Chappaqua, NY Homes

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  /44

  $899,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  16 Garey Dr, Chappaqua, NY 10514

  Step into a beautifully refreshed Chappaqua residence. This inviting home boasts stunning wooded views, creating a serene and tranquil atmosphere. The thoughtfully designed layout flows seamlessly, connecting a spacious formal living room, an elegant dining area, and a bright, eat-in kitchen. From the kitchen, step out onto a large deck, perfect for alfresco dining and entertaining amidst the

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 303-7715

  16 Garey Dr, Chappaqua, NY 10514
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  /25

  $2,400 - $6,700 per month

  Chappaqua Crossing Apartments

  1-3 Beds

  480 Bedford Rd, Chappaqua, NY 10514

  Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

  480 Bedford Rd, Chappaqua, NY 10514
• 

  $899,000 Sold Apr 30, 2025

  • 2,114 Sq Ft
  • $425/SF
  • 84 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Experience sophisticated styling and value with this charming Mid-Century Modern home, thoughtfully set on a private, wooded lot with mature trees and original stone walls. Step inside to a living room that boasts a vaulted, wood-beamed ceiling and a grand brick fireplace, perfect for cozy gatherings. Beautiful hardwood floors and period wainscoting preserve the home's authentic architectural

  Brendan Preston Houlihan Lawrence Inc.

  595 Quaker Rd, Chappaqua, NY 10514
• 

  Est $1,716,395 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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  /25

  $1,599,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,587 Sq Ft

  3 Sunset Dr, Chappaqua, NY 10514

  Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

  Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514
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  /32

  $11,000 per month

  • 6 Beds
  • 4.5 Baths
  • 4,039 Sq Ft
  • House for Rent

  68 Spruce Ln S, Chappaqua, NY 10514

  A fully-furnished, lovingly maintained colonial home for rent in the heart of Chappaqua! A commuter's dream: only minutes to town, train, library, shops, and everything downtown Chappaqua has to offer. This spacious home is available for a one-year term, July 2025-2026. Featuring an updated kitchen, plentiful rooms with natural light, beautiful land with two patio/entertaining areas, a carriage

  Wendy Nolan Houlihan Lawrence Inc.

  68 Spruce Ln S, Chappaqua, NY 10514
• 

  $975,000 Sold Apr 29, 2025

  • 1,819 Sq Ft
  • $536/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1946

  2 Brook Ln, Chappaqua, NY 10514

  Welcome to 2 Brook Lane, Chappaqua, NY – a beautifully maintained and expanded 3-bedroom home with additional office room, cherished by the same owners for over 30 years. Nestled on a flat quarter-acre corner lot, this delightful residence offers abundant space for gardening and outdoor activities.Upon entering, you'll find a thoughtfully renovated home featuring an open living area that

  MaryAnn Bayer Compass Greater NY, LLC

  2 Brook Ln, Chappaqua, NY 10514
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  Not Listed For Sale

  • 4 Beds

  767 King St, Chappaqua, NY 10514

  767 King St, Chappaqua, NY 10514
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  /43

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  1 West Place, Chappaqua, NY 10514

  Welcome to this meticulously maintained home nestled in the heart of Hillholme, an idyllic and sought after neighborhood minutes to Chappaqua town, train and schools. Thoughtfully expanded by noted architect Carol Kurth, this spectacular three bedroom home (lives like a five bedroom), exudes timeless elegance with superior quality throughout. The first floor boasts an expanded foyer, formal

  Jennifer Harris Compass Greater NY, LLC

  1 West Place, Chappaqua, NY 10514
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  /8

  $3,250 per month

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

  138 Deer Run Unit 138, Chappaqua, NY 10514

  End Unit, Bright and Airy, No steps ,One bedroom, one bath (double sinks), formal dining room/den, one extra murphy bed, garden style condo with patio. washer, dryer in unit. New dishwasher, New stove, Walking distance to train station. 50 minutes to arrive at Grand Central station. Club house (swimming pool, tennis court, fitness room, sauna, social room), central air and heating. One assigned

  138 Deer Run Unit 138, Chappaqua, NY 10514
• 

  $1,545,000 Sold Apr 21, 2025

  • 2,762 Sq Ft
  • $559/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1940

  41 Deepwood Dr, Chappaqua, NY 10514

  Nestled on nearly three-quarters of an acre, this beautiful and well-maintained Colonial offers natural light, privacy, and a welcoming atmosphere.The entry foyer leads to a spacious living room with built-ins and a wood-burning fireplace, flowing to a sun-drenched family room with French doors opening to lush grounds.The dining room features custom moldings and expansive windows. The kitchen

  Carol Marrone Christie's Int. Real Estate

  41 Deepwood Dr, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  9 McKesson Hill Rd, Chappaqua, NY 10514

  9 McKesson Hill Rd, Chappaqua, NY 10514
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  /36

  $1,695,000 Open Sat 1PM - 3PM

  • 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
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  /46

  $13,500 per month

  • 5 Beds
  • 5.5 Baths
  • 5,356 Sq Ft
  • House for Rent

  105 Hardscrabble Lake Dr, Chappaqua, NY 10514

  Luxurious Estate Rental with Scenic Views & Ultimate Entertaining Space. Discover refined living in this stunning 5-bedroom, 5.5-bath Colonial home nestled on 2.2 acres on semi-private lane in the prestigious Hardscrabble Lake neighborhood. From the double Juliet staircase and soaring 2-story foyer to the chef’s dream kitchen with Viking appliances, every inch is crafted with unparalleled

  Lauren Zaccaria Houlihan Lawrence Inc.

  105 Hardscrabble Lake Dr, Chappaqua, NY 10514
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  $1,632,000 Sold Apr 21, 2025

  • 3,211 Sq Ft
  • $508/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  81 Cross Ridge Rd, Chappaqua, NY 10514

  This meticulously maintained 4 bedroom/ 3 bathroom ranch/split home on a usable and beautifully landscaped 1.05 acre underwent a major renovation in 2016 which included a fully updated kitchen with high-end appliances including 42"Sub-Zero refrigerator, 6 burner Wolf cooktop w/ custom vent, Wolf convection/steam wall oven, Bosch dishwasher, Sharp microwave drawer, custom cabinets, large center

  Pamela Akin Douglas Elliman Real Estate

  81 Cross Ridge Rd, Chappaqua, NY 10514
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  Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,115 Sq Ft

  83 Kipp St, Chappaqua, NY 10514

  83 Kipp St, Chappaqua, NY 10514
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  /7

  $1,658,995 Open Sun 11AM - 1PM

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, Chappaqua, NY 10514
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  /43

  $12,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,353 Sq Ft
  • Townhouse for Rent

  1 Dewitt Dr, Chappaqua, NY 10514

  Welcome to an exceptional townhome located in the vibrant heart of one of Westchester’s most sought-after communities. This sophisticated residence offers an elevated lifestyle with three spacious bedrooms, two versatile offices or dens, a large finished basement, and a stylish loft featuring a built-in wet bar. Step outside to a private rooftop terrace, thoughtfully designed with a built-in

  Suzan Zeolla Houlihan Lawrence Inc.

  1 Dewitt Dr, Chappaqua, NY 10514
• 

  $1,920,000 Sold Apr 21, 2025

  • 4,145 Sq Ft
  • $463/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1959

  22 Valley Ln, Chappaqua, NY 10514

  Discover this stylish and chic multi-level home in a highly sought-after Chappaqua neighborhood. Boasting a flexible floor plan, it's perfect for working from home, entertaining, and more. Featuring high-end finishes throughout, it truly impresses with a fully renovated Bilotta kitchen equipped with top-of-the-line stainless steel appliances and a stunning primary bath renovation completed in

  Sari Shaw Compass Greater NY, LLC

  22 Valley Ln, Chappaqua, NY 10514
• 

  Est $1,541,812 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,863 Sq Ft

  52 Hog Hill Rd, Chappaqua, NY 10514

  52 Hog Hill Rd, Chappaqua, NY 10514
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  /9

  $1,679,995 Open Sun 11AM - 1PM

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

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  Home Under construction! Move-in by Summer 2025' 3269 square feet ! 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.

  10 Carriage Ln Unit 85, Chappaqua, NY 10514
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  /27

  $5,200 per month

  • 2 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • House for Rent

  630 Quaker Rd, Chappaqua, NY 10514

  Nature at your doorstep. Beautiful with mature trees, a large level lawn, stone walls, stone walkway and patio set on 0.5 acre of land. This spacious 2 bedroom plus Den/Office/3rd bedroom 3 full baths Expanded Ranch has it all. A large entry foyer with two coat closets, elegant living room with fireplace, custom mantle plus built-in book shelves with French doors opens to sun porch and

  Alicja Bohmrich Houlihan Lawrence Inc.

  630 Quaker Rd, Chappaqua, NY 10514
• 

  $1,410,000 Sold Apr 15, 2025

  • 2,543 Sq Ft
  • $554/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  12 Seven Bridges Rd, Chappaqua, NY 10514

  Welcome to Gambrel Glen a meticulously renovated Dutch Colonial where storybook charm meets modern luxury. Nestled on over 1.28 acres of park-like, bucolic grounds bordered by protected land. Step inside and be greeted by a home bathed in natural light, accented by elegant, recessed lighting that highlights every thoughtfully designed detail. The expansive 2,543 square feet of living space

  Brendan Preston Houlihan Lawrence Inc.

  12 Seven Bridges Rd, Chappaqua, NY 10514
• 

  Est $1,603,399 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft

  55 Cowdin Cir, Chappaqua, NY 10514

  55 Cowdin Cir, Chappaqua, NY 10514
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  /10

  $1,689,995 Open Sun 11AM - 1PM

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

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  Under Construction- Summer 2025 Move-in. 3614 square feet ! Designer features already selected. Home includes a finished basement with full bath, media room and many more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop

  Andrea Martone Houlihan Lawrence Inc.

  4 Carriage Ln Unit 82, Chappaqua, NY 10514
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  /23

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Condo for Rent

  177 Birchwood Close Unit 177, Chappaqua, NY 10514

  Beautifully maintained and renovated 2 bedroom unit: all new windows, new kitchen, new bathroom, new heating and HVAC-huge storage unit in basement, lots of storage-flooded with sunlight, private deck. Wonderful location. Sought-after OLD FARM LAKE complex. Shared complex amenities include pool, tennis and clubhouse with exercise room. Minutes from Chappaqua Train Station - great for

  Wendy Nolan Houlihan Lawrence Inc.

  177 Birchwood Close Unit 177, Chappaqua, NY 10514
• 

  $1,500,000 Sold Apr 14, 2025

  • 4,183 Sq Ft
  • $359/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1991

  3 Greenridge Dr, Chappaqua, NY 10514

  Nestled above a tranquil cul-de-sac street, this incredibly maintained, sunny, contemporary combines elegance with practicality across 2.4 private acres. The open and airy design ensures a smooth flow throughout the home.As you enter, you're welcomed by a striking vaulted entryway leading to a sunny family room with a stone fireplace, a versatile sunroom/office, and a kitchen with direct

  MaryAnn Bayer Compass Greater NY, LLC

  3 Greenridge Dr, Chappaqua, NY 10514
• 

  Est $1,610,158 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,402 Sq Ft

  515 Bedford Rd, Chappaqua, NY 10514

  515 Bedford Rd, Chappaqua, NY 10514
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  /9

  $1,699,995 Open Sun 11AM - 1PM

  • 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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  /26

  $2,900 per month

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

  150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

  This spacious townhouse is waiting for you to come home! This well-appointed one-bedroom, one-bathroom home will pleasantly surprise you. As you enter the house, a large living area will greet you with polished wooden flooring and plenty of sunlight from the floor-to-ceiling windows. The adjoining kitchen is stylish and practical, with ample wooden cabinets contrasting beautifully with the dark

  Xiao Hua Herman NextHome GoodLife

  150 N Bedford Rd Unit 5A, Chappaqua, NY 10514
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  $1,313,550 Sold Apr 07, 2025

  • 5,590 Sq Ft
  • $235/SF
  • 15 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1978

  50 North Place, Chappaqua, NY 10514

  Looking for a great opportunity? Look no more! This property has tons ofpotential and is average in living space size for the neighborhood. It islocated close to main roads with easy access to local amenities, such asshopping, banking, schools, and various eateries. Per our appraisal describe the property as a SFR (Contemporary) built in 1978. It has a GLA of approx. 5590and

  Christopher Rose REALHome Services & Solutions

  50 North Place, Chappaqua, NY 10514
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  Est $3,634,683 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,146 Sq Ft

  60 Algonquin Dr, Chappaqua, NY 10514

  60 Algonquin Dr, Chappaqua, NY 10514
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  /10

  $1,724,995 Open Sun 11AM - 1PM

  • 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
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  /2

  $3,950 per month

  • 1 Bed
  • 1.5 Baths
  • 1,052 Sq Ft
  • House for Rent

  1008 King St, Chappaqua, NY 10514

  Rental will be available May 1 2025 after a Major Renovation , Property Also will be available for sale at that time with a purchase price to be determined later.

  Joseph Vitulli Elite Properties

  1008 King St, Chappaqua, NY 10514
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  $765,000 Sold Apr 07, 2025

  • 2,249 Sq Ft
  • $340/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  12 Pines Ln, Chappaqua, NY 10514

  Delightful 1940s expanded ranch sits on a lovely 1/2 acre parcel in a super convenient location. The house interior has been freshly painted and has many recent improvements including refinished hardwood floors, a brand new 200-amp electric panel and a new roof. At the heart of the home is the living room with its high ceilings, walls of glass and fireplace. The lower level features a playroom,

  David Turner Compass Greater NY, LLC

  12 Pines Ln, Chappaqua, NY 10514
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  Est $4,509,754 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 12,436 Sq Ft

  44 Algonquin Dr, Chappaqua, NY 10514

  44 Algonquin Dr, Chappaqua, NY 10514
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  /47

  $1,950,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 3,531 Sq Ft

  33 North Way, Chappaqua, NY 10514

  Life's a breeze in this elegant, Hamptons-esque Cape Cod set on 2.67 verdant acres with sparkling, heated, gunite, in-ground pool within prestigious Lawrence Farms South. A towering flagpole stands sentry in the impressive stone walled circular drive. The cedar shingle residence exudes charm from the moment you enter and has a great layout for entertaining. A welcoming entry immediately

  Stacy Levey William Raveis-New York, LLC

  33 North Way, Chappaqua, NY 10514
• 

  $875,000 Sold Apr 03, 2025

  • 1,664 Sq Ft
  • $526/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  149 King St Unit 19, Chappaqua, NY 10514

  Location. Location. Location. Movie right in! Impeccable 2 bedroom 2.5 bath with a Loft, 2-attached car garage, deck, end-unit in the heart of Chappaqua! This beautiful home has it all: elegant interior, a wonderful vista of surrounding countryside, open floor plan, hardwood floors on main floor, very bright with wall of new windows throughout. Main level consits of modern eat-in-kitchen with

  Alicja Bohmrich Houlihan Lawrence Inc.

  149 King St Unit 19, Chappaqua, NY 10514
• 

  Est $3,458,614 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 7,428 Sq Ft

  41 Algonquin Dr, Chappaqua, NY 10514

  41 Algonquin Dr, Chappaqua, NY 10514
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  /33

  $1,799,000

  • 5 Beds
  • 3.5 Baths
  • 4,930 Sq Ft

  101 Hardscrabble Lake Dr, Chappaqua, NY 10514

  Welcome to this spacious 5 Bedrm Colonial on 1.5+ acres in the sought-after Hardscrabble Lake neighborhood. Step inside and you will be delighted throughout -- by the sweeping double staircase, beautiful light Oak flooring, freshly painted interior and so much more. The formal Dining Room and Living Room/Office are graciously-sized, perfect for entertaining. At the heart of the home is an

  Victoria Miller Compass Greater NY, LLC

  101 Hardscrabble Lake Dr, Chappaqua, NY 10514

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