Current Dutchess County real estate listings: Below are our current properties for sale in Dutchess County located in the Hudson Valley region of Upstate New York in the Tri-State area of Connecticut and Massachusetts. Whether you are looking for a home for sale, a land parcel or the perfect country rental you can find it here. Other properties located outside of Dutchess County can be found by navigating above. Also, check our Communities page to learn more about the unique appeal of each of each of the 40+ different communities we serve.
RIDGE VIEW FARM EH# 3962
EH# 3962
Stunning views of the Taconic Range on this open and multi-use 344-acre unrestricted parcel located only 5 minutes from Metro North Dover Plains Train Station and 10 minutes to Millbrook. The property boasts Expansive Views, Open Meadows, 3 Ponds, and …
344 Acres
With Views
On The Market
51+ Acres Hudson Valley Views EH# 3823
EH# 3823
A premier Hudson Valley location, this Federal-style home is ideally sited on 51+ acres and surrounded by pastoral views. The first floor is an elegant blend of casual living and more formal entertaining spaces. The Kitchen with Breakfast Area opens …
4 Bedrooms • 6 Baths
• 5,200 Sq Ft • 51.17 Acres
Country Setting Large Acreage Property Pool With Views
On The Market
STISSING RISING EH# 3899
EH# 3899
Stissing Rising, in the heart of Pine Plains’ Shekomeko Valley, sits high above a panoramic vista of neighboring farms and undulating landscapes. Integrated mixed-mediums throughout exude a calming balance of modern sophistication with the home’s classic timber-framing and stonework. This 5-Bedroom, …
5 Bedrooms • 5 Baths
• 5,604 Sq Ft • 20.95 Acres
Country Setting Pool With Views
Accepted Offer
On The Market
DeLavergne Hill Vista EH# 3971
EH# 3971
26+ acres of land with paramount views over the Hudson Valley! The existing 3-Bedroom, 2-Bath home serves as an ideal Getaway or Guest Home while you build your country retreat with sweeping mountain views. Nearby amenities include Silo Ridge Golf Club; …
3 Bedrooms • 2 Baths
• 2,156 Sq Ft • 26.507 Acres
Country Setting
On The Market
South Taconic Mountain Views EH# 3749
EH# 3749
This 147 private acres has sweeping views facing the South Taconic Range. Located near pristine Winchell Mountain this large undeveloped parcel looks across the Harlem Valley toward Taconic State Park and the summits of Mt. Riga, Brace Mountain, Mt. Alander …
147.28 Acres
Country Setting Large Acreage Property With Views
On The Market
Meadows, Views, Creek - Beautiful EH# 3710
EH# 3710
These gorgeous 75+ acres flow around exquisite contours. A high building site offers magnificent distant views and a lower building site is nestled in a protected meadow. The land includes the Webatuck Creek and permission has been granted for a …
75.84 Acres
Country Setting Large Acreage Property With Views
On The Market
Contemporary Barn on 7+ Acres EH# 4088
EH# 4088
Nestled in the farmland of Amenia, this Contemporary Barn is cohesively intermingled with the surrounding landscape. 7+ acres decorated with Rock gardens, perennials, fruit trees, walking paths, terraces, and pergolas merge the outdoor areas with this home's expansive layout. 5-Bedrooms plus …
6 Bedrooms • 6 Baths
• 5,824 Sq Ft • 7.79 Acres
Country Setting Gardens Pool Private Location
On The Market
Stunning Panoramic Views EH# 3868
EH# 3868
Top of the World 270-degree views of the Hudson Valley, Berkshires, & Litchfield Hills! This exquisite 27-acre property has the most outstanding views you will find anywhere in the Tri-State area! Build your dream home in this most spectacular location offering …
27.01 Acres
Country Setting Large Acreage Property Private Location With Views
On The Market
HUDSON VALLEY VISTA EH# 3952
EH# 3952
Stunning western sunset views of the Hudson Valley set on over 10 acres from this partially developed property. Extensive site development and landscaping have been meticulously completed with year-round pool house accommodations outfitted with top of the line fixtures and …
1 Baths
• 462 Sq Ft • 10.56 Acres
Country Setting Pool With Views
On The Market
Big Western Sky View EH# 4119
EH# 4119
This 72-acre parcel offers views of the Catskill Mountains to the West and South. It also has views to the East and views of the Harlem Valley to the South. Access to the property from a quiet paved road and …
72 Acres
Country Setting Large Acreage Property With Views
On The Market
Private Setting with Catskill Views EH# 3901
EH# 3901
Delightful afternoon sunsets with far-reaching unobstructed views. Architectural detail that brings in nature's bounty while enjoying the picturesque surroundings. Windows from floor to ceiling allow sunlight filled rooms from dawn to dusk and stain glass adorn the many spacious rooms …
3 Bedrooms • 3 Baths
• 3,515 Sq Ft • 35.86 Acres
Country Setting Gardens Horse Property With Views
On The Market
The Old Stone House of Mill Street EH# 3944
EH# 3944
If the walls of this 1795 home could tell a story, it would share volumes of life’s history of the Village of Millerton, New York. This property was once the home site of a well-known flour and feed mill in 1870. Remarkable …
3 Bedrooms • 3 Baths
• 3,295 Sq Ft • 39.6 Acres
Country Setting Gardens Historic Horse Property Large Acreage Property Pool Private Location With Views
Accepted Offer
On The Market
Privacy Near Village of Millerton EH# 3720
EH# 3720
Clean and Natural Living! This unrestricted 90.96 acres offers wonderful privacy yet just minutes to the Village of Millerton. A secluded 7 acre meadow graced with majestic spreading oak trees, tranquil sounds of Sawmill Brook and distant views await you …
90.96 Acres
Country Setting Large Acreage Property With Views
On The Market
1790 Colonial Boston Corners Road EH# 4032
EH# 4032
A picture-perfect country home complete with lovely mature landscaped grounds, vegetable garden, and a heated pool. Features also include a 4 Bedroom, 3 Full Bath Home with a ground floor Master Bedroom, Living Room, and Dining Room, an Outbuilding with …
4 Bedrooms • 3 Baths
• 1,985 Sq Ft • 25.7 Acres
Country Setting Gardens Historic Large Acreage Property Pool
On The Market
Light Filled Contemporary in Beautiful Setting EH# 4057
EH# 4057
Meticulously cared for spacious contemporary with lots of light in a beautiful bucolic setting in desirable Troutbeck community awaits a buyer looking for the perfect modern country house. Top of the line mechanics makes this home exceptionally efficient. A chef's …
3 Bedrooms • 3 Baths
• 2,812 Sq Ft • 2.67 Acres
Country Setting
On The Market
Boston Corners Golden Valley EH# 3748
EH# 3748
Large level plateau an exceptional building site for a new home on a stunning 86 acre historic Farm property located on Boston Corners Road in the Town of North East, NY. In an area of conserved land, state forest and …
86 Acres
Country Setting Horse Property Large Acreage Property With Views
On The Market
84.67 Acres in Millbrook Country EH# 3925
EH# 3925
84.67 acres in Millbrook Hunt Country on Chestnut Ridge Road consisting of a fabulous high building site with southern views, a large open meadow, trout stream, forest and cut trails. The opportunity to build multiple homes with 2 separate driveways. …
84.67 Acres
Country Setting Horse Property Large Acreage Property With Views
On The Market
Secret Meadow EH# 3855
EH# 3855
Beautiful road with a fabulous piece of land for sale in Pine Plains, New York. Wonderful views of the surrounding agricultural area. Open field of 31.61 acres with an opportunity to build a home in the private meadow. Additional property …
31.61 Acres
Country Setting Horse Property Large Acreage Property With Views
On The Market
Light Filled Contemporary with Gorgeous Views EH# 3960
EH# 3960
An idyllic setting surrounds this light filled 3 bedrooms and 2.5 baths contemporary house. Enter double doors to a large kitchen, excellent for entertaining and preceding a dramatic great room with 17 feet high ceiling and an enormous stone fireplace. …
3 Bedrooms • 3 Baths
• 2,652 Sq Ft • 3.93 Acres
Country Setting Gardens With Views
On The Market
5 Acre Horse Farm with Views EH# 3954
EH# 3954
Great bucolic views from this 5-acre horse farm. All the bells and whistles for this small farm with great potential, 60x120 indoor riding arena, 9 stall barn with wash rack and grooming stall, and a great tack room. Turn out …
3 Bedrooms • 3 Baths
• 1,600 Sq Ft • 5 Acres
Country Setting Gardens Horse Property With Views
On The Market
Tranquility with Privacy EH# 3322
EH# 3322
The name AMENIA means “a pleasant place.” This name was given by Dr. Thomas Young in 1762, when Amenia was established. A two-hour drive or train ride from New York City. Amenia, NY, located in the Greater Hudson Valley, has …
4 Bedrooms • 3 Baths
• 3,024 Sq Ft • 11.6 Acres
Country Setting Horse Property Waterfront Property With Views
On The Market
“Well Maintained Colonial” EH# 3786
EH# 3786
Located just on the outskirts of the Village of Millerton in the Town of Northeast, in Dutchess County New York. Light and bright home for sale has the charm and character of yesteryear, but with modern amenities. Large eat-in modern …
4 Bedrooms • 2 Baths
• 2,977 Sq Ft • 7.36 Acres
Country Setting Gardens In Town
On The Market
Secluded Mid-Century with Pool EH# 4078
EH# 4078
Charming mid-century house on a secluded double lot in Indian Lake Estates is now available for sale. Nestled behind a grove of cedar trees this home is a great getaway for all seasons. Enjoy the lake, only a short walk …
3 Bedrooms • 2 Baths
• 1,512 Sq Ft • 2.15 Acres
Country Setting Gardens Pool Private Location With Views
On The Market
Mill Road Hilltop EH# 4017
EH# 4017
The 30-acre property, potentially consisting of either 1 or 2parcels, is minutes from Millerton as well as from several country estates and working farms. The driveway entrance will be across the road from the historic Old Stone House of Mill …
30.3 Acres
On The Market
Millerton Round House EH# 4122
EH# 4122
This unique property located in the town of Northeast the village of Millerton was given New York State Energy Star status in 2005 with 60% less energy usage than the average home. Three well proportion bedrooms and two full bathrooms, …
3 Bedrooms • 2 Baths
• 1,520 Sq Ft • .58 Acres
Country Setting In Town With Views
On The Market
Three Millerton Lots EH# 3920
EH# 3920
Three building lots, totaling 19.26 acres, flat open land with frontage on the Webutuck Creek; private building location set well back from road. Views. Close to the Villages of Millerton, NY, and Lakeville and Sharon, CT, the property is an …
19.26 Acres
Large Acreage Property With Views
On The Market
Investment Property in Wassaic EH# 4139
EH# 4139
Great opportunity to own and live in one unit and rent out the other two units. Two buildings on one piece of property. Two family duplex with each unit having 3 bedrooms and 1 bath. Single family has two bedrooms …
8 Bedrooms • 3 Baths
• 1,870 Sq Ft • .22 Acres
In Town Waterfront Property
On The Market
Valley Views EH# 3869
EH# 3869
14.7 acres for sale in Columbia County, New York just over the Dutchess County New York line. Rearmost part of the property provides a great building site for some fantastic valley views and borders Columbia Land Conservancy. Owner currently has …
2 Bedrooms • 1 Baths
• 980 Sq Ft • 14.7 Acres
Country Setting Horse Property Private Location With Views
On The Market
“Deceiving At First Glance” EH# 3780
EH# 3780
Located in the Town of Pine Plains in Dutchess County, New York. Home is deceiving from the outside, but very spacious in the inside. Home for sale has 4 bedrooms with 3 baths. Main floor living area offers Master bedroom …
4 Bedrooms • 3 Baths
• 1,544 Sq Ft • 0.26 Acres
Country Setting In Town
On The Market
Dutchess County Vantage Point EH# 3685
EH# 3685
Six-acre building lot on private road with shared drive, Pond and Conservation Land; private building location set back from road. Distant Views create a beautiful setting for your country home. Close to the Villages of Millerton, NY, and Lakeville and …
6.018 Acres
With Views
On The Market
12.82 acres in Millbrook Country EH# 3926
EH# 3926
12.82 acres in Millbrook Hunt Country on Chestnut Ridge Road. The property is a large, flat open meadow with easy access to the road yet privately situated. Exceptionally Low Taxes due to Agricultural and Forestry Exemptions. Developers dream or the …
12.82 Acres
Country Setting Horse Property Large Acreage Property With Views
On The Market
Two Family in Village of Millerton EH# 3930
EH# 3930
Motivated Sellers. Tenants pay for all their own utilities and the rent currently covers the mortgage payment. Older style building has two units with two bedrooms each and the second-floor apartment has den/office. Each unit has one bath and enclosed …
4 Bedrooms • 2 Baths
• 2,034 Sq Ft • 0.09 Acres
Country Setting In Town
On The Market
Investment Opportunity – Two Family EH# 4051
EH# 4051
Great opportunity to start owning a home located just north of the Village of Millerton. Have help to pay the mortgage, move into the 3 bedrooms 1 bath unit or the 1 bedroom 1 bath unit and rent out the …
3 Bedrooms • 2 Baths
• 1,534 Sq Ft • .23 Acres
In Town
On The Market
Generational Home in Village of Millerton EH# 3902
EH# 3902
First time in many years that this home has been on the market for sale. Family owned for many years with charm of yesteryear still intact and ready for a 21st century update. Featuring wood floors, French doors between dining …
3 Bedrooms • 2 Baths
• 1,473 Sq Ft • 0.53 Acres
Country Setting In Town
On The Market
Why rent when you can own EH# 4052
EH# 4052
Great starter ranch home located just north of the Village of Millerton. Sunlit home offers 3 bedrooms with 1 bath. Welcome your guest in the large tile foyer. Large eat-in kitchen with tile floors. Spacious living room. Tile bath with …
3 Bedrooms • 1 Baths
• 1,656 Sq Ft • .38 Acres
In Town
On The Market
Irondale EH# 4053
EH# 4053
Great starter 2 story home located just north of the Village of Millerton. Needing some TLC, has great potential so bring your DIY knowledge and see what this house could really be. 2/3 bedrooms home with 2 baths. Nice walk …
2 Bedrooms • 2 Baths
• 1,480 Sq Ft • .25 Acres
In Town
On The Market
7+ Acres in Copake, NY EH# 4100
EH# 4100
Great location for your future home overlooking the mountain side and views of Chrysler Pond. Property is wooded area located on steady incline with a large flat area ideal for a house. Board of Health approved for a 1,000 gallon …
7.79 Acres
Country Setting With Views
On The Market
Location! Location! Location! EH# 2621
EH# 2621
This Dutchess County Land for Sale is located on a quiet country road in the Shekomeko Valley, this 8-acre building lot is sited high on a knoll offering the discerning buyer privacy and seasonal views from a lovely meadow. Enjoy …
8 Acres
Country Setting
On The Market
Land with Valley Views EH# 4074
EH# 4074
3.95-acre lot located in Columbia County, New York. Driveway in place, site for home has been cleared and the perc test will need to be updated. Build your 3-bedroom home with some tree thinning could have a very nice view …
3.95 Acres
With Views
On The Market
Village Lot in Millerton EH# 3655
EH# 3655
A rare find for the village of Millerton. BOHA lot ready for a two bedroom home. Lot size is 74’x119’. Village Water. Cleared lot. Walk to the Village, ride your bike to the Harlem Valley Rail Trail. 15 Minutes to …
0.2 Acres
Country Setting
On The Market
.5 Acre Private Lot on Dead End Street EH# 3893
EH# 3893
Great opportunity to build a home in Millerton! This .5 acre lot is on a private dead-end street in the Town of North East. Walking distance to all Millerton has to offer: restaurants, shops, Eddie Collins Park, Millerton Moviehouse, Irving …
0.5 Acres
Country Setting In Town Private Location
On The Market
Stunning Winter Rental
EH# 4154
Ideally located for access to skiing at Catamount, Jimmy Peak, Butternut, quick access to hudreds of miles of winter hiking, cross county and snow shoeing trails. The Dutch schoolhouse, complete with the original hand-hewn beams, framing, siding, and limestone foundation, …
Available: Short Term Winter
Total Rooms: 7
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 1
Total Rooms: 7
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Air: Central Air
Fireplace: No
Furnished: Yes
Heating: Oil
Air: Central Air
Fireplace: No
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Chic Rental
EH# 4168
Fabulous chic home for rent. Home and apartment have been tastefully redone with many updates. Main home has spacious living, dining, room with fireplaces and high ceilings Gourmet kitchen with granite counters and breakfast nook. 4 bedroom en-suites in the …
Available: School Year Summer Yearly
Total Rooms: 13
Bedrooms: 7
Bathrooms: 5
1/2 Baths: 2
Total Rooms: 13
Bedrooms: 7
Bathrooms: 5
1/2 Baths: 2
Sq. Ft.:
Heating:
Air:
Fireplace:
Furnished: Yes
Heating:
Air:
Fireplace:
Furnished: Yes
Pets:
Television:
Internet:
Pool:
Waterfront:
Television:
Internet:
Pool:
Waterfront:
Chic Rental
EH# 4169
Fabulous chic barn apartment for rent. The barn apartment has its own private entrance with an enclosed porch. Space offers 3 bedrooms 1 bath with a spectacular spacious open living and dining room. 10 Minutes from Village of Millerton, Wassaic …
Available: School Year Summer Yearly
Total Rooms: 5
Bedrooms: 3
Bathrooms: 1
1/2 Baths: 0
Total Rooms: 5
Bedrooms: 3
Bathrooms: 1
1/2 Baths: 0
Sq. Ft.:
Heating:
Air:
Fireplace:
Furnished: Yes
Heating:
Air:
Fireplace:
Furnished: Yes
Pets:
Television:
Internet:
Pool:
Waterfront:
Television:
Internet:
Pool:
Waterfront:
Chic Rental
EH# 4084
Fabulous chic home and comfortable barn apartment for rent. Home and apartment have been tastefully redone with many updates. Main home has spacious living, dining, room with fireplaces and high ceilings Gourmet kitchen with granite counters and breakfast nook. 4 …
Available: School Year Summer Yearly
Total Rooms: 13
Bedrooms: 7
Bathrooms: 5
1/2 Baths: 1
Total Rooms: 13
Bedrooms: 7
Bathrooms: 5
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Air: Central Air
Fireplace: Yes
Furnished: Yes
Heating: Oil
Air: Central Air
Fireplace: Yes
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Quintessential Home
EH# 3779
School year rental in this charming 2 bedroom in a beautiful, bucolic area of Northeast in Dutchess County, New York. This 1880 farmhouse has been totally renovated to meet all the 21st century needs. First floor living room, dining room …
Available: School Year
Total Rooms: 5
Bedrooms: 2
Bathrooms: 1
1/2 Baths: 0
Total Rooms: 5
Bedrooms: 2
Bathrooms: 1
1/2 Baths: 0
Sq. Ft.:
Heating: Propane
Air: None,
Fireplace: No
Furnished: Yes
Heating: Propane
Air: None,
Fireplace: No
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Walk to Pine Plains
EH# 3528
Well maintained 2 Bedroom Duplex with wood floors. First floor offers 1/2 Bath ,Eat-in Kitchen, Dining Room, and Living Room. Upstairs has Full Shower Bath and 2 Bedrooms. Light and bright enclosed front porch. Walk to Pine Plains. Laundromat across …
Available: Yearly
Total Rooms: 5
Bedrooms: 2
Bathrooms: 1
1/2 Baths: 1
Total Rooms: 5
Bedrooms: 2
Bathrooms: 1
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Air:
Fireplace: No
Furnished: No
Heating: Oil
Air:
Fireplace: No
Furnished: No
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
All Commercial Properties for Lease
1 properties
On The Market
BEAUTIFULLY RENOVATED OFFICES AVAILABLE
EH# 3936
Available:
Yearly
Yearly
Pricing:
$Price depends on office size and quantity rented.
$Price depends on office size and quantity rented.
On The Market
