84 total properties
Did you mean the neighborhood Winter Park?
View 200 SAINT ANDREWS BOULEVARD 1803 Winter Park, FL MLS# O6371317
$1,545
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 1803

Winter Park, FL

Courtesy of WILSON MANAGEMENT GROUP
View 3212 NETHERWOOD DRIVE Winter Park, FL MLS# O6370689
$1,300
1

Beds

1.0

Baths

400

Sq.Ft.

3212 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 1695 LEE ROAD C216 Winter Park, FL MLS# O6367750
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1 of 24
$1,650
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD C216

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3651 N GOLDENROD ROAD C204 Winter Park, FL MLS# O6367623
$1,395
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C204

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 1891 OGLESBY AVENUE Winter Park, FL MLS# O6362840
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1 of 15
$2,975
3

Beds

2.0

Baths

1,195

Sq.Ft.

1891 OGLESBY AVENUE

Winter Park, FL

Courtesy of URBANISTA BROKERS
View 220 OVERLOOK ROAD Winter Park, FL MLS# O6365244
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1 of 20
$3,600
2

Beds

2.0

Baths

1,393

Sq.Ft.

220 OVERLOOK ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 519 PARK NORTH COURT Winter Park, FL MLS# O6365855
$7,000
4

Beds

3.2

Baths

3,302

Sq.Ft.

519 PARK NORTH COURT

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1221 RICHMOND ROAD Winter Park, FL MLS# O6365952
$19,000
5

Beds

5.1

Baths

5,164

Sq.Ft.

1221 RICHMOND ROAD

Winter Park, FL

Courtesy of LA ROSA REALTY LLC
View 650 TRINIDAD COURT 650 Winter Park, FL MLS# O6364866
$1,745
2

Beds

2.0

Baths

1,120

Sq.Ft.

650 TRINIDAD COURT 650

Winter Park, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6363775
$1,250
1

Beds

1.0

Baths

749

Sq.Ft.

2948 ANTIQUE OAKS CIRCLE 94

Winter Park, FL

Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
View 3642 PERIWINKLE DRIVE Winter Park, FL MLS# O6362737
$2,800
5

Beds

3.0

Baths

1,945

Sq.Ft.

3642 PERIWINKLE DRIVE

Winter Park, FL

Courtesy of HONEST REAL ESTATE COMPANY
View 300 KILLARNEY DRIVE Winter Park, FL MLS# O6361584
$7,900
4

Beds

3.0

Baths

2,476

Sq.Ft.

300 KILLARNEY DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1580 OAKHURST AVENUE Winter Park, FL MLS# O6361638
$4,495
4

Beds

2.1

Baths

2,406

Sq.Ft.

1580 OAKHURST AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1350 LYNDALE BOULEVARD Winter Park, FL MLS# O6361248
$6,995
4

Beds

3.2

Baths

3,478

Sq.Ft.

1350 LYNDALE BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1565 MICHIGAN AVENUE Winter Park, FL MLS# O6360479
  • Virtual Tour
1 of 12
$1,500
2

Beds

1.0

Baths

900

Sq.Ft.

1565 MICHIGAN AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 1807 N PARK AVENUE Winter Park, FL MLS# O6359356
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1 of 42
$2,950
3

Beds

2.0

Baths

1,747

Sq.Ft.

1807 N PARK AVENUE

Winter Park, FL

Courtesy of THE REALTY MEDICS
View Address not provided Winter Park, FL MLS# TB8444168
$1,899
3

Beds

2.0

Baths

1,136

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of TAH FLORIDA LLC
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 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 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

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

318

Estimated median home price

$737,350
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 6
$100K - 200K 42
$200K - 300K 23
$300K - 400K 16
$400K - 500K 28
$500K - 600K 14
$600K - 700K 22
$700K - 800K 17
$800K - 900K 8
$900K - 1M 9
$1M - Max 133

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 183
Townhouse 17
Condo 83
Commercial 3
Rental 87
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 3/18/2026)

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 3/21/2026.