3,363

Westchester, NY Homes

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  • /40

    $2,150,000

    • 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
  • /28

    $3,386 - $34,274 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
  • 10 Evergreen Way, Sleepy Hollow, NY 10591

    $1,147,000 Sold Aug 06, 2025

    • 2,969 Sq Ft
    • $386/SF
    • 274 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1957

    10 Evergreen Way, Sleepy Hollow, NY 10591

    Peaceful Country Living In Historic Sleepy Hollow, NY - Ultra Quiet Location In Sleepy Hollow Manor - A Unique & Desirable Neighborhood Enclave - 2969 Sq Ft, 4 BR, 3.5 Bath Home With Large Windows, Generously Proportioned Rooms & Spacious Walkout Basement (additional 1500+ sq ft) - Conveniently Located Near All Community & Recreational Amenities - Only 40 Minutes From NYC - MAIN LIVING AREA: *

    Bill Boeckelman Coldwell Banker Realty

    10 Evergreen Way, Sleepy Hollow, NY 10591
  • /14

    $2,195,000 Open Sun 11AM - 3PM

    • 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
  • /29

    $3,100 per month

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft
    • Apartment for Rent

    17 Lawrence Ave Unit 2, Sleepy Hollow, NY 10591

    PRISTINE CONDITION AND PERFECT LOCATION! This completely remodeled, sun-drenched, 2-bedroom, 1-bath apartment is waiting for you to call it home. Everything you could ask for... gleaming floors, updated kitchen and bathroom, separate living and dining rooms, and a bonus two-room den/office space making this two-bedroom live like a three. What’s more, you have in-unit

    Michael A Tarallo Giner Real Estate Inc.

    17 Lawrence Ave Unit 2, Sleepy Hollow, NY 10591
  • /78

    $739,000 Sold Jul 24, 2025

    • 2,355 Sq Ft
    • $314/SF
    • 16 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    119 Depeyster St, Sleepy Hollow, NY 10591

    FINAL AND BEST: 12/03/2024 ( Tuesday)Open House: Sunday Dec 1stSold AS ISCharming 2-family home, 3 Bedrooms, 2 Bathrooms and a Studio apartment in the back, which faces a private backyard, perfect for relaxing or entertaining, nestled in the heart of Sleepy Hollow! Perfectly blending modern convenience with timeless character, this property is an incredible opportunity for

    Miguel Oliveira Howard Hanna Capital Inc

    119 Depeyster St, Sleepy Hollow, 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
  • /65

    $3,350 - $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
  • 225 Hunter Ave, 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
  • /40

    $1,799,000 Pending

    • 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
  • /14

    $2,950 per month

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

    115 Cortlandt St Unit 2S, Sleepy Hollow, NY 10591

    Well-appointed 2-bedroom apartment located just minutes from the Tarrytown train station and village shops. Situated on the top floor, this residence offers an open-concept living room and kitchen filled with natural light, GE appliances, and an in-unit washer and dryer for added convenience. Step out onto your private deck and enjoy sweeping views of the Mario Cuomo Bridge. The spacious bathroom

    Marc Campolongo Marc Jason

    115 Cortlandt St Unit 2S, Sleepy Hollow, NY 10591
  • 11 Highland Ave, 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
  • /14

    $1,765,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    4 Lighthouse Landing Unit TH12, 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 TH12, Sleepy Hollow, NY 10591
  • /24

    $2,800 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
  • 304 Palisades Blvd Unit 90, 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
  • /39

    $2,300,000 Pending

    • 6 Beds
    • 4.5 Baths
    • 6,449 Sq Ft

    157 Merlin Ave, Sleepy Hollow, NY 10591

    A home to treasure in Sleepy Hollow. Nestled on a quiet, tree-lined street, this classic Colonial offers the perfect blend of charm, space, and location. Situated in the heart of Philipse Manor, the home enjoys easy access to the train station, beach, boat club, and scenic neighborhood parks. A spacious covered front porch welcomes you with timeless appeal—ideal for relaxing or entertaining.

    Aurora Tishelman Houlihan Lawrence Inc.

    157 Merlin Ave, Sleepy Hollow, NY 10591
  • /29

    $3,800 per month

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

    61 Howard St, Sleepy Hollow, NY 10591

    Welcome to this beautiful newly renovated 2-bedroom nestled in the heart of Sleepy Hollow, perfectly situated within the highly sought-after Tarrytown School District. Step inside to find sun-drenched rooms with gleaming hardwood floors & a modern open-concept layout. The kitchen is fully equipped with energy-efficient, all stainless steel appliances, quartz countertops & sleek cabinetry ideal

    Tristen Sierra Real Broker NY LLC

    61 Howard St, Sleepy Hollow, NY 10591
  • 102 Legend Dr Unit 201, 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
  • /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
  • /60

    $3,500 per month

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

    61 Howard St Unit 2, Sleepy Hollow, NY 10591

    Welcome to this beautiful newly renovated 2-bedroom nestled in the heart of Sleepy Hollow,perfectly situated within the highly sought-after Tarrytown School District. Step inside to find sun-drenched rooms with gleaming hardwood floors & a modern open-concept layout. The kitchen is fully equipped with energy-efficient,all stainless steel appliances,quartz countertops & sleek cabinetry ideal for

    61 Howard St Unit 2, Sleepy Hollow, NY 10591
  • 20 Pine St, 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
  • /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

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    35 Elm St Unit 1st F, Sleepy Hollow, NY 10591

    Move right into this charming 2-bedroom, 1-bath apartment, ideally situated in the picturesque village of Sleepy Hollow! Step inside this charming unit to find hardwood floors flowing throughout, leading you to a spacious eat-in kitchen complete with newer appliances. The updated bathroom provides a fresh and modern feel. You'll also appreciate the convenience of laundry access right on the

    Christine Ricci Keller Williams NY Realty

    35 Elm St Unit 1st F, Sleepy Hollow, NY 10591
  • 206 Horseman Blvd Unit 43, 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
  • /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
  • /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
  • 93 River St, 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
  • /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
  • /33

    $6,800 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
  • 118 Van Tassel Ave, 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Sleepy Hollow, NY

Housing Trends

Median Sale Price
$1,180,750
Median 2 Bedroom Sale Price
$1,345,375
Median 1 Bedroom Sale Price
$830,000
Average Price Per Sq Ft
$826
Number of Homes for Sale
2
Last 12 months Home Sales
10
Months of Supply
2.40
Median List Price
$1,510,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
19%
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