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

$599,999

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194870 MLS

Offered for the first time, this lovingly maintained one-owner Cape is nestled in a peaceful country setting surrounded by mature trees and natural beauty. Built in 2003, this spacious home offers 2700 square feet. The main level features a private primary suite with its own deck, oversized walk-in closet/dressing room, and ensuite bath with soaking tub and separate shower. The inviting layout flows from the foyer to the living room, formal dining room, and eat-in kitchen with peninsula seating. A first-floor laundry room includes a small office and additional storage. Upstairs, two generously sized bedrooms share a Jack-and-Jill bath. One bedroom features a large walk-in closet, while the other offers two walk-in closets for exceptional storage. The attached three-bay garage provides interior access to unfinished space above, offering excellent potential for a home office, recreation room, or guest suite. Outside, enjoy a welcoming wraparound farmer's porch, rear deck overlooking the tranquil backyard, and a convenient storage shed. With just a few cosmetic updates, this well-built home offers a wonderful opportunity to add your personal style while enjoying the peace and privacy of country living.

109 Starkweather Rd, Plainfield

$265,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194523 MLS

Check out this home with great potential! With a little vision and sweat equity this house could be transformed into the home of your dreams. The backyard is spacious, private, and ready for you to relax in. Subject to probate court approval.

39 Sterling Hill Rd, Plainfield

$60,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194497 MLS

Affordable living awaits in this mobile home located in a welcoming 55+ community in Plainfield. Your vision can come to life with a ready to go canvas! Two bedrooms (shelving in first bedroom to be removed prior to closing) and one bathroom. Wide open layout to the living room/dining room make the home feel spacious! Newer windows! Shed in the back yard for storage. Needs cosmetics and repairs. Park approval needed.

49 Erin Dr, Plainfield

$196,000

2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194453 MLS ⋅ Central Square BLDG.

Welcome home to this charming 2-bedroom, 1.5-bath mill-style condominium, where historic character and modern updates come together beautifully. From the moment you walk in, you'll love the soaring ceilings, oversized windows, and natural light that fill the space with warmth. The open layout offers plenty of room to relax or entertain, while the in-unit washer and dryer add everyday convenience. Both bedrooms are generously sized with ample closet space, and the updated bathrooms provide a fresh, modern feel. Enjoy peaceful river views, beautifully maintained grounds, and a quiet setting that's still just minutes from shopping, restaurants, and everything you need. If you've been looking for a home with charm, character, and a little something special, this is one you won't want to miss!

45 Main St Unit 205, Plainfield

$459,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194359 MLS

Welcome to this charming Cape Cod-style home located in desirable Huntington Estates. Nestled on 1.4 private acres and surrounded by mature trees and established gardens, this property offers a peaceful setting with beautiful views of the distant hillside. A long private driveway leads to the attached two-car garage and two additional outbuildings, providing plenty of space for vehicles, equipment, hobbies, and storage. The backyard is designed for relaxing and entertaining, featuring a massive deck connected to an above-ground pool-the perfect place to enjoy summer days, host gatherings, or take in the surrounding scenery. Inside, the open living room and kitchen area create a comfortable and inviting layout. The living room features beautiful hardwood floors and a striking stone-faced gas fireplace, adding warmth and character to the space. Sliding glass doors provide direct access to the expansive deck while filling the home with natural light. The kitchen and bathrooms feature durable tile flooring, while the generous room sizes and abundance of closets ensure that storage is never lacking. All three bedrooms are located on the second floor, while the basement offers two additional finished rooms that can be used as a home office, playroom, guest space, workout room, or hobby area. Above the garage is a large unfinished space currently used for storage. With some vision, this area could potentially be transformed into an office, fitness room, reading retreat,

11 Huntington Dr, Plainfield

$1,100,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194248 MLS

The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield

$420,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193211 MLS ⋅ Moosup River Estates BLDG.

Enjoy carefree, single-level living in the desirable 55+ community of Moosup River Estates! This well-maintained 2-bedroom, 2-bath ranch features an open floor plan with a spacious living and dining area, breakfast bar, granite countertops, walk-in pantry, separate laundry room, air conditioning, and an attached two-car garage. The primary suite offers a walk-in shower and plenty of comfort. Community amenities include a clubhouse, scenic river for fishing, and a putting green. Low-maintenance living in a peaceful setting-don't miss this wonderful opportunity!

4 Henry Dr Unit 4, Plainfield

$375,000

3 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24193077 MLS

Charming 1900 Cape-style home featuring 3 bedrooms, 1 full bath, and convenient first-floor living with the primary bedroom, full bath, and kitchen. The spacious living and dining areas offer plenty of room to gather, while the sliding door leads to a back deck and patio. The detached heated two-bay garage includes a workbench area off the back and a bright room with a propane stove, perfect for extra space to entertain or a separate home office, or hobby space. A PAID IN FULL solar system. A couple recent updates : New roofing, upgraded electrical panel, newer oil tank, new well pump, newly sealed driveway, updated paint, new garage storm door, and more. Situated on a large, open, flat lot-this move-in-ready home is one you won't want to miss!

131 Daggett St, Plainfield

$69,900

ACTIVE Status ⋅ 24192702 MLS

Bring your vision to life on this approved building lot. This parcel provides the flexibility to build a home that fits your lifestyle. This lot is a conveniently located near local amenities, 395 and the Rhode Island border.

Collelo Avenue, Plainfield

$525,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192773 MLS

Almost new! Built in 2025 this stunning raised ranch is move- in ready. The bright, open concept main level features a living room and kitchen with cathedral ceilings and spacious primary suite, 2 additional bedrooms and an additional full bathroom. The fully finished lower level adds a versatile bedroom, another full bathroom-ideal for guests, hobbies, or a home office. The oversized, integrated 2 car garage includes built-in shelving and a dedicated utility room. Inside the entry, a handmade coat rack with bench creates a warm, custom welcome for you and your guests. This home is packed with upgrades including: quartz kitchen countertops, large island with seating for 3, coffee bar/glass front cabinetry, oversized pantry and full privacy tempered glass door leading to the deck. Each bedroom has a custom closet design system to maximize space. All windows have custom shades/blinds. Nuvo whole house water filter system. A beautifully finished, thoughtfully designed home with quality touches at every turn

48 Lake St, Plainfield

$489,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192712 MLS

Welcome to 26 Old Putnam Road Extension, Plainfield-an impeccably maintained raised ranch offering nearly 2,000 square feet of finished living space in a quiet, convenient location. The bright, open-concept main level features a soaring vaulted ceiling, hardwood flooring, and abundant natural light. The updated kitchen boasts brand-new quartz countertops, newer appliances, and flows seamlessly into the dining and living areas, with easy access to the rear deck for entertaining. The flexible floor plan includes a spacious primary bedroom with a walk-in closet, Jack-and-Jill full bath and two additional main-level bedrooms, one of which is currently being used as a laundry room. A second laundry hookup is available on the lower level, making it easy to convert the space back into a bedroom if desired. The fully finished walkout lower level expands the living space with a family/media room, a potential fourth bedroom, a dedicated home office, and a second full bathroom. Additional highlights include an oversized attached garage, central air, efficient propane forced-air heat, and a brand-new propane tankless water heater. Outside, enjoy a beautifully landscaped yard with established perennial gardens, stone walls, and an expansive paved driveway. Conveniently located near shopping, restaurants, and major commuting routes, this move-in-ready home offers the perfect blend of comfort, flexibility and convenience.

26 Old Putnam Rd Extension, Plainfield

$369,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191623 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, stainless steel appliances, and a half bath. Also, offering a pantry closet. 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 homes. 7 units total under construction and ready to take deposits.

12 Cemetary Road Unit 12, Plainfield

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