Homes for Sale in Connecticut - Investment

• 

  

  

  /22

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  300 Harbour Close Unit P, New Haven, CT 06519

  This option leads with the fact that it is a turn-key investment property with active rental income. Excellent investment opportunity or future dream home! Embrace a lifestyle of luxury and sophistication at 300 Harbour Close, Unit P. Currently tenant-occupied with a lease renewed through next May, this stunning 2-bedroom, 2-bathroom ranch-style condo offers immediate, turn-key rental income.

  Wolfgang Wincherhern HJL Realty, LLC

  300 Harbour Close Unit P, New Haven, CT 06519
• 

  

  

  /4

  $599,000

  $76K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,190 Sq Ft

  55 Hawkins St, Derby, CT 06418

  Four-Family Investment Opportunity. Great for investors, contractors, or buyers looking for a property with strong potential! This 4-family property offers an excellent opportunity to own a multi-unit investment property with the potential to generate rental income and build long term value. With the right vision and improvements, this property can be transformed into a highly desirable

  Angelo Catone Coldwell Banker Realty

  55 Hawkins St, Derby, CT 06418
• 

  

  

  /22

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft

  28 Durfey St, Norwich, CT 06360

  Great opportunity at **28 Durfey Street in Norwich!** This multifamily property offers excellent potential for investors looking to expand their portfolio or owner-occupants looking to live in one unit while generating rental income from the other. Conveniently located near shopping, restaurants, local amenities, and beautiful **Mohegan Park**, with easy access to **I-395 and Route 2** for

  Rosa Gallego Five Stars Realty

  28 Durfey St, Norwich, CT 06360
• 

  

  

  /18

  $104,900

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  15 Donna Dr Unit B4, New Haven, CT 06513

  Excellent turnkey investment opportunity! This well-maintained 1-bedroom, 1-bath condominium in the desirable Ridgeview Condominiums is a fantastic addition to any investment portfolio. Currently generating $1,300 per month in rental income, the unit is leased through March 1, 2027, providing immediate and reliable cash flow. The seller will reimburse the prepaid rent from the closing date

  Fatih Bahat Coldwell Banker Realty

  15 Donna Dr Unit B4, New Haven, CT 06513
• 

  

  

  /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
• 

  

  /9

  $265,000

  $84K PRICE DROP

  • Land
  • 13.3 Acres
  • $19,925 per Acre

  0 Walnut and Larch Dr, Windsor, CT 06095

  This 13.3 acre property consists of high-quality farmland that has naturally regenerated into a forest of white pine and mixed hardwoods. The land was originally created as 16 individual lots as part of an adjacent subdivision that was never completed and has since been combined into one contiguous parcel. Most of the property is now zoned Agricultural, with a few acres at the north end remaining

  Keith Ross Landvest, Inc

  0 Walnut and Larch Dr, Windsor, CT 06095
• 

  

  /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
• 

  

  /24

  $799,000

  • 4 Beds
  • 3 Baths
  • 1,722 Sq Ft

  23 Allview Ave, Norwalk, CT 06854

  An exceptional, turnkey investment opportunity in Norwalk! This fully renovated 2-family home offers strong, hassle-free cash flow from day one. Generating a robust $6,200/month in total rental income with low landlord utility expenses (~$260/month), this property is fully occupied with reliable tenants already in place. Every detail has been thoughtfully updated, featuring completely modern

  Noor Ahmed RE/MAX Heritage

  23 Allview Ave, Norwalk, CT 06854
• 

  

  /21

  $102,500

  • 1 Bed
  • 1.5 Baths
  • 576 Sq Ft

  755 Wethersfield Ave Unit B8, Hartford, CT 06114

  Exceptional investment opportunity featuring four condominium units within a professionally maintained 50-unit community, offering immediate cash flow potential and strong long-term appreciation. Units may be purchased individually; however, the seller strongly prefers a portfolio sale. The listed MLS price reflects the price of one individual unit only. This is a rare opportunity to acquire and

  Jenna Talbot RE/MAX One

  755 Wethersfield Ave Unit B8, Hartford, CT 06114
• 

  

  /30

  $179,000

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  71 Bentwood Dr Unit 8, Waterbury, CT 06705

  Welcome home to 71 Bentwood Drive! Tucked into the quiet and well-maintained Woodhaven Condominium complex in Waterbury's desirable East End, this charming 2-bedroom, 1.5-bath offers low-maintenance living with a practical, open-flowing layout. Whether you are searching for your next home or a cash-flowing investment, this property delivers, complete with rental-friendly HOA rules. Step through

  Ciarra Ennis KW Legacy Partners

  71 Bentwood Dr Unit 8, Waterbury, CT 06705
• 

  

  /39

  $419,900

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  17 Akron St, Meriden, CT 06450

  Investors and owner-occupants-here's an opportunity to add a 3-family property to your portfolio or help offset your mortgage with rental income! This property features two 1-bedroom units on the first floor and a spacious 3-bedroom unit on the second floor. Laundry for all three units is conveniently located in the basement. The front first-floor apartment and second-floor unit are serviced by

  Kevin Green Berkshire Hathaway NE Prop.

  17 Akron St, Meriden, CT 06450
• 

  

  /33

  $585,000

  • 5 Beds
  • 3 Baths
  • 1,811 Sq Ft

  22 Woodland St, Simsbury, CT 06070

  A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants,

  Michael Daly Berkshire Hathaway NE Prop.

  22 Woodland St, Simsbury, CT 06070
• 

  

  /40

  $450,000

  $40K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 2,898 Sq Ft

  145 Lawlor St, New Britain, CT 06051

  Stunning Two-Family Investment Opportunity in a Prime Location! This beautifully maintained and recently renovated multifamily property offers exceptional space, updates, and income potential. The first-floor unit features 3 spacious bedrooms, an updated full bath, and a tiled kitchen equipped with stainless steel appliances. The expansive second-floor unit extends into a finished third-floor

  Robert Jordan Hagel & Assoc. Real Estate

  145 Lawlor St, New Britain, CT 06051
• 

  

  /32

  $469,900

  • 10 Beds
  • 3 Baths
  • 3,163 Sq Ft

  12 Aetna St, Waterbury, CT 06704

  Turn-key three-family investment opportunity located in Waterbury's North End, offering a great option for both investors and owner-occupants. The property features a strong unit mix with spacious 4-bedroom/1-bath units on the first and second floors, plus a 2-bedroom/1-bath unit on the third floor. The units have been renovated with various updates throughout, including kitchen and bathroom

  Amanda Sheehan Oxford Realty

  12 Aetna St, Waterbury, CT 06704
• 

  

  /27

  $1,300,000

  • 8 Beds
  • 5 Baths
  • 4,462 Sq Ft

  34 West St, Newtown, CT 06470

  A rare opportunity to acquire a five-unit multifamily investment property in the heart of Newtown, Connecticut. Ideally situated just minutes from the town center, this income-producing asset offers investors the perfect combination of strong rental demand, long-term appreciation potential, and the charm of one of Fairfield County's most desirable communities. Featuring five residential units

  Derek Spencer Scalzo Real Estate

  34 West St, Newtown, CT 06470
• 

  

  /16

  $339,900

  $39K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  89 Hempstead St, New London, CT 06320

  Historically designated but all new from inside to out. Beautifully re-done with new kitchens, granite counters, new appliances and shiny like new re-furbished wood floors. Stay cool in the summer with newer split-system AC. Great investment or live in one, with 2nd unit helping with the mortgage. Basement has potential as almost completely finished. Walking distance to train, Courthouse, park

  Gale Fishbone Coldwell Banker Realty

  89 Hempstead St, New London, CT 06320
• 

  

  /34

  $1,149,000

  $201K PRICE DROP

  • 2 Baths
  • 24,000 Sq Ft

  3 & 5 Break Maiden Ln, Harwinton, CT 06791

  Exceptional equestrian opportunity offering two parcels totaling 18.46 acres at 3 & 5 Break Maiden Lane in Harwinton. This unique property includes a 15.51-acre farm parcel plus a separate 2.95-acre approved building lot, providing flexibility for future expansion, a residence, or investment potential. Built in 2017, the beautifully crafted post-and-beam barn is designed with both function and

  Ashley Backman William Pitt Sotheby's Int'l

  3 & 5 Break Maiden Ln, Harwinton, CT 06791
• 

  

  /11

  $750,000

  • Land
  • 24 Acres
  • $31,250 per Acre

  0 Avenue of Industry, Waterbury, CT 06705

  24-acre industrial development site in Waterbury, CT offering a rare opportunity to acquire a large, strategically located parcel with utilities in place and strong development potential. The property is zoned industrial and includes conceptual plans for an 8-building industrial condominium park with buildings ranging from 5,000-10,000 SF. Ideal for industrial condos, flex space, warehousing, or

  Tom Jacovino Great Estates, CT

  0 Avenue of Industry, Waterbury, CT 06705
• 

  

  /22

  $224,990

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  200 Treadwell St Unit 204, Hamden, CT 06517

  Great value at this price!! Welcome to this clean and well-maintained 2-bedroom, 1.5-bath townhouse offering a comfortable and functional layout. The spacious living and dining room provide an open-concept feel, perfect for everyday living and entertaining. Both bedrooms are generously sized, offering plenty of space and natural light. The cozy kitchenette features charming bay windows, creating

  Darielis Letskus William Raveis Real Estate

  200 Treadwell St Unit 204, Hamden, CT 06517
• 

  

  /19

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  17 Shelton Ave, New Haven, CT 06511

  Opportunity awaits at 17 Shelton Avenue, New Haven! This spacious single-family home offers 3 bedrooms and 2 full bathrooms, with a flexible layout ideal for homeowners or investors alike. Featuring generous living space and endless potential, the home also offers the possibility of creating a 4th bedroom, providing added flexibility for larger households, a home office, or increased value

  Omar Ruizesparza Maple Vale Realty LLC

  17 Shelton Ave, New Haven, CT 06511
• 

  

  /40

  $699,500

  • 4 Beds
  • 3.5 Baths
  • 3,547 Sq Ft

  3 Tobins Ct, Danbury, CT 06810

  Welcome home to 3 Tobins Ct Danbury! The ideal combination of Single Family living paired with all the conveniences of a Condo lifestyle. Tobins Farm is a small community of 25 homes with beautiful views of Danbury and the western CT hills. This home has been painstakingly prepared for listing with all of the "big ticket" items DONE in the last 2 years (New Roof/2025, complete Heating, Central

  RuthAnne Salvatore Coldwell Banker Realty

  3 Tobins Ct, Danbury, CT 06810
• 

  

  /39

  $2,225,000

  $25K PRICE INCREASE

  • 6 Beds
  • 2 Baths
  • 2,180 Sq Ft

  2142 Fairfield Beach Rd, Fairfield, CT 06824

  OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

  Michael Menillo Collage Realty

  2142 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  /13

  $530,000

  Coming Soon

  • 7 Beds
  • 3 Baths
  • 3,100 Sq Ft

  293 Congress Ave, Waterbury, CT 06708

  Excellent opportunity to own a three-family property in Waterbury's 06708 area! This spacious multifamily home offers three residential units, making it an attractive option for investors or owner-occupants seeking additional rental income. Property features natural gas baseboard heat, public water and sewer, vinyl siding, a full basement, and a paved driveway. Conveniently located near schools,

  Minerva Vega Lozano Five Stars Realty

  293 Congress Ave, Waterbury, CT 06708
• 

  

  /36

  $268,900

  • 5 Beds
  • 2 Baths
  • 1,407 Sq Ft

  53 Maple St, Meriden, CT 06451

  BACK ON THE MARKET - BUYER COULDN'T SECURE MORTGAGE! NO FAULT OF THE HOUSE! This spacious 5-bedroom Colonial is back on the market after the previous buyer was unable to secure financing. Freshly painted and move-in ready, this home offers a flexible floor plan with two bedrooms on the main level and three upstairs, upper-level laundry, beautiful hardwood floors, and a versatile bonus room off

  Donna Zona eXp Realty

  53 Maple St, Meriden, CT 06451
• 

  

  /25

  $409,900

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  89 Hickory St, Norwich, CT 06360

  Welcome to this reimagined 1910 classic home located in Norwich. Over a year of renovations, this home blends timeless historic character with modern, high-end living. Boasting 4 bedrooms, (1 of which is first floor primary) and 2 brand-new bathrooms across 1,512 square feet of optimized space. This property offers the absolute best of both worlds! Step inside to an expansive, open-concept main

  Jay Kelly William Raveis Real Estate

  89 Hickory St, Norwich, CT 06360
• 

  

  /39

  $1,750,000

  New Construction

  • 16 Beds
  • 16 Baths
  • 10,000 Sq Ft

  15 Colby Ct, New Haven, CT 06515

  This newly constructed four-unit townhome asset presents a rare opportunity to acquire a core-plus multifamily property in the New Haven market. Built by a reputable local developer, the property is offered as a single investment asset, ideal for investors seeking stable long-term cash flow with future upside. Each of the four townhome-style units is approximately 2,500 square feet and configured

  Michael Bachmann HomeSmart Homes and Estates

  15 Colby Ct, New Haven, CT 06515
• 

  

  /22

  $420,000

  $30K PRICE DROP

  • 2 Beds
  • 4 Baths
  • 2,594 Sq Ft

  200 W Main St, Meriden, CT 06451

  This is a rare opportunity to own a mixed-use investment property in the heart of downtown Meriden, located in the C-1 zone. The property features four units: a street-level commercial space most recently used as a barber shop; a second-floor office formerly a CPA's office; a rear 1-bedroom apartment on the second floor; and a third-floor 1-bedroom apartment. The building offers strong value-add

  Robert Clermont Clermont Real Estate

  200 W Main St, Meriden, CT 06451
• 

  

  /19

  $235,000

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft

  46 Prospect Ave Unit 4E, Norwalk, CT 06850

  Welcome to Sheffield Ridge, where easy living meets breathtaking Long Island Sound views! Perched on the top floor, this bright and inviting 1-bedroom, 1-bathroom condominium offers 684 square feet of comfortable living space, abundant closet space throughout, and especially generous storage in the bedroom. A recently renovated bathroom adds a fresh, modern touch and is one of the standout

  Todd Maloof William Pitt Sotheby's Int'l

  46 Prospect Ave Unit 4E, Norwalk, CT 06850
• 

  

  /39

  $430,000

  • 6 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  126 Prospect St, Norwich, CT 06360

  Welcome to this well-maintained 3-family property offering a fantastic opportunity for homeowners, investors, or multi-generational living. Each unit offers its own living space while the property as a whole provides functionality and versatility. This beautiful 3-family home features a detached 4-car garage with plenty of storage space upstairs. The roof on both the home and garage is just 3

  Linda Labbe CENTURY 21 Shutters & Sails

  126 Prospect St, Norwich, CT 06360
• 

  

  /40

  $459,990

  • 9 Beds
  • 4 Baths
  • 2,808 Sq Ft

  79 Hallock St, New Haven, CT 06519

  Investors take notice! This turnkey, income-producing 9-bedroom, 4-bath investment property offers strong cash flow with long-term tenants already in place, making it an excellent opportunity for both first-time and seasoned investors. The property features generously sized bedrooms, spacious bathrooms, durable vinyl flooring, and newer appliances throughout. With stable rental income already

  Alvaro Tomas Baptista Ki Property Group

  79 Hallock St, New Haven, CT 06519
• 

  

  /26

  $439,900

  • 4 Beds
  • 1.5 Baths
  • 1,385 Sq Ft

  218 Circular Ave, Hamden, CT 06514

  Attention investors and owner-occupants! Welcome to 218 Circular Avenue in Hamden, a recently renovated property offering an excellent opportunity in a convenient location. The home has been thoughtfully updated throughout, featuring a remodeled kitchen, beautifully renovated bathrooms, new hardwood flooring, and new high-efficiency windows. Additional improvements include a new water heater,

  Vinny Lelis mygoodagent

  218 Circular Ave, Hamden, CT 06514
• 

  

  /34

  $775,000

  $25K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 3,371 Sq Ft

  184 Mansfield St, New Haven, CT 06511

  Excellent opportunity to own a spacious and well-maintained 3,371-square-foot two-family home in the Greater New Haven area. This exceptional income-producing property is ideal for both investors and owner-occupants seeking rental income and long-term value. The property features separate utilities, generous living space, and brand-new appliances in each unit. The first-floor unit has been newly

  Jennifer Tillman Diamond Realty Partners, LLC

  184 Mansfield St, New Haven, CT 06511
• 

  

  /7

  $269,900

  • Land
  • 27.21 Acres
  • $9,919 per Acre

  53 Flag Hill Rd, Colebrook, CT 06021

  Discover an exceptional opportunity to create your own private country estate on 27 beautiful acres in the charming Litchfield Hills. Bordering protected Land Trust property an backed by a wildlife preserve, this remarkable parcel offers an extraordinary sense of seclusion, privacy, and connection to nature-yet provides the flexibility to bring your vision to life. Located at the end of a

  Candice Slatt Century 21 Scala Group

  53 Flag Hill Rd, Colebrook, CT 06021
• 

  

  /22

  $139,000

  $16K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  24 West Rd Unit 16, Ellington, CT 06029

  Whether you're looking for a profitable investment or an affordable place to call home, this move-in ready 1-bedroom condo delivers. This is one of the best values currently available. Investors w/ 20% down can qualify on rental income only. Cash investors can purchase a turn-key property with approximately $785 per month in positive cash flow and no renovation costs. The current tenant will

  Denise Reale CENTURY 21 AllPoints Realty

  24 West Rd Unit 16, Ellington, CT 06029
• 

  

  /38

  $330,000

  $45K PRICE DROP

  • 3 Beds
  • 0.5 Baths
  • 776 Sq Ft

  98 Limewood Ave, Branford, CT 06405

  98B Limewood is being offered for the first time on market-a rare opportunity that won't last long. They say location is everything, and this property truly checks all the boxes. Nestled in the heart of Indian Neck, the cottage offers water views from the front yard and sits on an interior .12-acre lot in an R-2 zone. Whether you're an investor, renovator, or owner-occupant looking to create your

  Lauren Freedman Coldwell Banker Realty

  98 Limewood Ave, Branford, CT 06405
• 

  

  /7

  $615,000

  • 6 Beds
  • 2 Baths
  • 1,102 Sq Ft

  18 Patch St, Danbury, CT 06810

  Solid two family home in Danbury offers two seperate units each with their own utilites. If you're looking for owner occupied or as investment this two family offers flexible value. Both tenants are very long term with below market rents. Floor one is leased with 2 bedrooms. Floor two is month to month with 4 bedrooms. Off street parking. Minutes to Danbury Hospital, easy access to Main Street,

  Teresa K Real Estate By Teresa LLC

  18 Patch St, Danbury, CT 06810
• 

  

  /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
• 

  

  /14

  $189,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  103 Judd Square Unit 103, Wallingford, CT 06492

  Judd Square Condo * Ground-level unit * Direct patio-to-parking access * Near train station, downtown, shopping, restaurants and parks. Great investment opportunity! Located in the Judd Square condominium community, 103 Judd Square (Bldg 44) offers a practical 2-bedroom, 1-bath layout with 1,031 sq ft and central air. This ground-level Wallingford condo stands out for its direct access from the

  Diane Fahey Berkshire Hathaway NE Prop.

  103 Judd Square Unit 103, Wallingford, CT 06492
• 

  

  /22

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  429 Mountain Rd, West Hartford, CT 06107

  INVESTOR OPPORTUNITY in West Hartford! 429 Mountain Road offers an excellent opportunity for investors, renovators, or buyers looking to create value in a desirable West Hartford location. This property presents the potential to renovate, reimagine, and bring your vision to life. Conveniently located near shopping, dining, schools, parks, and major commuter routes, the property offers strong

  Jennifer Jones Coldwell Banker Realty

  429 Mountain Rd, West Hartford, CT 06107
• 

  

  /16

  $344,900

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,200 Sq Ft

  98 Wolcott St, Waterbury, CT 06705

  Introducing an excellent investment or owner occupant opportunity . Guaranteed Cash Flow for an investor .This three-family property offers a desirable combination of convenience, versatility, and income potential. Two lower level updated 1 bedroom apartments, each featuring a sleeping area, kitchenette, and full bathroom. The spacious third-floor unit offers a full-size kitchen and dining area,

  Sadiki Thames Weichert Realtors MRG

  98 Wolcott St, Waterbury, CT 06705

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