Plainfield Real Estate

Welcome to Plainfield, a charming town located in Windham County, Connecticut. Nestled in the heart of New England, Plainfield offers a peaceful and picturesque setting for residents and visitors alike. With its rich history, natural beauty, and strong sense of community, this town has become a sought-after destination for those looking for a place to call home.

Plainfield is known for its small-town charm and friendly atmosphere. The town is home to a close-knit community that takes pride in its heritage and traditions. Residents enjoy the benefits of living in a tight-knit community where neighbors support and look out for one another.

Nature lovers will appreciate the abundance of outdoor recreational opportunities in Plainfield. The town is surrounded by beautiful forests, rolling hills, and meandering rivers, making it a perfect destination for hiking, fishing, and camping. The Moosup River flows through Plainfield, offering scenic views and opportunities for water activities.

Plainfield also boasts a rich history that can be explored through its historic sites and landmarks. The Plainfield Historical Society preserves and showcases the town's heritage through exhibits and events. Visitors can step back in time and learn about the town's early settlers, industrial past, and significant contributions to the region.

In terms of amenities, Plainfield offers a range of local shops, restaurants, and services to cater to residents' needs. The town is also conveniently located near larger cities like Hartford and Providence, providing easy access to additional shopping, dining, and entertainment options.

With its small-town charm, natural beauty, and rich history, Plainfield offers a unique and welcoming environment for those looking to settle down in Windham County, Connecticut. Whether you're seeking a peaceful retreat or a tight-knit community, Plainfield has something to offer everyone.

Newest Listings in Plainfield

$470,000

7 Beds ⋅ 3 Baths ⋅ 24219079 MLS

Classic Victorian architecture with all the modern updates in this beautifully renovated 7-bedroom house. Offering an impressive amount of living space, this home combines timeless architectural appeal with modern comfort and convenience. Natural light fills the home throughout, with all seven bedrooms offering generous proportions and bright, inviting spaces. The updated kitchen features a spacious walk-in pantry, while central air conditioning and a pellet stove provide year-round comfort and an additional heating option to help offset oil costs. A distinctive front rotunda adds architectural character and additional living space, while the beautiful staircase preserves a touch of the home's original Victorian charm. The expansive interior and versatile layout offer endless possibilities, including multigenerational living, a potential bed and breakfast, dedicated work-from-home spaces, or simply plenty of room to spread out. Situated on a generously sized corner lot, this home also offers ample outdoor space. Conveniently located near local schools, ball fields, I-395, and the Rhode Island border.

39 Daggett St, Plainfield

$319,000

24217729 MLS

Prime Commercial Land for Sale in Plainfield, CT! This 0.88-acre parcel is ideally located along Plainfield Pike, with convenient access to I-395 and Route 14A. Featuring excellent visibility, convenient highway access, and close proximity to established businesses, this property presents outstanding potential for commercial investment, business development, or future expansion. Strategically situated near major transportation routes and surrounding commercial establishments, this parcel offers an attractive location for investors, developers, and business owners seeking a prime commercial site. Whether you're looking to build, invest, or expand your business, this versatile property offers endless possibilities. Don't miss your chance to secure a valuable piece of commercial real estate in Plainfield!

Plainfield Pike, Plainfield

$575,000

4 Beds ⋅ 3 Baths ⋅ 24215953 MLS

Set on more than 3 private, peaceful acres with a brook running through the property, this farmhouse-style Colonial blends country charm, character and thoughtful updates. The remodeled kitchen features granite countertops and an oversized marble island with induction cooktop, while a beautiful stone fireplace adds warmth and character to the dining area. Tile flooring carries through the kitchen and dining area, while hardwood floors add warmth to the main living room and additional den or bonus room. The flexible main level also includes a first-floor bedroom and a half bath with laundry, new tile flooring and a new vanity. Upstairs are 3 additional bedrooms, including a spacious primary with abundant closet space, plus a dedicated office with access to a private balcony. Step outside to enjoy views of the brook from the back deck or upstairs balcony, along with an in-ground pool with a new liner. A paved driveway adds everyday convenience, while additional highlights include ample basement storage and a furnace just 6 years young. With 4 bedrooms plus an office, 2.5 baths and over 3 acres to explore, 172 Snake Meadow Road offers a wonderful combination of space, character and scenic New England surroundings.

172 Snake Meadow Rd, Plainfield

$339,000

3 Beds ⋅ 2 Baths ⋅ 24218288 MLS

Gorgeous Country-Rustic Contemporary w/1,675 SqFt., 3 Bed, 2 Full Baths & a beautiful level private lot. Step inside & discover a spacious, OPEN-CONCEPT floor plan featuring your kitchen, dining & living room, all enhanced by stunning cathedral ceilings, exposed beams & an abundance of natural sunlight. Breathtaking open balcony overlooks the main living area, creating a dramatic and inviting space for entertaining. Two large sliders lead directly to the adorable, oversized front porch-perfect for relaxing & enjoying the outdoors! Beautiful Applianced kitchen over looking the living rm w/ a woodstove hookup & woodstove included. First floor bedrm & a full bath w/ tile flooring. Upstairs features nice wide staircase leading to a spacious primary suite w/ a balcony overlooking the entire open floor plan, along w/a generously sized third bedroom, a second full bath w/tile fl, & plenty of closets and storage space. Need more room? The full basement includes a finished area offering endless possibilities as a potential fourth bedroom, family room, media room, home office, or playroom finished & separate laundry rm. Outside oasis has a wonderful concrete back patio w/ a huge overhead covering-ideal for summer cookouts, entertaining & outdoor gatherings to enjoy. This versatile space could also serve as a carport. Property also features a newer 18' x 10' storage shed/workshop w/ electricity and double doors. Many updates add even more value, including newer

26 Douglas Dr, Plainfield

$405,000

10 Beds ⋅ 4 Baths ⋅ 24218208 MLS

A NEW FURNACE anchors the appeal of 14-20 Grove Street, a hard-to-find legal four-family in Plainfield's Wauregan village. Set on 0.54 acres with approximately 3,682 square feet, the property offers two three-bedroom and two two-bedroom apartments, each with a washer and dryer. One unit features new kitchen flooring. Vinyl siding and an unfinished basement complement the property. Three occupied units generate $4,700 monthly in gross rent, or $56,400 annualized. Leasing the vacant fourth unit at a projected $1,750 monthly would bring scheduled gross income to $6,450 per month, or $77,400 annually-$21,000 in potential additional annual revenue without increasing existing rents. Reported 2026 taxes: $4,397. Existing income and a clear lease-up opportunity make this Windham County property worth a closer look. Projected rent is not guaranteed. Gross income excludes expenses, vacancy and collection losses. Buyer to verify details. Home to be sold as-is.

14-20 Grove St, Plainfield

$499,900

3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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

$374,900

5 Beds ⋅ 3 Baths ⋅ 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

$225,000

3 Baths ⋅ 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 ⋅ 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 ⋅ 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

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Plainfield Real Estate

Newest Listings in Plainfield

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