Amenia, NY Homes

• 

  $415,000 Sold Dec 22, 2025

  23 Bog Hollow Rd, Wassaic, NY 12592

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $274/SF
  • 40 Days On Market

  Current Estimated Value $414,533

  Last Listing Agent Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  23 Bog Hollow Rd, Wassaic, NY 12592
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• 

  Est $293,637 Not Listed For Sale

  83 Cascade Rd, Amenia, NY 12501

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1958

  83 Cascade Rd, Amenia, NY 12501

  Last Sold Summary

  • 11% Above List Price
  • $221/SF
  • 9 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Jonathan Scarinzi Elyse Harney Real Estate
• 

  

  

  /9

  $350,000 Pending

  782 Old Route 22, Amenia, NY 12501

  Great 2 family home being sold empty.It is great shape newer Kit cabinets in first floor apt.Large garage that could be rented out as well. location is great close to village walk to everything, near rail trail and the train station.Its a great investment property. Wont last don't wait

  Bill Flood Houlihan Lawrence Inc.

  782 Old Route 22, Amenia, NY 12501
• 

  $405,000 Sold Nov 25, 2025

  3343 Route 343, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1790

  Last Sold Summary

  • 2% Above List Price
  • $222/SF
  • 130 Days On Market

  Current Estimated Value $402,498

  Last Listing Agent Liza Reiss Elyse Harney Real Estate

  3343 Route 343, Amenia, NY 12501
• 

  Est $510,187 Not Listed For Sale

  83 Powder House Rd, Amenia, NY 12501

  • 4 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 1987

  83 Powder House Rd, Amenia, NY 12501

  Last Sold Summary

  • 12% Above List Price
  • $295/SF
  • 18 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Janet Myer Houlihan Lawrence Inc.
• 

  

  /34

  $449,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,818 Sq Ft

  22 Troutbeck Crescent, Amenia, NY 12501

  This three level contemporary is nestled on 2.65 acres in Amenia, a tranquil and bucolic area of Dutchess County. The home features a light-filled interior with soaring ceilings and dramatic windows. Although the property needs to be brought back to life, for the right buyer, this is a chance to create a stunning upstate retreat. It is located in the Troutbeck community, which offers privately

  Susan Whalen George T Whalen Real Estate

  22 Troutbeck Crescent, Amenia, NY 12501
• 

  $375,000 Sold Aug 27, 2025

  53 Glen Ave, Dover Plains, NY 12522

  • 3 Beds
  • 1 Bath
  • 1,786 Sq Ft
  • Built 1989

  Last Sold Summary

  • $210/SF
  • 22 Days On Market

  Current Estimated Value $369,661

  Last Listing Agent Diana Wiemer Houlihan Lawrence Inc.

  53 Glen Ave, Dover Plains, NY 12522
• 

  Est $398,590 Not Listed For Sale

  4 Railroad Ave, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1951

  4 Railroad Ave, Amenia, NY 12501

  Last Sold Summary

  • 23% Above List Price
  • $208/SF
  • 40 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Mark Snyder eXp Realty
• 

  

  /35

  $8,000,000

  • 6 Beds
  • 8 Baths
  • 8,933 Sq Ft

  Unlisted Address

  West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

  Joseph Lorino Brown Harris Stevens HV LLC

  Unlisted Address
• 

  $70,000 Sold Oct 22, 2025

  4950 U S 44, Amenia, NY 12501

  • Land
  • 3.4 Acres
  • $20,588 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 88 Days On Market

  Last Listing Agent Tamara LaBarbera Howard Hanna Rand Realty

  4950 U S 44, Amenia, NY 12501
• 

  

  /15

  $369,000

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  75 Midway Ave, Amenia, NY 12501

  SUBSTANTIAL PRICE IMPROVEMENT!! Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there

  Karen Grimaldi William Pitt Sotheby's Int'l

  75 Midway Ave, Amenia, NY 12501
• 

  $200,000 Sold Oct 08, 2025

  79 Powder House Rd, Amenia, NY 12501

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft
  • Built 1867

  Last Sold Summary

  • 33% Below List Price
  • $143/SF
  • 344 Days On Market

  Current Estimated Value $235,821

  Last Listing Agent Larry Havens Havens Real Estate

  79 Powder House Rd, Amenia, NY 12501
• 

  Est $325,093 Not Listed For Sale

  13 Lango Rd, Amenia, NY 12501

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1932

  13 Lango Rd, Amenia, NY 12501

  Last Sold Summary

  • 5% Above List Price
  • $207/SF
  • 32 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.
• 

  

  /23

  $665,000 Coming Soon

  • 9 Beds
  • 4 Baths
  • 3,952 Sq Ft

  276 Old Route 22, Wassaic, NY 12592

  Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every

  Stacey Cronin Houlihan Lawrence Inc.

  276 Old Route 22, Wassaic, NY 12592
• 

  $450,000 Sold Dec 09, 2025

  18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

  • 1,920 Sq Ft
  • Built 1900

  Last Sold Summary

  • $234/SF
  • 32 Days On Market

  Current Estimated Value $444,444

  Last Listing Agent Rosa Santiago Weichert Realtors

  18 Furnace Bank Rd Unit 2, Wassaic, NY 12592
• 

  

  /17

  Est $329,402 Not Listed For Sale

  50 Railroad Ave, Amenia, NY 12501

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1963

  50 Railroad Ave, Amenia, NY 12501

  Last Sold Summary

  • 3% Above List Price
  • $303/SF
  • 19 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Karen Grimaldi William Pitt Sotheby's
• 

  

  /33

  $8,900,000

  • 5 Beds
  • 7 Baths
  • 5,175 Sq Ft

  292 Wood Duck Rd, Amenia, NY 12501

  Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground

  Graham Klemm GRAHAM T. KLEMM LIC. RE BROKER

  292 Wood Duck Rd, Amenia, NY 12501
• 

  $1,830,000 Sold Apr 09, 2025

  460 Sinpatch Rd, Wassaic, NY 12592

  • 5 Beds
  • 4.5 Baths
  • 3,132 Sq Ft
  • Built 1870

  Last Sold Summary

  • 8% Below List Price
  • $584/SF
  • 29 Days On Market

  Current Estimated Value $1,956,546

  Last Listing Agent Michael Dunstan RE/MAX Town & Country

  460 Sinpatch Rd, Wassaic, NY 12592
• 

  /2

  Est $335,125 Not Listed For Sale

  4942 Route 22, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1850

  4942 Route 22, Amenia, NY 12501

  Last Sold Summary

  • 29% Below List Price
  • $139/SF

  Last Sold Price $260,000

  Last Listing Agent Larry Havens Havens Real Estate
• 

  

  /36

  $5,500,000

  • 7 Beds
  • 5 Baths
  • 6,019 Sq Ft

  20 Smithfield Way, Amenia, NY 12501

  Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
• 

  $389,000 Sold Oct 13, 2025

  154 Bog Hollow Rd, Wassaic, NY 12592

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2004

  Last Sold Summary

  • $312/SF
  • 22 Days On Market

  Current Estimated Value $387,953

  Last Listing Agent Stephen Pener William Pitt Sothebys Int Rlty

  154 Bog Hollow Rd, Wassaic, NY 12592
• 

  Est $343,895 Not Listed For Sale

  4835 Route 22, Amenia, NY 12501

  • 3 Beds
  • 1.5 Baths
  • 1,329 Sq Ft
  • Built 1961

  4835 Route 22, Amenia, NY 12501

  Last Sold Summary

  • 11% Above List Price
  • $233/SF
  • 23 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Todd Kessman Berkshire Hathaway Home Services
• 

  

  /40

  $2,500,000

  • 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
• 

  $6,180,000 Sold Jul 22, 2025

  895 Route 83, Amenia, NY 12501

  • 3 Beds
  • 3.5 Baths
  • 3,750 Sq Ft
  • Built 1999

  Last Sold Summary

  • 77% Above List Price
  • $1,648/SF
  • 12 Days On Market

  Current Estimated Value $4,921,667

  Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC

  895 Route 83, Amenia, NY 12501
• 

  Est $345,387 Not Listed For Sale

  5 Morton Place, Amenia, NY 12501

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Built 1962

  5 Morton Place, Amenia, NY 12501

  Last Sold Summary

  • 8% Above List Price
  • $296/SF
  • 42 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Larry Havens Havens Real Estate
• 

  

  /21

  $379,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  10 Flood Dr, Amenia, NY 12501

  Back on the Market! Welcome to this beautifully maintained, move-in ready 3 bedroom, 2 bathroom home nestled on a quiet residential street in the heart of Amenia. With a spacious yard, major recent upgrades, and a bright, comfortable interior, this home offers the perfect blend of country charm and small-town convenience. Step inside to a warm and inviting main level featuring a bright eat-in

  Wendy Rodriguez eXp Realty

  10 Flood Dr, 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 $1,305,266

  Last Listing Agent John Panzer Elyse Harney Real Estate

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

  Est $356,584 Not Listed For Sale

  33 Broadway, Amenia, NY 12501

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1952

  33 Broadway, Amenia, NY 12501

  Last Sold Summary

  • 1% Below List Price
  • $299/SF
  • 21 Days On Market

  Last Sold Price $359,000

  Last Listing Agent Larry Havens Havens Real Estate
• 

  

  /13

  $179,900

  • 4 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  9 Morton Place, Amenia, NY 12501

  4 Bedroom, 1.5 Bathroom Colonial in T/Amenia! Close to shopping, schools and amenities. Needs work. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only and must accompany proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Brian Smith River Realty Services, Inc.

  9 Morton Place, Amenia, NY 12501
• 

  $285,000 Sold Jun 06, 2025

  24 Under Mountain Rd, Wassaic, NY 12592

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

  Last Sold Summary

  • $184/SF
  • 37 Days On Market

  Current Estimated Value $300,811

  Last Listing Agent Matthew Cave Hudson Property Services, LLC

  24 Under Mountain Rd, Wassaic, NY 12592
• 

  

  /25

  Est $539,086 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

  • 8% Above List Price
  • $238/SF
  • 18 Days On Market

  Last Sold Price $499,000

  Last Listing Agent Brad Rebillard Past Member
• 

  

  /16

  $895,000

  • Land
  • 27.01 Acres
  • $33,136 per Acre

  108 Westerly Ridge Dr, Amenia, NY 12501

  Perched at the very top of Westerly Ridge in Amenia, and surrounded by forever protected land under DLC conservation easement, lies the most exceptional building opportunity. There are panoramic 270-degree views, far and wide down the Oblong Valley to the south, across the Amenia hills to the west, and up into Sharon to the east, offering distant and varied views of the surrounding beauty. Ready

  Dan Kessler Compass Greater NY, LLC

  108 Westerly Ridge Dr, 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 $573,928

  Last Listing Agent Helen Murray William Pitt Sothebys Int Rlty

  36 Leedsville Rd, Amenia, NY 12501
• 

  Est $358,825 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

  • 10% Below List Price
  • $254/SF
  • 13 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  /27

  $995,000 Coming Soon

  • 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
• 

  $300,000 Sold Apr 11, 2025

  3352 Route 343, Amenia, NY 12501

  • 3 Beds
  • 2.5 Baths
  • 1,514 Sq Ft
  • Built 1900

  Last Sold Summary

  • 33% Below List Price
  • $198/SF
  • 161 Days On Market

  Current Estimated Value $316,466

  Last Listing Agent Bill Flood Houlihan Lawrence Inc.

  3352 Route 343, Amenia, NY 12501
• 

  Est $331,483 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

  • 1% Above List Price
  • $186/SF
  • 15 Days On Market

  Last Sold Price $327,000

  Last Listing Agent Barbara Allen HomeSmart Homes & Estates
• 

  

  /4

  $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
• 

  $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

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