Plymouth Homes with Shingle Style

Welcome to Plymouth, Massachusetts—a charming coastal town that beautifully marries rich history with modern living. Known as “America’s Hometown,” Plymouth is steeped in the legacy of the Pilgrims, featuring iconic landmarks such as Plymouth Rock and the Mayflower II. Nestled along the stunning shores of Cape Cod Bay, this picturesque town offers a vibrant waterfront, lush parks, and a thriving downtown area filled with delightful shops, restaurants, and cultural attractions.

Plymouth is not only a haven for history buffs but also a fantastic place for families, retirees, and anyone seeking a serene lifestyle with easy access to urban amenities. With excellent schools, a strong sense of community, and a variety of recreational activities, Plymouth is a perfect place to call home.

One of the architectural gems of Plymouth is its collection of Shingle Style homes. This distinctive style, characterized by its use of wood shingles and asymmetrical shapes, exudes charm and character. These homes often feature expansive porches, large windows, and intricate detailing, seamlessly blending with the natural landscape. The Shingle Style is not just about aesthetics; it reflects the coastal lifestyle of Plymouth, where residents enjoy the gentle sea breeze and scenic views.

Whether you’re strolling along the historic waterfront, exploring the lush trails of Myles Standish State Forest, or enjoying a day at the beach, Plymouth offers a vibrant lifestyle enriched by its history and community spirit. Discover your dream Shingle Style home in this enchanting town and experience the unique blend of past and present that makes Plymouth truly special.

Newest Plymouth Homes with Shingle Style

$1,970,000

5 Beds ⋅ 4 Baths ⋅ 73563892 MLS

Gracefully poised along coveted Warren Avenue, this exquisitely renovated 1900 Queen Anne Shingle Style residence offers a rare blend of historic character and modern luxury—just moments from Plymouth Harbor, Long Beach, and all that downtown has to offer. Enjoy seasonal ocean and harbor views from the expansive front porch—perfectly suited for morning coffee or evening unwinding. Lovingly redesigned starting in 2023, the home was reimagined with the collaborations of Home Design Studio and Knox Interior; thoughtfully transforming its flow for modern living while preserving the architectural integrity and distinctive character of its origins. Rich in detail and exceptional craftsmanship, the residence spans over 4,600 square feet and features five bedrooms and four full baths, including two ensuite primary retreats—offering remarkable flexibility for multigenerational living, extended family, or hosting with ease. Sunlight streams through the home, illuminating custom millwork, built-ins, and carefully curated finishes throughout. At the heart of the home, the bespoke kitchen balances beautiful design with exceptional functionality, creating a natural gathering place for both everyday living and memorable entertaining. A first-floor bedroom blends seamlessly into the four season room, complemented by a full bath providing additional living flexibility, while the second floor primary suite is a sanctuary unto itself—an exquisitely appointed private oasis. The expansive Ipe deck becomes a natural extension of the home, thoughtfully arranged for outdoor living and entertaining with a spa, generous sectional seating, dining area, grilling space, and pergola. Sliding doors and additional access from the home create an effortless connection between indoors and out, while steps lead to the surrounding professionally kept grounds. A home where every detail has been intentional - offering timeless elegance, modern comfort, and the unmistakable character of quintessential New England coastal living. Be sure to watch the lifestyle video

65 Warren Ave, Plymouth

$1,023,000

2 Beds ⋅ 2 Baths ⋅ 73560561 MLS ⋅ ['Davis Manor'] BLDG.

Welcome to Davis Manor, one of Plymouth's premier 55+ luxury communities, ideally located where Plymouth Harbor meets the heart of historic Downtown Plymouth. Designed for those who embrace an active, social, and maintenance-free lifestyle, residents enjoy exceptional amenities including a beautifully appointed community room, fitness center, outdoor fire pit, elevator access, and professionally landscaped grounds—all just steps from waterfront dining, boutique shopping, the marina, live entertainment, and the rich history and charm that make Plymouth such a sought-after destination.This exceptional corner end-unit offers 1,744 sq. ft. of thoughtfully designed single-level living with beautiful harbor and ocean views. One of the community's most desirable floor plans, it is among the only residences featuring **two private patios**—one off the fireplaced living room and a second accessed from the spacious primary suite—creating seamless indoor-outdoor living. Oversized windows fill the open-concept floor plan with natural light, highlighting 9-foot ceilings, hardwood flooring, quartz countertops, stainless steel appliances, and upscale finishes throughout. Additional highlights include two deeded garage parking spaces with private storage. Whether enjoying coffee while watching boats in the harbor, gathering with neighbors around the fire pit, staying active in the fitness center, or strolling into downtown Plymouth for dinner and events, Davis Manor offers an unmatched blend of luxury, convenience, and vibrant coastal living.

134 Court St Unit 2, Plymouth

$889,900

4 Beds ⋅ 3 Baths ⋅ 73557805 MLS

Construction has begun on this Spruce floor plan offering the perfect family home with spacious open design 1st floor and 4 bedrooms 2nd floor. Relax in the private wooded setting of your Campbell Smith designed home built by Premier South Shore Builder at Redbrook's new neighborhood The Preserve on the Agawam. Our homes combine traditional New England style with contemporary living offering classic lines, open floor plans & superior quality for easy living. Enjoy all the amenities of new construction with kitchen/dining area open to living room w/gas fireplace, large mudroom w/separate entry. Step outside to the pet friendly walking trails along scenic cranberry bogs or walk to the Village Green to the YMCA . Nearby schools, beaches, ponds, golf. Easy access to Rte 3 & the Cape. Reserve this home currently under construction now and design the interior, numerous choices to fit your lifestyle. $10,000 Options Credit when you sign P&S by August 31.

18 Preservation Way, Plymouth

$330,000

2 Beds ⋅ 2 Baths ⋅ 73554957 MLS ⋅ ['The Groves'] BLDG.

First floor condo located at Summer Hill. This unit has been completely and beautifully remodeled throughout~ Vinyl plank flooring throughout~Updated bathrooms with quartz counters~Kitchen offers quartz counters, cabinets, ss appliances including a fridge, dishwasher, microwave and stove~ Central air~Large master bedroom with half bath~Washer and dryer in unit~Custom closet built ins~Move right in and enjoy. Deeded parking close to unit. Great location-located minutes from shopping, freeway access, downtown, beaches and commuter rail!!

3 Marc Dr Unit 3C-4, Plymouth

$989,000

3 Beds ⋅ 4 Baths ⋅ 73554084 MLS ⋅ ["Winslowe's View"] BLDG.

Stunning golf views from this popular "C" model home in Winslowe's View at The Pinehills. This home is extra special with 2 private outdoor areas to enjoy. Tastefully done with hardwood floors, cathedral ceilings, built-ins, 2 gas fireplaces, formal dining room and a spectacular space for an office right off the foyer. Lovely dine-in kitchen with counter stovetop, wall oven, built in desk in kitchen nook and slider to lovely and relaxing screened porch and deck with access to patio overlooking sunny golf course. First floor primary suite with walk-in closets, ensuite with double vanities, soaking tub and shower. Grand staircase from the foyer to second floor with a guest bedroom and an office with a closet and full bath. Walk-out lower level complete with entertainment in mind; a bonus room has sliders with access to exterior. Bedroom or crafting/exercise room & full bath. Located within walking distance to pool & pickleball courts & all the amenities of Winslow's View & Stonebridge Club.

17 Ludlow Trail Unit 17, Plymouth

$2,700,000

4 Beds ⋅ 3 Baths ⋅ 73527399 MLS

Set at the end of a private dead-end road in Plymouth, 141 Stage Point Road offers a rare coastal setting with privacy, scale, and water views on both sides. Sited on nearly two acres, the property enjoys ocean views to the front and a peaceful pond backdrop to the rear, with a wraparound porch, inground pool, basketball court, landscaped grounds, and generous outdoor space. Inside, the 25x25 great room captures the ocean view through a full wall of sliding glass doors and is anchored by a stone fireplace. The first floor also includes a spacious kitchen, dining room, family room, and a large ocean-facing room with potential for a future first-floor primary suite or flexible living space. Upstairs are four bedrooms and two full baths. A partially finished lower level adds additional space for recreation, office, media, or overflow. Detached heated three-car garage, whole-house generator, central heat, central air, private well and septic. Title V passed. NEW septic ( 2026)

141 Stage Point Rd, Plymouth

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