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Explore Similar Condos Within 10 Miles of Windsor, MA

  • 25 Taft St, North Adams, MA 01247
    25 Taft St, North Adams, MA 01247
    25 Taft St, North Adams, MA 01247
    /18

    $265,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    25 Taft St, North Adams, MA 01247

    Experience maintenance-free living in this stunning 3-bedroom, 1.5-bath townhouse, meticulously renovated to blend contemporary design with practicality. The open floor plan showcases exposed brick and stunning wood laminate flooring, complemented by energy-efficient stainless-steel appliances that enhance everyday living. Enjoy the convenience of flat, easy parking with a covered carport and

    Agent Photo

    Gary Fuls Jr

    RE/MAX TRANSITIONS

    (413) 884-5511

    25 Taft St, North Adams, MA 01247
  • 1044 Beaver Pond Meadows, Hancock, MA 01237
    1044 Beaver Pond Meadows, Hancock, MA 01237
    1044 Beaver Pond Meadows, Hancock, MA 01237
    /42

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    1044 Beaver Pond Meadows, Hancock, MA 01237

    Discover this Berkshires getaway in the private Beaver Pond Meadows community, complete with clubhouse and pool access! Just minutes from Jiminy Peak, this location offers a quieter, more relaxed alternative to Country Village. This fully furnished townhouse boasts a strong rental history and plenty of space to spread out, featuring three bedrooms and a full bath on the first level, a spacious

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 822-2695

    1044 Beaver Pond Meadows, Hancock, MA 01237
  • 55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    /20

    $199,900

    • 2 Beds
    • 1 Bath
    • 867 Sq Ft

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

    Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

    Michele Purcell LAMACCHIA REALTY, INC

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
  • 103 Alpine Trail, Pittsfield, MA 01201
    103 Alpine Trail, Pittsfield, MA 01201
    103 Alpine Trail, Pittsfield, MA 01201
    /39

    $759,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    103 Alpine Trail, Pittsfield, MA 01201

    Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

    Cortney Dupont COHEN & WHITE ASSOCIATES

    103 Alpine Trail, Pittsfield, MA 01201
  • 23 Aspen Way, Pittsfield, MA 01201
    23 Aspen Way, Pittsfield, MA 01201
    23 Aspen Way, Pittsfield, MA 01201
    /34

    $749,900

    • 4 Beds
    • 3 Baths
    • 3,600 Sq Ft

    23 Aspen Way, Pittsfield, MA 01201

    Built about 10 years ago, this standalone condominium is conveniently located with easy access to both the southern and northern parts of the county. Close to Tanglewood, MASS MoCA, nearby ski areas, theaters and two popular lakes. The community offers a pool, clubhouse and tennis courts for seasonal enjoyment.A welcoming foyer opens to an open-concept main level featuring a kitchen with granite

    Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

    23 Aspen Way, Pittsfield, MA 01201
  • 37 Corey Rd Unit 843, Hancock, MA 01237
    37 Corey Rd Unit 843, Hancock, MA 01237
    37 Corey Rd Unit 843, Hancock, MA 01237
    /53

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft

    37 Corey Rd Unit 843, Hancock, MA 01237

    Experience mountainside luxury at this stunning ski condo located within the Berkshires premier ski destination, Jiminy Peak Resort! Four seasons of fun, adventure, relaxation and scenic vistas await. An ideal retreat for ski enthusiasts and outdoor lovers alike. Amenities to keep everyone entertained, such as the high-speed-quad lift, mountain coaster, alpine slide, tennis, heated swimming

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    37 Corey Rd Unit 843, Hancock, MA 01237
  • 19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262
    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262
    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262
    /38

    $650,000

    • 2 Beds
    • 4 Baths
    • 1,870 Sq Ft

    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262

    WHITE PINES IN STOCKBRIDGE Tasteful 2 bed 2 full and 2 half bath home offers generous great room with windows showcasing beautiful views. Wood burning fireplace graces open living/dining room with beautiful hardwood floors. Large en-suite primary has spa-like bath. Community amenities include private beach at Stockbridge Bowl, indoor pool, HarTru tennis courts and fitness center. Covered parking.

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262
  • 37 Corey Rd Unit 866, Hancock, MA 01237
    37 Corey Rd Unit 866, Hancock, MA 01237
    37 Corey Rd Unit 866, Hancock, MA 01237
    /20

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,211 Sq Ft

    37 Corey Rd Unit 866, Hancock, MA 01237

    This beautiful three-bedroom two-bathroom condo is located in JJs Lodge in middle of it all. Spacious, immaculately clean and appointed with all the comforts of home - gaming, games, Ski locker, plus more! Walk out the lodge door to high-speed quad lift - you can't get any closer at Jiminy Peak to the mountain! This place offers all season fun in the Berkshires. Jiminy Peak has family fun and

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 866, Hancock, MA 01237
  • 19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
    /47

    $620,000

    • 2 Beds
    • 2.5 Baths
    • 1,935 Sq Ft

    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262

    Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The

    Cortney Dupont COHEN & WHITE ASSOCIATES

    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
  • 51 Churchill Crest Unit 51, Pittsfield, MA 01201
    51 Churchill Crest Unit 51, Pittsfield, MA 01201
    51 Churchill Crest Unit 51, Pittsfield, MA 01201
    /19

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    51 Churchill Crest Unit 51, Pittsfield, MA 01201

    This charming 3 bedroom and 2.5 bathroom condo is a must see! Offering fantastic location with scenic views of the swimming pool from your private deck. The bright and sunny kitchen seamlessly connect to the dining room making it perfect for entertaining. A Spacious living room features a wood burning fireplace. Additional features include one-car garage, storage closest and in-unit laundry for

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    51 Churchill Crest Unit 51, Pittsfield, MA 01201
  • 37 Corey Rd Unit 63, Hancock, MA 01237
    37 Corey Rd Unit 63, Hancock, MA 01237
    37 Corey Rd Unit 63, Hancock, MA 01237
    /24

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    37 Corey Rd Unit 63, Hancock, MA 01237

    Country Village living at its finest. This 3-bedroom 2 bath unit also has a loft. The views off the back deck are amazing. Keep warm during the winter months with the wood burning fireplace in the living room. 3 levels of living so plenty of space for the larger families or friends. Full size kitchen. Full size washer & dryer are included.

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 63, Hancock, MA 01237
  • 37 Corey Rd Unit 623, Hancock, MA 01237
    37 Corey Rd Unit 623, Hancock, MA 01237
    37 Corey Rd Unit 623, Hancock, MA 01237
    /14

    $143,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    37 Corey Rd Unit 623, Hancock, MA 01237

    At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 623, Hancock, MA 01237
  • 1 Pondview Dr Unit C3, Pittsfield, MA 01201
    1 Pondview Dr Unit C3, Pittsfield, MA 01201
    1 Pondview Dr Unit C3, Pittsfield, MA 01201
    /14

    $229,900

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    1 Pondview Dr Unit C3, Pittsfield, MA 01201

    Well kept condo in sought after James Meadows. Close to conveniences. 2nd Floor with 2 bedrooms, a fireplace and cathedral ceilings! Deck overlooks the open grounds. Large private storage room. $375 HOA fee. 48 Hours to show.

    Tim Hart HART REALTY

    1 Pondview Dr Unit C3, Pittsfield, MA 01201
  • 19 N Church St Unit 12, North Adams, MA 01247
    19 N Church St Unit 12, North Adams, MA 01247
    19 N Church St Unit 12, North Adams, MA 01247
    /16

    $130,000

    • 1 Bed
    • 1 Bath
    • 330 Sq Ft

    19 N Church St Unit 12, North Adams, MA 01247

    Come see a part of the distinguished flat iron building in the historic Eagle St area of North Adams! Comes fully furnished, and a fully functioning Airbnb. Separate bedroom and sitting area. Tastefully decorated! Perfect to add to your portfolio or live in! 330 sqft, perfect for a nice getaway to experience Mass MoCA, shopping, restaurants, and all downtown North Adams has to offer!

    Susan Colvin MONARCH REALTY, INC.

    19 N Church St Unit 12, North Adams, MA 01247
  • 19 N Church St Unit 14, North Adams, MA 01247
    19 N Church St Unit 14, North Adams, MA 01247
    19 N Church St Unit 14, North Adams, MA 01247
    /12

    $110,000

    • 1 Bed
    • 1 Bath
    • 330 Sq Ft

    19 N Church St Unit 14, North Adams, MA 01247

    Come see a part of the distinguished flat iron building in the historic Eagle St area of North Adams! Comes fully furnished, and a fully functioning Airbnb. Open concept Living area and bedroom. Tastefully decorated! Perfect to add to your portfolio or live in! 330 sqft, perfect for a nice getaway to experience Mass MoCA, shopping, restaurants, and all downtown North Adams has to offer!

    Susan Colvin MONARCH REALTY, INC.

    19 N Church St Unit 14, North Adams, MA 01247
  • 165 Kemble St Unit 5, Lenox, MA 01240
    165 Kemble St Unit 5, Lenox, MA 01240
    165 Kemble St Unit 5, 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
  • 37 Corey Rd Unit 518, Hancock, MA 01237
    37 Corey Rd Unit 518, Hancock, MA 01237
    37 Corey Rd Unit 518, Hancock, MA 01237
    /14

    $145,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    37 Corey Rd Unit 518, Hancock, MA 01237

    At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 518, Hancock, MA 01237
  • 580 S Main St Unit Building 4 unit 2, Lanesborough, MA 01237
    580 S Main St Unit Building 4 unit 2, Lanesborough, MA 01237
    580 S Main St Unit Building 4 unit 2, Lanesborough, MA 01237
    /21

    $139,000

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    580 S Main St Unit Building 4 unit 2, Lanesborough, MA 01237

    Welcome to easy lakeside living at Pontoosuc Lake Condos! This charming 1-bedroom, 1-bath unit offers 600 sq ft of well-designed space with an open-concept living room and kitchen, perfect for both everyday comfort and entertaining. Step outside onto your private covered deck, where you can relax and enjoy the peaceful surroundings just steps from the lake.The condo includes convenient amenities

    Chris LaPatin LAMACCHIA REALTY, INC

    580 S Main St Unit Building 4 unit 2, Lanesborough, MA 01237
  • 71 S Church St Unit S102, Pittsfield, MA 01201
    71 S Church St Unit S102, Pittsfield, MA 01201
    71 S Church St Unit S102, Pittsfield, MA 01201
    /9

    $250,800

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft

    71 S Church St Unit S102, Pittsfield, MA 01201

    Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

    Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

    71 S Church St Unit S102, Pittsfield, MA 01201
  • 46 Churchill Crest Unit 46, Pittsfield, MA 01201
    46 Churchill Crest Unit 46, Pittsfield, MA 01201
    46 Churchill Crest Unit 46, Pittsfield, MA 01201
    /34

    $269,900

    • 2 Beds
    • 1 Bath
    • 1,227 Sq Ft

    46 Churchill Crest Unit 46, Pittsfield, MA 01201

    Light-filled end-unit condo with a garage & resort-style amenities! Welcome to this bright 2-bedroom home featuring a spacious living room with a stunning flagstone fireplace and large windows that flood the space with natural light. Relaxing private balcony facing the woods. Both bedrooms have generous space. Perks include in-unit laundry, extra storage, and your own garage. Located in a

    Mariah Worth LAMACCHIA REALTY, INC

    46 Churchill Crest Unit 46, Pittsfield, MA 01201
  • 189 Stratton Rd Unit E3, Williamstown, MA 01267
    189 Stratton Rd Unit E3, Williamstown, MA 01267
    189 Stratton Rd Unit E3, Williamstown, MA 01267
    /14

    $215,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    189 Stratton Rd Unit E3, Williamstown, MA 01267

    This rarely available top floor unit with beautiful mountain views has two bedrooms and one bath. Move right in, as the sellers are offering the unit furnished. Featuring an open living / dining room with cathedral ceilings, galley kitchen and access to a private deck. This unit is provided with a basement storage unit. The grounds are beautifully maintained, as well as a large on-site swimming

    Terry Harron-Lamb DOUBLE P GENERAL CONTRACTING AND REAL ESTATE ,LLC

    189 Stratton Rd Unit E3, Williamstown, MA 01267
  • 19 N Church St Unit 11, North Adams, MA 01247
    19 N Church St Unit 11, North Adams, MA 01247
    19 N Church St Unit 11, North Adams, MA 01247
    /8

    $115,000

    • 1 Bed
    • 1 Bath
    • 255 Sq Ft

    19 N Church St Unit 11, North Adams, MA 01247

    Own a slice of North Adams in the iconic Flat Iron Building--just blocks from Mass MoCA! Unit 11 is a unique, fully furnished 255 sq ft studio with soaring 10' ceilings, original restored wood floors, and stunning mountain and downtown views. Renovated in 2006 down to the studs with an open floor plan, updated kitchen and bath, and double-height windows that flood the space with light. Efficient

    Erin Scott BURNHAM GOLD REAL ESTATE, LLC

    19 N Church St Unit 11, North Adams, MA 01247
  • 16 Windflower Way, Williamstown, MA 01267
    16 Windflower Way, Williamstown, MA 01267
    16 Windflower Way, Williamstown, MA 01267
    /32

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,931 Sq Ft

    16 Windflower Way, Williamstown, MA 01267

    Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large

    Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    16 Windflower Way, Williamstown, MA 01267
  • 37 Corey Rd Unit 634, Hancock, MA 01237
    37 Corey Rd Unit 634, Hancock, MA 01237
    37 Corey Rd Unit 634, Hancock, MA 01237
    /10

    $149,900

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    37 Corey Rd Unit 634, Hancock, MA 01237

    MOTIVATED SELLER!! Who says you can't have a place in the Berkshires? The ultimate pied-a-terre. Nestled in the year-round getaway resort of Jiminy Peak, lies this lovely one-bedroom condo with hotel amenities. Pool, hot tub, restaurant, tennis court, exercise room, and of course, skiing. Alongside the physical activities, you are in close proximity to three theater companies, Clark Art Museum,

    Allen Bassen BERKSHIRE HOMES AND CONDOS

    37 Corey Rd Unit 634, Hancock, MA 01237
  • 19 N Church St Unit 7, North Adams, MA 01247
    19 N Church St Unit 7, North Adams, MA 01247
    19 N Church St Unit 7, North Adams, MA 01247
    /16

    $149,500

    • 1 Bed
    • 1 Bath
    • 320 Sq Ft

    19 N Church St Unit 7, North Adams, MA 01247

    Welcome to Unit 7 in the iconic Flat Iron Building, located in the heart of North Adams' historic Eagle Street district. This one-of-a-kind unit features its own private entrance right at the tip of the building, offering a truly unique living experience. Completely gutted and thoughtfully renovated, the space blends modern convenience with historic character. Large windows invite in abundant

    Erin Scott BURNHAM GOLD REAL ESTATE, LLC

    19 N Church St Unit 7, North Adams, MA 01247
  • 260 Pittsfield Rd Unit B-5, Lenox, MA 01240
    260 Pittsfield Rd Unit B-5, Lenox, MA 01240
    260 Pittsfield Rd Unit B-5, Lenox, MA 01240
    /14

    $199,500

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

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

    Light, updated, and move in ready this 1BR/1BA, 800 sq ft condo at Lenox Heights offers easy Berkshire living minutes to downtown Lenox and Tanglewood. The renovated kitchen features crisp cabinetry and stainless appliances, opening to a sunny living/dining area with sliders to a private rear balcony, perfect for morning coffee or unwinding after a show. Plush wall-to-wall carpeting creates a

    Samantha Homeyer BIRCH PROPERTIES

    260 Pittsfield Rd Unit B-5, Lenox, MA 01240
  • 850 Summer St Unit M14, Lee, MA 01238
    850 Summer St Unit M14, Lee, MA 01238
    850 Summer St Unit M14, Lee, MA 01238
    /56

    $979,000

    • 5 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    850 Summer St Unit M14, Lee, MA 01238

    Welcome to the Katydid Cottage, a thoughtfully updated Berkshire home full of modern amenities and historic charm. This five bedroom, four and a half bath freestanding condominium features a bright kitchen, large dining room, living room with gas fireplace insert, powder room, and a primary suite all on the first floor. Upstairs you will find four more bedrooms, two with ensuite bathrooms, and

    Katie Williams STONE HOUSE PROPERTIES, LLC

    850 Summer St Unit M14, Lee, MA 01238
  • 37 Corey Rd Unit 9061, Hancock, MA 01237
    37 Corey Rd Unit 9061, Hancock, MA 01237
    37 Corey Rd Unit 9061, Hancock, MA 01237
    /30

    $530,000

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

    37 Corey Rd Unit 9061, Hancock, MA 01237

    New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 9061, Hancock, MA 01237
  • 33 Maplewood Ave Unit 305, Pittsfield, MA 01201
    33 Maplewood Ave Unit 305, Pittsfield, MA 01201
    33 Maplewood Ave Unit 305, Pittsfield, MA 01201
    /20

    $184,900

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    33 Maplewood Ave Unit 305, Pittsfield, MA 01201

    Welcome to historic Maplewood--timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential historic buildings.The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the

    Cheryl Ryan BISHOP WEST REAL ESTATE

    33 Maplewood Ave Unit 305, Pittsfield, MA 01201
  • 37 Corey Rd Unit 73, Hancock, MA 01237
    37 Corey Rd Unit 73, Hancock, MA 01237
    37 Corey Rd Unit 73, Hancock, MA 01237
    /24

    $255,000

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft

    37 Corey Rd Unit 73, Hancock, MA 01237

    Country Village living...just listed is this recently renovated 2-bedroom unit which offers 2 full bathrooms also recently renovated. New floors throughout with no carpet. A gorgeous redone stone wood burning fireplace for those cold nights. A recently renovated kitchen with new appliances, granite countertops and wood cabinets. Enjoy the back deck with beautiful views of the mountains.

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 73, Hancock, MA 01237
  • 1052 Beaver Pond Meadows, Hancock, MA 01237
    1052 Beaver Pond Meadows, Hancock, MA 01237
    1052 Beaver Pond Meadows, Hancock, MA 01237
    /38

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft

    1052 Beaver Pond Meadows, Hancock, MA 01237

    Charming 3-Bedroom Country Condo with Scenic ViewsEscape the hustle and embrace the tranquility of country living with this beautifully maintained 3-bedroom, 2-bathroom condo, nestled in a peaceful rural setting. Perfect for families, retirees, or weekend getaways, this home offers a perfect blend of comfort, style, and natural beauty.Spacious Open Floor Plan: Enjoy a sun-filled living and dining

    Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

    1052 Beaver Pond Meadows, Hancock, MA 01237
  • 37 Corey Rd Unit 526, Hancock, MA 01237
    37 Corey Rd Unit 526, Hancock, MA 01237
    37 Corey Rd Unit 526, Hancock, MA 01237
    /18

    $147,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    37 Corey Rd Unit 526, Hancock, MA 01237

    At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 526, Hancock, MA 01237
  • 770 Summer St Unit 3A, Lee, MA 01238
    770 Summer St Unit 3A, Lee, MA 01238
    770 Summer St Unit 3A, Lee, MA 01238
    /43

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,135 Sq Ft

    770 Summer St Unit 3A, Lee, MA 01238

    Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    770 Summer St Unit 3A, Lee, MA 01238
  • 770 Summer St Unit 5D, Lee, MA 01238
    770 Summer St Unit 5D, Lee, MA 01238
    770 Summer St Unit 5D, Lee, MA 01238
    /48

    $620,000

    • 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
  • 33 Alpine Trail, Pittsfield, MA 01201
    33 Alpine Trail, Pittsfield, MA 01201
    33 Alpine Trail, Pittsfield, MA 01201
    /54

    $730,000

    • 5 Beds
    • 4.5 Baths
    • 3,381 Sq Ft

    33 Alpine Trail, Pittsfield, MA 01201

    Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    33 Alpine Trail, Pittsfield, MA 01201
  • 14 Alpine Trail Unit 14, Pittsfield, MA 01201
    14 Alpine Trail Unit 14, Pittsfield, MA 01201
    14 Alpine Trail Unit 14, Pittsfield, MA 01201
    /29

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 3,296 Sq Ft

    14 Alpine Trail Unit 14, Pittsfield, MA 01201

    Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    14 Alpine Trail Unit 14, Pittsfield, MA 01201
  • 1541 Green River Rd Unit 1, Williamstown, MA 01267
    1541 Green River Rd Unit 1, Williamstown, MA 01267
    1541 Green River Rd Unit 1, Williamstown, MA 01267
    /31

    $624,900

    • 3 Beds
    • 1.5 Baths
    • 1,986 Sq Ft

    1541 Green River Rd Unit 1, Williamstown, MA 01267

    Welcome to 1541 Green River Road -- where classic construction meets modern living! This beautifully updated condo offers the best of both worlds: the solid craftsmanship of a bygone era, reimagined with today's must-have upgrades.Step inside to discover a bright floor plan featuring stylish flooring, designer kitchen finishes, and a refreshed, contemporary bathroom. Enjoy peace of mind with

    Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    1541 Green River Rd Unit 1, Williamstown, MA 01267
  • 15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201
    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201
    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201
    /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201

    Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201
  • 5 Aspen Way Unit 17, Pittsfield, MA 01201
    5 Aspen Way Unit 17, Pittsfield, MA 01201
    5 Aspen Way Unit 17, Pittsfield, MA 01201
    /19

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    5 Aspen Way Unit 17, Pittsfield, MA 01201

    Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Aspen Way Unit 17, Pittsfield, MA 01201
  • 33 Maplewood Ave Unit 103, Pittsfield, MA 01201
    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
    /33

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201

    If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
Massachusetts Berkshire County Windsor

Condos for Sale in Windsor, MA

Why Live in Windsor

Windsor, Massachusetts, nestled in the tranquil Berkshires, offers residents a rural lifestyle surrounded by trees and natural beauty. Located 20 miles south of the Vermont border, Windsor is characterized by its quiet, slow-paced environment, ideal for those seeking a peaceful retreat. Home styles in Windsor range from off-grid cottages to expansive hillside retreats, with ranch-style homes, saltboxes, and farmhouses dotting the landscape. Outdoor recreation is abundant, with the Hoosac Range providing opportunities for hiking, snowshoeing, and snowmobiling. Tamarack Hollow Nature & Cultural Center offers guided hikes, while Wahconah Falls State Park features a dog-friendly trail leading to a stunning 40-foot waterfall. Windsor State Forest spans 1,800 acres, offering year-round activities such as hunting and hiking. Notchview, a Trustees of Reservations property, is popular for cross-country skiing and biking.

Residents are zoned for Central Berkshire Public Schools, which have high ratings and graduation rates between 94% and 97%. Windsor is a car-dependent area, with Berkshire Trail connecting it to other communities. Emergency care is available 30 minutes away at North Adams Regional Hospital, and Bradley International Airport is about an hour and 20 minutes south. Shopping and dining options are at least 20 minutes away, with local favorites like homemade samosas at Sanger General Store and groceries at Old Creamery Co-Op in Cummington. Dining in Dalton includes Shire Tavern, known for its farmhouse-style ambiance. Nearby Cummington hosts agricultural events and fairs, including the Hampshire County 4-H Fair and the Massachusetts Sheep and Woolcraft Fair, providing family-friendly entertainment.

Learn more about living in Windsor

Home Trends in Windsor, MA

On average, homes in Windsor, MA sell after 87 days on the market compared to the national average of 52 days. The median sale price for homes in Windsor, MA over the last 12 months is $425,000, down 16% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$425,000
Median Single Family Sale Price
$425,000
Average Price Per Sq Ft
$227
Number of Homes for Sale
4
Last 12 months Home Sales
11
Months of Supply
4.40
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-16%
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