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3875 Route 82, Millbrook
$549,000
4 Beds ⋅ 2 Baths ⋅ 983261 MLS
Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath.

3875 Route 82, Millbrook
39 Brothers Road, Poughquag
$479,000
3 Beds ⋅ 1 Baths ⋅ 983185 MLS
Discover the potential of this rare gem at 39 Brothers Rd, a prime opportunity nestled in the scenic Poughquag, NY. This property promises not only unbeatable unobstructed views but also a canvas ready for your creative vision. Set on a picturesque lot, the home offers 3 bedrooms and one full bath, and a layout brimming with possibilities. This property is a golden opportunity to transform a solid structure into a masterpiece that truly reflects your style and imagination. The spacious interiors are perfect for reimagining with modern amenities, while maintaining the charm and character of the original construction. Take in the stunning vistas from your deck, offering a continuous reminder of the property's potential and unparalleled location. Outside, the expansive grounds offer ample room for landscaping, expansion, or creating the ultimate outdoor oasis. Whether you're looking to flip for profit or craft your dream home, the possibilities are endless. Located in the desirable community of Poughquag, the property combines the tranquility of rural living with proximity to local conveniences. This is your chance to invest in a property with fantastic potential and a view that will always captivate. Don't miss the opportunity to capitalize on this unique offering and transform 39 Brothers Rd into a sought-after address or your personal haven. This property is the ideal canvas to bring your vision to life. Act now to seize this exceptional opportunity to invest in a property with a view that will always add value. Schedule a viewing today and start envisioning the countless possibilities that await.

39 Brothers Road, Poughquag
50 Academy Street, Poughkeepsie
$700,000
9 Beds ⋅ 3 Baths ⋅ 973933 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

50 Academy Street, Poughkeepsie
5 Verplanck Avenue, Hopewell Junction
$595,900
4 Beds ⋅ 2 Baths ⋅ 979921 MLS
Vacant and Price Reduced for Quick Sale! Owners have relocated to full-time sunshine! Move right into this lovely split-level home, offering 4 bedrooms and 2 full baths. Recent improvements include a newly installed hi-tech camera security system and a newly stained double deck! Pool and hot tub as-is. Small fenced yard area, perfect for pets or gardening! Also available for lease. Book your private tour today!

5 Verplanck Avenue, Hopewell Junction
4523 Route 199, Millerton
$649,000
5 Beds ⋅ 4 Baths ⋅ 981420 MLS
Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, or private guest quarters, home office, or rental income potential. Just 2.4 miles to town, restaurants, shops, and the movie theater. Only minutes from the Harlem Valley Rail Trail for outdoor adventure. This property solves the need for space, convenience, and extra income. Whether you are hosting friends in the cozy cottage, or relaxing in the main house, you are surrounded by the best of the Hudson Valley/Berkshires area, close to Dutchess Day School, Hotchkiss, and Millbrook, and the Wassaic train station is 10 miles away.

4523 Route 199, Millerton
4523 Route 199, Millerton
$649,000
3 Beds ⋅ 3 Baths ⋅ 981397 MLS
Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income potential. Set in a peaceful wooded and private lot with room to roam, garden and enjoy and just 2.4 miles to town, restaurants, shops, the movie theater and only minutes from the Harlem Valley Rail Trail for outdoor adventure. This property solves the need for space, convenience, and extra income. Whether you are hosting friends in the cozy cottage, or relaxing in the main house, you are surrounded by the best of the Hudson Valley/Berkshires area, close to Dutchess Day School, Hotchkiss, and Millbrook, and the Wassaic train station is 10 miles away.

4523 Route 199, Millerton
42 Reserve Way, Lagrangeville
$997,500
4 Beds ⋅ 5 Baths ⋅ 980289 MLS
Set on over 5 private acres in one of Lagrangeville’s most desirable locations, this exceptional Colonial offers space, privacy, and true move-in-ready condition. Featuring over 5,500 sq ft, the home has been meticulously maintained and thoughtfully updated with a clean, modern feel. The renovated kitchen boasts quality finishes, ample cabinetry, and a large center island open to the main living areas—ideal for everyday living and entertaining. Flexible layout includes formal dining and living rooms plus a family room with fireplace. A highly sought-after first-floor primary suite offers a walk-in closet and en-suite bath. Upstairs features spacious bedrooms and a bonus room ideal as a 5th bedroom or office. Enjoy a private setting with an inground pool and usable acreage, just minutes to the Taconic Parkway and local amenities.

42 Reserve Way, Lagrangeville
23 S Creek Road, Staatsburg
$850,000
4 Beds ⋅ 3 Baths ⋅ 980223 MLS
This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional. Inside, original hardwood floors flow through light filled living spaces, a chef's kitchen, center island with cooktop, custom cabinetry, exposed brick, and a primary suite with soaking jetted tub, travertine tile, and frameless glass shower. A two story 3 car garage and an additional detached barn-style garage.

23 S Creek Road, Staatsburg
9 Edgar Street, Poughkeepsie
$249,999
4 Beds ⋅ 2 Baths ⋅ 979219 MLS
Not everything beautiful looks perfect at first glance… sometimes, it just needs someone who can see beyond the surface. Hii My name is Edgar and I’ve been waiting for someone like you. I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone with vision to bring me back to life. I have spaces that once held laughter, memories, and warmth—and I’m ready to feel that again. My partially finished basement adds even more possibilities, whether you imagine extra living space, a home office, or a creative retreat. And it’s not just me—you’ll love where I’m located. I’m close to parks, shops, and a variety of public amenities, making everyday life convenient and enjoyable. Yes, I need some love… but in return, I can become something truly special. A beautiful home, an incredible investment, or both. With the right touch, I can shine brighter than ever. If you’re looking for a place where your ideas can come to life, I might just be the one you’ve been searching for. So, if you’re ready to bring your vision to life and turn potential into reality… I’m ready to welcome you home. Let’s make it happen. LET'S HOME....

9 Edgar Street, Poughkeepsie
42 Manitou Avenue, Poughkeepsie
$399,000
4 Beds ⋅ 2 Baths ⋅ 973888 MLS
South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two car garage plus large driveway for ample parking. Unfinished basement and walk-up attic for storage. Enjoy the convenience of natural gas for heating, hot water & cooking. Central location with easy access to shopping, restaurants, schools, hospitals, trains and commuter routes. Ideal for investor or owner occupant.

42 Manitou Avenue, Poughkeepsie
7 Bear Hollow Lane, Hyde Park
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 975654 MLS
*Use 120 Haviland Road in maps; actual address will not appear. *UNDER CONSTRUCTION* Welcome to The Woodlands at Hyde Park—an exclusive enclave of 20 custom-built homes by a respected local builder. Set on generously sized lots ranging from 1 to 5+ acres, each homesite offers a private, serene, and naturally beautiful setting. Lot 7 showcases a thoughtfully designed Modern Farmhouse situated on about 1 acre of privacy. This home offers 3,165 square feet of living space with 4 bedrooms, 4 full bathrooms, and 1 half bath, blending comfort, functionality, and style. The open-concept main level features hardwood floors throughout the common areas, a spacious living room, and a modern kitchen complete with a large island—perfect for entertaining—and seamless flow into the dining area. A dedicated study and mudroom add everyday convenience, while front and rear porches provide inviting outdoor living spaces. Upstairs, you’ll find all four bedrooms, including a luxurious primary suite with a walk-in closet and a spa-like bathroom featuring a double vanity. A second-floor laundry room adds practicality right where you need it most. Additional highlights include a side-entry two-car garage, ample storage space, and a layout designed for both everyday living and entertaining. Ideally located in the heart of historic Hyde Park, just minutes from local attractions, dining, schools, and commuter routes—this is an exceptional opportunity to build your dream home in a picturesque setting. *Photos shown are renderings with optional features.

7 Bear Hollow Lane, Hyde Park
22 Prospect Street, Staatsburg
$425,000
3 Beds ⋅ 2 Baths ⋅ 975827 MLS
Step into the lifestyle you’ve been waiting for in this beautifully upgraded 3-bedroom home, where modern style, everyday comfort, and exceptional indoor-outdoor living come together seamlessly. From the moment you enter, you’ll be welcomed by sun-filled living spaces, elegant finishes, and thoughtful updates throughout. Designed for both relaxing and entertaining, the home features a spacious living room bathed in natural light and a warm, inviting family room with a charming fireplace—perfect for cozy evenings at home. Fresh paint and upgraded wood flooring create a sophisticated, move-in-ready feel from top to bottom. At the heart of the home is a stunning, fully renovated kitchen that will impress any chef. Complete with brand-new Whirlpool appliances, sleek quartz countertops, a designer backsplash, and generous prep and storage space, this kitchen blends beauty with functionality. The adjoining dining area makes hosting family and friends effortless. The beautifully updated bathrooms showcase stylish tilework, modern vanities, and contemporary lighting, while the oversized primary bedroom offers a peaceful retreat with a spacious walk-in closet. A dedicated laundry room with a brand-new washer and dryer adds everyday convenience. One of the home’s standout features is the incredible indoor-outdoor living experience. Relax year-round in the bright sunroom or escape to your own private backyard oasis featuring a patio, sparkling in-ground swimming pool, separate pool house, and additional storage space—an ideal setting for entertaining, summer gatherings, or simply unwinding in privacy. Additional highlights include a 2-car garage, a roof approximately 4 years old, and a quiet, desirable neighborhood with convenient access to major highways and train transportation for an easy commute. Beautifully updated, thoughtfully designed, and perfectly located, this home offers the complete package. Opportunities like this don’t come around often—schedule your private showing today!

22 Prospect Street, Staatsburg
43 Maple Hill Drive, Millbrook
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 969575 MLS
New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the perfect space for entertaining and everyday living. The gourmet kitchen showcasing custom cabinetry, quartz countertops, an 8-foot center island, GE stainless steel appliances, and a walk-in pantry with custom shelving and cabinetry. The bright and sunny breakfast space features an entrance to the backyard and paved limestone patio, perfect for indoor-outdoor entertaining. The family room is highlighted by a gas fireplace and a dramatic wall of windows with transoms. The luxurious primary suite features a tray ceiling, large closet, and bath with double vanity, champagne bronze faucets, Kohler soaking tub and separate tiled shower. Upstairs, three additional bedrooms include a private ensuite with a full bath and walk-in closet, along with a Jack-and Jill bath serving the remaining bedrooms. The basement features a 9" poured concrete foundation, rough under slab plumbing for a future bathroom and egress window, perfect setup for future finishing. The exterior front elevation features a walnut stained fiberglass front door with full sidelights, cedar window headers, and cedar post accents. Hidden Glen is Millbrook's newest luxury community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. Situated just minutes from Millbrook Village, local shops, and commuter routes, and located within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

43 Maple Hill Drive, Millbrook
135 Sterling Street Unit #135, Beacon
$240,000
2 Beds ⋅ 2 Baths ⋅ 970784 MLS
Welcome to 135 Sterling Street in Rombout Village, a quiet and serene community just minutes from Beacon’s thriving Main Street, hiking trails, the Hudson River, and the Metro-North train station for easy access to NYC. This sun-filled second-floor end unit offers comfort and convenience with central air conditioning and an inviting layout. The spacious open-concept living and dining area flows seamlessly to a private balcony overlooking lush greenery—perfect for relaxing and enjoying peaceful views of yard and mature trees. The updated kitchen features ample cabinetry and counter space, with a window that looks out onto the yard—ideal for birdwatching and enjoying nature while you cook. The large primary bedroom is filled with natural light and includes a half-bath ensuite, and walk-in closet with in-unit laundry. A second bedroom with a generous closet sits near the full hall bathroom, complete with a soaking tub. Additional highlights include a new water heater, attic storage, off-street parking, and guest parking. Residents of this well-maintained community enjoy beautiful landscaped grounds with mature trees and perennials, along with amenities such as a pool, basketball court, and picnic area with BBQ grills—all within easy walking distance. A perfect blend of peaceful living and convenient access to everything Beacon has to offer.

135 Sterling Street Unit #135, Beacon
3311 Franklin Avenue, Millbrook
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 967644 MLS
Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook
194 South Road, Holmes
$949,000
4 Beds ⋅ 4 Baths ⋅ 964060 MLS
Currently being crafted by skilled local builders and now nearing completion, this distinguished rocking-chair-porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. With construction in its final stages, there is still time for buyers to add select personal touches and make this exceptional new home uniquely their own. Bathed in natural light, the home showcases gleaming hardwood floors, nine-foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting, granite countertops, and a large center island that invites both culinary creativity and effortless gathering. The formal dining room provides an elegant setting for memorable celebrations and intimate dinner parties. Just beyond the kitchen, an expansive, low-maintenance Trex deck extends the living space outdoors, connecting seamlessly to the enclosed side porch and backyard. It’s an ideal retreat for al fresco dining, morning coffee, entertaining, or simply savoring the peaceful beauty of the changing seasons. The family room offers a warm and inviting ambiance centered around the glow of a gas fireplace—perfect for relaxed evenings and cozy gatherings. The finished walkout lower level adds exceptional versatility, featuring laminate flooring, nine-foot ceilings, a full bath, and an energy-efficient mini-split system. Whether envisioned as a private office, fitness studio, media lounge, recreation space, or comfortable accommodations for guests, this flexible area adapts effortlessly to your lifestyle. Upstairs, three well-appointed bedrooms and a full hall bath accompany a serene primary suite designed as a private sanctuary. A walk-in closet and luxurious en-suite bath featuring a standalone soaking tub, large glass-enclosed shower, dual vanities, and separate water closet create a spa-like experience that elevates everyday living. Thoughtful amenities throughout include nine-foot ceilings, hardwood floors, Andersen windows, central air, abundant recessed lighting, foam and batt insulation, a two-car garage, paved driveway, and a handsome bluestone walkway that complements the home’s classic Colonial architecture. The setting offers the luxury of seclusion while remaining just minutes from the charming Village of Pawling, Metro-North, major routes, shopping, restaurants, and the many cultural and natural treasures of the historic Hudson Valley. Whether envisioned as a weekend escape or a year-round haven, this nearly completed new-construction Colonial offers the increasingly rare opportunity to enjoy a beautifully designed home while still having time to influence select finishing touches—creating a home where privacy, elegance, modern comfort, and convenience come together beautifully.

194 South Road, Holmes
206 Lakeview Road, Wappingers Falls
$235,000
1 Beds ⋅ 1 Baths ⋅ 964587 MLS
Cozy, efficient, and full of charm — this 616 sq ft single-family detached home is the perfect blend of simplicity and smart living. Featuring 1 bedroom and 1 bath, the thoughtfully designed layout maximizes every square foot. Enjoy the comfort of a self-start generator, ensuring uninterrupted power and peace of mind in any season. Whether you're looking for a weekend escape, downsizing opportunity, or rental investment, this property delivers flexibility and independence.

206 Lakeview Road, Wappingers Falls
160 academy Street Unit #7h, Poughkeepsie
$179,900
2 Beds ⋅ 1 Baths ⋅ 963465 MLS
Welcome to this beautifully maintained 2-bedroom co-op at 160 Academy Street, ideally located in the heart of Poughkeepsie. Filled with natural light and offering a comfortable, functional layout, this inviting home combines convenience, value, and scenic surroundings. The spacious living area flows seamlessly into a dedicated dining space, creating an ideal setting for both everyday living and entertaining. Both bedrooms offer generous space and flexibility for restful retreats, a home office, or a workout area. Enjoy sweeping views of the mountains, Hudson River, and the Mid-Hudson Bridge right from your windows—providing a peaceful backdrop for morning coffee or evening relaxation. This smoke-free building offers owner-occupancy only, helping maintain a quiet and welcoming residential atmosphere. The HOA provides exceptional value by covering heat, hot water, property taxes, trash removal, ground maintenance, snow removal, elevator, off-street parking, and a 24/7 secure entry system. Residents also enjoy access to an in-ground pool and community room, adding both convenience and lifestyle appeal. Please note that there is currently an additional temporary assessment of $209.95 through October 2027. Conveniently located near shopping, restaurants, hospitals, colleges, and public transportation, this home offers easy access to everything the Hudson Valley has to offer. Whether you’re downsizing, purchasing your first home, or simply looking for low-maintenance living with beautiful views, this co-op is a wonderful opportunity to make homeownership both comfortable and affordable

160 academy Street Unit #7h, Poughkeepsie
19 Gerald Drive Unit #B2, Poughkeepsie
$209,000
1 Beds ⋅ 1 Baths ⋅ 962816 MLS
Move-in Ready 1BR/1BA Condo in Prime Poughkeepsie Location! This beautifully maintained first-floor condo features a private entrance, spacious master bedroom, and full bath—all in excellent condition. Enjoy cooking with a brand-new electric stove and take comfort in a layout designed for easy living. Located just steps from the water and minutes from shopping, dining, and transportation. Ideal for first-time homebuyers or anyone seeking convenience and comfort in a great neighborhood. This opportunity won’t last—schedule your showing today!

19 Gerald Drive Unit #B2, Poughkeepsie
5-15 OLD DEPOT, Stanfordville
$875,000
4 Beds ⋅ 4 Baths ⋅ 961487 MLS
If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been artfully transformed into three warm and welcoming residences that must be seen to be appreciated. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The primary bedroom is huge and light filled and finished with a wall of closets with a hidden office nook tucked away at the far end. The massive full bathroom holds a walk-in shower, soaking tub, yards of counter space and storage and a truly impressive vaulted ceiling. The stunning tiles featured throughout the bath were handmade by the master potters who previously owned the property. The the single bedroom Creekside Cottage is accessed via the small deck surrounding the koi pond. As you enter, one half flight of stairs takes you to the full bath in the second story, and the other half flight leads down to the kitchen, living, dining and one large bedroom with a wall of closets. There you will also enjoy a beautiful deck view with stairs leading to the creek where you can enjoy the fire pit. The Warehouse building features a large living area and one large bedroom, referred to as the Bunk Room, on the first floor, and on the second floor bonus room living space. A large storage area on the second floor holds potential to become an additional bedroom, or a full kitchen. This warehouse also has a traditional one car garage as well as a porch greenhouse. The two guest buildings have been offered for rental and has an annual income of $60,000. Centrally located in Northern Dutchess County just 90 miles from New York City with easy access to Metro North, Amtrak, and the Taconic State Parkway. 11 Miles to Rhinebeck, 6 miles to MIllbrook.

5-15 OLD DEPOT, Stanfordville
101 Drake Road, Pleasant Valley
$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
831 Wolcott Avenue, Beacon
$1,444,000
6 Beds ⋅ 2 Baths ⋅ 959963 MLS
Experience a rare blend of historic charm and modern luxury in this graceful circa 1900 Dutch Colonial Revival, nestled just minutes from Beacon's lively Main Street. Six spacious bedrooms and two full bathrooms, ideal for comfortable family living or hosting guests. Original period details: Soaring ceilings, restored hardwood floors creaking gently underfoot, intricate woodwork, and elegant trim evoke classic sophistication. Inviting front porch with a stately covered entry and the original Dutch door barn door, framed by glass sidelights—perfect for relaxing with coffee as you watch the sunrise. Modern kitchen with a central island and prep sink seamlessly flows into a formal dining room, a sunlit living room with a wood-burning fireplace, and a cozy sitting room, all designed for both everyday comfort and festive gatherings. Bedrooms are thoughtfully situated at each corner of the upper floors, offering privacy, architectural harmony, and tranquil garden or mountain views. Full basement and attic provide generous space for seasonal items and belongings. Expansive rear covered porch overlooking a fully fenced, lushly landscaped backyard. Extensive blue stone patio for stylish open-air entertaining. Wood-burning fire pit and a fully equipped outdoor kitchen with a natural gas grill—imagine the aroma of grilled fare mingling with fresh-cut grass. Sparkling 16' x 36' heated saltwater pool (2020) set among manicured gardens, where sun-warmed stone meets the gentle scent of blooming flowers and laughter drifts from lively summer gatherings. Private circular driveway for effortless arrivals. Stroll to Main Street's renowned restaurants, eclectic boutiques, and vibrant art galleries—the Dia Beacon museum and local farmer's market are just minutes away. Close proximity to scenic parks and the Mount Beacon trailhead, offering endless opportunities for hiking, biking, and enjoying panoramic Hudson Valley views. Convenient access to schools, playgrounds, and public transportation, including the Metro-North station for easy commutes to New York City. This exceptional home offers the perfect blend of timeless elegance and modern convenience in one of Beacon's most sought-after neighborhoods. Whether you're hosting lively poolside parties or savoring quiet mornings on the porch, this residence invites you to create a lifetime of cherished memories.

831 Wolcott Avenue, Beacon
30 Dartmouth Drive, Poughkeepsie
$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
Lot 11 Shadow Court, Wappingers Falls
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 955988 MLS
Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are fully customizable to suit your needs and style. Images shown in listing are from previous builds and assisted imagery to display the endless possibilities. Use our plans or bring your own. Myers Run is located in Wappingers Falls on Myers Corners road in a very desirable location and work has already begun! Reach out today to get started bringing your dream home vision to life. Additional Information: ParkingFeatures:3 Car Attached,

Lot 11 Shadow Court, Wappingers Falls
Lot 1 Shadow Court, Wappingers Falls
$985,000
4 Beds ⋅ 4 Baths ⋅ 955994 MLS
Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are fully customizable to suit your needs and style. Images shown in listing are from previous builds and assisted imagery to display the endless possibilities. Use our plans or bring your own. Myers Run is located in Wappingers Falls on Myers Corners road in very desirable location and work has already begun! Reach out today to get started bringing your dream home vision to life. Additional Information: ParkingFeatures:2 Car Attached,

Lot 1 Shadow Court, Wappingers Falls
Lot 12 Shadow Court, Wappingers Falls
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 955993 MLS
Welcome to Myers Run a new exclusive collection of homes brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are fully customizable to suit your needs and style. Images shown in listing are from previous builds and assisted imagery to display the endless possibilities. Use our plans or bring your own. Myers Run is located in Wappingers Falls on Myers Corners road in a very desirable location and work has already begun! Reach out today to get started bringing your dream home vision to life. Additional Information: ParkingFeatures:2 Car Attached,

Lot 12 Shadow Court, Wappingers Falls
89 Deer Pond Road, Verbank
$550,000
4 Beds ⋅ 3 Baths ⋅ 947615 MLS
Privately situated on 4 acres and at the end of a quiet cul-de-sac, find this custom contemporary. Complete with stocked pond, inground pool & massive three bay barn, this unique property will surely impress. Attractive floor plan features kitchen w/sunroom annex overlooking the expansive backyard. Living room w/fireplace flows seamlessly to secondary sunroom & family room w/bar. Huge first floor primary suite with walk-in closet, two additional closets and large ensuite bathroom. Second floor includes media room w/balcony, four additional bedrooms and full bathroom. Two car garage plus carport for abundant storage. Three bay barn with furnace is ideal for contractor, auto enthusiast, hobbyist or studio space. Quiet & private yet minutes to Village of Millbrook, Route 44, Route 55, Taconic State Park, dining, shopping and area attractions. Ideal as a primary residence or weekend retreat. Sold as-is. Cash or renovation loan only. Inquire for details on alterations necessary to secure certificate of occupancy.

89 Deer Pond Road, Verbank
55 Smith Street, Poughkeepsie
$480,000
2 Beds ⋅ 2 Baths ⋅ 947608 MLS
City of Poughkeepsie multi-family with two well proportioned 2 bedroom units. Units feature hardwood floors, spacious kitchens w/walk-in pantry & tile bathrooms. Separate utilities. Newer gas boiler & furnace. Fully fenced backyard for outdoor enjoyment plus large screened porches on front. Centrally located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront & train station.

55 Smith Street, Poughkeepsie
94 Academy Street, Poughkeepsie
$425,000
6 Beds ⋅ 2 Baths ⋅ 947606 MLS
Centrally located City of Poughkeepsie multi-family featuring two spacious 3 bedroom units. Second floor unit includes renovated kitchen & bathroom, new flooring throughout & new furnace. Separate utilities w/gas furnaces & electric water heaters. Front porches and fenced backyard for outdoor enjoyment. Located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront & train station. Ideal opportunity for investor or owner occupant.

94 Academy Street, Poughkeepsie
266 SYLVAN LAKE Road Unit #A-13, Hopewell Junction
$29,999
1 Baths ⋅ 892610 MLS
Fixer upper 1st row from the lake with private lake rights to Sylvan Lake! This seasonal home, managed from April-November, is perfect for those looking for a weekend getaway or for 'Snowbirds' looking for a place to call home in NY. You will not be disappointed with this home. Though this home is in need of updating the proximity to the lake and the unobstructed hilltop views make this home a must see. Enjoy your private beach on Sylvan Lake, take a swim, enjoy some beautiful sunsets, barbecue at one of the beachfront barbecue pits or just sit and Dip the hook for some great freshwater fishing, kayaking and or manual/electric boat!

266 SYLVAN LAKE Road Unit #A-13, Hopewell Junction

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