Washington, NY Homes

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  /31

  $2,850,000 Pending

  • 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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  /7

  $1,475 per month

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

  24 Front St Unit 3B, Millbrook, NY 12545

  Renovated, 1 bedroom, 1 bath apartment with open floor plan for kitchen, dining and spacious living room, located in a quiet building across from the green in the charming village of Millbrook. Great village location near supermarket and all the other village amenities. RentalTerm 2 years. Tenant pays electric, cable, water/sewer. Landlord pays for garbage pick up and landscaping/snow removal. No

  Neil Charles Neil Charles Real Estate, LLC

  24 Front St Unit 3B, 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 $880,990

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  128 Bangall Rd, Millbrook, NY 12545
• 

  Est $555,965 Not Listed For Sale

  1402 Route 343, Washington, NY 12522

  • 4 Beds
  • 3 Baths
  • 2,946 Sq Ft
  • Built 1960

  1402 Route 343, Washington, NY 12522

  Last Sold Summary

  • 39% Above List Price
  • $136/SF
  • 72 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties
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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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  /22

  $3,150 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
• 

  $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
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  Est $709,140 Not Listed For Sale

  1046 New York 343, Dover Plains, NY 12522

  • 3 Beds
  • 2.5 Baths
  • 3,060 Sq Ft
  • Built 1950

  1046 New York 343, Dover Plains, NY 12522

  Last Sold Summary

  • 6% Above List Price
  • $219/SF
  • 109 Days On Market

  Last Sold Price $670,000

  Last Listing Agent Arlene Campbell BHHS Hudson Valley Properties
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  /36

  $2,600,000

  • 3 Beds
  • 6 Baths
  • 2,614 Sq Ft

  188 Nine Partners Ln, Millbrook, NY 12545

  This 1800’s Millbrook farmhouse has been totally renovated to today’s buyers wishes and needs featuring an open floor plan for the kitchen and dining area with three sets of French doors opening to a porch and the new outdoor kitchen pavilion and pool house equipped with kitchen facilities and powder room. A light filled three season sunporch with fireplace offers views of the meadow. The formal

  ANN WILKINSON Compass Greater NY, LLC

  188 Nine Partners Ln, 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
• 

  $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 $555,655

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC

  8 Alden Place, Millbrook, NY 12545
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  Not Listed For Sale

  29 Merrit Ave, Millbrook, NY 12545

  • 5 Beds
  • 3.5 Baths
  • 2,584 Sq Ft
  • Built 1930

  29 Merrit Ave, Millbrook, NY 12545

  Last Sold Summary

  • $161/SF
  • 265 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Lydia Hendricks Weichert Realtors
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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 $600,710

  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

  Last Sold Summary

  • 9 Days On Market

  Last Sold Price $260,000

  Last Listing Agent PAULA REDMOND Corcoran Country Living
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  /41

  $2,875,000 Pending

  • 6 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

  Kathryn Johnson William Pitt Sotheby's Interna

  20 Orchard Hill Dr, 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
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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

  Current Estimated Value $427,163

  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

  Last Sold Summary

  • 19 Days On Market

  Last Sold Price $320,000

  Last Listing Agent George Whalen III George T Whalen Real Estate
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  /37

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 3,068 Sq Ft

  3311 Franklin Ave, Millbrook, NY 12545

  A Rare Village Gem in the Heart of Millbrook Don’t miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on a spacious 0.21-acre lot in the heart of the charming Village of Millbrook. Perfectly positioned just steps from shops, restaurants, and local galleries, this 2,132+ sq. ft. residence blends historic character with modern comfort. Originally built

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  /17

  $2,000 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
• 

  $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

  Current Estimated Value $1,855,008

  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

  60-62 Old Route 82, Millbrook, NY 12545

  • 4 Beds
  • 4.5 Baths
  • 2,982 Sq Ft
  • Built 1900

  60-62 Old Route 82, Millbrook, NY 12545

  Last Sold Summary

  • $335/SF
  • 28 Days On Market

  Last Sold Price $999,999

  Last Listing Agent Liza Reiss Elyse Harney Real Estate
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  /49

  $2,999,999

  • 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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  /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
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  $340,000 Sold Jun 09, 2025

  54 Bennett Common, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Below List Price
  • $262/SF
  • 73 Days On Market

  Current Estimated Value $368,920

  Last Listing Agent Michael Dunstan RE/MAX Town & Country

  54 Bennett Common, Millbrook, NY 12545
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  Est $441,224 Not Listed For Sale

  998 Route 343, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2009

  998 Route 343, Dover Plains, NY 12522

  Last Sold Summary

  • 13% Above List Price
  • $288/SF
  • 26 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Ellen 'Ellie' Savoy Houlihan Lawrence Inc.
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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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  /16

  $2,600 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
• 

  $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 $453,719

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  56 Horseshoe Rd, Millbrook, NY 12545
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  Not Listed For Sale

  296 Stanford Rd Unit 302, Millbrook, NY 12545

  • 5 Beds
  • 6 Baths
  • 5,514 Sq Ft
  • Built 1986

  296 Stanford Rd Unit 302, Millbrook, NY 12545

  Last Sold Summary

  • $163/SF
  • 14 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Brian Smith River Realty Services, Inc.
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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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  /40

  $6,200 per month

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • House for Rent

  209 Route 343, Millbrook, NY 12545

  A great opportunity to escape to your own private retreat in Millbrook. This property is for rent on an annual basis and offers 3200 sq ft of living space on 10 acres of beautiful land. Featuring 3 bedrooms, 2 full baths, and 1 half bath, this residence provides ample room for comfortable living. The first floor creates an inviting atmosphere for gatherings, with spacious formal and informal

  Susan Whalen George T Whalen Real Estate

  209 Route 343, 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
• 

  Est $262,870 Not Listed For Sale

  26 Balsam Ct, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  26 Balsam Ct, Dover Plains, NY 12522

  Last Sold Summary

  • 21% Above List Price
  • $226/SF
  • 246 Days On Market

  Last Sold Price $217,000

  Last Listing Agent Howard Payson RE/MAX
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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
• 

  $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 $429,509

  Last Listing Agent Karen Volino Houlihan Lawrence Inc.

  3206 Sharon Turnpike, Millbrook, NY 12545
• 

  Est $1,992,855 Not Listed For Sale

  4318 Route 44, Millbrook, NY 12545

  • 3 Beds
  • 3.5 Baths
  • 3,598 Sq Ft
  • Built 1930

  4318 Route 44, Millbrook, NY 12545

  Last Sold Summary

  • 3% Above List Price
  • $536/SF
  • 72 Days On Market

  Last Sold Price $1,930,000

  Last Listing Agent Candy Anderson Compass Greater NY, LLC
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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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