Dutchess, NY Homes

• 

  

  

  /24

  $225,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  79 Powder House Rd, Amenia, NY 12501

  Accepted Offer Step back in time to the 1860s with this charming, well-preserved home, lovingly cared for by the current owners for the past 39 years. Key updates include a durable metal roof and a new furnace, both installed in 2018, and a recently added hot water heater from 2022.The original two-story structure boasts spacious rooms, and a thoughtfully designed living room addition

  

  Larry Havens

  Havens Real Estate

  (845) 482-0516

  79 Powder House Rd, Amenia, NY 12501
• 

  

  

  /7

  $2,195 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  6 Depot Hill Rd Unit 3, Amenia, NY 12501

  ?? 3 Beds | 1 Bath – Apartment | 6 Depot Hill Rd, Amenia, NY 12501?? Spacious & Sunny 3-Bedroom Apartment in Amenia, NY – Bright, Clean & Move-In Ready! ??Welcome home to this freshly updated 3-bedroom, 1-bath apartment offering the perfect blend of comfort, charm, and convenience in a peaceful country setting. Located on the first floor of a well-maintained multi-family home, this unit

  Gjon Rrapi eXp Realty

  6 Depot Hill Rd Unit 3, Amenia, NY 12501
• 

  $375,000 Sold Aug 27, 2025

  • 1,786 Sq Ft
  • $210/SF
  • 22 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1989

  53 Glen Ave, Dover Plains, NY 12522

  Charming, cozy and clean, you can move right in and live low-maintenance in this perfect home.The entire back end of the property abuts Butts Hollows Brook which runs year round and flows into Ten Mile River. Enjoy summers in the above ground pool with a beautiful brand new liner. Conveniently located 2 miles from Dover Plains train station. Shopping, schools and recreation are all nearby. This

  Diana Lenz Houlihan Lawrence Inc.

  53 Glen Ave, Dover Plains, NY 12522
• 

  

  

  /26

  Est $350,824 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
• 

  

  

  /44

  $275,000 Pending

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

  3465 Route 22, Dover Plains, NY 12522

  Experience serene country living at 3465 Route 22, Dover Plains, NY 12522! This spacious, well-maintained ranch-style home offers the perfect blend of comfort and style, set back from the road for privacy and boasting breathtaking panoramic views of the surrounding Hudson Valley landscape. Step inside to discover a bright and inviting living room, complete with a cozy fireplace—perfect for

  

  Omar Harper

  Epique Realty

  (845) 599-0147

  3465 Route 22, Dover Plains, NY 12522
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  /33

  $55,000 per month

  • 6 Beds
  • 7 Baths
  • 12,546 Sq Ft
  • House for Rent

  0 Smithfield Valley Rd, Amenia, NY 12501

  Seasonal Rental $55,000 per month, July, Aug, Sept. This property is also avialble annually for $40,000 per month. One of the finest country houses in the Millbrook area. The remarkable quality & grandeur on 432 acres of prime farm & woodland presents a rare opportunity. Created by an award-winning architect, the Colonial Revival home known as Strathmore, with its Ionic columned porch spanning

  George Langa Houlihan Lawrence Inc.

  0 Smithfield Valley Rd, Amenia, NY 12501
• 

  $250,000 Sold Aug 25, 2025

  • 2,046 Sq Ft
  • $122/SF
  • 105 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  9 Depot Hill Rd, Amenia, NY 12501

  Bring this 1900s Victorian farmhouse with lots of charm back to life. Brand new roof. Amazing wide board hardwood floors and original moldings in many rooms. Wraparound porch and detached garage. A quick cycle to the Harlem Valley Bike Trail. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers with proof of funds and rehab loans only **Please see agent remarks for access,

  Lee Raphael River Realty Services, Inc.

  9 Depot Hill Rd, Amenia, NY 12501
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  198 Sinpatch Rd, Wassaic, NY 12592

  198 Sinpatch Rd, Wassaic, NY 12592
• 

  

  /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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  /24

  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 300 Sq Ft
  • House for Rent

  206 Depot Hill Rd, Amenia, NY 12501

  SEASONAL SUMMER JULY 2025 RENTAL! JULY WEEKLY RENTALS NOW AVAILABLE! Welcome to Treemendous Views Cottage in spectacular Hudson Valley! 3 miles from the Wassaic Train Station this Beautiful Cape Code Style Fully Furnished Home sits high on the property in a bucolic setting facing a Horse Farm, and adjacent to a Tree Farm. Sip tea or a cocktails on the open front porch that oversees the

  Tara Egan Howard Hanna Coach

  206 Depot Hill Rd, Amenia, NY 12501
• 

  $1,195,000 Sold Aug 21, 2025

  • 2,376 Sq Ft
  • $503/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  111 Yellow City Rd, Amenia, NY 12501

  Relax and unwind at 111 Yellow City Road, a pristine hillside retreat perfectly situated on nearly eight acres - it’s a showstopper in every way. A long private drive escorts you to this luxe haven in the trees, where cathedral ceilings and a 300 square foot deck overlook your tranquil pond and meadow in the rural wonderland of Dutchess County. This stylish and generous layout features top to

  Gina Cooney Giner Real Estate Inc.

  111 Yellow City Rd, Amenia, NY 12501
• 

  Not Listed For Sale

  0 Mechanic St Unit KEYM414034, Amenia, NY 12501

  0 Mechanic St Unit KEYM414034, Amenia, NY 12501
• 

  

  /18

  $439,000

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

  51 Depot Hill Rd, Amenia, NY 12501

  For the first time ever this home that has been passed down from the original owner to the next generation is being offered for sale. The roof is 3 years young; the central air conditioning system is 3 years young and the floors throughout the home are only 2 years young. The floors are durable and very handsome.This home is equipped with a spacious living room, 3 bedrooms, 2 baths, a den,

  

  Larry Havens

  Havens Real Estate

  (845) 640-3828

  51 Depot Hill Rd, Amenia, NY 12501
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  /32

  $565,000 Sold Aug 20, 2025

  • 2,261 Sq Ft
  • $250/SF
  • 54 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  18 Ohandley Dr, Amenia, NY 12501

  Pride of ownership shines in this beautiful country home, lovingly maintained by the original family for 29 years. Featuring a thoughtful, flowing floor plan, the home offers 3 generously sized bedrooms and 2.5 bathrooms, perfect for families both large and small. The stunning kitchen is a highlight, complete with granite countertops, a tiled floor, ample cherry cabinetry, and quality appliances

  Larry Havens Havens Real Estate

  18 Ohandley Dr, Amenia, NY 12501
• 

  Est $1,616,563 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
• 

  

  /15

  $215,000

  • Land
  • 9 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
• 

  $386,000 Sold Aug 19, 2025

  • 1,080 Sq Ft
  • $357/SF
  • 247 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  34 Prospect Ave, Amenia, NY 12501

  Wonderful home in great neighborhood, wonderful 1.5 acre lotClose to everything walk to rail trail.Ready to move in

  Bill Flood Houlihan Lawrence Inc.

  34 Prospect Ave, Amenia, NY 12501
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  /2

  Est $557,212 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,552 Sq Ft

  35 Perrys Corners Rd, Amenia, NY 12501

  35 Perrys Corners Rd, Amenia, NY 12501
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  /11

  $215,000

  • Land
  • 9 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
• 

  $410,000 Sold Aug 18, 2025

  • 2,003 Sq Ft
  • $205/SF
  • 158 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1900

  22 Depot Hill Rd, Amenia, NY 12501

  Enter a beautifully restored Arts and Crafts Victorian, where historical charm meets contemporary living. From the welcoming covered porch, step into a foyer that unveils a gourmet chef's kitchen. Pocket doors seamlessly connect the inviting living room to the formal dining room, creating a fluid and elegant space. This home features three bedrooms, two full and two half baths, a finished attic

  Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  22 Depot Hill Rd, Amenia, NY 12501
• 

  /2

  Est $873,057 Not Listed For Sale

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

  122 Haight Rd, Amenia, NY 12501

  122 Haight Rd, Amenia, NY 12501
• 

  

  /11

  $169,000

  • Land
  • 6 Acres
  • $26,656 per Acre

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501

  A coveted location near the CT border. This open and rolling 6.34 acres offers bright skies by day and clear dark skies at night that are ideal for stargazing. The firefly spectacle is about to commence at the end of June. This wildlife habitat welcomes your new home that will enjoy the benefits of a brief driveway, nearby utilities, (cost saving) stunning vistas, some wetlands and meadow that

  

  Larry Havens

  Havens Real Estate

  (845) 593-8511

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501
• 

  $325,000 Sold Aug 04, 2025

  • 1,750 Sq Ft
  • $186/SF
  • 247 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1881

  214 Old Route 22, Wassaic, NY 12592

  Looking for a house with character and the opportunity to make a little extra money? Look no further, this charming property offers a single family home accompanied by a detached garage apartment. Take a walk through the spacious screened in porch on the way inside to your warm and cozy kitchen, perfect for cooking all of those delicious holiday meals, which you can enjoy with loved ones in the

  Samantha Davis BHHS Hudson Valley Properties

  214 Old Route 22, Wassaic, NY 12592
• 

  Est $1,232,086 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
• 

  

  /14

  $189,000

  • Land
  • 8 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 that is in the process of being renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values

  

  Larry Havens

  Havens Real Estate

  (845) 957-7485

  2 Westerly Ridge Dr, Amenia, NY 12501
• 

  $6,180,000 Sold Jul 22, 2025

  • 3,750 Sq Ft
  • $1,648/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1999

  895 Route 83, Amenia, NY 12501

  Middlefield, an iconic country estate set on 45 acres in the scenic Hudson Valley is being offered for sale for the first time in its history. The house, designed by AD 100 architect and author of The Great American House, Gil Schafer reflects a deep reverence for classical architecture, craftsmanship, and the natural landscape. Conceived as a place where history and modern living seamlessly

  Ashley Whittaker Spence Compass Greater NY, LLC

  895 Route 83, Amenia, NY 12501
• 

  Est $549,380 Not Listed For Sale

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

  208 Leedsville Rd, Amenia, NY 12501

  208 Leedsville Rd, Amenia, NY 12501
• 

  

  /26

  $2,513,600

  • Land
  • 206 Acres
  • $12,194 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.

  

  Larry Havens

  Havens Real Estate

  (845) 460-1037

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

  $495,000 Sold Jul 08, 2025

  • 1,948 Sq Ft
  • $254/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  5304 Route 44, Amenia, NY 12501

  Motivated seller relocating – now priced below market value! Don’t miss this rare opportunity to own a charmingly restored 3-bedroom, 2-bath farmhouse nestled in the picturesque, “Norman Rockwell-esque” town of Amenia, NY — just under 3 miles from Metro North and in the heart of the Hudson Valley foothills. Whether you're seeking a full-time residence, a weekend escape, or a profitable investment

  Kathleen Lomino Briante Realty Group, LLC

  5304 Route 44, Amenia, NY 12501
• 

  Est $528,217 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,052 Sq Ft

  188 Clark Hill Rd, Amenia, NY 12501

  188 Clark Hill Rd, Amenia, NY 12501
• 

  

  /14

  $2,034,630

  • Land
  • 157 Acres
  • $13,000 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
• 

  $341,000 Sold Jun 18, 2025

  • 1,552 Sq Ft
  • $220/SF
  • 23 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  208 Old Route 22, Wassaic, NY 12592

  Beautifully renovated 3-bedroom, 1.5-bath Colonial featuring modern updates throughout. This stunning home boasts a brand-new kitchen with stainless steel appliances, updated bathrooms, and stylish finishes. Enjoy spacious living areas, and plenty of natural light. Move right in and make it yours!

  Peter Grosso RE/MAX Integrity Leaders

  208 Old Route 22, Wassaic, NY 12592
• 

  Est $349,237 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,620 Sq Ft

  279 Bog Hollow Rd, Wassaic, NY 12592

  279 Bog Hollow Rd, Wassaic, NY 12592
• 

  

  /15

  $479,000

  • Land
  • 50 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
• 

  $2,500,000 Sold Jun 17, 2025

  • 4,498 Sq Ft
  • $556/SF
  • 183 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2004

  470 Sharon Station Rd, Amenia, NY 12501

  MOTIVATED SELLER. Peaceful and serene, this country compound offers sweeping bucolic vistas and frontage on the picturesque Round Pond. A long driveway leads to the pristinely landscaped 4,498 square foot post and beam main house with three bedrooms and four baths. The spacious beamed great room has soaring 24’ cathedral ceilings, a fireplace and views from every window. Adjacent is a new top of

  PAULA REDMOND Corcoran Country Living

  470 Sharon Station Rd, Amenia, NY 12501
• 

  /2

  Est $294,091 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
• 

  

  /6

  $2,400,000

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

  4848 Route 44, Amenia, NY 12501

  102 Acres with Sweeping Hudson Valley & Catskill Views This unique property offers 102 acres of open fields and breathtaking vistas overlooking the Hudson Valley and the Catskill Mountains. At the heart of the land sits a 3-bedroom home along with horse stalls and barns, ready for renovation and new vision. A long driveway brings you up the hill, where the expansive views unfold-perfect for

  

  Shaylene Neumann

  Houlihan Lawrence

  (845) 606-6113

  4848 Route 44, Amenia, NY 12501
• 

  $285,000 Sold Jun 06, 2025

  • 1,548 Sq Ft
  • $184/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1912

  24 Under Mountain Rd, Wassaic, NY 12592

  **Multiple Offers. Highest and best due in HomePath by 4/3/25 at noon** This beautiful 2 story in Wassaic is a must see! This home has been fully renovated from top to bottom with many great updates including a new roof, new doors, new luxury vinyl plank flooring, fresh paint, 2 new bathrooms, new kitchen, new high efficiency propane boiler, updated septic system, and more! All this nestled on

  Matthew Cave Hudson Property Services, LLC

  24 Under Mountain Rd, Wassaic, NY 12592
• 

  Est $1,823,770 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
• 

  

  /7

  $129,000

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

  0 Route 343 Unit 20253568, Amenia, NY 12501

  Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

  

  Larry Havens

  Havens Real Estate

  (845) 478-8181

  0 Route 343 Unit 20253568, Amenia, NY 12501

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