Florida

Homes for Sale in Winter Park

“157 active listings in Winter Park, Florida · Average list price $1,087,007”

157 listings

Avg $1,087,007

114 days avg

Search All 157 Homes

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Market Overview

Winter Park Real Estate at a Glance

Current market statistics for Winter Park, FL

157

Active Listings

$1.1M

Avg Price

$407

Price/Sqft

114

Avg Days

Price Range

From

$97,000

$6,900,000

Property Types

Nearby Cities

Explore homes for sale in cities near Winter Park, Florida

Listing selection

Homes to Explore

Active listings from the winter park collection

$325K

2535 LEEWARD Way

Winter Park, FL

$249K

2463 GRAND TETON Circle

Winter Park, FL

$482K

1407 BROAD WING Lane

Winter Park, FL

$405K

2301 CONIFER Avenue

$860K

120 LONGBRANCH Road

More listings

Homes for Sale in Winter Park

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

Single Family

$480K

1735 MEADOWGOLD Lane

Winter Park, FL

3 bd2 ba1,768

Single Family

$1.1M

1824 JESSICA Court

Winter Park, FL

4 bd3 ba2,582

Condo

$895K

1118 WASHINGTON Avenue

Winter Park, FL

3 bd3 ba2,170

Single Family

$849K

1507 GOLFSIDE Drive

Winter Park, FL

3 bd2 ba2,003

Townhouse

$325K

2535 LEEWARD Way

Winter Park, FL

3 bd2 ba1,783

Land

$825K

1780 BRYAN Avenue

Winter Park, FL

0 bd0 ba0

Condo

$170K

3027 AARON BUR Avenue

Winter Park, FL

2 bd3 ba1,090

Single Family

$360K

2168 RIDGE Drive

Winter Park, FL

3 bd2 ba1,208

Single Family

$550K

257 LINCOLNSHIRE Road

Winter Park, FL

3 bd2 ba1,610

Single Family

$415K

2038 PONDEROSA Avenue

Winter Park, FL

3 bd2 ba1,360

Single Family

$1.6M

345 BELOIT Avenue

Winter Park, FL

3 bd3 ba2,884

Single Family

$6.0M

1200 VIA SALERNO

Winter Park, FL

5 bd6 ba5,476

Condo

$270K

7463 CANFORD Court

Winter Park, FL

3 bd3 ba1,580

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

$450K

1825 CHILEAN Lane

Winter Park, FL

5 bd3 ba1,636

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

Single Family

$2.1M

1355 HIBISCUS Avenue

Winter Park, FL

5 bd6 ba4,155

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

$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

$482K

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

$340K

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

$639K

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

$575K

112 BELL Place

Winter Park, FL

3 bd2 ba2,253

Condo

$160K

2500 LEE Road

Winter Park, FL

1 bd1 ba645

Single Family

$400K

5405 JUSTINE Way

Winter Park, FL

3 bd2 ba1,247

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

$450K

1660 ORANGE Avenue

Winter Park, FL

3 bd2 ba1,614

Single Family

$1.9M

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

$385K

7361 GRAND Avenue

Winter Park, FL

3 bd2 ba1,305

Showing 1–50 of 157 · 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 157 active listings in Winter Park, Florida. The average list price for this active inventory is $1,087,007. Compare the price and property details reported in each listing.

Average list price $1,087,007 · Range $97,000–$6,900,000 · 157 active listings

Buyer questions

Frequently Asked Questions

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

The current inventory contains 157 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 $1,087,007. Current list prices range from $97,000 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 114 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

2535 LEEWARD Way

2463 GRAND TETON Circle

1407 BROAD WING Lane

2301 CONIFER Avenue

120 LONGBRANCH Road

1287 VERDANT GLADE Place

1825 WHITEHALL Drive

1355 HIBISCUS Avenue

Homes for Sale in Winter Park

1735 MEADOWGOLD Lane

1824 JESSICA Court

1118 WASHINGTON Avenue

1507 GOLFSIDE Drive

2535 LEEWARD Way

1780 BRYAN Avenue

3027 AARON BUR Avenue

2168 RIDGE Drive

257 LINCOLNSHIRE Road

2038 PONDEROSA Avenue

345 BELOIT Avenue

1200 VIA SALERNO

7463 CANFORD Court

1735 DEMETREE Drive

1884 JESSICA Court

7641 VILLAGE GREEN Drive

1825 CHILEAN Lane

1825 WHITEHALL Drive

2887 TEMPLE Trail

617 N INTERLACHEN Avenue

5468 BRACKEN Court

4786 TANGERINE Avenue

1011 MCKEAN Circle

1355 HIBISCUS Avenue

271 S ORLANDO Avenue

1740 PURITAN Avenue

2640 BEVERLY Avenue

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

112 BELL Place

2500 LEE Road

5405 JUSTINE Way

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

7361 GRAND 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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