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55 Glebas Rd, Plainfield
$419,000
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

7 Sycamore Ter, Windham
$399,000
5 Beds ⋅ 3 Baths ⋅ 24176079 MLS
Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sunlit living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, you will find a beautiful sun-filled room overlooking the backyard, great for entertaining, relaxing, or enjoying your morning coffee. A main-level office or fifth bedroom adds everyday flexibility. Upstairs offers four generously sized bedrooms and a full bath. Head to the finished, heated lower level that features natural light, walk-out access, a full bath, and ample space - offering incredible versatility for guests, a home office, extended living arrangements or potential in-law. Just a short distance to Shetucket Plains Road Park & Route 32.

7 Sycamore Ter, Windham

40 Taft St, Killingly
$395,000
3 Beds ⋅ 3 Baths ⋅ 24192043 MLS
Welcome home to the heart of Connecticut's beautiful Quiet Corner, where peaceful country living meets modern comfort. Nestled on a quiet street in Killingly, CT, this well maintained 3-bedroom, 2.5-bath home sits on over half an acre of land, offering privacy, space, and a wonderful setting to enjoy all the area has to offer. Step inside to discover a thoughtfully designed floor plan featuring a formal living room, dining room, and a spacious family room just off the kitchen-the perfect gathering place for everyday living and entertaining. The family room offers brand new sliding doors out to the back deck. The house was recently fitted with brand new Anderson windows, new shower walls, 200 amp service, and professionally installed gutter leaf guards. Downstairs, the full basement includes a finished bonus room that offers endless possibilities as a home office, fitness room, craft studio, playroom, or media room. Designed with both convenience and sustainability in mind, this home features an attached two-car garage, energy-saving solar panels, and a Tesla backup battery system, providing increased efficiency and peace of mind during power outages. If you've been searching for a home that combines classic charm, modern updates, exceptional energy efficiency, and a peaceful setting, 40 Taft Street is ready to welcome you home.

40 Taft St, Killingly

421 Modock Rd, Putnam
$389,900
2 Beds ⋅ 2 Baths ⋅ 24195724 MLS
Located on over 4 AC of Agricultural zoned land in West Putnam, this 2 bedroom 2 bathroom Ranch style home is just the property you have been looking for. Home is well maintained and still owned by members of the original family. Home features a 1 car attached garage along with plenty of parking on & off the paved driveway. A large kitchen has ample working space and is open to the dining area. A sunroom off the front makes a great additional entry way for your guests along with an awesome sitting area. The spacious living room features the exposed brick chimney with a flue for a wood stove/pellet or gas stove. A side door leads to the deck overlooking to open side yard. There are two very generously sized bedrooms. The primary bedroom features its own private full bathroom. The basement has tons of potential. Already semi-finished, with room for improvement. The walk-out door to the side yard and storage under the deck is a great feature as well. Convenient commuting location, easy access to both Rt. 44 & Rt. 101 along with one of the lower tax districts locally make this home a must see.

421 Modock Rd, Putnam

4 Railroad Ave, Plainfield
$389,000
3 Beds ⋅ 2 Baths ⋅ 24195649 MLS
Discover the Perfect Blend of Privacy and Convenience Nestled on nearly an acre of wooded surroundings, this charming 3 bedroom, 1.5 bath home offers the peaceful setting you've been searching for while remaining just minutes from shopping, dining, healthcare, and easy access to I395. Inside, you'll find a spacious 24 x 14 primary bedroom, convenient first floor laundry, and an inviting living room centered around a cozy fireplace with a wood stove insert, perfect for relaxing year round. A breezeway connects the home to the attached one car garage, adding both functionality and charm. Major updates provide peace of mind, including a newer roof approximately 14 years old, an 12 year old boiler, and a new asphalt millings driveway installed in March 2025. Additional features include central vacuum, well water, city sewer, and a thoughtfully maintained interior. Step outside to enjoy a private backyard bordered by a beautiful stone wall, creating the perfect space for entertaining, gardening, or simply unwinding in nature. Set back from the road with a long driveway, this home offers exceptional privacy without sacrificing convenience. This is a rare opportunity to own a home that combines comfort, character, and a location that makes everyday living easy. Subject to lender approval As is sale

4 Railroad Ave, Plainfield

21 Deerfield Dr, Ashford
$380,000
3 Beds ⋅ 2 Baths ⋅ 24203220 MLS
Welcome to 21 Deerfield Dr in Ashford! This beautifully updated 3 bed, 2 bath home offers 1,872 square feet of finished living space and is located within the Lake Chaffee community. The open floor plan creates an easy flow throughout the main level, featuring an updated kitchen, spacious living and dining area, primary bedroom with full bath, and convenient first-floor laundry. The finished lower level offers even more space with fresh carpeting and a flexible space ideal for both an entertaining space and bedroom, home office, gym, or playroom. The property is part of the Lake Chaffee Improvement Association with an annual fee for plowing, road & lake maintenance. The sale also includes an additional .24-acre lot located directly across the street, providing added space and potential.

21 Deerfield Dr, Ashford

19 Mountain View Lndg Unit 19, Killingly
$379,900
2 Beds ⋅ 2 Baths ⋅ 24209338 MLS ⋅ Mountain View Landing BLDG.
Welcome to easy, carefree living in this highly sought-after 55+ community! This beautifully maintained ranch-style condo offers true single-level living with 2 bedrooms, 2 full baths, and a bright, spacious open floor plan. Hardwood floors flow throughout the main living areas, while the inviting fireplaced living room features a vaulted ceiling, creating a wonderful open and airy feel. The spacious primary suite includes a private full bath with a convenient walk-in shower. Step outside to the generous deck, perfect for relaxing, entertaining, or enjoying your morning coffee. Additional features include central air, a whole-house generator for added peace of mind, an attached one-car garage, and a desirable corner location offering added privacy. A full basement provides an abundance of storage and excellent potential for additional finished space. Comfortable, convenient, and easy to maintain-this wonderful home offers everything you need to enjoy the ease of 55+ living!

19 Mountain View Lndg Unit 19, Killingly

222 Tower Hill Rd, Chaplin
$379,000
3 Beds ⋅ 2 Baths ⋅ 24178626 MLS
Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a private in-law apartment with its own separate entrance - ideal for guests, extended family, or potential rental income. Enjoy peaceful outdoor living with a private bedroom balcony, an oversized upper deck off the kitchen, a lower-level deck, and access to the beautiful Stone House Brook. Additional highlights include a long circular driveway and Two outbuildings offering exceptional storage and endless possibilities. A truly special countryside retreat with warmth, charm, and flexibility throughout.

222 Tower Hill Rd, Chaplin

115 Chapman St, Windham
$375,000
6 Beds ⋅ 3 Baths ⋅ 24207512 MLS
Very well maintained 3 family in vibrant Willimantic. 3 Units plus a 3-car garage (extra cash flow) and 2 building lots (lots of space for parking outdoor activities). Roof replaced in 2023 and the property needs nothing. Unit 1 is a 1-bedroom. Tenant pays all utilities and rent is $1100. Unit 2 is vacant and is a 2 (maybe 3) bedroom. Owner pays gas heat. The unit has electric hot water heater (installed 2021) (electric paid by tenant). Rent is $1400. Unit 3 is a 3 bedroom. Owner pays gas heat. Electric hot water heater (installed 2021) (electric paid by tenant. Rent is $1300. 1 bay of garage is rented at $100/month. This is a great opportunity to live in a well maintained property and have your tenants help pay your mortgage. Or add this well maintained property to your investment portfolio.

115 Chapman St, Windham

220 Windham Rd, Brooklyn
$369,900
3 Beds ⋅ 2 Baths ⋅ 24202981 MLS
Welcome to 220 Windham Road, a charming Cape set on 1.38 acres in desirable Brooklyn, Connecticut. Offering a wonderful blend of character, comfort, and space, this 3-bedroom, 1.5-bath home features beautiful hardwood and wide-board flooring throughout much of the main living area. Step inside to a warm and inviting living room highlighted by a fireplace, and a large bay window that fills the space with natural light. The country-style kitchen flows into a dining room accented by classic wainscoting, chair rail, and crown molding, creating a welcoming setting for everyday living and entertaining. A first-floor bedroom and half bath offer added convenience and flexibility, while upstairs you'll find two generously sized bedrooms with walk-in closets and an updated full bath. The partially finished lower level provides additional living space with a family room, additional room, and laundry area-ideal for a home office, recreation space, guests, or additional storage. Outside, enjoy a spacious, level and lightly wooded lot with plenty of room to relax, entertain, garden, or simply enjoy the peaceful surroundings. An attached one-car garage completes this inviting property. Conveniently located along Route 6 with the space and charm of country living, 220 Windham Road is ready to welcome its next owner.

220 Windham Rd, Brooklyn

1310 Rte 169, Woodstock
$369,000
3 Beds ⋅ 1 Baths ⋅ 24210680 MLS
Welcome to easy one-floor living at 1310 Route 169 in desirable Woodstock! Set on 0.6 acre, this thoughtfully updated home offers comfort, convenience and a peaceful outdoor setting. Step onto the large deck and enjoy a beautiful open backyard, where gardens and woodland views create a private retreat for morning coffee, summer gatherings or simply unwinding. Inside, updated flooring and granite countertops in the kitchen and bathroom add style, while the dining room window welcomes natural light. First-floor laundry makes everyday living easier. The open walk-out basement offers room for hobbies, storage and potential future expansion, with a pellet stove for added warmth. Numerous improvements include updated doors, a new water heater in 2023, and a freshly updated bathroom vanity. A new 20x20 two-car carport, added in 2026, complements the asphalt driveway. The 1,500-gallon septic tank was replaced in 2021 and the roof in 2011. A washer, dryer and generator with a whole-house plug-in connection are included. Enjoy the charm of Northeast Connecticut with convenient access to Massachusetts and I-395 in Putnam - a welcoming place to settle in and make your own.

1310 Rte 169, Woodstock

371 Prospect St, Windham
$362,500
6 Beds ⋅ 2 Baths ⋅ 24200868 MLS
Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor provides even more options for a home office, guest room, or additional living space. Previously utilized as a 6-bedroom rental, the home offers an abundance of space and functionality. A detached 2-car garage and expansive driveway provide ample parking, while the generous .41-acre lot offers a surprisingly spacious yard with plenty of room to enjoy the outdoors. Located just steps from Eastern Connecticut State University and close to shopping, dining, and major commuter routes, this property combines space, convenience, and versatility in one unique package. Whether you're searching for a spacious primary residence or a property with strong income potential, this home is full of opportunity.

371 Prospect St, Windham

78 Viens St, Putnam
$355,000
4 Beds ⋅ 1 Baths ⋅ 24211424 MLS
RAISED RANCH: This 1,700-square-foot raised ranch offers 4 bedrooms, 1 full bath, and versatile space to fit your needs. Hardwood and carpet flooring add warmth, while an additional lower-level room provides options for a home office, storage, or other use. A laundry area adds everyday convenience. Recent updates include a new roof in 2024, a new deck and above-ground pool in 2025, and a renovated bathroom in 2026. Spend warmer days relaxing on the deck or enjoying the pool, with a shed offering extra storage for outdoor essentials. Additional features include solar panels, electric heat, and city water and sewer. Conveniently located near downtown, shopping, and walking trails, with easy access to Interstate 395, this home keeps everyday destinations within reach.

78 Viens St, Putnam

268 Mechanic St, Killingly
$354,900
3 Beds ⋅ 2 Baths ⋅ 24211058 MLS
MOVE-IN READY CAPE WITH MODERN UPDATES, FLEXIBLE LIVING SPACE & A PRIVATE FENCED YARD! This beautifully maintained and updated Cape offers a desirable open-concept floor plan, spacious bedrooms, updated baths, and an inviting outdoor retreat. The main level features a bright, open kitchen with stainless steel appliances, wrap-around counter seating, and a convenient eat-in dining area, flowing seamlessly into the living room-ideal for everyday living and entertaining. A sliding glass door leads directly to the fully fenced backyard, complete with a spacious deck, fun string lighting, fire pit, and storage shed, creating an excellent extension of the home's living space for outdoor gatherings and relaxation. The first floor also offers a bedroom and full bathroom, providing excellent flexibility for guests, a home office, or one-level living. Upstairs, you'll find two generously sized bedrooms, each featuring double closets, plus a nicely renovated full bathroom with a double vanity and lighted/heated touch mirrors for a modern finishing touch. Rounding out the home is an attached one-car garage offering convenient parking and additional storage. With its functional layout, thoughtful updates, abundant storage, and fantastic fenced-in outdoor space, this Cape offers the combination of comfort, versatility, and convenience today's buyers are looking for!

268 Mechanic St, Killingly

89 Broad St, Killingly
$350,000
4 Beds ⋅ 3 Baths ⋅ 24206165 MLS
Fabulous two family!! This charming duplex offers incredible flexibility-perfect for an owner-occupant looking to offset expenses, an investment opportunity, or a multi-generational setup that brings the whole family together while maintaining separate living spaces. The spacious Unit 1 features a large kitchen, generous dining room, and inviting living room with beautiful hardwood floors and a fireplace with wood-burning insert. Three large bedrooms and two full bathrooms provide plenty of space and versatility. Unit 2 - is a first-floor apartment featuring its own private entrance and offers one spacious bedroom, an ample living room, kitchen, and full bathroom. Each unit features separate heating and electrical, along with its own cost-effective solar system, offering added efficiency and independence between the two living spaces. City water and sewer add everyday convenience, all in a walkable location. Live in one and rent the other, invest in both, or bring everyone together under one roof-the possibilities are plentiful. Property is being sold as-is.

89 Broad St, Killingly

81 Hawkins St, Killingly
$350,000
3 Beds ⋅ 2 Baths ⋅ 24201846 MLS
Filled with character and timeless Craftsman details, this spacious bungalow offers a floor plan as unique as the home itself. The open living and dining area features hardwood floors, original wood columns, detailed built-ins, and a fireplace. French doors open to a sun-filled inglenook-one of two in the home-perfect for an office, reading nook, or play space. The oversized kitchen features a large island with prep sink, 6-burner gas range, double porcelain sink, and abundant cabinetry. The first floor also includes a full bath with Italian glass tile, laundry/pantry room, and a versatile family room with sliders to the deck and backyard. Upstairs are three generously sized bedrooms, including a primary suite with a private dressing room and ensuite bath. Outside, enjoy a level backyard bordered by mature trees for added privacy and a two-bay garage. A truly distinctive home offering space, flexibility, and architectural details you simply don't find every day.

81 Hawkins St, Killingly

17-19 N Chestnut St, Plainfield
$349,900
6 Beds ⋅ 2 Baths ⋅ 24205261 MLS
A fantastic opportunity for investors or owner-occupants! This well-maintained two-family property offers three bedrooms on each side, full basements, city water and sewer, and a detached oversized 2car garage with workshop. The property has been lovingly maintained and improved over the past 20 years with numerous updates throughout. Improvements include double paned windows, newer heating systems, electrical system updates, and chimney improvements with new crowns. Fresh interior painting and ongoing updates reflect the care and attention this property has received. Both units offer spacious living while the full basements provide additional storage and utilities. One unit is currently occupied by a tenant on a month-to-month lease, offering flexibility for the next owner. With its excellent condition, substantial improvements and desirable two-family layout this property is a wonderful opportunity for investors seeking rental income or buyers looking to live in one unit while generating income from the other. DONT MISS THIS ONE!

17-19 N Chestnut St, Plainfield

202 S Main St, Putnam
$349,900
3 Beds ⋅ 1 Baths ⋅ 24197363 MLS
Step into the timeless charm of this beautifully maintained 1922 Colonial, where classic character meets thoughtful updates. Relax on the inviting front porch overlooking the beautifully landscaped, fully fenced backyard filled with vibrant gardens and colorful flowers. Inside, the remodeled kitchen features newer appliances and flows into a spacious dining room with hardwood flooring, an elegant chandelier, a built-in hutch, and a passage door leading to the deck and private backyard-perfect for indoor and outdoor entertaining. The welcoming living room offers hardwood flooring and crown molding, adding warmth and character throughout. Upstairs, you'll find a generously sized primary bedroom with hardwood flooring and a walk-in closet, along with two additional bedrooms, each featuring hardwood flooring and ceiling fans. The remodeled full bath boasts a walk-in shower, bead board walls, and updated flooring. Additional highlights include a pull-down attic with flooring for convenient storage, a lower level with a workshop, laundry area, slop sinks, and finished bonus space complete with a cozy Jtul wood-burning stove. Updated electrical, a detached one-car garage, and abundant storage add to the home's appeal. This charming Colonial offers the perfect blend of historic character, modern updates, and inviting indoor and outdoor living spaces. Walking distance to town with restaurants and shops galore and close to I-395. SUBJECT TO SELLER FINDING SUITABLE HOUSING!

202 S Main St, Putnam

18 Philmar Dr, Plainfield
$349,900
3 Beds ⋅ 1 Baths ⋅ 24195254 MLS
Welcome home to this beautifully maintained ranch-style property, perfectly situated on a quiet dead-end road. Offering 3 bedrooms, 1 full bathroom, and hardwood floors throughout, this home combines comfort, convenience, and charm. The updated kitchen serves as the heart of the home, while major mechanical updates provide peace of mind for years to come. A finished sunroom at the rear of the home offers additional living space and is perfect for a family room, home office, playroom, or entertaining area. Step outside to enjoy the expansive, fully fenced backyard-ideal for pets, gardening, outdoor gatherings, or simply relaxing in your own private retreat. Completing the package is a one-car garage and a location that offers both privacy and easy access to nearby amenities. Move-in ready and thoughtfully updated, this is a wonderful opportunity to enjoy single-level living in a peaceful neighborhood setting.

18 Philmar 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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