Dutchess, NY Homes

/36
$3,500,000
- 5 Beds
- 4.5 Baths
- 4,972 Sq Ft
97 Wing Rd Unit 101, Millbrook, NY 12545

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

97 Wing Rd Unit 101, Millbrook, NY 12545
/40
$8,000 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
$1,817,500 Sold Jul 31, 2025
- 4,777 Sq Ft
- $380/SF
- 19 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1850
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

Not Listed For Sale
0 Verbank Rd, Millbrook, NY 12545

0 Verbank Rd, Millbrook, NY 12545

/50
$5,500,000
- 4 Beds
- 5.5 Baths
- 6,244 Sq Ft
3585 Route 82, Millbrook, NY 12545

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

3585 Route 82, Millbrook, NY 12545
/10
$1,500 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
12 Alden Place Unit 3, Millbrook, NY 12545

Cozy one bedroom apartment in the charming Village of Millbrook. The apartment is move-in ready! This second floor unit in a multi family home offers a shared entrance in the back. Off-street parking. Convenient village location to walk to the grocery store, shops, parks, public tennis courts, and the library. Enjoy village living!

Susan Whalen George T Whalen Real Estate

12 Alden Place Unit 3, Millbrook, NY 12545
$1,900,000 Sold Jul 30, 2025
- 5,086 Sq Ft
- $374/SF
- 101 Days On Market
- 4 Beds
- 5 Baths
- Built 1999
59 Bangall Rd, Millbrook, NY 12545

Welcome to Field House, an inviting country home nestled in the midst of 6+ acres in beautiful Millbrook. Remodeled and enlarged in 2017, this captivating home boasts a stunning open and flowing design of dining and living space, perfect for entertaining family and friends. Hosting is easy with an incredible chef's kitchen that flows seamlessly into a sun-filled family room and dining room.

Susan Whalen George T Whalen Real Estate

59 Bangall Rd, Millbrook, NY 12545

Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,584 Sq Ft
29 Merrit Ave, Millbrook, NY 12545

29 Merrit Ave, Millbrook, NY 12545

/50
$2,200,000
- 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 a

Howard Payson RE/MAX Town & Country

3893 Route 82, Millbrook, NY 12545
/17
$1,850 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Apartment for Rent
152 Church St, Millbrook, NY 12545

Yearly Rental. Enjoy living in the heart of the Village of Millbrook with easy access to restaurants, shops and more. This second floor one bedroom, one bath apartment is located above a restaurant. It was recently refreshed with new paint, refinished floors and a new stove. The living room/dining room is light filled and spacious with 8'7" high ceilings. The galley kitchen has a pass through to

PAULA REDMOND Corcoran Country Living

152 Church St, Millbrook, NY 12545
$875,000 Sold Jul 30, 2025
- 2,151 Sq Ft
- $407/SF
- 339 Days On Market
- 4 Beds
- 3 Baths
- Built 1870
1168 Bangall Amenia Rd, Millbrook, NY 12545

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

1168 Bangall Amenia Rd, Millbrook, NY 12545

Est $596,563 Not Listed For Sale
- 1 Bed
- 1 Bath
- 3,180 Sq Ft
109 N Mabbettsville Rd, Millbrook, NY 12545

109 N Mabbettsville Rd, Millbrook, NY 12545

/46
$1,800,000
- 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
/28
$3,100 per month
- 2 Beds
- 1 Bath
- 1,480 Sq Ft
- House for Rent
358 Verbank Rd, Millbrook, NY 12545

Charming home located on a scenic country road in Millbrook. The house features a lovely new eat-in kitchen. The interior has been freshly painted and the beautiful hardwood floors have been refinished. The spacious living room room has a wood stove. A stylish, new full bathroom and den/home office complete the first floor. Upstairs, there are two bedrooms and attic space for storage. The front

Susan Whalen George T Whalen Real Estate

358 Verbank Rd, Millbrook, NY 12545
$700,000 Sold Jul 18, 2025
- 1,500 Sq Ft
- $467/SF
- 18 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1930
620 Route 343, Millbrook, NY 12545

Introducing the Millbrook Farmhouse. This beautifully updated cedar shake farmhouse blends idyllic charm with modern upgrades on a landscaped one-acre parcel just minutes from the Village of Millbrook. Fully gut-renovated in 2015, every detail of the property was thoughtfully rebuilt, from the house and garage to the expansive landscaping. Extensive yard work—including tree removal and clearing

Kyle Irwin Corcoran Country Living

620 Route 343, Millbrook, NY 12545

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

/32
$1,750,000
- 5 Beds
- 4 Baths
- 4,410 Sq Ft
645 Tyrrel Rd, Millbrook, NY 12545

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

645 Tyrrel Rd, Millbrook, NY 12545
/9
$2,200 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
92 Maple Ave, Millbrook, NY 12545

Newly constructed one bedroom apartment situated in a beautiful and tranquil location in the Village of Millbrook. Open floor plan with light-filled living room and well-appointed kitchen, complete with a dishwasher. A spacious corner bedroom and an inviting bathroom that includes a walk-in shower, soaking tub and heated floors. Central air, a washer/dryer, generous closet space, shared

Susan Whalen George T Whalen Real Estate

92 Maple Ave, Millbrook, NY 12545
$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

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

/50
$2,225,000
- 3 Beds
- 2.5 Baths
- 4,548 Sq Ft
3598 Route 82, Millbrook, NY 12545

This architecturally distinctive Millbrook home was authentically built in the Second Empire / Victorian period style in 1994. Constructed with modern living in mind and extraordinary craftsmanship, this Millbrook residence is absolutely turn-key and offers incomparable privacy. Sited on 5.43 pristine acres at the end of a long, private tree-lined driveway, the property is surrounded by working

PAULA REDMOND Corcoran Country Living

3598 Route 82, Millbrook, NY 12545
/37
$5,500 per month
- 6 Beds
- 3.5 Baths
- 4,398 Sq Ft
- House for Rent
20 Welwyn Rd, Millbrook, NY 12545

Beautiful home in a private 14+ acre setting less than 2 miles to the center of the Village of Millbrook. This gracious Center Hall Colonial boasts country elegance throughout. Inside you will find rooms with wonderful proportions and stunning wood floors. Outside, enjoy a lovely patio, landscaped gardens, and a beautiful yard. Included with this rental is a spacious, detached three bay garage.

Susan Whalen George T Whalen Real Estate

20 Welwyn Rd, 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 $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
$4,995,000
- 2 Beds
- 2.5 Baths
- 1,713 Sq Ft
92 Sutton Rd Unit 114, Millbrook, NY 12545

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

92 Sutton Rd Unit 114, Millbrook, NY 12545
$340,000 Sold Jun 09, 2025
- 1,300 Sq Ft
- $262/SF
- 73 Days On Market
- 2 Beds
- 2 Baths
- Built 1965
54 Bennett Common, Millbrook, NY 12545

Welcome to this charming 2-bedroom, 2-full bath, second-floor unit located in the Bennett Common Community. This home offers both comfort and convenience with a newer chairlift installed for easy 2nd floor access. As you step inside, you'll be captivated by the stunning hardwood floors, the abundance of natural light and spacious layout. The living room features a beautiful fireplace and sliding

Michael Dunstan RE/MAX Town & Country

54 Bennett Common, Millbrook, NY 12545

Est $852,695 Not Listed For Sale
- 3 Beds
762 Tower Hill Rd, Millbrook, NY 12545

762 Tower Hill Rd, Millbrook, NY 12545

/36
$6,750,000
- 6 Beds
- 9 Baths
- 8,177 Sq Ft
465 Shunpike, Millbrook, NY 12545

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

465 Shunpike, 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

20 North Ave, 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

/45
$3,900,000
- 6 Beds
- 7.5 Baths
- 7,460 Sq Ft
259 Woodstock Rd, Millbrook, NY 12545

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

259 Woodstock 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

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

/24
$1,850,000 Pending
- 3 Beds
- 3 Baths
- 3,000 Sq Ft
783 N Clove Rd, Millbrook, NY 12545

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

783 N Clove 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 $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

/22
$399,000 Open Sat 11AM - 2PM
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
3889 Route 82, Millbrook, NY 12545

Welcome to 3889 Route 82 — the perfect starter home or peaceful retirement retreat!This beautifully maintained brick ranch sits on a level one-acre lot just outside the charming Village of Millbrook, a place that feels like stepping back in time. In this close-knit community, neighbors know each other by name, the local school is small and welcoming, taxes are low, and the pace of life

Ginalea Healy K. Fortuna Realty, Inc.

3889 Route 82, 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 $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

/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

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