Waccabuc, NY Homes for Sale with Acreage

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  /49

  $1,350,000

  • 3 Beds
  • 4 Baths
  • 3,095 Sq Ft

  69 Whippoorwill Rd, Armonk, NY 10504

  Nestled in the heart of Armonk sits 69 Whippoorwill Rd, a timeless 1790 antique gem set on 1.4 lush green acres. Brimming with historic character and modern comforts, the main home is a beautifully preserved 3-bedroom abode that lives like a 5-bedroom with unmatched charm throughout - original doors, wide plank floors, and hand-hewn exposed wooden beams honor the home’s rich heritage. The first

  Catherine Orsini Compass Greater NY, LLC

  69 Whippoorwill Rd, Armonk, NY 10504
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  /44

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,004 Sq Ft

  4 Circle Dr, Mount Kisco, NY 10549

  Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

  Aurora Banaszek Compass Greater NY, LLC

  4 Circle Dr, Mount Kisco, NY 10549
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  /16

  $1,375,000

  • 4 Beds
  • 5 Baths
  • 2,875 Sq Ft

  136 Roaring Brook Rd, Chappaqua, NY 10514

  Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

  Aric Wiser Douglas Elliman Real Estate

  136 Roaring Brook Rd, Chappaqua, NY 10514
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  /3

  $3,970,000

  • 4 Beds
  • 5.5 Baths
  • 7,468 Sq Ft

  32 - 5 Orchard Dr, Armonk, NY 10504

  Luxurious New Construction Colonial in ArmonkSet on a private 2.047acre lot, this stunning Colonial home will offer 7,648 square feet of refined living space, including a 1,200 sq ft walkout basement. Accessed via a private driveway and surrounded by mature trees and level lawns, the property offers both tranquility and convenience—with a potential pool site for added

  Harlene Friedman Corcoran MH, LLC

  32 - 5 Orchard Dr, Armonk, NY 10504
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  /19

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 4,090 Sq Ft

  14 Perry Ct, Armonk, NY 10504

  A Rare Gem in the Heart of Armonk!Just in time for the school year—this raised ranch on a private cul-de-sac sits on over 2+ acres, offering both convenience and potential. With a new roof and mid-construction status, it’s ready to be completed exactly to your taste!The first floor boasts four spacious bedrooms, an inviting living room, dining room, and open kitchen. Downstairs, you’ll

  Stacey Sporn William Raveis Real Estate

  14 Perry Ct, Armonk, NY 10504
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  /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
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  /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
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  /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
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  /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
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  /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
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  /31

  $1,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  140 Old Farm Rd S, Pleasantville, NY 10570

  Enjoy vacation like living everyday in this spacious home located on 1 acre of parklike property. This home features a no-step ranch with open floorplan and a beautiful primary suite on the main level. Doors out to a spacious deck overlooking private pool complete with outside kitchen/barbecue area make for a vacation at home. The lower level consists of family room with door out to

  Sharon Foley ERA Insite Realty Services

  140 Old Farm Rd S, Pleasantville, NY 10570
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  /4

  $2,195,900

  • 4 Beds
  • 3.5 Baths
  • 3,855 Sq Ft

  75 Eton Rd, Thornwood, NY 10594

  Brand New Luxury Home - Byram Hills School District | Town of Mt. Pleasant (Thornwood, NY) | Over 1 AcreDiscover refined living in this beautifully crafted new construction home offering 3,855 sq. ft. of elegant design and high-end finishes. Perfectly located in the Byram Hills school district, this home blends modern functionality with timeless sophistication.Property Features:• 4

  Joanne Ricciardella Crecco Real Estate

  75 Eton Rd, Thornwood, NY 10594
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  /40

  $3,225,000

  • 6 Beds
  • 7 Baths
  • 6,520 Sq Ft

  63 Buckout Rd, White Plains, NY 10604

  Set on a sprawling one-acre private lot, surrounded by Silver Lake Preserve, this beautifully crafted new home blends luxury and elegance in every detail. With over 6,500 sq ft (including basement) of living space and an open floor plan, it’s designed for both comfort and style.The main level features 9-foot ceilings with crown molding, a spacious living room, formal dining with Butler’s pantry,

  David White Owner Entry.com

  63 Buckout Rd, White Plains, NY 10604
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  /7

  $795,000

  • Land
  • 2.43 Acres
  • $327,160 per Acre

  7 Vincent Ln, Armonk, NY 10504

  Rare opportunity to build your dream home on a quiet cul-de-sac in a premier area of $3M + estates in Armonk. Bring your architect/builder to create your vision. Had BOH approval in the late 1990's for approval for 5 bedroom septic with pump system. Neighborhood homes have drilled wells and oil tanks above ground. Building lot shares driveway with 2 other gated homes already built. Just

  Harriet Libov Houlihan Lawrence Inc.

  7 Vincent Ln, Armonk, NY 10504
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  /38

  $4,350,000

  • 5 Beds
  • 6.5 Baths
  • 5,257 Sq Ft

  331 Round Hill Rd, Greenwich, CT 06831

  Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

  Jack Sarsen Compass Connecticut, LLC

  331 Round Hill Rd, Greenwich, CT 06831
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  /47

  $3,199,000

  • 4 Beds
  • 4.5 Baths
  • 6,542 Sq Ft

  93 Haights Cross Rd, Chappaqua, NY 10514

  Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

  Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
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  /44

  $19,500,000

  • 8 Beds
  • 17 Baths
  • 26,454 Sq Ft

  11 Langhorne Ln, Greenwich, CT 06831

  Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

  Leslie McElwreath Sotheby's International Realty

  11 Langhorne Ln, Greenwich, CT 06831
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  /35

  $3,900,000

  • 4 Beds
  • 9 Baths
  • 9,651 Sq Ft

  7 Ridgeview Cir, Armonk, NY 10504

  Welcome to this exceptional home where luxury and functionality meet. A bluestone walkway leads to a covered front porch with built-in heaters, setting the stage for refined living. Inside, a grand foyer opens to thoughtfully designed living spaces. The gourmet kitchen features an oversized island, 6-burner Wolf oven, Sub-Zero refrigerator and freezer, dual dishwashers, and a spacious walk-in

  Amber Thomas Compass Greater NY, LLC

  7 Ridgeview Cir, Armonk, NY 10504
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  /38

  $3,150,000

  • 5 Beds
  • 9 Baths
  • 8,775 Sq Ft

  70 Haights Cross Rd, Chappaqua, NY 10514

  Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

  Wendy Nolan Houlihan Lawrence Inc.

  70 Haights Cross Rd, Chappaqua, NY 10514
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  /18

  $3,500,000

  • Land
  • 4.01 Acres
  • $872,818 per Acre

  532 Round Hill Rd, Greenwich, CT 06831

  Prestigious Round Hill Road - Prime 4-Acre Estate Site - An exceptional opportunity to craft a bespoke luxury residence on one of Greenwich's most coveted addresses. This picturesque 4-acre parcel offers sweeping views of rolling meadows and a serene pond, creating a setting of timeless elegance and tranquility. Design your dream estate—whether it's a refined country home with formal gardens and

  Danielle Claroni Sotheby's International Realty

  532 Round Hill Rd, Greenwich, CT 06831
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  /7

  $1,685,000

  • Land
  • 2.42 Acres
  • $696,281 per Acre

  366 Riversville Rd, Greenwich, CT 06831

  A tranquil, private road leads to 2.42 acres of beautifully landscaped land. With Health Department approval for a five-bedroom septic system, this property offers the perfect opportunity to build your ideal home. No wetlands, and no ledge on the property. Enjoy the peace and privacy of your own oasis, all while being conveniently close to town, private schools, and the Merritt Parkway for easy

  Joy Kim Metalios Houlihan Lawrence

  366 Riversville Rd, Greenwich, CT 06831
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  /41

  $5,900,000

  • 6 Beds
  • 10 Baths
  • 7,438 Sq Ft

  27 Stiles Ln, Greenwich, CT 06831

  Grand Greenwich Estate | Luxurious Living on 4.3 Acres Nestled at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 private acres of lush, manicured grounds. Offering 7,438 square feet of refined living space, this exceptional estate is designed for those who appreciate elegance, comfort, and unparalleled amenities. Inside, the grandeur unfolds with six ensuite

  Fatou Niang Julia B Fee Sothebys Int. Rlty

  27 Stiles Ln, Greenwich, CT 06831
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  /8

  $3,500,000

  • Land
  • 8 Acres
  • $435,323 per Acre

  4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504

  Prestigious 8- Acre Estate Site with Sweeping Lake Views & Equestrian Potential.An exceptional offering for the discerning buyer: 8 acres of level, beautifully usable land in one of the region's most coveted and prestigious enclaves. Set amidst a backdrop of mature trees and open skies, this magnificent property boasts commanding lake views, absolute privacy, and the rare luxury of space to

  Patricia DelVecchio William Raveis Real Estate

  4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504
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  /3

  $1,250,000

  • Land
  • 2.52 Acres
  • $496,032 per Acre

  32-1 Orchard Dr, 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

  32-1 Orchard Dr, Armonk, NY 10504
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  /3

  $1,100,000

  • Land
  • 1.73 Acres
  • $635,838 per Acre

  32-3 Orchard Dr, Armonk, NY 10504

  Great opportunity to build your dream home in Armonk. This listing is for lot number 3, which is 1.73 acres of beautiful level and private property with great views of the horizon.. 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

  Julie Schneider Compass Greater NY, LLC

  32-3 Orchard Dr, Armonk, NY 10504
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  /34

  $3,400,000

  • 6 Beds
  • 6.5 Baths
  • 10,000 Sq Ft

  6 Katsura Dr, Purchase, NY 10577

  Impressive Center Hall Colonial set on a private cul-de-sac. Dramatic two-story cathedral ceiling entry foyer with circular staircase, step down living room /limestone gas fireplace, formal dining room with butler's pantry, and guest powder room complete the front of the 1st floor. Entire back of home is designed for comfortable casual living: large gourmet kitchen with center island plus

  Eileen Brennan Houlihan Lawrence Inc.

  6 Katsura Dr, Purchase, NY 10577
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  /2

  $775,000

  • Land
  • 5 Acres
  • $143,785 per Acre

  35 Kerry Ln, New Castle, NY 10514

  Discover the perfect canvas for your dream home on this exceptional 5-acre lot, nestled in a sought-after location that offers both convenience and tranquility. Enveloped by mature trees, this property provides privacy while still being just minutes from local amenities, schools, and major transportation routes. With utilities accessible, and endless possibilities for development, this lot is

  Joanne Georgiou William Raveis-New York, LLC

  35 Kerry Ln, New Castle, NY 10514
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  /36

  $6,990,000

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

  4 Cowdray Park Dr, Greenwich, CT 06831

  Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

  Joan Marks Christie's International Real Estate

  4 Cowdray Park Dr, Greenwich, CT 06831
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  /14

  $35,000,000

  • Land
  • 66 Acres
  • $530,303 per Acre

  10 Cliffdale Rd, Greenwich, CT 06831

  Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /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
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  /7

  $1,300,000

  • Land
  • 3.67 Acres
  • $354,223 per Acre

  31 Sarles St, Armonk, NY 10504

  Fabulous opportunity to build your 5-bedroom dream home on this wonderful 3.7-acre lot. The property is surrounded by stone walls, and is perfect for a sweeping driveway leading to a beautiful home site while still leaving plenty of room for an expansive yard and pool. Located on prestigious Sarles street, this lot is private yet only minutes to the town of Armonk. The septic area (in front of

  Julie Schneider Compass Greater NY, LLC

  31 Sarles St, Armonk, NY 10504
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  /19

  $3,900,000

  • 6 Beds
  • 8 Baths
  • 9,488 Sq Ft

  12 Cowdray Park Dr, Armonk, NY 10504

  Discover unparalleled luxury and tranquility in this expansive 9,488 square-foot Cape Cod masterpiece, nestled within 10 acres of pristine land in prestigious Conyers Farm. This meticulously designed home offers a seamless blend of classic charm and modern elegance, perfect for refined living and entertaining. This home features 6 generously-sized bedrooms, 8 elegant baths, a custom wine cellar

  Mareline Sosa Joseph W Johns

  12 Cowdray Park Dr, Armonk, NY 10504
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /36

  $17,500,000

  • 8 Beds
  • 12 Baths
  • 17,160 Sq Ft

  17 Cowdray Park Dr, Armonk, NY 10504

  This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in exclusive Conyers Farm, a guard gated community with private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an oversized great room,

  Danielle Claroni Sotheby's International Realty

  17 Cowdray Park Dr, Armonk, NY 10504
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  /7

  $1,250,000

  • Land
  • 2.30 Acres
  • $543,478 per Acre

  14 E (Lot 4) Ln, North Castle, NY 10504

  Step into your dream home without overpaying in today's competitive market. Design a custom home to your exact specifications and have it built to the highest standards right from the beginning. This expansive lot in the subdivision offers ample space for a 5 Bedroom house with a Board of Health and pool approval already secured. Enjoy the convenience of a walk-out garden level, private decking

  Jaimme Pudalov Houlihan Lawrence Inc.

  14 E (Lot 4) Ln, North Castle, NY 10504
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  /28

  $34,500,000

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

  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

  7 John St, Greenwich, CT 06831
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  /36

  $6,990,000

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

  4 Cowdray Park Dr, Armonk, NY 10504

  Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

  Gladys Disisto Christie's Int. Real Estate

  4 Cowdray Park Dr, Armonk, NY 10504
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  /26

  $1,650,000 Coming Soon

  • 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
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  /39

  $1,950,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,080 Sq Ft

  45 Chestnut Ridge Rd, Armonk, NY 10504

  Welcome home to this custom-built, meticulously maintained four-bedroom colonial, hitting the market for the first time by original owner. Set back on over 3.5 acres of private land with winter views of Davis Pond, this home features high ceilings, a thoughtful floor plan perfect for entertaining and family living, and a chef’s kitchen with custom-built cabinetry. Step out from the kitchen onto a

  Stacey Sporn William Raveis Real Estate

  45 Chestnut Ridge Rd, Armonk, NY 10504

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