Hillsdale NY Real Estate & Homes for Sale

Imagine a space where the hustle of the world fades into the background, and the serene whispers of nature beckon you to relax, gather, and reflect. This is not just a dream but a tangible reality awaiting your presence. Here, amidst the natural splendor, you'll find your own personal sanctuary, a place designed for moments of stillness and the joyous laughter of company. As you step onto the property, you are immediately greeted by sweeping views that capture the essence of pastoral beauty. Picture yourself being enchanted by the borrowed vistas of sprawling meadows that stretch out before you like a living tapestry. Adjacent to this picturesque setting is a delightful play field, offering an open canvas for recreation and enjoyment. The property abuts conservation land inviting you and your guests to embark on scenic explorations along the coveted Green River. Note too, the attic is large and ripe for expansion.

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great Barrington VIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping. The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.

NOW UNDER $3M! Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises of a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central AC, all updates systems, commercial grade fire systems, residential or commercial use. Seize the moment! Also listed for sale as Commercial. MLS# 73075811

As Summer Nears, the beauty of nature surrounds on a sleepy winding country road, this New and Truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a Gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. Build a family compound or guest home on the extra lot.

Welcome to the Berkshires! This business/farm is located right on Rt 7, considered the ultimate New England road trip. Capture tourists year round with nearby Tanglewood, Butternut ski resort and so much more! This spacious P&B building consists mainly of two large rooms both with lofts. One currently a tasting room with loft, floor to ceiling windows, a center staircase & french doors to the patio. The second room is currently an event room. The lobby has a handicap bathroom. Opportunity exists to live onsite in the attached apartment. This P&B was built with Microlam beams for clear expanse in basement & ability to support heavy retail on main level. There is also a fire protection system, alarm system, surveillance and 3 temperature zones. The business has a wine and food license. There is a plethora of other opportunities: farm to table restaurant, a farm stand, pick your own, farm brewery, retail, events. Time to make this your year!!!

New master builder's home with a wide opulent wrap-around porch welcomes you into the immense open floor plan bathed in sun-filled light from the wall of glass overlooking a terraced lawn. Entertainment begins here with the fully equipped high-end chef's kitchen with a butler's pantry including its own dishwasher and sink. A magnificent curved staircase leads to the King's Pine flooring of the primary suite with two balconies. Located in the heart of the Berkshires just minutes from the Mass Pike, NY State thruway and Taconic Parkway. All the Berkshires have to offer are literally minutes away including 4 major ski resorts, 7 golf courses, Tanglewood, Jacob's Pillow, Norman Rockwell Museum, Canyon Ranch, Kripalu, Hancock Shaker Village, and several theater companies and countless hiking trails. This custom house was designed with luxury and comfort in mind, including built in sound system, central vac, full house generator, dual head shower, hydrotherapy massage tub, and 4 fireplaces

This contemporary 1990 home has a new vibe. Come fall in love with the wideplank pine floors, vaulted/beamed ceilings and black modern farmhouse fixtures and accents. The exquisite open floor plan and updates add up to an exciting and fresh look! Imagine entertaining in the bright, modern, and efficiently designed kitchen with seating for 5 at the huge kitchen island. The gorgeous cabinetry is ample with storage for everything, black stainless appliances, white quartz countertops, and beautiful and functional farmhouse workstation sink. Walk out to the enormous, covered deck for BBQ and backyard fun. This home boasts 2 first floor bedrooms and a meticulously remodeled main bath, home office, and large living room. On the 2nd floor both bedroom ceilings are vaulted and spacious. The vibrant 2nd floor bathroom is remodeled with exquisite and stylish tile work. Walk out to the large private balcony off the master bedroom to enjoy amazing sunrise views. New furnace, AC, & newer roof!

Welcome to 685 Lee St. Property is a very charming cape that has a ton of potential. Property is on an acre lot with a big 2 car detached garage. Property will be delivered vacant at close.

This beautiful updated condo is move in ready. White cabinets with white countertops. Wood floors. Ceiling fans and overhead lighting is just waiting for the new owners. Large media / playroom in the basement for overflow people. Has a full bathroom and laundry room. Door for privacy to that space. Nice deck for summer outside space.

ANOTHER LOT ADDED!!! Opportunity Knocks! Expansive Lenox parcel with frontage on East Street and New Lenox Road with Subdivided lots. Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Well maintained Lenox 3 Bed 2 Full Bath conventional home is your ideal getaway to take advantage of all that the Berkshires has to offer. Features hardwood floors, spacious rooms, & wood burning fireplace. DON'T MISS OUT!!!

Atwater Pond is an exceptional retreat in the Berkshires of western Massachusetts. At the heart of the property lies the namesake 32-acre pond, which dates to 1892 when it was dug by hand and horses. More than 130 years later, the pond anchors the property, and the improvements and owner's homes are clustered on its eastern shore. The house and guest house recently underwent extensive renovations, and the immaculate structures have an effortless, contemporary aesthetic that honors the property's casual country roots while incorporating modern conveniences. Surrounding the pond are 321 acres of pristine woodlands, and the undulating topography is interspersed with trails, streams, wetlands, and remnants of the area's extensive history. It is a true four-season destination. Outstanding privacy and seclusion are balanced by accessibility. New York City and Boston can be reached in under two and a half hours. Four of the areas finest eateries and cafes are within a 10 minute drive.

Welcome to this incredible investment opportunity! This spacious property features 6 units with 7 beds and 6 baths, providing ample space for potential tenants. The property also includes a convenient 3-stall detached garage, perfect for storage or additional rental income. Attention investors: This is your chance to add a lucrative property to your portfolio. While this gem may not pass all types of financing, the potential for high returns is undeniable. Don't miss out on this exciting opportunity.

LIKE LIVING ON YOUR OWN PRIVATE LAKE!Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction.With only a few homes on Hayden Pond and none in sight of this property,it feels like your own private lake.Since 2017 many improvements have been made on this lovely property:metal shingle 100 yr roof,newly created lower level in-law apt w/kitchen,full bath & gas fireplace.Fully reimagined yard along the waterfront w/Goshen stone patio & steps,walkways along the water w/landscaping,a drilled well & an auto generator.There's plenty of room w/3 full baths,3 bdrms + a spacious living rm w/expansive lake views & deck,gas fireplace w/ gorgeous rustic stone & reclaimed wood surround.A few minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing now!

Great owner occupied opportunity- as one apartment is vacant or add to your portfolio and rent all 3 apartments.This well maintained property offers a beautiful setting and many updates such as a NEW septic system 2012, blown in insulation 2013, NEW vinyl siding and windows 2020, New water filter system 2019, New water heaters from 2019-2021 and blown in insulation 2013 to name a few. 3 CAR DETACHED GARAGE!!!!! 48hour notice with all appointments.

Freshly renovated condo. New butcherblock counter tops with tile backsplash, appliances, flooring and paint throughout. Huge bedrooms with double closets. Upgraded bathroom with cool cabinets, mirror and fan. Super quiet unit 4 is in a 4 unit building. It has a very functional and spacious floorplan. The building has common laundry and off street parking. Located next to a park and elementary school. Very low HOA expenses and taxes.

Nestled on a deeded 1/3 acre lot behind a shelter of trees, this 2 bedroom getaway can be your summertime home away from home! With a modern 2011 well cared for interior, this 34' trailer has a large screened porch for summer evenings and rainy day entertaining. The attached deck overlooks woods. This cozy lot also has a fire pit & 2 sheds! For extra guests, the kit table unfolds into a bed. Klondike is a gated community which has a large clubhouse w/many amenities, a large newer pool w/poolside cafe, community fire pit, picnic area, playground, exercise room, tennis & pickle ball courts, onsite ponds for kayaking, and more! Numerous organized events also give this gated campground a true sense of community! Klondike is a great place to call home from 5/1 to 10/15, and a wonderful place to visit year-round to enjoy local trails, skiing, fishing, & the outlet mall. Come view this opportunity today!

Fully renovated, expansive duplex within the Downtown Creative District. Each unit boasts three floors and over 2,700 sq ft of living space. Both sides feature open living/dining room floor plan, generous entry/laundry, large kitchen and half bath on the first floor. The second floor is host to a full bath, large primary bedroom, and two additional bedrooms leading to the third floor with three sizeable bedrooms and comfy sitting/reading area. Amazing natural light throughout.. Conveniently located near downtown restaurants, theatre, shopping and all the cultural/recreational activities the Berkshires have to offer. All representations are from the seller or a public source; broker has not verified same. Recommend buyer independently verify all information.

Discover the potential of 25 Danforth Ave, an exceptional investment property nestled in the heart of Pittsfield, MA. This prime real estate offers an exciting opportunity for savvy investors seeking to capitalize on the thriving market dynamics of this vibrant city. Whether you're looking to expand your rental portfolio or embark on a fix-and-flip project, this property caters to a variety of investment strategies. With its flexible layout and potential for customization, 25 Danforth Ave presents endless possibilities to maximize returns and achieve your investment goals. With the demand for rental properties on the rise, 25 Danforth Ave offers lucrative income potential for investors. The property's spacious interiors, ample parking, and desirable location make it an attractive option for tenants seeking quality housing in Pittsfield's competitive rental market.

This 3-bedroom, 1-bathroom home needs a little love, but is full of unexpected perks, including: an insulated and heated, hobbyist's oversized garage; first-floor laundry; hardwood floors throughout the second floor; an oversized second-floor center hall, which could double as an office, reading nook, or homework station; lots of main living space (living, dining, and family rooms, plus kitchen and first-floor bath and laundry); a screened-in front porch; a covered, enclosed patio near the backyard; and plenty of parking"all while being conveniently located to amenities. Within a few blocks, you can catch a baseball game at Wahconah Park, a coffee at Dottie's Coffee Lounge, or a meal at a number of restaurants. This home comes from a family of tradespeople who kept up and even upgraded the main systems, including 200 Amp electric, 2016 roof replacement, and a well-maintained boiler and hot water tank. Bring your vision and make this house your home!

Take a Look at this two-family up/down duplex style home located in Pittsfield MA! This home has fairly new updates to the inside. As it was once a single family residence that is now converted to a Two-family. Seize the opportunity now to capitalize on this cash cow!

Take a Look at this single-family conventional style home located in Pittsfield MA! This property features a fairly new roof and one year old updates that were made to the inside of the home.

Come check out this Colonial style home featuring 2 bedrooms and one bathroom. Plenty of storage. Bring your ideas and make this your own. Buyer to verify all info and use.

GREAT POTENTIAL TO HAVE YOUR OWN CABIN IN THE WOODS! This property is located in Sherwood Forest Lake District and features 3 BR, 1 bath, and one car garage. Being sold "as is" including debris in and around the house. House needs work to bring it back to its glory. Buyer to perform due diligence, including well testing, utilities and smoke certificate. Property failed Title V. There is a wood stove for heating and electric hot water heater. Would be perfect for future Airbnb or hunting lodge. Close to Berkshire ski areas.Will not qualify for financing. Must be cash or rehab loan. Subject to probate approval.

Sherwood Forest's private community offers a peaceful retreat surrounded by nature's beauty, providing a perfect escape from the hustle and bustle of city life. With its proximity to two lakes, residents can enjoy fishing, boating, swimming, and other recreational activities, making it an ideal spot for outdoor enthusiasts. Considering the property's sizeable lot, there's potential for a complete renovation or even a teardown to build a brand-new, custom dream home in this desirable location. Currently, this colonial-style house features 3 bedrooms, 1.1baths, offering ample space for living. All potential buyers are encouraged to perform their due diligence regarding the property's condition, renovation costs, and any necessary permits.