159 properties for sale in Cauterskill

Mixed Use Four Unit Investment Opportunity in Catskill's Main Street Downtown Business District. 453 Main Street combines an established street level commercial space with two spacious residential apartments, offering a versatile property in a highly visible downtown location. The commercial space is currently occupied by a gallery and CREATE Council on the Arts. Lower Level Workshop space is vacant. The two luxury residences each offer two bedrooms and feature open concept living, bright interiors, gas cooking, stone countertops, in unit laundry, and mini split heating and cooling. With frontage on both Main Street and Brandow's Alley, additional property features include off street parking, green space, steel structural support, and more. Located along Catskill's historic Main Street, the property is close to local shops, restaurants, galleries, Catskill Creek, the Hudson River, and the Thomas Cole National Historic Site. Across the Hudson River are Olana State Historic Site, downtow

Newly completed and move-in ready, this Catskill retreat offers a rare convergence of architectural sophistication and natural serenity. Thoughtfully set on 2.7 private acres in one of the Hudson Valley's most sought-after destinations. Designed with a discerning eye for modern living, this residence offers a seamless dialogue between interior elegance and the surrounding mountain landscape-an effortless escape just a short journey from New York City. From the moment you arrive, the home's striking contemporary lines and intentional siting within the landscape create a sense of quiet arrival. Inside, dramatic windows frame sweeping Catskill Mountain vistas, immersing each living space in ever-changing natural light while blurring the boundary between indoors and out. The main level unfolds as a cohesive, open-concept living experience-crafted for both relaxed daily living and elevated entertaining. The kitchen is a masterpiece of modern design, seamlessly integrating functionality and

Set high above the Hudson Valley with sweeping views of the Catskill Mountains, this light-filled contemporary home is oriented due west, capturing extraordinary afternoon light and sunsets that unfold across the mountains each evening. A broad, rolling green lawn stretches out before the house, while mature perennial gardens surround it, creating a landscape that feels both open and established. The interiors are bright, comfortable and wonderfully connected to the outdoors. Generous windows bring the landscape into nearly every room, while French doors open the main living spaces onto covered porches and terraces. The kitchen and dining room sit at the center of the house, flowing easily into the living spaces and outside-a layout that feels particularly well suited to summer dinners, weekends with friends and everyday life in the country. The TV room and office form a quieter corner of the house, with extensive built-in shelving and an oversized picture window framing the Catskills

The Blue Barns are a true retreat, set just outside the hamlet of Germantown. Built in the early 1800s, two historic post-and-beam structures have been artfully transformed into an expansive modern country residence. Set on 2.2 acres, the property is perfectly situated between the cultural destinations of Hudson to the north and Tivoli and Rhinebeck to the south. Every room in the home is generous in scale, and the spaces have been designed with gatherings of friends and family in mind. Thoughtful finishes, including burnished concrete floors with radiant heat, exposed weathered wood beams, lofted rooms and vaulted ceilings balance the historic with the new. Modern amenities further set the home apart, including a new heated swimming pool, radiant floor heating, a soapstone woodstove, and even an indoor cedar sauna. At the heart of the home is a double-height great room, which combines soaring ceilings, hand-hewn timbers, wide-plank wood floors, and oversized windows overlooking the gr

Welcome to 247 Union Street, a distinguished Queen Anne Victorian built circa 1899, where historic Hudson architecture meets contemporary luxury. Extensively restored while preserving its original character, this five-bedroom, three-bath residence offers 2,815 sq ft of living space with exceptional craftsmanship and carefully selected finishes throughout. Inside, a graceful curved staircase, stained and leaded glass, intricate millwork, high ceilings, decorative ceiling medallions, hardwood floors and two fireplaces create an atmosphere rarely found in today's homes. The designer kitchen features custom cabinetry, marble countertops, premium appliances and Waterworks fixtures; all three full baths feature marble finishes and refined materials. A dedicated home office with custom built-ins, third-floor television/theater room, renovated mudroom with exterior access, upgraded central air and supplemental ductless systems add comfort and functionality. Substantial 2025-2026 exterior and b

Stunning 1880's Victorian Income Property in the Heart of Hudson Discover the possibilities of 514-516 Union Street. A Victorian-duplex nestled in one of Hudson's finest Historic neighborhoods. Showcasing timeless craftsmanship. The property makes an unforgettable first impression with its distinctive decorative shingles and striking upper gable, offering unparalleled character and curb appeal. Enjoy your morning coffee or watch the world go by from the lovely, double front porch overlooking a picturesque streetscape. The property is situated on a rare, expansive double lot with beautifully curated gardens that are Magical and private. 514-516 Union has a flexible layout & income potential which is currently configured as a two-family home. This versatile property provides a multitude of options for savvy investors, multi-generational families, or creative buyers. The First-Floor Apartment is a magnificent owner's unit rich with intact architectural details. This level boasts elegant,

Well-Maintained Catskill Two-Family with Income, Character & Village Convenience Ideally located on West Bridge Street, just a short walk from Main Street, this well-maintained two-family property offers a desirable combination of character, generous living space, outdoor space, and recent improvements. The first-floor apartment features 2 bedrooms and 1 bath, while the spacious second. And third-floor duplex offers 4 bedrooms and 2 baths. Both apartments have covered decks and access to a private backyard-an especially valuable amenity in the village. Recent improvements include a new roof, new chimney, fresh exterior paint, and new appliances throughout. Tenants pay their own electric, while the landlord pays heat. Both apartments are currently occupied providing an established income stream for a new owner. The flexible layout also offers the possibility of living in one unit while collecting rental income from the other. Just a short walk from Main Street's restaurants, cafés, shop

Turn-Key. Modern Style Meets Village Charm in Athens, NY Welcome to 29 N. Vernon Street, a beautifully renovated property offering space, flexibility, and exceptional potential in the Village of Athens. Featuring 2 bedrooms, 2 full bathrooms, and approximately 1,894 square feet of living space, this property sits on. 81-acre corner village parcel (extra lot available for purchase) The spacious, light-filled interior features generously sized rooms, an open flow, and a versatile layout with two kitchens and two living areas. Enjoy the privacy and possibilities of a substantial village lot while remaining close to local amenities and the charm of the Hudson River community. Athens is host to walkable dining, Cultural Center & Hudson River Front Park. Whether you envision a spacious residence or a flexible living arrangement, this property offers plenty to explore. A unique opportunity to own a renovated home with room to spread out in the heart of Athens

Enjoy townhouse living in Hudson, just minutes from Warren Street shops, restaurants and galleries. This three bedroom, three and a half bath home has a convenient first floor bedroom with an ensuite bath. A light filled double height entry leads to a spacious living room with wood floors, a gas fireplace and glass doors to the deck, ideal for relaxing and outdoor dining. The kitchen has an island for prep or seating and a door that leads directly to the garage, ideal on snowy or rainy days. Upstairs are two additional bedrooms with ensuite baths. The primary bedroom has a large walk-in closet, a bath with double sinks, a walk-in shower and a separate soaking tub. The primary bedroom has a private balcony that overlooks the surrounding peaceful grounds and woods with a morning sunrise view. The third bedroom has an ensuite bath, a walk-in closet and a west facing view with a peek of the Catskill Mountains and beautiful sunsets. The lower level of approximately 900 square feet has been

Historic millwork, hardwood floors, and generous living spaces distinguish this 1880 Colonial on 2.17 acres in Athens. Located at 8874 Route 9W, the three-bedroom, two-bath home offers approximately 2,016 square feet, pairing the character of a historic Hudson Valley home with a flexible layout and room to enjoy the outdoors. Inside, bright interiors and natural woodwork carry the home's architectural character throughout. A spacious kitchen with a pantry provides room for everyday cooking, while the dining room offers an inviting setting for long dinners and gatherings. Beyond the main living areas, additional first-floor rooms provide flexibility for a home office, reading room, or creative workspace. Three upstairs bedrooms include a generously proportioned primary bedroom. Outside, the acreage creates opportunities for gardening, outdoor dining, and enjoying the changing seasons. An attached two-car garage and a full basement with exterior access add practical space for storage, eq

Welcome to 5 Post Avenue in Catskill! Discover the convenience of one level living in this spacious 4 bedroom ranch, ideally situated on a. 54 acre parcel in an established neighborhood setting in the heart of the Hudson Valley and Catskill Region. Offering approximately 1,700 sq. Ft. of living space and 9 rooms, this home provides plenty of room to make it your own. Step inside to find hardwood floors and a comfortable, functional floor plan with generous living spaces. The large living room flows into the family room, where a wood-burning fireplace creates a warm and inviting gathering space. The kitchen offers ample cabinetry and workspace, while all 4 bedrooms are conveniently located on the main level. Two of the bedrooms feature dual closets, and another offers washer and dryer hookups. Outside, enjoy a spacious yard framed by mature trees and established landscaping, with room for gardening, outdoor recreation, entertaining, or simply relaxing at home. Front and rear decks provi

Mixed Use Investment Opportunity in Catskill's Main Street Downtown Business District. 453 Main Street combines an established street level commercial space with two spacious residential apartments, offering a versatile property in a highly visible downtown location. The commercial space is currently occupied by a gallery and CREATE Council on the Arts. The two luxury residences each offer two bedrooms and feature open concept living, bright interiors, gas cooking, stone countertops, in unit laundry, and mini split heating and cooling. With frontage on both Main Street and Brandow's Alley, additional property features include off street parking, green space, steel structural support, and more. Located along Catskill's historic Main Street, the property is close to local shops, restaurants, galleries, Catskill Creek, the Hudson River, and the Thomas Cole National Historic Site. Across the Hudson River are Olana State Historic Site, downtown Hudson, and the Hudson Amtrak station. Conveni

Welcome to 352 State Street, a charming Hudson property offering an excellent opportunity to own in the heart of the Hudson Valley. This home provides a comfortable layout with plenty of potential to make the space your own. Conveniently located near the amenities, dining, shopping, arts and attractions that make Hudson such a desireable place to live. Whether you're looking for a primary residence, weekend getaway, or investment opportunity, this property is ready for its next chapter. Come explore the possibilities at 352 State Street!

Make yourselves at home in this beautifully restored and thoughtfully updated ca-1880 farmhouse on Germantown's Main Street, where historic character and modern comfort come together with exceptional ease. Five bedrooms, four full baths, and comfortable living spaces centered around wood-burning fireplaces both upstairs and down offer remarkable flexibility for everyday living, multigenerational use, guests, or working from home, allowing everyone to come together or find a quiet corner of their own. The wide front porch and landscaped back terrace invite entertaining at home, while the central location puts the best of the Hudson Valley within easy reach. 20 min to Amtrak, 2 hours to NYC. Owner is a licensed real estate broker

Overlooking ten acres of city-owned green space, this serene and quiet passive house is just two blocks from the best restaurants and shops that Hudson has to offer. The site is entirely unique within Hudson, the terraced yard is exceptionally private and overlooks pastoral fields, and a small waterfall out back can be heard from the house. The backyard is enveloped by trees, this is one of a few in-town locations where you'll find no neighbors in sight. Built c2015, the incredibly efficient home has 3 bedrooms and 2 full baths spread out over two stories. The main living space is an open kitchen and living room, both walk out onto the deck where one can enjoy the outdoors right in Hudson proper. On the lower level you'll find radiant concrete floors. The home is clad in COR-TEN steel siding and the European windows are triple-pane. Outside, stone walls terrace the yard, there is a built-in grill/firepit, a large storage shed and off-street parking. This incredibly unique location offe

3 Bedroom 2 bath manufactured home sitting on a gorgeous country road just 5 minutes to the village of Catskill and the NYS Thruway. Recent upgrades include both bathrooms, a well pump and hot water heater. Plenty of room with almost 1400 square feet and a nice flat cleared acre of land. Enjoy quiet nights on the screened in back porch. Homestead Funding is able to finance the property to qualified buyers. Home is occupied so advance notice for showings is necessary

Overlooking Green Lake in the Town of Catskill, 627 Green Lake pairs four acres of privacy with a beautifully constructed home offering an incredible amount of space and flexibility. Built in 2004 and meticulously maintained, the 4,184-square-foot property features four bedrooms and four bathrooms, including two en-suite primary suites, one of which is on the first floor. Lake views stretch across the front of the property, while a mature, manicured yard with fruit trees and wooded acreage create a private setting behind the house. Inside, soaring ceilings, expansive windows, and generous proportions give the home an effortless sense of scale. Wide oak floors, a limestone fireplace, and cathedral ceilings bring character to the main living spaces. The kitchen is equally substantial, with granite countertops, double ovens, a commercial-grade refrigerator and freezer, wine cooler, and abundant workspace. A wine cellar, cedar-lined closets, and custom storage add thoughtful touches throug

Located just minutes from Main Street in the Village of Catskill, this solid Victorian two-family offers space, flexibility, and strong investment potential. The first-floor apartment features 3 bedrooms and 1 bath, currently rented month-to-month at $1,550per month. This lease includes water, sewer, and garbage, and the tenant pays for their own electric. Heat for this unit is a combination of oil and electric. The second-floor apartment is a vacant 2-bedroom, 1-bath unit, giving a new owner immediate options for owner-occupancy, long-term rental, or short-term rental use. This unit is fully electric and also has its own dedicated electric service. With R3 zoning, the property supports a wide range of uses—Airbnb, bed-and-breakfast, studio or creative workspace, or small-scale retail. A large yard and off-street parking add to the appeal. The home does need some work, but it offers solid fundamentals, existing income, separate utilities, and a location close to shops, restaurants, and

Just outside the Village of Catskill, along a cul-de-sac road where mornings feel softer and days seem to unfold at a gentler pace, The Craftsman at 9 N Jefferson Ave is the kind of place where when you pull into the driveway, your heart flutters with excitement knowing you've arrived home. Built in 1910 and thoughtfully renovated in 2013, the home retains the soul of its original architecture while offering the kind of updates that make life feel easy, comfortable, and beautifully connected. Natural light dances throughout from morning to evening, softening the edges of the day and making every space feel calm, grounded, and welcoming. As you enter, the all-season front porch sets the tone creating a spacious, sun-washed room that's perfect for coffee, quiet reading, or simply watching the neighborhood. Inside, the flow feels effortless, with a comfortable living room, a dedicated dining room, and a charming front library/office space that invites you to settle in with ease. At the he

Set on a sunny, private acre just 10 minutes from the heart of Catskill, this charming four bedroom Cape offers the best of both worlds: close to town, yet tucked away enough to feel like a true Upstate escape. Inside, the home is move-in ready with a recently renovated kitchen and bathroom, plus a flexible layout that offers plenty of possibilities. The main level includes two bedrooms with two more bedrooms are upstairs. Electric baseboard heat is complemented by a pellet stove that keeps the kitchen and living room cozy through the colder months. There's also plenty of room to make the property your own. A full-height, dry basement offers additional space ready to be reimagined, while the detached two-car garage includes a second story with great potential for a workshop, creative space, hangout or artist's studio. And then there's the location. Spend the morning grabbing coffee and browsing at Citiot, head into town for dinner at Phos My Greek American Kitchen or a beer at Subversi

This much loved and treasured Catskill home is cared for, well maintained and comfortable for living! Good natural light and extra rooms can be finished to easily expand the square footage already available. A sunroom off the back allows for crafting or reading in bright light, and easy entry from the garage with groceries and packages while the side room off of the living room can be a work or recreational space home gym etc. Hardwood, believed to be under carpets is just waiting to be exposed and returned to its' natural luster. Municipal water and sewer is connected and natural gas heat offers lower maintenace and burns cleaner than oil. Easily accessible to Hudson and 5 minutes from I-87, this home can be a super weekender or provide a high quality year round lifestyle. Ski area mountains and visit points north for day trips. You'll love the value in this sweet county home!

Afffordable 1800's historic home in the Village of Athens only a few blocks from the Riverfront Park on the Hudson River. Three Bedrooms. Including the primary bedroom on the first floor, plus a full bathroom. The kitchen includes a laundry closet with washer and dryer hookups, and new flooring. The dining room off the kitchen is nicely sized and leads out to the newly painted deck and lovely backyard great for relaxing or entertaining. Upstairs you'll find 2 additional bedrooms with closets and storage space. Location is a true highlight. Short distance to public library, local shops and eateries that give this village its charm. Less then 15 minutes to Hudson, under 10 minutes to Catskill, and a short drive to NYS Thruway Exit 21. Affordable home in one of Hudson Valley's most charming river villages, this one derserves a look. Sold As Is. Motivated Seller! Schedule your private tour today. Some photos are Virtually Staged

Invest in Hudson. Invest in YOU! This 2-family home has been lovingly maintained for a long time and has such easy access to Warren Street at the midpoint! Each floor has 2 bedrooms, a full bath, kitchen, front covered porch, hardwood floors, enclosed rear porch (upstairs hosts the dryer), parking for 2 cars in tandem, and access to a rear yard that overlooks Underhill Pond and a shed. Currently Unit 1 is owner occupied where the owner is interested in a possible short term rent-back situation. This unit controls/pays the heat for both units and pays the 300/quarter water bill. Each unit has washer/dryer, the Main Floor's is located in the basement. The upstairs unit has a portable washer in the kitchen and a dryer in the rear enclosed porch. Storage is available in the basement and there's a walkout door. A new roof was installed in 2023, and the chimney was replaced with a new liner was done at the same time. You'd easily be able to put a tenant in right away. Or refinish some floors

Set at the end of a long gravel driveway, The Cedar reveals itself slowly, the way special places often do. The approach winds through an open meadow and quiet woods with the home perched on a gentle hilltop overlooking ponds, rolling fields, and the soft rise of forest beyond. It's the kind of arrival that makes you pause-sunlight stretching across the land, the scent of cedar & pine in the air, and that unmistakable feeling of stepping into a world that belongs entirely to you. Though you may hear the distant hum of civilization, it becomes part of the backdrop rather than a disruption, a reminder that while you're tucked into your own private sanctuary, the world is still within reach. Wrapped in timeless cedar shake siding, the home welcomes you with a semi-wrapped covered front porch that shifts with the light throughout the day. Morning coffee tastes different here, with mist rising off the pond and deer grazing at the edge of the meadow. Evenings settle softly, the sky turning t

A double townhouse's striking renovation creates the ideal architecturally designed, flexible space for all living options in the heart of Hudson. With five bedrooms, five full baths and a half bath, the space can become a large single residence or remain as is: three story private residence with a two story rental apartment, providing income. A peaceful front porch opens into the tastefully designed first floor of the main house with maple floors throughout. The large space includes the foyer, living room with a gas fireplace, an inspiring chef's kitchen with top-of-the-line appliances, including a 6 burner gas stove with a griddle, a wine refrigerator. The large stone topped island, breakfast bar, ample counterspace and pantry are ideal for cooking and entertaining. A spacious dining area with glass doors leads to a deck for outdoor dining. The first floor of the main residence expands into the adjacent townhouse and contains an expansive light filled bedroom with doors to a deck, pe

Limited-time builder special! The builder is currently offering a 2-1 mortgage rate buydown on all homes, giving qualified buyers the opportunity to enjoy lower mortgage payments during the first two years of homeownership. Available for a limited time. The Hunter model is a thoughtfully designed 4-bedroom, 2.5-bath home offering a spacious and functional layout for today's lifestyle. The main level features an open-concept kitchen with center island, seamlessly connecting to the dining area and inviting gathering room, creating an ideal space for everyday living and entertaining. Sliding doors lead to a private patio, extending the living area outdoors. Additional first-floor features include a powder room, front porch, mechanical room, and an oversized two-car garage with direct interior access. The second level offers a well-appointed primary suite complete with a walk-in closet and private bath. Three additional bedrooms, a full bath, and a conveniently located laundry area provide

We like to imagine that every historic home has a story worth telling. Some have been cherished by the same family for generations. Others have served as way stations for several families while they pass brief lifetimes on our planet. What draws us to these older homes isn't perfection. It's character. It's the craftsmanship. It's the sepia-tinted pages of history, written in the walls and floors. Every old house reminds us of the lives that came before us. The story at 339 Union started 180 years ago, in 1845. Today, it's ready for its next chapter. Returned to its original condition, 339 Union, also known as the John Overhiser House, stands proudly again, and presents a rare opportunity to own a fully transformed piece of Hudson history. Located in the heart of the city's coveted downtown, the home has undergone a top-to-bottom renovation, with every major system overhauled. The home's architectural character not just preserved, but elevated. Imagine lazy afternoons in your own perso

Affordable homeownership with room to grow! This inviting 3-bedroom, 1-bath mobile home offers comfortable single-level living in a well-maintained, pet-friendly community with new management and continued improvements throughout the park. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this home offers flexibility and value—with rentals permitted. Conveniently located near shopping, dining, medical facilities, and major commuter routes. An affordable opportunity in a rising community—schedule your showing today!

Welcome to easy, comfortable living in this brand-new two-bedroom, two-bath single-wide home located in a desirable 55+ community. Thoughtfully designed with a bright, open-concept layout, the home offers modern finishes, comfortable living spaces, and the convenience of one-level living. The spacious kitchen provides ample cabinetry and workspace, flowing seamlessly into the dining and living areas. The primary suite features a private bath, while the second bedroom offers flexibility for guests, an office, or hobbies. Enjoy low-maintenance living in a welcoming community setting with the peace of mind and appeal of a brand-new home. A wonderful opportunity to enjoy a fresh start and make this beautiful residence your own!

Discover Your Diamond in the Rough in Hudson, NY! Nestled in the heart of Hudson, just a stone's throw from the shimmering waters of Oakdale for summer swimming and the vibrant shops and restaurants of Warren Street, this property is a unique opportunity waiting for your vision. Priced incredibly, this nearly 2,000-square-foot home is ready for a complete renovation, making it the perfect canvas for your dream residence. Step inside to find spacious rooms and an attractive layout plus features like original hardwood flooring in several rooms, double parlors that create inviting living and family room spaces, and even a sunroom for the hot tub that overlooks the rear yard. The kitchen opens into a spacious dining area, perfect for entertaining, with the highlight of the home being a huge great room adorned with vaulted ceilings in tongue and groove pine and skylights to bathe the space in natural light, along with a cozy gas fireplace for those chilly Hudson evenings. Upstairs, discover