Plymouth Real Estate

Welcome to Plymouth, Connecticut—where small-town charm meets the beauty of nature! Nestled in the scenic Litchfield County, Plymouth is a hidden gem that offers a tranquil lifestyle while being conveniently located just a short drive from larger urban centers. With its rich history, friendly community, and picturesque landscapes, Plymouth is an ideal place to call home.

Plymouth boasts a variety of outdoor recreational opportunities. The area is dotted with parks and trails, perfect for hiking, biking, and enjoying the stunning Connecticut countryside. The serene Lake Plymouth is a local favorite, where residents can indulge in fishing, swimming, and picnicking along its scenic shores. The town’s commitment to preserving its natural beauty is evident in its well-maintained green spaces and community parks.

History buffs will appreciate Plymouth’s charming historical sites, including the iconic Plymouth Historical Society and the beautiful Terryville Congregational Church. The town is also home to unique shops and local eateries that showcase the region’s culinary delights. Whether you’re in the mood for a cozy café or a family-friendly restaurant, Plymouth has something to satisfy every palate.

Families will find a welcoming community in Plymouth, with excellent schools and various community events throughout the year, fostering a strong sense of belonging. With its affordable housing options and friendly atmosphere, Plymouth is an ideal choice for first-time homebuyers, retirees, and everyone in between.

Experience the charm of Plymouth, CT—a place where you can enjoy a peaceful lifestyle while being part of a close-knit community. Discover your dream home in this delightful town today!

Newest Listings in Plymouth

$524,900

3 Beds ⋅ 3 Baths ⋅ 24194875 MLS

Escape the hustle and bustle take a look at this charming country contemporary in a beautiful private setting. The road dead ends into the forest with walking paths. The Livingroom is the focal point with high ceilings and a master crafted stone fireplace. Walk out the sliders to an expansive deck where you can sit on a lounge chair and enjoy the impressive country views. Kitchen with huge center bar opens into the living room. Plus you still can enjoy the formal dining room which has doors leading out to a comfy screened summer porch and open patio. Perfect house for entertaining! Primary bedroom has a full bath with walk in shower, his and her closets plus convenient laundry area. Second bedroom has the main bath close by. The huge Family room offers the perfect area for fun gatherings and entertaining. Off this room is the 3rd bedroom or private office plus 1/2 bath. There are 2 spacious garages, one has heat for working on your car. Natural stone walls adorn the front of this home which sets on a beautiful scenic 2.2 acre lot. There is a 640 sq ft barn on the property with 2 stalls for animals (town and neighbor approval needed) but can be used for storage etc. 2 year old roof on house and barn. 3 zone heat. 1485 Sq ft on first fl. 600 sq ft finished lower level. Total 2085 sq ft. The peacefulness is so relaxing. Come take a look.

30 Bissell 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 renovated kitchen with abundant cabinetry, 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

$230,000

2 Baths ⋅ 24193031 MLS

Investors take notice! Two retail store fronts. Come with your own ideas and business! Being sold AS IS.

11 S Main St, Plymouth

$599,900

4 Beds ⋅ 2 Baths ⋅ 24192601 MLS

Welcome to the waterfront lifestyle at 160 Lake Plymouth Blvd! Set on one of the larger, beautifully landscaped lots in this sought after lake community, this fully updated 4 bedroom, 2 bath home offers direct lake access, a private dock and breathtaking panoramic views of Lake Plymouth. A beautiful stone patio creates a welcoming front entry. Inside, the bright open concept main level is designed for entertaining, with oversized windows filling the kitchen, dining and living areas with natural light and spectacular lake views. The fully remodeled kitchen features granite countertops, a center island and stainless steel smart appliances. Smart lighting, locks, switches and outlets connect to Wi-Fi for convenient home control. The fully remodeled main bathroom features a jetted tub, tiled shower and flooring. Main level laundry adds convenience, while 3 bedrooms are located upstairs. The finished walkout lower level offers a spacious family room, 4th bedroom and full bath, ideal for guests, extended family or private retreat. Step outside to the expansive covered deck to dine, relax and enjoy the views in any weather. The oversized backyard leads directly to the lake for swimming, kayaking, fishing and boating from your own dock. A 2 car attached garage and driveway parking for 6 additional vehicles provide plenty of space. Whether used as a year-round residence, weekend getaway or potential Airbnb investment, this rare waterfront property lets you vacation at home every day!

160 Lake Plymouth Blvd, Plymouth

$639,900

4 Beds ⋅ 4 Baths ⋅ 24190900 MLS

Magazine-ready and meticulously maintained, this exceptional home is privately nestled on 1.81 acres of serene, natural beauty. Filled with natural light from oversized windows and soaring ceilings, the thoughtfully designed interior showcases timeless finishes, rich hardwood floors, and inviting living spaces anchored by two fireplaces. Offering four bedroom and 3.5 baths, the home also features a private walk-out lower-level suite with its own entrance an outdoor living area - ideal for multigenerational living, guests, a teenager, or income-producing Airbnb potential. A rare combination of privacy, versatility and timeless appeal.

56 Meghan Blvd, 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

$350,000

4 Beds ⋅ 2 Baths ⋅ 24190579 MLS

Welcome to 16 Dewey Avenue in the Terryville section of Plymouth! This Renovated 4-bedroom, 2-bath Cape offers the perfect blend of comfort, convenience, and opportunity to make it your own. The updated kitchen features granite countertops, stainless steel appliances, and a cozy eat-in dining area. The main level also includes a formal dining room, spacious living room, a first-floor bedroom, a full bath, and an enclosed front porch with newer windows, creating a bright and inviting space to relax year-round. Upstairs, you'll find three additional bedrooms and a second full bathroom, providing plenty of room for family, guests, or a home office. Additional highlights include a generator hookup, central air conditioning, natural gas heating, public water and sewer, and major updates such as the roof and windows, both replaced in 2015. Unfinished basement is ideal for storage space. Outside, enjoy a detached one-car garage, an attached storage shed, beautiful paver patio area and a level backyard that's perfect for entertaining, gardening, or outdoor activities. Conveniently located near shopping, restaurants, schools, and everyday amenities, this home offers both comfort and accessibility. Don't miss your opportunity to make this wonderful home your own-schedule your private showing today!

16 Dewey Ave, 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

$595,500

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

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