Dutchess, NY Homes

• 

  $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

  20 North Ave, Millbrook, NY 12545
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• 

  Est $496,444 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
• 

  

  

  /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
• 

  Not Listed For Sale

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

  4318 Route 44, Millbrook, NY 12545

  4318 Route 44, Millbrook, NY 12545
• 

  

  /14

  $350,000

  • Land
  • 6 Acres
  • $56,634 per Acre

  0 Bangall Rd Unit KEY898387, Washington, NY 12545

  An attractive 6.18 acres of gently rolling meadow minutes from the quaint Village of Millbrook. This is a wonderful opportunity for a new owner to build a home in Millbrook Hunt Country.

  Susan Whalen George T Whalen Real Estate

  0 Bangall Rd Unit KEY898387, Washington, NY 12545
• 

  $600,000 Sold May 12, 2025

  • 1,504 Sq Ft
  • $399/SF
  • 261 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1977

  211 N Tower Hill Rd, Wassaic, NY 12592

  Located in the Town of Washington, a few minutes to the Village of Millbrook, this recently renovated farmhouse is situated on one of the most picturesque country roads in the area and is surrounded by a diverse array of mature trees. Spanning approximately 2 acres, the property offers ample space for outdoor activities and a sense of privacy. Step inside to find an attractively updated interior,

  Marie-Laure Collins Compass Greater NY, LLC

  211 N Tower Hill Rd, Wassaic, NY 12592
• 

  Est $520,013 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  4265 Route 44, Millbrook, NY 12545

  4265 Route 44, Millbrook, NY 12545
• 

  

  /17

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  53 Bennett Common, Millbrook, NY 12545

  The living really is easy in this totally renovated, pristine, spacious and bright two bedroom, two bath condo located in the Bennett Common Community. It features a living room with a fireplace, large dining area, inviting office, kitchen and ensuite bedroom with a closeted washer and dryer. The two bathrooms and kitchen have been fully renovated and updated with new fixtures and appliances. The

  SHARON MAHAR Compass Greater NY, LLC

  53 Bennett Common, Millbrook, NY 12545
• 

  $940,000 Sold May 02, 2025

  • 3,840 Sq Ft
  • $245/SF
  • 63 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1890

  311 Shunpike, Clinton Corners, NY 12514

  Opportunity is knocking, the seller has reduced the price for immediate sale! Discover the charm of country living at 311 Shunpike in Clinton Corners, NY. Nestled on a stunning 11.6-acre estate, this 4-bedroom farmhouse offers an idyllic retreat that perfectly blends rustic charm with modern amenities. Situated within the highly regarded Millbrook School District this farmhouse is also

  Curtis Darragh Legacy Land & Homes LLC

  311 Shunpike, Clinton Corners, NY 12514
• 

  Est $852,695 Not Listed For Sale

  • 3 Beds

  762 Tower Hill Rd, Millbrook, NY 12545

  762 Tower Hill Rd, Millbrook, NY 12545
• 

  

  /3

  $89,000

  • Land
  • 1.49 Acres
  • $59,732 per Acre

  0 Tinker Town Rd, Dover Plains, NY 12522

  Escape the NYC and envision your perfect getaway on this beautiful 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

  Adnane Chahi Keller Williams Realty Partner

  0 Tinker Town Rd, Dover Plains, NY 12522
• 

  $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 $548,230 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,755 Sq Ft

  10 Christian Hill Rd, Dover Plains, NY 12522

  10 Christian Hill Rd, Dover Plains, NY 12522
• 

  

  /27

  $1,150,000

  • 2 Beds
  • 1 Bath
  • 1,216 Sq Ft

  447 Butts Hollow Rd, Dover Plains, NY 12522

  It seems to be a human instinct to define utopia as a garden, and this Millbrook property on Butts Hollow Road unequivocally deserves that designation. Not only gardens—which have been lovingly created and curated—but meadows and forest glens, falling water and meandering paths. Regardless of season, there is always something unexpected and lovely to greet you—a rippling sea of red poppies,

  Candy Anderson Compass Greater NY, LLC

  447 Butts Hollow Rd, Dover Plains, NY 12522
• 

  $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
• 

  /2

  Est $710,137 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,468 Sq Ft

  142 Christian Hill Rd, Dover Plains, NY 12522

  142 Christian Hill Rd, Dover Plains, NY 12522
• 

  

  /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
• 

  $240,000 Sold Apr 30, 2025

  • 1,104 Sq Ft
  • $217/SF
  • 122 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1931

  8 Tinker Town Rd, Dover Plains, NY 12522

  Great home with lots of potential. Two lots included in sale. Home sold AS-IS. Close to Metro North Harlem Line and Route 22 -> I684. Great starter home, better than paying rent !! Snow blower and grill do not convey with house.

  Alan Arnfield Century 21 Alliance Rlty Group

  8 Tinker Town Rd, Dover Plains, NY 12522
• 

  Est $373,730 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,680 Sq Ft

  1126 Route 343, Dover Plains, NY 12522

  1126 Route 343, Dover Plains, NY 12522
• 

  

  /29

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  23 Johnson Ln, Millbrook, NY 12545

  Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

  KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, Millbrook, NY 12545
• 

  $415,000 Sold Apr 18, 2025

  • 2,920 Sq Ft
  • $142/SF
  • 144 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  35 Shunpike, Clinton Corners, NY 12514

  Discover a unique opportunity just minutes from the charming village of Millbrook! Bring your vision to this inviting ranch home. Currently set up with the main home as two bedrooms and a full bath and a separate 2 bedroom apartment. The walk up attic brings additional opportunity to expand if that suits your needs. Hardwood floors that flow through out the living room, formal dining area, 2 main

  Karla Rauch BHHS Hudson Valley Properties

  35 Shunpike, Clinton Corners, NY 12514
• 

  Est $469,020 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  308 Hammond Hill Rd, Dover Plains, NY 12522

  308 Hammond Hill Rd, Dover Plains, NY 12522
• 

  /2

  $100,000

  • Land
  • 0.83 Acre
  • $120,482 per Acre

  9 Terbar Ct, Dover Plains, NY 12522

  Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

  Bliss Voutsinas

  9 Terbar Ct, Dover Plains, NY 12522
• 

  $394,000 Sold Apr 03, 2025

  • 2,042 Sq Ft
  • $193/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  568 Oak Summit Rd, Millbrook, NY 12545

  Welcome to this enchanting log cabin in Millbrook, NY, built in 1989 and nestled on over 3 acres of picturesque land. As you enter, you’re greeted by an inviting open-concept layout that seamlessly connects the kitchen, living room, and dining area—perfect for entertaining or cozy family gatherings. The stunning two-story brick fireplace serves as a focal point, adding warmth and character to the

  Keeana Toliver

  568 Oak Summit Rd, Millbrook, NY 12545
• 

  Est $445,404 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  256 Hammond Hill Rd, Dover Plains, NY 12522

  256 Hammond Hill Rd, Dover Plains, NY 12522
• 

  

  /8

  $375,000

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

  TBD Stanford Rd, Millbrook, NY 12545

  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 location. Additional

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford 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
• 

  Est $634,426 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft

  26 Trebor Trail, Millbrook, NY 12545

  26 Trebor Trail, Millbrook, NY 12545
• 

  

  /9

  $1,150,000

  • Land
  • 28 Acres
  • $40,450 per Acre

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545

  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.

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545
• 

  $80,000 Sold Mar 20, 2025

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

  • 67 Days On Market

  507 Halls Corners Rd, Dover Plains, NY 12522

  Escape the city and envision your perfect getaway on this beautiful 6.25-acre lot in Dover Plains, NY. Nestled in the heart of the Hudson Valley, this gently sloping property offers endless possibilities for those looking to build a custom home or vacation retreat without being too far from NYC. Imagine Waking Up to Breathtaking Sunrises: Facing east and slightly elevated from the road, this

  Curtis Darragh Legacy Land & Homes LLC

  507 Halls Corners Rd, Dover Plains, NY 12522
• 

  Est $2,027,882 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 5,026 Sq Ft

  632 Route 343, Millbrook, NY 12545

  632 Route 343, Millbrook, NY 12545
• 

  

  /9

  $1,075,000

  • Land
  • 23 Acres
  • $45,764 per Acre

  TBD Parcel 1 Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, this 23.49-acre parcel offers a picturesque setting for your dream retreat. The land features a mix of old wood 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 escape and explore the

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Parcel 1 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 $1,602,583 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  458 Route 343, Millbrook, NY 12545

  458 Route 343, 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
• 

  $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 $2,113,771 Not Listed For Sale

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

  593 Killearn Rd, Millbrook, NY 12545

  593 Killearn Rd, 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
• 

  $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

Showing Results 41 - 80, Page 2 of 18