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

$324,999

3 Beds ⋅ 1 Baths ⋅ 24204531 MLS

Welcome to this charming 3-bedroom, 1-bathroom ranch-style home in Plainfield, offering comfortable one-level living with a peaceful, set-back-from-the-road setting. This move-in-ready home features a brand-new roof and new windows, providing added peace of mind for years to come. Inside, you'll find new luxury vinyl plank (LVP) flooring throughout the main living areas, along with new carpeting in the bedrooms for added comfort. The property is served by public septic. Full home inspection, termite, radon and water testing just completed and available for review upon request. With major updates already completed, and a welcoming ranch layout, this Plainfield home is ready for its next owner to make it their own. Come see all it has to offer! Agent owned.

23 Shepard Hill Rd, Plainfield

$775,000

4 Beds ⋅ 3 Baths ⋅ 24203820 MLS

Welcome to this beautifully crafted 4-bedroom, 2.5-bath Colonial nestled on a newly developed cul-de-sac. Offering approximately 2,575 square feet of thoughtfully designed living space, this home combines quality craftsmanship with modern style and functionality. Hardwood flooring flows throughout, leading to a custom kitchen featuring elegant quartz countertops and quality finishes. The inviting living area showcases a striking stone veneer fireplace, creating a warm and welcoming focal point. The spacious primary suite provides a private retreat with generous room for relaxation and an impressive en-suite bath. Three additional bedrooms offer plenty of space for family, guests, or a home office. Set in a desirable new subdivision, this home offers the benefits of new construction, a peaceful setting, and modern amenities throughout. A wonderful opportunity to own a quality-built home in a beautiful cul-de-sac neighborhood. Agent is owner.

332 Spaulding Rd, Plainfield

$290,000

3 Beds ⋅ 1 Baths ⋅ 24203002 MLS

Charming, Cozy, and 100% Move-In Ready! Everything has been done for you! Just three short years ago, this adorable 3-bed, 1-bath home received a complete tune-up, including a new roof, modern mechanicals, and a stylishly updated kitchen with modern appliances. Loved for its practical layout, you'll find main-floor laundry right where you need it. Step outside to your private, level backyard-a perfect canvas for gardeners, weekend BBQs, or late-night stargazing by the shed. Just unpack and start living!

19 River St, Plainfield

$415,000

3 Beds ⋅ 2 Baths ⋅ 24202054 MLS

Charming 1880 Cape Cod on 1.1 Private Acres - Moosup, CT Tucked on over an acre of level, partially wooded land, this beautifully maintained 1880 Cape Cod blends timeless New England character with thoughtful modern updates. The 3-bedroom, 1.5-bath home offers 1,154 square feet of comfortable living space, featuring first-floor laundry and fresh interior paint throughout that make it truly move-in ready. Recent upgrades give buyers real peace of mind: a new air handler, a new patio for outdoor entertaining, and a professionally sealed basement. Step outside to relax on the classic wrap-around front porch, or take advantage of the detached 1-car garage and storage shed for all your tools and toys. With a private well and public sewer, this property offers the best of both worlds - rural charm with modern convenience. Set in a quiet, low-traffic pocket of Moosup with exceptional sun exposure and minimal flood or fire risk, this is a rare chance to own a piece of Connecticut history on a spacious, private lot. Whether you're a first-time buyer or looking to downsize without sacrificing land, this one checks the boxes. Don't miss this move-in-ready blend of history and modern updates - schedule your showing today!

100 High St, Plainfield

$415,000

3 Beds ⋅ 2 Baths ⋅ 24201705 MLS

Welcome to this charming 3-bedroom, 2-full-bath ranch offering comfortable one-level living in a peaceful setting. Beautiful stone accents give this home timeless curb appeal. Inside, you'll find a functional layout and delightful sunroom filled with natural light-perfect for enjoying your morning coffee, relaxing, or entertaining guests. The spacious living areas offer plenty of room to make this home your own. The property sits on a generous, level lawn providing plenty of outdoor space for gardening, recreation, or gatherings. An attached garage offers convenient parking and additional storage. A wonderful opportunity to own this spacious ranch.

15 Susie Ave, Plainfield

$495,000

4 Beds ⋅ 3 Baths ⋅ 24200919 MLS

Set on nearly eight acres of rolling land on Black Hill in Plainfield, this versatile property offers a flexible 4-bedroom home, substantial barn infrastructure and plenty of usable outdoor space. Built in 2003, this home centers around an open great-room layout where the kitchen, dining and living areas connect naturally. A pellet stove provides supplemental heat, while mini-split heat pumps provide heating and cooling. The flexible floor plan includes a main-level primary bedroom, an additional main-level bedroom and multiple walk-in closets. Two bedrooms and a full bathroom on the upper level.

189 Black Hill Rd, Plainfield

$475,000

3 Beds ⋅ 2 Baths ⋅ 24200772 MLS

Welcome home! Originally built in 1961, this spacious 3-bedroom home underwent an extensive renovation in 2019, blending classic character with modern updates. Hardwood floors flow through the living room, staircase and all three bedrooms, while ceramic tile complements the kitchen and bathrooms. The oversized kitchen offers abundant cabinetry, granite countertops and a large center island with room for seating, plus plenty of space for a full-size dining table. Vaulted ceilings throughout much of the home create an open, airy feel, while the wood-burning fireplace adds warmth and charm to the living room. Both full bathrooms were beautifully updated, and the main bath includes a washer and dryer that will convey. Just off the kitchen is a heated sunroom, perfect for a home office, playroom or additional sitting area. Looking for even more space? The garageoffers great potential for future living space, with most already drywalled and painted and its own heat zone. The massive garage provides room for up to 3 vehicles plus additional storage. A generator inlet box has also been professionally wired and conveniently located between the garage doors. With over 1,800 sq. ft. above grade and even more possibilities below, this home has room to grow!

686 Squaw Rock Rd, Plainfield

$549,900

3 Beds ⋅ 3 Baths ⋅ 24199772 MLS

Welcome to this 3-bedroom, 3-full-bath home set on 1.92 acres on a cul de sac. The home features 2,003 sq. ft. of main-level living plus 1,547 sq. ft. in the finished walkout lower level, providing approximately 3,550 sq. ft. of finished space. The main level features a bright vaulted living room, kitchen with stainless steel appliances, dining area, first-floor laundry, and a primary bedroom with private deck access and a large bath featuring a jacuzzi tub and separate shower. A sunroom with propane fireplace and access to an additional deck provides a great place to relax while overlooking the property. The finished walkout lower level greatly expands the possibilities, featuring a large recreation and entertaining area, wet bar with sink and refrigerator, full bathroom, office room, and direct access to the backyard. Use the additional space for entertaining, guests, working from home, a gym, hobbies, or extended family living. Outside, the 1.92-acre property offers a large yard surrounded by mature trees, multiple decks, and plenty of outdoor space to enjoy. An attached two-car garage and paved driveway provide convenient parking and storage. This home offers plenty of room to live, work, entertain, and make it your own.

13 Juniper Ln, Plainfield

$429,000

3 Beds ⋅ 3 Baths ⋅ 24199786 MLS

Welcome to 55 Glebas Road, a charming Cape-style home offering comfortable living, desirable amenities, and plenty of space both inside and out. This inviting 3-bedroom home features an open and welcoming layout, 2.5 bathrooms, and a finished walk-out lower level providing additional living space and flexibility for a home office, recreation room, guests, or extended living. Enjoy the convenience of first-floor laundry and an attached two-car garage. Step outside to a private backyard retreat featuring a deck, patio, enclosed porch, and in-ground pool-perfect for relaxing, entertaining, and enjoying the warmer months. A fenced yard, storage shed, and paved driveway add convenience and functionality to this inviting property. Set in a peaceful Plainfield location, this home offers a great combination of privacy, space, and everyday convenience. With its versatile finished lower level, multiple outdoor living areas, and inviting pool area, 55 Glebas Road is ready to welcome its next owner! Sale dependent upon the contract owner's ability to take title

55 Glebas Rd, Plainfield

$299,900

3 Beds ⋅ 1 Baths ⋅ 24198984 MLS

"First-floor living at its best! This charming 3-bedroom home features beautiful hardwood floors, a cozy fireplace for those cool New England evenings, and a whole-house generator to keep you comfortable when the power goes out. Situated on a desirable corner lot, the property also offers a paved driveway, storage shed, and convenient access to I-395. A wonderful opportunity for comfortable and convenient living in a great location."

28 Daggett St, Plainfield

$524,900

3 Beds ⋅ 2 Baths ⋅ 1420561 MLS

Welcome to 92 New Road, a well-cared-for property offering the space, privacy, and comfortable setting that makes it easy to feel at home. Set on a spacious lot in Plainfield, this home provides a peaceful rural atmosphere while remaining conveniently located near everyday amenities, shopping, dining, and major routes. Inside, you'll find a functional and inviting layout with plenty of natural light and comfortable living spaces ready to be enjoyed. Providing you with 3 bedrooms, 2 full bathrooms and a finished basement for even more opportunity. A massive 2 car garage, dedicated laundry room, ample amounts of storage, a fire place insert and a hot tub are just few of many attributes this property has to offer. Regardless of which door you walk out, the exterior surroundings of this home will not disappoint. The in-ground pool fully fenced in creates the perfect summer getaway for your family and friends. You won't miss the oversized shed and the garden beds in the backyard. With just over an acre of land there are so many possibilities. Come experience all this property has to offer!

92 New Road, Plainfield

$524,900

3 Beds ⋅ 2 Baths ⋅ 24198864 MLS

Welcome to 92 New Road, a well-cared-for property offering the space, privacy, and comfortable setting that makes it easy to feel at home. Set on a spacious lot in Plainfield, this home provides a peaceful rural atmosphere while remaining conveniently located near everyday amenities, shopping, dining, and major routes. Inside, you'll find a functional and inviting layout with plenty of natural light and comfortable living spaces ready to be enjoyed. Providing you with 3 bedrooms, 2 full bathrooms and a finished basement for even more opportunity. A massive 2 car garage, dedicated laundry room, ample storage, a fire place insert and a hot tub are just few of many attributes this property has to offer. Regardless of which door you walk out, the exterior surroundings of this home will not disappoint. The in-ground pool fully fenced in creates the perfect summer getaway for your family and friends. You won't miss the oversized shed and the garden beds in the backyard. With just over an acre of land there are so many possibilities. Come experience all this property has to offer!

92 New Rd, Plainfield

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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.