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

Lots of potential here! This comfortable Ranch home is a rare affordable opportunity in Rhinebeck. Only minutes from the village and Amtrak on approximately ½ acre, this home boasts 3 bedrooms, two baths with radiant floor heating, a very spacious living room, separate dining room, eat in kitchen with ample cabinets and charming family room with fireplace Amenities include gleaming hardwood floors. Village water. Taxes reflect a senior exemption

Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree, a spring-fed pond, a meandering stream, and acres of private woods to explore and make trails in. There is enough space for horses. Wood beams and historic remnants mark an old barn site near the pond. The unusually large, fully-fenced-in yard has iron fencing and a patio for entertaining, with ample space for a garden and a pool if desired. There are 3 bedrooms upstairs with a bathroom with pocket doors leading to the main bedroom. Laundry is upstairs as well. There is a bedroom on the first floor that could also be used as a den or library with the original hardwood flooring. The main floor has an

Shepherd's Knoll offers rare privacy and flexibility, which is 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 to 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, ideal for creative use, light homesteading, or quiet retreat. Located just minutes from Bard College, a campus that includes the Fisher Center, and Montgomery Place.

Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree, a spring-fed pond, a meandering stream, and acres of private woods to explore and make trails in. There is enough space for horses. Wood beams and historic remnants mark an old barn site near the pond. The unusually large, fully-fenced-in yard has iron fencing and a patio for entertaining, with ample space for a garden and a pool if desired. There are 3 bedrooms upstairs with a bathroom with pocket doors leading to the main bedroom. Laundry is upstairs as well. There is a bedroom on the first floor that could also be used as a den or library with the original hardwood flooring. The main floor h

Whether you need a first home or are downsizing you will find Easy Affordable Living in this 3 years young Ranch styled manufactured home in very quiet well-maintained park 5 minutes to all amenities. An abundant amount of living space includes the open concept with spacious light filled Living room that streams into an ultra-modern Kitchen with Breakfast Bar for extra seating. A separate dining area is perfect for meals together and has sliders to back yard and deck. The Primary Bedroom is a sanctuary at the end of the day with its own enormous En suite that will delight you and welcomes you to relax in the soaking jet tub or wash your stress away in the oversized shower. A double vanity makes it easy for two to prepare for the day together. Two very comfy Bedrooms are perfect for guests and share an extra full Bath. Top notch utilities make the home energy efficient, and a full attic is perfect for much needed storage. The yard backs up to bucolic forest, and the neighborhood is grea

Welcome to your private sanctuary, tucked into more than three wooded acres just ten minutes from the heart of Rhinebeck Village. Set at the end of a quiet dead-end road, this peaceful retreat feels worlds away, where the surrounding woods offer a constant sense of calm and seclusion. At the center of the property stands a striking modern lodge with an expansive glass facade. A stunning stone chimney rises through the heart of the home, serving as both interior hearth and exterior landmark. This architectural centerpiece grounds the soaring space and creates a warm counterpoint to the wall of glass and abundant natural light. Offering nearly 2,000 square feet of living space, the home features three bedrooms and two full bathrooms. The interiors strike a rare balance-open and airy, yet intimate and welcoming. Living, dining, and kitchen spaces flow seamlessly together, creating an environment equally suited to quiet mornings or lively gatherings. The upper level is devoted to the prima

Welcome to 12 Ann Drive, a stately 4-bedroom colonial beautifully sited on 1.76 landscaped acres featuring mature trees, perennial gardens, and classic stone walls. Designed for entertaining both indoors and out, this home offers an inviting 18x36 inground pool and hot tub, perfect for warm-weather gatherings, alongside generous interior living spaces for year-round comfort. Inside, gleaming cherry hardwood floors anchor the formal living room and dining room, ideal for hosting or quiet evenings in. The family room, warmed by a wood-burning fireplace, flows easily into a large country kitchen designed for everyday living. A light-filled sunroom overlooks the pool area, offering a serene spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, a charming second-floor landing with its own balcony leads to a spacious primary suite and well-proportioned additional bedrooms, offering comfortable, private retreats for the whole family. Ideally located just minutes from th

A charming farm house freshly painted and wide board floors refinished newer kitchen and a nice sun room. Park like grounds and home has a long set back from road. Mountain view is one of the most scenic roads in Clinton with many great properties and estates. Mostly local traffic and you are minutes from the Taconic Parkway and less than 10 minutes from downtown Rhinebeck. A wonderful property. The additional land can be easily cleared for animals and it is subdividable

Victorian Elegance with Modern Comfort in the Heart of Rhinebeck Village. Discover timeless beauty and refined living in this exceptional Victorian home, perfectly situated in the heart of Rhinebeck Village. Rich in historic character yet thoughtfully updated for today’s lifestyle, this move-in ready residence offers a rare blend of classic charm and modern luxury. This stunning 3-bedroom, 2.5-bath home showcases exquisite period details, including original pocket doors and a graceful wooden staircase. The main level seamlessly combines old-world craftsmanship with contemporary upgrades. At the center of the home is a chef’s kitchen featuring radiant heated floors, stainless steel appliances, a gas stove, double oven, spacious island with sink and seating, and a generous pantry. The inviting living room is anchored by a traditional Danish Morso wood-burning stove—perfect for cozy evenings at home. Upstairs, you’ll find well-proportioned bedrooms filled with natural light. The expansive

To be built*.– This custom 3-bedroom, 2.5-bath Farmhouse Ranch seamlessly blends timeless charm with modern design, offering nearly 2,600 SQFT of thoughtfully designed living space. Privately set on 6 acres following a long meandering driveway and tucked far back off the road, this property offers the perfect balance of privacy and convenience in the heart of Clinton Corners. Upon arrival, you’re welcomed by a charming wrap-around rocking chair front porch, while a deep rear porch extends the living space outdoors—perfect for relaxing or entertaining. Inside, the open-concept layout effortlessly connects the vaulted living room, kitchen, and dining area, creating a spacious and airy atmosphere centered around a cozy gas fireplace. A formal dining room and dedicated home office provide added flexibility for entertaining or working from home. The thoughtfully designed split-bedroom floor plan ensures privacy, with the primary suite tucked away in its own quiet corner of the home. This in

After more than 50 years with the same owners, this well-cared-for split-level home is ready for its next chapter. Conveniently found just a short distance from the four corners in the Village of Red Hook, this home offers 3 spacious bedrooms, 2 full bathrooms, including a primary bath, an eat-in kitchen, formal dining room, and comfortable living room. A family room provides flexibility for a home office, hobby space, or guest area, while the dedicated laundry room and attached one car garage add everyday convenience. Original oak hardwood floors lie beneath the carpeting throughout the home. The 200+ square foot glass enclosed porch overlooks the private backyard and offers added space to relax, entertain, or enjoy the changing seasons. With level front and rear yards sprinkled with mature trees, a practical layout, and a setting close to village shops, restaurants, parks, schools, and Bard College, this is the perfect opportunity for first time buyers or anyone seeking a home in one

Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter nights and sliding doors to deck. Major improvements—including the roof and siding replaced within the last three years—provide peace of mind for years to come. Outside, enjoy your private backyard oasis complete with massive deck and inground swimming pool, ideal for relaxing summer days, entertaining friends, or simply taking in the peaceful surroundings. The attached garage, ample driveway parking, and expansive property provide plenty of room for hobbies, gardening, or future possibilities. Conveniently located just minutes from the villages of Red Hook and Rhinebeck, you'll enjoy easy access

Village of Red Hook renovation projected epitomizes the modern farmhouse. Thoughtful and tasteful design creates an enticing open floor plan with a designer kitchen as the focal point. Kitchen includes center island, quartz counters & stainless appliances. Massive family room/dining room combo flows seamlessly to living room w/adjacent powder room. Two primary suites, one on each floor makes this an ideal home for multi-generational living via an in-law suite or a perfect venue for entertaining by offering guest quarters. Massive first floor primary w/glamorous ensuite bathroom & spacious walk in closet. Second floor includes second primary suite, three additional bedrooms and third full bathroom. This home transcends the definition of renovation including all new framing, plumbing electric, heat pumps, water heater, roof, windows, siding, gutters & spray foam insulation. Relax on the front porch or enjoy a bbq on the rear patio all while benefitting from proximity to village restauran

Village of Red Hook home is located in Red Hook Estates. This property is situated with a private back yard that has a deck that wraps around to the backyard. Perfect for all your barbeques and the yard is ideal for all your outside activities. This home is well maintained and has updated appliances and updated bamboo flooring. The kitchen has a sliding glass door that over looks your back yard. A side door gives you access to the back deck. There are 3 bedrooms that are very spacous with windows that let in lots of bright lights. The bathroom has an updated fixture, sink an toilet. There is a full basement for storage that could be updated for future living space. There is room for a future garage if so desired. The heating is electric and is a hybrid electric hot water heater with a heat pump. There are 18 solar panels on the roof, and the system is 6 KW. This home in Red Hook is walking distance to many businesses. The village offers many ameinities from garbage pick up to municiple

Here it is! whether it's your weekend home or your forever home you can stop looking because you've found it! This beautiful, bright sun-filled home has everything you could possibly wish for. Everything is updated and pristine. Gorgeous show room quality kitchen. Custom built in shelving in many rooms. Every closet is customized. High ceilings in the basement which has been beautifully finished and was used as a mother daughter living arrangement. Light and bright with a walk out slider to the lawn. Minutes to Rhinebeck and the train station. Whole house generator hook up installed. Located at the end of a quiet cul-de-sac, where many have learned to ride bikes. Your own private oasis. Feed the ducks in the summer, or just sit on the deck and enjoy those long summer nights. This is a must see that wont last long

A Timeless Hudson Valley Homestead on 27+ acres. Step back in time without sacrificing today's comforts! Nestled on over 27.34 picturesque, level acres in the heart of Rhinebeck, this beautifully restored 1790 rural homestead offers the perfect blend of historic character and modern convenience. Lovingly updated while preserving its timeless charm, this inviting 3 bedroom, 2 bath home showcases original architectural details warm wood accents, and carefully restored aesthetics that make every room feel welcoming and unique. Outside, the possibilities are endless. The expansive property features a two-car detached garage, barn, and a separate outbuilding ideal for a private home office, artist's studio, or creative workspace. Whether you're dreaming of gardening, or simply enjoying wide-open spaces and peaceful country living, this exceptional property offers the setting to make it happen. Located just minutes from the charming Village of Rhinebeck, you'll enjoy the perfect balance of p

Set back from the road on 2.73 private acres, this beautifully maintained, turn-key contemporary home offers a peaceful setting with easy access, just five minutes from the heart of Rhinebeck Village. Spanning approximately 3,250 square feet, this thoughtfully designed home welcomes you with a double-height living room, complete with a cozy fireplace and direct access to both the front wraparound porch and the back patio, creating an easy indoor-outdoor flow for relaxing or entertaining. The layout strikes a comfortable balance: open and airy for modern living, yet with distinct spaces that offer both function and flexibility, including a formal dining room and a separate den. At the heart of the home, the expansive eat-in kitchen is designed for both everyday living and entertaining. It features a high-end Wolf oven, a large center island, an electric wall oven, multiple prep areas, and abundant storage. A bright breakfast nook overlooks the back deck, where seasonal foliage creates a

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready for you. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR, LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL INGROUND POOL. Two porches, one glassed, one screened, bring the outside in & are perfect for fun & entertaining. Enjoy Rhinebeck's farmer's market, shopping, dining, & upstate films. Amtrak, BARD, & the TSP are all close by. What a great opportunity to find the perfect country home!

A Rhinebeck Village Classic. Nestled beneath towering shade trees in the heart of Rhinebeck Village, this charming 1933 Craftsman-inspired cottage offers the increasingly rare combination of walkability, character, and opportunity. Original hardwood floors, period details, inviting covered porches, and a detached garage speak to the home's enduring charm, while four bedrooms and two baths provide generous space for modern living. Rich in authenticity and filled with potential, this beloved home invites its next steward to thoughtfully restore, reimagine, and make it their own. Just moments from Rhinebeck's vibrant Main Street—with its celebrated restaurants, boutiques, farmers market, and cultural attractions—this is a rare opportunity to own a piece of village history while creating the next chapter of its story. A true Rhinebeck Village classic, ready for its next chapter!

Rarely does an offering of this magnitude become available in the Hudson Valley. Encompassing more than 137 acres across three parcels, this extraordinary farm compound presents a unique opportunity to restore and reimagine a legacy country estate in one of the region's most desirable locations. At the heart of the property is a classic 1910 Colonial residence offering over 4,000 square feet of living space. Rich with original character, the home showcases wide-board floors, original doors and hardware, and timeless architectural details throughout. The gracious floor plan includes a kitchen, den, formal dining room, living room, and sunroom, along with a ground-floor primary suite. Upstairs are three additional bedrooms, two full bathrooms, and an office. Three-zone heating and cooling provide year-round comfort. The grounds are equally impressive, featuring a 40' x 18' gunite pool, a tennis court, and a picturesque 2.5-acre pond complete with a fountain. Equestrian and agricultural a

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

She's Back — and Looking Better Than Ever 15 Meadow Drive took a brief intermission to refresh her look, and now she's ready for her next chapter. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature trees that provides both privacy and a connection to the surrounding landscape. Originally designed by a former Culinary Institute of America chef, it's no surprise that the heart of the home is found on the second floor. Here, the kitchen, dining area, and living room come together in one expansive open-concept space designed for gathering, entertaining, and everyday living. The kitchen offers generous workspace, abundant storage, and a walk-in pantry large enough for bulk shopping trips, countertop appliances, and all the things you'd rather keep tucked away. From the kitchen, you'll stay connected to every conversation happening around you, whether you're preparing dinner or simply refilling a gla

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

A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which hides the crown jewel of the property, a fully enclosed pool and entertainment space between the house and a rebuilt luxury garage/barn. Inside, the original main house retains many historic Victorian details: ceiling & trim detail, a built-in library wall, a wood burning fireplace and a carved dark-wood staircase with its original newel post. A chinoiserie-papered breakfast nook off the kitchen doubles as a game table. An early 2000’s addition to the home created a great room for dining and living on the main floor, and a generous primary suite above. Upstairs, original bedrooms carry the same

Is this the one you've been waiting for? Dripping with Character and situated in a Whimsical and Dreamy Historic Riverside Hamlet, populated with jaw dropping older period homes. The approach to this property is graced with beautiful scenic pasture views, make a right turn and the home appears like magic immediately enticing you with it's Traditional Exterior Beauty. There is ample lawn around most of the house, and you'll notice that there is also a Extensive Side Yard to enjoy, and this is when you'll start to get excited. Inside you are greeted with the Traditional Four Square layout with High Ceilings, Spacious Rooms, and Breathtaking Wood Floors throughout. There's a Walk Up Attic, which is a prominent feature for this style of home and provides extra storage or hobby space. A portion of the garage was converted to Finished Studio space for art, hobby, or office. The home needs update, but has been well-maintained, has good potential, and should be considered to be a Rare Opportun