Homes for Sale near Westorchard Elementary School

/21
$3,995,000
- 7 Beds
- 5.5 Baths
- 5,700 Sq Ft
433 Arcady Rd, Ossining, NY 10562

Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

Nancy Kennedy Houlihan Lawrence Inc.

433 Arcady Rd, Ossining, NY 10562
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/9
$2,895,000
- 4 Beds
- 5.5 Baths
- 4,589 Sq Ft
39 Barnes Ln, Chappaqua, NY 10514

Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this Fall 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

Karin Kimtis Compass Greater NY, LLC

39 Barnes Ln, Chappaqua, NY 10514
/35
$999,000

Open Sat 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,891 Sq Ft
4 Depew St, Pleasantville, NY 10570

ATTEENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal commercial ground floor space offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to

Al Posillico Keller Williams Realty Group

4 Depew St, Pleasantville, NY 10570
/30
$699,500
- 3 Beds
- 3 Baths
- 1,912 Sq Ft
65 S State Rd, Briarcliff Manor, NY 10510

Opportunity awaits with this 3 bedroom, 3 bath Colonial in Briarcliff Manor, NY, located within the award-winning Briarcliff Manor School District. Featuring hardwood floors, central air conditioning, municipal water/sewer, and timeless Colonial charm, this Westchester County home offers an excellent chance to renovate, personalize, and build lasting equity. Whether you're a first-time buyer,

Janet Brand Houlihan Lawrence Inc.

65 S State Rd, Briarcliff Manor, NY 10510
/39
$5,850,000

$400K PRICE DROP
- 6 Beds
- 8 Baths
- 12,343 Sq Ft
9 Terrace Cir, Armonk, NY 10504

Set majestically on nearly three gated acres in Armonk’s coveted Wrights Mill Estates, this extraordinary hand-cut stone manor with over 12,000 sq ft of classic architecture, artisan craftsmanship, and resort-caliber living. A breathtaking foyer leads to the two-story great room with an impressive window wall and fireplace. A richly paneled study and sunlit conservatory offer space for dual home

Brian Milton Compass Greater NY, LLC

9 Terrace Cir, Armonk, NY 10504
/5
$1,150,000

Coming Soon
- 4 Beds
- 2.5 Baths
- 2,982 Sq Ft
49 E Ridge Ln, Mount Kisco, NY 10549

***CHAPPAQUA SCHOOL DISTRICT*** Tucked away on a quiet cul-de-sac and set on nearly half an acre of beautifully landscaped property, this sun-filled Colonial offers the perfect combination of space, comfort, and convenience. Thoughtfully maintained and move-in ready, the home features almost 3,000 square feet of inviting living space for everyday living and effortless entertaining. A welcoming

Matthew Valvano Berkshire Hathaway HS NY Prop

49 E Ridge Ln, Mount Kisco, NY 10549
/50
$2,850,000
- 5 Beds
- 5.5 Baths
- 5,951 Sq Ft
28 Mclain St, Bedford Corners, NY 10549

Welcome to 28 McLain, Bedford Corners NY - a modern villa set on over two acres of private , level land at the end of a serene cul de sac. Prestigious Bedford Corners community presents an exceptional lifestyle with access to renowned public and private schools, curated boutique shopping and a vibrant culinary scene unlike any other. Designed for both grand entertaining and intimate gatherings,

Jaimme Pudalov Houlihan Lawrence Inc.

28 Mclain St, Bedford Corners, NY 10549
/49
$1,100,000
- 5 Beds
- 3 Baths
- 2,715 Sq Ft
2 Turner Dr, Chappaqua, NY 10514

Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch

Lauren Zaccaria Houlihan Lawrence Inc.

2 Turner Dr, Chappaqua, NY 10514
/38
$2,900,000

$600K PRICE DROP
- 7 Beds
- 7 Baths
- 5,502 Sq Ft
83 Somerstown Rd, Ossining, NY 10562

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

Dalia Valdes Julia B Fee Sothebys Int. Rlty

83 Somerstown Rd, Ossining, NY 10562
/29
$2,750,000
- 5 Beds
- 8 Baths
- 7,488 Sq Ft
9 Oregon Rd, Bedford Corners, NY 10549

Set on nearly seven acres in the prime estate area of the bucolic Bedford countryside, this gated country compound offers privacy, charm, and endless possibilities. The setting is absolutely picturesque with rolling lawns lined with stone walls. The main residence was extensively updated in 2020 with a new chef’s kitchen, all new bathrooms, a new roof, and a new HVAC system. The estate extends

Angela Kessel Houlihan Lawrence Inc.

9 Oregon Rd, Bedford Corners, NY 10549
/30
$1,050,000
- 3 Beds
- 3 Baths
- 2,160 Sq Ft
568 Saw Mill River Rd, Millwood, NY 10546

Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

Stacey Sporn William Raveis Real Estate

568 Saw Mill River Rd, Millwood, NY 10546
/39
$1,995,000
- 14 Beds
- 7.5 Baths
- 15,000 Sq Ft
139 Scarborough Rd, Briarcliff Manor, NY 10510

A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway

Jamey Gelardi Houlihan Lawrence Inc.

139 Scarborough Rd, Briarcliff Manor, NY 10510
/50
$1,594,000

Open Sun 10AM - 12PM $101K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,420 Sq Ft
676 Hardscrabble Rd, Chappaqua, NY 10514

Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the

Elvira Aloia Corcoran Legends Realty

676 Hardscrabble Rd, Chappaqua, NY 10514
/2
$20,000
F-1 Half Moon Bay Dr, Croton-On-hudson, NY 10520

Secure your spot at Half Moon Bay Marina - Premier Boat Slip Available in Croton-on-Hudson. Enjoy the perfect blend of convenience and natural beauty with this exclusive boat slip on the magnificent Hudson River. Prime location, just minutes from the Croton-Harmon RR station and village center. Easy docking for quick launch and peaeful returns. Owners of slips may join the Half Moon Bay pool for

Nancy Kennedy Houlihan Lawrence Inc.

F-1 Half Moon Bay Dr, Croton-On-hudson, NY 10520
/50
$1,500,000
- 6 Beds
- 4.5 Baths
- 5,107 Sq Ft
12 Mount Airy Rd E, Croton On Hudson, NY 10520

Welcome to 12 Mount Airy Road East, an exceptionally well maintained 6-bedroom, 4.5-bath residence set on just over 2 private acres in the highly regarded Croton-Harmon School District. Thoughtfully designed with timeless elegance and modern luxury in mind, this impressive home offers expansive living spaces, soaring ceilings, oversized windows that fill the home with natural light, and refined

Joseph Lukic Compass Greater NY, LLC

12 Mount Airy Rd E, Croton On Hudson, NY 10520
/31
$819,000

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,716 Sq Ft
94 East Way, Mount Kisco, NY 10549

Welcome home to this beautifully renovated Cape Cod, with thoughtful design and modern finishes throughout. The heart of the home is the brand-new kitchen featuring white cabinetry, quartz countertops, and stainless-steel appliances, seamlessly opening to the living room and a sun-filled dining room with a large picture window. The inviting living room showcases a charming fireplace with a

Anthony Sibio Coldwell Banker Realty

94 East Way, Mount Kisco, NY 10549
/36
$799,000
- 3 Beds
- 2 Baths
- 1,726 Sq Ft
98 Mount Airy Rd E, Croton On Hudson, NY 10520

Sought-after Mount Airy location in the village of Croton-on-Hudson. Private 3/4 acre lot with beautiful park-like grounds. This home has a wonderful floor plan featuring an open cooks kitchen to a great room with a fireplace and architectural details - vaulted beamed ceiling, wood floors and walls of windows flooding your living space with beautiful sunlight. 2 sliding door to a large deck

Nancy Kennedy Houlihan Lawrence Inc.

98 Mount Airy Rd E, Croton On Hudson, NY 10520
/39
$1,995,000
- 4 Beds
- 3 Baths
- 3,288 Sq Ft
12 Brandon Dr, Mount Kisco, NY 10549

Nestled on a picturesque tree-lined street in the highly sought-after Chappaqua School District, this beautifully renovated 4-bedroom Colonial combines timeless charm with thoughtfully updated living spaces. A welcoming front porch offers the perfect place to enjoy a quiet morning coffee or relax on a summer evening. A gracious entry foyer introduces the home's warm and inviting interior. The

Cindy Glynn Compass Greater NY, LLC

12 Brandon Dr, Mount Kisco, NY 10549
/23
$1,590,000

$35K PRICE DROP
- 3 Beds
- 4 Baths
- 2,576 Sq Ft
17 Lila Ln, Chappaqua, NY 10514

Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

Jocelyn Cloder Compass Greater NY, LLC

17 Lila Ln, Chappaqua, NY 10514
/36
$1,099,000

$100K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,903 Sq Ft
4 Annes Wood Ln, Mount Kisco, NY 10549

Welcome to this beautifully situated townhouse in the highly desirable Riverwoods community, where tranquil woodland views and thoughtfully designed living spaces create the perfect retreat. Nestled against a picturesque backdrop of mature trees and a gently flowing stream, this home offers both privacy and natural beauty in an exceptional setting.The sun-filled eat-in kitchen is as inviting

Tracy Cunniff Houlihan Lawrence Inc.

4 Annes Wood Ln, Mount Kisco, NY 10549
/19
$879,000
- 3 Beds
- 2 Baths
- 1,825 Sq Ft
460 Washington Ave, Pleasantville, NY 10570

There are homes that need a project list. This isn't one of them. An impeccably maintained split-level offering that rare opportunity to simply move in and start enjoying from day one. Every major improvement has already been completed, inviting you in with confidence. A stunningly redesigned kitchen, updated baths, central air, young roof and siding, and a brand new boiler and hot water heater

Maria Fitzgerald Compass Greater NY, LLC

460 Washington Ave, Pleasantville, NY 10570
/27
$579,000
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
309 N Greeley Ave Unit 5C, Chappaqua, NY 10514

Welcome to 309 N. Greeley Avenue. This lovely first floor Town House in the sought-after Chestnut Oaks Community is conveniently located to the heart of downtown Chappaqua. With the award-winning Chappaqua School District and proximity to a Metro North station, this property will not last! This Two Bed, 1 Bath unit has a great layout with a front and back patio! There are no stairs (just one

Daniel Berger RE/MAX Prestige Properties

309 N Greeley Ave Unit 5C, Chappaqua, NY 10514
/11
$82,500
- 1 Bed
- 1 Bath
- 825 Sq Ft
35 Stewart Place Unit 601, Mount Kisco, NY 10549

Stewart Heights is all about location. Near so much including metro north, restaurants, shops, parks. This 1-bedroom unit will update nicely as there are wood parquet floors under the wall-to-wall carpet. Renovate or just paint, this unit has many possibilities. There are closets in the living room as well as bedroom and plenty of storage in the kitchen area. On site superintendent, laundry

Kim Locascio Coldwell Banker Realty

35 Stewart Place Unit 601, Mount Kisco, NY 10549
/18
$705,000

Open Sat 12PM - 2PM $45K PRICE DROP
- 4 Beds
- 2 Baths
- 2,110 Sq Ft
321 Spring St, Ossining, NY 10562

Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls &

Margaret Callaci Corcoran Legends Realty

321 Spring St, Ossining, NY 10562
/21
$699,000
- 5 Beds
- 2 Baths
- 1,860 Sq Ft
1 Edward St, Ossining, NY 10562

FULLY AVAILABLE as of 7-7-2026. Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units

Tana McGuire eXp Realty

1 Edward St, Ossining, NY 10562
/37
$825,000

$265K PRICE DROP
- 3 Beds
- 2.5 Baths
- 3,990 Sq Ft
81 Glendale Rd, Ossining, NY 10562

Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

Helena Macintyre North Country Sothebys Int Rlt

81 Glendale Rd, Ossining, NY 10562
/49
$3,599,000
- 5 Beds
- 6.5 Baths
- 10,594 Sq Ft
301 Whippoorwill Rd, Chappaqua, NY 10514

Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of

Cindy Glynn Compass Greater NY, LLC

301 Whippoorwill Rd, Chappaqua, NY 10514
/31
$425,000

Open Sat 12PM - 2PM
- 2 Beds
- 1.5 Baths
- 1,302 Sq Ft
42 Revolutionary Rd, Ossining, NY 10562

This adorable Ossining Schools gem awaits new owners to provide personal touches and TLC. It boast a welcoming entry leading to living room with charming details including arched doorway, built in shelving, and fireplace. Bright airy dining/flex room, 1st floor half bath, eat in kitchen with breakfast nook/ dining area and sliding door to patio. Climb the stairs to enjoy two sunny bedrooms each

Teresa Keys Keller Williams Realty Group

42 Revolutionary Rd, Ossining, NY 10562
/48
$603,000

$12K PRICE DROP
- 2 Beds
- 2 Baths
23 Hudson Point Ln, Ossining, NY 10562

Rare Hudson River View Home with Resort-Style Amenities This beautiful main-level home offers picturesque Hudson River views and a tastefully upgraded kitchen and bathrooms, making it one of the rarest opportunities in this highly sought-after riverfront community in the Hudson Valley. Start your mornings with coffee and unwind in the evenings with your favorite beverage on your private covered

Matthew Harms Time Away Realty Group

23 Hudson Point Ln, Ossining, NY 10562
/14
$95,000
- 1 Bath
- 602 Sq Ft
35 Stewart Place Unit 204A, Mount Kisco, NY 10549

Move right into this beautifully renovated studio that lives like a one-bedroom. Bright, open, and thoughtfully designed, this turnkey home features large windows, hardwood floors and generous closet space. Available furnished or unfurnished. Enjoy unbeatable convenience with assigned parking, laundry just steps away, and a prime Mount Kisco location. Walk to the Metro-North station with direct

Kimra Pierre Corcoran Legends Realty

35 Stewart Place Unit 204A, Mount Kisco, NY 10549
/16
$155,000

$2K PRICE INCREASE
- 1 Bed
- 1 Bath
- 750 Sq Ft
125 S Highland Ave Unit C5, Ossining, NY 10562

Welcome to this beautifully maintained one-bedroom, one-bath co-op in the highly sought-after Highland Terrace complex in Ossining — where opportunities to own rarely become available. Filled with natural sunlight throughout, this inviting home offers a warm and airy atmosphere from the moment you step inside. The versatile entry foyer offers the perfect flex space to suit your lifestyle — ideal

Tracie Tobacco Coldwell Banker Realty

125 S Highland Ave Unit C5, Ossining, NY 10562
/6
$2,250,000

Coming Soon
- 4 Beds
- 6 Baths
- 4,340 Sq Ft
82 Shingle House Rd, Millwood, NY 10546

A rare opportunity to own a private mini-estate on approximately 6.9 acres in Millwood. The main residence offers four bedrooms, three-and-a-half baths and generous living spaces with views of the property’s natural surroundings. Highlights include an eat-in country kitchen with French marble flooring, a living room overlooking the pond and waterfall, multiple fireplaces, radiant heat in the

Vesna Kanacki Century 21 Elite Realty

82 Shingle House Rd, Millwood, NY 10546
/10
$97,000

$18K PRICE DROP
- 1 Bed
- 1 Bath
- 825 Sq Ft
25 Stewart Place Unit 615, Mount Kisco, NY 10549

Beautifully updated one-bedroom, one-bathroom unit for sale in a desirable elevator co-op located in the highly sought-after town of Mount Kisco. Enjoy the convenience of a short stroll to the charming village, with easy access to the train for a quick commute to NYC, as well as a variety of shops and restaurants to suit every taste. Situated on the sixth floor, this freshly painted unit features

Alexander Marks William Raveis-New York LLC

25 Stewart Place Unit 615, Mount Kisco, NY 10549
/6
$639,000
- Land
- 7,405 Sq Ft
- $3,758,824 per Acre
65 S Bedford Rd, Chappaqua, NY 10514

A rare opportunity to build mixed use consisting of commercial/professional and multi-family with huge income potential.The 1st floor as commercial and the 2nd and 3rd floors residential apartments.An architect has drawn 4 concept plans ranging from commercial space and lobby with (4) 2-bedroom apartments to commercial space and lobby with (6) 1-bedroom apartments.One example:1st

Theodore Weinstein REO Edge LLC

65 S Bedford Rd, Chappaqua, NY 10514
/50
$950,000

$104K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,872 Sq Ft
875 Hanover St, Yorktown Heights, NY 10598

MOTIVATED SELLER! Welcome home to this beautifully maintained, move in ready residence offering spacious, sun-filled interiors and an ideal open-concept layout designed for both comfortable everyday living and effortless entertaining. The heart of the home is the expansive kitchen, featuring abundant wood cabinetry, a large center island, a convenient bar/desk area, and a sunny breakfast nook.

Donna King Houlihan Lawrence Inc.

875 Hanover St, Yorktown Heights, NY 10598
/17
$649,000
- 2 Beds
- 1.5 Baths
- 1,035 Sq Ft
16 Manville Ln Unit 2, Pleasantville, NY 10570

Welcome to this beautifully updated, move-in-ready 2-bedroom, 1.5-bath first-floor condominium offering 1,035 square feet of comfortable, low-maintenance living in the highly sought-after Foxwood community. This thoughtfully maintained home combines modern finishes, convenience, and an exceptional location in the heart of Pleasantville.Inside, you'll find beautiful hardwood floors throughout,

Laura Pizzuti Berkshire Hathaway HS NY Prop

16 Manville Ln Unit 2, Pleasantville, NY 10570
/36
$725,001
- 3 Beds
- 1.5 Baths
- 1,330 Sq Ft
24 Valley View Terrace, Mount Kisco, NY 10549

Welcome to this inviting split-level home, ideally located just minutes from vibrant downtown Mount Kisco. Offering 3 bedrooms, 1 full bath, and 1 half bath, this home combines comfort, functionality, and opportunity. Freshly painted throughout, featuring recently refinished floors and an updated half bath, the interior provides a bright, move-in-ready canvas for you to add your own personal

Cynthia Leite ERA Insite Realty Services

24 Valley View Terrace, Mount Kisco, NY 10549
/39
$699,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,286 Sq Ft
32 Terrace Ave, Ossining, NY 10562

This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

Jason Kerwar William Raveis Real Estate

32 Terrace Ave, Ossining, NY 10562
/27
$1,085,000

$15K PRICE DROP
- 4 Beds
- 3 Baths
- 2,606 Sq Ft
54 Allapartus Rd, Ossining, NY 10562

Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

Derek Greene Greene Realty Group

54 Allapartus Rd, Ossining, NY 10562
/49
$5,399,000
- 5 Beds
- 8 Baths
- 10,114 Sq Ft
16 Wrights Mill Rd, Armonk, NY 10504

Set within the prestigious Thomas Wright Estates of Armonk, this extraordinary estate blends timeless architecture, exceptional craftsmanship, and sophisticated modern luxury. Privately perched atop beautifully landscaped grounds, the property offers remarkable privacy and tranquility just moments from downtown Armonk and an easy commute to New York City. A picturesque entrance framed by stately

Stacey Sporn William Raveis Real Estate

16 Wrights Mill Rd, Armonk, NY 10504

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