Lenox, MA Homes

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  /30

  $680,000

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  18 Willow Ln, Lenox, MA 01240

  Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  18 Willow Ln, Lenox, MA 01240
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  /63

  $856,000 Sold Oct 01, 2025

  • 1,630 Sq Ft
  • $525/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  33 Brunell Ave, Lenox, MA 01240

  Enjoy modern country living in this beautifully renovated walk-to-town Lenox home. With exceptional curb appeal and an open concept, well-designed layout, this stylish property features a living room with a gas fireplace and built-in shelving, a well-equipped kitchen (with large pantry), which opens to the dining area w/ a slider to the sunny deck. Entering with groceries, the side entry has an

  Lori Rose STONE HOUSE PROPERTIES, LLC

  33 Brunell Ave, Lenox, MA 01240
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  /32

  Est $506,523 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  870 East St, Lenox, MA 01240

  870 East St, Lenox, MA 01240
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  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
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  /20

  $210,000 Sold Sep 29, 2025

  • 950 Sq Ft
  • $221/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1970

  260 Pittsfield Rd Unit B11, Lenox, MA 01240

  Enjoy carefree living in this bright and inviting 2-bedroom, 950 sq. ft. top-floor condo. Located in a pet-friendly community, you'll have access to a pool, walking trails, and pickleball courts. Offering comfort and ease, it's perfect as a year-round residence or Berkshire retreat. Conveniently close to shopping, dining, Tanglewood, and endless outdoor recreation--an excellent opportunity to own

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit B11, Lenox, MA 01240
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  /30

  Est $1,119,820 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,851 Sq Ft

  49 Reservoir Rd, Lenox, MA 01240

  49 Reservoir Rd, Lenox, MA 01240
• 

  

  /29

  $370,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  16 E New Lenox Rd, Lenox, MA 01240

  Welcome to this classic 1950s ranch on East New Lenox Road — full of character and comfort. Featuring three bedrooms and one full bath, this home showcases beautiful wood floors, freshly painted interiors, and that timeless New England charm that never goes out of style.Enjoy the added versatility of a three-season porch connecting to the attached two-car garage, perfect for morning coffee or an

  Bresdin Mihlek Coldwell Banker Realty - Western MA

  16 E New Lenox Rd, Lenox, MA 01240
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  /61

  $1,750,000 Sold Sep 24, 2025

  • 4,349 Sq Ft
  • $402/SF
  • 22 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1999

  11 Blossom Hill, Lenox, MA 01240

  Nestled within the beautifully landscaped grounds of Miraval Lenox, formerly the famed Cranwell Resort Spa and Golf Club, this spacious and light-filled residence offers a coveted Berkshire lifestyle with exclusive access to resort amenities.Enjoy a reduced-rate membership to Wyndhurst Club & Manor, featuring tennis courts, indoor and outdoor pools, a full fitness center, spa services, dining,

  Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
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  /17

  Est $574,814 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,439 Sq Ft

  15 Post Rd, Lenox, MA 01240

  15 Post Rd, Lenox, MA 01240
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  /28

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  46 Housatonic St Unit 2B, Lenox, MA 01240

  Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  46 Housatonic St Unit 2B, Lenox, MA 01240
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  /24

  $425,000 Sold Sep 22, 2025

  • 1,375 Sq Ft
  • $309/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  130 West St, Lenox, MA 01240

  LOCATION, LOCATION, LOCATION....Steps to Morris School....minutes to Tanglewood or Main Street for shopping, the library, groceries or dinner! This 3 bedroom 2 bath 1890's home sits on a half acre lot with large fenced area for pets....this home is waiting for your decorating and updating ideas. First floor bedroom, full bath, living room, dining, kitchen and great enclosed rear porch....steps

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  130 West St, Lenox, MA 01240
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  /31

  Est $842,241 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  17 Taconic Ave, Lenox, MA 01240

  17 Taconic Ave, Lenox, MA 01240
• 

  

  /25

  $3,200,000

  • 2 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  165 Kemble St Unit 5, Lenox, MA 01240

  A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 5, Lenox, MA 01240
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  /114

  $900,000 Sold Sep 19, 2025

  • 3,608 Sq Ft
  • $249/SF
  • 20 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  67 Dunmore Ct, Lenox, MA 01240

  This gorgeous 4-bedroom, 3-bathroom home sits on a spacious corner lot surrounded by beautiful native landscaping, offering both privacy and curb appeal. Step inside to find a bright and inviting layout with ample space for entertaining and everyday living. The kitchen features newly redone floors (2025), and the large back deck provides the perfect space for outdoor gatherings or quiet

  Sara Bresett NOCHER REALTY

  67 Dunmore Ct, Lenox, MA 01240
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  /26

  Est $782,226 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  109 West St, Lenox, MA 01240

  109 West St, Lenox, MA 01240
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  /21

  $1,400,000

  • Land
  • 14.6 Acres
  • $95,890 per Acre

  286 Lee Rd, Lenox, MA 01240

  A ONCE IN A LIFETIME OPPORTUNITY TO BUILD YOUR DREAM HOME ON A SPECTACULAR, 14 ACRE, WATERFRONT PROPERTY IN THE HEART OF THE BERKSHIRES. PRIVATE, QUIET, BUT NOT ISOLATED. FROM YOUR NEW RESIDENCE, BEAUTIFUL LAUREL LAKE IS AN EASY STROLL DOWN THE BOARDWALK TO YOUR PRIVATE DOCK AND SITTING AREA. FIVE MINUTES TO DOWNTOWN LENOX, TEN MINUTES TO TANGLEWOOD AND CONVENIENT TO ALL THE BERKSHIRES HAS TO

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  286 Lee Rd, Lenox, MA 01240
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  /44

  $605,000 Sold Sep 19, 2025

  • 2,550 Sq Ft
  • $237/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1977

  22 Delafield Dr, Lenox, MA 01240

  Located in one of Lenox's most desirable neighborhoods, this stylishly updated three-bedroom home offers comfort, space and scenic beauty. Modernized kitchen with tasteful finishes, the bright open layout is perfect for today's living. The spacious deck extends the living space outdoors, ideal for quiet mornngs with a view. The finished lower level is a fantastic bonus,- perfect for guests, a

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  22 Delafield Dr, Lenox, MA 01240
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  /36

  Est $616,686 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  150 West St, Lenox, MA 01240

  150 West St, Lenox, MA 01240
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  /27

  $285,000

  • 2 Beds
  • 3 Baths
  • 1,770 Sq Ft

  2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240

  If you are looking for location, Rolling Hills is the place to be. Just minutes from Tanglewood, Shakespeare & Company, skiing, arts, and all of the Culture the Berkshires has to offer. This unit is right across from the Clubhouse/Pool/fitness room. This unit has 2 bedrooms, 3 baths, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

  Toni Marie Gage SIGNATURE ASSOCIATES

  2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
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  /45

  $1,250,000 Sold Sep 19, 2025

  • 3,190 Sq Ft
  • $392/SF
  • 39 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  121 E Dugway Rd, Lenox, MA 01240

  Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

  Mary Jo Piretti PIRETTI REAL ESTATE

  121 E Dugway Rd, Lenox, MA 01240
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  /18

  Est $309,366 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,272 Sq Ft

  15 Holmeswood Terrace, Lenox, MA 01240

  15 Holmeswood Terrace, Lenox, MA 01240
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  /58

  $4,995,000

  • 7 Beds
  • 8 Baths
  • 13,261 Sq Ft

  319 Under Mountain Rd, Lenox, MA 01240

  Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  319 Under Mountain Rd, Lenox, MA 01240
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  /41

  $185,000 Sold Sep 15, 2025

  • 2,000 Sq Ft
  • $92/SF
  • 5 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  12 Crystal St, Lenox Dale, MA 01242

  Great investment property! Opportunity to renovate this duplex and make it your own! This is a 5 bed, 2 bath duplex (3 bed, 1 bath one unit and 2 bed, 1 bath second unit). Being sold as is. This will sell fast. Buyer responsible to do your own due diligence.

  Derek Greene The Greene Realty Group

  12 Crystal St, Lenox Dale, MA 01242
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  /41

  Est $469,857 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  18 Holmeswood Terrace, Lenox, MA 01240

  18 Holmeswood Terrace, Lenox, MA 01240
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  /47

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  31 Saint Ann's Ave, Lenox, MA 01240

  Don't miss this unique historic property -- truly a GEM! Ready for quick rental income and perfect to enjoy as spring arrives. A wonderful second home to share with family! Imagine a short stroll to downtown Lenox for coffee, a quiet dinner, and a beautiful night at Tanglewood under the stars. Just one street from downtown and steps from St. Ann's Church, this 1,700 sq. ft. bungalow blends charm

  Audrey Matys BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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  /49

  $627,500 Sold Sep 12, 2025

  • 2,265 Sq Ft
  • $277/SF
  • 94 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  7 Cedar Ln, Lenox, MA 01240

  Improved Price! Four bedroom, 2.5 bath, 2265 sq. ft., move in ready home awaits you! 2018 renovated kitchen with granite counters opens to a natural light filled breakfast nook from sliders that open to an expansive Trex deck (2018). A double sided wood burning brick fireplace finishes off this handsome layout. The other side of the fire place opens to a den with sliders. Living room, dining

  Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Cedar Ln, Lenox, MA 01240
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  /75

  Est $1,862,830 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,064 Sq Ft

  47 Fairwynds Dr, Lenox, MA 01240

  47 Fairwynds Dr, Lenox, MA 01240
• 

  

  /13

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
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  /48

  $594,000 Sold Sep 05, 2025

  • 1,919 Sq Ft
  • $310/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  296 Housatonic St, Lenox, MA 01240

  Move right into this beautifully updated Lenox ranch--just a stroll to downtown on sidewalks through lit intersection, Woods Pond, and October Mountain! Filled with charm and thoughtful updates, this 3-bedroom, 2.5-bath home features hardwood floors, a spacious bonus room with convenient half bath, and a finished lower level with full bath--perfect for guests, work, or recreation. Step outside to

  Victoria Standring LAMACCHIA REALTY, INC

  296 Housatonic St, Lenox, MA 01240
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  /69

  Est $839,847 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,072 Sq Ft

  93 Hubbard St, Lenox, MA 01240

  93 Hubbard St, Lenox, MA 01240
• 

  

  /5

  $385,900

  • Land
  • 15.91 Acres
  • $24,255 per Acre

  2 New Lenox Rd, Lenox, MA 01240

  Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

  Sean Taylor MORESI REAL ESTATE PARTNERS

  2 New Lenox Rd, Lenox, MA 01240
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  /38

  $555,000 Sold Aug 28, 2025

  • 1,965 Sq Ft
  • $282/SF
  • 52 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  76 New Lenox Rd, Lenox, MA 01240

  Welcome to your charming colonial retreat in Lenox! This inviting 4-bedroom, 2-bath home offers a perfect blend of space, comfort and convenience, ideally located near a variety of Berkshire attractions.As you step inside, you'll be greeted by a bright and airy family room, complete with built-in shelves and sliding doors that lead to a brand-new deck, perfect for overlooking your fenced

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  76 New Lenox Rd, Lenox, MA 01240
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  /28

  Est $2,061,535 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 5,800 Sq Ft

  15 Blossom Hill, Lenox, MA 01240

  15 Blossom Hill, Lenox, MA 01240
• 

  

  /23

  $215,000 New Construction

  • 3 Beds
  • 1 Bath
  • 2,552 Sq Ft

  1 Pittsfield Rd, Lenox, MA 01240

  Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

  Laiken Rapisarda LAMACCHIA REALTY, INC

  1 Pittsfield Rd, Lenox, MA 01240
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  /47

  $660,000 Sold Aug 22, 2025

  • 2,242 Sq Ft
  • $294/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  36 Tucker St, Lenox, MA 01240

  Charming and versatile, this home is a well-maintained two-family home just steps from downtown Lenox. With two separate units offering 2 bedrooms and 1 full bath each, this property is perfect for investors, multi-generational living, or owner-occupied. Each unit features hardwood floors, full kitchens, separate utilities, and bright, comfortable living spaces. Enjoy the spacious backyard and

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  36 Tucker St, Lenox, MA 01240
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  /33

  Est $521,061 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  17 Westminster Rd, Lenox, MA 01240

  17 Westminster Rd, Lenox, MA 01240
• 

  

  /39

  $238,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  2 Rolling Hills Unit bldg2-4, Lenox, MA 01240

  If you are looking for your fall/winter project - take a look at this value-priced Rolling Hills condo! Priced below assessed value to offer immediate equity, this two-bedroom/two bath unit has much to offer. Original parquet flooring now revealed under the former wall-to-wall carpet. Private rear deck looks toward Yokun Brook. Partially finished lower level with laundry. Short walk to the

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
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  /25

  $261,500 Sold Aug 18, 2025

  • 1,296 Sq Ft
  • $202/SF
  • 184 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  874 East St, Lenox, MA 01240

  If you are looking for a Lenox home, don't miss this one! Three bedroom, two bath expanded cape with walk-out basement. First floor includes two bedrooms and a full bath. Hardwood throughout much of the house. Kitchen opens to a year-round heated sunroom that opens to a deck and overlooks the spacious back yard. Traditional cape with a bedroom with hardwood, bonus room and full bath on the

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  874 East St, Lenox, MA 01240
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  /28

  Est $719,500 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  461 Under Mountain Rd, Lenox, MA 01240

  461 Under Mountain Rd, Lenox, MA 01240
• 

  

  /21

  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 3,038 Sq Ft

  137 Housatonic St, Lenox, MA 01240

  Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  137 Housatonic St, Lenox, MA 01240

Showing Results 41 - 80, Page 2 of 18