Pinehills Homes under $750,000

Welcome to Pinehills, a picturesque community nestled in the heart of Plymouth, Massachusetts. Known for its stunning landscapes and vibrant atmosphere, Pinehills offers a unique blend of natural beauty and modern living. This charming neighborhood is surrounded by lush woodlands, pristine golf courses, and scenic walking trails, making it a haven for outdoor enthusiasts and families alike.

Pinehills is not just about breathtaking views; it also boasts a rich sense of community. Residents enjoy a variety of amenities, including shopping, dining, and recreational facilities, all within a short distance. The area is designed with a focus on sustainability and connection, featuring beautifully landscaped parks and community spaces that encourage social interaction.

For those seeking a new home in this idyllic region, Pinehills offers a range of properties under $750,000. This price point opens the door to a variety of stylish homes, from cozy townhouses to spacious single-family residences, each thoughtfully designed to cater to modern lifestyles. Whether you’re a first-time buyer or looking to downsize, Pinehills has something to suit your needs.

With its prime location in Plymouth, residents are just a stone’s throw away from the historic charm of downtown, beautiful beaches, and the stunning coastline of Cape Cod. Pinehills is more than just a place to live; it’s a community where neighbors become friends, and every day feels like a retreat. Come discover the magic of Pinehills, where your dream home awaits!

Newest Pinehills Homes under $750,000

$685,000

2 Beds ⋅ 3 Baths ⋅ 73586926 MLS

The Milton model in the sought-after 55+ Great Island neighborhood at The Pinehills offers the perfect blend of comfort, style and functionality. A welcoming two-story foyer with an open staircase sets the tone for this thoughtfully designed home. The eat-in kitchen flows seamlessly into the great room, where a gas fireplace creates a warm and inviting gathering space with access to a spacious deck overlooking a peaceful, private setting. The formal dining room is enhanced with elegant crown molding, creating the perfect setting for holidays and special gatherings. The first-floor primary suite offers a walk-in closet and private bath. A beautiful library with wall-to-wall custom built-ins, first-floor laundry and half bath complete the main level. Upstairs you’ll find a home office, guest bedroom, bonus room with closet and full bath. Enjoy the Overlook Clubhouse with indoor pool, fitness center, tennis, pickleball, bocce, billiards, Great Island Pond, scenic walking trails and more!

7 Madison Reach, Plymouth

$719,900

2 Beds ⋅ 3 Baths ⋅ 73583619 MLS

Welcome to this beautifully updated 2,060+ square foot single family home with 2 beds, 2.5 baths, 2 car garage, and peaceful three-season room in the amenity-packed Great Island community in The Pinehills. Tucked away on a quiet street with a peaceful wooded backdrop, this home offers a wonderful sense of privacy while remaining conveniently close to all of Great Island’s exceptional amenities, such as the clubhouse with indoor pool and jacuzzi, fitness center, billiards room, craft room and poker room, a great room with fireplace, and a ballroom for events, as well as fitness classes, social gatherings, and entertainment. Outdoor amenities include walking trails, tennis, pickleball, and bocce, along with access to Great Island Pond for fishing and watersports. The popular layout offers an inviting open-concept design balanced with thoughtfully designed private spaces, creating a flexible setting for both relaxed everyday living and entertaining. The first floor features a spacious primary suite with ensuite bath containing a double vanity, jetted soaking tub, stall shower, and a generous closet the size of a small bedroom. Also on the main level is a private office/library with built-in bookcases, providing an ideal space for you to enjoy some peace and quiet without any distractions. The kitchen features tons of windows and natural light with updated cabinetry and a welcoming eat-in area, thoughtfully positioned away from the primary suite. Just beyond the living spaces, the screened 3 season porch provides a serene spot to enjoy the outdoors. A grand staircase leads to the second floor, where you and your guests can enjoy a whole other floor of living, complete with an ensuite bedroom and separate sitting area—perfect for extended stays or comfortable visits with family and friends. Great Island living extends well beyond your front door. With its peaceful setting, versatile floor plan, private guest accommodations, and exceptional resort-style amenities, this home offers the opportunity to enjoy the very best of the Great Island lifestyle. Also, don't forget that in addition to all of the wonderful amenities in Great Island, you will also have access to all of the other wonderful amenities offered to you as a resident of The Pinehills. With this home's significant price adjustment, do not expect this home to last on the market for long! Window treatments and Harvey windows throughout.

7 White Trellis, Plymouth

$720,000

2 Beds ⋅ 2 Baths ⋅ 73581951 MLS

The Great Island community in The Pinehills is the perfect place to call home in this "Franklin" floorplan. Looking to downsize? Single floor living, with 2 bedrooms & 2 baths, could be the right fit. Hardwood floors in the main living areas. Both bedrooms with wall to wall carpeting. Large kitchen with bright breakfast nook & separate spacious dining room with wainscoting allows many different ways to celebrate with the ones you love the most. The living room has gas fireplace and natural light pouring in through the sliding glass doors overlooking the wooded backyard. Primary suite has soaking tub & separate shower, double vanities and large walk-in closet. Great Island provides its homeowners with all the amenities. The Overlook Clubhouse offers plenty of indoor activities (card & pool tables), indoor swimming pool and exercise room. For the outdoor activities there is bocce, paved walking paths, courts for tennis and courts for the fastest growing sport in America....pickleball! 77 acre pond for kayaking and canoes. Come see why Del Webb communities are so very popular.

12 Maplewood, Plymouth

$699,000

2 Beds ⋅ 3 Baths ⋅ 73580818 MLS

This bright, sunny Haylard home in the much sought after Boatwrights Loop neighborhood offers the best of everything! Open floor plan, beautiful hardwood floors through-out the first floor of the home, along with plantation shutters! State of the art kitchen, white cabinets, some with glass fronts, crown molding, island with pendant lights, quartz countertops, and adjacent dining room. The family room has gas fireplace and glass slider to a charming, covered deck, perfect for morning coffee! The light that comes in from outdoors is one of the special features. The main bedroom suite, with walk in closet and full bathroom with expanded shower completes the first level of living. On the second floor is an expansive loft area that can be an office or additional family room. The lower level has a spacious bonus room, laundry room, mechanical room and access to the two-car garage. This home has upgraded floors, appliances, counter tops and lighting. Boatwrights Loop is conveniently located close to the Marketplace area of Pinehills. This is a must-see home! The HOA includes snow removal, trach removal and the Stonebridge Club, clay tennis courts, exercise room, outdoor pool and an abundance of clubs to join.

87 Boatwrights Loop, Plymouth

$749,900

2 Beds ⋅ 3 Baths ⋅ 73578636 MLS

Breathtaking, newer 2-bedroom 2.5 bath single family townhome situated in the Symington Woods neighborhood at the Pinehills. This desirable end-unit residence enjoys a private wooded setting, abundant natural light, and the rare convenience of a two-car driveway and expansive lawn outside the front door. The bright, open main level features hardwood floors, a spacious living room with gas fireplace, dining area with deck access, and a stylish kitchen with white cabinetry, center island and stainless-steel appliances. The main level primary suite offers a walk-in closet with an upgraded custom closet system, double vanity, tile shower with frameless glass shower doors. Upstairs, a generous loft provides flexible space for a home office, den, or additional living area, guest bedroom with a custom closet system and full bath. The expansive unfinished lower level offers excellent potential for future living space, gym, office, workshop or guest area. Enjoy a composite deck, professional landscaping, and easy access to the Pinehills village, restaurant, trails, golf, amenities and more

7 Mulberry, 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

$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

$659,000

2 Beds ⋅ 2 Baths ⋅ 73566651 MLS ⋅ ["Winslowe's View"] BLDG.

Delightful ONE FLOOR LIVING in the Winslowe's View neighborhood in the award winning Pinehills. This stunning "R" floorplan has it all! Beautiful entrance to the front door with pavers, plantings and decorative lighting. Step into your new home with foyer and skylight filling the entrance with natural light. The first of two bedrooms with separate bath feels like an ensuite when guests come to stay. The inviting kitchen with a combination den is the heartbeat of the home; wonderfully cozy in that there is a breakfast nook along with a "den" area that just makes you want to linger. Peek a boo window in the kitchen reveals the length of the open floor plan with dining area the flows into the living room. Living room with custom built in cabinetry that showcases your favorite things and could also become your library if it's books that are among your favorites. Vaulted ceiling in your primary suite makes your bedroom feel light and airy with privacy as your windows overlook mother nature. Sliding glass doors lead to your new deck that overlooks rhododendrons galore. It is quite the sight in the springtime. Summer time brings the hydrangeas! The HOA includes two pools, pickle ball courts, exterior maintenance, snow and trash removal, plus the Stonebridge Club tennis, pools, exercise and an abundance of clubs.

8 Latham Wood Unit 8, Plymouth

$679,000

2 Beds ⋅ 2 Baths ⋅ 73566605 MLS

Pristine, one level "R" floor plan in Winslowe's View at The Pinehills. Enter the courtyard with pavers and plantings through your picket fence. The living room/dining room has a fireplace that leads to a slider to the expanded deck for outdoor enjoyment. The kitchen has stainless steel appliances and a combination den with hardwood floors; great for entertaining. Large primary suite with wooded views, a walk-in closet and an ensuite bathroom with double vanity and shower. A guest bedroom, with access to a full bath, is located on the main floor. Laundry room and 2 car garage complete this home. The lower level has a walkout for future expansion. Outdoors there is a large deck overlooking a private wooded view. The HOA includes pools, tennis, pickleball and club house, exercise facility and function rooms, exterior maintenance, snow and trash removal, plus the Stonebridge Club, with many clubs to join.

66 Holbeck Corner Unit 66, Plymouth

$719,000

2 Beds ⋅ 3 Baths ⋅ 73562184 MLS

Beautifully maintained by the original owner, this move-in-ready Great Island home stands apart with upgrades and thoughtful details that make it an exceptional value. Enjoy true one-level living with a first-floor en suite primary bedroom, versatile den, laundry room and bright, open living spaces. Desirable features include a two-car attached garage, vaulted and high ceilings, hardwood floors and a spacious three-season porch. Additional windows and transoms, along with a beautiful triple bay window, bring abundant natural light throughout. Other upgrades include a gas fireplace, indirect lighting, updated kitchen with stainless steel appliances and granite counters, irrigation system and a new heat pump/AC condenser installed in 2025. Upstairs offers a spacious bedroom, Jack-and-Jill bath, open living area and flexible bonus space with a charming window seat. Flex spaces on both floors provide endless possibilities including short- or long-term multigenerational living. A large unfinished basement provides abundant storage. Ideally located on a peaceful location on a quiet street within the desirable Great Island 55+ community and just a short walk to the Overlook Clubhouse, exclusively for Great Island residents, with an indoor pool, fitness center, billiards, social spaces, bocce, tennis and pickleball. Residents also enjoy access to the Pinehills Stonebridge Club with an outdoor pool and additional amenities. With its exceptional condition, abundant natural light, desirable upgrades and flexible floor plan, this home offers a combination that is hard to find in Great Island. Quick closing available.

9 Canoe Lndg, Plymouth

$725,000

2 Beds ⋅ 3 Baths ⋅ 73561911 MLS

Tucked away on a quiet street. The location matches the street name. This Milton style floor plan is single family attached home located in the fabulous 55+ Great Island neighborhood in the award winning Pinehills. Distinguished dining room with crown molding and picture frame wainscoting sets the stage for casual meals with family or perhaps a more formal affair where the evening calls for dinner by candlelight. Gas fireplace in your adjacent living room could also add to the ambience of the dinner party. Living room with plenty of room for all on movie night. Delightful eat in kitchen with big window, beautiful kitchen cabinets and granite counter tops. First floor office/den, first floor laundry and first floor 1/2 bath. Primary ensuite with double vanity, soaking tub and step in shower with private loo. Second floor with ensuite guest bedroom and bath with large family room and enough space for additional office if needed. Overlook Clubhouse offers an indoor pool, tennis/pickle ball, water aerobics and more. Dedicated activity director.

6 Autumn Glen, Plymouth

$735,000

2 Beds ⋅ 2 Baths ⋅ 73530616 MLS

17 Valley Front, Plymouth

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