169 houses for sale in South Lee, Lee town Berkshire County Massachusetts

CONTEMPORARY FARMHOUSE! Sited on a knoll dotted with old apples trees overlooking scenic views all framed by a meandering fence. All you could ask for is in this well-built home, offering a first floor primary ensuite, library with fieldstone fireplace, A well appointed kitchen opens to both the dining and a living room with fireplace. A screen porch, 1/2 bath, laundry room/mudroom leading to a 2 car garage completes the first floor. The second floor offers 3 addition bedrooms, full bath, built-in bookcase with window seat. Kick back and relax on the front porch! A fabulous Berkshire house close to all Berkshire cultural venues, skiing, shopping, restaurants and, just plain fun!

Quitessential 1830's side hall Colonial. charming home located in the village of Interlaken in the town of Stockbridge, MA. just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park. sit on the deck or around the firepit to soak in the atmosphere of privacy and peacefullness. This 3 bedroom, 1.5 bath house has been miticulously updated including: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. garage is partitioned for a workshop but can easily be converted to a one car garage again

Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three fireplaces anchor inviting gathering spaces filled with warmth and character, while three spacious ensuite bedrooms offer exceptional comfort and privacy. Rich period details, handsome proportions, and abundant natural light create a home that is both sophisticated and welcoming. Beyond the main residence, a separate guest cottage provides the perfect retreat for visitors, extended family, a home office, or creative studio. The expansive, level lawn presents a rare opportunity to create a private estate setting with ample room for a pool, tennis court, or beautifully landscaped gardens. Completing the p

A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are spaced apart for maximum privacy; the open living area takes center stage for entertaining. Post-and-beam great-room/atrium w stone floor. Open kitchen w custom cherry cabinetry. First floor primary suite. Outside, enjoy over 4 acres of privacy: lawn, gardens and your own nature trails! Deeded rights to the White Pines beach on Stockbridge Bowl. Walking distance to Tanglewood! Must see!

A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are spaced apart for maximum privacy; the open living area takes center stage for entertaining. Post-and-beam great-room/atrium w stone floor. Open kitchen w custom cherry cabinetry. First floor primary suite. Outside, enjoy over 4 acres of privacy: lawn, gardens and your own nature trails! Deeded rights to the White Pines beach on Stockbridge Bowl. Walking distance to Tanglewood! Must see!

Rare, renovated Berkshire investment compound on 0.59 acres in walkable Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic home (394 Park St) hosts two updated 2BR units. Enjoy a sprawling backyard with mountain views, a community garden, and fruit-bearing trees. Fully insulated and optimized for easy management with 4 separate heating/electric systems, town sewer/water, and off-street parking for 10+ cars. Walk to Berkshire Mountain Bakery; minutes to Great Barrington and Tanglewood. A rare, turnkey find!

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light-ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back

Located on a quiet street in Housatonic, this charming cottage offers easy single-level living in a peaceful neighborhood setting. Set on a sunny double lot, the property provides extra outdoor space and flexibility with room to garden, entertain, play, or simply enjoy the surroundings. Inside, the home features an efficient layout filled with natural light, creating a bright and comfortable feeling. An oversized garage adds valuable storage and space for hobbies, tools, or workshop use. One of the highlights of this location is being within walking distance to Old Maids Park, where you can enjoy fishing, swimming, and a picnic area along the river. This sweet cottage offers a wonderful opportunity for those seeking a manageable home with everyday simplicity and nearby recreation. Minutes to downtown GB, and local amenities!

Rare opportunity to own a substantial two-family home in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything. Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement At the rear of the property sits a separate cottage with the best views. Already equipped with plumbing, heat, and electricity, it offers exciting potential as a possible Airbnb, guest house, studio, or private retreat with some updating and patch work. Additional features includ

This Stockbridge home has it all. privacy, protected view, river frontage, plenty of room for all washed with natural light and location, location, location! Down a town maintained country lane, this special property welcomes you to this spacious home with living rm, great room w/fp, den/office, open kitchen/dining w/wall of glass leading to the wonderful screened porch and spacious decking, mud room off 2 car garage, laundry and half bath complete the main level. Upper level has generous primary en suite with balcony overlooking the serene yard and two guest bedrooms and bath. Centrally located for easy access to restaurants, theater, shopping, museums, skiing, cultural venues and only,minutes to the Village of Stockbridge!

Tucked into a peaceful wooded setting in Lenox, this architecturally distinctive contemporary home offers 2,189 square feet of living space on a private half acre lot. Designed with an asymmetrical exterior and a split level floor plan spanning three levels, this home offers unique character. Large windows fill the interior with natural light, while the open living areas create an inviting space. With its distinctive contemporary design and solid architecture, this property presents an exciting opportunity for thoughtful updates that can enhance both style and value. A rare chance to create something truly special in one of Lenox's most desirable settings. View in person and experience the warmth, character, and connection to nature that make this home so unique

Tucked into a peaceful wooded setting in Lenox, this architecturally distinctive contemporary home offers 2,189 square feet of living space on a private half acre lot. Designed with an asymmetrical exterior and a split level floor plan spanning three levels, this home offers unique character. Large windows fill the interior with natural light, while the open living areas create an inviting space. With its distinctive contemporary design and solid architecture, this property presents an exciting opportunity for thoughtful updates that can enhance both style and value. A rare chance to create something truly special in one of Lenox's most desirable settings. View in person and experience the warmth, character, and connection to nature that make this home so unique

'A Perfect Place Farm' - a Berkshires Masterpiece on 17+ Acres The one you've been waiting for. a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home. Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is idyllically sited on the northern slope of Tyringham valley, and faces to the southwest. The expansive front porch, sunroom, and living and sleeping quarters all are positioned to track the sun's daily arc across this picturesque east-west valley

Experience a rare Zen-inspired retreat in the heart of the Berkshires, designed in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and ~1,000 feet along the Williams River, this architecturally significant Contemporary offers exceptional privacy just minutes from Great Barrington. Designed by Steven Haas, the home blends steel, glass, concrete, and wood, with soaring interiors and Sorpetaler sliding glass walls that open seamlessly to nature. Expansive decks overlook a 25-meter heated saltwater lap pool, hot tub, and fire pit. The open chef's kitchen with oversized wood-burning fireplace anchors the home, while the living room offers a second fireplace and serene views. A glass and stone courtyard enhances the tranquil design. The primary suite is a private sanctuary with spa-like bath, dressing room, office/lounge, and its own deck. Guest accommodations throughout offer comfort and privacy. The

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a first-floor primary suite with full bath, providing convenient single-level living. This home includes central AC and a backup generator for year round comfort and peace of mind. With beautiful views and just moments from downtown, this property blends privacy, comfort and convenience in a truly special setting

Minutes to the vibrant town of Gt. Barrington, you'll find this immaculate move-in ready contemporary home on a quiet country road. House is set nicely back from the street; over an acre of landscaped rolling lawn and very private setting. Bluestone walk-way leads to the front entry. Step inside and find the main level featuring a delightful open plan -great room has gleaming hardwood flooring, open kitchen with soapstone counters; great welcoming space for gathering/entertaining. Dining opens to an oversized screened porch; a summer must-have in the Berkshires! Main level primary suite has updated bath w. walk-in shower. Additional bedroom/ full bath on main level. Lower-level w light-filled family room, 3rd bedroom, full bath. Central a/c. Convenient to Tanglewood, theater and more!

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a first-floor primary suite with full bath, providing convenient single-level living. This home includes central AC and a backup generator for year round comfort and peace of mind. With beautiful views and just moments from downtown, this property blends privacy, comfort and convenience in a truly special setting

Have you been dreaming of fun on Stockbridge Bowl' The time is now! Built in 2011, this lovely home is directly across the street from the beloved town beach and affords water views from most windows. Offering 4 seasons of single-level living, 3 BR, 1 full BA, a well appointed kitchen and gracious living spaces. The unfinished walk-out lower level is the perfect place to store your kayaks, and could be finished to offer more living space. There is plenty of off-street parking above and below the home. You are mere moments to Tanglewood's Lions Gate and the very best of the Berkshires. Would make a great rental, or a wonderful family retreat to make memories for years to come. Town sewer, private well, radiant heat, and energy efficient construction, all in a location that can't be be beat!

Immaculate and well-maintained contemporary home in an exceptionally convenient location set on 5+ wooded acres. Designed for easy living and low maintenance, this home offers an open floor plan with high ceilings, wood floors, and a beautiful fieldstone fireplace anchoring the main living space. The kitchen opens to another living area creating a comfortable flow for everyday living and entertaining. Enjoy the lovely screened porch and outdoor deck overlooking the natural setting. Three bedrooms and 3.5 baths, including guest quarters or apartment space for added flexibility. Large two-car garage. It is in a very private setting, but is also a short distance (walking distance) to the elementary and secondary schools. Easy transition for a first floor primary bedroom

PERFECT IN LENOX! This impeccably renovated Mid-Century Modern jewel has it all. Including a BIG VIEW! This 'down to the studs' interior rebuild including siding, windows, heating, electrical, plumbing, A/C with 2 zones and energy efficient LED lighting offers true main level living; three bedrooms, primary with walk in closet, open living/dining with stunning kitchen, main floor laundry, attached 2 car garage, sonos built in sound system and incredible natural light that envelops the panoramic view seen from every room; truly a move-in property. The location could not be more perfect. minutes to Miraval Resort for a little pampering, around the corner from beautiful Laurel Lake and of course minutes to the Village of Lenox and Tanglewood!

A rare Berkshire offering w/ space, privacy, and exceptional versatility. Fabulous home and separate studio minutes from Tanglewood and Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft and full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking a peaceful Berkshire retreat. This location offers easy access to hiking, yoga and wellness centers, boating, skiing, and excellent dining and shopping. Inside, bright and inviting spaces include a living room w/ cathedral ceiling, fireplace, and abundant natural light. A renovated kitchen opens to a cozy den and breakfast nook, pantry, laundry, mudroom and garage

Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four bedrooms, two full baths, and second floor laundry. Additional highlights include updated kitchen and baths, newer propane boiler, central air, partially finished basement, and two car under garage. Convenient to downtown Lenox, Tanglewood, shopping, dining, and Berkshire cultural attractions

Beautiful historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of 'Brookhurst', one of the famed Berkshire 'cottages', this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, WiFi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Steps to the town of Lenox and to Tanglewood!. Call Today!

Beautiful historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of 'Brookhurst', one of the famed Berkshire 'cottages', this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, WiFi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Steps to the town of Lenox and to Tanglewood!. Call Today!

Beautifully maintained 4-bedroom, 4.5 bath home located in one of Lenox's most desirable neighborhoods. Thoughtfully designed floor plan featuring a spacious living room with vaulted ceiling and abundant natural light. The well-appointed kitchen offers granite countertops, stainless steel appliances, and comfortable dining area overlooking the private backyard. Generous first-floor primary suite provides convenience and privacy, while three additional bedrooms and well-appointed baths offer ample space for family and guests. A versatile den/home office and finished lower-level family room add flexibility for today's lifestyle. Enjoy outdoor living from the screened porch and stone patio surrounded by mature landscaping. Conveniently located just minutes from downtown Lenox and Tanglewood