View 57 Dennis Lane Pleasantville, NY MLS# 970356
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Sunday 3/29 1:00 PM - 3:00 PM
$1,350,000
3

Beds

2.1

Baths

3,228

Sq.Ft.

57 Dennis Lane

Pleasantville, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 161 Washington Avenue Pleasantville, NY MLS# 935576
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 3/28 1:00 PM - 2:30 PM
$899,000
3

Beds

3.0

Baths

2,456

Sq.Ft.

161 Washington Avenue

Pleasantville, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 175 Washington Avenue Pleasantville, NY MLS# 973171
$875,000
3

Beds

1.0

Baths

1,456

Sq.Ft.

175 Washington Avenue

Pleasantville, NY

Courtesy of WILLIAM RAVEIS-NEW YORK LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 590 Bedford Road 2 Pleasantville, NY MLS# 968376
  • Recently Listed
1 of 30
OPEN HOUSE: Sunday 3/29 2:00 PM - 4:00 PM
$459,000
2

Beds

1.0

Baths

1,100

Sq.Ft.

590 Bedford Road 2

Pleasantville, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 80 Ridgeview Drive Pleasantville, NY MLS# 969726
  • Recently Listed
1 of 45
$1,049,000
3

Beds

3.0

Baths

2,808

Sq.Ft.

80 Ridgeview Drive

Pleasantville, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 31 Pierce Drive Pleasantville, NY MLS# 969776
  • Recently Listed
1 of 49
$1,435,000
4

Beds

3.1

Baths

2,600

Sq.Ft.

31 Pierce Drive

Pleasantville, NY

Courtesy of RE/MAX PRIME PROPERTIES
View 17 Foxwood Drive 5 Pleasantville, NY MLS# 962077
  • Recently Listed
1 of 22
$600,000
1

Beds

1.1

Baths

1,056

Sq.Ft.

17 Foxwood Drive 5

Pleasantville, NY

Courtesy of COMPASS GREATER NY, LLC
View 580 Bedford Road 8 Pleasantville, NY MLS# 964089
$249,900
Studio

Beds

1.0

Baths

500

Sq.Ft.

580 Bedford Road 8

Pleasantville, NY

Courtesy of KEY REAL ESTATE SERVICES, LLC
View 35 Lenox Avenue Pleasantville, NY MLS# 961828
  • Virtual Tour
1 of 45
$739,000
3

Beds

3.0

Baths

2,050

Sq.Ft.

35 Lenox Avenue

Pleasantville, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 14 Pond Hollow Court Pleasantville, NY MLS# 958358
$1,599,000
4

Beds

3.1

Baths

3,622

Sq.Ft.

14 Pond Hollow Court

Pleasantville, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 64 Foxwood Drive 8 Pleasantville, NY MLS# 964380
$649,000
2

Beds

1.1

Baths

1,117

Sq.Ft.

64 Foxwood Drive 8

Pleasantville, NY

Courtesy of RE/MAX ACE REALTY
View 21 Foxwood Drive 8 Pleasantville, NY MLS# 963159
$550,000
2

Beds

1.1

Baths

1,036

Sq.Ft.

21 Foxwood Drive 8

Pleasantville, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 33 Roselle Avenue K Pleasantville, NY MLS# 963022
$480,000
1

Beds

1.1

Baths

1,000

Sq.Ft.

33 Roselle Avenue K

Pleasantville, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 11 Roselle Avenue Pleasantville, NY MLS# 954609
$1,175,000
3

Beds

3.0

Baths

2,393

Sq.Ft.

11 Roselle Avenue

Pleasantville, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 155 Lake Shore Drive Pleasantville, NY MLS# 935919
$900,000
4

Beds

3.0

Baths

1,842

Sq.Ft.

155 Lake Shore Drive

Pleasantville, NY

Courtesy of RE/MAX CLASSIC REALTY
View 4 Foxwood Drive 5 Pleasantville, NY MLS# 952520
$639,000
2

Beds

1.1

Baths

1,117

Sq.Ft.

4 Foxwood Drive 5

Pleasantville, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 235 Bear Ridge Road Pleasantville, NY MLS# 944741
$2,350,000
6

Beds

4.1

Baths

7,722

Sq.Ft.

235 Bear Ridge Road

Pleasantville, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 60 Foxwood Drive 2 Pleasantville, NY MLS# 949162
$739,000
2

Beds

2.0

Baths

1,297

Sq.Ft.

60 Foxwood Drive 2

Pleasantville, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 580 Bedford Road 20 Pleasantville, NY MLS# 945824
$359,000
1

Beds

1.0

Baths

750

Sq.Ft.

580 Bedford Road 20

Pleasantville, NY

Courtesy of HOWARD HANNA RAND REALTY
View 19 Club Court Pleasantville, NY MLS# 936234
  • Virtual Tour
1 of 36
$1,250,000
2

Beds

3.1

Baths

2,880

Sq.Ft.

19 Club Court

Pleasantville, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC

About Pleasantville

Pleasantville is a small village located in Westchester County in New York's lower Hudson Valley. Founded in 1695, Pleasantville today is home to approximately 7000 people and covers 1.8 square miles. Pleasantville, the original home of the Reader's Digest, has also begun establishing itself as a cultural centre with the opening of the Jacob Burns Theatre and the Pleasantville Music Festival. Pleasantville's schools have been distinguished as Blue Ribbon Schools by New York State and the high school was ranked in the top 6% of high schools nationwide (ranked #191) by Newsweek.

Listings in Pleasantville, NY

25

Estimated median home price

$899,000
Pleasantville NY Homes for Sale & Properties

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

Homes for Sale by Price in Pleasantville, NY

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K1
$400K - 500K2
$500K - 600K2
$600K - 700K2
$700K - 800K3
$800K - 900K3
$900K - 1M1
$1M - Max10

Homes for Sale by Type in Pleasantville, NY

Property TypeCount
Single Family13
Townhouse0
Condo9
Commercial2
Rental19
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 3/27/2026)

Information deemed reliable but not guaranteed.

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.

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