Florida

Homes for Sale in Winter Park

“153 active listings in Winter Park, Florida · Average list price $1,095,246”

153 listings

Avg $1,095,246

106 days avg

Search All 153 Homes

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Market Overview

Winter Park Real Estate at a Glance

Current market statistics for Winter Park, FL

153

Active Listings

$1.1M

Avg Price

$407

Price/Sqft

106

Avg Days

Price Range

From

$99,900

$6,900,000

Property Types

Nearby Cities

Explore homes for sale in cities near Winter Park, Florida

Altamonte Springs, FL

172 homes for sale

Within 25 mi

Listing selection

Homes to Explore

Active listings from the winter park collection

$250K

2487 HARBOUR Way

Winter Park, FL

$249K

2463 GRAND TETON Circle

Winter Park, FL

$575K

2228 KING CHARLES Court

Winter Park, FL

$491K

1407 BROAD WING Lane

$860K

120 LONGBRANCH Road

More listings

Homes for Sale in Winter Park

Every active listing in Winter Park, browsable page by page.

Single Family

$650K

1401 PELHAM Road

Winter Park, FL

3 bd2 ba1,594

Single Family

$6.0M

1200 VIA SALERNO

Winter Park, FL

5 bd6 ba5,476

Single Family

$1.1M

1735 DEMETREE Drive

Winter Park, FL

4 bd3 ba2,787

Single Family

$700K

1884 JESSICA Court

Winter Park, FL

3 bd2 ba1,666

Single Family

$515K

7641 VILLAGE GREEN Drive

Winter Park, FL

3 bd3 ba1,602

Single Family

$3.2M

1825 WHITEHALL Drive

Winter Park, FL

4 bd6 ba4,311

Townhouse

$695K

2887 TEMPLE Trail

Winter Park, FL

2 bd3 ba1,801

Single Family

$4.7M

617 N INTERLACHEN Avenue

Winter Park, FL

11 bd8 ba3,615

Townhouse

$299K

5468 BRACKEN Court

Winter Park, FL

3 bd3 ba1,602

Townhouse

$220K

4786 TANGERINE Avenue

Winter Park, FL

2 bd2 ba1,281

Single Family

$6M

1011 MCKEAN Circle

Winter Park, FL

5 bd7 ba4,806

Commercial

$1.6M

271 S ORLANDO Avenue

Winter Park, FL

0 bd0 ba3,430

Single Family

$314K

1740 PURITAN Avenue

Winter Park, FL

3 bd2 ba1,229

Single Family

$305K

2640 BEVERLY Avenue

Winter Park, FL

3 bd1 ba1,216

Single Family

$416K

3409 FERNDELL Drive

Winter Park, FL

3 bd2 ba1,412

Single Family

$1.3M

1939 WOODCREST Drive

Winter Park, FL

4 bd4 ba2,575

Single Family

$985K

1611 CHESTNUT Avenue

Winter Park, FL

4 bd4 ba2,916

Townhouse

$491K

1407 BROAD WING Lane

Winter Park, FL

3 bd3 ba2,308

Single Family

$1.4M

1737 INDIANA Avenue

Winter Park, FL

4 bd4 ba2,984

Single Family

$520K

731 BONGART Road

Winter Park, FL

4 bd3 ba1,842

Land

$2.1M

2036 VIA TUSCANY

Winter Park, FL

0 bd0 ba0

Condo

$354K

700 MELROSE Avenue

Winter Park, FL

2 bd2 ba1,074

Single Family

$575K

2228 KING CHARLES Court

Winter Park, FL

4 bd3 ba2,551

Single Family

$649K

518 GILBERT Road

Winter Park, FL

3 bd2 ba1,573

Condo

$255K

1500 GAY Road

Winter Park, FL

2 bd2 ba1,026

Townhouse

$169K

3307 AMBER WOOD Way

Winter Park, FL

2 bd3 ba1,031

Single Family

$650K

2322 WOODCREST Drive

Winter Park, FL

4 bd2 ba1,650

Single Family

$900K

2052 WOOD THRUSH Lane

Winter Park, FL

4 bd3 ba2,807

Single Family

$575K

112 BELL Place

Winter Park, FL

3 bd2 ba2,253

Single Family

$450K

239 ORANGE TERRACE Drive

Winter Park, FL

4 bd3 ba1,866

Condo

$170K

2500 LEE Road

Winter Park, FL

1 bd1 ba645

Land

$850K

870 N PHELPS Avenue

Winter Park, FL

0 bd0 ba0

Townhouse

$355K

7498 ALOMA PINES Court

Winter Park, FL

3 bd3 ba1,872

Single Family

$200K

450 N LAKEMONT AVE

Winter Park, FL

0 bd0 ba0

Single Family

$480K

1660 ORANGE Avenue

Winter Park, FL

3 bd2 ba1,614

Single Family

$2.1M

1951 WINTER PARK Road

Winter Park, FL

4 bd4 ba3,479

Condo

$319K

192 BALFOUR Drive

Winter Park, FL

2 bd2 ba1,287

Condo

$1.4M

100 S VIRGINIA Avenue

Winter Park, FL

3 bd3 ba2,756

Single Family

$1.6M

533 COUNTRY CLUB Drive

Winter Park, FL

4 bd4 ba2,942

Single Family

$594K

4260 BEAR GULLY Road

Winter Park, FL

4 bd4 ba2,322

Condo

$349K

1306 S PENNSYLVANIA Avenue

Winter Park, FL

2 bd1 ba830

Condo

$249K

2463 GRAND TETON Circle

Winter Park, FL

3 bd3 ba1,720

Single Family

$1.0M

1517 HARMON Avenue

Winter Park, FL

4 bd4 ba2,135

Single Family

$2.1M

555 E LAKE SUE Avenue

Winter Park, FL

4 bd4 ba3,776

Single Family

$5.5M

1166 PALMER Avenue

Winter Park, FL

5 bd7 ba5,181

Single Family

$638K

2215 WOODCREST Drive

Winter Park, FL

4 bd2 ba1,688

Single Family

$2.1M

1271 PALMER Avenue

Winter Park, FL

4 bd5 ba2,850

Condo

$150K

7453 DANIEL WEBSTER Drive

Winter Park, FL

2 bd2 ba1,063

Single Family

$300K

5080 SEMINOLE Avenue

Winter Park, FL

3 bd2 ba1,078

Single Family

$405K

2301 CONIFER Avenue

Winter Park, FL

4 bd2 ba2,189

Showing 1–50 of 153 · Page 1 of 4

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Turn the listings into a short list with a clearer read on the Winter Park market, its neighborhoods, and the home features that matter to you.

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Local market guide

Winter Park Housing Market

Browse 153 active listings in Winter Park, Florida. The average list price for this active inventory is $1,095,246. Compare the price and property details reported in each listing.

Average list price $1,095,246 · Range $99,900–$6,900,000 · 153 active listings

Buyer questions

Frequently Asked Questions

How many active listings are available in Winter Park, Florida?

The current inventory contains 153 active listings in Winter Park, FL.

What is the average list price in Winter Park, Florida?

The average list price among current active listings in Winter Park, FL is $1,095,246. Current list prices range from $99,900 to $6,900,000.

What is the average days on market for active listings in Winter Park?

Current active listings in Winter Park, FL report an average of 106 days on market.

What is the average list price per square foot in Winter Park?

The average list price per square foot among current active listings in Winter Park, FL is $407.

Shape your search

Browse Winter Park by home feature

Homes with Solar Features Homes with EV Chargers Homes with Pools Waterfront Homes Homes with Views Homes with Recorded Price Reductions Listings Added to PropertySimple in the Past 7 Days Homes Built Since 2024

Nationwide collections

Explore by listing details

Waterfront ListingsListings Marked Waterfront Listings in Mountain StatesSix-State Collection Multi-Family & Commercial ListingsListings by Property Type Listings with 3+ BedroomsThree or More Bedrooms Listings Priced at $1.5M+Listings by Asking Price Listings Built Since 2015Listings by Year Built

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Homes for Sale in Winter Park

Winter Park Real Estate at a Glance

Price Range

Property Types

Nearby Cities

Homes to Explore

More from Winter Park

2487 HARBOUR Way

2463 GRAND TETON Circle

2228 KING CHARLES Court

1407 BROAD WING Lane

120 LONGBRANCH Road

1287 VERDANT GLADE Place

1257 WADING WATERS Circle

1825 WHITEHALL Drive

Homes for Sale in Winter Park

1401 PELHAM Road

1200 VIA SALERNO

1735 DEMETREE Drive

1884 JESSICA Court

7641 VILLAGE GREEN Drive

1825 WHITEHALL Drive

2887 TEMPLE Trail

617 N INTERLACHEN Avenue

5468 BRACKEN Court

4786 TANGERINE Avenue

1011 MCKEAN Circle

271 S ORLANDO Avenue

1740 PURITAN Avenue

2640 BEVERLY Avenue

3409 FERNDELL Drive

1939 WOODCREST Drive

1611 CHESTNUT Avenue

1407 BROAD WING Lane

1737 INDIANA Avenue

731 BONGART Road

2036 VIA TUSCANY

700 MELROSE Avenue

2228 KING CHARLES Court

518 GILBERT Road

1500 GAY Road

3307 AMBER WOOD Way

2322 WOODCREST Drive

2052 WOOD THRUSH Lane

112 BELL Place

239 ORANGE TERRACE Drive

2500 LEE Road

870 N PHELPS Avenue

7498 ALOMA PINES Court

450 N LAKEMONT AVE

1660 ORANGE Avenue

1951 WINTER PARK Road

192 BALFOUR Drive

100 S VIRGINIA Avenue

533 COUNTRY CLUB Drive

4260 BEAR GULLY Road

1306 S PENNSYLVANIA Avenue

2463 GRAND TETON Circle

1517 HARMON Avenue

555 E LAKE SUE Avenue

1166 PALMER Avenue

2215 WOODCREST Drive

1271 PALMER Avenue

7453 DANIEL WEBSTER Drive

5080 SEMINOLE Avenue

2301 CONIFER Avenue

Winter Park Housing Market

Frequently Asked Questions

How many active listings are available in Winter Park, Florida?

What is the average list price in Winter Park, Florida?

What is the average days on market for active listings in Winter Park?

What is the average list price per square foot in Winter Park?

Browse Winter Park by home feature

Explore by listing details

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