Waccabuc, NY Homes for Sale

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  $6,250,000

  • 6 Beds
  • 8 Baths
  • 7,447 Sq Ft

  79 Richmond Hill Rd, Greenwich, CT 06831

  Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

  

  Kevin Stone

  Sotheby's International Realty

  (475) 255-6696

  79 Richmond Hill Rd, Greenwich, CT 06831
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  /42

  $1,275,000

  • 3 Beds
  • 3.5 Baths
  • 3,051 Sq Ft

  26 Dennis Ln, Mount Pleasant, NY 10570

  This stunning townhouse, one of Toll Brothers' original model homes, is the epitome of luxury living. Boasting exquisite upgrades throughout, this home features top-of-the-line finishes, custom built-ins, fabulous moldings, designer lighting, and impeccable decorative details. The master suite is a true retreat with a sitting area, vaulted ceilings, and a luxurious en-suite bath with heated

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 483-3294

  26 Dennis Ln, Mount Pleasant, NY 10570
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  /50

  $1,499,999 Open Sat 1PM - 3PM

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  302 Washington Ave, Pleasantville, NY 10570

  Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

  Cathy DeBow William Raveis Real Estate

  302 Washington Ave, Pleasantville, NY 10570
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  /49

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  77 Haights Cross Rd, Chappaqua, NY 10514

  Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

  Joshua Rogull Julia B Fee Sothebys Int. Rlty

  77 Haights Cross Rd, Chappaqua, NY 10514
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  /44

  $1,774,000

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

  21 Wallace Way, Chappaqua, NY 10514

  Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

  Ken Wile Redfin Real Estate

  21 Wallace Way, Chappaqua, NY 10514
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  /49

  $5,200,000

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

  897 Lake Ave, Greenwich, CT 06831

  Peaceful, serene and private best describes this property located on a lane off Lake Avenue adjacent conservation. Meticulously renovated with both functionality and playfulness in mind. The stunning entry foyer has soaring windows inviting in an abundance of natural light. A Bilotta designed kitchen, has custom cabinetry and high-end appliances and finishes. There is a spacious primary with

  Marjorie Marianacci Coldwell Banker Realty

  897 Lake Ave, Greenwich, CT 06831
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  /39

  $2,950,000 Open Thu 5PM - 7:30PM

  • 4 Beds
  • 8 Baths
  • 7,500 Sq Ft

  10 Hidden Oak Rd, Armonk, NY 10504

  Welcome to this charming, brick Georgian colonial, set on 2 beautifully landscaped acres. Located near major highways and airport, the home is quiet and secluded, but still close to all wanted and needed amenities. The personal resort feel, with a recently renovated heated, in-ground swimming pool, refurbished 3 par golf hole, and lush mature landscaping with its own walking trail, will have you

  Kristen Basil Howard Hanna Rand Realty

  10 Hidden Oak Rd, Armonk, NY 10504
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  /48

  $1,350,000

  • 2 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  5 Country Club Ln, Pleasantville, NY 10570

  Welcome to this beautifully designed END + CORNER UNIT townhome offering 2 spacious bedrooms, plus 2 extra rooms, with flexible options for guest rooms, additional bedrooms, or a home office. Perfectly situated just across from the Clubhouse, pool, restaurant, and pro shop, this home puts world-class amenities right at your doorstep. With two attached garages and a spacious open layout, comfort

  Marina Suh Keller Williams Realty Group

  5 Country Club Ln, Pleasantville, NY 10570
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  /39

  $4,900,000

  • 5 Beds
  • 5.5 Baths
  • 7,735 Sq Ft

  839 Mount Kisco Rd, Armonk, NY 10504

  Nestled behind a gated entry on nearly three private acres in Armonk, this stately brick colonial offers a world of refined luxury and total seclusion. The property blends timeless architecture with modern sophistication—and delivers resort-caliber living at every turn.Outdoors, the amenities rival any private club: a regulation tennis court with pickleball lines, sparkling in-ground

  Xanthi DeMasi William Raveis Real Estate

  839 Mount Kisco Rd, Armonk, NY 10504
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  /8

  $4,495,000

  • 5 Beds
  • 6.5 Baths
  • 8,048 Sq Ft

  21 Whippoorwill Rd, Armonk, NY 10504

  Ready for occupancy late 2025. New construction underway by respected local builder on prestigious Whippoorwill Road wth a breathtaking bucolic vista from the moment you enter the home. Sited on over 2 level, usable acres, with winter reservoir views, this luxurious 5-bedroom home offers an elegant open-plan design with 10' ceilings, soaring vaulted Kitchen with premier appliances, Wine Room and

  Harriet Libov Houlihan Lawrence Inc.

  21 Whippoorwill Rd, Armonk, NY 10504
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  /35

  $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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  /42

  $3,690,000

  • 6 Beds
  • 6.5 Baths
  • 7,141 Sq Ft

  37 Sarles St, Armonk, NY 10504

  Welcome to 37 Sarles Street, Armonk — A Private Sanctuary of Sophistication and StyleNestled in one of Armonk’s most coveted locations, 37 Sarles Street offers a rare opportunity to own a truly exclusive 2.98 acre estate. This property provides unmatched privacy and a serene natural backdrop that will remain untouched for generations to come.From the moment you arrive, the home’s

  Christian Perry Sotheby's International Realty

  37 Sarles St, Armonk, NY 10504
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  /50

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 3,917 Sq Ft

  29 Cedar Ln, Pleasantville, NY 10570

  Welcome to your dream home nestled in the serene cul-de-sac of Pleasantville. This stunning 4-bedroom, 4-bathroom residence spans an impressive 3917 square feet, offering luxurious living with a touch of modern elegance. Step inside to discover a home that was rebuilt in 2023 and designed by local architect Tim Leonard. A beautiful open floor plan adorned with exquisite wood floors that flow

  Karen O'Connor Compass Greater NY, LLC

  29 Cedar Ln, Pleasantville, NY 10570
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  $2,500,000

  • 5 Beds
  • 4 Baths
  • 3,772 Sq Ft

  43 Buckfield Ln, Greenwich, CT 06831

  Nestled at the end of a quiet street in one of the most prestigious towns in the country, this rare 8.5-acre estate in Greenwich, offers an exceptional opportunity for those seeking space, privacy, and potential. Built in 1936, this stately residence features 5 bedrooms, 4 full bathrooms, and over 3,700 square feet of living space, all set on a sprawling flat parcel rarely found in the area. The

  Jolanta Rojek eXp Realty

  43 Buckfield Ln, Greenwich, CT 06831
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  /50

  $2,495,000

  • 4 Beds
  • 5.5 Baths
  • 7,730 Sq Ft

  65 Round Hill Rd, Armonk, NY 10504

  Stunning contemporary masterpiece on Gifford Lake with lavish amenities and serene surroundings.Tucked along one of Armonk’s most distinguished roads, this lavish contemporary home blends Mediterranean architectural influence with dramatic scale and thoughtful updates. Set on 2.56 private, landscaped acres with tranquil views of Gifford Lake, the residence offers over 7,700 square feet of

  Hiralben Trivedi Compass Greater NY, LLC

  65 Round Hill Rd, Armonk, NY 10504
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  /21

  $1,149,500

  • 3 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  20 Dennis Ln, Pleasantville, NY 10570

  Welcome to this stunning 3-bedroom, 2.5-bath home, thoughtfully designed newer construction with space, style, and comfort in mind. Featuring high ceilings and a bright, open floor plan, this home offers an ideal setting for both everyday living and entertaining. The gorgeous open kitchen flows seamlessly into the main living area and out to a private outdoor deck, perfect for relaxing or hosting

  Daniela Grisanti HomeSmart Homes & Estates

  20 Dennis Ln, 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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  /43

  $2,000,000

  • 6 Beds
  • 6 Baths
  • 5,234 Sq Ft

  50 Overlook Dr, Chappaqua, NY 10514

  50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

  Wendy Nolan Houlihan Lawrence Inc.

  50 Overlook Dr, Chappaqua, NY 10514
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  /44

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,348 Sq Ft

  482 Armonk Rd, Mount Kisco, NY 10549

  Welcome to Mill Stream Farm, privately set on13.7 picture book acres with a sweeping entrance through towering trees, & a terrace with firepit overlooking a scenic pond and stream with waterfall. Experience the magic of a private lake, cascading waterfalls, and your own private mountain range. Historical and breathtaking beauty surrounds this special home. Live your dreams now. The stunning

  Sena Baron William Raveis-New York, LLC

  482 Armonk Rd, Mount Kisco, NY 10549
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  /44

  $2,495,000

  • 4 Beds
  • 3.5 Baths
  • 4,936 Sq Ft

  25 Round Hill Rd, Armonk, NY 10504

  Experience luxury living in this newly fully renovated, turn-key home set on the prestigious Round Hill Rd in Armonk, with the added bonus of the opportunity of joining the Windmill Club. Boasting an expansive open floor plan, large rooms, vaulted ceilings, wide planked white oak hardwood floors, this designer inspired home is filled w/ high end finishes throughout. The large open living room &

  Robin Levine Julia B Fee Sothebys Int. Rlty

  25 Round Hill Rd, Armonk, NY 10504
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  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  8 Alder Way, Armonk, NY 10504

  Welcome to 8 Alder Way – Turn-Key Townhouse Living in Whippoorwill RidgeThis beautifully maintained 3-bedroom, 2.5-bath Dover model is located in the sought-after gated community of Whippoorwill Ridge, just moments from downtown Armonk’s shops, dining, parks, and library. Enjoy a low-maintenance lifestyle with resort-style amenities including a community pool, tennis and pickleball courts,

  James Schunk Schunk Realty Group

  8 Alder Way, Armonk, NY 10504
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  /33

  $1,999,000

  • 5 Beds
  • 5.5 Baths
  • 4,150 Sq Ft

  6 Tripp Ln, Armonk, NY 10504

  Available for quick move in. New construction five-bedroom home with large level yard. This environmentally friendly and energy efficient geothermal home has an open floor plan, large windows, wonderful light, attractive wood floors and great finishes. The heart of the house is the kitchen with stainless steel appliances, large island, separate dining area and doors to the deck, and is open to

  Julie Schneider Compass Greater NY, LLC

  6 Tripp Ln, Armonk, NY 10504
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  /38

  $2,500,000

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

  85 Cutler Rd, Greenwich, CT 06831

  This New England-style center hall colonial sits majestically atop a long private drive in idyllic back country Greenwich. The combination of outdoor spaces, set on 4 acres, make this home ideal for relaxation & entertaining...an in-ground pool, pool house, tennis court, and a versatile heated barn for creative pursuits. The interior features truly create an inviting atmosphere. Custom moldings,

  Jodi Gutierrez Alliance R.E. Consultants

  85 Cutler Rd, Greenwich, CT 06831
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  /63

  $2,595,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 3,975 Sq Ft

  979 Lake Ave, Greenwich, CT 06831

  Welcome to 979 Lake. Conveniently located only minutes from shopping in Greenwich, Armonk or Bedford, this modern home was renovated in 2022. Picture yourself on your expansive, heated ipe deck enjoying family & friends while getting serenaded by birds in spring & summer or take in the dramatic views through large picture windows throughout the house all year long. Frolic in the new heated

  Danielle Claroni Sotheby's International Realty

  979 Lake Ave, Greenwich, CT 06831
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  /38

  $2,590,000

  • 4 Beds
  • 6.5 Baths
  • 5,738 Sq Ft

  88 Byram Ridge Rd, Armonk, NY 10504

  Sophistication meets modern comfort in this newly constructed lakefront home spanning an impressive 5,738 sf of living space, 4 bedrooms with home office/den and 6.5 baths. Set on a picturesque acre of level land, located at the end of a cul-de-sac in the award winning Byram hills school district just 45 minutes from NYC. The exquisite open floor plan maximizes natural light and showcases the

  Jamey Gelardi Houlihan Lawrence Inc.

  88 Byram Ridge Rd, Armonk, NY 10504
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  /39

  $1,399,000

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  27 Deepwood Hill, Chappaqua, NY 10514

  Hywood Ledge is a spectacular expanded ranch in the desirable Deepwood neighborhood of Chappaqua, which presents sophisticated charm and tranquility. This cedar-shake beauty is perfectly situated at the end of a cul-de-sac on 1.9 acres, offering unparalleled privacy, yet only 5 minutes to the center of town and the Chappaqua Metro-North. The home was renovated between 2000-22 offering years of

  Brendan Preston Houlihan Lawrence Inc.

  27 Deepwood Hill, Chappaqua, NY 10514
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  /49

  $799,001

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  7 Lakeside Dr, Valhalla, NY 10595

  Commuter’s Dream in the Heart of Valhalla!Beautifully maintained 3-bedroom, 2.5-bath single-family home offering the perfect blend of suburban charm and exceptional convenience. Located just blocks from the Kensico Dam and Valhalla train station, this home is ideal for commuters seeking a vibrant community lifestyle. The main level features an inviting living room, dining area, powder room,

  Cynthia Leite ERA Insite Realty Services

  7 Lakeside Dr, Valhalla, NY 10595
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  $1,125,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,114 Sq Ft

  138 Whittier Dr, Thornwood, NY 10594

  Welcome to 138 Whittier Drive. This Colonial home offers the perfect blend of classic charm and modern amenities. The main level offers a sought-after primary bedroom, perfect for convenient one-floor living, while the second floor hosts three additional bedrooms and two full bathrooms—ideal for family or guests. Inside the two-story foyer you will be greeted by an open floor plan filled with

  Rita Longo Howard Hanna Rand Realty

  138 Whittier Dr, Thornwood, NY 10594
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  /29

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft

  6 Algonquin Dr, Chappaqua, NY 10514

  Tucked back on a private corner lot on one of Chappaqua’s most desirable and quiet streets, this expanded mid-century ranch offers a rare opportunity to create your dream home in an award-winning school district. The property is well situated on the lot, leaving plenty of space for a pool or future outdoor expansion.Inside, the home offers a light-filled layout with generously sized

  Lindsay Rothman Compass Greater NY LLC

  6 Algonquin Dr, Chappaqua, NY 10514
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  /49

  $849,000

  • 5 Beds
  • 3 Baths
  • 2,331 Sq Ft

  34 Custis Ave, White Plains, NY 10603

  Incredible opportunity for builders, contractors, investors and end users - Legal 2 family home plus an additional .42 acre separately deeded and taxed lot directly behind the house with address of 23 Denim Place. Some updates to the house including a large addition on the first floor, vinyl siding, roof less than 20 years. The 1st floor needs updating but boasts 4 Bedrooms, a huge Family

  Renata Douglass Houlihan Lawrence Inc.

  34 Custis Ave, White Plains, NY 10603
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  /31

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,420 Sq Ft

  37 Hollow Oak Rd, Chappaqua, NY 10514

  Charming and lovingly maintained cape cod home on beautiful private property. Located in the sought after Chappaqua Ridge neighborhood ,this home offers town water, sewer and natural gas, and is minutes to town, train and schools. The first floor features an open kitchen/dining/ living room plus 2 bedrooms and a bath. One of the bedrooms could also be used as a home office. There are sliders out

  Lauren Goldenberg William Raveis Real Estate

  37 Hollow Oak Rd, Chappaqua, NY 10514
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  /17

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  41 Lawrence Dr Unit B, White Plains, NY 10603

  Bright First Floor, 3 Bedroom Coop in the Valhalla School District! Enjoy the comfort and convenience in this spacious 3- bedroom, 1.5 bath, washer/dryer in the unit. Apartment is nestled in a serene, park-like setting. Flooded with natural light, this home offers a warm inviting atmosphere with generous living space throughout. Playground on premises. Monthly maintenance includes taxes,

  Lorraine Galluzzo Coldwell Banker Signature Prop

  41 Lawrence Dr Unit B, White Plains, NY 10603
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  /19

  $869,000

  • 3 Beds
  • 1.5 Baths
  • 2,003 Sq Ft

  206 Myrtle Ave, Hawthorne, NY 10532

  Move right into this beautiful custom split-level home, offering a perfect blend of classic charm and modern conveniences. Proudly owned by the original owner, this well-maintained property is situated on a quiet dead-end street on a level 0.21-acre lot, providing both privacy and a sense of community. Step inside and enjoy the comfort of central air and the warmth of abundant natural light

  Joseph Monticelli Coldwell Banker Signature Prop

  206 Myrtle Ave, Hawthorne, NY 10532
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  $710,000

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  66 Columbia Ave, Thornwood, NY 10594

  Welcome to this modern and meticulously maintained Cape! This home offers a private setting while being conveniently close to trains, buses, shops, restaurants, and major highways. This unique property boasts features that are not typically found in a Cape. Key highlights include a staircase located at the rear of the house, a spacious eat-in kitchen, an inviting entry foyer, and generously sized

  John Buoninfante Real Broker NY LLC

  66 Columbia Ave, Thornwood, NY 10594
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  /49

  $579,000

  • 4 Beds
  • 2 Baths
  • 1,688 Sq Ft

  98 Westlake Dr, Valhalla, NY 10595

  Welcome to this charming Valhalla home, set on a scenic and tranquil lot that offers both character and comfort. From the moment you step into the enclosed front porch, you’ll feel the warmth and timeless charm this property exudes. The inviting living room is filled with natural light thanks to an abundance of windows, creating a bright and airy space to relax or entertain. A generous dining

  Matthew Valvano Berkshire Hathaway HS NY Prop

  98 Westlake Dr, Valhalla, NY 10595
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  /43

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,549 Sq Ft

  77 Further Ln, Chappaqua, NY 10514

  Final and Best offers due by Sunday August 10 at 5pmDiscover exceptional living in this well maintained 2-bedroom, 2-bath townhome.A true gem within Chappaqua's coveted Old Farm Lake community. Enjoy lake views from your back deck or use the electric roller shades for the living room view. This unique unit boasts a front lawn, inviting patio, and lush landscaping overlooking a

  Clayton Livingston McGrath Realty Inc

  77 Further Ln, Chappaqua, NY 10514
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  /4

  $2,499,000

  • Land
  • 14 Acres
  • $176,271 per Acre

  23 Wampus Lake Dr, Armonk, NY 10504

  23 Wampus Lake Drive in Armonk, NY, a rare 14.18-acre parcel in the heart of the prestigious Whippoorwill neighborhood. This expansive property is ideally suited for a private estate, family compound, or potential subdivision under existing 2-acre zoning. Currently operating as a nursery, the site includes a residence and shed, with existing utilities such as electric, cable, drilled well, and

  Elizabeth Damiano Shay Residential, LLC

  23 Wampus Lake Dr, Armonk, NY 10504
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  /10

  $5,999,999

  • Land
  • 9 Acres
  • $692,841 per Acre

  960 Lake Ave, Greenwich, CT 06831

  Build your dream home on 8.66 spectacular acres, level, very private, high and dry. Extremely likely potential to be subdivided into 2 building lots if preferred. FAR allows for one home, up to 21,780 sqft, a compound with multiple outbuildings or two homes up to 10,890 sqft if subdivided. Option to purchase an additional 4 acre adjoining lot for a total of 12.66 acres, this property has

  Stefanie Lacoff BHHS New England Properties

  960 Lake Ave, Greenwich, CT 06831
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  /20

  $9,495,000

  • 5 Beds
  • 6.5 Baths
  • 4,847 Sq Ft

  958 Lake Ave, Greenwich, CT 06831

  Unlimited potential awaits with an opportunity to acquire 12.66 acres within the golden triangle, a prime location in backcountry Greenwich. The existing house is located on 4 acres and is available to be purchased along with 960 Lake Ave, an additional 8.66 for a total of 12.66 sub-dividable acres. The property is quiet and very private. Build your dream home, a family compound or 3 separate

  Stefanie Lacoff BHHS New England Properties

  958 Lake Ave, Greenwich, CT 06831
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  /4

  $549,000

  • Land
  • 2.38 Acres
  • $230,672 per Acre

  8 Indian Hill Rd, West Harrison, NY 10604

  Build your dream home on this bucolic 2.38 acres of land in West Harrison. R-1 acre zoning. Subdivision might be possible. Variance would be required. The land is centrally located, close to Westchester airport and major highways. Award winning schools including Purchase elementary school. Electric, water and sewer are in the street, verify connection with the Town of Harrison.

  Bonnie Javor Realty Guild LLC

  8 Indian Hill Rd, West Harrison, NY 10604

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