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Homes for Sale near St. Mary's School

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  • /40

    $869,000

    • 3 Beds
    • 3 Baths
    • 2,747 Sq Ft

    8 Interlaken Rd, Stockbridge, MA 01262

    Beautifully renovated & meticulously maintained New England Farmhouse in Stockbridge. Offering a comfortable layout, this beautiful home seamlessly blends modern updates while maintaining a classic country charm. A coveted mudroom entry leads to a gorgeous kitchen with custom cabinetry, stainless appliances, sliders to the patio, and a wood stove for ambiance. Also on the main level are a full

    Lori Rose STONE HOUSE PROPERTIES, LLC

    8 Interlaken Rd, Stockbridge, MA 01262
  • /74

    $2,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,462 Sq Ft

    26 Stonebridge Way, Lee, MA 01238

    Own the entire mountain top! If Privacy and views are your priority then this is for you. You'll own a house, workshop, 2 chicken coups, a small barn on a total of 56 acres. The house boasts stunning views over Goose Pond and across the mountain range where sunrise is spectacular! 4 beds (with a large first floor primary suite), 3 bath, open concept living/dining/kitchen with beautiful

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    26 Stonebridge Way, Lee, MA 01238
  • /16

    $1,800,000

    • 40 Beds
    • 20 Baths
    • 30,000 Sq Ft

    15 East St, Stockbridge, MA 01262

    Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

    Tim Damon Mercury Real Estate

    15 East St, Stockbridge, MA 01262
  • /42

    $1,255,000

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft

    1 S Hill Rd, Stockbridge, MA 01262

    This recently renovated historic homestead in Stockbridge has it all! The Revolutionary-era 4-bed, 4-bath Colonial home and 1-bed, 1-bath detached guesthouse sit on a 7+ acre hill with an impressive view of Monument Mountain, a gentle-sloping lawn, abundant woods, and a gentle stream. The main house offers multiple living spaces with an open kitchen and living room and a new wood stove, library,

    Jonathan Minerick homecoin.com

    1 S Hill Rd, Stockbridge, MA 01262
  • /88

    $2,500,000

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

    1 Devon Rd, Stockbridge, MA 01262

    Unbelievable transformation. You won't want to miss this opportunity. Stunning interior decorating for this Historic General Williams House circa 1795 Lovingly restored and improved with 6 inviting bedrooms, 5.5 updated bathrooms, 6 gorgeous woodburning fireplaces, two full kitchens.: Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6

    Penney Cardonnel SIGNATURE ASSOCIATES

    1 Devon Rd, Stockbridge, MA 01262
  • /40

    $1,880,000

    • 4 Beds
    • 3 Baths
    • 5,469 Sq Ft

    17 East St, Lenox, MA 01240

    Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

    Selina Lamb BIRCH PROPERTIES

    17 East St, Lenox, MA 01240
  • /63

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft

    1 Train Hill Rd, Stockbridge, MA 01262

    This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    1 Train Hill Rd, Stockbridge, MA 01262
  • /34

    $885,000

    • 4 Beds
    • 3.5 Baths
    • 2,189 Sq Ft

    3 Willard Hill Rd, Stockbridge, MA 01262

    LIGHT-FILLED CONTEMPORARY CAPE on a premier road in the historic Interlaken section of Stockbridge. The open-concept first floor includes a living area with a wood-burning fireplace, dining area with a glass door leading to a large deck, and a recently remodeled kitchen. A half bath and a primary bedroom suite with a full bath complete the first floor. Upstairs, is a second primary suite with a

    Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    3 Willard Hill Rd, Stockbridge, MA 01262
  • /28

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    90 Mandalay Rd, Lee, MA 01238

    Sought after Mandalay Rd. neighborhood in Lee, spacious split level with family room plus formal living room with fireplace. Back yard is private abutting wooded lot., all on just under an acre. Comes with fully applianced, large kitchen with breakfast bar and dining area. Primary en suite bedroom. NIce walking neighborhood, excellent Lee school system.Close to all Berkshire cultural

    Gary Johnston STONE HOUSE PROPERTIES, LLC

    90 Mandalay Rd, Lee, MA 01238
  • /27

    $2,200,000

    • Land
    • 56 Acres
    • $39,286 per Acre

    26 Stonebridge Way, Tyringham, MA 01264

    Own the entire mountain top! If privacy and views are your top priority then this is for you. You'll own 56 acres that includes a 4 bed/3 bath house, workshop, 2 chicken coups, and a barn. Stunning views over Goose Pond and sunrises you'll never tired of. The land stretches down into Tyringham valley where you can enjoy riding on your own trails. Minutes to Goose Pond boat launch, less than

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    26 Stonebridge Way, Tyringham, MA 01264
  • /29

    $722,000

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    170 Stockbridge Rd, Lee, MA 01238

    Charming 1930s Retreat with Water Views and Historic Charm - 170 Stockbridge Road, Lee MANestled just five minutes from both Stockbridge and the village of Lee, this beautifully restored 1930s gem offers the best of Berkshire living. Located near world-class cultural destinations--including Tanglewood, The Norman Rockwell Museum, and Jacob's Pillow--this home sits on a desirable lot overlooking

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    170 Stockbridge Rd, Lee, MA 01238
  • /26

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft

    90 Maple St, Lee, MA 01238

    Come and see this quaint, cape style home situated close to downtown Lee. This home has been completely renovated. A spacious kitchen includes new cabinets, stone countertops and appliances. The living room and dining room are flooded with natural light and are the perfect space for entertaining. Also located on the first floor are a bedroom and a half bath. The primary bedroom and full

    Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    90 Maple St, Lee, MA 01238
  • /13

    $199,000

    • Land
    • 11 Acres
    • $18,512 per Acre

    83 Goose Pond Rd, Tyringham, MA 01264

    Build your dream home with deeded rights to Goose Pond with boat docking availability. Lot is mostly cleared. A rough drive is in place. 10.75 Acres. Minimal HOA includes Tennis Court and Deeded right to private beach on the pond. Goose Pond is considered a pristine lake in the foothills of the Berkshires. Close to all the Berkshires has to offer. Minutes to the MA Pike, Lee, Lenox Tanglewood,

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    83 Goose Pond Rd, Tyringham, MA 01264
  • /11

    $1,400,000

    • 1 Bed
    • 1.5 Baths
    • 1,109 Sq Ft

    165 Kemble St Unit 2, Lenox, MA 01240

    Discover luxury living at Canyon Ranch with this 1-bedroom condo, boasting a chef's kitchen with marble countertops, and an expansive great room with a marble gas fireplace. Savor your morning coffee on the serene private balcony. The primary suite is a retreat with a spa-like marble bathroom, ample walk-in closet, and a cozy fireplace. Exclusive resort membership provides access to unparalleled

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    165 Kemble St Unit 2, Lenox, MA 01240
  • /6

    $1,025,000

    • Land
    • 9 Acres
    • $112,637 per Acre

    19 and 12 Wheatleigh Dr, Stockbridge, MA 01240

    RARE Lily Pond Homesite with Permits & Plans | Stockbridge, MAAccessed by a long, meandering drive alongside a babbling brook, this secluded, fully permitted homesite offers a magical approach and unmatched privacy directly on a serene pond. A graceful bridge (completion expected summer 2025) enhances the setting. The site includes architect-designed plans and a building permit for a 5-bedroom

    Selina Lamb Birch Properties

    19 and 12 Wheatleigh Dr, Stockbridge, MA 01240
  • /17

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    lot 1 N Beckett, Lee, MA 01238

    Single Family modular home on 3 Acres of land, in a serene and beautiful setting. There are two Modular homes to pick from, the New Haven and the Rolling Brook. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge's

    The Mary Scimemi Team Leading Edge Real Estate

    lot 1 N Beckett, Lee, MA 01238
  • /22

    $640,000

    • 3 Beds
    • 3 Baths
    • 2,600 Sq Ft

    100 Franklin St, Lee, MA 01238

    Elegant Queen Anne Cottage with Sophisticated Upgrades. Step into timeless charm with this beautifully crafted Queen Anne-style cottage, complete with a white picket fence and lush perennial gardens. Expertly designed with impeccable taste, this home blends classic character with modern comfort. The spacious primary suite boasts a walk-in closet and an updated en-suite bath. An inviting enclosed

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    100 Franklin St, Lee, MA 01238
  • /13

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    528 Walker St, Lenox Dale, MA 01242

    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

    528 Walker St, Lenox Dale, MA 01242
  • /19

    $99,000

    • Land
    • 3.00 Acres
    • $33,000 per Acre

    lot 1 Becket Rd, Lee, MA 01238

    BUILD YOUR DREAM HOME ON 3 ACRES IN LEE, MA! This stunning lot is ready for you to create your ideal home in a serene and beautiful setting. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge’s famous Bed and

    The Mary Scimemi Team Leading Edge Real Estate

    lot 1 Becket Rd, Lee, MA 01238
  • /50

    $5,285,000

    • 13 Beds
    • 13.5 Baths
    • 9,556 Sq Ft

    2 Kemble St, Lenox, MA 01240

    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

    2 Kemble St, Lenox, MA 01240
  • /38

    $575,000

    • 3 Beds
    • 3 Baths
    • 1,716 Sq Ft

    190 Willow St, Lee, MA 01238

    Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

    Kim Bergland RED HORSE REAL ESTATE, LLC

    190 Willow St, Lee, MA 01238
  • /36

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    20 Summer St, Lee, MA 01238

    Antique Greek Revival style home overlooking downtown Lee! Beautiful view with splendid sunrises over October Mountain. Wise investment, located within the up-and-coming downtown redevelopment district in historic Lee, Ma. ''Gateway to the Berkshires'', voted one of the top ten small towns, known for the scenery, the arts and activities. This lovely home offers wood flooring throughout, light &

    Lisa Kelley MACCARO REAL ESTATE

    20 Summer St, Lee, MA 01238
  • /39

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    9 Bolton Dr, Lenox, MA 01240

    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

    9 Bolton Dr, Lenox, MA 01240
  • /11

    $260,000

    • Land
    • 2.00 Acres
    • $130,000 per Acre

    0 Old Stockbridge Rd, Lenox, MA 01240

    This 2-acre property just .4 mi. from the center of Lenox is an opportunity of a lifetime to build your Berkshire dream luxury/lifestyle home. This historical property was the site for the home of Jonathan Hinsdale-first European inhabitant in the town of Lenox (1750). Adjacent to Shakespeare & Company Campus and just minutes from Tanglewood and all the local attractions. Town

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    0 Old Stockbridge Rd, Lenox, MA 01240
  • /5

    $1,025,000

    • Land
    • 9 Acres
    • $112,637 per Acre

    19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

    RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the

    Selina Lamb BIRCH PROPERTIES

    19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
  • /45

    $1,425,000

    • 4 Beds
    • 4.5 Baths
    • 3,395 Sq Ft

    62 Stockbridge Terrace, Lee, MA 01238

    Updated and spacious condo just a short distance from Main Street Stockbridge, and all Berkshire attractions! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete

    Lauren Molk ELYSE HARNEY REAL ESTATE

    62 Stockbridge Terrace, Lee, MA 01238
  • /11

    $39,900

    • Land
    • 1.90 Acres
    • $21,000 per Acre

    289 Antelope Dr, Lee, MA 01238

    Welcome to the private Leisure Lee community. Tucked away awaits the sandy beach of Goose Pond, a dock with boat moorings and two tennis courts. Create your own dream home with this elevated wooded lot. A short drive to the Lee outlets and close proximity to Tanglewood and all cultural events the Berkshires have to offer.

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

    289 Antelope Dr, Lee, MA 01238
  • /5

    $140,000

    • Land
    • 5 Acres
    • $26,871 per Acre

    315 Laurel St, Lee, MA 01238

    Convenient to Tanglewood and other Cultural Berkshire amenities .Not far from Laurel Lake. Treed lot on Rt.20 . Same owner since 1979. 100 Foot of frontage which is the required amount to build. There is a brook which appears to be perennial. See Plot plans attached. Zoning is Residential. It is located between houses 305 & 325 on the right if coming from Pittsfield or the left from the Mass

    Sandra Sorel COLDWELL BANKER REALTY

    315 Laurel St, Lee, MA 01238
  • /39

    $435,000

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

    15 Elk Dr, Lee, MA 01238

    Welcome to the highly sought-after Leisure Lee community, where the idyllic beauty of nature meets the comforts of modern living. Situated amidst the serene landscapes of the Berkshires, this community offers an unparalleled lifestyle enriched by the pristine waters of Goose Pond.Residents of Leisure Lee enjoy exclusive access to a private beach on Goose Pond, a 225-acre mountain lake divided in

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    15 Elk Dr, Lee, MA 01238
  • /3

    $180,000

    • Land
    • 11 Acres
    • $17,127 per Acre

    0 Goose Pond Rd, Tyringham, MA 01264

    Nestled in the picturesque Berkshires, this stunning 10-acre parcel in Tyringham, MA, offers an unparalleled opportunity to create your dream retreat. Located just moments from Goose Pond, this property boasts a perfect blend of privacy, natural beauty, and convenience to nearby cultural and outdoor attractions.

    Samantha Homeyer BIRCH PROPERTIES

    0 Goose Pond Rd, Tyringham, MA 01264
  • /6

    $199,000

    • Land
    • 1.31 Acres
    • $151,907 per Acre

    245 Spring St, Lee, MA 01238

    One of two beautiful building lots available on Spring Street, Lee. Lee has been voted one of the top 10 northeastern small towns in New England. Idyllic setting on quiet country road yet 2 miles from Stockbridge, 3 miles to Tanglewood, and 5 minutes to Laurel Lake! Build your dream home and enjoy all the Berkshires has to offer! Beautiful place to live, ample outdoor recreation, farm to table

    Lisa Kelley MACCARO REAL ESTATE

    245 Spring St, Lee, MA 01238
  • /7

    $125,000

    • Land
    • 4.70 Acres
    • $26,596 per Acre

    Lot # 1 Webster Rd, Tyringham, MA 01264

    Peace and tranquility reign on this beautiful country road. Two wooded, flat lots have been combined into one. See brand new survey with wetland delineation. 2022 perc tests in hand. Electric runs to #49, the abutter. Additional acreage available.

    Tony Segalla LANCE VERMEULEN RE, INC

    Lot # 1 Webster Rd, Tyringham, MA 01264
  • /40

    $1,995,000

    • 6 Beds
    • 8 Baths
    • 10,507 Sq Ft

    14 Pine St, Stockbridge, MA 01262

    Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Pine St, Stockbridge, MA 01262
  • /11

    $315,000

    • Land
    • 1.50 Acres
    • $210,000 per Acre

    14 Partridge Way, Stockbridge, MA 01262

    A rare opportunity to own a 1.5-acre parcel on a quiet road in the highly sought-after Beachwood community, available only once in many decades. This property is ideally located in a peaceful, nature-filled setting with deeded rights to the Stockbridge Bowl, and is just minutes from the private Beachwood beach and swimming area and is connected to town sewer. It's also conveniently close to

    Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

    14 Partridge Way, Stockbridge, MA 01262
  • /5

    $199,000

    • Land
    • 1.31 Acres
    • $152,025 per Acre

    235 Spring St, Lee, MA 01238

    Beautiful building lot available on Spring Street, Lee. Voted one of the top 10 small northeastern towns in New England! Idyllic setting on quiet country road yet 2 miles from Stockbridge, 3 miles to Tanglewood, and 5 minutes to Laurel Lake! Build your dream home and enjoy all the Berkshires has to offer! Beautiful place to live, ample outdoor recreation, farm to table food and world class

    Lisa Kelley MACCARO REAL ESTATE

    235 Spring St, Lee, MA 01238
  • /9

    $589,000

    • Land
    • 21 Acres
    • $28,222 per Acre

    0 East St, Lenox, MA 01240

    This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

    Gary Johnston STONE HOUSE PROPERTIES, LLC

    0 East St, Lenox, MA 01240
  • /45

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    970 Cape St, Lee, MA 01238

    Spacious raised ranch on a large lot, perfectly located near Goose Pond, Jacob's Pillow, the Mass Pike, and Lee Premium Outlets. This home offers an inviting layout with generous living spaces, abundant natural light, and an open-concept design. Enjoy a bright kitchen, comfortable bedrooms, and a lower level ideal for additional living or entertaining. The expansive yard provides plenty of room

    Victoria Standring LAMACCHIA REALTY, INC

    970 Cape St, Lee, MA 01238
  • /32

    $384,000

    • 3 Beds
    • 1 Bath
    • 1,428 Sq Ft

    6 Margerie St, Lee, MA 01238

    Welcome to this inviting and well-built 3-bedroom Brick Cape nestled in the heart of the picturesque town of Lee, MA. Located on a convenient desirable street, this home offers a perfect blend of classic charm and modern convenience. Step inside to discover a spacious living room with fireplace, potential expansion of living area in the lower level full basement with laundry and a formal dining

    Paula McLean PAULA MCLEAN REALTORS INC.

    6 Margerie St, Lee, MA 01238
  • /50

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262

    Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

    Paula McLean PAULA MCLEAN REALTORS INC.

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262
  • /64

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,764 Sq Ft

    120 Parkview Terrace, Lee, MA 01238

    Discover this well maintained custom built, stunning 4 bedroom, 3.5 bath colonial home in the Berkshires. This home boasts a spacious bonus room with cathedral ceiling and gas fireplace, primary bedroom suite featuring a whirlpool tub and California closets. Many amenities including central air conditioning, alarm system, finished basement, enjoy summer leisure living with private inground pool.

    Anthony Caropreso MACCARO REAL ESTATE

    120 Parkview Terrace, Lee, MA 01238

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