2,956

Plymouth, MA Homes

Section Image Section Image Section Image
  • /38

    $899,000 Pending

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

    16 Walking Stick, Plymouth, MA 02360

    NEW PRICE $899,000! Amazing opportunity in The Pinehills! You will fall in love with this charming Cottage style home designed & hand-crafted by award-winning Barefoot Cottage - with over $40,000 in upgrades by current owner. Come check out the custom details & charm with wide plank floors, open kitchen w/Stainless Steel appliances, light cabinets & quartz counters. The whitewash wood vaulted

    Agent Photo

    Anne Marie Oxner

    William Raveis R.E. & Home Services

    (508) 501-0033

    16 Walking Stick, Plymouth, MA 02360
  • /50

    $2,425 - $4,030 per month

    Marq at the Pinehills

    1 - 2 Beds

    40 Pinehills Dr, Plymouth, MA 02360

    Uncover an alluring blend of historic charm and modern style at Marq at the Pinehills, a luxury apartment community in Plymouth, MA’s coveted Pinehills area. Discover your ideal home when you choose from a diverse selection of spacious one and two bedroom apartments. With varied offerings to consider, such as hardwood-style flooring or plush carpeting through the common spaces, each floor plan

    40 Pinehills Dr, Plymouth, MA 02360
  • /38

    $1,120,345 Sold Aug 07, 2025

    • 2,764 Sq Ft
    • $405/SF
    • 185 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    12 Hickorywood, Plymouth, MA 02360

    This Barefoot Cottage Company's custom home features whimsical combinations of clapboard, cedar shingles, and board-and-batten with undeniable curb appeal. Inside, tradition meets contemporary, with a well-appointed kitchen and wide pine floors throughout the house. The open floor plan offers a kitchen with stainless steel appliances and a fully wood ceiling, a living room with a cathedral

    Andrew Stout Atlantic Properties

    12 Hickorywood, Plymouth, MA 02360
    • /41

      Est $2,059,639 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,853 Sq Ft

      53 Ryecroft, Plymouth, MA 02360

      53 Ryecroft, Plymouth, MA 02360
  • /38

    $825,000 Open Sun 1PM - 2PM

    • 2 Beds
    • 3.5 Baths
    • 2,872 Sq Ft

    30 Dillingham Way Unit 30, Plymouth, MA 02360

    Expansive windows in this GORGEOUS end "U" townhome in Winslowe's Views perfectly captures incredible golf views of The Pinehills 11th hole on the Nicklaus Golf Course. Walk through the flower stuffed courtyard to find this much sought after open floor with its sunny dining room and living room all overlooking fairway makes entertaining a breeze. Primary suite with custom designed closets, a

    Pinehills Resale Team Pinehills Brokerage Services LLC

    30 Dillingham Way Unit 30, Plymouth, MA 02360
  • /42

    $6,000 per month

    • 3 Beds
    • 4 Baths
    • 4,186 Sq Ft
    • House for Rent

    8 Skipping Stone, Plymouth, MA 02360

    Available for a 6–12 month rental, this home in The Ridge at The Pinehills offers a perfect blend of comfort and convenience. This showpiece home features soaring ceilings, an open floor plan, a gas fireplace and abundant natural light throughout three levels of living. The gourmet kitchen boasts Jenn Air and KitchenAid appliances, granite counters, stainless steel appliances and a breakfast nook

    Jessica Tyler Compass

    8 Skipping Stone, Plymouth, MA 02360
  • /15

    $1,399,000 Sold Aug 05, 2025

    • 3,323 Sq Ft
    • $421/SF
    • 3 Beds
    • 4 Baths
    • Built 2025

    7 Loons Call, Plymouth, MA 02360

    Check out this beautifully crafted home with well-appointed interior finishes. The open-concept kitchen and great room provide the ideal space for entertaining. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. The finished walk-out basement creates a seamless indoor/outdoor entertaining space. This low-maintenance community has lawn care and snow removal

    Toll Brothers, Inc.

    7 Loons Call, Plymouth, MA 02360
    • /41

      Est $898,320 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,654 Sq Ft

      23 Hatherly Rise, Plymouth, MA 02360

      23 Hatherly Rise, Plymouth, MA 02360
  • /35

    $769,000 Open Sat 12:30PM - 1:30PM

    • 2 Beds
    • 2.5 Baths
    • 2,931 Sq Ft

    1 Matt Hoxie Trail, Plymouth, MA 02360

    Everything just feels a little tucked away, the end of street, on an end lot where you follow the winding path through a sun kissed courtyard to discover your next home. Is this the "U" style floor plan at Winslowe's View in The Pinehills, the one YOU have been waiting for? Unique features include 4 sliders, two leading to your 28x10 mahogany deck, one to an enclosed, private courtyard in the

    Pinehills Resale Team Pinehills Brokerage Services LLC

    1 Matt Hoxie Trail, Plymouth, MA 02360
  • /34

    $3,030 - $4,870 per month

    Avalon at The Pinehills

    1 - 3 Beds

    One Avalon Way, Plymouth, MA 02360

    Avalon at The Pinehills overlooks the 11th fairway of the Rees Jones golf course. 1, 2 and 3 bedroom Plymouth apartments feature private entries and direct access one car garages. Avalon signature amenities include swimming pool, private fitness center and clubroom. The Pinehills amenities feature walking trails, The Stonebridge Club pool, tennis and daily fee golf. In the Plymouth apartments at

    One Avalon Way, Plymouth, MA 02360
  • /12

    $1,029,000 Sold Aug 04, 2025

    • 2,804 Sq Ft
    • $367/SF
    • 2 Beds
    • 3.5 Baths
    • Built 2025

    56 Kestrel Heights, Plymouth, MA 02360

    Check out this beautifully crafted home with well-appointed interior finishes. A large center island in the kitchen overlooks the casual dining area. A large loft space on the second floor creates an abundance of living options that are perfect for the way you live. A finished basement provides a relaxing space that can be utilized in endless ways. Explore everything this exceptional home has to

    Toll Brothers, Inc.

    56 Kestrel Heights, Plymouth, MA 02360
    • /34

      Est $695,690 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,950 Sq Ft

      19 Boatwright's Loop, Plymouth, MA 02360

      19 Boatwright's Loop, Plymouth, MA 02360
  • /39

    $1,159,000 Open Sat 12:45PM - 1:45PM

    • 2 Beds
    • 3 Baths
    • 3,146 Sq Ft

    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
  • /21

    $4,785 per month

    Rowen at The Pinehills

    2 - 3 Beds

    9 Village Green S, Plymouth, MA 02360

    At the newest community to arrive at The Pinehills, you are free to focus on the things that give life meaning. Whether it's learning new skills, unlocking creativity, starting a new venture, or simply meeting new friends, you are empowered to grow your passions.The apartment homes feature sophisticated design elements, thoughtful layouts, and elevated finishes, all located right on the

    9 Village Green S, Plymouth, MA 02360
  • /31

    $999,999 Sold Aug 04, 2025

    • 2,134 Sq Ft
    • $469/SF
    • 31 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2023

    51 Tinker's Bluff Unit 51, Plymouth, MA 02360

    Stunning "Fresco 5" style home in The Pinehills 55+ neighborhood of Tinker's Bluff with great ocean views you are sure to love. Inside, the home showcases high-end designer finishes throughout. The inviting living room features a cozy gas fireplace, while the elegant dining room and gourmet kitchen provide the perfect setting for entertaining. The luxurious primary suite includes a walk-in closet

    Pinehills Resale Team Pinehills Brokerage Services LLC

    51 Tinker's Bluff Unit 51, Plymouth, MA 02360
    • /17

      Est $749,931 Not Listed For Sale

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

      24 Hatherly Rise Unit 24, Plymouth, MA 02360

      24 Hatherly Rise Unit 24, Plymouth, MA 02360
  • /14

    $853,000

    • 3 Beds
    • 3 Baths
    • 2,046 Sq Ft

    40 Outlook Rd E Unit 40, Plymouth, MA 02360

    High on top of the Ridge this award winning Fresco 5 home located in the PINEHILLS allows you to truly enjoy your outdoor space. A deck that overlooks a wooded view can be extended or screened in and large courtyard with covered patio allows you to extend your outdoor living space for entertaining, dining, and relaxing. The first level open floor hosting 3 bedrooms and 3 full bathrooms with

    Caryn Wennerberg The Green Company

    40 Outlook Rd E Unit 40, Plymouth, MA 02360
  • /42

    $1,300,000 Sold Aug 04, 2025

    • 4,957 Sq Ft
    • $262/SF
    • 45 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2004

    27 Pine Cobble, Plymouth, MA 02360

    Custom features abound in this one-of-a-kind home in The Pinehills built by MacKenzie Brothers with extreme attention to detail. This stately home offers the best of everything to the discerning buyer. A coffered ceiling highlights the spacious dining room. A vaulted ceiling raised hearth gas fireplace, custom built-ins and large windows for natural light are the main features of the living room

    Pinehills Resale Team Pinehills Brokerage Services LLC

    27 Pine Cobble, Plymouth, MA 02360
    • /29

      Est $1,015,297 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,424 Sq Ft

      10 Morning Stroll, Plymouth, MA 02360

      10 Morning Stroll, Plymouth, MA 02360
  • /11

    $781,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,614 Sq Ft

    21 Firefly Point Unit 21, Plymouth, MA 02360

    Introducing Firefly Point, the Green Company's newest 55+ community in the PINEHILLS! Located high on the Ridge with tranquil wooded views, the award-winning Fresco 6 to be built will not disappoint. This 2 bedroom, 2 full bath condominium has an open floor plan perfect for single level living. This home embraces the feel of indoor/ outdoor living with a private courtyard and offers the option

    Caryn Wennerberg The Green Company

    21 Firefly Point Unit 21, Plymouth, MA 02360
  • /30

    $483,000 Sold Jul 31, 2025

    • 1,152 Sq Ft
    • $419/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    9 Tupper Hill Rd Unit 9, Plymouth, MA 02360

    Welcome home to this move-in ready 2 bed, 2 bath single-level condo in the Tupper Hill 55+ community! Just 2 years young, this home features an open layout with luxury vinyl plank flooring, granite countertops, and a kitchen with a center island and plenty of cabinet space. The spacious primary bedroom offers an attached bath with a walk-in shower. Enjoy main-level laundry, an attached 1-car

    Amanda Pimentel Keller Williams South Watuppa

    9 Tupper Hill Rd Unit 9, Plymouth, MA 02360
    • /25

      Est $884,871 Not Listed For Sale

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

      7 Belltree, Plymouth, MA 02360

      7 Belltree, Plymouth, MA 02360
  • /35

    $829,900

    • 3 Beds
    • 3 Baths
    • 2,197 Sq Ft

    39 Hatherly Rise Unit 39, Plymouth, MA 02360

    Welcome to this stunning Fresco 3 home in the highly desirable Hatherly Rise neighborhood. Nestled within a serene, private courtyard, you'll discover a hidden edible garden filled with blueberries, raspberries, a cherry tree, and a miniature apple tree. A charming brick gas fireplace creates the perfect outdoor retreat. Inside, the thoughtfully designed open-concept layout features rich hardwood

    Ben And Kate Real Estate Keller Williams Realty Signature Properties

    39 Hatherly Rise Unit 39, Plymouth, MA 02360
  • /20

    $709,000 Sold Jul 30, 2025

    • 1,554 Sq Ft
    • $456/SF
    • 21 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2014

    11 Red Leaf, Plymouth, MA 02360

    One of the nicest Franklin model homes now available in the active, over 55 community of Great Island in the Pinehills! Just the right size for those downsizing with two bedrooms, two full bathrooms, living room, dining room, eat-in kitchen and screened-in porch all on one level! One of the last streets to be completed in Great Island, this home has been meticulously-maintained. Pristine

    Jennifer Castello Engel & Völkers , South Shore

    11 Red Leaf, Plymouth, MA 02360
    • /38

      Est $1,003,867 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,704 Sq Ft

      41 Skipping Stone, Plymouth, MA 02360

      41 Skipping Stone, Plymouth, MA 02360
  • /40

    $1,299,999

    • 2 Beds
    • 2.5 Baths
    • 2,636 Sq Ft

    18 Great Kame, Plymouth, MA 02360

    Nestled in the pines is this magnificent custom home with exquisite architectural detail built by Whitman Homes. Features include crystal chandeliers, custom wallcoverings, double crown moldings, custom draperies. Expansive custom-designed kitchen is dramatic, high-end and perfect for entertaining meeting every chef's dream. Professionally landscaped grounds are meticulously manicured and

    Pinehills Resale Team Pinehills Brokerage Services LLC

    18 Great Kame, Plymouth, MA 02360
  • /14

    $1,220,586 Sold Jul 30, 2025

    • 2,442 Sq Ft
    • $500/SF
    • 75 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2024

    52 Kestrel Heights Unit 26, Plymouth, MA 02360

    Brand new designer appointed Winchester three bedroom, four bathroom home. This modern home has been designed with todays life style in mind. With open and bright spaces beginning at the impressive two story foyer to the chefs kitchen with center island, breakfast area, pantry and upgraded appliances. Open to the fireplaced great room which includes 19' ceilings, a gas fireplace, and glass doors

    Christine Sweeney Toll Brothers Real Estate

    52 Kestrel Heights Unit 26, Plymouth, MA 02360
    • /32

      Est $710,305 Not Listed For Sale

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

      4 Sky Reach, Plymouth, MA 02360

      4 Sky Reach, Plymouth, MA 02360
  • /38

    $774,900

    • 3 Beds
    • 3 Baths
    • 2,165 Sq Ft

    19 W Trevor Hill, Plymouth, MA 02360

    This limited "A" style home located in Winslowe's View at The Pinehills affords tons of privacy and overlooks a nicely wooded lot with a spacious deck and private front courtyard. This home is perfect for entertaining. With gorgeous hardwood floors, this open floor plan features a large sunlit living room with gas fireplace & custom built-ins and a wall of windows, adjacent dining room, a

    Pinehills Resale Team Pinehills Brokerage Services LLC

    19 W Trevor Hill, Plymouth, MA 02360
  • /30

    $925,000 Sold Jul 29, 2025

    • 2,505 Sq Ft
    • $369/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    9 Cobblestone, Plymouth, MA 02360

    The moment you see the white picket fence and the red door you know you'll be positively delighted with what's inside this home at The Pinehills! Special features of this 3 bedroom 2 and one half bath "cottage" style home include bead board ceilings, random width pine floors, Quartz counter tops, center island, plantation shutters, and brick gas fireplace, First floor master suite, charming

    Pinehills Resale Team Pinehills Brokerage Services LLC

    9 Cobblestone, Plymouth, MA 02360
    • /38

      Est $832,397 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,819 Sq Ft

      18 Sky Reach, Plymouth, MA 02360

      18 Sky Reach, Plymouth, MA 02360
  • /42

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,198 Sq Ft

    26 Portico Way Unit 26, Plymouth, MA 02360

    Better than new, stunning "Portico C" style home located in Greengate at The Pinehills. Perfect location in a private setting overlooking trees in the front of the home with an enclosed paved spacious courtyard. Enjoy gleaming hardwood flooring in this beautiful open floor plan home. Kitchen features extended cabinets, newer granite counters, large island, pantry & stainless appliances. This

    Pinehills Resale Team Pinehills Brokerage Services LLC

    26 Portico Way Unit 26, Plymouth, MA 02360
  • /13

    $1,167,822 Sold Jul 28, 2025

    • 2,133 Sq Ft
    • $548/SF
    • 316 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2025

    2 Loons Call Unit 99, Plymouth, MA 02360

    Brand New modern luxury living on one level! Now under construction, this designer appointed Lexington one level home has an open layout connecting the kitchen, casual dining, and great room, with soaring 12' ceilings, gas fireplace and upgraded features including hardwood flooring & recessed lighting throughout, upgraded countertops, cabinets and finishes!. The generous primary bedroom suite

    Christine Sweeney Toll Brothers Real Estate

    2 Loons Call Unit 99, Plymouth, MA 02360
    • /41

      Est $825,644 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,543 Sq Ft

      28 Webster Reach, Plymouth, MA 02360

      28 Webster Reach, Plymouth, MA 02360
  • /40

    $999,000

    • 2 Beds
    • 3.5 Baths
    • 3,483 Sq Ft

    4 Inverness Ln Unit 4, Plymouth, MA 02360

    Highly sought after open concept Dartmouth style floor plan in the 55+ Seton Highlands neighborhood in The Pinehills. The private outdoor setting sets this home apart from many others. Home features tasteful upgrades w beautiful decor throughout & has a room for all of your needs. The main level includes 2 ensuites, 2 1/2 baths, a kitchen w stainless appliances & granite counters: a cathedral

    Pinehills Resale Team Pinehills Brokerage Services LLC

    4 Inverness Ln Unit 4, Plymouth, MA 02360
  • /31

    $965,000 Sold Jul 25, 2025

    • 3,079 Sq Ft
    • $313/SF
    • 39 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2014

    16 Boatwright's Loop, Plymouth, MA 02360

    Stunning & spacious residence located in the Boatwrights Loop area of Pinehills offers a wealth of features! Starting w/ multiple built-in elements throughout, modern kitchen is an entertainer's dream, complete w/ 4+ seat island, beverage refrigerator & exquisite cabinetry. From there, you seamlessly flow into the great room, which boasts gas fireplace & ample space for family & guests. Access

    Cheryl Phelan Coldwell Banker Realty - Plymouth

    16 Boatwright's Loop, Plymouth, MA 02360
    • /39

      Est $774,678 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,306 Sq Ft

      20 Valley Front, Plymouth, MA 02360

      20 Valley Front, Plymouth, MA 02360
  • /42

    $1,074,000

    • 3 Beds
    • 3 Baths
    • 3,636 Sq Ft

    52 Woody Nook, Plymouth, MA 02360

    This 3 bed, 3 bath Toll Brothers "Bridleridge" home with incredible gourmet kitchen and breakfast nook is fully loaded with all of the upgrades that you could imagine. I would list the upgrades, but the upgrade file is 32 pages long, so if you are interested, please inquire, and I can forward it over to you... Or just come for a private showing, take a look, and see why this home - with all the

    Pinehills Resale Team Pinehills Brokerage Services LLC

    52 Woody Nook, Plymouth, MA 02360
  • /36

    $1,185,000 Sold Jul 25, 2025

    • 3,211 Sq Ft
    • $369/SF
    • 64 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    69 Woody Nook, Plymouth, MA 02360

    The moment you walk through the front door you will know you are in for a treat. This Toll Brothers Bridleridge plan boasts a two-story foyer, luxurious main floor primary bedroom suite with a tray ceiling - plenty of windows; with two walk-in closets and fantastic built-ins; a lavish primary bath with a double-door entry. Additional highlights include an over-sized chef's kitchen with large

    Pinehills Resale Team Pinehills Brokerage Services LLC

    69 Woody Nook, Plymouth, MA 02360
    • /19

      Est $745,505 Not Listed For Sale

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

      29 White Trellis, Plymouth, MA 02360

      29 White Trellis, Plymouth, MA 02360

Showing Results 1 - 40, Page 1 of 18

Home Trends in The Pinehills, MA

Housing Trends

Median Sale Price
$285,000
Median Single Family Sale Price
$285,000
Median Townhouse Sale Price
$755,000
Median 1 Bedroom Sale Price
$665,000
Average Price Per Sq Ft
$354
Number of Homes for Sale
3
Last 12 months Home Sales
51
Months of Supply
0.70
Median List Price
$285,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-29%
How to Buy a Home How to Finance a Home How to Sell a Home