Dutchess Homes for Sale

Dutchess Homes for Sale

Dutchess County, located in the state of New York, offers a beautiful and vibrant setting for those looking for a new home. With its picturesque landscapes, charming towns, and rich history, Dutchess County has become a sought-after destination for homebuyers.

The county boasts a wide range of homes for sale, catering to various budgets and preferences. Whether you are looking for a cozy cottage, a spacious family home, or a luxurious estate, Dutchess County has it all. From historic properties with unique architectural features to modern, newly built houses, there is something to suit every taste.

In addition to its diverse housing options, Dutchess County offers an array of amenities and attractions. Outdoor enthusiasts can explore the stunning natural beauty of the Hudson Valley, with its rolling hills, scenic trails, and picturesque river views. The county is also home to numerous parks, golf courses, and recreational facilities, providing ample opportunities for leisure and relaxation.

For those seeking cultural experiences, Dutchess County is dotted with art galleries, museums, and theaters. From contemporary art exhibitions to live performances, there is always something happening in the vibrant arts scene of the area.

With its convenient location, Dutchess County offers easy access to major cities like New York City, Albany, and Poughkeepsie. Commuters will appreciate the proximity to major highways and public transportation options, making it an ideal place to live for those who work in the city but prefer a more peaceful and suburban lifestyle.

In conclusion, Dutchess County, NY, is a charming and diverse region that offers a wide range of homes for sale. With its natural beauty, cultural attractions, and convenient location, it is an excellent choice for those looking to find their dream home.

Newest Dutchess Homes for Sale

$1,199,000
3 Beds 4 Baths 1031413 MLS
Privately set on 1.87 beautifully landscaped acres in the Town of LaGrange, this exceptional property is the result of more than three decades of thoughtful expansion and stewardship. What began as a quaint 1950s residence has been transformed into a distinctive and gracious property offering approximately 4,200 square feet of living space and beautifully landscaped grounds. A long private driveway winds past lovely gardens and a picturesque pond that meanders through the property, creating a beautiful entrance. Two stone patios provide inviting outdoor living and entertaining spaces, with ample room for a future pool. From the moment you step into the elegant entrance foyer, the home's quality craftsmanship and attention to detail are immediately evident. Rich oak flooring, abundant natural light, and a seamless blend of original character and thoughtfully designed additions create warm and inviting living spaces throughout. The newer custom wing of the home features a chef's kitchen that opens to a dramatic great room with soaring ceilings, a fireplace, and two sets of French doors leading to an expansive 650-square-foot stone patio. A formal dining area adjoins the great room, creating an ideal setting for both intimate gatherings and larger-scale entertaining. A sun-filled den with glass doors opens directly to the front gardens, while a fabulous artist's studio with vaulted ceiling enjoys access to its own private stone patio. The spacious primary suite offers an en-suite primary bath with shower and soaking tub, an oversized walk-in closet, and a private balcony overlooking the backyard. A powder room completes this section of the home. The original part of the home retains its timeless charm and includes a generously proportioned living room with wood-burning fireplace, a light-filled office, gym, two spacious bedrooms, and two full bathrooms. Additional features include a beautiful porch with stone floor, dedicated second floor storage area, and attached two-car garage. Offering a rare combination of privacy and convenience, the property is minutes from shopping, hospitals, schools and many other amenities and less than 15 minutes from Metro-North train service to Grand Central Terminal, approximately 10 minutes from Vassar College, 15 minutes from Marist College, less than 30 minutes from the charming villages of Millbrook and Rhinebeck, and approximately 90 minutes from New York City by car. Rarely does a property combine such privacy, beauty, craftsmanship, and versatility in such a desirable Hudson Valley setting.

183 Titusville Road, Poughkeepsie

$699,000
3 Beds 3 Baths 1029600 MLS
A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true "sunset house" offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your favorite beverage looking out into the vibrant sunset, or lounging by the crystal-clear in-ground pool, sunbathing while overlooking nearby farms and sparkling lakes. This property was built for unforgettable outdoor living and limitless entertaining. Inside, the home is a clean-cut, light-filled ranch featuring three bedrooms and two-and-a-half bathrooms. The expansive living room serves as the heart of the home with its classic brick wood-burning fireplace, two huge picture windows framing the valley skyline, and sliding glass doors that open directly onto the massive patio. Adjacent, the kitchen is outfitted with high-end cabinetry and modern stainless steel appliances, opening seamlessly to a bright dining area framed by another impressive picture window. The primary bedroom offers its own private half bath, while a hallway closet conveniently houses the main-level laundry. Downstairs, the finished walk-out basement expands your living space with two versatile rooms perfect for a home theater, gym, or guest quarters, complemented by a full bathroom and abundant storage space. Spanning over 4.5 acres, the grounds offer exceptional privacy along with rare long-term flexibility. Whether you envision expanding the existing home or exploring options to subdivide and sell or build a second residence, this property delivers a quintessential Pawling sanctuary where indoor ease meets endless horizon.

21 Overlook Drive, Pawling

$869,000
4 Beds 3 Baths 1027044 MLS
Welcome to this exceptional 4-bedroom, 2.5-bath Colonial in the highly sought-after Four Corners community! Situated on a beautifully landscaped 0.41-acre lot, this meticulously maintained Colonial offers approximately 4,000+ square feet of finished living space. A grand two-story foyer welcomes you into an open, light-filled floor plan designed for both everyday living and entertaining. The spacious eat-in kitchen features granite countertops, abundant cabinetry, a center island, stainless steel appliances, and a breakfast area, opening to the impressive two-story family room with a soaring vaulted ceiling, gas fireplace, and three oversized windows that flood the space with natural light while overlooking the private backyard. Elegant formal living and dining rooms are enhanced by custom moldings and decorative columns, creating a timeless setting for entertaining. A private home office with French doors provides the perfect space for working from home. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious en-suite bath featuring a Jacuzzi tub, separate shower, dual vanity, and private water closet. Three additional generously sized bedrooms and a full bath complete the second level. The finished lower level offers additional finished living space and a large storage area. Step outside to the patio overlooking the expansive, private backyard—perfect for entertaining, relaxing, or simply enjoying the peaceful surroundings. Additional highlights include a whole-house generator, irrigation system, water softener, central air conditioning, municipal water and sewer, and a two-car attached garage Residents of Four Corners enjoy exceptional resort-style amenities, including a newly remodeled clubhouse with a fitness center, sauna, lounge with bar, billiards/game room, movie theater, children’s playroom, conference space, and an event room with a full kitchen, as well as a swimming pool, indoor and outdoor basketball courts, tennis and pickleball courts, two playgrounds, and scenic walking trails, all conveniently located near shopping, dining, and major commuter routes. This exceptional home offers the perfect blend of elegance, comfort, and modern living in one of the area’s most desirable communities.

2 Chestnut Street, Hopewell Junction

$1,200,000
3 Beds 3 Baths 1031607 MLS
Modern updates, custom craftsmanship, and an incredible outdoor setting come together in this one-of-a-kind Colonial-style home located within the Arlington School District. Set back from the road, a long driveway leads to the large front porch and bluestone entryway. Inside, the impressive two-story foyer opens to the formal dining room on the left, featuring custom shelving, and the expansive living room on the right, complete with additional built-ins and a gas fireplace. A second dining area flows into the beautifully designed kitchen, featuring quartz countertops, custom cabinetry, a center island with seating, stainless steel appliances, an electric range with a hood and pot filler, a built-in microwave and under-cabinet lighting. Sliding glass doors provide easy access to the deck and backyard. A coat area and full bathroom with radiant heated floors completes the main level. Located above the two-car garage is a private office with custom shelving, providing an ideal work-from-home or creative space. Upstairs, the spacious master bedroom features high ceilings, two walk-in closets, and a master bathroom with radiant heated floors, a soaking tub, separate shower, and custom double vanity. Two additional bedrooms, one with high ceilings and another with double closets, along with a library/den, share a hallway bathroom with double sinks. The lower level includes a recreation area, laundry area, and utility room. Additional features include central air conditioning, central heating, new windows, hardwood floors and recessed lighting throughout, a 22-kW generator with a dedicated propane tank, and private garbage service for a separate fee. The outdoor space takes this property to another level. A new Trex deck, completed in 2025, overlooks approximately two fenced acres, while an additional 4.45 wooded acres provide exceptional privacy and a beautiful natural backdrop. A Brazilian-style walkway leads to the 12-foot-deep Gunite in-ground pool, surrounded by a stone patio redone in 2026 and outdoor lighting. The backyard also features a fire-pit, gazebo, established grapevines, fruit trees, and a covered pavilion complete with a sitting area, center island, sink, and electric fireplace. A separate shed with a grill and additional sink provides even more space for outdoor cooking. From quiet mornings on the deck to summer pool days and evenings by the fire, this private backyard oasis offers a resort-style setting that is truly difficult to find. Enjoy the privacy of a country setting while remaining within easy reach of Route 9, I-84, the Taconic State Parkway, and Metro-North service from New Hamburg and Poughkeepsie. Spend the day exploring Beacon’s popular Main Street, restaurants, shops, art galleries, or take advantage of nearby Hudson Valley destinations. It is an ideal location for buyers looking to leave the city without giving up access to transportation, shopping, dining, and weekend activities.

51 Red Hawk Hollow Road, Wappingers Falls

$575,000
3 Beds 3 Baths 1031234 MLS
Tucked along a quiet, tree-lined drive overlooking the first fairway of Red Hook Golf Club, this beautifully maintained townhome offers a peaceful setting where nature, recreation, and convenience come together. Just 7 minutes to the Village of Rhinebeck and 10 minutes to Red Hook, you'll enjoy easy access to shopping, acclaimed restaurants, farmers markets, theaters, hiking trails, and everything the Hudson Valley has to offer, while coming home to a setting that feels like a private park. Wake to sweeping views of lush green fairways, specimen trees, and an abundance of birds, including hummingbirds that frequent the expansive rear deck throughout the day. Whether you're an avid golfer or simply appreciate the beauty and tranquility of the landscape, this home offers an exceptional lifestyle. A new remote-controlled retractable awning (2024) creates the perfect shaded retreat for outdoor dining or relaxing while overlooking the course. Freshly painted and filled with natural light, the home features 3 bedrooms, 2.5 baths, beautiful new wood floors, and a spacious primary suite with soaring ceilings, a large walk-in closet, and an en-suite bath. The eat-in kitchen is equipped with stainless steel appliances and opens through sliding glass doors to the oversized deck, while the formal dining room and inviting living room provide comfortable spaces for entertaining and everyday living. A full dry basement offers abundant storage or future finishing potential, and the attached one-car garage is complemented by a generous driveway plus additional guest parking directly across from the home. Recent updates include a newer roof, central air conditioning, hot water heater, beautiful new wood flooring, and the 2024 retractable awning, offering peace of mind for years to come. Low HOA fees include lawn care, snow removal, garbage service, and driveway sealing, allowing for truly low-maintenance living. Enjoy dinner just a short stroll away at The Grove restaurant, spend weekends at the nearby Dutchess County Fairgrounds or Old Rhinebeck Aerodrome, or explore the charming villages of Rhinebeck, Red Hook, and Tivoli with their renowned dining, boutiques, and cultural attractions. With municipal water and sewer, an unbeatable location, and one of the most serene settings in the area, this is Hudson Valley living at its best.

66 Tee Lane, Red Hook

$289,000
2 Beds 1 Baths 1031406 MLS
Move right into this charming 2-bedroom farmhouse, privately nestled in the Town of Poughkeepsie, where timeless character meets modern updates. Warm hardwood floors flow throughout the home, creating an inviting atmosphere from the moment you arrive. The spacious living room is perfect for relaxing or entertaining, while the beautifully updated kitchen features stainless steel appliances, a center island, and plenty of workspace for the home chef. The first-floor spa-inspired bathroom offers a luxurious retreat with a soaking tub, separate shower, stylish vanity, and modern finishes. French doors open to a bright enclosed porch, providing additional versatile living space that's perfect for a home office, sunroom, playroom, or sitting area. Every corner of this home reflects thoughtful updates while preserving its classic farmhouse charm. Upstairs, you'll find a cozy loft area ideal for reading or working from home, along with two generously sized bedrooms and abundant storage throughout. The basement has been enhanced with a recently installed B-Dry waterproofing system, creating a clean, dry space that's ideal for a home gym, workshop, or additional storage. Step outside to the private back deck, perfect for summer barbecues, morning coffee, or simply enjoying the peaceful surroundings. Conveniently located just minutes from schools, shopping, restaurants, hospitals, Metro-North, colleges, and major commuter routes, this delightful home offers the perfect blend of privacy, character, comfort, and convenience. A wonderful place to call home!

55 Boulevard Knolls, Poughkeepsie

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.