View 299 Diddell Road Poughkeepsie, NY MLS# 991254
$535,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

299 Diddell Road

Poughkeepsie, NY

Courtesy of SERHANT LLC
View 5 Santa Anna Drive Poughkeepsie, NY MLS# 20263369
  • Virtual Tour
1 of 32
$535,000
4

Beds

2.1

Baths

2,576

Sq.Ft.

5 Santa Anna Drive

Poughkeepsie, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENN
View 5 Santa Anna Drive Poughkeepsie, NY MLS# 1014692
  • Recently Listed with Virtual Tour
1 of 26
$535,000
4

Beds

2.1

Baths

2,016

Sq.Ft.

5 Santa Anna Drive

Poughkeepsie, NY

Courtesy of COLDWELL BANKER VILLAGE GREEN
The time to sell is now! THE TIME TO SELL IS NOW!
View 7 Pearlbush Lane Poughkeepsie, NY MLS# 1004476
$525,000
3

Beds

2.1

Baths

1,741

Sq.Ft.

7 Pearlbush Lane

Poughkeepsie, NY

Courtesy of KELLER WILLIAMS REALTY
View 12 Gaskin Road Poughkeepsie, NY MLS# 1005461
$525,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

12 Gaskin Road

Poughkeepsie, NY

Courtesy of CENTURY 21 HUDSON VALLEY RLTY.
View 16 Darlene Drive Poughkeepsie, NY MLS# 994236
$519,500
4

Beds

2.1

Baths

1,852

Sq.Ft.

16 Darlene Drive

Poughkeepsie, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 19 Scenic Drive Poughkeepsie, NY MLS# 992855
$519,000
3

Beds

2.1

Baths

1,960

Sq.Ft.

19 Scenic Drive

Poughkeepsie, NY

Courtesy of COMPASS GREATER NY, LLC
View 45 Park Avenue Poughkeepsie, NY MLS# 993113
$519,000
3

Beds

2.0

Baths

1,828

Sq.Ft.

45 Park Avenue

Poughkeepsie, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 10 Edwin Road Poughkeepsie, NY MLS# 996738
$505,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

10 Edwin Road

Poughkeepsie, NY

Courtesy of KW MIDHUDSON
View 194 Wilbur Boulevard Poughkeepsie, NY MLS# 1005386
$505,000
4

Beds

2.0

Baths

2,220

Sq.Ft.

194 Wilbur Boulevard

Poughkeepsie, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 17 Carroll Street Poughkeepsie, NY MLS# 1017057
  • Recently Listed with Virtual Tour
1 of 29
$500,000
4

Beds

2.0

Baths

1,898

Sq.Ft.

17 Carroll Street

Poughkeepsie, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Wilbur Boulevard Poughkeepsie, NY MLS# 1018223
  • Recently Listed
1 of 23
$500,000
3

Beds

1.0

Baths

2,344

Sq.Ft.

2 Wilbur Boulevard

Poughkeepsie, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 22 Carmen Drive Poughkeepsie, NY MLS# 968798
$499,999
4

Beds

2.0

Baths

2,016

Sq.Ft.

22 Carmen Drive

Poughkeepsie, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 29 Rombout Ridge Road Poughkeepsie, NY MLS# 975581
$499,999
3

Beds

1.1

Baths

2,210

Sq.Ft.

29 Rombout Ridge Road

Poughkeepsie, NY

Courtesy of KELLER WILLIAMS REALTY
View 77 Colburn Drive Poughkeepsie, NY MLS# 984712
$499,999
3

Beds

2.0

Baths

1,904

Sq.Ft.

77 Colburn Drive

Poughkeepsie, NY

Courtesy of KELLER WILLIAMS REALTY
View 53 Carriage Hill Lane Poughkeepsie, NY MLS# 1006899
$499,999
3

Beds

2.1

Baths

2,138

Sq.Ft.

53 Carriage Hill Lane

Poughkeepsie, NY

Courtesy of HOMESMART HOMES & ESTATES
View 94 Crestwood Boulevard Poughkeepsie, NY MLS# 1012380
  • Recently Listed
1 of 42
$499,999
4

Beds

2.0

Baths

2,500

Sq.Ft.

94 Crestwood Boulevard

Poughkeepsie, NY

Courtesy of NEWMAN REALTY INC
View 30 Orchard Park Poughkeepsie, NY MLS# 1008955
$499,500
4

Beds

2.0

Baths

2,050

Sq.Ft.

30 Orchard Park

Poughkeepsie, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View Freedom Plains Road Poughkeepsie, NY MLS# H6306348
$499,000
Studio

Beds

0.0

Baths

91,476

Sq.Ft.

Freedom Plains Road

Poughkeepsie, NY

Courtesy of TASSONE REALTY CORP.
View 24 Jewett Avenue Poughkeepsie, NY MLS# 953791
$499,000
5

Beds

3.0

Baths

4,356

Sq.Ft.

24 Jewett Avenue

Poughkeepsie, NY

Courtesy of REDFIN REAL ESTATE

About Poughkeepsie

Poughkeepsie has made great strides in previous years in becoming a well known city in New York. Located in the Hudson Valley, it contains parts of the Hudson River and the gorgeous views that come with it. It is also home of an up and coming college known as Marist. There is a large amount of activities to choose from in the city as well as the surrounding areas and is a great hub from which to work.

Listings in Poughkeepsie, NY

382

Estimated median home price

$439,500
Poughkeepsie NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Poughkeepsie, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Poughkeepsie, NY.

Homes for Sale by Price in Poughkeepsie, NY

Price Count
$0 - 100K 15
$100K - 200K 26
$200K - 300K 32
$300K - 400K 86
$400K - 500K 98
$500K - 600K 47
$600K - 700K 30
$700K - 800K 17
$800K - 900K 10
$900K - 1M 4
$1M - Max 17

Homes for Sale by Type in Poughkeepsie, NY

Property Type Count
Single Family 219
Townhouse 0
Condo 19
Commercial 39
Rental 120
Lots and Land 21
Condo/Town/CoOp 0
CoOp 15
Multi Family 65
Mobile Home 4
Farms 0

(Data as of 6/30/2026)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.