Pinehills Homes with Contemporary Style

Welcome to Pinehills, a vibrant community nestled in the picturesque town of Plymouth, Massachusetts. This charming region is renowned for its stunning natural landscapes and rich historical significance, making it a perfect place for those seeking a harmonious blend of modern living and classic New England charm.

Pinehills is a masterfully planned community that boasts an array of contemporary-style homes designed to meet the needs of today’s discerning buyers. These homes feature sleek lines, open floor plans, and abundant natural light, creating inviting spaces that are both functional and aesthetically pleasing. With a focus on sustainability and energy efficiency, many of these contemporary residences are equipped with the latest in eco-friendly technology, ensuring that comfort and environmental responsibility go hand in hand.

Residents of Pinehills enjoy a wealth of amenities, including scenic walking trails, lush parks, and vibrant community centers, fostering a strong sense of community and connection among neighbors. The area is also home to several top-notch golf courses, boutique shops, and delightful dining options, making it easy to savor the best of life in this beautiful region.

Located just a stone's throw from the historic Plymouth waterfront, Pinehills offers easy access to stunning beaches, cultural attractions, and outdoor recreational activities. Whether you’re exploring the rich history of Plymouth Rock or enjoying a leisurely day at the beach, Pinehills provides the perfect backdrop for an active and fulfilling lifestyle.

Discover your dream home in Pinehills, where contemporary design meets the timeless beauty of Massachusetts. Your ideal lifestyle awaits!

Newest Pinehills Homes with Contemporary Style

$1,999,000

3 Beds ⋅ 5 Baths ⋅ 73586984 MLS

FURNISHED! MacKenzie custom-built single-family home on double lot with views of Jones Pond (#8 hole) and walkable to the Village Green. Many unique features w/comforts galore. Three floors allow for everyday life, special guests and party time. Wood floors throughout and composite flooring on the finished lower level. Large windows throughout the home let's incredible light into every room. All white cabinets and appliances give the large chef's kitchen a clean sleek appeal. 2 large guest rooms with individual ensuites on the second level with a large loft gives you and your guests plenty of space to unwind. The main level is for enjoying your family and friends with a large living room and dining room adjacent. Plus, a cozy breakfast nook. Two dishwashers make any clean up easy. The primary bedroom with two walk-in closets allows for maximum comfort to the home's owners. The ensuite is magnificent with a large shower, soaker tub and double sinks. The washer and dryer are housed on the first floor for easy access. A Four-Season room allows for true chill time. The outside large deck is yours for grilling along with a built-in fire pit for stargazing nights, and cocktails. You'll hear the gentle tumble of the fountain on Jones Pond. The lower level has 2 large offices along with a billiards room. The main attraction in the lower level is a full bar with refrigerator, dishwasher and a large wine rack. Talk about Super Bowl parties- your home will be the place to be! Huge screen TV with plenty of seating for all is included. Lastly check out the utility room with racks that allows for incredible storage. You will fall in love with this house.

25 Painted Cottage, Plymouth

$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

$979,000

3 Beds ⋅ 4 Baths ⋅ 73586879 MLS

15 Mint Sprig, Plymouth

$1,045,000

3 Beds ⋅ 3 Baths ⋅ 73586641 MLS

Welcome to 28 Barnswallow, a stunning Bradford-style residence tucked away on a quiet, but convenient lot. Perfectly positioned near the Rye Tavern and the community amenities, this home strikes the ideal balance between design and comfort. When you step into the home you will instantly notice the freshly painted interior and the gleaming hardwood floors. From the foyer, you will notice a formal dining room to one side and a living area, which can also be used as a home office to the other side. At the back of the home, you will find a beautiful kitchen with walk in pantry that seamlessly flows to the family room with high ceilings, a fireplace, and the eat in dining area. Off the family room there is a large deck that overlooks the serene backyard with mature plantings. The primary suite finishes off the main level with a large walk in closet and full ensuite bath that has a soaking tub, separate shower, radiant heat, and large vanity. Upstairs you will find a large loft area and two well-appointed guest rooms, perfect for visitors. There is also a beautifully remodeled bathroom that will make guests feel right at home. The walk out lower level can easily be finished for those who are looking for more space. You will be impressed by the beautifully manicured grounds, custom landscape lighting, generator, and solar panels, which are owned by the seller and allows you to enjoy significant utility savings. Life at The Pinehills feels like a getaway, where days are defined by rounds of golf, tennis, afternoons at the Stonebridge Club, and dinners at the Village Green. Visit today and envision the life you imagined in this home.

28 Barnswallow, Plymouth

$795,000

2 Beds ⋅ 2 Baths ⋅ 73586237 MLS

Simply Fabulous "Franklin" floor plan located in the award winning Pinehills master planned community in the Del Webb 55+ Great Island neighborhood. Enjoy the breeze from your EXCEPTIONAL custom screened porch with wooded views. Truly one-of-a-kind and will soon be your favorite place to be. The Franklin floor plan is very popular because of its ideal first floor living. Primary bath with gorgeous tiled shower, double vanity and large walk in closet. Primary bedroom with tray ceiling and lovely wooded view. Second bedroom and bath on the main level. Extended cabinetry in your kitchen with granite counter tops and delightful breakfast nook with bay window and views of mother nature. Walk out finished lower level with large bonus room and office space. There is a second layer of outdoor living - the deck - with stairs that take you down to your back yard. The Overlook Clubhouse has a dedicated activity director, indoor pool, tennis.

14 Horizon, Plymouth

$1,550,000

3 Beds ⋅ 4 Baths ⋅ 73585868 MLS

This beautiful one-of-a-kind Toll Brothers "Bedford" style home in The Pinehills has an open concept living floorplan. The features include a dramatic living room with 22-foot walls of glass windows to view the great outdoors. This home has full solar with back up battery for solar panels. EV charger ready in garage. Lutron power shades throughout. Expanded deck, extra-large garage, 4 full bathrooms. Hardwood flooring. Gourmet Kitchen with JennAir appliances and custom cabinets with glass encasements to the ceiling, quartz countertops with a sizeable center island. Retreat to the first-floor primary suite with spa-like shower, double sinks, large walk-in closet and views of the woods. Additional guest bedroom and full bath located on the first floor, office with custom bookshelves. A separate dining room to entertain your guests. Upstairs has room for everyone to enjoy with large great room with vista views of trees and sunsets, another guest bedroom and an additional full bath. A bonus room for crafting/or a quiet study. A finished lower level with an exercise room, full bath and a game room/entertainment space to enjoy a movie with room darkening shades or play a game at the card table, enjoy a cocktail at the bar that opens up to the patio in the private back yard. The HOA includes lawn mowing, a neighborhood clubhouse with a kitchenette, function room, game room and exercise room with outdoor pool. The HOA includes Stonebridge Club: pool, tennis, function and exercise rooms and an abundance of clubs.

17 Kestrel Heights, Plymouth

$785,000

2 Beds ⋅ 2 Baths ⋅ 73585216 MLS

Immaculately maintained Vanderbilt in The Pinehills Great Island 55+ neighborhood. Hardwood floors and new carpeting, newly remodeled guest bathroom, office with glass doors, living room / dining room combination with wainscoting, family room with gas fireplace, a kitchen with stainless steel appliances and an eating nook leading out to sliders to a large composite deck. Primary suite on first floor with an ensuite with a double vanity, shower, and soaking tub, plus large walk-in closet. Guest Bedroom and a full bath. This home has amazing sunlight and Single-story living. Unfinished walk out lower level for storage or additional future space to expand home. Trex deck and steps leading down to the back and side yard. The HOA includes, indoor pool, outdoor pool, exercise rooms, tennis courts, pickle ball courts, bocce, activities director, numerous clubs to join, lawn mowing, snow removal. Enjoy the lifestyle!

10 Great Pointe, Plymouth

$1,175,000

2 Beds ⋅ 3 Baths ⋅ 73583962 MLS

One of the unexpected things about this home is the finished lower level. It is incredible. Thoughtfully designed for the sports minded. The position of the T.V.'s allows maximum enjoyment to watch a variety of sports at the same time. - One T.V. with sectional seating and the other with a wine fridge and pub table. Dedicated craft room that allows you to quickly tidy up simply by closing the barn doors. Plenty of room for additional sleeping quarters. Large bathroom with sink cabinet and storage console from Restoration Hardware. Plenty of room to add a towel warmer. Upstairs starts with a 10 foot foyer with double tray ceiling and double crown molding. It is the popular Bay Hill floor plan in The Pinehills. Front of the house has a main floor bedroom and separate bathroom - laundry across the hall. Private first floor office. Kitchen, family room and dining area seamlessly flow together. It is the perfect open floor plan. Windows on either side of the fireplace and sliding glass doors and bank of windows capture all the natural light and views of mother nature that add to the tranquility. Board and Batton and Beadboard accent walls along with the Joanna Gaines shiplap wall paper creates the modern farm house feel effortlessly. Primary bedroom retreat has beadboard feature wall, tray ceiling, amazing walk in closet, double vanity, soaking tub and step in tiled shower. It is hard to describe all the layers of design and detail that brings this home to life. It needs to be experienced.

11 Saddleback, Plymouth

$1,160,000

3 Beds ⋅ 3 Baths ⋅ 73583726 MLS

This TRADITION style floor plan by Toll Brothers is MOVE-READY located in the highly sought after and desirable Vista Point neighborhood, at the Pinehills. Ideal first floor living complete with two first floor bedrooms, first floor office, dining room, breakfast nook and screened porch and deck. The well-appointed kitchen includes upgraded white cabinetry, a huge center island with additional storage, granite counters and three beautiful pendant lights. Pantry and pull-out drawers. You are going to love cooking in this kitchen with the Thermador 5 burner counter top range and Thermador refrigerator. One reason that the open floor plan is so desirable is because in this one you get to spend time in your kitchen with the backdrop of the cozy fireplace. The breakfast nook has the morning light and opens to your layer of outdoor living which includes a fire pit. The primary bedroom with tray ceiling, crown molding, large walk-in closet with closet system. Primary bath has two separate sink areas vs a double vanity. Two new showerheads in your large luxury shower w/seat. The 2nd floor includes a spacious loft, 3rd bedroom, bath and plenty of closets. Morning sun off the back deck and sunsets from your front porch. Extended two car garage. Brand new water heater. HOA includes mowing/landscaping and snow removal. Will this be the year that you turn in your snow shovel? And if that isn't enough there is approximately 2,000 sq. ft. unfinished walkout basement, offering substantial storage and future finished-space potential. Whole house water filtration system by Spring Well. The Vista Point neighborhood has its own clubhouse with pool, gym, great room and more. The Stonebridge Club with clay tennis courts, outdoor pool with lap swimming is also included in the HOA. Can close quickly.

14 Snapping Bow, Plymouth

$1,749,000

3 Beds ⋅ 4 Baths ⋅ 73583674 MLS

Spectacular custom Whitman home overlooking the Jones course in The Pinehills. Highly desired location within walking distance to Stonebridge Club, tennis, pool, Village Green, The Market, and post office, this exceptional home offers sophisticated living across three beautifully finished levels, including a walk-out lower level to the private rear yard. Newly remodeled and never occupied, the home showcases exceptional craftsmanship and thoughtful design throughout. The dream kitchen features quartz countertops, custom cabinetry, a 48” Wolf induction range, Fisher & Paykel dishwasher drawers, Rohl faucet, Shaws enamel double sink, and an enormous center island designed for entertaining. The first floor features an inviting foyer, sun-filled great room with a new high-end gas fireplace, custom built-ins, dramatic V-groove ceiling details, and a wall of windows overlooking the landscaped yard and 13th hole of the Jones Course. The generous primary suite offers two walk-in closets with custom built-ins and an elegant bath with separate shower and soaking tub. A formal dining room with custom V-groove tray ceiling, powder room, and newly remodeled laundry and mudroom complete the main level. Upstairs are two spacious guest bedrooms, a full bath, and a versatile loft. The finished lower level offers exceptional flexibility, with a home office or additional guest accommodations, plus an impressive bonus room featuring a new kitchenette and full bath with washer/dryer hookups—ideal for extended family, guests, or a private retreat. Two-car garage includes a private staircase providing direct access to the lower level. Additional highlights include a whole-home generator and a gardener’s dream outdoor setting, with an enchanting private patio creating a secluded space for relaxing and entertaining surrounded by nature. Beautifully renovated, exceptionally appointed, and ideally positioned within The Pinehills—this is a truly special home.

48 Great Kame, 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

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