Washington, NY Homes

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  $995,000

  • Land
  • 23.49 Acres
  • $42,358 per Acre

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend

  OLIVER BROWN Houlihan Lawrence Inc.

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545
• Explore Washington

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  /9

  $2,800 per month

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

  32 New York 343 Unit 6, Millbrook, NY 12545

  An incredible opportunity to rent a ground level completely renovated, newly FURNISHED 1-bedroom, 1 bath apartment, with private entrance and mudroom, spacious living room and lovely new kitchen within walking distance to the quaint village of Millbrook, with all its shops and restaurants, and across the road from the beautiful new Bennett Park. This charming, light-filled apartment as well as

  

  Ann Stettner

  Neil Charles Real Estate, LLC

  (845) 373-3980

  32 New York 343 Unit 6, Millbrook, NY 12545
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  $894,000 Sold Apr 30, 2025

  128 Bangall Rd, Millbrook, NY 12545

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1980

  Last Sold Summary

  • $355/SF
  • 21 Days On Market

  Current Estimated Value $890,688

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  128 Bangall Rd, Millbrook, NY 12545
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  Est $610,683 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,946 Sq Ft

  1402 Route 343, Washington, NY 12522

  1402 Route 343, Washington, NY 12522
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  $79,000

  • Land
  • 1.49 Acres
  • $53,020 per Acre

  0 Tinker Town Rd, Dover Plains, NY 12522

  Escape the NYC and come to see THIS MIX USE 1.49 acre lot in Amenia, NY. Nestled in the beautiful Dutchess County, this level plot offers endless possibilities for those looking to build a custom home or business or both. This property provides a canvas for your dreams . A Natural Haven Just Minutes from Modern Conveniences, The lots proximity to the Taconic State Parkway and the Dover Plains

  Adnane Chahi Keller Williams Realty Partner

  0 Tinker Town Rd, Dover Plains, NY 12522
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  /7

  $1,550 per month

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

  32 New York 343 Unit 3, Millbrook, NY 12545

  An incredible opportunity to rent a completely renovated, unfurnished 1-bedroom, 1 bath apartment, with spacious living room, and lovely new kitchen within walking distance to the quaint village of Millbrook, with all its shops and restaurants, and across the road from the beautiful new Bennett Park. This charming, light-filled apartment as well as the entire building have been totally renovated

  

  Ann Stettner

  Neil Charles Real Estate, LLC

  (845) 273-3684

  32 New York 343 Unit 3, Millbrook, NY 12545
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  $1,975,000 Sold Jan 22, 2025

  829 Tower Hill Rd, Millbrook, NY 12545

  • 5 Beds
  • 6.5 Baths
  • 6,694 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Below List Price
  • $295/SF
  • 26 Days On Market

  Current Estimated Value $2,453,359

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  829 Tower Hill Rd, Millbrook, NY 12545
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  Est $703,455 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,060 Sq Ft

  1046 New York 343, Dover Plains, NY 12522

  1046 New York 343, Dover Plains, NY 12522
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  /19

  $159,000

  • Land
  • 5.1 Acres
  • $31,176 per Acre

  565 Halls Corners Rd, Dover Plains, NY 12522

  Builder's Dream... A lot was Completed on this Property, survey, well, electric, foundation started, driveway started and more. Build your DREAMHOME on this Beautiful Magnificent Property with BOHA 5.1 acre lot. Many Permits are Completed. Well/ Septic and plans are Board of HealthApproved for a 3 Bedroom home, valid thru July 2027. Completed projects include: Survey. 1+ acre building

  Helen Sclafani World Homes Realty

  565 Halls Corners Rd, Dover Plains, NY 12522
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  /20

  $8,000 per month

  • 4 Beds
  • 7 Baths
  • 4,978 Sq Ft
  • 4431 Route 44

  4431 Us-44, Millbrook, NY 12545

  Furnished Yearly Rental. SOUTHFIELDS. This spacious and private country retreat in Millbrook is located on 24 acres with pastoral views. The home is tastefully furnished and provides an abundance of space with 4,978 square feet; and 4 bedrooms and 5 full and 2 half baths. The floor plan flows beautifully between rooms and has gorgeous wide board floors spanning the first floor. A spacious living

  4431 Us-44, Millbrook, NY 12545
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  $115,000 Sold May 23, 2025

  4 Neighborly Ln, Dover Plains, NY 12522

  • 3 Beds
  • 1 Bath
  • 1,728 Sq Ft
  • Built 1972

  Last Sold Summary

  • 39% Below List Price
  • $67/SF
  • 173 Days On Market

  Current Estimated Value $232,791

  Last Listing Agent Jessica Chutka-Pelletier

  4 Neighborly Ln, Dover Plains, NY 12522
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  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  29 Merrit Ave, Millbrook, NY 12545

  29 Merrit Ave, Millbrook, NY 12545
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  /31

  $2,850,000

  • 6 Beds
  • 8 Baths
  • 6,100 Sq Ft

  644 Tower Hill Rd, Millbrook, NY 12545

  A true country retreat on 109 picturesque acres on one of Millbrook’s most coveted roads, Tower Hill. This extraordinary country estate offers a rare blend of elegance, comfort, and timeless charm. The main residence, originally built in 1909 and remodeled in 2002, features five or six bedrooms, four full bathrooms, and three half bathrooms, designed for both everyday living and grand

  Byron Anderson Compass Greater NY, LLC

  644 Tower Hill Rd, Millbrook, NY 12545
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  $8,000 per month

  • 4 Beds
  • 7 Baths
  • 4,978 Sq Ft
  • House for Rent

  4431 Route 44, Millbrook, NY 12545

  Furnished Yearly Rental. SOUTHFIELDS. This spacious and private country retreat in Millbrook is located on 24 acres with pastoral views. The home is tastefully furnished and provides an abundance of space with 4,978 square feet; and 4 bedrooms and 5 full and 2 half baths. The floor plan flows beautifully between rooms and has gorgeous wide board floors spanning the first floor. A spacious living

  PAULA REDMOND Corcoran Country Living

  4431 Route 44, Millbrook, NY 12545
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  $530,000 Sold Jun 11, 2025

  8 Alden Place, Millbrook, NY 12545

  • 4 Beds
  • 1.5 Baths
  • 1,950 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $272/SF
  • 192 Days On Market

  Current Estimated Value $544,798

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC

  8 Alden Place, Millbrook, NY 12545
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  Est $569,642 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 3,180 Sq Ft

  109 N Mabbettsville Rd, Millbrook, NY 12545

  109 N Mabbettsville Rd, Millbrook, NY 12545
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  /50

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  568 Oak Summit Rd, Millbrook, NY 12545

  Millbrook Modern Log Home on Nearly 3.5 Private AcresTucked away on rolling, private property, this bright and airy genuine log home has been completely reimagined and restored from top to bottom—inside and out.Step inside to find a floor-to-ceiling wood-burning fireplace, an open-concept layout, and abundant natural light throughout. Every room has been fully renovated, with reinforced

  Nicole Porter

  568 Oak Summit Rd, Millbrook, NY 12545
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  $2,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • House for Rent

  48 Daniele Dr, Millbrook, NY 12545

  This property at 48 Daniele Dr features 2 bedrooms and 1.5 bathrooms within a total of 1,000 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is equipped for everyday cooking needs. The full bathroom includes a tub/shower combination, and there is an additional half bath for convenience. Each bedroom provides sufficient space for furniture and

  48 Daniele Dr, Millbrook, NY 12545
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  $599,000 Sold Sep 23, 2025

  4408 Route 82, Millbrook, NY 12545

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft
  • Built 1973

  Last Sold Summary

  • $246/SF
  • 32 Days On Market

  Current Estimated Value $604,602

  Last Listing Agent Carey Whalen Compass Greater NY, LLC

  4408 Route 82, Millbrook, NY 12545
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  Not Listed For Sale

  0 Milewood Rd Unit KEYH6305719, Washington, NY 12545

  0 Milewood Rd Unit KEYH6305719, Washington, NY 12545
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  /50

  $5,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  3585 Route 82, Millbrook, NY 12545

  Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

  Jordan Vaccaro Serhant LLC

  3585 Route 82, Millbrook, NY 12545
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  /3

  $3,200 per month

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • House for Rent

  676-678 Oak Summit Rd, Millbrook, NY 12545

  Tastefully renovated Ranch set on 1.5 acres sited on a lovely country road minutes from the Village of Millbrook. Beautifully refinished hardwood floors bathed in natural light streaming in through the large picture window. Newly updated kitchen boasts white Shaker cabinetry, granite counters, luxury vinyl plank flooring and stainless steel appliances. Renovated bathroom, new windows, roof,

  Lori Rheingold

  676-678 Oak Summit Rd, Millbrook, NY 12545
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  $435,000 Sold Oct 24, 2025

  53 Bennett Common, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $309/SF
  • 26 Days On Market

  Last Listing Agent SHARON MAHAR Compass Greater NY, LLC

  53 Bennett Common, Millbrook, NY 12545
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  Est $437,726 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  998 Route 343, Dover Plains, NY 12522

  998 Route 343, Dover Plains, NY 12522
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  /46

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  508 Woodstock Rd, Millbrook, NY 12545

  On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

  OLIVER BROWN Houlihan Lawrence Inc.

  508 Woodstock Rd, Millbrook, NY 12545
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  /27

  $3,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,272 Sq Ft
  • House for Rent

  21 Tinker Town Rd, Dover Plains, NY 12522

  Step back in time to enjoy living in a gracious country home set on a historic farm. Classic architectural features and period details have been meticulously maintained in this 2,272 SF 3 bedroom, 1 1/2 bath home. Experience grandly proportioned rooms infused with light from oversized windows, wide plank flooring, high ceilings and gorgeous ornamental moldings surrounding the doors, archways and

  Claudia Jiskra McGrath Realty Inc

  21 Tinker Town Rd, Dover Plains, NY 12522
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  $1,900,000 Sold Dec 19, 2025

  3598 Route 82, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 4,548 Sq Ft
  • Built 1994

  Last Sold Summary

  • 12% Below List Price
  • $418/SF
  • 61 Days On Market

  Last Listing Agent Rachel Hyman-Rouse Rouse + Co Real Estate LLC

  3598 Route 82, Millbrook, NY 12545
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  Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,514 Sq Ft

  296 Stanford Rd Unit 302, Millbrook, NY 12545

  296 Stanford Rd Unit 302, Millbrook, NY 12545
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  $1,450,000

  • 3 Beds
  • 8 Baths
  • 10,689 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  /17

  $2,300 per month

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  3 New York 343, Millbrook, NY 12545

  Welcome to village living in Amenia. This comfortable 3-bedroom, 1-bath apartment features a large living room, dining room, and galley kitchen. Leave the car at home—shops, restaurants, the park, and a great bike/hiking trail are all just a short walk away. Metro-North is only minutes down the road.

  Robert Dunlop Havens Real Estate

  3 New York 343, Millbrook, NY 12545
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  $442,000 Sold Mar 28, 2025

  56 Horseshoe Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $221/SF
  • 191 Days On Market

  Current Estimated Value $455,555

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  56 Horseshoe Rd, Millbrook, NY 12545
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  Est $286,787 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  26 Balsam Ct, Dover Plains, NY 12522

  26 Balsam Ct, Dover Plains, NY 12522
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  $940,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,506 Sq Ft

  121 Valley Farm Rd, Millbrook, NY 12545

  This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

  THERESA GILL Legacy Land & Homes LLC

  121 Valley Farm Rd, Millbrook, NY 12545
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  /17

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft
  • Apartment for Rent

  21 Washington Ave, Millbrook, NY 12545

  Lovely first floor apartment in the charming Village of Millbrook. Two bedroom, stylish kitchen, updated bathroom, attractive flooring. This first floor unit in a two family home offers a shared entrance off the main hallway and a private entrance on the side covered porch. There is a hookup for a stackable washer/dryer. Convenient village location to walk to grocery store, shops, parks, and the

  Susan Whalen George T Whalen Real Estate

  21 Washington Ave, Millbrook, NY 12545
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  $6,250,000 Sold Dec 22, 2025

  47 Crescent Rd, Millbrook, NY 12545

  • 5 Beds
  • 5.5 Baths
  • 5,162 Sq Ft
  • Built 1822

  Last Sold Summary

  • 8% Below List Price
  • $1,211/SF
  • 391 Days On Market

  Last Listing Agent William Melnick Elyse Harney Real Estate

  47 Crescent Rd, Millbrook, NY 12545
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  Est $225,488 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft

  9 Wayne Dr, Dover Plains, NY 12522

  9 Wayne Dr, Dover Plains, NY 12522
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  /5

  $944,900

  • 4 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  37 Maple Hill Dr, Millbrook, NY 12545

  This to-be-built Mayfair style home will be located in Hidden Glen, Millbrook's newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This popular design offers 2,829 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the

  TINA TOWNSEND BHHS Hudson Valley Properties

  37 Maple Hill Dr, Millbrook, NY 12545
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  /29

  $15,000 per month

  • 6 Beds
  • 6 Baths
  • 7,872 Sq Ft
  • House for Rent

  8 Old Killearn Rd, Millbrook, NY 12545

  Seasonal Rental available November, 2025 - May 31, 2026 @ $15,000 per month. Elegant barn conversion in estate area. Contemporary international style interior. 6 bedrooms and 6 baths. Primary suite with 2 bathrooms, plus an additional 3 bedrooms, each with bathroom in the main house, and 2 bedrooms and 1 bathroom guest house. Peace and tranquility inside and out. Comfortable, light and sunny.

  HEATHER CRONER William Pitt Sothebys Int Rlty

  8 Old Killearn Rd, Millbrook, NY 12545
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  $1,700,000 Sold Jan 21, 2025

  78 Nine Partners Ln, Millbrook, NY 12545

  • 5 Beds
  • 3.5 Baths
  • 3,896 Sq Ft
  • Built 1910

  Last Sold Summary

  • 17% Below List Price
  • $436/SF
  • 215 Days On Market

  Current Estimated Value $1,828,428

  Last Listing Agent SHARON MAHAR Compass Greater NY, LLC

  78 Nine Partners Ln, Millbrook, NY 12545
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  Est $538,599 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  703 Deep Hollow Rd, Millbrook, NY 12545

  703 Deep Hollow Rd, Millbrook, NY 12545

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