Florida · 603 active listings

Winter Park Real Estate

Winter Park market snapshot

Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winter Park, refreshed nightly -- updated Oct 21, 2026.

Median list price
$460,000
Median sale price (12mo)
$354,900
Avg. days on market
67 days
Sale-to-list ratio
97.6%
Year over year
-4.7%

Currently for sale in Winter Park

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2887 TEMPLE TRL
New
$695,000
2887 TEMPLE TRL
WINTER PARK, 32789
2 bd·2.5 ba·1,801 sqft
0 days on market
Listed by Michael Rains, PA
1458 LONE FEATHER TRL
New
$650,000
1458 LONE FEATHER TRL
WINTER PARK, 32792
4 bd·2.5 ba·1,770 sqft
0 days on market
Listed by Harif Hazera LLC, PREMIER SOTHEBY'S INTL. REALTY
239 ORANGE TERRACE DR
New
$450,000
239 ORANGE TERRACE DR
WINTER PARK, 32789
4 bd·2.5 ba·1,866 sqft
0 days on market
Listed by Chris Creegan, CREEGAN GROUP
4786 TANGERINE AVE #4786
New
$220,000
4786 TANGERINE AVE #4786
WINTER PARK, 32792
2 bd·1.5 ba·1,281 sqft
1 day on market
Listed by Ronald Fuenmayor, EXP REALTY LLC
617 N INTERLACHEN AVE
New
$4,695,000
617 N INTERLACHEN AVE
WINTER PARK, 32789
11 bd·7.5 ba·3,615 sqft
1 day on market
Listed by Greg Owen, EASY REALTY
1600 LEGION DR
New
$3,495,000
1600 LEGION DR
WINTER PARK, 32789
5 bd·5.5 ba·4,483 sqft
1 day on market
Pool
Listed by Brian Teach, COLDWELL BANKER REALTY
1681 WOODLAND AVE
New
$2,629,000
1681 WOODLAND AVE
WINTER PARK, 32789
5 bd·4.5 ba·3,682 sqft
1 day on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
7536 VILLAGE GREEN DR
New
$479,900
7536 VILLAGE GREEN DR
WINTER PARK, 32792
3 bd·2 ba·1,647 sqft
1 day on market
Pool
Listed by RE/MAX TOWN & COUNTRY REALTY
5468 BRACKEN CT
New
$309,000
5468 BRACKEN CT
WINTER PARK, 32792
3 bd·2.5 ba·1,602 sqft
1 day on market
Listed by James Hogan, EXP REALTY LLC
1939 WOODCREST DR
New
$1,349,000
1939 WOODCREST DR
WINTER PARK, 32792
4 bd·3.5 ba·2,575 sqft
0 days on market
Pool
Listed by Jose Martinez Rivera LLC, LA ROSA REALTY PREMIER LLC
2640 BEVERLY AVE
$305,000
2640 BEVERLY AVE
WINTER PARK, 32789
3 bd·1 ba·1,216 sqft
3 days on market
Listed by Celeste Martinez, REAL BROKER, LLC
1011 MCKEAN CIR
New
$6,000,000
1011 MCKEAN CIR
WINTER PARK, 32789
5 bd·6 ba·4,806 sqft
1 day on market
PoolNew construction
Listed by Clay Wooten, UNITED REAL ESTATE PREFERRED

Recently sold in Winter Park

Last 6 months. Real comps from the MLS, not estimates.

4798 TANGERINE AVE #4798
Sold 4 days ago
$175,000
4798 TANGERINE AVE #4798
WINTER PARK, 32792
2 bd·2 ba·1,058 sqft
1521 BANTAM WAY
Sold 1 wk ago
$415,000
Listed at $424,900
1521 BANTAM WAY
WINTER PARK, 32792
3 bd·2.5 ba·1,755 sqft
313 SYLVAN DR
Sold 1 wk ago
$1,750,000
313 SYLVAN DR
WINTER PARK, 32789
1941 OGLESBY AVE
Sold 1 wk ago
$290,000
Listed at $340,000
1941 OGLESBY AVE
WINTER PARK, 32789
2 bd·1 ba·780 sqft
110 LONGHORN RD
Sold 1 wk ago
$720,000
Listed at $750,000
110 LONGHORN RD
WINTER PARK, 32792
4 bd·3 ba·2,673 sqft
2227 HOWARD DR
Sold 1 wk ago
$1,000,000
Listed at $1,100,000
2227 HOWARD DR
WINTER PARK, 32789
3 bd·2.5 ba·2,196 sqft

Popular neighborhoods in Winter Park

Ranked by active MLS listings right now.

Walkability

Blended score for Winter Park's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

80
Walkable
out of 100
EPA National Walkability Index
14.5 / 20 -- Above average walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores2
Parks7
Schools8
Transit stops20
Pharmacies7

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
LAKEMONT ELEMENTARY
0.27 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
565
Student:teacher ratio
15.7:1
District
ORANGE
Middle
GLENRIDGE MIDDLE
1.8 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,110
Student:teacher ratio
18.8:1
District
ORANGE
High
WINTER PARK HIGH
1.37 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
3,354
Student:teacher ratio
20.3:1
District
ORANGE

Current Weather

Live conditions in Winter Park, from Orlando Executive Airport.

Clear
66°F
Clear

Cities near Winter Park

ZIP codes in Winter Park

Winter Park real estate FAQ

How many homes are for sale in Winter Park right now?+

There are currently 603 active listings in Winter Park, Florida, pulled directly from the MLS.

What is the median home price in Winter Park?+

The median list price for active listings in Winter Park is $460,000. Homes are spending an average of 67 days on market.

Is Winter Park's housing market up or down this year?+

Median closed-sale prices in Winter Park have fallen 4.7% year over year, based on trailing 12-month MLS sales.

What are the most popular neighborhoods in Winter Park?+

Based on current active listings, the neighborhoods with the most homes for sale in Winter Park are CEDARWOOD VILLAGE 1, THE ENCLAVE WINTER PARK, WINTER PARK PINES.

What schools serve Winter Park?+

The closest public schools to Winter Park's center are LAKEMONT ELEMENTARY, GLENRIDGE MIDDLE, WINTER PARK HIGH. See the schools section above for grade levels and district details.

Is Winter Park walkable?+

Winter Park's center has a walkability score of 80 out of 100, blending EPA's National Walkability Index with nearby-amenity density.

Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: 2 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.