Plymouth Homes for Sale

Welcome to Plymouth, Connecticut – a hidden gem nestled in the heart of Litchfield County. Known for its rich history and picturesque landscapes, Plymouth offers a charming blend of small-town allure and modern conveniences. With its rolling hills, serene lakes, and lush greenery, this town is the perfect backdrop for those seeking a peaceful lifestyle while remaining close to the vibrant culture of nearby cities.

Plymouth is steeped in history, with landmarks that tell the tale of its origins dating back to the 1700s. Residents and visitors alike can explore the historic downtown area, which features quaint shops, delightful eateries, and community events that bring everyone together. The town is also home to several parks and recreational areas, perfect for outdoor enthusiasts who enjoy hiking, fishing, or simply soaking in the beauty of nature.

For those considering a move to Plymouth, you’ll be pleased to find a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern family homes, the real estate market here offers something for everyone. Each property is set against a backdrop of scenic views, providing a tranquil retreat from the hustle and bustle of city life.

With a strong sense of community, excellent schools, and easy access to major highways, Plymouth is an ideal place to settle down. Whether you’re a first-time homebuyer or looking to upgrade, the homes for sale in Plymouth promise not just a house, but a place to create lasting memories. Come discover the warmth and charm of Plymouth, where your dream home awaits!

Newest Plymouth Homes for Sale

$380,000

3 Beds ⋅ 2 Baths ⋅ 24216760 MLS

This colonial set in the heart of Terryville is the best of both worlds. Loads of charm, character and solid bones with the convenience and peace of mind of modern updates. This home was completely remodeled after a fire in 2022. This 3-bedroom, 2 full bath home features 1,344 square feet of living space and is set on a spacious 0.46-acre level lot. The eat in kitchen has quartz countertops, two tone cabinetry, backsplash, farmer's sink and a skylight. A three-season sunroom offers the perfect space to relax, work from home, or enjoy morning coffee year-round and leads out to a deck. Laundry is in the first-floor bath. Bedrooms are spacious and offer ample closet space. Primary bedroom has walk in closet with heat. The yard provides plenty of room for outdoor entertaining, gardening, or recreation. Gas heat. Rhino paint on the exterior. Roof 2022. Shed. Conveniently located close to local amenities, schools, shopping, and major commuter routes. You won't want to miss this one.

110 N Main St, Plymouth

$424,900

3 Beds ⋅ 2 Baths ⋅ 24218359 MLS

Tucked away on a quiet dead-end stretch of Washington Road, this 1997 Cape offers privacy, room to grow, and the chance to make it your own. An open floor plan connects the main living spaces, and the first floor includes two bedrooms, a full bath, and laundry in the mudroom for easy everyday living. Upstairs, an unfinished bonus room is ready for your vision, plus attic space. The unfinished walkout basement adds storage today and potential for tomorrow. Outside you'll find a big open yard, a horseshoe driveway, a covered porch, and an attached garage. Solar panels help with energy costs, and a pellet stove adds extra warmth. A new heating system will be installed by the seller prior to closing. The home needs some updating, making this a great opportunity to add value in a private Terryville setting. Coming Soon - showings begin November 13.

525 Washington Rd, Plymouth

$180,000

2 Beds ⋅ 2 Baths ⋅ 24217804 MLS

Welcome to 10 Lovely Street - Lakeside Community, Terryville! Looking for a comfortable, move-in-ready home in a welcoming 55+ community? Look no further! Welcome to 10 Lovely Street, located in the desirable Lakeside community, part of Sun Communities, in the Terryville section of Plymouth. This well-maintained mobile home offers a comfortable layout featuring two bedrooms and one full bathroom, plus the added convenience of a half bath in the primary bedroom. The home features an inviting eat-in kitchen, a separate dining area just off the kitchen, and a full-size washer and dryer conveniently located in the hallway. You'll also appreciate the large storage shed, providing plenty of extra room for your belongings. The home has double hung windows throughout and a convenient walk-in shower. Enjoy the lifestyle and convenience of Lakeside, a 55-and-older community. The monthly HOA/land lease fee of $640 includes water, sewer, trash pickup, property management, and access to off-site amenities. Buyer approval by Sun Communities is required. Whether you're downsizing, simplifying, or looking for a comfortable place to call home, this property is worth a look! Come see all that 10 Lovely Street has to offer. You won't be disappointed!

10 Lovely St, Plymouth

$289,900

3 Beds ⋅ 2 Baths ⋅ 24217649 MLS

Welcome to 5 Lakeview Road, a three-bedroom, 1.5-bath home set on 1.38 acres in Terryville with beach rights to beautiful Fall Mountain Lake. Offering over 1,600 square feet of living space, the home features hardwood floors, central air, and a spacious mudroom .Eat in Kitchen, a freshly painted deck provides a pleasant place to enjoy the property and its natural surroundings. The detached, oversized two-car garage offers abundant room for parking, storage, and hobbies, with an unfinished area above ready for your plans. A new roof adds further value to this property, which combines generous outdoor space, versatile potential, and access to lake recreation.

5 Lakeview Rd, Plymouth

$287,900

3 Beds ⋅ 2 Baths ⋅ 24217415 MLS

* SELLER REQUESTS ALL HIGHEST & BEST OFFERS BY 5:00 pm on MONDAY, NOVEMBER 2ND* Set off the beaten path yet conveniently close to everything, this classic Cape Cod home sits on a scenic 1.4-acre lot framed by breathtaking fall foliage. Family-owned since 1946, this property offers a rare opportunity to bring your vision and build sweat equity in a peaceful setting. Inside, you'll find a large living room and hardwood floors throughout. The kitchen overlooks a beautiful backyard, offering lovely views while cooking or dining. The layout includes 3 bedrooms plus a versatile main-floor room that can easily serve as a laundry room or family room. Upstairs, the spacious half bathroom is large enough to add a walk-in shower. Enjoy excellent storage and parking with two garages: one attached via a large breeze-way, and a second drive-under garage with direct basement access. Key updates include a newer roof, a well-maintained 2007 boiler (serviced yearly), and an indirect water heater. Roll up your sleeves and make this cherished home your own!

238 Allen St, Plymouth

$420,000

3 Beds ⋅ 3 Baths ⋅ 24217114 MLS

Meticulously maintained and thoughtfully upgraded, this 3-bedroom, 2.5-bath Colonial offers classic charm. Recent improvements include new central air, a new roof and a new shed, while a stand-alone generator adds peace of mind. A welcoming covered front porch provides the perfect spot for morning coffee. Inside, the sunlit living room features hardwood floors, a large picture window and a brick fireplace with a wood mantel. The kitchen offers abundant wood cabinetry, dark countertops, a mosaic tile backsplash, under-cabinet lighting and breakfast bar seating for casual meals. Storage is a standout, with two walk-in closets in the primary bedroom providing generous space for clothing and organization. The attached two-car garage and backyard shed offer additional room for tools, equipment and seasonal essentials. A lower-level recreation area provides flexible space for games, exercise or hobbies. Outside, a generous yard framed by mature trees creates an inviting setting for gardening, outdoor gatherings or relaxing. Pride of ownership shines throughout this welcoming Terryville home, blending comfortable living spaces, abundant storage and valuable upgrades inside and out.

20 Hickory St, Plymouth

$129,900

2 Beds ⋅ 1 Baths ⋅ 24215589 MLS

Welcome to this inviting 2-bedroom mobile home located in the desirable Lakeside Sun Communities. This 55+ Community home offers comfortable living with several updates, including an updated full bath, new flooring & carpets and the entire home has been freshly painted. Additional features include, A Large Sunroom, newer windows and appliances including a washer & dryer and a large storage shed outside. Enjoy year-round comfort with central air. Whether you're looking to downsize or enjoy a more manageable lifestyle, this home offers a wonderful opportunity to make it your own. Don't miss your chance to enjoy comfortable living in a 55+ Community! Lakeside Community Monthly HOA/Land Lease of $640 covers water, sewer, trash pickup and property management as well as offsite amenities. Buyer must be approved by Sun Communities.

17 Lovely St, Plymouth

$310,000

3 Beds ⋅ 2 Baths ⋅ 24215527 MLS

Peace of mind awaits with a fully updated, energy efficient HVAC, heating system, and central air components with humidity control, all under 5 years old! Full of charm and character, this early 1900s Colonial offers a welcoming blend of classic style and everyday comfort. Featuring 3 bedrooms and 2 full bathrooms, this inviting home offers a warm and comfortable atmosphere throughout. The kitchen features beautiful wood cabinetry and stainless steel appliances, creating a timeless look with modern appeal. Outside, enjoy a cute yard with space to relax, garden, or entertain. With its charming character and appealing features, this delightful Colonial is ready to welcome its next owner and offers a wonderful opportunity to make it your own.

28 Eagle St, Plymouth

$575,000

4 Beds ⋅ 2 Baths ⋅ 24209734 MLS

Welcome to 94 North Street, where Cape Cod charm meets the peaceful beauty of Plymouth. Freshly painted inside and out in 2026, this four bedroom home pairs character with thoughtful updates. Refinished main level hardwood floors lead to an inviting living room with a cozy fireplace, while the dining room opens to an eat in kitchen with self closing cabinetry, granite counters, and backsplash. A bright breezeway with high ceilings provides more room to gather, featuring new doors including a new sliding glass door and refreshed carpeting, connects to the attached two car garage. Two main level bedrooms and a full bath offer flexibility for guests or a home office. Upstairs, the primary bedroom and another bedroom feature hardwood floors, joined by an office and second full bath. A new roof and Harvey tilt in windows were installed in 2014, followed by a new well pump, well system and water softener in 2020. The unfinished basement offers storage, with new Bilco entrance stairs and Drylok painted walls in 2026. Outside, new 2026 lighting welcomes you to a 3.85 acre lot with expansive lawn, mature trees and exciting potential for gardens, recreation and outdoor living. Enjoy added privacy from land behind the property where no additional homes can be built, along with a direct pathway to the lake. Across from a school and near Plymouth Reservoir, this special setting blends tranquility with everyday convenience.

94 North St, Plymouth

$420,000

3 Beds ⋅ 3 Baths ⋅ 24214606 MLS

Space, character, and room to grow await at 31 Chestnut Street! This three-bedroom, two-and-a-half-bath home offers a generously sized kitchen, an oversized family room, and two wood-burning fireplaces that bring warmth and charm to the living spaces. Upstairs, a spacious primary bedroom and convenient second-floor laundry make everyday living easier. The recently updated, partially finished walkout basement offers flexible space for a lounge, home theater, recreation room, or office. An additional section is approximately 75% complete, with flooring remaining-an opportunity to expand the usable space and make it your own. A recently updated breezeway adds to the home's appeal. Enjoy outdoor gatherings or quiet mornings on the two-tier deck. Storage is plentiful, with space above the two-car garage and a separate basement storage area equipped with a sump pump. Solar panels are another notable feature. The neighborhood has a special history: the family who built the home still lives nearby, and neighborhood streets were named after the family's daughters. With a welcoming neighborhood atmosphere and convenient access to Terryville's local restaurants, this home offers a blend of comfort, space, and community.

31 Chestnut St, Plymouth

$300,000

4 Beds ⋅ 2 Baths ⋅ 24214292 MLS

Welcome home to the quiet cozy neighborhood of 16 Oak Street conveniantly located in Terryville! This is a single family home that includes an attached in-law suite with a total of 4 bedrooms and 2 bathrooms which equals to 1,473 square feet of living space with a full unfinished basement. The in-law suite is a 1 bedroom with a full kitchen, bathroom, and livingroom. It also has it's own seperate entrance for privacy and convenience. Perfect for multigenerational living or guests. The main house has 2 bedrooms with an office that has potential to be a third bedroom. This property has open comfortable living spaces and gets an abundance of natural light and a great breeze. Some highlights of the property include a detached garage and an inviting fully covered porch where you can sit and enjoy your coffee with a book or just enjoying the scenery and the abundant variety of birds. Other highlights include solar panels and a new roof that are both less than 4 years old, and the plumbing and water heater are less than 2 years old. Additionally, the main house has all new windows that are less than 5 years old, including the basement windows. The whole property excluding the garage has all new gutters. Outside enjoy a very spacious backyard perfect for gardening or entertainment. This property offers a wonderful combination of functionality, flexibility, and potential. Bring your imagination and see the many possibilities of 16 Oak Street!

16 Oak St, Plymouth

$399,900

3 Beds ⋅ 2 Baths ⋅ 24214179 MLS

Welcome home to this beautifully maintained, move-in-ready 3-bedroom, 2-full-bath Terryville home featuring modern updates, hardwood floors, and energy-conscious systems throughout. The light-filled main level boasts an open-concept kitchen with an island, dining area, separate formal dining room, full bath, and sliding doors leading to a wooden deck overlooking a private, wooded backyard. Upstairs offers three spacious bedrooms-including a primary suite with a walk-in closet-central air conditioning, and a full bath with heated flooring accessible from both the primary bedroom and hallway. Complete with a walk-out lower level featuring full-sized windows and patio access, a wood pellet stove that comfortably heats the whole house to save on oil, leased solar panels for reduced electric bills, private well water, and a roof/gutters replaced ~6 years ago, there is nothing left to do but move right in! Listing Agent is a licensed real estate professional in the State of Connecticut and has a financial/ownership interest in the subject property as the Owner/Seller.

34 Dorothy Ln, Plymouth

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Plymouth Homes for Sale

Newest Plymouth Homes for Sale

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