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

$399,900

3 Beds ⋅ 2 Baths ⋅ 24175202 MLS

Come and enjoy your own peaceful sanctuary on your own Double Lot. Which is Rarely available to find. Where you and your friends and family can relax and enjoy the views at your Year-Round Lakefront property. Step right out your back door to enjoy fishing, paddleboarding, kayaking, swimming or simply taking in the peaceful surroundings and the beautiful Lake views. This is a quiet place to enjoy; there are no motors allowed on the lake. So enjoy your weekend retreats or year-round living. The inside of the house has very open kitchen to work with, where everything will be easy to work with, it has a nice flow and an open floor plan that works well. If it does rain go out the enclosed porch and relax or read, enjoy the view.

29 Fall Mountain Lake Rd, Plymouth

$649,900

1 Beds ⋅ 1 Baths ⋅ 24194576 MLS

Nature Lovers, Outdoor Enthusiasts & Investors-A Rare 9.839 Acre Opportunity!Discover a truly one-of-a-kind property offering nearly 9.8 acres of privacy, natural beauty, and exceptional future potential along the Plymouth/Terryville-Wolcott town line. Whether you're seeking a peaceful country estate, horse property, hobby farm, recreational retreat, or investment opportunity, this remarkable offering delivers a lifestyle that is increasingly difficult to find.The beautifully updated home is warm, inviting, and move-in ready, featuring gleaming hardwood floors, a kitchen with abundant cabinetry, ss appliances a beautifully remodeled bathroom, fresh interior updates, a new furnace, newer roof, and new wall-to-wall carpeting upstairs. The versatile floor plan includes a convenient first-floor bedroom, while the upper level offers exciting possibilities for an expansive primary suite, guest quarters, home office, or recreation space. The true value of this exceptional property extends well beyond the home. The 9.839-acre offering consists of four parcels that were previously divided and later combined, including approximately 1.169 acres in Plymouth/Terryville (Parcel A), 1.587 acres in Wolcott (Parcel A), 1.700 acres in Plymouth/Terryville (Parcel B), and a 5.383-acre Parcel B in Wolcott that has historically been taxed as a buildable lot, creating exciting future possibilities. Buyers are encouraged to conduct their own independent diligence regarding land use, subdivision pot

251 Wolcott Rd, Plymouth

$339,990

3 Beds ⋅ 1 Baths ⋅ 24194955 MLS

If you are looking for the perfect home in the Plymouth/Terryville community, search no more! This charming, very spacious sprawling colonial is absolutely beautiful, with well-preserved original hardwood flooring and finishing throughout. You'll be taken in by an absolutely remarkable and unforgettable front entrance and foyer; this home boasts original craftsmanship, making it a classic beauty! The property also includes many updates to accommodate modern living! Larger rooms are perfect for hosting and dining, and set apart bedroom quarters for more privacy and quiet living. A fully finished basement is ready to accommodate your favorite hobbies, entertaining, or home activities; a new roof, new driveway, and recent vinyl siding. New pavers have also been added leading to an open sunny porch. What more is there to say? Only one thing left for you to do -- schedule your personal showing today!

9 Pearl St, Plymouth

$225,000

2 Beds ⋅ 2 Baths ⋅ 24189754 MLS ⋅ Winfield Lake Village BLDG.

This two-bedroom end unit at Winfield Lake Village offers plenty of natural light and a spacious layout. The kitchen features extra cabinets and counter space, plus a slider leading to the deck. There's a convenient half bath on the first floor. Upstairs, you'll find two generous sized bedrooms with ample closet space and a full bath showcasing a large walk-in shower and double vanity. The end unit allows for extra windows in all the rooms which is not found in the interior units. The full basement has a bulkhead for easy access getting things in and out from outside. Underground utilities. Easy access to Rte 8. Quick occupancy is available.

13 Holt St Unit 80, Plymouth

$289,777

4 Beds ⋅ 2 Baths ⋅ 24187384 MLS

Discover a classic twofamily home set on a spacious, level 0.58acre lot at 26 Harwinton Avenue - a versatile property offering comfort, convenience, and income potential. This wellmaintained multifamily residence features two separate units, providing an excellent opportunity for rental income or an owneroccupied setup. The home includes 4 total bedrooms and 2 full baths, offering flexibility for a variety of living arrangements. The property sits on a level lot, ideal for outdoor enjoyment, gardening, or future enhancements. Public water and sewer connections add everyday convenience, and the home includes onsite laundry, making it even more attractive for tenants or owners. Built with classic New England charm, the home features vinyl siding, natural gas hotwater heating, and a partial basement for storage. Located in a quiet Plymouth neighborhood, it offers easy access to local amenities while maintaining a peaceful residential feel. Whether you're looking to invest or settle into a property with builtin income potential, 26 Harwinton Avenue is ready to make it your own.

26 Harwinton Ave, Plymouth

$574,999

4 Beds ⋅ 3 Baths ⋅ 24189369 MLS

Beautifully maintained 4-bedroom, 2.5-bath Colonial offering picturesque views of Lake Winfield from its desirable cul-de-sac location in one of Terryville's most sought-after neighborhoods. Complete with a 2-car garage, this move-in-ready home offers the perfect blend of comfort, space, and everyday convenience. The spacious floor plan features generous room sizes and a layout designed for both relaxed living and effortless entertaining. Pride of ownership shines throughout, with recent updates including a one-year-old water heater, whole-house humidifier, water booster pump for exceptional water pressure, and an underground irrigation system servicing the front yard. Imagine starting your day with peaceful lake views and ending it in the privacy of your own neighborhood retreat. Just moments away, Lake Winfield offers kayaking, fishing, scenic walking trails, pickleball and tennis courts, and a charming picnic gazebo, creating an active outdoor lifestyle right around the corner. Conveniently located just 5 minutes from Route 8, approximately 20 minutes from ESPN, and about 40 minutes from Hartford, this home provides easy access to shopping, dining, recreation, and everyday conveniences while maintaining the tranquility of a neighborhood setting. A rare opportunity to enjoy lake views, a sought-after location, and a home that has been lovingly cared for inside and out.

27 Maggie Ct, Plymouth

$415,000

3 Beds ⋅ 2 Baths ⋅ 24189035 MLS

This remodeled 3 bedroom Cape has a brand new kitchen with stainless steel appliances, 2 brand new bathrooms, new heating system, new electrical panel, new windows, freshly refinished hardwood floors, and fresh paint inside and out! You'll love the location with a large front yard and large back yard and the neighborhood has larger well kept homes. There is also a large enclosed patio so you can enjoy the nice weather without having to deal with the bugs. Don't wait, this one won't last!

63 Ridge Rd, Plymouth

$299,900

3 Beds ⋅ 1 Baths ⋅ 24189258 MLS

Welcome to the newly renovated 11 Chestnut! This home has everything you need from convenience to the flow of the home. The living room has a perfect picture window that lets in the perfect amount of natural lighting, giving a light and airy feel to the home. The kitchen has stainless steel appliances, a chic backsplash and a side door with convenient access to the driveway. Each bedroom is spacious with plenty of closet space; need a home office? No problem! Grab one of the bedrooms and make it your own working space! The finished basement is perfect for a second living area or a home gym! Located close to Route 8 and just minutes from shopping and dining, this home is a great spot to call yours!

11 Chestnut St, Plymouth

$35,900

24187221 MLS

Bring your vision to life on this beautiful 2.35-acre homesite tucked away at the end of a peaceful cul-de-sac. This private lot provides the perfect setting for a custom home in a sought-after suburban neighborhood. With 184 feet of frontage along a paved road, you'll have plenty of flexibility when planning your build. Enjoy the best of both worlds... a quiet, secluded setting just minutes from schools, the public library, shopping, and everyday conveniences. The property will require a well and septic system, giving you the opportunity to design your utilities to suit your needs. Whether you're dreaming of building your forever home or looking for a property with long-term potential, this exceptional parcel is ready to make your plans a reality.

Plymouth

$59,900

24179367 MLS

This residential lot at 30 Burnham St, Plymouth (Terryville), CT offers a 0.2-acre canvas. The footprint of 8,712 square feet of land gives you room for a yard, and outdoor living areas. Located in a quiet, accessible neighborhood, it provides the ability to build a custom single-family home tailored to your exact vision in a desirable local area. Awesome peaceful backyard with view of the Pequabuck River. Perfect for bringing in your own builder and designing a custom residence from the ground up. Its a prime location situated in a neighborhood setting, yet highly accessible to Route 6 and nearby shopping, dining, and community amenities.

30 Burnham St, Plymouth

$1,200,000

24181583 MLS

Approximately 16,000 square foot industrial building for sale. This is a great scenario for an investor/user as there is currently 6,000 (+)(-) square feet available that could work well for an owner/user. Located in an industrial park. The property has 3 recently singed leases. 6,000 square feet for 5 years commenced on February 2026 and a recently signed 3 year lease which commences on 8/1/2026. Each of the leases have 3% increases per year and are NNN. There is also currently a month to month tenant occupying 4,000 square feet. Rental info in Confidential remarks.

15 Container Dr, Plymouth

$575,000

4 Beds ⋅ 4 Baths ⋅ 24178684 MLS

Set on nearly 3 private acres abutting the Bristol Water Company, this beautifully updated Colonial offers space, privacy, and over $300k in thoughtful upgrades. The level yard presents like a manicured field & creates an ideal backdrop for entertaining, recreation, or relaxing by the pool, fire pit, and deck. Inside, a grand foyer welcomes you to a refreshed interior highlighted by a kitchen renovation w/ stone countertops, island, recessed lighting, open to the wood burning fireplace enjoyed from the kitchen, dining, and living room. Hardwood and tile flooring flow throughout, with newly installed hardwood in all bedrooms & refinished floors on the main level. The dining room is accented by added beams and the fireplace now features a custom mantel.The primary suite has been remodeled to enhance functionality, with a reconfigured closet and new sliders. One full bath is remodeled, and the finished lower level adds flexible living space with a tub/shower. The home also includes central air, and a contractor built staircase to the garage loft. Major improvements provide peace of mind, including a new roof, new vinyl windows, new septic tank, new well pump and filtration system, new driveway, new Anderson sliders, new deck, new front door with slate entry, upgraded electrical panel, generator hookup (generator included), new furnace & hot water heater in 2025, and updated exterior lighting with sensors. A rare opportunity to own a home that combines land, and quality upgrades!

197 Preston Rd, Plymouth

Start Your Search

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.