Plymouth Real Estate

Welcome to Plymouth, a charming town nestled in Litchfield County, Connecticut. Known for its picturesque landscapes and small-town charm, Plymouth offers a wonderful quality of life for its residents.

With a rich history dating back to the 18th century, Plymouth boasts a blend of historic architecture and modern amenities. The town is home to a tight-knit community that takes pride in its heritage and natural beauty.

Outdoor enthusiasts will appreciate the abundance of recreational opportunities in Plymouth. From hiking and biking trails to fishing and boating on the nearby lakes, there is no shortage of ways to enjoy the great outdoors.

For those seeking a quieter pace of life, Plymouth provides a peaceful retreat from the hustle and bustle of city living. The town's quaint downtown area features local shops, restaurants, and cafes, perfect for leisurely strolls and casual dining.

Plymouth is also conveniently located near major cities like Hartford, making it easy to access urban amenities while still enjoying the tranquility of small-town living. Whether you're looking to raise a family or retire in a peaceful setting, Plymouth offers a welcoming community and a high quality of life.

Come and discover the beauty and charm of Plymouth, where small-town living meets modern convenience in the heart of Litchfield County, Connecticut.

Newest Listings in Plymouth

$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

$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

$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

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