Homes for Sale near Hillcrest Educational Centers

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  /60

  $2,950,000

  $450K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,432 Sq Ft

  36 Yale Hill Rd, Stockbridge, MA 01262

  EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  36 Yale Hill Rd, Stockbridge, MA 01262
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  /37

  $685,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

  STUNNING VIEWS for as far as you can see from this modern unit located in Winden Hills Vanna building. Open common spaces washed in natural light; Great room with scenic views, fireplace and built ins, kitchen with charm and character open to dining. Primary w/en suite full bath, two guest bedrooms and additional one and half baths. This unit comes with access to the elevator for convenience, a

  Cortney Dupont COHEN & WHITE ASSOCIATES

  200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
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  /33

  $449,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  181 New Lenox Rd, Lenox, MA 01240

  Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch & 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /16

  $179,000

  • Land
  • 1.8 Acres
  • $99,389 per Acre

  0 Church St, Lee, MA 01238

  Perfect canvas to secure your place in the Berkshires. Beautiful parcel of land with 1.80 acres, this prime property offers privacy and convenience, with town water and town sewer. Enjoy beautiful views, surrounded by the natural beauty and cultural richness of the Berkshires. Whether you envision a full-time residence or weekend retreat, this property provides an exceptional opportunity to bring

  Lisa Kelley MACCARO REAL ESTATE

  0 Church St, Lee, MA 01238
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  /19

  $700,000

  $50K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 3,192 Sq Ft

  35 Main St, West Stockbridge, MA 01266

  Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.Can also be purchased as part of a investment portfolio 13 Park Street Stockbridge, MA MLS#249532

  Matt Carlino MACCARO REAL ESTATE

  35 Main St, West Stockbridge, MA 01266
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  /61

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  9 Bolton Dr, Lenox, MA 01240
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  /46

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /2

  $289,000

  • Land
  • 3.69 Acres
  • $78,320 per Acre

  0 Interlaken Cross Rd, Stockbridge, MA 01262

  A pristine building lot in the heart of the Berkshires! Parcel B at Echo Valley is a 3.69-acre wooded, buildable lot offering a beautiful blank canvas for your dream home. Located off Interlaken Cross Road in Stockbridge, MA, this level parcel is easy to work with and provides excellent flexibility for siting your house, garage, and outdoor living spaces. Just minutes from Tanglewood, Stockbridge

  Lisa Berry Simply Sell Realty

  0 Interlaken Cross Rd, Stockbridge, MA 01262
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  /41

  $995,000

  • 4 Beds
  • 5 Baths
  • 6,300 Sq Ft

  160 High St, Lee, MA 01238

  Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100

  Jason Saphire www.HomeZu.com

  160 High St, Lee, MA 01238
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  /50

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /31

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  25 Valentine Ln, Lee, MA 01238

  IMMACULATE 3 BEDROOM APARTMENT WITH DECK and ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage, CENTRAL AIR CONDITIONING -BRAND NEW VINYL SIDING DECEMBER 2025.

  Rosemary Baumann HOUSATONIC REAL ESTATE

  25 Valentine Ln, Lee, MA 01238
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  /19

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,677 Sq Ft

  20 Moscow Rd, West Stockbridge, MA 01266

  Charming New England home in the heart of West Stockbridge offering the perfect blend of small-town convenience and Berkshire living. Set on a generous lot with room to relax, garden, and entertain, this inviting property provides comfortable living spaces, abundant natural light, and the character that buyers seek in a Berkshire home.Enjoy the best of both worlds—peaceful surroundings while

  Isaac Santana Sorcinelli Real Estate

  20 Moscow Rd, West Stockbridge, MA 01266
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  /2

  $69,000

  • Land
  • 3.3 Acres
  • $20,909 per Acre

  75 Woodland Rd, Lee, MA 01238

  Over 3 acres of wooded land on Woodland Road in Lee near October Mountain State Forest. Previously used for logging, this parcel features a wooded, sloping landscape. Convenient to downtown Lee & Lenox and easy access to the Massachusetts Turnpike. Additional pastoral 1 acre parcel available at 60 Woodland Rd., may be purchased together or separately. Buyers and buyer's agents to perform their

  Lisa Kelley MACCARO REAL ESTATE

  75 Woodland Rd, Lee, MA 01238
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  /52

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft

  45 Swamp, West Stockbridge, MA 01266

  Set across 30+ pristine Berkshire acres, this property offers sweeping westerly mountain views, gently rolling fields, and Cone Brook running the length of the land to Shaker Mill Pond. With approximately 2,000 feet of frontage on Swamp Road, the possibilities are wide open: farming, equestrian use, a private estate, or potential subdivision into 6+ buildable lots.Two substantial barns, both

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  45 Swamp, West Stockbridge, MA 01266
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  /49

  $1,060,200

  • 4 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  6 Manitauk Heights, Stockbridge, MA 01262

  Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan connects the

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  6 Manitauk Heights, Stockbridge, MA 01262
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  /50

  $2,250,000

  $745K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft

  10 Mahkeenac Shores Rd, Stockbridge, MA 01262

  Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full bath year 'round home offers a seamless blend of modern comfort and natural beauty! Sunlight pours through expansive windows, framing breathtaking water views from nearly every room. The open concept living space is anchored by a striking double sided

  Mary Jo Piretti PIRETTI REAL ESTATE

  10 Mahkeenac Shores Rd, Stockbridge, MA 01262
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  /46

  $485,000

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  500 Walker St, Lenox, MA 01242
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  /32

  $369,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  880 East St Unit 10C, Lee, MA 01238

  Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct

  Susan Baum BERKSHIRE HOMES AND CONDOS

  880 East St Unit 10C, Lee, MA 01238
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  /59

  $1,595,000

  $255K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 4,952 Sq Ft

  1 Devon Rd, Stockbridge, MA 01262

  A significant price reduction has just been made on this terrific revenue opportunity property in Stockbridge. The historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. THIS PROPERTY HAS AN EXCELLENT HISTORY OF RENTAL INCOME. The ''Ice House'' features its

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Devon Rd, Stockbridge, MA 01262

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