163 properties for sale in Cauterskill

Set along one of Hudson's most beloved streets, this early 1800s home has been thoughtfully reimagined into a warm, design-forward space where historic character and modern updates live comfortably side by side. With three bedrooms and two-and-a-half baths, the layout strikes that balance between open and defined, giving you space to gather and space to breathe. The main level unfolds into a light-filled living area, where original wide plank wood floors run underfoot and oversized windows pull in soft, natural light throughout the day. It's the kind of room that shifts with you, morning coffee by the windows, a slow afternoon with a book, a cozy evening with friends. Toward the back, the home opens into a dining area that feels both functional and inviting, anchored by a built-in banquette that quietly steals the show, making hosting feel effortless. Just beyond, the kitchen is clean and practical, with stainless appliances and an easy connection to the rest of the space. The entryway

Set on a privately situated lot along a quiet country road, this three-bedroom retreat offers a rare combination of seclusion and ease. A willow tree anchors the front of the property, and the grounds unfold into wildflower gardens with cut trails, mature trees, perennial plantings, and manicured landscaping. A fire pit, garden shed, and back deck with a dedicated dining setup make the outdoor spaces as livable as the interior. At 2,176 square feet, the house is laid out for easy, intuitive one-floor living. A foyer off the front entry opens into the dining room, with the kitchen positioned just behind it. The kitchen is well-appointed with stainless steel appliances and a coffee bar, and a sliding door connects directly to the back deck, making indoor-outdoor flow effortless. Step down into the sunken great room, where vaulted ceilings, a cozy wood stove, and French doors to the garden create a warm and inviting gathering place. On the opposite end of the house, three well-proportione

4 unit multi family plus adjoining building lot a rare investment & development opportunity in historic hudson! An exceptional and increasingly rare opportunity to acquire a fully occupied four-unit multifamily property with an adjacent approved building lot in the heart of historic Hudson, NY. Just moments from the energy and culture of Warren Street, this offering uniquely combines immediate rental income, historic character, and meaningful development potential, a combination rarely available in Hudson's highly sought-after real estate market. The existing turn-of-the-century multifamily building offers an opportunity to restore and reimagine its period character while creating thoughtfully updated residences for today's market. With all four units currently occupied month-to-month, the property provides an attractive income-producing foundation from day one, while offering an investor the flexibility to pursue future improvements, repositioning, or renovation. The real distinction

Located in a neighborhood setting in the hamlet of South Cairo, this 3-bedroom, 1-bath home offers a comfortable layout with HW flooring and a classic brick fireplace in the living room, a full basement for storage or future possibilities, and a one-car attached garage. This well-built home sits on almost ½ acre, with a yard large enough for a garden, a pool, or outdoor entertaining on your back deck. From the front of the house you'll enjoy distant mountain views, and the location keeps you close to everything the Catskills have to offer. Several important improvements have already been completed, including a new roof installed in September 2025, replacement windows in 2020, and a new oil burner and oil tank installed in 2021. Located just four miles from the New York State Thruway, commuting is easy while still enjoying a peaceful setting. Nearby Hunter and Windham Mountains, hiking trails, restaurants, and year-round Catskills events make the location convenient for enjoying everyth

A rare opportunity to own a triple-lot townhouse compound just steps from Hudson's vibrant Warren Street, the newly opened Pocketbook Factory, The Maker Hotel, outstanding fine dining and the Amtrak station. Built in 1910, this unique property includes three attached townhomes, each outfitted with a kitchen, three bedrooms and varying layouts offering flexibility for investors, owner-occupants, or those seeking multi-unit potential in one of the Hudson Valley's most desirable markets. The interiors have been tastefully renovated, blending modern updates with original architectural character. Two garden-level spaces connect, creating expanded utility and storage, with rooms that can easily function as media or guest space. A private rear garden provides a peaceful outdoor retreat, while the recently restored front facade enhances curb appeal and preserves the building's historic presence. Strong upside potential, this property offers proximity, charm, and income possibilities all in one

Here's your chance to own a spacious 4,000 sq ft, 4-unit building in the heart of Hudson. Each unit features 2 bedrooms, offering strong rental potential. Situated on a rare double lot with a 1-car detached garage, this property is perfect for investors looking to add value. Yes, it needs a full gut rehab. But that means you get to build instant equity your way. Bring your vision and make this multi-family gem shine! This property is now under auction terms. All Bids must be submitted during the auction via the property's listing page at This sale is subject to a 5 percnt or 2,500 minimum buyer's premium pursuant to the auction Terms & Conditions. All bids will be subject to seller approval (minimums may apply)

1 Warren Street presents an exceptional commercial investment opportunity in the heart of Hudson. Prominently positioned at the corner of Warren and Front Streets, the property enjoys extraordinary visibility: nearly every visitor arriving by train passes its expansive plate-glass storefront windows. The first floor features a beautifully finished 2,500-square-foot retail space, previously occupied by the fashion boutique Kasuri, and now ready for a new venture! With plaster walls, modern architectural details, and a commanding corner presence, it is an ideal flagship location. An additional 500-square-foot retail storefront has a separate entrance on Front Street, and would be well suited to a gallery, studio, or professional office. The second floor comprises (2) generously proportioned two-bedroom apartments and (1) one-bedroom apartment. Crowning the building on the third floor is an impressive 3,500-square-foot, three-bedroom penthouse featuring cathedral ceilings, a loft, and a p

This two story building between Union and Warren is ready for your ideas! It's a great location for a live/work opportunity with 49 Ft of frontage on 7th Street and 100 ft of Side exposure on Union Street. The first floor is great for a commercial salon, professional office or retail space but could also be converted back into a beautiful loft studio apartment. Upstairs is a 1 bedroom apartment with efficiency kitchen and new bathroom. Up another flight to the attic reveals a'garrett-like' space which could be finished with an ensuite bedroom. Behind the building is a spacious, long back yard with patio area, iron fence and a small garden shed. A big garden? Cocktails alfresco? A super modern expansion? Adding more interior space to both the upstairs and the downstairs spaces! The property has an adjoining parking lot for up to 8 cars which could provide additional rental income, a ground up build opportunity or sell it off as it's own lot as the parking lot and building are two separa

On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins the moment you enter. A gracious foyer, anchored by tile floors, an elegant staircase, and soaring ceilings with intricate plaster medallions and moldings, sets the tone for the home beyond. Throughout, the renovation strikes a rare balance-honoring the building's nineteenth-century character while introducing contemporary comfort with restraint and confidence. At the heart of the home is an extraordinary kitchen designed for both everyday living and effortless entertaining. Marble surfaces wrap the space, complemented by a concrete farmhouse sink, unlacquered brass fixtures, custom cabinetry,

Turnkey multi-family investment property in the heart of Hudson! This well-maintained 4-unit apartment building showcases four spacious 1-bedroom apartments, each filled with natural light and thoughtfully laid out with a comfortable living room, dining area or formal dining room, full kitchen, full bath, and convenient in-unit washer/dryer hookups. This income-producing property is fully equipped with separate utilities, including four hot water boilers, four gas meters, and five electric services (including a landlord meter), creating an efficient and investor-friendly setup. Current gross rental income is generated from a mix of short-term rentals, long-term tenants, and parking fees. Two long-term tenants have been in place for over five years, adding an extra layer of stability and consistency. Exterior amenities add to the charm and functionality, including an enclosed front entry, inviting rear patio, second-floor balcony, sizable backyard, gardening shed, and off-street parking

The Sweet Spot This sun-filled circa-1920 Victorian townhouse places you in the heart of one of the Hudson Valley's most vibrant small cities. Beautifully updated while preserving its historic character, this turnkey home blends period details with modern comforts and conveniences, striking a rare balance between historic charm and effortless livability. Original woodwork, hardwood floors, abundant closet space, and generous ceiling heights reflect the home's historic roots, while a dramatic kitchen addition with soaring ceilings brings an airy modern feel. Thoughtfully arranged across three floors, the home offers a natural flow between gathering spaces and private retreats, with three bedrooms, three baths, a living room, dining room, eat-in kitchen, office or library, and dedicated laundry area. The third floor, previously used as a music studio, offers an inspiring space for creative pursuits, guests, work-from-home needs, or a quiet retreat. Sunlight fills the interiors throughout

Some addresses simply carry weight and 514 Warren Street sits at the very heart of Hudson's celebrated mile-long main corridor. The cultural and commercial spine of one of the Hudson Valley's most sought-after cities. This is not just a property. It is a front-row seat to everything that makes Hudson extraordinary. Warren Street has stood at the center of Hudson since the city's founding in 1783, when a group of Quaker whalers and merchants laid out the grid that still defines the city today. The buildings that line it have been called one of the richest dictionaries of architectural history in New York State. And 514 Warren places you squarely within that legacy. Step outside and you are surrounded by the best Hudson has to offer. The mile-long business district centered on Warren Street boasts dozens of first-tier antique and home furnishing shops, along with an eclectic mix of art galleries, restaurants, and performance spaces. Neighbors at this stretch of Warren include acclaimed g

Fabulous owner-occupied or investment opportunity in the heart of Hudson on a double lot. This charming three-family home is just two blocks north of Warren Street's shops and restaurants, one block from the Armory, and a short walk to the train station. An ideal downtown location. Each unit offers flexible living arrangements: the first. And second-floor apartments are both one-bedroom layouts with an additional office/guest room, living room, kitchen and bath. The lower-level unit is a bright, updated studio with plenty of natural light. The first and second floors have separate utilities, allowing flexible rental or owner-occupancy options. Live in one unit and have more than half your mortgage covered, or combine the first and second floors into a spacious owner's residence while renting the lower-level studio short. Or long-term. Outdoor living is a highlight: a multi-tiered deck provides excellent space for entertaining and evening cocktails. The double lot includes a garage and