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Chappaqua NY Homes For Sale

Browse all available listings in Chappaqua, New York below. Contact Boutique Real Estate to schedule a showing or if you have any questions. Register today to save your favorite listings and to receive email updates when similar listings become available.

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48 Haights Cross Road New Castle NY 10514

New Castle, NY48 Haights Cross Road

Price$7,000,000

Est. Mortgage: $/month

MLS Number H6110725

  • Residential
  • Bedrooms 6
  • Bathroom 12
  • LivingArea 20,456
  • Acreage 87

Welcome to Rosewood, a luxurious Georgian stone manor situated on 86 private acres in one of Westchester's most illustrious neighborhoods. Elegant and expansive with every amenity one can expect of a grand estate including a two story mahogany library, a billiard parlor, media room, indoor basketball court, gymnasium, wine cellar, sauna, chef's kitchen, master wing with it's own secret passage and recreational amenities such as a cabana house, sports court, tennis court, hiking trails and wisteria lined pergola bordering the infinity pool. Minutes to town and Metro North. 71 acres not sub-dividable.

Listed by Melissa Colabella of Julia B Fee Sothebys Int. Rlty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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577 Millwood Road New Castle NY 10514

New Castle, NY577 Millwood Road

Price$6,600,000

Est. Mortgage: $/month

MLS Number H6011588

  • Residential
  • Bedrooms 5
  • Bathroom 9
  • LivingArea 7,055
  • Acreage 7.29

Incredible opportunity to purchase this exquisite one-of-a-kind masterpiece designed by architect Taylor Assoc. for the most discerning homeowners. With 5 bedrooms and 5 full 4 half bathrooms, the property includes over 7,000 sf of luxury living, set back on 7.29 private acres in the Chappaqua school district. This rare find boasts only the highest level finishes including top-of-the-line Leicht cabinetry throughout the house and a chef's kitchen with Miele and Wolff appliances. Entertaining is easy with French doors that lead to the outdoor barbecue and in-ground heated swimming pool with LED pool lights and fire bowls. Enjoy surround sound both inside and out with Sonos. The walls of windows and French doors found throughout the first floor create a sun-filled vibrant canvas for this home. Above the garage is an accessory apartment with the same level finishes. Special features will provide more details of the customized finishes that make this property the ultimate gem.

Listed by Stacey H Oestreich and Nancy Strong of Douglas Elliman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24 Trails End New Castle NY 10514

New Castle, NY24 Trails End

Price$4,750,000

Est. Mortgage: $/month

MLS Number H6041035

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • LivingArea 8,352
  • Acreage 9.08

A cobblestone courtyard introduces this majestic brick Colonial set on 9 private, camp-like acres with serene pool, pool house and meandering stone paths which lead to a large private pond with dock for fishing and kayaking. Meticulous attention to detail is evident throughout the home from the wood beams, tray and coffered ceilings to the sunlit rooms with walls of windows. A gourmet kitchen with expansive 6-seat island opens to a breakfast room and spectacular sunroom with fireplace perfect for entertaining flow and basking in and around the pool and spa. The upper level offers a deluxe master suite with dressing room, two water closets and a steam shower. Multiple ensuite bedrooms and two roof top terraces complete the second floor. For the exercise enthusiasts, the lower level gym provides ample space for workouts and the 2600 sqft full court indoor basketball court (not included in the total sqft) provides room to hone your skills or double as an event space. 45 mins to NYC.

Listed by Brian P Milton of Compass Greater NY, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Ivy Hill Road New Castle NY 10514

New Castle, NY25 Ivy Hill Road

Price$3,495,000

Est. Mortgage: $/month

MLS Number H6114397

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • LivingArea 5,669
  • Acreage 4.26

Set in Lawrence Farms East, this graciously elegant brick and slate Colonial offers every amenity at the top of your list for today's lifestyle of entertaining & work at-home. Recharge everyday with an amazing 4-acres of privacy with park-worthy trees & flowering gardens. Stroll through the gardens, play on the tennis court, retreat to the free-form pool. For the gardener, a Lord & Burnham greenhouse with fenced garden & fruit orchard. Light-filled living and dining rooms, both with fireplaces, well-proportioned for spacious entertaining. Screened porch overlooks gardens. For year-round gatherings, chef's kitchen w/marble top center island & wall of glass-front cabinetry; adjacent family room w/media fitted cabinetry & French doors to terrace w/fire pit. Paneled study w/fireplace for work at home. Main suite & 5 br's offer privacy for all. 3rd fl suite, ready for guests. Lower level rec room w/fireplace, laundry & storage; heated 2-bay garage w/upper exercise room (or artist studio).

Listed by Fran Seeve of Houlihan Lawrence Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Autumn Way New Castle NY 10514

New Castle, NY1 Autumn Way

Price$3,349,000

Est. Mortgage: $/month

MLS Number H6108335

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • LivingArea 8,997
  • Acreage 3.78

With serene views of Lake Heaptaqua from most rooms and a privately set Wagner infinity pool/spa this inviting Nantucket style home feels like you are on vacation every day. Custom designed by noted architect Gordon Kahn and built by Nordic Custom Builders with vaulted and coffered ceilings, old timber beams, stone fireplaces and beautiful architectural details. There are 5 bedrooms, incl. a first floor ensuite, an inviting 3 seasons room with stunning lake views and stone fireplace open to the gourmet EIK , multiple office options and a walkout lower level (also with lake views) which provides a media rm with doors to stone patio, billiards rm/office, gym, game rm, and full bath. There are multiple outdoor patios for BBQing or enjoying the tranquil views and Armand Benedek designed landscape. With a large level yard, the property has direct lake access for kayaking, fishing or sitting by the firepit enjoying nature. Total sqft incl 2208 in LL. Just Minutes from town and train.

Listed by Barbara Pagliuca of Houlihan Lawrence Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Bradley Farms New Castle NY 10514

New Castle, NY12 Bradley Farms

Price$3,275,000

Est. Mortgage: $/month

MLS Number H6087090

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • LivingArea 7,820
  • Acreage 1.2

Rare opportunity to own a beautiful, custom center hall colonial in the Chappaqua school district. Set on 1.2 acres w/ pool plans breaking ground March. Located in a cul-de-sac close to the village, this masterpiece has it all. Bespoke millwork, high ceilings, a grand sweeping staircase and stunning limestone flooring. The living rm w/ wbf, formal din. rm w/ butler s pantry, chef s kitchen w/ professional grade appliances and built in espresso machine, Cumaru wood floors, great rm, French doors to the backyard and patio, family rm w/ wbf, home office, 2 powder rms, mudrm w/ walk-in closet and laundry rm comprise the first floor. The second floor offers 3 en-suite bedrms, a bonus rm, 2nd laundry rm and primary bedrm suite w/fitness-sitting rm w/ wbf and French doors to a balcony, large bathrm, 2 walk-in closets. Additional unfinished space, walk-out basement 3,504sf & walk-up attic 2,184sf. 3-car heated garage. This move in ready, one of a kind property has it all!

Listed by Stacey H Oestreich and Nancy Strong of Douglas Elliman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60 Haights Cross Road New Castle NY 10514

New Castle, NY60 Haights Cross Road

Price$3,050,000

Est. Mortgage: $/month

Pending

MLS Number H6065144

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • LivingArea 6,333
  • Acreage 6.6

Unsurpassed luxury living! Custom-built brick French Country home on 6.6 secluded acres in premier Whippoorwill location is an oasis of tranquility w/every amenity needed for working remotely, entertaining, as well as effortless everyday enjoyment. Expansive flat property features sensational 18 x 42 heated Shoreline pool/spa w/pool house, patio & built-in grill; wrap-around stone terrace w/pergola; sprawling lawns; gorgeous gardens; large entry courtyard; and 3-car garage. Sophisticated 6333-sf interior defined by the finest craftsmanship & attn to detail. Exquisite architectural design; striking millwork, expert stone & woodwork, 4 fpls & high ceilings. Elegant formal rooms, top-of-the-line chef s kitchen, breakfast/sunroom, family room, pub room & cherry library on main level. Sumptuous 1st floor Primary suite w/2 WICs, spa marble bath & private terrace. Four bedrooms (two w/ensuite baths), playroom, billiard room & theater on 2nd level. Borders 44-acre conservation arboretum.

Listed by Linda Schwarz of Douglas Elliman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Green Lane New Castle NY 10514

New Castle, NY11 Green Lane

Price$2,999,000

Est. Mortgage: $/month

MLS Number H6103302

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • LivingArea 6,165
  • Acreage 1.53

Majestic gated entry and Belgian block paved driveway announces this spectacular Mediterranean-inspired home in the heart of Chappaqua. Extensive renovations with custom high-quality finishes create elegant rooms full of warmth and character. Amenities galore: custom hardwood floors, imported Murano chandeliers, Savant lighting, Aprilaire temperature control, surround sound and surveillance system. Elevator serving 3 floors, Geothermal and solar heat/ac with natural gas backup. Whole house generator. A gourmet kitchen designed for the cook who has to have it all! A luxurious master bedroom suite with oversized sitting room and spa bath with dual custom closets sure to please. The outdoor property has been meticulously landscaped with specimen plantings, flower beds, and victory garden. Oversized deck (approx 24x16 is currently being upgraded to timber tech composite) with retractable awning. Plenty of room to lounge around the free-form salt water pool, or spend evenings around the gas fire pit. Two-bay heated garage with Tesla charging stations. Private setting.

Listed by John Buckley of Douglas Elliman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Bessel Lane New Castle NY 10514

New Castle, NY16 Bessel Lane

Price$2,975,000

Est. Mortgage: $/month

MLS Number H6087292

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • LivingArea 8,500
  • Acreage 2.83

When only new construction will do! To be built by Steve Tavolacci of Tavo Development, one of the most experienced and proven builders in Chappaqua, along with highly regarded architect Teo Siguenza, as they come together in 2021 to create a luxurious home boasting a state-of-the-art floorplan, 10 ft ceilings and top-of-the-line appliances, features and fixtures. Anticipated specifications will offer an 8,500 square foot home which includes 2,500 sqft in the fully finished lower level. Located on a cul-de-sac of custom homes, this project is sited on 2.8 acres with recreational amenities including a heated Gunite pool, basketball court and outdoor multi turf field. Close proximity to schools, trains and the new Chappaqua Crossing featuring Whole Foods and Lifetime Fitness. Pictures displayed are renderings of a previous Tavo built, new construction home.

Listed by Brian P Milton of Compass Greater NY, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 West Way New Castle NY 10514

New Castle, NY11 West Way

Price$2,900,000

Est. Mortgage: $/month

Pending

MLS Number H6091491

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • LivingArea 6,665
  • Acreage 1.64

Lawrence Farms South. Exquisite Colonial on 1.64 private, park-like acres in one of Chappaqua s most coveted neighborhoods. Gorgeous, flat property highlighted by sensational saltwater Gunite pool w/ cool decking, expansive bluestone patio w/built-in grill; 2nd patio with pergola, broad lawns & vibrant gardens. Rich in amenities, the sophisticated 6665-sf interior features lustrous hardwood floors, distinctive stone- & woodwork, custom details, 3 fireplaces & extensive smart home capability. Living room w/wet bar. Dining room w/butler s pantry. High-end chef s eat-in-kitchen opens to family room & adjoining sunroom. Convenient 1st level office. Four en suite bedrooms on 2nd level incl. Primary Suite w/dressing area, 2 walk-in closets, office & lavish spa-style bath. Walk-out lower level w/recreation room, gym, craft room, 6-person steam room, full bath & nanny room. Bonus room above oversized 3-bay garage. Prime location is walkable to Greeley HS; minutes to shops, town & train.

Listed by Sena Baron of William Raveis-New York, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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46 Carolyn Place New Castle NY 10514

New Castle, NY46 Carolyn Place

Price$2,750,000

Est. Mortgage: $/month

Pending

MLS Number H6093452

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • LivingArea 7,705
  • Acreage 2.09

Welcome home to this gorgeous brick colonial on lovely Carolyn Place. This 5 bedroom grand center hall colonial has new dark hardwood flooring on the first floor to create a warm sense of formality. The formal living room, with doors out to a covered patio is off the foyer, and tucked away here is also a formal library. The eat in kitchen also has a breakfast area cloaked in natural light from all of the windows. You will notice throughout this level there is easy indoor/outdoor access. The kitchen also opens to a gracious family room, also with new dark hardwood floors, built ins, another fireplace and so many large windows. Behind this family room sits a private guest suite. Upstairs are 3 bedrooms and 3 full baths and the luxurious master suite. The suite has two walk in closets AND two full bathrooms along with a sitting room with another fireplace. On the lower level is access to the 3 car garage, a gym and large unfinished storage. Move right in - it's ready for you.

Listed by Joanna Rizoulis and Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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71 Leroy Road Mount Pleasant NY 10514

Mount Pleasant, NY71 Leroy Road

Price$2,499,000

Est. Mortgage: $/month

Pending

MLS Number H6094628

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • LivingArea 6,250
  • Acreage 1.4

SPECTACULAR 2-YR OLD NEW CONSTRUCTION center hall colonial on parklike property w/new pool/spa, a 15' x 15' ft pavilion w/outside entertainment area/tv, pool house, professional landscaping & more in the sought after Chappaqua School District. High end appointments: hardwood floors throughout; a spectacular & expansive light-filled Chef's kitchen w/quartz countertops, oversized center island, large eat-in area, doors to the patio, pool & play area & an open adjacent family room; gracious living & dining rooms; a private office, a fully equipped mudroom & an oversized 3-car garage. The 2nd level has a primary suite w/a custom walk-in closet & a luxurious bath w/soaking tub, shower, 2 sinks & views of the private property. A sun-bathed upstairs sitting area; 3 addt'l bedrooms, 2 w/a shared bath & 1 w/an en-sutie bath; an oversized upstairs bonus/playroom/2nd office; & a private laundry room. Completely finished walk out lower level w/large recreation room & full bath. Security system, NEST thermostats, whole house generator & more! Move right in to this exceptional home!

Listed by Cindy Glynn of Compass Greater NY, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to ONEKEY  as of May 17, 2021 .  All data is obtained from various sources and has not been, and will not be, verified by broker or ONEKEY.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.