Washington, NY Homes

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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
• Explore Washington

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  /5

  $1,375 per month

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

  3279 Franklin Ave Unit 2, Millbrook, NY 12545

  1BR APARTMENT IN THE CENTER OF THE VILLAGE OF MILLBROOK. HARDWOOD FLOORS THROUGHOUT. KITCHEN WITH DINING AREA. BRIGHT AND CLEAN SPACE IN A GREAT LOCATION. WALK TO SHOPS AND RESTAURANTS. HEAT, ELECTRIC AND WATER/SEWER ARE INCLUDED. TENANT RESPONSIBLE FOR INTERNET/CABLE. MINIMUM ONE YEAR LEASE. TENANCY APPLICATION AND CREDIT REPORT REQUIRED.

  George Whalen III George T Whalen Real Estate

  3279 Franklin Ave Unit 2, Millbrook, NY 12545
• 

  $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 $889,506

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  128 Bangall Rd, Millbrook, NY 12545
• 

  Est $644,428 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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  /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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  /28

  $4,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,073 Sq Ft
  • House for Rent

  5 Valley Farm Rd, Millbrook, NY 12545

  Charming 3 bedroom Farmhouse Colonial rental available in the Village of Millbrook for immediate occupancy! Nothing to do but move in. Tasteful and stunning renovations throughout include wide plank engineered flooring mixed with the original restored oak, new high end stainless steel appliances and in house washer/dryer. Custom chefs kitchen with tiled backsplash and Quartz countertops, large

  Justin LaFalce KW MidHudson

  5 Valley Farm Rd, Millbrook, NY 12545
• 

  $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 $236,054

  Last Listing Agent Jessica Chutka-Pelletier

  4 Neighborly Ln, Dover Plains, NY 12522
• 

  Est $722,469 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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  /42

  $2,850,000 Pending

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft

  20 Orchard Hill Dr, Millbrook, NY 12545

  Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from Millbrook Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living—

  Kathryn Johnson William Pitt Sotheby's Interna

  20 Orchard Hill Dr, Millbrook, NY 12545
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  /10

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  28 Alden Place, Millbrook, NY 12545

  AVAILABLE IMMEDIATELY!!!BRAND NEW CARPETING THROUGHOUT SINGLE FAMILY HOME RENTAL Enjoy the comfort and privacy of your own standalone home-no shared walls, no noisy neighbors above or below. Charming 2 Bedroom + Office single-family home in the heart of Millbrook Village! Features include:Spacious layout with 2 bedrooms plus a separate office/guest roomLight-filled living areas with

  Kirk Rotger Millennium Realty Solutions

  28 Alden Place, Millbrook, NY 12545
• 

  $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 $541,111

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC

  8 Alden Place, Millbrook, NY 12545
• 

  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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  /50

  $1,999,999

  • 7 Beds
  • 7 Baths
  • 11,222 Sq Ft

  3893 Route 82, Millbrook, NY 12545

  Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers. A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
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  /18

  $2,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • House for Rent

  25 Alden Place, Millbrook, NY 12545

  2 Bedroom home rental in quaint Millbrook, NY, offers a mix of historic charm and modern comfort, featuring updated kitchen/baths within quiet neighborhood. Walking access to boutiques, cafes, and parks, plus peaceful private yard and garden. Very peaceful space for a person wanted extra room or home office.

  Diana Wiemer Houlihan Lawrence Inc.

  25 Alden Place, Millbrook, NY 12545
• 

  $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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  /48

  $3,750,000

  • 3 Beds
  • 5 Baths
  • 4,134 Sq Ft

  97 Valley Farm Rd, Millbrook, NY 12545

  New, never lived in, move in ready, almost 20 acres, just outside the Village of Millbrook, stunning, fully remodeled total renovation (both inside and out), country property with the most gorgeous sweeping Catskill Mountain Views. No expense was spared. Pure luxury inside and out. Inside: All brand new: windows, doors, heating & cooling system, plumbing and electrical, water purification system,

  Susan Whalen George T Whalen Real Estate

  97 Valley Farm Rd, Millbrook, NY 12545
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  /30

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • House for Rent

  692 Bangall Rd Unit 696, Millbrook, NY 12545

  Enjoy the summer in this furnished rental home in Millbrook. Available Memorial Day to Labor Day 2026 at $25,000 per month. Just 90 minutes north of NYC, come to enjoy the many activities this area has to offer: County Fairs, horseback riding events, local farm markets, wineries and breweries, hiking and rail trails, fantastic dining experiences and so much more. The 2,200+ square foot house has

  Susan Whalen George T Whalen Real Estate

  692 Bangall Rd Unit 696, Millbrook, NY 12545
• 

  $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

  Current Estimated Value $440,297

  Last Listing Agent SHARON MAHAR Compass Greater NY, LLC

  53 Bennett Common, Millbrook, NY 12545
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  Not Listed For Sale

  0 Killearn Rd Unit ONEH801744, Washington, NY 12545

  0 Killearn Rd Unit ONEH801744, Washington, NY 12545
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  /9

  $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
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  /24

  $3,175 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
• 

  $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
• 

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,982 Sq Ft

  60-62 Old Route 82, Millbrook, NY 12545

  60-62 Old Route 82, Millbrook, NY 12545
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  /31

  $925,000

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  35 Appaloosa Ln, Millbrook, NY 12545

  Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully

  Carey Whalen Compass Greater NY, LLC

  35 Appaloosa Ln, Millbrook, NY 12545
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  /30

  $2,300 per month

  • 2 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 2-bedroom, 1-bath apartment features a large living room, dining room, family 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
• 

  $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 $455,499

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  56 Horseshoe Rd, Millbrook, NY 12545
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  Est $451,421 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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  /3

  $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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  /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
• 

  $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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  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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  /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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  /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

  32 New York 343 Unit 6, Millbrook, NY 12545
• 

  $80,000 Sold Mar 20, 2025

  507 Halls Corners Rd, Dover Plains, NY 12522

  • Land
  • 6.25 Acres
  • $12,800 per Acre

  Last Sold Summary

  • 7% Above List Price
  • 67 Days On Market

  Current Estimated Value $81,411

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

  507 Halls Corners Rd, Dover Plains, NY 12522
• 

  Est $276,244 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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  /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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  /16

  $2,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,197 Sq Ft
  • House for Rent

  108 Church St, Millbrook, NY 12545

  108 Church was constructed in 1894, and is an exemplary version of late nineteenth century Millbrook Village homes, quite possibly built to service the villages then expanding labor population, constructed within walking distance of the village center, completely accessible in that pre-motor vehicle era, and situated in an area shared by homes of similar architecture and utility. 108 Church is a

  Kevin Battistoni Corcoran Country Living

  108 Church St, Millbrook, NY 12545
• 

  $418,000 Sold Aug 26, 2025

  3206 Sharon Turnpike, Millbrook, NY 12545

  • 2 Beds
  • 1.5 Baths
  • 1,425 Sq Ft
  • Built 1960

  Last Sold Summary

  • $293/SF
  • 32 Days On Market

  Current Estimated Value $432,476

  Last Listing Agent Karen Volino Houlihan Lawrence Inc.

  3206 Sharon Turnpike, Millbrook, NY 12545
• 

  Est $582,836 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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