113 properties for sale in Rock City, Milan town Dutchess County New York

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Circa 1830, this sweet cottage blends historic character with an idyllic Sawkill Creekside setting just 7 minutes from both Red Hook and Rhinebeck. Original wide-board wood floors, exposed beams, and nearly 200 years of preserved detail bring warmth and authenticity to the 2-bedroom, 1.5-bath home. Set amid mature woodland and open grassy clearings, the property feels private and peaceful, with quiet neighbors and the soothing sound of water throughout. Primary and full bath on the 2nd floor. Additional space in the lower level with access to outdoors Behind the cottage, approximately 450 feet of the Saw Kill Creek-a Class A trout stream-winds through the woods, offering a place to cool off on summer days, cast a fishing line, or simply enjoy the view from the back deck above. A rocking-chair front porch welcomes you home, while practical updates include a newer septic tank, 200-amp electrical service, propane heat, owned water softener, and a roof installed in 2010. washer and dryer d

Circa 1830, this sweet cottage blends historic character with an idyllic Sawkill Creekside setting just 7 minutes from both Red Hook and Rhinebeck. Original wide-board wood floors, exposed beams, and nearly 200 years of preserved detail bring warmth and authenticity to the 2-bedroom, 1.5-bath home. Set amid mature woodland and open grassy clearings, the property feels private and peaceful, with quiet neighbors and the soothing sound of water throughout. Primary and full bath on the 2nd floor. Additional space in the lower level with access to outdoors Behind the cottage, approximately 450 feet of the Saw Kill Creek-a Class A trout stream-winds through the woods, offering a place to cool off on summer days, cast a fishing line, or simply enjoy the view from the back deck above. A rocking-chair front porch welcomes you home, while practical updates include a newer septic tank, 200-amp electrical service, propane heat, owned water softener, and a roof installed in 2010. washer and dryer d

Welcome home to this beautifully preserved and thoughtfully updated Victorian set behind a wide wrap-around porch and twin bay turrets. Inside, period millwork, diamond-pane windows, and rich hardwoods meet fresh, bright finishes for a timeless yet modern feel. A series of light-filled rooms flow around a dramatic coffered-ceiling salon where French doors and decorative columns create an elegant centerpiece. The black shiplap fireplace anchors the adjoining living room, framed by walls of windows that bathe the space in natural light. The white chef's kitchen blends classic shaker cabinetry and brass hardware with crisp quartz counters, a generous island for prep and seating, gas range, and statement lighting-perfect for everyday cooking and effortless entertaining. Upstairs, serene bedrooms showcase natural light, warm floors, and restful palettes. The primary bedroom easily accommodates large furniture and has a beautiful en suite bathroom in one of the turrets. The other turret curr

Welcome home to this beautifully preserved and thoughtfully updated Victorian set behind a wide wrap-around porch and twin bay turrets. Inside, period millwork, diamond-pane windows, and rich hardwoods meet fresh, bright finishes for a timeless yet modern feel. A series of light-filled rooms flow around a dramatic coffered-ceiling salon where French doors and decorative columns create an elegant centerpiece. The black shiplap fireplace anchors the adjoining living room, framed by walls of windows that bathe the space in natural light. The white chef's kitchen blends classic shaker cabinetry and brass hardware with crisp quartz counters, a generous island for prep and seating, gas range, and statement lighting-perfect for everyday cooking and effortless entertaining. Upstairs, serene bedrooms showcase natural light, warm floors, and restful palettes. The primary bedroom easily accommodates large furniture and has a beautiful en suite bathroom in one of the turrets. The other turret curr

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

Set just east of the Village of Rhinebeck, Wonderland Farm encompasses 65 acres of gently rolling countryside spread across two separate deeded parcels. The landscape is defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a century of continuous agricultural heritage and thoughtful stewardship. At its center stands a classic 1898 farmhouse, offering the enduring appeal of late 19th-century architecture. The home features original hardwood floors, period woodwork, and timeless details that speak to its history while providing a comfortable and welcoming living environment. The property also includes two barns, each with its own architectural and functional significance. The larger barn is a remarkable 1700s hand-hewn post-and-beam structure, an enduring example of early American craftsmanship. Both barns are equipped with electric service, and one inclu

Tucked into a peaceful hillside setting on four private acres, 133 White Schoolhouse Lane offers a quiet Rhinebeck retreat surrounded by the natural beauty of the Hudson Valley. Thoughtfully designed for privacy and comfort, the home balances open, connected living spaces with more traditional rooms that create warmth, separation, and flexibility. The layout feels both inviting and practical, with generous natural light, beautiful hardwood floors, and an easy flow between living and gathering spaces. A three-season sunroom creates a seamless connection to the outdoors and offers the perfect place to relax and take in the surrounding landscape from spring through fall. The attached two-car garage adds everyday convenience and ample storage, while the expansive acreage provides plenty of room to garden, entertain, explore, or simply enjoy the tranquility of nature. Recent upgrades include central air conditioning and a whole-house generator, bringing modern comfort and added peace of min

Built in 1787, this wonderfully preserved Hudson Valley farmhouse carries more than two centuries of history with an ease that feels remarkably livable today. Original details remain at the heart of the three-bedroom, two-bath home, set on just shy of 5 acres: wood floors, period hardware, a Dutch door with distinctive patty-pan hinges, exposed structural elements and a generous fireplace anchoring the main living space. These early details are complemented by a thoughtfully updated kitchen that feels clean and understated while remaining sympathetic to the architecture. Light moves beautifully through the house, while a generous screened porch extends the living space outdoors—a relaxed place for summer dinners, morning coffee and long afternoons overlooking the surrounding landscape. Outside, mature trees and established plantings frame the farmhouse, while an impressive original three-bay barn adds another layer of history, character and possibility. And while the setting feels wond

Perched on a knoll along a quiet country road, this well-loved mid-century ranch has been home to the same family for more than 60 years. Its classic details evoke simpler times: after-school snacks in the country kitchen, Thanksgiving gatherings in the formal dining room, Christmas celebrations in the spacious living room, and summer evenings playing cards on the enclosed three-season porch as fireflies flicker across the yard. The primary bedroom features a private full bath, while three additional well-sized bedrooms offer generous closet space. A second full bath adds convenience. Hardwood floors lie beneath the carpeting in most rooms, and eclectic vintage touches add character throughout. The lower level includes a playroom with gas stove perfect for chilly days and bar once enjoyed for lively gatherings, along with a separate workshop with wash basin, laundry area, utility space, and well-maintained systems. Recent updates include septic fields and oil tank A full attic allows f

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,

Nestled on 4.3 private acres, this country retreat is set back graciously from a rural road, in a lovely meadow surrounded by mature flowering trees, giving a vision of color throughout Spring, Summer and Fall. You'll find this home offers multiple spaces for gathering with friends and loved ones, starting with the deep end-to-end-covered veranda in front, a screened porch and expansive deck in the rear, and an inviting in-ground swimming pool drenched in full sun with an extensive surround. Once inside, you'll find the space to be warm and comfortable with an easy flow for relaxing, reading a good book and of course, entertaining. The kitchen, with its many cabinets and lots of counter space opens to a spacious dining area that flows easily to a a cozy living room and woodstove for those chilly evenings. The living room area continues to yet another dining area, or create a space that works just for you! There is a family room with a woodstove on the lower level, perfect for game time

Welcome to Knickerbocker Farm, an elegant circa 1790 farmhouse overlooking rolling meadows, a tranquil pond, and two antique barns, on over 12 acres, just three miles from the heart of Rhinebeck. Enter through the classic front hall with its graceful staircase and sense of history. The living, dining, and sitting rooms are graciously proportioned, each featuring 10-foot ceilings, decorative crown and base moldings, marble fireplaces, and beautifully preserved wide-board floors that flow throughout the home. Pocket doors connect the living room and sitting rooms, adding both charm and flexibility. Sunlight pours into the corner sunroom from the east and south, while the eat-in kitchen, anchored by a striking stone fireplace, offers a warm gathering space for casual dining. French doors open to a mahogany back deck, perfect for enjoying the sweeping pastoral views. A first-floor bedroom and full bath allow for guest accommodations or one-level living. Upstairs, four sunlit bedrooms inclu

A True Hudson Valley Private Sanctuary: Historic Soul Meets a Complete Modern Reimagining Welcome to 262 Linden Avenue, an extraordinary 5.44-acre village-edge estate compound that seamlessly blends sophisticated modern design with the peaceful serenity of a private nature preserve. Completely gut-renovated from the basement up, this 3-bedroom, 3-bathroom residence offers the rare luxury of a brand-new home wrapped in classic architectural charm, with absolutely zero deferred maintenance. Step inside to an airy, sun-drenched main floor designed for effortless living and entertaining. The kitchen features open shelving but plenty of uppers, new appliances, and gorgeous, leather-finished Brown Fantasy granite countertops. The main level hosts a coveted primary bedroom suite with a beautifully appointed full bath, alongside a dedicated laundry room/den with an additional full bath. Upstairs, discover a spectacular loft area framed by contemporary cable railings, a luxurious bath featuring

Set among majestic trees with the gentle sound of a creek below, Turkey Hill is a warm and tranquil country home where soaring ceilings, exposed beams and log home character create an inviting sense of place. A large covered front porch sets the tone. It is the kind of spot made for slow mornings with coffee, long summer evenings and rocking chairs, with birdsong in the trees and the creek in the distance. Inside, cathedral ceilings give the main living space a striking sense of volume, while exposed wood beams throughout the home bring warmth and character from room to room. At the heart of the living room, a wood-burning fireplace with a dramatic stone surround creates a natural gathering place, while a propane stove offers another cozy source of warmth. The kitchen pairs the home’s rustic character with a clean, updated feel, including new quartz countertops and direct access to a side deck leading to the fenced backyard and garden. Off the living room, a light-filled sunroom is cur

Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. This inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing valuable additional living space perfect for a family room, home office, gym, guest area, or recreation space. A spacious two-car garage offers everyday convenience, while the detached shed provides ample storage for tools, outdoor equipment, and seasonal items. Step outside and enjoy your own private backyard retreat, complete with a fire pit that's perfect for gathering on cool Hudson Valley evenings. Ideally situated just minutes from local schools, shopping, restaurants, and the charming Village of Red Hook, this home also offers easy access to nearby train stations for commuters and weekend travelers alike. Combining thoughtful updates, fle

Fully available, this ranch style home has $200,000+ in new updates, which include new luxury vinyl flooring through-out the entire 1434 sq. FT. 3 bedroom 2 full bath home, new lighting package, brand new windows, doors, completly painted. The kitchen has custom cabinets along with wine/beverage refrigerator. New quartz countertops with subway tile back-splash and, brand-new stainless-steel appliances and pantry. Two brand new full bathrooms with custom double vanitity and clear glass shower doors are a must see. Tile flooring in a large laundry/mud room lead out to one car garage and level yard. Other updates include central a/c, high efficiency heat pump, water heater, garage door, siding, roof, front porch and much more. Close to taconic state parkway. Move in right away

Privately sited across 10.37 park-like acres, this fully updated residence stands as an elevated countryside sanctuary, positioned moments from historic Rhinebeck Village and ten minutes from the Taconic State Parkway. The interiors express a refined architectural warmth, anchored on the main level by a primary suite with full bath, a striking floor-to-ceiling stone fireplace with an integrated wood stove, and a thoughtfully updated chef's kitchen designed around a generous central island. The upper level offers private guest quarters featuring two spacious bedrooms, a full bath, and a dedicated laundry room, while an attached two-car garage affords subtle everyday convenience. Outdoors, the grounds offer an exceptionally private haven-anchored by a tranquil pond, a secluded screened deck, and a stone fire pit set for quiet evenings under the stars. Combining complete solitude, enduring design, and immediate access to Rhinebeck's celebrated dining and cultural landscape, 150 Cedar Heig

Charming two-bedroom lake cottage in the Twin Lakes community of Elizaville, offering a peaceful setting and inviting views of South Twin Lake. This approximately 892-square-foot home features two bedrooms, one full bath, a comfortable single-level layout, abundant natural light, and a full unfinished basement providing valuable storage and future possibilities. Enjoy lake access and the relaxed character of a classic country retreat, ideal for year-round living or a weekend getaway. The property is serviced by a private well and septic system and is conveniently located within the Pine Plains Central School District. A wonderful opportunity to enjoy lake-community living in scenic Columbia County

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank