104 total properties
Did you mean the neighborhood Winter Park?
View 1807 N PARK AVENUE Winter Park, FL MLS# O6359356
  • Virtual Tour
1 of 42
$3,295
3

Beds

2.0

Baths

1,747

Sq.Ft.

1807 N PARK AVENUE

Winter Park, FL

Courtesy of THE REALTY MEDICS
View 690 OSCEOLA AVENUE 203 Winter Park, FL MLS# O6357444
$3,400
2

Beds

2.0

Baths

1,148

Sq.Ft.

690 OSCEOLA AVENUE 203

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 616 MONTEGO BAY COURT S Winter Park, FL MLS# S5137961
$1,800
2

Beds

2.0

Baths

1,037

Sq.Ft.

616 MONTEGO BAY COURT S

Winter Park, FL

Courtesy of AGENT TRUST REALTY CORPORATION
The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Winter Park, FL MLS# TB8444168
$1,999
3

Beds

2.0

Baths

1,136

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of TAH FLORIDA LLC
View 200 SAINT ANDREWS BOULEVARD 2903 Winter Park, FL MLS# O6357483
$1,895
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2903

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2717 SCARLET ROAD Winter Park, FL MLS# O6357487
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1 of 30
$2,795
3

Beds

2.0

Baths

1,240

Sq.Ft.

2717 SCARLET ROAD

Winter Park, FL

Courtesy of KUNERT REALTY INC
View 3029 FORSYTH ROAD Winter Park, FL MLS# O6348919
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1 of 10
$42,000
1,500

Sq.Ft.

3029 FORSYTH ROAD

Winter Park, FL

Courtesy of C BRENNER INC
View 918 GLORIOSA AVENUE Winter Park, FL MLS# O6356312
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1 of 13
$1,795
2

Beds

2.0

Baths

1,232

Sq.Ft.

918 GLORIOSA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 2111 BISCAYNE DRIVE Winter Park, FL MLS# O6355891
$2,167
3

Beds

2.0

Baths

1,280

Sq.Ft.

2111 BISCAYNE DRIVE

Winter Park, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 3044 ANTIQUE OAKS CIRCLE 178 Winter Park, FL MLS# O6353147
$1,299
1

Beds

1.0

Baths

749

Sq.Ft.

3044 ANTIQUE OAKS CIRCLE 178

Winter Park, FL

Courtesy of 407 PROPERTIES
View 1442 PALM AVENUE Winter Park, FL MLS# O6354314
$8,900
4

Beds

5.0

Baths

3,611

Sq.Ft.

1442 PALM AVENUE

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 7412 WOODBURN COURT 23 Winter Park, FL MLS# O6353923
$1,750
2

Beds

2.1

Baths

1,031

Sq.Ft.

7412 WOODBURN COURT 23

Winter Park, FL

Courtesy of POWERHOUSE BROKERS INT'L
View 7507 ALOMA AVENUE 3B Winter Park, FL MLS# O6353856
$28,800
1,444

Sq.Ft.

7507 ALOMA AVENUE 3B

Winter Park, FL

Courtesy of MUSA REALTY COMPANY INC
View 7507 ALOMA AVENUE 1B Winter Park, FL MLS# O6353862
$33,840
1,353

Sq.Ft.

7507 ALOMA AVENUE 1B

Winter Park, FL

Courtesy of MUSA REALTY COMPANY INC
View 3651 N GOLDENROD ROAD B#104 Winter Park, FL MLS# O6353028
$1,350
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD B#104

Winter Park, FL

Courtesy of JCL REALTY INC
View 1148 PARK GREEN PLACE Winter Park, FL MLS# O6352263
$2,395
3

Beds

2.0

Baths

1,282

Sq.Ft.

1148 PARK GREEN PLACE

Winter Park, FL

Courtesy of DON ASHER & ASSOCIATES, INC.
View 640 PARK AVENUE N 26 Winter Park, FL MLS# O6347458
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1 of 22
$2,600
2

Beds

2.0

Baths

980

Sq.Ft.

640 PARK AVENUE N 26

Winter Park, FL

Courtesy of MICHAEL O'SHAUGHNESSY, INC.
View 1166 PALMER AVENUE Winter Park, FL MLS# O6351979
$4,695
3

Beds

3.2

Baths

2,659

Sq.Ft.

1166 PALMER AVENUE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 1835 EDWIN BOULEVARD Winter Park, FL MLS# O6352756
  • Virtual Tour
1 of 57
$3,225
3

Beds

2.0

Baths

1,436

Sq.Ft.

1835 EDWIN BOULEVARD

Winter Park, FL

Courtesy of CT HOMES REALTY CORPORATION
View 1622 ARBOR PARK DRIVE Winter Park, FL MLS# O6350734
$2,500
3

Beds

1.1

Baths

1,351

Sq.Ft.

1622 ARBOR PARK DRIVE

Winter Park, FL

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT 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

268

Estimated median home price

$684,000
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 5
$100K - 200K 34
$200K - 300K 20
$300K - 400K 16
$400K - 500K 23
$500K - 600K 19
$600K - 700K 23
$700K - 800K 20
$800K - 900K 4
$900K - 1M 10
$1M - Max 94

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 155
Townhouse 18
Condo 67
Commercial 5
Rental 104
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 1/8/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 1/9/2026.