Amenia, NY Homes

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  /19

  $459,000

  • 3 Beds
  • 3 Baths

  3481 Route 22, Dover Plains, NY 12522

  Privacy meets convenience in this ideally situated home, set back from the road and filled with natural light. Generously sized rooms and a smooth first-floor layout create an effortless living experience. The lower-level apartment opens the door to in-law living, a returning young adult, or extra income. A finished basement adds even more versatility. With updated kitchens, baths, and floors,

  

  Larry Havens

  Havens Real Estate

  (845) 773-8233

  3481 Route 22, Dover Plains, NY 12522
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  /8

  $1,450 per month

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

  3330 Ny-343 Unit Apartment 1, Amenia, NY 12501

  Property Id: 2316688This one-bedroom apartment in the heart of Amenia offers all the convenience of town living. Centrally located with easy access to all shopping, restaurants, and cafes. This unit has just been freshly painted, with plenty of counter space in the kitchen and a large closet in the bedroom. Across the street is the town park to enjoy at your leisure.

  3330 Ny-343 Unit Apartment 1, 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 $265,121

  Last Listing Agent Omar Harper Epique Realty

  3465 Route 22, Dover Plains, NY 12522
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  /26

  Est $356,259 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  60 Willow Ln, Wassaic, NY 12592

  60 Willow Ln, Wassaic, NY 12592
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  /21

  $410,000

  • 3 Beds
  • 2 Baths
  • 2,277 Sq Ft

  51 Depot Hill Rd, Amenia, NY 12501

  Generous living space offers plenty of room for a growing family or anyone working from home. Featuring 3 bedrooms and 2 bathrooms, this well-maintained home has had only two owners and is situated in an outstanding location.Major upgrades include a 3 years young roof and a Central Air Conditioning System that is 2 years young. The floors are stunning.51 Depot Hill is tucked away from the

  

  Larry Havens

  Havens Real Estate

  (845) 640-3828

  51 Depot Hill Rd, Amenia, NY 12501
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  /23

  $1,700 per month

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

  3304 Route 343 Unit 2, Amenia, NY 12501

  This location truly cannot be beat, set in the heart of Amenia on Main Street directly above the brand-new Silo Bakery, where mornings begin with the irresistible aroma of fresh coffee and handcrafted baked goods. Housed within a charming 1920s building, the residence is rich with old-world character and timeless appeal from a bygone era. The 2nd floor apartment offers over 660 square feet and

  Claudia Jiskra McGrath Realty Inc

  3304 Route 343 Unit 2, Amenia, NY 12501
• 

  $325,000 Sold Aug 04, 2025

  214 Old Route 22, Wassaic, NY 12592

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

  Last Sold Summary

  • $186/SF
  • 247 Days On Market

  Current Estimated Value $328,643

  Last Listing Agent Samantha Davis BHHS Hudson Valley Properties

  214 Old Route 22, Wassaic, NY 12592
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  198 Sinpatch Rd, Wassaic, NY 12592

  198 Sinpatch Rd, Wassaic, NY 12592
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  /24

  $459,500

  • 4 Beds
  • 4 Baths
  • 3,132 Sq Ft

  3481 New York 22, Dover Plains, NY 12522

  Conveniently located yet privately tucked away, this home impresses with its large, light filled rooms and thoughtful layout. The lower-level apartment provides excellent flexibility- perfect for multigenerational living or rental income.The first floor offers easy, seamless flow while the finished basement contributes to valuable additional space.Recent updates mean the work has already

  

  Larry Havens

  Havens Real Estate

  (845) 723-3894

  3481 New York 22, Dover Plains, NY 12522
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  /7

  $1,850 per month

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

  3324 Ny-343 Unit Apartment 2, Amenia, NY 12501

  Property Id: 2316712This two-bedroom apartment in the heart of Amenia offers all the convenience of town living. Centrally located with easy access to all shopping, restaurants, and cafes. This unit has just been freshly painted, with plenty of counter space in the kitchen and a large closet in the bedrooms. Across the street is the town park to enjoy at your leisure. Hot water and

  3324 Ny-343 Unit Apartment 2, Amenia, NY 12501
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  $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

  Last Listing Agent Christopher Ferraro RE/MAX Town & Country

  263 Bog Hollow Rd, Wassaic, NY 12592
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  Not Listed For Sale

  0 Mechanic St Unit KEYM414034, Amenia, NY 12501

  0 Mechanic St Unit KEYM414034, Amenia, NY 12501
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  /11

  $215,000 Pending

  • Land
  • 9.19 Acres
  • $23,395 per Acre

  0 Kent Rd Unit KEY882325, Amenia, NY 12592

  9.19 versatile acres with remarkable vistas of the gorgeous Eastern Dutchess County countryside. At the moment you will have the ability to select a site for your dream home on this open rolling open meadow. Offering privacy and set well off the road the ideal homesite welcomes your vision and ingenuity.This parcel is currently being used as a hayfield; however, your horticultural and

  

  Larry Havens

  Havens Real Estate

  (845) 439-2876

  0 Kent Rd Unit KEY882325, Amenia, NY 12592
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  /35

  $4,300 per month

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  3 Spruce Hill, Amenia, NY 12501

  Enjoy modern living in the Hudson Valley with this beautifully furnished 3-bedroom, 2-bath contemporary home, built in 2022. Located on a peaceful country road in Amenia, but close to town, this 1,680-square-foot residence offers a perfect blend of style, comfort, and convenience - just minutes to the village of Millerton, 5 minutes to Metro North (Wassaic train station), and local shops, dining,

  Susanna Scott-Mitchell Compass Greater NY, LLC

  3 Spruce Hill, 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 $1,159,628

  Last Listing Agent Gina Cooney Giner Real Estate Inc.

  111 Yellow City Rd, Amenia, NY 12501
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  /36

  Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,124 Sq Ft

  22 Smithfield Rd, Amenia, NY 12501

  22 Smithfield Rd, Amenia, NY 12501
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  /15

  $215,000 Pending

  • Land
  • 9.19 Acres
  • $23,395 per Acre

  0 Kent Rd Unit 20252538, Amenia, NY 12592

  Welcome to 9.19 acres of rolling meadow, offering breathtaking vistas of the Eastern Dutchess County countryside. Tucked away from the road, this peaceful and private setting provides the perfect canvas for your dream home.Whether you're envisioning a simple retreat, a working farm, or a lush garden oasis, this land supports a wide range of possibilities.Enjoy easy access to Metro-North,

  

  Larry Havens

  Havens Real Estate

  (845) 442-1853

  0 Kent Rd Unit 20252538, Amenia, NY 12592
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  /5

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  211 Old Rte 22, Wassaic, NY 12592

  Property Id: 2209367Welcome to your new home in Wassaic, NY! This charming 2-bedroom, 1-bathroom apartment is perfect for you and your furry friends. With amenities like water, garbage disposal, and off-street parking, etc. you'll love calling this place home. Double Sided (Front & Back) Private Entry-WaysMudroom for Extra StorageBrand New RenovationEnjoy the

  211 Old Rte 22, Wassaic, NY 12592
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  /38

  $439,000 Sold Jun 02, 2025

  35 Prospect Ave, Amenia, NY 12501

  • 4 Beds
  • 1 Bath
  • 2,040 Sq Ft
  • Built 1957

  Last Sold Summary

  • $215/SF
  • 102 Days On Market

  Current Estimated Value $438,952

  Last Listing Agent Brad Rebillard Dutchess Country Realty, Inc.

  35 Prospect Ave, Amenia, NY 12501
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  Est $1,560,411 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,888 Sq Ft

  419 Leedsville Rd, Amenia, NY 12501

  419 Leedsville Rd, Amenia, NY 12501
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  /26

  $2,379,000

  • 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

  (845) 460-1037

  0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
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  /22

  $1,250 per month

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

  4892 Ny-22 Unit 3, Amenia, NY 12501

  NEWLY AVAILABLE: Beautiful and spacious 1 bedroom, 1 bath apartment located in Amenia, NY. Building was completely renovated in 2003. Apartment features a large kitchen, spacious living room and bedroom, and up to date bathroom. Also has a large back deck. Great location central to everything the town has to offer--walk to Four Brothers Drive-In, or the nearby Harlem Valley Rail trail.

  4892 Ny-22 Unit 3, Amenia, NY 12501
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  $410,000 Sold Aug 18, 2025

  22 Depot Hill Rd, Amenia, NY 12501

  • 3 Beds
  • 4 Baths
  • 2,003 Sq Ft
  • Built 1900

  Last Sold Summary

  • 18% Below List Price
  • $205/SF
  • 158 Days On Market

  Current Estimated Value $409,227

  Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  22 Depot Hill Rd, Amenia, NY 12501
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  /2

  Est $929,534 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  122 Haight Rd, Amenia, NY 12501

  122 Haight Rd, Amenia, NY 12501
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  /10

  $289,900

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  4865 South St, Amenia, NY 12501

  Charming and thoughtfully updated, this single level home offers modern comfort with a touch of style. The remodeled kitchen and bath, upgraded floors, and crown molding create a refined living space. Just minutes from the Wassaic Train Station and a short ride to the Harlem Valley Rail Trail, you'll enjoy both convenience and outdoor beauty. Set in Amenia—the Gateway to the Berkshires—this home

  

  Larry Havens

  Havens Real Estate

  (845) 203-9307

  4865 South St, Amenia, NY 12501
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  /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

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  174 Perrys Corners Rd, Amenia, NY 12501
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  Est $910,017 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,812 Sq Ft

  25 Green Rd, Amenia, NY 12501

  25 Green Rd, Amenia, NY 12501
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  /37

  $675,000

  • 4 Beds
  • 1.5 Baths
  • 3,624 Sq Ft

  10 Stagecoach Ln, Amenia, NY 12501

  Charming Old-Style Farmhouse with 4+ Bedrooms on 2.4 Acres. This timeless colonial farmhouse blends historic charm with modern updates, offering 4+ bedrooms and 1.5 baths. A welcoming front porch leads into an inviting entrance hall with hardwood floors. The first floor boasts a formal dining room with original wide-plank pine floors, chandeliers, and crown molding, plus a formal living

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 448-2396

  10 Stagecoach Ln, Amenia, NY 12501
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  $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

  Last Listing Agent Bill Flood Houlihan Lawrence Inc.

  4848 Route 44, Amenia, NY 12501
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  Est $1,156,125 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 6,071 Sq Ft

  14 Troutbeck Crescent, Amenia, NY 12501

  14 Troutbeck Crescent, Amenia, NY 12501
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  /15

  $479,000

  • Land
  • 49.63 Acres
  • $9,651 per Acre

  0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501

  Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a

  

  Larry Havens

  Havens Real Estate

  (845) 470-5991

  0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
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  $495,000 Sold Jul 08, 2025

  5304 Route 44, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Below List Price
  • $254/SF
  • 23 Days On Market

  Current Estimated Value $504,770

  Last Listing Agent Kathleen Lomino Briante Realty Group, LLC

  5304 Route 44, Amenia, NY 12501
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  Est $569,495 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  208 Leedsville Rd, Amenia, NY 12501

  208 Leedsville Rd, Amenia, NY 12501
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  /14

  $1,900,000

  • Land
  • 156.51 Acres
  • $12,140 per Acre

  0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

  Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

  

  Larry Havens

  Havens Real Estate

  (845) 493-3228

  0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
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  $403,840 Sold May 02, 2025

  209 Perrys Corners Rd, Amenia, NY 12501

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1971

  Last Sold Summary

  • 16% Above List Price
  • $259/SF
  • 155 Days On Market

  Current Estimated Value $417,187

  Last Listing Agent Larry Havens Havens Real Estate

  209 Perrys Corners Rd, Amenia, NY 12501
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  /2

  Est $302,247 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  436 Bog Hollow Rd, Wassaic, NY 12592

  436 Bog Hollow Rd, Wassaic, NY 12592
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  /9

  $129,000

  • Land
  • 0.78 Acre
  • $165,385 per Acre

  0 Route 343 Unit KEY896113, Amenia, NY 12501

  Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

  

  Larry Havens

  Havens Real Estate

  (845) 539-1044

  0 Route 343 Unit KEY896113, Amenia, NY 12501
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  $386,000 Sold Aug 19, 2025

  34 Prospect Ave, Amenia, NY 12501

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1970

  Last Sold Summary

  • 9% Below List Price
  • $357/SF
  • 247 Days On Market

  Current Estimated Value $384,443

  Last Listing Agent Bill Flood Houlihan Lawrence Inc.

  34 Prospect Ave, Amenia, NY 12501
• 

  Est $1,849,641 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,272 Sq Ft

  245 Sharon Station Rd, Amenia, NY 12501

  245 Sharon Station Rd, Amenia, NY 12501
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  /16

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 616 Sq Ft

  5308 Route 44, Amenia, NY 12501

  Renovations have started on this Amenia home! Walk to village shops, dining, and local amenities from this charming 2–3 bedroom home with renovations already started. Featuring an eat-in kitchen, enclosed porch, and shed, this property offers great bones and tons of potential. Beautiful grounds. Being sold as-is, it’s the perfect starter home or project for someone handy looking to build equity

  

  Karen Briscoe-Reed

  KW MidHudson

  (845) 328-2680

  5308 Route 44, Amenia, NY 12501

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