Amenia, NY Homes

• 

  $255,150

  Sold Aug 03, 2026

  64 Depot Hill Rd, Amenia, NY 12501

  • 3 Beds
  • 1.5 Baths
  • 1,866 Sq Ft
  • Built 1972

  Last Sold Summary

  • 28% Above List Price
  • $137/SF
  • 48 Days On Market

  Current Estimated Value $292,667

  Last Listing Agent Larry Havens Havens Real Estate

  64 Depot Hill Rd, Amenia, NY 12501
• 

  

  

  /25

  Est $555,569

  Not Listed For Sale

  19 Yellow City Rd, Amenia, NY 12501

  • 3 Beds
  • 1 Bath
  • 2,100 Sq Ft
  • Built 2003

  19 Yellow City Rd, Amenia, NY 12501

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Brad Rebillard Past Member
• 

  

  

  /6

  $225,000

  • Land
  • 35,719 Sq Ft
  • $274,390 per Acre

  5282 Route 44, Amenia, NY 12501

  Prime Mixed-use Development Opportunity Route 44 Amenia NYExceptional mixed use property on highly traveled Route 44 in Amenialevel cleared lotExcellent viability and high traffic countTown water availableIdeal for retail ,office, residential, or mixed use projectConveniently located close too shopping dining, and local amenitiesHome on property has been

  Bill Flood Houlihan Lawrence Inc.

  5282 Route 44, Amenia, NY 12501
• 

  $1,437,500

  Sold Dec 12, 2025

  12-19 Goose Pond Ln, Amenia, NY 12501

  • 9 Beds
  • 5 Baths
  • 2,560 Sq Ft
  • Built 1870

  Last Sold Summary

  • 10% Below List Price
  • $562/SF
  • 101 Days On Market

  Current Estimated Value $1,351,730

  Last Listing Agent John Panzer Elyse Harney Real Estate

  12-19 Goose Pond Ln, Amenia, NY 12501
• 

  Est $309,399

  Not Listed For Sale

  38 Prospect Ave, Amenia, NY 12501

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1958

  38 Prospect Ave, Amenia, NY 12501

  Last Sold Summary

  • 132 Days On Market

  Last Listing Agent Bill Flood Houlihan Lawrence Inc.
• 

  

  /40

  $2,300,000

  $200K PRICE DROP

  • 13 Beds
  • 7 Baths
  • 7,076 Sq Ft

  18 Stagecoach Ln, Amenia, NY 12501

  Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern

  Dominick DiFilippo Keller Williams Realty Partner

  18 Stagecoach Ln, Amenia, NY 12501
• 

  $575,000

  Sold Sep 03, 2025

  36 Leedsville Rd, Amenia, NY 12501

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1783

  Last Sold Summary

  • $228/SF
  • 56 Days On Market

  Current Estimated Value $604,532

  Last Listing Agent Helen Murray William Pitt Sothebys Int Rlty

  36 Leedsville Rd, Amenia, NY 12501
• 

  

  /30

  Est $898,395

  Not Listed For Sale

  426 Old Route 22, Amenia, NY 12501

  • 6 Beds
  • 2,928 Sq Ft
  • Built 1900

  426 Old Route 22, Amenia, NY 12501

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Dina Palin Houlihan Lawrence Inc.
• 

  

  /38

  $975,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,960 Sq Ft

  37 Sheffield Rd, Amenia, NY 12501

  This distinctive circa-1780 Saltbox home blends timeless New England character with warm architectural details and exceptional versatility. Set high on 3.9 private acres in a peaceful, quiet setting, this unique property offers a rare combination of historic charm, flexible living space, and convenient access to both country amenities and metropolitan travel. An Ecological Wetlands

  Susan Spivak Houlihan Lawrence Inc.

  37 Sheffield Rd, Amenia, NY 12501
• 

  $700,000

  Sold Jun 24, 2026

  108 Westerly Ridge Dr, Amenia, NY 12501

  • Land
  • 27.01 Acres
  • $25,916 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 138 Days On Market

  Current Estimated Value $887,053

  Last Listing Agent Dan Kessler Compass Greater NY, LLC

  108 Westerly Ridge Dr, Amenia, NY 12501
• 

  Est $395,042

  Not Listed For Sale

  378 Old Route 22, Wassaic, NY 12592

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • Built 1968

  378 Old Route 22, Wassaic, NY 12592

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  /3

  $345,000

  $105K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,318 Sq Ft

  37 Glen Ave, Dover Plains, NY 12522

  2 homes for the price of 1. This is a multi-family property on multiple structures. Two separate electrical meters. 3318 total sq ft with a flowing stream in backyard. Main house consists of 3 bedrooms and 2 baths. Bungalow house has 2 bedrooms and 1 bath. 1 hr to NYC. INVESTORS AND CONTRACTORS SPECIAL. Needs Renovation.

  Ishwar Rameshar YourHomeSold Guaranteed Realty

  37 Glen Ave, Dover Plains, NY 12522
• 

  $100,000

  Sold Nov 25, 2025

  151 Scott Dr, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $78/SF
  • 93 Days On Market

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  151 Scott Dr, Dover Plains, NY 12522
• 

  Est $424,119

  Not Listed For Sale

  284 Old Route 22, Wassaic, NY 12592

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1900

  284 Old Route 22, Wassaic, NY 12592

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Barbara Allen HomeSmart Homes & Estates
• 

  

  /16

  $399,000

  $21K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft

  126 Perrys Corners Rd, Amenia, NY 12501

  Welcome to Perrys Corners Rd, where timeless details and future vision come together. This 3 bedroom, 3 bath home features original hardwood floors preserved beneath the carpeting—an opportunity to restore warmth and authenticity. The finished lower level adds flexible space ideal for a creative retreat, home office, or entertainment zone. Step outside and discover private grounds that drift

  Larry Havens Havens Real Estate

  126 Perrys Corners Rd, Amenia, NY 12501
• 

  $645,000

  Sold Feb 06, 2026

  5251 Route 44, Amenia, NY 12501

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Below List Price
  • $319/SF
  • 48 Days On Market

  Current Estimated Value $656,174

  Last Listing Agent Brian McGrath McGrath Realty Inc

  5251 Route 44, Amenia, NY 12501
• 

  Est $328,864

  Not Listed For Sale

  208 Old Route 22, Wassaic, NY 12592

  • 3 Beds
  • 1.5 Baths
  • 1,552 Sq Ft
  • Built 1900

  208 Old Route 22, Wassaic, NY 12592

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Peter Grosso RE/MAX Integrity Leaders
• 

  

  /28

  $8,900,000

  • Land
  • 422.42 Acres
  • $21,069 per Acre

  5246 Route 22, Amenia, NY 12501

  Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and

  Brian McGrath McGrath Realty Inc

  5246 Route 22, Amenia, NY 12501
• 

  

  /12

  $135,000

  Sold Jul 31, 2026

  22 Old State Route, Amenia, NY 12501

  • Land
  • 19.54 Acres
  • $6,909 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 286 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  22 Old State Route, Amenia, NY 12501
• 

  Est $335,168

  Not Listed For Sale

  214 Old Route 22, Wassaic, NY 12592

  • 3 Beds
  • 1 Bath
  • 1,750 Sq Ft
  • Built 1881

  214 Old Route 22, Wassaic, NY 12592

  Last Sold Summary

  • 247 Days On Market

  Last Listing Agent Samantha Davis BHHS Hudson Valley Properties
• 

  

  /9

  $65,000

  $5K PRICE DROP Pending

  • Land
  • 24,829 Sq Ft
  • $114,035 per Acre

  5019 Route 22, Amenia, NY 12501

  Located at 5019 Route 22 in the Town of Amenia, this 24,829 sq ft lot offers a great opportunity to build. Previously had a structure that was removed after a 2014 fire, and is now a blank canvas. Enjoy a highly desirable location within walking distance to local shops, dining, and everyday amenities, making it perfect for those seeking a central and accessible setting. Whether you're looking to

  Theresia Schoonmaker Epique Realty

  5019 Route 22, Amenia, NY 12501
• 

  $315,000

  Sold Feb 04, 2026

  40 Glen Ave, Dover Plains, NY 12522

  • 3 Beds
  • 1 Bath
  • 1,476 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Below List Price
  • $213/SF
  • 81 Days On Market

  Current Estimated Value $321,434

  Last Listing Agent Robert Brestovansky eXp Realty

  40 Glen Ave, Dover Plains, NY 12522
• 

  Est $302,611

  Not Listed For Sale

  24 Under Mountain Rd, Wassaic, NY 12592

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1912

  24 Under Mountain Rd, Wassaic, NY 12592

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Matthew Cave Hudson Property Services, LLC
• 

  

  /16

  $189,000

  Pending

  • Land
  • 7.91 Acres
  • $23,894 per Acre

  2 Westerly Ridge Dr, Amenia, NY 12501

  Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating.There is a well already installed and the BOHA has been renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values established from the

  Larry Havens Havens Real Estate

  2 Westerly Ridge Dr, Amenia, NY 12501
• 

  $389,000

  Sold Mar 03, 2026

  141 Poplar Hill Rd, Wassaic, NY 12592

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 2006

  Last Sold Summary

  • $134/SF
  • 32 Days On Market

  Current Estimated Value $554,076

  Last Listing Agent Igor Krasnoperov Rising Star Realty

  141 Poplar Hill Rd, Wassaic, NY 12592
• 

  Est $530,334

  Not Listed For Sale

  42 Bog Hollow Rd, Wassaic, NY 12592

  • 3 Beds
  • 2 Baths
  • 2,721 Sq Ft
  • Built 1984

  42 Bog Hollow Rd, Wassaic, NY 12592

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Kathleen Manikowski Compass Greater NY, LLC
• 

  

  /25

  $70,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592

  Welcome home to this inviting two bedroom, two bath residence offering a comfortable layout and several valuable updates. Awaiting its new owners, this move-in ready home is complete with added home furnishings if desired. The primary bedroom with a king size bed features a large private en-suite bathroom with a walk-in shower, creating a relaxing and convenient retreat. The eat-in kitchen

  Evelyn Heady BHHS Hudson Valley Properties

  198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592
• 

  $429,000

  Sold Jan 15, 2026

  39 Prospect Ave, Amenia, NY 12501

  • 3 Beds
  • 1.5 Baths
  • 1,848 Sq Ft
  • Built 1933

  Last Sold Summary

  • $232/SF
  • 39 Days On Market

  Current Estimated Value $433,838

  Last Listing Agent Liza Reiss Elyse Harney Real Estate

  39 Prospect Ave, Amenia, NY 12501
• 

  Est $506,446

  Not Listed For Sale

  263 Sinpatch Rd, Wassaic, NY 12592

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft
  • Built 2000

  263 Sinpatch Rd, Wassaic, NY 12592

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Ann Scarano Realty Center Hudson Valley
• 

  

  /27

  $899,000

  $96K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 3,478 Sq Ft

  762 Old Route 22, Amenia, NY 12501

  Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed

  Stacey Cronin Houlihan Lawrence Inc.

  762 Old Route 22, Amenia, NY 12501
• 

  $256,000

  Sold Oct 03, 2025

  3465 Route 22, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $139/SF
  • 52 Days On Market

  Current Estimated Value $290,005

  Last Listing Agent Omar Harper Epique Realty

  3465 Route 22, Dover Plains, NY 12522
• 

  Est $1,388,113

  Not Listed For Sale

  355 Poplar Hill Rd, Dover Plains, NY 12522

  • 5 Beds
  • 3 Baths
  • 3,937 Sq Ft
  • Built 1742

  355 Poplar Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 305 Days On Market

  Last Listing Agent Brian McGrath McGrath Realty Inc
• 

  

  /3

  $250,000

  • Land
  • 3.3 Acres
  • $75,758 per Acre

  8 Yellow City Rd, Amenia, NY 12501

  8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living.well has been drilled

  Bill Flood Houlihan Lawrence Inc.

  8 Yellow City Rd, Amenia, NY 12501
• 

  

  /7

  $2,100,000

  Sold Dec 19, 2025

  4848 Route 44 None, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft
  • Built 1900

  Last Sold Summary

  • 104,999,900% Above List Price
  • $1,244/SF
  • 122 Days On Market

  Last Listing Agent Bill Flood Houlihan Lawrence, Inc.

  4848 Route 44 None, Amenia, NY 12501
• 

  Est $475,321

  Not Listed For Sale

  265 Tower Hill Rd, Wassaic, NY 12592

  • 1 Bed
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1900

  265 Tower Hill Rd, Wassaic, NY 12592

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent PAULA REDMOND Corcoran Country Living
• 

  

  /20

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,976 Sq Ft

  24 Wilson Eaton Rd, Amenia, NY 12501

  Situated on 2.45 acres of land in the Town of Amenia, you will find this three-bedroom ranch style home. The grounds are lovely, with a private, mostly level yard. The home provides single level living and the property includes a detached three bay garage with a one-bedroom apartment on the second floor. Perfect property for a first-time home buyer or an investor. Conveniently located minutes

  Susan Whalen George T Whalen Real Estate

  24 Wilson Eaton Rd, Amenia, NY 12501
• 

  

  /80

  $440,000

  Sold Jul 08, 2026

  31 Yellow City Rd, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1974

  Last Sold Summary

  • 12% Below List Price
  • $211/SF
  • 207 Days On Market

  Current Estimated Value $468,434

  Last Listing Agent Ted Banta RVW Select Properties

  31 Yellow City Rd, Amenia, NY 12501
• 

  Est $327,805

  Not Listed For Sale

  40 May Ln, Dover Plains, NY 12522

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1960

  40 May Ln, Dover Plains, NY 12522

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /35

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  35 Benton Rd, Wassaic, NY 12592

  Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors,

  Janet Myer Houlihan Lawrence Inc.

  35 Benton Rd, Wassaic, NY 12592
• 

  $325,000

  Sold May 14, 2026

  703 Butts Hollow Rd, Dover Plains, NY 12522

  • 5 Beds
  • 3 Baths
  • 2,260 Sq Ft
  • Built 1867

  Last Sold Summary

  • 2% Above List Price
  • $144/SF
  • 59 Days On Market

  Current Estimated Value $348,259

  Last Listing Agent German Nielsen Newman Realty Inc

  703 Butts Hollow Rd, Dover Plains, NY 12522

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