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Lenox, MA Homes for Sale

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  • /53

    $2,649,000

    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    250 West St, Lenox, MA 01240

    Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /40

    $1,795,000

    • 4 Beds
    • 3 Baths
    • 5,469 Sq Ft

    17 East St, Lenox, MA 01240

    Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 300-6860

    17 East St, Lenox, MA 01240
  • /60

    $5,150,000

    • 7 Beds
    • 8.5 Baths
    • 7,073 Sq Ft

    1 Pinecroft Dr, Lenox, MA 01240

    Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Pinecroft Dr, Lenox, MA 01240
  • /45

    $1,499,000

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft

    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
  • /70

    $1,290,000

    • 3 Beds
    • 2.5 Baths
    • 2,844 Sq Ft

    257 W Mountain Rd, Lenox, MA 01240

    Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone

    Nicole Moore KELLER WILLIAMS REALTY

    257 W Mountain Rd, Lenox, MA 01240
  • /50

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,301 Sq Ft

    20 E Dugway Rd, Lenox, MA 01240

    Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

    Tanya Shepardson LAMACCHIA REALTY, INC

    20 E Dugway Rd, Lenox, MA 01240
  • /73

    $2,895,000

    • 7 Beds
    • 9 Baths
    • 6,578 Sq Ft

    813 East St, Lenox, MA 01240

    Don't miss seeing the beautiful renovation just completed on this lovely Lenox Contemporary on almost 5A of privacy...enjoy incredible outdoor living spaces including an in-ground Gunite pool, Pavilion with outdoor kitchen and pool house with living space, kitchen, outdoor and indoor showers and even an outdoor TV! A real STAYCATION! The main house boasts lovely common spaces in the open floor

    Mary Jo Piretti PIRETTI REAL ESTATE

    813 East St, Lenox, MA 01240
  • /24

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    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
  • /14

    $219,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    260 Pittsfield Rd Unit B-5, Lenox, MA 01240

    Freshly updated 1 BR/1 BA condo at Lenox Heights. This light‑filled, 800 sq ft condo boasts athoughtfully renovated kitchen with new cabinetry and stainless‑steel appliances, plus plushwall‑to‑wall carpeting for a fresh, clean aesthetic. Step outside onto your private balcony toenjoy your morning coffee. On‑site amenities include an outdoor pool, tennis courts, and

    Samantha Homeyer BIRCH PROPERTIES

    260 Pittsfield Rd Unit B-5, Lenox, MA 01240
  • /13

    $290,000

    • 1 Bed
    • 1 Bath
    • 709 Sq Ft

    3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

    Welcome to 3‑8 Morgan Manor, a charming one-bedroom condo nestled in the heart of Lenox Village. This move-in-ready unit offers a sunlit layout with cozy carpeting, and efficient space. The condo fee includes heat, hot water, gas, water, and sewer, making for truly hassle-free living. Located in a well-maintained building just steps from downtown Lenox, you'll enjoy easy access to

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    3 Morgan Manor Unit 3 - 8, Lenox, MA 01240
  • /13

    $313,000

    • 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, and additional family room on the lower level. Enjoy the Tennis/pickle ball courts or take swim in the pool or

    Toni Marie Gage SIGNATURE ASSOCIATES

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
  • /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
  • /38

    $710,000

    • 3 Beds
    • 2 Baths
    • 2,081 Sq Ft

    51 New Lenox Rd, Lenox, MA 01240

    Meticulous craftsmanship and timber frame construction define this charming Colonial Dutch gambrel residence, combining comfort and practicality for everyday living. High-grade timber framing and solid construction give this home character and a warm, inviting atmosphere with its wood accents.Gather around the stone fireplace in the inviting living room, or whip up meals in the kitchen equipped

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    51 New Lenox Rd, Lenox, MA 01240
  • /26

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    153 E Dugway Rd, Lenox, MA 01240

    **Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

    Matt Carlino MACCARO REAL ESTATE

    153 E Dugway Rd, Lenox, MA 01240
  • /57

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    4 Evergreen Trail, Lenox, MA 01240

    Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    4 Evergreen Trail, Lenox, MA 01240
  • /45

    $569,777

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

    31 Saint Ann's Ave, Lenox, MA 01240

    OWN - Instead of Renting - this Tanglewood Season! A unique opportunity with past rental income up to $16,000 for the summer months--ideal for music lovers and art-minded Berkshires visitors. This 1915 gem--the Claude and Louise Delahaye House--is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church. Enjoy an easy stroll to downtown Lenox's shops, dining, and

    Audrey Matys BERKSHIRE LISTINGS

    31 Saint Ann's Ave, Lenox, MA 01240
  • /25

    $374,900

    • 3 Beds
    • 1 Bath
    • 1,986 Sq Ft

    349 New Lenox Rd, Lenox, MA 01240

    Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

    Timothy Johnson NOCHER REALTY

    349 New Lenox Rd, Lenox, MA 01240
  • /13

    $399,900

    • 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
  • /50

    $4,985,000

    • 13 Beds
    • 13.5 Baths
    • 9,556 Sq Ft

    2 Kemble St, Lenox, MA 01240

    The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    2 Kemble St, Lenox, MA 01240
  • /39

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    9 Bolton Dr, Lenox, MA 01240

    If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    9 Bolton Dr, Lenox, MA 01240
  • /5

    $385,900

    • Land
    • 16 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
  • /26

    $559,900

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft

    178 New Lenox Rd, Lenox, MA 01240

    Move-in ready Lenox 4 bed 2 full bath with mountain views on 1 acre. 3 full bedrooms upstairs, 1st floor study/ 4th bedroom. Large screened back porch and front 3- season room. Town water and sewer, natural gas heat and see-through wild-life fence protects huge backyard. Recent updates - new roof, gutters, exterior paint, new front porch entrance and back stairs, refurbished 3 season room, sealed

    Sean Taylor MORESI REAL ESTATE PARTNERS

    178 New Lenox Rd, Lenox, MA 01240
  • /9

    $589,000

    • Land
    • 21 Acres
    • $28,222 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
  • /2

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    249 Pittsfield Rd, Lenox, MA 01240

    Opportunity knocks in the Berkshires! COMMERCIALLY & RESIDENTIALLY ZONED. This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory. With residential and commercial zoning, two curb cuts, and access to natural

    Reciprocal Reciprocal Berkshire Reciprocal

    249 Pittsfield Rd, Lenox, MA 01240
  • /23

    $230,000 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
  • /44

    $396,500

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft

    7 Cynthia Ln, Pittsfield, MA 01201

    A great opportunity to own in Southview. With only 24 units, turnover is unusual in this Khoury-built established condo community! Tri-level townhouse unit offers great space for year-round or vacation living. First floor boasts a spacious great room/living w hardwood flooring, fireplace, dining and entrance to large and private rear deck. Kitchen with eat-in area. Upper level includes

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Cynthia Ln, Pittsfield, MA 01201
  • /43

    $725,000

    • 4 Beds
    • 3 Baths
    • 2,610 Sq Ft

    770 Summer St Unit 15A, Lee, MA 01238

    Enjoy unobstructed views of Laurel Lake from this first-floor unit at Lakeside at Foxhollow. This spacious 4-bedroom, 3-bath condo features two fully finished levels, two outdoor decks (including one waterfront), and two primary suites--one on each floor--plus resort-style amenities. The perfect opportunity to create your ideal lakeside retreat.The professionally managed community offers an

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    770 Summer St Unit 15A, Lee, MA 01238
  • /20

    $3,995,000

    • 15 Beds
    • 15 Baths
    • 11,945 Sq Ft

    615 Laurel St, Lee, MA 01238

    The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

    Pamela J Long EAST COAST INN BROKERS

    615 Laurel St, Lee, MA 01238
  • /48

    $640,000

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    770 Summer St Unit 5D, Lee, MA 01238

    Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

    Paula McLean PAULA MCLEAN REALTORS INC.

    770 Summer St Unit 5D, Lee, MA 01238

Why Live in Lenox

Lenox, Massachusetts, is a distinguished retreat in the central Berkshires, known for its vibrant arts scene and upscale atmosphere. This small town, with a population of around 5,000, is a summer haven for the Boston Symphony Orchestra, drawing over 350,000 visitors annually to Tanglewood for concerts featuring artists like James Taylor and John Legend. The town's rich cultural offerings extend to the historic estate of author Edith Wharton, now a museum and a significant attraction. Lenox's housing market is competitive, with a mix of preserved 19th-century mansions, custom contemporary homes, and architectural styles such as Cape Cod and Colonial Revival. The median home price is notably high for the region, reflecting its desirability. Outdoor enthusiasts can explore Kennedy Park's extensive trails or the Massachusetts Audubon Society's Pleasant Valley Wildlife Sanctuary, offering year-round activities from snowshoeing to hiking. Lenox Public Schools are highly rated, providing a robust curriculum with advanced placement options. The walkable downtown area is free of big box stores, featuring local shops, art galleries, and diverse dining options like Alta Restaurant & Wine Bar. Lenox's location along Route 7 provides easy access to nearby towns like Pittsfield, though summer traffic can be heavy. The town's unique blend of cultural richness, natural beauty, and educational excellence makes it a sought-after destination for both residents and visitors.

Frequently Asked Questions

What is the average home price in Lenox, MA?
Homes for sale in Lenox, MA have an average home price of $491,201.
How many homes have sold over the last 12 months in Lenox, MA?
53 homes have sold in Lenox, MA over the last 12 months.
What are the most popular zip codes in Lenox, MA?
The most popular zip codes in Lenox, MA include 01240, 01262, 01201, 01254 and 01238.
How much do you need to make to afford a house in Lenox?
The median home price in Lenox is $313,000. If you put a 20% down payment of $62,600 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $69K a year to afford the median home price in Lenox.
How are the schools in Lenox, MA?
Lenox, MA has highly rated public and private schools. Some of the best schools in Lenox based on Niche Grades are Lenox Memorial High School, Williams Elementary School and Morris Elementary School. Browse all the schools in Lenox, MA to learn more.

Home Trends in Lenox, MA

Housing Trends

Median Sale Price
$599,999
Median Single Family Sale Price
$1,105,555
Median Townhouse Sale Price
$313,000
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$297,375
Average Price Per Sq Ft
$258
Number of Homes for Sale
3
Last 12 months Home Sales
53
Months of Supply
0.70
Median List Price
$313,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
45%
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