Sleepy Hollow Village, NY Homes

• 

  

  

  /14

  $1,525,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,523 Sq Ft

  4 Lighthouse Landing Unit PH518, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit PH518, Sleepy Hollow, NY 10591
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• 

  $2,042,500

  Sold Feb 26, 2026

  4 Lighthouse Landing Unit 425, Sleepy Hollow, NY 10591

  • 2 Beds
  • 2.5 Baths
  • 1,574 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Above List Price
  • $1,298/SF
  • 37 Days On Market

  Last Listing Agent Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 425, Sleepy Hollow, NY 10591
• 

  Est $1,045,008

  Not Listed For Sale

  12 Gory Brook Rd, Sleepy Hollow, NY 10591

  • 3 Beds
  • 2.5 Baths
  • 1,983 Sq Ft
  • Built 1860

  12 Gory Brook Rd, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent David White Owner Entry.com
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  /14

  $1,675,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,483 Sq Ft

  4 Lighthouse Landing Unit PH515, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit PH515, Sleepy Hollow, NY 10591
• 

  $1,775,000

  Sold Oct 31, 2025

  20 Hemlock Dr, Sleepy Hollow, NY 10591

  • 5 Beds
  • 4.5 Baths
  • 4,030 Sq Ft
  • Built 1940

  Last Sold Summary

  • 1% Below List Price
  • $440/SF
  • 60 Days On Market

  Current Estimated Value $1,904,285

  Last Listing Agent Elvira Aloia Corcoran Legends Realty

  20 Hemlock Dr, Sleepy Hollow, NY 10591
• 

  Est $886,442

  Not Listed For Sale

  15 Holland Ave, Sleepy Hollow, NY 10591

  • 4 Beds
  • 3 Baths
  • 2,824 Sq Ft
  • Built 1925

  15 Holland Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Marco Vasile Keller Williams NY Realty
• 

  

  /31

  $899,999

  New Construction

  • 2 Beds
  • 3.5 Baths
  • 1,512 Sq Ft

  34 Andrews Ln, Sleepy Hollow, NY 10591

  Welcome Home to Sunset Villas at Andrews Lane Sleepy Hollow. Discover Sunset Villas, an exclusive collection of nine luxury townhomes, perfectly nestled in the heart of the Village of Sleepy Hollow. Enjoy a limited-time advantage with no HOA fees for the first 6 months and step into a lifestyle that blends modern elegance with everyday convenience. This stunning four-level residence offers a

  Silvana Daly The Foxes Real Estate

  34 Andrews Ln, Sleepy Hollow, NY 10591
• 

  $2,995,000

  Sold Mar 19, 2026

  4 Lighthouse Landing Unit 324, Sleepy Hollow, NY 10591

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 2023

  Last Sold Summary

  • $1,588/SF
  • 235 Days On Market

  Last Listing Agent Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 324, Sleepy Hollow, NY 10591
• 

  Est $1,035,119

  Not Listed For Sale

  225 Gordon Ave, Sleepy Hollow, NY 10591

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1955

  225 Gordon Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.
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  /14

  $1,620,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,483 Sq Ft

  4 Lighthouse Landing Unit PH519, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit PH519, Sleepy Hollow, NY 10591
• 

  $1,928,750

  Sold Feb 24, 2026

  4 Lighthouse Landing Unit 323, Sleepy Hollow, NY 10591

  • 2 Beds
  • 2.5 Baths
  • 1,748 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Above List Price
  • $1,103/SF
  • 30 Days On Market

  Last Listing Agent Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 323, Sleepy Hollow, NY 10591
• 

  Est $967,014

  Not Listed For Sale

  109 Gordon Ave, Sleepy Hollow, NY 10591

  • 6 Beds
  • 2 Baths
  • 2,712 Sq Ft
  • Built 1900

  109 Gordon Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Valon Nikci Link NY Realty
• 

  

  /38

  $899,999

  New Construction

  • 2 Beds
  • 3.5 Baths
  • 1,512 Sq Ft

  32 Andrews Ln, Sleepy Hollow, NY 10591

  Welcome Home to Sunset Villas at Andrews Lane Sleepy Hollow. Discover Sunset Villas, an exclusive collection of nine luxury townhomes, perfectly nestled in the heart of the Village of Sleepy Hollow. Enjoy a limited-time advantage with no HOA fees for the first 6 months and step into a lifestyle that blends modern elegance with everyday convenience. This stunning four-level residence offers a

  Silvana Daly The Foxes Real Estate

  32 Andrews Ln, Sleepy Hollow, NY 10591
• 

  $2,030,000

  Sold Jan 30, 2026

  4 Lighthouse Landing Unit 423, Sleepy Hollow, NY 10591

  • 2 Beds
  • 2.5 Baths
  • 1,743 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Above List Price
  • $1,165/SF
  • 21 Days On Market

  Last Listing Agent Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 423, Sleepy Hollow, NY 10591
• 

  Est $1,091,275

  Not Listed For Sale

  132 Van Tassel Ave, Sleepy Hollow, NY 10591

  • 6 Beds
  • 3 Baths
  • 4,136 Sq Ft
  • Built 1930

  132 Van Tassel Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Diane Minardi Stone Corcoran Legends Realty
• 

  

  /17

  $1,840,000

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  4 Lighthouse Landing Unit 305, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 305, Sleepy Hollow, NY 10591
• 

  $1,287,000

  Sold Sep 12, 2025

  475 Bellwood Ave, Sleepy Hollow, NY 10591

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft
  • Built 1948

  Last Sold Summary

  • 12% Above List Price
  • $475/SF
  • 17 Days On Market

  Current Estimated Value $1,453,493

  Last Listing Agent Karen Stroub Corcoran Legends Realty

  475 Bellwood Ave, Sleepy Hollow, NY 10591
• 

  Est $753,679

  Not Listed For Sale

  121 New Broadway, Sleepy Hollow, NY 10591

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1920

  121 New Broadway, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Debra Goodwin Corcoran Legends Realty
• 

  

  /8

  $1,495,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,433 Sq Ft

  4 Lighthouse Landing Unit 209, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 209, Sleepy Hollow, NY 10591
• 

  $1,335,000

  Sold Jul 09, 2026

  7 Mahoney Place, Sleepy Hollow, NY 10591

  • 5 Beds
  • 3 Baths
  • 2,365 Sq Ft
  • Built 1968

  Last Sold Summary

  • 35% Above List Price
  • $564/SF
  • 7 Days On Market

  Current Estimated Value $1,042,650

  Last Listing Agent Jocelyn Cloder Compass Greater NY, LLC

  7 Mahoney Place, Sleepy Hollow, NY 10591
• 

  Est $890,869

  Not Listed For Sale

  118 Van Tassel Ave, Sleepy Hollow, NY 10591

  • 4 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 1952

  118 Van Tassel Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty
• 

  

  /8

  $3,395,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 1,966 Sq Ft

  4 Lighthouse Landing Unit 203, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 203, Sleepy Hollow, NY 10591
• 

  $2,000,000

  Sold Aug 10, 2026

  516 Bellwood Ave, Sleepy Hollow, NY 10591

  • 4 Beds
  • 3.5 Baths
  • 3,053 Sq Ft
  • Built 1925

  Last Sold Summary

  • 21% Above List Price
  • $655/SF
  • 7 Days On Market

  Current Estimated Value $1,684,374

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  516 Bellwood Ave, Sleepy Hollow, NY 10591
• 

  Est $1,575,752

  Not Listed For Sale

  438 Bellwood Ave, Sleepy Hollow, NY 10591

  • 5 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1930

  438 Bellwood Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Christopher Cawley Corcoran Legends Realty
• 

  

  /33

  $999,999

  New Construction

  • 2 Beds
  • 3.5 Baths
  • 1,512 Sq Ft

  30 Andrews Ln, Sleepy Hollow, NY 10591

  Welcome Home to Sunset Villas at Andrews Lane Sleepy Hollow, NY. From $899,999+ Discover Sunset Villas, an exclusive collection of nine luxury townhomes, perfectly nestled in the heart of the Village of Sleepy Hollow. Enjoy a limited-time advantage with no HOA fees for the first 6 months and step into a lifestyle that blends modern elegance with everyday convenience. This stunning (end unit)

  Silvana Daly The Foxes Real Estate

  30 Andrews Ln, Sleepy Hollow, NY 10591
• 

  $1,660,000

  Sold Feb 02, 2026

  251 Kelbourne Ave, Sleepy Hollow, NY 10591

  • 3 Beds
  • 3 Baths
  • 2,584 Sq Ft
  • Built 1925

  Last Sold Summary

  • 5% Above List Price
  • $642/SF
  • 14 Days On Market

  Current Estimated Value $1,703,227

  Last Listing Agent Jenifer Ross eXp Realty

  251 Kelbourne Ave, Sleepy Hollow, NY 10591
• 

  Est $1,697,542

  Not Listed For Sale

  50 Merlin Ave, Sleepy Hollow, NY 10591

  • 3 Beds
  • 3.5 Baths
  • 2,616 Sq Ft
  • Built 1922

  50 Merlin Ave, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /16

  $1,095,000

  Pending

  • 1 Bed
  • 1.5 Baths
  • 1,072 Sq Ft

  4 Lighthouse Landing Unit PH522, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting.Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit PH522, Sleepy Hollow, NY 10591
• 

  $835,000

  Sold May 15, 2026

  11 Spruce St, Sleepy Hollow, NY 10591

  • 4 Beds
  • 2 Baths
  • 2,920 Sq Ft
  • Built 1916

  Last Sold Summary

  • $286/SF
  • 2 Days On Market

  Current Estimated Value $836,319

  Last Listing Agent Daniel Bucci Coldwell Banker Realty

  11 Spruce St, Sleepy Hollow, NY 10591
• 

  Est $767,393

  Not Listed For Sale

  154 Valley St, Sleepy Hollow, NY 10591

  • 3 Beds
  • 1 Bath
  • 1,694 Sq Ft
  • Built 1875

  154 Valley St, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Jenifer Ross eXp Realty
• 

  

  /49

  $3,300,000

  $560K PRICE DROP Pending

  • 4 Beds
  • 4.5 Baths
  • 5,700 Sq Ft

  167 Millard Ave, Sleepy Hollow, NY 10591

  As does Frank Lloyd Wright’s “Fallingwater," this hilltop enclave provides privacy, luxury and customized details. Nestled high atop Philipse Manor in Westchester County, this home has majestic Hudson River views. The architecture, harmonized within the natural environment, creates a unique flow of indoor and outdoor experiences with 38-minute access to Grand Central Terminal. Completely

  Christopher Cawley Corcoran Legends Realty

  167 Millard Ave, Sleepy Hollow, NY 10591
• 

  $1,550,000

  Sold Oct 01, 2025

  5 Lakeshore Close, Sleepy Hollow, NY 10591

  • 4 Beds
  • 3 Baths
  • 3,890 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Above List Price
  • $398/SF
  • 26 Days On Market

  Current Estimated Value $1,743,831

  Last Listing Agent Gail Simring The Foxes Real Estate

  5 Lakeshore Close, Sleepy Hollow, NY 10591
• 

  Est $684,112

  Not Listed For Sale

  143 Depeyster St, Sleepy Hollow, NY 10591

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • Built 1870

  143 Depeyster St, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Gabrielle Adonetti K. Fortuna Realty, Inc.
• 

  

  /50

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 2,646 Sq Ft

  324 Horseman Blvd, Sleepy Hollow, NY 10591

  The Layout and First Impressions Living in this modern, four-level end-unit brownstone is an absolute dream. The home is completely flooded with natural light, which perfectly highlights the neutral color palette. No expenses were spared on upgrades, putting down top-tier Light Oak engineered hardwood throughout the entire home. When you enter on the ground floor, you walk into a functional space

  Christopher Cawley Corcoran Legends Realty

  324 Horseman Blvd, Sleepy Hollow, NY 10591
• 

  $1,100,000

  Sold Jul 22, 2026

  140 Beekman Ave, Sleepy Hollow, NY 10591

  • 6 Beds
  • 3 Baths
  • Built 1960

  Last Sold Summary

  • 8% Below List Price
  • 8 Days On Market

  Current Estimated Value $963,667

  Last Listing Agent Sarah Mirza Mulhall Julia B Fee Sothebys Int. Rlty

  140 Beekman Ave, Sleepy Hollow, NY 10591
• 

  Est $712,492

  Not Listed For Sale

  124 Depeyster St, Sleepy Hollow, NY 10591

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1880

  124 Depeyster St, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Tony Segno Howard Hanna NYC LLC
• 

  

  /7

  $2,055,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 1,990 Sq Ft

  4 Lighthouse Landing Unit 414, Sleepy Hollow, NY 10591

  The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to

  Angela Ferrara The Marketing Directors, Inc.

  4 Lighthouse Landing Unit 414, Sleepy Hollow, NY 10591
• 

  $1,215,000

  Sold Jul 09, 2026

  146 Hunter Ave, Sleepy Hollow, NY 10591

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft
  • Built 1960

  Last Sold Summary

  • 24% Above List Price
  • $596/SF
  • 13 Days On Market

  Current Estimated Value $1,088,420

  Last Listing Agent Janine Jacobs Houlihan Lawrence Inc.

  146 Hunter Ave, Sleepy Hollow, NY 10591
• 

  Est $848,515

  Not Listed For Sale

  148 Depeyster St, Sleepy Hollow, NY 10591

  • 6 Beds
  • 2 Baths
  • 2,838 Sq Ft
  • Built 1900

  148 Depeyster St, Sleepy Hollow, NY 10591

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Daniel Bucci Coldwell Banker Realty
• 

  

  /22

  $725,000

  $75K PRICE INCREASE Pending

  • 7 Beds
  • 2 Baths
  • 1,708 Sq Ft

  49 Howard St, Sleepy Hollow, NY 10591

  This well-appointed two-family residence presents a rare opportunity in the highly sought-after and historic village of Sleepy Hollow, New York. Apartment One offers an expansive layout featuring seven rooms, including five generously sized bedrooms, providing exceptional flexibility for extended living, co-living arrangements, or strong rental income potential. Apartment Two features a

  Elliott Morales eXp Realty

  49 Howard St, Sleepy Hollow, NY 10591

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