Terryville Real Estate

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

Terryville boasts a picturesque setting with tree-lined streets, well-maintained parks, and a strong sense of community. Residents enjoy easy access to a range of amenities, including local shops, restaurants, and recreational facilities. The neighborhood is known for its top-rated schools, making it a popular choice for families looking to settle down.

Nature enthusiasts will appreciate the abundance of outdoor activities available in Terryville. From hiking and biking trails to scenic parks and nature reserves, there is no shortage of opportunities to explore the great outdoors. The neighborhood's close proximity to the beautiful Litchfield Hills also provides residents with stunning views and a tranquil setting to relax and unwind.

With its convenient location and friendly atmosphere, Terryville offers the perfect mix of suburban living and rural beauty. Whether you're looking for a peaceful retreat or a vibrant community to call home, Terryville has something for everyone. Come and discover all that this wonderful neighborhood has to offer!

Newest Listings in Terryville

$225,000

2 Beds ⋅ 2 Baths ⋅ 24219142 MLS ⋅ Winfield Lake Village BLDG.

Townhomes rarely come to market in this well-kept community tucked beside scenic Lake Winfield. This move-in-ready home offers two places to unwind outdoors: a deck overlooking the peaceful woods and a patio off the finished lower level. Enjoy access to the nearby park and playground, or settle in on the deck for a quiet morning coffee. The bright, fully applianced eat-in kitchen features generous counter space and sliders to the deck. Natural light fills the inviting living room and a convenient half bath completes the main level. Upstairs, two spacious carpeted bedrooms each have double closets. A full bath with a tub/shower combo and pull-down stairs to attic storage round out the upper level. The heated, finished lower level includes laundry and sliders to the patio, with easy access to the backyard. Low HOA fees, pet-friendly living (per association policy) and FHA approval add to the appeal. Room sizes are approximate. Audio & video on premises (tenant will remove equipment upon vacating). Schedule your showing to experience this peaceful Lake Winfield setting.

13 Holt St Unit 18, Plymouth

$245,000

3 Beds ⋅ 1 Baths ⋅ 24217259 MLS

Welcome to this three-bedroom Cape offering a solid structure, classic character, and plenty of potential for first-time homebuyers looking to make a home their own! Newer windows throughout the house and six-panel doors on the main level are welcome features. The living room showcases a charming curved arch doorway leading to the hallway, adding a touch of character. The dining room and primary bedroom have hardwood flooring, with additional hardwood floors beneath the carpeting in the living room. The kitchen includes a gas range, refrigerator, and dishwasher, all replaced within the past 1.5 to 5 years. The full bathroom was remodeled in March 2026 to add a walk-in shower. Upstairs, two bedrooms offer built-in dressers, closets, and additional storage tucked into the eaves. Enjoy outdoor living with Trex porches at both the front and side entrances, plus a backyard patio conveniently located near the walk-out basement doors. Additional improvements include a gas hot water heater replaced in August 2022, a roof replaced approximately three years ago, and basement waterproofing completed in September 2026, with a transferable warranty. The furnace is operational but will need replacement. Conveniently located near local favorites and everyday amenities, including Pasta Heaven, the Terryville Library, the Lock Museum and Escape Room, CVS, and a grocery store.

25 High St, Plymouth

$370,000

3 Beds ⋅ 2 Baths ⋅ 24217760 MLS

You'll have a refreshed feeling as soon as you step into this lovely Cape Style Home. It offers an open floor plan with its kitchen, living room and dining area. One bedroom and 1/2 bath on the main level and two bedrooms and full bath on the second level. Well maintained hardwood floors. Large front porch and newly renovated deck. A new roof was installed in 2025. Also located on the property is a large barn giving you an abundance of storage space, workshop area and the possibility of installing a second floor. The tubing has already been installed to have electricity to the barn; an electrician just needs to run the wiring.

42 S 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

$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

$309,900

4 Beds ⋅ 2 Baths ⋅ 24199534 MLS

Opportunity awaits in the Terryville section of Plymouth! This versatile 2-family offers two bedrooms on each floor, a detached 2-car garage, and a .26-acre lot. Both units feature their own front porches and vinyl-clad thermopane windows. Both units have been freshly painted! The first-floor and has oil heat, a brand-new 40-gallon electric hot water tank, and convenient washer/dryer hookups in the basement. Upstairs, the second-floor unit features an updated kitchen and bath, a fully applianced kitchen, in-unit washer/dryer hookups, electric heat, and a 6-year-old 40-gallon gas hot water tank. A walk-up, floored attic provides additional storage. With both units ready for new tenants or owner occupancy, this property offers flexibility whether you're looking to invest, owner-occupy, or expand your rental portfolio. The detached 2-car garage provides valuable parking and storage, adding even more versatility to this well-located property. Come see the possibilities!

7 Schultz 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

$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

$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

$385,000

5 Beds ⋅ 3 Baths ⋅ 24199640 MLS

This 1 owner 5 bedroom 2 and 1/2 bath home has a lot to offer. The kitchen/living room has an open concept that is great for entertaining. The formal dining room gives you extra space for gatherings. Granite counter tops, kitchen cabinets and flooring in kitchen, living room and family room off kitchen are about 13 years old. The lower level could be used for a den, office, playroom, gym or whatever you want it to be. Large attic for extra storage. The oversized driveway holds several cars for off street parking all year round. Deck off the back needs some work but could be great to hang out on during the nice weather. This home is located near the Bristol line. Wolcott is also minutes away. Come bring your creative touches and make this home your own.

16 Frankie Ln, Plymouth

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Terryville Real Estate

Newest Listings in Terryville

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