29 total properties
Did you mean the neighborhood Winter Park?
View 660 W MORSE BOULEVARD Winter Park, FL MLS# O6419377
$2,800,000
3

Beds

3.1

Baths

3,286

Sq.Ft.

660 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1529 HOLTS GROVE CIRCLE Winter Park, FL MLS# O6395062
$2,699,000
4

Beds

4.2

Baths

4,356

Sq.Ft.

1529 HOLTS GROVE CIRCLE

Winter Park, FL

View 413 W MORSE BOULEVARD Winter Park, FL MLS# O6412134
$2,695,000
3

Beds

3.1

Baths

3,048

Sq.Ft.

413 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 620 PINETREE ROAD Winter Park, FL MLS# O6397264
$2,690,000
Studio

Beds

0.0

Baths

620 PINETREE ROAD

Winter Park, FL

View 541 W CANTON AVENUE Winter Park, FL MLS# O6389829
  • New Construction with Virtual Tour
1 of 51
$2,650,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1754 TAYLOR AVENUE Winter Park, FL MLS# O6421927
  • New Construction with Virtual Tour
1 of 17
$2,569,999
5

Beds

4.1

Baths

3,670

Sq.Ft.

1754 TAYLOR AVENUE

Winter Park, FL

View 1823 SUNSET DRIVE Winter Park, FL MLS# O6421690
  • New Construction with Virtual Tour
1 of 14
$2,549,000
5

Beds

4.1

Baths

3,479

Sq.Ft.

1823 SUNSET DRIVE

Winter Park, FL

View 3425 FORSYTH ROAD Winter Park, FL MLS# S5142219
  • Virtual Tour
1 of 40
$2,500,000
16,437

Sq.Ft.

3425 FORSYTH ROAD

Winter Park, FL

View 450 LAKEWOOD DRIVE Winter Park, FL MLS# O6403490
  • Virtual Tour
1 of 78
$2,500,000
5

Beds

4.2

Baths

4,572

Sq.Ft.

450 LAKEWOOD DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1477 W FAIRBANKS AVENUE Winter Park, FL MLS# O6422964
$2,500,000
6,049

Sq.Ft.

1477 W FAIRBANKS AVENUE

Winter Park, FL

View 2228 HOWARD DRIVE Winter Park, FL MLS# O6407733
  • New Construction with Virtual Tour
1 of 9
$2,460,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2228 HOWARD DRIVE

Winter Park, FL

View 2838 WRIGHT AVENUE Winter Park, FL MLS# O6399931
  • New Construction with Virtual Tour
1 of 10
$2,399,000
5

Beds

4.1

Baths

3,479

Sq.Ft.

2838 WRIGHT AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6381552
  • New Construction
1 of 61
$2,394,500
5

Beds

6.1

Baths

4,506

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

View 645 PANSY AVENUE Winter Park, FL MLS# O6428967
  • Recently Listed with Virtual Tour
1 of 60
OPEN HOUSE: Sunday 8/9 2:00 PM - 4:00 PM
$2,390,000
4

Beds

4.1

Baths

3,661

Sq.Ft.

645 PANSY AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1630 ELM AVENUE Winter Park, FL MLS# O6388606
  • New Construction with Virtual Tour
1 of 15
$2,385,000
5

Beds

4.1

Baths

3,408

Sq.Ft.

1630 ELM AVENUE

Winter Park, FL

View 140 E MORSE BOULEVARD J Winter Park, FL MLS# O6414891
$2,350,000
3

Beds

3.0

Baths

2,143

Sq.Ft.

140 E MORSE BOULEVARD J

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1840 LAUREL ROAD Winter Park, FL MLS# O6428841
  • Recently Listed with Virtual Tour
1 of 12
$2,299,000
5

Beds

5.0

Baths

2,868

Sq.Ft.

1840 LAUREL ROAD

Winter Park, FL

View 1271 PALMER AVENUE Winter Park, FL MLS# O6426530
  • Recently Listed with Virtual Tour
1 of 50
$2,275,000
4

Beds

4.1

Baths

2,835

Sq.Ft.

1271 PALMER AVENUE

Winter Park, FL

View 2361 MULBRY DRIVE Winter Park, FL MLS# O6396840
  • New Construction with Virtual Tour
1 of 76
$2,249,000
4

Beds

4.0

Baths

3,130

Sq.Ft.

2361 MULBRY DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 926 ENCLAVE PLACE Winter Park, FL MLS# O6408030
  • New Construction with Virtual Tour
1 of 6
$2,235,000
5

Beds

4.1

Baths

4,150

Sq.Ft.

926 ENCLAVE PLACE

Winter Park, FL

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

352

Estimated median home price

$732,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

Price Count
$0 - 100K 7
$100K - 200K 38
$200K - 300K 23
$300K - 400K 13
$400K - 500K 34
$500K - 600K 26
$600K - 700K 31
$700K - 800K 14
$800K - 900K 12
$900K - 1M 11
$1M - Max 143

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 214
Townhouse 22
Condo 78
Commercial 9
Rental 71
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 8/5/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/6/2026.