Lenox Homes for Sale

An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

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

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

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

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

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

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

Enjoy an affordable, low maintenance lifestyle in this well-kept 800 square foot condominium. This bright and comfortable home offers easy living in a pet-friendly community with fantastic amenities, including a sparkling pool, walking trails and pickleball courts. Perfect as a year-round residence or Berkshire getaway, you'll love being close to shops, restaurants, Tanglewood, and outdoor

Victoria Standring LAMACCHIA REALTY, INC

Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

Tony Segalla LANCE VERMEULEN RE, INC

Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

Tony Segalla LANCE VERMEULEN RE, INC

As summer winds down... 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

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

John Segalla HOUSATONIC REAL ESTATE

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

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

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

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

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

Beautifully located near downtown Lenox!The Claude and Louise Delahaye House is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church!Lenox's shops, dining, and cultural attractions are just a stroll away!Inside, 1,700 sq ft of tastefully updated living space blends preserved period details with modern touches. OWN - Instead of Renting - this Tanglewood Season! A

Audrey Matys BERKSHIRE LISTINGS

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

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

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

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

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

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

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