The Pinehills Homes

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  $1,020,995 New Construction

  • 3 - 4 Beds
  • 3 - 4 Baths
  • 3,323 Sq Ft

  Chatham Plan at Toll Brothers at The Pinehills - Owls Nest - Regency Collection, Plymouth, MA 02360

  The Chatham home design boasts open-concept living spaces ideal for relaxing and entertaining. A stunning two-story foyer leads into a formal dining room and a spacious great room complete with a fireplace. Overlooking a cozy casual dining area, the kitchen is a chef's dream, equipped with a wraparound counter and cabinet space, a pantry, and a center island with an attached breakfast bar. The

  Toll Brothers, Inc. Builder

  6 Owls Nest Unit 36359435, Plymouth, MA 02360
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  /39

  $1,038,000 Sold Nov 12, 2025

  • 3,146 Sq Ft
  • $330/SF
  • 44 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2017

  51 Skipping Stone, Plymouth, MA 02360

  Upgraded and impeccably maintained "Bayhill" model built by Toll Brothers located at the end of a quaint street in The Pinehills. Enter this home through the dramatic foyer past the guest bedroom suite and office/den to the welcoming open floor plan. The spacious upstairs living area has large dining room, kitchen with quartz countertops, + living room area, which takes you to the home's TWO trex

  Pinehills Resale Team Pinehills Brokerage Services LLC

  51 Skipping Stone, Plymouth, MA 02360
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  /38

  Est $796,800 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,981 Sq Ft

  21 Clam Pudding, Plymouth, MA 02360

  21 Clam Pudding, Plymouth, MA 02360
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  /10

  $1,024,000 Open Sat 12PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  20 Owls Nest Unit 9, Plymouth, MA 02360

  Move in to this brand new home in January 2026! The Topsfield two bedroom, two story home features a bright welcoming foyer, open kitchen, dining and great room with a gas fireplace hardwood flooring, recessed lighting, a sliding glass door leads to the deck and rear yard. The spacious kitchen features quartz countertops, upgraded appliances, a large island, and walk-in pantry. The first floor

  Christine Sweeney Toll Brothers Real Estate

  20 Owls Nest Unit 9, Plymouth, MA 02360
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  /38

  $1,125,000 Sold Nov 07, 2025

  • 4,029 Sq Ft
  • $279/SF
  • 20 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2005

  48 Great Kame, Plymouth, MA 02360

  Perfectly set on a landscaped lot in The Pinehills, this custom contemporary has been freshly repainted throughout in a sophisticated palette and features newly finished hardwood floors that make the home feel brand new. A dramatic great room with soaring ceilings, gas fireplace, and expansive GOLF COURSE VIEWS sets the stage for elegant living. The large open kitchen boasts cherry cabinetry, a

  Cheryl Phelan Coldwell Banker Realty - Plymouth

  48 Great Kame, Plymouth, MA 02360
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  /32

  Est $730,825 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,061 Sq Ft

  7 White Trellis, Plymouth, MA 02360

  7 White Trellis, Plymouth, MA 02360
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  /41

  $1,050,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,131 Sq Ft

  14 Snapping Bow, Plymouth, MA 02360

  This TRADITION style home built by Toll Bros. in the desirable Vista Point neighborhood, at the Pinehills is simply incredible. The elegant foyer is central to the study & formal living room w/wainscoting & crown molding. The well-appointed kitchen includes upgraded white cabinetry, a spacious center island w/granite counters, pantry & loads of pull-out drawers! The upgraded fireplace & expanded

  Pinehills Resale Team Pinehills Brokerage Services LLC

  14 Snapping Bow, Plymouth, MA 02360
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  /40

  $1,600,000 Sold Nov 06, 2025

  • 4,283 Sq Ft
  • $374/SF
  • 10 Days On Market

  • 3 Beds
  • 5.5 Baths
  • Built 2004

  40 Great Kame, Plymouth, MA 02360

  Custom 3 bed (feels like 4 bed), 5.5 bath home by Whitman Homes w/ beautiful views of 13th tee box + fairway of Jones Course. Special features include fully renovated kitchen, tray dining room ceiling, stone gas fireplace in spacious living room w/ vaulted ceilings, sun shade & ELEVATOR to all 3 levels of home. 1st floor primary suite has large bay window, gas fireplace, 2 large walk-in closets,

  Pinehills Resale Team Pinehills Brokerage Services LLC

  40 Great Kame, Plymouth, MA 02360
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  /40

  Est $794,117 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,064 Sq Ft

  27 Belltree, Plymouth, MA 02360

  27 Belltree, Plymouth, MA 02360
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  /12

  $1,074,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,837 Sq Ft

  6 Loons Call Unit 101, Plymouth, MA 02360

  Set high on the Ridge the spacious Wellesley Modern Craftsman features luxury one level living with second level space for guests and a full unfinished walkout lower level. From the grand foyer to the spacious kitchen this home will impress. The kitchen is complete with a large island and casual dining, open to the great room with 12' ceilings, gas fireplace, and access to an included deck with

  Christine Sweeney Toll Brothers Real Estate

  6 Loons Call Unit 101, Plymouth, MA 02360
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  /29

  $715,000 Sold Nov 05, 2025

  • 2,081 Sq Ft
  • $344/SF
  • 12 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2010

  11 Maplewood, Plymouth, MA 02360

  Stunning and sunny single family attached "Milton" style home w/custom window treatments is located in the 55+ Great Island neighborhood at The Pinehills. Elegant dining room with hardwood flooring, crown trim and chair-rail with a bay window. Living room with feature wall, hardwood flooring and slider to spacious trex deck with private wooded views. The first floor primary suite has an ensuite

  Pinehills Resale Team Pinehills Brokerage Services LLC

  11 Maplewood, Plymouth, MA 02360
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  /41

  Est $738,354 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,348 Sq Ft

  25 Belltree, Plymouth, MA 02360

  25 Belltree, Plymouth, MA 02360
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  /10

  $874,995 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,783 Sq Ft

  6 Broadleaf Unit 16, Plymouth, MA 02360

  Davis Manchester HOME IS TO-BE-BUILT

  Celeste Villano Toll Brothers Real Estate

  6 Broadleaf Unit 16, Plymouth, MA 02360
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  /10

  $1,108,971 Sold Oct 30, 2025

  • 2,807 Sq Ft
  • $395/SF
  • 36 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2025

  8 Chimney Swift Unit 61, Plymouth, MA 02360

  Rare spectacular views from this Topsfield Manchester designer appointed home. Featuring main floor living with second floor space for guests. From the impressive foyer to the large alternate kitchen with a center island, breakfast area, upgraded appliances, quartz countertops, walk in pantry and more! open to the fireplaced great room which includes a 12' door leading to a screened porch, gas

  Christine Sweeney Toll Brothers Real Estate

  8 Chimney Swift Unit 61, Plymouth, MA 02360
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  /22

  Est $747,808 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  35 Fox Hollow, Plymouth, MA 02360

  35 Fox Hollow, Plymouth, MA 02360
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  /13

  $1,050,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,309 Sq Ft

  35 Loons Call Unit 126, Plymouth, MA 02360

  Limited Homesites remain at Owls Nest. Choose the popular Chatham Modern Farmhouse features main level living and private second floor space for guests. This home includes bright unfinished walkout basement. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck, with

  Christine Sweeney Toll Brothers Real Estate

  35 Loons Call Unit 126, Plymouth, MA 02360
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  /32

  $690,000 Sold Oct 30, 2025

  • 2,206 Sq Ft
  • $313/SF
  • 120 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  7 Aberdeen, Plymouth, MA 02360

  Simply beautiful stand-alone condominium in Seton Highlands at The Pinehills (55+). Welcome to effortless living in this stunning Stirling floor plan home, ideally situated in the desirable Seton Highlands neighborhood at The Pinehills. Designed with a contemporary open concept and filled with natural light, this stand-alone condominium offers both elegance and comfort. Enjoy single-level living

  Pinehills Resale Team Pinehills Brokerage Services LLC

  7 Aberdeen, Plymouth, MA 02360
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  /27

  Est $774,367 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,550 Sq Ft

  23 Canoe Landing, Plymouth, MA 02360

  23 Canoe Landing, Plymouth, MA 02360
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  /13

  $1,015,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,133 Sq Ft

  5 Loons Call Unit 140, Plymouth, MA 02360

  Brand New construction, move in November 2025. This designer appointed Lexington one level home features a large screened porch overlooking serene treed views. With an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and much more. Upgraded features include hardwood flooring, recessed lighting throughout, upgraded countertops, cabinets and

  Christine Sweeney Toll Brothers Real Estate

  5 Loons Call Unit 140, Plymouth, MA 02360
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  /37

  $663,500 Sold Oct 30, 2025

  • 1,780 Sq Ft
  • $373/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2017

  55 Boatwright's Loop, Plymouth, MA 02360

  STUNNING "Capstan I " style home in the much sought after Boatwright's Loop neighborhood in The Pinehills. Open floor plan, beautiful hardwood floors in all living areas. Large kitchen with upgraded cabinets, granite counters, stainless steel appliances, large island, backsplash, walk in pantry and adjacent dining room. The family room has gas fireplace with surround, plenty of windows and glass

  Pinehills Resale Team Pinehills Brokerage Services LLC

  55 Boatwright's Loop, Plymouth, MA 02360
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  /42

  Est $747,829 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,059 Sq Ft

  22 Canoe Landing, Plymouth, MA 02360

  22 Canoe Landing, Plymouth, MA 02360
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  /34

  $1,125,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,118 Sq Ft

  38 Skipping Stone, Plymouth, MA 02360

  Stunning Bayhill style home built by Toll Brothers is sure to wow as soon as the door opens. Situated on a quiet lane at The Pinehills. Surrounded by sunset views off your extended deck. Every attention to detail has been included in the open floor plan consisting of gleaming hardwood floors. Large kitchen with center island, pantry, stainless appliances, upgraded custom cabinets, gas cooktop,

  Pinehills Resale Team Pinehills Brokerage Services LLC

  38 Skipping Stone, Plymouth, MA 02360
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  /10

  $999,000 Sold Oct 29, 2025

  • 2,133 Sq Ft
  • $468/SF

  • 2 Beds
  • 2 Baths
  • Built 2025

  5 Loons Call, Plymouth, MA 02360

  This home is single-level living at its finest. The open-concept kitchen provides connectivity to the main living area with prime access to the outdoor covered deck. The tray ceiling and upgraded trim in the primary bedroom provides an intimate setting. The home is complete with designer appointed features. A wide array of community amenities are located nearby. Schedule an appointment today to

  Toll Brothers, Inc.

  5 Loons Call, Plymouth, MA 02360
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  /36

  Est $851,198 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  34 Valley Front, Plymouth, MA 02360

  34 Valley Front, Plymouth, MA 02360
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  /12

  $1,084,000 Pending

  • 3 Beds
  • 4 Baths
  • 1,913 Sq Ft

  67 Kestrel Heights Unit 53, Plymouth, MA 02360

  Limited homesites remaining at Owls Nest! Enjoy luxury living with the popular Winchester style home. An open layout featuring soaring ceilings, a large kitchen & formal dining room, upgraded appliances and stone countertops, center island, and casual dining area, open to the fireplaced great room that includes a gas fireplace and access to an included paver patio. The luxurious primary bedroom

  Christine Sweeney Toll Brothers Real Estate

  67 Kestrel Heights Unit 53, Plymouth, MA 02360
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  /11

  $1,149,000 Sold Oct 29, 2025

  • 2,442 Sq Ft
  • $471/SF

  • 3 Beds
  • 3 Baths
  • Built 2025

  43 Kestrel Heights, Plymouth, MA 02360

  Deluxe contemporary design. The Winchester's welcoming covered porch entry and impressive two-story foyer hallway with tray ceiling open onto the beautiful dining room, revealing the soaring two-story great room with desirable rear yard access beyond. The well-equipped gourmet kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, ample pantry, and

  Toll Brothers, Inc.

  43 Kestrel Heights, Plymouth, MA 02360
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  /38

  Est $767,838 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,059 Sq Ft

  20 Highbank Trail, Plymouth, MA 02360

  20 Highbank Trail, Plymouth, MA 02360
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  /42

  $939,000

  • 3 Beds
  • 3 Baths
  • 3,579 Sq Ft

  38 Great Pointe, Plymouth, MA 02360

  Lovely "Vanderbilt" home on a pond view homesite in the 55+ Great Island Neighborhood in The Pinehills. This popular style home has an office at the entry. The expanded and remodeled dining room and living room with fireplace has a great open feel with a sunroom off the kitchen. The kitchen has extended cabinets and a beautiful backsplash, a true kitchen delight. The primary bedroom has a

  Pinehills Resale Team Pinehills Brokerage Services LLC

  38 Great Pointe, Plymouth, MA 02360
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  /32

  $700,000 Sold Oct 29, 2025

  • 2,465 Sq Ft
  • $284/SF
  • 101 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2008

  39 Pelham Walk, Plymouth, MA 02360

  WELCOME TO PINEHILLS...This "B" Style home located in the Winslowe's View Neighborhood features 2 Bedrooms and 2.5 Bathrooms. This well cared for property is full of tasteful elegance and is just waiting for a new owner. You will love the pristine condition of this open floor plan gem, perfect for entertaining. Granite kitchen, with Gas Stove and center Island, Stainless Steel Appliances,

  Jerry Parent RE/MAX Real Estate Center

  39 Pelham Walk, Plymouth, MA 02360
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  /32

  Est $840,114 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,555 Sq Ft

  10 Champlain Cir, Plymouth, MA 02360

  10 Champlain Cir, Plymouth, MA 02360
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  /25

  $741,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  28 Hatherly Rise Unit 28, Plymouth, MA 02360

  This impressive Portico A home, ideally located in the sought-after Hatherly Rise neighborhood, offers two generous bedrooms and two full bathrooms, all accented by rich hardwood flooring. Thoughtful enhancements include refined crown molding, custom living-room built-ins, and a beautifully appointed primary bedroom closet. Enjoy peaceful moments on the screened porch—perfect for morning coffee,

  Hilary Carroll Engel & Völkers , South Shore

  28 Hatherly Rise Unit 28, Plymouth, MA 02360
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  /42

  $950,000 Sold Oct 29, 2025

  • 3,463 Sq Ft
  • $274/SF
  • 15 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2016

  18 Skipping Stone, Plymouth, MA 02360

  Toll Brothers "Prestwick" w/stone facade in The Pinehills, beautifully situated in the Skipping Stone neighborhood. Signature 12" high foyer ceiling to office featuring 8' double doors, 12' ceiling & Palladian window. Family room centered around stone gas fireplace with mantel. Gourmet kitchen features SS appliances, gas cooktop, wall micro/oven w/convection feature, extended center island &

  Pinehills Resale Team Pinehills Brokerage Services LLC

  18 Skipping Stone, Plymouth, MA 02360
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  /35

  Est $744,753 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,039 Sq Ft

  10 Great Pointe, Plymouth, MA 02360

  10 Great Pointe, Plymouth, MA 02360
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  /40

  $799,000 Open Sat 12:45PM - 1:45PM

  • 2 Beds
  • 2 Baths
  • 1,814 Sq Ft

  16 Rebeccas Landing Unit 16, Plymouth, MA 02360

  This is a spectacular standalone Fresco 2 condo in the sought after neighborhood of Rebecca's Landing in The Pinehills. Enjoy morning coffee on the front porch & your friends & family will enjoy the private patio centered just outside the main living area. Stylish kitchen w/extended island and ample area for seating. Spacious dining room w/access to the private courtyard. Fabulous great room with

  Pinehills Resale Team Pinehills Brokerage Services LLC

  16 Rebeccas Landing Unit 16, Plymouth, MA 02360
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  /13

  $1,162,450 Sold Oct 29, 2025

  • 2,133 Sq Ft
  • $545/SF
  • 29 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2024

  17 Loons Call Unit 135, Plymouth, MA 02360

  Spectacular new homesite. Choose the modern layout of the Lexington one level home and move in July 2025. From the welcoming foyer leading to the spacious kitchen, complete with center island and breakfast area, open casual dining and great rooms, featuring a gas fireplace, and access to the included deck with valley views. A luxurious primary bedroom suite includes a light filled bathroom with a

  Christine Sweeney Toll Brothers Real Estate

  17 Loons Call Unit 135, Plymouth, MA 02360
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  /42

  Est $2,171,187 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 5,735 Sq Ft

  79 Ryecroft, Plymouth, MA 02360

  79 Ryecroft, Plymouth, MA 02360
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  /19

  $489,900

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

  5 Tupper Hill Rd Unit 5, Plymouth, MA 02360

  Welcome Home to this Immaculate Nearly New, Move-in ready 55+ Single-level Condex in the Tupper Hill Condo Community! Just 2 years young, this home features an Open Concept layout perfect for entertaining! Spacious Kitchen outfitted with stainless steel appliances, granite counters, an abundance of cabinets and with a large island...Tile in the Kitchen, bathrooms & laundry room, Cozy Wall-to-wall

  Gabriele Papa Papa Realty Group

  5 Tupper Hill Rd Unit 5, Plymouth, MA 02360
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  /41

  $840,000 Sold Oct 28, 2025

  • 2,746 Sq Ft
  • $306/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  22 Old Langmore Way, Plymouth, MA 02360

  Welcome to this completely updated 3 bedroom home on a corner lot with unique views and privacy in The Pinehills. A 5-minute walk from 2 pools, post office, meeting house, tennis/pickle ball courts, a mile from Stonebridge Club and Village Green. Enjoy sunsets on new mahogany deck overlooking conservation land with distant views of Long Beach. First floor primary suite features elegant bathroom

  Pinehills Resale Team Pinehills Brokerage Services LLC

  22 Old Langmore Way, Plymouth, MA 02360
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  /41

  Est $1,157,509 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,053 Sq Ft

  14 Sedgewood, Plymouth, MA 02360

  14 Sedgewood, Plymouth, MA 02360
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  /40

  $1,649,000

  • 3 Beds
  • 2.5 Baths
  • 2,389 Sq Ft

  5 Morning Stroll, Plymouth, MA 02360

  New home for the Holidays! Rare opportunity for a brand new home w/garage space for 3 vehicles, steps to all amenities of the Village Green at The Pinehills! Built by Barefoot Cottage Company, this last "flex" open floor plan home in popular Summerhouse Cottages features first floor home office, primary suite w/luxurious bath, first floor laundry, half bath, luxury wide plank flooring & gas

  Andrea Suba Pinehills Brokerage Services LLC

  5 Morning Stroll, Plymouth, MA 02360

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