds | 5 Baths
Listing Provided By Homevest Realty
ACTIVE
$1,699,000
Virtual Tour
1429 Chapman Cir, Winter Park, FL 32789
3,116 SqFt
4 Beds | 4 Baths
Listing Provided By Corcoran Premier Realty
ACTIVE
$1,695,000
Virtual Tour
1650 Lakehurst Ave, Winter Park, FL 32789
3,777 SqFt
4 Beds | 4 Baths
Listing Provided By Kelly Price & Company LLC
ACTIVE
$1,695,000
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101 S New York Ave Unit 302, Winter Park, FL 32789
3,174 SqFt
3 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$1,669,000
Virtual Tour
1716 Palmer Ave, Winter Park, FL 32789
3,270 SqFt
4 Beds | 3 Baths
Listing Provided By Homecoin.Com
ACTIVE
$1,549,000
Virtual Tour
660 Arjay Way, Winter Park, FL 32789
3,237 SqFt
4 Beds | 4 Baths
Listing Provided By Stockworth Realty Group
ACTIVE
$1,525,000
Virtual Tour
1101 Kenwood Ave, Winter Park, FL 32789
2,955 SqFt
3 Beds | 3 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 Real Broker
ACTIVE
$1,495,000
Virtual Tour
907 Moss Ln, Winter Park, FL 32789
2,503 SqFt
3 Beds | 3 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$1,495,000
Virtual Tour
1371 Lyndale Blvd, Winter Park, FL 32789
2,739 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$1,470,000
Virtual Tour
840 W Comstock Ave, Winter Park, FL 32789
2,350 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$1,450,000
Virtual Tour
632 Country Club Dr, Winter Park, FL 32789
2,342 SqFt
3 Beds | 2 Baths
Listing Provided By Keller Williams Advantage Real
ACTIVE
$1,450,000
Virtual Tour
777 Halifax Ave, Winter Park, FL 32792
3,161 SqFt
5 Beds | 5 Baths
Listing Provided By Exp Realty LLC
ACTIVE
$1,395,000
Virtual Tour
433 Carolina Ave, Winter Park, FL 32789
2,700 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$1,350,000
Virtual Tour
858 Douglas Ave, Winter Park, FL 32789
2,334 SqFt
4 Beds | 4 Baths
Listing Provided By Summer Wind Realty Central Fl
ACTIVE
$1,299,000
Virtual Tour
7440 Aloma Ave, Winter Park, FL 32792
4,435 SqFt
5 Beds | 5 Baths
Listing Provided By Marzucco Real Estate
ACTIVE
$1,295,000
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
Virtual Tour
1681 Blue Ridge Rd, Winter Park, FL 32789
2,762 SqFt
4 Beds | 4 Baths
Listing Provided By Central Florida Prime Real Estate LLC
ACTIVE
$1,250,000
Virtual Tour
1778 Mondrian Cir, Winter Park, FL 32789
2,377 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$1,200,000
Virtual Tour
193 Overlook Rd, Winter Park, FL 32789
2,201 SqFt
3 Beds | 2 Baths
Listing Provided By Baldwin Park Realty LLC
ACTIVE
$1,200,000
Virtual Tour
5049 Lake Howell Rd, Winter Park, FL 32792
4,462 SqFt
4 Beds | 5 Baths
Listing Provided By Fannie Hillman & Associates
ACTIVE
$1,190,000
Virtual Tour
1885 Temple Dr, Winter Park, FL 32789
3,691 SqFt
4 Beds | 4 Baths
Listing Provided By Kelly Price & Company LLC
ACTIVE
$1,168,000
Virtual Tour
1001 Tuscany Pl, Winter Park, FL 32789
2,458 SqFt
3 Beds | 2 Baths
Listing Provided By Fannie Hillman & Associates
ACTIVE
$1,150,000
Virtual Tour
708 Balmoral Rd, Winter Park, FL 32789
2,786 SqFt
4 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates
ACTIVE
$1,149,000
Virtual Tour
1840 Biscayne Dr, Winter Park, FL 32789
2,641 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Florida
ACTIVE
$1,100,000
2330 Westminster Ct, Winter Park, FL 32789
3,296 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Florida LLC
ACTIVE
$995,000
870 Carver St, Winter Park, FL 32789
1,844 SqFt
3 Beds | 4 Baths
Listing Provided By Premier Sotheby's Intl. Realty
ACTIVE
$975,000
Virtual Tour
1760 Mondrian Cir, Winter Park, FL 32789
2,245 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$960,000
Virtual Tour
830 W Canton Ave, Winter Park, FL 32789
1,965 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty
ACTIVE
$929,000
1795 Walker Ave, Winter Park, FL 32789
1,813 SqFt
5 Beds | 3 Baths
Listing Provided By Align Real Estate LLC
ACTIVE
$899,500
Virtual Tour
1907 S Lakemont Ave, Winter Park, FL 32792
2,063 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$899,500
Virtual Tour
1905 S Lakemont Ave, Winter Park, FL 32792
2,066 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$899,000
Virtual Tour
1919 S Lakemont Ave, Winter Park, FL 32792
2,085 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$899,000
Virtual Tour
1917 S Lakemont Ave, Winter Park, FL 32792
2,051 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$899,000
Virtual Tour
648 Callahan St, Winter Park, FL 32789
1,898 SqFt
3 Beds | 3 Baths
Listing Provided By Millenium Realty Group
ACTIVE
$895,000
Virtual Tour
1263 Verdant Glade Pl, Winter Park, FL 32792
2,589 SqFt
4 Beds | 4 Baths
Listing Provided By Flat Fee Mls Realty
ACTIVE
$889,000
Virtual Tour
411 Sylvan Dr, Winter Park, FL 32789
2,270 SqFt
3 Beds | 2 Baths
Listing Provided By RE/MAX 200 Realty
ACTIVE
$889,000
Virtual Tour
2955 Lolissa Ln, Winter Park, FL 32789
3,902 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$888,999
Virtual Tour
2128 Sycamore Dr, Winter Park, FL 32789
1,760 SqFt
3 Beds | 2 Baths
Listing Provided By Exp Realty LLC
ACTIVE
$879,000
Virtual Tour
1915 S Lakemont Ave, Winter Park, FL 32792
2,104 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$875,000
Virtual Tour
1223 Formosa Ave, Winter Park, FL 32789
3,834 SqFt
4 Beds | 3 Baths
Listing Provided By Keller Williams Winter Park
ACTIVE
$849,000
Virtual Tour
744 London Rd, Winter Park, FL 32792
2,804 SqFt
5 Beds | 3 Baths
Listing Provided By Charles Rutenberg Realty Orlando
ACTIVE
$835,000
Virtual Tour
1316 Fountain Hills Ct, Winter Park, FL 32792
2,823 SqFt
4 Beds | 4 Baths
Listing Provided By Empire Network Realty
ACTIVE
$819,000
Virtual Tour
1250 S Pennsylvania Ave Unit 8, Winter Park, FL 32789
1,957 SqFt
3 Beds | 3 Baths
Listing Provided By Mink Realty
ACTIVE
$805,000
Virtual Tour
607 Dunblane Dr, Winter Park, FL 32792
2,046 SqFt
4 Beds | 3 Baths
Listing Provided By Legacy Realty & Brokers LLC
ACTIVE
$799,900
Virtual Tour
2804 Dike Rd, Winter Park, FL 32792
2,503 SqFt
4 Beds | 3 Baths
Listing Provided By Keller Williams Advantage Real
ACTIVE
$799,000
Virtual Tour
640 Worthington Dr, Winter Park, FL 32789
2,012 SqFt
3 Beds | 2 Baths
Listing Provided By Palm Properties Of Cf
ACTIVE
$799,000
Virtual Tour
735 Maryland Ave, Winter Park, FL 32789
2,242 SqFt
3 Beds | 3 Baths
Listing Provided By Fannie Hillman & Associates
ACTIVE
$789,900
Virtual Tour
1818 Mondrian Cir, Winter Park, FL 32789
2,265 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$750,000
2009 Oglesby Ave, Winter Park, FL 32789
1,318 SqFt
3 Beds | 1 Bath
Listing Provided By Corcoran Premier Realty
ACTIVE
$749,999
Virtual Tour
3136 Heartleaf Pl, Winter Park, FL 32792
2,717 SqFt
4 Beds | 4 Baths
Listing Provided By All Real Estate & Investments
ACTIVE
$749,900
Virtual Tour
2612 Lafayette Ave, Winter Park, FL 32789
2,447 SqFt
3 Beds | 3 Baths
Listing Provided By Exp Realty LLC
ACTIVE
$749,900
Virtual Tour
1521 Harmon Ave, Winter Park, FL 32789
2,302 SqFt
3 Beds | 3 Baths
Listing Provided By All Real Estate & Investments
ACTIVE
$725,000
Virtual Tour
432 W Swoope Ave, Winter Park, FL 32789
2,317 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$715,000
958 Dunraven Dr, Winter Park, FL 32792
1,835 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$699,495
Virtual Tour
1860 Linden Rd, Winter Park, FL 32792
1,820 SqFt
4 Beds | 2 Baths
Listing Provided By Compass Florida LLC
ACTIVE
$694,900
Virtual Tour
8077 Pleasant Pine Cir, Winter Park, FL 32792
3,215 SqFt
4 Beds | 4 Baths
Listing Provided By Keller Williams Advantage III
ACTIVE
$675,000
Virtual Tour
1333 Orchid Ave, Winter Park, FL 32789
1,631 SqFt
4 Beds | 3 Baths
Listing Provided By Residential Wealth Partners
ACTIVE
$659,000
Virtual Tour
336 Saint Dunstan Way, Winter Park, FL 32792
1,715 SqFt
3 Beds | 2 Baths
Listing Provided By Park Town Real Estate LLC
ACTIVE
$650,000
Virtual Tour
631 Callahan St, Winter Park, FL 32789
1,751 SqFt
3 Beds | 2 Baths
Listing Provided By Houwzer LLC
ACTIVE
$649,999
Virtual Tour
230 S Ranger Blvd, Winter Park, FL 32792
2,309 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE
$649,000
Virtual Tour
344 Starling Rd, Winter Park, FL 32789
1,345 SqFt
3 Beds | 3 Baths
Listing Provided By Hancock Realty Group
ACTIVE
$640,000
8073 Pleasant Pine Cir, Winter Park, FL 32792
2,319 SqFt
4 Beds | 4 Baths
Listing Provided By Exp Realty LLC
ACTIVE
$639,900
2518 Sweetwater Trl, Winter Park, FL 32789
2,205 SqFt
4 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Results Realty
ACTIVE
$639,900
Virtual Tour
326 S Ranger Blvd, Winter Park, FL 32792
2,086 SqFt
4 Beds | 2 Baths
Listing Provided By Founders Realty Group
ACTIVE
$639,000
Virtual Tour
1392 Indiana Ave, Winter Park, FL 32789
1,936 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Residential RE
ACTIVE