and narrow your search. If you have fewer than 200 results, you can save your search.

Single Family

11 Hawthorne Street Stockbridge MA 01262

Stockbridge, MA11 Hawthorne Street

Price$15,000,000

Est. Mortgage: $/month

MLS Number 243138

  • Residential
  • Year Built 1893
  • Bathroom 23
  • Bedrooms 19
  • Square Feet 22,000

Wheatleigh is the perfect marriage of the grandeur of a 16th century florentine palazzo and the comfort and elegance of the twenty first century. Imagine living in desirable lenox on 22 acres overlooking stockbridge bowl and the mountains and being within a short stroll to tanglewood! Henry cook in 1893 commissioned peabody and sterns to construct this italianate style home. It has since been updated by famed architects tsao and mckown for contemporary living. The 19 suites, guest rooms and baths set a new standard of style and sophistication and can accommodate many friends, business guests and family. Each of the bedrooms have high speed internet and bang and olufsen tv's . The state of the art fitness center, heated pool, and tennis court keep every one active.

Listed by Cindy Welch of LANDVEST,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

319 Under Mountain Road Lenox MA 01240

Lenox, MA319 Under Mountain Road

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Year Built 1903
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 Prospect Hill Road Stockbridge MA 01262

Stockbridge, MA7 Prospect Hill Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 239285

  • Residential
  • Year Built 1993
  • Bathroom 9
  • Bedrooms 5
  • Square Feet 9,339

One of the berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. Elevator, computerized systems. 9,339 sf with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2080 South Undermountain Road Sheffield MA 01257
Pending

MLS Number 234183

  • Residential
  • Year Built 1983
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 5,850

This spectacular 85+/- acre property is a destination educational center. It offers a magnificent 1880 manor house, with spectacular distant views, a pond, and 11 additional buildings which house an auditorium, group meeting areas, breakout private offices, a fitness center, pondside cottage, huge dining hall with commercial kitchen, and accommodations in over 56 guest rooms. The land is made up of 70+/- acres in the southern berkshires and 15+/- abutting acres in salisbury, ct - the entire ct side runs along sage's ravine. There are walking trails throughout the land and access to the appalachian trail. You will be smitten by this property and totally taken with the possibilities... Building and property tax details are for the main house only. Please contact agent for more details.

Listed by Juliet Moore and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

77 Seekonk Cross Road Great Barrington MA 01230

MLS Number 243158

  • Residential
  • Year Built 2001
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,474

Welcome to meadow woodthis elegant property on a secluded reach of the green river epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens.

Listed by Elvia Gignoux and Lenore Mallett of WILLIAM PITT SOTHEBY'S - SALISBURY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2 Kemble Street Lenox MA 01240

Lenox, MA2 Kemble Street

Price$5,485,000

Est. Mortgage: $/month

MLS Number 242956

  • Residential
  • Year Built 1881
  • Bathroom 14
  • Bedrooms 13
  • Square Feet 9,556

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 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ada compliant.

Listed by Cameron Volastro and Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

20 Cobb Road West Stockbridge MA 01266

West Stockbridge, MA20 Cobb Road

Price$4,999,888

Est. Mortgage: $/month

MLS Number 242589

  • Residential
  • Year Built 2023
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,200

As summer nears, the beauty of nature surrounds on a sleepy winding country road, this new and truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 magical acres w/views in every direction. Beautiful inside and outdoor spaces include a gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the williams river. Build a family compound or guest home on the extra lot.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

49 Chanterwood Road Lee MA 01238

Lee, MA49 Chanterwood Road

Price$4,999,000

Est. Mortgage: $/month

MLS Number 243239

  • Residential
  • Year Built 2015
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,000

Exquisite lakefront sanctuary in the heart of the berkshires. Nestled amidst the ancient boulders of goose pond's pristine shores, rare opportunity to own a quintessential berkshire lake estate. This gated haven offers 877 feet of lake frontage and 35 acres of untouched woodland, ensuring complete privacy and a connection with nature that is both rare and invigorating.The residence, an embodiment of energy efficiency and architectural elegance, features five bedrooms and 6 1/2 baths, each space thoughtfully designed to frame the breathtaking water vistas.The home boasts two primary suites on the first level and three guest rooms with en suite baths, one with a separate entrance all offering water views and access to stone patios. A vast screened porch further enhances the living experience.

Listed by Leslie G Chesloff and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

6 Seekonk Cross Road Great Barrington MA 01230

MLS Number 242964

  • Residential
  • Year Built 2003
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 7,000

Pristine condition -move in ready. House sited in low tax alford, with long winding driveway entrance in great barringtonviews from every room with floor to ceiling windows! Completely private, not another house in site and impeccable condition. Located on 17+ acres on desirable seekonk cross rd in alford sits this remarkable state of the art 7000' contemporary. Designed by famed calvin tsao and zack mckown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the c shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping.The setting, views, privacy, landscaping, and architectural significance make 6 seekonk cross road truly a rare berkshire offering.

Listed by Cindy Welch of LANDVEST,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

802 State Road Richmond MA 01254

Richmond, MA802 State Road

Price$4,850,000

Est. Mortgage: $/month

MLS Number 242497

  • Residential
  • Year Built 1780
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 4,000

A stunning compound located in the picturesque new england town of richmond. A one-of-a-kind combination of a legendary and historic c1776 home integrated with the berkshires premiere full-service equestrian facility, including indoor and outdoor rings. This compound has rich history. With 27 pastoral acres views are abundant. The home offers 7 bedrooms, 7.5 baths, three cottages, a gorgeous barn for events, 5 paddocks, 6000 square foot heated arena with an owners luxury apartment and viewing area, an outdoor arena, a jump field, 3 barns with 26 stalls, 2 tack rooms. Equidistant from new york city and boston, easy access to international airports or take advantage of private flights from the pittsfield airport.

Listed by Michael Harrigan and Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

55 & 0 Maple Hill Road West Stockbridge MA 01266

MLS Number 242439

  • Residential
  • Year Built 1988
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9,564

Stunning custom-built estate in the berkshires, formally known as dragonfly manor. Recently renovated.68.6 acres, 2-acre spring fed pond with dock for swimming, kayaking or canoeing. Privacy, abutting hundreds of acres of protected land. Established landscaping with gardens and orchards. Circular driveway.11 rooms, 6 bedrooms, 7 full and 2 half baths, 2 sunporches, center hall entrance, formal and informal dining, common rooms, library, pool/pub room, separate guest apartment, stunning central staircase, 9564 sq ft living, 4463 first floor living 1600 finished basement, 1721 unfinished.2 stone patios, 2 gazebos, rolling lawns,underground utilities, partially finished basement, central air, 3 forced hot air furnaces use oil, 5 propane fireplaces, 3 propane stoves.

Listed by Kathleen A Engwer of RE/MAX COMPASS

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

685 South Egremont Road Great Barrington MA 01230

MLS Number 241895

  • Residential
  • Year Built 1940
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 12,207

*new price* 225 acre 18 hole golf course / horse ranch in the heart of the berkshires. Former egremont country club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to ny city & boston.

Listed by Steven J. Weisz of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of May 30, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.