Southern Dutchess County

Southern Dutchess County

A beautiful area east of the mid-section of the famous Hudson River.

Welcome to Southern Dutchess County

Explore Dutchess County real estate in New York, a beautiful area west of the mid-section of the famous Hudson River within the Hudson Valley. The area runs the gambit when it comes to the selection of homes for sale: farms, luxury estates, and horse properties along the Hudson, acreage, cabins, single-family homes, condos, and townhomes round out the vast real estate picture in Dutchess County NY. Cities within the county include Poughkeepsie and Beacon. I-84 runs east-west through the southern section.


Discover: Things To Do In Dutchess County, NY


From Beacon to Tivoli, Pawling to Millerton, Dutchess County lodging for your guests can be luxurious (think Hudson River mansions), or laid-back (think state park camping).


Visits to great Dutchess County restaurants will keep you occupied for years to come! From riverside dining in Poughkeepsie to cozy Beacon bistros, there’s lots that’s top-notch!

Sports & Outdoor Activities

Dutchess County has unique sporting events. Ride in the Millbrook Horse Trials or cheer the Hudson Valley Renegades; there's cross-country skiing, skating, and sledding in the winter. Play!

Fitness & Lifestyle

The Dutchess County lifestyle is city/country, rural/urban. Everything’s within reach, spa treatments & boating, karate & kite-flying, Monday night book clubs & Friday night dancing!

Arts & Entertainment

Seeking Dutchess County culture? Try Dia: Beacon or visit the Wassaic Art Project. Catch a play at Vassar or a Bard College concert, comedy in Poughkeepsie, or the Hyde Park Drive-in!


Dutchess County shopping includes antique hunting in Amenia to strolling into one of the Beacon, Millbrook, Rhinebeck & Red Hook boutiques; enjoying many of the plazas in Poughkeepsie or meandering through the many seasonal Farmers Markets throughout the county.  Whatever you need, you can find it in Dutchess County!

Farms & Market

Dutchess County Pick-Your-Own, Lucky Orphans Horse Rescue, Stony Kill Farm Beekeepers, art classes at Rose Hill. Pick up just-picked fruits & veggies & learn to preserve them, too!


What to do in Dutchess County? Cross the Walkway Over the Hudson in Poughkeepsie! Tour one of the many State Parks including the famous Vanderbilt Mansion in Hyde Park, enjoy the DIA in Beacon or check out one of the festivals at the Dutchess County Fairgrounds in Rhinebeck. There's something fun for everyone!

Discover: Dutchess County NY Lifestyle

Amazing real estate in Dutchess County NY is just a small part of what the area has to offer, including a deep-rooted arts culture that includes many venues. One of them is the Art Deco Beacon Theatre, home to 4th Wall Productions and located in the city of Beacon.
One of the many historic landmarks in Dutchess County NY is the Home of Franklin D. Roosevelt, a National Historic Site in Hyde Park, where the President made his home on the banks of the Hudson River. Roosevelt was born there, made it his lifelong home, and is buried there.
Another longstanding attraction in the county is the annual Dutchess County Fair, which runs for six days in August in Rhinebeck NY. The fair is a highlight of the summer as residents and tourists alike enjoy amusement park rides, games of chance, plenty of cotton candy, and the magnificent Dutchess County Fairgrounds.

Discover: Dutchess County NY Homes For Sale

If you're exploring homes for sale in Dutchess County NY and being near a golf course is important, we can help. You'll find several great courses, we'll find you nearby real estate. Beekman Country Club is a phenomenal 27-hole course that's situated four miles north of Route 84 and the Taconic State Parkway. Then there's the Robert Trent Jones Sr.-designed Casperkill Golf Club in Poughkeepsie. This public course was built in 1944 and, since it was created by one of the best golf course architects of all time, it's sure to delight all golfers, while frustrating them at the same time.
Hiking trails abound in Dutchess County and include the Appalachian Trail, which is 30 miles through southeastern Dutchess County NY. It's an amazing place to cross-country ski or do some snowshoeing in the winter. Get there by heading to State Rt. 52, four miles east of the Taconic State Parkway, with parking on the north part of the road.


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