2,939

Plymouth, MA Homes

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  • /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
  • /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
    • /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
  • /39

    $1,159,000 Open Sat 3PM - 4PM

    • 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
  • /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
  • /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
    • /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
  • /14

    $853,000 Open Sat 12PM - 3PM

    • 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
  • /34

    $3,025 - $4,710 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
  • /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
    • /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
  • /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
  • /25

    $2,975 - $5,195 per month

    Rowen at The Pinehills

    1 - 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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /25

      Est $852,655 Not Listed For Sale

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

      7 Belltree, Plymouth, MA 02360

      7 Belltree, 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
  • /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
    • /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
  • /42

    $1,279,000 Open Sat 1:30PM - 2:30PM

    • 3 Beds
    • 4.5 Baths
    • 3,814 Sq Ft

    36 Barnswallow Ln, Plymouth, MA 02360

    Elegantly done, "Chilton" style home ,in the quaint neighborhood of Barnswallow. This wonderful home is overlooking two fairways of the Nicklaus golf course. The ambiance of this home begins at the entry way with landscaped yard and well designed courtyard/driveway of pavers and concrete. All the additions have been done for you, including the upgraded kitchen, hardwood floors, a formal dining

    Pinehills Resale Team Pinehills Brokerage Services LLC

    36 Barnswallow Ln, Plymouth, MA 02360
  • /12

    $1,234,641 Sold Jul 24, 2025

    • 2,442 Sq Ft
    • $506/SF
    • 15 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    31 Kestrel Heights Unit 74, Plymouth, MA 02360

    Build your dream home on this rare end location with trees and pastural views.Owls Nest residents will enjoy a private clubhouse, fitness center, heated pool and more!. The popular Winchester Eastern Shore is an open plan featuring a stunning two story foyer, a large kitchen with center island and breakfast area, open to the dining room and great room which features a gas fireplace, 19' ceilings,

    Christine Sweeney Toll Brothers Real Estate

    31 Kestrel Heights Unit 74, 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
  • /24

    $799,000 Open Sun 10:30AM - 12PM

    • 2 Beds
    • 3.5 Baths
    • 2,987 Sq Ft

    9 Aberdeen, Plymouth, MA 02360

    An exquisite Stirling style, free-standing townhouse in a 55+ community of Seton Highlands. This elegant residence offers 2+ bedrooms and 3.5 baths across an expansive 3,000+ square feet. Step inside to an open-concept design that seamlessly connects a spacious living room adorned with custom built-ins, tasteful window treatments, and cozy gas fireplace. The adjacent three-season room opens onto

    Suzanne Koller Compass

    9 Aberdeen, Plymouth, MA 02360
  • /13

    $1,160,622 Sold Jul 16, 2025

    • 2,837 Sq Ft
    • $409/SF
    • 101 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    3 Loons Call Unit 141, Plymouth, MA 02360

    Don't miss the new Regency Collection! The spacious Wellesley Cottage features luxury one level living with second level space for guests. From the grand two story foyer to the spacious kitchen this designer appointed home will impress. The kitchen is complete with large quartz 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

    3 Loons Call Unit 141, 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

    $1,268,617 Sold Jul 10, 2025

    • 2,756 Sq Ft
    • $460/SF
    • 1 Day On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    29 Kestrel Heights Unit 75, Plymouth, MA 02360

    Newly released rare end homesite. Build the spacious three bedroom three bathroom Bedford plan, beginning with a two story foyer leading to the spacious and open kitchen, complete with center island and breakfast area, open to the dining room and two story great room which features a gas fireplace, and access to the included deck. A luxurious first floor primary bedroom suite includes a light

    Christine Sweeney Toll Brothers Real Estate

    29 Kestrel Heights Unit 75, 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
  • /35

    $1,049,000

    • 2 Beds
    • 3 Baths
    • 3,576 Sq Ft

    17 Saddleback, Plymouth, MA 02360

    Welcome to 17 Saddleback, a gorgeous "Bayhill" style home nestled in a small neighborhood with great privacy, just a short ride from the Village Green. As you enter, you'll be captivated by the exquisite renovations that the current homeowners have undertaken. The open floorplan leads to the kitchen, featuring a breathtaking design with high-performance appliances, a stunning backsplash, a

    Seagate Properties Compass

    17 Saddleback, Plymouth, MA 02360
  • /25

    $636,000 Sold Jul 09, 2025

    • 1,961 Sq Ft
    • $324/SF
    • 174 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2006

    8 Hutchens Mews, Plymouth, MA 02360

    Don’t miss the opportunity to see this T-Style Townhome in Winslowe’s View. Recently renovated with new siding, windows, and a composite deck, this home is perfect for entertaining and hosting friends. The open floor plan, spacious bedrooms, and serene wooded views make it the ideal blend of comfort and style. Imagine cozy evenings by the fire in the den or enjoying a morning coffee on the patio.

    Patricia Janiak William Raveis R.E. & Homes Services

    8 Hutchens Mews, 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
  • /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
  • /38

    $550,000 Sold Jul 02, 2025

    • 1,878 Sq Ft
    • $293/SF
    • 34 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2015

    27 Boatwrights Loop, Plymouth, MA 02360

    Popular single family attached townhome at Boatwright's Loop. Located in The Pinehills! Everything is starting to bloom so it is the perfect time to move into this sunny "Binnacle" floor plan. This front end unit features a finished lower level filled with natural light. Open kitchen, dining and fireplaced living room surrounded by windows, and hardwood flooring, crown molding and glass slider

    Pinehills Resale Team Pinehills Brokerage Services LLC

    27 Boatwrights Loop, 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
$349
Number of Homes for Sale
3
Last 12 months Home Sales
50
Months of Supply
0.70
Median List Price
$285,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-29%
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