Downtown Real Estate

Welcome to Downtown Plymouth, Massachusetts, where history meets modern charm in a vibrant coastal community. Nestled along the scenic shores of Plymouth Harbor, this lively downtown area is a delightful blend of rich heritage and contemporary living, making it a sought-after destination for residents and visitors alike.

As one of the oldest towns in America, Plymouth boasts a storied past that is palpable in its cobblestone streets and historic landmarks. The iconic Plymouth Rock, a symbol of the Pilgrims' arrival in 1620, is just a stone's throw away, inviting you to explore the deep roots of American history. Stroll through the picturesque streets lined with quaint shops, art galleries, and cafés, where you can savor local delicacies and find unique treasures.

Downtown Plymouth also offers a vibrant cultural scene, featuring a variety of events throughout the year, including art festivals, farmers' markets, and live music performances. The waterfront is a hub of activity, with opportunities for boating, fishing, and enjoying stunning sunsets over the harbor.

For those seeking a blend of urban convenience and natural beauty, Downtown Plymouth is an ideal location. With a mix of charming historic homes and modern apartments, you'll find a range of housing options that cater to diverse lifestyles. Excellent schools, parks, and recreational facilities further enhance the appeal of this remarkable community.

Discover the allure of Downtown Plymouth, where every corner tells a story, and the spirit of New England comes alive. Whether you're looking to buy, sell, or simply explore, this enchanting area has something for everyone.

Newest Listings in Downtown

$1,566,000

73554586 MLS

Located at 4 Nook Rd, Plymouth, this sober house presents an opportunity to own a secure investment in a desirable location. Encompassing 3,631 square feet of living area, the residence, built in 1975, renovated in 2023-24, sits on a 27,841 sq. ft. lot. The sober house is MASH Certified for 24 beds, is leased on a pure triple net basis for 20 years, which commenced as of April 2023, with 2.5% annual increases, at a current rent of $140.991, which provides the investor a 9.00% yield. Perfect for a 1031 buyer. This property may also be purchased with 230 Summer St, which provides a buyer with an identical yield profile.

4 Nook Rd, Plymouth

$799,000

4 Beds ⋅ 2 Baths ⋅ 73551185 MLS

THIS TWO FAMILY IS A MUST SEE- SHOWS VERY WELL!!! THIS HOME HAS BEEN WELL CARED FOR, HEATING AND COOLING SYSTEMS ARE ONLY 6 YEARS OLD .+ PARKING FOR 6 CARS AND A LARGE WONDERFUL YARD FOR COOK-OUTS, UNHEARD OF FOR DOWNTOWN PLYMOUTH. MINUTES WALK TO HISTORIC DOWNTOWN, WATERFRONT AND LOCAL PARKS. WONDERFUL INVESTMENT!!!

210 Court St, Plymouth

$750,000

4 Beds ⋅ 2 Baths ⋅ 73549067 MLS

This updated duplex offers a rare opportunity for investors or owner-occupants looking for a move-in-ready property just minutes from downtown Plymouth. Both units feature updated kitchens and bathrooms with white shaker cabinets, stainless steel appliances, hardwood floors, and modern finishes throughout. The second unit spans two levels, providing additional living space and flexibility. Additional highlights include separate utilities, a newer heating system, in-unit laundry, large front porch, rear deck, private yard, and a paved driveway with ample off-street parking. Conveniently located near downtown Plymouth, the waterfront, restaurants, shopping, and Route 3. Whether you're looking to generate rental income or live in one unit while offsetting your mortgage with the other, this well-maintained property offers exceptional value in Plymouth's strong rental market.

36 Oak St, Plymouth

$850,000

5 Beds ⋅ 3 Baths ⋅ 73548983 MLS

Located in Plymouth's thriving downtown district this property presents an excellent investment opportunity or owner-occupied option. Ideally situated just minutes from Route 3, downtown Plymouth's restaurants and shops, Nelson Memorial Park, the waterfront, and numerous local attractions, the location offers strong tenant appeal. The units have been thoughtfully updated in recent years and feature modern kitchens and bathrooms, recessed lighting, spacious bedrooms, tiled showers, and refinished wide pine hardwood floors. A full basement provides on-site laundry and additional storage, while the private driveway offers ample off-street parking. The spacious yard and storage shed add valuable outdoor amenities, making this a highly desirable property for both tenants and owners alike.

211 Court St, Plymouth

$1,100,000

5 Beds ⋅ 3 Baths ⋅ 73543978 MLS

Large three-family property in downtown Plymouth offering a great opportunity for both investors and owner-occupants. Enjoy the charm of coastal living with unbeatable walkability and easy access to Route 3. Unit mix includes a one-bedroom, two-bedroom, and three-bedroom layout. The building features updated units with high ceilings, hardwood floors, tiled showers, and plenty of character throughout. Separate utilities for each unit. Additional highlights include off-street parking, yard space, updated decking, and shared laundry in the basement. Whether you’re looking to live in one unit and rent the other, or add to your investment portfolio, this property is a must-see in a location where properties rarely come to market.

5 Lothrop St, Plymouth

$859,900

2 Beds ⋅ 2 Baths ⋅ 73543189 MLS ⋅ ['Harbor View Condominium'] BLDG.

Downtown Plymouth ~ Experience elevated coastal living from this beautifully appointed top-floor condominium at the sought-after Harbor View Luxury Condominiums. This exceptional 2-bedroom, 2-bath residence offers sweeping views of Plymouth Harbor and an unbeatable downtown location. The open floor plan features a stunning kitchen with granite countertops, stainless steel appliances, quality cabinetry, and flows seamlessly into the dining area and spacious living room. Two gas fireplaces create warm, inviting living spaces, while dual private balconies provide the perfect setting to enjoy harbor views, colorful sunrises, and coastal breezes. Hardwood flooring, central air, and natural gas heat add comfort throughout. Additional highlights include two deeded off-street parking spaces, including one covered carport, plus a private detached storage shed. Ideally located just steps from the vibrant waterfront, renowned restaurants, boutique shops, marina, and historic attractions.

27 Howland Unit 7, Plymouth

$740,000

2 Beds ⋅ 2 Baths ⋅ 73537114 MLS

Downtown Plymouth duplex offering an excellent opportunity for investors or owner-occupants. Conveniently located near Plymouth Harbor, restaurants, shopping, parks, and Route 3, this property features two one-bedroom apartments with separate living spaces and strong rental potential. The first-floor unit offers a spacious layout with hardwood floors, a bright kitchen, and a unique double-sided brick fireplace that serves as a focal point between the living areas. The second-floor apartment provides a comfortable one-bedroom floor plan with hardwood flooring. Additional features include a walk-out basement, with ample storage space, generator hook-up, detached one-car garage, and off street parking bordered by mature landscaping. Whether you're looking to expand your portfolio, offset your mortgage with rental income, or own a multi-family property in one of Plymouth's most desirable locations, this property offers flexibility, character, and long-term potential

10 Samoset St, Plymouth

$550,000

2 Beds ⋅ 1 Baths ⋅ 73534429 MLS

This thoughtfully updated 2-bedroom, 1-bath Colonial, built in 1875 and fully renovated in 1992, blends historic charm with modern functionality just moments from Plymouth’s waterfront, restaurants, shops, breweries, and year-round entertainment. Inside, an inviting open layout makes everyday living and entertaining feel effortless, with the added peace of mind of a whole-house generator. Outside is where this property truly shines: a welcoming patio, a large workshop shed with electrical service, a separate garden/storage shed, and a yard with endless potential — whether you’re envisioning a workshop, an outdoor entertaining space, or exploring ADU options, the choice is yours. Enjoy being close enough to walk to everything downtown Plymouth has to offer, while still having your own private retreat. Please note: to eliminate any surprises, a portion of the main floor has ceiling heights of approximately 73–76 inches, true to the home’s 1875 origins and historic character.

17 Stafford St, Plymouth

$415,000

1 Beds ⋅ 1 Baths ⋅ 73525392 MLS ⋅ ['North Street Condominiums'] BLDG.

This charming garden floor condominium in the heart of downtown Plymouth is a delightful place to live and enjoy the endless activities this town has to offer! Walk to the waterfront and explore the many local restaurants, shops and an array of events; more than you could imagine! Recently renovated with a contemporary design and high-quality features. This open floor plan creates a living and dining space that leaves nothing more to be desired. One well-proportioned bedroom, as well as a full bath with in-unit washer and dryer for your convenience. Relax in the landscaped courtyard this summer. On site parking space available with plenty of public parking available for guests. A smart investment any way you look at it.

8-R North Street Unit 5A, Plymouth

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 73512792 MLS

Now offered at a lower price with even more recent updates! Historic charm meets modern improvements in a Downtown Plymouth location that’s hard to beat - just 0.2 miles from Main Street, in the heart of downtown. This distinctive home has been refreshed with refinished hardwood floors and an updated kitchen featuring quartz countertops, freshly painted cabinetry, a new gas range, new lighting, and an oversized island with seating. Additional exterior improvements include a new driveway, irrigation system, and fence. Original details include wide-plank floors, intricate trim, and multiple fireplaces. The flexible layout offers four bedrooms and 2.5 baths, including a first-floor primary suite with a full bathroom, a formal dining room, an executive office, first-floor laundry, and a bright living space with abundant natural light and a vaulted ceiling. Outside, enjoy a spacious brick patio, professional landscaping, a fenced-in yard, irrigation, and a new driveway providing off-street parking. A rare opportunity to own a beautifully updated historic home offering character, space, and exceptional walkability!

44 Russell St, Plymouth

$435,000

2 Beds ⋅ 1 Baths ⋅ 73500071 MLS ⋅ ['Stevens Field Condominiums'] BLDG.

Welcome to this perfect location for your year round home, vacation or short term rental with the exclusive/restricted use of the common area in the rear of the building. This 2nd floor pet friendly unit is filled with natural light and amazing views of Plymouth Bay. Hardwood floors run thru much of the home, adding beauty and charm. Two bedrooms and a full bath offer flexibility for family, guests or home office. The furnace is new. The attic and the first floor hallway give you additional living/storage space. The detached deeded garage would also make a great workshop. A wonderful yard with bay views creates relaxing outdoor living and entertaining. Assigned parking is left of the unit or park in front of the garage. Just steps to the waterfront, Stevens Field, a marina, yacht club and all of the cafes, restaurants, stores/sights in downtown Plymouth.

27-1/2 Fremont St Unit 2, Plymouth

$389,999

1 Beds ⋅ 1 Baths ⋅ 73490648 MLS ⋅ ['North Street Condomimiums'] BLDG.

This 661 square foot condominium in the heart of downtown Plymouth, features one bedroom and one bathroom. The home boasts a spacious and bright layout, with natural light streaming in through the scenic window. There is hardwood flooring throughout living space complemented by a neutral color palette. The open floor plan allows for a seamless flow between the living area and the kitchen, which is equipped with stainless steel appliances and granite countertops, providing ample storage and preparation space. The spacious bedroom offers a cozy retreat. Stepping outside, you'll find an outdoor space with mature landscaping and a gravel patio, perfect for enjoying the tranquil surroundings. Onsite parking available. Walk to the waterfront and explore many local restaurants, shops and an array of events; more than you could imagine! The beach and snack bar is a five minute drive. Unit 5B is for Sale! Make it a package deal..upstairs downstairs. A good investment any way you look at it!

8-R North Street Unit 5C, 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.