Homes for Sale in Connecticut - Investment

• 

  

  

  /20

  $1,200,000 Coming Soon

  • 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
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  /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
• 

  

  

  /16

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  43 Wharton St, West Haven, CT 06516

  Welcome to 43 Wharton Street in West Haven - a charming Colonial offering comfort, convenience, and excellent potential for both homeowners and investors alike. This well-maintained three-bedroom, one-bathroom home features a classic layout with spacious living areas and plenty of natural light throughout. The property sits on a generous lot and boasts a large, fully fenced-in backyard, providing

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 260-5785

  43 Wharton St, West Haven, CT 06516
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  /37

  $265,000

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  Unlisted Address

  Tucked away on a quiet dead end street in New Fairfield, this charming seasonal retreat offers a rare opportunity to enjoy peaceful living just over an hour from NYC. This thoughtfully designed home features 1 large bedroom plus 2 additional flexible room ideal for guests, home office or extended stays. There is plenty of storage between the mirrored closets and clean, dry attic. Its efficient

  

  Carrie Barry

  Coldwell Banker Realty

  (475) 265-7280

  Unlisted Address
• 

  

  

  /26

  $399,999

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft

  25 Avon Ave, Waterbury, CT 06708

  Turn-key opportunity for both investors and owner-occupants! This spacious 2-family home offers strong income potential with separate utilities for each unit-ideal for maximizing cash flow or offsetting your mortgage. Each unit features washer and dryer hookups, adding convenience and long-term tenant appeal. The property includes a full basement and expansive attic space, offering additional

  

  Khaliq Brown

  CLMA Realty

  (475) 251-4810

  25 Avon Ave, Waterbury, CT 06708
• 

  

  /12

  $729,900

  • 8 Beds
  • 4 Baths
  • 4,360 Sq Ft

  387 S Main St, Seymour, CT 06483

  Excellent investment opportunity in a prime location! This well maintained 4 family property sits on a corner 1acre lot and offers a true turnkey experience for investors. Featuring city water and sewer, separate entrances and utilities, and off street parking, this asset is designed for easy management and long term stability. The building includes four basement storage units plus a walkup attic

  

  David Fiske

  Houlihan Lawrence WD

  (475) 255-3180

  387 S Main St, Seymour, CT 06483
• 

  

  /5

  $4,000,000

  • Land
  • 82 Acres
  • $48,780 per Acre

  223 N Bride Brook Rd, East Lyme, CT 06333

  Rare ~82 acres of open, undeveloped land in the highly desirable town of East Lyme, Connecticut. Nestled in a serene, natural setting just minutes from the shoreline, this expansive parcel offers endless potential for residential development, private estate creation, agricultural use, or long-term investment. Perfect for developers, investors, or those seeking a private retreat. Formerly a dairy

  

  Logan Hayes

  NestSeekers International

  (860) 792-4611

  223 N Bride Brook Rd, East Lyme, CT 06333
• 

  

  /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

  • 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
• 

  

  /15

  $699,900 Coming Soon

  • 4 Beds
  • 4 Baths
  • 3,856 Sq Ft

  334 Plainville Ave, Unionville, CT 06085

  Rare and versatile opportunity in the heart of Unionville! This unique property offers incredible potential with a main residence featuring three existing apartments, a large barn, multiple garages, and expansive flat land ideal for a variety of uses. A separate front building lot is included and was previously approved for construction of a single-family home. There is also potential for an

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  (860) 901-7614

  334 Plainville Ave, Unionville, CT 06085
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  /24

  $1,300,000

  • 5 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
• 

  

  /14

  $215,000

  • 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
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  /30

  $469,990

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  149 Shelton St Unit 151, Bridgeport, CT 06608

  Welcome to 149-151 Shelton Street, a multi-family opportunity in the heart of Bridgeport - perfect for an owner-occupant ready to break into real estate investing while offsetting their mortgage with immediate rental income. With one unit already cash flowing, this property offers the ideal blend of affordability, functionality, and long-term upside. The heavy lifting has already been done for

  

  Kostas Travisano

  Sailpoint Property Group

  (475) 234-3666

  149 Shelton St Unit 151, Bridgeport, CT 06608
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  /21

  $599,925

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  32 Lawrence Ave, Milford, CT 06460

  Enjoy coastal living at its finest in this inviting bungalow located just moments from a private sandy beach. Filled with natural light and seaside character, this home is warm and welcoming atmosphere from the moment you arrive. A bright enclosed sunroom sets the tone, providing the perfect space to unwind with your morning coffee or relax at the end of the day. The main living area features an

  

  Jayson Kemp

  Five Stars Realty

  (203) 590-8678

  32 Lawrence Ave, Milford, CT 06460
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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
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  /8

  $424,900

  • 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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  /21

  $485,000

  • 4 Beds
  • 4 Baths
  • 2,543 Sq Ft

  40 Maple Grove Ave, Norwich, CT 06360

  Back on Market: Buyer failed to provide deposit. Charming Three-Family Home Along the Scenic Heritage Trail Set along the picturesque Heritage Trail with tranquil views of the Yantic River, this distinctive three-family home captures the essence of timeless New England architecture. Blending stone and shingle craftsmanship with modern versatility, it offers both income potential and the

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-6728

  40 Maple Grove Ave, Norwich, CT 06360
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  /37

  $449,000

  • 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
• 

  

  /3

  $259,900 Coming Soon

  • 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, an affordable and well-maintained 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

  

  George Noujaim

  Dave Jones Realty, LLC

  (475) 269-7290

  109 Edgewood Ave, Waterbury, CT 06706
• 

  

  /15

  $725,000

  • 6 Beds
  • 6 Baths
  • 4,705 Sq Ft

  111 Chapel St, New Haven, CT 06513

  Exceptional investment opportunity in the heart of New Haven! This well-maintained six-family property generates a strong $93,000 in annual gross revenue and is fully occupied. The building features three floors with side-by-side units, totaling six spacious one-bedroom apartments. Each unit offers hardwood flooring, generous living space, and excellent natural light, creating comfortable living

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 258-7166

  111 Chapel St, New Haven, CT 06513
• 

  

  /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
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  /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
• 

  

  /27

  $1,149,990

  • 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) 419-0370

  159 Merryall Rd, New Milford, CT 06776
• 

  

  /13

  $314,900

  • 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

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft

  406 Poplar St, New Haven, CT 06513

  Located in the heart of New Haven's Fair Haven neighborhood, 406 Poplar Street offers a great opportunity for both investors and owner-occupants looking to enter a growing and high-demand market. This 3-bedroom, 1-bathroom home features a functional layout with strong potential for customization and value-add improvements. Positioned in an area known for consistent rental demand, the property is

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 242-6893

  406 Poplar St, New Haven, CT 06513
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  /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
• 

  

  /40

  $489,900

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft

  145 Lakeview Dr, Colchester, CT 06415

  Welcome to your perfect lakeside retreat! This beautifully updated 2-bedroom, 1-bath home delivers modern comfort, serene water views, and direct access to the sparkling shores of Pickerel Lake. Located in one of Colchester's most desirable and vibrant lake communities, this property offers the ideal blend of relaxation, recreation, and style. Step inside to an open, sun-drenched kitchen

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  (860) 809-5700

  145 Lakeview Dr, Colchester, CT 06415
• 

  

  /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
• 

  

  /19

  $975,000

  • 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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  /34

  $289,000

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft

  75 Palmetto Trail, East Haven, CT 06512

  Opportunity meets lifestyle in this year-round beach bungalow located in the highly desirable Cosey Beach community-with no flood insurance required. Whether you're an investor, first-time buyer, or someone looking to create equity near the coast, this property offers the rare chance to secure a coastal home with strong upside potential.Enjoy beach rights to Palmetto Trail, along with nearby

  

  Regina Comfort

  Coldwell Banker Realty

  (475) 259-3390

  75 Palmetto Trail, East Haven, CT 06512
• 

  

  /36

  $610,000

  • 7 Beds
  • 4 Baths
  • 4,139 Sq Ft

  34 Sisson Ave, Hartford, CT 06106

  Seize this rare opportunity to invest in an exceptional multifamily property located in the thriving Parkville Neighborhood of Hartford. This meticulously maintained asset is perfectly positioned in a highly sought-after area, characterized by robust demand for rental properties and supported by ongoing economic growth, transportation upgrades, and local business expansions. The property features

  

  Ross Moravsky

  Venture Real Estate, Inc.

  (860) 606-3047

  34 Sisson Ave, Hartford, CT 06106
• 

  

  /7

  $849,900

  • Land
  • 13.45 Acres
  • $63,190 per Acre

  31 Accornero Ln, Glastonbury, CT 06073

  This property offers 13.45 acres of rural residential land situated at 31 Accornero Lane, South Glastonbury. Nestled among some of the finest homes in the area, it presents a possible subdivision opportunity for the development of one or more residences. This is an excellent investment for those seeking a prime location with potential for growth.

  

  Harry Finer

  William Raveis Real Estate

  (860) 854-4828

  31 Accornero Ln, Glastonbury, CT 06073
• 

  /2

  $99,000

  • Land
  • 7,840 Sq Ft
  • $550,000 per Acre

  42 Connerton St, New Britain, CT 06051

  Rare opportunity to redevelop a prime city lot! Previously home to a 6-family building, this level parcel is now cleared, serviced, and ready for your vision. Tired of overpaying for outdated investment properties? Start fresh and build your own multifamily portfolio right here. Bring your architect, your ideas, and create a modern income-producing property from the ground up. Conveniently

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  (860) 689-1612

  42 Connerton St, New Britain, CT 06051
• 

  /2

  $164,925

  • Land
  • 3.25 Acres
  • $50,746 per Acre

  0 N Water St Unit 24128295, East Windsor, CT 06088

  Prime Land Opportunity on North Water Street, East Windsor! This is an exceptional investment opportunity with A-2 zoning (agriculture and residential) in a highly sought-after location. Just off Bridge Street and near the Route 140 bridge to Windsor Locks, this property enjoys easy access to major routes while bordering the scenic Connecticut River. The offering includes: A .29-acre buildable

  

  Jayson Kemp

  Five Stars Realty

  (860) 935-8592

  0 N Water St Unit 24128295, East Windsor, CT 06088
• 

  

  /40

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,280 Sq Ft

  34 Pleasant St, New Britain, CT 06051

  Rare investment or owner-occupant opportunity in New Britain! This unique property features a spacious single-family home across two floors plus a newly added, fully remodeled studio apartment featuring brand-new appliances. This setup offers incredible rental flexibility or the perfect layout for multi-generational living. A standout feature is the massive, ready for use 38'7" x 32'1" detached

  

  Guillermo Araujo

  Five Stars Realty

  (959) 271-2023

  34 Pleasant St, New Britain, CT 06051
• 

  

  /16

  $550,000

  • Land
  • 93.78 Acres
  • $5,865 per Acre

  0 Andrew Mountain Rd Unit 170603648, Naugatuck, CT 06770

  BIG THINGS ARE HAPPENING IN NAUGATUCK, CT.!!! Fantastic investment opportunity for 93 acres of residential land located a mile from the New Train Station being constructed downtown and the Port of Naugatuck (Freight Train Distribution Hub) coming to Naugatuck. Zoning is R-65. It's likely this residential land can be approved for some type of commercial development. Possibilities are 55+ condo

  

  Don Orsini

  Don Orsini Realty, LLC

  (475) 275-8961

  0 Andrew Mountain Rd Unit 170603648, Naugatuck, CT 06770
• 

  /2

  $164,925

  • Land
  • 17,424 Sq Ft
  • $412,312 per Acre

  0 N Water St Unit 24128294, East Windsor, CT 06088

  Prime Land Opportunity on North Water Street, East Windsor! This is an exceptional investment opportunity with A-2 zoning (agriculture and residential) in a highly sought-after location. Just off Bridge Street and near the Route 140 bridge to Windsor Locks, this property enjoys easy access to major routes while bordering the scenic Connecticut River. The offering includes: A .29-acre buildable

  

  Jayson Kemp

  Five Stars Realty

  (860) 321-0873

  0 N Water St Unit 24128294, East Windsor, CT 06088
• 

  

  /16

  $550,000

  • 5 Beds
  • 3 Baths
  • 3,116 Sq Ft

  758 Legion Ave, New Haven, CT 06519

  Turnkey three-family investment opportunity ideally positioned in close proximity to Yale University, major hospitals, and ongoing redevelopment throughout New Haven. 758 Legion Avenue offers a total of five bedrooms and three bathrooms across three units, providing strong income potential in one of Connecticut's most consistently active rental markets. The property benefits from its location

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 244-9979

  758 Legion Ave, New Haven, CT 06519
• 

  /2

  $164,925

  • Land
  • 12,632 Sq Ft
  • $568,707 per Acre

  0 N Water St Unit 24128288, East Windsor, CT 06088

  Prime Land Opportunity on North Water Street, East Windsor! This is an exceptional investment opportunity with A-2 zoning (agriculture and residential) in a highly sought-after location. Just off Bridge Street and near the Route 140 bridge to Windsor Locks, this property enjoys easy access to major routes while bordering the scenic Connecticut River. The offering includes: A .29-acre buildable

  

  Jayson Kemp

  Five Stars Realty

  (860) 926-3582

  0 N Water St Unit 24128288, East Windsor, CT 06088
• 

  

  /36

  $270,000

  • 1 Bed
  • 1 Bath
  • 639 Sq Ft

  94 Washington St Unit 9, Norwalk, CT 06854

  Welcome to 94 Washington Street, Unit 9, a beautifully updated condo offering modern comfort in the heart of Norwalk. Set within the Haviland Arms complex, this light filled residence features 9 ft ceilings and an airy open layout that makes the space feel bright and inviting from the moment you enter. The living area flows seamlessly into the updated kitchen, where clean white cabinetry, sleek

  Bogdan Stefanide KW Legacy Partners

  94 Washington St Unit 9, Norwalk, CT 06854

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