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Historic Homes for Sale in The Berkshires under $500,000

Explore some of the most unique and well-priced historic homes for sale in the Berkshires of Massachusetts, Vermont and Eastern New York.

Found 108 listings using search criteria.
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Pittsfield
List Price: $499,900

LAKEFRONT!!! WATCH THE SUN RISE OVER THE WATER FROM THIS AWESOME SPOT ON PONTOOSUC LAKE.COMPLETELY RENOVATED IN 1987. USE AS A YEAR ROUND HOME OR A SECOND HOME. COME SEE IT!!!
broker reciprocity
MLS #: 184172
[View Property]
Becket
List Price: $499,900

Originally built in 1900 this home has been renovated and has an addition. Overlooking a lovely wildlife pond with a dock and beach area. The view from the front deck is simply serene. Mature plantings through out the grounds just add to the charm of this country home. Full basement with 12' ceilings could be finished off for more living space. New furnace & hot water heate
broker reciprocity
MLS #: 183986
[View Property]
New Lebanon
List Price: $499,500

Estate like setting, private, hardwood floors, indoor and outdoor bar-b-que, fireplace, master bedroom wuite with kitchnet, wine room, 3 room caretaker apat, tennis court, total rooms 9 and 4 baths.
broker reciprocity
MLS #: 181646
[View Property]
Chatham
List Price: $499,000

Owned by only 2 families in 130 years, this early beauty was a former stage coach stop/tavern. Many original features including native, wide-pine floors. Located in New Concord, one of Columbia County?s most beautiful hamlets. Home is surrounded by 100+ year-old maple trees.
broker reciprocity
MLS #: 184593
[View Property]
Pittsfield
List Price: $499,000

The classic, center hall, Federal-era Enoch Weller house features beautiful proportions and original details: high ceilings, wide-board floors, decorative mantels & woodwork, generous center entry with elegant period staircase. Built between 1795 and 1825. Gardens and woods offer country ambiance minutes from downtown. Frontage & acreage sufficient for new owner to create a separate building lot.
broker reciprocity
MLS #: 180771
[View Property]
Stephentown
List Price: $499,000

This Mint condition 1800's farmhouse sits gracefully on a quiet back road. Wood paneling and exposed beams, very wide pine floors, and an open floorplan. Also, a Master BR on the first floor. Besides the amazing seclusion, you have over 33 acres that includes barns, fenced pastures, a pond & care-taker's cottage. Totally beautiful and move-in condition.
broker reciprocity
MLS #: 183660
[View Property]
Stephentown
List Price: $499,000

Perfectly restored and lovingly maintained post and beam farmhouse, modernized with no loss of character. 4 bdrms/4 1/2 baths overlooking parklike acreage w/mature fruit trees, 3 ponds, pasture and 2 story post and beam barn w/2 car garage. Minutes to skiing and cultural areas in both NY & MA.? A welcome weekend retreat or gracious full time residence.
broker reciprocity
MLS #: 184202
[View Property]
Great Barrington
List Price: $495,000

Commercial and residential use, plenty of off street parking and great Route 7 exposure, have you business on the main level and collect the rent from the apartment.
broker reciprocity
MLS #: 184218
[View Property]
Stockbridge
List Price: $495,000

Charming older home on a quiet street close to town, surrounded by Laurel Hill and Town of Stockbridge property and next to the Laurel Hill Bridge over the Housatonic leading to Laurel's Tower and Ice Glen. Open living/dining area with oak floors and dyed plaster walls, spacious eat-in kitchen, and a fabulous screened front porch. The garage has been converted to a heated studio/workshop.
broker reciprocity
MLS #: 184012
[View Property]
Lenox
List Price: $495,000

Charming older home on a quiet street close to town, surrounded by Laurel Hill and Town of Stockbridge property and next to the Laurel Hill Bridge over the Housatonic leading to Laurel's Tower and Ice Glen. Open living/dining area with oak floors and dyed plaster walls, spacious eat-in kitchen, and a fabulous screened front porch. The garage has been converted to a heated studio/workshop.
broker reciprocity
MLS #: 184063
[View Property]
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Information from the Berkshire County Board of Realtors®, Inc. or its Multiple Listing Service, last updated December 3, 2008. Information herein believed to be accurate, but not warranted.

All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors®, and in copyrights therein, shall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of the Berkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

Dear Paul,
We extend our thanks and praise to you and your staff as you celebrate 25 years of providing real estate services to our community. On behalf of the Trustees, Officers and staff we congratulate you and wish you many more years of great service.

Sincerely,
Charlie O’Brien, President
South Adams Savings Bank