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$950,000
4 Beds ⋅ 3 Baths ⋅ 1000852 MLS
Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley
$379,000
3 Beds ⋅ 2 Baths ⋅ 998179 MLS
Step into timeless charm with this 3 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to every room. Original features—including vintage hardware, and thoughtfully preserved architectural touches—celebrate the home’s heritage while offering a distinctive sense of style you simply can’t replicate. Natural light fills the cozy yet spacious living areas, highlighting the home’s character and creating an inviting atmosphere perfect for both everyday living and entertaining. The traditional layout offers comfortable bedrooms tucked beneath charming rooflines, along with welcoming common spaces designed for gathering. This Cape Cod is more than a home—it’s a rare opportunity to own a piece of enduring design, where solid construction and original details come together in perfect harmony.

208 S Grand Avenue, Poughkeepsie
$725,000
3 Beds ⋅ 2 Baths ⋅ 1001208 MLS
1564 Route 292 offers a rare opportunity to own a true lakefront retreat on Whaley Lake in the heart of the Hudson Valley. Set on an oversized parcel with adjacent open space that will never be built on, the property enjoys an uncommon sense of privacy and breathing room rarely found on the lake. The home underwent a major renovation and expansion in 2007, including the addition of a second-floor loft area and full bath, blending rustic lake house charm with modern functionality. A stylish kitchen renovation completed in 2019 adds updated finishes while maintaining the relaxed character of the home. One of the property’s standout features is the walk-out lower level, which opens directly to water level, creating an effortless connection to the lake for kayaking, swimming, entertaining, or simply enjoying the view. The setting feels tucked away and peaceful, yet remains accessible to Pawling, Metro-North, and the surrounding Hudson Valley destinations. Whether you’re looking for a weekend escape from the city or a year-round waterfront home, this is the kind of authentic lake property that rarely becomes available.

1564 Route 292, Holmes
$385,000
3 Beds ⋅ 2 Baths ⋅ 1000609 MLS
This charming three-bedroom, two-bathroom home offers spacious living with timeless character and endless potential. Step into the inviting enclosed sunroom entrance, the perfect place to relax and enjoy natural light year-round. Inside, you’ll find the home is freshly painted with refinished hardwood floors and the kitchen featuring beautiful NEW wood cabinetry, NEW gas stove, recess lighting and a doorway onto the rear deck overlooking the property. The living room is open to the formal dining room, and a spacious and impressive entryway that welcomes you home. The home boasts generously sized rooms, hardwood floors throughout, natural gas heat, city water, and city sewer for added convenience. A side entrance provides easy access, while the unfinished walk-up attic offers excellent storage space and includes a window, creating possibilities for future use and storage space. Unfinished basement with utilities and storage space. Outside, enjoy a beautiful flat garden property with ample parking for 4 plus cars, making this home ideal for entertaining, gatherings, or everyday comfort. A wonderful opportunity to own a spacious home with charm, functionality, and room to grow. located close to shopping, restaurants and schools, with a short commute to Metro North trains along with the walkway over the hudson river with its faboulous hiking, biking & walking trails.

100 Innis Avenue, Poughkeepsie
$475,000
2 Beds ⋅ 2 Baths ⋅ 993963 MLS
Fully Available! This inviting home features a large kitchen and dining area, along with a living room anchored by a beautiful stone fireplace, and offers two full bedrooms, two bathrooms, plus a versatile office/bonus room that can function as a third space for a bedroom, office, guests, or creative use. The lower level provides wonderful potential for future expansion, featuring an updated full bathroom and ample space that could be ideal for recreation, hobbies, fitness, or additional living enjoyment. The area presents a natural opportunity for future finishing should a new owner wish to expand its use, and with the full bathroom already in place, the groundwork is set for added versatility. Set against the protected land of the Stony Kill Farm Environmental Education Center, the home enjoys lasting privacy, beautiful sunsets, and seasonal views from the back deck. Bright rooms, adaptable spaces, and a generous yard support easy everyday living and outdoor enjoyment. Conveniently located near shopping, parks, schools, major commuter routes, less than 5 miles to the Beacon Metro-North train station, close to Heritage Financial Park (formerly Dutchess Stadium), and within easy reach of Beacon’s vibrant Main Street, this move-in-ready home blends comfort, convenience, and the natural beauty of the Hudson Valley.

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

29 Hillview Drive, Poughkeepsie
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 996322 MLS
Step into timeless elegance with this beautifully updated 1790's colonial estate, consisting of two parcels totaling 9.4 picturesque acres. Offering 3,337 square feet of thoughtfully restored living space, this extraordinary home seamlessly blends historic character with luxury modern upgrades. This home features four bedrooms and three full bathrooms, and is highlighted by original wide-board flooring, 9' high ceilings, and exquisite period moldings throughout, preserving the home's rich heritage. The heart of the home is a one-of-a-kind custom kitchen featuring top-of-the-line appliances, an 18' vaulted ceiling with stunning exposed beams, and a massive island topped with Danby marble. Adjacent to the kitchen is a pantry/laundry room with custom floor-to-ceiling cabinetry designed for both beauty and functionality. A separate staircase leads to a charming loft overlooking the kitchen, creating an open and inviting atmosphere. The formal dining room and large living room each feature working fireplaces, adding timeless charm and cozy ambiance. Relax in the cozy sunroom located off the kitchen. The house also features a Sonos sound system and Lutron lighting throughout. The property continues to impress with a newly renovated 20' x 40' heated inground pool, ideal for entertaining, and a classic barn offering endless possibilities. This exceptional country estate is a rare offering providing the perfect balance of historic sophistication and modern comfort. Bordered by a 390 acre estate, this property is 1.5 hours north of NYC, close to Millbrook, Rhinebeck, the Culinary Institute of America, local wineries, and several historic sites on the Hudson River, with easy access to the Taconic State Parkway.

5548 Route 82, Clinton Corners
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 997845 MLS
Steeped in history and country elegance, this beautifully maintained Colonial estate offers the perfect blend of classic architecture and refined rural living. Lovingly cared for by the same family for more than five decades, the residence has evolved gracefully over time with carefully designed additions that complement its original charm. The spacious home features inviting gathering spaces, including an updated chef’s kitchen, generous living areas, a private primary suite wing, and a light-filled greenhouse that brings the outdoors in year-round. Four fireplaces add warmth and character throughout the residence, which includes 4 bedrooms and 5 baths designed for comfortable everyday living as well as entertaining. Outside, the setting is truly exceptional. The 27-acre property stretches across gently rolling fields and manicured grounds, creating a peaceful landscape complete with a scenic pond and picturesque pastoral views. A heated in-ground pool with its own pool house provides a resort-like retreat for summer enjoyment. Equestrian amenities include a barn with six stalls, paddock, and additional outbuildings and garages that offer flexibility for hobbies, storage, or agricultural use. Ideally situated near the heart of Millerton, the property enjoys close proximity to celebrated dining, local shops, the beloved movie theater, and the Harlem Valley Rail Trail for biking and outdoor recreation. Convenient access to private schools, ski areas, and New York City makes this an exceptional full-time residence or weekend country escape

4569-4577 Rt-199, Millerton
$1,145,000
3 Beds ⋅ 3 Baths ⋅ 999816 MLS
Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in, complete electrical upgrade, completely new HVAC to maximize Energy Efficiency, Re-sheetrocked walls and New Insulation, as well as Flooring, Cabinetry and Windows, just to identify the major points of upgrades. The floor plan has been reconfigured to enlarge the Great Room and completly open to encompass the kitchen and Dinning and Living areas as one delighful space. The kitchen's large Center Island and High-end Appliances complemented by Quartz Countertops. The Living Room anchors the views between a Stone Fireplace built from local stone and the wall of windows showcasing the spectacular pastural views.. The Primary Bedroom has been completly reconfigured to include a sumpuous Primary Bathroom, Spacious Closets and the designer included a Laundry area. Don't miss the sweet screened in porch off the Great Room, designed to give you restipe from the day! The second floor has 2 extremely large Bedrooms and another Gorgeous Bathroom, both Bedrooms have vaulted ceilings and private views of the pastures out to the remote treeline. We are NOT finished yet, the Lower Level is also remodeled into a Media Room, with a Wet Bar and Game room the Multi-Panel door/window completly folds into itself alowing your get togthers to flow without walls from the inside out! We are not done, the wonderful Home does have everything you need. Besides the 5 private acre lot there is a Barn. Two complete floors do what you want with the Barn, Entertain, Man-cave, store you priceless Car Collection, your possibilities are endless... You have to consider this Beautiful home on your next tour of Rhinebeck, minutes form the Village of Rhinebeck and the Taconic yet bathed in peace and quiet You just cannot go wrong here.....

334 Lake Drive, Rhinebeck
$595,000
3 Beds ⋅ 3 Baths ⋅ 999126 MLS
Opportunity awaits at the end of a quiet dead-end road with sweeping panoramic views of the Catskill Mountains. Set on 1.3 acres, this 3-bedroom, 2.5-bath ranch-style home offers incredible potential for contractors, investors, or buyers ready to create a one-of-a-kind Hudson Valley retreat. Located just minutes from the village of Red Hook and convenient to Bard College, Rhinebeck, and Hudson, the property combines privacy with accessibility. Inside, the home features a desirable one-level layout with an open floor plan, generous living spaces, and a fireplace ready to become the centerpiece of a stunning renovation. The house requires a complete renovation, presenting a rare opportunity to reimagine and restore a home in an exceptional setting. With breathtaking mountain views, a peaceful location, and endless potential, this is a true Hudson Valley diamond in the rough. Sale subject to appointment of executor.

97 Spencer Drive, Red Hook
$455,000
3 Beds ⋅ 2 Baths ⋅ 999528 MLS
Country living at its finest!!! Cape cod style home with 3 bedrooms and 2 full bathrooms, lives like a 4 bedroom. Hard wood floors, updated bathroom, spacious kitchen. Ample yard space with privacy, large deck and walk out basement has tons of potential. Solar panels are owned bringing down your cost of energy. Bring your vision for gardens and chickens! ENDLESS POSSIBILITIES WITH THIS ONE!!!

67 Pine Ridge Drive, Hopewell Junction
$725,000
4 Beds ⋅ 3 Baths ⋅ 933387 MLS
Welcome to this distinctive Dutch-style Tudor home set on over 2 private acres in sought-after Hopewell Junction. Offering nearly 2,800 square feet, this 4 bedroom, 2.5 bath home is filled with warmth, character, and thoughtful updates throughout. Rich wood trim, architectural ceilings, and timeless design details create a welcoming feel from the moment you enter. The main level offers a spacious entry foyer, formal living and dining rooms, a well-appointed kitchen with oversized pantry and sliding glass doors leading to the backyard, a comfortable family room, and a versatile den ideal for a home office, playroom, or additional living space featuring two sliding glass doors that open to a covered side patio, creating the perfect indoor-outdoor extension. Upstairs features three generously sized bedrooms, a full hall bath, and a spacious primary suite with vaulted ceilings, walk-in closet, and private bath complete with a jetted soaking tub and separate shower. Outside, enjoy your own private retreat with an inground pool, pool shed, patio space, covered outdoor living area, on over 2 private acres to enjoy. Additional highlights include a 2 car attached garage, approximately 500 square feet of unfinished bonus space above the garage offering future potential, brand new roof and siding, and fully paid solar panels for added efficiency and long-term savings. A rare opportunity to own a home with architectural charm, space, and lifestyle in one of Hopewell Junction’s most desirable settings.

137 Blue Hill Road, Hopewell Junction
$489,000
4 Beds ⋅ 2 Baths ⋅ 999436 MLS
Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

7786 S Main Street, Pine Plains
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 990285 MLS
This cheerful c.1850 farmhouse captures the essence of Hudson Valley country living with a gracious wraparound porch, sweeping lawns, and classic barns. Filled with natural light, the house features high ceilings, original moldings, beautiful built-in cupboards and wood floors throughout. A traditional center hall opens to an expansive living room anchored by a Rumford-style fireplace, custom bookshelves, and charming window seat. The renovated kitchen and dining area create an inviting open-concept space ideal for everyday living and entertaining, featuring an Aga range and stainless steel appliances. The first-floor primary suite offers a spa-like bathroom with soaking tub, radiant heat, and a generous walk-in closet. Upstairs, a second ensuite bedroom is joined by two additional bedrooms and a bright laundry room. The third floor provides flexible space for a studio, music room, office, or meditation retreat. Thoughtful updates include a practical mudroom with pantry, new furnace, central air, a B-Dry basement system, and a solar array. Vintage barns, including a handsome three-story Dutch barn, are surrounded by rolling lawns, mature trees, and old apple orchards. Complete with a potential hilltop building site, this property offers numerous possibilities for a small farm, a custom home, dedicated studio/workshop space and more. A private saltwater swimming pool, fenced garden, and an historic stone summer kitchen complete the over 18-acre property spanning two adjacent parcels. According to local historians, Meadow Brook Farm has only had seven owners since 1688 when King James the II gave Dutchman, Pieter Schuyler a patent for the property. With wide-open skies, timeless pastoral beauty, and exceptional space for gathering and retreat, this is a uniquely beautiful Hudson Valley offering.

71 Starbarrack Road, Red Hook
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 998972 MLS
**TO BE BUILT** Located in this small, commuter-friendly 4-lot subdivision with 1+ acre lots in the heart of East Fishkill, within the Wappingers- John Jay School District, within minutes to the Taconic PKWY, schools, culinary grade restaurants, groceries, parks and recreation. Lot 4 features a spacious 4 bedroom, 2.5 bath Custom Farmhouse Colonial. Almost 2800 finished SQ FT, open floor plan featuring a spacious first floor primary suite, walk-in closet and expansive bath with custom tile surround shower, soaker tub and double vanity. Main level also features vaulted great room, an open concept eat in kitchen, family room centered around a gas fireplace, laundry room and half bath. Upstairs you will find 3 generously sized bedrooms, and two full baths. Full unfinished basement with 8’ ceilings, egress window allowing ample natural light and plenty of space for future expansion/gym/play room/flex space! Oversized 2 car garage with 9' doors and added mudroom walking in. High efficiency dual zoned natural gas fired furnace and central air. Reputable, local builder offering generous builder specifications. Pictures shown are of a previously built model, showing multiple options and upgrades. *Use #463 Route 82 Hopewell Junction in maps to find this new street, Cameron Way. Actual address will NOT work in maps.*

LOT 4 Cameron Way, Hopewell Junction
$749,000
3 Beds ⋅ 2 Baths ⋅ 998584 MLS
Beautiful parklike setting on over 7 private acres in the heart of the Hudson Valley. Tucked well off the road, this one floor living home offers exceptional privacy surrounded by mature trees, rock outcroppings, and a stream. Enjoy the outdoors from the wrap-around deck or explore your own wooded acreage. Inside, the main living areas have an open kitchen with Craft-Maid hickory cabinets, quartz soapstone counters, black stainless steel appliances and hardwood floors. Plenty of bright views out of the sliding doors to the porch overlooking the expansive back yard. The two car garage enters into the laundry room and provides easy access during any type of weather. The basement features two oversized windows, a sliding door, and would be a great additional space, the interior and exterior access make it very versatile. Two wooden outbuildings provide additional storage or workspace. Follow paths down to the stream for outdoor fun. Great for nature lovers and convenient to Red Hook and Rhinebeck, with easy access to the Taconic Parkway for a convenient NYC commute.

128 Sawmill Road, Red Hook
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 998694 MLS
Nestled on a country road in West Pine Plains, the Historic Hanlon Hill Farmstead offers a rare opportunity to own a piece of history. This 87-acre property, spanning five parcels, has been in the Hanlon family for six generations. The centerpiece is an 1840s eyebrow colonial home, set back from the road for ultimate privacy. As you enter the farm, you'll pass a serene pond and a charming one-bedroom guest cottage featuring wood floors and a beautiful brick fireplace. Currently rented for $1,000 per month, the tenant covers all utilities. The main house is a lovely blend of historic charm and modern comfort, with 4 bedrooms, 2 bathrooms, and gorgeous wide-board wood floors throughout. Nature lovers will appreciate the meadows, abundant woodlands, and diverse wildlife that surround the property. Farm roads wind through the land, leading to the highest points, where you can take in breathtaking sunset views. This land offers incredible development potential, with standing hardwoods ready for harvest, and the barn—24’ x 36’ with a metal roof—could easily be transformed into horse stalls or used for other farming needs. Whether you're an investor or an outdoor enthusiast, this property has endless possibilities. It’s ideal for hiking, hunting, or any outdoor activity you can imagine. The historic colonial features a large, covered front porch with its original door, opening into a grand staircase. To the right, a spacious living room boasts a large stone fireplace, and a small galley kitchen sits adjacent. To the left, you'll find a formal dining room and a bedroom with an antique bath, plus the main kitchen, complete with a wood stove. Upstairs, there are 3 bedrooms and a modern, fully-tiled bathroom with both a tub and shower. A cozy office or nursery is located off the largest bedroom. A three-season porch overlooks the meadows and orchard, offering a peaceful spot to relax. The property also includes a creamery, a smokehouse, and stunning stone retaining walls that add to its rustic charm. Conveniently located just off the Taconic Parkway, this farm is an easy drive to Rhinebeck, Red Hook, and Pine Plains. Whether you're looking for a serene retreat, a development opportunity, or a place to pursue farming, this historic property offers something for everyone.

303 Hicks Hill Road, Stanfordville
$695,000
3 Beds ⋅ 2 Baths ⋅ 998103 MLS
Rare opportunity in the historic hamlet of Rhinecliff! Originally built in 1859, this well-kept home offers timeless character along with everyday comfort. Updated over the years, the home features three bedrooms, two full baths, comfortable off-street parking for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening, entertaining, or enjoying time with pets. In September 2026, the entire exterior of the home was freshly painted, and the driveway and driveway fence were redone. The range and refrigerator are also brand new! Living in Rhinecliff offers a unique combination of historic character, Hudson River beauty, small-community charm, and convenient access to New York City. The hamlet is known for its Victorian, Colonial, and 19th-century architecture, creating a timeless Hudson Valley atmosphere. Nearby Rhinebeck offers boutique shopping, farm-to-table restaurants, cafés, arts, cultural events, and much more, while the surrounding Hudson Valley provides endless opportunities for hiking, boating, and outdoor recreation. One of this home's most special features is its exceptional proximity to the Rhinecliff–Kingston Amtrak Station, just three houses away with convenient sidewalk access. New York City is approximately a 90-minute train ride away, making weekend trips or commuting remarkably convenient. The station is so close, your car can stay in the driveway! Rhinecliff and Rhinebeck continue to attract buyers looking for weekend retreats, second homes, or a full-time move to the Hudson Valley. This is a rare opportunity to enjoy a wonderful balance of history, tranquility, character, and accessibility.

15 Charles, Rhinecliff
$359,900
2 Beds ⋅ 1 Baths ⋅ 997060 MLS
Tastefully updated 2 bedroom, 1 bath ranch situated on park-like property. Modern open floor plan features updated kitchen w/quartz counters, subway tile backsplash & stainless appliances. Spacious living room & two well proportioned bedrooms. Attractive bathroom w/tile shower. Laundry room conveniently located on main level. Newer siding & windows, 200 amp electric, new water heater & roof. 1 car garage for storage. Privately situated yet just minutes to Route 55, Taconic, shopping, dining and area attractions. Ideal for the first time purchaser or those looking to downsize.

66 Church Street, Poughquag
$436,999
3 Beds ⋅ 1 Baths ⋅ 995777 MLS
Welcome home!! Affordable Red Hook home with acreage and privacy without huge price tag. Updated 3 bedroom home in a quiet setting. Enjoy the retreat like yard, with nature trail. Recent enhancements includes: Generator 2025, range, refrigerator and microwave 2025, water heater coil 2025. 500 gallon oil tank tested in 2025, no leaks, operating well. (Seller is offering a $2500 credit toward future replacement). Roof 2024, fencing 2024, water softener 2024. Boiler 2019. Chimney flue cleaned 2024. Windows about 5 years old. Most furniture for sale. This will not last!

29 E Kerley Corners, Red Hook
$599,408
4 Beds ⋅ 2 Baths ⋅ 996401 MLS
Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and lifestyle. Designed to accommodate a variety of needs, the exceptional heated three-bay garage with soaring ceilings and expansive upper level creates endless possibilities for car enthusiasts, artists, writers, entrepreneurs, fitness enthusiasts, or those seeking a spacious home office or creative studio. The inviting interior features wood floors and tile throughout the main level, with an effortless open-concept layout ideal for both everyday living and entertaining. The vaulted-ceiling family room is filled with natural light and showcases tile flooring, a custom built-in entertainment cabinet, and a chimney ready for a pellet or wood stove. The adjoining kitchen flows seamlessly into the living and dining spaces, creating a warm and welcoming atmosphere. A formal dining room and spacious living room continue the home’s airy, connected design, while a first-floor bedroom and full bath with laundry closet provide flexibility for guests or one-level living. Upstairs, the primary suite offers vaulted ceilings and a private ensuite bath, accompanied by two additional bedrooms. Step outside to the rear deck overlooking the peaceful grounds—perfect for outdoor dining, entertaining, or simply enjoying the tranquil setting. A storage shed adds additional convenience to this thoughtfully designed property. A rare offering combining refined country style, functional workspace, and an ideal location in the heart of the Hudson Valley.

810 ROUTE 343, Dover Plains
$4,750,000
8 Beds ⋅ 13 Baths ⋅ 968589 MLS
Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations. Quaker Hill has long been known as one of the Hudson Valley’s most distinguished enclaves. For more than a century it has quietly attracted artists, writers, diplomats, and those seeking privacy, landscape, and a connection to history. Elmwood Farm stands among the hill’s most recognizable estates, shaped by generations of stewards who helped define the character of this remarkable hamlet. Owning Elmwood Farm is not simply about acquiring a home. It is about becoming part of the long story of Quaker Hill and carrying that legacy forward. The manor itself reflects the craftsmanship and romance of another era. Leaded glass windows cast soft light throughout the interior, while hand carved pilasters and hand painted plaster ceiling motifs reveal the artistry and attention to detail that defined the estate’s original design. Dramatic rooflines with carved timber fascia and Gothic inspired spires create a striking architectural silhouette that rises above the surrounding landscape. At the center of the home, a magnificent figured oak staircase ascends through the interior, its hand carved newel posts adorned with whimsical animal figures that speak to the individuality and charm of the residence. Gracious gathering rooms anchored by ten fireplaces provide spaces that feel both intimate and grand, equally suited for quiet evenings by the fire or lively gatherings with friends. A charming upper wing with hand painted storybook murals adds an unexpected and delightful layer of character that reflects the estate’s long and colorful history. Beyond the main residence, Elmwood Farm unfolds as a true country compound. The property includes two caretaker homes, a carriage house with groom’s quarters, a yoga studio, and a greenhouse, offering extraordinary flexibility for guests, staff, creative pursuits, or wellness focused living. The grounds themselves are equally compelling. Rolling lawns, mature trees, and sweeping views across the surrounding countryside create a sense of scale and serenity that is increasingly rare in today’s world. The landscape feels timeless, a place where mornings begin with mist rising over the hills and evenings conclude with golden sunsets stretching across the valley. For the next owner, Elmwood Farm offers something truly rare. It is an opportunity to become the next steward of one of Quaker Hill’s historic estates and to preserve a remarkable piece of Hudson Valley history while shaping its next chapter for generations to come.

618 Quaker Hill Road, Pawling
$649,900
4 Beds ⋅ 3 Baths ⋅ 996478 MLS
Classic styling and a superb location await you in this well maintained home offered for sale by the original owners. Set on 1.34 mostly wooded acres in one of LaGrange's most desirable neighborhoods, this 4 br, 2.5 bath home is located less than 8 minutes from the Taconic Parkway, all schools, Baird Park and LaGrange Town Center. The private and secluded 30 home neighborhood is built around a loop, so there is almost no car traffic. The open kitchen/breakfast nook/family room design is great for gathering and get togethers. As the days get shorter and temperatures fall, the fireplace in the family room will become an everyday place to gather with loved ones. If you desire solitude, the formal living room is just the place to put your most comfortable chair and stack of books. The formal dining room with hardwood floors will be part of every holiday celebration. The bedrooms are all spacious and bright. There is easy access to the attic via pull down stairs, the walk out basement is lined with shelves as is the side entry 2 car garage. The large laundry area will make your life easier and the convenient mudroom will give everyone space to leave their muddy shoes, keeping your house cleaner. The full length front porch is a favored place to relax and the new back deck is perfect for backyard barbeques. The boiler, water heater, garage doors, garage door openers and deck have all been updated since 2024. A classic center hall colonial in a private and quiet neighborhood, located just minutes to schools - it's all here.

76 Rockledge Drive, Pleasant Valley
$1,400,000
3 Beds ⋅ 8 Baths ⋅ 996782 MLS
This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook
$795,000
3 Beds ⋅ 3 Baths ⋅ 985648 MLS
A remarkable opportunity to own a beautifully maintained circa-1840 Colonial set on 12 acres in the town of Beekman. With 3,656 square feet, 3 bedrooms, 2.5 baths, multiple fireplaces, and a thoughtful blend of historic character and modern amenities, this distinctive property offers exceptional space, flexibility, and value. Enter through the gated drive to a gracious residence featuring wide-plank floors, period moldings, and original architectural details throughout. The heart of the home is a beautifully appointed chef's kitchen with custom cabinetry and premium appliances, opening to an inviting living area with fireplace and sun-filled dining nook. The main level also offers a formal dining room, living room, library with fireplace, home office, and a welcoming covered front porch. Upstairs, the primary bedroom features two naturally lit walk-in dressing rooms, accompanied by two additional bedrooms and a renovated bath with Jacuzzi tub and walk-in shower. A private lower-level guest suite offers additional living space, original architectural details, a fireplace, and direct access to a bluestone patio, with its own exterior entrance. The 8-foot heavy-wire deer fence encloses roughly one-third of the property, creating a secure area for gardens, pets, and outdoor enjoyment. Mature specimen trees, perennial gardens, a greenhouse, and a year-round stream add beauty and character to the grounds. Beyond the main residence, a substantial detached barn-style garage includes a work area and upper loft with excellent potential for an office, studio, gym, or creative workspace. An additional storage building provides further utility. A pergola-covered rear deck extends the home's living space outdoors and overlooks the grounds. The 12 acres offer room to garden, entertain, explore, and enjoy the changing seasons, with both open and wooded areas providing a variety of possibilities. Modern conveniences include central air conditioning, generator, irrigation system, and Pella windows. Ideally situated minutes from shopping and dining, the Taconic State Parkway, I-84, and Pawling train station, the property combines the character and space of a historic country home with convenient access to everyday amenities and New York City.

212 Pleasant Ridge Road, Poughquag
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 990835 MLS
Introducing a rare offering within The Townhomes at Bellefield, a refined collection of luxury residences set within one of the Hudson Valley’s most thoughtfully envisioned communities. Located in the heart of historic Hyde Park, just minutes from the Culinary Institute of America and approximately 90 minutes from New York City, this newly constructed center unit townhome spans over 4,600 square feet and delivers a seamless blend of modern design, functionality, and elevated living. Thoughtfully designed across multiple levels, the residence offers 4 bedrooms, expansive living areas, and a private office, creating a layout that is both versatile and intentional. The open-concept main level is framed by oversized windows and clean architectural lines, allowing natural light to pour through the space while creating a strong connection to the surrounding landscape. A chef-caliber kitchen anchors the home, featuring premium appliances, custom cabinetry, and a large central island, all flowing effortlessly into the dining and living areas designed for both intimate gatherings and larger-scale entertaining. The primary suite is designed as a true retreat, offering generous proportions, refined finishes, and a sense of privacy rarely found in townhome living. Additional bedrooms and flexible spaces provide the ability to tailor the home to your lifestyle, whether for guests, work-from-home needs, or creative use. Every element of the home is designed to enhance daily living. A private elevator services all levels, creating ease and accessibility throughout. Multiple outdoor spaces extend the living experience beyond the interior, culminating in a rooftop terrace designed for elevated entertaining or quiet relaxation, with the option for a fireplace and lounge setting overlooking the surrounding greenery. Set within the larger Bellefield community, the lifestyle extends far beyond the home itself. Residents are immersed in a walkable, destination-driven environment surrounded by preserved landscapes, farms, vineyards, and cultural landmarks. Enjoy close proximity to fine dining, curated retail, and the nearby Inn at Bellefield, offering hospitality, wellness, and experiences just moments from your front door. Additional features include a two-car garage, thoughtfully designed storage, and high-end finishes throughout. Whether you’re seeking a full-time residence, a refined weekend escape, or a long-term investment in one of the Hudson Valley’s most exciting new developments, this home delivers a rare combination of design, location, and lifestyle in a setting that feels both connected and completely removed.

212 Carriage Way, Hyde Park
$2,400,000
4 Beds ⋅ 5 Baths ⋅ 990832 MLS
Introducing a rare offering within The Townhomes at Bellefield, a refined collection of luxury residences set within one of the Hudson Valley’s most thoughtfully envisioned communities. Located in the heart of historic Hyde Park, just minutes from the Culinary Institute of America and approximately 90 minutes from New York City, this newly constructed end unit townhome spans over 4,600 square feet and delivers a seamless blend of modern design, functionality, and elevated living. Thoughtfully designed across multiple levels, the residence offers 4 bedrooms, expansive living areas, and a private office, creating a layout that is both versatile and intentional. The open-concept main level is framed by oversized windows and clean architectural lines, allowing natural light to pour through the space while creating a strong connection to the surrounding landscape. A chef-caliber kitchen anchors the home, featuring premium appliances, custom cabinetry, and a large central island, all flowing effortlessly into the dining and living areas designed for both intimate gatherings and larger-scale entertaining. The primary suite is designed as a true retreat, offering generous proportions, refined finishes, and a sense of privacy rarely found in townhome living. Additional bedrooms and flexible spaces provide the ability to tailor the home to your lifestyle, whether for guests, work-from-home needs, or creative use. Every element of the home is designed to enhance daily living. A private elevator services all levels, creating ease and accessibility throughout. Multiple outdoor spaces extend the living experience beyond the interior, culminating in a rooftop terrace designed for elevated entertaining or quiet relaxation, with the option for a fireplace and lounge setting overlooking the surrounding greenery. Set within the larger Bellefield community, the lifestyle extends far beyond the home itself. Residents are immersed in a walkable, destination-driven environment surrounded by preserved landscapes, farms, vineyards, and cultural landmarks. Enjoy close proximity to fine dining, curated retail, and the nearby Inn at Bellefield, offering hospitality, wellness, and experiences just moments from your front door. Additional features include a two-car garage, thoughtfully designed storage, and high-end finishes throughout. Whether you’re seeking a full-time residence, a refined weekend escape, or a long-term investment in one of the Hudson Valley’s most exciting new developments, this home delivers a rare combination of design, location, and lifestyle in a setting that feels both connected and completely removed.

218 Carriage Way, Hyde Park
$469,900
3 Beds ⋅ 2 Baths ⋅ 995740 MLS
Beautifully renovated split-level home offering an open concept layout filled with natural light. Features a stunning updated kitchen with island , quartz countertops, brand-new stainless steel appliances, back splash and modern finishes throughout. Spackenkill School District. This move in ready home offers hardwood and laminate flooring, central air, natural gas heating, public water, and sewer. The dining room opens directly to the oversized deck overlooking the above ground pool with new liner, creating the perfect outdoor lifestyle for summer enjoyment. The lower level offers a good size family room with half bathroom perfect for gathering or relaxing. Recent upgrades include a New gas furnace, New AC condenser, New gas water heater, LED recessed lighting throughout, Freshly Painted Interior , redone hardwood floors and a spacious new deck perfect for entertaining. Great Commuter Location! Very Close to Shopping centers, Poughkeepsie Galleria, Parks, Restaurants, Vassar and Marist College and Route 9. Minutes to Metro North Railroad and Amtrak station, Hudson Valley Rail Trail, The Culinary Institute of America, the Dutchess community College and more amenities that this beautiful community has to offer.

22 Oriole Drive, Poughkeepsie
$1,649,000
5 Beds ⋅ 4 Baths ⋅ 991832 MLS
A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting—equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamless balance of everyday comfort and sophisticated entertaining. The open kitchen was remodeled with new butcher block countertops, top of the line appliances, new center island and coffee bar with wine fridge. Take a step down to the sunroom with exceptional light, where French doors blur the line between indoors and courtyard living. A beautifully scaled flex room above the garage, offering endless versatility. Numerous improvements include new roof, windows, water filtration system, new front double entry doors and much more. Ideally sited for seamless access to the Taconic Parkway, the villages of Rhinebeck and Red Hook, and the Rhinecliff train station. This home is where history, architecture and landscape converge in a singular and irreplaceable offering.

1429 Jackson Corners Road, Red Hook
$339,999
3 Beds ⋅ 2 Baths ⋅ 996093 MLS
Welcome home to this absolutely stunning Colonial nestled in the city of Poughkeepsie, conveniently located just minutes from shopping, dining, and everyday amenities. Meticulously updated over the past five years, this move-in ready home offers the perfect blend of classic charm and modern comfort. Step inside to discover a warm and inviting first floor featuring a spacious living room and formal dining room with beautiful hardwood floors flowing throughout. The oversized dining area leads seamlessly into a tastefully renovated kitchen complete with tile flooring, modern finishes, and plenty of space for entertaining. Just beyond, you'll find a convenient laundry area and an updated half bath. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary bedroom, along with a beautifully remodeled full bathroom designed with style and functionality in mind. From top to bottom, this home has been lovingly maintained and thoughtfully updated, leaving nothing to do except unpack and enjoy.

163 N Hamilton Street, Poughkeepsie

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.