Westchester, NY Homes

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  $1,275,000

  • 3 Beds
  • 3.5 Baths
  • 3,051 Sq Ft

  26 Dennis Ln, Mount Pleasant, NY 10570

  This stunning townhouse, one of Toll Brothers' original model homes, is the epitome of luxury living. Boasting exquisite upgrades throughout, this home features top-of-the-line finishes, custom built-ins, fabulous moldings, designer lighting, and impeccable decorative details. The master suite is a true retreat with a sitting area, vaulted ceilings, and a luxurious en-suite bath. Two additional

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 483-3294

  26 Dennis Ln, Mount Pleasant, NY 10570
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• 

  

  

  /21

  $6,250 per month

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft
  • House for Rent

  235 Douglas Rd, Chappaqua, NY 10514

  This beautifully updated rental offers a bright, open layout and a prime location just under a mile from downtown Chappaqua and the Metro North station—perfect for easy commuting and enjoying all the local spots. Freshly painted and move-in ready, the home is available furnished or unfurnished.The main level features a sun-filled living and dining area, an updated kitchen, a spacious

  Danielle Della Pella Compass Greater NY, LLC

  235 Douglas Rd, Chappaqua, NY 10514
• 

  $525,000 Sold Aug 05, 2025

  • 962 Sq Ft
  • $546/SF
  • 39 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  12 Brundage St, Armonk, NY 10504

  Charming Downtown Armonk Home in Byram Hills School District. Located in the heart of Armonk, this sun-filled 2-bedroom, 1-bathroom home offers the perfect blend of comfort, convenience, and potential. Nestled on a quiet street and backing up to serene open land, this property provides rare privacy while being just minutes from Armonk Square, local parks, restaurants, and commuter routes. Inside,

  Aurora Banaszek Compass Greater NY, LLC

  12 Brundage St, Armonk, NY 10504
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  74 Lawrence Ct Unit D, White Plains, NY 10603

  74 Lawrence Ct Unit D, White Plains, NY 10603
• 

  

  

  /50

  $1,499,999

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  302 Washington Ave, Pleasantville, NY 10570

  Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

  Cathy DeBow William Raveis Real Estate

  302 Washington Ave, Pleasantville, NY 10570
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  /16

  $2,500 per month

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

  55 Cedar St Unit 3R, Valhalla, NY 10595

  Bright 1 bedroom apartment on 2nd floor of walk-up building located in Valhalla. Updated eat-in kitchen with new appliances and ample cabinet space. Hardwood floors throughout entire apartment and plenty of natural light. Abundant sized bedroom with walk-in closet, private balcony and central air conditioning. 2 parking spaces, close to town, train station, restaurants and shops. No Pets and No

  55 Cedar St Unit 3R, Valhalla, NY 10595
• 

  $2,250,000 Sold Aug 05, 2025

  • 5,711 Sq Ft
  • $394/SF
  • 14 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1991

  5 Pioneer Trail, Armonk, NY 10504

  Tucked away on a quiet cul-de-sac in one of Armonk’s most coveted neighborhoods, this stunning, turn-key Colonial sits on 2.5 acres of beautifully landscaped grounds, surrounded by mature trees with a potential pool site. With over 5,700 square feet of sun-drenched living space, this five-bedroom, six-bathroom home perfectly balances timeless style, a functional layout, and modern amenities. Step

  Leslie Shemin-Lester Julia B Fee Sothebys Int. Rlty

  5 Pioneer Trail, Armonk, NY 10504
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  56 Lawrence Dr Unit D, White Plains, NY 10603

  56 Lawrence Dr Unit D, White Plains, NY 10603
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  /49

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  77 Haights Cross Rd, Chappaqua, NY 10514

  Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

  Joshua Rogull Julia B Fee Sothebys Int. Rlty

  77 Haights Cross Rd, Chappaqua, NY 10514
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  /28

  $9,000 per month

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Townhouse for Rent

  16 Agnew Farm Rd, Armonk, NY 10504

  This immaculate 3-bedroom, 2.5-bath townhouse offers modern living just minutes from town and an easy stroll to Armonk’s acclaimed restaurants, markets, and specialty shops. The home is in absolute move-in condition with a desirable first-floor primary suite, a gourmet kitchen with granite counters and high-end appliances, and an open floor plan with cathedral ceilings and abundant natural

  Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  16 Agnew Farm Rd, Armonk, NY 10504
• 

  $549,222 Sold Aug 05, 2025

  • 1,447 Sq Ft
  • $380/SF
  • 46 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  40 Mckinley Ave, Valhalla, NY 10595

  Lovely, updated 3-bedroom split level home in convenient location. Enjoy the sunny eat-in kitchen with skylights, living room with fireplace, and updated bathroom. Hardwood floors, recessed lighting, central air, unfinished basement, & workshop in garage. Relax on patio off the kitchen, as well as on the rear level yard & patio for outdoor entertainment. Close to Village shopping and

  Mark Seiden Mark Seiden Real Estate Team

  40 Mckinley Ave, Valhalla, NY 10595
• 

  Est $604,737 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 966 Sq Ft

  20 Whippoorwill Rd E Unit 2B, Armonk, NY 10504

  20 Whippoorwill Rd E Unit 2B, Armonk, NY 10504
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  /44

  $1,774,000

  • 3 Beds
  • 3.5 Baths
  • 3,614 Sq Ft

  21 Wallace Way, Chappaqua, NY 10514

  Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

  Ken Wile Redfin Real Estate

  21 Wallace Way, Chappaqua, NY 10514
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  /12

  $2,000 per month

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

  89 Prospect Ave Unit 3, Valhalla, NY 10595

  89 Prospect Ave Unit 3, Valhalla, NY 10595
• 

  $2,310,000 Sold Aug 04, 2025

  • 4,771 Sq Ft
  • $484/SF
  • 4 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1984

  19 Trapping Way, Pleasantville, NY 10570

  Welcome Home! This meticulously maintained 5-bedroom Colonial is located in The Estates, in one of the most sought-after school districts Byram Hills School. Set on a beautifully landscaped, level corner lot just under an acre, the property offers both privacy and space—perfect for relaxing or entertaining. The first floor features a chef’s kitchen that opens to a spacious great room, along with

  Stacey Sporn William Raveis Real Estate

  19 Trapping Way, Pleasantville, NY 10570
• 

  Est $4,942,624 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 8,300 Sq Ft

  12 Terrace Cir, Armonk, NY 10504

  12 Terrace Cir, Armonk, NY 10504
• 

  

  /9

  $1,807,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft

  2 Carriage Ln Unit 81, Chappaqua, NY 10514

  HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner

  Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514
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  /24

  $9,750 per month

  • 4 Beds
  • 3.5 Baths
  • 3,882 Sq Ft
  • House for Rent

  777 Armonk Rd, Mount Kisco, NY 10549

  Set on over five secluded acres with picturesque pond and woodland views, this beautifully furnished 4-bedroom home offers a perfect blend of timeless character and modern comfort. Ideal for short- or long-term stays, the residence is thoughtfully designed for both relaxation and functionality.The main level welcomes you with a gracious entry foyer, a chef’s kitchen with premium

  Mark Sanford Berkshire Hathaway HS NE Prop.

  777 Armonk Rd, Mount Kisco, NY 10549
• 

  $772,500 Sold Aug 04, 2025

  • 1,500 Sq Ft
  • $515/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  22 Livingston Ave, Valhalla, NY 10595

  Welcome to this beautifully maintained and thoughtfully updated Cape Cod-style home, perfectly situated in the heart of Valhalla Park. Blending classic charm with modern comfort, this residence offers a bright and open layout, flooded with natural light and enhanced by tasteful, contemporary finishes. Step inside to a spacious living room featuring large bay windows with custom window treatments,

  Geno George Compass Greater NY, LLC

  22 Livingston Ave, Valhalla, NY 10595
• 

  Est $1,518,252 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  34 Hardscrabble Hill Rd, Chappaqua, NY 10514

  34 Hardscrabble Hill Rd, Chappaqua, NY 10514
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  /48

  $1,299,000 Open Sat 2PM - 4PM

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

  5 Country Club Ln, Pleasantville, NY 10570

  Welcome to this beautifully designed END + CORNER UNIT townhome offering 2 spacious bedrooms, plus 2 extra rooms, with flexible options for guest rooms, additional bedrooms, or a home office. Perfectly situated just across from the Clubhouse, pool, restaurant, and pro shop, this home puts world-class amenities right at your doorstep. With two attached garages and a spacious open layout, comfort

  Marina Suh Keller Williams Realty Group

  5 Country Club Ln, Pleasantville, NY 10570
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  /49

  $3,500 per month

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

  857 Sherman Ave Unit 2, Thornwood, NY 10594

  Beautiful 1100 square foot 2-bedroom plus large loft, 1 bathroom apartment . Newly renovated kitchen cabinets & appliances . Fully renovated modern bathroom. New energy, efficient AC heating units in each room.New carpet and flooring fresh paint throughout. Located just a short walk to local stores and supermarket. Less than 1 mile to Thornwood railroad station.Personal Outdoor patio and

  857 Sherman Ave Unit 2, Thornwood, NY 10594
• 

  $785,000 Sold Aug 04, 2025

  • 2,016 Sq Ft
  • $389/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1953

  28 Lawrence St, Mount Kisco, NY 10549

  Charming Renovated Cape in Mount KiscoNestled just moments from the vibrant village center, this picture-perfect 4 bedroom, 2.5 bath Cape blends classic charm with thoughtful, design-forward updates-offering a sanctuary where every detail has been curated with intention.From the moment you arrive, the freshly painted exterior evokes a timeless warmth. Step inside to discover

  Fortunato Cambareri Fortunato Cambareri Inc.

  28 Lawrence St, Mount Kisco, NY 10549
• 

  Est $1,186,849 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,066 Sq Ft

  18 Cottage Grove, Thornwood, NY 10594

  18 Cottage Grove, Thornwood, NY 10594
• 

  

  /34

  $1,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,929 Sq Ft

  4 Hemlock Hollow Place, Armonk, NY 10504

  Welcome to this sleek, light-filled Contemporary in Armonk, where openness and design converge on 2.21 private acres in the award-winning Byram Hills school district. A circular driveway leads to a dramatic double-height foyer with gleaming marble floors, setting the tone for the sun-drenched interiors that follow.Walls of windows, soaring ceilings, and skylights flood the home with natural

  Mary Stetson Stetson Real Estate

  4 Hemlock Hollow Place, Armonk, NY 10504
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  /28

  $6,595 per month

  • 3 Beds
  • 2.5 Baths
  • 2,848 Sq Ft
  • Townhouse for Rent

  19 Dennis Ln, Pleasantville, NY 10570

  Don't miss out renting this beautiful townhome in the Enclave at Pleasantville. Built by the Toll Brothers, enjoy luxury living in this very spacious home offering 3 bedrooms, 2 full baths, 2 half baths, gourmet kitchen with oversized island, family room, open plan living/dining room and a full finished basement. Complete with hardwood floors, high ceilings, recessed lighting and private outdoor

  Danielle Powers

  19 Dennis Ln, Pleasantville, NY 10570
• 

  $3,100,000 Sold Aug 04, 2025

  • 5,386 Sq Ft
  • $576/SF
  • 5 Days On Market

  • 4 Beds
  • 6.5 Baths
  • Built 1957

  11 Seymour Place E, Armonk, NY 10504

  Welcome to this turnkey, expansive Colonial nestled on a quiet cul-de-sac in the highly sought-after Yale Farms neighborhood. Move right in and enjoy the bright, open floor plan designed for effortless living and entertaining. The sun-filled first floor features an updated chef's kitchen and wonderful living space that invites the outdoor inside. The first level primary bedroom suite is a

  Amy Singer Houlihan Lawrence Inc.

  11 Seymour Place E, Armonk, NY 10504
• 

  Est $789,558 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  1490 Old Orchard St, West Harrison, NY 10604

  1490 Old Orchard St, West Harrison, NY 10604
• 

  

  /43

  $1,749,000

  • 4 Beds
  • 2.5 Baths
  • 3,172 Sq Ft

  54 Banksville Rd, Armonk, NY 10504

  Welcome to Windmill Farm! This home is a fully updated 4-bedroom Colonial. Drive up the Belgium block-lined driveway to find the home set back from Banksville Road, offering a peaceful and private setting. The expansive backyard is perfect for outdoor entertaining, featuring a large deck and in-ground pool. This home includes a MEC, granting access to the Windmill Club’s coveted amenities—such as

  Danielle Orellana William Raveis Real Estate

  54 Banksville Rd, Armonk, NY 10504
• 

  /2

  $2,300 per month

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

  328 Washington Ave Unit One Bedroom Apartment, Pleasantville, NY 10570

  Lovely first floor apartment with seperate entrance. Freshly painted and cleaned throughout. Large bedroom with walk in closet. Bathroom includes large tub.1 parking spot included. In the village, short walking distance to Metro North, shopping, theater, and restaurants. Newly installed split unit air conditioners and heating in the apartment. HEAT AND ELECTRIC NOT

  328 Washington Ave Unit One Bedroom Apartment, Pleasantville, NY 10570
• 

  $905,000 Sold Aug 04, 2025

  • 2,168 Sq Ft
  • $417/SF
  • 42 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  52 Seneca Ln, Pleasantville, NY 10570

  Do not miss this lovely three-bedroom, two-and-a-half-bath, tastefully appointed and renovated cozy home. Located on a serene cul-de-sac, yet just a short stroll from the lively village center with great community spirit, and the proximity to a public swimming pool. The home also sits right next to the golf course, offering sweeping views of the lush natural greens. Enjoy the perfect balance of

  Denis Knox Howard Hanna Rand Realty

  52 Seneca Ln, Pleasantville, NY 10570
• 

  Est $1,492,936 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,811 Sq Ft

  265 Mill River Rd, Chappaqua, NY 10514

  265 Mill River Rd, Chappaqua, NY 10514
• 

  

  /35

  $2,195,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 4,004 Sq Ft

  4 Circle Dr, Mount Kisco, NY 10549

  Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

  Aurora Banaszek Compass Greater NY, LLC

  4 Circle Dr, Mount Kisco, NY 10549
• 

  

  /17

  $3,550 per month

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

  172 Marble Ave Unit 1, Pleasantville, NY 10570

  Renovated like brand new construction In a Two family Home.This two bedroom set on a corner lot features a Front covered porch. First floor unit with outdoor front porch , living room with fireplace *Formal dining room*. The kitchen is new with quartz counters, stainless steel appliances and white shaker cabinets .New bath, Refinished hardwood flooring. Central Air, ***Pets Allowed{small dogs}

  Denis Roccisano RE/MAX Prime Properties

  172 Marble Ave Unit 1, Pleasantville, NY 10570
• 

  $920,000 Sold Aug 04, 2025

  • 1,766 Sq Ft
  • $521/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  80 Madison Ave, Pleasantville, NY 10570

  Welcome home to this immaculate colonial, perfectly nestled at the end of a peaceful street for ultimate privacy. Thoughtfully designed and impeccably maintained, this home offers a blend of classic charm and modern comfort. Step inside to discover an inviting open-concept kitchen connected to the outside covered deck and dining area, perfect for both casual meals and entertaining. The spacious

  James Campbell Houlihan Lawrence Inc.

  80 Madison Ave, Pleasantville, NY 10570
• 

  Est $1,285,926 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  70 Sarles Ln, Pleasantville, NY 10570

  70 Sarles Ln, Pleasantville, NY 10570
• 

  

  /16

  $1,450,000

  • 4 Beds
  • 5 Baths
  • 2,875 Sq Ft

  136 Roaring Brook Rd, Chappaqua, NY 10514

  Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

  Aric Wiser Douglas Elliman Real Estate

  136 Roaring Brook Rd, Chappaqua, NY 10514
• 

  

  /13

  $1,625 per month

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

  21 Meadow Ln Unit Basement Apt, Pleasantville, NY 10570

  #1 Apartment in back house. Near train station, Private entrance, Laundry available for additional fee. 1 car off street parking. Additional storage in attic (regular staircase, not pull down) References Required.

  21 Meadow Ln Unit Basement Apt, Pleasantville, NY 10570
• 

  $1,615,000 Sold Aug 01, 2025

  • 4,099 Sq Ft
  • $394/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  7 High Point Cir, Chappaqua, NY 10514

  Beautifully positioned at the end of a quiet cul-de-sac, this contemporary home offers style and serenity in a prime Chappaqua location. Designed with today’s lifestyle in mind, the open and airy floor plan features soaring ceilings, floor-to-ceiling windows, and sun-drenched spaces throughout. A beautifully updated modern kitchen flows seamlessly into expansive living and dining areas, ideal for

  Cindy Glynn Compass Greater NY, LLC

  7 High Point Cir, Chappaqua, NY 10514
• 

  Est $1,117,111 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  405 Swanson Dr, Thornwood, NY 10594

  405 Swanson Dr, Thornwood, NY 10594

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