Sleepy Hollow, NY Homes

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  $1,795,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,747 Sq Ft

  4 Lighthouse Landing Unit PH512, 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 PH512, Sleepy Hollow, NY 10591
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• 

  $2,200,855 Sold May 29, 2025

  • 3,174 Sq Ft
  • $693/SF
  • 145 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  208 Horseman Blvd Unit 44, Sleepy Hollow, NY 10591

  This delightfully classic 4 story brownstone is ideally sized at 3,174, sq. ft. with four bedrooms 4 full and 1 half baths. Inside, you’ll find a breathable 9 room open plan design for maximum light, flexibility, and flow, a sumptuous open kitchen with stainless appliances and center island with plenty of countertop space to satisfy your inner chef. A roaring fireplace on winter nights will be

  Thomas Jacovino Toll Brothers Real Estate Inc.

  208 Horseman Blvd Unit 44, Sleepy Hollow, NY 10591
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  Est $712,535 Not Listed For Sale

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

  121 New Broadway, Sleepy Hollow, NY 10591

  121 New Broadway, Sleepy Hollow, NY 10591
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  $2,015,000 Pending

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

  4 Lighthouse Landing Unit 423, 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 423, Sleepy Hollow, NY 10591
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  $700,000 Sold May 16, 2025

  • 2,206 Sq Ft
  • $317/SF
  • 141 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  601 N Broadway, Sleepy Hollow, NY 10591

  Opportunity awaits in this raised ranch in the heart of the Historic Sleepy Hollow. Bring your vision of life to this home that offers a fantastic layout and endless potential. The kitchen and dining area provide a great foundation for those looking to renovate with ample space to create a dream kitchen. Three well sized bedrooms, including a primary suite, offer excellent space, while two and

  Jonathan Clyman JCT Realty Group Inc.

  601 N Broadway, Sleepy Hollow, NY 10591
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  Est $1,063,085 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,880 Sq Ft

  11 Tappan Ave, Sleepy Hollow, NY 10591

  11 Tappan Ave, Sleepy Hollow, NY 10591
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  /8

  $1,845,000 Pending

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

  4 Lighthouse Landing Unit 325, 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 325, Sleepy Hollow, NY 10591
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  $490,000 Sold May 09, 2025

  • 1,344 Sq Ft
  • $365/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  12 Clinton St, Sleepy Hollow, NY 10591

  Welcome to this charming Colonial-style home offering a three levels perfect blend of comfort and convenience. Recently renovated, this 3-bedroom and 2 full+1 bathrooms, home features a brand-new kitchen, and premium laminate flooring throughout, offering modern comfort and style. The first floor Full Finished, Second and third floor complete with a separate entrance, provides versatile space for

  Oscar Velasquez Power Team Realty Corp

  12 Clinton St, Sleepy Hollow, NY 10591
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  Est $849,521 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  10 Anderson Ave, Sleepy Hollow, NY 10591

  10 Anderson Ave, Sleepy Hollow, NY 10591
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  $660,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  34 Gordon Ave, Sleepy Hollow, NY 10591

  Welcome to 34 Gordon Avenue, a classic colonial nestled in the heart of the highly desirable Webber Park neighborhood! This charming three-bedroom, one-bathroom home offers the perfect blend of character, comfort, and convenience. Step inside through the inviting sunroom entryway—a warm and welcoming space to enjoy year round and discover a home filled with natural light and timeless appeal. The

  Marco Ricchiuti Compass Greater NY, LLC

  34 Gordon Ave, Sleepy Hollow, NY 10591
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  $995,000 Sold Apr 30, 2025

  • 2,500 Sq Ft
  • $398/SF
  • 34 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1890

  40 Hudson Terrace, Sleepy Hollow, NY 10591

  2 Family home on Beautiful & Quiet street in Village Sleepy Hollow with Panoramic Hudson River Views from wrap around deck and 2 balconies. Walk to Village shops & restaurants and Metro North train. Lovingly maintained by owner featuring New Roof, updated electric panels, heating systems, newer double pane windows, new copper water main from street, New Paver Brick Patio, Outside front steps and

  Andrea Martone Houlihan Lawrence Inc.

  40 Hudson Terrace, Sleepy Hollow, NY 10591
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  Est $864,906 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft

  149 New Broadway, Sleepy Hollow, NY 10591

  149 New Broadway, Sleepy Hollow, NY 10591
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  /36

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  549 Munroe Ave, Sleepy Hollow, NY 10591

  Charming brick and stone Tudor home on one of the prettiest streets in Philipse Manor. Beautiful entryway and staircase. Huge living room complete with stone fireplace and elegant original real wood paneling. Classic archways and architectural details are a hallmark of the home. Large formal Dining room w French doors. Sunny Family Room with sliding doors lead to large patio with pergola and

  Andrea Martone Houlihan Lawrence Inc.

  549 Munroe Ave, Sleepy Hollow, NY 10591
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  $625,000 Sold Apr 28, 2025

  • 1,625 Sq Ft
  • $385/SF
  • 38 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  148 Beekman Ave, Sleepy Hollow, NY 10591

  Attention investors! Here's a rare opportunity to own a multi-family property on picturesque Beekman Avenue in Sleepy Hollow. This charming home hasn't been available for decades and features two 2-bedroom apartments, making it an ideal investment for rental income or multi-generational living. The property also boasts a comfortably sized backyard, perfect for outdoor relaxation or gatherings.

  Francie Malina Compass Greater NY, LLC

  148 Beekman Ave, Sleepy Hollow, NY 10591
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  Est $763,174 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  18 Dell St, Sleepy Hollow, NY 10591

  18 Dell St, Sleepy Hollow, NY 10591
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  $4,495,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,528 Sq Ft

  4 Lighthouse Landing Unit 404, 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 404, Sleepy Hollow, NY 10591
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  $659,000 Sold Apr 24, 2025

  • 1,160 Sq Ft
  • $568/SF
  • 42 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1880

  124 Depeyster St, Sleepy Hollow, NY 10591

  ”Welcome to 124 Depeyster Street, a beautifully 3-bedroom, 1.5-bath home in the charming Village of Sleepy Hollow.The first floor features a spacious living room with a faux fireplace, creating a cozy atmosphere. The kitchen boasts modern updates, while an additional room off the kitchen provides flexible space for a home office, playroom, or dining area.Upstairs, you’ll find three well-sized

  Tony Segno Elegran LLC

  124 Depeyster St, Sleepy Hollow, NY 10591
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  Est $1,003,749 Not Listed For Sale

  • 6 Beds
  • 3,844 Sq Ft

  20 Dell St, Sleepy Hollow, NY 10591

  20 Dell St, Sleepy Hollow, NY 10591
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  $1,525,000 Open Sat 11AM - 3PM

  • 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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  $875,000 Sold Apr 16, 2025

  • 2,030 Sq Ft
  • $431/SF
  • 55 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1865

  32 Maple St, Sleepy Hollow, NY 10591

  Discover this beautiful two-family home in the Webber Park area of Sleepy Hollow, perfect for investors or owner-occupants seeking rental income. This charming property offers, 1ST floor Unit with spacious eat-in kitchen and inviting living room, two large bedrooms, full bathroom and sunroom with access to side deck. Walkout basement with washer/dryer (shared laundry), and generous storage space.

  Aurora Novakaj Sterling Property Solutions

  32 Maple St, Sleepy Hollow, NY 10591
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  Est $1,175,313 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  150 Merlin Ave, Sleepy Hollow, NY 10591

  150 Merlin Ave, Sleepy Hollow, NY 10591
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  /15

  $1,510,000 Open Sat 11AM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  4 Lighthouse Landing Unit TH21, 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 TH21, Sleepy Hollow, NY 10591
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  $1,772,995 Sold Apr 11, 2025

  • 2,650 Sq Ft
  • $669/SF
  • 0 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2024

  320 Palisades Blvd Unit 82, Sleepy Hollow, NY 10591

  Unparalleled sophistication & top notch craftsmanship in the heart of Sleepy Hollow along the Hudson River. This home in particular has a long list of EXTRA features that are included and designed to meet the demands of modern lifestyle : OPEN floorplan, High Ceilings, Tall Windows, wide oak hardwood floors, Gourmet Kitchen w center island & walk in pantry, Fireplace, tons of Storage, Mudroom,

  Andrea Martone Houlihan Lawrence Inc.

  320 Palisades Blvd Unit 82, Sleepy Hollow, NY 10591
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  Est $1,540,705 Not Listed For Sale

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

  50 Merlin Ave, Sleepy Hollow, NY 10591

  50 Merlin Ave, Sleepy Hollow, NY 10591
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  /4

  $1,500,000

  97 Cortlandt St, Sleepy Hollow, NY 10591

  TWO Units For The Price Of One 97 Cortlandt Street & 5 Clinton Street Are Both For Sale. TWELVE Units Total With Two Commercial Spaces. All Units Rented With A Total Monthly Income of $18,763.75 These buildings are well maintained by the owner. Close to transportation - I-87, Sawmill Pkwy & RT 9 MTA - Harlem 125 / Hudson Line to Croton - Harmon Priced To Sell

  Irene Henry RED CARPET REALTY & CONSULTING LLC

  97 Cortlandt St, Sleepy Hollow, NY 10591
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  $1,754,000 Sold Apr 10, 2025

  • 2,718 Sq Ft
  • $645/SF
  • 217 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  302 Palisades Blvd Unit 91, Sleepy Hollow, NY 10591

  This delightfully classic 4 story brownstone is ideally sized at 2,746, sq. ft. with five bedrooms 4 full and 1 half bath. Inside, you’ll find a breathable 9 room open plan design for maximum light, flexibility, and flow, a sumptuous open kitchen with stainless appliances and center island with plenty of countertop space to satisfy your inner chef. A roaring fireplace on winter nights will be

  Thomas Jacovino Toll Brothers Real Estate Inc.

  302 Palisades Blvd Unit 91, Sleepy Hollow, NY 10591
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  Est $789,104 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,563 Sq Ft

  155 N Washington St, Sleepy Hollow, NY 10591

  155 N Washington St, Sleepy Hollow, NY 10591
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  /40

  $2,250,000

  • 4 Beds
  • 6 Baths
  • 3,668 Sq Ft

  490 Bellwood Ave, Sleepy Hollow, NY 10591

  Modern Quiet Luxury in a Classic Home in Philipse Manor. BRAND NEW JUST COMPLETED Renovation 4-5 Bedroom, 4 full, 2 half Baths. 3668’ finished living space (not including a large, unfinished basement), impressive Dutch Colonial in prime location in heart of sought-after Philipse Manor. Classic details plus sparkling modern conveniences with Open-Floor Plan combine to create a unique new design.

  Andrea Martone Houlihan Lawrence Inc.

  490 Bellwood Ave, Sleepy Hollow, NY 10591
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  $1,520,000 Sold Apr 09, 2025

  • 4,104 Sq Ft
  • $370/SF
  • 35 Days On Market

  • 9 Beds
  • Built 1970

  302 Gordon Ave, Sleepy Hollow, NY 10591

  Investors Delight - Huge FOUR family in Sleepy Hollow. House has three units that look more like town homes bc they are duplexes and side by side ( 2 bdrm, 3 bdrm and 3 bdrm) with an additional one bdrm unit. All units pay their own ConEd, owner pays electric in laundry and water. Laundry is coin operated. Units are updated, hardwood floors and duplexes have 1.5 baths. Six parking spots as well.

  Christina De Luca De Luca Realty Group INC

  302 Gordon Ave, Sleepy Hollow, NY 10591
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  Est $562,188 Not Listed For Sale

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

  143 Depeyster St, Sleepy Hollow, NY 10591

  143 Depeyster St, Sleepy Hollow, NY 10591
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  /15

  $2,620,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 4.5 Baths
  • 3,093 Sq Ft

  4 Lighthouse Landing Unit TH14, 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 TH14, Sleepy Hollow, NY 10591
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  $1,824,995 Sold Mar 27, 2025

  • 2,746 Sq Ft
  • $665/SF
  • 99 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  306 Palisades Blvd Unit 89, Sleepy Hollow, NY 10591

  5 Bedroom 4.1 bath LUXURY townhomes at Edge On Hudson in Sleepy Hollow. Unparalleled sophistication & top notch craftsmanship in NEW community along the Hudson River. This home in particular has a long list of EXTRA features that are included and designed to meet the demands of modern lifestyle : OPEN floorplan, High Ceilings, Tall Windows, wide oak hardwood floors, Gourmet Kitchen w center

  Andrea Martone Houlihan Lawrence Inc.

  306 Palisades Blvd Unit 89, Sleepy Hollow, NY 10591
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  Est $830,534 Not Listed For Sale

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

  148 Depeyster St, Sleepy Hollow, NY 10591

  148 Depeyster St, Sleepy Hollow, NY 10591
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  /14

  $3,995,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,357 Sq Ft

  4 Lighthouse Landing Unit 310, 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 310, Sleepy Hollow, NY 10591
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  $836,000 Sold Mar 24, 2025

  • 2,336 Sq Ft
  • $358/SF
  • 21 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1964

  41 Kendall Ave, Sleepy Hollow, NY 10591

  Wonderful opportunity for two family property in the heart of Sleepy Hollow. Investment potential to live in one unit and rent out the other or pure income investment. First floor unit has front and rear porch, with 3 bedrooms, 1 bath, eat in kitchen, and living room. Second floor unit has front balcony, as well as 2 bedrooms, 2 baths, eat in kitchen, living room, and dining room. Fenced-in

  Mark Seiden Mark Seiden Real Estate Team

  41 Kendall Ave, Sleepy Hollow, NY 10591
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  Est $671,213 Not Listed For Sale

  • 4 Beds
  • 2,108 Sq Ft

  21 Hudson St, Sleepy Hollow, NY 10591

  21 Hudson St, Sleepy Hollow, NY 10591
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  /14

  $1,450,000 Open Sat 11AM - 3PM

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

  4 Lighthouse Landing Unit 416, 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 416, Sleepy Hollow, NY 10591
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  $825,000 Sold Mar 14, 2025

  • 974 Sq Ft
  • $847/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2015

  11 River St Unit 214, Tarrytown, NY 10591

  Quiet and serene, this west-facing one-bedroom home faces the Hudson River and the picturesque Palisades beyond. Features include: gleaming hardwood floors, an island kitchen with quartz countertops and stainless steel appliances, an in-unit washer/dryer, a large bedroom with a walk-in closet and a spa-like pass-through bathroom, a separate den/home office with custom built-in bookshelves —that

  Adam Trese Compass Greater NY, LLC

  11 River St Unit 214, Tarrytown, NY 10591
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  Est $1,627,819 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,466 Sq Ft

  115 River St, Sleepy Hollow, NY 10591

  115 River St, Sleepy Hollow, NY 10591
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  $1,325,000 Open Sat 11AM - 3PM

  • 1 Bed
  • 1.5 Baths
  • 1,289 Sq Ft

  4 Lighthouse Landing Unit 208, 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 208, Sleepy Hollow, NY 10591

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