Millbrook, NY Homes

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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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  /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
• 

  $1,340,000 Sold Jun 30, 2025

  11 Haight Ave, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Above List Price
  • $510/SF
  • 16 Days On Market

  Current Estimated Value $1,261,154

  Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC

  11 Haight Ave, Millbrook, NY 12545
• 

  Est $702,440 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,700 Sq Ft

  132 Killearn Rd, Millbrook, NY 12545

  132 Killearn Rd, Millbrook, NY 12545
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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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  /28

  $2,800 per month

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

  3212 Franklin Ave Unit 2ND FLOOR, Millbrook, NY 12545

  FANTASTIC, TWO BEDROOM APARTMENT IN HISTORIC MILLBROOK VILLAGE HOME. THIS APARTMENT HAS DETAILS THAT FILL THE SPACE WITH CHARACTER. THE APARTMENT IS SPACIOUS, AND TAKES UP THE ENTIRE SECOND FLOOR OF A LOVELY VICTORIAN. DETAILS INCLUDE BEAUTIFULL HARDWOOD FLOORS, GALLEY KITCHEN, TWO FULL BATHS AND FULL LAUNDRY IN UNIT. THE ROOMS ARE LIGHT FILLED FROM WINDOWS WITH VIEWS OF NEIGHBORING HORSE FARM

  George Whalen III George T Whalen Real Estate

  3212 Franklin Ave Unit 2ND FLOOR, Millbrook, NY 12545
• 

  $980,000 Sold Nov 14, 2025

  3715 Route 44 Unit 37, Millbrook, NY 12545

  • 5 Beds
  • 3.5 Baths
  • 3,664 Sq Ft
  • Built 1800

  Last Sold Summary

  • 18% Below List Price
  • $267/SF
  • 395 Days On Market

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC

  3715 Route 44 Unit 37, Millbrook, NY 12545
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  /2

  Est $527,317 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft

  663 Shunpike, Millbrook, NY 12545

  663 Shunpike, Millbrook, NY 12545
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  /50

  $895,000

  • 6 Beds
  • 3 Baths
  • 2,524 Sq Ft

  5028-5030 Rt-82, Millbrook, NY 12578

  Rare Find!!! Charming Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

  Jennifer Roberts Curasi Realty, Inc.

  5028-5030 Rt-82, Millbrook, NY 12578
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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
• 

  $1,817,500 Sold Jul 31, 2025

  3925 Route 82, Millbrook, NY 12545

  • 5 Beds
  • 5.5 Baths
  • 4,777 Sq Ft
  • Built 1850

  Last Sold Summary

  • 3% Below List Price
  • $380/SF
  • 19 Days On Market

  Current Estimated Value $1,894,396

  Last Listing Agent E. ELIZABETH PETERS Corcoran Country Living

  3925 Route 82, Millbrook, NY 12545
• 

  Est $927,064 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  377 Valley Farm Rd, Millbrook, NY 12545

  377 Valley Farm Rd, Millbrook, NY 12545
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  /34

  $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
• 

  $995,000 Sold Jan 02, 2026

  11 Sutton Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $528/SF
  • 63 Days On Market

  Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC

  11 Sutton Rd, Millbrook, NY 12545
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  Est $363,955 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  9 County House Rd, Millbrook, NY 12545

  9 County House Rd, Millbrook, NY 12545
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  /6

  $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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  $460,000 Sold Oct 22, 2025

  4 Carroll Blvd, Millbrook, NY 12545

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $219/SF
  • 21 Days On Market

  Current Estimated Value $467,133

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  4 Carroll Blvd, Millbrook, NY 12545
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  Est $456,291 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  16 Old Route 82, Millbrook, NY 12545

  16 Old Route 82, Millbrook, NY 12545
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  /12

  $1,069,000

  • 4 Beds
  • 3.5 Baths
  • 3,001 Sq Ft

  45 Maple Hill Dr, Millbrook, NY 12545

  Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction

  TINA TOWNSEND BHHS Hudson Valley Properties

  45 Maple Hill Dr, Millbrook, NY 12545
• 

  $3,600,000 Sold Feb 20, 2025

  2 Bontecou Rd, Millbrook, NY 12545

  • 6 Beds
  • 8 Baths
  • 5,742 Sq Ft
  • Built 1823

  Last Sold Summary

  • 35% Below List Price
  • $627/SF
  • 563 Days On Market

  Current Estimated Value $3,600,050

  Last Listing Agent Candy Anderson Compass Greater NY, LLC

  2 Bontecou Rd, Millbrook, NY 12545
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  Est $592,962 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,793 Sq Ft

  3853 Route 82, Millbrook, NY 12545

  3853 Route 82, Millbrook, NY 12545
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  /6

  $954,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  66 County House Rd, Millbrook, NY 12545

  Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen with huge

  Brian Mossey BHHS Hudson Valley Properties

  66 County House Rd, Millbrook, NY 12545
• 

  $400,000 Sold Nov 19, 2025

  174 Horseshoe Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 2,264 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $177/SF
  • 27 Days On Market

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

  174 Horseshoe Rd, Millbrook, NY 12545
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  Est $510,443 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,610 Sq Ft

  263 Oak Summit Rd, Millbrook, NY 12545

  263 Oak Summit Rd, Millbrook, NY 12545
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  /8

  $375,000

  • Land
  • 10.09 Acres
  • $37,166 per Acre

  TBD Stanford Rd, Millbrook, NY 12545

  Rolling Hills Farm - Set along a scenic road just minutes from Millbrook Village, this 10.09-acre parcel offers open fields, rolling hills, and a rural backdrop. With an approved building envelope and access from Stanford Road, it's an ideal setting for a future home or private retreat. Located in a highly desirable area, this property presents a rare opportunity to build in a sought-after

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford Rd, Millbrook, NY 12545
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  $384,800 Sold Oct 02, 2025

  179 Horseshoe Rd, Millbrook, NY 12545

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $172/SF
  • 83 Days On Market

  Current Estimated Value $401,688

  Last Listing Agent Greg Kane Kane & Associates

  179 Horseshoe Rd, Millbrook, NY 12545
• 

  Est $1,172,704 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,750 Sq Ft

  258 Woodstock Rd, Millbrook, NY 12545

  258 Woodstock Rd, Millbrook, NY 12545
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  /31

  $65,000,000

  • 10 Beds
  • 8 Baths
  • 14,706 Sq Ft

  45 Hitchcock Ln, Millbrook, NY 12545

  The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
• 

  $1,900,000 Sold Jul 30, 2025

  59 Bangall Rd, Millbrook, NY 12545

  • 4 Beds
  • 5 Baths
  • 5,086 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $374/SF
  • 101 Days On Market

  Current Estimated Value $1,889,841

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  59 Bangall Rd, Millbrook, NY 12545
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  Est $569,361 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  170 Horseshoe Rd, Millbrook, NY 12545

  170 Horseshoe Rd, Millbrook, NY 12545
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  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,054 Sq Ft

  129 W Meadow Ln, Millbrook, NY 12545

  Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

  Candy Anderson Compass Greater NY, LLC

  129 W Meadow Ln, Millbrook, NY 12545
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  $4,000,000 Sold Sep 30, 2025

  836 Duell Rd, Millbrook, NY 12545

  • 5 Beds
  • 4.5 Baths
  • 4,414 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $906/SF
  • 148 Days On Market

  Current Estimated Value $3,880,241

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  836 Duell Rd, Millbrook, NY 12545
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  /30

  Est $454,332 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  162 Horseshoe Rd, Millbrook, NY 12545

  162 Horseshoe Rd, Millbrook, NY 12545
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  /23

  $375,000 Pending

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

  54 Bennett Common, Millbrook, NY 12545

  Welcome to Bennett Commons, the new “In” place to live! Now surrounded by the beautiful 35 acre Bennett Park. Enjoy an abundance of nature with breathtaking views right in your backyard. This 2 bedroom, 2 bath condo features hardwood floors, an eat-in-kitchen and formal dining room. The living room offers an elegant wood burning fireplace with sliding glass doors leading to a spacious deck

  THERESA MAGGIACOMO Theresa A. Maggiacomo

  54 Bennett Common, Millbrook, NY 12545
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  $610,000 Sold Nov 06, 2025

  32 Reservoir Dr, Millbrook, NY 12545

  • 3 Beds
  • 1.5 Baths
  • 2,254 Sq Ft
  • Built 1895

  Last Sold Summary

  • 7% Below List Price
  • $271/SF
  • 26 Days On Market

  Current Estimated Value $594,409

  Last Listing Agent Sandi Park Coldwell Banker Realty

  32 Reservoir Dr, Millbrook, NY 12545
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  Est $429,152 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft

  120 Horseshoe Rd, Millbrook, NY 12545

  120 Horseshoe Rd, Millbrook, NY 12545
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  /39

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  121 Stanford Rd, Millbrook, NY 12545

  Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

  Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

  121 Stanford Rd, Millbrook, NY 12545
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  $465,000 Sold Aug 28, 2025

  252 Ernest Rd, Millbrook, NY 12545

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $375/SF
  • 46 Days On Market

  Current Estimated Value $468,260

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  252 Ernest Rd, Millbrook, NY 12545
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  Est $1,117,856 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  3531 Route 82, Millbrook, NY 12545

  3531 Route 82, Millbrook, NY 12545
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  /45

  $900,000

  • 4 Beds
  • 6.5 Baths
  • 5,050 Sq Ft

  3534 Route 82, Millbrook, NY 12545

  Discover a truly unique Millbrook estate set on over 6 acres with a private pond, fruit trees, and beautiful natural surroundings. This expansive stone and brick residence offers remarkable craftsmanship and imported finishes, including marble and other materials brought in directly from Italy. Designed for both elegance and comfort, the home features multiple kitchens, two formal dining rooms,

  Christian Baez Keller Williams Hudson Valley

  3534 Route 82, Millbrook, NY 12545

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