166 Listings
Winter Park, Any price, 0+ beds, 0+ baths Reset Filters
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$10,800,000
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1190 N Park Avenue, Winter Park, FL 32789
19,619 SqFt
8 Beds | 10 Baths
Listing Provided By Brian Mitnik of RE/MAX 200 Realty (407-629-6330)
$4,950,000
870 Georgia Avenue, Winter Park, FL 32789
6,010 SqFt
5 Beds | 7 Baths
Listing Provided By Padgett McCormick of Kelly Price & Company LLC (407-645-4321)
$4,495,000
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699 Osceola Avenue, Winter Park, FL 32789
5,062 SqFt
5 Beds | 4 Baths
Listing Provided By Nahid Moradi of RE/MAX Downtown (407-770-2050)
$3,900,000
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1200 Via Salerno, Winter Park, FL 32789
5,476 SqFt
5 Beds | 6 Baths
Listing Provided By Susan Chapin of Keller Williams Winter Park (407-545-6430)
$3,400,000
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1712 Lookout Landing Circle, Winter Park, FL 32789
5,179 SqFt
5 Beds | 7 Baths
Listing Provided By Keith Moore of Homevest Realty (407-897-5400)
$3,150,000
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502 Genius Drive, Winter Park, FL 32789
4,735 SqFt
6 Beds | 5 Baths
Listing Provided By Juliana Hughes of Keller Williams Winter Park (407-545-6430)
$3,150,000
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2413 Winter Park Road, Winter Park, FL 32789
4,905 SqFt
5 Beds | 7 Baths
Listing Provided By Leighton Hope of The Hope Group (321-388-6649)
$2,995,000
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2780 Lake Howell Lane, Winter Park, FL 32792
6,090 SqFt
8 Beds | 6 Baths
Listing Provided By Kim Harrington of Folio Realty LLC (407-352-4020)
$2,890,000
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1635 Highland Road, Winter Park, FL 32789
4,325 SqFt
5 Beds | 6 Baths
Listing Provided By Laura Hope of The Hope Group (321-388-6649)
$2,649,000
2015 N Park Avenue, Winter Park, FL 32789
3,617 SqFt
4 Beds | 5 Baths
Listing Provided By Jordan Suglio of Baldwin Park Realty LLC (407-986-9800)
$2,599,999
465 N Phelps Avenue, Winter Park, FL 32789
4,517 SqFt
6 Beds | 6 Baths
Listing Provided By Eleonora Belyaeva of Preferred Real Estate Brokers (407-440-4900)
$2,490,000
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1851 Windsor Drive, Winter Park, FL 32789
3,961 SqFt
5 Beds | 7 Baths
Listing Provided By Bianca Khoury of Keller Williams Winter Park (407-545-6430)
$2,295,000
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1300 Raintree Place, Winter Park, FL 32789
4,295 SqFt
5 Beds | 5 Baths
Listing Provided By Lisa Gould of Keller Williams Winter Park (407-545-6430)
$2,250,000
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100 Stirling Avenue, Winter Park, FL 32789
4,038 SqFt
5 Beds | 4 Baths
Listing Provided By Denise McKinley of RE/MAX Town & Country Realty (407-695-2066)
$2,200,000
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532 Worthington Drive, Winter Park, FL 32789
4,214 SqFt
5 Beds | 6 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$1,899,000
130 Burks Circle, Winter Park, FL 32789
3,733 SqFt
4 Beds | 5 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$1,845,000
617 Worthington Drive, Winter Park, FL 32789
3,523 SqFt
5 Beds | 5 Baths
Listing Provided By Kelly Price of Kelly Price & Company LLC (407-645-4321)
$1,800,000
Howell Branch, Winter Park, FL 32792
-- SqFt
-- Beds | -- Baths
Listing Provided By Mark Allen of Commercial Real Estate Prof In (321-689-8000)
$1,789,900
280 E Lake Sue Avenue, Winter Park, FL 32789
3,422 SqFt
5 Beds | 4 Baths
Listing Provided By Clay Wooten of United Real Estate Preferred (407-243-8840)
$1,699,000
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1209 Sharon Place, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Kelly Price of Kelly Price & Company LLC (407-645-4321)
$1,695,000
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234 Detmar Drive, Winter Park, FL 32789
3,609 SqFt
4 Beds | 5 Baths
Listing Provided By Kelly Price of Kelly Price & Company LLC (407-645-4321)
$1,695,000
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1802 Stonehurst Road, Winter Park, FL 32789
3,681 SqFt
4 Beds | 4 Baths
Listing Provided By Elizabeth Nordquist of Baldwin Park Realty LLC (407-986-9800)
$1,649,900
270 E Lake Sue Avenue, Winter Park, FL 32789
3,161 SqFt
5 Beds | 5 Baths
Listing Provided By Clay Wooten of United Real Estate Preferred (407-243-8840)
$1,599,000
510 W Swoope Avenue, Winter Park, FL 32789
4,130 SqFt
4 Beds | 4 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,550,000
Virtual Tour
460 Clarendon Avenue, Winter Park, FL 32789
3,412 SqFt
5 Beds | 5 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$1,525,000
2926 Parkland Court, Winter Park, FL 32789
3,132 SqFt
4 Beds | 4 Baths
Listing Provided By Ana Scarlato of Keller Williams Winter Park (407-545-6430)
$1,275,000
Virtual Tour
1347 Chapman Circle, Winter Park, FL 32789
2,922 SqFt
4 Beds | 4 Baths
Listing Provided By Lisa Gould of Keller Williams Winter Park (407-545-6430)
$1,199,000
2131 Loch Lomond Drive, Winter Park, FL 32792
2,855 SqFt
4 Beds | 3 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$1,199,000
2121 Loch Lomond, Winter Park, FL 32792
2,855 SqFt
4 Beds | 3 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$1,175,000
1404 Border Drive, Winter Park, FL 32789
2,505 SqFt
4 Beds | 4 Baths
Listing Provided By Amy Moline of Exp Realty LLC (888-883-8509)
$1,175,000
1900 Hammerlin Avenue, Winter Park, FL 32789
2,676 SqFt
3 Beds | 3 Baths
Listing Provided By Jordan Suglio of Baldwin Park Realty LLC (407-986-9800)
$1,153,050
516 W Swoope Avenue, Winter Park, FL 32789
2,666 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,149,000
Virtual Tour
664 Penn Place, Winter Park, FL 32789
2,607 SqFt
3 Beds | 3 Baths
Listing Provided By Angela Jaspon of Home Wise Realty Group Inc (407-712-2000)
$1,125,000
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407 Turkey Run, Winter Park, FL 32789
3,525 SqFt
4 Beds | 3 Baths
Listing Provided By Jackie Hopkins of Keller Williams Heritage Realty (407-862-9700)
$1,098,625
514 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,079,730
500 W Swoope Avenue, Winter Park, FL 32789
2,666 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,070,000
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2164 Turkey Run, Winter Park, FL 32789
3,912 SqFt
5 Beds | 4 Baths
Listing Provided By Tess Muccigrosso of RE/MAX 200 Realty (407-629-6330)
$1,050,000
502 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,046,925
512 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,046,925
518 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$1,008,150
504 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$979,000
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1700 Winter Park Road, Winter Park, FL 32789
2,131 SqFt
3 Beds | 3 Baths
Listing Provided By Hank Dunn of Home Wise Realty Group Inc (407-712-2000)
$969,375
506 W Swoope Avenue, Winter Park, FL 32789
2,585 SqFt
3 Beds | 3 Baths
Listing Provided By Jennifer Sloan of Kelly Price & Company LLC (407-645-4321)
$900,000
1302 Raintree Place, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Lisa Gould of Keller Williams Winter Park (407-545-6430)
$874,000
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1915 S Lakemont Avenue, Winter Park, FL 32792
2,085 SqFt
3 Beds | 4 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$859,000
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428 W Swoope Avenue, Winter Park, FL 32789
2,602 SqFt
4 Beds | 4 Baths
Listing Provided By Anna McIntyre of Lakeside Realty Windermere Inc (407-876-5575)
$850,000
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2406 Tioga Trail, Winter Park, FL 32789
2,344 SqFt
3 Beds | 3 Baths
Listing Provided By Marc George of Keller Williams Realty At The Parks (407-629-4420)
$850,000
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358 W Comstock Avenue, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Kelly Price of Kelly Price & Company LLC (407-645-4321)
$849,900
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903 Bungalow Avenue, Winter Park, FL 32789
1,954 SqFt
3 Beds | 3 Baths
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$849,900
Virtual Tour
792 W Swoope Avenue, Winter Park, FL 32789
2,389 SqFt
4 Beds | 4 Baths
Listing Provided By Melissa Valley of Keller Williams Winter Park (407-545-6430)
$799,900
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1681 Woodland Avenue, Winter Park, FL 32789
1,446 SqFt
3 Beds | 2 Baths
Listing Provided By Jeanne McKnight of Exp Realty LLC (888-883-8509)
$789,990
25 Stymie Place, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths
Listing Provided By Jarrett Townsend of Domain Realty LLC (813-580-8113)
$784,990
27 Stymie Place, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths
Listing Provided By Jarrett Townsend of Domain Realty LLC (813-580-8113)
$749,000
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2008 Natalen Road, Winter Park, FL 32792
1,754 SqFt
3 Beds | 2 Baths
Listing Provided By Jennifer Stein of Homelister (855-400-8566)
$723,000
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1231 Kenwood Avenue, Winter Park, FL 32789
1,672 SqFt
3 Beds | 2 Baths
Listing Provided By Kimberley Beaudry of Orlando Regional Realty (407-408-5194)
$700,000
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1364 Heavenly Cove, Winter Park, FL 32792
2,800 SqFt
4 Beds | 3 Baths
Listing Provided By Jenny Wemert of Wemert Group Realty LLC (407-412-8488)
$699,900
Virtual Tour
973 Wilma Avenue, Winter Park, FL 32789
1,000 SqFt
3 Beds | 2 Baths
Listing Provided By Veronica Figueroa of Exp Realty LLC (888-883-8509)
$699,000
Virtual Tour
1294 Howell Branch Road, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Bianca Khoury of Keller Williams Winter Park (407-545-6430)
$699,000
Virtual Tour
1292 Howell Branch Road, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Bianca Khoury of Keller Williams Winter Park (407-545-6430)
$699,000
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1140 Washington Avenue, Winter Park, FL 32789
2,069 SqFt
3 Beds | 3 Baths
Listing Provided By Andrea Maalma of Urbanista Brokers (407-619-7272)
$699,000
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1835 Edwin Boulevard, Winter Park, FL 32789
1,436 SqFt
3 Beds | 2 Baths
Listing Provided By Tamy Vu of Charles Rutenberg Realty Orlando (407-622-2122)
$685,000
Virtual Tour
674 Blairshire Circle, Winter Park, FL 32792
2,444 SqFt
3 Beds | 2 Baths
Listing Provided By Padgett McCormick of Kelly Price & Company LLC (407-645-4321)
$679,000
Virtual Tour
1352 Heavenly Cove, Winter Park, FL 32792
2,825 SqFt
4 Beds | 3 Baths
Listing Provided By Robert Kurzreiter of Keller Williams Realty At The Parks (407-629-4420)
$679,000
Virtual Tour
2000 Whitehall Drive, Winter Park, FL 32792
1,820 SqFt
3 Beds | 2 Baths
Listing Provided By Dragana Todorovic of Charles Rutenberg Realty Orlando (407-622-2122)
$675,000
Virtual Tour
7616 University Garden Drive, Winter Park, FL 32792
3,266 SqFt
7 Beds | -- Baths
Listing Provided By Jonathan Fitzgerald of Charles Rutenberg Realty Orlando (407-622-2122)
$649,900
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2627 Verona Trail, Winter Park, FL 32789
2,305 SqFt
4 Beds | 3 Baths
Listing Provided By Douglas Herrold of Lighthouse Property Grp Inc (407-493-3573)
$646,000
2912 Mulford Avenue, Winter Park, FL 32789
1,830 SqFt
4 Beds | 2 Baths
Listing Provided By Teresa Jones of Kelly Price & Company LLC (407-645-4321)
$629,900
Virtual Tour
685 Overspin Drive, Winter Park, FL 32789
2,120 SqFt
3 Beds | 3 Baths
Listing Provided By Melissa Meyer of RE/MAX Properties Sw (407-352-5800)
$625,000
915 N Kentucky Avenue, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Lisa Gould of Keller Williams Winter Park (407-545-6430)
$600,000
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1925 S Lakemont Avenue, Winter Park, FL 32792
1,755 SqFt
4 Beds | 3 Baths
Listing Provided By Daniel Sanchez of Keller Williams Advantage Realty (407-977-7600)
$599,000
2313 Loch Lomond Drive, Winter Park, FL 32792
1,570 SqFt
1 Bed | 1 Bath
Listing Provided By Kelly Price of Kelly Price & Company LLC (407-645-4321)
$599,000
Virtual Tour
311 E Morse Boulevard, Winter Park, FL 32789
1,488 SqFt
2 Beds | 2 Baths
Listing Provided By Lisa Gould of Keller Williams Winter Park (407-545-6430)
$599,000
7875 Pleasant Pine Circle, Winter Park, FL 32792
2,268 SqFt
4 Beds | 3 Baths
Listing Provided By Selcuk Samli of Weichert Realtors Hallmark Properties (407-644-5385)
$595,000
Virtual Tour
912 Fairway Drive, Winter Park, FL 32792
2,058 SqFt
4 Beds | 2 Baths
Listing Provided By Jenny Wemert of Wemert Group Realty LLC (407-412-8488)
$569,900
Virtual Tour
689 S Lakemont Avenue, Winter Park, FL 32792
1,698 SqFt
3 Beds | 3 Baths
Listing Provided By Randy Adams of Creegan Group (407-622-1111)
$550,000
Virtual Tour
1298 Howell Branch Road, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Bianca Khoury of Keller Williams Winter Park (407-545-6430)
$550,000
Virtual Tour
2040 Jewell Avenue, Winter Park, FL 32789
1,200 SqFt
-- Beds | -- Baths
Listing Provided By Lilivette Vasquez of Exp Realty LLC (888-883-8509)
$550,000
2701 Norris Avenue, Winter Park, FL 32789
1,382 SqFt
3 Beds | 1 Bath
Listing Provided By Grace Wilson of Kelly Price & Company LLC (407-645-4321)
$549,000
Virtual Tour
541 W Canton Avenue, Winter Park, FL 32789
884 SqFt
2 Beds | 1 Bath
Listing Provided By Nick McKee of Keller Williams Winter Park (407-545-6430)
$537,000
Virtual Tour
301 Cornwall Road, Winter Park, FL 32792
1,648 SqFt
3 Beds | 2 Baths
Listing Provided By Alli Johnston of Opendoor Brokerage LLC (407-988-2951)
$534,999
1781 Goodrich Avenue, Winter Park, FL 32789
974 SqFt
2 Beds | 1 Bath
Listing Provided By Steven Koleno of Beycome Of Florida LLC (844-239-2663)
$530,000
Virtual Tour
423 London Road, Winter Park, FL 32792
3,072 SqFt
3 Beds | 3 Baths
Listing Provided By Mark Kelley of Exp Realty LLC (407-204-1111)
$528,000
Virtual Tour
1918 Loch Berry Road, Winter Park, FL 32792
1,737 SqFt
4 Beds | 2 Baths
Listing Provided By Alli Johnston of Opendoor Brokerage LLC (407-988-2951)
$525,000
1583 Orange Avenue, Winter Park, FL 32789
1,495 SqFt
3 Beds | 2 Baths
Listing Provided By Ramon Caudle of Urbanista Brokers (407-619-7272)
$525,000
Virtual Tour
431 London Road, Winter Park, FL 32792
2,308 SqFt
4 Beds | 2 Baths
Listing Provided By Lauren Szesnat of Keller Williams Advantage Realty (407-977-7600)
$509,000
Virtual Tour
1821 Hammerlin Avenue, Winter Park, FL 32789
1,818 SqFt
3 Beds | 3 Baths
Listing Provided By Logan Berkowitz of Fusilier Realty Group (407-281-8455)
$500,000
Virtual Tour
2563 Fifeshire Drive, Winter Park, FL 32792
2,212 SqFt
4 Beds | 3 Baths
Listing Provided By Phil Kruse of Wra Business & Real Estate (407-512-1008)
$500,000
Virtual Tour
645 Minnesota Avenue, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths
Listing Provided By Chris Creegan of Creegan Group (407-622-1111)
$499,999
Virtual Tour
2812 Banchory Road, Winter Park, FL 32792
1,914 SqFt
3 Beds | 2 Baths
Listing Provided By Alisha Stockton of Charles Rutenberg Realty Inc (866-580-6402)
$495,000
2774 Banchory Road, Winter Park, FL 32792
1,560 SqFt
3 Beds | 2 Baths
Listing Provided By Kathryn Stelljes of Keller Williams Realty At The Parks (407-629-4420)
$495,000
Virtual Tour
1348 Tierra Circle, Winter Park, FL 32792
1,715 SqFt
3 Beds | 2 Baths
Listing Provided By Robert Thollander of Keller Williams Winter Park (407-545-6430)
$492,000
Virtual Tour
7536 Village Green Drive, Winter Park, FL 32792
1,647 SqFt
3 Beds | 2 Baths
Listing Provided By Stacy Bucek of Charles Rutenberg Realty Orlando (407-622-2122)
$485,000
Virtual Tour
233 Lincolnshire, Winter Park, FL 32792
2,236 SqFt
4 Beds | 2 Baths
Listing Provided By Jennifer Van Loon of Premium Properties R.E Service (407-380-2800)
$485,000
Virtual Tour
535 N Interlachen Avenue, Winter Park, FL 32789
968 SqFt
2 Beds | 2 Baths
Listing Provided By Richard Palmano of Palmano Group RE Brokerage LLC (321-214-1211)
$477,500
Virtual Tour
1568 Little Wren Lane, Winter Park, FL 32792
1,964 SqFt
3 Beds | 3 Baths
Listing Provided By Chichi Castro of La Rosa Realty Premier LLC (407-401-9076)
$476,000
Virtual Tour
3620 Jonquil Lane, Winter Park, FL 32792
1,647 SqFt
4 Beds | 2 Baths
Listing Provided By Alli Johnston of Opendoor Brokerage LLC (407-988-2951)
$475,000
Virtual Tour
1816 Azalea Avenue, Winter Park, FL 32789
1,584 SqFt
3 Beds | 2 Baths
Listing Provided By John Keller of Jack Keller Inc (727-586-1497)
$475,000
Virtual Tour
1814 Pineview Circle, Winter Park, FL 32792
1,669 SqFt
3 Beds | 2 Baths
Listing Provided By Angela Jaspon of Home Wise Realty Group Inc (407-712-2000)
