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$790,000
3 Beds 4 Baths 977212 MLS
Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

250 Maloney Road, Wappingers Falls

$699,999
4 Beds 4 Baths 973688 MLS
Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private en-suite guest bedroom. The gourmet kitchen is designed to impress, anchored by an oversized quartz island and upscale finishes—perfect for entertaining. 9-foot ceilings on every level, and superior 2x6 construction showcase quality craftsmanship throughout. The expansive walkout basement, already plumbed for an additional bath, offers endless possibilities for a custom retreat, guest suite, or extended living space. Enjoy outdoor living on the large deck overlooking a beautifully landscaped, private backyard, while a charming bay window highlights the front grounds. Complete with first-floor laundry and a two-car attached garage, this home blends elegance, comfort, and future potential.

159 Rombout Road, Poughkeepsie

$144,900
2 Beds 2 Baths 971637 MLS
DEAL FELL THROUGH on this.Top-Floor in Highview Estates – One of the Largest Layouts in the Complex! Welcome to this bright and spacious 2-bedroom, 1.5-bath garden-style co-op located in the Town of Poughkeepsie within the Arlington School District. This desirable unit offers a generous living room, two comfortable bedrooms including a primary bedroom with a private half bath. Recent 2025 improvements include new bathroom , updated stainless appliances. The monthly HOA includes taxes, water, sewer, trash removal, lawn care, snow removal, insurance, and management. 2026 Projects for updating the exterior is forthcoming. Owner-occupied community featuring assigned parking, visitor parking, shared laundry, and a small park with fenced playground. Convenient to Vassar College, the Arlington business district, Metro-North, bus routes, restaurants, shops, and local farmers markets. Board approval required. Pets allowed with restrictions.

26 Cooper Road Unit #811, Poughkeepsie

$699,000
4 Beds 3 Baths 964261 MLS
Discover comfortable, modern living in this stunning 2021-built raised ranch, thoughtfully designed for functionality and style on a generous 2.3-acre lot. Step inside this well-maintained 4-bedroom, 3-full-bath home offering 2,395 sq ft of thoughtfully laid-out space. The main level features beautiful hardwood floors throughout, flowing into an expansive open-concept area with impressive 13-foot ceilings that unite the living room, dining space, and kitchen. Abundant natural light, recessed lighting, and contemporary fixtures create a bright, welcoming atmosphere. The kitchen is equipped with stainless steel appliances, under-cabinet lighting, and practical details that simplify daily life. A reverse osmosis water softener provides clean, refreshing water house wide. The main-level primary suite serves as a peaceful retreat, paired with a newly renovated primary bathroom featuring updated finishes. A refreshed guest bathroom on the same level adds everyday convenience. Efficiency and reliability are built in: owned solar panels help lower energy costs, a standby whole-house Generac generator (propane-fueled), and a 200-amp electrical service handles modern needs. A complete security system offers extra reassurance. Other standout features include a 2-car attached garage, permanently installed Bluetooth-controlled holiday lights (customizable to any color), a brand new front porch overhang, and newly built back staircase with gate for seamless outdoor flow. Outside, enjoy your private retreat: a vinyl-fenced backyard ideal for pets, play, or relaxation, with additional wooded acreage for natural privacy. The lower level boasts high ceilings and easy access to a rear patio and firepit, perfect for gatherings any time of year.

65 Beaver Road, Lagrangeville

$107,500
1 Beds 1 Baths 962198 MLS
Welcome to High View Estates! This spacious 1-bedroom, 1-bath end-unit co-op offers approximately 900 square feet of comfortable living with beautiful wood floors and natural light pouring in throughout. Step inside to a bright and inviting layout featuring an eat-in kitchen with stainless steel appliances, plus a dining area conveniently located just off the kitchen—perfect for everyday meals or entertaining. The large living room provides plenty of space to relax and unwind. The generously sized bedroom includes ample closet storage, creating a true retreat at the end of the day. Enjoy all the community amenities High View Estates has to offer, including a playground and pool. Ideally located close to major highways, shopping, dining, and more—this home combines comfort, convenience, and lifestyle all in one. Don’t miss this wonderful opportunity! HOAs include water, sewer, trash, taxes, common area maintenance, snow removal and use of the pool and playground.

26 Cooper Road Unit #411, Poughkeepsie

$995,000
4 Beds 4 Baths 958805 MLS
**TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths in the BRAND NEW Clove Meadows subdivision! Situated on almost 2.5 acres of privacy, with pond and mountain views, in the heart of Beekman, within the Arlington School District. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor features a formal dining room, powder room, open concept living throughout the kitchen, breakfast nook and family room centered around the gas fireplace. Second floor has an expansive primary en suite complete with custom tile surround shower, soaking tub and double vanity, princess suite with full bath and walk-in closet, 2 other well sized bedrooms sharing a full bath with double vanities and spacious second floor laundry room. Generous builder specs allow you to design your custom chefs kitchen, pick out countertops and all other interior and exterior options making it your own. Oak floors throughout all common areas, dual zoned climate control with central air and high efficient furnaces and propane fire stand alone water heater. Full unfinished basement with almost 1400 SQ FT, 8' poured concrete walls making it an amazing future "lower level" for a gym, play area, golf simulator, den/bedroom and wet-bar. Sky's the limit! Located just minutes from the Taconic Parkway, the Village of Pawling, shopping, dining, and schools, this home offers the perfect balance of privacy and accessibility. Come see all that the Hudson Valley has to offer! **PHOTOS SHOWN ARE RENDERINGS WITH OPTIONS**

317 Hynes Road, Poughquag

$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

$599,900
1 Beds 2 Baths 916015 MLS
Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres). 2 parcels including the barndominium consisting of 7.5 acres are available for $759k. Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available if interested in additional land, this would be an ideal horse property with attached 6-stall barn, wash stall and feed/tack room. Looking for a peaceful space for creativity? The barn would make a fabulous artist studio or contractor's warehouse - high ceiling, open floorplan and ready for your vision. The living space is attached to the barn (talk about easy access in any kind of weather!)! Enjoy wide-open views, peaceful country living, and a convenient location just minutes to shops, schools, and commuter routes. Brand new roof was installed in the Fall 2025. Gorgeous farm acreage is subdivided into 3 lots including 3+ acres with the barndominium, 4+ acres fully engineered new home site and an additional fully engineered ridgeline new home site on 20+ acres with stunning mountain views abutting million dollar homes. Whether you’re dreaming of horses in the pasture, fresh eggs in the morning, or simply a place to spread out and enjoy nature, this Lagrangeville Barndominium offers the lifestyle you’ve been looking for. If you are looking for a large creative space, artist studio or contractor's warehouse, the barn is a functional workshop space with its own half bath. The barn-side dimensions are approximately 36 x 40 (total structure including living space is 36 x 60), this property is suitable for many different purposes. Seller is finalizing the subdivision.

Lagrangeville

$84,999
2 Beds 1 Baths 912779 MLS
Do not wait, this freshly updated cabin will NOT last. This seasonal home, managed from April-November, makes a great destination for 'snowbirds' or locals looking to find some peace outside of the big city. This open concept home boasts many updates including new floors, freshly paint walls, new kitchen/cabinets/farmhouse sink, new plumbing, electrical panel, new lighting and more. Enter the home through a bright and airy living room with wall-to-wall windows and continue into an open concept 'great room' which uses an oversized central kitchen and dining space to seamlessly integrate living and entertainment spaces. Private center hallway in rear of home provides access to two well sized bedrooms which share a beautifully designed spa bath area. Exterior of the home features freshly stained deck and secluded stone paver entryway. Amenities include community pool & clubhouse. Close proximity to Sylvan Lake & Town of Beekman Recreation Center ensure that you will have plenty to do Spring to Fall. Less than 2 minute drive from TSP as per google Maps. Make your purchase now so you're ready to go before the season ends. Note, some pictures are Virtually staged.

191 SYLVAN LAKE Road Unit #30, Hopewell Junction

$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

$68,500
1 Beds 1 Baths 859822 MLS
Motivated seller looking to make a deal before November 1! Come check out this fully furnished 1-bed, 1-bath seasonal cottage (May 1- November 1). Enter into a large and inviting deck and adjoining sunroom with relaxing mountain and wooded views. Continue to the interior of the home which boasts an open concept living room/kitchen with breakfast nook, updated kitchen cabinets and vinyl plank flooring. Unit features include modern fixtures, a bonus office space, and a mini-split system for AC/heat. oversized interior windows flood the space with natural light. A generous sized bathroom with full size tub and oversized bedroom completes the space. The View Hill community offers beautiful grounds, a pool, a volleyball area, a clubhouse with a pool table, playground, and 11 acres of serene landscape. Find your weekend/summer escape and make an offer!

191 SYLVAN LAKE Road Unit #16, Hopewell Junction

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.