282 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1581 FOREST AVENUE Winter Park, FL MLS# O6382377
  • Virtual Tour
1 of 57
$3,393,000
4

Beds

4.2

Baths

4,683

Sq.Ft.

1581 FOREST AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1782 PINE AVENUE Winter Park, FL MLS# O6389039
  • New Construction
1 of 70
$3,875,000
5

Beds

6.1

Baths

4,782

Sq.Ft.

1782 PINE AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 259 E CANTON AVENUE 259 Winter Park, FL MLS# O6389246
$619,000
2

Beds

2.0

Baths

1,040

Sq.Ft.

259 E CANTON AVENUE 259

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot #21 KAROLINA AVE Winter Park, FL MLS# O6387812
  • New Construction with Virtual Tour
1 of 9
$944,890
4

Beds

3.1

Baths

2,662

Sq.Ft.

Lot #21 KAROLINA AVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1705 ELIZABETHS WALK Winter Park, FL MLS# O6389723
$1,650,000
5

Beds

5.0

Baths

3,820

Sq.Ft.

1705 ELIZABETHS WALK

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 2423 VIA SIENNA Winter Park, FL MLS# O6386867
  • Virtual Tour
1 of 44
$2,200,000
4

Beds

3.1

Baths

3,472

Sq.Ft.

2423 VIA SIENNA

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 325 N PHELPS AVENUE Winter Park, FL MLS# O6388118
  • Virtual Tour
1 of 6
$795,000
Studio

Beds

0.0

Baths

325 N PHELPS AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2550 VENETIAN WAY Winter Park, FL MLS# O6388219
  • Virtual Tour
1 of 65
$2,399,000
4

Beds

3.2

Baths

5,051

Sq.Ft.

2550 VENETIAN WAY

Winter Park, FL

Courtesy of PALM PROPERTIES OF CF, INC.
View 2040 RANDALL CIRCLE Winter Park, FL MLS# O6386920
  • Virtual Tour
1 of 39
$3,350,000
5

Beds

4.2

Baths

4,636

Sq.Ft.

2040 RANDALL CIRCLE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1354 INDIANA AVENUE Winter Park, FL MLS# O6387500
  • Virtual Tour
1 of 39
$589,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1354 INDIANA AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1768 MONDRIAN CIRCLE Winter Park, FL MLS# O6375723
  • Virtual Tour
1 of 26
$1,099,000
3

Beds

3.1

Baths

2,193

Sq.Ft.

1768 MONDRIAN CIRCLE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2501 WINTER PARK ROAD Winter Park, FL MLS# O6384756
$1,649,000
5

Beds

3.1

Baths

3,304

Sq.Ft.

2501 WINTER PARK ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 318 VITORIA AVENUE Winter Park, FL MLS# O6388489
  • Virtual Tour
1 of 66
$1,980,000
3

Beds

2.1

Baths

2,433

Sq.Ft.

318 VITORIA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1260 ALABAMA DRIVE Winter Park, FL MLS# O6387200
1 of 58
OPEN HOUSE: Sunday 6/14 2:00 PM - 4:00 PM
$6,900,000
6

Beds

5.2

Baths

6,396

Sq.Ft.

1260 ALABAMA DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1405 MILLER AVENUE Winter Park, FL MLS# O6386405
  • Virtual Tour
1 of 46
$899,000
3

Beds

2.1

Baths

1,884

Sq.Ft.

1405 MILLER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
  • Virtual Tour
1 of 22
$258,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 20D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1760 LEGION DRIVE Winter Park, FL MLS# O6383603
  • Virtual Tour
1 of 66
$2,295,000
4

Beds

5.1

Baths

4,392

Sq.Ft.

1760 LEGION DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 100 S INTERLACHEN AVENUE 101 Winter Park, FL MLS# O6382597
$1,299,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

100 S INTERLACHEN AVENUE 101

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1695 LEE ROAD E215 Winter Park, FL MLS# O6383089
  • Virtual Tour
1 of 82
$149,990
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of FOWLKES REALTY CO
View 1200 VIA SALERNO Winter Park, FL MLS# O6381761
  • Virtual Tour
1 of 47
$5,995,000
5

Beds

5.1

Baths

5,476

Sq.Ft.

1200 VIA SALERNO

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. 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 Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes 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 6/13/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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 6/13/2026.

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 6/13/2026.