Westchester, NY Homes

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  /43

  $1,599,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,087 Sq Ft

  90 Prospect Dr, Chappaqua, NY 10514

  Welcome to 90 Prospect Drive, a timeless Dutch Colonial nestled on over an acre of picturesque, park-like land in the heart of Chappaqua’s walkable village center. Just a 7-minute stroll to town, train, restaurants, shops, and parks, and only a 5-minute drive to Whole Foods and Life Time Fitness, this rare in-town gem also sits in one of Westchester’s most sought-after school districts. Set back

  Stacy Levey William Raveis-New York, LLC

  90 Prospect Dr, Chappaqua, NY 10514
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  /24

  $7,500 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  1188 King St Unit 101, Greenwich, CT 06831

  Live Elevated at The Loren @ King Street...A limited collection of 17 exclusive residences designed for those who expect more — ✨ Residence HighlightsOne- and Two-bedroom starting $6,950/mo*Unique floor plans with private patios*Select units boast soaring 20-ft ceilings and lush courtyard views*High-gloss European cabinetry, chef-caliber kitchens, marble

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 101, Greenwich, CT 06831
• 

  $999,000 Sold Jul 29, 2025

  • 2,609 Sq Ft
  • $383/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1927

  185 Harriman Rd, Mount Kisco, NY 10549

  Nestled on one of Mount Kisco’s most picturesque streets, this beautifully updated three-bedroom home blends timeless charm with modern comfort. Just a short stroll from Burden Preserve and Leonard Park, the location offers both convenience and a tranquil, nature-filled setting. Move-in ready and filled with natural light, the classic first-floor layout features a gracious living room, an

  Sonya Cronin Julia B Fee Sothebys Int. Rlty

  185 Harriman Rd, Mount Kisco, NY 10549
• 

  Est $861,187 Not Listed For Sale

  61 N Kensico Ave, Valhalla, NY 10595

  61 N Kensico Ave, Valhalla, NY 10595
• 

  

  

  /10

  $1,724,995 Pending

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  FULLY DECORATED AND FURNISHED MODEL HOME FOR SALE. 3432’ ‘Square Feet, 2 BR Byram Farmhouse. This model home includes an array of Luxury upgrades, which you can enjoy and move into this school year (Fall 2025). The Byram includes a finished basement with half bath and many more luxurious finishes. The open concept great room and kitchen allow for large family gatherings. The open island with

  Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
• 

  

  /22

  $12,900 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  1188 King St Unit 116, Greenwich, CT 06831

  Live Elevated at The Loren @ King Street...A limited collection of 17 exclusive residences designed for those who expect more — ✨ Residence HighlightsOne- and Two-bedroom starting $6,950/mo*Unique floor plans with private patios*Select units boast soaring 20-ft ceilings and lush courtyard views*High-gloss European cabinetry, chef-caliber kitchens, marble

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 116, Greenwich, CT 06831
• 

  $2,150,000 Sold Jul 28, 2025

  • 4,754 Sq Ft
  • $452/SF
  • 25 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1800

  245 Bedford Banksville Rd, Bedford, NY 10506

  This exceptional 1800s Colonial has been masterfully reimagined by the current owners, offering the perfect blend of antique charm and elevated living minutes from vibrant Bedford Village and within the top-ranked Byram Hills School District. Enclosed by just-built stone walls and fencing, the picturesque 2 acre plus setting is a sanctuary of mature trees, sweeping level lawns, a lavender garden,

  Harriet Libov Houlihan Lawrence Inc.

  245 Bedford Banksville Rd, Bedford, NY 10506
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  /102

  Est $4,900,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,124 Sq Ft

  57 Partridge Hollow Rd, Greenwich, CT 06831

  57 Partridge Hollow Rd, Greenwich, CT 06831
• 

  

  /47

  $1,550,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,390 Sq Ft

  5 Summerland Ln, Briarcliff Manor, NY 10510

  Discover your dream home at 5 Summerland Lane, Briarcliff Manor, NY. Situated in a peaceful cul-de-sac, this spacious Colonial home offers 4 bedrooms and 3.5 bathrooms on nearly an acre of flat, usable land. Perfect for both relaxation and entertaining, the home features a large eat-in kitchen with an island that seamlessly flows into a cozy family room with a fireplace. The property boasts a

  Christine Ricci Keller Williams NY Realty

  5 Summerland Ln, Briarcliff Manor, NY 10510
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  /26

  $7,500 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  1188 King St Unit 117, Greenwich, CT 06831

  Live Elevated at The Loren @ King Street...A limited collection of 17 exclusive residences designed for those who expect more — ✨ Residence HighlightsOne- and Two-bedroom starting $6,950/mo*Unique floor plans with private patios*Select units boast soaring 20-ft ceilings and lush courtyard views*High-gloss European cabinetry, chef-caliber kitchens, marble

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 117, Greenwich, CT 06831
• 

  $850,000 Sold Jul 28, 2025

  • 2,144 Sq Ft
  • $396/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1949

  55 Leland Ave, Pleasantville, NY 10570

  Nestled on a quiet cul-de-sac in the desirable Village of Pleasantville, this lovingly maintained home is on the market for the first time in nearly 50 years. Brimming with curb appeal and just steps away from the Village pool and park, 55 Leland Avenue offers the perfect blend of charm, comfort, and convenience.Step inside to a spacious living room featuring a classic wood-burning

  Maura Mcspedon William Raveis Real Estate

  55 Leland Ave, Pleasantville, NY 10570
• 

  Est $1,840,896 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,147 Sq Ft

  11 Patrick Ln, Valhalla, NY 10595

  11 Patrick Ln, Valhalla, NY 10595
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  /44

  $1,280,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,434 Sq Ft

  17 Country Club Ln, Pleasantville, NY 10570

  Welcome to Pleasantville Country Club, where luxury and convenience unite to create an extraordinary lifestyle. This beautifully appointed 3-bedroom townhome, complete with an attached garage, is perfectly located across from the Clubhouse, pool, restaurant, and pro shop—putting world-class amenities just steps away. Step inside and be greeted by gleaming wood floors and sun-drenched spaces, as

  Kile Boga-Ibric Houlihan Lawrence Inc.

  17 Country Club Ln, Pleasantville, NY 10570
• 

  

  /16

  $6,950 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  1188 King St Unit 104, Greenwich, CT 06831

  Live Elevated at The Loren @ King Street...A limited collection of 17 exclusive residences designed for those who expect more — ✨ Residence HighlightsOne- and Two-bedroom starting $6,950/mo*Unique floor plans with private patios*Select units boast soaring 20-ft ceilings and lush courtyard views*High-gloss European cabinetry, chef-caliber kitchens, marble

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 104, Greenwich, CT 06831
• 

  $865,000 Sold Jul 25, 2025

  • 1,698 Sq Ft
  • $509/SF
  • 18 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  38 Bedford Rd, Pleasantville, NY 10570

  Welcome to 38 Bedford Road! Move right into this beautifully, renovated 4 bedroom, 2 bathroom home, conveniently located between the Towns of Pleasantville and Chappaqua, local conveniences and major roadways. The main level features an open concept Living / Dining with hardwood floors, and lots of natural light. Just off the living room is a comfortable outdoor deck that leads to a private,

  Deborah Hilfman RE/MAX Prestige Properties

  38 Bedford Rd, Pleasantville, NY 10570
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  /4

  Est $5,925,000 Not Listed For Sale

  • 7 Beds
  • 10 Baths
  • 11,008 Sq Ft

  11 Chateau Ridge Rd, Greenwich, CT 06831

  11 Chateau Ridge Rd, Greenwich, CT 06831
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  /9

  $1,699,000 Pending

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

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

  Home Under construction a spacious 3269’ ! Move-in by Summer 2025' As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The

  Andrea Martone Houlihan Lawrence Inc.

  8 Carriage Ln Unit 84, Chappaqua, NY 10514
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  /16

  $6,950 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  1188 King St Unit 107, Greenwich, CT 06831

  Live Elevated at The Loren @ King Street...A limited collection of 17 exclusive residences designed for those who expect more — ✨ Residence HighlightsOne- and Two-bedroom starting $6,950/mo*Unique floor plans with private patios*Select units boast soaring 20-ft ceilings and lush courtyard views*High-gloss European cabinetry, chef-caliber kitchens, marble

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 107, Greenwich, CT 06831
• 

  $735,000 Sold Jul 25, 2025

  • 1,862 Sq Ft
  • $395/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  13 Pine St, Mount Kisco, NY 10549

  Discover this freshly painted, delightful 3-bedroom home nestled in one of Mount Kisco's most adorable and convenient neighborhoods. Close to train, shops, restaurants, and parks, this home offers an unbeatable location with a high walkability score. Check out the charm and peaceful residential setting. Inside, you'll find sunlit living spaces with hardwood floors, an inviting living room with a

  Bonnie Stein Julia B Fee Sothebys Int. Rlty

  13 Pine St, Mount Kisco, NY 10549
• 

  Est $8,963,804 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 10,346 Sq Ft

  15 Upper Cross Rd, Greenwich, CT 06831

  15 Upper Cross Rd, Greenwich, CT 06831
• 

  

  /32

  $1,890,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,051 Sq Ft

  50 Kerry Ln, Chappaqua, NY 10514

  Nestled on a coveted lane in Chappaqua, this expanded 4-bedroom Colonial offers an unparalleled blend of privacy, luxury, and charm. Set on over 2 acres of meticulously landscaped grounds, this exceptional property features a stunning gunite heated saltwater pool, lush mature plantings, and a picture-perfect setting that defines upscale suburban living. Step inside to discover a beautifully

  Amy Singer Houlihan Lawrence Inc.

  50 Kerry Ln, Chappaqua, NY 10514
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  /29

  $2,499 per month

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

  45 Garrigan Ave Unit 2, Pleasantville, NY 10570

  Sunny, Renovated Jr. 4, 2nd floor apartment. Modern Kitchen with Thomasville cabinets, granite countertops, Dining Area, Living room with bonus area for den or office, new Central Air system, Hardwood floors, new Full with marble, large Primary Bedroom with several closets, including walk in closet. Free driveway parking. Walk to train, bus, shops, Thornwood Town Center. Separate entrance

  Hillary Donn eXp Realty

  45 Garrigan Ave Unit 2, Pleasantville, NY 10570
• 

  $1,550,000 Sold Jul 25, 2025

  • 3,491 Sq Ft
  • $444/SF
  • 8 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1987

  184 Deerfield Ln N, Pleasantville, NY 10570

  Step into timeless elegance with this stately colonial in a highly desirable neighborhood. The grand two-story entry welcomes you and bathes the home in natural sunlight. High ceilings, skylights, expansive windows and the beautiful flow enhance every inch of this home.The step-down living room is flooded with natural light, while the adjacent family room with a fireplace complete with

  Joanne Georgiou William Raveis-New York, LLC

  184 Deerfield Ln N, Pleasantville, NY 10570
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  /34

  Est $2,409,000 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,128 Sq Ft

  86 Lower Cross Rd, Greenwich, CT 06831

  86 Lower Cross Rd, Greenwich, CT 06831
• 

  

  /36

  $1,695,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,233 Sq Ft

  14 Laurel Ln, Chappaqua, NY 10514

  Welcome to your own private oasis. This contemporary 3-bedroom home sits on 2 serene acres at the end of a quiet cul-de-sac and offers 4,200 sq ft of beautifully designed living space. With clean lines, open floor plans, and oversized windows, the home is filled with natural light and calming views of the surrounding landscape from virtually every room of the home. Designed for both productivity

  Maura Mcspedon William Raveis Real Estate

  14 Laurel Ln, Chappaqua, NY 10514
• 

  

  /14

  $5,100 per month

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Apartment for Rent

  91 Marble Ave Unit 2, Pleasantville, NY 10570

  Welcome to your new home in the charming village of Pleasantville! This beautifully renovated 3-bedroom, 1-bath apartment is located on the second floor of a well-maintained multifamily home, offering a perfect blend of modern comfort and small-town convenience. Spacious and sun-filled living room with large windows and recessed lighting. In-unit washer & dryer for your convenience with central

  Ryan Weir Keller Williams NY Realty

  91 Marble Ave Unit 2, Pleasantville, NY 10570
• 

  $1,250,000 Sold Jul 25, 2025

  • 2,779 Sq Ft
  • $450/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  698 Bear Ridge Rd, Pleasantville, NY 10570

  AO - Your Dream Home Awaits in the award winning Byram Hills School District. Discover contemporary elegance in this beautifully maintained 3-bedroom, 2-bath ranch. Set back from the road, a long driveway leads to a two-car garage with extra storage, offering both privacy and convenience. The inviting foyer welcomes you with a skylight and soaring cathedral ceiling. The open living area features

  Keri Cipriano William Raveis Real Estate

  698 Bear Ridge Rd, Pleasantville, NY 10570
• 

  

  /12

  Est $8,513,000 Not Listed For Sale

  • 7 Beds
  • 8.5 Baths
  • 8,627 Sq Ft

  121 Lower Cross Rd, Greenwich, CT 06831

  121 Lower Cross Rd, Greenwich, CT 06831
• 

  

  /19

  $869,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,003 Sq Ft

  206 Myrtle Ave, Hawthorne, NY 10532

  Move right into this beautiful custom split-level home, offering a perfect blend of classic charm and modern conveniences. Proudly owned by the original owner, this well-maintained property is situated on a quiet dead-end street on a level 0.21-acre lot, providing both privacy and a sense of community. Step inside and enjoy the comfort of central air and the warmth of abundant natural light

  Joseph Monticelli Coldwell Banker Signature Prop

  206 Myrtle Ave, Hawthorne, NY 10532
• 

  

  /9

  $2,700 per month

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

  750 Commerce St Unit 1st floor, Thornwood, NY 10594

  Lovely one bedroom apartment available September 1, approx 700 square feet, very large bedroom. Beautiful new kitchen, with access to lush green space area for your use. Heat and hot water included. Washer/dryer in the kitchen. 2 car tandem parking, Walk to Hawthorne train station. No pets.

  Joan Cotrone ERA Insite Realty Services

  750 Commerce St Unit 1st floor, Thornwood, NY 10594
• 

  $1,800,000 Sold Jul 25, 2025

  • 5,111 Sq Ft
  • $352/SF
  • 40 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1930

  98 Stephenson Terrace, Briarcliff Manor, NY 10510

  Welcome to 98 Stephenson Terrace - a storybook home where timeless elegance meets modern luxury—this expanded and meticulously updated Tudor is a rare find in Briarcliff Manor. Perfectly set on a beautifully landscaped one-acre property, this home offers an effortless blend of classic charm and contemporary living.At the heart of the home is the expansive, gourmet eat-in kitchen, a true

  Hillary Landau Compass Greater NY, LLC

  98 Stephenson Terrace, Briarcliff Manor, NY 10510
• 

  

  /53

  Est $5,925,418 Not Listed For Sale

  • 5 Beds
  • 7.5 Baths
  • 10,248 Sq Ft

  1038 Lake Ave, Greenwich, CT 06831

  1038 Lake Ave, Greenwich, CT 06831
• 

  

  /27

  $710,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  66 Columbia Ave, Thornwood, NY 10594

  Welcome to this modern and meticulously maintained Cape! This home offers a private setting while being conveniently close to trains, buses, shops, restaurants, and major highways. This unique property boasts features that are not typically found in a Cape. Key highlights include a staircase located at the rear of the house, a spacious eat-in kitchen, an inviting entry foyer, and generously sized

  John Buoninfante Real Broker NY LLC

  66 Columbia Ave, Thornwood, NY 10594
• 

  

  /31

  $5,400 per month

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • House for Rent

  170 Sky Top Dr, Pleasantville, NY 10570

  Nature at your door steps. Beautiful with mature trees, a large level lawn, expensive stone walkway set on 0.25 acre of park-like property. A wonderfully updated 3 bedroom 2 baths plus large family room Split in sought-after neighborhood. Enter through the foyer opening to the large family/playroom/Den/4th Bedroom with custom built-in cabinetry. The sun-lit kitchen with L-shaped island, granite

  Alicja Bohmrich Houlihan Lawrence Inc.

  170 Sky Top Dr, Pleasantville, NY 10570
• 

  $3,050,000 Sold Jul 25, 2025

  • 4,691 Sq Ft
  • $650/SF
  • 66 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2025

  462 Bedford Rd, Armonk, NY 10504

  Privately set back from the road, this custom-built home showcases the finest materials and craftsmanship. A stunning new construction in Armonk, it seamlessly blends modern open design with the ease of one-level living. Natural light pours in through soaring ceilings and skylights, enhancing the home's exceptional flow. The gourmet kitchen features a sprawling island. Some of the striking

  Amy Singer Houlihan Lawrence Inc.

  462 Bedford Rd, Armonk, NY 10504
• 

  Est $6,401,000 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 9,967 Sq Ft

  1127 Lake Ave, Greenwich, CT 06831

  1127 Lake Ave, Greenwich, CT 06831
• 

  

  /49

  $5,200,000

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  897 Lake Ave, Greenwich, CT 06831

  Peaceful, serene and private best describes this property located on a lane off Lake Avenue adjacent conservation. Meticulously renovated with both functionality and playfulness in mind. The stunning entry foyer has soaring windows inviting in an abundance of natural light. A Bilotta designed kitchen, has custom cabinetry and high-end appliances and finishes. There is a spacious primary with

  Marjorie Marianacci Coldwell Banker Realty

  897 Lake Ave, Greenwich, CT 06831
• 

  

  /25

  $5,000 per month

  • 1 Bed
  • 2 Baths
  • 1,600 Sq Ft
  • Apartment for Rent

  38 Creemer Rd, Armonk, NY 10504

  This charming rental cottage is situated in the desirable Yale Farms estate neighborhood of Armonk on two bucolic acres with stone walls, mature specimen trees and picturesque woodland views. Completely rebuilt in 2025 yet meticulously crafted to maintain the timeless character of the original home, the cottage features a spacious screened porch that overlooks the property and serves as an

  Katherine Cresci Houlihan Lawrence Inc.

  38 Creemer Rd, Armonk, NY 10504
• 

  $1,605,000 Sold Jul 25, 2025

  • 3,365 Sq Ft
  • $477/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  55 Old Lyme Rd, Chappaqua, NY 10514

  Classic center hall colonial with hilltop setting in desirable cul-de-sac neighborhood offering sewer/natural gas, steps from Grafflin Elem school and close to town and train., Set on gorgeous flat park-like acre surrounded by evergreens, towering trees and specimen plantings with stone walls.. Expansive Ipe deck (2012), patio, and screened porch with transom windows and high ceilings. 3

  Sena Baron William Raveis-New York, LLC

  55 Old Lyme Rd, Chappaqua, NY 10514
• 

  

  /48

  Est $3,967,000 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 9,029 Sq Ft

  3 Mountain Laurel Dr, Greenwich, CT 06831

  3 Mountain Laurel Dr, Greenwich, CT 06831

Showing Results 121 - 160, Page 4 of 18