2,037

Dutchess, NY Homes

Section Image
  • /50

    $1,875,000 Pending

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

    3925 Route 82, Millbrook, NY 12545

    Wake up to birdsong in this spacious and sunny renovated historic Millbrook farmhouse. Situated on over 13 acres in an enchanted setting of old growth trees, a year-round running stream, natural landscaping, moss and stonework, this inviting home is perfect for the weekender or full-time resident. A recent architectural addition seamlessly bridges this home's 19th century pedigree with modern

    E. ELIZABETH PETERS Corcoran Country Living

    3925 Route 82, Millbrook, NY 12545
  • 1215 Shunpike, 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
  • /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
  • 29 Elm Dr, 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
  • /27

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,436 Sq Ft

    4408 Route 82, Millbrook, NY 12545

    Nestled just minutes from the charming Village of Millbrook, this spacious 2,436 sf ft home offers a perfect blend of privacy and proximity. The light-filled interior features a soaring cathedral ceiling and stunning beamed accents that add warmth and character. With three generously sized bedrooms and three full baths, there is ample room for all. The expansive deck is perfect for

    Carey Whalen Compass Greater NY, LLC

    4408 Route 82, Millbrook, NY 12545
  • 2 Bontecou Rd, 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
    • /2

      Est $499,789 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
  • 12 Haight 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
  • /25

    $749,000

    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    32 Reservoir Dr, Millbrook, NY 12545

    Nestled in the picturesque village of Millbrook, this beautifully renovated 3-bed home offers the perfect blend of original charm and modern comfort. Situated just a short walk from village amenities, this home has been thoughtfully updated with high-quality finishes and attention to detail. New Roof, Siding, New Forced Air Furnace & Central Air, as well as Updated Electrical & Plumbing with

    Kali Markowski K. Fortuna Realty, Inc.

    32 Reservoir Dr, Millbrook, NY 12545
  • 60-62 Old Route 82, 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
  • /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
  • 829 Tower Hill Rd, 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
  • /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
  • 78 Nine Partners Ln, 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
    • /2

      Est $345,372 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

    $1,150,000

    • 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
  • /41

    $1,125,000 Sold Jan 15, 2025

    • 3,656 Sq Ft
    • $308/SF
    • 27 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1977

    3531 Route 82, Millbrook, NY 12545

    Showings to begin Saturday 10/26/24. Welcome to this stunning Millbrook estate, where luxury and tranquility blend seamlessly in the heart of the Hudson Valley. 1 hour 30 minutes from NYC, this exquisite property is the perfect retreat, surrounded by nature yet conveniently close to city life. Enjoy sweeping mountain views, three serene ponds, including swim pond with a private dock and small

    Joseph Briggs William Pitt Sotheby's Int'l

    3531 Route 82, 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
  • 9 County House Rd, Millbrook, NY 12545

    $340,000 Sold Jan 13, 2025

    • 1,494 Sq Ft
    • $228/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    9 County House Rd, Millbrook, NY 12545

    Conveniently located on a quiet road just outside of the village with easy access to all the restaurants, shops, galleries, parks and more, this sweet home is a piece of local history as it was once the South Millbrook post office. The 3-bedroom, 2-bath, 1497+ sq ft home offers a large primary bedroom with bathroom en suite and glass sliding doors to the back yard on the main floor as well as a

    Ann Stettner Neil Charles Real Estate, LLC

    9 County House 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
  • 258 Woodstock Rd, Millbrook, NY 12545

    $1,115,000 Sold Dec 23, 2024

    • 2,750 Sq Ft
    • $405/SF
    • 51 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1972

    258 Woodstock Rd, Millbrook, NY 12545

    Imagine feeling as if there are no barriers between your house and the natural world—a seamless flow from the heart of the home to the heart of nature. Visionary architect Travis Price designed Tree House not to dominate and claim but to respect and co-exist. The house rests lightly in its space. Surrounding it are 17 wooded acres, a natural sun-kissed meadow, two ponds connected by a water

    Candy Anderson Compass Greater NY, LLC

    258 Woodstock Rd, Millbrook, NY 12545
    • /2

      Est $1,148,796 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
  • /46

    $795,000

    • 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 overlooking

    Norm Mackay

    17 Washington Ave, Millbrook, NY 12545
  • 170 Horseshoe Rd, Millbrook, NY 12545

    $529,000 Sold Dec 19, 2024

    • 2,240 Sq Ft
    • $236/SF
    • 259 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1969

    170 Horseshoe Rd, Millbrook, NY 12545

    Welcome to 170 Horseshoe Road, a serene retreat nestled in the heart of Millbrook, New York. This enchanting property offers an exceptional blend of privacy and countryside charm, presenting an unparalleled opportunity for those seeking a refined rural lifestyle.Upon arrival, you'll notice the mature trees frame the landscape, creating a tranquil ambiance. The property consists of 1.55

    Adam Carroll Compass Greater NY, LLC

    170 Horseshoe 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
  • 59 Horseshoe Rd, Millbrook, NY 12545

    $499,000 Sold Dec 19, 2024

    • 2,860 Sq Ft
    • $174/SF
    • 451 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    59 Horseshoe Rd, Millbrook, NY 12545

    TO BE BUILT, MILLBROOK SCHOOL DISTRICT NEW CONSTRUCTION OPPORTUNITY. BEAUTIFUL WOODED 1.2 ACRE LOT SITUATED IN ESTABLISHED SUBDIVISION. HOME SET BACK FROM ROAD FOR AMPLE PRIVACY. FEATURING KITCHEN W/GRANITE COUNTERS & STAINLESS APPLIANCES. OPEN FLOOR PLAN WITH LIVING ROOM/DINING ROOM COMBO. LIVING ROOM W/11' CATHEDRAL CEILING. MASTER BEDROOM SUITE W/MASTER BATH & WALK-IN CLOSET. 2 CAR GARAGE,

    Dan Axtmann BHHS Hudson Valley Properties

    59 Horseshoe Rd, Millbrook, NY 12545
  • /20

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    3889 Route 82, Millbrook, NY 12545

    Welcome to this beautiful brick ranch, ideally situated on a level one-acre lot just outside the charming Village of Millbrook.This well-maintained 3-bedroom, 2-bath home offers easy, one-level living with hardwood floors throughout, a cozy living room with a wood-burning fireplace, and an enclosed porch perfect for relaxing or entertaining. The spacious eat-in kitchen flows nicely and

    Ginalea Healy K. Fortuna Realty, Inc.

    3889 Route 82, Millbrook, NY 12545
  • 611 N Clove Rd, Millbrook, NY 12545

    $755,000 Sold Nov 12, 2024

    • 1,258 Sq Ft
    • $600/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    611 N Clove Rd, Millbrook, NY 12545

    Welcome to The Treehouse, a contemporary home hidden amongst the trees on 9 acres and overlooking a tranquil swimming pond and dock. As you drive up the winding driveway, you are met with clerestory windows and a dramatic sawtooth roof, which was designed in 1973 by Richard Stein, making this a truly unique home. The living room has a woodburning fireplace framed on all sides by floor to ceiling

    PAULA REDMOND Corcoran Country Living

    611 N Clove Rd, Millbrook, NY 12545

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home