The agencies at Stockbridge
These agencies offer a selection of luxury properties location at Stockbridge. Feel free to contact them for personalized assistance.
Over twenty five scenic acres with beautiful mountain views abound this newly renovated 4 bedroom cape. Located minutes from Great Barrington and Stockbridge this immaculate home has three levels of living. Enjoy the spacious open deck for outdoor grilling or your screened-in deck for dining with picturesque sunny views. Large three car garage. New pool installed for summer season 2024.
…By William Pitt Sotheby's International Realty
Summer rental July & August $12,000/ month - 3 Bedrooms and 2.5 Baths Lenox home close to downtown Lenox and Lee. Open kitchen/ dining area with gas fireplace. The livingroom has a comfy sectional and a large TV. There is also a great sunny family room with access to a deck with dining table and BBQ. The main bedroom has a private bath and the other two guest bedrooms share a full bath. The lower walk out level is designed for entertainment, TV & pool table and has a nice field stone fireplace. Close to downtown Golf, Tennis, Miraval Spa and within minutes to Tanglewood, Shakespeare & Company.
…By William Pitt Sotheby's International Realty
Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond, making it easy to enjoy everything the lake has to offer. Thoughtfully designed for comfort and relaxation, this home provides an ideal escape while remaining within reach of the Berkshires' renowned dining, culture, and outdoor recreation. Available June, July, August, and September 2027. June: $5,700/month July: $8,550/month August: $8,550/month September: $5,225/month No pets.
…By William Pitt Sotheby's International Realty
Experience country living and modern convenience in this stunning Berkshire rental home. 2 bedroom or 3-bedroom options. Nestled on five serene acres of private land, this beautifully designed 2-to-3-bedroom, 3-full-bathroom residence offers an unparalleled woodland escape. Step inside to find spacious, light-filled rooms with views from every window. The open-concept living area flows seamlessly into a fully equipped kitchen with premium countertops, perfect for entertaining. Outside, a deck overlooks your private acreage, offering the ideal spot for morning coffee, evening gatherings, or simply taking in the peaceful surroundings. Outdoor enthusiasts will love the unparalleled location, situated just minutes from pristine state forest hiking trails and beautiful lakes. Furnished, all utilities included. This home can be rented via 2 options: -2-bed, 2 bath, $4,500 per month, all utilities included -3-bed, 3 bath $6,000 per month, all utilities included
…By William Pitt Sotheby's International Realty
Phenomenal spacious contemporary. Freshly renovated with detail to light and open space. First floor bedroom with bath. Two living areas. Large eat-in kitchen. Spacious back deck and front porch. Upstairs has 4 more bedrooms. Primary suite has soaking tub. Beautiful pasture views in a sweet neighborhood on dead end street. Minutes from downtown Great Barrington. Close to all your favorite Berkshire attractions.
…By William Pitt Sotheby's International Realty
August 2023 - Hip 1820 country home with Scandinavian interior design touches. The living room and the den with fireplace have both an abundance of natrual light from south facing windows. Dining room leads to a brick patio from where your eyes can wander the land. Large eat in kitchen with ample pantry and laundry. Fantastic screened in porch overlooks a large pool with bountiful vegetable gardens. Lovingly cared for property offers lavish space with 3 more guest bedrooms, office area and two full baths upstairs. Mainly wood flooring and lots of natrual light fill this gracious home. Truly a Berkshire retreat for everyone to enjoy.
…By William Pitt Sotheby's International Realty
Charming farmhouse, built in 1860, thoughtfully modernized for comfortable indoor–outdoor living. Set on 5 picturesque acres, the property features an original barn and a natural spring-fed pond, creating a serene country setting. The first floor offers a light-filled, open-plan kitchen and living room anchored by a large wood-burning fireplace. French doors open to a stone terrace and pergola, perfect for outdoor dining and relaxed entertaining. Upstairs, you'll find three inviting bedrooms, an upstairs living room with a gas fireplace, and French doors leading to a second stone terrace. A cozy "sunset porch" captures sweeping western views of the Catskills—an ideal spot to unwind at the end of the day. Located just 5 minutes from the Hawthorne Valley Farm Store, 15 minutes from Chatham and Hillsdale, and 25 minutes from both Hudson and Great Barrington. Only 20 minutes to Catamount and other Berkshire ski areas. In addition, there are three conveniently located private schools : Hawthorne Valley Waldorf School, Darrow School, and Woodland Hill Montessori School. Lawn and landscape care, snow plowing, and the dedicated attention of long-standing property caretakers are included, ensuring the home's upkeep.
…By William Pitt Sotheby's International Realty
Wonderful, one-level ranch owned, furnished, and decorated by a professional interior designer. Must be seen to be appreciated. Creative and functional space throughout this meticulously maintained home. Bright and attractive rooms. Outstanding, private, well-kept backyard. Dog-friendly landlord. Convenient proximity to three very popular restaurants and other village attractions.
…By William Pitt Sotheby's International Realty
Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office area, and a lower level game room all add to the enjoyment of this outstanding property. Like to ski? Fairly close to several ski areas. The rental period availability runs from December 15, 2025 to March 15, 2026.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties location at Stockbridge. Feel free to contact them for personalized assistance.