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$770,000
5 Beds ⋅ 4 Baths ⋅ 1018187 MLS
One-level living at its finest! This sprawling ranch offers 5 bedrooms, 3.5 baths, and over 2 private acres in the Arlington School District. A circular driveway welcomes you to this spacious home designed for comfortable living and effortless entertaining. The sun-filled interior features an eat-in kitchen with abundant cabinetry, large windows throughout, and sliders leading to the beautifully landscaped backyard. A stunning double-sided full masonry fireplace serves as the focal point between the living and dining rooms, creating warmth and character throughout the home. The spacious primary suite offers double closets and an updated ensuite bath with a walk-in shower. A second bedroom suite with a private ensuite bath provides the perfect setup for guests or multi-generational living. Additional generously sized bedrooms feature oversized cedar-lined closets, while abundant storage can be found throughout the home. Just off the main living area, a light-filled den/study provides the perfect space for a home office, reading room, or additional sitting area, complete with automatic slider drapes and direct access to the deck. The finished lower level expands the living space with a full bath, fireplace, bar area, cedar closet, and potential wine cellar, making it ideal for entertaining, recreation, or extended living arrangements. Step outside to your own private retreat featuring a heated Gunite saltwater pool surrounded by beautiful Cambridge pavers and mature landscaping. Additional highlights include a newer septic system, abundant storage, and timeless craftsmanship throughout. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this exceptional property offers the perfect combination of privacy, space, and accessibility in the heart of the Hudson Valley.

21 Vail Road, Poughkeepsie
$599,999
3 Beds ⋅ 2 Baths ⋅ 1017699 MLS
Great Opportunity, to make this your homestead or weekend retreat to enjoy The Hudson Valley! This Quintessential Circa 1796 Farmhouse is located on a bucolic country road with idyllic views of horses and picket Fences. Enjoy the covered front porch and breathe in the peace and tranquility that this 10.80 acre parcel has to offer along with two large barns. Both barns have two stories with great space for animals or the car enthusiast, not far from Lime Rock Park. This home offers three bedrooms and two full baths where the old charm meets the new with beautiful hardwood floors throughout. Close to Taconic State Parkway, Metro-North to NYC and The Village of Millbrook and Millerton with weekly farm markets, antique shopping, and great culinary restaurants. This property is possibly subdividable with a great location, must see!

70 Barmore Road, Lagrangeville
$1,600,000
4 Beds ⋅ 5 Baths ⋅ 1010700 MLS
Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie’s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams Fairacre Farms, and Starbucks. Step inside to soaring high ceilings with stunning exposed wood beams and a dramatic two-story stone fireplace that anchors the sun-filled open-concept living space. The chef’s kitchen is a true showpiece, featuring a full Thor Kitchen appliance suite, a spacious island, walk-in pantry, and a dedicated chef’s pantry with prep sink. The butler’s pantry includes an additional Thor wall oven, and the wine refrigerator is also Thor—creating a seamless, high-end culinary experience perfect for entertaining or everyday gourmet cooking. A dry bar adds even more convenience and style. The first-floor suite provides comfort and flexibility, while the luxurious owner’s retreat upstairs boasts a spa-like bath and walk-in closet. The massive basement with 14-foot ceilings is a blank canvas—ready to become your dream gym, home theater, studio, or provide endless storage. Enjoy outdoor living on expansive decks, a screened porch, and a patio, all surrounded by lush greenery. Additional highlights include a state-of-the-art surveillance security system, a 3-car garage, central air, propane heating, and abundant storage throughout. Some furniture included in the sale. Schedule your private showing today and experience the lifestyle you’ve been dreaming of at 6 Conifer Court.

6 Conifer Court, Poughkeepsie
$598,900
4 Beds ⋅ 3 Baths ⋅ 000018 MLS
Welcome to your future home, designed for year-round gathering and endless fun! Resting peacefully on .59 acre in a well-established neighborhood and yet conveniently located you will find this well-maintained 4 beds, 2.5 bath colonial brimming with classic charms and character such as sun-kissed hardwood floors, brick facade, wood burning fireplace perfect for cozying up to on a cold winter night. Yet there is more to explore. Open the front door you are greeted by a well-proportioned family room accented by its bay window for ample natural light. It flows seamlessly into the dining room found adjacent to a well-appointed kitchen. Kitchen features stainless steel appliances, load of cabinetry, granite countertop, classic tile flooring for easy maintenance, and a generous island that is perfect for those early weekend morning breakfast chats. Propane powered range is ideal for making your favorite recipe. Not to be missed is the bright and roomy 336 square feet sunroom which opens into the living room perfectly situated for gathering and entertaining year-round (virtually re-imagined). The two-car attached garage round out the first floor. Upstairs you will enjoy the comfort of central air, generous primary bedroom with an ensuite, three additional well-proportioned bedrooms, a full bath. Enjoy peace of mind courtesy of municipal water and sewer, multiple zone-heating system, 200 Amp electric, along with various updates including a new roof with solar panels installed in 2022. This summer why not invite friends and loved ones to gather at your pool for amazing summertime fun for everyone. Pool comes with a newer liner, pump, and filter. The main driveway has been recently sealed, and the guest driveway is perfect for overnight guests. Before you go, don’t forget to take a look at the walkout basement. Minutes to Taconic State Parkway, Vassar Brothers Medical Centre, Vassar College, Metro North Train Station, shopping, dining and entertainment. Schedule a private tour today!

29 Hillview Drive, Poughkeepsie
$795,000
3 Beds ⋅ 3 Baths ⋅ 985648 MLS
A remarkable opportunity to own a beautifully maintained circa-1840 Colonial set on 12 acres in the town of Beekman. With 3,656 square feet, 3 bedrooms, 2.5 baths, multiple fireplaces, and a thoughtful blend of historic character and modern amenities, this distinctive property offers exceptional space, flexibility, and value. Enter through the gated drive to a gracious residence featuring wide-plank floors, period moldings, and original architectural details throughout. The heart of the home is a beautifully appointed chef's kitchen with custom cabinetry and premium appliances, opening to an inviting living area with fireplace and sun-filled dining nook. The main level also offers a formal dining room, living room, library with fireplace, home office, and a welcoming covered front porch. Upstairs, the primary bedroom features two naturally lit walk-in dressing rooms, accompanied by two additional bedrooms and a renovated bath with Jacuzzi tub and walk-in shower. A private lower-level guest suite offers additional living space, original architectural details, a fireplace, and direct access to a bluestone patio, with its own exterior entrance. The 8-foot heavy-wire deer fence encloses roughly one-third of the property, creating a secure area for gardens, pets, and outdoor enjoyment. Mature specimen trees, perennial gardens, a greenhouse, and a year-round stream add beauty and character to the grounds. Beyond the main residence, a substantial detached barn-style garage includes a work area and upper loft with excellent potential for an office, studio, gym, or creative workspace. An additional storage building provides further utility. A pergola-covered rear deck extends the home's living space outdoors and overlooks the grounds. The 12 acres offer room to garden, entertain, explore, and enjoy the changing seasons, with both open and wooded areas providing a variety of possibilities. Modern conveniences include central air conditioning, generator, irrigation system, and Pella windows. Ideally situated minutes from shopping and dining, the Taconic State Parkway, I-84, and Pawling train station, the property combines the character and space of a historic country home with convenient access to everyday amenities and New York City.

212 Pleasant Ridge Road, Poughquag
$775,000
4 Beds ⋅ 4 Baths ⋅ 995611 MLS
Luxury living at its finest. Quality craftsmanship and attractive finishes in this 4 bedroom, 3.5 bathroom custom colonial, located in highly desirable Hills at Lagrange. Tucked away in a private enclave of three homes and situated on 1.2 acres, this is a premier location within the community. Gourmet kitchen w/Sub-Zero refrigerator, dual wall ovens, center island, granite counters and breakfast nook flows seamlessly to family room with fireplace. Formal living room and formal dining room creates the ideal layout for entertaining. Conveniently located first floor office w/built-ins and first floor laundry room. Second floor features massive primary bedroom suite w/walk-in closet and ensuite bathroom complete with jacuzzi tub. Princess suite with walk-in closet and ensuite bathroom. Two additional well proportioned bedrooms, third full bathroom and attractive loft ideal for media room or office alcove complete the second floor layout. Huge unfinished basement and three car garage for abundant storage. Enjoy the conveniences of natural gas, municipal water/sewer plus a whole house standby generator. Just minutes from Taconic State Parkway, hospitals, colleges, dining, shopping & Poughkeepsie train station. A truly special offering.

26 Hayden Court, Poughkeepsie
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 951502 MLS
Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

101 Drake Road, Pleasant Valley
$850,000
4 Beds ⋅ 3 Baths ⋅ 895275 MLS
The Grand Essex is a beautifully designed four-bedroom home that blends elegance, comfort, and breathtaking scenery. At the heart of the home is an expansive, well-appointed kitchen that flows seamlessly into an impressive great room, where large windows frame stunning views of the valley—perfect for both everyday living and entertaining. The second floor is thoughtfully laid out and features four generously sized bedrooms, including a luxurious primary suite boasting an impressive walk-in closet and an elegant master bath designed for relaxation. A convenient second-floor laundry room adds to the home’s functional design, making daily living effortless. The Grand Essex truly offers refined living with exceptional style and comfort throughout.

30 Dartmouth Drive, Poughkeepsie
$545,000
3 Beds ⋅ 2 Baths ⋅ 928135 MLS
Sitting beautifully on 1.33 acre of a park-like property in the Town of Beekman you will find 50 Cunningham Lane offering the perfect balance of comfort, style, and functionality. This beautifully maintained home features a bright and expansive kitchen with stainless steel appliances, granite countertops, a bar-stool counter, ample cabinetry, and a stylish backsplash — ideal for cooking, dining, and entertaining. Gleaming hardwood floors flow throughout the living room, and hallway, creating warmth and timeless elegance. French doors from the dining room open to a spacious deck overlooking a huge private backyard retreat with breathtaking views. After a long day you will look forward to unwinding right here watching the sunset. The aboveground pool is perfect for summertime fun for everyone. The main level includes three comfortable carpeted bedrooms and a full bath, while the lower level offers exceptional versatility with a large open area that can serve as a family room, playroom, plus a separate room ideal for den or home office. This level also features a full bath, laundry area with washer and dryer, a two-car garage, and a walkout to a private patio, ideal for outdoor gatherings or peaceful relaxation. Make the call today to schedule a private tour.

50 Cunningham Lane, Poughquag
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 886347 MLS
Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

11 Brown Road, Pleasant Valley

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.