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Homes for Sale in Winter Park, FL 32789

100 of 178 results

2500 Lee Rd # 104, WINTER PARK, FL 32789
Pending
Stellar MLS
$242,400
Condominium
2 bd • 2 ba • 956 sq ft
2500 Lee Rd # 104, WINTER PARK, FL 32789
FLAT FEE MLS REALTY
2560 Franklin Ave, Winter Park, FL 32789
Pending
Beaches MLS
$479,000
Single Family Residence
4 bd • 2 ba • 1,514 sq ft
2560 Franklin Ave, Winter Park, FL 32789
LoKation
2500 Lee Rd # 222, WINTER PARK, FL 32789
Active
Stellar MLS
$184,400
Condominium
1 bd • 1 ba • 645 sq ft
2500 Lee Rd # 222, WINTER PARK, FL 32789
HOMESMART
560 Ololu Dr, WINTER PARK, FL 32789
Active
Stellar MLS
$899,000
Single Family Residence
2 bd • 2 ba • 1,086 sq ft
560 Ololu Dr, WINTER PARK, FL 32789
COMPASS FLORIDA LLC
1695 Lee Rd # D211, WINTER PARK, FL 32789
Active
Stellar MLS
$107,000
Condominium
2 bd • 1 ba • 881 sq ft
1695 Lee Rd # D211, WINTER PARK, FL 32789
LOKATION
1500 GAY ROAD #4D, WINTER PARK, FL 32789
Active
Stellar MLS
$164,500
Condominium
1 bd • 1 ba • 732 sq ft
1500 GAY ROAD #4D, WINTER PARK, FL 32789
REALCOM REAL ESTATE SERVICES INC
106 S Interlachen Ave # 518, WINTER PARK, FL 32789
Active
Stellar MLS
$1,795,000
Condominium
3 bd • 2 ba • 1,807 sq ft
106 S Interlachen Ave # 518, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
1526 Miller Ave, WINTER PARK, FL 32789
Active
Stellar MLS
$1,574,900
Single Family Residence
5 bd • 5 ba • 3,252 sq ft
1526 Miller Ave, WINTER PARK, FL 32789
RE/MAX EXCLUSIVE COLLECTION
2343 Versailles Ave, WINTER PARK, FL 32789
Active
Stellar MLS
$1,750,000
Single Family Residence
4 bd • 4 ba • 3,307 sq ft
2343 Versailles Ave, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
1570 Palmer Ave, WINTER PARK, FL 32789
Active
Stellar MLS
$1,595,000
Single Family Residence
4 bd • 4 ba • 3,048 sq ft
1570 Palmer Ave, WINTER PARK, FL 32789
PARK TOWN REAL ESTATE LLC
Pending
Stellar MLS
$424,400
Condominium
1 bd • 1 ba • 767 sq ft
644 N Knowles Ave # 3, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$349,500
Condominium
2 bd • 1 ba • 709 sq ft
500 N Pennsylvania Ave # G, WINTER PARK, FL 32789
OLYMPUS EXECUTIVE REALTY INC
Active
Stellar MLS
$1,399,000
Single Family Residence
5 bd • 4 ba • 2,351 sq ft
1473 Berkshire Ave, WINTER PARK, FL 32789
KARDOSH REALTY
Active
Stellar MLS
$725,000
Single Family Residence
3 bd • 2 ba • 1,563 sq ft
1850 Bryan Ave, WINTER PARK, FL 32789
CORCORAN PREMIER REALTY
Active
Stellar MLS
$575,000
Townhouse
2 bd • 3 ba • 1,648 sq ft
1259 Indiana Ave, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$689,000
Single Family Residence
3 bd • 3 ba • 1,794 sq ft
900 Carver St, WINTER PARK, FL 32789
EXP REALTY LLC
Active
Stellar MLS
$899,000
Single Family Residence
3 bd • 3 ba • 2,022 sq ft
1621 Chestnut Ave, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$664,900
Single Family Residence
4 bd • 2 ba • 1,877 sq ft
2333 Westminster Ct, WINTER PARK, FL 32789
COMPASS FLORIDA LLC
Active
Stellar MLS
$1,565,000
Single Family Residence
4 bd • 4 ba • 3,723 sq ft
341 E Reading Way, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$1,775,000
Condominium
3 bd • 4 ba • 3,112 sq ft
101 S New York Ave # 311, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$1,377,500
Single Family Residence
4 bd • 4 ba • 3,578 sq ft
1421 Chapman Cir, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$1,025,000
Single Family Residence
3 bd • 4 ba • 2,213 sq ft
1120 Wisconsin Ave, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$995,000
Single Family Residence
4 bd • 4 ba • 2,916 sq ft
1611 Chestnut Ave, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$540,000
Townhouse
3 bd • 3 ba • 1,660 sq ft
1261 Indiana Ave, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$3,265,000
Single Family Residence
5 bd • 6 ba • 4,924 sq ft
1761 Legion Dr, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$1,700,000
Single Family Residence
4 bd • 4 ba • 3,065 sq ft
723 Symonds Ave, WINTER PARK, FL 32789
KELLER WILLIAMS WINTER PARK
Active
Stellar MLS
$1,900,000
Single Family Residence
4 bd • 4 ba • 2,950 sq ft
1702 Arbor Park Dr, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$4,595,000
Single Family Residence
5 bd • 6 ba • 5,211 sq ft
1525 Granville Dr, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$2,995,000
Single Family Residence
5 bd • 7 ba • 4,168 sq ft
1836 Whitehall Dr, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$1,399,000
Townhouse
3 bd • 3 ba • 2,585 sq ft
512 W Swoope Ave, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$2,495,000
Single Family Residence
4 bd • 4 ba • 3,553 sq ft
541 W Canton Ave, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$2,050,000
Single Family Residence
5 bd • 5 ba • 2,889 sq ft
240 N Phelps Ave, WINTER PARK, FL 32789
KELLER WILLIAMS WINTER PARK
Active
Stellar MLS
$825,000
Single Family Residence
2 bd • 2 ba • 1,540 sq ft
1431 Palm Ave, WINTER PARK, FL 32789
ALL REAL ESTATE & INVESTMENTS
Active
Stellar MLS
$449,900
Single Family Residence
3 bd • 2 ba • 1,248 sq ft
259 Orange Terrace Dr, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$1,599,000
Single Family Residence
3 bd • 5 ba • 2,756 sq ft
641 Northwood Cir, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$340,000
Single Family Residence
2 bd • 1 ba • 780 sq ft
1941 Oglesby Ave, WINTER PARK, FL 32789
LPT REALTY, LLC
Active
Stellar MLS
$1,649,000
Single Family Residence
4 bd • 4 ba • 2,807 sq ft
1903 N Park Ave, WINTER PARK, FL 32789
CREEGAN GROUP
Active
Stellar MLS
$229,999
Condominium
1 bd • 1 ba • 582 sq ft
151 N Orlando Ave # 261, WINTER PARK, FL 32789
FLORIDA REALTY INVESTMENTS
Active
Stellar MLS
$3,075,000
Single Family Residence
5 bd • 6 ba • 3,863 sq ft
1821 Englewood Rd, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$1,598,000
Single Family Residence
4 bd • 4 ba • 2,916 sq ft
2430 Chantilly Ave, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$6,900,000
Single Family Residence
6 bd • 7 ba • 6,396 sq ft
1260 Alabama Dr, WINTER PARK, FL 32789
KELLY PRICE & COMPANY LLC
Active
Stellar MLS
$1,075,000
Single Family Residence
4 bd • 4 ba • 2,469 sq ft
1404 Border Dr, WINTER PARK, FL 32789
THE AGENCY FL
Active
Stellar MLS
$395,000
Single Family Residence
3 bd • 2 ba • 1,201 sq ft
2568 Lotafun Ave, WINTER PARK, FL 32789
SIMPLE FEE LISTINGS LLC
Active
Stellar MLS
$3,275,000
Single Family Residence
4 bd • 6 ba • 4,683 sq ft
1581 Forest Ave, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$3,895,000
Townhouse
3 bd • 5 ba • 3,878 sq ft
125 S Interlachen Ave # 1, WINTER PARK, FL 32789
COLLADO REAL ESTATE
Active
Stellar MLS
$3,395,000
Single Family Residence
5 bd • 6 ba • 4,015 sq ft
160 W Rockwood Way, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Pending
Stellar MLS
$2,460,000
Single Family Residence
4 bd • 4 ba • 3,294 sq ft
2228 Howard Dr, WINTER PARK, FL 32789
COLEDEV REAL ESTATE LLC
Pending
Stellar MLS
$1,050,000
Condominium
2 bd • 2 ba • 1,763 sq ft
311 E Morse Blvd # 4-5, WINTER PARK, FL 32789
KELLER WILLIAMS ADVANTAGE REALTY
Active
Stellar MLS
$529,000
Single Family Residence
3 bd • 2 ba • 1,434 sq ft
1741 Westchester Ave, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$410,000
Single Family Residence
3 bd • 2 ba • 1,494 sq ft
1955 Eland Ave, WINTER PARK, FL 32789
REAL PROPERTY MANAGEMENT AND REALTY
Active
Stellar MLS
$494,999
Single Family Residence
2 bd • 1 ba • 857 sq ft
981 Aragon Ave, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$525,000
Single Family Residence
3 bd • 3 ba • 1,709 sq ft
2803 Riddle Dr, WINTER PARK, FL 32789
CORCORAN PREMIER REALTY
Pending
Stellar MLS
$625,000
Townhouse
3 bd • 3 ba • 1,934 sq ft
786 MCINTYRE AVENUE, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$1,600,000
Single Family Residence
3 bd • 3 ba • 2,733 sq ft
2207 Kindel Ave, WINTER PARK, FL 32789
THE SIMON SIMAAN GROUP
Active
Stellar MLS
$245,000
Condominium
2 bd • 2 ba • 913 sq ft
1250 S Denning Dr Unit 233, WINTER PARK, FL 32789
STOCKWORTH REALTY GROUP
Active
Stellar MLS
$674,900
Single Family Residence
3 bd • 3 ba • 1,411 sq ft
860 N Denning Dr, WINTER PARK, FL 32789
OUTLET REALTY
Active
Stellar MLS
$985,000
Single Family Residence
4 bd • 3 ba • 2,868 sq ft
2667 Cochise Trl, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$510,000
Condominium
3 bd • 3 ba • 1,669 sq ft
1061 Aragon Ave # 1061, WINTER PARK, FL 32789
WATSON REALTY CORP
Active
Stellar MLS
$1,105,000
Single Family Residence
3 bd • 2 ba • 1,487 sq ft
1220 Howell Branch Rd, WINTER PARK, FL 32789
PARK PLACE REAL ESTATE
Active
Stellar MLS
$3,199,000
Single Family Residence
4 bd • 5 ba • 3,737 sq ft
361 E Kings Way, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$989,500
Condominium
1 bd • 2 ba • 1,109 sq ft
269 E Canton Ave # 269, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$2,700,000
Single Family Residence
5 bd • 5 ba • 3,588 sq ft
648 Worthington Dr, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$339,900
Single Family Residence
3 bd • 2 ba • 1,344 sq ft
310 Granada Dr, WINTER PARK, FL 32789
A-WARD WINNING REALTY LLC
Active
Stellar MLS
$1,100,000
Single Family Residence
3 bd • 3 ba • 2,196 sq ft
2227 Howard Dr, WINTER PARK, FL 32789
THE SIMON SIMAAN GROUP
Active
Stellar MLS
$1,300,000
Single Family Residence
3 bd • 3 ba • 1,873 sq ft
1922 Hammerlin Ave, WINTER PARK, FL 32789
PALM PROPERTIES OF CF, INC.
Active
Stellar MLS
$700,000
Single Family Residence
4 bd • 3 ba • 2,016 sq ft
1592 Arbor Park Dr, WINTER PARK, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
Active
Stellar MLS
$415,000
Single Family Residence
3 bd • 2 ba • 1,187 sq ft
2126 Albert Lee Pkwy, WINTER PARK, FL 32789
COMPASS FLORIDA LLC
Active
Stellar MLS
$1,350,000
Single Family Residence
3 bd • 4 ba • 2,191 sq ft
720 Pansy Ave, WINTER PARK, FL 32789
KELLER WILLIAMS WINTER PARK
Active
Stellar MLS
$550,000
Townhouse
3 bd • 4 ba • 1,937 sq ft
1250 Formosa Ave, WINTER PARK, FL 32789
EXP REALTY LLC
Active
Stellar MLS
$1,625,000
Single Family Residence
5 bd • 5 ba • 3,133 sq ft
2407 Lafayette Ave, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$1,595,000
Single Family Residence
4 bd • 2 ba • 2,640 sq ft
446 Melrose Ave, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$285,000
Condominium
2 bd • 1 ba • 710 sq ft
151 N Orlando Ave # 115, WINTER PARK, FL 32789
CREEGAN GROUP
Active
Stellar MLS
$1,725,000
Single Family Residence
4 bd • 4 ba • 3,727 sq ft
1840 Bryan Ave, WINTER PARK, FL 32789
REAL BROKER, LLC
Active
Stellar MLS
$490,900
Single Family Residence
3 bd • 3 ba • 1,786 sq ft
525 Ololu Dr, WINTER PARK, FL 32789
CAISSA REALTY INVESTMENT INC
Active
Stellar MLS
$975,000
Single Family Residence
4 bd • 3 ba • 2,075 sq ft
3006 Northwood Blvd, WINTER PARK, FL 32789
ORLANDO HOMES GROUP LLC
Active
Stellar MLS
$1,749,000
Single Family Residence
4 bd • 4 ba • 2,715 sq ft
2525 Lafayette Ave, WINTER PARK, FL 32789
CORCORAN PREMIER REALTY
Active
Stellar MLS
$2,299,000
Single Family Residence
5 bd • 5 ba • 2,868 sq ft
1840 Laurel Rd, WINTER PARK, FL 32789
CORCORAN PREMIER REALTY
Active
Stellar MLS
$130,000
Condominium
1 bd • 1 ba • 645 sq ft
2500 Lee Rd # 143, WINTER PARK, FL 32789
PALMANO GROUP RE BROKERAGE LLC
Active
Stellar MLS
$1,350,000
Single Family Residence
4 bd • 4 ba • 2,998 sq ft
1320 Orchid Ave, WINTER PARK, FL 32789
EXP REALTY LLC
Active
Stellar MLS
$285,000
Condominium
2 bd • 3 ba • 960 sq ft
283 Sandlewood Trl # 3, WINTER PARK, FL 32789
RE/MAX INNOVATION
Active
Stellar MLS
$1,950,000
Single Family Residence
3 bd • 4 ba • 2,703 sq ft
751 Pansy Ave, WINTER PARK, FL 32789
ONE LUXURY INTERNATIONAL LLC
Active
Stellar MLS
$549,900
Single Family Residence
3 bd • 2 ba • 1,837 sq ft
1003 Lake Bell Dr, WINTER PARK, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
Pending
Stellar MLS
$2,350,000
Condominium
3 bd • 3 ba • 2,143 sq ft
140 E Morse Blvd # J, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$624,444
Single Family Residence
3 bd • 3 ba • 2,228 sq ft
2418 Euston Rd, WINTER PARK, FL 32789
TOLARIS REALTY GROUP LLC
Pending
Stellar MLS
$1,795,000
Single Family Residence
4 bd • 4 ba • 2,819 sq ft
2501 Lafayette Ave, WINTER PARK, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
Active
Stellar MLS
$660,000
Single Family Residence
3 bd • 1 ba • 1,243 sq ft
1416 Border Dr, WINTER PARK, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Active
Stellar MLS
$999,000
Townhouse
3 bd • 3 ba • 2,434 sq ft
1138 S Pennsylvania Ave, WINTER PARK, FL 32789
COLDWELL BANKER REALTY
Active
Stellar MLS
$1,250,000
Single Family Residence
3 bd • 2 ba • 1,747 sq ft
120 Broadview Ave, WINTER PARK, FL 32789
PROMAX PROPERTY SOLUTIONS
Pending
Stellar MLS
$88,999
Condominium
1 bd • 1 ba • 638 sq ft
1695 Lee Rd # B108, WINTER PARK, FL 32789
LOKATION
Active
Stellar MLS
$2,800,000
Townhouse
3 bd • 4 ba • 3,286 sq ft
660 W Morse Blvd, WINTER PARK, FL 32789
COMPASS FLORIDA LLC
Active
Stellar MLS
$625,000
Single Family Residence
3 bd • 2 ba • 1,232 sq ft
1871 Bryan Ave, WINTER PARK, FL 32789
KELLER WILLIAMS WINTER PARK
Active
Stellar MLS
$279,000
Condominium
1 bd • 1 ba • 570 sq ft
311 E Morse Blvd # 7-11, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$660,000
Townhouse
3 bd • 3 ba • 1,690 sq ft
1256 Melissa Ct, WINTER PARK, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
Active
Stellar MLS
$995,999
Single Family Residence
4 bd • 3 ba • 2,528 sq ft
471 Holt Ave, WINTER PARK, FL 32789
FLORIDA HOME TEAM REALTY LLC
Active
Stellar MLS
$1,449,000
Single Family Residence
3 bd • 3 ba • 2,080 sq ft
150 E Reading Way, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Active
Stellar MLS
$660,000
Half Duplex
4 bd • 4 ba • 1,840 sq ft
1016 Aragon Ave, WINTER PARK, FL 32789
PALMANO GROUP RE BROKERAGE LLC
Active
Stellar MLS
$235,000
Condominium
2 bd • 2 ba • 1,026 sq ft
1500 Gay Rd # 3C, WINTER PARK, FL 32789
FANNIE HILLMAN & ASSOCIATES
Pending
Stellar MLS
$2,699,000
Single Family Residence
5 bd • 5 ba • 4,410 sq ft
1597 Oakhurst Ave, WINTER PARK, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
Active
Stellar MLS
$1,829,000
Single Family Residence
4 bd • 4 ba • 2,706 sq ft
1550 Palm Ave, WINTER PARK, FL 32789
RE/MAX 200 REALTY
Active
Stellar MLS
$2,500,000
Single Family Residence
5 bd • 6 ba • 4,572 sq ft
450 Lakewood Dr, WINTER PARK, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
Page 1 of 2 (178 results)

Data Powered by Home Junction, Inc.

ZIP 32789 local snapshot

Winter Park · Orange County · FL

Population

26,884

Median household income

$100,213

Median home value

$695,000

Census owner-occupied value estimate ($695,000) reflects ACS survey data with a longer lag than current MLS list prices ($1,012,000 median on this page).

Homeownership rate

64.9%

Housing tenure

Owner-occupied 64.9% · Renter-occupied 35.1%

64.9% own

Owner-occupiedRenter-occupied

How ZIP 32789 compares to Orange County

Benchmarks use Census ACS data across 45 ZIP codes in Orange County.

Median home value

93% above the county average
ZIP 32789$695,000
Orange County average$359,782

Median household income

21% above the county average
ZIP 32789$100,213
Orange County average$82,890

Homeownership rate

near the county average
ZIP 3278964.9%
Orange County average61.8%

Nearby ZIP code comparison

See how ZIP 32789 stacks up against neighboring areas by median home value and income.

ZIPAreaMedian home valueMedian income
32789Winter Park$695,000$100,213
32751Maitland$433,100$94,277
32804Orlando$498,700$113,466
32792Winter Park$343,500$66,176
32803Orlando$421,300$101,401
32801Orlando$397,600$77,626

Source: U.S. Census Bureau ACS 5-year estimates · Data as of Sep 2026