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Homes for Sale in Connecticut - Investment

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  • /10

    $469,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 944 Sq Ft

    72 Nichols Ave, Fairfield, CT 06825

    Welcome to 72 Nichols Avenue, a charming ranch-style home in Fairfield's desirable Stratfield neighborhood. This well-maintained residence offers comfortable one-level living with 2 bedrooms, 1 full bath, and approximately 944 sqft of thoughtfully designed living space. Sunlight fills the inviting living room, creating a warm and welcoming atmosphere. The eat-in kitchen offers ample cabinet space

    Derek Greene Derek Greene

    72 Nichols Ave, Fairfield, CT 06825
  • /37

    $795,000

    • 14 Beds
    • 6 Baths
    • 4,788 Sq Ft

    96 Hill St, Waterbury, CT 06704

    Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance.

    Amanda Sheehan Oxford Realty

    96 Hill St, Waterbury, CT 06704
  • /33

    $189,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,048 Sq Ft

    1414 Whitney Ave Unit D1, Hamden, CT 06517

    Great opportunity to own a spacious 2-bedroom, 1-bath first-floor condo with single-level living, a private patio, and dedicated carport. With some light TLC, this is an excellent opportunity for a handy buyer or investor to add value and build equity through cosmetic improvements. Centrally located near major highways, shops, restaurants, and downtown Hamden, with convenient access to public

    Jorge Gil Ki Property Group

    1414 Whitney Ave Unit D1, Hamden, CT 06517
  • /31

    $349,900

    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    292 Stanley St, New Britain, CT 06051

    Well-maintained and recently updated two-family home offering a great opportunity for investors or owner-occupants. The first-floor unit features two bedrooms and is occupied by a long-term tenant. The tenant also assists with property upkeep in exchange for use of the garage. An excellent opportunity to add a two-family property to your investment portfolio. With stable tenants already in place,

    Yvonne Wilson Toro Real Estate LLC

    292 Stanley St, New Britain, CT 06051
  • /39

    $299,900

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,367 Sq Ft

    82 S 2nd Ave, Taftville, CT 06380

    Welcome home to this well-maintained 3-bedroom, 1-bath ranch offering the convenience of one-level living with 1,367 square feet of comfortable space. Inside, you'll find a practical layout that's easy to maintain, with natural gas heat, a spacious living area, and an unfinished full basement providing excellent storage or future workshop space. Outside, enjoy relaxing on the welcoming front

    Ariel Tortora William Raveis Real Estate

    82 S 2nd Ave, Taftville, CT 06380
  • /17

    $525,000

    $25K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 2,816 Sq Ft

    117-119 Clifford St, Bridgeport, CT 06607

    Exceptional multifamily for owner occupied or investment opportunity at 117-119 Clifford Street! This 7 bedroom 3 bath income-producing property offers excellent cash-flow potential and is a great addition to any investment portfolio. Featuring spacious units, strong rental demand, and a convenient location, this property is well-suited for investors seeking steady income or owner-occupants

    Amiyra Beauduy Century 21 Scala Group

    117-119 Clifford St, Bridgeport, CT 06607
  • /35

    $534,900

    • 4 Beds
    • 2 Baths
    • 3,103 Sq Ft

    969-971 Wood Ave, Bridgeport, CT 06604

    Welcome to 969-971 Wood Avenue. Excellent opportunity for investors and/or owner occupants. This two-family home offers excellent income potential with the possibility of converting to a three family residence. This multi family home boasts a spacious layout providing flexibility for multiple living arrangements, while the property's configuration offers an opportunity to maximize rental income.

    Tracey Jefferson eXp Realty

    969-971 Wood Ave, Bridgeport, CT 06604
  • /11

    $550,000

    • Land
    • 43.3 Acres
    • $12,702 per Acre

    0 N Canterbury Rd, Canterbury, CT 06331

    Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National

    Danielle Bakanowsky Kazantzis Real Estate, LLC

    0 N Canterbury Rd, Canterbury, CT 06331
  • /18

    $360,000

    $15K PRICE DROP
    • Land
    • 9.12 Acres
    • $39,489 per Acre

    94 Injun Hollow Rd, East Hampton, CT 06424

    Over 9 acres of cleared land with sweeping views of the Connecticut River offer a rare opportunity to create a custom retreat in sought after Haddam Neck. Comprised of two parcels totaling 3.78 and 5.33 acres, the property features three cleared building sites, each positioned to capture peaceful water views and the surrounding natural landscape. Extensive preparation has already been completed,

    Michelle Chadwick-Hotis William Raveis Real Estate

    94 Injun Hollow Rd, East Hampton, CT 06424
  • /39

    $895,000

    • 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
  • /23

    $399,999

    • 2 Beds
    • 1.5 Baths
    • 1,075 Sq Ft

    52 Merrimac St, Danbury, CT 06810

    Welcome home to this charming and updated 2-bedroom, 1.5-bath Cape offering a comfortable blend of classic character and modern updates. The home features a bright, inviting interior with an easy-to maintain layout and thoughtfully updated spaces throughout. Both bedrooms offer comfortable living space, while the 1.5 baths provide added convenience. Enjoy the benefit of off-street parking and a

    Derek Greene Derek Greene

    52 Merrimac St, Danbury, CT 06810
  • /38

    $599,000

    • 6 Beds
    • 4 Baths
    • 2,544 Sq Ft

    119 Crest Dr, Mystic, CT 06355

    Excellent investment opportunity or ideal owner-occupant setup! This well-maintained two-family home features two spacious units, each offering 3 bedrooms, 1 full bath, and 1 half bath. Neighborhood setting, but a private lot location. Key features include, a four year old roof, updated electrical, full basement in each unit equipped with laundry hoodups, ample off-street parking and large yard.

    Renee McCammon Berkshire Hathaway NE Prop.

    119 Crest Dr, Mystic, CT 06355
  • /34

    $279,900

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    180 Grilleytown Rd Unit 19, Waterbury, CT 06704

    Welcome home to this beautifully maintained 2 bedroom, 1.5 bath end unit townhome at 185 Grilleytown Road. Nestled in a peaceful residential setting, this home offers the perfect combination of privacy, convenience, and modern updates, all while being just minutes from shopping, restaurants, parks, and major commuter routes, including I-84 and Route 8. The main level features a spacious living

    Laura Almeyda Huntsman,Meade & Partners Comp

    180 Grilleytown Rd Unit 19, Waterbury, CT 06704
  • /7

    $9,400

    $21K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $55,294 per Acre

    28 Cloran St, Windham, CT 06226

    Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

    Derek Greene Derek Greene

    28 Cloran St, Windham, CT 06226
  • /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
  • /40

    $399,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    77 Westbury Park Rd, Watertown, CT 06795

    Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal

    Jason Malagutti Dave Jones Realty, LLC

    77 Westbury Park Rd, Watertown, CT 06795
  • /18

    $1,098,888

    • 10 Beds
    • 9 Baths
    • 5,846 Sq Ft

    645 Burnside Ave, East Hartford, CT 06108

    9.4% ROI | 7.7% CAP RATE | 9-UNIT MIXED-USE INVESTMENT OPPORTUNITY! Positioned along East Hartford's active Burnside Avenue corridor, 654 Burnside Avenue offers investors a diversified income stream with one cafe plus eight residential units consisting of one 2-bedroom, three 1-bedroom apartments and four studios. The cafe pays its own gas and electric, helping reduce ownership expenses, while

    Lisa Cozzi Century 21 AllPoints Realty

    645 Burnside Ave, East Hartford, CT 06108
  • /2

    $220,000

    $55K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    40 Beach Rd, Clinton, CT 06413

    Motivated seller! Investor Special! Rare opportunity to own a 2-bedroom home in Clinton with beach rights. Property is in need of extensive renovation and is being sold as-is-ideal for buyers looking to fully customize or rebuild. Prime location offers strong upside potential, whether for a year-round residence, beach getaway, or investment property. Bring your vision and transform this property

    Tyra Moscat William Raveis Real Estate

    40 Beach Rd, Clinton, CT 06413
  • /2

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 2,996 Sq Ft

    2501 Old Hebron Rd, Glastonbury, CT 06033

    Welcome to this private 21-acre parcel in Glastonbury featuring a charming early-1900s home surrounded by peaceful natural beauty. Rich with character and potential, the home offers an opportunity for thoughtful modernization and renovation to bring it to its full potential. Whether you're seeking a private estate setting with expansive acreage, an investment opportunity with two existing tenants

    Rita Bodea Better Homes and Gardens Real Estate Executive Real Estate

    2501 Old Hebron Rd, Glastonbury, CT 06033
  • /40

    $650,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    118 Limewood Ave, Branford, CT 06405

    Coastal living comes effortlessly at 118B Limewood Ave, where deeded access to a private association beach places the shoreline just moments from your door. Ideally located a short distance to shoreline restaurants and the Owenego Beach Club, this home offers the ease of a low-maintenance living, with Airbnb potential for your portfolio! Open-concept main level is designed for comfortable

    Katie Westrin William Raveis Real Estate

    118 Limewood Ave, Branford, CT 06405
  • /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
  • /25

    $3,300,000

    $400K PRICE DROP
    • 12 Beds
    • 6 Baths
    • 4,962 Sq Ft

    9 School (4 and 6 School Place)(mystic) St, Stonington, CT 06355

    Exceptional opportunity to acquire a thriving six-unit short-term rental portfolio in the heart of Mystic, Ct. Offered as three well-maintained buildings with six guest accommodations, this turnkey hospitality operation provides immediate income in one of New England's most desirable coastal destinations. Located within walking distance of Historic Downtown Mystic, the portfolio benefits from

    Melissa Guerrero William Pitt Sotheby's Int'l

    9 School (4 and 6 School Place)(mystic) St, Stonington, CT 06355
  • /38

    $1,100,000

    • 18 Beds
    • 7 Baths
    • 5,888 Sq Ft

    34-36 Park St, Bridgeport, CT 06608

    Exceptional 7-Unit Investment Opportunity in Bridgeport's East Side! Welcome to 34-36 Park Street, a well-positioned multifamily property offering seven residential units just one block from Washington Park and minutes from downtown Bridgeport, public transportation, shopping, restaurants, and major highways. The property consists of (1) five-bedroom unit, (2) three-bedroom units, (3) two-bedroom

    Tyler DeVecchis Century 21 AllPoints Realty

    34-36 Park St, Bridgeport, CT 06608
  • /36

    $504,995

    $70K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,668 Sq Ft

    849 Frost Rd, Waterbury, CT 06705

    Completely Renovated Multi-Family - Everything is NEW! Welcome to this beautifully renovated multi-family property at 849 Frost Rd, Waterbury, where everything has been updated from top to bottom! This is the perfect opportunity for an owner-occupant or investor looking for a move-in-ready property with major improvements already completed. Featuring 5 bedrooms and 3 bathrooms, this spacious

    Omar Ruizesparza Maple Vale Realty LLC

    849 Frost Rd, Waterbury, CT 06705
  • /2

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,230 Sq Ft

    29 Shadow Ln, Cromwell, CT 06416

    Attention investors, contractors, and handy buyers! Opportunity awaits at 29 Shadow Lane in one of Cromwell's most desirable locations. This home is ready for someone with vision to bring it back to life and unlock its full potential. Conveniently located just down the road from TPC River Highlands, home of the Travelers Championship, with easy access to shopping, dining, highways, and everything

    Robert Jordan Hagel & Assoc. Real Estate

    29 Shadow Ln, Cromwell, CT 06416
  • /12

    $1,725,000

    $725K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 12,470 Sq Ft

    153 Bank St, New London, CT 06320

    Mixed-use property with 4 commercial units and 6 apartments located in the heart of downtown New London. This 17,378 SF, 3 story building has 4 commercial units in 3,942 SF on the ground level SF commercial and 6 apartments on the 7,884 SF second and third floors. There is a 3,942 SF basement. NOI approximately $117,227. Two of the commercial units are recently available so there is room to

    Connie Howard U.S. Properties Real Estate Services, LLC

    153 Bank St, New London, CT 06320
  • /22

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    33 Central Ave, Milford, CT 06460

    Excellent investment opportunity in Milford's desirable Green area, ideal for both investors and owner-occupants looking to offset their monthly housing expenses with rental income. A short walk to downtown with ever-expanding shops, restaurants, and entertainment. Both units have very attractive floorplans, newer appliances, and recent cosmetic updates. Unit 1 has an open concept kitchen/living

    Raymond Foote Divided Sky Realty

    33 Central Ave, Milford, CT 06460
  • /27

    $825,000

    $25K PRICE DROP
    • 9 Beds
    • 3 Baths
    • 4,998 Sq Ft

    572 Elm St, New Haven, CT 06511

    Fantastic opportunity to own this expansive legal 3-family house situated in close proximity to all Yale Campuses, facilities, and universities, as well as shops, bus lines, and major transportation routes. Offering over 5000sqft , Each unit on the first and second floors spans 1,666 sq. ft., while the third-floor unit boasts 1,753 sq. ft. of space. All units feature nearly identical layouts

    Sadiki Thames Weichert Realtors MRG

    572 Elm St, New Haven, CT 06511
  • /24

    $999,000

    • Land
    • 2.06 Acres
    • $484,951 per Acre

    263 & 271 S Main St, Newtown, CT 06470

    An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to

    Daniel Leyden KW Legacy Partners

    263 & 271 S Main St, Newtown, CT 06470
  • /28

    $465,000

    • 6 Beds
    • 6 Baths
    • 4,455 Sq Ft

    102 Rowe Ave, Hartford, CT 06106

    This West End investment opportunity presents a fire-damaged multi-family building with significant potential for value-add renovation. The property consists of all 1 bed/1 bath units, with 740 SF each, featuring hardwood floors throughout. While the units are currently dated and in need of full updating, the building has several upgrades in place including vinyl replacement windows, a roof

    Amanda Sheehan Oxford Realty

    102 Rowe Ave, Hartford, CT 06106
  • /40

    $369,900

    $55K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,006 Sq Ft

    87 Woodruff Ave, Watertown, CT 06795

    Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

    Mark Tavares Mark Tavares Realty, LLC

    87 Woodruff Ave, Watertown, CT 06795
  • /13

    $225,000

    • 1 Bath
    • 462 Sq Ft

    94 Washington St Unit 23, Norwalk, CT 06854

    Opportunity awaits in the heart of vibrant South Norwalk! This top floor condo at 94 Washington Street offers an ideal combination of location, convenience and investment potential. Currently tenant occupied, the unit provides an opportunity for investors seeking a property with an established tenant already in place, while also offering future potential for an owner/occupant. Recent improvements

    Sivan Kerins William Raveis Real Estate

    94 Washington St Unit 23, Norwalk, CT 06854
  • /40

    $1,100,000

    $104K PRICE INCREASE
    • Land
    • 25.88 Acres
    • $42,504 per Acre

    23 Schroback Rd, Plymouth, CT 06782

    Investor Alert - Turn-Key Agricultural Investment | 25 Acres with Income-Producing Blueberry Farm, 3BR/2.5BA Home & Future Potential- Rarely does an opportunity like this come to market. This exceptional 25-acre property features a fully operational, income-producing blueberry farm paired with a well-maintained 3-bedroom, 2.5-bath single-family residence, offering immediate cash flow with

    Lisa Novakowski Better Living Realty, LLC

    23 Schroback Rd, Plymouth, CT 06782
  • /13

    $449,900

    • Land
    • 15.6 Acres
    • $28,840 per Acre

    20 Apothecaries Hall Rd, East Windsor, CT 06016

    This 15.6-acre property presents a rare and versatile opportunity for development, agriculture, or creating a private retreat. Tucked away in a peaceful and scenic location, the land is bordered by newer homes and the East Windsor Sportsman Club, offering both privacy and a sense of community. A gravel access road leads to two large tobacco sheds, each recently upgraded with new $90,000

    Lori Gabriel Coldwell Banker Realty

    20 Apothecaries Hall Rd, East Windsor, CT 06016
  • /10

    $199,000

    $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    275 West Walk Unit 275, West Haven, CT 06516

    Welcome to Coastal Living! Opportunity awaits at this one-bedroom unit located within the sought-after Savin Rock Condominium community along the West Haven shoreline. This one-bedroom, ready-to-be renovated 2nd floor condo offers a stackable washer/dryer in-unit, and access to a shared patio with partial views of Long Island Sound. Residents of the community enjoy direct beach access, a

    Courtney McManus The Agency

    275 West Walk Unit 275, West Haven, CT 06516
  • /31

    $899,000

    • 10 Beds
    • 6 Baths
    • 4,421 Sq Ft

    36-38 Concord St, Norwalk, CT 06854

    Welcome to 36-38 Concord St in South Norwalk, a side by side LEGAL 2 Family Property in the Heart of SONO. Train Station & Charter School nearby. Great opportunity for owner occupied or strictly investment purposes. CD-3 Zone, do your due dilligence for potentials. Three level living on each side . Main levels include large family room areas, EIK, spacious bedroom and half bath. Plenty of

    Dean Papadopoulos Realty ONE Group Connect

    36-38 Concord St, Norwalk, CT 06854
  • /22

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,712 Sq Ft

    340 Bond St Unit 342, Bridgeport, CT 06610

    340 Bond Street is a well-maintained duplex-style two-family property offering an outstanding opportunity for both owner-occupants and investors alike. Located in Bridgeport's convenient East Side neighborhood, this income-producing property features two spacious apartments, each offering 2 bedrooms, 1 bathroom, comfortable living areas, and separate entrances, creating the ideal setup for

    Tommy Soto William Raveis Real Estate

    340 Bond St Unit 342, Bridgeport, CT 06610
  • /36

    $479,900

    • 4 Beds
    • 2 Baths
    • 1,582 Sq Ft

    27 Clarkson St, Ansonia, CT 06401

    Welcome to 27 Clarkson Street, a renovated two-family home offering a great opportunity for investors or owner-occupants looking to generate rental income. Both units are currently vacant, providing flexibility for immediate occupancy. First-floor unit 2 bedrooms, 1 bathroom, living room and interior access to the basement. Second-floor unit offers 2 bedrooms, 1 bathroom, along with access to a

    Rosalia Casorla Premier Re Group LLC

    27 Clarkson St, Ansonia, CT 06401
  • /20

    $995,000

    • 4 Beds
    • 4 Baths
    • 2,142 Sq Ft

    74 View St W, Greenwich, CT 06830

    Highest and Best Due Monday 9/21/26 at 5 PM EST. Side-by-side two-family with value-add potential in the Byram neighborhood of Greenwich. The property features two mirror-image units, each with 2 bedrooms, 1.5 baths, private laundry, its own garage, storage, and outdoor deck. The side-by-side layout offers a single-family feel with no neighbors above or below. Currently occupied by great tenants,

    Michael Parelli Mike Parelli Real Estate LLC

    74 View St W, Greenwich, CT 06830
  • /35

    $500,000

    • 8 Beds
    • 5 Baths
    • 2,776 Sq Ft

    95 Rosette St, New Haven, CT 06519

    3-Unit Mixed-Use Multifamily with Significant Value-Add Potential Exceptional investment opportunity featuring a mixed-use property with multiple income streams, redevelopment potential, and an included subdivided residential building lot. Property Highlights Unit 1 - Commercial Space (Approx. 1,850 SF) Located on the first floor at the prominent Rosette Street and Dewitt Street intersection,

    Shmuel Shagalov Houlihan Lawrence WD

    95 Rosette St, New Haven, CT 06519

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