11,022

Properties in ZIP Code 32789

Section Image
    • 242 W Lyman Ave, Winter Park, FL 32789
      242 W Lyman Ave, Winter Park, FL 32789
      /2

      Est $1,190,959

      Not Listed For Sale

      242 W Lyman Ave, Winter Park, FL 32789

      • 3 Beds
      • 3 Baths
      • 2,199 Sq Ft
      • Built 2014
      242 W Lyman Ave, Winter Park, FL 32789

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Jill Henry COLDWELL BANKER REALTY

    • 625 N Interlachen Ave Unit A, Winter Park, FL 32789
      625 N Interlachen Ave Unit A, Winter Park, FL 32789
      /2

      Est $1,072,757

      Not Listed For Sale

      625 N Interlachen Ave Unit A, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,718 Sq Ft
      • Built 1981
      625 N Interlachen Ave Unit A, Winter Park, FL 32789

      Last Sold Summary

      • 196 Days On Market

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    • 1820 Mondrian Cir, Winter Park, FL 32789
      1820 Mondrian Cir, Winter Park, FL 32789
      /2

      Est $835,846

      Not Listed For Sale

      1820 Mondrian Cir, Winter Park, FL 32789

      • 3 Beds
      • 3.5 Baths
      • 2,252 Sq Ft
      • Built 2018
      1820 Mondrian Cir, Winter Park, FL 32789

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    • 690 Osceola Ave Unit 504, Winter Park, FL 32789
      690 Osceola Ave Unit 504, Winter Park, FL 32789
      690 Osceola Ave Unit 504, Winter Park, FL 32789
      /77

      Est $1,144,754

      Not Listed For Sale

      690 Osceola Ave Unit 504, Winter Park, FL 32789

      • 3 Beds
      • 3 Baths
      • 2,079 Sq Ft
      • Built 1969
      690 Osceola Ave Unit 504, Winter Park, FL 32789

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Dela Armstrong C BRENNER INC

    • 518 W Swoope Ave, Winter Park, FL 32789
      518 W Swoope Ave, Winter Park, FL 32789
      518 W Swoope Ave, Winter Park, FL 32789
      /47

      Est $1,368,830

      Not Listed For Sale

      518 W Swoope Ave, Winter Park, FL 32789

      • 3 Beds
      • 2.5 Baths
      • 2,734 Sq Ft
      • Built 2021
      518 W Swoope Ave, Winter Park, FL 32789

      Last Sold Summary

      • 119 Days On Market

      Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    • 170 S Phelps Ave, Winter Park, FL 32789
      170 S Phelps Ave, Winter Park, FL 32789
      170 S Phelps Ave, Winter Park, FL 32789
      /32

      Est $2,475,191

      Not Listed For Sale

      170 S Phelps Ave, Winter Park, FL 32789

      • 4 Beds
      • 4.5 Baths
      • 4,288 Sq Ft
      • Built 2023
      170 S Phelps Ave, Winter Park, FL 32789

      Last Sold Summary

      • 236 Days On Market

      Last Listing Agent Monica Tipirneni FOLIO REALTY LLC

    • 440 Shoreview Ave, Winter Park, FL 32789
      440 Shoreview Ave, Winter Park, FL 32789
      440 Shoreview Ave, Winter Park, FL 32789
      /41

      Est $846,373

      Not Listed For Sale

      440 Shoreview Ave, Winter Park, FL 32789

      • 4 Beds
      • 3 Baths
      • 2,205 Sq Ft
      • Built 2014
      440 Shoreview Ave, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Linda Jokbengboon COMPASS FLORIDA LLC

    • 1009 S Pennsylvania Ave, Winter Park, FL 32789
      1009 S Pennsylvania Ave, Winter Park, FL 32789
      /2

      Est $1,448,811

      Not Listed For Sale

      1009 S Pennsylvania Ave, Winter Park, FL 32789

      • 4 Beds
      • 3 Baths
      • 3,023 Sq Ft
      • Built 2016
      1009 S Pennsylvania Ave, Winter Park, FL 32789

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    • 643 Pansy Ave, Winter Park, FL 32789
      643 Pansy Ave, Winter Park, FL 32789
      /2

      Est $1,958,965

      Not Listed For Sale

      643 Pansy Ave, Winter Park, FL 32789

      • 4 Beds
      • 3.5 Baths
      • 3,228 Sq Ft
      • Built 2015
      643 Pansy Ave, Winter Park, FL 32789

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    • 1571 Sunset Dr, Winter Park, FL 32789
      1571 Sunset Dr, Winter Park, FL 32789
      /2

      Est $1,578,211

      Not Listed For Sale

      1571 Sunset Dr, Winter Park, FL 32789

      • 4 Beds
      • 4 Baths
      • 2,700 Sq Ft
      • Built 2015
      1571 Sunset Dr, Winter Park, FL 32789

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    • 1770 Oakhurst Ave, Winter Park, FL 32789
      1770 Oakhurst Ave, Winter Park, FL 32789
      /2

      Est $2,166,040

      Not Listed For Sale

      1770 Oakhurst Ave, Winter Park, FL 32789

      • 5 Beds
      • 4.5 Baths
      • 3,640 Sq Ft
      • Built 2019
      1770 Oakhurst Ave, Winter Park, FL 32789

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    • 1571 Oneco Ave, Winter Park, FL 32789
      1571 Oneco Ave, Winter Park, FL 32789
      /2

      Est $1,188,317

      Not Listed For Sale

      1571 Oneco Ave, Winter Park, FL 32789

      • 4 Beds
      • 3 Baths
      • 2,510 Sq Ft
      • Built 2009
      1571 Oneco Ave, Winter Park, FL 32789

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    • 1392 Indiana Ave, Winter Park, FL 32789
      1392 Indiana Ave, Winter Park, FL 32789
      /2

      Est $489,332

      Not Listed For Sale

      1392 Indiana Ave, Winter Park, FL 32789

      • 3 Beds
      • 2.5 Baths
      • 1,936 Sq Ft
      • Built 2008
      1392 Indiana Ave, Winter Park, FL 32789

      Last Sold Summary

      • 123 Days On Market

      Last Listing Agent Cody Hancock COLDWELL BANKER REALTY

    • 1411 Elizabeth Dr, Winter Park, FL 32789
      1411 Elizabeth Dr, Winter Park, FL 32789
      1411 Elizabeth Dr, Winter Park, FL 32789
      /59

      Est $2,342,344

      Not Listed For Sale

      1411 Elizabeth Dr, Winter Park, FL 32789

      • 5 Beds
      • 4.5 Baths
      • 3,870 Sq Ft
      • Built 2008
      1411 Elizabeth Dr, Winter Park, FL 32789

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    • 2112 Staunton Ave, Winter Park, FL 32789
      2112 Staunton Ave, Winter Park, FL 32789
      /2

      Est $457,950

      Not Listed For Sale

      2112 Staunton Ave, Winter Park, FL 32789

      • 3 Beds
      • 1 Bath
      • 1,438 Sq Ft
      • Built 1954
      2112 Staunton Ave, Winter Park, FL 32789

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Stacey Payne PREFERRED REAL ESTATE BROKERS

    • 331 E Reading Way, Winter Park, FL 32789
      331 E Reading Way, Winter Park, FL 32789
      /2

      Est $1,994,813

      Not Listed For Sale

      331 E Reading Way, Winter Park, FL 32789

      • 4 Beds
      • 4.5 Baths
      • 3,361 Sq Ft
      • Built 2007
      331 E Reading Way, Winter Park, FL 32789

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    • 1602 Alabama Dr Unit 107, Winter Park, FL 32789
      1602 Alabama Dr Unit 107, Winter Park, FL 32789
      1602 Alabama Dr Unit 107, Winter Park, FL 32789
      /29

      Est $906,981

      Not Listed For Sale

      1602 Alabama Dr Unit 107, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 993 Sq Ft
      • Built 1921
      1602 Alabama Dr Unit 107, Winter Park, FL 32789

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    • 2001 Bett Mar Ln, Winter Park, FL 32789
      2001 Bett Mar Ln, Winter Park, FL 32789
      /2

      Est $8,393,519

      Not Listed For Sale

      2001 Bett Mar Ln, Winter Park, FL 32789

      • 8 Beds
      • 8.5 Baths
      • 8,583 Sq Ft
      • Built 1995
      2001 Bett Mar Ln, Winter Park, FL 32789

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    • 851 Miles Ave Unit 26, Winter Park, FL 32789
      851 Miles Ave Unit 26, Winter Park, FL 32789
      /2

      Est $199,617

      Not Listed For Sale

      851 Miles Ave Unit 26, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 26, Winter Park, FL 32789

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Kevin Mendoza CALL IT CLOSED INTL REALTY

    • 851 Miles Ave Unit 8, Winter Park, FL 32789
      851 Miles Ave Unit 8, Winter Park, FL 32789
      /2

      Est $195,869

      Not Listed For Sale

      851 Miles Ave Unit 8, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 8, Winter Park, FL 32789

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

    • 851 Miles Ave Unit 28, Winter Park, FL 32789
      851 Miles Ave Unit 28, Winter Park, FL 32789
      851 Miles Ave Unit 28, Winter Park, FL 32789
      /16

      Est $210,108

      Not Listed For Sale

      851 Miles Ave Unit 28, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 28, Winter Park, FL 32789

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Tom Graves FUN HOMES

    • 851 Miles Ave Unit 4, Winter Park, FL 32789
      851 Miles Ave Unit 4, Winter Park, FL 32789
      /2

      Est $190,208

      Not Listed For Sale

      851 Miles Ave Unit 4, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 4, Winter Park, FL 32789

      Last Sold Summary

      • 218 Days On Market

      Last Listing Agent Lenny Migliaccio RE/MAX TOWN CENTRE

    • 851 Miles Ave Unit 25, Winter Park, FL 32789
      851 Miles Ave Unit 25, Winter Park, FL 32789
      851 Miles Ave Unit 25, Winter Park, FL 32789
      /18

      Est $203,577

      Not Listed For Sale

      851 Miles Ave Unit 25, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 25, Winter Park, FL 32789

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Brian Hyser THE AGENCY FL

    • 1545 Indiana Ave Unit B, Winter Park, FL 32789
      1545 Indiana Ave Unit B, Winter Park, FL 32789
      /2

      Est $400,418

      Not Listed For Sale

      1545 Indiana Ave Unit B, Winter Park, FL 32789

      • 3 Beds
      • 2.5 Baths
      • 1,598 Sq Ft
      • Built 2005
      1545 Indiana Ave Unit B, Winter Park, FL 32789

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Ron Murray MAGIC REALTY LLC

    • 851 Miles Ave Unit 15, Winter Park, FL 32789
      851 Miles Ave Unit 15, Winter Park, FL 32789
      851 Miles Ave Unit 15, Winter Park, FL 32789
      /26

      Est $194,148

      Not Listed For Sale

      851 Miles Ave Unit 15, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 15, Winter Park, FL 32789

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Chris Creegan CREEGAN GROUP

    • 851 Miles Ave Unit 3, Winter Park, FL 32789
      851 Miles Ave Unit 3, Winter Park, FL 32789
      /2

      Est $190,798

      Not Listed For Sale

      851 Miles Ave Unit 3, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 3, Winter Park, FL 32789

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    • 151 N Orlando Ave Unit 233, Winter Park, FL 32789
      151 N Orlando Ave Unit 233, Winter Park, FL 32789
      /2

      Est $225,678

      Not Listed For Sale

      151 N Orlando Ave Unit 233, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 710 Sq Ft
      • Built 1960
      151 N Orlando Ave Unit 233, Winter Park, FL 32789

    • 700 Melrose Ave Unit E6, Winter Park, FL 32789
      700 Melrose Ave Unit E6, Winter Park, FL 32789
      /2

      Est $192,930

      Not Listed For Sale

      700 Melrose Ave Unit E6, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E6, Winter Park, FL 32789

      Last Sold Summary

      • 230 Days On Market

      Last Listing Agent Milton James COLDWELL BANKER REALTY

    • 1500 Gay Rd Unit 25A, Winter Park, FL 32789
      1500 Gay Rd Unit 25A, Winter Park, FL 32789
      1500 Gay Rd Unit 25A, Winter Park, FL 32789
      /21

      Est $247,946

      Not Listed For Sale

      1500 Gay Rd Unit 25A, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 25A, Winter Park, FL 32789

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    • 1500 Gay Rd Unit 6C, Winter Park, FL 32789
      1500 Gay Rd Unit 6C, Winter Park, FL 32789
      1500 Gay Rd Unit 6C, Winter Park, FL 32789
      /20

      Est $175,792

      Not Listed For Sale

      1500 Gay Rd Unit 6C, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 732 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 6C, Winter Park, FL 32789

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jerry Oller FANNIE HILLMAN & ASSOCIATES

    • 2500 Lee Rd Unit 207, Winter Park, FL 32789
      2500 Lee Rd Unit 207, Winter Park, FL 32789
      2500 Lee Rd Unit 207, Winter Park, FL 32789
      /31

      Est $216,532

      Not Listed For Sale

      2500 Lee Rd Unit 207, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 956 Sq Ft
      • Built 1969
      2500 Lee Rd Unit 207, Winter Park, FL 32789

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Carlos Santana REALTY SERVICES OF AMERICA LLC

    • 700 Melrose Ave Unit B4, Winter Park, FL 32789
      700 Melrose Ave Unit B4, Winter Park, FL 32789
      /2

      Est $335,006

      Not Listed For Sale

      700 Melrose Ave Unit B4, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit B4, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    • 1250 S Denning Dr Unit 230, Winter Park, FL 32789
      1250 S Denning Dr Unit 230, Winter Park, FL 32789
      /2

      Est $221,113

      Not Listed For Sale

      1250 S Denning Dr Unit 230, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 913 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 230, Winter Park, FL 32789

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

    • 700 Melrose Ave Unit K4, Winter Park, FL 32789
      700 Melrose Ave Unit K4, Winter Park, FL 32789
      700 Melrose Ave Unit K4, Winter Park, FL 32789
      /23

      Est $225,801

      Not Listed For Sale

      700 Melrose Ave Unit K4, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit K4, Winter Park, FL 32789

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Isabella Martinez METROPOLITAN R.E SOLUTIONS INC

    • 300 Carolina Ave Unit 304, Winter Park, FL 32789
      300 Carolina Ave Unit 304, Winter Park, FL 32789
      /2

      Est $638,941

      Not Listed For Sale

      300 Carolina Ave Unit 304, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 1982
      300 Carolina Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    • 700 Melrose Ave Unit E26, Winter Park, FL 32789
      700 Melrose Ave Unit E26, Winter Park, FL 32789
      700 Melrose Ave Unit E26, Winter Park, FL 32789
      /22

      Est $217,620

      Not Listed For Sale

      700 Melrose Ave Unit E26, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E26, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    • 100 S Interlachen Ave Unit 506, Winter Park, FL 32789
      100 S Interlachen Ave Unit 506, Winter Park, FL 32789
      100 S Interlachen Ave Unit 506, Winter Park, FL 32789
      /30

      Est $744,383

      Not Listed For Sale

      100 S Interlachen Ave Unit 506, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,109 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 506, Winter Park, FL 32789

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Victoria Epley PALMANO GROUP RE BROKERAGE LLC

    • 100 S Interlachen Ave Unit 111, Winter Park, FL 32789
      100 S Interlachen Ave Unit 111, Winter Park, FL 32789
      /2

      Est $607,641

      Not Listed For Sale

      100 S Interlachen Ave Unit 111, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 901 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 111, Winter Park, FL 32789

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    • 140 E Morse Blvd Unit C, Winter Park, FL 32789
      140 E Morse Blvd Unit C, Winter Park, FL 32789
      /2

      Est $2,100,817

      Not Listed For Sale

      140 E Morse Blvd Unit C, Winter Park, FL 32789

      • 2 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 2007
      140 E Morse Blvd Unit C, Winter Park, FL 32789

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    • 700 Melrose Ave Unit E24, Winter Park, FL 32789
      700 Melrose Ave Unit E24, Winter Park, FL 32789
      700 Melrose Ave Unit E24, Winter Park, FL 32789
      /19

      Est $199,466

      Not Listed For Sale

      700 Melrose Ave Unit E24, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 787 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E24, Winter Park, FL 32789

      Last Sold Summary

      • 164 Days On Market

      Last Listing Agent Susan Dering HOMEVEST REALTY

Showing Results 81 - 120, Page 3 of 18

Florida Orange County Winter Park

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group