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Homes for Sale in Connecticut - Investment

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  • /14

    $299,900

    • 4 Beds
    • 2 Baths
    • 1,454 Sq Ft

    50-52 Dunham St, Norwich, CT 06360

    Welcome to 50 Dunham Street in Norwich, a beautifully updated two-family property offering an excellent opportunity for investors or anyone looking to expand their real estate portfolio. This property produces strong cash flow and has been thoughtfully renovated with numerous recent upgrades throughout. Improvements include new windows, new doors, fresh interior paint, new flooring, updated

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    Danny Hernandez

    CLMA Realty

    50-52 Dunham St, Norwich, CT 06360
  • /19

    $270,000

    $53K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,078 Sq Ft

    17 Spruce St, Vernon Rockville, CT 06066

    Welcome to 17 Spruce Street, a charming home tucked away on a quiet dead-end street in Vernon. This cozy property offers an efficient layout, classic character, and an opportunity for homeownership at an affordable price point. Conveniently located near Henry Park, shopping, restaurants, schools, and commuter routes, you'll enjoy easy access to everyday amenities while still having a neighborhood

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    Dianna Sleis

    Coldwell Banker Realty

    17 Spruce St, Vernon Rockville, CT 06066
  • /37

    $1,150,000

    • 8 Beds
    • 6 Baths
    • 7,300 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

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    Anthony Velez

    VC Property Group, LLC

    87 Main St, Deep River, CT 06417
  • /29

    $295,000

    • 1 Bed
    • 1 Bath
    • 891 Sq Ft

    70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902

    Discover timeless charm and unbeatable convenience in this desirable pre-war building, perfectly situated in one of Stamford's most sought-after locations. Just moments from award-winning restaurants, premier shopping, theaters, Metro-North, I-95, and everything downtown has to offer, this spacious one-bedroom home is ideal for commuters and those seeking a vibrant urban lifestyle. Located on the

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    Todd Auslander

    Keller Williams Prestige Prop.

    70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902
  • /20

    $529,000

    • 4 Beds
    • 1 Bath
    • 1,039 Sq Ft

    5 Bradley St, Stonington, CT 06378

    Tucked away in the heart of Stonington Borough, 5 Bradley Street offers a rare chance to claim a piece of one of New England's most storied fishing villages. This four-bedroom Victorian attached single-family home in the heart of Stonington Borough serves as a blank canvas for your vision, perfectly positioned to enjoy the vibrant lifestyle that defines this coastal community. The bones of this

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    Jason Pollard

    Compass Connecticut, LLC

    5 Bradley St, Stonington, CT 06378
  • /26

    $450,000

    • 6 Beds
    • 3 Baths
    • 2,555 Sq Ft

    237 Bishop St, Waterbury, CT 06704

    INVESTMENT OPPORTUNITY - 3-UNIT MULTI-FAMILY WITH STRONG INCOME POTENTIAL! This 3-unit multi-family property is perfect for investors or owner-occupants looking to generate passive income. Two of the units have been recently updated and are ready for new tenants at market rents, offering immediate upside potential. The first-floor unit is currently occupied by a long-term tenant paying

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    Ramon Matos

    Matos Level Eminent Realty

    237 Bishop St, Waterbury, CT 06704
  • /30

    $748,333

    • 4 Beds
    • 3 Baths
    • 2,044 Sq Ft

    16 Sherwood Rd, Ridgefield, CT 06877

    Welcome to 16 Sherwood Road, a spacious and versatile Ridgefield home set on 2.4 private acres, offering a wonderful combination of space, privacy and flexibility. With 4 bedrooms, 3 full baths, a rare 3-car garage and in-law potential, this home provides room for a variety of lifestyles and living arrangements. Inside, hardwood floors flow through many of the rooms. The inviting living room

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    Susan Hanson

    William Raveis Real Estate

    16 Sherwood Rd, Ridgefield, CT 06877
  • /39

    $575,000

    • 6 Beds
    • 3.5 Baths
    • 2,592 Sq Ft

    509-511 Roosevelt Dr, Derby, CT 06418

    DERBY MULTIFAMILY INVESTMENT OPPORTUNITY - TWO UNITS, SIX BEDROOMS, IMMEDIATE FLEXIBILITY! Investors, owner-occupants, and portfolio builders-this is the opportunity you've been waiting for! 509-511 Roosevelt Drive is a substantial side-by-side two-family property offering an exceptional combination of scale, flexibility, and income-producing potential in Derby. Built in 1985 and positioned on a

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    Ryzard Villa

    Premier Properties of CT

    509-511 Roosevelt Dr, Derby, CT 06418
  • /23

    $419,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,508 Sq Ft

    316 Stanley St, New Britain, CT 06051

    Fantastic Two-Family Opportunity for Owner-Occupants or Investors! Whether you're looking to live in one unit while generating rental income from the other or add a solid multi-family property to your investment portfolio, this well-maintained two-family home offers space, character, and desirable updates. Both units feature beautiful hardwood floors, dining rooms, ceiling fans, thermopane

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    316 Stanley St, New Britain, CT 06051
  • /34

    $3,200,000

    $700K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft

    6 Hoyt Rd, Sherman, CT 06784

    Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

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    Eric Bergers

    William Raveis Real Estate

    6 Hoyt Rd, Sherman, CT 06784
  • /24

    $569,900

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft

    850 E Main St Unit 504, Stamford, CT 06902

    Fully remodeled, top-floor loft-style condominium in the heart of downtown Stamford. Soaring vaulted ceilings, abundant natural light, and an open-concept layout create a bright, spacious main living area. The second-floor loft features two separate rooms, currently configured as a home office and an additional bedroom, offering flexibility for working from home or hosting guests. The updated

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    Christopher Reid

    Coldwell Banker Realty

    850 E Main St Unit 504, Stamford, CT 06902
  • /38

    $800,000

    • 2 Beds
    • 1 Bath
    • 1,478 Sq Ft

    25 River Ave, Old Saybrook, CT 06475

    Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants,

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    Linda O'Hara

    William Raveis Real Estate

    25 River Ave, Old Saybrook, CT 06475
  • /40

    $799,000

    • 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

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    Banglian Gao

    United Realty Plus

    40 Portland Ave, Old Lyme, CT 06371
  • /16

    $550,000

    $50K PRICE DROP
    • 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

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    Don Orsini

    Don Orsini Realty, LLC

    0 Andrew Mountain Rd Unit 170603648, Naugatuck, CT 06770
  • /40

    $725,000

    • 17 Beds
    • 6 Baths
    • 5,500 Sq Ft

    133 Babcock St, Hartford, CT 06106

    Excellent investment opportunity in Hartford's Frog Hollow neighborhood! This unique property features two multifamily buildings on one lot, offering a total of five residential units. The front building contains three units, while the rear building offers two additional units. With approximately 5,500 square feet, 15 bedrooms, five full bathrooms, natural gas heat, a full basement, and brick

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    Guillermo Araujo

    Five Stars Realty

    133 Babcock St, Hartford, CT 06106
  • /32

    $2,174,990

    $225K PRICE DROP
    • 16 Beds
    • 12 Baths
    • 6,009 Sq Ft

    177 Chestnut St, New Haven, CT 06511

    Turn-key 6-unit multifamily investment opportunity in New Haven's highly desirable Wooster Square neighborhood! Fully renovated and fully leased with long-term tenants in place, this income-producing asset offers true "collect the keys and collect the rent" ownership. Ideally located just minutes from Downtown New Haven, Yale University, Yale New Haven Hospital, Union Station, I-95, and I-91, the

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    Arian Hoxha

    Serhant Connecticut, LLC

    177 Chestnut St, New Haven, CT 06511
  • /23

    $1,300,000

    $150K PRICE DROP
    • 9 Beds
    • 9 Baths
    • 5,484 Sq Ft

    32 Clinton Ave, New Haven, CT 06513

    Exceptional investment opportunity in New Haven's thriving Fair Haven neighborhood! This well-positioned 9-unit apartment building features nine one-bedroom units, offering investors the opportunity to acquire a substantial income-producing asset in one of the city's strongest rental markets. Whether you're looking to expand an existing portfolio or secure a long-term investment, this property

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    Javyn Roundtree

    Roundtree Realty LLC

    32 Clinton Ave, New Haven, CT 06513
  • /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

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    Jayson Kemp

    Five Stars Realty

    0 N Water St Unit 24128294, East Windsor, CT 06088
  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    196 Crown St Unit 3J, New Haven, CT 06510

    Experience Downtown New Haven living at its finest in this exceptional 3 bedrooms, 2 bath condo located in the heart of Downtown New Haven-just steps from Yale, restaurants, and upscale shopping. Located on the third floor of a secure, elevator building, this spacious unit offers more than 1,400 square feet of living space with an open-concept layout, soaring ceilings, abundant natural light,

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    John Hill

    Seabury Hill REALTORS

    196 Crown St Unit 3J, New Haven, CT 06510
  • /27

    $464,000

    • 6 Beds
    • 3 Baths
    • 3,044 Sq Ft

    95 Sunnyside Ave, Waterbury, CT 06708

    Investors and owner-occupants take notice! Spacious three family property located in Town Plot. Each floor features 2 bedrooms, eat in kitchen and private deck. While some updating would enhance the property, it presents a significant opportunity for rental income growth. Whether you're looking to expand your investment portfolio or occupy one unit while generating income from the others, this is

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    Jane Spino

    Showcase Realty, Inc.

    95 Sunnyside Ave, Waterbury, CT 06708
  • /6

    $1,500,000

    $400K PRICE DROP
    • Land
    • 62.8 Acres
    • $23,885 per Acre

    291 Hammertown Rd, Monroe, CT 06468

    Builders, Developers & Investors - Exceptional Land Opportunity! Rare opportunity to purchase 275 & 291 Hammertown Road together, offering approximately 65.8 acres of contiguous land in a highly desirable Monroe location. This expansive property presents an outstanding opportunity for future residential development, a private estate, equestrian property, or family compound. With substantial

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    Eric Bergers

    William Raveis Real Estate

    291 Hammertown Rd, Monroe, CT 06468
  • /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

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    Jayson Kemp

    Five Stars Realty

    0 N Water St Unit 24128288, East Windsor, CT 06088
  • /26

    $799,000

    • 4 Beds
    • 3 Baths
    • 1,649 Sq Ft

    190 Giants Neck Rd, Niantic, CT 06357

    A rare coastal opportunity in the heart of Giants Neck Heights-three charming homes on one .34-acre property with endless possibilities. Create a private family compound, enjoy a coastal retreat with separate guest accommodations, or explore the investment potential of three distinct residences, all just moments from the private association beach. Unit 1 at 190 Giants Neck Road is an adorable 388

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    Amy Rubin

    William Raveis Real Estate

    190 Giants Neck Rd, Niantic, CT 06357
  • /26

    $1,700,000

    $700K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,280 Sq Ft

    9 Columbus Ave, Greenwich, CT 06830

    Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property

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    Arian Hoxha

    Serhant Connecticut, LLC

    9 Columbus Ave, Greenwich, CT 06830
  • /40

    $424,999

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

    34 Pleasant St, New Britain, CT 06051

    Exceptional investment or owner-occupant opportunity in New Britain! This versatile property offers a spacious single-family residence spanning two floors, along with a newly added and beautifully remodeled studio apartment complete with brand-new appliances. The flexible layout is ideal for generating rental income or accommodating multi-generational living. An impressive highlight is the

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    Guillermo Araujo

    Five Stars Realty

    34 Pleasant St, New Britain, CT 06051
  • /12

    $299,900

    • 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

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    Cynthia Rabb

    eXp Realty

    38 Church St, Enfield, CT 06082
  • /24

    $1,199,900

    $100K PRICE DROP
    • 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.

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    Arian Hoxha

    Serhant Connecticut, LLC

    36 N Taylor Ave, Norwalk, CT 06854
  • /37

    $799,000

    • 8 Beds
    • 6 Baths
    • 5,442 Sq Ft

    24 Park Terrace, Hartford, CT 06106

    Welcome to 24 Park Terrace, Hartford-a fantastic opportunity for both owner-occupants and savvy investors! This well-maintained multi-family property offers spacious living areas, generously sized bedrooms, functional layouts, and abundant natural light throughout. Whether you're looking to live in one unit while generating rental income from the others or expand your investment portfolio, this

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    Guillermo Araujo

    Five Stars Realty

    24 Park Terrace, Hartford, CT 06106
  • /40

    $650,000

    • 4 Beds
    • 4.5 Baths
    • 4,628 Sq Ft

    179 Sunnyslope Dr, New Britain, CT 06053

    Rarely does a home of this size, quality, and versatility become available in such a sought-after location. This young exceptional 4-bedroom, 4.5-bath home offers an impressive amount of space, extensive upgrades, and a prime cul-de-sac location. Meticulously improved with significant investment throughout, this property is designed for both comfortable everyday living and entertaining. The

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    Kamil Andrukiewicz

    New Haus Group LLC

    179 Sunnyslope Dr, New Britain, CT 06053
  • /40

    $630,000

    Coming Soon
    • 8 Beds
    • 3 Baths
    • 3,559 Sq Ft

    78 Highland Ave, East Haven, CT 06513

    Looking for a multifamily property in East Haven that gives you flexibility today and potential for the future? Welcome to **78 Highland Ave**. This approximately **3,559-square-foot heated and cooled, two-family home** sits on approximately **0.39 acres** and offers an excellent opportunity for an owner occupant, investor, or anyone looking for the versatility of a two-unit property. The

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    Christian Flores

    mygoodagent

    78 Highland Ave, East Haven, CT 06513
  • /15

    $399,000

    $11K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    52 Button St, New Haven, CT 06519

    Exceptional opportunity to own a well-maintained two-family home in the heart of New Haven. 52 Button Street offers two spacious units, making it an ideal property for both owner-occupants and investors seeking strong rental potential. Each unit features a functional layout with generously sized living spaces, abundant natural light, and comfortable accommodations designed for everyday living.

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    Javyn Roundtree

    Roundtree Realty LLC

    52 Button St, New Haven, CT 06519
  • /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. Taxes are 515 Sunset Manor is $4,264.60 111 Sunset Manor $4,075.64, 113 Sunset Manor is $4,048.64 115 Sunset Manor is

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    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    515 Liberty St Unit 515, Meriden, CT 06450
  • /18

    $525,000

    • 6 Beds
    • 3 Baths
    • 2,900 Sq Ft

    56 Bradley Ave, Hamden, CT 06514

    Excellent investment opportunity or ideal owner-occupied property in a desirable Hamden neighborhood! This well-maintained two-family home features a spacious 2-bedroom, 1-bath unit and a large 4-bedroom, 2-bath unit, offering flexibility for investors or buyers looking to live in one unit while generating rental income. Both units are currently occupied by tenants, providing immediate income

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    Javyn Roundtree

    Roundtree Realty LLC

    56 Bradley Ave, Hamden, CT 06514
  • /37

    $410,000

    $140K 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

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    David Sartirana

    Northwest CT Realty

    55 Walnut St, Winsted, CT 06098
  • /10

    $449,900

    • Land
    • 16.96 Acres
    • $26,527 per Acre

    125 & 180 Coop Sawmill Rd, Manchester, CT 06040

    Rare Manchester land opportunity! 125 Coop Sawmill Road and 180 Coop Sawmill Road are being sold together as one package, offering approximately 16.96 total acres in a desirable Manchester location - on Glastonbury line. 125 Coop Sawmill Road consists of approximately 6.64 acres, and 180 Coop Sawmill Road consists of approximately 10.32 acres. This unique two-parcel offering creates an excellent

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    Rob Rosa

    Berkshire Hathaway NE Prop.

    125 & 180 Coop Sawmill Rd, Manchester, CT 06040
  • /2

    $299,900

    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

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    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /7

    $380,000

    • 8 Beds
    • 2 Baths
    • 2,522 Sq Ft

    137-139 S Chestnut St, Plainfield, CT 06387

    Excellent opportunity to own a spacious two-family home offering flexibility for owner-occupants or investors. Each unit features 4 bedrooms and 1 full bath. Both units have their own utilities. Outdoors, each unit enjoys its own backyard area separated by fencing, creating defined outdoor spaces for each residence. A detached 2-car garage provides additional parking and storage, adding even more

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    Valerie MacNeil

    Kazantzis Real Estate, LLC

    137-139 S Chestnut St, Plainfield, CT 06387
  • /23

    $399,000

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

    29 Rock Creek Rd, New Haven, CT 06515

    Exceptional opportunity to own a well-maintained two-family home in a convenient New Haven location. Each unit offers 2 bedrooms, providing comfortable living spaces ideal for owner-occupants or investors seeking strong rental potential. This versatile property presents an excellent opportunity to generate rental income while building long-term equity. Conveniently situated near major highways,

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    Javyn Roundtree

    Roundtree Realty LLC

    29 Rock Creek Rd, New Haven, CT 06515
  • /11

    $199,000

    $81K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    40 Read St, New Haven, CT 06511

    Welcome to this well-maintained 2-bedroom, 1-bath home offering comfort, functionality, and extra living space. The home features a spacious layout with a finished third room that can be used as a bedroom, home office, or bonus living area. Laundry hookups are conveniently located in the basement, providing additional storage and utility space. Whether you're a first-time homebuyer, downsizing,

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    Javyn Roundtree

    Roundtree Realty LLC

    40 Read St, New Haven, CT 06511
  • /3

    $225,000

    $35K PRICE DROP
    • 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

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    George Noujaim

    Dave Jones Realty, LLC

    109 Edgewood Ave, Waterbury, CT 06706

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