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Connecticut Multifamily Homes & Duplexes for Sale

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  • /22

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,204 Sq Ft

    61 Ridgedale Way, Bethlehem, CT 06751

    ** Highest and Best by 6PM on 7/20/25 ** Set on an impressive 14-acre parcel at the end of a cul-de-sac, this rare 3200' two family duplex offers a harmonious blend of privacy and functionality. Each side of the duplex features 2 spacious bedrooms, hardwood floors, plenty of natural light and is perfect for multi-generational living or rental income. The duplex features an attached 2 car garage

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    Susan Woodfield

    Showcase Realty, Inc.

    (203) 806-9458

    61 Ridgedale Way, Bethlehem, CT 06751
  • /30

    $499,999

    • 5 Beds
    • 3.5 Baths
    • 3,415 Sq Ft

    826 Worthington Ridge, Berlin, CT 06037

    Colonial with a 2nd Floor Apartment! Located in the heart of the Berlin Historic District. Step inside to a bright modern kitchen with granite countertops and lots of built ins. Just off the kitchen is the formal dining room with fireplace, custom chandelier and more built-ins. Steps away is the sitting room with even more built-ins and another fireplace. Gleaming original wide board wood floors

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 530-6569

    826 Worthington Ridge, Berlin, CT 06037
  • /40

    $1,800,000

    • 7 Beds
    • 5 Baths
    • 3,461 Sq Ft

    47 Hollow Tree Ridge Rd, Darien, CT 06820

    Nathaniel B. Weed Gatehouse: A Rare Darien Gem. Discover a rare opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. No Historical modification restrictions., Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households,

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    Karen Finn

    Gatehouse Realty Inc

    (475) 325-5924

    47 Hollow Tree Ridge Rd, Darien, CT 06820
  • /39

    $729,000

    • 5 Beds
    • 4 Baths
    • 2,077 Sq Ft

    184 Riggs St, Oxford, CT 06478

    Welcome to this stunning new build! Nestled on 2.9 acres, this charming and spacious raised ranch has everything you're looking for. With 2,077 sq. ft. of living space, including a finished lower level, this home offers both comfort and style. The main level features a bright and airy living room with gleaming hardwood floors and a gas fireplace, a brand-new kitchen with granite countertops,

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    Katheryn Peralta

    YellowBrick Real Estate LLC

    (203) 599-7565

    184 Riggs St, Oxford, CT 06478
  • /39

    $329,900

    • 6 Beds
    • 3 Baths
    • 3,114 Sq Ft

    47 Squire St, Hartford, CT 06106

    Offers are being reviewed. Experience the perfect blend of modern living and classic charm in this beautifully updated 3-family home, remodeled by SINA with owner occupancy in mind. Located in Hartford's vibrant Parkville/Frog Hollow neighborhood, this property offers 3,114 sq ft of thoughtfully refreshed space just minutes from downtown, Bushnell Park, Hartford Hospital, and major commuter

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    Ilka Torres

    Torbello Real Estate Advisors

    (860) 846-4805

    47 Squire St, Hartford, CT 06106
  • /36

    $329,900

    • 6 Beds
    • 3 Baths
    • 3,114 Sq Ft

    45 Squire St, Hartford, CT 06106

    Experience the perfect blend of modern living and classic charm in this beautifully updated 3-family home, remodeled by SINA with owner occupancy in mind. Located in Hartford's vibrant Parkville/Frog Hollow neighborhood, this property offers 3,114 sq ft of thoughtfully refreshed space just minutes from downtown, Bushnell Park, Hartford Hospital, and major commuter routes. Each of the three

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    Ilka Torres

    Torbello Real Estate Advisors

    (860) 321-4732

    45 Squire St, Hartford, CT 06106
  • /40

    $979,000

    • 6 Beds
    • 5.5 Baths
    • 4,940 Sq Ft

    94 Waldron Dr, Westbrook, CT 06498

    Coastal Duplex in Chapman Beach Association. Set on nearly half an acre in the desirable Chapman Beach Association, this unique and spacious duplex blends coastal charm with modern comfort. Each unit offers 3 bedrooms, 3 baths, an attached garage, and an expansive deck for relaxing or entertaining. The main level includes a bedroom, full bath, and a kitchen with stainless steel appliances that

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    Cathy Lynch

    Coldwell Banker Realty

    (860) 852-6114

    94 Waldron Dr, Westbrook, CT 06498
  • /34

    $1,695,000

    • 6 Beds
    • 6 Baths
    • 2,960 Sq Ft

    1 Marker Rd, Danbury, CT 06811

    Lakefront Investment Paradise - 100 Feet of Direct Waterfront! Live the lake life while generating serious income with this rare opportunity on the water. Set on a private stretch of shoreline, this income-producing property features six individual cottages and three docks with six boat slips - perfect for short-term rentals or seasonal tenants. Each cottage offers a private wood deck, scenic

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    Edmundo DaSilva

    eXp Realty

    (203) 872-0911

    1 Marker Rd, Danbury, CT 06811
  • /26

    $229,000

    • 4 Beds
    • 2 Baths
    • 3,140 Sq Ft

    183 Franklin St, Norwich, CT 06360

    Exciting Investment Opportunity! Introducing two rental units in a storefront building with an income-generating unit and store front that is ripe for renovation. This prime property offers endless possibilities for savvy investors or business owners looking to customize a space to their needs. Don't miss out on this chance to transform this space into a lucrative venture tailored to your vision

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    Melissa DiPiazza

    RE/MAX One

    (959) 210-0549

    183 Franklin St, Norwich, CT 06360
  • /4

    $725,000

    • 8 Beds
    • 3 Baths
    • 2,615 Sq Ft

    1218 Kossuth St, Bridgeport, CT 06608

    **Welcome to 1218 Kossuth Street, Bridgeport!** Discover the perfect blend of modern living and convenience in this stunning new construction duplex. Featuring 4 spacious bedrooms and 2 contemporary bathrooms, this home is designed for both comfort and style. The thoughtfully laid-out upper unit boasts beautiful hardwood floors throughout, creating a warm and inviting atmosphere. The lower level

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    Alexander Galvez

    Century 21 Galvez

    (203) 442-9198

    1218 Kossuth St, Bridgeport, CT 06608
  • /27

    $619,900

    • 2 Beds
    • 2 Baths
    • 1,968 Sq Ft

    44 Clark St, New Haven, CT 06511

    Don't miss this incredible opportunity to own a charming East Rock two-family home-perfect for owner-occupants who want to live just steps from State Street's best restaurants, or savvy investors! Lovingly maintained over the years, this home boasts 9-foot ceilings beautiful hardwood floors on the first floor, a spacious sun-filled living room, a large eat-in kitchen with a pantry, and versatile

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    Gene Pica

    RE/MAX Alliance

    (203) 642-0651

    44 Clark St, New Haven, CT 06511
  • /40

    $945,000

    • 15 Beds
    • 7 Baths
    • 5,000 Sq Ft

    83 James St, New Haven, CT 06513

    Investor's Dream! Welcome to 83 James Street, a rare opportunity to own TWO fully occupied multi-family homes on one lot, perfectly positioned on a high-visibility corner in a desirable location. This well-maintained 5-unit property consists of a solid 2-family and a separate 3-family dwelling, offering a strong income stream and long-term upside potential. Each building has been cared for with

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    Marie Matta-Isona

    iVision Real Estate

    (203) 941-6809

    83 James St, New Haven, CT 06513
  • /29

    $179,925

    • 7 Beds
    • 3 Baths
    • 2,668 Sq Ft

    57 Chapman St, Willimantic, CT 06226

    Don't miss this exceptional investment opportunity at 57 Chapman Street in Willimantic, CT! This versatile 3-family property features one spacious 3-bedroom, 1-bath unit and two well-proportioned 2-bedroom, 1-bath units, making it an ideal choice for investors or owner-occupants seeking rental income. Each unit offers comfortable layouts with ample potential for updates and customization,

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    Jason Kemp

    Five Stars Realty

    (860) 419-7674

    57 Chapman St, Willimantic, CT 06226
  • /35

    $525,000

    • 3 Beds
    • 3 Baths
    • 3,282 Sq Ft

    197 Pratt St, Glastonbury, CT 06033

    Phenomenal 3 Family investment property in the center of Glastonbury! This well maintained house is steps away from Public Transportation, Riverfront park, Somerset Square, and Stop and Shop. Two of the units boast first floor kitchen, dining space, and living rooms with the bedroom and huge extra landing space on the second floor. The third unit , which is un-finished, is built for single floor

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    Kevin Wilcox

    William Raveis Real Estate

    (860) 431-7199

    197 Pratt St, Glastonbury, CT 06033
  • /26

    $410,000

    • 5 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    1402 Boston Ave, Bridgeport, CT 06610

    Nestled in the Mill Hill neighborhood of Bridgeport, 1402 Boston Avenue is a charming two-family home offering both residential comfort and investment potential. Built in 1907, this property seamlessly blends historic character with modern amenities. The main unit spans 1,712 square feet and features a spacious 4-bedroom layout, while the front unit is a cozy studio apartment, ideal for guests or

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    Alan Stewart Jr.

    ASJ Realty Partners

    (203) 875-0407

    1402 Boston Ave, Bridgeport, CT 06610
  • /19

    $299,000

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft

    100 South St, Willimantic, CT 06226

    Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

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    Amber Jones

    KW Legacy Partners

    (860) 831-4634

    100 South St, Willimantic, CT 06226
  • /21

    $289,000

    • 6 Beds
    • 2 Baths
    • 1,736 Sq Ft

    96 South St, Willimantic, CT 06226

    Welcome to 96 South Street in Willimantic-a solid investment opportunity with tenants already in place through February and April 2026. This well-maintained 2-family property offers reliable rental income from day one. Recent improvements include: New windows and flooring on the first floor. Updated electrical and mechanical systems. 1-year-old roof for peace of mind and reduced maintenance

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    Amber Jones

    KW Legacy Partners

    (860) 791-3791

    96 South St, Willimantic, CT 06226
  • /40

    $599,925

    • 6 Beds
    • 4 Baths
    • 2,190 Sq Ft

    209 Pequot Ave, New London, CT 06320

    Exceptional investment opportunity in a prime New London location-this well-maintained, income-producing two-family home offers strong rental potential, a partially finished basement apartment, and significant recent upgrades including new electrical throughout and brand-new boilers. The spacious first-floor unit features four bedrooms and three full bathrooms, hardwood flooring, a classic stone

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    Jason Kemp

    Five Stars Realty

    (860) 689-1036

    209 Pequot Ave, New London, CT 06320
  • /8

    $519,000

    • 6 Beds
    • 3 Baths
    • 3,375 Sq Ft

    73 Bliss St, East Hartford, CT 06108

    Welcome to this charming 3-family home that offers a unique blend of comfort, style, and investment potential. As an agent, I am thrilled to present this property that is not just a home, but a cash flow opportunity. The roof is newer, new exterior paint, new windows, a newer huge driveway and large shed in the rear. The bedrooms are spacious, providing ample room for relaxation and personal

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 846-3180

    73 Bliss St, East Hartford, CT 06108
  • /38

    $409,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    156 S Main St, Middletown, CT 06457

    Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

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    Alan Stewart Jr.

    ASJ Realty Partners

    (860) 397-6729

    156 S Main St, Middletown, CT 06457
  • /35

    $199,925

    • 5 Beds
    • 3 Baths
    • 2,588 Sq Ft

    12 W Main St, Baltic, CT 06330

    Fantastic investment opportunity at 12 W Main Street in Baltic, CT! This three-family property offers immense potential for owner-occupants or savvy investors seeking rental income. While the property requires renovations, it presents a perfect canvas for adding value and maximizing returns. Each unit offers spacious living areas with ample natural light. Conveniently located in a desirable

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    Jason Kemp

    Five Stars Realty

    (860) 532-1838

    12 W Main St, Baltic, CT 06330
  • /21

    $389,925

    • 8 Beds
    • 3 Baths
    • 3,501 Sq Ft

    21 Williams St, Hartford, CT 06120

    This 3-family property at 21 Williams Street in Hartford, CT, is a prime opportunity for investors seeking consistent and reliable rental income. With three spacious units, the property has a total of 8 bedrooms and 3 bathrooms, spread across approximately 3,500 square feet of living space. 2nd and 3rd floors ready for owner occupied and immediate tenant occupancy. Built in 1900, this property

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    Jason Kemp

    Five Stars Realty

    (860) 864-5822

    21 Williams St, Hartford, CT 06120
  • /37

    $569,900

    • 5 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    41 S Main St, Westbrook, CT 06498

    Charming Multi-Family with views of the marsh ready for new owners who appreciate the ambiance of Shoreline living. This property is in a desirable location South of Rt 1 near the Center of Westbrook, a short walk to Middle Beach, marinas, playground, bank, busline, restaurants, and shopping. This is currently being used as a legal two-family with short-term tenants in place for investors or make

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    Amy Rio

    Executive Real Estate Inc.

    (860) 891-2925

    41 S Main St, Westbrook, CT 06498
  • /14

    $449,900

    • 6 Beds
    • 4 Baths
    • 2,589 Sq Ft

    37 Garvan St, East Hartford, CT 06108

    Excellent investment opportunity! This well-maintained 4-unit property offers strong cash flow and great rental income potential. Featuring a two-car garage for additional income and plenty of off-street parking, this property is designed for convenience and profitability. Tenants will appreciate the efficiency of natural gas heat and hot water, along with the durability of vinyl siding and

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 590-9068

    37 Garvan St, East Hartford, CT 06108
  • /2

    $550,000

    • 4 Beds
    • 4 Baths
    • 2,376 Sq Ft

    23 Dewitt St, New Haven, CT 06519

    Just Renovated Two-Family Home Near Yale - Ideal for Investors or Owner-Occupants! Welcome to this beautifully renovated legal two-family home located on sought-after Dewitt Avenue in New Haven, CT. This turnkey property offers spacious 3-bedroom, 2-bathroom units on both the first and second floors, each thoughtfully updated for modern comfort and convenience. Enjoy the benefits of brand-new

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    Alexander Galvez

    Century 21 Galvez

    (475) 219-6701

    23 Dewitt St, New Haven, CT 06519
  • /2

    $929,000

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

    839 Wethersfield Ave, Hartford, CT 06114

    Prime investment opportunity on desirable Wethersfield Ave in Hartford! This 6-unit, fully rented property delivers immediate and consistent cash flow, with monthly rents ranging from $1,350 to $1,500. The building is well maintained and boasts a history of minimal vacancy and strong rental stability, making it a reliable income-producing asset. Located with easy access to Downtown Hartford,

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    Guillermo Araujo

    Five Stars Realty

    (860) 288-9289

    839 Wethersfield Ave, Hartford, CT 06114
  • /24

    $275,000 Pre-Foreclosure

    • 8 Beds
    • 4 Baths
    • 3,400 Sq Ft

    73 Cabot St Unit 75, Hartford, CT 06112

    Discover the opportunity at 73-75 Cabot St, a well-located two-family property in Hartford offering flexibility for investors and owner-occupants alike. Each side of this side-by-side duplex includes four bedrooms, two full bathrooms, and over 1,200 square feet of living space. The property features refinished hardwood floors, energy-efficient thermal windows, and newer mechanical systems that

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    Wayne Stapleton

    eXp Realty

    (860) 471-0336

    73 Cabot St Unit 75, Hartford, CT 06112
  • /36

    $319,000

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    34 Mapleton St, Hartford, CT 06114

    Great first time investment opportunity! Unleash the potential of 34 Mapleton Street, a charming 2 unit multi nestled in Hartford's vibrant Barry Square. Built in 1917, this stately brick multi has 1,456 sq ft across two units. Each unit has two bedrooms, one bath, and a full unfinished basement-with laundry hook ups for residents. Set on a generous 9,147 level lot, this building has space for

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    Ilka Torres

    Torbello Real Estate Advisors

    (860) 516-5721

    34 Mapleton St, Hartford, CT 06114
  • /27

    $449,900

    • 5 Beds
    • 2 Baths
    • 2,120 Sq Ft

    40 Newton St, Berlin, CT 06037

    Versatile 2-Family Home - Great for Investors or Owner-Occupants This spacious and well-cared-for 2-family home offers flexibility, income potential, and room to grow. The first-floor unit boasts approximately 1,075 sq ft, featuring 3 bedrooms, 1 full bath, and access to a partially finished basement complete with a washer and dryer and central air. The second-floor unit includes 2 bedrooms, 1

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    Amy Rio

    Executive Real Estate Inc.

    (860) 406-7621

    40 Newton St, Berlin, CT 06037
  • /38

    $599,900

    • 5 Beds
    • 3.5 Baths
    • 3,174 Sq Ft

    300 West St, New Britain, CT 06051

    Attention Investors! Do not miss this 4-Unit mixed use Investment opportunity. Located on West Main Street, just steps to Walnut Hill Park and the Museum of Natural Art, this is an ideal New Britain location. The building features three apartments and one office space. The office space is currently leased for one year. Two of the three apartments (one bed and two bed) are updated, empty and are

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    Santiago Jaraba

    Whitestone Real Estate Group

    (860) 321-0794

    300 West St, New Britain, CT 06051
  • /11

    $369,900 Open Wed 5PM - 6PM

    • 6 Beds
    • 4 Baths
    • 2,666 Sq Ft

    307 Tolland St, East Hartford, CT 06108

    New on the market! Discover this spacious and well-maintained 2-family duplex, perfect for savvy investors or owner-occupants looking to generate reliable cash flow. Each unit offers 3 generous bedrooms, 1 full and 1 half bath per unit too, providing plenty of space for comfortable living. Tenants will love the bright, open layouts, ample storage, and the convenience of separate utilities -

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 718-4079

    307 Tolland St, East Hartford, CT 06108
  • /40

    $879,900

    • 5 Beds
    • 3 Baths
    • 2,556 Sq Ft

    18 Reed St Unit 20, Milford, CT 06460

    Historic Elegance. Modern Luxury. Prime Downtown Location. Live beautifully and invest wisely in the heart of Milford. Timeless elegance meets modern luxury in this beautifully restored 19th-century two-family home, perfectly situated in the heart of downtown Milford. Nestled in the historic district just south of the Green, this property offers the ultimate lifestyle-walk to the train, the

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    Victoria Stillings

    Coldwell Banker Realty

    (203) 580-6372

    18 Reed St Unit 20, Milford, CT 06460
  • /35

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,229 Sq Ft

    1691 State St, Hamden, CT 06517

    Opportunity knocks in Hamden's thriving Highwood neighborhood! Discover 1691 State St-a spacious, sun-filled two-family home that blends classic charm with income potential and modern convenience. Each unit offers bright living spaces, hardwood floors, and separate electric utilities, perfect for multigenerational living or maximizing rental returns. The finished walk-up attic and full basement

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    Anthony D'Amore

    Keller Williams Prestige Prop.

    (203) 274-9423

    1691 State St, Hamden, CT 06517
  • /40

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,458 Sq Ft

    355 Blake St, New Haven, CT 06515

    Discover this Westville gem blending vintage charm with modern conveniences. This 2,400 square foot colonial, features four bedroom, two full baths. Plus offers a spacious living room and dining room. Updates include a newer Roof, siding, windows, kitchen, and baths while preserving the opportunity to restore its historic elegance. A true canvas for your vision. This classic colonial sits on an

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    Victoria Stillings

    Coldwell Banker Realty

    (203) 496-5474

    355 Blake St, New Haven, CT 06515
  • /30

    $360,000

    • 6 Beds
    • 2 Baths
    • 3,096 Sq Ft

    47 Mountford St Unit 49, Hartford, CT 06114

    Welcome to this spacious two-family duplex offering 3,096 sq ft in one of Hartford's most vibrant neighborhoods. Each unit features 3 bedrooms and 1 bath, with updated kitchens that add a modern touch to the home's classic character. While the property is ready for tenants, it could benefit from a few finishing touches-making it a great opportunity for investors or owner-occupants looking to add

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    Guillermo Araujo

    Five Stars Realty

    (860) 735-3996

    47 Mountford St Unit 49, Hartford, CT 06114
  • /35

    $429,000

    • 7 Beds
    • 3 Baths
    • 2,504 Sq Ft

    29 Bristol St, West Haven, CT 06516

    Welcome to this stunning multi-family home, ideally located in the vibrant Allingtown neighborhood of West Haven. Boasting a total of 7 bedrooms and 3 full bathrooms, this property offers both comfort and investment potential. The first-floor unit features 2 spacious bedrooms and 1 bathroom. The second-floor unit includes 3 bedrooms and 1 bathroom, with a finished attic that adds even more

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    Katheryn Peralta

    YellowBrick Real Estate LLC

    (203) 652-8077

    29 Bristol St, West Haven, CT 06516
  • /29

    $429,000

    • 6 Beds
    • 2.5 Baths
    • 2,480 Sq Ft

    163 Fairview St, New Britain, CT 06051

    Most Desirable 2 family in the City of New Britain! This fantastic meticulously, well maintained 2 Family offers the perfect opportunity for both owner occupants & investors. Separate entrances, 3 electric meters, all separate utilities. Newer Windows, Stainless Steel appliances & 2 washers and dryers. 9' ceilings thru out. Plenty of storage in your walkup attic & full basement. 2 Central A/C

    Donald Sagarino Coldwell Banker Realty

    163 Fairview St, New Britain, CT 06051
  • /25

    $899,000

    • 6 Beds
    • 6 Baths
    • 2,928 Sq Ft

    20 Maple Ave, Bethel, CT 06801

    Don't miss this fantastic opportunity in the heart of Bethel! Just a stone's throw from vibrant downtown, this charming two-family offers endless potential. One unit is vacant-move right in while generating income from the other! The bright, sun-filled interiors feature an inviting open-concept living space with an eye-catching fireplace and an updated kitchen. Enjoy ample basement storage and

    Jared Randall Redfin Corporation

    20 Maple Ave, Bethel, CT 06801
  • /40

    $935,000

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

    163 Main St, Deep River, CT 06417

    EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /16

    $340,000

    • 6 Beds
    • 3 Baths
    • 3,181 Sq Ft

    180 Monmouth Ave, Waterbury, CT 06704

    Perfect opportunity for investors or owner-occupants-live in one unit and collect rental income from the others. Features include a new roof and newer hot water heaters. First and second-floor units are currently vacant. All units need updating, offering strong potential for value-add improvements. Property being sold "As-Is".

    Trevor Burke Regency Real Estate, LLC

    180 Monmouth Ave, Waterbury, CT 06704

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