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Middlesex County CT Multifamily Homes & Duplexes for Sale

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  • /37

    $1,150,000

    • 8 Beds
    • 6 Baths
    • 7,300 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    87 Main St, Deep River, CT 06417
  • /30

    $649,900

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,654 Sq Ft

    15 Baxter Rd, Clinton, CT 06413

    GREAT PRICE ADJUSTMENT. LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. RARE TO FIND SEPARATE SECOND HOME-MOBLE ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING

    Agent Photo

    Barbara Myslinski-Krucko

    William Raveis Real Estate

    15 Baxter Rd, Clinton, CT 06413
  • /40

    $477,500

    • 4 Beds
    • 3 Baths
    • 2,866 Sq Ft

    394 Main St, Portland, CT 06480

    Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another,

    Agent Photo

    Mike Albert

    RE/MAX RISE

    394 Main St, Portland, CT 06480
  • /40

    $795,000

    $30K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 4,184 Sq Ft

    163 Main St, Deep River, CT 06417

    Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /34

    $1,300,000

    • 12 Beds
    • 8 Baths
    • 9,890 Sq Ft

    13 Portland St, Middletown, CT 06457

    Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

    Sacha Armstrong William Pitt Sotheby's International Realty

    13 Portland St, Middletown, CT 06457
  • /39

    $309,900

    • 5 Beds
    • 2 Baths
    • 1,576 Sq Ft

    105 Spring St, Middletown, CT 06457

    **Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for

    Warren Juall HOMESELL

    105 Spring St, Middletown, CT 06457
  • /39

    $895,000

    Coming Soon
    • 9 Beds
    • 7 Baths
    • 5,444 Sq Ft

    23 Plains Rd, Moodus, CT 06469

    A rare investment opportunity in the Moodus section of East Haddam. Two apartment buildings on one .88 acre lot, well maintained with updated mechanicals. These buildings must be sold together, the lot cannot be subdivided. A 1900 5 unit Victorian (1 bd/1 bth units) and a 1860 2 family duplex with a 2 bedroom unit on each floor. Plenty of parking for tenants. Leases inplace for all units except

    Allyson Cotton William Pitt Sotheby's Int'l

    23 Plains Rd, Moodus, CT 06469
  • /19

    $900,000

    $200K PRICE DROP
    • 8 Beds
    • 4 Baths
    • 5,176 Sq Ft

    0 Portland St, Middletown, CT 06457

    Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

    Jamie Smigel Carl Guild & Associates

    0 Portland St, Middletown, CT 06457
  • /22

    $2,400,000

    • 8 Beds
    • 3 Baths
    • 2,709 Sq Ft

    127 Shore Rd, Clinton, CT 06413

    Three direct beachfront cottages located right on the sand of Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property included two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage. All fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access and the

    Sharlene Kieslich LAER Realty Partners

    127 Shore Rd, Clinton, CT 06413
  • /33

    $474,900

    • 4 Beds
    • 2 Baths
    • 1,417 Sq Ft

    44-46 Beach Park Rd, Clinton, CT 06413

    Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this well-maintained two-family property offers a fantastic opportunity in the heart of Clinton. Each approximately 700-square-foot unit features 2 bedrooms, 1 full bath, its own private 1-car garage, and dedicated laundry area, providing convenience and privacy for both

    Jason Boice eXp Realty

    44-46 Beach Park Rd, Clinton, CT 06413
  • /24

    $1,300,000

    • 8 Beds
    • 10 Baths
    • 13,837 Sq Ft

    480 Main St, Middletown, CT 06457

    Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, Middletown, CT 06457
  • /40

    $829,000

    • 4 Beds
    • 6 Baths
    • 7,309 Sq Ft

    33 Deep River Rd, Centerbrook, CT 06409

    Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

    Susan Malan William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /28

    $385,000

    • 6 Beds
    • 2 Baths
    • 2,035 Sq Ft

    74 Grove St, Middletown, CT 06457

    Welcome to this beautifully remodeled two-family home ideally located within walking distance of vibrant downtown Middletown! This property offers the perfect blend of modern updates, spacious living, and unbeatable convenience. Both units have been fully remodeled with new appliances and updates throughout, making this an excellent opportunity for an owner-occupant, investor, or

    Tracy Molloy Coldwell Banker Realty

    74 Grove St, Middletown, CT 06457
  • /33

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,061 Sq Ft

    17 Winter Ave, Deep River, CT 06417

    A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17 Winter Ave, Deep River, CT 06417
  • /21

    $699,900

    $25K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,152 Sq Ft

    226 W High St, East Hampton, CT 06424

    Discover a rare and exceptional opportunity with this unique property featuring two homes on one lot-a spacious 1,726 sq ft single-family residence paired with a separate three-unit multi-family on a beautiful 2.32 Acre lot with stone walls! 4 car detached garage! Perfect for owner-occupants, investors, multigenerational living, or anyone seeking added income potential, this versatile setup

    Cathyann Schulte Countryside Realty

    226 W High St, East Hampton, CT 06424
  • /20

    $390,000

    $15K PRICE DROP
    • 7 Beds
    • 2 Baths
    • 2,476 Sq Ft

    194 Liberty St, Middletown, CT 06457

    Owner occupied or investors! Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated

    Amiyra Beauduy Century 21 Scala Group

    194 Liberty St, Middletown, CT 06457
  • /12

    $419,000

    • 9 Beds
    • 5 Baths
    • 3,110 Sq Ft

    71 E Main St, Middletown, CT 06457

    Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own

    Levi Judqin Brass Moon Realty

    71 E Main St, Middletown, CT 06457
  • /29

    $449,999

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    46 Main St, Essex, CT 06426

    Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light,

    Tracy Lenz William Pitt Sotheby's Int'l

    46 Main St, Essex, CT 06426
  • /13

    $649,900

    • 9 Beds
    • 6 Baths
    • 3,180 Sq Ft

    227 E Main St, Middletown, CT 06457

    Exceptional 3-Unit Mixed-Use Investment Opportunity A rare opportunity to own a well-maintained three-unit property offering townhouse-style living, private garages, excellent parking, and strong income-producing potential in the heart of Middletown. 227 East Main Street is an attractive investment opportunity for both seasoned investors and owner-occupants looking to build equity while

    Tanya Reyes William Raveis Real Estate

    227 E Main St, Middletown, CT 06457
  • /37

    $699,900

    • 4 Beds
    • 4 Baths
    • 1,871 Sq Ft

    157 Baileyville Rd, Middlefield, CT 06455

    Keep your boat in the backyard! Rare opportunity to own a beautifully updated Multi family property with waterfront, exceptional outdoor spaces, and outstanding income potential. Whether you're looking for an owner-occupied investment, multigenerational living, or an income-producing property, this home offers incredible versatility. Recent improvements include a brand-new roof, new siding, a

    Steven Joseph Coldwell Banker Realty

    157 Baileyville Rd, Middlefield, CT 06455
  • /9

    $90,000

    • 5 Beds
    • 3 Baths
    • 1,558 Sq Ft

    18 Portland St, Middletown, CT 06457

    Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A

    Leah Quinones Dave Jones Realty, LLC

    18 Portland St, Middletown, CT 06457
  • /18

    $410,000

    $10K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,982 Sq Ft

    163 Pearl St, Middletown, CT 06457

    Turnkey multifamily for owner occupied or investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance

    Amiyra Beauduy Century 21 Scala Group

    163 Pearl St, Middletown, CT 06457
  • /34

    $3,650,000

    $250K PRICE DROP
    • 27 Beds
    • 22 Baths
    • 16,973 Sq Ft

    82 Main St, East Hampton, CT 06424

    The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination

    Lisa Cozzi Century 21 AllPoints Realty

    82 Main St, East Hampton, CT 06424
  • /25

    $299,000

    $16K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,760 Sq Ft

    19 Portland St, Middletown, CT 06457

    * INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors or contractors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were

    Shannon Driscoll Carl Guild & Associates

    19 Portland St, Middletown, CT 06457
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