Pinehills Condos for Sale

Welcome to Pinehills, a vibrant community nestled in the heart of Plymouth, Massachusetts. This picturesque region seamlessly blends the beauty of nature with the convenience of modern living. Surrounded by lush woodlands, scenic trails, and serene ponds, Pinehills offers a tranquil escape while remaining just minutes away from the bustling amenities of downtown Plymouth.

Known for its charming New England character, Pinehills is a master-planned community that emphasizes a lifestyle of leisure and connection. Residents enjoy access to top-notch golf courses, walking paths, and a variety of shops and restaurants, all designed to enhance the community's sense of belonging. The area is also rich in history, with nearby attractions like the iconic Plymouth Rock and Plimoth Patuxet Museums, making it a perfect blend of cultural exploration and natural beauty.

If you're considering a move to this enchanting area, the condos for sale in Pinehills present an exceptional opportunity. These thoughtfully designed residences offer a range of styles and sizes, catering to diverse lifestyles and preferences. Many condos feature open floor plans, modern amenities, and private outdoor spaces, perfect for enjoying the stunning surroundings.

Living in Pinehills means more than just a home; it’s about embracing a lifestyle that values community, nature, and comfort. Whether you’re a first-time buyer, looking to downsize, or seeking a vacation retreat, Pinehills has the perfect condo waiting for you. Explore your options today and discover why so many are proud to call this beautiful region home!

Newest Pinehills Condos for Sale

$750,000

3 Beds ⋅ 2 Baths ⋅ 73588820 MLS ⋅ ["Pinehills - Winslowe's View"] BLDG.

Welcome to this beautifully updated and meticulously maintained 3 bedroom, 2 bathroom 2 car garage home with brand new building envelope (roof, windows, sliders, siding, trim, and vapor barrier), new 28 foot private azek rear deck overlooking the pines, and front courtyard and gardens with new pavers - where no expenses have been spared - in the amenity-packed Winslowe's View neighborhood within The Pinehills. 78 Holbeck in The Pinehills is the clear winner when it comes to available homes for sale for various reasons - most notably its attractive price, quality, condition, location, and space, which are all second-to-none! This home offers easy one-level living with a newly renovated lower level guest suite (plumbed for third full bathroom) and entertainment space. The fully renovated kitchen features new cabinetry with pull-out-drawers, Silestone Quartz countertops, brand-new refrigerator, Whirlpool Gold appliances, under-cabinet lighting, recessed lighting, refinished white oak hardwood floors, and surround sound speakers. Gleaming white oak floors throughout have been recently refinished, and all other flooring has been replaced within the past eight years, such as the updated tile floors in the bathrooms and laundry room, luxury vinyl plank floors in the lower level, and plush new carpeting in the oversized primary bedroom, guest bedroom, and stairway between both floors. The first floor primary suite offers a comfortable retreat with vaulted ceiling, ceiling fan, headboard, beadboard wall, two LARGE closets renovated by Closets By Design, new tile and fixtures in the ensuite bath, and a beautifully appointed ADA compliant Kohler shower. Additional features include granite fireplace, Levelor blinds/window treatments throughout, 4-speaker surround sound, barn-door slider, and a freshly painted lower level with a slider to the backyard, and two closets for added storage. Major improvements within the last few years include Harvey windows, new roof, exterior envelope updates, Azek deck, and a brand-new front entry walkway. The HVAC system is regularly serviced and features two zones w/ corresponding Nest thermostats, and a dehumidifier for added comfort. The water heater is approximately five years old. Outside, enjoy privacy as you are strategically hidden behind beautiful mature landscaping including a Japanese maple, rose bushes, hydrangeas, and other perennials which offer private, inviting outdoor spaces designed for easy enjoyment & entertaining.

78 Holbeck Corner Unit 1, Plymouth

$1,195,500

3 Beds ⋅ 3 Baths ⋅ 73587897 MLS ⋅ ["Winslowe's View"] BLDG.

This limited "A" style home located in Winslowe's View at The Pinehills affords tons of privacy and overlooks a nice golf view 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 area, a gracious primary suite with cathedral ceiling, custom built-ins, 3 closets and bath with double vanity tiled shower. The office/guest bedroom overlooks the beautiful courtyard on the first level. The lovely kitchen has light grey cabinets, quartz countertops & beautiful backsplash, built-in oven & stainless-steel appliances, all lower cabinets have custom pullout drawers for storage and accessibility, all new! Dining Room on first floor with French door and full wall of custom built-ins including pullout drawers and cabinets and a wine chiller! The second level has a loft with bookcase built-ins vaulted ceilings & 3 sky lights, third bedroom & full bath. Windows UVA protected. Community pools, tennis & pickle ball courts, exercise, club houses and many activities and clubs to join for a very active lifestyle. This home is in pristine condition!

16 Turner Run Unit 16, Plymouth

$1,040,000

3 Beds ⋅ 3 Baths ⋅ 73587816 MLS ⋅ ['Broadleaf'] BLDG.

Ideally located just steps from the Village Green, Sited on one of the final end locations, this Design Ready Hager style home offers an open-concept layout perfect for everyday living and entertaining. The spacious kitchen features abundant cabinetry, a walk-in pantry, and a large center island overlooking the great room. The sun-filled primary suite includes a generous walk-in closet and a luxurious en suite bath with an oversized shower. A versatile flex room, powder room, and conveniently tucked-away laundry complete the main level. Upstairs, you'll find a cozy loft, second and third bedrooms and full bath. The bright unfinished walkout basement offers future expansion possibilities. Spend hours on the screened porch with open space beyond. Work with our design team and select from today's popular designer features, home technology and more! Broadleaf Residents enjoy access to the Stonebridge Club, featuring a clubhouse, pools, fitness center, and tennis courts.

46 Broadleaf Unit 0032, Plymouth

$1,049,000

3 Beds ⋅ 4 Baths ⋅ 73587520 MLS ⋅ ["Winslowe's View At The Pinehills"] BLDG.

Exceptional End-Unit “C” Model in Winslow’s View at The Pinehills. Enjoy golf-course living in this exceptional 3-bedroom, 3½-bath “C” model end unit overlooking the 13th green of the Nicklaus Course. This private, light-filled home combines a beautiful setting, numerous recent updates, and an easy Pinehills lifestyle. The stunning kitchen, remodeled in 2025, features a fresh, inviting design and abundant storage. The spacious primary suite offers a renovated, spa-like bath, while a stylish floating vanity enhances the powder room. An updated cozy fireplace adds warmth and character to the living space. The oversized deck extends the living space outdoors, with golf-course views and a natural gas line for effortless grilling—perfect for morning coffee, sunset cocktails, or entertaining. Additional improvements include all-new Andersen windows, a new Carrier gas furnace, and Ecobee smart thermostats, enhancing comfort and efficiency while providing peace of mind. Just moments from the pool, clubhouse, tennis, and pickleball, this exceptional end unit offers the ideal balance of privacy at home and connection to all that The Pinehills has to offer.

1 Fletcher Reach Unit 1, Plymouth

$979,000

3 Beds ⋅ 4 Baths ⋅ 73587290 MLS ⋅ ['Broadleaf'] BLDG.

Welcome to Broadleaf in The Pinehills! The thoughtfully designed Davis Manchester is only steps from the vibrant Village Green. An inviting front covered front entry opens to the foyer and a bright office. The spacious open concept kitchen features a large island, casual dining, and flows into the fireplaced great room and large sliding door. The large kitchen is equipped with an oversized island, plenty of counter and cabinet space, and sizable pantry. The sophisticated primary bedroom suite offers dual walk-in closets, and primary bath with a spa-inspired glass-enclosed shower with seat. The second floor offers abundant loft space and features 2 private guest bedrooms and 2 full bathrooms. Choose from todays popular flooring, Tile Cabinetry, Home Technology and More with our design team.Move-in early fall 2027!

26 Broadleaf Unit 0023, Plymouth

$1,008,000

3 Beds ⋅ 4 Baths ⋅ 73587279 MLS ⋅ ['Broadleaf'] BLDG.

Welcome to Broadleaf in The Pinehills! The thoughtfully designed Davis Farmhouse is only steps from the vibrant Village Green. An inviting front covered front entry opens to the foyer and a bright office. The spacious open concept kitchen features a large island, casual dining, and flows into the fireplaced great room and large sliding door with a screened porch beyond. The large kitchen is equipped with an oversized island, plenty of counter and cabinet space, and sizable pantry. The sophisticated primary bedroom suite offers dual walk-in closets, and primary bath with a spa-inspired glass-enclosed shower with seat. The second floor offers abundant loft space and features 2 private guest bedrooms and 2 full bathrooms. Choose from todays popular flooring, tile Cabinetry, home technology with our design team.Move-in early fall 2027!

40 Broadleaf Unit 0029, Plymouth

$1,075,000

3 Beds ⋅ 4 Baths ⋅ 73587245 MLS ⋅ ['Outlook East'] BLDG.

Spectacular Fresco 5 in Outlook East Neighborhood in The Pinehills. An enchanting courtyard with a covered porch leads you to the front door. This open floor plan living space includes a great room with a gas fireplace & custom built-in on either side. An upgraded kitchen with custom cabinets, quartz countertops and a walk-in pantry and a dining area. There is a private primary suite on the first-floor w/the ideal design of custom double vanities & dressing areas highlighted by the custom tiled shower. There is a 2nd bedroom on the first level and a full bath. Guests will be comfortable in the 2nd floor suite complete w/full bath oversized bedroom and a loft. A laundry room with custom cabinets. A back deck for extra space to entertain. There is a finished walk out lower level with a large bonus room and a cedar closet plus an unfinished area for expansion and storage. There are hardwood floors throughout the home. The HOA includes a pool and clubhouse and exercise in the Veridian neighborhood and the Stonebridge Club with tennis courts, exercise, additional pool and an abundance of clubs to join. All exterior maintenance and snow removal included in the HOA. Come and enjoy the lifestyle.

10 Outlook East Unit 10, Plymouth

$1,375,000

2 Beds ⋅ 3 Baths ⋅ 73584314 MLS

Enjoy breathtaking Cape Cod Bay views from this beautifully appointed Fresco 6, offering the perfect blend of coastal charm, comfort, and privacy. This inviting 2-bedroom, 3-bath residence features a finished lower level providing flexible additional living space for guests, an office, or recreation. Step outside to an extended deck, ideal for morning coffee, entertaining, or taking in spectacular bay vistas, while a private courtyard offers a peaceful retreat. Thoughtfully designed for relaxed coastal living, this exceptional home combines beautiful views, versatile living space, and inviting outdoor areas in a sought-after setting.

25 Outlook East Rd Unit 25, Plymouth

$875,000

3 Beds ⋅ 4 Baths ⋅ 73583698 MLS ⋅ ["Winslowe's View"] BLDG.

This stunning "B" model in Winslowe's View is absolutely spectacular and so private! Special features include hardwood floors, magnificent great room, formal dining and a study with French doors. The bright gourmet kitchen has granite counter tops, wall oven, counter cooktop and custom cabinetry. There is a sitting area with a slider to access the outdoor farmers porch. A primary suite located on the first floor with separate shower, tub and double vanity. An expanded deck that has a large screened in porch with a wooded view. There is a laundry room on the first level and access to the 2-car garage. A finished walk out lower level with 3 rooms, bedroom, great room and a flex/craft/exercise room and a bath. The unfinished area has ample space for a workshop and storage. There is a second-floor guest bedroom, large loft and full bath. Three levels of living! The HOA includes two pools, pickleball courts, club house and post office, also the Stonebridge Club with outdoor pools, exercise and function room and an abundance of clubs to join.

7 West Trevor Hill Unit 7, Plymouth

$845,000

2 Beds ⋅ 3 Baths ⋅ 73580086 MLS ⋅ ["Winslowe's View"] BLDG.

Welcome to 70 Benjamin’s Gate, a stunning ‘U’ style home perfectly positioned at The Pinehills. From the moment you step into the foyer, the soaring ceilings of the great room create an immediate sense of scale and sophistication. Your eyes will be drawn straight through to the 180 degree views of the Jones course where the fairways of 12th and 15th holes provide a lush, rolling backdrop to your daily life. You are also welcomed by the bright, eat in kitchen featuring crisp, white cabinetry with pullouts, stainless appliances and gleaming countertops. Natural light bathes the space as the kitchen flows into the dining area and the great room which is anchored by beautiful custom millwork , displaying architectural detail on the feature wall. The main level den/ library offers a true retreat, complete with custom moulding/built-ins, a cozy fireplace and elegant French doors. The first floor primary suite is its own retreat, overlooking a very private garden courtyard. The en-suite bathroom is thoughtfully designed with a soaking tub, walk in shower and linen closet. The upstairs offers a spacious loft, a large bedroom with walk-in-closet/storage, full bathroom, offering plenty of privacy and comfort. Outdoor living is just as impressive. The beautifully maintained back deck is equipped with 2 electric awnings, allowing you to enjoy incredible golf course views in total comfort. Situated with easy access to the 2 neighborhood swimming pools, tennis and pickleball courts, and just moments away from the shops, dining, and amenities of the Village Green, this home offers the very best of the Pinehills lifestyle.

70 Benjamins Gate Unit 70, Plymouth

$859,000

2 Beds ⋅ 3 Baths ⋅ 73578936 MLS ⋅ ["Winslowe's View"] BLDG.

This stunning, private, and inviting bright "U" model end-unit townhome at Winslowe's View in The Pinehills is filled with warmth. It is flooded with natural light, enhancing its spacious interior, which is fantastic for entertaining. The open-concept dining and living areas feature cathedral ceilings. The study, a cozy retreat, features a gas fireplace and French doors overlooking the beautifully landscaped courtyard. The first-floor primary suite, with its cathedral ceiling, provides a private oasis with generous closet space and a well-appointed bathroom; newly remodeled separate shower & custom vanity. There is a private oasis garden area just outside the primary suite for that added space to enjoy an outdoor escape. Second floor: Upstairs, a large loft space that has been enclosed that offers flexibility for a family room/ office or craft area, with a sizable guest bedroom and adjoining full bathroom. There is a sizeable deck overlooking a backyard space. All professionally landscaped, secluded courtyard leads you to the door of this truly ready-to-move-in home. Newer appliances remodeled primary bath. Newer HVAC. The HOA includes two outdoor pools, pickleball courts, clubhouse, charming mail house and the Stonebridge club with the abundance of many clubs to join. This home is special. Just relax and enjoy!

16 Latham Wood Unit 16, Plymouth

$999,083

3 Beds ⋅ 3 Baths ⋅ 73576332 MLS

Welcome to 94 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

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