Pinehills Real Estate

Pinehills Real Estate

Welcome to Pinehills, a charming and picturesque community nestled in the heart of Plymouth, Massachusetts. Known for its stunning natural beauty and vibrant lifestyle, Pinehills offers a unique blend of suburban tranquility and modern conveniences, making it an ideal place to call home.

As you explore this enchanting region, you'll be captivated by its rolling hills, lush woodlands, and meticulously designed landscapes. Pinehills is not just a neighborhood; it’s a lifestyle, featuring an array of beautiful homes that cater to diverse tastes and preferences. From elegant single-family residences to low-maintenance condominiums, there’s something for everyone in this thriving community.

One of the standout features of Pinehills is its commitment to preserving the environment and promoting an active lifestyle. With miles of walking trails, scenic parks, and recreational areas, residents can easily enjoy outdoor activities year-round. The community is also home to two championship golf courses, perfect for both seasoned players and newcomers alike.

Pinehills boasts an impressive selection of amenities, including charming shops, gourmet dining options, and a vibrant community center that hosts various events and activities throughout the year. Plus, with its proximity to historic Plymouth, residents can easily explore the rich history and culture of the area, from the iconic Plymouth Rock to the beautiful waterfront.

Whether you’re seeking a peaceful retreat or an active lifestyle, Pinehills offers an unparalleled living experience in one of Massachusetts’ most desirable locations. Come discover the charm of Pinehills and find your perfect home in this idyllic community!

Newest Listings in Pinehills

$999,083
3 Beds ⋅ 3 Baths ⋅ 73576332 MLS
Welcome to 98 AURORA SKY, a Green Company 55+ community in the PINEHILLS! Designer home with $90,000 in options included at no cost to the buyer! Ready to move early winter 2027!! All design choices have been made by our in house design team. The same team responsible for design choices on our model homes! Located high on the Ridge with wooded views and a peek of the ocean form your deck, the award-winning Fresco 3 home is a must see. This 3-bedroom, 3 full bath condominium boasts a spacious open floor plan, a private courtyard and extended deck. The primary bedroom is located on the first floor along with a guest bedroom that can be used for an office space as well. The second floor allows guests to have their privacy hosting a loft and full bathroom. Enjoy the ease of condominium living and luxury of new construction. All Pinehills amenities included as well as the Aurora Sky heated pool and gas fire pit gathering area.

94 Aurora Sky Unit 94, Plymouth
$869,000
3 Beds ⋅ 3 Baths ⋅ 73575292 MLS ⋅ ["Rebecca's Landing"] BLDG.
STUNNING Fresco 3 floor plan in Rebecca's Landing Neighborhood in The Pinehills. Captivating private courtyard with beautiful pavers, outdoor gas, stone fireplace and koi pond. Talk about a tranquil setting. Step inside to your quiet retreat. Linear electric fireplace flanked on either side with wall space to highlight your favorite pieces of artwork. Primary suite with tray ceiling. Primary bath comes with beautiful tiled shower, two separate vanities and two closets. Everything in this kitchen has been upgraded from the cabinets to the countertops to the light fixtures. Imagine preparing dinner with the gas fireplace on in your courtyard. Coffee bar/desk area and amazing walk in pantry complete the kitchen. Second bedroom feels like it is its own wing on the first floor with access to full bath. Upstairs is the third bedroom, and bath with cozy loft. This bedroom was definitely designed for sleep overs with the grand kids. Back deck with wooded views. Hardwood floors in the main living area. What's not to love?

8 Red Canoe Unit 8, Plymouth
$920,000
3 Beds ⋅ 3 Baths ⋅ 73575126 MLS
Beautifully Maintained Fresco 5 Townhome in The Pinehills. Experience effortless living in this beautifully maintained Fresco 5 townhome, ideally situated in the highly sought-after Pinehills community. This thoughtfully designed residence offers 3 bedrooms and 3 full bathrooms, blending spacious living with timeless style and comfort.The open-concept floor plan is filled with natural light and seamlessly connects the living, dining, and kitchen areas, creating an inviting space for both everyday living and entertaining. The first-floor primary suite provides comfort and convenience, while additional bedrooms and baths offer flexible accommodations for family and guests.A standout feature of this home is the private courtyard oasis—a peaceful outdoor retreat perfect for morning coffee, al fresco dining, or relaxing in complete privacy. Beautifully maintained throughout, this home reflects pride of ownership and is truly move-in ready.

64 Hatherly Rise Unit 64, Plymouth
$825,000
2 Beds ⋅ 3 Baths ⋅ 73574962 MLS ⋅ ['Chadwick Corners'] BLDG.
Delightful "Portico D" floor plan in the desirable Chadwick Corner neighborhood in The Pinehills. First floor with primary suite, kitchen with miles of countertops and separate den/office. Thoughtfully designed in that the living room and dining room both share the ambiance of the fireplace. The Portico floor plans are known for the wall of glass that lights up the kitchen while the kitchen sink overlooks the enclosed patio. Will your patio be stuffed with flowers, have a fire feature or the be perfect spot for dining under a canopy of stars? Lovely open floor plan. Primary bedroom feels light and airy with vaulted ceiling, overlooks the enclosed patio. Laundry room conveniently on the same side of the house as your bedroom. Spacious second bedroom and bath upstairs. Finished lower level has large L shaped bonus room to be configured with what works best for the flow of your life. Cedar closet is a wonderful addition. Enjoy spending time on your front porch as the seasons begin to change. All this and yet your are so very close to the village.

4 Dorset Ln Unit 4, Plymouth
$710,000
2 Beds ⋅ 2 Baths ⋅ 73574943 MLS ⋅ ["Winslow's View"] BLDG.
Looking for a move-in-ready home with modern finishes and exceptional outdoor space? 115 Bradstreete is a beautifully remodeled and unique Pinehills condominium offering a stylish open floor plan and a private, expansive stone patio that truly sets it apart.The light-filled main living area features oversized windows, a floor-to-ceiling fireplace, and direct access to the beautifully landscaped patio—perfect for entertaining, alfresco dining, or simply relaxing outdoors.The renovated kitchen combines style and functionality with mixed-finish cabinetry, a custom wood pantry, waterfall-edge center island, stainless steel appliances, and a built-in bar with glass-front cabinetry and beverage refrigerator. The adjacent dining area comfortably accommodates a large gathering.Both bedrooms are generously sized. The primary suite features a hallway lined with abundant storage and a beautifully appointed bath with double vanity and oversized shower accented by sculptural tile. A second full bath is conveniently located across from the guest bedroom, with the laundry room nearby.An additional space near the entry provides an ideal home office and offers convenient access to the two-car garage.With its sophisticated finishes, thoughtful floor plan, abundant natural light, and exceptional private patio, 115 Bradstreete offers a distinctive Pinehills lifestyle and outdoor space rarely found at this price point.

115 Bradstreete Unit 115, Plymouth
$1,495,000
2 Beds ⋅ 3 Baths ⋅ 73574653 MLS
One-floor living in Climber's Path in The Pinehills, built by award-winning custom builder MacKenzie Brothers. This is a MacKenzie "Jewel Box” home: compact, richly detailed, nothing spared. The builder listened to the land here, turning homes away from the street to create sun-filled indoor and outdoor spaces, and an orientation perfectly suited for solar panels. Two bedrooms, two baths, centered around a private courtyard with a fire feature, gardening area, dining space, and an irresistible seven-foot potting shed. You're charmed before you even step inside. The interior is anchored by a chef's kitchen featuring a grand eight-foot quartz island, coffee bar, walk-in pantry with wine refrigeration, and premium Sub-Zero and Wolf appliances. Twelve-foot coffered ceilings in the living room with cozy fireplace and UV-protected glass on select windows. Beneath your feet, Sawyer Mason 9.5" hardwood floors with a gorgeous matte finish. The spa-inspired primary bath and a serene secondary bedroom offer separate ensuite retreats.The partially finished lower level provides a versatile seating area, full bath, and Murphy bed cabinet for easy overflow. Sustainability meets luxury with solar panels and a heat pump heating system. Step outside to your beautifully landscaped paver courtyard or walk out your front door to The Pinehills' trails.

5 Climbers Path, Plymouth
$827,900
2 Beds ⋅ 3 Baths ⋅ 73572928 MLS
NEW CONSTRUCTION – Ready for delivery in February, still time to pick finishes! Brand new floor plans at Symington Woods, the thoughtfully designed "Seawind" floor plan features a main floor primary suite for easy, comfortable living. The open-concept kitchen, dining, and living areas create a bright and inviting space, perfect for both everyday living and entertaining. A slider off the living room leads to a private patio, extending your living space outdoors. The second level offers an additional bedroom and bath, ideal for guests, plus a loft that would make a great bonus space or office. The large unfinished basement provides tons of storage or endless potential for more living space. A perfect blend of convenience, flexibility, and modern design. Don’t miss the opportunity to own this exceptional new construction home with a one year builder warranty. Proudly built by Whitman Homes.

33 Yellowcress, Plymouth
$1,150,000
3 Beds ⋅ 4 Baths ⋅ 73572491 MLS
Single family home on just over 1/2 acre lot, just down the street from the Stonebridge Club and close to the Village. Welcome to Forest Edge in the award winning Pinehills. One of the original homes and still one of the best. This is a happy house painted yellow. Amazing first floor living includes living room/dining room combination. Great kitchen and adjoining den with fireplace is definitely the heart beat of this home. Sunlight streams into your breakfast nook with 6 windows and 7 transom windows all overlooking your 24 foot back deck surrounded by mother nature. Two bedrooms and a bath at the end of the hall is what you will find up the stairs with a landing bathed in sunlight. A unique feature about this home is the first floor office. It has its own entrance and a 1/2 bath which is the ideal work-from-home space on many levels. Also makes a great shortcut to the kitchen. Lovingly maintained with a few major updates. Roof replaced in 2015. There are two HVAC systems for this home. The HVAC that services the bedrooms was replaced in 2022. Second HVAC had the coil replaced in 2015 and the compressor in 2017. New dishwasher 2026, New microwave 2026. Come see if the flow of this floor plan works with the flow of your life. The Forest Edge neighborhood has its own neighborhood pool!

10 Forest Edge, Plymouth
$800,000
2 Beds ⋅ 3 Baths ⋅ 73572237 MLS
Single level living in this Franklin-style attached home is located in the sought-after 55+ community of Great Island by Del Webb in the award winning Pinehills. This thoughtfully designed home includes 2 bedroom and 2 bath, kitchen and formal dining room with decorative molding. The spacious living room features a cozy gas fireplace, vaulted ceiling and a sliding glass door that opens onto your screened porch which opens to your back deck and stairs to backyard. Kitchen with pantry, and a sunny eat-in breakfast nook with a light filled bay window. The generous primary suite, has a large walk-in closet with closet system, primary bath with double vanity, soaking tub, and separate shower. A guest bedroom and a full guest bath and laundry complete the main level. Walk out lower level includes two generous bonus rooms and 3/4 bath. Easy to expand sleeping quarters when needed. Overlook Clubhouse with outdoor Tennis, Pickle Ball, Bocce , indoor pool and jacuzzi, fitness room, Billiards, and more with a fulltime Lifestyle Director. Number of updates in the last 5 years include; Garage Cabinet System, Walk in closet system in primary bedroom, New Fireplace, New fan in 3 season porch, epoxy garage floor, New washer and dryer, NEW HVAC SYSTEM 2023.

26 Cross Wind, Plymouth
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 73572195 MLS
Welcome home to this STUNNING Pinehills home in the sought-after VISTA POINT community/neighborhood. This home is loaded w/ upgrades galore. 1st floor living at its best. Open floorplan with upgraded hickory floors & electric shades. The gourmet kitchen features a large island, custom cabinets, walk in pantry, granite & SS appliances adjacent to LR & 2 separate DR areas. Step out thru sliders to updated professional landscaped front and back yards with private partially covered deck to a wooded backdrop, covered patio, completely fenced and firepit. Primary bedroom w/exquisite, marbled pattern tile bath & fabulous walk-in closet with built-ins. Additional bedroom, full bath & office w/ French doors complete main level. If you like to entertain, look no further & let the pictures tell the story. Lower level (walk out) has game room, bonus room w/ wet bar, dishwasher, and wine fridge, additional flex room & full bathroom with steam shower. Added bonuses: Fully paid 32 panel solar Array System 11.68KW with back up 10KW Tesla Power Wall Model 2AC- up to 14 hours of power so no generator needed and you never pay for electric again. Tankless Hot Water Heater - Stiebel Eltron Electric Hurricane Screen on deck, remote operated, gas range, gas fireplace, gas fire pit and gas grill. The community has their own clubhouse, pool, bocce, exercise, game room and function room. A MUST SEE!

58 Woody Nook, Plymouth
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 73571707 MLS
Right-sized living in Briarwood in The Pinehills, steps from Mirbeau Inn & Spa and Pinehills Golf Club. This Toll Brothers Bronson floor plan is smaller home, smaller yard, expanded in all the right places inside. Your favorite furniture can come with you: primary bedroom at 13'x22', living room at 15'x22', even the garage at 19'x27'. First-floor living includes a second bedroom, separate bath, and a gorgeous office with floor-to-ceiling built-ins and French doors. A kitchen with beautiful backsplash may just have you saying, "let's stay home tonight." Upstairs, a media room with 95" TV and surround sound and pool table. A bonus room holds a private sauna. Nine-foot sliding doors lead to your deck and covered porch, where you can watch golf go by on the 9th fairway of the Jones course.

30 Briarwood, Plymouth
$729,999
2 Beds ⋅ 3 Baths ⋅ 73571356 MLS
Stunning Three levels of living. Close to the Village. Beautiful lighting package in this Halyard style floor plan in the popular Symington Woods neighborhood at The Pinehills. Just through your front door and up the stairs is a wonderfully designed open floor plan that has you happy to be at home. Great kitchen, gorgeous counter tops. Kitchen island with kitchen sink where you overlook the heart of your home. Sit on your covered balcony and enjoy the private outdoor space. Primary bedroom with walk in closet and beautifully appointed primary bath. Second floor has an incredible loft space with two sky lights! Spacious second bedroom and separate bath are perfectly private for family and friends. Amazing storage room. Bonus room in the lower level can be a second gathering space, office or exercise room. HOA amenities include the Stonebridge Club with clay tennis courts, outdoor swimming pool and numerous groups and activities.

6 Heartwood, Plymouth
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