Millbrook, NY Houses for Sale

The artistry of Coole Park is in the way it unfolds from the center. Two gracious wings on either side of the original 1888 house create an architectural triptych that conveys elegance and comfort in equal measure. Warm wide board floors, soaring French doors, six working fireplaces, and numerous demi-lune windows create a sense of space and style as well as history. To the right of the entryway,

Candy Anderson Compass Greater NY, LLC

Sited far off the road, this charming Colonial Revival home sits discreetly amongst the surrounding fields, meadows, and woodlands comprising the 122 acre property. There are two parcels, the main parcel with house on 77 acres, and the adjacent parcel of 45.7 acres, both spanning North Clove Rd with well over 2000’ of road frontage. The home was built in 1986, with major renovations in 2000, but

Dan Kessler Compass Greater NY, LLC

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

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 a

Howard Payson RE/MAX Town & Country

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.

This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

HEATHER CRONER William Pitt Sothebys Int Rlty

Have you ever thought about what it would be like to live in a painting? This architecturally distinctive home built with love and craftsmanship in 1994 will appeal to all of your senses. It sits on 5.43 acres at the end of a long tree-lined driveway surrounded by working farmland providing picturesque views in all directions in all seasons. The home spans three floors of 4,548 finished square

PAULA REDMOND Corcoran Country Living

Discover the potential of owning 150 acres of breathtaking land with stunning views of the Catskills. This unique property features two existing structures: a charming 2-bedroom, 2-bath house perfect for cozy living or weekend getaways, and an expansive 10,000 square foot hangar building, ideal for storage, workshops, or creative projects.Imagine hosting gatherings in the enchanting

Helen Murray William Pitt Sothebys Int Rlty

Sunset Hill Farm, a classic antique farmhouse built in 1860, is a stunning piece of Hudson Valley history. This well-proportioned home features spacious rooms with original details, high ceilings, and wide board floors throughout. Once a 300-acre dairy farm, the current six-acre property retains its rural charm with a large silo, four silo bases, and two barns. Since 2015, the current owners have

OLIVER BROWN Houlihan Lawrence Inc.

Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated

Kathryn Johnson William Pitt Sothebys Int Rlty

Be transcended into refined elegance. This stately home is an entertainer's dream. Set at the end of a picturesque, tree-lined drive on 40 serene acres, it offers a harmonious blend of historic elegance and contemporary living. The main house, which dates back to the late 1800s, has been thoughtfully updated and retains much of its period detail and charm with an updated twist. The four barns

Kyle Irwin Corcoran Country Living

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

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.

Situated on a bucolic road is this charming two bedroom, one bath cottage perfect for enjoying life in the country. This home has an inviting and comfortable interior complete with hardwood floors. Surrounded by larger estates, one can enjoy picturesque views of farmland to the east and north, and to the west spectacular winter sunsets over the Catskills. Off the front of the home, a delightful

Susan Whalen George T Whalen Real Estate

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

Welcome to this inviting 2-bedroom, 1.5-bath ranch nestled on 1.70 serene and private acres just minutes from the Village of Millbrook. This home blends classic charm with thoughtful updates, offering comfort and functionality in a beautiful country setting. Step inside to discover hardwood floors and a spacious living room warmed by a cozy pellet stove—perfect for chilly Hudson Valley winters.

Karen Volino Houlihan Lawrence Inc.

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

** PRICE REDUCED ** THIS RAISED RANCH STYLE HOME IS NESTLED ON A LEVEL 1.5 ACRE PROPERTY IN THE 'MILLBROOK HEIGHTS' NEIGHBORHOOD. ENTRY INTO THE FOYER, AND UP ONTO LEVEL ONE: A BRIGHT & AIRY LIVING ROOM WITH OAK HARDWOOD FLOORING. THE DINNING AREA HAS AMPLE ROOM, GOOD WALL SPACE, AND A SLIDING GLASS DOOR ACCESS TO THE REAR DECK. THE EAT-IN-KITCHEN HAS GOOD CABINET STORAGE, CAN SEAT FOUR

Greg Kane Kane & Associates

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

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 overlooks

Ginalea Healy K. Fortuna Realty, Inc.

Unique residential and commercial opportunity in the heart of Dutchess County. This historic property was originally built in the 19th century as a Congregational church and has served as a livestock auction house and summer opera venue before evolving into its current beloved Charlotte's restaurant in 2006.The property offers a rare live/work opportunity. A lovely 3-bedroom apartment is

Stephen Pener William Pitt Sothebys Int Rlty

Peace and tranquility await at this sprawling country retreat. A stream meanders through the 15.37 acre property forming two waterfalls and flows into a deep water pond creating a beautiful lush landscape viewed from many vantage points. This amazing and expansive 7,460 square foot home is comprised of three 18th century structures that were dismantled and brought together. At the center of the

PAULA REDMOND Corcoran Country Living

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

Exquisitely restored 1822 farmhouse on 50+ acres in Millbrook, NY, blending historic charm and modern luxury. This stunning home features sun-filled rooms, original hardwood floors, and six fireplaces. The gourmet kitchen is equipped with marble countertops, high-end appliances, a butler's pantry, and a fireplace. A beautiful sunroom with floor-to-ceiling windows and marble floors connects

William Melnick Elyse Harney Real Estate

Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

Byron Anderson Compass Greater NY, LLC

Quintessential Hudson Valley farmhouse situated on bucolic Bangall Amenia Road in Millbrook, NY. This period home is ready for the next steward to care for and enjoy this truly peaceful and stunning location on 7.12 acres. The charming eyebrow four bedroom homestead dates from 1870 with numerous recent renovations and improvements. The Hardie Board siding was done in 2023, along with metal roof

Steve Bruman Corcoran Country Living

Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

HEATHER CRONER William Pitt Sothebys Int Rlty

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

Experience the charm of country living in Millbrook with this 110-acre estate. As you wind your way along the quaint country road and up the circular driveway, you're greeted by manicured lawns, lush pastures, and majestic oak trees, setting the stage for the grandeur that awaits. The main residence, a masterpiece of architectural design, boasts over 6,000 sqft of traditional elegance blended

OLIVER BROWN Houlihan Lawrence Inc.