Plymouth Homes for Sale

Welcome to Plymouth, Connecticut – a hidden gem nestled in the heart of Litchfield County. Known for its rich history and picturesque landscapes, Plymouth offers a charming blend of small-town allure and modern conveniences. With its rolling hills, serene lakes, and lush greenery, this town is the perfect backdrop for those seeking a peaceful lifestyle while remaining close to the vibrant culture of nearby cities.

Plymouth is steeped in history, with landmarks that tell the tale of its origins dating back to the 1700s. Residents and visitors alike can explore the historic downtown area, which features quaint shops, delightful eateries, and community events that bring everyone together. The town is also home to several parks and recreational areas, perfect for outdoor enthusiasts who enjoy hiking, fishing, or simply soaking in the beauty of nature.

For those considering a move to Plymouth, you’ll be pleased to find a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern family homes, the real estate market here offers something for everyone. Each property is set against a backdrop of scenic views, providing a tranquil retreat from the hustle and bustle of city life.

With a strong sense of community, excellent schools, and easy access to major highways, Plymouth is an ideal place to settle down. Whether you’re a first-time homebuyer or looking to upgrade, the homes for sale in Plymouth promise not just a house, but a place to create lasting memories. Come discover the warmth and charm of Plymouth, where your dream home awaits!

Newest Plymouth Homes for Sale

$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

$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

$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

$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

$349,900

3 Beds ⋅ 1 Baths ⋅ 24188063 MLS

Off the beaten path, yet close to everything, this raised ranch is ready for you to settle in and enjoy your summer. The beautiful yard is bordered by a private wooded area, providing a serene outdoor space. Inside, the expansive kitchen opens up to a dedicated dining room, with sliding doors leading to the deck. Sunlight through the picture window fills the living room, which flows seamlessly into the dining kitchen, making it a great space for entertaining while preparing dinner. The home features three bedrooms with new flooring and a large bathroom that opens from the hallway and the primary suite. Although the basement is not finished, there is a designated room for a bathroom, along with laundry hookups. Another room needs some drywall and flooring-bring your imagination! Additional highlights include a brand new Bosch oil tank and a roof that is only 8 years old. The homeowner currently uses the well for water, but the public water line is also present in the house and waiting to be connected.

40 Old Waterbury Rd, Plymouth

$350,000

3 Beds ⋅ 2 Baths ⋅ 24188728 MLS

This spacious and welcoming colonial home features 3 bedrooms, Dining room, Hard wood floors throughout first floor, 2 Full baths and a new Roof. The Professionally finished basement comes with a Transferable Warranty. Built in 1980 this well maintained home is perfect for comfortable and easy living. Sellers just had the entire home professional cleaned.

42 Makara St, Plymouth

$550,000

4 Beds ⋅ 3 Baths ⋅ 24187935 MLS

Welcome to this beautiful 4-bedroom Colonial nestled on a large, private lot in one of the area's most sought-after subdivisions. The inviting front porch is the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Step inside to a welcoming foyer that leads to a thoughtfully designed main level featuring a formal living room or home office with hardwood flooring, a formal dining room, and a spacious family room with a cozy wood-burning stove that flows seamlessly into the eat-in kitchen. The kitchen offers tile flooring, attractive countertops and backsplash, a peninsula with additional seating, an abundance of cabinet space, and the perfect layout for entertaining family and friends. A full bath with a walk-in shower completes the main level. Upstairs, the primary suite features its own private bath, while three additional generously sized bedrooms and a second full bath provide plenty of space for family and guests. Step outside to the beautifully wooded backyard, offering exceptional privacy and an oversized Trex-style deck that's perfect for entertaining, outdoor dining, or simply relaxing. Additional highlights include Andersen windows throughout the first floor, a spacious storage shed, city sewer, private well, and a new architectural roof installed in 2025. This well-maintained home combines comfort, space, and privacy in a highly desirable neighborhood. Don't miss your opportunity to make it yours! MOVE QUICK!

39 Old Farm Rd, Plymouth

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