South Lee, MA Homes

• 

  

  

  /42

  $975,000 Sold Apr 30, 2025

  • 3,017 Sq Ft
  • $323/SF
  • 25 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  4 Woods Ln, Lenox, MA 01240

  Nestled within the breathtaking grounds of the former Cranwell Resort, now the renowned Miraval Resort, 4 Woods Lane offers the perfect blend of luxury, tranquility, and modern comfort. This exceptional 3-bedroom, 3.5-bath home boasts stunning distant views, bringing the beauty of nature right to your doorstep.The spacious first-floor primary suite ensures effortless living, with no stair entry

  Paula McLean PAULA MCLEAN REALTORS INC.

  4 Woods Ln, Lenox, MA 01240
• 

  

  

  /41

  Est $491,311 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  54 Joan Dr, Pittsfield, MA 01201

  54 Joan Dr, Pittsfield, MA 01201
• 

  

  

  /41

  $599,900 Pending

  • 5 Beds
  • 4.5 Baths
  • 2,994 Sq Ft

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201

  Perfect vacation or full-time Condo in a great spot at The Pines at Bousquet. Tons of year round activities at your finger tips in the Berkshires. This fabulous End unit has 3 stories of finished space including 5 Bedrooms, 4.5 baths, eat-in kitchen, large living room with gas fireplace & large den in lower level. An abundance of natural light throughout with tons of windows, a great feature for

  Deborah Lincourt Lamacchia Realty, Inc.

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
• 

  

  

  /59

  $629,900 Sold Apr 30, 2025

  • 2,572 Sq Ft
  • $245/SF
  • 14 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1967

  46 Glory Dr, Pittsfield, MA 01201

  Must-see colonial with so much to offer! Generously proportioned rooms begin with spacious living room with hardwood flooring and custom built-ins. Formal dining, fireplaced family room, cook's kitchen with double ovens, 5-burner cooktop. Endless possibilities for multiple uses on the second floor; updated primary suite and an additional 3-4 bedrooms or great work-from home offices. Partially

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  46 Glory Dr, Pittsfield, MA 01201
• 

  

  

  /38

  Est $315,780 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft

  61 Elberon Ave, Pittsfield, MA 01201

  61 Elberon Ave, Pittsfield, MA 01201
• 

  

  /21

  $359,900 Pending

  • 14 Beds
  • 5 Baths
  • 6,822 Sq Ft

  58 Seymour St, Pittsfield, MA 01201

  12.5% CAP ~ Market Potential CAP 16.8%. Numbers do NOT include single family home - possible subdivision - flip back house or keep as more income! Well maintained large brick apartment building, including a single family home & large garage! 4 - 3BR/1B apts, 1- 2BR/1B single family home, 3 car garage = 6 rental units total. Many updates throughout: all appliances (+3washers/3dryers), fixtures,

  Derek Greene NON-MEMBER / RECIPROCAL

  58 Seymour St, Pittsfield, MA 01201
• 

  

  /38

  $481,000 Sold Apr 30, 2025

  • 3,013 Sq Ft
  • $160/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1952

  40 Leroi Dr, Pittsfield, MA 01201

  Discover the perfect blend of comfort and functionality in this beautifully updated 4 bedroom, 3 bathroom ranch. Boasting a thoughtfully designed layout, this home features a walkout lower level adding exceptional versatility and space for entertaining or multigenerational living. The main level offers an open, sunlit living area with modern finishes and a seamless flow into the dining room and

  Victoria Standring LAMACCHIA REALTY, INC

  40 Leroi Dr, Pittsfield, MA 01201
• 

  

  /8

  Est $200,644 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,126 Sq Ft

  367 Elm St, Pittsfield, MA 01201

  367 Elm St, Pittsfield, MA 01201
• 

  

  /20

  $224,950 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,069 Sq Ft

  15 Hubbard St, Lenox, MA 01240

  Terrific opportunity to own a piece of Historic Lenox. Set back from the road, secluded by deciduous shade tree. Spacious front lawn & close to village This is a diamond in the rough & with some sweat equity could be a shining star. Original wood floors throughout. One car garage and garden shed in backyard which is very private. HW heater 1 yr old. Enclosed Porch has new footings & roof is

  Beth VanNess Key Realty

  15 Hubbard St, Lenox, MA 01240
• 

  

  /42

  $640,000 Sold Apr 28, 2025

  • 2,640 Sq Ft
  • $242/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1920

  222 Dawes Ave, Pittsfield, MA 01201

  This elegant and timeless 4-bedroom 2.5-bath Colonial is perfectly situated on a corner lot in Southeast Pittsfield. Thoughtfully updated while preserving its original charm, the home features a beautifully renovated second floor with updated bathrooms, laundry room, new windows and central A/C. The main level impresses with 9-foot ceilings, bonus office space, wood-burning fireplace and modern

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  222 Dawes Ave, Pittsfield, MA 01201
• 

  

  /46

  Est $257,470 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  4 Green St, Pittsfield, MA 01201

  4 Green St, Pittsfield, MA 01201
• 

  /2

  $235,000 Pending

  • 6 Beds
  • 4 Baths
  • 2,448 Sq Ft

  44 King St, Pittsfield, MA 01201

  Unique duplex with a 2 stall garage, 3 bedrooms and 2 full baths in both units. All separate utilities with one unit equipped with solar panels for greatly reduced electric costs. New boilers and water heater. Owner occupied one side and multi year tenant on the other.

  Jeff Gagnon RE/MAX TRANSITIONS, NORTH ADAMS

  44 King St, Pittsfield, MA 01201
• 

  

  /42

  $332,900 Sold Apr 27, 2025

  • 1,560 Sq Ft
  • $213/SF
  • 105 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1916

  136 Broadview Terrace, Pittsfield, MA 01201

  High quality improvements including: new roof, new water heater, new mini-splits for heat and AC, new windows, new stainless steel appliances including an induction stove and wood fiber insulation in the exterior/interior walls & ceilings. Plumbing and electrical completely updated with a 200 amp service and EV charger. Don't miss your chance to look at this cozy 4 bedroom home located on .33 of

  Patricia Molina Century 21 North East

  136 Broadview Terrace, Pittsfield, MA 01201
• 

  

  /40

  Est $266,467 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  70 Ontario St, Pittsfield, MA 01201

  70 Ontario St, Pittsfield, MA 01201
• 

  

  /38

  $419,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft

  81 Northumberland Rd, Pittsfield, MA 01201

  Welcome to this beautifully maintained colonial home located in the Southeast area of Pittsfield. Surrounded by lush, well-established perennial gardens. This immaculate property is filled with charm and character. Original woodwork throughout--including solid oak doors and beautiful wood floors. The kitchen seamlessly combines functionality with timeless style. The primary bedroom includes a

  Anthony Riello LAMACCHIA REALTY, INC

  81 Northumberland Rd, Pittsfield, MA 01201
• 

  

  /48

  $492,500 Sold Apr 25, 2025

  • 2,044 Sq Ft
  • $241/SF
  • 67 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  1136 Barker Rd Unit 25, Pittsfield, MA 01201

  Located directly across from the 1800 feet of Richmond Pond shore, this immaculate unit affords water views from the upstairs bedrooms. Inspired by Shaker design, South Pond Farm is truly unique in it's simple yet enchanting architecture and timeless appeal. Hardwood floors, an inviting wood burning fireplace, a cozy first floor den/office, expansive wrap around deck, a private morning

  Paula McLean PAULA MCLEAN REALTORS INC.

  1136 Barker Rd Unit 25, Pittsfield, MA 01201
• 

  

  /38

  Est $288,147 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,057 Sq Ft

  35 Brenton Terrace, Pittsfield, MA 01201

  35 Brenton Terrace, Pittsfield, MA 01201
• 

  

  /27

  $349,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  33 Elaine Ave, Dalton, MA 01226

  Move in ready, charming 3 bedroom, 2.5 bath ranch in a desirable Dalton neighborhood. Located just minutes from local amenities including shopping centers, restaurants, parks and attractions. Finished basement with a bar, bonus room and a half bath. Bright and inviting living areas. Well maintained throughout. Clean and functional kitchen. Natural gas heat and hot water. 200 amp panel. Central

  Anthony Riello LAMACCHIA REALTY, INC

  33 Elaine Ave, Dalton, MA 01226
• 

  

  /21

  $239,000 Sold Apr 24, 2025

  • 2,048 Sq Ft
  • $117/SF
  • 6 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1974

  202 Mcintosh Dr, Pittsfield, MA 01201

  Split level ranch located in the desirable Southeast Orchards! This home has a large kitchen dining room with a sliding glass door leading to a screened in deck. Beautiful wood burning fireplace in the living room and three bedrooms and a full bath on the main level. The lower level consists of a family room and bedroom with a 3/4 bathroom and laundry area. This home needs updating and has a ton

  Lynn Penna SIGNATURE ASSOCIATES

  202 Mcintosh Dr, Pittsfield, MA 01201
• 

  

  /43

  Est $259,177 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,929 Sq Ft

  26 Wellington Ave, Pittsfield, MA 01201

  26 Wellington Ave, Pittsfield, MA 01201
• 

  

  /32

  $279,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,378 Sq Ft

  99 Cambridge Ave, Pittsfield, MA 01201

  This well-maintained Colonial in a highly desirable neighborhood is ready for its new owners to move in and make it their own. The first floor features a bright kitchen, a cozy living room, and a formal dining room with sliders leading to a private deck and an updated fenced yard, perfect for entertaining or relaxing outdoors. Upstairs, you'll find three bedrooms and a fully renovated bathroom,

  Jose Larios LAMACCHIA REALTY, INC

  99 Cambridge Ave, Pittsfield, MA 01201
• 

  

  /43

  $557,000 Sold Apr 23, 2025

  • 2,448 Sq Ft
  • $228/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  11 Brookside Dr, Pittsfield, MA 01201

  OPEN HOUSE, Saturday, Feb 15th, 11a-1p.Lovingly cared for 4 bedroom (with 5th bonus room) 2 1/2 bath home with beautiful bay window and working fireplaces in living room. Located at the end of a cul-de-sac. Large bedrooms, replacement windows, boiler approx 5 yrs, roof approx 15 years, Beautifully landscaped, desirable SE neighborhood of Pittsfield, near shopping, approx 20 minutes to Lee or

  Mary Blair SIGNATURE ASSOCIATES

  11 Brookside Dr, Pittsfield, MA 01201
• 

  

  /9

  Est $365,939 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  27 Rockland Dr, Pittsfield, MA 01201

  27 Rockland Dr, Pittsfield, MA 01201
• 

  

  /43

  $1,085,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  220 Kemble St, Lenox, MA 01240

  A Former Gardener's Cottage ReimaginedOnce the Gardener's Cottage for the historic Bishop Estate, this enchanting Lenox property blends storybook charm, thoughtful updates, and timeless craftsmanship. Mature Ginkgo and Beech trees, wildflowers, and perennials frame the approach, while a gazebo and saltwater pool anchor the garden landscape, creating a private retreat within walking distance of

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  220 Kemble St, Lenox, MA 01240
• 

  

  /58

  $422,000 Sold Apr 23, 2025

  • 2,604 Sq Ft
  • $162/SF
  • 156 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  4 Loumar Dr, Pittsfield, MA 01201

  This beautiful split level home offers the perfect living spaces with its large floor plan. The lower level boasts a spacious family room with a wood burning fireplace. The 1st floor offers a recently renovated full bath, an open concept kitchen with plenty of cabinet space, dining room with access to the wonderful 3 season room, and a perfectly sized living room with the homes 2nd wood burning

  Timothy Johnson NOCHER REALTY

  4 Loumar Dr, Pittsfield, MA 01201
• 

  

  /50

  Est $924,766 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,824 Sq Ft

  9 Gaston Dr, Pittsfield, MA 01201

  9 Gaston Dr, Pittsfield, MA 01201
• 

  

  /46

  $195,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,678 Sq Ft

  34 Lenox Ave, Pittsfield, MA 01201

  Charming three-bedroom home in move-in condition, offering comfort, character, with a fully fenced backyard with elaborate flower gardens, perfect for relaxation or entertaining. The first floor features a spacious living and dining room, a convenient half bath, and a laundry room. Upstairs, you'll find three well-proportioned bedrooms, a full bath with a tub/shower combination, and a generous

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  34 Lenox Ave, Pittsfield, MA 01201
• 

  

  /37

  $875,000 Sold Apr 18, 2025

  • 2,691 Sq Ft
  • $325/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2004

  6 October Hill Dr Unit 6, Lenox, MA 01240

  LENOX CONDOMINIUM AT TWELVE OAKS VILLAGE This luxury residence offers an openfloor plan with soaring Great Room, gas fireplace, kitchen with stainless appliances and granite counters, open dining and direct access to a lovely screened porch and patio for summerenjoyment. This appealing floor plan features a main floor primary bedroom en suite, den/office, attached garage, half bath and hardwood

  Cortney Dupont COHEN & WHITE ASSOCIATES

  6 October Hill Dr Unit 6, Lenox, MA 01240
• 

  

  /36

  Est $532,222 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,054 Sq Ft

  880 East St Unit 500A, Lee, MA 01238

  880 East St Unit 500A, Lee, MA 01238
• 

  

  /39

  $375,000 Under Contract

  • 8 Beds
  • 4 Baths
  • 3,488 Sq Ft

  52 N Pearl St, Pittsfield, MA 01201

  This well-maintained 4-family, all 2 bed with 1 bath, offers an excellent investment opportunity with long-term tenants and a solid cap rate. Separate utilities all gas with one boiler being replaced in 2025. Originally part of the Capital Theater Urban Renewal Plan, the home was relocated and updated in 1993 with a new foundation, electrical, w/ lead certificate. Larger units feature hardwood

  Marc Bellora LAMACCHIA REALTY, INC

  52 N Pearl St, Pittsfield, MA 01201
• 

  

  /26

  $920,000 Sold Apr 18, 2025

  • 3,017 Sq Ft
  • $305/SF
  • 132 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  22 Woods Ln, Lenox, MA 01240

  First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having

  Suzanne Crerar STONE HOUSE PROPERTIES, LLC

  22 Woods Ln, Lenox, MA 01240
• 

  

  /29

  Est $292,775 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  37 Edgemere Rd, Dalton, MA 01226

  37 Edgemere Rd, Dalton, MA 01226
• 

  

  /35

  $385,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  57 Joseph Dr, Pittsfield, MA 01201

  Welcome to 57 Joseph Dr - Offered for the first time in over 30 years, this beautifully maintained ranch-style home is set in one of southeast Pittsfield's most sought-after neighborhoods. The single-level layout features 3 bedrooms, 1.5 bathrooms, and a warm, inviting living room with a wood-burning fireplace as its centerpiece.The kitchen and dining area flow seamlessly for easy everyday

  Christian Garner NOCHER REALTY

  57 Joseph Dr, Pittsfield, MA 01201
• 

  

  /25

  $260,500 Sold Apr 17, 2025

  • 803 Sq Ft
  • $324/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1942

  296 Connecticut Ave, Pittsfield, MA 01201

  As you walk through this home, you would walk from room to room on hardwood floors. You would run your fingers along the granite kitchen counters. This easy to maintain home is perfect for 1 level living and simplicity. Offering 2 bedrooms, 1 full bath, and a galley style eat in kitchen. Heated basement gym/office/hobby room, small rear deck overlooking a large flat yard. With low maintenance in

  Jason Nocher NOCHER REALTY

  296 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /28

  Est $293,010 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,720 Sq Ft

  86 Dickinson Ave, Pittsfield, MA 01201

  86 Dickinson Ave, Pittsfield, MA 01201
• 

  

  /25

  $338,500 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft

  215 Pine Grove Dr, Pittsfield, MA 01201

  Tucked at the end of a quiet cul-de-sac, this beautifully maintained ranch offers the perfect blend of neighborhood living and backyard privacy. The open floor plan seamlessly connects the living room, dining area, and kitchen - complete with stainless steel appliances and granite countertops - creating a bright and welcoming space for everyday living or entertaining.With three comfortable

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  215 Pine Grove Dr, Pittsfield, MA 01201
• 

  

  /34

  $352,500 Sold Apr 17, 2025

  • 2,396 Sq Ft
  • $147/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1914

  11 Harding St, Pittsfield, MA 01201

  Introducing a classic center hall Colonial, where character and modern comforts blend seamlessly. Enter through the gracious front enclosed porch and large foyer, the first floor offers a spacious living room with wood burning fireplace and high ceilings, a cozy den/office space, formal dining room, kitchen, half bathroom, pantry and enclosed back porch. Upstairs, you'll find three generously

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  11 Harding St, Pittsfield, MA 01201
• 

  

  /23

  Est $322,863 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  42 Putnam Ave, Pittsfield, MA 01201

  42 Putnam Ave, Pittsfield, MA 01201
• 

  

  /24

  $280,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,307 Sq Ft

  3 Tampa Ct, Pittsfield, MA 01201

  Charming Southeast home located on a corner lot featuring hardwood floors, cherry cabinets, with a center island open to the dining area featuring a brick accent wall. Enjoy the convenience of a first -floor bedroom and full bathroom. Outside, enjoy a fenced-in back yard, with fruit trees, and a storage shed. Your dream home awaits and is brimming with character!

  Jessica Rizzo LAMACCHIA REALTY, INC

  3 Tampa Ct, Pittsfield, MA 01201
• 

  

  /72

  $790,000 Sold Apr 16, 2025

  • 4,170 Sq Ft
  • $189/SF
  • 141 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1937

  20 Spadina Pkwy, Pittsfield, MA 01201

  Standing proudly on one of the loveliest streets in the Berkshires,this home is just a short distance to the Pittsfield Country Club,downtown Pittsfield & Lenox,and many Berkshire venues and cultural attractions. This classic Federal style Colonial has been meticulously renovated for the modern buyer with respect for maintaining its historic character with period details restored & preserved.The

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  20 Spadina Pkwy, Pittsfield, MA 01201

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