Dutchess, NY Homes

• 

  

  

  /30

  $524,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,261 Sq Ft

  18 Ohandley Dr, Amenia, NY 12501

  Set in a peaceful countryside location, this lovingly cared-for home has been in the same family for 29 years. Offering 3 spacious bedrooms and 2.5 bathrooms, the open floor plan blends casual elegance with comfort, making it ideal for family living. The kitchen is a standout feature with granite countertops, a tile floor, cherry wood cabinets, and high-quality appliances that make cooking a joy.

  

  Larry Havens

  Havens Real Estate

  (845) 682-5629

  18 Ohandley Dr, Amenia, NY 12501
• 

  

  

  /23

  $2,300 per month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  5 Lango Rd Unit 2, Amenia, NY 12501

  Cozy apartment the second floor, three bedrooms, one bathroom outside deck backyard with a playground

  5 Lango Rd Unit 2, 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
• 

  

  

  /26

  Est $348,470 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

  • 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
• 

  

  /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
• 

  $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
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  198 Sinpatch Rd, Wassaic, NY 12592

  198 Sinpatch Rd, Wassaic, NY 12592
• 

  

  /24

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  79 Powder House Rd, Amenia, NY 12501

  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 (21x13) was incorporated

  

  Larry Havens

  Havens Real Estate

  (845) 482-0516

  79 Powder House Rd, Amenia, NY 12501
• 

  

  /7

  $2,600 per month

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

  6 Sharon Station Rd, Amenia, NY 12501

  Be the first to live in this beautifully built, brand new 2-bedroom, 1-bath single-family home in the scenic town of Amenia, NY. Located on a quiet street and surrounded by nature, this home offers modern amenities and comfort in a peaceful setting. Property offers private yard and off street parking. Brand new construction with quality finishes, Open-concept living and kitchen area, Bright,

  Antoinetta Carino Tag Realty & Property Mang

  6 Sharon Station Rd, 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
• 

  Not Listed For Sale

  0 Mechanic St Unit KEYM414034, Amenia, NY 12501

  0 Mechanic St Unit KEYM414034, 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
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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
• 

  

  /38

  $439,000 Sold Jun 02, 2025

  • 2,040 Sq Ft
  • $215/SF
  • 102 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1957

  35 Prospect Ave, Amenia, NY 12501

  Nestled near the Rail Trail, this charming one-and-a-half story home offers a warm and inviting retreat. Step inside to discover gleaming hardwood floors and a light-filled interior. The living room's fireplace creates a cozy ambiance, perfect for seasonal enjoyment. The thoughtfully designed layout features two main-level bedrooms and a renovated hall bath. The kitchen flows seamlessly into a

  Brad Rebillard Dutchess Country Realty, Inc.

  35 Prospect Ave, Amenia, NY 12501
• 

  Est $1,569,943 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

  $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
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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
• 

  $240,000 Sold May 09, 2025

  • 864 Sq Ft
  • $278/SF
  • 132 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  38 Prospect Ave, Amenia, NY 12501

  Great home in need of some TLC , needs to be painted and the floors done Location,location close to everything great neighborhood mins to the rail trail close to shopping.Mins from ctACCEPTED OFFER

  Bill Flood Houlihan Lawrence Inc.

  38 Prospect Ave, Amenia, NY 12501
• 

  /2

  Est $551,872 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
• 

  

  /45

  $479,000 Pending

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

  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

  (845) 957-8457

  22 Depot Hill Rd, Amenia, NY 12501
• 

  

  /9

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • House for Rent

  24 Mountain View Rd, Amenia, NY 12501

  Clean house and it's move-in ready. This home was recently renovated and refinished. Everything is new and ready for you to make it your own. This three bedroom, two bathroom house is very spacious. It sits on a quiet parcel in a nice neighborhood. The house is a happy oasis and it's minutes to town. There are many preparatory schools and activities to do. The house is under 10 minutes to the

  C. Ethan Watt William Pitt Sotheby's

  24 Mountain View Rd, Amenia, NY 12501
• 

  $403,840 Sold May 02, 2025

  • 1,560 Sq Ft
  • $259/SF
  • 155 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  209 Perrys Corners Rd, Amenia, NY 12501

  Highest and Best Offers due Monday May 20 by 4:00 PMThis charming country home offers a delightful blend of rural beauty and 70's comfort. Featuring three bedrooms, it exudes a timeless appeal despite its dated interior, which is in good condition and ripe for transformation with a touch of contemporary flair in 2024.Situated on a sprawling 2.8-acre lot, this property presents boundless

  Larry Havens Havens Real Estate

  209 Perrys Corners Rd, Amenia, NY 12501
• 

  Est $1,304,795 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
• 

  

  /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
• 

  

  /36

  $1,650,000 Sold Apr 25, 2025

  • 4,100 Sq Ft
  • $402/SF
  • 34 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1986

  69 Yellow City Rd, Amenia, NY 12501

  A bucolic country road leads you to 69 Yellow City. The approach up a long, winding driveway is lined with maple and pine trees. A dark facade opens to light filled interiors, sunlight dances through the house. Spanning three floors, a careful and considered design-focused renovation was completed in 2024 with minimalism, luxury, and comfortable living in mind. The kitchen has been transformed

  Annabel Taylor Four Seasons Sotheby's Int.

  69 Yellow City Rd, Amenia, NY 12501
• 

  Est $590,350 Not Listed For Sale

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

  208 Leedsville Rd, Amenia, NY 12501

  208 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
• 

  $300,000 Sold Apr 11, 2025

  • 1,514 Sq Ft
  • $198/SF
  • 161 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  3352 Route 343, Amenia, NY 12501

  This sweet Victorian-style home, built in 1873, is nestled on a generous .25-acre lot, presenting a perfect blend of character and contemporary comforts. As you approach the property, you'll be captivated by its timeless appeal, accentuated by the classic architectural details that define the Victorian style.The home features three spacious bedrooms and one and a half bathrooms, providing

  Bill Flood Houlihan Lawrence Inc.

  3352 Route 343, Amenia, NY 12501
• 

  Est $529,423 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
• 

  

  /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
• 

  $1,830,000 Sold Apr 09, 2025

  • 3,132 Sq Ft
  • $584/SF
  • 29 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1870

  460 Sinpatch Rd, Wassaic, NY 12592

  Welcome to your dream farm retreat nestled in the picturesque foothills of the Berkshire mountains! This sprawling property spans just under 175-acres with a rich history, once serving as a prominent dairy farm and now flourishing as a horse farm. Here, you will find a stunning array of farm buildings, lush pastures, paddocks, a sprawling pond and acres of wooded mountainside. The main

  Michael Dunstan RE/MAX Town & Country

  460 Sinpatch Rd, Wassaic, NY 12592
• 

  Est $351,615 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
• 

  

  /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
• 

  

  /30

  Sold Apr 04, 2025

  • 2,928 Sq Ft
  • 54 Days On Market

  • Built 1900

  426 Old Route 22, Amenia, NY 12501

  Buy the entire mountain, in Amenia, on Old Route 22 between Wasaiic and Amenia. 152 +acres with views of Silo Ridge. Top of the mountain has views of Oblong valley. Driveway to one building site is in, extension to the top needed.Beautiful old House with hand hewn beams and many original details in need of restoration.Restore the house by the road and build your dream house up the driveway.Being

  Dina Palin Houlihan Lawrence Inc.

  426 Old Route 22, Amenia, NY 12501
• 

  /2

  Est $304,409 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
• 

  

  /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
• 

  $310,000 Sold Mar 25, 2025

  • 1,500 Sq Ft
  • $207/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1932

  13 Lango Rd, Amenia, NY 12501

  Welcome to this 3 bedroom 1 bathroom home in beautiful Amenia NY. Discover the charm of Amenia, a peaceful town in the heart of the Hudson Valley. Surrounded by scenic views, rolling hills, and outdoor recreation, it’s perfect for those seeking tranquility and natural beauty. With easy access to New York City via Metro-North, this quaint town offers spacious homes, equestrian properties, and a

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  13 Lango Rd, Amenia, NY 12501
• 

  Est $1,860,358 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
• 

  

  /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

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