South Salem, NY Homes for Sale with Acreage

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  /57

  $14,495,000

  • 7 Beds
  • 11 Baths
  • 14,000 Sq Ft

  532 Round Hill Rd, Greenwich, CT 06831

  Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and

  

  Danielle Malloy

  Serhant Connecticut LLC

  532 Round Hill Rd, Greenwich, CT 06831
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  /35

  $3,250,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,932 Sq Ft

  20 Stonewall Cir, West Harrison, NY 10604

  Welcome to 20 Stonewall Circle, a stunning residence offering over luxury living in the heart of West Harrison. This home features elegant flooring , a state-of-the-art kitchen with stainless steel appliances and Sub-Zero refrigerator, and expansive living spaces designed for both comfort and entertaining. Enjoy a private home movie theater, fully equipped home gym, and a large master suite for

  

  Haakim Byrd

  HomeSmart Homes & Estates

  20 Stonewall Cir, West Harrison, NY 10604
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  /38

  $1,950,000

  • 6 Beds
  • 4.5 Baths
  • 5,179 Sq Ft

  48 Park Ln, West Harrison, NY 10604

  Welcome to 48 Park Lane, a turnkey haven in the award-winning Harrison School District! Designed for effortless living and grand-scale entertaining, this light-filled home features a main floor with two cozy wood-burning fireplaces in the living and family rooms, a light-and-bright kitchen with sleek counters, white cabinetry, and an island, plus a dedicated main-floor office with custom

  Joni Alexopoulos Julia B Fee Sothebys Int. Rlty

  48 Park Ln, West Harrison, NY 10604
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  /32

  $3,495,000

  • 4 Beds
  • 6.5 Baths
  • 6,639 Sq Ft

  25 Edgar Rd, Armonk, NY 10504

  Set on 11 idyllic acres, this unparalleled estate is a rare find in the Byram Hills School District in Armonk, NY, right on the Greenwich, CT border. A private gated entrance opens up to this peaceful retreat, with breathtaking grounds including European-style gardens, fieldstone rock walls, stone patios and an outdoor pizza oven, walking path that wind past a pond toward a spectacular in-ground

  Aurora Banaszek Compass Greater NY, LLC

  25 Edgar Rd, Armonk, NY 10504
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  /37

  $4,100,000

  $895K PRICE DROP

  • 4 Beds
  • 8 Baths
  • 9,000 Sq Ft

  3 Vincent Ln, Armonk, NY 10504

  Set within one of Armonk’s most sought-after locations, this exceptional custom-built stone Colonial offers a rare combination of privacy, scale, and refined craftsmanship. Privately positioned behind a gated entrance on nearly five level acres, the property showcases sweeping lawns, newly designed landscaping, and breathtaking open vistas—creating an ideal setting for both everyday living and

  Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

  3 Vincent Ln, Armonk, NY 10504
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  /20

  $1,250,000

  Open Sun 12PM - 2PM $251K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  31 Byram Hill Rd, Armonk, NY 10504

  Fully renovated home in the Byram Hills School District! This modern contemporary styled home is ready for its new owners. Current Owner has done upgrades for you. Comfortable home, will bring great memories for years to come. The entry has a custom decorative steel door and tile entry way. A Huge family room with wood burning FPL, sets the tone for this charming house. New kitchen with an island

  Jeffrey Landsman Houlihan Lawrence Inc.

  31 Byram Hill Rd, Armonk, NY 10504
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  /53

  $5,450,000

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

  897 Lake Ave, Greenwich, CT 06831

  This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

  Christopher Finlay Brown Harris Stevens CT, LLC

  897 Lake Ave, Greenwich, CT 06831
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  /38

  $1,599,000

  • 8 Beds
  • 8 Baths
  • 5,798 Sq Ft

  600 Bedford Rd, Chappaqua, NY 10514

  There are houses you pass without a second thought, and then there are houses you remember.For years, set quietly behind a canopy of mature trees along Bedford Road, this stately white Georgian has inspired curiosity. What is behind those walls? What could it become?Now, offered for the first time in decades, the doors to 600 Bedford Road are opening and with them comes a remarkable

  Kile Boga-Ibric Houlihan Lawrence Inc.

  600 Bedford Rd, Chappaqua, NY 10514
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  /38

  $3,125,000

  $225K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,925 Sq Ft

  2 Lakeridge Dr, Armonk, NY 10504

  Modern Luxury Meets Lakeside Serenity. Experience a rare blend of privacy and year-round recreation in this custom-built Armonk home set directly on the water’s edge. Designed for effortless living, it offers kayaking, swimming, and peaceful mornings from your private dock. Outdoors, a lakeside fire pit, outdoor shower, and secluded hot tub are framed by panoramic water views. The home is

  Amy Singer Houlihan Lawrence Inc.

  2 Lakeridge Dr, Armonk, NY 10504
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  /28

  $24,000,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  5 & 7 John St, Greenwich, CT 06831

  Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

  Shelly Tretter Lynch Compass Connecticut, LLC

  5 & 7 John St, Greenwich, CT 06831
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  /41

  $5,750,000

  • 6 Beds
  • 7.5 Baths
  • 9,247 Sq Ft

  24 Trails End, Chappaqua, NY 10514

  Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich

  Brian Milton Compass Greater NY, LLC

  24 Trails End, Chappaqua, NY 10514
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  /4

  $950,000

  • Land
  • 1.59 Acres
  • $597,710 per Acre

  12 East Ln, Armonk, NY 10504

  Rare opportunity to build your dream home in the heart of Armonk. This beautiful 1.6-acre homesite is part of an exclusive four-lot subdivision, surrounded by nature and impressive $3M+ new construction homes. Approved for a 5-bedroom residence with an approved pool site, the property offers an exceptional setting to create a custom home designed around your lifestyle.Enjoy the perfect

  Jaimme Pudalov Houlihan Lawrence Inc.

  12 East Ln, Armonk, NY 10504
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  /10

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 2,360 Sq Ft

  5 Byram Brook Place, Armonk, NY 10504

  A rare combination in Armonk! With taxes of approximately $14,200, this inviting three-bedroom, three-full-bath home is set on just over an acre of beautiful, level and private property.Always dreamed of a backyard where there is actually room to play? This is it. A neighborhood soccer game, a simple game of catch, your puppy running freely, summer entertaining or simply enjoying the

  Jaimme Pudalov Houlihan Lawrence Inc.

  5 Byram Brook Place, Armonk, NY 10504
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  /48

  $3,995,000

  New Construction $1M PRICE DROP

  • 6 Beds
  • 9 Baths
  • 10,824 Sq Ft

  41 Mead Rd, Armonk, NY 10504

  41 Mead Road is an exceptionally custom-built contemporary residence that blends architectural sophistication with serene natural beauty. Sitting on 3.98 acres with a total interior area of 10,824 square feet with expansive open-concept living areas designed for modern luxury living. Offering 6 generously sized bedrooms and 7 full bathrooms with 2 additional half baths, thoughtfully designed for

  Inez Gomez Corcoran Legends Realty

  41 Mead Rd, Armonk, NY 10504
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  /9

  $3,075,000

  • 4 Beds
  • 5 Baths
  • 5,641 Sq Ft

  2 Israel Townsend Hill, Armonk, NY 10504

  Welcome to Orchard Estates, a wonderful new development of single-family homes in Armonk. This home “to be built” is 5641 SF (not including unfinished 2170 SF lower level) and offers 4 bedrooms plus two offices, 5 bathrooms, 3 car garage, high-end finishes, and is on a 2.52 acre lot that offers privacy and an expansive level yard. This home is located on beautiful estate property that has been

  Julie Schneider Compass Greater NY, LLC

  2 Israel Townsend Hill, Armonk, NY 10504
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  /12

  $8,495,000

  • Land
  • 9.3 Acres
  • $913,441 per Acre

  65 John St, Greenwich, CT 06831

  Rare opportunity to create your own sophisticated country retreat comprising 9.3 private, peaceful acres overlooking Closes Pond and bordering the Audubon Preserve with miles of scenic trails in the heart of bucolic Backcountry. This extraordinary parcel is steeped in natural beauty with an allee of crab apple trees, grove of Linden trees and sweeping views. Tucked away behind a gated entry and

  James Hoffman Houlihan Lawrence

  65 John St, Greenwich, CT 06831
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  /22

  $1,150,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  12 Lyons Rd, Armonk, NY 10504

  Welcome home to this beautifully renovated Colonial, privately set on 1.87 landscaped acres at the end of a picturesque cul-de-sac in Armonk. 12 Lyons offers a wonderful blend of classic character, modern updates, sun splashed spaces, and a flexible floor plan designed to adapt to the way you live.The living room is warm and inviting, with gleaming hardwood floors and a handsome

  Robyn Herman Compass Greater NY, LLC

  12 Lyons Rd, Armonk, NY 10504
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  /49

  $1,495,000

  $200K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  676 Hardscrabble Rd, Chappaqua, NY 10514

  Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the

  Elvira Aloia Corcoran Legends Realty

  676 Hardscrabble Rd, Chappaqua, NY 10514
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  /62

  $5,995,000

  • 6 Beds
  • 4.5 Baths
  • 4,629 Sq Ft

  508 Round Hill Rd, Greenwich, CT 06831

  This stunning Round Hill estate in Greenwich, Connecticut is set in a private, knoll-top setting that ensures tranquility and picturesque views. The exquisite property spans four glorious acres and features six spacious bedrooms and four and a half baths, providing ample room for family and guests. Enjoy beautiful east and west exposures that fill the home with natural light. The layout is

  Stephen Archino Sotheby's International Realty

  508 Round Hill Rd, Greenwich, CT 06831
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  /7

  $3,250,000

  $250K PRICE DROP

  • Land
  • 5.13 Acres
  • $633,528 per Acre

  0 Doverton Drive Lot 2, Greenwich, CT 06830

  Within the private Sabine Farm Association, this 5.13-acre parcel offers a rare opportunity to create an exceptional estate in one of Greenwich's most desirable mid-country settings. Bordering 22 acres of protected conservation land, the property enjoys an enduring sense of privacy, open pastoral views, and a natural landscape that will remain preserved for generations. Extensive due diligence

  Leslie McElwreath Sotheby's International Realty

  0 Doverton Drive Lot 2, Greenwich, CT 06830
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  /3

  $1,300,000

  • Land
  • 2.52 Acres
  • $515,873 per Acre

  2 Israel Townsend Hill, Armonk, NY 10504

  Great opportunity to build your dream home in Armonk. This listing is for lot number 1, which is 2.52 acres of beautiful level and private property. The lot has BOH approval for a 4-bedroom house, and is one of the lots that is available in the Orchard Estates subdivision. After designing their dream home, the buyer will need to apply for their own building permit, and finalize the septic design

  Julie Schneider Compass Greater NY, LLC

  2 Israel Townsend Hill, Armonk, NY 10504
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  /2

  $999,900

  • Land
  • 1.12 Acres
  • $892,768 per Acre

  75 Eton Rd, Thornwood, NY 10594

  An exceptional and increasingly rare opportunity: a ready-to-build residential lot of over one acre in the Town of Mount Pleasant within the Byram Hills Central School District. Bring your architect, bring your builder, and bring your vision.This 1.124-acre front lot on Eton Road sits in an established neighborhood of fine homes in Thornwood, with road frontage, natural privacy, and ample

  Joanne Ricciardella Crecco Real Estate

  75 Eton Rd, Thornwood, NY 10594
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  /39

  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  24 Hardscrabble Rd, Greenwich, CT 06831

  Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich.The 2 acre property is bordered by the beautiful Fairchild Naturre Preserve. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds.Forget the ''to-do''

  Elizabeth Johnson BHHS New England Properties

  24 Hardscrabble Rd, Greenwich, CT 06831
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  /19

  $3,299,000

  Coming Soon

  • 5 Beds
  • 7 Baths
  • 7,597 Sq Ft

  46 Annandale Rd, Chappaqua, NY 10514

  Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday

  Cindy Glynn Compass Greater NY, LLC

  46 Annandale Rd, Chappaqua, NY 10514
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  /50

  $2,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,382 Sq Ft

  6 Canterbury Ct, Briarcliff Manor, NY 10510

  Briarcliff Manor perfection. Vacation at home in the resort like property complete with an infinity pool, hot tub, and outdoor kitchen with a custom built contemporary offering stunning interiors. No detail or comfort overlooked.Set at the end of a private cul-de-sac, this grand Briarcliff Manor residence offers an exceptional blend of luxury, comfort, and resort-style outdoor living. A

  Susan Strawgate Code Houlihan Lawrence Inc.

  6 Canterbury Ct, Briarcliff Manor, NY 10510
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  /40

  $7,495,000

  $500K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 9,608 Sq Ft

  27 Locust Rd, Greenwich, CT 06831

  Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape

  Julie Church Houlihan Lawrence

  27 Locust Rd, Greenwich, CT 06831
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  /57

  $12,900,000

  • 8 Beds
  • 13 Baths
  • 13,268 Sq Ft

  550 Round Hill Rd, Greenwich, CT 06831

  Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

  Stephen Archino Sotheby's International Realty

  550 Round Hill Rd, Greenwich, CT 06831
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  /36

  $1,650,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 3,614 Sq Ft

  461 Bedford Rd, Armonk, NY 10504

  Beautifully set on a level, fully usable 2-acre property in one of Armonk's most desirable locations, this exceptional home offers the perfect blend of privacy, modern updates, and everyday convenience. A rare second access from Creemer Road provides added flexibility and ease of entry.Designed for today's lifestyle, the home features an open-concept floor plan with hardwood floors, abundant

  Barbara Greer Houlihan Lawrence Inc.

  461 Bedford Rd, Armonk, NY 10504
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  /27

  $49,500,000

  • 8 Beds
  • 10 Baths
  • 26,079 Sq Ft

  Unlisted Address

  ONE OF NEW YORK'S MOST COVETED ESTATES.Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands and once Mannices - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate

  Brian Sheerin William Raveis-New York LLC

  Unlisted Address
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  /46

  $2,899,900

  • 5 Beds
  • 8 Baths
  • 7,375 Sq Ft

  24 Meadow Hill Place, Armonk, NY 10504

  Set on 3.43 acres in one of Byram Hills' most sought-after enclaves, 24 Meadow Hill Place pairs stately architecture with an easy, resort-like setting. Stone terraces and a wraparound deck settle around the property’s natural rock outcroppings, extending the living spaces into the landscape and creating multiple places to gather while taking in the water views. That contrast between formality and

  Brian Milton Compass Greater NY, LLC

  24 Meadow Hill Place, Armonk, NY 10504
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  /47

  $3,499,000

  • 5 Beds
  • 7 Baths
  • 6,390 Sq Ft

  22 Petersville Rd, Mount Kisco, NY 10549

  Located in the highly desirable Petersville Farm neighborhood and within the coveted Chappaqua School District, this exceptional 5-bedroom, 5.2-bath Craftsman-inspired Colonial enjoys sweeping panoramic views overlooking the pristine fairways of the Mount Kisco Country Club. Perfectly sited on over 3 completely flat, park-like acres on a private estate street, this extraordinary residence

  Cindy Glynn Compass Greater NY, LLC

  22 Petersville Rd, Mount Kisco, NY 10549
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  /42

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  144 Old Lake St, West Harrison, NY 10604

  Welcome to 144 Old Lake Street, a fully renovated single-family home set on a beautiful 1-acre lot in West Harrison. This 3-bedroom, 3-bath home features hardwood floors throughout, vaulted ceilings, a custom natural stone bathroom, and a stylish pass-through kitchen with stainless steel appliances and a dishwasher. The main level includes first-floor laundry with a washer and dryer, along with

  Rupinder Singh Iconic Pros

  144 Old Lake St, West Harrison, NY 10604
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  /38

  $5,895,000

  • 6 Beds
  • 6.5 Baths
  • 4,653 Sq Ft

  9 Cole Dr, Armonk, NY 10504

  Welcome to Cole Farm, a truly one-of-a-kind private compound set on nearly 10 acres in the bucolic hamlet of Armonk. With seven distinctive structures, dating to 1890, this extraordinary property is rich with character and history – an offering unlike anything else. At the heart of it is the spectacular party barn, an original stable reimagined for modern living and entertaining. Inside, a

  Amy Singer Houlihan Lawrence Inc.

  9 Cole Dr, Armonk, NY 10504
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  /38

  $3,000,000

  • 5 Beds
  • 5 Baths
  • 3,700 Sq Ft

  99 Porchuck Rd, Greenwich, CT 06831

  Impeccably updated 5 bedroom colonial with a modern feel, convenient to town, yet private and quiet. Beautiful hardwood floors, 9 ft ceilings on the main level. Gourmet kitchen has custom cabinetry, high end appliances and a large center island. Floor to ceiling glass doors provide easy access to a large deck and brilliant sunlight. The 2nd level features primary bedroom, 2 generously sized

  Susan Holey Sotheby's International Realty

  99 Porchuck Rd, Greenwich, CT 06831
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  /39

  $2,790,000

  • 6 Beds
  • 5.5 Baths
  • 7,978 Sq Ft

  20 Bessel Ln, Chappaqua, NY 10514

  An extraordinary original Myron Goldfinger commission, documented in the architect’s archive as the 1991 Leff Residence, Architecture in the Landscape #7. This exceptional 8,200-square-foot contemporary residence showcases Goldfinger’s signature geometric design, dramatic curved ceiling, sculptural floating staircase, and expansive walls of glass that connect the interiors to the surrounding

  Holly Tsuei Houlihan Lawrence Inc.

  20 Bessel Ln, Chappaqua, NY 10514
• 

  

  /20

  $1,665,000

  • Land
  • 12.92 Acres
  • $128,870 per Acre

  767 King St, Chappaqua, NY 10514

  Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind secluded getaway compound. Beyond the gate, a long private drive ascends to a concealed building site with sweeping lake and woodland vistas, plus natural water features including a waterfall and bridge. Near Whippoorwill Park,

  Sena Baron William Raveis-New York, LLC

  767 King St, Chappaqua, NY 10514
• 

  

  /35

  $6,790,000

  • 7 Beds
  • 9 Baths
  • 14,066 Sq Ft

  4 Cowdray Park Dr, Armonk, NY 10504

  Cosseted within the gates of the Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen

  Leslie McElwreath Sotheby's International Realty

  4 Cowdray Park Dr, Armonk, NY 10504
• 

  

  /44

  $4,500,000

  • 5 Beds
  • 7 Baths
  • 7,608 Sq Ft

  150 Old Farm Rd N, Chappaqua, NY 10514

  1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  150 Old Farm Rd N, Chappaqua, NY 10514
• 

  

  /3

  $650,000

  $225K PRICE DROP

  • Land
  • 1.04 Acres
  • $625,000 per Acre

  2 Halsey Place, Valhalla, NY 10595

  RARE FIND! 1.03 acre lot in Stone Gate! Beautiful corner lot on a Cul de sac road. Bring your vision and build your dream home in the most desired neighborhood in Mt. Pleasant. Entrance is on Halsey Place.

  Cristina Gaspar X-Cap Realty LLC

  2 Halsey Place, Valhalla, NY 10595
• 

  

  /13

  $800,000

  • Land
  • 4.24 Acres
  • $188,679 per Acre

  10 Sarles St, Bedford Corners, NY 10549

  Rare opportunity to acquire four acres on one of Bedford Corners' most premier and coveted roads. Comprised of two tax lots and surrounded by distinguished estates, this exceptional parcel offers privacy, prestige, and long-term value. Raw and unspoiled, the land provides a blank canvas for a thoughtfully designed residence or compound in a location where quality and investment potential are

  Jody Rosen Julia B Fee Sothebys Int. Rlty

  10 Sarles St, Bedford Corners, NY 10549

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