Homes for Sale in Sleepy Hollow

Aerial view of a suburban neighborhood with curving streets and autumn trees.

Sleepy Hollow Property Listings

Price

Living Area

33 Kendall Avenue

Courtesy of eXp Realty

$675,000

33 Kendall Avenue, Sleepy Hollow, NY 10591

3 Beds 2 Baths 1,676 Sq.Ft.

101 River Street

Courtesy of R New York

$1,750,000

101 River Street, Sleepy Hollow, NY 10591

3 Beds 2.5 Baths 2,436 Sq.Ft.

22 Hudson Street

Courtesy of Houlihan Lawrence Inc.

$799,000

22 Hudson Street, Sleepy Hollow, NY 10591

4 Beds 2 Baths 1,680 Sq.Ft.

105 River Street

Courtesy of William Raveis-New York, LLC

$1,775,000

105 River Street, Sleepy Hollow, NY 10591

3 Beds 4 Baths 2,470 Sq.Ft.

328 Legend Drive Unit 72

Courtesy of Kerry A. Fedigan

$1,822,500

328 Legend Drive Unit: 72, Sleepy Hollow, NY 10591

3 Beds 4 Baths 2,955 Sq.Ft.

102 Legend Drive Unit 303

Courtesy of Compass Greater NY, LLC

$1,500,000

102 Legend Drive Unit: 303, Sleepy Hollow, NY 10591

2 Beds 2 Baths 1,691 Sq.Ft.

7 Holland Avenue

Courtesy of Coldwell Banker Realty

$1,250,000

7 Holland Avenue, Sleepy Hollow, NY 10591

5 Beds 4 Baths 2,828 Sq.Ft.

364 Legend Drive Unit 108

Courtesy of Kerry A. Fedigan

$2,125,000

364 Legend Drive Unit: 108, Sleepy Hollow, NY 10591

3 Beds 4.5 Baths 3,025 Sq.Ft.

315 Hollows Pass Unit 42

Courtesy of Kerry A. Fedigan

$2,450,000

315 Hollows Pass Unit: 42, Sleepy Hollow, NY 10591

3 Beds 4 Baths 3,392 Sq.Ft.

40 Andrews Lane

Courtesy of The Foxes Real Estate

$999,000

40 Andrews Lane, Sleepy Hollow, NY 10591

2 Beds 3.5 Baths 1,512 Sq.Ft.

Blue two-story house with a covered porch and small fenced garden along a residential street.

Courtesy of Compass Greater NY, LLC

$699,999

35 Kendall Avenue, Sleepy Hollow, NY 10591

6 Beds 4 Baths 3,480 Sq.Ft.

Multi-story brick and stone residential building at sunset, with glowing windows and landscaped entrance.

Courtesy of Schunk Realty Group

$999,000

11 River Street Unit: 402, Sleepy Hollow, NY 10591

2 Beds 2 Baths 1,203 Sq.Ft.

Sleepy Hollow Listings & Sales

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Neighborhood Guides

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Dobbs Ferry

Chappaqua

Chappaqua

Hastings-on-Hudson

Hastings-on-Hudson

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