Pinehills Real Estate

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Newest Listings in Pinehills

$967,850

3 Beds ⋅ 3 Baths ⋅ 73567108 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, 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.

98 Aurora Sky Unit 98, Plymouth

$838,230

2 Beds ⋅ 2 Baths ⋅ 73567101 MLS ⋅ ['Outlook East At The Pinehills'] BLDG.

PINEHILLS --- WELCOME TO THE GREEN CO.'S NEWEST 55+ NEIGHBORHOOD AURORA SKY ! NEW FRESCO 6 currently under construction. READY FOR AN EARLY WINTER 2027 CLOSING! $90,000 of selected upgrades applied at no cost to buyer. Located high on the Ridge with a wooded view and partial ocean view from your extended deck, the award-winning Fresco 6 home will not disappoint. This 2-bedroom, 2 full bath condominium boasts a spacious floor plan, private courtyard and an extended back deck. The primary bedroom is located on the first floor with primary bath and walk in closet. A guest bedroom and full bath is perfect for visitors or can be used for a home office. Enjoy the luxury of new construction and condominium living including all the Pinehills amenities as well heated pool and gas firepit gathering space for Aurora Sky residents only. Selections have been made by our award winning design team!

96 Aurora Sky Unit 96, 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

$689,000

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

$769,000

2 Beds ⋅ 2 Baths ⋅ 73566149 MLS ⋅ ['Chadwick Corner'] BLDG.

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 and newly remodeled kitchen has upgraded cabinets with crown molding, under cabinet lighting, a center island, hardwood floor, upgraded appliances, granite countertops, and tile backsplash, all overlooking the private courtyard. The adjacent dining area is perfect for entertaining guests. Gracious living room has an upgraded gas fireplace and hardwood flooring. Primary suite has cathedral ceiling and custom closet, + double vanity bath with large, seamless glass door tiled shower. Study with custom built-ins looks out onto front porch. Second bedroom + bath, separate laundry area/mudroom and 2 car garage round out this wonderful home. New carpeting for both primary and guest bedroom. Amenities include pool, exercise, Stonebridge club, tennis and an abundance of clubs to join.One level living at its finest.

9 Dorset Lane Unit 9, Plymouth

$739,900

2 Beds ⋅ 3 Baths ⋅ 73565766 MLS

Beautiful "Binnacle" floor plan in the Boatwright's Loop neighborhood in the awarding winning Pinehills. "Boatright" (often spelled "Boatwright") is an English occupational surname and noun that means a boat builder or ship’s carpenter; pretty cool name for a street in Plymouth! The design element captures the coastal vibe of Plymouth perfectly. The design also captures every square inch of living space for when the college kids are home for the summer. Expands perfectly while you are enjoying each others company. 3 floors of living space. Main floor - open airy concept of OPEN floor plan w/a zig zag wall of glass allowing the light to stream in. Same main floor - has primary suite AND laundry all in the same area. Laundry becomes a breeze. Second floor has ideal set up with 2nd bedroom and bath w/bonus loft area! Large bonus room in the finished lower level. For summertime entertainment - take in the night air with the shops and entertainment in the Village Green.

53 Boatwrights Loop, Plymouth

$875,000

3 Beds ⋅ 4 Baths ⋅ 73564921 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. New hardwood flooring. The open-concept dining and living areas feature cathedral ceilings, walls of glass, gas fireplace, and a slider leading to the deck, creating a seamless connection to the outdoors. The study, a cozy retreat, features a gas fireplace and custom built-in shelving. The first-floor primary suite, with its cathedral ceiling, provides a private oasis with generous closet space and a well-appointed bathroom separate shower and bathtub & a private garden. Upstairs, a large loft space offers flexibility, w/ guest bed + bath. Lower level with a bonus room/family room, guest bedroom with ensuite and an entertainment bar area. A professionally landscaped, secluded courtyard leads you to the door and an expansive outdoor deck to enjoy in this truly ready-to-move-in home. HOA includes 2 pools, pickleball courts, function rooms, quaint mail house and The Stonebridge club with exercise, tennis, pools and many clubs.

5 Alice Mullens Way Unit 5, Plymouth

$899,000

2 Beds ⋅ 4 Baths ⋅ 73564920 MLS ⋅ ["Winslowe's View"] BLDG.

Picture perfect golfview "T " style 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. Incredible end unit with gorgeous outdoor living and extended deck. The open-concept dining and living areas feature cathedral ceilings, wall of glass, and a slider leading to the deck, creating a seamless connection to the outdoors. The kitchen has a skylight with a fireplace, dining area and slider leading to a courtyard. The first-floor primary suite, with its cathedral ceiling, provides a private oasis with generous closet space and a well-appointed bathroom with separate shower & tub. Upstairs, a large loft space offers flexibility, w/ guest bed + bath. Lower level has a large living area and full bath with access to the outside. Professionally landscaped, secluded courtyard and steps leading to the backyard area, new windows, sliders & trim. NEW HVAC. The community has two outdoor pools, clubhouse, pickle ball courts, & Stonebridge Club with tennis courts, exercise, function room and many clubs and activities.

12 Kates Glen Unit 12, Plymouth

$739,000

2 Beds ⋅ 3 Baths ⋅ 73563701 MLS

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 hear the birds and feel the breezes that are part of the wonderful summer season. Primary bedroom with custom closet and beautifully appointed primary bath. Second floor has an incredible loft space with two sky lights! Spacious second bedroom and separate bath (with a deep tub) 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.

4 Hawthorne, Plymouth

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 73562389 MLS

Two story, picture perfect "Bridleridge" style home in the sought-after Vista Point community in The Pinehills. This home captivates you both inside and out. Enter through the dramatic two-story foyer. There is a front office, a guest bedroom, a full bath & laundry room, all tastefully appointed. Beautifully designed kitchen w/custom cabinets, large island, stove top hood vented to outside and tiled backsplash, nook with slider to the spectacular outdoors w/extended deck and patio with a built-in firepit. A two-story living room has plenty of space for extended family gatherings around the floor to ceiling fireplace & opens to the dining room. The primary bedroom has 2 walk-in closets & a large primary bathroom. The second story has a generous sized family room w/ full bath, guest bedroom & exercise room. A walkout unfinished basement has a workshop & a slider to backyard. This home has it all! The neighborhood HOA includes lawn mowing, snow and trash removal, a club house with an exercise facility, function rooms, outdoor pool, firepit and bocce.

70 Woody Nook, Plymouth

$747,000

2 Beds ⋅ 3 Baths ⋅ 73562184 MLS

Pickleball? Pinehills Village Green? Downtown Plymouth waterfront? Make yourself a coffee in your sunny and white kitchen, then head to the three-season porch to check the weather and plan your day. Living in the Great Island (55+) neighborhood of The Pinehills means options like these are just the beginning. You’ll feel right at home in this beautiful, move-in-ready “Milton” style home, filled with natural light and warmth. Impeccably maintained by the original owner, it offers a two-car garage and many upgraded features that set it apart: extra windows throughout, including transoms and a bay window, high ceilings, hardwood floors, an updated kitchen with stainless steel appliances, a laundry room with pedestals, irrigation, an upstairs flex space with a window seat, and a new heat pump/AC condenser (2025). The open floor plan offers one-level living with a first-floor ensuite primary, plus a spacious second level with a bedroom, Jack-and-Jill bath, open living space, and a bonus area suited to a variety of uses. A first-floor den/office adds even more flexibility. There is plenty of room for family and friends! The large open dining room is perfect for holidays or welcoming new neighbors over for dinner. Set on a quiet street in an excellent location with a wooded back yard, it’s just a quick walk to the Overlook Clubhouse, with amenities including an indoor pool, gym, billiards, social spaces, bocce, tennis, and pickleball. Come see this home for yourself — and discover why the Great Island community is so popular.

9 Canoe Lndg, Plymouth

$825,000

3 Beds ⋅ 3 Baths ⋅ 73562183 MLS

Welcome to Great Island, the 55+ Del Webb neighborhood located in the award winning Pinehills. If one of your favorite things to do is to host family gatherings this might be the perfect floor plan for you. The Newhall style floor plan has an incredible, separate, dining room with bay window, that EASILY seats 8 guests. And that is just the beginning of all that is wonderful about this floor plan. First floor office/den has french doors and is tucked around the corner from the main living area. Which - if you work from home could be a good thing as it creates a little separation. Guest suite on the first floor almost has its own wing and feels very private. Primary suite has a deep tray ceiling and the primary bath has double vanity, soaking tub, step in shower and walk in closet. Eat in kitchen has plenty of counter space for your favorite kitchen gadgets. Kitchen overlooks the living room with fireplace which overlooks the screened porch. This screened porch feels a little bit like a treehouse with the surrounding natural beauty and private setting. Second floor includes enclosed loft, second bedroom, bath and big closets. Everyone has their own space. If you find you need a little more room there is an unfinished walk out basement with roughed in plumbing. New AC 2022. Central vaccuum system. Located minutes from the Amazing Overlook Clubhouse with indoor swimming pool, tennis and pickle ball, craft rooms, card rooms and full time activities director. Stonebridge Club has the outdoor swimming pool and clay tennis courts.

22 Cross Wind, Plymouth

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board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .