23

Lee, MA Houses for Sale

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  • /45

    $269,900

    $119K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    205 High St, Lee, MA 01238

    Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Zoning is Residential and Business. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes

    Anthony Caropreso MACCARO REAL ESTATE

    205 High St, Lee, MA 01238
  • /16

    $249,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    820 Greylock St, Lee, MA 01238

    Enjoy easy one level living in this open floor plan all one level home with detached 2 car garage. Natural gas heat, public water & sewer, newer roof with solar panels on a lease -(see document tab)Nice deck with mountain views. Tons of potential, all on a flat 2 acre lot. This is a fixer upper, priced below assessemnt and is being sold as is. Subject to probate license to sell.

    Donna DiGrigoli DIGRIGOLI REAL ESTATE

    820 Greylock St, Lee, MA 01238
  • /33

    $2,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    26 Stonebridge Way, Lee, MA 01238

    Welcome home to 56 private, mountain top acres in Berkshire County. This 4-bedroom, 2.5-bathroom home offers perhaps the highest elevation in the Berkshires and timeless panoramic views facing Goose Pond to the east and Mt Greylock to the north and beyond.The main house features a gorgeous 1st floor primary suite. Outside, you will find a garden barn and a large, 1500 Sq ft workshop for any

    Martin Albert COMPASS MASSACHUSETTS , LLC GB

    26 Stonebridge Way, Lee, MA 01238
  • /14

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,014 Sq Ft

    19 Lakeside Dr, Lee, MA 01238

    Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded

    Susan Baum BERKSHIRE HOMES AND CONDOS

    19 Lakeside Dr, Lee, MA 01238
  • /31

    $595,000

    $34K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,636 Sq Ft

    25 Valentine Ln, Lee, MA 01238

    IMMACULATE 3 BEDROOM COLONIAL with ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage and central air conditioning. Great investment or family home.

    Rosemary Baumann HOUSATONIC REAL ESTATE

    25 Valentine Ln, Lee, MA 01238
  • /37

    $579,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    205 Golden Hill Rd, Lee, MA 01238

    Beautiful 3-bedroom, 2-bath ranch home offering an inviting layout, excellent flow, and plenty of room to spread out across 2,448 square feet. You'll never feel cramped in this spacious and comfortable home.The location is hard to beat--just minutes from downtown Lee and a short drive to downtown Lenox, yet tucked away on a peaceful country road. Enjoy scenic pastoral and mountain views while

    Matt Carlino MACCARO REAL ESTATE

    205 Golden Hill Rd, Lee, MA 01238
  • /33

    $1,095,000

    $205K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,060 Sq Ft

    201 Chanterwood Rd, Lee, MA 01238

    Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3

    Susan Calkins STONE HOUSE PROPERTIES, LLC

    201 Chanterwood Rd, Lee, MA 01238
  • /27

    $724,000

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,413 Sq Ft

    131 Fox Run, Lee, MA 01238

    Immaculate Center Hall Colonial in one of Lee's most desirable neighborhoods. Beautifully maintained and move-in ready, this inviting home offers 3 bedrooms, 2.5 baths, plus a spacious game/bonus room. The first floor features a wonderful eat-in kitchen with granite counters and abundant cabinetry for the home chef, a large living room with fireplace, formal dining room, and gleaming hardwood

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    131 Fox Run, Lee, MA 01238
  • /49

    $625,000

    • 3 Beds
    • 1 Bath
    • 1,278 Sq Ft

    187 W Park St, Lee, MA 01238

    Sweet, well-maintained Cape-style home just up the hill from downtown Lee, offering 3 bedrooms on nearly half an acre. The home features a recently remodeled kitchen with maple cabinets and granite countertops, newly remodeled bathroom, enclosed front porch, and insulated second-floor bonus room with flexible living space. Recent improvements include newer electrical wiring, a roof approximately

    Rick Gillespie REAL BROKER

    187 W Park St, Lee, MA 01238
  • /33

    $259,900

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 803 Sq Ft

    220 Antelope Dr, Lee, MA 01238

    This log home in Leisure Lee offers two bedrooms and one bathroom in a woodland setting with authentic character. Built with natural woodwork throughout, the property provides a retreat for those seeking genuine timber construction with established community appeal.Inside, the kitchen anchors the dining room, with a rear addition for a family room. While a loft adds functional sleeping or

    Cory Evangelisto NOCHER REALTY

    220 Antelope Dr, Lee, MA 01238
  • /51

    $664,500

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    115 Wood Duck Rd, Lee, MA 01238

    Start showing: 9/18! Berkshire Hills at Leisure Lee! Welcome to this contemporary four-bedroom, two-bath home in this sought-after Goose Pond lake community. Bathed in natural light w large windows and slider to the wraparound deck, the living room features a vaulted ceiling, fireplace and hardwood flooring. Off the open kitchen/dining area, enjoy a spacious screened porch. The main floor

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    115 Wood Duck Rd, Lee, MA 01238
  • /34

    $558,000

    $21K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft

    50 Mountain View Terrace, Lee, MA 01238

    OPEN HOUSE: SAT, AUG 22ND 11AM-12:30PMIdeally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern

    Judi Panzano HOUSATONIC REAL ESTATE

    50 Mountain View Terrace, Lee, MA 01238
  • /26

    $599,000

    $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    110 Via Maria, Lee, MA 01238

    Welcome to this recently listed home in a sought after neighborhood in Lee MA....A truly lovely home in an exceptional setting! Minutes to many Berkshire cultural sites including Tanglewood, Jacobs Pillow and Shakespeare and Company. Enjoy swimming at Laurel Lake, hiking at Bear Town State forest, or shopping at the outlets nearby. This 3 bedroom, 2.5 bath home also includes a den/office, dining

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Via Maria, Lee, MA 01238
  • /31

    $249,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    832 East St, Lee, MA 01238

    Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    832 East St, Lee, MA 01238
  • /41

    $489,000

    • 4 Beds
    • 2 Baths
    • 2,681 Sq Ft

    445 Devon Rd, Lee, MA 01238

    Living history awaits your vision! Own a piece of history dating back to the 1700's -one of the oldest homes in Lee. A captivating antique home that began its story over two centuries ago, with a significant brick addition in the 1800's. The results are layers of character rarely found today. Living and dining rooms with fireplaces, Four bedrooms and two baths offer solid bones for a savvy

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    445 Devon Rd, Lee, MA 01238
  • /39

    $350,000

    $13K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    75 Housatonic St, Lee, MA 01238

    Charming and full of character, this in town Lee home blends timeless original details with thoughtful modern updates. Beautiful hardwood floors, original woodwork, and classic architectural features create warmth throughout. The spacious layout offers comfortable living with abundant natural light and inviting spaces for everyday life or entertaining. A Tesla charger adds modern convenience,

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    75 Housatonic St, Lee, MA 01238
  • /12

    $390,000

    $95K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,344 Sq Ft

    2 Devon Rd, Lee, MA 01238

    Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    2 Devon Rd, Lee, MA 01238
  • /42

    $489,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,716 Sq Ft

    190 Willow St, Lee, MA 01238

    : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

    Kim Bergland RED HORSE REAL ESTATE, LLC

    190 Willow St, Lee, MA 01238
  • /36

    $589,900

    • 5 Beds
    • 3 Baths
    • 2,037 Sq Ft

    21 Saint James Ave, Lee, MA 01238

    This charming & historic sweet country home is located walking distance to the quintessential New England town of Lee situated in the majestic Berkshires. This home has been used as a short term rental with outstanding rental history. This would be a dream primary home or vacation home. Lots of flexibility if you are looking for a 2nd home get away that produces income when you are not there.

    Brenda Parker-LeDuc RE/MAX Compass

    21 Saint James Ave, Lee, MA 01238
  • /45

    $399,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    15 Silver St, Lee, MA 01238

    Tucked away on just under an acre of absolute privacy in beautiful Lee MA., This modified Cape-style home is a masterclass in character. Ready for you to bring this home to its modern beauty! Step inside to find hardwood floors that guide you into a spectacular living room, where dramatic vaulted ceilings create an airy, sanctuary. Two cozy pellet stoves offer the ultimate in warmth and ambiance

    Jason Nocher NOCHER REALTY

    15 Silver St, Lee, MA 01238
  • /23

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    140 Orchard St, Lee, MA 01238

    Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    140 Orchard St, Lee, MA 01238
  • /46

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,732 Sq Ft

    135 East St, Lee, MA 01238

    Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone

    Lisa Kelley MACCARO REAL ESTATE

    135 East St, Lee, MA 01238
  • /44

    $995,000

    • 4 Beds
    • 5 Baths
    • 6,300 Sq Ft

    160 High St, Lee, MA 01238

    Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly ¾ acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100

    Jason Saphire www.HomeZu.com

    160 High St, Lee, MA 01238

Why Live in Lee

Lee, located in western Massachusetts, is known as "The Gateway to the Berkshires" due to its position along Interstate 90, making it a convenient stop for travelers heading to the Berkshires. With a population of around 6,000, Lee offers a blend of small-town charm and accessibility. The town features an eclectic mix of home styles, including farmhouses, Cape Cods, split-levels, cottages, ranch-style homes, and Colonial Revivals, often situated on grassy lots with mature trees. Outdoor activities are abundant, with hiking at Golden Hill Forest, swimming and boating at Laurel Lake, and golfing at Greenock Country Club. Lee's historic downtown area boasts a variety of restaurants and boutiques, with popular spots like 51 Park and High Lawn Farm. For shopping, residents frequent Big Y World Class Market and Lee Premium Outlets. The Lee Library on Main Street hosts regular events, and the town gathers annually for the Lee Founders Weekend and The Taste of Lee. While Lee Public Schools serve the community, the district offers School Choice for students outside the town. The closest hospital is Berkshire Medical Center in Pittsfield, 12 miles away, which also provides additional shopping and dining options. For transportation, residents typically rely on cars or bikes, as public transportation is limited. The nearest airports, Albany International and Bradley International, are both about 55 miles away.

Single Family Home Price Trends

Median Home Price
$489,000
Median 3-Bedroom Home Price
$446,000
Median 4-Bedroom Home Price
$600,000
Median 5-Bedroom Home Price
$469,950
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