Homes for Sale in Connecticut - Investment

• 

  

  

  /39

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  34 Harlem Ave, Bridgeport, CT 06606

  Welcome to 34 Harlem Avenue, a charming home located in Bridgeport's desirable North End! This well-maintained property offers comfortable living with spacious rooms, abundant natural light, and a functional layout perfect for today's lifestyle. Enjoy a private backyard ideal for entertaining, gardening, or simply relaxing. Conveniently located just minutes from schools, parks, shopping,

  Rosa Gallego Five Stars Realty

  34 Harlem Ave, Bridgeport, CT 06606
• 

  

  

  /19

  $400,000

  • 5 Beds
  • 2 Baths
  • 1,536 Sq Ft

  233 Valley St, New Haven, CT 06515

  Discover this beautifully remodeled Westville home offering space, versatility, and expansion potential on an over sized corner lot. Featuring 4 spacious bedrooms and 2 full bathrooms, this move-in-ready property has been thoughtfully updated throughout. The first floor includes a large living room, a remodeled eat-in kitchen with new cabinets and stainless steel appliances, a convenient laundry

  Adrienne Debarros Sette Real Estate LLC

  233 Valley St, New Haven, CT 06515
• 

  

  /2

  $3,700,000

  • Land
  • 128.64 Acres
  • $28,762 per Acre

  147 Riggs St, Oxford, CT 06478

  For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

  Joseph Martino Joseph Martino Real Estate

  147 Riggs St, Oxford, CT 06478
• 

  

  

  /12

  $1,100,000

  • 1 Bed
  • 2 Baths
  • 5,005 Sq Ft

  747 Dixwell Ave, New Haven, CT 06511

  Excellent investment opportunity featuring a multifamily property in the heart of New Haven, currently performing as an 11-unit. Note that the city tax card reflects a lower unit count; the property is being sold strictly as-is, where-is, and the buyer is to perform their own due diligence regarding unit count, permitting, and legal use. This income-producing asset offers well-maintained

  Zach Pinto Alpha Capital Realty, LLC

  747 Dixwell Ave, New Haven, CT 06511
• 

  

  

  /26

  $599,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,188 Sq Ft

  277 S Main St, Torrington, CT 06790

  This incredible mixed-use property is a rare investment opportunity that offers both residential comfort and commercial potential all in one. The first floor features a fully zoned restaurant, and all restaurant equipment, fixtures, and contents are included in the sale, making it truly turnkey for an owner-user or investor. With plenty of parking available, convenience for customers and tenants

  Arlene Gonzalez The Gonzalez Property Group

  277 S Main St, Torrington, CT 06790
• 

  /2

  $650,000

  • 6 Beds
  • 3 Baths
  • 2,525 Sq Ft

  118 Bell St Unit 120, Bridgeport, CT 06610

  Excellent opportunity to own a legally recognized three-family home in Bridgeport, CT. A great option for investors or owner-occupants. With three rental units, the rental income can help offset the mortgage payment, making this a potentially self-supporting investment. Conveniently located close to highways, banks, gas stations, shopping, restaurants, and public transportation. Don't miss this

  Rosania Melo Rosana Melo Realty

  118 Bell St Unit 120, Bridgeport, CT 06610
• 

  /2

  $90,000

  $55K PRICE DROP

  • Land
  • 1.31 Acres
  • $68,702 per Acre

  211 Lasky Rd, Beacon Falls, CT 06403

  Looking for the perfect place to build your dream home? Welcome to an exceptional opportunity in the scenic town of Beacon Falls. Tucked away in a peaceful natural setting and bordered on three sides by mature trees, this beautiful parcel offers privacy, tranquility, and stunning long-range views-an ideal backdrop for your future home or long-term investment. Located in a charming New England

  Shawna Vallillo Coldwell Banker Realty

  211 Lasky Rd, Beacon Falls, CT 06403
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  /9

  $649,000

  $10K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,574 Sq Ft

  13 Mcdermott St, Danbury, CT 06810

  2 Family with tremendous potential - some updates already in progress, 2nd floor unit offers two floors of living space - Basement extra large space that can add for more living space....1st floor unit offers 3 good size bedrooms - large back yard....everything is lined up for an excellent investment - Estate property - Bring to the table all reasonable offers - Great opportunity here.

  Jorge Sousa Clearview Realty LLC

  13 Mcdermott St, Danbury, CT 06810
• 

  /2

  $379,900

  $90K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,732 Sq Ft

  231 Orland St Unit 233, Bridgeport, CT 06605

  **Investor Special!** Opportunity awaits at 231 Orland Street in Bridgeport. This 3-bedroom, 3-bath home offers plenty of potential for an investor, contractor, or buyer looking for a renovation project. The property is in need of cosmetic repairs and updating throughout and has **significant water damage resulting from the bathtubs**, requiring repair and remediation. With three bedrooms and

  Victor Santana Santana Realty Group LLC

  231 Orland St Unit 233, Bridgeport, CT 06605
• 

  

  /40

  $845,000

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

  85 Burwood Ave, Stamford, CT 06902

  2 family house side by side. Each unit 3 bedrooms 1 & 1/2 baths and full basement. Back unit freshly painted with new appliances. Front unit is available to see and the new owner can update to their specifications. Both units are gas heated with HVAC. Front unit also has electric heat. Rent one unit live in the other or a great multifamily investment

  Bryan Tunney Brown Harris Stevens

  85 Burwood Ave, Stamford, CT 06902
• 

  

  /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

  $289,900

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 918 Sq Ft

  82 Bingham St, Bristol, CT 06010

  Welcome to this beautifully renovated ranch-style home offering the perfect blend of modern updates and cozy charm! Situated on a spacious 0.20-acre lot in a convenient Bristol location, this move-in ready property features 3 bedrooms, 1.5 bathrooms, and 918 square feet of thoughtfully updated living space. Step inside to discover a bright and inviting interior with fresh finishes throughout,

  Steve Williams MLS Direct

  82 Bingham St, Bristol, CT 06010
• 

  

  /26

  $369,900

  • 4 Beds
  • 3 Baths
  • 1,564 Sq Ft

  71 Blackhall St, New London, CT 06320

  Excellent investment opportunity in New London! This tenant-occupied three-family property offers strong potential for investors seeking a multi-unit asset in a desirable coastal community. Each unit benefits from separate utilities, providing convenience and straightforward expense management. With established tenants and a versatile three-unit layout, this property offers an opportunity to

  Kyle Seyboth Century 21 Limitless

  71 Blackhall St, New London, CT 06320
• 

  

  /23

  $634,500

  • 6 Beds
  • 3 Baths
  • 4,000 Sq Ft

  139 Lee Ave Unit 143, Bridgeport, CT 06605

  WELL MAINTAINED LEGAL 3 FAMILY WITH PART FINISHED LOWER LEVEL AND PRIVATE FENCED YARD WITH 2 CAR GARAGE AND COVERED PATIO AWAIT YOU IN THIS SOLID INVESTMENT TO ADD TO YOUR PORTFOLIO. QUIET YET CONVENIENTLY LOCATED CLOSE TO SEASIDE PARK, PARKS AND REC, SHOPPING, DINING AND RESTAURANTS WITH EASY ACCESS TO DOWNTOWN, BUSLINE, METRO NORTH TRAIN STATION, I-95, RT 25/8 AND MERRITT (RT 15) PARKWAY. MAKE

  John Hackett William Raveis Real Estate

  139 Lee Ave Unit 143, Bridgeport, CT 06605
• 

  

  /30

  $450,000

  • 9 Beds
  • 3 Baths
  • 2,967 Sq Ft

  99 Lounsbury Ave, Waterbury, CT 06706

  Turnkey 3-family opportunity in Waterbury's South End, ideal for an owner-occupant or investor! The nicely renovated 1st-floor unit is move-in-ready for immediate occupancy + rental income from the occupied 2nd and 3rd floors - also renovated. Each unit is approx. 990 SF and features 3 bedrooms and 1 bath, with renovations including updated kitchens and baths, flooring, neutral finishes, and

  Amanda Sheehan Oxford Realty

  99 Lounsbury Ave, Waterbury, CT 06706
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  /34

  $479,900

  $20K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 2,488 Sq Ft

  260 Burnside Ave, East Hartford, CT 06108

  ATTENTION INVESTORS & OWNER-OCCUPANTS! Welcome To 260-262 Burnside Ave, East Hartford, A Spacious And Well Maintained 3-Family Investment Property - Perfect For Strong Rental Income Or Living In One Unit While Renting The Other. Units Offer Generous Size Bedrooms, Hardwood Floors Throughout, Vinyl Windows, Major Upgrades Include Roof (2026), Vinyl Siding (2021), And Electrical Breaker Panels.

  Michael Truong eXp Realty

  260 Burnside Ave, East Hartford, CT 06108
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  /5

  $3,950,000

  • Land
  • 272.43 Acres
  • $14,499 per Acre

  0 Hendee Rd, Andover, CT 06232

  A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just

  Pamela Moriarty Coldwell Banker Realty

  0 Hendee Rd, Andover, CT 06232
• 

  

  /11

  $499,000

  • 8 Beds
  • 3 Baths
  • 2,936 Sq Ft

  161 Thompson St, New Haven, CT 06511

  Investment opportunity in the heart of New Haven! This spacious two-family property offers a rare combination of size, versatility, and income potential. One unit features 5 bedrooms and 2 full bathrooms, providing ample living space for owner-occupants or tenants seeking room to spread out. The second unit offers 3 bedrooms and 1 full bathroom, making it ideal for additional rental income.

  Roberta Hoskie Outreach Realty Servicing

  161 Thompson St, New Haven, CT 06511
• 

  

  /7

  $699,900

  • 8 Beds
  • 3 Baths
  • 3,749 Sq Ft

  53-55 Fremont St, Bridgeport, CT 06605

  3-Family House in Bridgeport, CT! Fully rented and generating rental income, this property is an excellent opportunity for investors or owner-occupants. Featuring 12 rooms, 8 bedrooms, 3 full bathrooms, and approximately 3,749 sq. ft. of living space, each unit offers a good-sized layout. Conveniently located in Bridgeport, this property offers strong income potential and is a great addition to

  Rosania Melo Rosana Melo Realty

  53-55 Fremont St, Bridgeport, CT 06605
• 

  

  /37

  $1,999,950

  $490K PRICE DROP

  • 10 Beds
  • 7.5 Baths
  • 5,856 Sq Ft

  29 Route 37 E, Sherman, CT 06784

  Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is

  Joseph Perun Perun Properties

  29 Route 37 E, Sherman, CT 06784
• 

  

  /7

  $189,900

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  285 Savin Ave Unit A3, West Haven, CT 06516

  West Shore Condo Near the Beach Location, location, location! Discover an exciting investment opportunity at Captain Thomas Condominiums. This spacious condo is just a short stroll from the beach, restaurants, public transportation, and everyday conveniences. The unit features two full bedrooms, one bathroom, a generous great room with dining space, and a galley kitchen ready for your personal

  Nakina Henry Mozin Realty

  285 Savin Ave Unit A3, West Haven, CT 06516
• 

  

  /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
• 

  

  /36

  $374,900

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  234 Hillcrest Ave, New Britain, CT 06053

  Exceptional investment opportunity located just a short walk to Central Connecticut State University! This spacious split-level home features 4-5 bedrooms, 2 full kitchens, and 2 full bathrooms, offering an ideal setup for CCSU housing or multi-family living. The main level boasts a bright living room with high ceilings, an eat-in kitchen, a full bathroom, and 3 bedrooms, with direct access to a

  Kris Robinson Eagle Eye Realty PLLC

  234 Hillcrest Ave, New Britain, CT 06053
• 

  

  /4

  $575,000

  • 6 Beds
  • 2 Baths
  • 3,635 Sq Ft

  664-666 Iranistan Ave, Bridgeport, CT 06605

  This exceptional two-family home presents a fantastic opportunity for both investors and owner-occupants alike. Live in one unit while generating rental income from the other, or add a valuable income-producing asset to your investment portfolio. Each unit features 2 spacious bedrooms, a bright and inviting living room ,dining room and a full bathroom, offering a comfortable and functional floor

  Angela Nieto US Asset Realty

  664-666 Iranistan Ave, Bridgeport, CT 06605
• 

  

  /34

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  125 French St, Torrington, CT 06790

  Opportunity awaits with this move in ready two-family home offering flexibility for both owner-occupants and investors! Each unit features its own covered front porch, spacious living areas, bedroom, additional flex space that could be a second bedroom or office and a full bathroom. The first-floor unit showcases beautiful hardwood floors throughout while the second has fresh luxury vinyl for a

  Katie Breitkreutz Dave Jones Realty, LLC

  125 French St, Torrington, CT 06790
• 

  

  /23

  $459,000

  $26K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,792 Sq Ft

  Unlisted Address

  Charming 2-Family Income Producer in the Heart of New Haven - Turnkey Cash Flow from Day One! Located in the heart of New Haven, this 2-unit multifamily property at 567 Sherman Parkway offers convenience and strong investment potential. Close to renowned schools and public facilities, it features a large 0.18-acre lot with a spacious backyard and open driveway that comfortably parks up to 7 cars

  Simon Li Real Broker CT, LLC

  Unlisted Address
• 

  

  /30

  $600,000

  • 5 Beds
  • 4 Baths
  • 2,448 Sq Ft

  142 Front Ave, West Haven, CT 06516

  Great investment opportunity. This multifamily has 4 units. it has 3 apartment (one apartment has 2 bedrooms, the other two 1 bedroom each and it has a separate accessory house in the back with 1 bedroom). This house has a level lot, 2 detached car garage and a huge parking with more than 5 parking spaces. the units are very well maintained and tenants are long term tenants looking to stay. 3

  Valeria Amarante Century 21 Scala Group

  142 Front Ave, West Haven, CT 06516
• 

  

  /10

  $380,000

  • 3 Beds
  • 2 Baths
  • 936 Sq Ft

  78 Adeline St, New Haven, CT 06519

  Solid investment opportunity off Ella T Grasso Blvd in New Haven. This fully occupied two-family offers immediate rental income with separate, tenant-paid utilities, helping keep ownership expenses manageable. Both units provide functional layouts with the flexibility and long-term appeal of a traditional multifamily asset. A private driveway leads to additional off-street parking in the rear-a

  Amanda Sheehan Oxford Realty

  78 Adeline St, New Haven, CT 06519
• 

  

  /24

  $750,000

  • 12 Beds
  • 6 Baths
  • 4,800 Sq Ft

  227 Hillside Ave, Waterbury, CT 06710

  Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements rarely found in comparable assets. The building is 100% occupied, offering immediate cash flow, and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future

  Amanda Sheehan Oxford Realty

  227 Hillside Ave, Waterbury, CT 06710
• 

  

  /40

  $1,499,000

  $100K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,168 Sq Ft

  677 N Salem Rd, Ridgefield, CT 06877

  Rarely does a property of this character and versatility come to market. Welcome to 677 N Salem Road - known historically as the Jamesway Barn Estate - a truly singular 2-acre compound in the heart of Ridgefield that blends 19th-century craftsmanship with extraordinary potential. The main Colonial residence is a diamond in the rough, offering 3 bedrooms, rich wide-plank hardwood floors, two

  Stephen Mele Houlihan Lawrence

  677 N Salem Rd, Ridgefield, CT 06877
• 

  

  /16

  $629,900

  $20K PRICE DROP

  • 8 Beds
  • 3 Baths
  • 5,196 Sq Ft

  679 Norman St Unit 681, Bridgeport, CT 06605

  Very spacious multi family home! Shows well and in very nice condition. Corner lot lends available parking space on side and in back yard areas. Well maintained by owner and shows very well. A great property for live in or investment!

  Grace Keller Gary Knauf Real Estate Services, Inc

  679 Norman St Unit 681, Bridgeport, CT 06605
• 

  /2

  $349,999

  • 6 Beds
  • 3 Baths
  • 2,704 Sq Ft

  104 Park Ave, Meriden, CT 06450

  Welcome to 104-106 Park Ave, Meriden, CT, an excellent opportunity for homeowners, investors, or those looking to add value through renovation. This property was originally a three-family home and was converted to a two-family by the previous owner, offering flexible living arrangements and strong rental potential. Conveniently located near shopping, dining, schools, parks, public transportation,

  Yvonne Bailey I'Lann Realty, LLC

  104 Park Ave, Meriden, CT 06450
• 

  

  /17

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  45 Grasso Terrace Unit 47, Bridgeport, CT 06604

  Tucked away in the tranquil Brooklawn neighborhood just a few doors down from the Fairfield line, this impeccably maintained two-family home offers the perfect blend of classic charm & modern updates. Whether you're looking for a solid investment or a place to call home w/ additional rental income, this property shines with pride of ownership & a location that's hard to beat. Each unit boasts a

  Helene Daly Compass Connecticut, LLC

  45 Grasso Terrace Unit 47, Bridgeport, CT 06604
• 

  

  /30

  $1,395,000

  • 4 Beds
  • 5 Baths
  • 5,282 Sq Ft

  4 Long Ridge Rd, Redding, CT 06896

  This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business

  Christine Poppy Compass Connecticut, LLC

  4 Long Ridge Rd, Redding, CT 06896
• 

  

  /26

  $189,900

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 972 Sq Ft

  157 Cherry St Unit 4, Naugatuck, CT 06770

  Rare opportunity to purchase this solid brick 2 bedroom 1 and a half bath condo located in a small self managed well-maintained complex with only four total units, imagine no home owners association or HOA fees, only need is to split expenses 4 ways, this unit is an investor's delight offering a fantastic investment opportunity with a long term tenant already in place, unit includes a fully

  Donald Fitzgerald, Jr. Showcase Realty, Inc.

  157 Cherry St Unit 4, Naugatuck, CT 06770
• 

  

  /39

  $3,150,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,753 Sq Ft

  1760 Hillside Rd, Fairfield, CT 06824

  Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private

  Andrew Whiteley Brown Harris Stevens

  1760 Hillside Rd, Fairfield, CT 06824
• 

  

  /38

  $480,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 3,441 Sq Ft

  785 Corbin Ave, New Britain, CT 06052

  Step into timeless character and exceptional opportunity with this spacious two-family home in the heart of New Britain. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers endless potential. Each unit features generous room sizes, hardwood floors, classic architectural details, a fireplace in both

  Ginger Glovna KW Legacy Partners

  785 Corbin Ave, New Britain, CT 06052
• 

  

  /25

  $85,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  Unlisted Address

  Investors take note! Maintained 2-bedroom, 1-bathroom condo offering over 1,010 square feet of comfortable and stylish living space in a quiet, well-kept community. From the moment you enter, you'll appreciate the new flooring throughout, creating a fresh, modern feel and a warm, inviting atmosphere.The spacious primary bedroom provides a relaxing retreat and features a ceiling fan for year-round

  Michael Price KW Legacy Partners

  Unlisted Address
• 

  

  /30

  $359,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  71 Lenox St, New Haven, CT 06513

  Discover a premier investment or owner-occupant opportunity in New Haven's Fair Haven District. This side-by-side duplex two-family home is perfect for those looking to live in one unit while renting the other, or for savvy investors seeking growth. Unit 71 was completely renovated in 2018, while the second unit offers a flexible layout. Both units currently feature under-market rents, providing

  Rick Bassett Coldwell Banker Realty

  71 Lenox St, New Haven, CT 06513
• 

  

  /18

  $595,000

  $40K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $1,487,500 per Acre

  20-22 Lafayette St, Norwich, CT 06360

  Excellent mixed-use investment opportunity in Norwich! This versatile property offers both commercial and residential space with strong income potential. The first floor features an established restaurant currently in operation, presenting an excellent opportunity for an investor or owner-operator. The second floor offers a spacious residential apartment with three bedrooms and one full bath,

  Monica Barzola Eagle Eye Realty PLLC

  20-22 Lafayette St, Norwich, CT 06360

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