View 140 Beekman Avenue Sleepy Hollow, NY MLS# 1014889
$1,199,000
6

Beds

3.0

Baths

3,485

Sq.Ft.

140 Beekman Avenue

Sleepy Hollow, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 102 Legend Drive 301 Sleepy Hollow, NY MLS# 1011963
$1,195,000
1

Beds

1.1

Baths

1,178

Sq.Ft.

102 Legend Drive 301

Sleepy Hollow, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 100 Legend Drive 206 Sleepy Hollow, NY MLS# 1010826
$1,249,500
2

Beds

2.1

Baths

1,190

Sq.Ft.

100 Legend Drive 206

Sleepy Hollow, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 340 Horseman Boulevard Sleepy Hollow, NY MLS# 1010732
$2,325,000
4

Beds

3.2

Baths

3,060

Sq.Ft.

340 Horseman Boulevard

Sleepy Hollow, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 24 Gory Brook Road Sleepy Hollow, NY MLS# 1011529
$745,000
3

Beds

1.0

Baths

1,676

Sq.Ft.

24 Gory Brook Road

Sleepy Hollow, NY

Courtesy of COLDWELL BANKER REALTY
View 207 Palisades Boulevard Sleepy Hollow, NY MLS# 1005652
$2,100,000
4

Beds

3.2

Baths

3,051

Sq.Ft.

207 Palisades Boulevard

Sleepy Hollow, NY

Courtesy of COMPASS GREATER NY, LLC
View 12 Webb Road Sleepy Hollow, NY MLS# 1007061
$1,300,000
5

Beds

3.1

Baths

2,762

Sq.Ft.

12 Webb Road

Sleepy Hollow, NY

Courtesy of CORCORAN LEGENDS REALTY
View 4 Lighthouse Landing PH522 Sleepy Hollow, NY MLS# 1011207
$1,095,000
1

Beds

1.1

Baths

1,072

Sq.Ft.

4 Lighthouse Landing PH522

Sleepy Hollow, NY

Courtesy of THE MARKETING DIRECTORS, INC.
View 4 Lighthouse Landing 305 Sleepy Hollow, NY MLS# 1011222
$1,995,000
2

Beds

2.1

Baths

1,688

Sq.Ft.

4 Lighthouse Landing 305

Sleepy Hollow, NY

Courtesy of THE MARKETING DIRECTORS, INC.
View 324 Horseman Boulevard Sleepy Hollow, NY MLS# 1007046
$2,500,000
4

Beds

4.1

Baths

2,646

Sq.Ft.

324 Horseman Boulevard

Sleepy Hollow, NY

Courtesy of CORCORAN LEGENDS REALTY
View 516 Bellwood Avenue Sleepy Hollow, NY MLS# 1007010
$1,650,000
4

Beds

3.1

Baths

3,053

Sq.Ft.

516 Bellwood Avenue

Sleepy Hollow, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 4 Lighthouse Landing 316 Sleepy Hollow, NY MLS# 1008629
$1,410,000
2

Beds

2.1

Baths

1,523

Sq.Ft.

4 Lighthouse Landing 316

Sleepy Hollow, NY

Courtesy of THE MARKETING DIRECTORS, INC.
View 144 Beekman Avenue Sleepy Hollow, NY MLS# 1004633
$1,500,000
5

Beds

4.0

Baths

3,372

Sq.Ft.

144 Beekman Avenue

Sleepy Hollow, NY

Courtesy of CORCORAN LEGENDS REALTY
View 34 Cedar Street Sleepy Hollow, NY MLS# 979061
  • Virtual Tour
1 of 49
$789,000
5

Beds

2.0

Baths

1,991

Sq.Ft.

34 Cedar Street

Sleepy Hollow, NY

Courtesy of HOWARD HANNA RAND REALTY
View 206 Legend Drive Sleepy Hollow, NY MLS# 1002187
$1,595,000
4

Beds

3.2

Baths

2,676

Sq.Ft.

206 Legend Drive

Sleepy Hollow, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 30 Andrews Lane Sleepy Hollow, NY MLS# 997460
  • Virtual Tour
1 of 33
$999,999
2

Beds

3.1

Baths

1,512

Sq.Ft.

30 Andrews Lane

Sleepy Hollow, NY

Courtesy of THE FOXES REAL ESTATE
View 36 Andrews Lane Sleepy Hollow, NY MLS# 997463
  • Virtual Tour
1 of 34
$999,999
2

Beds

3.1

Baths

1,512

Sq.Ft.

36 Andrews Lane

Sleepy Hollow, NY

Courtesy of THE FOXES REAL ESTATE
View 7 Mahoney Place Sleepy Hollow, NY MLS# 995816
$990,000
5

Beds

3.0

Baths

2,365

Sq.Ft.

7 Mahoney Place

Sleepy Hollow, NY

Courtesy of COMPASS GREATER NY, LLC
View 17 Anderson Avenue Sleepy Hollow, NY MLS# 986654
$565,000
3

Beds

1.0

Baths

1,190

Sq.Ft.

17 Anderson Avenue

Sleepy Hollow, NY

Courtesy of COLDWELL BANKER REALTY
View 32 Andrews Lane Sleepy Hollow, NY MLS# 996664
  • Virtual Tour
1 of 38
$899,999
2

Beds

3.1

Baths

1,512

Sq.Ft.

32 Andrews Lane

Sleepy Hollow, NY

Courtesy of THE FOXES REAL ESTATE

About Sleepy Hollow

Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, located on the eastern bank of the Hudson River.  At the 2000 census the population was 9,212.  Once called Beekmantown and then North Tarrytown, the name was officially changed to Sleepy Hollow in 1996 in honor of the story "The Legend of Sleepy Hollow" by Washington Irving.  This legendary and very beautiful village boasts several world famous landmarks including Philipsburg Manor, Old Dutch Church and Sleepy Hollow Cemetery.  The treasure of the area is the 750 acre Rockefeller State Park Preserve with 30 miles of trails, a lake for water sports, superb views, and a blend of wetlands and woodland areas.  Sleepy Hollow is home to a variety of different housing types and styles, condo and coop developments, single family homes and multi-million-dollar mansions and estates. 

Listings in Sleepy Hollow, NY

92

Estimated median home price

$1,585,000
Sleepy Hollow NY Homes for Sale & Properties

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

Homes for Sale by Price in Sleepy Hollow, NY

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K0
$400K - 500K0
$500K - 600K1
$600K - 700K1
$700K - 800K3
$800K - 900K2
$900K - 1M6
$1M - Max79

Homes for Sale by Type in Sleepy Hollow, NY

Property TypeCount
Single Family10
Townhouse0
Condo75
Commercial1
Rental9
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 7/2/2026)

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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