Plainfield Homes for Sale

Plainfield Homes for Sale

Welcome to Plainfield, Connecticut – a charming town nestled in the heart of Windham County, where small-town charm meets modern conveniences. Known for its rich history and picturesque landscapes, Plainfield offers a serene lifestyle with easy access to urban amenities. With its friendly community, excellent schools, and abundant recreational opportunities, it’s no wonder that families and individuals alike are drawn to this delightful area.

Plainfield boasts a variety of homes for sale, catering to diverse tastes and budgets. Whether you’re searching for a cozy single-family home, a spacious colonial, or a charming bungalow, you’ll find a range of options that perfectly suit your needs. Many properties feature beautiful yards, ideal for outdoor gatherings and enjoying the scenic Connecticut seasons. The real estate market here is vibrant, offering something for everyone, from first-time buyers to those looking for their forever home.

With its convenient location, residents can easily explore nearby attractions, including parks, hiking trails, and local shops. The town's commitment to community engagement and safety makes it an ideal place to raise a family or enjoy a peaceful retirement.

If you’re considering a move to Plainfield, now is the perfect time to explore the homes for sale in this inviting community. Experience the warmth of small-town living while enjoying the benefits of modern life. Let us help you find your dream home in Plainfield, where every day feels like a getaway!

Newest Plainfield Homes for Sale

300 Starkweather Rd, 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
Plainfield
$929,900
5 Beds ⋅ 5 Baths ⋅ 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
158 Harris Rd, Plainfield
$419,900
2 Beds ⋅ 1 Baths ⋅ 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
155 Lovers Ln, Plainfield
$449,900
3 Beds ⋅ 2 Baths ⋅ 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
256 Lathrop Rd, Plainfield
$300,000
2 Beds ⋅ 1 Baths ⋅ 24211063 MLS
Welcome to 256 Lathrop Road, a charming A-frame home set on 1.51 acres in Plainfield! This unique 2-bedroom, 1-bath property features an open floor plan, an updated kitchen, a new roof installed last winter, and a striking floor-to-ceiling stone wood-burning fireplace that creates a warm, inviting focal point. A distinctive loft accessed by a spiral staircase adds to the home's character, while the walkout basement offers convenient outdoor access. Enjoy the rustic charm, architectural character, and peaceful setting of this one-of-a-kind property!

256 Lathrop Rd, Plainfield
144 Pickett Rd, Plainfield
$399,000
3 Beds ⋅ 2 Baths ⋅ 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
7 Sessions Dr, Plainfield
$345,000
3 Beds ⋅ 1 Baths ⋅ 24213881 MLS
The Garage You've Been Dreaming About, With a House to Match! If you are looking for an oversized heated garage (36'x23') with a full unfinished second floor loft, then look no further...This split entry home sits on a private 1.16-acre corner lot, on a dead-end street. The detached gambrel-roof garage has two overhead bays with an upstairs loft, electricity, and a wood-burning heat source, so it works year-round. It has so much potential. This kind of space is an amazing find, and it's even harder to build at today's prices. The home is just as easy to love. The main level of this split entry offers three bedrooms, hardwood floors throughout most of the main floor, and a full bath. There's a sun-splashed living room with a picture window, a separate dining room for real sit-down dinners. Off this room, you have a three-season room overlooking the backyard. Kitchen with plenty of counter and cabinet space. Downstairs, a large finished family room with a floor-to-ceiling brick fireplace, and there's a dedicated laundry room, an office, mechanical room with an electric water heater, and direct access to the under-house garage that is used only for storage and will not fit a car. Plenty of parking. Close to Route 395. Space, privacy, and a garage that sells itself. Come see it today!

7 Sessions Dr, Plainfield
540 Squaw Rock Rd, Plainfield
$429,900
3 Beds ⋅ 2 Baths ⋅ 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
44 Putnam Rd, Plainfield
$269,900
3 Beds ⋅ 1 Baths ⋅ 24211718 MLS
Priced to sell at $269,900, this move-in ready ranch home features a newer roof and the perfect blend of peace, privacy, and everyday convenience. Built in 1975, this ranch home offers 1,152 square feet of single-level living space situated on a spacious, level .91-acre lot. All kitchen and laundry appliances are included, allowing for a seamless transition. The functional Layout offers three comfortable bedrooms, one full bathroom, ideal for effortless single-level living. Features a large parking area with plenty of room for multiple vehicles, all set on a massive, level yard perfect for gardening, outdoor entertaining, or recreation. Centrally located, this home keeps you connected to everything you need. You are situated just minutes from Interstate I-395, offering incredibly quick access to area shopping plazas, diverse dining options, and local conveniences. Don't miss this fantastic opportunity to own a peaceful retreat with unbeatable modern accessibility at an incredible price point!

44 Putnam Rd, Plainfield
31 Depot Rd, Plainfield
$209,900
5 Beds ⋅ 1 Baths ⋅ 24211639 MLS
The potential is endless in this classic 1890 conventional style home which sits on a spacious .69 acre open level corner lot, offering strong curb appeal and plenty of outdoor usability. The property features 5 bedrooms, providing excellent space for larger households or flexible room arrangements. With its old-world charm and traditional layout, the home presents a solid foundation for buyers looking to update and personalize to their own taste. The structure, lot size, and location create meaningful long term value, and buyers will appreciate the opportunity to restore this well situated Plainfield property into a comfortable and character filled residence. Hurry to book a viewing, simply too good to be true. Don't miss this diamond in the rough.

31 Depot Rd, Plainfield
21 Potvin Ave, Plainfield
$330,000
3 Beds ⋅ 1 Baths ⋅ 24211453 MLS
The ranch you've been waiting for! Freshly remodeled, bright, clean & full of charm, this 3-bedroom home is ready to steal your heart. New flooring flows throughout, complemented by modern lighting and a beautifully refreshed full bath. The updated kitchen features stainless steel appliances, a center island, and plenty of room for a dining table-because the best memories happen gathered around good food! Outside might be even better: a fenced-in backyard, custom patio, and outdoor fireplace ready for crisp fall nights, cozy fires & s'mores. Add in a newer roof and a neighborhood setting right next to a ball field and park, and this little ranch packs a whole lot to love. Cute, cozy & completely move-in ready! One level living at its best!

21 Potvin Ave, Plainfield
66 High Meadow Dr, Plainfield
$389,900
4 Beds ⋅ 2 Baths ⋅ 24209361 MLS
OVERSIZED Cape w/ NEW FLOORING throughout main level on the end of a cul-de-sac w/ CITY WATER & SEWER! 4 BEDROOMS- 2 LARGE bedrooms upstairs (one has a WALK IN CLOSET) REMODELED bathroom w/ TILE flooring, updated vanity and tub w/ TILE back splash. 2 additional bedrooms on first floor, UPDATED bathroom w/ NEWER toilet and VANITY. SPACIOUS living room, eat in kitchen w/ LARGE ISLAND NEW BOSCH dishwasher, stove & microwave conveying. SLIDER leads to 10 x 12 DECK overlooking .70 of an acre. GENERATOR 8000 WATT will CONVEY for peace of mind during storms. SOME furniture WILL BE CONVEYING. PAVED driveway w/ plenty of parking and ! CLOSE to 395 for easy commute. 28 x40 BASEMENT for ALL your storage. CAN CLOSE ANYTIME! Camera & Audio inside and out.

66 High Meadow Dr, Plainfield
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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