Live Market Tracker · 32789
Winter Park Housing Market
Buyer's or seller's market in 32789? Here's the live read — measured from recent Stellar MLS sales and active inventory, updated automatically.
About 5 months of inventory — supply and demand are roughly even, so neither side has a clear edge (4–6 months = balanced).
Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Homes for Sale in 32789
169 active listings in Winter Park
$1,690,000
708 Balmoral Rd
Winter Park, FL 32789
4 bd · 3 ba · 2,786 sqft
Kenilworth Shores Sec 06
MLS ID #O6423883, EXP REALTY LLC.
Listing provided by Stellar MLS
$1,429,000
1473 Berkshire Ave
Winter Park, FL 32789
5 bd · 4 ba · 2,351 sqft
Orwin Manor Westminster Sec
MLS ID #O6415098, KARDOSH REALTY.
Listing provided by Stellar MLS
$1,450,000
1421 Chapman Cir
Winter Park, FL 32789
4 bd · 4 ba · 3,578 sqft
Windsong Elizabeths Walk 43/81
MLS ID #O6415941, KELLY PRICE & COMPANY LLC.
Listing provided by Stellar MLS
$1,475,000
1560 Lakehurst Ave
Winter Park, FL 32789
0.31 acres
Comstock Park
MLS ID #O6289800, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$1,040,000
1611 Chestnut Ave
Winter Park, FL 32789
4 bd · 4 ba · 2,916 sqft
Lake Knowles Terrace
MLS ID #O6402502, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$2,275,000
1271 Palmer Ave
Winter Park, FL 32789
4 bd · 5 ba · 2,835 sqft
J Kronenberger Sub
MLS ID #O6426530, REDFIN CORPORATION.
Listing provided by Stellar MLS
$459,900
259 Orange Terrace Drive
Winter Park, FL 32789
3 bd · 2 ba · 1,248 sqft
Orange Terrace
MLS ID #O6419225, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$4,285,000
1441 Cardinal Ct
Winter Park, FL 32789
4 bd · 6 ba · 4,066 sqft
Winflor Court Pt Rep
MLS ID #O6399395, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$2,195,000
1885 Temple Dr
Winter Park, FL 32789
5 bd · 4 ba · 3,691 sqft
Lugano Terrace
MLS ID #O6359471, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$1,895,000
311 E Morse Blvd #1-3
Winter Park, FL 32789
2 bd · 2 ba · 2,304 sqft
Whispering Waters/Phillips Circle Rep
MLS ID #O6406368, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$2,250,000
240 N Phelps Ave
Winter Park, FL 32789
5 bd · 5 ba · 2,889 sqft
Sylvan Heights
MLS ID #O6415360, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$1,189,000
3006 Northwood Blvd
Winter Park, FL 32789
4 bd · 3 ba · 2,075 sqft
Northwood Terrace
MLS ID #O6419056, ORLANDO HOMES GROUP LLC.
Listing provided by Stellar MLS
$600,000
2824 Woodside Ave
Winter Park, FL 32789
2 bd · 2 ba · 912 sqft
Orangewood Park
MLS ID #O6423146, PARKSIDE PROPERTIES, LLC.
Listing provided by Stellar MLS
$1,025,000
1138 S Pennsylvania Ave
Winter Park, FL 32789
3 bd · 3 ba · 2,434 sqft
Virginia Heights Rep
MLS ID #O6420090, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$650,000
901 Harmon Ave
Winter Park, FL 32789
2 bd · 2 ba · 1,277 sqft
Mack Peter Rev
MLS ID #O6425358, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$6,495,000
550 Palmer Ave
Winter Park, FL 32789
5 bd · 7 ba · 5,939 sqft
Osceola Place
MLS ID #O6349188, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$1,049,000
2702 Parkland Dr
Winter Park, FL 32789
5 bd · 3 ba · 2,656 sqft
Parklando
MLS ID #O6397997, NORDQUIST & COMPANY INC.
Listing provided by Stellar MLS
$525,000
1134 Washington Ave #13c
Winter Park, FL 32789
3 bd · 4 ba · 2,195 sqft
Quarters At Winter Park Condo
MLS ID #O6416746, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$865,000
338 Blue Heron Dr
Winter Park, FL 32789
3 bd · 3 ba · 2,017 sqft
Flamingo Shores
MLS ID #O6410174, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$1,050,000
1741 Mizell Ave
Winter Park, FL 32789
3 bd · 2 ba · 2,015 sqft
Lake Monte Sub
MLS ID #O6410059, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$1,599,000
2430 Chantilly Ave
Winter Park, FL 32789
4 bd · 4 ba · 2,916 sqft
Winter Park Village
MLS ID #O6401352, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$3,275,000
1581 Forest Ave
Winter Park, FL 32789
4 bd · 6 ba · 4,683 sqft
Ellno Willo
MLS ID #O6382377, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$3,390,000
1751 Glencoe Rd
Winter Park, FL 32789
5 bd · 7 ba · 4,520 sqft
Forest Hills
MLS ID #O6339739, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$1,800,000
723 Symonds Ave
Winter Park, FL 32789
4 bd · 4 ba · 3,065 sqft
Horton Aaron
MLS ID #O6406823, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
32789 Market — Common Questions
Is Winter Park (32789) a buyer's or seller's market in 2026?+
32789 (Winter Park) is currently a balanced market with about 5 months of inventory. About 5 months of inventory — supply and demand are roughly even, so neither side has a clear edge (4–6 months = balanced).
What is the median home price in 32789?+
The median sale price in 32789 over the last 12 months is approximately $900K based on recent Stellar MLS closed sales, up about 5.9% from a year earlier.
How fast do homes sell in 32789?+
Homes in 32789 are selling in a median of about 26 days, at roughly 97% of asking price.
How many homes are for sale in 32789?+
There are currently 169 active residential listings in 32789, with homes selling at roughly 33.8 per month.
Thinking of buying or selling in 32789?
Get a precise, broker-prepared read on your home or your search — real local expertise, not an algorithm.