Homes for Sale in Connecticut - Investment

• 

  

  

  /39

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  950 Benham St, Hamden, CT 06514

  A rare two-lot offering, 950 Benham Road presents an exceptional opportunity for both homeowners and investors seeking privacy, flexibility, and long-term investment value. This unique package includes the main lot with the beautifully renovated Cape, set on nearly two wooded acres, plus an additional vacant one-acre lot. Together, the two lots create nearly three acres of exceptional privacy and

  

  Adriana Morrell

  Higgins Group Real Estate

  (203) 941-6934

  950 Benham St, Hamden, CT 06514
• 

  

  

  /25

  $324,900

  $20K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,599 Sq Ft

  42 Wade St, West Haven, CT 06516

  Excellent investment opportunity, this spacious 4-bedroom property offers strong rental income potential in a highly desirable and consistently sought-after location, just steps away from University of New Haven. Ideal for investors seeking cash flow or a value-add opportunity, while also being a great option for an owner-occupant looking to personalize and make the home their own. The home sits

  

  John Armellino

  William Raveis Real Estate

  (475) 269-3376

  42 Wade St, West Haven, CT 06516
• 

  

  

  /37

  $1,350,000

  • 7 Beds
  • 6 Baths
  • 3,787 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1057

  87 Main St, Deep River, CT 06417
• 

  

  

  /20

  $1,200,000

  • 1 Bed
  • 4 Baths
  • 1,824 Sq Ft

  24-26 Lyme St, Old Lyme, CT 06371

  *TENANT FREE* Two well-maintained historic buildings in the heart of the Old Lyme Historic District! 24 & 26 Lyme Street are being sold together, offering a unique chance to invest in a high-visibility location within this charming New England village. * 24 Lyme Street (built in 1800) features 1,824 sq. ft. of retail and office space, ideal for business use or potential redevelopment. * 26 Lyme

  

  Logan Hayes

  NestSeekers International

  (860) 743-0604

  24-26 Lyme St, Old Lyme, CT 06371
• 

  

  

  /25

  $464,000

  $15K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,886 Sq Ft

  218 E Pearl St, Torrington, CT 06790

  Fully renovated multi-family duplex located at 218 E. Pearl Street in Torrington offering modern updates, comfortable living throughout. Everything on this duplex has been completely updated from top to bottom, making it an amazing, stress-free opportunity for both savvy investors and owner-occupants looking to live in one side while generating rental income from the other. Each bright, open, and

  

  Guillermo Araujo

  Five Stars Realty

  (860) 981-0534

  218 E Pearl St, Torrington, CT 06790
• 

  

  /38

  $997,000

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

  144 Shore Rd, Clinton, CT 06413

  Living the Shoreline dream! Featuring 4 beds & 2 full baths 144 Shore Road, a beautifully remodeled coastal escape in the highly coveted Clinton Beach Association. Complete with deeded beach access and sweeping Long Island Sound views, this turn-key property perfectly blends modern luxury with timeless seaside charm.The main level features a bright, open-concept floor plan with an oversized

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 792-4174

  144 Shore Rd, Clinton, CT 06413
• 

  

  /40

  $2,200,000

  • 6 Beds
  • 4 Baths
  • 3,131 Sq Ft

  26 Pearl St, Groton, CT 06340

  Nestled in the heart of Mystic's Historic District, The Captain William Morgan House presents a rare opportunity to own one of the village's most distinguished income-producing properties. Set on nearly a half-acre just moments from downtown Mystic, the Mystic River, restaurants, shops, galleries, and marinas, this circa-1852 Greek Revival sea captain's residence blends historic character with

  

  Tim Bray

  Seaport Real Estate Services

  (959) 271-2545

  26 Pearl St, Groton, CT 06340
• 

  

  /40

  $599,000

  • 9 Beds
  • 3 Baths
  • 3,170 Sq Ft

  107 Fairview Ave Unit 109, Bridgeport, CT 06606

  Don't miss this fantastic income-producing property located just one block from St. Vincent's Hospital. This versatile multi-family home offers excellent rental potential and plenty of space for owner-occupants or investors alike. Laundry hookups in the basement and a two-car garage. Convenient location close to hospitals, shopping, restaurants, public transportation, and major highways Whether

  

  Angela Araujo

  Keller Williams Realty

  (475) 255-2918

  107 Fairview Ave Unit 109, Bridgeport, CT 06606
• 

  

  /40

  $699,180

  $31K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 4,032 Sq Ft

  145 Prince St, Wallingford, CT 06492

  Highest and Best by Monday at 6pm. Exceptional mixed-use and investment opportunity in the heart of downtown Wallingford, where the town's most popular events, concerts, fairs, festivals, and community gatherings take place. This legal 3-family property offers outstanding visibility and flexibility with Professional Office (PO) zoning, allowing for a variety of permitted uses including

  

  Mike Albert

  RE/MAX RISE

  (475) 253-5477

  145 Prince St, Wallingford, CT 06492
• 

  

  /40

  $888,000

  • 7 Beds
  • 3 Baths
  • 2,225 Sq Ft

  40 Portland Ave, Old Lyme, CT 06371

  Unique Beach property! 40 Portland Avenue, Old Lyme Beach Community. Love the Beach but not the travel to get to it . Here we have 2 separate homes on 1 lot and the main Beach home also has an in-law unit connected. Recently renovated and freshly painted. Home has many possibilities for use whether is a family home or an investment for Academic renting. It is year round living. Beach rights and

  

  Banglian Gao

  United Realty Plus

  (860) 851-4757

  40 Portland Ave, Old Lyme, CT 06371
• 

  

  /19

  $1,100,000

  • 12 Beds
  • 6 Baths
  • 1,238 Sq Ft

  111 Sunset Ave Unit 111, 113, 115, Meriden, CT 06450

  Unique investment opportunity. 4 total 'condo' units. 1 building with 3 attached units on Sunset Avenue, and another single free-standing unit with the driveway on Liberty St. There is an HOA in place, but current owner does not collect from himself. All units are rented.

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (203) 693-9315

  111 Sunset Ave Unit 111, 113, 115, Meriden, CT 06450
• 

  /2

  $139,900

  $25K PRICE DROP

  • Land
  • 6.85 Acres
  • $20,423 per Acre

  165 Massapeag Rd, Uncasville, CT 06382

  This beautiful 6.85-acre parcel of land at 165 Massapeag Road is a peaceful and private oasis, offering the perfect opportunity for development, recreation, or simply enjoying nature. With the potential to subdivide the land into multiple lots, this parcel provides endless possibilities for residential or agricultural use. The property is conveniently located near local amenities and highway

  

  Allen Gammons

  BHHS Commonwealth/Robert Paul

  (860) 831-4645

  165 Massapeag Rd, Uncasville, CT 06382
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  /24

  $1,300,000

  • 6 Beds
  • 4 Baths
  • 3,209 Sq Ft

  36 N Taylor Ave, Norwalk, CT 06854

  Opportunity Knocks in the Heart of Norwalk! 36 Taylor Avenue offers the perfect blend of location, income potential, and long-term upside. This 4-unit multifamily is a true cash flow opportunity-turnkey and ready to generate rental income from day one. Whether you're a seasoned investor looking to expand your portfolio or a new comer seeking passive income, this property checks all the boxes.

  

  Arian Hoxha

  Serhant Connecticut, LLC

  (475) 242-6359

  36 N Taylor Ave, Norwalk, CT 06854
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  /14

  $205,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 705 Sq Ft

  172 Carlisle St, New Haven, CT 06519

  Welcome to 172 Carlisle Street in New Haven, a great opportunity to own a single-family home ideal for a first-time buyer or small family looking to put down roots. This 2-bedroom, 1-bath home offers a functional layout with plenty of natural light and is ready for your personal touch. The property is currently vacant, allowing for a smooth and flexible transition for its next owner. Step outside

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 244-9352

  172 Carlisle St, New Haven, CT 06519
• 

  

  /27

  $1,124,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  159 Merryall Rd, New Milford, CT 06776

  Escape the noise of the city... Located in the scenic Merryall section of New Milford, this fully renovated riverfront estate offers a rare opportunity to own a private retreat where luxury, nature, and lifestyle converge. Set on 6 acres with the West Aspetuck River flowing through the property, this home delivers the kind of tranquility and privacy that's increasingly sought after-yet just a

  

  Arian Hoxha

  Serhant Connecticut, LLC

  (860) 288-3424

  159 Merryall Rd, New Milford, CT 06776
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  /25

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  35 Pearl Lake Rd Unit L, Waterbury, CT 06706

  Move right into this 2 bedroom and 2 bathroom condo featuring fresh paint on every level, a newer water heater for added peace of mind. Spacious and inviting this home offers comfortable living with a functional layout, outdoor space, and garage with additional storage. Conveniently located close to Rt 8 & I-84. Not all loans will qualify to purchase in this complex - conventional loan or cash is

  

  Stephanie Kinkel

  Berkshire Hathaway NE Prop.

  (203) 463-5517

  35 Pearl Lake Rd Unit L, Waterbury, CT 06706
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  /12

  $1,100,000

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

  515 Liberty St Unit 515, Meriden, CT 06450

  Unique investment opportunity. 4 total 'condo' units. 1 building with 3 attached units on Sunset Avenue, and another single free-standing unit with the driveway on Liberty St. There is an HOA in place, but current owner does not collect from himself. All units are rented.

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (203) 457-8843

  515 Liberty St Unit 515, Meriden, CT 06450
• 

  

  /13

  $214,925

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft

  1 George St, Norwich, CT 06360

  Great investment or owner-occupied opportunity in the heart of Norwich. This two-family property at 1 George Street is 1,244 sq. ft. of living space with three bedrooms, two full baths, and seven total rooms across two units Built in 1915, the home features vinyl siding, hardwood floors, gas heat with hot water, and a partial basement for storage. The property sits on a 0.15-acre lot, providing

  

  Jayson Kemp

  Five Stars Realty

  (860) 909-8059

  1 George St, Norwich, CT 06360
• 

  

  /3

  $450,000

  $25K PRICE INCREASE

  • 7 Beds
  • 3 Baths
  • 3,008 Sq Ft

  102 Franklin St, Meriden, CT 06450

  Exceptional investment opportunity at 102 Franklin St, a turnkey three-family property ideal for investors or owner-occupants seeking immediate cash flow. The building features two spacious 3-bedroom, 1-bath units and a 1-bedroom, 1-bath unit on the third floor, providing a desirable unit mix with strong rental demand. Each unit has separate utilities, offering efficiency and reduced landlord

  

  Arian Hoxha

  Serhant Connecticut, LLC

  (475) 255-7363

  102 Franklin St, Meriden, CT 06450
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  /8

  $4,100,000

  • 14,525 Sq Ft

  240 Hamilton St, Bridgeport, CT 06608

  Positioned in the rapidly evolving East Bridgeport market, this 0.96-acre site offers a rare, high-upside opportunity for investors, developers, and visionary buyers. Currently improved with an existing church structure, the property features a prominent street presence and established utility connections in one of Bridgeport's most active urban corridors. Investment & Location Highlights * Scale

  

  Jay Contessa

  William Pitt Sotheby's Int'l

  (475) 405-1882

  240 Hamilton St, Bridgeport, CT 06608
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  /37

  $449,000

  $101K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 5,016 Sq Ft

  55 Walnut St, Winsted, CT 06098

  Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

  

  David Sartirana

  Northwest CT Realty

  (860) 390-5071

  55 Walnut St, Winsted, CT 06098
• 

  

  /40

  $679,900

  Open Tue 12PM - 2PM

  • 6 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  150-152 Alexander Dr, Bridgeport, CT 06606

  Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1

  

  Kristin Egmont

  Coldwell Banker Realty

  (475) 270-8321

  150-152 Alexander Dr, Bridgeport, CT 06606
• 

  /2

  $45,000

  • Land
  • 17,859 Sq Ft
  • $109,756 per Acre

  32 Hubbard St, Winsted, CT 06098

  Rare opportunity to build in a convenient in-town location! This level 0.41-acre lot is ideally situated close to downtown amenities while offering easy access to Highland Lake's public beach and boat launch. Formerly improved with a three-story Colonial home, the property presents a unique opportunity to redevelop an established homesite. Public water, public sewer, and natural gas are available

  

  David Sartirana

  Northwest CT Realty

  (860) 217-3265

  32 Hubbard St, Winsted, CT 06098
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  /38

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  307 Dwight St, Waterbury, CT 06704

  Welcome to 307 Dwight Street in Waterbury, CT - a great opportunity to own in a convenient and established neighborhood! Ideally located near major highways including I-84 and Route 8, this property provides easy access for commuting and travel. Enjoy nearby parks, schools, shopping, and dining, with attractions such as Fulton Park, Brass Mill Center, and downtown Waterbury just minutes away.

  

  Guillermo Araujo

  Five Stars Realty

  (475) 259-2603

  307 Dwight St, Waterbury, CT 06704
• 

  /2

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  398 Bucks Hill Rd, Waterbury, CT 06704

  Don't miss this excellent opportunity to own a well-positioned two-family property in Waterbury's Bucks Hill neighborhood. This income-producing property features two 2-bedroom, 1-bath units with separate living spaces, making it ideal for both owner-occupants and investors. The property offers approximately 1,728 square feet of living space, ample off-street parking, and a yard with room for

  

  Kara Reynolds

  West View Properties, LLC

  (203) 745-2158

  398 Bucks Hill Rd, Waterbury, CT 06704
• 

  

  /3

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft

  109 Edgewood Ave, Waterbury, CT 06706

  Great starter home in a convenient Waterbury location! Welcome to 109 Edgewood Ave, a property perfect for first-time buyers or those looking to downsize. This home offers a comfortable layout with plenty of potential to make it your own. Enjoy the benefits of natural gas and a location on a city street with easy access to local amenities, schools, shopping, and major routes. The property also

  

  George Noujaim

  Dave Jones Realty, LLC

  (475) 269-7290

  109 Edgewood Ave, Waterbury, CT 06706
• 

  

  /25

  $1,100,000

  • 12 Beds
  • 6 Baths
  • 1,238 Sq Ft

  111,113 & 115 Sunset Ave, Meriden, CT 06450

  Unique investment opportunity. 4 total 'condo' units. 1 building with 3 attached units on Sunset Avenue, and another single free-standing unit with the driveway on Liberty St. There is an HOA in place, but current owner does not collect from himself. All units are rented. 1 unit with central air

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (475) 271-4948

  111,113 & 115 Sunset Ave, Meriden, CT 06450
• 

  

  /13

  $398,000

  • 5 Beds
  • 3 Baths
  • 2,496 Sq Ft

  26 Elm St, Winchester, CT 06098

  Welcome to 26 Elm Street, a newly renovated and legally converted three-family property in the heart of Winsted. This is a rare opportunity for investors or owner-occupants seeking a move-in-ready, income-producing asset with strong upside potential. Two of the units have been completely renovated, featuring updated interiors that appeal to today's tenants, while the exterior has also been

  

  Annie Q Simard

  LPT Realty

  (860) 500-1308

  26 Elm St, Winchester, CT 06098
• 

  

  /26

  $220,000

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft

  30 Upland Rd, Winsted, CT 06098

  Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 854-8201

  30 Upland Rd, Winsted, CT 06098
• 

  

  /5

  $600,000

  • Land
  • 6.5 Acres
  • $92,308 per Acre

  0 Rr 6 Route Unit 24048071, Andover, CT 06232

  Position your business for success with this exceptional 6.5-acre industrial parcel offering outstanding visibility and exposure. Strategically located with easy access to major highways and transportation routes, this prime site presents endless potential for industrial, warehouse, distribution, manufacturing, or commercial development. High-traffic location provides excellent frontage and

  

  Simonne Corriveau

  KW Legacy Partners

  (860) 337-8185

  0 Rr 6 Route Unit 24048071, Andover, CT 06232
• 

  

  /13

  $304,900

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,040 Sq Ft

  38 Church St, Enfield, CT 06082

  Fantastic investment opportunity in the heart of Enfield! This well-maintained two-family home features spacious layouts and strong rental potential. The first-floor unit offers 2 bedrooms, 1 bath, eat-in kitchen, while the second-floor unit boasts of 3 bedrooms, 1 bath, ample living space with includes finished attic space. Both units have separate utilities for convenience. Enjoy off-street

  

  Cynthia Rabb

  eXp Realty

  (860) 419-0484

  38 Church St, Enfield, CT 06082
• 

  

  /19

  $645,000

  • 7 Beds
  • 3 Baths
  • 3,422 Sq Ft

  875 Elm St, New Haven, CT 06511

  Exceptional investment opportunity offered with this turn key three family home. Two fully renovated units updated just two years ago. Units 1 & 2 have both been completely transformed with new kitchens, updated spa like bathrooms with tile surrounds and double sinks, new gas heat, replacement windows, new flooring, and in-unit laundry. The first floor also enjoys the comfort of central A/C. The

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (475) 303-7041

  875 Elm St, New Haven, CT 06511
• 

  

  /38

  $449,900

  • 6 Beds
  • 3 Baths
  • 2,993 Sq Ft

  524 Prospect St, Torrington, CT 06790

  Don't miss this exceptional opportunity to acquire a fully occupied three-family Colonial in Torrington. This income-producing property has been meticulously maintained and offers investors immediate cash flow with stable tenancy already in place. The property features three well-appointed residential units, each offering 2 bedrooms and 1 full bathroom, providing a highly desirable layout for

  

  Jacqueline Ruppert

  Berkshire Hathaway NE Prop.

  (860) 831-3676

  524 Prospect St, Torrington, CT 06790
• 

  

  /23

  $795,000

  • 12 Beds
  • 6 Baths
  • 6,013 Sq Ft

  265 Washington St, Norwich, CT 06360

  Fully occupied 6-unit multifamily investment opportunity offering strong in-place cash flow and substantial embedded rental upside. The property consists of four 2-bedroom units, one 3-bedroom unit, and one 1-bedroom unit, currently generating $74,400 in annual gross income with a projected stabilized income of approximately $119,400 based on market rents. At stabilization, the asset supports a

  

  Anthony Velez

  VC Property Group, LLC

  (860) 264-0069

  265 Washington St, Norwich, CT 06360
• 

  

  /7

  $325,000

  • Land
  • 17.62 Acres
  • $18,445 per Acre

  0 New Rd Unit 24172039, Thompson, CT 06277

  Discover the perfect blend of privacy, nature, and opportunity with this expansive 17.62 acre parcel in Thompson, CT. Tucked away off a shared driveway, this beautiful property offers a peaceful, wooded setting with rolling terrain, ideal for your dream home, private estate, or future investment. Surrounded by scenic New England landscape, the land features mature trees and road frontage along a

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 407-5210

  0 New Rd Unit 24172039, Thompson, CT 06277
• 

  

  /26

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,926 Sq Ft

  60 Primrose St, Waterbury, CT 06708

  Welcome to this well maintained two family property located in Waterbury's desirable Town Plot neighborhood. This income producing opportunity features two residential units with separate living spaces, offering flexibility for owner occupants or investors. Situated on a generous lot, the property includes a detached multi car garage providing ample parking, storage, or workshop potential.

  

  Kara Reynolds

  West View Properties, LLC

  (475) 259-8931

  60 Primrose St, Waterbury, CT 06708
• 

  

  /13

  $175,000

  • Land
  • 13,939 Sq Ft
  • $546,875 per Acre

  282 Deepwood Dr, Amston, CT 06231

  Don't miss this rare opportunity to own a partially cleared, level lot directly across the street from beautiful Amston Lake! There was a home previously on this lot. Driveway, city water and sewer hook up in place, saving you in installation costs. Take advantage of all the amenities Amston Lake offers, including beaches, boating (no gas motors), swimming and kayaking. Whether you are looking to

  

  Sandra Lindstrom

  Carl Guild & Associates

  (860) 352-5027

  282 Deepwood Dr, Amston, CT 06231
• 

  

  /24

  $595,000

  • Land
  • 100 Acres
  • $5,950 per Acre

  259 Quarry Rd, Woodstock, CT 06281

  Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 288-3922

  259 Quarry Rd, Woodstock, CT 06281
• 

  

  /3

  $850,000

  • 8 Beds
  • 5.5 Baths
  • 2,400 Sq Ft

  Unlisted Address

  Fantastic Investment Property for Sale in Bridgeport!Located at 156 Columbia Street, this versatile investment property is a prime opportunity in a growing area. With easy access to major roadways, this site benefits from strong visibility and traffic flow. The property features spacious interiors suitable for various business types, including retail, offices, or service-oriented establishments.

  

  Alexander Galvez

  Century 21 Galvez

  (475) 259-0542

  Unlisted Address
• 

  

  /19

  $975,000

  $30K PRICE INCREASE

  • 15 Beds
  • 7 Baths
  • 5,600 Sq Ft

  83 James St, New Haven, CT 06513

  Following strong investor interest and a review of the property's financial performance, the asset has been repositioned to reflect its stabilized income and long-term value. Fully stabilized and well-maintained 5-unit multifamily delivering immediate cash flow and operational stability. The property is 100% occupied with proven tenant history, consistent collections, and strong in-place income

  

  Marie Matta-Isona

  iVision Real Estate

  (203) 941-6809

  83 James St, New Haven, CT 06513

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