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Sleepy Hollow

Sleepy Hollow is a village in New York State’s Hudson Valley. It’s known as the setting of Washington Irving’s “The Legend of Sleepy Hollow.” The author is buried in Sleepy Hollow Cemetery. Kykuit, the Rockefeller family’s opulent hilltop estate, has gardens with 20th-century sculptures. Northeast, vast Rockefeller State Park Preserve includes a network of carriage roads traversing woodlands, fields and streams.

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Available Homes in Sleepy Hollow

135 Beekman AVE #LR, Sleepy Hollow, NY 10591
New
17

$2,650

1 Bed 1 Bath 600 SqFt

135 Beekman AVE #LR, Sleepy Hollow, NY 10591

Listed by BHHS River Towns Real Estate

47 Beekman AVE #31, Sleepy Hollow, NY 10591
Active
12

$3,300

1 Bed 1 Bath 600 SqFt

47 Beekman AVE #31, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

47 Beekman AVE #32, Sleepy Hollow, NY 10591
Active
12

$3,100

1 Bed 1 Bath 465 SqFt

47 Beekman AVE #32, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

47 Beekman AVE #21, Sleepy Hollow, NY 10591
Active
13

$2,900

1 Bed 1 Bath 600 SqFt

47 Beekman AVE #21, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

47 Beekman AVE #22, Sleepy Hollow, NY 10591
Active
10

$2,900

1 Bed 1 Bath 600 SqFt

47 Beekman AVE #22, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

11 River ST #415, Sleepy Hollow, NY 10591
Active
37

$1,650,000

2 Beds 2 Baths 1,412 SqFt

11 River ST #415, Sleepy Hollow, NY 10591

Listed by Compass Greater NY, LLC

43 Lawrence AVE, Sleepy Hollow, NY 10591
Active
7

$599,000

4 Beds 2 Baths 2,100 SqFt

43 Lawrence AVE, Sleepy Hollow, NY 10591

Listed by eRealty Advisors, Inc

49 Beekman AVE #2, Sleepy Hollow, NY 10591
Active
11

$2,950

1 Bed 1 Bath 750 SqFt

49 Beekman AVE #2, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

17 Lawrence AVE #2, Sleepy Hollow, NY 10591
Pending
30

$3,000

2 Beds 1 Baths 1,007 SqFt

17 Lawrence AVE #2, Sleepy Hollow, NY 10591

Listed by Giner Real Estate Inc.

15 Francis ST, Sleepy Hollow, NY 10591
Pending
24

$449,900

2 Beds 1 Baths 868 SqFt

15 Francis ST, Sleepy Hollow, NY 10591

Listed by Keller Williams Prestige Prop

140 Beekman AVE, Sleepy Hollow, NY 10591
Pending
39

$949,000

6 Beds 3 Baths

140 Beekman AVE, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

49 Beekman AVE #6, Sleepy Hollow, NY 10591
Active
19

$2,900

1 Bed 1 Bath 553 SqFt

49 Beekman AVE #6, Sleepy Hollow, NY 10591

Listed by Julia B Fee Sothebys Int. Rlty

111 Farrington AVE, Sleepy Hollow, NY 10591
Pending
25

$1,379,000

3 Beds 3 Baths 2,360 SqFt

111 Farrington AVE, Sleepy Hollow, NY 10591

Listed by eXp Realty

4 Lighthouse LNDG #210, Sleepy Hollow, NY 10591
Active
14

$3,895,000

3 Beds 4 Baths 2,357 SqFt

4 Lighthouse LNDG #210, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

167 Millard AVE, Sleepy Hollow, NY 10591
Active
49

$3,560,000

4 Beds 5 Baths 5,700 SqFt

167 Millard AVE, Sleepy Hollow, NY 10591

Listed by Corcoran Legends Realty

210 Legend DR, Sleepy Hollow, NY 10591
Price Dropped by $1K
39

$10,500

4 Beds 5 Baths 2,462 SqFt

210 Legend DR, Sleepy Hollow, NY 10591

Listed by Houlihan Lawrence Inc.

4 Lighthouse LNDG #TH13, Sleepy Hollow, NY 10591
Active
15

$1,690,000

2 Beds 3 Baths 2,101 SqFt

4 Lighthouse LNDG #TH13, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #404, Sleepy Hollow, NY 10591
Active
14

$4,495,000

3 Beds 4 Baths 2,528 SqFt

4 Lighthouse LNDG #404, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #PH518, Sleepy Hollow, NY 10591
Pending
14

$1,525,000

2 Beds 3 Baths 1,523 SqFt

4 Lighthouse LNDG #PH518, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #TH21, Sleepy Hollow, NY 10591
Pending
15

$1,510,000

2 Beds 3 Baths 1,956 SqFt

4 Lighthouse LNDG #TH21, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #TH01, Sleepy Hollow, NY 10591
Pending
15

$2,725,000

2 Beds 3 Baths 2,396 SqFt

4 Lighthouse LNDG #TH01, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #207, Sleepy Hollow, NY 10591
Pending
14

$2,195,000

2 Beds 3 Baths 1,493 SqFt

4 Lighthouse LNDG #207, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

4 Lighthouse LNDG #312, Sleepy Hollow, NY 10591
Pending
14

$1,615,000

2 Beds 3 Baths 1,662 SqFt

4 Lighthouse LNDG #312, Sleepy Hollow, NY 10591

Listed by The Marketing Directors, Inc.

48 Raafenberg RD, Sleepy Hollow, NY 10591
Active
37

$12,000,000

5 Beds 6 Baths 7,538 SqFt

48 Raafenberg RD, Sleepy Hollow, NY 10591

Listed by Compass Greater NY, LLC

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms and is provided by SMARTMLS through a licensing agreement.
Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright © 2026 SmartMLS, Inc.

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