367 total properties
Did you mean the neighborhood Winter Park?
View 518 GILBERT ROAD Winter Park, FL MLS# O6442915
  • Recently Listed with Virtual Tour
1 of 48
$649,000
3

Beds

2.0

Baths

1,573

Sq.Ft.

518 GILBERT ROAD

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 304 SANTIAGO DRIVE Winter Park, FL MLS# O6447782
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$2,195,000
5

Beds

4.1

Baths

4,213

Sq.Ft.

304 SANTIAGO DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3307 AMBER WOOD WAY 106 Winter Park, FL MLS# O6447761
  • Recently Listed with Virtual Tour
1 of 28
$169,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3307 AMBER WOOD WAY 106

Winter Park, FL

Courtesy of RE/MAX DOWNTOWN
The time to sell is now! THE TIME TO SELL IS NOW!
View 330 W MORSE BOULEVARD 104 Winter Park, FL MLS# O6448115
  • Recently Listed with Virtual Tour
1 of 18
$1,379,000
1,790

Sq.Ft.

330 W MORSE BOULEVARD 104

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 328 W MORSE BOULEVARD 105 Winter Park, FL MLS# O6448119
  • Recently Listed with Virtual Tour
1 of 31
$1,420,000
1,862

Sq.Ft.

328 W MORSE BOULEVARD 105

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 510 FITZWALTER DRIVE Winter Park, FL MLS# O6448189
  • Recently Listed with Virtual Tour
1 of 27
$530,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

510 FITZWALTER DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2011 Cornell Avenue Winter Park, FL MLS# 10868930
  • Recently Listed
1 of 5
$210,000
3

Beds

2.0

Baths

1,043

Sq.Ft.

2011 Cornell Avenue

Winter Park, FL

GeorgiaMLS
View 2613 LAFAYETTE AVENUE Winter Park, FL MLS# O6447662
  • Recently Listed with Virtual Tour
1 of 12
$1,699,900
4

Beds

3.1

Baths

2,661

Sq.Ft.

2613 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
  • Recently Listed with 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 2322 WOODCREST DRIVE Winter Park, FL MLS# O6445796
  • Recently Listed with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 10/10 1:00 PM - 4:00 PM
$675,000
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
  • Recently Listed with 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 918 ENCLAVE PLACE Winter Park, FL MLS# O6439116
  • Recently Listed
1 of 8
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$2,125,000
5

Beds

4.1

Baths

3,713

Sq.Ft.

918 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 200 SAINT ANDREWS BOULEVARD 3408 Winter Park, FL MLS# O6446586
  • Recently Listed with Virtual Tour
1 of 11
$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 310 GRANADA DRIVE Winter Park, FL MLS# O6447315
  • Recently Listed with Virtual Tour
1 of 29
$350,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 112 BELL PLACE Winter Park, FL MLS# O6446595
  • Recently Listed with 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
  • Recently Listed with 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 640 N PARK AVENUE 3 Winter Park, FL MLS# O6446483
  • Recently Listed
1 of 42
$745,000
2

Beds

1.1

Baths

897

Sq.Ft.

640 N PARK AVENUE 3

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2139 BLOSSOM LANE Winter Park, FL MLS# O6446509
  • Recently Listed with 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
  • Recently Listed with Virtual Tour
1 of 25
$850,000
3

Beds

2.0

Baths

1,639

Sq.Ft.

100 S INTERLACHEN AVENUE 401

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES

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

376

Estimated median home price

$769,450
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

PriceCount
$0 - 100K2
$100K - 200K40
$200K - 300K24
$300K - 400K19
$400K - 500K32
$500K - 600K23
$600K - 700K36
$700K - 800K22
$800K - 900K11
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family221
Townhouse21
Condo81
Commercial14
Rental90
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms0

(Data as of 10/8/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 10/8/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 10/8/2026.