280 total properties
Did you mean the neighborhood Winter Park?
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
  • Virtual Tour
1 of 26
$329,900
3

Beds

2.0

Baths

1,216

Sq.Ft.

4910 SEMINOLE AVENUE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# O6447315
  • Virtual Tour
1 of 27
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3032 ANTIQUE OAKS CIRCLE 145 Winter Park, FL MLS# O6446981
$134,999
1

Beds

1.0

Baths

749

Sq.Ft.

3032 ANTIQUE OAKS CIRCLE 145

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2322 WOODCREST DRIVE Winter Park, FL MLS# O6445796
  • Virtual Tour
1 of 28
$650,000
4

Beds

2.0

Baths

1,650

Sq.Ft.

2322 WOODCREST DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 170 BALFOUR DRIVE 1 Winter Park, FL MLS# O6446433
  • Virtual Tour
1 of 45
$299,000
2

Beds

2.0

Baths

1,032

Sq.Ft.

170 BALFOUR DRIVE 1

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 200 SAINT ANDREWS BOULEVARD 3408 Winter Park, FL MLS# O6446586
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3408

Winter Park, FL

Courtesy of PARK 26 REALTY LLC
View 112 BELL PLACE Winter Park, FL MLS# O6446595
  • Virtual Tour
1 of 31
$575,000
3

Beds

2.0

Baths

2,253

Sq.Ft.

112 BELL PLACE

Winter Park, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 2500 LEE ROAD 123 Winter Park, FL MLS# O6445068
  • Virtual Tour
1 of 32
$169,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 123

Winter Park, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 3150 SHADY PINE AVENUE Winter Park, FL MLS# O6445202
$439,900
4

Beds

2.0

Baths

1,624

Sq.Ft.

3150 SHADY PINE AVENUE

Winter Park, FL

Courtesy of WATSON REALTY CORP
View 2139 BLOSSOM LANE Winter Park, FL MLS# O6446509
  • Virtual Tour
1 of 6
$699,000
0.0

Baths

2139 BLOSSOM LANE

Winter Park, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
View 100 S INTERLACHEN AVENUE 401 Winter Park, FL MLS# O6443942
$825,000
3

Beds

2.0

Baths

1,639

Sq.Ft.

100 S INTERLACHEN AVENUE 401

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 188 SANDLEWOOD 1 Winter Park, FL MLS# O6445407
  • Virtual Tour
1 of 25
$290,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

188 SANDLEWOOD 1

Winter Park, FL

Courtesy of NOELKE REALTY
View 712 BAFFIE AVENUE Winter Park, FL MLS# O6445837
  • Virtual Tour
1 of 16
$419,900
3

Beds

1.0

Baths

1,304

Sq.Ft.

712 BAFFIE AVENUE

Winter Park, FL

Courtesy of RP INVESTMENT REALTY LLC
View 513 DUNRAVEN DRIVE Winter Park, FL MLS# O6444889
$1,950,000
5

Beds

4.1

Baths

3,560

Sq.Ft.

513 DUNRAVEN DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6439783
  • New Construction
1 of 4
$1,995,000
4

Beds

3.1

Baths

3,314

Sq.Ft.

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 870 N PHELPS AVENUE Winter Park, FL MLS# O6445731
  • Virtual Tour
1 of 15
$850,000
4

Beds

3.0

Baths

2,301

Sq.Ft.

870 N PHELPS AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 870 N PHELPS AVENUE Winter Park, FL MLS# O6445759
  • Virtual Tour
1 of 15
$850,000
0.0

Baths

870 N PHELPS AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 200 SAINT ANDREWS BOULEVARD 704 Winter Park, FL MLS# O6445691
$159,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 704

Winter Park, FL

Courtesy of EXP REALTY LLC
View 266 N RANGER BOULEVARD Winter Park, FL MLS# O6444727
$724,900
4

Beds

3.0

Baths

1,692

Sq.Ft.

266 N RANGER BOULEVARD

Winter Park, FL

Courtesy of ELITE PROPERTY REAL ESTATE LLC
View 1225 SHARON PLACE Winter Park, FL MLS# O6443546
  • Virtual Tour
1 of 78
$1,749,000
5

Beds

3.1

Baths

3,097

Sq.Ft.

1225 SHARON PLACE

Winter Park, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC

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

351

Estimated median home price

$775,000
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 3
$100K - 200K 34
$200K - 300K 20
$300K - 400K 16
$400K - 500K 32
$500K - 600K 24
$600K - 700K 36
$700K - 800K 16
$800K - 900K 13
$900K - 1M 14
$1M - Max 143

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 207
Townhouse 22
Condo 76
Commercial 15
Rental 87
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 10/28/2026.

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 10/28/2026.