135

Homes for Sale near The Family School

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  • /41

    $495,000

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft

    48 Landing Ln Unit 48, Brewster, MA 02631

    A Sea Pines Condo! Nestled in a spectacular complex on Cape Cod Bay, this charming 1 BR unit is offered at the lowest price seen in years! Renovated with a coastal flair, the condo boasts 942 sq ft of easy one-floor living plus a garage! Enjoy the convenience of a washer/dryer in-unit, a renovated kitchen and bath, Andersen windows and slider, a cozy propane gas fireplace, and mini-split heat

    Amy Harbeck Kinlin Grover Compass

    48 Landing Ln Unit 48, Brewster, MA 02631
  • /20

    $454,500

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    73 Eaton Ln Unit 73, Brewster, MA 02631

    Please schedule a showing of this beautifully renovated garden villa located at Brewster's premier Ocean Edge Resort. The 2nd floor unit is situated as an end unit and these condos do not come on the market frequently. The features vaulted ceilings in kitchen and living area and natural sun light drenches both bedrooms. Many renovations completed in last 3 years making this a truly turn key

    Mark Finocchio Cape Escape Real Estate LLC

    73 Eaton Ln Unit 73, Brewster, MA 02631
  • /18

    $454,500

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    73 Eaton Ln, Brewster, MA 02631

    Please schedule a showing of this beautifully renovated garden villa located at Brewster's premier Ocean Edge Resort. The 2nd floor unit is situated as an end unit and these condos do not come on the market frequently. The features vaulted ceilings in kitchen and living area and natural sun light drenches both bedrooms. Many renovations completed in last 3 years making this a truly turn key

    Mark Finocchio Cape Escape Real Estate, LLC

    73 Eaton Ln, Brewster, MA 02631
  • /42

    $575,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    49 Billington Ln, Brewster, MA 02631

    Step into this beautifully updated B-style 2BR/2BA, 1,063 sq ft private and quiet end unit in the desirable Ocean Edge Resort! The kitchen features granite countertops, stainless steel appliances, and a custom coffee bar with added storage and a built-in beverage fridge--perfect for daily living or entertaining. Both bedrooms include en-suite baths, with the upstairs offering a renovated walk-in

    Leighton Team Keller Williams Realty

    49 Billington Ln, Brewster, MA 02631
  • /39

    $575,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    49 Billington Ln Unit 49, Brewster, MA 02631

    Step into this beautifully updated B-style 2BR/2BA, 1,063 sq ft private and quiet end unit in the desirable Ocean Edge Resort! The kitchen features granite countertops, stainless steel appliances, and a custom coffee bar with added storage and a built-in beverage fridge—perfect for daily living or entertaining. Both bedrooms include en-suite baths, with the upstairs offering a renovated walk-in

    Leighton Team Keller Williams Realty

    49 Billington Ln Unit 49, Brewster, MA 02631
  • /40

    $495,000

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft

    48 Landing Ln, Brewster, MA 02631

    A Sea Pines Condo! Nestled in a spectacular complex on Cape Cod Bay, this charming one-bedroom unit is a rare find, offered at the lowest price seen in years in Sea Pines! Totally renovated with a coastal flair, the condo boasts a spacious 942 sq ft of easy one-floor living plus a garage! Enjoy the convenience of a washer/dryer in-unit, a renovated kitchen and bath, Andersen windows and slider, a

    Amy Harbeck Kinlin Grover Compass

    48 Landing Ln, Brewster, MA 02631
  • /66

    $2,450,000

    • 4 Beds
    • 3.5 Baths
    • 2,988 Sq Ft

    19 Weston Taylors Ln, Orleans, MA 02653

    Welcome to River Cottage in charming East Orleans, with west-facing water views of Little Pleasant Bay from virtually every room. Sited on a gentle rise overlooking ''The River,'' this home is delightfully open, airy and comfortable. The main floor boasts of a great room with a cathedral ceiling & spectacular view of the water through a wall of windows, & a wood-burning fireplace with a Vermont

    Robin Thayer Gibson Sotheby's International Realty

    19 Weston Taylors Ln, Orleans, MA 02653
  • /56

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 4,095 Sq Ft

    7 Gwens Ln, Orleans, MA 02653

    Quintessential Custom Cape - A True Orleans Gem! Escape to this beautifully situated home, ideally located just minutes from the world-renowned Nauset Beach in Orleans. Perfectly blending comfort, style, and coastal charm with some room for personal touches, this home offers an idyllic retreat for year-round living or your seasonal getaway. The layout is thoughtfully designed with

    Robin Thayer Gibson Sotheby's International Realty

    7 Gwens Ln, Orleans, MA 02653
  • /46

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 2,938 Sq Ft

    1 Somerset Rd, Harwich, MA 02645

    Exceptional Value - This spacious and open 4 Bed, 3.5 Baths, 2,938 sq ft Cape Cod-style home, built by Eastward Homes, is nestled in East Harwich's Somerset Woods neighborhood, providing convenient access to salt and fresh water beaches, golf, shopping, and dining. A grand staircase in the center hall foyer leads to a great room featuring a vaulted ceiling, hardwood floors, a gas fireplace,

    Jack Bohman Gibson Sotheby's International Realty

    1 Somerset Rd, Harwich, MA 02645
  • /63

    $3,450,000

    • 3 Beds
    • 3 Baths
    • 2,756 Sq Ft

    4 Asas Landing, Orleans, MA 02653

    Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property presents the opportunity to create a legacy estate in one of the Cape's most coveted neighborhoods with a home and additional land on Gibson Rd. The gracious 3-bedroom home is thoughtfully sited to offer unobstructed water views from every room, providing a backdrop of unparalleled natural beauty.

    Dawn Lee Gibson Sotheby's International Realty

    4 Asas Landing, Orleans, MA 02653
  • /59

    $1,800,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,164 Sq Ft

    35 Pershing Ln, Orleans, MA 02653

    Welcome to Mayflower Point - this unique group of properties nestled along ''The River '' is rich in recreation, privacy, and history. Located down a country road, you will find these lovely properties. Association property owners benefit from; three saltwater access points with mooring potential and a private association beach on Pilgrim Lake, a freshwater kettle pond. 35 Pershing is a

    Robin Thayer Gibson Sotheby's International Realty

    35 Pershing Ln, Orleans, MA 02653
  • /52

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    286 Fletcher Ln, Brewster, MA 02631

    A beautifully renovated ''B style'' townhome nestled in a very private setting! This modern, move-in ready condo offers a bright and inviting great room! The open kitchen boasts Calacatta Silestone walls and countertops. Enjoy energy-efficient comfort with ductless heat and AC. The primary bedroom and laundry are located on the 1st floor. Both baths are tastefully updated with walk-in showers and

    Amy Harbeck Kinlin Grover Compass

    286 Fletcher Ln, Brewster, MA 02631
  • /39

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    17 Pendleton Dr, Orleans, MA 2653

    This masterfully reimagined home blends classic charm with artisan craftsmanship. Thoughtfully transformed by its owners and local master craftsmen, this ''cottage by the sea'' is a rare find, offering custom details at every turn. The living room features reclaimed 125-year-old wood from a local Masonic Temple, a wood-burning fireplace with a raised hearth, a custom bay window with built-in

    Brett Holmes Kinlin Grover Compass

    17 Pendleton Dr, Orleans, MA 2653
  • /29

    $1,649,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    9 Honeysuckle Ln, Orleans, MA 02653

    Price Improvement! Welcome to 9 Honeysuckle Lane, a peaceful retreat offering unimaginable privacy just a short stroll from Skaket Beach. Tucked away on a quiet road shared by only six homes, this beautifully renovated 2024 property seamlessly blends Cape Cod charm with modern convenience. Designed for comfort, the reverse floor plan features four spacious bedrooms with ample storage on the main

    Liz Holguin Kinlin Grover Compass

    9 Honeysuckle Ln, Orleans, MA 02653
  • /32

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and

    John DePreaux Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • /84

    $1,345,000

    • 8 Beds
    • 3 Baths
    • 3,602 Sq Ft

    20 Bridge Rd, Eastham, MA 02642

    Two homes on 3.27 acres on historic Bridge Rd, bordering Orleans/Eastham town line. The 6-bedroom main house built circa 1830, & the renovated 2 bedroom cottage are ideally located near two Cape Cod Bay beaches & the CC Bike Trail. The 2978 SF antique home has been added onto over the years including an open kitchen/dining area w/high ceilings, kitchen island, dbl oven, fireplace, wet bar & oak

    Dee Higgins Gibson Sotheby's International Realty

    20 Bridge Rd, Eastham, MA 02642
  • /42

    $849,500

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    50 Hemenway Rd, Eastham, MA 02642

    Your Own Private Oasis! Welcome to this charming 2-bedrm Cape, perfectly set on over an acre of serene, private land. Designed w/a well-appointed floor plan, this home offers a spacious kitchen w/stainless appliances & breakfast bar that flows seamlessly into the dining area — ideal for entertaining. The living room features vaulted ceilings & fireplace w/easy access to the private back deck

    Team Clark & Tulloch Cape Cod Power of Two William Raveis Harwich Port

    50 Hemenway Rd, Eastham, MA 02642
  • /15

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    101 Fletcher Ln Unit G, Brewster, MA 02631

    Welcome to your serene escape at the Villages at Ocean Edge, where this charming one-bedroom, one-bathroom condo awaits. As you step inside, you'll be greeted by an open-concept design that seamlessly blends a spacious living area and kitchen. The bedroom is a peaceful retreat, with a full bathroom nearby. Enjoy the convenience of condo living with amenities that cater to your lifestyle. Nestled

    Sarah Harrington Kinlin Grover Compass

    101 Fletcher Ln Unit G, Brewster, MA 02631
  • /41

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    138 Wauquanesit Dr, Brewster, MA 02631

    Discover this beautiful townhome-style condo in Brewster’s sought-after Cobbs Pond community. Beautifully designed and professionally decorated, this home offers lovely water views from many rooms, and blends classic charm with modern comfort. The main level offers an open layout with a well appointed kitchen featuring stainless steel appliances and island seating, a bright dining area and a

    Andrea Howell William Raveis Harwich Port

    138 Wauquanesit Dr, Brewster, MA 02631
  • /28

    $295,000

    • 1 Bed
    • 1 Bath
    • 208 Sq Ft

    319 S Orleans Rd Unit 6, Orleans, MA 02653

    Craving a little Cape Cod magic? Welcome to ''The Osprey'' - Cottage #6 at Nauset Village, where the salty breeze carries echoes of summers past. Infused with charm, comfort & a sense of slowing down, this sweet sun-splashed retreat is your ticket to a simpler time. Thoughtfully maintained, this fully furnished and stocked cottage is ready for your next chapter, whether that's beach days, breezy

    Erin Copeland Keller Williams Realty

    319 S Orleans Rd Unit 6, Orleans, MA 02653
  • /23

    $309,000

    • 1 Bed
    • 1 Bath
    • 869 Sq Ft

    36 Old Colony Way Unit 3017, Orleans, MA 02653

    Welcome to Hancock III. Turn Key Unit in Desirable Old Colony With all the Updates Done Including New Kitchen & Appliances, Bath with New Washer and Dryer, Floors, Slider and Heat Pump. Sit and relax on your deck Facing Bike Path then Walk to Farmers Market and Village of Orleans!

    Mary Sullivan Unique Properties R E

    36 Old Colony Way Unit 3017, Orleans, MA 02653
  • /12

    $579,000

    • Land
    • 3.78 Acres
    • $153,175 per Acre

    32 Locust Rd, Orleans, MA 2653

    Cedar Pond Orleans. Nature enthusiasts and privacy seekers will enjoy this waterfront 3.78 ac. parcel where you can kayak or canoe or just enjoy wildlife. Its in-town location is ideal for enjoying walking, biking, restaurants, shopping, farmers' market etc.The Bike trail is a mere 2/10ths mile away and watch the sunsets at Rock Harbor which is just under a mile.It has been in the same family

    nadine magazu Kinlin Grover Compass

    32 Locust Rd, Orleans, MA 2653
  • /33

    $468,000

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    64 Chestnut Cir, Brewster, MA 02631

    Nestled in a tranquil setting, this inviting 2 bed/2 bath unit is a perfect blend of comfort and convenience. The bright eat-in kitchen offers new stainless steel appliances, sleek counter tops and lovely tile flooring. The spacious sun-lit living area has sliders that open to a private patio framed by natural woodlands. There is 1/2 bath on the first floor, and a charming staircase that leads

    Sandy Clarke William Raveis Real Estate & Homes Services

    64 Chestnut Cir, Brewster, MA 02631
  • /39

    $985,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,937 Sq Ft

    532 S Orleans Rd, Orleans, MA 02653

    Welcome to 532 S Orleans Road -- a beautifully designed contemporary home offering the perfect blend of modern comfort and timeless Cape Cod charm. This thoughtfully crafted 3-bedroom, 3.5-bath residence is nestled in a prime Orleans location tucked away from the road, close to ocean beaches (Nauset & Skaket), lakes and ponds, town landings (Pleasant Bay and Portanimicut Rd), village shops, and

    Michaela Miteva Today Real Estate

    532 S Orleans Rd, Orleans, MA 02653
  • /49

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    114 Chestnut Cir, Brewster, MA 02631

    Spacious 2BR, 1.5 bath updated 1380 sqft townhouse in The Colony: Brewster's ideal condominium complex for active homeowners who want to be central to Cape Cod, close to town, have quick access to the bike path, town beaches & restaurants. The Colony amenities include both indoor & outdoor pools, hot tub, sauna, gym, racquetball/indoor pickleball court, outdoor pickleball/tennis courts & a

    Melanie Cauchon Melanie Cauchon Real Estate

    114 Chestnut Cir, Brewster, MA 02631
  • /52

    $979,900

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    2241 Main St, Brewster, MA 02631

    Step back in time and experience the character and charm of this historic antique home, ideally located on scenic Route 6A in the heart of Brewster. Just under a mile to the sandy shores of Point of Rocks Beach, this property offers the quintessential Cape Cod lifestyle with beaches, restaurants, coffee shops, and galleries all within close reach. Set on a beautifully landscaped half-acre lot,

    Timothy Scozzari Today Real Estate

    2241 Main St, Brewster, MA 02631
  • /48

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,637 Sq Ft

    30 Grannys Ln, Orleans, MA 02653

    Proximity to Pleasant Bay in a lovely walkable and quiet neighborhood and a complete renovation makes this home a stylish and comfortable option for year round or vacation home living. Almost everything is new: quartz kitchen counters and beautiful contemporary glass tile backsplash, stainless appliances, baths, roof, 4'' wide oak hardwood floors, windows and more. Two bedrooms, two full baths,

    Christine Altneu Berkshire Hathaway HomeServices Robert Paul Properties

    30 Grannys Ln, Orleans, MA 02653
  • /66

    $985,000

    • 4 Beds
    • 3 Baths
    • 1,995 Sq Ft

    24 Old Tote Rd, Orleans, MA 02653

    Attention, investors and employers: This thoroughly renovated, legal three-family property in the center of Orleans makes for a strong income producer or tremendous employee housing. The three units are separately metered with completely new electric services and a conversion to heat pumps with a/c. The main building consists of a 1015 sq ft two bedroom first floor apartment with a living room,

    Jeff Cusack Cove Road Real Estate

    24 Old Tote Rd, Orleans, MA 02653
  • /60

    $3,450,000

    • Land
    • 1.56 Acres
    • $2,211,538 per Acre

    Unlisted Address

    Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property presents the opportunity to create a legacy estate in one of the Cape's most coveted neighborhoods with a home and additional land on Gibson Rd. The gracious 3-bedroom home is thoughtfully sited to offer unobstructed water views from every room, providing a backdrop of unparalleled natural beauty.

    Dawn Lee Gibson Sotheby's International Realty

    Unlisted Address
  • /26

    $335,000

    • 2 Beds
    • 1 Bath
    • 395 Sq Ft

    785 State Hwy Unit 3, Eastham, MA 02642

    This truly delightful and beautifully maintained, classic 1950s cottage condo is ideal for those sun-filled, sandy-toes days of an iconic Cape Cod summer. Biking distance to the famed Rail Trail bikeway path and only minutes to breathtaking Nauset Beach - consistently named a top 10 beach for the entire United States - this incredible opportunity for a 2 bedroom cottage in well-managed Cranberry

    Kathleen Conway Keller Williams Realty

    785 State Hwy Unit 3, Eastham, MA 02642
  • /35

    $649,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft

    5 Souwest Dr, Harwich, MA 02645

    Harwich Gem! Easy living at this conveniently located Ranch-style home. The Entry/Family Room offers Hardwood Floors and a full Tile Bathroom, with access to the private Backyard and the 2-Bay Garage. Modern Kitchen with Gas range, Dining Area with hardwood floors and newer sliding glass door to the Large Deck and Fenced Backyard. The Living Room offers a wood-burning Fireplace, 3 nice Bedrooms,

    Chuck Tuttle William Raveis Real Estate & Home Services

    5 Souwest Dr, Harwich, MA 02645
  • /15

    $6,995,000

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft

    63 Old Field Rd, Orleans, MA 02653

    A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, ''Sargent Point'', affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

    Brian Dougherty Corcoran Property Advisors

    63 Old Field Rd, Orleans, MA 02653
  • /14

    $6,995,000

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft

    63 Field Rd, Orleans, MA 02653

    A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, "Sargent Point", affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

    Brian Dougherty Corcoran Property Advisors

    63 Field Rd, Orleans, MA 02653
  • /36

    $950,000

    • 3 Beds
    • 3.5 Baths
    • 2,325 Sq Ft

    77 Pells Fishing Rd, Brewster, MA 02631

    This pretty Cape-style 3-bdrm home is located in beautiful Owl Pond neighborhood with pond access and a gorgeous, 40x24 heated in-ground pool! The spacious, fenced backyard offers plenty of room for summer activities ... bbq, games, lounging around. The walk-out lower level is beautifully finished with full bath and sliders to the pool. 1st FL offers primary bdrm (full bath, walk-in closet),

    Tracey Oringer Kinlin Grover Compass

    77 Pells Fishing Rd, Brewster, MA 02631
  • /74

    $2,195,000

    • 4 Beds
    • 2.5 Baths
    • 3,197 Sq Ft

    15 Tanglewood Terrace, Orleans, MA 02653

    EAST ORLEANS- Spectacular in every way! Privately set on over an acre - this stunning home is one you don't want to miss. A fabulous floor plan, tons of light, generously sized rooms & finely crafted features create a wonderful space...and set the stage for gracious living. Whether you are enjoying morning coffee on the sun porch, planning dinner for a crowd or hosting neighbors for cards...this

    Lisa Adams Orleans Village Properties, LLC

    15 Tanglewood Terrace, Orleans, MA 02653
  • /37

    $885,000

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    55 Lucinda Ct, Eastham, MA 02642

    An expansive Cape style home at the end of a quiet cul-de-sac is waiting for new owners to begin the next chapter. 55 Lucinda Court has been a place called home for a multigenerational family over many years. A farmer's porch designed for enjoying the neighborhoods pride in ownership greets all who arrive to the home. Through the front door is a formal living with a wood burning fireplace

    Moriah Saccardo William Raveis Real Estate & Home Services

    55 Lucinda Ct, Eastham, MA 02642
  • /14

    $529,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    85 Eldridge Rd, Brewster, MA 02631

    Investors, contractors & developers take note! Property is 14.8 acres with one ranch style house, stripped to the studs. Imagine the possibilites: Renovate? Develop? Preserve open space? Buy and donate the land to conservation? Field card indicates 2 beds, 1 bath. There is no septic system. Property will not qualify for conventional financing. Property has outstanding conservation issues

    Christine Briscoe SeasCape Realty, Inc.

    85 Eldridge Rd, Brewster, MA 02631
  • /3

    $198,000

    • Land
    • 1.47 Acres
    • $134,694 per Acre

    0 Western Eagle Unit 22501705, Brewster, MA 02631

    1.47 acres of land with garage and greenhouses to be sold with MLS# 22501707, 82 Eldridge Road.Please do not access property without listing agent.

    Christine Briscoe SeasCape Realty, Inc.

    0 Western Eagle Unit 22501705, Brewster, MA 02631
  • /40

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    130 Surrey Ln, Brewster, MA 02631

    Charming 3-Bed, 2-Bath Colonial Across from scenic Seymour Pond - just in time for Summer 2025! Welcome to this beautifully maintained 3-bedroom, 2-bath Colonial offering 1,586 square feet of comfortable living space, perfectly situated across from a tranquil Seymour Pond. Whether you're sipping your morning coffee in the screened porch or enjoying the gentle breeze off the water, this home is

    Kevin Eosco Today Real Estate

    130 Surrey Ln, Brewster, MA 02631
  • /36

    $665,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    22 Harmony Ln, Brewster, MA 02631

    This is the LIFE! Welcome to this charming Brewster ranch featuring an open floor plan, updated kitchen, hardwood floors, and a cozy wood-burning fireplace. Enjoy easy one-level living with three generously sized bedrooms, including a primary suite with private bath, plus convenient main-level laundry. The walkout lower level offers a bonus room and a spacious storage or workshop area. Set on a

    Leighton Team Keller Williams Realty

    22 Harmony Ln, Brewster, MA 02631

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