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

A rare opportunity to own. 66 acres in the heart of historic Rhinebeck Village. Currently divided into two adjoining parcels, the property is ready for restoration and new life. Once a late 19th century homestead, this special property retains its rich character with the original Victorian residence, barn, and blacksmith’s open barn still standing. Imagine creating your own village compound — the Victorian home beautifully restored, and the barn house transformed into a guest cottage, studio, home office, or enjoy rental income from one while living in the other — the possibilities are endless. With village approvals in place for the driveway and site plan, this property is primed for transformation — all that’s missing is your vision. Surrounded by the charm of the village, and just two blocks away from the farmers market, restaurants and shops; the location is the ideal. Less than 3 miles to the Rhinecliff Amtrack Train Station. This is a rare chance to combine history, convenience,

Light Filled 1BR Condo on the Pond in The Woods at Rhinebeck. Welcome to an airy, open, and beautifully bright 1 bedroom, 1.5 bath condominium set directly on a tranquil pond in The Woods at Rhinebeck—one of the area’s most desirable communities. This unit offers the perfect blend of peaceful living and unbeatable convenience, just minutes from the heart of Rhinebeck Village. Spacious, open concept living and dining area filled with natural light. Large windows framing serene pond views. Bright kitchen with great flow for everyday living. 1.5 bathrooms, including a well appointed full bath off the primary bedroom. Comfortable primary suite with generous closet space. Outdoor & Community Features Private deck overlooking the pond—ideal for morning coffee or evening unwinding Beautifully maintained grounds with mature trees and paths. Community pool for summer relaxation. Tennis courts for recreation and exercise. Prime Rhinebeck Location. Just moments from Rhinebeck’s restaurants, bouti

Welcome to 19 Closs Drive, a beautiful, updated, move in ready 3 BR, 2 BTH ranch located within walking distance to Rhinebeck Village shops, restaurants, boutiques, schools and spas. The exterior of the house has been tastefully updated with new siding and stonework in 2020. A newer mission style front door & porch beckons you to enter into this home replete with gleaming hardwood floors in the living room & bedrooms. The bright living room, lit up by the morning sun, is a cozy gathering place. The fireplace warms you up on those chilly winter days. The heart of this home is a stunning kitchen featuring an island, granite countertops, tile floor & stainless-steel appliances. Ideal for entertaining, the kitchen is open to the dining area & is steps from the living room. The screened porch offers additional dining & entertaining area. An outdoor patio offers another place to relax with your morning coffee or evening glass of wine. The primary suite with updated bath, two additional bedro

Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout. The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an effortless flow into the main living areas, making it ideal for both everyday living and entertaining. Just beyond, an expansive screened porch overlooks the backyard, creating the perfect space for morning coffee, summer dinners, or simply relaxing. Situated on a level 0.35-acre lot, the property also features a fire pit for enjoying evenings outdoors. Built in 1958 and tastefully updated, this move-in-ready home offers the convenience of one-level living just moments from Rhinebeck's renowned restaurants, boutiques, farmers market, and cultural attractions. A rare opportunity to own a turnkey home

Set on 8.7 private, parklike acres, this spacious 4+bedroom, 3 bath expanded ranch offers over 2,400 square feet of living space, an inground gunite pool with snap down cover and a new filter in 2020. Exceptional privacy with no neighboring homes in sight. The property is being sold as two adjoining parcels: 5.4 acres with the residence and pool, plus a separate 3.3-acre vacant parcel. The vacant land parcel has 84 feet of road frontage on Route 199. The home features hardwood floors, a fully remodeled kitchen completed in 2021, Andersen windows installed in 2021, a new boiler in 2023, and a new roof and gutters in 2019. The expanded 1st floor has an open flow in the kitchen, dining, and living areas with an office/den that could be another bedroom. The bedroom wing has an updated hall bath, 3 guest rooms and a large primary with an updated bathroom too! A spiral staircase leads to a partially finished 2nd floor multi-purpose room. Ideal as a fifth bedroom, playroom, studio, or private

Welcome to 32 North Loop, a well-maintained townhouse-style condominium in The Woods at Rhinebeck. Offering 1,194 square feet, this 1 bedroom, 1.5 bath home is ideally located just a short distance from the heart of Rhinebeck Village, where you'll enjoy easy access to shops, restaurants, and everyday conveniences. The inviting open-concept floor plan connects the living and dining areas, creating a comfortable space for everyday living and entertaining. An electric fireplace adds warmth and ambiance, while the kitchen features a center island with breakfast bar. A convenient first-floor powder room, laundry closet, and garage access complete the main level. Upstairs, the spacious primary bedroom offers a private ensuite bath with a double vanity. A generous den at the top of the stairs provides flexible space for a home office, additional living area, or guest accommodations. Large windows throughout the home fill the interior with abundant natural light. Additional highlights include

Nestled within the sought-after lakeside community of Sepasco Village in the Town of Rhinebeck, this spacious and meticulously maintained 2,800-square-foot home offers an exceptional blend of comfort, flexibility, and Hudson Valley living. Featuring four bedrooms and three-and-one-half baths, the thoughtfully designed floor plan includes primary suites on both the main and second levels, making it ideal for a variety of living arrangements. Designed for today’s lifestyle, the home offers an abundance of versatile living space, including a kitchen, dining room, living room, den, family room, office, gym, media/game room, and four generously proportioned bedrooms. Whether working from home, entertaining guests, pursuing hobbies, or accommodating multi-generational living, this home easily adapts to your needs. Outdoor living is equally inviting, with an expansive deck that includes both open-air and beautifully screened-in areas, creating wonderful spaces for dining, relaxing, and entert

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10' wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor li

The Canopy House Named for the towering canopy of mature trees that defines its landscape, The Canopy House is a home shaped as much by light as by architecture. Here, the forest is not simply the backdrop, it becomes part of daily life. Walls of glass frame the changing seasons while sunlight filters through the leaves, casting shifting patterns across stone, wood, and slate throughout the day. Set on 10.11 wooded acres just minutes from the heart of Rhinebeck Village, the property offers a rare balance of privacy and connection. Masterfully reidesigned in 2019 by the acclaimed design-build firm The Art of Building, the main residence is a remarkable expression of craftsmanship and thoughtful design. Mid-century modern architecture is complemented by an understated palette of warm woods, natural stone, dark architectural accents, and expansive glass, creating interiors that feel sophisticated, welcoming, and deeply connected to their surroundings. Throughout the home, there is a quiet

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality-from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natura

Tucked away in the quiet Forest Park neighborhood, this charming three-bedroom split-level ranch offers a warm and welcoming retreat. Hardwood floors flow through much of the home, while the spacious living room provides a comfortable place to relax or gather with friends. On cooler days, a thermostat-controlled pellet stove keeps the lower level cozy and efficient. The flexible lower level includes a family/entertainment room, plus a separate laundry room with a half bath-perfect for everyday living. Convenient to Rhinebeck, Red Hook and a quick hop across the bridge to Kingston

Welcome to 22 Crosmour Rd. Located near the end of a no-outlet street in Rhinebeck Village, this 1,616 sqft, 3-bedroom, 3-full-bath home sits on a 0.44-acre lot. The main level features an open living and dining area with access to a large back deck from both the living room and the primary bedroom. The lower level includes interior access to the attached 2-car garage, a finished bonus room with walk-out access to the backyard, and a third full bathroom. Conveniently located close to the Village's shops, restaurants, and amenities while offering a quiet residential setting. Located in the Rhinebeck Central School District

Built in 2023, this beautifully designed 3-bedroom, 3-bath home is privately set on a lovely wooded 3-acre parcel at the end of a quiet private road in the highly sought-after town of Red Hook. Thoughtfully designed with comfort and functionality in mind, the inviting open-concept main living space is flooded with natural light and features a gourmet kitchen with stone countertops, a large center island, and seamless flow into the dining area with glass sliders leading to the rear deck-perfect for indoor-outdoor living. A vaulted ceiling further accentuates the airy character of the spacious living room. The generously sized primary suite offers a peaceful retreat complete with a large ensuite bath and walk-in closet, while two additional guest bedrooms and a full bath are situated on the opposite side of the home, creating an ideal layout with privacy and separation of space. The versatile lower level opens the door to countless possibilities, offering ample room for a family room, ho

This Renovated country contemporary home sited on 1.56 picturesque acres just 1.5 miles from the Village of Rhinebeck. Designed for seamless indoor-outdoor living, the property features over 1,300 sf of decking, perennial flower and rock gardens, a fenced raised-bed vegetable garden, and a stunning rock garden with a waterfall which cascades into a tranquil Koi pond. A charming, light-filled 2,760-square-foot home offering three bedrooms and two full baths. Thoughtfully updated throughout, a few of the recent updates include a chef's kitchen featuring custom wood cabinetry, quartzite countertops, a propane range and a center island for dining. Additional upgrades include new and refinished wood flooring, energy-efficient mini-split heating and cooling systems, ceiling fans, updated lighting, and a custom steel-welded propane fireplace with a reclaimed wood mantel. The dramatic living room features a vaulted ceiling, walls of glass, and the striking custom fireplace, creating a year-rou

Welcome to The Woods at Rhinebeck, Phase II where comfort, tranquility, and convenience come together. This desirable end-unit condominium offers spectacular pond views and a bright, inviting interior designed for easy living. The spacious two-bedroom, two bath layout features a warm and cozy living area, perfect for relaxing evenings at home or entertaining family and friends. A screened-in porch overlooks the picturesque pond, creating the ideal setting to enjoy your morning coffee and unwind after a busy day, or simply take in the peaceful surroundings. Lovingly maintained in good condition, this home is ready for its next owner. Residents enjoy access to outstanding community amenities, including a clubhouse, swimming pool, and tennis courts. Located just minutes from the charming Village of Rhinebeck, you'll have easy access to boutique shopping, acclaimed restaurants, farmers markets, and the area's vibrant arts and cultural scene. Whether you're seeking a peaceful weekend retrea

A village ranch, quietly reimagined. 30 Platt sits on one of Rhinebeck’s most beloved streets — walking distance to everything, with the feeling of being tucked away. The exterior tells the story well: dark hardiplank siding, a copper-roofed front portico, white columned porch, a deep-toned front door and oversized windows that give the cottage scale and intention. Inside, the renovation was done with care — a kitchen with white shaker cabinetry, dark stone counters, glass globe pendants, and a wine fridge that suggests the right priorities. The dining area opens to a bay window banked with morning light, flowers from the garden optional but encouraged. An open floor plan spills from the dining area to a living room and fireplace. A bedroom, generous office and full bath complete the main floor. The partially finished basement adds meaningful living space — a second bedroom, full bath and a flex space. The screened porch is a season-extender with a haint blue ceiling, and ceiling fan.

Easy Living on 14 Acres in Red Hook. Tucked away on a sweeping 14-acre parcel, this funky-cool 1970s contemporary offers space, privacy, and that unmistakable Hudson Valley vibe. With comfortable bedrooms and two full baths—including a first-floor laundry with washer and dryer—this home is designed for effortless everyday living. The main living area centers around a wood-burning fireplace, perfect for cozy nights in. An updated kitchen with stainless steel appliances keeps things fresh and functional, while big windows bring in natural light and views of the surrounding open land. If you’re looking for room to roam, breathe, garden, explore, or simply unwind, this property delivers. It’s a true private sanctuary just minutes from the heart of Red Hook. Cool lines, warm spaces, and acres of possibility—this one is a find

Tucked at the end of a quiet dead-end road just moments from the heart of Rhinebeck, this fully reimagined village ranch offers something increasingly rare: the ease of entirely new construction within one of the Hudson Valley's most beloved towns. Taken down to the studs and thoughtfully rebuilt from top to bottom, every inch of this home has been renewed-siding, roof, windows, systems, walls, flooring, layout, appliances, and outdoor spaces-all executed with a crisp, cohesive eye and a light-filled neutral palette that feels both elevated and effortlessly welcoming. Inside, vaulted ceilings, rich hardwood floors, and a classic brick fireplace anchor the open-concept living space, where natural light pours in and every detail feels considered. The kitchen is equal parts polished and practical, featuring custom cabinetry, stainless steel appliances, a Bertazzoni range, wine fridge, and seamless flow for gathering. Dining opens directly to a fenced backyard designed for easy outdoor liv

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

A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley. Two wood-clad volumes anchor the composition, their silhouettes inspired by vernacular forms yet rendered with precision and clarity. The architecture is quiet but deliberate, designed to recede into the landscape while opening fully to it. At the center of the home, a dramatic 30-foot vaulted living and dining room rises in a single uninterrupted gesture. Natural light moves across pale plaster walls and wide-plank European oak floors, shifting the atmosphere throughout the day. A wood-burning stove grounds the space, bringing warmth and intimacy to the soaring volume. The kitchen is integrated rather than announced, wrapped in custom oak cabinetry and stone, with Thermador app

Welcome to your private retreat in Clinton. Set on over 24 acres across two separate parcels, this exceptional 4-bedroom, 3.5-bath property has been extensively renovated and thoughtfully upgraded throughout, with improvements to the residence, pool area, and grounds. The main floor of the residence features wide-plank wood flooring, beamed ceilings, an open kitchen with stainless steel appliances and counter seating area, a dining area with two exposures of windows, a dramatic open staircase, and a living room anchored by a double-height stone wood-burning fireplace. Sliding doors open to a spacious deck with unobstructed views of the brook and surrounding mature trees. The primary suite is a serene sanctuary, featuring a custom walk-in closet and a beautifully renovated, spa-inspired bathroom with double vanity, fully tiled steam shower, and deep soaking tub. Sliding doors provide access to the backyard and pool area beyond. A powder room and a pantry/laundry room complete this level

Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living—peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car garage with studio space above. A covered porch welcomes you into the home’s entry, opening to a spacious living room that serves as the heart of the house. Here, soaring 18-foot ceilings, a dramatic two-story slate-surround fireplace with woodstove insert, and two French doors leading to a large wraparound deck create an ideal setting for both everyday living and entertaining. The chef’s kitchen provides a large center island, high end appliances, and looks out into the dining/living room. The first-floor primary suite provides a private retreat with two walk-in closets and a spa-like bath featuring

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

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

Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in Tu002FPine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for access, showing instructions and offer presentation remarks