Plymouth Homes for Sale

Welcome to Plymouth, a charming town nestled in Litchfield County, Connecticut. Plymouth offers a perfect blend of small-town charm and modern conveniences, making it an ideal place to call home.

With a rich history dating back to the 18th century, Plymouth boasts a variety of architectural styles, from historic colonial homes to modern new constructions. Whether you're looking for a cozy cottage or a spacious family home, Plymouth has something to offer for every taste and budget.

The real estate market in Plymouth is thriving, with a diverse range of homes for sale to suit every need. From quaint single-family homes to luxury estates, there is something for everyone in this picturesque town. With easy access to major highways and close proximity to shopping, dining, and outdoor recreational activities, Plymouth offers the perfect balance of convenience and tranquility.

Whether you're a first-time homebuyer or looking to upgrade to your dream home, Plymouth has something for everyone. Come explore the homes for sale in Plymouth and discover why this town is a hidden gem in Litchfield County.

Newest Plymouth Homes for Sale

$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

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 to 16 Oak Street in Terryville! This inviting 4 bedroom, 2 bathroom home offers 1,473 square feet of living space with the added versatility of attached in-law accommodations featuring a full kitchen and separate private entrance! Perfect for extended family, multigenerational living, or guests, this flexible layout offers additional privacy and convenience. Inside, you'll find comfortable living spaces filled with natural light, attractive flooring, and plenty of opportunity to make the home your own. The main kitchen offers ample cabinetry and counter space, while the home's versatile layout provides options to accommodate a variety of needs. Additional highlights include solar panels, a newer roof, a welcoming covered front porch, and a detached garage offering convenient parking and storage. Outside, enjoy a spacious, level backyard with plenty of room for entertaining, gardening, or outdoor activities. Conveniently located in Terryville with public water and sewer, this property offers a wonderful combination of functionality, flexibility, and potential. Bring your ideas and discover all that 16 Oak Street has to offer!

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

$359,900

3 Beds ⋅ 2 Baths ⋅ 24212332 MLS

Welcome to 259 Main Street in Plymouth! Newly remodeled throughout, this 3 bedroom, 2 full bathroom home offers fresh finishes and beautiful updates. The kitchen features quartz countertops, vaulted ceilings, and skylights that fill the space with natural light, creating an inviting setting for cooking and entertaining. A new roof, new siding, and new windows enhance the home's curb appeal and complement the interior renovations. Schedule your private showing today!

259 Main St, Plymouth

$235,000

3 Beds ⋅ 2 Baths ⋅ 24211752 MLS

Wonderful opportunity to own a charming 3-bedroom, 1.5-bathroom Cape and make it your own! The spacious kitchen offers ample cabinet and counter space and flows seamlessly into a large family room, creating a comfortable space for everyday living and entertaining. A main-level primary bedroom with a generous closet is conveniently located near the charming full bath, providing a comfortable retreat at the end of the day. Two additional well-sized bedrooms offer plenty of space for family, guests, or a home office. The lower level provides excellent storage and utility space, while the detached 2-car garage features an extended storage area that is ideal for a workshop, hobbies, equipment, or additional storage. The property is conveniently located near everyday necessities, shopping, dining, and commuter routes, making it an ideal location for those looking for both convenience and opportunity. Sold as-is, this home is ready for its next owner to bring their vision, make updates, and create something special.

642 Greystone Rd, Plymouth

$629,000

4 Beds ⋅ 3 Baths ⋅ 24212712 MLS

Welcome to 21 Laurel Drive, a new construction colonial offering approximately 2,200 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms, set on a .54-acre lot. Designed for today's lifestyle, this new construction home combines a classic exterior with a spacious and functional interior layout. The main level will feature hardwood flooring throughout creating a warm and cohesive feel. The kitchen will be finished with granite countertops, stainless steel appliances and quality cabinetry. Upstairs, you'll find four bedrooms, including the primary suite, along with beautifully finished bathrooms. Additional highlights include central air conditioning, two-zone propane forced hot air heating, a 200-amp electrical service, low-E thermal pane windows and an attached garage with automatic openers. Exterior features will include low-maintenance vinyl siding, a Craftsman-style front entry, paved driveway and walkway, gutters, and a starter lawn. Connected to city water and city sewer, this home offers the opportunity to enjoy the comfort, efficiency and peace of mind that comes with brand new construction. A wonderful opportunity to make a beautiful new colonial your own!

21 Laurel Ave, Plymouth

$289,900

2 Beds ⋅ 2 Baths ⋅ 24212407 MLS

Welcome to this charming country home tucked into a private, wooded setting on a quiet dead-end street. A covered front porch, metal roof, brick chimney, and mature surroundings create an inviting first impression, while the property's location offers the added benefit of being just a short walk to the lake. Inside, the home blends rustic character with comfortable, functional living spaces. The main living area features hardwood flooring, abundant natural light, and a gas fireplace insert set within a traditional brick fireplace. The distinctive kitchen offers generous cabinetry, wood countertops, stainless-steel appliances, a warm wood-plank ceiling, and plenty of workspace. An adjoining dining area with built-in shelving provides additional space for everyday living and entertaining. Large windows throughout the home bring in natural light and showcase the wooded surroundings. A bright enclosed porch provides an inviting space to enjoy the scenery, while multiple flexible rooms offer options for bedrooms, office space, hobbies, or additional living areas. Built-in storage, updated bathroom finishes, and a dedicated laundry area add everyday convenience. Outdoor living is a highlight, with a spacious deck and patio areas overlooking the property and offering plenty of room for relaxing or entertaining. The wooded lot provides privacy while maintaining usable outdoor space. Don't wait to ejnoy this gem!

11 Summit View Rd, Plymouth

$525,000

1 Beds ⋅ 3 Baths ⋅ 24211965 MLS

Lakefront living awaits! Privately nestled among mature trees, this distinctive remodeled Contemporary offers a rare opportunity to enjoy waterfront living in the highly sought after Lake Plymouth community, complete with your own private dock. Enjoy the peaceful lifestyle of this non-motorized lake, ideal for swimming, fishing, kayaking and relaxing by the water. The beautifully reimagined main level features an open floor plan with hardwood flooring, stylish kitchen with quartz countertops and a center island with pendant lighting. The kitchen flows seamlessly into the living and dining areas, where a dramatic wall of windows showcases picturesque lake views and fills the home with natural light. Whether entertaining, enjoying your morning coffee or relaxing, this is a setting designed to be enjoyed year round. Upstairs, the spacious primary suite features French doors to your private balcony, a walk-in closet and an unfinished en-suite bath ready for completion, with space prepared for a tub and separate shower. A dedicated laundry room adds convenience. The finished lower level expands your living and entertaining options with a summer kitchen, full bath and living area with luxury vinyl plank flooring and a walkout leading directly to your private dock. Enjoy beach access and spectacular fall days on the lake. This unique waterfront retreat is truly a must see. All furnishings may remain with the property and included at no additional cost. Schedule your showing today!

196 Lake Plymouth Blvd, Plymouth

$654,900

3 Beds ⋅ 3 Baths ⋅ 24202992 MLS

Impressive 2004 Colonial set on 1.25 acres in quiet Plymouth CT! Expansive 7 rooms, 3 bed /3 bath home offers over 2800 sq ft. Gourmet kitchen completely redone featuring new stainless appliances, striking marble island and generous cabinet space - perfect for entertaining. Sliders open to rear deck. Hardwood floors, spacious primary suite with full bath and additional 2 bedrooms with full hall bath. 3 car attached garage and 3 car detached garage.

18 Blakeman Rd, Plymouth

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Plymouth Homes for Sale

Newest Plymouth Homes for Sale

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