Plymouth Homes with Shingle Style

Welcome to Plymouth, Massachusetts, a charming coastal town steeped in history and natural beauty. Nestled in Plymouth County, this picturesque city is famously known as the site of the first Thanksgiving and offers a delightful blend of rich cultural heritage and modern amenities. With its stunning waterfront views, vibrant downtown, and a plethora of parks, Plymouth is a haven for those seeking a tranquil yet engaging lifestyle.

One of the most enchanting features of Plymouth is its diverse architectural landscape, particularly the captivating Shingle Style homes that grace its neighborhoods. Characterized by their distinctive wooden shingles, these homes exude a timeless elegance and a warm, inviting atmosphere. The Shingle Style, which emerged in the late 19th century, is celebrated for its ability to harmonize with the natural surroundings, making it a perfect fit for Plymouth's scenic coastline and lush landscapes.

These homes often feature open floor plans, expansive porches, and intricate detailing, providing both comfort and style. Living in a Shingle Style home in Plymouth means embracing a lifestyle that values both history and modern living. Imagine sipping your morning coffee on a sun-drenched porch while taking in the serene views of the ocean or enjoying a leisurely stroll through the historic district, where every corner tells a story.

Plymouth is not just a place to live; it's a community where families grow, friendships flourish, and memories are made. With its rich history, stunning architecture, and vibrant community life, Plymouth, MA, is a truly special place to call home. Come explore the charm of Shingle Style homes and discover why Plymouth is the perfect backdrop for your next chapter.

Newest Plymouth Homes with Shingle Style

$595,000

4 Beds ⋅ 2 Baths ⋅ 73571769 MLS

Prime location! Just minutes from downtown Plymouth's shops, restaurants and historic waterfront, this is in-town living at its best. Close to dinner out, morning coffee, and the harbor, with the privacy of your own wooded quarter-acre retreat waiting at home.This 1900 New England farmhouse has great bones and even better potential. Original details like wide-plank wood flooring and custom built-ins add timeless character you won't find in new construction. Four bedrooms, including a generously sized primary, and 1.5 baths give you room to spread out, and a few cosmetic updates are all that stand between this home and the one you've been pinning for months. The kitchen has already been updated, cedar-lined closets add vintage charm, and the spacious first-floor bedroom and bathroom means single-level living is entirely possible making this the perfect canvas for your finishing touches. Outside, enjoy the newer composite deck, built by the current owners for effortless outdoor entertaining. Whether you're a first-time buyer ready to make a house your own or a downsizer looking to trade square footage for a prime location and charm, this is your chance to put your personal stamp on a home in one of Plymouth's most sought-after in-town locations.

77 South St, Plymouth

$1,970,000

5 Beds ⋅ 4 Baths ⋅ 73563892 MLS

Back on due to buyer's financing...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

$999,000

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

New construction-foundation in and ready to go. Perfect family home with spacious open design 1st floor and 4 bedrooms 2nd floor. Relax in the private wooded setting of your newly built home by Premier South Shore Builder Eric Pontiff at Redbrook's newest 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. Choose some upgrades -$10,000 Options Credit when you sign P&S by August 31.

18 Preservation Way, 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

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.