Plainfield Real Estate

Welcome to Plainfield, Connecticut—a hidden gem nestled in the heart of Windham County. With its rich history, charming neighborhoods, and vibrant community spirit, Plainfield offers the perfect blend of small-town charm and modern convenience.

Founded in the early 18th century, Plainfield boasts a unique historical heritage that is reflected in its well-preserved architecture and local landmarks. Stroll through the picturesque streets and you’ll discover a variety of homes that tell the story of the town’s evolution over the years, from classic New England colonial styles to contemporary designs that cater to today’s lifestyle.

Nature lovers will appreciate Plainfield’s abundant outdoor spaces, including parks and trails that provide ample opportunities for hiking, biking, and enjoying the great outdoors. The Quinebaug River runs through the town, offering scenic views and recreational activities that are perfect for families and individuals alike.

Education is a cornerstone of the community, with highly rated schools that prioritize student success and well-being. Plainfield’s commitment to nurturing young minds makes it an ideal place for families looking for a supportive environment.

The town is conveniently located near major highways, making it easy to access nearby cities such as Hartford and Providence. This strategic location allows residents to enjoy the tranquility of suburban living while still being close to urban amenities.

Whether you’re seeking a peaceful retreat or a vibrant community to call home, Plainfield, CT, is a place where you can truly thrive. Explore the possibilities and discover your perfect home in this charming town!

Newest Listings in Plainfield

$499,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217597 MLS

Welcome home to this inviting two-story Colonial offering 3 bedrooms, 2.5 bathrooms, and 1,768 square feet of living space on a spacious 1.38-acre property. Step inside to discover a welcoming layout designed for comfortable everyday living and entertaining. The updated kitchen features quartz countertops, new stainless steel appliances, and porcelain tile flooring, combining modern style with everyday functionality. Hardwood flooring adds warmth to the living spaces, while the formal dining room provides the perfect setting for family dinners and special occasions. The spacious primary bedroom offers a private en-suite bathroom featuring a walk-in shower, along with a walk-in closet with custom storage. Porcelain tile flooring in the bathrooms adds a polished finish. Convenient main-level laundry adds to the home's practical layout. Enjoy added peace of mind with a new furnace and new roof. The home also features a mini-split system providing an alternate heat source and air conditioning, along with a generator hookup for backup power capability. Step outside and enjoy your own backyard retreat! Relax or entertain on the 12-by-20-foot deck featuring a motorized retractable awning. Enjoy summer days in the above-ground swimming pool, unwind in the gazebo, or take advantage of the spacious yard and beautiful landscaping. A charming white picket fence and storage shed add to the property's appeal.

227 Squaw Rock Rd, Plainfield

$319,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217162 MLS ⋅ Sunset Hill Condominiums BLDG.

Welcome to these newly built, detached townhouse-style condominiums offering low-maintenance living with a low HOA. The main level features an open-concept living room with an electric fireplace and mantel, a dining area, and a beautiful kitchen with a farmers sink, quartz countertops. Also, offering a pantry closet and half bath on the main level. Step through the dining area to your private deck, the perfect place to relax and enjoy breathtaking sunsets at dusk. The walkout lower level offers a one-car garage with ample storage. Upstairs you'll find two spacious bedrooms, a full bath, stackable laundry area, and generous closet space. Beautiful landscaping and stunning modern farmhouse architecture complete these exceptional condos.

14 Cemetery Rd Unit 3, Plainfield

$375,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216930 MLS

A blend of classic New England character and modern-day comfort! Originally dating to 1885 and completely rebuilt in 2010, this unique Contemporary Cape offers 2,161 sq ft of living space on nearly an acre. The spacious kitchen and dining area feature hardwood floors and stainless steel appliances, with plumbing in place for a future wood stove or space for a cozy sitting nook to enjoy your morning coffee or tea. The family room showcases exposed beams, wide pine flooring, and a stunning floor-to-ceiling brick fireplace with a pellet stove. The home is currently listed as a 3-bedroom, but its flexible layout offers potential for a 4th or even 5th bedroom to suit your needs. First-floor laundry adds everyday convenience, while the impressive 30x11 deck provides the perfect spot for entertaining or relaxing outdoors. The finished walkout basement includes a family room, additional room ideal for an office or bedroom, and a full bath. With a separate entrance and interior access, the lower level offers potential for an in-law arrangement. A new roof was installed on the in-law area in September 2026. Additional features include a one-car garage, circular driveway, and level yard. Enjoy the character of an older New England home with the benefit of substantially newer construction!

1039 Norwich Rd, Plainfield

$324,900

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216555 MLS

Fantastic Opportunity for Investors or Owner-Occupants! This three-family property offers versatility, income potential, and a great opportunity to build equity! Two of the three units have been updated, making this an appealing option for both investors and buyers looking to offset their mortgage with rental income. Live in one unit while renting out the others, or add this property to your investment portfolio. Off-street parking adds convenience for residents. Additional Investment Opportunity! The neighboring mixed-use property, featuring both commercial and residential units, is also available for sale mls # 24216499 The owner is looking to sell both properties together, presenting a unique opportunity to acquire multiple income-producing units and expand your investment portfolio. Whether you're looking for a multi-family home to call your own or an investment with multiple income streams, these properties offer plenty of possibilities. Don't miss out on this opportunity!

24 Railroad Ave, Plainfield

$324,900

3 Baths ⋅ ACTIVE Status ⋅ 24216499 MLS

Excellent opportunity to own a versatile mixed-use property offering both commercial and residential space! The front of the building features an open-concept commercial unit, currently rented, complete with a half bath. The rear of the building and upper level each offer a one-bedroom, one-bathroom residential unit, providing additional rental income potential. A paved off-street parking area adds convenience for tenants and customers alike. Additional investment opportunity! The neighboring property located toward the rear of the lot is also available for sale, with the owner looking to sell both properties together. This presents an excellent opportunity for investors looking to expand their portfolio and maximize rental income potential. MLS #24216555 Whether you're looking to expand your investment portfolio or invest in properties with multiple income streams, this opportunity offers plenty of possibilities. Don't miss out!

22 Railroad Ave, Plainfield

$399,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24216508 MLS

Fully Renovated and Move-In Ready! Welcome to 79 Prospect Street in Moosup, CT! This beautifully updated 3-bedroom, 1-bathroom home offers modern finishes, extensive improvements, and the convenience of truly turnkey living. Thoughtfully renovated throughout, this home features a brand-new roof, new windows, new flooring, a new oil tank, an artesian well, and brand-new appliances with a two-year warranty included. Both the porch and deck feature durable, low-maintenance Trex decking, creating inviting outdoor spaces to relax or entertain. With major updates already completed, this property offers peace of mind and the opportunity to move right in without the hassle of renovations. Perfect for anyone seeking a beautifully refreshed, low-maintenance home with modern conveniences. All the work has been done-just move in and enjoy! Schedule your private showing today!

79 Prospect St, Plainfield

$699,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214706 MLS

Discover this distinctive country retreat on 5+ picturesque acres, featuring a custom-built home with approximately 2,264 finished square feet, 3 bedrooms, and 2.5 baths. The main level living room boasts a cathedral ceiling, wood stove, and hardwood floors. The dining room features built-in cabinetry, while the kitchen offers granite countertops, a center island, custom cherry cabinetry, and a spacious walk-in pantry with a secondary sink. Enjoy scenic views of the private pond and landscape from the living room and sunroom. The main-level primary suite features French doors and a full bath. Two additional lower-level bedrooms offer French doors and direct patio access and one includes an en-suite bath. A walk-out basement provides convenient access to the outdoors, while the oversized two-car garage offers ample space for storage. The property's outdoor amenities are equally appealing, highlighted by a private spring-fed pond spanning approximately 1.25 acres with an estimated depth of 13 feet. An expansive patio, timber pavilion, and covered porch create inviting settings for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A solar array and standby generator provide additional utility and resilience. Perfect as a year-round residence, weekend retreat, or multi-generational home, this property offers privacy, flexible living spaces, and a peaceful rural setting while retaining driving access to Boston, Providence, and New York City.

300 Starkweather Rd, Plainfield

$929,900

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24215278 MLS

Welcome to this extraordinary contemporary masterpiece, where architectural elegance meets a semi secluded natural paradise. Perfectly situated on a private wooded lot complete with picket fence that lines driveway. This beautiful 5-bedroom, 4-bathroom home offers the ultimate retreat for modern living and sophisticated entertaining. Step inside to a dramatic, floor plan highlighted by soaring vaulted ceilings and an exquisite stone fireplace that anchors the main living space. Loads of natural light that seamlessly bring the outdoors in. The gourmet, beautifully updated kitchen is a chef's dream, featuring a massive built-in pantry, sleek countertops, and stainless steel appliances. Just above the main living area, a spectacular open loft provides a flexible space ideal for a home office, library, or studio. With five generously sized bedrooms and four completely remodeled bathrooms, there is no shortage of space or comfort. The luxurious primary suite serves as a private oasis within the home, complete with elegant soaking tub and peaceful views of the surrounding tree line. The massive, finished basement expands your living space exponentially. It boasts a massive rec room, offering the perfect setup for a home theater, game room, or private gym. Step outside into your large yard with a pool and large deck. Surrounded by nature and tranquility. A wonderful retreat that is close to major highway. Come see for yourself.

Plainfield

$419,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24213476 MLS

ONLY MINUTES FROM THE RHODE ISLAND BORDER! Set on 1.41 acres. This brand new ranch home features 2 bedrooms, 1 bath, and an under house 1 car garage. The laundry is conveniently located on the main floor. Enjoy the comfort of mini-split heating and cooling systems throughout. A pen floor plan for modern living space perfect for entertaining. Granite counter tops and gas stove hookup! The yard is level for creating your own backyard oasis. The basement is ready for customization for an additional bedroom, office, workshop, with more room for living. Plumbing is in place for a second bathroom. Don't miss the opportunity to make this move-in-ready home your own!

158 Harris Rd, Plainfield

$449,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214738 MLS

Discover the charm of country living at 155 Lovers Lane, a beautifully situated Plainfield property offering privacy, comfort, and valuable recent upgrades. Set along a quiet rural road, this home provides a peaceful setting surrounded by mature trees while still keeping you close to local amenities and major routes. Inside, the home features 3 bedrooms with a full bath and a half bath. An inviting layout with warm living spaces like the fireplaced living room with an abundance of natural light and a recently updated kitchen give the heart of the home a fresh, modern feel. The improvements make everyday cooking and entertaining more enjoyable, with updated finishes that complement the home's comfortable character. Another great amenity is a slider from a second floor bedroom out to a private deck; perfect for enjoying a coffee and a good book! One of the standout features of this property is the large 3bay garage, a dream setup for hobbyists, mechanics, collectors, or anyone needing serious workspace. The garage includes: Three full bays with excellent ceiling height, a vehicle lift, ideal for automotive work or storage and walkup storage above, providing abundant space for tools, equipment, or seasonal items This garage adds tremendous functional value and makes the property truly unique in the area. Please do not drive down driveway without and appointment.

155 Lovers Ln, Plainfield

$399,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214649 MLS

Enjoy space, privacy, and versatility in this inviting home set on over four acres. The desirable detached three-car garage offers ample room for vehicles, storage, and hobbies, while the private backyard provides a peaceful setting for outdoor gatherings around the fire pit. A screened-in porch extends the living space and offers a comfortable spot to relax or entertain. Inside, gleaming hardwood floors and updated bathrooms add to the home's appeal. The living room features a fireplace that creates a warm, welcoming focal point, and the eat-in kitchen offers a comfortable setting for everyday meals. The finished lower level includes a full bathroom and flexible living space with potential for an in-law arrangement, subject to any necessary approvals. Currently configured with two bedrooms, but does have the ability to use the space on the lower level as a bedroom and listed on the town property card as three, this property combines inviting interiors, expansive grounds, and the convenience of a spacious three-car garage.

144 Pickett Rd, Plainfield

$429,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211629 MLS

COUNTRY SPRAWLING RANCH set back on 2.30 ACRES close to the RI LINE! ENORMOUS 8 x 60 COVERED open porch to enjoy your FALL evenings. BEAUTIFUL HARDWOOD flooring throughout with BRIGHT windows letting the natural light shine in. REMODELED kitchen w/ STAINLESS appliances open to FIREPLACE living room or use as a FORMAL dining room for the holidays! Dining area and open floor plan with more space for a sitting area and HUGE SLIDER leading outside. 1 st floor laundry and all 3 bedrooms have plenty of closet space w/ built ins. REMODELED bathroom w/ TILED GLASS shower and another REMODELED bathroom w/double vanity and tub. UPDATED electrical panel, , boiler, oil tank and holding tank! CLOSE to 395 for easy commute too.

540 Squaw Rock Rd, Plainfield

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Plainfield Real Estate

Newest Listings in Plainfield

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