Millbrook, NY Homes

• 

  $1,340,000 Sold Jun 30, 2025

  • 2,630 Sq Ft
  • $510/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  11 Haight Ave, Millbrook, NY 12545

  Nestled in the heart of Millbrook’s charming village, this fully remodeled center-hall Colonial offers the perfect blend of timeless elegance and modern comfort. Set on 1.27 acres of beautifully landscaped grounds, the home has been thoughtfully reconfigured into a spacious three-bedroom layout to suit today’s lifestyle. A brand-new chef’s kitchen anchors the home, outfitted with top-of-the-line

  Ashley Whittaker Spence Compass Greater NY, LLC

  11 Haight Ave, Millbrook, NY 12545
• 

  Est $2,252,154 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,890 Sq Ft

  593 Killearn Rd, Millbrook, NY 12545

  593 Killearn Rd, Millbrook, NY 12545
• 

  

  

  /39

  $8,800,000

  • 8 Beds
  • 10 Baths
  • 8,224 Sq Ft

  406 Shunpike, Millbrook, NY 12545

  Linley House Estate - A Once-in-a-Generation Hudson Valley Opportunity. Perhaps only once in a generation does such a rare opportunity arise to acquire one of the most private, historically significant, and visually commanding estates in the heart of the Hudson Valley. Welcome to The Linley House Estate, an extraordinary Greek Revival Center Hall Colonial set on over 113 pastoral acres in three

  Andrew Gates Houlihan Lawrence

  406 Shunpike, Millbrook, NY 12545
• 

  $530,000 Sold Jun 11, 2025

  • 1,950 Sq Ft
  • $272/SF
  • 192 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1900

  8 Alden Place, Millbrook, NY 12545

  This classic, 1,950 Sq ft, 3 bedroom, 1.5 bath charming Victorian home built circa 1900, sits in the heart of desirable Millbrook Village, convenient to all the restaurants, shops and galleries, yet set on a quiet and private street. With its beautifully landscaped gardens, fabulous large back yard, and plenty of space for recreation and for pets to play, this lovely home is the perfect place to

  Neil Charles Neil Charles Real Estate, LLC

  8 Alden Place, Millbrook, NY 12545
• 

  Est $1,975,490 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  309 Route 343, Millbrook, NY 12545

  309 Route 343, Millbrook, NY 12545
• 

  

  /25

  $1,100,000

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

  11 Sutton Rd, Millbrook, NY 12545

  Tucked away on 1.5 acres along one of Dutchess County's most scenic roads, this 1950’s Millbrook cottage is the definition of charm and style. A true designer’s dream. The home blends storybook character with sophisticated updates, offering both warmth and polish in every room.Inside, light-filled spaces invite gathering and quiet retreat alike. The home offers 3 bedrooms and 2 full

  Ashley Whittaker Spence Compass Greater NY, LLC

  11 Sutton Rd, Millbrook, NY 12545
• 

  $625,000 Sold May 16, 2025

  • 1,749 Sq Ft
  • $357/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  20 North Ave, Millbrook, NY 12545

  WELCOME HOME AND ENJOY LIVING AT ITS BEST IN THE BEAUTIFUL VILLAGE OF MILLBROOK! THIS IS A LOVELY CONTEMPORARY COLONIAL WHICH IS CONVENIENTLY LOCATED WALKING DISTANCE INTO TOWN TO TAKE ADVANTAGE OF RESTAURANTS, LIBRARY, FARMERS MARKET, TENNIS COURTS AND MORE. THIS HOME HAS A LARGE FAMILY ROOM W/ FIREPLACE, HW FLOORS & VAULTED CEILINGS. OPEN CONCEPT TO KITCHEN WHICH ALSO HAS LAUNDRY SET UP.

  Christine Ryan Keller Williams Hudson Valley

  20 North Ave, Millbrook, NY 12545
• 

  Est $700,398 Not Listed For Sale

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

  132 Killearn Rd, Millbrook, NY 12545

  132 Killearn Rd, Millbrook, NY 12545
• 

  

  /34

  $990,000

  • 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
• 

  $454,900 Sold May 16, 2025

  • 2,496 Sq Ft
  • $182/SF
  • 190 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  41 Horseshoe Rd, Millbrook, NY 12545

  Welcome to 41 Horseshoe Road, a delightful residence located in Millbrook, New York. With approximately 2500 square feet of living space, this home offers a perfect blend of comfort and potential, making it an ideal choice for a full-time residence, weekend getaways, or anyone looking to immerse themselves in the beauty of the Hudson Valley. As you step inside, you’ll immediately feel the warmth

  Ellen 'Ellie' Savoy

  41 Horseshoe Rd, Millbrook, NY 12545
• 

  /2

  Est $523,776 Not Listed For Sale

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

  663 Shunpike, Millbrook, NY 12545

  663 Shunpike, Millbrook, NY 12545
• 

  

  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 11,970 Sq Ft

  309 Woodstock Rd, Millbrook, NY 12545

  Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

  Jason Karadus Corcoran Country Living

  309 Woodstock Rd, Millbrook, NY 12545
• 

  $450,000 Sold May 01, 2025

  • 1,664 Sq Ft
  • $270/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  75 Verbank Rd, Millbrook, NY 12545

  Would you like to get away from it all and come to a place where you can live, work and play in arguably one of the most beautiful areas of the Hudson Valley? If so, this charming, classic home, built in 1940, is for you. It is perfectly located, in the middle of some of the area’s most beautiful farmland, and just minutes from the enchanting village of Millbrook. Set on 2 beautiful acres, this

  Ann Stettner Neil Charles Real Estate, LLC

  75 Verbank Rd, Millbrook, NY 12545
• 

  Est $557,079 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  28 Rodrigo Knolls, Millbrook, NY 12545

  28 Rodrigo Knolls, Millbrook, NY 12545
• 

  

  /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
• 

  $894,000 Sold Apr 30, 2025

  • 2,520 Sq Ft
  • $355/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  128 Bangall Rd, Millbrook, NY 12545

  Bangall Road is a beautiful location on the outskirts of the Village of Millbrook. It boasts grand homes on large parcels of land while being close enough to the conveniences of town, yet far enough to find tranquility and privacy in Millbrook’s countryside. The residence is comfortable and inviting and features an attractive floor plan with a lovely mix of room sizes throughout, creating

  Susan Whalen George T Whalen Real Estate

  128 Bangall Rd, Millbrook, NY 12545
• 

  Est $1,112,458 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,448 Sq Ft

  97 Valley Farm Rd, Millbrook, NY 12545

  97 Valley Farm Rd, Millbrook, NY 12545
• 

  

  /8

  $375,000

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

  519 Woodstock 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.

  519 Woodstock Rd, Millbrook, NY 12545
• 

  $442,000 Sold Mar 28, 2025

  • 2,000 Sq Ft
  • $221/SF
  • 191 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  56 Horseshoe Rd, Millbrook, NY 12545

  Attractive colonial situated on 1.4 acre parcel just outside the Village of Millbrook. Spacious floor plan includes eat-in kitchen with corian counters, which flows seamlessly to a formal dining room and living room w/woodburning fireplace. Massive family room w/cathedral ceiling includes wood stove & ductless unit for heat & a/c, creating the perfect venue for entertaining. Huge sunroom

  Dan Axtmann BHHS Hudson Valley Properties

  56 Horseshoe Rd, Millbrook, NY 12545
• 

  /2

  Est $333,865 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  39 County House Rd, Millbrook, NY 12545

  39 County House Rd, Millbrook, NY 12545
• 

  

  /9

  $1,050,000

  • Land
  • 28.43 Acres
  • $36,933 per Acre

  521 Woodstock Rd, Millbrook, NY 12545

  Quiet Meadow South – A rare offering of 28.43 acres of open land at the corner of Stanford Road and Woodstock Road. Bucolic field, a corner pond, and distant views create a stunning backdrop for a future homestead or agricultural endeavor. Located just outside the Village of Millbrook, this scenic parcel offers easy access with the feel of wide-open countryside. Additional land available.

  OLIVER BROWN Houlihan Lawrence Inc.

  521 Woodstock Rd, Millbrook, NY 12545
• 

  $1,235,000 Sold Feb 25, 2025

  • 3,516 Sq Ft
  • $351/SF
  • 14 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1940

  1215 Shunpike, Millbrook, NY 12545

  Welcome to 1193 -1215 Shunpike in the heart of the Millbrook Hunt Country. 3500 square foot mid-1700's farmhouse with large horse barn with stalls and 800 square foot 1940's guest house with garage on two parcels on over 30 acres! Pastoral setting with horse pastures and a private pond and stream. Great opportunity for horse folk or gentleman's farm. Property is occupied - do not approach

  Brian Smith River Realty Services, Inc.

  1215 Shunpike, Millbrook, NY 12545
• 

  Est $416,008 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
• 

  

  /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
• 

  $400,000 Sold Feb 25, 2025

  • 1,160 Sq Ft
  • $345/SF
  • 63 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1914

  29 Elm Dr, Millbrook, NY 12545

  Welcome to Elm Cottage. Tucked down a long driveway in Millbrook Village this cottage has a large front yard as well as rear deck for relaxing and dining off the back kitchen porch. The one car garage is at your doorstep. Newly finished hardwood floors gleam through sunlit windows. An updated kitchen has two walls of cabinets and much appreciated counter space as well as the washer and dryer.

  ANN WILKINSON Compass Greater NY, LLC

  29 Elm Dr, Millbrook, NY 12545
• 

  Est $1,032,969 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,492 Sq Ft

  441 Oak Summit Rd, Millbrook, NY 12545

  441 Oak Summit Rd, Millbrook, NY 12545
• 

  

  /5

  $325,000

  • Land
  • 0.28 Acre
  • $1,160,714 per Acre

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545

  Commercial building lot in Village of Millbrook, located on lovely street directly across from the Town Hall. This is a one of a kind offering in the GB zone in the Village. Permitted uses include single family dwelling, two-family dwelling, bed & breakfast, office, retail, along with many uses with a special permit. Village water and sewer. Great investment opportunity!

  George Whalen III George T Whalen Real Estate

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545
• 

  $3,600,000 Sold Feb 20, 2025

  • 5,742 Sq Ft
  • $627/SF
  • 563 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 1823

  2 Bontecou Rd, Millbrook, NY 12545

  Hidden Fox is an architecturally significant and quintessentially Millbrook home on 28+ acres giving access to miles of riding and hiking trails. The light-infused foyer has hand-painted wallpaper and draws you into the house laid out splendidly around it. Your eye is drawn to the left-a double parlor, divisible by pocket doors, with double fireplaces and many windows, and to the right-a formal

  Candy Anderson Compass Greater NY, LLC

  2 Bontecou Rd, Millbrook, NY 12545
• 

  Est $440,710 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  3883 Route 82, Millbrook, NY 12545

  3883 Route 82, Millbrook, NY 12545
• 

  

  /47

  $750,000

  • 4 Beds
  • 4.5 Baths
  • 3,895 Sq Ft

  17 Washington Ave, Millbrook, NY 12545

  Timeless Elegance for Exceptional Living in this Expansive Home crafted by Italian Stone Masons in 1910, previously known as the Porter House Inn in the Heart of Millbrook Village.This imposing 4,000 sf home lives even larger with a walk-up windowed attic on the third floor and full walk-out basement below, and further still with gracious covered porches on the front of the house and

  Norm Mackay

  17 Washington Ave, Millbrook, NY 12545
• 

  $661,370 Sold Feb 05, 2025

  • 2,200 Sq Ft
  • $301/SF
  • 257 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  12 Haight Ave, Millbrook, NY 12545

  Wonderful center hall colonial located in the Village of Millbrook. Built in 1930, this traditional home boasts many original details: wood moldings, doors, and refinished oak flooring throughout. The interior offers well-proportioned, light-filled rooms, including a living room with a wood burning fireplace and French doors that open to a sunroom. There is a formal dining room and stylish galley

  Susan Whalen George T Whalen Real Estate

  12 Haight Ave, Millbrook, NY 12545
• 

  Est $498,975 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  3863 Route 82, Millbrook, NY 12545

  3863 Route 82, Millbrook, NY 12545
• 

  

  /33

  $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
• 

  $999,999 Sold Jan 30, 2025

  • 2,982 Sq Ft
  • $335/SF
  • 28 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1900

  60-62 Old Route 82, Millbrook, NY 12545

  Main House Gem with 2 Carriage House Suites - New Addition of 1st Floor Primary Bedroom and Bath and Beautifully renovated throughout! In 1830 Benjamin Anson built a new cottage on a beautiful Creekside 1.67-acre property in Millbrook NY. The cottage has evolved throughout the years, additions were added in 1890, and had been the very popular Blue Barn Inn. The property has been a residence for

  Liza Reiss Elyse Harney Real Estate

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

  Est $556,896 Not Listed For Sale

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

  3853 Route 82, Millbrook, NY 12545

  3853 Route 82, Millbrook, NY 12545
• 

  

  /36

  $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
• 

  $1,975,000 Sold Jan 22, 2025

  • 6,694 Sq Ft
  • $295/SF
  • 26 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1966

  829 Tower Hill Rd, Millbrook, NY 12545

  Stunning sweeping Catskill Mountain views from this stately brick colonial. Boasting 6,694 finished square feet, the home provides a spacious canvas to revive this gem back to its original glory. Enter the home through a formal entry with soaring cathedral ceilings and find the formal living with fireplace, large windows framing in the mountain view and access to the covered brick terrace. A set

  PAULA REDMOND Corcoran Country Living

  829 Tower Hill Rd, Millbrook, NY 12545
• 

  Est $482,378 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
• 

  

  /42

  $1,050,000

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

  3715 Route 44 Unit 37, Millbrook, NY 12545

  This historic 1800s home of James Mabbett sits on 4 plus acres with a pristine pond and extensive outbuildings. The main house with its fine architectural details has been newly renovated and updated with new baths and kitchen, appliances, fixtures, mechanicals, gleaming hardwood floors, moldings and coffered ceilings. Enter the high ceiling elegant foyer which leads to a living room with a

  ANN WILKINSON Compass Greater NY, LLC

  3715 Route 44 Unit 37, Millbrook, NY 12545
• 

  $1,700,000 Sold Jan 21, 2025

  • 3,896 Sq Ft
  • $436/SF
  • 215 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1910

  78 Nine Partners Ln, Millbrook, NY 12545

  Presenting The Porches, a most gracious and elegant house with charm galore and many wonderful features including a guest cottage or large home office. Built in 1910 and situated in the Village of Millbrook on almost seven acres of sweeping lawns, lush plantings and inviting patios. Originally the house had five open porches which over the years have been enclosed into charming rooms. One enters

  SHARON MAHAR Compass Greater NY, LLC

  78 Nine Partners Ln, Millbrook, NY 12545

Showing Results 41 - 80, Page 2 of 18