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.
View 340 Horseman Boulevard Sleepy Hollow, NY MLS# 1010732
  • Recently Listed with Virtual Tour
1 of 48
OPEN HOUSE: Saturday 6/20 2:30 PM - 4:30 PM
$2,325,000
4

Beds

3.2

Baths

3,060

Sq.Ft.

340 Horseman Boulevard

Sleepy Hollow, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 24 Gory Brook Road Sleepy Hollow, NY MLS# 1011529
  • Recently Listed with Virtual Tour
1 of 37
$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
  • Recently Listed with Virtual Tour
1 of 42
$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
  • Recently Listed
1 of 49
$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 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 144 Beekman Avenue Sleepy Hollow, NY MLS# 1004633
  • Recently Listed
1 of 47
$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 of 50
    OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
    $1,625,000
    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 50 Hudson Street Sleepy Hollow, NY MLS# 991964
    $599,000
    4

    Beds

    1.0

    Baths

    1,398

    Sq.Ft.

    50 Hudson Street

    Sleepy Hollow, NY

    Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
    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
    View 34 Andrews Lane Sleepy Hollow, NY MLS# 996691
    • Virtual Tour
    1 of 31
    $899,999
    2

    Beds

    3.1

    Baths

    1,512

    Sq.Ft.

    34 Andrews Lane

    Sleepy Hollow, NY

    Courtesy of THE FOXES REAL ESTATE
    View 102 Legend Drive 202 Sleepy Hollow, NY MLS# 990137
    $1,395,000
    2

    Beds

    2.0

    Baths

    1,235

    Sq.Ft.

    102 Legend Drive 202

    Sleepy Hollow, NY

    Courtesy of HOULIHAN LAWRENCE INC.

    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

    96

    Estimated median home price

    $1,562,500
    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 - 500K1
    $500K - 600K2
    $600K - 700K1
    $700K - 800K3
    $800K - 900K2
    $900K - 1M6
    $1M - Max81

    Homes for Sale by Type in Sleepy Hollow, NY

    Property TypeCount
    Single Family13
    Townhouse0
    Condo75
    Commercial2
    Rental10
    Lots and Land0
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home0
    Farms0

    (Data as of 6/13/2026)

    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.

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