2,054

Millbrook, NY Homes

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  • /35

    $650,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,446 Sq Ft

    786 N Clove Rd, Millbrook, NY 12545

    Escape the hustle and bustle of city life and discover true tranquility at this charming country home, nestled on 3 acres of picturesque, private land that abuts a creek with a built in stone grill. This property offers a unique lifestyle opportunity for those seeking serenity, space, and a connection with nature.The inviting home features a cozy, functional, and light-filled interior,

    Agent Photo

    Diana Wiemer

    Houlihan Lawrence Inc.

    (845) 295-1853

    786 N Clove Rd, Millbrook, NY 12545
  • /18

    $2,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,424 Sq Ft
    • House for Rent

    3176 Sharon Turnpike, Millbrook, NY 12545

    Historically interesting, attractively appealing, cottage style structure privately situated with generous lawn area, just outside village of Millbrook. Post WW 1 constructed as a small police barracks in Westchester County, then disassembled and moved to Millbrook post WW 2, with addition providing third bedroom, and then serving as a single family structure for the last 80 years. The house is

    Kevin Battistoni Corcoran Country Living

    3176 Sharon Turnpike, Millbrook, NY 12545
  • Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    $130,000

    Sold Mar 12, 2026

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    • Land
    • 6.2 Acres
    • $20,968 per Acre

    Last Sold Summary

    • 31% Above List Price
    • 19 Days On Market

    Last Listing Agent Thomas Santore Coldwell Banker Realty

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545
    • 29 Merrit Ave, Millbrook, NY 12545

      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
      • Jul 09, 2024

      Last Listing Agent Lydia Hendricks Weichert Realtors

  • /35

    $1,400,000

    • 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
  • /22

    $2,950 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
  • 4408 Route 82, 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 $622,154

    Last Listing Agent Carey Whalen Compass Greater NY, LLC

    4408 Route 82, Millbrook, NY 12545
    • 60-62 Old Route 82, Millbrook, NY 12545

      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
      • Jan 30, 2025

      Last Listing Agent Liza Reiss Elyse Harney Real Estate

  • /26

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,237 Sq Ft

    44 Merrit Ave, Millbrook, NY 12545

    A rare village offering on one of Millbrook’s prettiest streets, this beautifully updated three-story Victorian blends timeless character with thoughtful modern upgrades, The main residence features Three bedrooms and 2.5 baths across three spacious light-filled levels, with hardwood floors throughout and classic architectural details that reflect the home’s historic roots. The welcoming living

    OLIVER BROWN Houlihan Lawrence Inc.

    44 Merrit Ave, Millbrook, NY 12545
  • /27

    $1,750 Per Month

    • 1 Bed
    • 1 Bath
    • 2,904 Sq Ft
    • Apartment for Rent

    50 Route 343 Unit A, Millbrook, NY 12545

    Welcome to 50 Route 343, Unit A, a well-positioned one-bedroom, one full-bath rental along the scenic Route 343 corridor in the Town of Washington. Set within a classic Hudson Valley landscape, this residence offers a thoughtful blend of character and function, featuring hardwood flooring, a practical layout, and detailed woodwork and wainscoting in the kitchen and bath that reflect its period

    Jared Milani United RE Hudson Valley Edge

    50 Route 343 Unit A, Millbrook, NY 12545
  • 53 Bennett Common, 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 $433,337

    Last Listing Agent SHARON MAHAR Compass Greater NY, LLC

    53 Bennett Common, Millbrook, NY 12545
    • 296 Stanford Rd Unit 302, Millbrook, NY 12545

      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
      • Sep 10, 2024

      Last Listing Agent Brian Smith River Realty Services, Inc.

  • /40

    $1,069,000

    New Construction Open Sun 1PM - 3PM
    • 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
  • /22

    $3,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,950 Sq Ft
    • House for Rent

    8 Alden Place, Millbrook, NY 12545

    Totally renovated classic Victorian home in the Village of Millbrook, in close proximity to restaurants, shops, parks, schools and all that the Village has to offer. The home has been updated from top to bottom and provides 3 bedrooms and 1.5 baths. Lovely fenced in back yard with storage shed. No smoking and no pets permitted.

    George Whalen III George T Whalen Real Estate

    8 Alden Place, Millbrook, NY 12545
  • 3598 Route 82, 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 $1,819,469

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

    3598 Route 82, Millbrook, NY 12545
    • 4318 Route 44, Millbrook, NY 12545

      Est $2,165,400

      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

      • 12% Above List Price
      • $536/SF
      • 72 Days On Market
      • Last Sold Price $1,930,000
      • Dec 13, 2023

      Last Listing Agent Candy Anderson Compass Greater NY, LLC

  • /50

    $1,800,000

    • 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

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /30

    $22,000 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 $22,000 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
  • 644 Tower Hill Rd, Millbrook, NY 12545

    $2,300,000

    Sold Apr 07, 2026

    644 Tower Hill Rd, Millbrook, NY 12545

    • 6 Beds
    • 8 Baths
    • 6,100 Sq Ft
    • Built 1909

    Last Sold Summary

    • 19% Below List Price
    • $377/SF
    • 160 Days On Market

    Current Estimated Value $2,857,565

    Last Listing Agent Byron Anderson Compass Greater NY, LLC

    644 Tower Hill Rd, Millbrook, NY 12545
    • 1215 Shunpike, Millbrook, NY 12545

      Est $1,133,636

      Not Listed For Sale

      1215 Shunpike, Millbrook, NY 12545

      • 4 Beds
      • 4 Baths
      • 3,516 Sq Ft
      • Built 1940
      1215 Shunpike, Millbrook, NY 12545

      Last Sold Summary

      • 8% Below List Price
      • $351/SF
      • 14 Days On Market
      • Last Sold Price $1,235,000
      • Feb 25, 2025

      Last Listing Agent Brian Smith River Realty Services, Inc.

  • /37

    $1,395,000

    $105K PRICE DROP
    • 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 0.21-acres 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. A unique feature of the property

    Ann Stettner Neil Charles Real Estate, LLC

    3311 Franklin Ave, Millbrook, NY 12545
  • /40

    $5,800 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
  • 54 Bennett Common, Millbrook, NY 12545

    $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 $357,306

    Last Listing Agent Michael Dunstan RE/MAX Town & Country

    54 Bennett Common, Millbrook, NY 12545
    • 26 Trebor Trail, Millbrook, NY 12545

      Est $770,783

      Not Listed For Sale

      26 Trebor Trail, Millbrook, NY 12545

      • 2 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1988
      26 Trebor Trail, Millbrook, NY 12545

      Last Sold Summary

      • 60% Above List Price
      • $249/SF
      • 24 Days On Market
      • Last Sold Price $482,000
      • Nov 27, 2023

      Last Listing Agent PAULA REDMOND Corcoran Country Living

  • /39

    $1,200,000

    $200K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 3,306 Sq Ft

    645 Tyrrel Rd, Millbrook, NY 12545

    Step back in time and experience this historic farm house which has been renovated with great attention to period details such as restored wide board flooring, beautiful reconditioned woodwork, exposed beams and 4 fireplaces. There are 5 bedrooms, one of which is ensuite and on the first floor ,and 3 other full baths. The primary is also ensuite.With formal living and dining rooms, office, and a

    ANN WILKINSON Compass Greater NY, LLC

    645 Tyrrel Rd, Millbrook, NY 12545
  • /28

    $3,950 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
  • 56 Hoof Print Rd, Millbrook, NY 12545

    $580,000

    Sold Nov 24, 2025

    56 Hoof Print Rd, Millbrook, NY 12545

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $276/SF
    • 26 Days On Market

    Current Estimated Value $590,975

    Last Listing Agent Jennifer Enloe Four Seasons Sothebys Intl

    56 Hoof Print Rd, Millbrook, NY 12545
    • 128 Bangall Rd, Millbrook, NY 12545

      Est $925,323

      Not Listed For Sale

      128 Bangall Rd, Millbrook, NY 12545

      • 4 Beds
      • 2.5 Baths
      • 2,520 Sq Ft
      • Built 1980
      128 Bangall Rd, Millbrook, NY 12545

      Last Sold Summary

      • 4% Above List Price
      • $355/SF
      • 21 Days On Market
      • Last Sold Price $894,000
      • Apr 30, 2025

      Last Listing Agent Susan Whalen George T Whalen Real Estate

  • /8

    $1,250,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,196 Sq Ft

    43 Maple Hill Dr, Millbrook, NY 12545

    New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the

    TINA TOWNSEND BHHS Hudson Valley Properties

    43 Maple Hill Dr, Millbrook, NY 12545
  • /25

    $14,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft
    • House for Rent

    11 Sutton Rd, Millbrook, NY 12545

    Set on 1.5 private acres along one of Millbrook’s most picturesque country roads, this 1950s cottage offers a quintessential Hudson Valley summer experience; equal parts relaxed, refined, and quietly beautiful. The heart of the property is the sun-filled gunite pool, perfectly sited and surrounded by leafy, pastoral views. Days unfold effortlessly here; morning swims, long afternoons in the sun,

    Ashley Whittaker Spence Compass Greater NY, LLC

    11 Sutton Rd, Millbrook, NY 12545
  • 47 Crescent Rd, 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
    • 309 Route 343, Millbrook, NY 12545

      Est $2,492,778

      Not Listed For Sale

      309 Route 343, Millbrook, NY 12545

      • 4 Beds
      • 4 Baths
      • 2,790 Sq Ft
      • Built 1970
      309 Route 343, Millbrook, NY 12545

      Last Sold Summary

      • 8% Below List Price
      • $968/SF
      • 27 Days On Market
      • Last Sold Price $2,700,000
      • Nov 28, 2023

      Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  • /46

    $1,495,000

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

    508 Woodstock Rd, Millbrook, NY 12545

    Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms,

    OLIVER BROWN Houlihan Lawrence Inc.

    508 Woodstock Rd, Millbrook, NY 12545
  • /46

    $2,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 2,904 Sq Ft
    • Apartment for Rent

    50 Route 343 Unit B, Millbrook, NY 12545

    Welcome to 50 Route 343, Unit B, a well-appointed and generously sized 2-bedroom, 1 full bath and 1 half bath rental in the Town of Washington, set along the scenic Route 343 corridor in the heart of the Hudson Valley.A welcoming covered front porch offers an ideal space to enjoy morning coffee while taking in the peaceful natural surroundings, including a nearby babbling brook that enhances

    Jared Milani United RE Hudson Valley Edge

    50 Route 343 Unit B, Millbrook, NY 12545
  • 1168 Bangall Amenia Rd, Millbrook, NY 12545

    $875,000

    Sold Jul 30, 2025

    1168 Bangall Amenia Rd, Millbrook, NY 12545

    • 4 Beds
    • 3 Baths
    • 2,151 Sq Ft
    • Built 1870

    Last Sold Summary

    • 7% Below List Price
    • $407/SF
    • 339 Days On Market

    Current Estimated Value $923,000

    Last Listing Agent Steve Bruman Corcoran Country Living

    1168 Bangall Amenia Rd, Millbrook, NY 12545
    • /2

      Est $611,514

      Not Listed For Sale

      663 Shunpike, Millbrook, NY 12545

      • 3 Beds
      • 3 Baths
      • 1,540 Sq Ft
      • Built 1970
      663 Shunpike, Millbrook, NY 12545

      Last Sold Summary

      • 59% Below List Price
      • $250/SF
      • Last Sold Price $385,000

      Last Listing Agent Larry Havens Havens Real Estate

  • /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
  • /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
  • 121 Valley Farm Rd, Millbrook, NY 12545

    $910,000

    Sold Apr 07, 2026

    121 Valley Farm Rd, Millbrook, NY 12545

    • 4 Beds
    • 4 Baths
    • 3,506 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $260/SF
    • 136 Days On Market

    Current Estimated Value $954,886

    Last Listing Agent THERESA GILL Legacy Land & Homes LLC

    121 Valley Farm Rd, Millbrook, NY 12545
    • 377 Valley Farm Rd, Millbrook, NY 12545

      Est $887,184

      Not Listed For Sale

      377 Valley Farm Rd, Millbrook, NY 12545

      • 3 Beds
      • 1 Bath
      • 1,520 Sq Ft
      • Built 1980
      377 Valley Farm Rd, Millbrook, NY 12545

      Last Sold Summary

      • 4% Below List Price
      • $605/SF
      • 28 Days On Market
      • Last Sold Price $920,000
      • Oct 23, 2024

      Last Listing Agent Susan Whalen George T Whalen Real Estate

Showing Results 1 - 40, Page 1 of 18

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