Preston Hollow NY Real Estate & Homes for Sale

A Brick Federal with pedigree, this c1820 Warren Street building was built by one of Hudson's founding fathers and later owned by the Van Rensselaer family. Comprised of three units, there is a fabulous owner's duplex taking up the top two of three floors, while a retail space and a 1BR apartment make up the first. Sited on a double lot, the backyard is wide with beautiful gardens and a three bay garage with endless potential. The house is rich in periods and history having been renovated in different eras with distinct tastes, until the current owners did a full, cohesive renovation utilizing the best local craftsmen. The upstairs duplex has an open concept third floor with vaulted ceilings and exposed ductwork. The kitchen and common spaces are here to capture a fabulous view of the Catskill range. The second floor comprises two bedrooms and an office, the master is fabulously generous and takes over the entire eastern wing. The retail space is gorgeous with big street facing windows it runs the western length of the building and has views of the garden in the back. There is also a one bedroom apartment, well appointed, well sized, and recently renovated. A chance to own part of Hudson's rich history, 239 Warren offers both a great investment and lifestyle.

Located on a quiet cul-de-sac, this 1875 Victorian home boasts 5 bedrooms, all with ensuite bathrooms, a large living room, library, dining room and an additional guest powder room as well as a fully equipped kitchen. Modern touches were added in 2008 when the property was converted into a bed and breakfast, which operated successfully for over 12 years. Two wood burning fireplaces and two gas fireplaces create the perfect atmosphere in winter, and plenty of outdoor space are ideal for entertaining in warmer weather. Period details are found throughout the property including a sweeping front staircase, pocket doors and inlaid hardwood floors. While the home is move in ready, some TLC offers the buyer an opportunity to apply their own creative touches to make this historic house your home. (interior photographs are staged),AboveGrade:3900,Cooling:Attic Fan,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,ExteriorFeatures:Landscaped,FLOORING:Ceramic Tile,Parquet,Wood,FOUNDATION:Stone,Heating:Gas,InteriorFeatures:French Doors,Level 1 Desc:LR, DR, KIT, LIB, BR BA,Level 2 Desc:BR, BR, BR, BR, BA BA BA BA,ROOF:Metal,Rubber

Nicely renovated sunny two family home on a quiet street with a fenced in garden and parking in the alleyway. Both apartments have open design layout with split ac/heating units. The second story unit has a third floor loft like bonus room. This building has a strong Airbnb income history, which can be provided upon request. An easy walk to Warren Street with all of Hudson's marvelous restaurants and shops. Could easily be converted back to a single family.

One of Hudson's most unique, important Warren Street multi-use buildings, strategically located in the prime 500 Warren Street block. Complete gut renovation 2022. First floor, operating retail space and an office currently rented. Second and third floors are renovated apartments. P-stone patio/parking area in back off Prison Alley,AboveGrade:5084,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Ceramic Tile,Wood,FOUNDATION:Brick,Stone,Level 1 Desc:RETAIL. OFFICE BA-1, STORAGE, FITTING ROOMS,Level 2 Desc:BR-1 BR-1 BA-2 LR DR KITCH PORCH/DECK,Level 3 Desc:BR-3 BR-4 BA-3 LR DR KITCH,OTHERROOMS:Professional Suite,ROOF:Rubber

Built circa 1860, Bollard Pearl House stands as a historic gem in the heart of Hudson, blending original architectural details with striking design and modern luxury. Nestled on a quiet neighborhood street, yet just a short stroll from the vibrant bustle of Warren Street's restaurants and shops, this charming residence has undergone a designer renovation. Every detail has been thoughtfully considered, from the comprehensive remodel of the kitchen and primary bathroom to the installation of new air conditioning and electric systems, and designer fixtures, to name just a few. Available fully furnished with private parking, a fenced-in yard, and wrap-around porch, the Bollard Pearl House offers idyllic neighborhood living in one of Upstate's most coveted cities.

Experience the epitome of country living with this historic farm home nestled in the heart of the Catskill Mountains. Whether you're looking for your forever home, a weekend escape, or to start an Airbnb, this spacious home has it all! With nearly 2000 sq ft of living space, this charming abode features 5 bedrooms and 3 full bathrooms, each thoughtfully updated over the years while still maintaining its rustic character with original hardwood floors and overhead wood beams. The sunny open-concept kitchen offers a delightful mountain view with sprawling meadow beneath. Glass French doors lead to a picturesque wrap-around porch while an additional door leads out to an expanded deck overlooking a large yard adorned with fruit trees, ideal for hosting BBQs or cozy evenings around the firepit- there is even plenty of space for a future pool! The first floor is complete with a full bath, bedroom, and family room. Ascend upstairs to discover 4 additional private bedrooms and 2 full baths, including one with a charming clawfoot tub and the other with a stand-in shower. The finished attic provides versatility as a play space, reading nook, artist's studio or whatever your imagination desires. Additionally, the newly renovated cedar barn offers nearly another 2000 square feet of usable space. On the first floor you have the convenience of a 2 car garage, full bath, and living space with radiant heat throughout the entire first floor. Make your way upstairs to a versatile entertainment area complete with bar and French doors leading out to a brand new deck with breathtaking mountain views. Walk out your front door, and you can enjoy the convenience of being a few steps away from Willow Trailhead/Mt.Tremper fire tower, one of the most famous Catskill hiking trails, or hop in your car and drive a short 7 miles to historic downtown Woodstock, or the adorable town of Phoenicia, while still being close to skiing, wineries, spas, shopping and top rated restaurants. Come and see this spectacular home for yourself, the pictures don't do it justice. Welcome to the best of both worlds!

Recently renovated saltbox home and guest cottage located in a rural Germantown setting, near the Hudson River with views of the Catskill Mountains. Step into the welcoming main floor, where an open design seamlessly connects the living room with fireplace, dining, and kitchen areas. New heating/cooling system, electrical, and plumbing for comfortable living. The first-floor bedroom offers convenience and privacy, complete with access to a full bathroom and laundry facilities. The second floor has two generously sized bedrooms and a full bath. Relax on the porch, where a beamed ceiling adds a rustic touch. Venture outside to the shaded patio surrounded by mature trees. Adjacent to the main house, the charming one-bedroom guest cottage boasts cathedral ceilings and a 5ft high loft space. Sunlight fills the living room/kitchen while a private bedroom and bath offers restful nights. The enclosed porch with deck completes the picture of comfort. Move-in ready and brimming with potential.

Highly successful, turn-key, permitted, short term rental property / airbnb operated by @catskilled_group on IG. Tenants in place, so please do not show up to the property without an appointment. Fully furnished, including a grill, a hot tub, a deck, a fence, and all items within the house such as linens, dishes, etc. There is a great yard featuring a fire pit. There is also a detached 2-car garage which is currently not used for anything. Broker/Owner.,AboveGrade:1100,Heating:Central Heat,ROOF:Metal

Nestled on desirable Union Street in Hudson, a short stroll from vibrant Warren Street, Olive House stands as a captivating turn-key two-family home. Recently upgraded with clean design elements, new systems, and a renovated backyard, this home retains the coveted allure of its circa 1930s charm. Offering numerous possibilities for expansion and use, Olive House presents a rare move-in ready opportunity brimming with potential. Live in one unit while generating rental income from the other, utilize as an artist live-work space, or easily convert to a grand single-family dwelling in one of Upstate New York's most sought-after locations.

Nestled on desirable Union Street in Hudson, a short stroll from vibrant Warren Street, Olive House stands as a captivating turn-key two-family home. Recently upgraded with clean design elements, new systems, and a renovated backyard, this home retains the coveted allure of its circa 1930s charm. Offering numerous possibilities for expansion and use, Olive House presents a rare move-in ready opportunity brimming with potential. Live in one unit while generating rental income from the other, utilize as an artist live-work space, or easily convert to a grand single-family dwelling in one of Upstate New York's most sought-after locations.

Discover the timeless elegance of this Edwardian-era gem in Hudson, NY. Built in 1908, this stately residence joins historic charm with modern comfort, offering a captivating blend of old-world grandeur and contemporary convenience. With four bedrooms, two bathrooms, an office, high ceilings, first floor parlors and fireplace this home provides for both daily living and entertaining. Ascend to the walk-up attic, spanning over 500 square feet, and let your imagination soar - whether a cozy retreat, artist's studio, or peaceful sanctuary, the possibilities are endless. Upgrades include a seamless 40 year metal roof, solar panels for energy efficiency, durable aluminum siding, new back porch room, new kitchen and new bathrooms. Adorned with gleaming hardwood floors, the interior exudes a warm and inviting ambiance. Additionally, tucked away in the detached garage behind the house up the hill, discover the charming cabin room featuring a wood stove, rear west facing balcony and own entrance. It's the perfect spot to unwind and reconnect with nature without leaving the comfort of home. Just a block from upper Warren St and mile from the Hudson Amtrak station, commuting to New York City or nearby destinations is effortless. Explore the eclectic shops, gourmet restaurants, and cultural attractions of Hudson, all within reach. Don't miss your chance to make this treasure your own - schedule a showing today and embark on a journey through the enchanting past and present of Hudson living! (Public Square Footage does not count Attic or Sunroom)

Classic 19th-century farmhouse and two large barns, surrounded by mature trees and beautiful lawns, lead to 41+ acres of forested land with a pond, stream, walkable trails, and potential building sites. Lovingly cared for by the same family for over 70 years, the 3-bedroom farmhouse includes a wraparound porch for relaxing out front and a screened porch overlooking the lawn, barns, and woods. The spacious barns could be used as workshops, studios, or storage. Or they could revert to housing animals, feed, and equipment. With a combination of cleared acreage and abundant forest, horse owners may find this property particularly attractive. A typical ride would start at the lily pond and continue into the woods up a gradual incline before reaching a level section with stunning views of the Catskills. One or more houses could be built here for the views alone. Or continue to enjoy the farmhouse, which features three bedrooms and two bonus rooms. One of the parlors downstairs could serve as a formal dining room, bedroom, den, or office. Upstairs, another large room could be used as an office, bedroom, den, or playroom. The home includes a generous living room, a mudroom, and a substantial eat-in kitchen with a wood stove. This 41+ acre property could be enjoyed from the start or wholly reimagined. Town of Saugerties water lines run through the property, which should aid any development. This desirable location in West Saugerties is close to the villages of Woodstock, Saugerties, and Palenville, with all of the surrounding Catskills and mid-Hudson Valley to enjoy. The George Washington Bridge is approximately 100 miles to the south.

Introducing a Prime Investment Opportunity: This well-maintained two-family home on Glenwood Blvd. offers the perfect blend of comfort and potential rental income. With three bedrooms and four baths (two full, two partial), it's designed to accommodate families or savvy investors looking to capitalize on the rental market. The property features a spacious living room in each unit, and a fireplace on the first floor, ideal for relaxation or entertaining guests. The kitchens are equipped with range, stove and ample cabinet space. Both units have access to the washer and dryer in the basement. Outside, the property boasts a well-manicured yard, offering a serene backdrop for outdoor activities. The paved driveway and detached garage provide ample parking and storage space for residents. Conveniently located midway between Hudson and Greenport, this property offers easy access to shopping, dining, and entertainment options. With downtown Warren Street just minutes away and New York City within a 2.5-hour drive, it's an attractive option for commuters or weekend getaways.

Come see this reimagined duplex in vibrant Hudson, NY minutes from Warren St. Both units are spacious, bright, and have some of that old house charm mixed with fresh details. Live in one unit while receiving income from the other- tenant leases already in place! Also great for investors. Many updates and ample street parking. Close to schools, shopping, restaurants, commuter train to NYC, and historic sites.

Beautifully maintained three bedroom, one and half bathroom Colonial Farmhouse built in 1843 situated on .79 acres with a wonderful large and roomy two car detached garage. Newly renovated and appealing kitchen with a center island. Living room has a dining area. Enclosed back porch offers extra possibilities. Second floor has three bedrooms and full roomy bathroom with tub. Fenced in yard. Close distance to center of Germantown, schools and Hudson River. Approx. 10-12 minutes to Amtrak in Hudson.

This is one of the sweetest little houses tucked away on one of Hudson's most convenient yet quiet streets. Just come in and decorate this 1950s Cape that offers affordable charm: Two bedrooms, 2 baths, eat in kitchen with pine cabinets provide for plenty of storage( can be refurbished or painted white like they do on the DIY shows). Easy expansion to second floor w/existing stairs to attic space. Bonus finished basement with ensuite bath that's just right for an office, gym or for that one extra guest. Convenient off-street parking with driveway beside the house and the garage under the house. Washer and Dryer in rear of garage. Large, quiet back yard. with mature shade trees. Beautiful little residential Hudson neighborhood where you have access to all of Hudson's happenings and yet are tucked away for peaceful evenings walking on your street or settling in on a sweet back porch. This house is a must see! It's a good one to reimagine and once you've made it your own, friends will certainly say "I love your house!"

Enchanting! 33-35 Hickory Road overlooks a burbling tributary of the Esopus, on a private paved road in the woods. This cloistered compound in Willow offers almost thirteen acres of beautifully landscaped and irrigated gardens and paths. Behind its private gate, it holds a 3800 sqft main house, plus two inviting guesthouses, a huge two-car garage, and a gazebo. Available for purchase for the first time since its creation, this architect-designed estate is perfect for multi-generational families, guests, and/or caretakers. The main house has a lovely and large floor to ceiling stone fireplace in the living area, dining room with beamed cathedral ceilings, three bedrooms, two and a half baths, and a home office. It sits amid established gardens and above the stream, with a large deck for entertaining or quiet enjoyment. All three houses have new roofs, and are spaciously laid-out with decks and wood-water-and-garden views. Completely secluded and magically private - with no visible neighbors - this is a dream opportunity. The exquisite gardens, with water features and stone paths have been lovingly and organically created and well-tended for forty years, and have been featured and recognized in numerous publications and national tours. Low annual HOA fees allow joint care of the private road, and easement to a common pond for picnics and three-season enjoyment. Shown by appointment only, this unique property is a lovely reason to call the Hudson Valley, HOME.

Charming arts and crafts style home with high ceilings, large rooms and a direct view of Cooper Lake. The home is completely renovated and updated with hardwood flooring, recessed lighting, porcelain countertops, new shingle roof, New Boiler and fixtures galore. The upper level boasts 3 large bedrooms, office/sitting room and 2 full baths. The lower level boasts 2 points of entry, and sitting room/den, a laundry room, a full bath, an open kitchen that looks into the spacious living room with a beautifully re-constructed fireplace and 2 sets of double doors leading to the front porch. There is plenty of room for parking in the 2 car detached garage and driveway and plenty of room for storage or a workshop in the blacksmith forging shop. Close to the Woodstock Artists Association and Museum, Overlook Mountain, Tinker Street Cinema and the theatre at the Woodstock Playhouse. The perfect mix of casual and classy all in one place.

Make this Kinderhook Victorian Farmhouse your home with 3 beds, 2.5 baths, screened porch, a rocking chair front porch and a spacious outdoor paver patio surrounded by lush plantings of Hydrangeas, Lilacs, Fruit Trees and plenty of room to garden more. A short stroll to the center of Kinderhook and all it has to offer. As you walk into the center hall, you are greeted with a graceful and original curved stairway that leads to 3 bedrooms, laundry room, a spacious and airy bathroom with both a shower and pedestal tub which looks out to the gardens. The primary bedroom also has an en-suite showered bathroom. On the main foor, the North Sitting room boasts a modern gas stove and a Jack-and-Jill 1/2 bath that also opens to the dining room. If the 1/2 bath were locked or walled off, the sitting room could be converted to a bedroom with 1/2 bath. To the South of the stairway are the 2nd sitting room and dining room that has served many a dinner. Off the dining room is the entry to the attached screened porch with entraces to the fenced side yard as well as the large patio. Built in 1900's, this sweet home captures the sunset on the NW facing rocking chair front portch and SE facing morning sun from the walled paver patio, garden, and expansive back yard. The single garage is a rear entry, with a paved parking turn-around and parking for 2 or 3 more cars. Even with the fenced vegetable garden, the property has plenty of space for a pool, pool house and/or large gardening shed or greenhouse. The Village of Kinderhook boasts a very active community life with a Saturday Farmers Market, the Kinderhook Memorial Library, a Garden Club and the home to the Columbia County Historical Society and the Museum and Historical Buildings. For the art lovers and collectors, check out The School as well as several smaller galleries, new eating establishements such as Morningbird, Aviary, Saisonnier and more to come!,AboveGrade:1640,APPLIANCES:Water Softener,Basement:Interior Access,Sump Pump,Below Grnd Sq Feet:750,ExteriorFeatures:Outside Lighting,FLOORING:Wood,FOUNDATION:Masonry,Heating:Zoned,Level 1 Desc:KITCHEN, DINING RM, LIVING RM, DEN, SCREENED PORCH, 1/2 BATH,Level 2 Desc:PRIMARY BED, EN SUITE BATH, 2 BEDROOMS, 1 FULL BATH,ROOF:Asphalt Shingles,Unfinished Square Feet:750

Two Bedroom Home in Need of Total Rehab. Old Two Story Home With a Front and Rear Porch. New Roof and a Few New Windows. Being Sold As Is, Cash Only.

Welcome to the Indian Lookout Country Club, an outdoor entertainment conglomerate! This venus is nestled on a secluded 178 acres. It has been the home of Harley Rendezvous events for over 45 yrs, famous concerts, weddings, galas, motocross, Rv & camp sites & much more. The property includes a variety of stages, racetracks, bars, convenient store, barn w/ commercial kitchen, gazebos, ponds, garages, trailers, guard shacks, ticket booths, outside showers & restrooms, first aid building, offices & two custom built homes; a 3200 sqft home, 4 br/3.5 ba, full walkout basement, in ground pool & a 1800 sqft home, 3 br/2 ba. Grounds are also fully equipped w/ electric, water towers & 4 hundred thousand mound systems. The possibilities are endless ! Unlimited income potential with the right vision

The Silver Wings Compound is a unique and sprawling property set on 9+ enchanting acres at the base of Overlook Mountain. This special offering has multiple structures including a main house, guest house, artist's studio, barn and pool. A quintessential Woodstock retreat, Silver Wings sits perched on a rocky bluff among majestic land with woodland and pasture views, a pond, impressive stonework and access to a walking trail leading to a viewpoint. This historically significant home was owned for over 50 years by the late Peter Mayer, a major figure in publishing and founder of The Overlook Press, hence the numerous built-in bookcases throughout. The main house is equipped with a cozy living/dining area, beamed ceilings, large vaulted great room, built-ins, bright eat-in kitchen, 2 fireplaces, and a bedroom suite on the main floor. There are two separate staircases leading upstairs to the second bedroom suite, cedar sauna, balcony, sitting room and another full bath. The house flows beautifully to the outdoors and adjacent buildings. The guest cottage sits next to the main house and has a sweet eat-in kitchen, stone fireplace, 2 bedrooms, 2 bathrooms and a sunny desk nook. The Artist Studio is tucked in the woods with vaulted ceilings, full bathroom, and huge doors opening to the fire pit. There are many charming areas to enjoy the outdoors including stone patios, multiple decks, and across the pristine front yard is an in-ground pool with seasonal mountain views plus a pool house. This idyllic compound is just 7 minutes from the Village of Woodstock and under 2 hours to NYC.

Great property. call your agent for more details.

Come and see this 9-family home plus 1 retail store almost 5,000 sq ft 2-2-bedroom Apartments,2-1bedroom apartment and 5 studio apartments. Also 1 retail store on ground floor. All apartments under market rents. Close to shops and transportation. Great investment property. Large city free parking lot behind the building. Current rent roll with the 7 rented units is $61,500 not including the 3 vacancies, projected fully rented income will be $87,900

Welcome to Kipp Farm, a historic estate dating back to circa 1800, nestled on two parcels encompassing 40.6 acres of picturesque landscapes. The property boasts rolling hills, lush fields, charming stone walls, graceful bridges, tranquil ponds, and serene woods. This idyllic compound offers a peaceful escape and exudes timeless charm. The current owners have meticulously renovated all the buildings on the property, preserving the antique features and enhancing the property's rich character. The main house is a stunning 3-bedroom, 3.5-bath Greek Revival-style home spanning 3,400 sq. ft. which features exquisite moldings, original doors, doorknobs, and original pine floors throughout. The first floor boasts a spacious eat-in kitchen that leads to a wrap-around composite deck overlooking the well-manicured grounds, vibrant perennial gardens, and a tranquil pond. The adjoining living room is highlighted by a vaulted ceiling and a built-in Bodart & Gonay wood fireplace. Moving through the formal dining room, you'll find an office/library with an artful Rika fireplace. Beautifully preserved original railings lead you to the second floor, where you'll find two generous bedrooms, each with its own en-suite full bathroom. The third floor offers a cozy retreat, complete with a bedroom and a private bath featuring a rain shower and deep soaking tub. The 2300 sq. ft. Carriage House with an expansive office, 1-bedroom, and 1.5-bathroom has also undergone an extensive renovation. The first floor features original exposed beams, bamboo floors, an Acme kitchen, powder room, and serves as an open floor plan game and cardio room. The second floor, with its original pine floors and cathedral ceilings, offers expansive office space, a screening room, a guest room with a loft, and a full bath. The Carriage House has its own deck overlooking the pond and is equipped with an EV charger. The Red Barns houses a personal gym, storage space with a separate entrance, a Tesla car charger, and spacious vaulted ceilings. The barns encircle a heated in-ground 60' x 20' gunite pool, enhancing your personal workout or leisure experience. The pool then leads to a charming two-story mini barn pool house. All structures have been exceptionally renovated and meticulously maintained. The estate features a 96-panel solar system in a distant field that supplies approximately 80% of the property's electricity. Additionally, the property includes a security system, two backup generators, and a 5-zone yard drip irrigation system, among many other amenities. Two additional barns, located on a separate parcel, have been recently polished and freshly painted, offering potential for your own creative transformation. Just 10 minutes to Hudson Amtrak station and 2 miles from historic Hudson with award winning restaurants and a plethora of antique shops in the one of the most picturesque towns around. This exceptional, one-of-a-kind property is a true treasure, awaiting a new owner to experience its magical serenity. A must-see to fully appreciate its beauty and charm. Schedule your private tour today.