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The Pinehills Homes for Sale with Private Pool

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  • 18 Inverness Unit 18, Plymouth, MA 02360
    18 Inverness Unit 18, Plymouth, MA 02360
    18 Inverness Unit 18, Plymouth, MA 02360
    /39

    $895,000

    • 3 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    18 Inverness Unit 18, Plymouth, MA 02360

    Experience comfort, traditional styling, and peaceful living in this beautifully maintained Chatham-style home offering nearly 3,800 sq ft across three levels. With 3 bedrooms, 3.5 baths, and flexible bonus rooms/ in home office option— perfect for hosting guests or enjoying extra space. The main level features hardwood floors, cathedral ceilings, and an open-concept layout ideal for

    Agent Photo

    Cheryl Phelan

    Coldwell Banker Realty - Plymouth

    (508) 252-8287

    18 Inverness Unit 18, Plymouth, MA 02360
  • 9 Dorset Ln Unit 9, Plymouth, MA 02360
    9 Dorset Ln Unit 9, Plymouth, MA 02360
    9 Dorset Ln Unit 9, Plymouth, MA 02360
    /31

    $769,000

    • 2 Beds
    • 2 Baths
    • 1,786 Sq Ft

    9 Dorset Ln Unit 9, Plymouth, MA 02360

    Like new "Portico B" in the Chadwick Corner neighborhood built by the Green Company in The Pinehills! With a front porch perfect for watching the world go by, this beautiful home has much to offer inside and out. This immaculate, lightly lived-in home situated on a quiet manicured park is all on one floor with designer wall + window treatments throughout. The spacious kitchen has upgraded wood

    Pinehills Resale Team Pinehills Brokerage Services LLC

    9 Dorset Ln Unit 9, Plymouth, MA 02360
  • 22 Old Langmore Way, Plymouth, MA 02360
    22 Old Langmore Way, Plymouth, MA 02360
    22 Old Langmore Way, Plymouth, MA 02360
    /42

    $859,900

    • 3 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    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
  • 30 Dillingham Way Unit 30, Plymouth, MA 02360
    30 Dillingham Way Unit 30, Plymouth, MA 02360
    30 Dillingham Way Unit 30, Plymouth, MA 02360
    /38

    $825,000

    • 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
  • 40 Outlook Rd E Unit 40, Plymouth, MA 02360
    40 Outlook Rd E Unit 40, Plymouth, MA 02360
    40 Outlook Rd E Unit 40, 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
  • 21 Firefly Point Unit 21, Plymouth, MA 02360
    21 Firefly Point Unit 21, Plymouth, MA 02360
    21 Firefly Point Unit 21, Plymouth, MA 02360
    /11

    $781,000

    • 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
  • 39 Hatherly Rise Unit 39, Plymouth, MA 02360
    39 Hatherly Rise Unit 39, Plymouth, MA 02360
    39 Hatherly Rise Unit 39, 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
  • 19 W Trevor Hill, Plymouth, MA 02360
    19 W Trevor Hill, Plymouth, MA 02360
    19 W Trevor Hill, 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
  • 26 Portico Way Unit 26, Plymouth, MA 02360
    26 Portico Way Unit 26, Plymouth, MA 02360
    26 Portico Way Unit 26, 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
  • 105 Seton Highlands Unit 105, Plymouth, MA 02360
    105 Seton Highlands Unit 105, Plymouth, MA 02360
    105 Seton Highlands Unit 105, Plymouth, MA 02360
    /29

    $859,999

    • 2 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    105 Seton Highlands Unit 105, Plymouth, MA 02360

    Stunning free-standing, open concept condominium in the desirable 55+ Seton Highlands neighborhood at The Pinehills! Offering premium upgrades throughout, the welcoming living room features a cathedral ceiling, a quartz-surround gas fireplace, plantation shutters, and Hunter Douglas blinds. The bright kitchen/dining area has a sliding door that opens to a spacious composite deck overlooking a

    Liz Bone Team South Shore Sotheby's International Realty

    105 Seton Highlands Unit 105, Plymouth, MA 02360
  • 83 Seton Highlands Unit 83, Plymouth, MA 02360
    83 Seton Highlands Unit 83, Plymouth, MA 02360
    83 Seton Highlands Unit 83, Plymouth, MA 02360
    /31

    $849,000

    • 2 Beds
    • 3 Baths
    • 2,174 Sq Ft

    83 Seton Highlands Unit 83, Plymouth, MA 02360

    Stunning "Marion" style home in Seton Highlands, a desirable 55+ neighborhood. Lovely open floor plan with hardwood floors, upgraded cabinetry and lots of storage. Very large primary bedroom suite on the first floor with spacious walk-in closet, decorative tray ceiling and hardwood floors. Lovely open kitchen with beadboard cabinets, granite countertops, center island, double ovens, stainless

    Pinehills Resale Team Pinehills Brokerage Services LLC

    83 Seton Highlands Unit 83, Plymouth, MA 02360
  • 61 Bradstreete Crossing, Plymouth, MA 02360
    61 Bradstreete Crossing, Plymouth, MA 02360
    61 Bradstreete Crossing, Plymouth, MA 02360
    /39

    $620,000

    • 2 Beds
    • 4 Baths
    • 1,903 Sq Ft

    61 Bradstreete Crossing, Plymouth, MA 02360

    This Winslowe's View "K" style home at The Pinehills home is picture-perfect and all the work has been done for you inside and out! The first level has a dining room, living room and eat-in kitchen with open layout flowing through the new slider to mahogany deck with electric awning. First floor primary suite with full bath, oversized shower, three closets plus a linen closet. Laundry room and

    Pinehills Resale Team Pinehills Brokerage Services LLC

    61 Bradstreete Crossing, Plymouth, MA 02360
  • 14 Dorset Ln Unit 14, Plymouth, MA 02360
    14 Dorset Ln Unit 14, Plymouth, MA 02360
    14 Dorset Ln Unit 14, Plymouth, MA 02360
    /28

    $725,000

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

    14 Dorset Ln Unit 14, Plymouth, MA 02360

    Like-new Portico A, by the Green Company in The Pinehills, w/front porch perfect for enjoying your morning coffee. This beautiful home has much to offer inside & out. This immaculate home is set close to village green and all amenities, easy living all on one floor. The spacious kitchen has white cabinets w/crown molding, under cabinet lighting, a center island, hardwood floor, stainless steel

    Pinehills Resale Team Pinehills Brokerage Services LLC

    14 Dorset Ln Unit 14, Plymouth, MA 02360
  • 125 Bradstreete Crossing, Plymouth, MA 02360
    125 Bradstreete Crossing, Plymouth, MA 02360
    125 Bradstreete Crossing, Plymouth, MA 02360
    /37

    $580,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    125 Bradstreete Crossing, Plymouth, MA 02360

    Picture Perfect! This 2-bedroom, single level living home is the one you have been waiting for. A meticulously maintained single level "J" floor plan awaits you in The Pinehills. Constructed by The Green Company in the desirable Winslowe's View neighborhood, this sun filled home is complete with vaulted ceiling living room, private deck and one car garage with generous storage capacity as well

    Pinehills Resale Team Pinehills Brokerage Services LLC

    125 Bradstreete Crossing, Plymouth, MA 02360
  • 3 Hatherly Rise Unit 3, Plymouth, MA 02360
    3 Hatherly Rise Unit 3, Plymouth, MA 02360
    3 Hatherly Rise Unit 3, Plymouth, MA 02360
    /25

    $719,000

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

    3 Hatherly Rise Unit 3, Plymouth, MA 02360

    Like new "Portico A" style home in the Hatherly Rise neighborhood built by the Green Company in The Pinehills, with a front porch perfect for watching the world go by. This beautiful home has much to offer inside and out. This immaculate home is set up high on The Ridge, is all on one floor and is an end unit with a short walk to the neighborhood pool. The spacious kitchen has white cabinets with

    Pinehills Resale Team Pinehills Brokerage Services LLC

    3 Hatherly Rise Unit 3, Plymouth, MA 02360
  • 4 Inverness Ln Unit 4, Plymouth, MA 02360
    4 Inverness Ln Unit 4, Plymouth, MA 02360
    4 Inverness Ln Unit 4, 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
  • 7 Aberdeen, Plymouth, MA 02360
    7 Aberdeen, Plymouth, MA 02360
    7 Aberdeen, Plymouth, MA 02360
    /32

    $720,000

    • 2 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    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
  • 39 Pelham Walk, Plymouth, MA 02360
    39 Pelham Walk, Plymouth, MA 02360
    39 Pelham Walk, Plymouth, MA 02360
    /32

    $699,900

    • 2 Beds
    • 2.5 Baths
    • 2,465 Sq Ft

    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
  • 11 Dillingham Way, Plymouth, MA 02360
    11 Dillingham Way, Plymouth, MA 02360
    11 Dillingham Way, Plymouth, MA 02360
    /31

    $600,000

    • 3 Beds
    • 3 Baths
    • 2,847 Sq Ft

    11 Dillingham Way, Plymouth, MA 02360

    Home is priced to sell! Don't miss out on this "S" style townhome at Winslowe's View, in The Pinehills. Golf View and sun filled. Three bedrooms, 3 baths and a large loft. This comfortable home features oak floors though out the first floor, two skylights, vaulted ceilings, gas fireplace, gourmet kitchen with granite counters, gas stove, custom cabinets and stainless-steel appliances. First

    Pinehills Resale Team Pinehills Brokerage Services LLC

    11 Dillingham Way, Plymouth, MA 02360
  • 17 Aberdeen Unit 17, Plymouth, MA 02360
    17 Aberdeen Unit 17, Plymouth, MA 02360
    17 Aberdeen Unit 17, Plymouth, MA 02360
    /39

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 2,690 Sq Ft

    17 Aberdeen Unit 17, Plymouth, MA 02360

    Picture perfect, Stirling style, free standing condo located in Seton Highlands, a 55+ condominium neighborhood in the Pinehills. This open concept home is perfect for easy living and entertaining. Featuring large living room with custom built-ins, marble surround gas fireplace, and dining room that leads to a private deck and backyard. Gourmet kitchen with quartz counter tops, center island,

    Pinehills Resale Team Pinehills Brokerage Services LLC

    17 Aberdeen Unit 17, Plymouth, MA 02360
Massachusetts Plymouth County Plymouth The Pinehills

Homes for Sale with Private Pool in The Pinehills, Plymouth

Learn more about living in The Pinehills

Home Trends in The Pinehills, MA

On average, homes in The Pinehills, Plymouth sell after 62 days on the market compared to the national average of 52 days. The median sale price for homes in The Pinehills, Plymouth over the last 12 months is $900,680, up 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$900,680
Median Single Family Sale Price
$999,000
Median Townhouse Sale Price
$735,000
Median 2 Bedroom Sale Price
$725,000
Average Price Per Sq Ft
$399
Number of Homes for Sale
67
Last 12 months Home Sales
157
Months of Supply
5.10
Median List Price
$912,495
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
12%
How to Buy a Home How to Finance a Home How to Sell a Home

In The Pinehills, there are currently 20 homes for sale with a private pool, offering an exclusive retreat for relaxation and recreation. These properties provide the ultimate in luxury and convenience, allowing homeowners to enjoy the benefits of poolside living in the comfort of their own backyard. Whether it's a spacious family home or a luxurious estate, each residence boasts the added allure of a private pool, perfect for cooling off on hot summer days or hosting gatherings with friends and family. Explore the range of homes for sale with a private pool in The Pinehills, Plymouth and discover your own private oasis to enjoy for years to come.

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