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50 Photos
PAULA MCLEAN REALTORS INC.
$399,000
2 BD | 2 BA
Residential - Condo/Townhouse

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening breezes. The flexible floor plan allows you to choose between 2 or 3 bedrooms to best fit your needs - perfect for guests, an office, or extra sleeping space. Two stylish full bathrooms ensure everyone has plenty of space and comfort. Nestled in Stockbridge, you'll have easy access to all the charm and amenities the area has to offer, with nature at your doorstep. Offered fully furnished.


22 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$399,000
3 BD | 2 BA
Residential - Single Family

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single level layout provides comfortable flow between the bright living spaces and the three well sized bedrooms. Recent improvements include a brand new roof, ensuring years of worry free ownership. An attached heated two car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings.


24 Photos
LAMACCHIA REALTY, INC
$399,500
3 BD | 2 BA
Residential - Single Family

Pristine Colonial located in desirable Southeast Pittsfield, featuring a newly renovated kitchen and updated half bath. This well-maintained home offers a wonderful, easy flow with three generously sized bedrooms. Enjoy the comfort of a cozy office just off the living room, along with a beautiful wood-burning fireplace. Truly move-in ready--just unpack and enjoy!


25 Photos
FAIRGROUND REAL ESTATE, INC
$399,900
2 BD | 2 BA
Residential - Single Family

With a Passing Title V, Country cottage perched atop 3.6 acres in the charming village of South Egremont. This property is set back off the road and offers privacy. The walkout lower level boasts a stone fireplace rec area/ den and garage access. The second floor has 2 bedrooms and a bath as well as living room with fireplace.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


4 Photos
BISHOP WEST REAL ESTATE
$399,900
3 BD | 2 BA
Residential - Single Family

To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a 10' x 10' pressure-treated deck, perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.


59 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$399,900
5 BD | 3 BA
Multi-Family

This exceptionally well-maintained Civil War-era farmhouse presents a rare opportunity to own a property rich in character while offering remarkable versatility. Thoughtfully preserved and updated, the home accommodates a variety of living arrangements, functioning seamlessly as a spacious single-family residence, a multi-generational home, or a duplex-style property with income potential for both long- and short-term rentals. Set within a charming, low-tax community, the property offers an appealing balance of tranquility and accessibility. Its proximity to Jiminy Peak places year-round recreation just moments away, including skiing, hiking, mountain biking, and outdoor adventure parks. The surrounding area is equally known for its vibrant cultural scene, with nearby venues offering arts,


30 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$399,900
6 BD | 3 BA
Residential - Single Family

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.


30 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$399,900
6 BD | 3 BA
Multi-Family

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.


26 Photos
WILLIAM RAVEIS - BERKSHIRE
$399,900
4 BD | 1 BA
Residential - Single Family

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


28 Photos
WILLIAM RAVEIS - BERKSHIRE

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this property has been thoughtfully renovated top to bottom. This high visibility building, also zoned residentially, has 4 bedrooms or office spaces, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard that could used for additional parking, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


41 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$410,000
2 BD | 1 BA
Residential - Condo/Townhouse

Perfectly positioned in the heart of Jiminy Peak Mountain Resort, this stylishly updated two-bedroom, one-bath condominium offers the ultimate slopeside lifestyle. Just steps from the lifts, you'll enjoy effortless access to one of the region's premier ski destinations while retreating to a thoughtfully designed interior that blends comfort and modern appeal. The bright, open living space is ideal for relaxing after a day on the mountain, with tasteful updates throughout creating a move-in-ready experience. Beyond winter, Jiminy Peak Mountain Resort transforms into a vibrant four-season playground featuring hiking, mountain biking, and family-friendly attractions.


15 Photos
DALTON TOWN & COUNTRY ASSOC, INC
$419,900
4 BD | 2 BA
Residential - Single Family

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities


42 Photos
LAMACCHIA REALTY, INC
$419,900
3 BD | 2 BA
Residential - Single Family

Welcome to 367 Notch Rd in North Adams! This beautiful 3-bedroom, 1.5-bath ranch home offers the perfect blend of comfort and style. Step inside to discover an inviting open-concept layout, highlighted by a stunning cathedral ceiling and an expanse of windows in the living room that floods the space with natural light. The thoughtful design creates a welcoming and airy atmosphere, ideal for both everyday living and entertaining. Nestled away from the bustle, this home provides a peaceful retreat while remaining just a short drive to downtown North Adams amenities and close to downtown Williamstown, MA. Don't miss this opportunity to own a move-in-ready home in a desirable North Adams location!


58 Photos
RE/MAX COMPASS
$419,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!


34 Photos
LAMACCHIA REALTY, INC
$420,000
2 BD | 1 BA
Residential - Single Family

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.


51 Photos
ROBERTS & ASSOC. REALTY, INC
$424,900
4 BD | 2 BA
Residential - Single Family

Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living room, formal dining open kitchen and a family room with skylights. First floor bath w shower and bonus is a year-round heated sunroom on its own heat zone. Second floor features four generously proportioned light-filled bedrooms, updated full bath. Private rear patio, attached garage, Natural gas heat - four zones! Minutes to theater, restaurants and all of the Berkshire attractions.


32 Photos
JIMINY REALTY
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Top Floor unit with views of the slopes! This totally renovated 2-bedroom 1.5 bath unit with brand new everything. New floors. New appliances. New furniture. New Paint. New exposed beams. Private parking spot right out front. Private ski locker for your skis and boots. This unit also comes with a private owners closet that holds all the extras like bikes and rackets. Let's not forget this unit has a wood burning fireplace for the cold winter nights. Tennis courts and summer swimming pool are steps away from this unit. Park your car and walk to everything. Ski right up to the back of the building. Turnkey unit already for the winter snow.


43 Photos
PAULA MCLEAN REALTORS INC.
$425,000
2 BD | 3 BA
Residential - Single Family

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom for ultimate comfort and privacy. Outside a 2 car garage great for snow days or storing an old vintage car! Ideally located close to Tanglewood, Ventfort Hall, Bousquet Mountain & Sport, The Colonial Theatre as well as wonderful restaurants, cafes, and shopping. A little something for everyone.

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