Sleepy Hollow, NY Homes

• 

  

  

  /40

  $1,799,000

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

  20 Hemlock Dr, Sleepy Hollow, NY 10591

  Welcome to 20 Hemlock Drive, an exquisite classic stone colonial nestled in the charming village of Sleepy Hollow, NY. This remarkable property offers 4,030 square feet of elegant living space, featuring five bedrooms and four and a half bathrooms. Designed for modern living, the open floor plan seamlessly connects the sun-filled family room to the sophisticated dining and living areas,

  Elvira Aloia Corcoran Legends Realty

  20 Hemlock Dr, Sleepy Hollow, NY 10591
• 

  

  

  /60

  $3,400 - $7,200 per month

  NorthLight

  Studio-2 Beds

  2 Maxwell Dr, Sleepy Hollow, NY 10591

  Welcome to NorthLight, Sleepy Hollow?s premier residences at Edge-on-Hudson. Between a lighthouse and a legend, this brand-new luxury apartment community boasts modern conveniences with the small town Hudson River charm. Choose from a selection of studio, one-bedroom or two-bedroom apartment homes with some apartment homes including dens. Entertain poolside or on the lush roof deck and pent house

  2 Maxwell Dr, Sleepy Hollow, NY 10591
• 

  $1,400,000 Sold Jul 08, 2025

  • 2,862 Sq Ft
  • $489/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  225 Hunter Ave, Sleepy Hollow, NY 10591

  Welcome to your treetop oasis in Philipse Manor, Sleepy Hollow! This stunning three-bedroom home features an open-concept living and dining area, with an extra-large family room and spectacular sunroom looking out onto the expansive backyard. Enjoy breathtaking seasonal views of the Hudson River from your couch and the brand new terrace. The dedicated office provides a perfect workspace, or you

  Jocelyn Cloder Compass Greater NY, LLC

  225 Hunter Ave, Sleepy Hollow, NY 10591
• 

  Est $722,062 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 833 Sq Ft

  11 River St Unit 110, Tarrytown, NY 10591

  11 River St Unit 110, Tarrytown, NY 10591
• 

  

  

  /14

  $2,195,000

  • 2 Beds
  • 2.5 Baths
  • 1,493 Sq Ft

  4 Lighthouse Landing Unit 207, 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 207, Sleepy Hollow, NY 10591
• 

  

  /16

  $2,700 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  127 Gordon Ave Unit 2, Sleepy Hollow, NY 10591

  Sleepy Hollow two-bedroom apartment filled with natural light in desirable Webber Park with a private deck off the kitchen and a coin operated washer and dryer laundry room on the lower level. Walk up one flight to this roomy, freshly painted, move-in-ready unit with: gas range, dishwasher, microwave and hardwood floors. Tenant must have a credit of 750 or higher and pay for a credit check.

  Michele R Gonzalez Julia B Fee Sothebys Int. Rlty

  127 Gordon Ave Unit 2, Sleepy Hollow, NY 10591
• 

  $1,920,000 Sold Jun 24, 2025

  • 2,262 Sq Ft
  • $849/SF
  • 46 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1930

  11 Highland Ave, Sleepy Hollow, NY 10591

  Located in Philipse Manor in Sleepy Hollow, a locale which is one of Westchester's most sought-after neighborhoods, sits this wonderful Dutch Colonial style home newly updated gem. The amazing amount of natural light throughout combined with an exquisitely designed floorplan (large rooms and remarkable flow) make it perfect for entertaining. "Cook it up" in the spacious Chef's kitchen including

  Christopher Cawley Corcoran Legends Realty

  11 Highland Ave, Sleepy Hollow, NY 10591
• 

  Est $921,606 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 976 Sq Ft

  11 River St Unit 414, Tarrytown, NY 10591

  11 River St Unit 414, Tarrytown, NY 10591
• 

  

  /28

  $1,875,000

  • 3 Beds
  • 3 Baths
  • 1,864 Sq Ft

  11 River St Unit 401, Tarrytown, NY 10591

  Experience the epitome of Hudson River living in this stunning 3-bedroom condominium at the prestigious River House at Hudson Harbor. This spacious residence, spanning over 1,864 square feet, offers breathtaking views of the majestic Hudson River and the village of Tarrytown, creating a serene backdrop for your daily life. The property boasts open concept living, a bathroom for each bedroom,

  Alicia Goldman Christie's Int. Real Estate

  11 River St Unit 401, Tarrytown, NY 10591
• 

  

  /28

  $3,320 - $41,250 per month

  Emerson

  1-2 Beds

  203 Legend Dr, Sleepy Hollow, NY 10591

  Emerson is your gateway to Edge-on-Hudson, New York’s premier waterfront community. These thoughtfully designed one- and two-bedroom apartment homes feature a polished industrial aesthetic, spacious floor plans, and smart home appliances and technology. Luxury amenity options include a rooftop deck with breathtaking views of the Hudson, state-of-the-art fitness center, elevated communal spaces,

  203 Legend Dr, Sleepy Hollow, NY 10591
• 

  $1,799,995 Sold Jun 24, 2025

  • 2,746 Sq Ft
  • $655/SF
  • 10 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  304 Palisades Blvd Unit 90, 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.

  304 Palisades Blvd Unit 90, Sleepy Hollow, NY 10591
• 

  Est $952,547 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 976 Sq Ft

  11 River St Unit 413, Tarrytown, NY 10591

  11 River St Unit 413, Tarrytown, NY 10591
• 

  

  /33

  $1,875,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,219 Sq Ft

  126 Millard Ave, Sleepy Hollow, NY 10591

  Welcome to this beautifully updated and meticulously maintained Tudor-style home nestled in the highly sought-after Philipse Manor neighborhood. With 4 BRs, 2.5 baths, and 3,200+ sq.ft. of living space, this spacious and sunlit home effortlessly blends timeless charm with modern comfort. An elegant stone walkway leads to the inviting front entry and gracious foyer, setting the tone for what’s

  Heidi Torpey ERA Insite Realty Services

  126 Millard Ave, Sleepy Hollow, NY 10591
• 

  

  /17

  $2,650 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  19 Chestnut St Unit 4, Sleepy Hollow, NY 10591

  Step into modern comfort with this beautifully renovated and well-maintained 2-bedroom, 1-bath rental in the heart of desirable Tarrytown. This bright, sun-filled unit boasts a fresh, contemporary design with an open-concept living and dining area that’s perfect for both relaxing and entertaining. The updated kitchen is a standout feature, offering stainless steel appliances, sleek countertops,

  Karem Cayetano Houlihan Lawrence Inc.

  19 Chestnut St Unit 4, Sleepy Hollow, NY 10591
• 

  $830,000 Sold Jun 12, 2025

  • 921 Sq Ft
  • $901/SF
  • 15 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2020

  102 Legend Dr Unit 201, Sleepy Hollow, NY 10591

  Discover the perfect blend of comfort and elegance in this stunning 1-bedroom, 1-bath + office/den apartment in Sleepy Hollow at The Lofts, at Edge-On-Hudson. Designed with an open-concept kitchen, dining, and great room, this home is ideal for entertaining or relaxing in style, with high-end finishes and a seamless flow to your private balcony. The modern kitchen boasts top-of-the-line

  Elena Schloss Julia B Fee Sothebys Int. Rlty

  102 Legend Dr Unit 201, Sleepy Hollow, NY 10591
• 

  Est $680,366 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 1,698 Sq Ft

  49 Elm St, Sleepy Hollow, NY 10591

  49 Elm St, Sleepy Hollow, NY 10591
• 

  

  /14

  $2,175,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  4 Lighthouse Landing Unit PH523, 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 PH523, Sleepy Hollow, NY 10591
• 

  

  /15

  $2,600 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  131 Depeyster St Unit 2nd Floor, Sleepy Hollow, NY 10591

  This is a 2nd floor apartment in a 3 family house. Flexible layout: either large bedroom with WIC or standard bedroom with office/storage/closet. Apartment features eat in kitchen with new stove, flooring and marble counter tops. Bathroom with new marble counter tops, enclosed shower/tub. Living room and bedroom interchangeable. Larger room has fireplace mantle and small room. This room is ideal

  131 Depeyster St Unit 2nd Floor, Sleepy Hollow, NY 10591
• 

  $478,740 Sold Jun 12, 2025

  • 1,176 Sq Ft
  • $407/SF
  • 49 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1929

  20 Pine St, Sleepy Hollow, NY 10591

  The one you've been waiting for! Welcome to this spacious duplex home located in Webber Park area of legendary Sleepy Hollow that features (4) bedrooms, 1.5 baths, large living room, large dining room, kitchen and walk in pantry, new oil tank and a deep yard with a shed. Three generous sized bedrooms are located on the second floor, and the fourth bedroom is located on the lower level. Corner

  Kyle Farrell Double C Realty

  20 Pine St, Sleepy Hollow, NY 10591
• 

  Est $1,074,745 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  192 Webber Ave, Sleepy Hollow, NY 10591

  192 Webber Ave, Sleepy Hollow, NY 10591
• 

  

  /41

  $1,400,000 Pending

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

  5 Lakeshore Close, Sleepy Hollow, NY 10591

  Impossible to think 'down time' could be this relaxing until you've sat on the deck for hours admiring Fremont Pond listening to nature and feeling a sense of tranquility. This Ranch is nothing short of Spectacular and Bucolic. Finished Basement -as large as first floor- provides the "extra" this n that people look for. Quite Private and yet close to all. Attached Photos are untouched.

  Gail Simring The Foxes Real Estate

  5 Lakeshore Close, Sleepy Hollow, NY 10591
• 

  

  /11

  $2,950 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  49 Beekman Ave Unit 1, Sleepy Hollow, NY 10591

  Immerse yourself in the charm of HISTORIC RIVERTOWN at this stunningly renovated mid-century brick boutique building nestled in the heart of the village. Just steps away from the Tarrytown & Sleepy Hollow waterfront, the iconic Old Croton Aqueduct, Rockefeller Preserve trails, shops, and Metro North rail, this large studio, 1-bath apartment boasts floor-to-ceiling windows. The open floor concept

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  49 Beekman Ave Unit 1, Sleepy Hollow, NY 10591
• 

  $1,900,000 Sold Jun 11, 2025

  • 2,934 Sq Ft
  • $648/SF
  • 333 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2024

  206 Horseman Blvd Unit 43, Sleepy Hollow, NY 10591

  This delightfully classic 4 story brownstone is ideally sized at 2,934, sq. ft. with four bedrooms 3 full and 2 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

  Andrea Martone Houlihan Lawrence Inc.

  206 Horseman Blvd Unit 43, Sleepy Hollow, NY 10591
• 

  Est $1,282,409 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  194 Webber Ave, Sleepy Hollow, NY 10591

  194 Webber Ave, Sleepy Hollow, NY 10591
• 

  

  /14

  $1,855,000 Pending

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

  4 Lighthouse Landing Unit 224, 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 224, Sleepy Hollow, NY 10591
• 

  

  /23

  $2,950 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  28 Dell St Unit 2 R, Sleepy Hollow, NY 10591

  CLOSE TO TRAIN STATION, BACKYARD, PARKING, LAUNDRY ALL INCLUDED IN RENT

  28 Dell St Unit 2 R, Sleepy Hollow, NY 10591
• 

  $1,350,000 Sold Jun 06, 2025

  • 2,493 Sq Ft
  • $542/SF
  • 27 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 2005

  93 River St, Sleepy Hollow, NY 10591

  Experience breathtaking views and exceptional outdoor spaces, including garden terrace and 4 balconies, in this Hudson River Townhouse at Ichabod's Landing. The spacious 2-bedroom home offers generous living space, including a lower-level home office with outdoor patio and a top-floor loft with two private balconies, one with direct views of the iconic Tappan Zee Bridge, colorfully illuminated at

  Aurora Tishelman Houlihan Lawrence Inc.

  93 River St, Sleepy Hollow, NY 10591
• 

  Est $802,182 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  140 New Broadway, Sleepy Hollow, NY 10591

  140 New Broadway, Sleepy Hollow, NY 10591
• 

  

  /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

  Angela Ferrara The Marketing Directors, Inc.

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

  

  /27

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Apartment for Rent

  46 Hudson St Unit 1, Sleepy Hollow, NY 10591

  Brand New 2BR/2BA Apartment with private patio | Modern Luxury Living | Prime Location. Be the first to live in this stunning new construction 2-bedroom, 2-bath apartment that perfectly blends style, comfort, and convenience. Open-Concept Layout with sleek hardwood floors throughout. Gourmet Kitchen with Stainless Steel Appliances, large center island, and custom cabinetry. Relax on your front

  Aurora Novakaj Sterling Property Solutions

  46 Hudson St Unit 1, Sleepy Hollow, NY 10591
• 

  $836,000 Sold Jun 06, 2025

  • 1,542 Sq Ft
  • $542/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  118 Van Tassel Ave, Sleepy Hollow, NY 10591

  Come see this charming Cape-style home, located in the sought-after Webber Park section of Sleepy Hollow. Situated on a level corner lot, this home boasts excellent curb appeal and plenty of space for comfortable living. The main level features a cozy living room with a wood-burning fireplace, a renovated eat-in kitchen with access to a spacious screened-in porch, a full bath, and two well-sized

  Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

  118 Van Tassel Ave, Sleepy Hollow, NY 10591
• 

  Est $831,414 Not Listed For Sale

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

  12 Gory Brook Rd, Sleepy Hollow, NY 10591

  12 Gory Brook Rd, Sleepy Hollow, NY 10591
• 

  

  /9

  $1,740,000 Pending

  • 2 Beds
  • 3 Baths
  • 2,467 Sq Ft

  4 Lighthouse Landing Unit TH18, 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 TH18, Sleepy Hollow, NY 10591
• 

  

  /33

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft
  • Apartment for Rent

  46 Hudson St Unit 3, Sleepy Hollow, NY 10591

  Brand New 3BR/2BA Duplex with Hudson River Views – Walk to Metro-North, Shops & Waterfront!Be the first to live in this stunning, newly constructed duplex offering the perfect blend of luxury, space, and convenience. Featuring an open-concept floor plan, this bright and airy 3-bedroom, 2-bath home is designed for modern living.Sleek stainless steel appliances, Elegant quartz countertops,

  Aurora Novakaj Sterling Property Solutions

  46 Hudson St Unit 3, Sleepy Hollow, NY 10591
• 

  $565,000 Sold Jun 03, 2025

  • 1,258 Sq Ft
  • $449/SF
  • 20 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1850

  18 Andrews Ln, Sleepy Hollow, NY 10591

  Welcome to historic Sleepy Hollow. Your new home is nicely appointed with many upgrades that make this home warm and inviting. Situated in the middle of the village, you are just a few convenient minutes to EVERYTHING including Metro North, Barnhart Park, Shopping, Restaurants, Schools, Public Transportation, and all major highways. When you walk into your new home, you'll notice the gleaming

  CHRISTOPHER FILANGERI BHHS Hudson Valley Properties

  18 Andrews Ln, Sleepy Hollow, NY 10591
• 

  Est $1,035,073 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  183 Webber Ave, Sleepy Hollow, NY 10591

  183 Webber Ave, Sleepy Hollow, NY 10591
• 

  

  /13

  $1,875,000 Pending

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

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

  

  /18

  $5,000 per month

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Apartment for Rent

  15 Holland Ave, Sleepy Hollow, NY 10591

  Amazing place Huge living room . Must see your new home in the heart of Sleepy Hollow. This inviting 4-bedroom, 2-bathroom house offers a bright extremely large living Room Dining room , eat in kitchen . Each bedroom is spacious and comfortable, with updated bathrooms adding a touch of style. Enjoy a private backyard for relaxation and entertaining. Conveniently located near local amenities and

  PRELA PALJUSEVIC One New York Realty Inc.

  15 Holland Ave, Sleepy Hollow, NY 10591
• 

  $1,150,000 Sold May 30, 2025

  • 2,740 Sq Ft
  • $420/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1956

  12 Evergreen Way, Sleepy Hollow, NY 10591

  Welcome to your dream home in Sleepy Hollow Manor! This captivating 3-bedroom, 3-bathroom split-level residence masterfully marries vintage charm with modern touches. Step into the gorgeous eat-in kitchen, a showstopper that graced the pages of newspapers and magazines in the 80s, showcasing a design and style that was truly ahead of its time. This kitchen is the heart of the home, adorned with

  Jocelyn Cloder Compass Greater NY, LLC

  12 Evergreen Way, Sleepy Hollow, NY 10591
• 

  Est $1,104,031 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,607 Sq Ft

  26 Devries Ave, Sleepy Hollow, NY 10591

  26 Devries Ave, Sleepy Hollow, NY 10591

Showing Results 1 - 40, Page 1 of 18