Briarcliff, NY Homes

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  /28

  $1,749,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  2 Whippoorwill Close, Chappaqua, NY 10514

  Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with

  Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
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  /10

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Apartment for Rent

  17 Intervale Ave Unit 1st, White Plains, NY 10603

  Spacious and bright 2-bedroom apartment on the first floor of a well-maintained 2-family house. Heat included. Kitchen with dishwasher. Great closet space throughout. Sliders to a new private deck. Coin operated washer/dryer in basement. Two-car parking included. Conveniently located near bus routes, highways, shops, and the Valhalla Dam.

  Grace Priore ERA Insite Realty Services

  17 Intervale Ave Unit 1st, White Plains, NY 10603
• 

  $1,589,000 Sold May 28, 2025

  395 Bedford Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,041 Sq Ft
  • Built 1955

  Last Sold Summary

  • $523/SF
  • 26 Days On Market

  Current Estimated Value $1,630,129

  Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

  395 Bedford Rd, Chappaqua, NY 10514
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  /53

  Est $6,394,413 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
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  /34

  $4,693,650 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,237 Sq Ft

  570 Bedford Rd Unit BLDG 6 UNIT PHD, Armonk, NY 10504

  Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 3 Bed, 3.1 BA + den PH is 3,237 SF w/ an extensive 530+/-SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef's kitchen w/ a high end

  Jennifer Danzi-glenn JBM Realty Capital Corp.

  570 Bedford Rd Unit BLDG 6 UNIT PHD, Armonk, NY 10504
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  /25

  $4,000 per month

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

  470 Main St Unit 13, Armonk, NY 10504

  Discover unique luxury condo rentals. Short Term Rental Available! This ground-floor unit features a bedroom, a bathroom, and floor-to-ceiling windows. The kitchen offers stainless steel appliances and plenty of cabinet space. Enjoy private and semi-private entrances with easy, step-free access.Plenty of closets for all your storage needs, with additional units on premise, available for

  Sandra Scarano William Raveis Real Estate

  470 Main St Unit 13, Armonk, NY 10504
• 

  $899,000 Sold Apr 11, 2025

  541 Marietta Ave, Thornwood, NY 10594

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $384/SF
  • 180 Days On Market

  Current Estimated Value $933,245

  Last Listing Agent Jeanne Beckley Howard Hanna Rand Realty

  541 Marietta Ave, Thornwood, NY 10594
• 

  /2

  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
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  /35

  $795,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,353 Sq Ft

  175 Edgepark Rd, White Plains, NY 10603

  This Valhalla schools five bedroom four bath beauty will check all your dream home boxes! Let the gorgeous landscape and curb appeal pull you in. Entire home fully remodeled 2022 with new kitchen, baths, appliances, heating and cooling system, roof, windows, siding, electric, plumbing, and more! Beautiful extra wide front stairs and door way lead to lovely open layout. 1st floor with open island

  Teresa Keys Keller Williams Realty Group

  175 Edgepark Rd, White Plains, NY 10603
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  /26

  $8,000 per month

  • 4 Beds
  • 3 Baths
  • 3,141 Sq Ft
  • House for Rent

  49 Commodore Rd, Chappaqua, NY 10514

  Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full bath on first level, perfect for au-pair or guest suite. Primary bedroom with en-suite bath, featuring double sink vanity, jacuzzi tub and stand alone shower. Two more hall bedrooms, well-appointed

  Gail Silverstein ERA Insite Realty Services

  49 Commodore Rd, Chappaqua, NY 10514
• 

  $1,150,000 Sold Jun 27, 2025

  1560 Old Orchard St, West Harrison, NY 10604

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1968

  Last Sold Summary

  • 15% Above List Price
  • $581/SF
  • 7 Days On Market

  Current Estimated Value $1,159,826

  Last Listing Agent Maria Skamangas William Raveis-New York LLC

  1560 Old Orchard St, West Harrison, NY 10604
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  /46

  Est $3,403,918 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,801 Sq Ft

  1110 Lake Ave, Greenwich, CT 06831

  1110 Lake Ave, Greenwich, CT 06831
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  /35

  $3,250,000

  • 6 Beds
  • 8 Baths
  • 5,436 Sq Ft

  9 Oregon Rd, Bedford Corners, NY 10549

  Rare Estate Compound. Surrounded by bucolic countryside, nearly seven acres in an area of foremost country homes and estates. Verdant rolling lawns lined by old stone walls, specimen trees, apple orchard and beautifully flowering shrubs. Rambling Country Colonial, circa 1925, the former home of actor EG Marshall. Completely updated with nicely proportioned rooms, substantial moldings, extensive

  Mary Dowdle Ginnel Real Estate

  9 Oregon Rd, Bedford Corners, NY 10549
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  /20

  $5,200 per month

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • Apartment for Rent

  39 Washington Ave Unit 301, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  John Oliveira Douglas Elliman Real Estate

  39 Washington Ave Unit 301, Pleasantville, NY 10570
• 

  $1,659,995 Sold Sep 10, 2025

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $484/SF
  • 91 Days On Market

  Current Estimated Value $1,704,012

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
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  /29

  Est $4,223,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,817 Sq Ft

  889 Lake Ave, Greenwich, CT 06831

  889 Lake Ave, Greenwich, CT 06831
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  /48

  $1,599,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,534 Sq Ft

  153 Deerfield Ln N, Pleasantville, NY 10570

  This beautifully updated and renovated mid-century contemporary home is set on a quiet street and on over an acre of private property, with a choice of either Byram Hills (Armonk) or Chappaqua schools. Move-in ready, energy-efficient, and meticulously renovated and maintained, 153 Deerfield Lane North is a true gem. This sun-filled home offers over 3,500 sq. ft. of living space, including four

  Natalia Wixom Compass Greater NY, LLC

  153 Deerfield Ln N, Pleasantville, NY 10570
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  /20

  $4,950 per month

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • Apartment for Rent

  39 Washington Ave Unit 302, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  John Oliveira Douglas Elliman Real Estate

  39 Washington Ave Unit 302, Pleasantville, NY 10570
• 

  $840,000 Sold Sep 30, 2025

  263 Memorial Dr, Hawthorne, NY 10532

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1970

  Last Sold Summary

  • 20% Above List Price
  • $473/SF
  • 19 Days On Market

  Last Listing Agent Christine Ricci Keller Williams NY Realty

  263 Memorial Dr, Hawthorne, NY 10532
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  /34

  Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,221 Sq Ft

  849 Lake Ave, Greenwich, CT 06831

  849 Lake Ave, Greenwich, CT 06831
• 

  

  /26

  $1,650,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514

  Welcome to this sophisticated 4-bedroom, 3.5-bath contemporary residence, perfectly designed for today’s lifestyle with a seamless blend of modern style and functional comfort. Set on a gracious property, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. At the heart of the home, a beautifully appointed kitchen opens to a

  Sari Shaw Compass Greater NY, LLC

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514
• 

  

  /17

  $4,750 per month

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • Apartment for Rent

  39 Washington Ave Unit 205, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  John Oliveira Douglas Elliman Real Estate

  39 Washington Ave Unit 205, Pleasantville, NY 10570
• 

  $2,300,000 Sold Jan 02, 2026

  85 Cutler Rd, Greenwich, CT 06831

  • 6 Beds
  • 4.5 Baths
  • 4,702 Sq Ft
  • Built 1958

  Last Sold Summary

  • 29% Below List Price
  • $489/SF
  • 166 Days On Market

  Last Listing Agent Jodi Gutierrez Alliance R.E. Consultants

  85 Cutler Rd, Greenwich, CT 06831
• 

  

  /38

  Est $4,221,816 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,016 Sq Ft

  900 Lake Ave, Greenwich, CT 06831

  900 Lake Ave, Greenwich, CT 06831
• 

  

  /34

  $1,275,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  200 Chestnut Ridge Rd, Mount Kisco, NY 10549

  Welcome home to this charming country retreat, featuring wide plank flooring, a vaulted ceiling with exposed beams and rustic paneling. Nestled on nearly five acres in the Byram Hills School District, this enchanting home also boasts a pool for perfect countryside living and entertaining. A stunning two-story grand room featuring a towering floor -to-ceiling stone fireplace, two sets of glass

  Jaimme Pudalov Houlihan Lawrence Inc.

  200 Chestnut Ridge Rd, Mount Kisco, NY 10549
• 

  

  /25

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 640 Sq Ft
  • House for Rent

  3 New Castle Dr, Mount Kisco, NY 10549

  This delightful 2 bedroom home is waiting for you. Beautiful kitchen with stainless steel appliances with sliding glass door which leads to the lovely patio. Great green spaces for your enjoyment. Property comes with a firepit for your backyard hang out. Gleaming hardwood floors and a gorgeous bathroom.Close to shopping and restaurants and all that Mt. Kisco has to offer.Close to the

  Audrey Robinson Howard Hanna Rand Realty

  3 New Castle Dr, Mount Kisco, NY 10549
• 

  $3,400,000 Sold Sep 09, 2025

  5 Briarcliff Rd, Chappaqua, NY 10514

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $465/SF
  • 65 Days On Market

  Current Estimated Value $3,419,274

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
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  /34

  Est $5,559,000 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 9,887 Sq Ft

  45 Wilshire Rd, Greenwich, CT 06831

  45 Wilshire Rd, Greenwich, CT 06831
• 

  

  /11

  $1,725,000

  • 3 Beds
  • 3.5 Baths
  • 4,209 Sq Ft

  76 Byram Ridge Rd, Armonk, NY 10504

  Lakefront Opportunity in the Byram Hills School District Set on a spectacular 1.6-acre lakefront property, this exceptional opportunity in Armonk offers the rare chance to bring your dream home to life — without the wait. The current owners have completed architectural house plans, engineering, and site plans for a stunning 4,200 SF Modern Colonial, featuring an open floor plan, first-floor

  Aurora Banaszek Compass Greater NY, LLC

  76 Byram Ridge Rd, Armonk, NY 10504
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  /36

  $7,000 per month

  • 3 Beds
  • 3.5 Baths
  • 4,017 Sq Ft
  • House for Rent

  7 Alpine Dr, Armonk, NY 10504

  Welcome to your dream oasis: Step into this exquisite sprawling ranch. Enter the large foyer with natural stone flooring, which leads to a generous great room with an expansive deck that stretches the length of the main level. From the deck are breathtaking views of the pool and large backyard space. Indulge your culinary skills in the chef's kitchen, complete with top-of the-line appliances

  Robin Levine Julia B Fee Sothebys Int. Rlty

  7 Alpine Dr, Armonk, NY 10504
• 

  $1,050,000 Sold Feb 27, 2025

  106 Marcourt Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,814 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Above List Price
  • $373/SF
  • 35 Days On Market

  Current Estimated Value $1,182,362

  Last Listing Agent Madelyn Ricciardi Houlihan Lawrence Inc.

  106 Marcourt Dr, Chappaqua, NY 10514
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  /39

  Est $3,948,000 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 9,212 Sq Ft

  569 Round Hill Rd, Greenwich, CT 06831

  569 Round Hill Rd, Greenwich, CT 06831
• 

  

  /3

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,205 Sq Ft

  37 Hayhurst Ave, Valhalla, NY 10595

  Exceptional opportunity! Builder's Dream in Valhalla! 3 bedroom, 2 bathroom residence with adjacent lot included- nestled in the desirable neighborhood of Valhalla. Perfectly suited for builders or investors seeking a versatile property, this property offers great potential for future development. Included in the sale is an adjacent lot totaling approximately 4792 sq ft, zoned for a single-family

  Jaime-Lynn Viggiano Coldwell Banker Realty

  37 Hayhurst Ave, Valhalla, NY 10595
• 

  

  /17

  $4,850 per month

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • Apartment for Rent

  39 Washington Ave Unit 209, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  Stacey Pinkas Douglas Elliman Real Estate

  39 Washington Ave Unit 209, Pleasantville, NY 10570
• 

  $865,321 Sold Nov 04, 2025

  2 Meadow Dr, Armonk, NY 10504

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $644/SF
  • 12 Days On Market

  Last Listing Agent Jessica Feuerstein Douglas Elliman Real Estate

  2 Meadow Dr, Armonk, NY 10504
• 

  /2

  Est $4,828,000 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,836 Sq Ft

  39 Aiken Rd, Greenwich, CT 06831

  39 Aiken Rd, Greenwich, CT 06831
• 

  

  /22

  $999,999 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,452 Sq Ft

  130 Old Mount Kisco Rd, Armonk, NY 10504

  Freshly painted throughout, experience the charm of this beautifully restored 1850 farmhouse! Fully renovated in 2013 and enhanced with a new roof in 2020, this 3-bedroom, 3.5-bath home perfectly balances historic character with modern convenience. The open floor plan offers effortless living, while the finished lower level provides a versatile playroom, full bath, and space for an office niche.

  Amy Singer Houlihan Lawrence Inc.

  130 Old Mount Kisco Rd, Armonk, NY 10504
• 

  

  /20

  $12,900 total monthly price

  • 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 baths with bespoke

  Robert DiDonato William Raveis Real Estate

  1188 King St Unit 116, Greenwich, CT 06831
• 

  $820,000 Sold Aug 20, 2025

  149 King St Unit 15, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 1988

  Last Sold Summary

  • $426/SF
  • 15 Days On Market

  Last Listing Agent Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
• 

  

  /25

  Est $2,772,000 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 6,998 Sq Ft

  3 Gaston Farm Rd, Greenwich, CT 06831

  3 Gaston Farm Rd, Greenwich, CT 06831

Showing Results 161 - 200, Page 5 of 18