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42 Photos
HARSCH ASSOCIATES
$750,000
4 BD | 4 BA
Residential - Single Family

Charming Victorian. A unique opportunity to own this Victorian era in-town home for the first time in 54 years! Loved and cherished and now ready to be passed to the next fortunate owners for years to come. Built in the 1880s, the original house was moved to this location around 1910 drawn by a team of oxen or horses on logs across the Hemlock Brook. Many changes and additions later, the 4-bedroom home has embraced families, and more recently guests as a favorite Airbnb being so private yet so close to the center of the village. This lovely home has all the hallmarks of its original pedigree including the two-sided covered porch and bay window living room. The first floor Principal Bedroom Suite was added in recent years, as was the family room, and green house. (see More)


92 Photos
CLARK REALTY GROUP LLC
$759,000
4 BD | 5 BA
Residential - Single Family

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full bath. This is perfect for a multi generational family. The basement has plenty of storage and a dry, carpeted rec room with a wet bar and a half bath. The grounds feature mature landscaping and privacy. The roof, skylights, and gas fireplace are newer (installed in 2016). Home is on a private street with a cul-de-sac and is within walking distance to BCC and the state forest. Bosquet and Jiminy Peak


42 Photos
LANCE VERMEULEN RE, INC
$795,000
4 BD | 2 BA
Residential - Single Family

This circa 1790 Colonial home has well preserved character and spans over 4000 square feet with 4 working fireplaces. Tasteful updates from the early 2000s have enhanced the home for todays lifestyle while maintaining its charm.Outside, a seasonal stream runs through the property, and two large barns provide additional storage and versatility for various uses.With impressive architecture and rich history , this estate is a rare opportunity and is ready to be taken to the next chapter.


20 Photos
ROBERTS & ASSOC. REALTY, INC
$799,000
3 BD | 2 BA
Residential - Single Family

Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary design, one-level open living plan with primary suite, two additional bedrooms, gas fireplace, attached two-car garage. Natural gas heat, central a/c, screened porch.


20 Photos
ROBERTS & ASSOC. REALTY, INC
$799,000
3 BD | 2 BA
Residential - Condo/Townhouse

Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary design, one-level open living plan with primary suite, two additional bedrooms, gas fireplace, attached two-car garage. Natural gas heat, central a/c, screened porch.


18 Photos
ROBERTS & ASSOC. REALTY, INC
$799,000
3 BD | 2 BA
Residential - Single Family

Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo community features pool, tennis, a clubhouse with fitness room. Around the corner from Pontoosuc Lake, close to skiing, and all Berkshire cultural attractions!


18 Photos
ROBERTS & ASSOC. REALTY, INC
$799,000
3 BD | 2 BA
Residential - Condo/Townhouse

Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo community features pool, tennis, a clubhouse with fitness room. Around the corner from Pontoosuc Lake, close to skiing, and all Berkshire cultural attractions!


26 Photos
STONE HOUSE PROPERTIES, LLC
$800,000
3 BD | 4 BA
Residential - Single Family


26 Photos
STONE HOUSE PROPERTIES, LLC
$865,000
5 BD | 4 BA
Residential - Single Family

Expanded Adirondack cottage in an enchanted setting. Complete and total privacy on over 60 wooded acres. The original fieldstone fireplace anchors a spacious living room with gleaming wood floors. The main house (3 Bedroom/2.5 Bath) has huge dining and family room spaces to entertain family and friends. The 2 bedroom/1 bath guest house is perfect for guest quarters, studio, or workspace. Enjoy multi-level outdoor terraces overlooking mature landscaping and handsome stonework. 15' deep pond completes the tranquil setting of this completely private paradise. Prime Red Rock hamlet location.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$899,000
5 BD | 4 BA
Residential - Single Family

This impressive Victorian Mansion is a true masterpiece, blending timeless elegance with modern upgrades. Its stunning Italianate architecture features 7 exquisite marble fireplaces, intricate crown molding with acanthus leaf brackets, soaring 12-foot ceilings, grand floor-to-ceiling windows, and elegant Newel post lamps. The home boasts oversized master suites both upstairs and downstairs, each with luxurious master baths and their own marble fireplaces. Significant updates have been made to this home, including a partial roof replacement and re-coating of the rubberized sections. The heating system was fully upgraded with a new boiler, hot water tank, and thermostats, ensuring comfort throughout the home. Electrical updates provide peace of mind and efficiency. (see more remarks)


30 Photos
BIRCH PROPERTIES
$925,000
4 BD | 4 BA
Residential - Single Family

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.


78 Photos
MACCARO REAL ESTATE
$949,000
4 BD | 3 BA
Residential - Single Family

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on Lake Garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at Lake Garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a Juliet balcony overlooking the backyard. Please read the Supplemental Remarks to learn more about the house & lake lo


32 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$975,000
3 BD | 3 BA
Residential - Single Family

Located only a few minutes from the hamlet of Copake, NY and off a quiet country road, this private haven is set on a stunning 20 acres with rolling meadow and dramatic mountain views. The inside of the late mid-century home offers the same serenity and drama as its setting. The great room with its soaring 25 ft ceiling is flanked by a massive stone chimney and fireplace on one side and a wall of windows on the other, taking full advantage of the incredible views. The house still retains much of its original charm and character, which one could embrace or put their own stamp on. The kitchen is open to the dining area with its own stone fireplace. There are three large bedrooms and two full and one half bathrooms.


37 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$995,000
3 BD | 3 BA
Residential - Single Family

Set atop a serene hill along a quiet, winding county road, this charming New England saltbox home perfectly blends classic elegance and modern comfort. Built in 1995 by a contractor as a spec project, the residence was customized to feature two spacious bedrooms, a cozy den that doubles as a ground-floor bedroom, three baths, a dining room that spills into the living room, an expansive great room that is ideal for both entertaining and everyday living, and tons of storage space throughout.A thoughtfully designed addition constructed in 2005 enhances the home's comfort-factor by introducing a bright and airy family room, a bonus space that could easily be converted to an exercise room, and a delightful second-floor artist's/craft studio.


5 Photos
BIRCH PROPERTIES

RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the southern end of the pond, the property commands a stunning view of the entire water body--an idyllic setting for your home.


57 Photos
Compass Massachusetts, LLC
$1,195,000
3 BD | 3 BA
Residential - Single Family

Well maintained ranch set on 8.3 open acres with beautiful views of the Taconic Range. The home with 3 bedrooms and 2.5 baths is lovely as is, and offers excellent possibilities for future additions. Enjoy expansive mountain views from both the open living space and the primary bedroom. A large deck provides great outdoor living/dining space, mature gardens and landscaping finish the property beautifully. Central A/C and a wood burning fireplace provide comfort year-round, and the sunroom is perfect for a library/office. Breezy Hill Rd is one of the most desirable and convenient locations in the Berkshires - 2 miles to Catamount Mtn Resort (skiing), 4 miles to the center of Hillsdale, 9 miles to Great Barrington and 20 miles to Hudson.


17 Photos
HOULIHAN LAWRENCE, INC
$1,270,000
4 BD | 3 BA
Residential - Single Family

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream.


38 Photos
PREFERRED COUNTRY PROPERTIES
$1,350,000
4 BD | 3 BA
Residential - Single Family

This c.1814 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sqft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


66 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$1,395,000
4 BD | 4 BA
Residential - Single Family

PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings relaxing in the hot tub in your meticulously maintained outdoor space. You will look forward to the heron that flies overhead daily to visit the creek and the deer that come to shake some apples from the trees. An amazing place to relax at the end of the day!

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