Oak Hill NY Real Estate & Homes for Sale

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.

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.

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.

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)

Well built beautiful home just 1 minute from the highly desirable Phoenicia town! Nestled in the breath taking Catskill Mountains surrounded by unbelievable views, just the drive to see this home is serene. The single floor layout makes this house so convenient and easy to maintain. The rooms are very large and spacious too. You're definitely going to love warming up in front of the huge wood fire place after spending the day at one of the two Mountains that are located only 15 minutes away! You have unlimited Air B&B potential for all seasons.

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.

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

Located on one of the best streets in Stamford, NY, that is considered the Queen of the Catskills, this beautiful split-level ranch house is waiting for you to make it your own. Well cared for with many updates such as a new roof and new windows, this house boasts beautiful wood floors, a cozy living room, new matching kitchen appliances, and a deck/patio that is perfect for entertaining your family and friends. The full lower level has plenty of room in the laundry area and space for storage. Large 2-car garage is heated so you can set up a year-round workshop or hobby area. This house is within walking distance to coffee, restaurants, local shops, and the 26 -mile Catskill Scenic Trail that is open year-round for activities such as running, biking and horseback riding & there is a new community pool just blocks away! Skiers will love the 30-35 minute drive to Windham, Plattekill, Hunter, and Belleayer Mountains. Come see this home today!

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.

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.

Nothing beats owning your own home, even more so when there's renter income to help with your mortgage. This would make a great mother-daughter home, with full kitchens and baths, up and down. It can also be easily converted into a one-family home, with apartment on 2nd floor for son/daughter/mother/father or even an aide. Located near both Belleayre & Hunter Ski Resorts. Location is key, whether you enjoy the outdoor adventures, sports, festivals or relaxing at the Emerson Resort. Boasting captivating mountain vistas. Step inside to discover the timeless elegance of wood moldings, hardwood floors and a sunroom that bathes the space in natural light. Each unit features two bedrooms and one bath, providing comfortable living for all. The second-story balcony is the perfect spot to soak in the mountain views. Don't miss the opportunity to make this your mountain retreat or investment property!

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!

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.

Welcome to your cozy mountain escape snuggled among the serene Catskills. This delightful 2-bedroom, 2-bathroom chalet offers a tranquil retreat where you can unwind, recharge, and immerse yourself in the wonder of nature. Step outside onto the wraparound, elevated deck and breathe in the fresh mountain air. Sip your morning coffee while listening to the gentle rustle of leaves and enjoying picturesque views across Pine Hill towards Belleayre Mountain and the ski slopes. The airy open plan great room with large windows invites natural light and showcases the beauty of the outdoors. The functional kitchen/dining area fully renovated recently, including fixtures, modern appliances, Corian counter tops, ample storage cabinets and cork floor tiles offers ease while whipping up those delicious meals. The two bedrooms are comfortably sized. Both bathrooms were totally reconfigured and renovated recently. The second bathroom which is in the lower-level recreation/lounge area is equipped with a Helo sauna from Finland offering a spa like experience from the privacy of home. This large lower-level living space opens onto a covered porch as well as onto to the stone patio area, great for barbeques, dining alfresco and outdoor lounging. There is a woodstove in the lower level. Imagine curling up by the crackling fire on chilly evenings. The home is equipped with a solar power system installed by Solar Generation providing supplementary electricity and offering tremendous savings. Included is the appropriate transformer set up allowing for the installation of a battery backup. This country retreat offers a harmonious blend of comfort, nature, convenience, and adventure. Whether you seek a weekend getaway or a year-round haven, 2088 Birch Creek Road beckons. Schedule a viewing today and make this Catskills gem your own!

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.

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

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.

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.

Two bedroom plus bonus room! Beautiful quiet residential street in Sought after Claverack. Just three miles to Warren St! This is a well-loved home! It was built by the owner in 1954 and has never been sold. Tax data says 2 bedrooms but there is an additional room on main level with a closet. This home has beautiful hardwood floors, Spacious Living room with working Bluestone fireplace. Roof is 10 years old; Septic is a 1000 gallon concrete tank, Community water, new high efficiency boiler. Large basement with washer dryer and tons of storage. There is also a 1 car attached garage. Home was lovingly cared for and owner has receipts for Maintenace and upgrades.

Over looking the mighty Hudson River is one amazing sight.. Eagles soaring, tug boats passing and don't forget the many beautiful boats.This meticulously kept home is located in the quaint hamlet of Malden on Hudson. Spacious open deck to enjoy this unbelievable home.This newly constructed home (2014) was built above the flood plain and offers unobstructed, panoramic river views in three directions. With maintenance free 30-year Hardiplank siding and trim, you will have plenty of time to enjoy this home and all that it has to offer. Features include it's own deep water dock, boat ramp with electric winch, mooring and 12x40 in-ground heated lap pool w/ cabana. This home has a beautifully open floor plan to take advantage of the majestic views. Built for energy efficiency, this house is highly insulated and features Pella Impervia composite doors and windows...never needs painting! Central air, radiant heat (all 3 levels), (2) Central HVAC units (heat & cool). and tankless water heater. Provenza wood floors, tile in kitchen, baths, entry and garage. The custom solid cherry gourmet kitchen offers 2 Subzero refrigerators, Monogram 60" gas professional range with 6 burners and griddle, pot filler, double oven, Bosch dishwasher, granite countertops, 2 sinks w/garbage disposals, breakfast bar, and more. Toe kick lights at base of kitchen.The expansive living room features large sliding glass doors out to a 900' Trex deck (no painting!) with beautiful new electric awning. Spectacular floor-to-ceiling stone gas fireplace (maybe converted to wood). Three additional bedrooms plus a master bedroom suite for a total of four bedrooms, 3.5 baths. The luxurious master bathroom features a 6' soaking tub and walk-in 6 jet Mr. Steam generator shower and seat. Everything in this house has been extremely well thought out so it 's new owners can simply put their furniture in place and enjoy. Even the pool has a new gas heater, pump, and electric motor for auto cover. Two-car garage, one is heated. ... Don't miss the butler's pantry with sink and cooler! The list goes on and on.. Town water, sewer and natural gas heat is a real plus. Irrigation system too. 50 year roof, so no worries for a very long time. This home was built by local craftsmen with extreme quality work. 100 miles north of NYC, 40 miles south of Albany, this home is 10minutes outside the Village of Saugerties. Enjoy this thriving arts community, great little hometown stores and coffee shops. Kingston 12 miles.Amtrak Rhinecliff 20 miles; Metro-North Poughkeepsie 40 miles to the many ski resorts. Radiant Floor Heat (all 3 levels),(2) Central HVAC units (heat & cool). 1st floor and 3rd floor. Mechanicals: Natural Gas Equipment. Prestige boiler for in floor heat and ceiling vented heat. Navies on demand Hot Water heater. Pex Water Supply Lines. 2nd Level features 2 bedrooms and a full bath with Deck / Exterior Entrance. (Could be live in Nanny or House Keeper Quarters). 3rd Level features Huge Family / Entertainment room with Panoramic views of the Hudson River. Guest Bedroom Guest Bathroom with walk-in Shower.

Welcome home to this spacious Colonial located on a quiet street in the quaint town of Germantown. This 3172 sq ft home offers ample space for comfortable living. The updated kitchen and large walk-in pantry make entertaining a breeze, while the in-ground swimming pool provides a refreshing retreat on hot summer days. Two screened in porches offer the perfect spot to relax and enjoy the surrounding scenic views. The walk-out basement features a guest apartment providing additional living space. Many upgrades/updates have just been completed. Move right in and add your finishing touches! Conveniently located to Hudson and Rhinebeck, this home offers easy access to shopping, dining and entertainment options.