2,032

Amenia, NY Homes

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  • /29

    $339,000

    $19K PRICE INCREASE Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft

    5112 Route 22, Amenia, NY 12501

    Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I’m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial

    Agent Photo

    Brad Rebillard

    DUTCHESS COUNTRY REALTY INC. M

    5112 Route 22, Amenia, NY 12501
  • /47

    $4,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • House for Rent

    222 Bog Hollow Rd, Wassaic, NY 12592

    Enjoy privacy, peaceful surroundings, and abundant outdoor space at 222 Bog Hollow Road. This single-family rental is currently configured as a two-bedroom home with two full bathrooms and a private sauna. Two beautiful decks—including an upper-level balcony—provide inviting places to relax, entertain, and enjoy birdwatching. The property is equipped with solar panels and is served by a private

    Agent Photo

    JOSE SANTOS

    K Fortuna Lighthouse Realty

    222 Bog Hollow Rd, Wassaic, NY 12592
  • 263 Bog Hollow Rd, Wassaic, NY 12592

    $380,000

    Sold Feb 04, 2026

    263 Bog Hollow Rd, Wassaic, NY 12592

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft
    • Built 1938

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 126 Days On Market

    Current Estimated Value $386,238

    Last Listing Agent Christopher Ferraro RE/MAX Town & Country

    263 Bog Hollow Rd, Wassaic, NY 12592
    • 460 Sinpatch Rd, Wassaic, NY 12592

      Est $1,826,195

      Not Listed For Sale

      460 Sinpatch Rd, Wassaic, NY 12592

      • 5 Beds
      • 4.5 Baths
      • 3,132 Sq Ft
      • Built 1870
      460 Sinpatch Rd, Wassaic, NY 12592

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Michael Dunstan RE/MAX Town & Country

  • /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
  • /11

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    173 S Amenia Rd Unit 2 & 4, Wassaic, NY 12592

    Welcome to your new home in the charming district of Wassaic, NY! This inviting property offers a wonderful opportunity for comfortable living in a vibrant community, close to several great restaurants for your dining enjoyment.This property features well-proportioned bedrooms and convenient bathrooms, providing the perfect space for relaxation. With ample floor area, you’ll find plenty

    173 S Amenia Rd Unit 2 & 4, Wassaic, NY 12592
  • 4865 South St, Amenia, NY 12501

    $295,000

    Sold Jun 15, 2026

    4865 South St, Amenia, NY 12501

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Below List Price
    • $362/SF
    • 144 Days On Market

    Current Estimated Value $294,964

    Last Listing Agent Larry Havens Havens Real Estate

    4865 South St, Amenia, NY 12501
    • /36

      Not Listed For Sale

      22 Smithfield Rd, Amenia, NY 12501

      • 5 Beds
      • 7 Baths
      • 5,124 Sq Ft
      • Built 1900
      22 Smithfield Rd, Amenia, NY 12501

      Last Sold Summary

      • 1,507 Days On Market

      Last Listing Agent Paula Redmond Corcoran Country Living - Mill

  • /30

    $275,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    14-16 Glen Hill, Dover Plains, NY 12522

    Surrounded by nature. An affordable compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two dwellings for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath residence, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is

    Barry Malawer Coldwell Banker Realty

    14-16 Glen Hill, Dover Plains, NY 12522
  • /5

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    3302 Ny-343 Unit 1, Amenia, NY 12501

    Property Id: 2746771 Spacious three bedroom apartment located in the heart of Amenia. Off street parking available. Heat/hot water included, as well as garbage collection and snow removal. No pets or smoking allowed. Must have credit score of 600 or higher.

    3302 Ny-343 Unit 1, Amenia, NY 12501
  • 111 Yellow City Rd, Amenia, NY 12501

    $1,195,000

    Sold Aug 21, 2025

    111 Yellow City Rd, Amenia, NY 12501

    • 3 Beds
    • 2 Baths
    • 2,376 Sq Ft
    • Built 1983

    Last Sold Summary

    • 8% Below List Price
    • $503/SF
    • 58 Days On Market

    Current Estimated Value $1,149,917

    Last Listing Agent Gina Cooney Giner Real Estate Inc.

    111 Yellow City Rd, Amenia, NY 12501
    • 895 Route 83, Amenia, NY 12501

      Est $6,109,381

      Not Listed For Sale

      895 Route 83, Amenia, NY 12501

      • 3 Beds
      • 3.5 Baths
      • 3,750 Sq Ft
      • Built 1999
      895 Route 83, Amenia, NY 12501

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC

  • /46

    $130,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    30 Tally-Ho Dr, Dover Plains, NY 12522

    Welcome to this beautifully maintained 2-bedroom, 2-bath mobile home in a 55+ community in Dover Plains. Renovated approximately 10 years ago and thoughtfully cared for since, this home offers a warm blend of comfort, character, and practical living space.Inside, you'll find an open-concept layout connecting the living room, dining area, and kitchen, creating an easy flow for everyday

    Virginia Corbett eXp Realty

    30 Tally-Ho Dr, Dover Plains, NY 12522
  • /8

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • 49-51 Mechanic Street, 1 Second floor

    49-51 Mechanic St Unit 1 Second floor, Amenia, NY 12501

    Welcome to your new home in Amenia, NY! This charming property is perfect for anyone looking for a comfortable place to relax. Located in a vibrant community, you will enjoy easy access to several great restaurants and department stores, making daily living convenient and enjoyable. The property features a well-designed floor plan, with ample space for you and your loved ones to unwind.

    49-51 Mechanic Street, 1 Second floor

    49-51 Mechanic St Unit 1 Second floor, Amenia, NY 12501
  • 22 Troutbeck Crescent, Amenia, NY 12501

    $425,000

    Sold Apr 20, 2026

    22 Troutbeck Crescent, Amenia, NY 12501

    • 3 Beds
    • 3 Baths
    • 2,818 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $151/SF
    • 48 Days On Market

    Current Estimated Value $545,000

    Last Listing Agent Susan Whalen George T Whalen Real Estate

    22 Troutbeck Crescent, Amenia, NY 12501
    • 470 Sharon Station Rd, Amenia, NY 12501

      Est $2,548,676

      Not Listed For Sale

      470 Sharon Station Rd, Amenia, NY 12501

      • 3 Beds
      • 4 Baths
      • 4,498 Sq Ft
      • Built 2004
      470 Sharon Station Rd, Amenia, NY 12501

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent PAULA REDMOND Corcoran Country Living

  • /26

    $16,500,000

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

    365 Tower Hill Rd, Wassaic, NY 12592

    Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites

    Ashley Whittaker Spence Compass Greater NY, LLC

    365 Tower Hill Rd, Wassaic, NY 12592
  • /8

    $2,075 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • 49-51 Mechanic Street, 2 Second floor

    49-51 Mechanic St Unit 2 Second floor, Amenia, NY 12501

    Welcome to your next rental opportunity in Amenia, NY! This inviting property offers a perfect blend of comfort and convenience, ideal for those seeking a peaceful living environment with easy access to local amenities. Key property features include spacious bedrooms and bathrooms, designed to accommodate your lifestyle needs. The climate control systems ensure you stay comfortable

    49-51 Mechanic Street, 2 Second floor

    49-51 Mechanic St Unit 2 Second floor, Amenia, NY 12501
  • 352 Old Route 22, Wassaic, NY 12592

    $430,000

    Sold Feb 20, 2026

    352 Old Route 22, Wassaic, NY 12592

    • 5 Beds
    • 3 Baths
    • 2,546 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $169/SF
    • 40 Days On Market

    Current Estimated Value $476,174

    Last Listing Agent Ernest Smajlaj RE/MAX Town & Country

    352 Old Route 22, Wassaic, NY 12592
    • /2

      Est $905,792

      Not Listed For Sale

      122 Haight Rd, Amenia, NY 12501

      • 4 Beds
      • 3 Baths
      • 2,592 Sq Ft
      • Built 1760
      122 Haight Rd, Amenia, NY 12501

  • /26

    $2,379,000

    $135K PRICE DROP
    • Land
    • 206.14 Acres
    • $11,541 per Acre

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501

    An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe

    Larry Havens Havens Real Estate

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
  • /11

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    173 S Amenia Rd Unit 1 & 3, Wassaic, NY 12592

    Welcome to your ideal rental opportunity in the charming community of Wassaic, NY. This delightful property serves as a fantastic base for those seeking comfort and convenience, ideally located near a selection of exceptional restaurants. The residence features central heating and cooling, along with air conditioning and ceiling fans to ensure your comfort year-round. Experience the ease

    173 S Amenia Rd Unit 1 & 3, Wassaic, NY 12592
  • /15

    $200,000

    Sold May 21, 2026

    0 Kent Rd Unit 20252538, Amenia, NY 12592

    • Land
    • 9.19 Acres
    • $21,763 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 201 Days On Market

    Last Listing Agent Larry Havens Havens Real Estate

    0 Kent Rd Unit 20252538, Amenia, NY 12592
    • 25 Green Rd, Amenia, NY 12501

      Est $1,046,000

      Not Listed For Sale

      25 Green Rd, Amenia, NY 12501

      • 3 Beds
      • 3 Baths
      • 2,812 Sq Ft
      • Built 1985
      25 Green Rd, Amenia, NY 12501

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Kyle Irwin Corcoran Country Living

  • /23

    $175,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    110 Gina Dr, Dover Plains, NY 12522

    Beautifully maintained and absolutely gorgeous double manufactured home offering spacious open-concept living in the desirable Tally Ho 55+ community. This home features a large living room with a cozy electric fireplace and a gourmet kitchen loaded with extras, including refrigerator, dishwasher, microwave, propane stove, abundant cabinetry, and a breakfast island perfect for casual dining and

    Robert Dunlop Havens Real Estate

    110 Gina Dr, Dover Plains, NY 12522
  • /9

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • 9,972 Sq Ft
    • Apartment for Rent

    4789 Route 22 Unit 3A, Amenia, NY 12501

    Freshly renovated 1-bedroom apartment offering stylish updates, stainless steel appliances, and natural light. Enjoy small time charm with easy access to local dining, shopping, and transportation.

    Marc Krawiec The Bridge Realty Group NY LLC

    4789 Route 22 Unit 3A, Amenia, NY 12501
  • /40

    $513,000

    Sold Dec 16, 2025

    174 Perrys Corners Rd, Amenia, NY 12501

    • 3 Beds
    • 3 Baths
    • 1,596 Sq Ft
    • Built 1700

    Last Sold Summary

    • 12% Above List Price
    • $321/SF
    • 29 Days On Market

    Current Estimated Value $483,383

    Last Listing Agent Catherine Quintard Compass Greater NY, LLC

    174 Perrys Corners Rd, Amenia, NY 12501
    • /2

      Est $312,045

      Not Listed For Sale

      436 Bog Hollow Rd, Wassaic, NY 12592

      • 3 Beds
      • 2 Baths
      • 1,525 Sq Ft
      • Built 1965
      436 Bog Hollow Rd, Wassaic, NY 12592

  • /18

    $299,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,220 Sq Ft

    24 Rail Trail Way, Amenia, NY 12501

    Beautifully maintained three-bedroom cottage overlooking the scenic Harlem Valley Rail Trail in the charming town of Amenia. This move-in-ready home has been thoughtfully updated with new electric, new windows and new insulation, improvements that offer comfort and peace of mind for years to come. Pride of ownership is evident throughout the well maintained interior and exterior. Step outside and

    George Whalen III George T Whalen Real Estate

    24 Rail Trail Way, Amenia, NY 12501
  • /11

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    3322 Ny-343 Unit Apartment 2, Amenia, NY 12501

    Property Id: 2316716 This two-bedroom apartment in the heart of Amenia offers all the convenience of town living. Centrally located with easy access to all shopping, restaurants, cafes, parks and bike trail. This second floor unit is updated with new appliances, freshly painted, with plenty of counter space in the kitchen, and vaulted ceilings in the living room. Walk to everything in town.

    3322 Ny-343 Unit Apartment 2, Amenia, NY 12501
  • 4848 Route 44, Amenia, NY 12501

    $2,100,000

    Sold Dec 29, 2025

    4848 Route 44, 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
    • 66 Days On Market

    Current Estimated Value $2,230,780

    Last Listing Agent Bill Flood Houlihan Lawrence Inc.

    4848 Route 44, Amenia, NY 12501
    • 245 Sharon Station Rd, Amenia, NY 12501

      Est $1,919,612

      Not Listed For Sale

      245 Sharon Station Rd, Amenia, NY 12501

      • 5 Beds
      • 3.5 Baths
      • 3,272 Sq Ft
      • Built 1870
      245 Sharon Station Rd, Amenia, NY 12501

      Last Sold Summary

      • 280 Days On Market

      Last Listing Agent George Langa Houlihan Lawrence Inc.

  • /43

    $425,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,640 Sq Ft

    232 Old Route 22, Wassaic, NY 12592

    Step back in time without sacrificing modern comfort in this authentic 1890 Farmhouse nestled in the heart of Wassaic. From the moment you arrive, the magnificent wraparound porch welcomes you to kick back, relax, and take in the Hudson Valley surroundings.Inside, warmth and character abound with numerous built-ins and old world accents. The charming eat-in kitchen features a cozy

    Kathleen Manikowski Compass Greater NY, LLC

    232 Old Route 22, Wassaic, NY 12592
  • /16

    $2,075 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    51 Mechanic St, Amenia, NY 12501

    Enjoy small-town charm with modern comfort in these beautifully renovated second-floor apartments, ideally located just steps from Main Street's shops and everyday conveniences. Thoughtfully updated with contemporary finishes, each apartment features a bright, inviting atmosphere and an open-concept layout designed for comfortable, easy living. Apartment #2 – 2 Bedrooms: $2,075/month plus all

    Stephany Eisermann Elyse Harney Real Estate

    51 Mechanic St, Amenia, NY 12501
  • 75 Midway Ave, Amenia, NY 12501

    $350,000

    Sold May 28, 2026

    75 Midway Ave, Amenia, NY 12501

    • 4 Beds
    • 3 Baths
    • 1,560 Sq Ft
    • Built 1958

    Last Sold Summary

    • 11% Below List Price
    • $224/SF
    • 287 Days On Market

    Current Estimated Value $345,194

    Last Listing Agent Karen Grimaldi William Pitt Sotheby's Int'l

    75 Midway Ave, Amenia, NY 12501
    • 53 Perrys Corners Rd, Amenia, NY 12501

      Est $370,555

      Not Listed For Sale

      53 Perrys Corners Rd, Amenia, NY 12501

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1961
      53 Perrys Corners Rd, Amenia, NY 12501

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Matthew Cave Hudson Property Services, LLC

  • /10

    $85,000

    • Land
    • 1.06 Acres
    • $80,189 per Acre

    0 Old State Route 22 Unit KEY977656, Amenia, NY 12501

    Discover the perfect canvas for your dream home. This BOHA-approved lot offers rare, highly sought-after "select-fill" soil- making it truly build-ready from day one. Just 1 hour and 40 minutes from New York City, this property gives you the best of both worlds: peaceful country living with effortless access to the city.Wake up each morning to breathtaking seasonal views and a sweeping open

    Alexandra Brown BHHS Hudson Valley Properties

    0 Old State Route 22 Unit KEY977656, Amenia, NY 12501
  • /13

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Apartment for Rent

    770 Old Route 22 Unit 3N, Amenia, NY 12501

    AVAILABLE IMMEDIATELY!! Beautiful one bedroom apartment close to downtown Amenia- plenty of parking and use of yard- owner responsibility: garbage collection, snow removal and lawn maintenance, tenant responsibility: electric/cable/internet-NO PETS NO SMOKING-

    Robert Villone RE/MAX Classic Realty

    770 Old Route 22 Unit 3N, Amenia, NY 12501
  • 95 Tinker Town Rd, Dover Plains, NY 12522

    $420,000

    Sold Jun 15, 2026

    95 Tinker Town Rd, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Above List Price
    • $210/SF
    • 48 Days On Market

    Current Estimated Value $416,608

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    95 Tinker Town Rd, Dover Plains, NY 12522
    • /2

      Est $402,640

      Not Listed For Sale

      209 Perrys Corners Rd, Amenia, NY 12501

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1971
      209 Perrys Corners Rd, Amenia, NY 12501

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$381,100
Median Single Family Sale Price
$399,000
Median 2 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$359
Number of Homes for Sale
9
Last 12 months Home Sales
27
Months of Supply
4.00
Median List Price
$429,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-10%
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