Westchester, NY Homes

• 

  

  /2

  Est $5,144,000 Not Listed For Sale

  • 6 Beds
  • 11 Baths
  • 10,353 Sq Ft

  550 Riversville Rd, Greenwich, CT 06831

  550 Riversville Rd, Greenwich, CT 06831
• 

  

  

  /47

  $3,699,000

  • 4 Beds
  • 7 Baths
  • 7,708 Sq Ft

  5 Sutton Farm Dr, Chappaqua, NY 10514

  Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

  Cindy Glynn Compass Greater NY, LLC

  5 Sutton Farm Dr, Chappaqua, NY 10514
• 

  $2,875,000 Sold Jul 31, 2025

  • 7,038 Sq Ft
  • $408/SF
  • 63 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1989

  26 Hemlock Hills, Chappaqua, NY 10514

  Introducing this spectacular country retreat, nestled peacefully on over four and a half acres in the leafy and much loved hamlet of Chappaqua. A glorious heated pool, panoramic patios, and endless lawns for play - offering complete privacy and seclusion, while just minutes from Chappaqua’s vibrant downtown and top-rated schools! At the end of the long scenic drive, an architectural beauty

  Wendy Alper Julia B Fee Sothebys Int. Rlty

  26 Hemlock Hills, Chappaqua, NY 10514
• 

  

  

  /32

  Est $6,188,000 Not Listed For Sale

  • 6 Beds
  • 9.5 Baths
  • 8,405 Sq Ft

  99 Richmond Hill Rd, Greenwich, CT 06831

  99 Richmond Hill Rd, Greenwich, CT 06831
• 

  

  

  /29

  $7,995,000

  • 5 Beds
  • 9 Baths
  • 8,728 Sq Ft

  36 Baldwin Farms N, Greenwich, CT 06831

  Introducing a Turn-Key Custom Designed home by Judith Larson Associates and built by the Gardiner team! This serene oasis features a beautifully designed five-bedroom layout, complete with entertaining terraces and an approved pool site, all nestled on two landscaped acres. Built to the highest standards, the stunning multi-level interior showcases 10 Ft ceilings and a bright, airy atmosphere

  Joanne Mancuso Houlihan Lawrence

  36 Baldwin Farms N, Greenwich, CT 06831
• 

  $1,804,000 Sold Jul 31, 2025

  • 3,219 Sq Ft
  • $560/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1972

  10 Glen Terrace, Chappaqua, NY 10514

  Discover the perfect blend of elegance and comfort in this beautifully updated four-bedroom colonial, nestled in the coveted Glen Terrace cul-de-sac. This exceptional home is filled with natural light, enhanced by designer-selected colors, stylish light fixtures, and recessed lighting.The heart of the home is the spacious eat-in kitchen, featuring premium finishes such as Emerald Green

  Brendan Preston Houlihan Lawrence Inc.

  10 Glen Terrace, Chappaqua, NY 10514
• 

  

  /38

  Est $6,626,000 Not Listed For Sale

  • 9 Beds
  • 16 Baths
  • 14,956 Sq Ft

  160 John St, Greenwich, CT 06831

  160 John St, Greenwich, CT 06831
• 

  

  /5

  $599,000

  • 1 Bed
  • 1.5 Baths
  • 1,052 Sq Ft

  1008 King St, Chappaqua, NY 10514

  Major Renovation required.Property being sold As Is. Verify Taxes with municipality. Price includes New Construction and Engineering Plans with Clean Asbestos Abatement Certificate. Underground Oil Tank has been removed with a Clear D.E.C; Certificate.

  Joseph Vitulli Elite Properties

  1008 King St, Chappaqua, NY 10514
• 

  $2,325,000 Sold Jul 31, 2025

  • 6,806 Sq Ft
  • $342/SF
  • 33 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 2003

  52 Stonewall Cir, West Harrison, NY 10604

  Welcome to 52 Stonewall Circle, nestled in the highly desirable community of Park Lane Reserve. This 6 bedroom colonial sets the stage for a lifestyle home of comfort and elegance boasting a private flat level backyard with deck for your summer entertaining! The heart of the home is the spacious family room and well-appointed custom built kitchen offering abundant counter space and eat-in

  Jennifer Holmes Julia B Fee Sothebys Int. Rlty

  52 Stonewall Cir, West Harrison, NY 10604
• 

  

  /17

  Est $1,769,714 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  129 Cutler Rd, Greenwich, CT 06831

  129 Cutler Rd, Greenwich, CT 06831
• 

  

  /28

  $2,500,000

  • 5 Beds
  • 4 Baths
  • 3,772 Sq Ft

  43 Buckfield Ln, Greenwich, CT 06831

  Nestled at the end of a quiet street in one of the most prestigious towns in the country, this rare 8.5-acre estate in Greenwich, offers an exceptional opportunity for those seeking space, privacy, and potential. Built in 1936, this stately residence features 5 bedrooms, 4 full bathrooms, and over 3,700 square feet of living space, all set on a sprawling flat parcel rarely found in the area. The

  Jolanta Rojek eXp Realty

  43 Buckfield Ln, Greenwich, CT 06831
• 

  $800,000 Sold Jul 30, 2025

  • 2,508 Sq Ft
  • $319/SF
  • 42 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1975

  570 Manville Rd, Pleasantville, NY 10570

  You found this shining gem in Pleasantville! Well maintained expanded Raised Ranch within walking distance of train station! 5 bedrooms, 3.5 bath home offers 2,508 sq ft of living space! Formal living room, large eat-in kitchen, formal dining room, & convenient hall bathroom. This home has a main level master suite & 2 large additional bedrooms. Finished lower level offers a large living room,2

  Peter Procino Coldwell Banker Realty

  570 Manville Rd, Pleasantville, NY 10570
• 

  

  /21

  Est $1,480,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  45 Cliffdale Rd, Greenwich, CT 06831

  45 Cliffdale Rd, Greenwich, CT 06831
• 

  

  /38

  $1,050,000

  • 3 Beds
  • 3 Baths
  • 3,012 Sq Ft

  513 Bedford Rd, Armonk, NY 10504

  Move right in! Enjoy easy living in this beautiful, sun-filled, sprawling contemporary in Armonk with Byram Hills schools!. This beautiful 4-bedroom, 3-bathroom home is nestled on 8 acres of serene privacy and mature plants. This modern style, expansive home offers a spacious and open layout ideal for entertaining and everyday gatherings. Soaring ceilings, abundant windows and skylights,

  Manish Manjul RE/MAX Distinguished Hms.&Prop

  513 Bedford Rd, Armonk, NY 10504
• 

  $1,670,000 Sold Jul 30, 2025

  • 3,415 Sq Ft
  • $489/SF
  • 11 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1956

  8 North Ln, Armonk, NY 10504

  Windmill Farms bright and spacious 4-bedroom home sitting proudly on beautiful property. Meticulously maintained and loved for home with wood floors, built in cabinets, vaulted ceilings and abundant windows. The main level includes the kitchen with high end stainless appliances and door to expansive deck, a formal dining room and a large living room with a stone fireplace and soaring ceilings.

  Julie Schneider Compass Greater NY, LLC

  8 North Ln, Armonk, NY 10504
• 

  Est $4,206,887 Not Listed For Sale

  • 9 Beds
  • 9.5 Baths
  • 7,104 Sq Ft

  3 Selden Ln, Greenwich, CT 06831

  3 Selden Ln, Greenwich, CT 06831
• 

  

  /13

  $564,000

  • 1 Bed
  • 1.5 Baths
  • 1,056 Sq Ft

  9 Foxwood Dr Unit 4, Pleasantville, NY 10570

  Sophistication meets comfort at this stunning Tudor-style residence in the highly sought-after Foxwood community. One of the largest units in the complex, this sun-drenched home offers a gracious layout with one spacious bedroom, a versatile office/guest room, and 2 beautifully appointed baths. Expansive windows flood the living spaces with natural light, highlighting elegant finishes and

  Laurie Correia Houlihan Lawrence Inc.

  9 Foxwood Dr Unit 4, Pleasantville, NY 10570
• 

  $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
• 

  

  /25

  Est $1,767,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,682 Sq Ft

  15 Audubon Ln, Greenwich, CT 06831

  15 Audubon Ln, Greenwich, CT 06831
• 

  

  /27

  $1,250,000

  • 7 Beds
  • 4 Baths
  • 4,800 Sq Ft

  858 Pleasantville Rd, Briarcliff Manor, NY 10510

  Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of

  Nancy Beard Houlihan Lawrence Inc.

  858 Pleasantville Rd, Briarcliff Manor, NY 10510
• 

  $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
• 

  

  /32

  Est $3,726,000 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,704 Sq Ft

  59 Bedford Rd, Greenwich, CT 06831

  59 Bedford Rd, Greenwich, CT 06831
• 

  

  /28

  $3,495,000

  • 6 Beds
  • 8 Baths
  • 5,613 Sq Ft

  4 Mountain Laurel Dr, Greenwich, CT 06831

  Stately Georgian brick on a private cul-de-sac w/2 landscaped acres, stunning pool & spa. Approach via wrought iron gates to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj.

  Barbara Wells Houlihan Lawrence

  4 Mountain Laurel Dr, 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 $1,386,000 Not Listed For Sale

  • 3 Beds

  49 Cutler Rd, Greenwich, CT 06831

  49 Cutler Rd, Greenwich, CT 06831
• 

  

  /32

  $849,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  816 Hardscrabble Rd, Chappaqua, NY 10514

  Chappaqua Gem—Welcome to 816 Hardscrabble Road located in a Top-Rated School District!Discover your opportunity to live in the coveted Chappaqua School District with this charming 3-bedroom, 2-bath Split-Level Ranch, nestled on a tranquil half acre lot.This home features a spacious Primary En-Suite, offering comfort and privacy. Recent upgrades include Roof, Liters & Gutters

  Daniel Berger RE/MAX Prestige Properties

  816 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $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
• 

  

  /22

  Est $1,952,911 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft

  60 Cutler Rd, Greenwich, CT 06831

  60 Cutler Rd, Greenwich, CT 06831
• 

  

  /33

  $2,798,000

  • 4 Beds
  • 7 Baths
  • 6,077 Sq Ft

  28 Wrights Mill Rd, Armonk, NY 10504

  Experience the breathtaking serenity of this exclusive 2.5 acre private hilltop retreat boasting stunning mountain views. Step into the elegance of a gated Sands Mill brick Colonial that checks off every essential on your lifestyle wish list. Impeccable design and timeless style define this residence, accentuated by exquisite architectural details. The heart of this home is a chef's kitchen

  Iris Kalt Berkshire Hathaway HS NY Prop

  28 Wrights Mill Rd, Armonk, NY 10504
• 

  $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
• 

  

  /27

  Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 6,229 Sq Ft

  1375 King St, Greenwich, CT 06831

  1375 King St, Greenwich, CT 06831
• 

  

  /41

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 4,100 Sq Ft

  1 Devoe Rd, Armonk, NY 10504

  Elegant Colonial with Pool on Cul-de-Sac in Armonk (Byram Hills Schools)Located on a quiet cul-de-sac, this expanded and updated Colonial sits on a level, landscaped acre with a heated in-ground pool, stone patio, and fenced yard. Oversized windows fill the home with light, showcasing wide-plank wood floors and high-end finishes.The chef’s kitchen features marble counters, custom

  Sandra Scarano William Raveis Real Estate

  1 Devoe Rd, Armonk, NY 10504
• 

  $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
• 

  

  /48

  Est $6,682,000 Not Listed For Sale

  • 6 Beds
  • 12 Baths
  • 9,863 Sq Ft

  3 Old Round Hill Ln, Greenwich, CT 06831

  3 Old Round Hill Ln, Greenwich, CT 06831
• 

  

  /32

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  73 S Bedford Rd, Chappaqua, NY 10514

  Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

  Thomas Hennerty

  73 S Bedford Rd, Chappaqua, NY 10514
• 

  $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
• 

  

  /21

  Est $3,305,000 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 11,121 Sq Ft

  397 Riversville Rd, Greenwich, CT 06831

  397 Riversville Rd, Greenwich, CT 06831
• 

  

  /10

  $4,600,000

  • Land
  • 14 Acres
  • $333,333 per Acre

  0 Barnes Ln Unit KEY881504, Harrison, NY 10577

  Almost 14 acres of prime land to be sold between Purchase Estates and Brae Burn Country Club at the corner running along Barnes Lane and Purchase Street. Incredible developmental opportunity in great section of sought after Purchase. Survey attached.

  Louis Katsoris Julia B Fee Sothebys Int. Rlty

  0 Barnes Ln Unit KEY881504, Harrison, NY 10577
• 

  $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
• 

  Est $1,270,766 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,498 Sq Ft

  2 Whippoorwill Crossing, Armonk, NY 10504

  2 Whippoorwill Crossing, Armonk, NY 10504

Showing Results 321 - 360, Page 9 of 18