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$575,000
3 Beds ⋅ 3 Baths ⋅ 973983 MLS
Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen with newer appliances, and a dining space that works just as well for everyday living as it does for entertaining. The home includes 3 bedrooms and 2.5 bathrooms, including a primary suite with a walk in closet and its own full bath. The finished lower level adds valuable flexibility, with an additional room ideal for an office or den, a half bathroom, family room and a dedicated laundry area. Recent improvements include a brand new well tank and boiler, along with a built-in Vivint security system for added convenience. Set in a location close to local shops, dining, and everyday amenities, and within the Millbrook School District, this move-in ready home presents a great opportunity in a sought-after area.

50 Horseshoe Road, Millbrook
$179,900
981346 MLS
Build your dream home on this beautiful 5-acre Board of Health approved parcel in Pleasant Valley, where privacy, natural beauty, and opportunity come together. This exceptional property offers a rare chance to create a custom home or private retreat in a peaceful Hudson Valley setting. Surrounded by mature trees and scenic countryside, the land provides the perfect backdrop for your vision. With five expansive acres, there is ample room for a custom residence, outdoor living spaces, gardens, or recreational enjoyment. The generous acreage offers both flexibility and privacy, ideal for those seeking space and tranquility. Board of Health approval adds significant value and makes the path to building even easier. Whether you envision a weekend escape or forever home, this parcel is ready to bring your plans to life. Located in desirable Pleasant Valley, enjoy the charm of country living while remaining close to local shops, dining, parks, and everyday conveniences. Explore nearby farms, hiking trails, and all the natural beauty the Hudson Valley has to offer, with easy access to commuter routes and the Taconic State Parkway. Rarely does an opportunity like this come along—buildable acreage in a sought-after location with Board of Health approval already in place. Create the lifestyle you’ve been dreaming of on this remarkable property and enjoy the peace, space, and beauty of country living while staying connected to everything the Hudson Valley offers.

Creek Rd, Pleasant Valley
$599,000
991244 MLS
Impeccably maintained and tastefully updated City of Poughkeepsie office building features three levels of finished space. Attractive layout features welcoming lobby/reception area w/soaring ceilings and abundant natural light. Main level includes large conference room, plus multiple offices and kitchen/breakroom. Second floor features library, several offices and restroom. Lower level with conference room, storage areas and rest room plus access to courtyard. Loaded with attractive finishes and impressive architectural details such as cantilevered staircase, dentil molding and exposed brick walls. Updated infrastructure including epdm roof, boiler, 2 water heaters & a/c units. Premier office space conducive to subletting or occupying in its entirety. Ideal location in City of Poughkeepsie business district, within walking distance to court house and with easy access to municipal parking lot, Mid-Hudson Bridge and Poughkeepsie train station. A rare opportunity where location, configuration, condition and finishes converge.

9 Cannon Street, Poughkeepsie
$120,000
4 Beds ⋅ 2 Baths ⋅ 987415 MLS
SUMMER GETAWAY OR RENTAL INCOME PROPERTY?....YOU CHOOSE! A WONDERFUL SEASONAL COTTAGE (APPROXIMATELY APRIL 15 -OCTOBER 15) IN SYLVAN LAKE AREA GREAT FOR SUMMER OR WEEKEND RETREAT OR CAN BE USED AS A RENTAL INCOME PROPERTY. ALL EXISITNG KITCHEN, BATH AND AC/HEAT APPLIANCES STAY. LAUNDRY FACILITY ON SITE, AMPLE PARKING. AMENITIES INCLUDE 2 CLUBHOUSES, PLAYGROUND AND COMMUNITY POOL. SYLVAN LAKE BEACH, TENNIS,AND GOLF ALL NEARBY.

71 MILLER Road Unit #23, Hopewell Junction
$85,000
3 Beds ⋅ 2 Baths ⋅ 990658 MLS
Oversized 3 bed, 2 bath 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 spacious home boasts new floors, freshly paint walls, updated kitchen, screened front porch and rear deck overlooking a tranquil yard space. New hot water heater. The owners impeccable care and updating is apparent when viewing this unit. At asking price, this unit will come mostly furnished as seen in listing photographs. Amenities include community pool, clubhouse, basketball, playground and more. Laundry on site. 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.

191 SYLVAN LAKE Road Unit #28A, Hopewell Junction
$125,000
991495 MLS
.73 acre lot is located in the Village of Pawling! *Board of Health Approval is NOT required because the house can be hooked up to municipal water and sewer! Variance with fees is required to build. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants/pubs, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as well. You will love 200+ acre Lakeside Park! 36-acre Green Mountain Lake has a beautiful sand beach, playground, picnic area and walking trails. Nearby Dutcher Golf Course is a 9-hole beauty, the oldest public course in America! Hikers will enjoy the Appalachian Trail and Pawling Nature Reserve trails. Also nearby are Darryl's House Live Music Club & Restaurant, and Thunder Ridge Ski Area. Build your new home on this parcel! AO

Walnut Street, Pawling
$99,900
991139 MLS
Affordable building lot conveniently located in Town of LaGrange with Arlington Schools. Approved building site for a 3 bedroom home. OWNER FINANCING AVAILABLE. Filed Map attached to MLS listing or upon request. This lot #1 is part of a 2 lot subdivision. Lot #2 has been built. Driveway "right of way" passes thru Lot #1 to Lot #2. House site is located to the right of existing driveway. Lot is level and partially cleared. Conveniently located, minutes to shopping, food, parks and recreation, major roadways including the Taconic State Parkway and 10 minutes to Metro North Train. Driveway is marked by mailbox for house #24 Sedgewick Rd. Bring your own builder or ask about available builder options.

Lot #1 Sedgewick Road, Poughkeepsie
$799,000
4 Beds ⋅ 3 Baths ⋅ 990918 MLS
91 CATIES WAY HOPEWELL JCT. NY IN THE TOWN OF EAST FISHKILL, OFFERS 4/5 BEDROOMS & 2 1/2 BATHROOMS ON 1.63 ACRES. 4 CAR GARAGE, MASTER SUITE ON FIRST LEVEL. MANY UPDATES TO THIS HOME.

91 Caties Way, Hopewell Junction
$469,000
3 Beds ⋅ 2 Baths ⋅ 990683 MLS
This property is a charming single-family home nestled in the heart of Wappingers Falls. Set on a spacious half-acre lot in a quiet residential neighborhood, this inviting property offers the perfect blend of comfort, space, and suburban tranquility. Built in 1965, this home features approximately 1,628 square feet of living space, including 3 bedrooms and 1.5 bathrooms—ideal for both everyday living and entertaining. A functional layout is complemented by a finished basement, providing additional flexible space for a recreation room, home office, or guest area. The home includes central cooling and an attached garage, while the generous yard offers ample room for outdoor enjoyment, gardening, or future enhancements. Located in a desirable Dutchess County setting, the property is just minutes from local schools, shopping, dining, and major commuter routes. Residents enjoy the charm of nearby village amenities along with convenient access to the greater Hudson Valley region, known for its scenic beauty and vibrant community atmosphere. Whether you're a first-time buyer or looking to settle into a peaceful neighborhood, 11 Sherwood Heights presents a wonderful opportunity to create your ideal home.

11 Sherwood Heights, Wappingers Falls
$450,000
3 Beds ⋅ 3 Baths ⋅ 990558 MLS
Welcome to this beloved raised ranch nestled on a desirable corner lot in the heart of Hyde Park, a community known for its scenic beauty and rich history. This home offers 3 bedrooms and 2.5 bathrooms, living room with pellet stove, and dining area providing comfortable living spaces. The layout is both functional and inviting, with great flow throughout. From the dining area step outside to enjoy a lovely porch, perfect for entertaining, summer barbecues, or simply relaxing. The lower level offers plenty of space to enjoy, including a powder room and a fireplace. A 2-car attached garage, and a large driveway for additional parking spots in case of need. Destinations like the Home of Franklin D. Roosevelt National Historic Site and Vanderbilt Mansion National Historic Site are part of this lovely town.

2 Lawrence Road, Hyde Park
$109,000
990705 MLS
This breathtaking BOH approved parcel is one of the highest points in Dutchess County. Land faces east and the sunrises are breathtaking. Close to Greenfields and Peach Hill Parks, Eleanor Roosevelt National Historic Site, Hyde Park Soccer Stadium, Richard L. Skimin Memorial Baseball Fields, gas stations and eateries. Please stay on the driveway and be mindful that this is a paved private road. Road maintenance for common driveway is a verbal agreement among neighbors. Harley Tucker Hill is off of Cream Rd., between Molly's Way and Dutchess Hill Rd . Please do not walk the land without an approved appointment. Fully available unless noted here. CASH only unless you want to work with a lender to buy the land and finance the construction under one loan.

Harley Tucker Hill, Poughkeepsie
$3,750,000
7 Beds ⋅ 7 Baths ⋅ 990563 MLS
Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef’s kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting gatherings. Winding paths traverse a landscape of remarkable diversity—open meadows, mature woodlands, and picturesque waterways—while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation. Just five minutes from Metro-North access in Dover Plains and Ten Mile River, Honey Lane Farm represents a rare convergence of history, scale, and enduring elegance.

151 Benson Hill Road, Dover Plains
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 990579 MLS
Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Town historical records state it was used in the Underground Railroad, as well as a quarterly meeting place for the Quakers, who were Abolitionists during the American Civil War - all while being a vibrant and successful dairy farm in the heart of the Hudson Valley. Inside, original wide board floors, exposed hardwood beams, and intricate molding and trim work highlight the home's craftsmanship. The center hall layout leads to a stunning double parlor with two fireplaces and original pocket doors, as well as an open dining and living room boasting two additional fireplaces, perfect for gatherings both intimate and large.The heart of the home—a warm and inviting kitchen—features a wood-burning fireplace, gas stove, island, walk-in pantry, and laundry room. From here, step out to a screened porch —ideal for morning coffee, evening relaxation, or weekend entertaining. Upstairs you'll find 3 spacious bedrooms and 3 full bathrooms, as well as a room that could be used as a 4th bedroom, a custom walk-in closet/dressing room, or sitting room. The attic is a versatile space and can be reached by 2 separate staircases. The exterior boasts classic clapboard siding, metal roof, original 6-over-6 windows, raised garden beds, a fenced backyard, and several vintage outbuildings. In the basement you'll find updated mechanicals and the original milkroom with bluestone floor, echoing the home's agricultural past. Located just 3 miles from the Taconic State Parkway, this exceptional property is a beautiful blend of historic significance, and modern functionality.

36 Market Lane, Clinton Corners
$37,000
990555 MLS
Vacant Lot in the City of Poughkeepsie: Build-Ready Opportunity!?Fantastic opportunity to bring your vision to life with this ideally located vacant lot in the City of Poughkeepsie. Zoned RNC (Residential Neighborhood C), this property allows for a variety of residential possibilities, making it ideal for investors, builders, or end users. Proposed two-family home plans and architectural drawings are already available, offering a valuable head start in the building process. Conveniently located near shops, restaurants, transportation, and all that the Hudson Valley has to offer. Don’t miss this rare chance to build and customize in a growing area!

36 Smith Street, Poughkeepsie
$699,000
5 Beds ⋅ 3 Baths ⋅ 973108 MLS
PRICED TO SELL! Price Reduction! Come see this beautiful home! Step into comfort and style in this beautifully designed Colonial home featuring a grand entry hall and thoughtfully crafted living spaces. The open-concept kitchen is ideal for everyday living and entertaining, complete with a center island, a full suite of GE appliances, and a brand-new microwave, seamlessly flowing into the family room. Enjoy your morning coffee on the deck overlooking a peaceful, babbling stream. A spacious formal living room with a cozy gas fireplace creates a warm and inviting atmosphere year-round. The first floor also includes a convenient half bath, a coat closet for guests, and a formal dining room ideal for elegant gatherings. This 4-bedroom home offers a perfect blend of space, style, and functionality. An expansive bonus suite (or 5th bedroom) adds approximately 315 square feet, providing flexible space for a home office, guest suite, or fitness studio. All bedrooms are fully carpeted for comfort. The spa-like primary suite features a whirlpool tub, cathedral ceiling, walk-in closet, and serene views. Additional highlights include an oversized 2-car garage, an attic with approximately 900 square feet of storage, and a walkout basement offering an additional 1,277 square feet with sliding glass doors and a rough-in for a future bathroom. Once finished, the total living space could exceed 4,000 sq ft. Recent updates include a newly installed water heater (2025). The community offers an exceptional collection of amenities, including tennis courts, a fitness center, a resort-style pool, and a beautifully appointed clubhouse featuring a fireplace and full kitchen, perfect for entertaining guests or hosting special gatherings. Conveniently located near Dutchess Stadium and just 2.9 miles from the Metro-North Railroad, with easy access to I-84, I-87, and the Taconic State Parkway, this home combines tranquility with commuter convenience. Select bedroom furniture and gardening tools may be included in the sale for convenience.

21 Alder Way, Wappingers Falls
$795,000
4 Beds ⋅ 3 Baths ⋅ 990233 MLS
BACK ON MARKET 6/10 Built in 1788 this home is one of the original homes in Wappinger Falls. It has been stated that one of President George Washingtons friend built the original home. This has been a family owned property for some 62 years. Wide board floors are throughout as well as original beams. There is a total of 5 large fireplaces, including one in the basement. That fireplace was used for the preparation of meals when the house was first built.. The fireplace in the living room is the only fireplace that is functioning, providing a warm winter fire in the cold winter months. The seller is leaving the original fireplace equipment and cauldron in the dining room fireplace. 22 x 18 sunroom can be used for a multiple purposes. Plants seem to like the sun coming in different times of the day. The Kitchen 20 x 16 has a center island and a breakfast area overlooking the brick patio, lined with multiple gardens and perennials. The dining room has two built in corner china cabinets, original mantled fireplace and very unique chandelier. The living room has a working wood fireplace with a decorative mantle and original storage closets. A warm, homey room that invites you to come sit and relax, especially on those cold winter nights with the fireplace warming up the room extra warm. Leading from the living room is the Library which has a closed up fireplace, wide board floors and original beams. There is a wall that has built in book shelves. The hallway both upstairs' and downstairs are wide with the downstair hall leading to the front of the house with a cozy porch overlooking the front yard. The mature trees add privacy on this porch area. The original house was built with the primary bedroom, which has a large WIC, on the second level. More than likely this WIC was used as a bedroom. It may be possible that the wall can be opened to have access to the main bath upstairs. This bedroom, too, has wide board floors under the carpeting. A wing addition was put on the mid '70's. This wing could easily be a primary ensuite with 2nd floor bedroom, bath, and 1st floor sitting area. A door from this area will lead out to the brick patio. The 7.7 acres has the potential to be horse property with a pasture and spring fed pond filled with Koi. A tranquil setting in the heart of Dutchess County. The original barn built in 1783 now has electric, water and heat. AC can be added to the duct work. It is said this barn was built before the house with the owners living in a teepee while building the house. Easily this area could make a great workshop or hobby area. The barn is heated by oil and the tank is a 275. Walkin cooler and built in cases stay. Also staying is the worktable with a marble top and has wheels for moving it from place to place. There is a 2nd barn that has one stall in it that could be used for goats, sheep, chickens. A little mini farm, if you please. There is a small pond for goldfish by the brick patio, lots of flower gardens with perennials leading to the entrance of the sunroom. Make sure you check out the pictures with all the flowers. A wonderful retreat for you and your family. Plenty of property to make it your own. This home is near all amenities along Route 9 including shopping, historical sites, restaurants, Houses of worship, Metro North, etc.

93 Widmer Road, Wappingers Falls
$538,500
2 Beds ⋅ 2 Baths ⋅ 990156 MLS
Welcome to easy living at The Regency at Fishkill, where life slows down just enough to let you savor it. Step into the elevator and glide up to the third floor, where this inviting 2 bedroom, 2 full bath residence is waiting to welcome you home. Originally the Catskill model home, which offers crown molding in all rooms, recessed lighting, oversized garage and additional features to enjoy like a bonus sitting room in your primary suite. Upon entering the home sunlight spills across comfortable living space. Beyond the windows enjoy peaceful mountain and water views, which set the scene for quiet mornings and relaxed evenings. Tucked away on the backside of the community, this end unit home offers a sense of calm you’ll appreciate no traffic, no hustle, just serenity. Whether you’re hosting friends or enjoying a quiet night in, the layout which is designed for both comfort and ease. When you’re ready to step out, the Regency lifestyle truly shines: a community room, pool, and thoughtfully curated amenities invite connection, recreation, and relaxation; which are just outside the main door. Grocery stores, medical facilities and local restaurants are just a stones throw away. This is more than a home, it’s a place to enjoy the next chapter surrounded by comfort, convenience, and a welcoming 55+ community you’ll be proud to call your own.

734 Regency Drive, Fishkill
$7,500,000
968961 MLS
Premier 300-Acre Agricultural & Investment Estate on Route 9 – Turnkey Dairy & Creamery Operation Discover a rare and significant investment opportunity in the heart of the Hudson Valley. This expansive 300-acre property, located directly on the busy Route 9 corridor in the Town of Red Hook, offers an unparalleled combination of massive scale, modern agricultural infrastructure, and high-visibility commercial potential. The Commercial & Agricultural Engine At the center of this offering is a state-of-the-art Modern Dairy Barn, constructed in 2018. Built to contemporary standards, this 110 stall facility is ready for immediate operation, offering superior ventilation, comfort, and efficiency for livestock. Complementing the dairy operation is a separate, dedicated commercial building fully equipped for ice cream manufacturing. This facility presents a lucrative "farm-to-table" business opportunity, allowing the next owner to capitalize on the high traffic count of Route 9 for a potential creamery, farm market, slaughterhouse or agri-tourism destination. The Land & Investment Potential Spanning a massive 300 acres, the property features over a mile of road frontage across two separate roads, providing exceptional accessibility and flexibility for future potential. The land is a mix of fertile fields and scenic vistas, ideal for continuing agricultural production, equestrian use, or a long-term land-banking investment in one of Dutchess County’s most desirable towns. The Residence Anchoring the estate is a charming historic farmhouse in good condition. Whether utilized as a primary residence, a manager’s home, or converted into administrative offices for the business, this classic structure adds warmth and character to the modern commercial facilities. Property Highlights: • 300 Acres of prime Hudson Valley land. • High Visibility Location: Situated on busy Route 9, perfect for retail exposure. • Modern Dairy Barn (2018): 110 Freestall barn with a robotic milker (needs rebuilding). • Ice Cream Manufacturing Facility: Separate building housing commercial-grade equipment. • Historic Farmhouse: Well-maintained and ready for occupancy. • Exceptional Access: Over a mile of road frontage on three different roads. • Versatile Zoning Potential: Ideal for continued agriculture, agri-business, or future investment development. This is a unique chance to acquire a legacy property with the infrastructure already in place for a thriving agricultural enterprise. Perfect for investors, farmers, or entrepreneurs looking to launch a signature Hudson Valley brand. In addition to the Main Complex, included SBL's 677518 (38.4 Ac) 760494 (62 Ac) 854567 (30 Ac) 640370 (26 Ac) 670450 (10.5 Ac) to make total of 300+ Acres. Sale is real estate and equipment only, not the business; however, that is also an option.

7775 Albany Post Road, Red Hook
$425,000
4 Beds ⋅ 2 Baths ⋅ 988938 MLS
Welcome Home, to this meticulously cared-for, move-in ready Cape Cod-style home that offers a serene and comfortable living experience. Home boasts four spacious bedrooms that can double as an office, den, or TV room, complemented by two full bathrooms and a basement, providing versatile living spaces. Noteworthy elements include a dormer providing generous storage, a built-in desk, and large closets. The basement includes areas for a workshop, laundry, and plenty of storage. You’ll also find a cozy three-season porch ideal for hosting guests. The beautifully landscaped yard has been enhanced to ensure privacy and features flowering trees and shrubs, in-ground pool, and an inviting poolside patio perfect for gatherings. This residence is truly special, ideal for anyone looking for a private, park-like setting with a pool and premium landscaping. It offers one-car attached parking and abundant storage. The location is prime, situated less than five minutes from the Taconic State Parkway for easy travel. The Metro North rail station is just 20 minutes away, making commuting straightforward. Nearby amenities include Vassar College, charming shops and restaurants in Arlington, as well as access to Routes 9 and 44. The beautiful Hudson Valley is rich with attractions such as wineries, cafes, and farm-to-table dining options. Outdoor lovers will find endless opportunities for hiking, biking, walking, and water activities, ensuring you have plenty of ways to enjoy nature year-round. Whether you’re searching for a personal residence or a promising investment, this home offers countless possibilities. I invite you to discover the exceptional lifestyle your future in the Hudson Valley can provide. Feel free to contact your realtor if you want further details or to arrange a visit.

31 Kingston Avenue, Poughkeepsie
$2,294,000
4 Beds ⋅ 6 Baths ⋅ 988928 MLS
Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook
$25,000
986565 MLS
Raw land in a yet to be built development. An opportunity to buy into this and prepare for a future build or sit on the investment. The entry road is not cut in but Access is off of Bushwick Road. All building lots are mapped out and divided on Dutchess County Parcel Access. Phil Bisesto

Arlene Road, Poughkeepsie
$394,000
3 Beds ⋅ 2 Baths ⋅ 988822 MLS
Sweet and solid, one level Ranch home on a bucolic setting with rolling hills and farmland framing your homestead. Walk into your open living room with built ins and lovely bay window. Through to the dining room and eat in kitchen, perfect for hosting with ease. Sliders to the back covered porch off the dining room allows for al fresco living and enjoying your coffee while watching the sunrise. Laundry room off the kitchen for convenience. Back off the living room is your primary suite, room for all your furniture and has a massive ensuite bathroom with soaking tub and shower, skylights bathe the room in sunlight. Off the dining room is a large living room with room for all. Two guest bedrooms stretch off the living room. Full guest Bathroom with tub on this wing of the home. High efficiency Split Units keep the home cool and supplement heat. Outside there is a world of possibilities for the craftsman, car enthusiast, or artist or artisan for Studio space, with an oversized two car garage with lofted storage, heat and electric in here. Then enter the massive 1287 square foot Garage with space for all your needs, storage or uses. In there there is electric, heat, and water. Additional Shed outside for storage,. Yard is perfect for all your needs, and is already outfitted with an invisible fence for your Furry family members. In the heart of Pulvers Corner, 5 minutes to Pine Plains Village, 10 minutes to Stanfordville and Millerton this is a fabulous location.

3838 Route 199, Pine Plains
$375,000
5 Beds ⋅ 3 Baths ⋅ 988819 MLS
2 homes for the price of 1. This is a multi-family property on multiple structures. Two separate electrical meters. 3318 total sq ft with a flowing stream in backyard. Main house consists of 3 bedrooms and 2 baths. Bungalow house has 2 bedrooms and 1 bath. 1 hr to NYC. INVESTORS AND CONTRACTORS SPECIAL. Needs Renovation.

37 Glen Avenue, Dover Plains
$769,900
5 Beds ⋅ 2 Baths ⋅ 988846 MLS
Welcome to 1141 Beekman Road! Brookside Circa 1804 Farmhouse Colonial Home Sited on 2.73 Private Parklike Acres. The Home was Fully Restored in 2016 with eco-friendly, money saving Geothermal Central Heat & Air, New Duct Work, Updated Electric, New Hot Water Heater, and Two Wood Pellet Burning Stoves. The house also has Two Additional Fireplaces. 5 bedrooms/office/den, 2 of which have walk-in closets. There is a New Eco-Friendly High Speed Electric Vehicle Charger installed and a Carriage House that was recently renovated to accommodate at least four cars. Several Additional Outbuildings include the Quaint Writing Cottage with it's own Patio Seating Area overlooking the Babbling Brook. Original details throughout the home include Wide Plank Floors, Wood Bannister, Beautiful Lighting fixtures and Moldings. Walk-Up Attic and large Basement, provide plenty of storage, in addition to a devoted storage area in a second attic. Local Custom Made Built-in Bookcases, Window Shutters, and Amish Swing with Frame enhance the properties enjoyment. The Kitchen Island, 1st Floor Vanity and Birdhouse (by the large exterior patio) were all Handmade by Robert Sherman out of Antique Barn Wood. While Enjoying your Visit to this Beautiful Home, Have the Privilege of viewing Paintings by the Owner's Grandfather, Bert Lahr, who Played the Lion in the Wizard of Oz.

1141 BEEKMAN Road, Hopewell Junction
$495,000
3 Beds ⋅ 2 Baths ⋅ 988726 MLS
Welcome to 7 Jonathan Drive, a beautifully renovated raised ranch offering modern comfort and move-in-ready living in Staatsburg. This 3-bedroom, 2-bath home has been thoughtfully updated throughout, including a brand-new roof, energy-efficient split systems, a stylish new kitchen, and completely renovated bathrooms. The bright and inviting main level features an open flow between the living room, dining area, and kitchen, creating the perfect space for everyday living and entertaining. The finished lower level provides additional flexible living space that can be used as a family room, home office, gym, or guest area. Additional highlights include an attached garage, ample driveway parking, and a spacious yard with plenty of room to relax, play, or entertain. With major improvements already completed, all that’s left to do is move in and enjoy!

7 Jonathan Drive, Staatsburg
$4,000,000
986706 MLS
A rare opportunity to acquire a long-standing retail bulk landscape supply and composting business including all contracts and equipment. With over 25 years of established composting operations, this property offers a proven track record and strong foundation for continued growth or expansion. Strategically positioned on 103.84 acres with a commercially zoned frontage, the property supports retail sales of mulch, compost, and related landscape materials, while the balance of the acreage provides substantial operational capacity and future potential. Located within an agricultural district—where composting has been recognized as an agricultural use—this offering benefits from favorable zoning and flexibility. The front portion allows for commercial/residential use with 1.5-acre zoning, while the rear acreage is zoned for 5-acre residential parcels. The site is well-equipped for efficient operations, featuring multiple structures including concrete storage bins, a 40’ x 60’ Quonset hut, a 30’ x 60’ metal building, and a 40’ x 60’ pole barn. A double-wide structure, approximately 10 years old, serves as the current office space. Two wells support the property, and existing Central Hudson power infrastructure is in place. The business is currently owner-operated with a team of three employees, plus two office staff, offering a turnkey opportunity for an owner-user or investor. With its scale, history, and infrastructure, this property presents significant upside for those looking to expand in the landscape supply, agricultural, or related industries.

12 Hunns Lake Road, Stanfordville
$899,000
6 Beds ⋅ 5 Baths ⋅ 985647 MLS
Shepherd’s Knoll offers rare privacy and flexibility, located less than two miles from the village. Set on four beautiful acres that include lawns, pastures, and lightly wooded areas, this distinctive property sits at the end of a long private drive. It includes two spacious living units that could easily be converted back into a single-family home. Unit One features four bedrooms, three bathrooms, and a finished lower level. Unit Two offers two bedrooms and two bathrooms with a strong history as a short-term rental. Both spaces include wood-burning fireplaces and a wood stove, creating a warm, inviting atmosphere. Outdoor living shines here. expansive decks and porches overlook pastoral views, while the grounds include a charming studio cottage, a former sheep barn with storage, chicken coops, and established garden areas. Located just minutes from Bard College, a campus that includes the Fisher Center, and Montgomery Place. The property blends country seclusion with access to Hudson Valley cultural life. Whether you need multi-generational flexibility, a home plus a guest setup, or a private sanctuary close to town, Shepherd’s Knoll offers a lifestyle that’s increasingly hard to find.

32 Old Route 199, Red Hook
$1,799,000
5 Beds ⋅ 6 Baths ⋅ 875119 MLS
Rare 5-Acre Quaker Hill Estate with Guest Cottage: Discover the ultimate sanctuary at the crest of Quaker Hill, where 43 Meeting House Road stands as a testament to refined country living. Situated on a lush 5-acre parcel and set well back from a scenic country road, this estate offers a rare degree of privacy and tranquility, surrounded by sweeping meadows, historic horse farms and prestigious neighboring estates. Originally a log home, the property has been masterly reimagined for the luxury buyer into an elegant, warmly welcoming residence where fine architectural details and high-end finishes are evident at every turn. The main residence is a study in sophisticated design, anchored by wide-plank oak flooring that flows through the living room, sunroom and commanding library-style study. At the heart of the home, a modern chef’s kitchen with radient heated floors, and a generous central island that serve as the perfect stage for both grand entertaining and quiet dinners. A striking steel-clad stairwell leads to the upper level, where the primary suite serves as a private retreat with soaring 18-ft ceilings, skylights, and a Juliet balcony that overlooks a picturesque landscape of mature plantings and rolling hills. Two additional bedrooms with full baths and a large dressing room, a possible fourth bedroom, complete this level. The lifestyle extends seamlessly outdoors, where a wraparound deck overlooks a serene, spring-fed pond. For summer entertaining, a separate deck surrounds a tranquil pool area, fully equipped with a bar, cabana and bathroom. Beyond its aesthetic beauty, the home is engineered for effortless living with a heated 2-car garage, whole-house generator, central vacuum, and integrated security and Sonos systems. Complementing the main house is a charming totally separate two-bedroom guest cottage built in 1920. Fully renovated with its own full kitchen, wood burning fireplace, full bath and lofted living space, utilities, and septic system, it offers a private haven for visitors, a dedicated professional workspace or caretaker's residence. The house has state of the art wi-fi, heating and cooling systems, and an Aprilaire full-house dehumidifier that is integrated with the HVAC system. Heat coils on the gutters and parts of the roof protect the home from ice-dams. Every detail has been attended to that makes this home a true treasure. Located just minutes from the historic Village of Pawling, and under 90 minutes to Manhattan via Metro-North, this property represents the pinnacle of the Quaker Hill lifestyle—a perfect weekend retreat or a permanent paradise.

41 and 43 Meeting House Road, Pawling
$429,999
3 Beds ⋅ 3 Baths ⋅ 987915 MLS
Welcome to 18 Power Line Lane in Staatsburg—a spacious and versatile single-family residence featuring a legal ADU, set on a beautifully private 3-acre lot. The main home offers comfortable living with 3 bedrooms and 2 full bathrooms, providing an ideal layout for everyday living, entertaining, and relaxation. The legal ADU adds excellent flexibility with 1 bedroom and 1 bathroom, perfect for extended family, guests, or supplemental rental income. Set back in a peaceful, natural setting, this property offers an abundance of outdoor space—ideal for recreation, gardening, gatherings, or simply enjoying the privacy and open land surrounding you. Additional highlights include a full basement with strong potential for storage or future finishing, along with separate septic systems supporting each living space, adding convenience and functionality. Whether you’re looking for a primary residence with income potential, a multi-generational setup, or a private retreat with extra space to grow, this property delivers comfort, flexibility, and opportunity all in one.

18 Powerline Lane, Staatsburg
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 987569 MLS
Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3-mile walking trail through the woods, all bordered by enduring stone walls that speak to the property's agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en-suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulously maintained, with layered gardens, mature plantings, and curated outdoor spaces throughout. A separate guest cottage, complete with a full kitchen, one bedroom, bath, sitting area, and wood-burning stove, provides a welcoming retreat for extended stays or visiting family and friends. Further enhancing the estate is a thoughtfully designated three-acre building envelope within the Conservation Easement, offering the rare opportunity to add complementary structures such as an accessory dwelling, swimming pool, pool house, studio, sheds, or other accessory buildings. Existing improvements also present opportunities for thoughtful expansion and adaptation, whether by enhancing the guest cottage, exploring the potential for additional space above the existing two-car garage (subject to approvals), reimagining the historic barn, or creating additional living, work, or wellness spaces. Together, these possibilities allow the estate to evolve over time while preserving its extraordinary privacy and the integrity of the surrounding landscape. The beautifully preserved 1853 post-and-beam barn, equipped with electric and water, presents endless possibilities as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern amenities—including solar power, central air, and a whole-house generator—blend seamlessly with the home's historic character, bringing comfort and efficiency to everyday living. Just minutes from Rhinebeck Village, Amtrak, and some of the Hudson Valley's most celebrated restaurants, boutiques, and cultural destinations, Milan Hall Farm feels worlds away while remaining remarkably convenient.

457 Round Lake Road, Rhinebeck
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