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Windham County CT Multifamily Homes & Duplexes for Sale

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  • /40

    $579,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,128 Sq Ft

    22 Kingsbury Rd, Thompson, CT 06277

    Custom-built Cape with an Accessory Dwelling Unit (ADU) on 1.62 acres in a peaceful country setting, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase,

    Agent Photo

    Shiloh Therrien

    The Neighborhood Realty Group

    22 Kingsbury Rd, Thompson, CT 06277
  • /2

    $299,900

    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /40

    $649,900

    • 6 Beds
    • 6 Baths
    • 4,134 Sq Ft

    9 E Franklin St, Danielson, CT 06239

    Welcome to 9 East Franklin St, where modern comfort meets thoughtful design in this beautifully rebuilt side by side two-family home. The owner's unit feels like a private retreat, offering 3 spacious bedrooms, 2 beautifully updated full baths with heated floors, a convenient half bath, and gleaming hardwood floors throughout. A new 2022 roof adds peace of mind along with the home being fully

    Agent Photo

    Patrick Farley

    Statewide Premier Prop. LLC

    9 E Franklin St, Danielson, CT 06239
  • /20

    $325,000

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,998 Sq Ft

    70 Walnut St, Putnam, CT 06260

    Charming Victorian 2-family set up high and framed by a classic stone wall, situated on a spacious .45-acre lot and fully occupied with strong cash flow from day one. Both tenants are in yearly leases, providing stability and consistent income, and each unit features separate utilities with individual boilers, with tenants paying their own heat and electric to help maximize returns. The

    Tyrone Murphy REMAX Revolution

    70 Walnut St, Putnam, CT 06260
  • /37

    $350,000

    • 4 Beds
    • 3 Baths
    • 1,184 Sq Ft

    89 Broad St, Danielson, CT 06239

    Fabulous two family!! Rare offering! 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 main residence features a large kitchen, generous dining room, and inviting living room with beautiful

    Skyla Gagnon RE/MAX Bell Park Realty

    89 Broad St, Danielson, CT 06239
  • /9

    $349,900

    Coming Soon
    • 6 Beds
    • 2 Baths
    • 1,976 Sq Ft

    943 N Main St, Danielson, CT 06239

    2024 Siding redone and painted $20,000, 2021 Chimney Repointed, chimney cap and new liner installed $2000. 2021 Gas Furnace in Unit B $7000. 2019 New ROOF. CITY WATER, SEWER, GAS! HUGE Side Yard .82 acres (playground does not convey) One Unit will be ready to occupy or rent and make your own lease other side is month-to-month. Each side has their own DECK, pay their own utilities/heat.

    Christine Johnson RE/MAX One

    943 N Main St, Danielson, CT 06239
  • /39

    $1,350,000

    • 3 Beds
    • 4 Baths
    • 2,700 Sq Ft

    25 Kennerson Reservoir Rd, Eastford, CT 06242

    158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5

    Kiara Rusconi William Raveis Real Estate

    25 Kennerson Reservoir Rd, Eastford, CT 06242
  • /23

    $474,900

    • 8 Beds
    • 2 Baths
    • 2,398 Sq Ft

    235 Ballouville Rd, Killingly, CT 06241

    A wonderful opportunity for owner-occupants seeking additional income, or extended families looking for separate yet conveniently connected living spaces. This spacious side-by-side two-family offers four bedrooms in each unit, providing an abundance of room and flexibility. Each unit features its own separate entrance, along with newer plumbing, electrical and renovated bathrooms. Outside,

    Joanne Lukaskiewicz Wheaton Berkshire Hathaway NE Prop.

    235 Ballouville Rd, Killingly, CT 06241
  • /21

    $325,000

    • 5 Beds
    • 2 Baths
    • 2,040 Sq Ft

    983 Riverside Dr, North Grosvenordale, CT 06255

    Fantastic 2 family with both units recently renovated. 3 bedrooms in one unit. 2 bedrooms in other with a formal dining room. Each unit has a washer and a dryer. Each unit has its own parking area.

    Alexis Devlin Coldwell Banker Realty

    983 Riverside Dr, North Grosvenordale, CT 06255
  • /39

    $299,000

    $31K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,469 Sq Ft

    57 Wilkinson St, Putnam, CT 06260

    This two-family property offers solid bones and strong potential. Each unit provides a functional layout with 3 bedrooms and ample space including finished walk-up attic. Home has been used as a single family for the last 20 year's second floor kitchen needs to be reinstated. Ideal for investors, contractors, or owner occupants looking to build equity, this home needs work but delivers a great

    Kristen Anderson RE/MAX One

    57 Wilkinson St, Putnam, CT 06260
  • /23

    $389,900

    $10K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,673 Sq Ft

    81-83 Community Ave, Plainfield, CT 06374

    This well-maintained duplex offers an excellent opportunity for investors or owner-occupants looking to build equity while generating rental income. Each unit features 3 bedrooms, 1 full bathroom, and nearly 1,300 square feet of living space, providing spacious layouts and strong rental potential. One unit will be vacant at the time of purchase and has been recently renovated, allowing a new

    Benjamin Carbone Lamacchia Realty

    81-83 Community Ave, Plainfield, CT 06374
  • /38

    $547,000

    $18K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,888 Sq Ft

    41 Margaret Henry Rd, Danielson, CT 06239

    Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    41 Margaret Henry Rd, Danielson, CT 06239
  • /13

    $290,000

    $40K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    19 Cady St, Danielson, CT 06239

    Investment or owner-occupant opportunity in Killingly! Whether you are looking to expand your portfolio with instant cash flow or occupy one unit while letting the tenant help cover your mortgage, this well-maintained, character-filled, multi-family home provides the perfect footprint. Current first-floor tenant holds an active lease through February 2027. The second floor tenant in process of

    Alison Anton RE/MAX One

    19 Cady St, Danielson, CT 06239
  • /30

    $385,000

    $14K PRICE DROP
    • 9 Beds
    • 3 Baths
    • 3,033 Sq Ft

    176 S Main St, Putnam, CT 06260

    Exceptional opportunity to own this well-maintained 1895 three-family up/down property ideally situated near downtown Putnam. The charming property offers comfortable and spacious three bedroom units filled with character. The first floor unit has been tastefully updated throughout, and the property features both garage storage and off-street parking. A solid investment with timeless appeal and

    CarrieAnn Zablocki Realty One Group Cutting Edge

    176 S Main St, Putnam, CT 06260
  • /2

    $435,000

    • 5 Beds
    • 3 Baths
    • 2,392 Sq Ft

    31 Mill St, Putnam, CT 06260

    Excellent opportunity to own a versatile 3-family property in the heart of Putnam! This well-located multi-family home offers an outstanding opportunity for both investors and owner-occupants. Live in one unit while generating rental income from the others, or add a solid income-producing property to your portfolio. Situated on a 0.31-acre level lot, the property features three residential units,

    Amy Brunet Brunet and Company Real Estate

    31 Mill St, Putnam, CT 06260
  • /31

    $489,000

    • 5 Beds
    • 3 Baths
    • 2,674 Sq Ft

    28 Pleasant St, Willimantic, CT 06226

    3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

    Kathy Dubay I.M.A. Realty LLC

    28 Pleasant St, Willimantic, CT 06226
  • /16

    $299,900

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 2,794 Sq Ft

    9 Providence St, Putnam, CT 06260

    1 st floor is EMPTY you could live there or make your own rent/ lease! OVERSIZED 2 car garage you could rent out for ADDITIONAL income! Paved driveway w/ plenty of parking, city water, sewer, city gas, vinyl sided, replacement windows and service upgrade according to field card. 3 bedrooms upstirs and 2 beds down EACH unit has their own laundry hook ups and covered porches and a backyard to

    Christine Johnson RE/MAX One

    9 Providence St, Putnam, CT 06260
  • /10

    $459,900

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    Unlisted Address

    Great single family home with an extra home on property. Level lot. Lots of opportunity to live or invest. Sale includes 683 Norwich Rd.

    Tony Martin Home Pro Real Estate

    Unlisted Address
  • /34

    $289,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 3,144 Sq Ft

    8 Palmer Rd, Scotland, CT 06264

    Spacious mixed-use current 3 unit but possible 2 family located in the heart of town offering endless possibilities for investors, business owners, or owner-occupants. The first floor features two commercial storefronts with excellent visibility and foot traffic, ideal for retail or officeThe second floor offers a well-sized 2-bedroom apartment providing additional rental income or owner

    Cary Marcoux RE/MAX Bell Park Realty

    8 Palmer Rd, Scotland, CT 06264
  • /17

    $479,000

    $1K PRICE DROP
    • 9 Beds
    • 4 Baths
    • 2,939 Sq Ft

    260 Summit St, Windham, CT 06226

    Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide

    Michelle Mandel Carl Guild & Associates

    260 Summit St, Windham, CT 06226
  • /17

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    86 Chestnut St, Willimantic, CT 06226

    INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

    Marcus Hamilton CENTURY 21 Shutters & Sails

    86 Chestnut St, Willimantic, CT 06226
  • /34

    $634,900

    • 10 Beds
    • 5 Baths
    • 3,389 Sq Ft

    120 North St, Willimantic, CT 06226

    Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

    Michelle Mandel Carl Guild & Associates

    120 North St, Willimantic, CT 06226
  • /22

    $450,000

    • 5 Beds
    • 3 Baths
    • 2,032 Sq Ft

    23 Mechanic St, Danielson, CT 06239

    This charming multi-family home located at 23 Mechanic St in Killingly, CT offers a perfect blend of historic charm and modern convenience. Built in 1900, this two-story property boasts a spacious finished area of 2,411 sq.ft. with three bathrooms. The lot size is 8,712 sq.ft., providing plenty of outdoor space for relaxation and entertaining. The home features a classic design with a welcoming

    Derek Greene Derek Greene

    23 Mechanic St, Danielson, CT 06239
  • /40

    $445,000

    $5K PRICE DROP
    • 7 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    61-63 Pomfret St, Putnam, CT 06260

    61-63 Pomfret Street, Putnam, CT 06260 Excellent turnkey investment in the heart of Putnam. This true side-by-side townhouse-style duplex has been thoroughly renovated and finished to a high standard. Each unit has its own first and second floor, private basement, and private fenced-in rear lawn. The left side offers 4 bedrooms and 1 bath, currently rented at $1,600/month. The right side offers 3

    Anthony Chabot Chabot & Associates Real Estate

    61-63 Pomfret St, Putnam, CT 06260
  • /30

    $375,000

    • 6 Beds
    • 3 Baths
    • 3,300 Sq Ft

    115 Chapman St, Willimantic, CT 06226

    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

    Carol Wanat Rockoff Realty

    115 Chapman St, Willimantic, CT 06226
  • /36

    $444,900

    $5K PRICE DROP
    • 6 Beds
    • 1.5 Baths
    • 2,354 Sq Ft

    19-21 Mohegan St, Putnam, CT 06260

    19-21 Mohegan Street, Putnam, CT. Spacious double-lot 3-family property featuring an in-ground pool, fully fenced yard, and multiple sheds. The right side unit spans the basement, first, and second floors with 4 bedrooms and 1.5 baths. The lower left unit is a 1 bedroom 1 bath, and the top left unit with a sliding glass door is also a 1 bedroom 1 bath. Conveniently located just minutes from

    Anthony Chabot Chabot & Associates Real Estate

    19-21 Mohegan St, Putnam, CT 06260
  • /16

    $267,000

    • 6 Beds
    • 2 Baths
    • 1,360 Sq Ft

    144 Prospect Ave, Danielson, CT 06239

    Seller says Sell Sell Sell.. Looking for your next investment property?? Look no further. If you been searching for a home that's move in ready, while allowing you to update it at your own pace, this is it! With solid bones and only cosmetic improvements needed, this is a fantastic opportunity to create instant equity. While generating income at same time... Solar on property is not owned Buyer

    KAREN MILHEM Media Realty Group, Inc.

    144 Prospect Ave, Danielson, CT 06239
  • /38

    $874,000

    • 5 Beds
    • 3.5 Baths
    • 2,990 Sq Ft

    91 Church St, Thompson, CT 06277

    EXCEPTIONAL EQUESTRIAN PROPERTY WITH 19 ACRES & TWO-FAMILY HOME! Set on 19 picturesque acres in Thompson, this unique property offers tremendous flexibility for residential and equestrian use. The two-family home provides options for multi-generational living, farm staff, owner occupancy, or rental income. The home has been professionally cleaned, with major improvements already completed

    Lori Vogel William Raveis Real Estate

    91 Church St, Thompson, CT 06277
  • /31

    $579,900

    Coming Soon
    • 6 Beds
    • 3 Baths
    • 1,296 Sq Ft

    1-5 Mountain Hill Rd, North Grosvenordale, CT 06255

    ONE of a KIND property close to the mass line! INVESTORS take notice! There are 3 single-family RANCH homes on this 1 ACRE property!! One is rented and the other 2 you can make your own rent and leases! 2 bedrooms each 2 of the homes are on a slab and the 3 rd one has a dirt basement. Mini splits, electric baseboard, and SOLAR! Built in 1953, 1968 and 1974.

    Christine Johnson RE/MAX One

    1-5 Mountain Hill Rd, North Grosvenordale, CT 06255
  • /32

    $260,000

    $115K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,963 Sq Ft

    129 Valley St, Windham, CT 06226

    Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

    Kyle West eXp Realty

    129 Valley St, Windham, CT 06226
  • /21

    $350,000

    $50K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,652 Sq Ft

    78 S Main St, Brooklyn, CT 06234

    Exceptional investment opportunity! This well-maintained two-family property is business zoned, offering endless possibilities for investors, business owners, or those seeking a live/work opportunity. Each spacious unit features approximately 1,500 square feet with 3 bedrooms, providing strong rental appeal and excellent income potential. Whether you're looking to continue its use as a

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    78 S Main St, Brooklyn, CT 06234
  • /16

    $474,900

    • 8 Beds
    • 2 Baths
    • 2,450 Sq Ft

    232 Ballouville Rd, Killingly, CT 06233

    Side by side two family home, perfect for owner-occupants or investors. Each unit offers a functional layout. One unit features all 4 bedrooms on the second floor with the convenience of a first floor laundry room, while the second unit offers a desirable first-floor bedroom and a similar layout. Recent improvements include new flooring on the second floor bedrooms in unit on the left. Situated

    Joanne Lukaskiewicz Wheaton Berkshire Hathaway NE Prop.

    232 Ballouville Rd, Killingly, CT 06233
  • /39

    $350,000

    $40K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,678 Sq Ft

    36 Church St, Dayville, CT 06241

    Well-maintained two-family home located in a convenient area of Killingly, Connecticut. Each unit offers three spacious bedrooms and one full bathroom, with plenty of windows throughout allowing for abundant natural light. Both units include in-unit washer and dryer for added convenience. Unit 36A is equipped with a Navien propane system and mini-split heating and cooling, while Unit 36B features

    Kyle Seyboth Century 21 Limitless

    36 Church St, Dayville, CT 06241
  • /40

    $389,900

    • 6 Beds
    • 4 Baths
    • 2,462 Sq Ft

    53 Battey St, Putnam, CT 06260

    This Putnam 4 Family home is not one you are going to want to miss! Not your typical investment property: This lovingly cared for property has been owned by the same owners for over 55 years! Property features Two-1 bedroom 1-bathroom units on the first floor. Both units feature an eat in kitchen, full bathroom with shower stall, a living room along with a bedroom with a closet. The other two

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    53 Battey St, Putnam, CT 06260
  • /40

    $699,900

    • 6 Beds
    • 5 Baths
    • 3,018 Sq Ft

    1530 Hartford Pike, Killingly, CT 06243

    Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    1530 Hartford Pike, Killingly, CT 06243
  • /34

    $219,000

    • 3 Beds
    • 2 Baths
    • 3,243 Sq Ft

    259 Ference Rd, Ashford, CT 06278

    20 minutes from UCONN! Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to

    Michelle Gutierrez Social & Co Realty

    259 Ference Rd, Ashford, CT 06278
  • /40

    $799,900

    $100K PRICE DROP
    • 4 Beds
    • 3,673 Sq Ft

    16 Main St, Plainfield, CT 06374

    Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings.

    Anthony Chabot Chabot & Associates Real Estate

    16 Main St, Plainfield, CT 06374
  • /29

    $450,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,050 Sq Ft

    1147 Plainfield Pike, Sterling, CT 06377

    Built in 1825 in the Quaint town of Oneco this Adorable, 3 Family Waterfront is a Rare find on Oneco Pond!!! Take the side steps down to the big back yard with a large Firepit. Almost 1/2 acre lot is mostly in the back of the home abutting the water! Take in all the views of the Pond and Wildlife!! In the Summertime enjoy Kayaking, Canoeing, Fishing and possibly Swimming from your back yard!!! Or

    Ginny Dunbar RE/MAX One

    1147 Plainfield Pike, Sterling, CT 06377
  • /10

    $850,000

    • 9 Beds
    • 7 Baths
    • 5,402 Sq Ft

    34 Marshall St, Putnam, CT 06260

    Turnkey multifamily investment opportunity in the heart of Putnam, CT. This 7-unit building offers immediate cash flow with a strong unit mix and meaningful recent capital improvements. The property comprises five (5) one-bedroom/one-bath units and two (2) two-bedroom/one-bath units across 5,402 square feet on a 6,500 SF lot. All units have been updated and the building has seen significant

    Jonathan Minerick Homecoin.com

    34 Marshall St, Putnam, CT 06260
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