Homes for Sale in Connecticut - Investment

• 

  

  

  /25

  $435,000

  • 6 Beds
  • 3 Baths
  • 2,844 Sq Ft

  37 Southview St, Waterbury, CT 06706

  Well-maintained 3-family investment opportunity in Waterbury's South End offering an ideal blend of immediate cash flow and owner-occupant potential. The property features three spacious 2-bedroom, 1-bath apartments, with two units currently rented and one beautifully remodeled 2nd-floor unit ready for an owner occupant or market-rate tenant. The updated apartment showcases modern finishes,

  Amanda Sheehan Oxford Realty

  37 Southview St, Waterbury, CT 06706
• 

  

  

  /20

  $780,000

  Coming Soon

  • 6 Beds
  • 6 Baths
  • 3,648 Sq Ft

  379 Perkins Ave, Waterbury, CT 06704

  Expand your investment portfolio with this fully rented package of six condominium units at 379 Perkins Avenue in Waterbury! Long-term tenants are in place in all of the 6 units, with all rents current, offering an established income stream from day one. Current condo and garage rents generate $7,305 per month-or $87,660 annually-with approximately $51,675 in annual net operating income. Each

  Chris Farrell Carbutti & Co., Realtors

  379 Perkins Ave, Waterbury, CT 06704
• 

  

  

  /38

  $725,000

  • 12 Beds
  • 4 Baths
  • 3,724 Sq Ft

  502 E Main St, Norwich, CT 06360

  **Turnkey Four-Unit Investment Opportunity!** Fully renovated and fully rented, this exceptional property offers four spacious three-bedroom, one-bath units-three in the main building and a separate cottage in the rear. Generating approximately $7,500 per month, or $90,000 annually, in reliable rental income, this is an outstanding opportunity for investors seeking immediate cash flow with

  Jay Kelly William Raveis Real Estate

  502 E Main St, Norwich, CT 06360
• 

  

  

  /7

  $430,000

  • 5 Beds
  • 3 Baths
  • 3,089 Sq Ft

  28 Cedar St, New Haven, CT 06519

  Excellent investment opportunity near Long Wharf in New Haven. This three-unit multifamily is 100% occupied, offering immediate in-place income for the next owner. The first and second floors each feature spacious 2-bedroom, 1-bath units (roughly 1,100 SF each), while the third floor offers a 1-bedroom, 1-bath apartment (roughly 890 SF). Separate and tenant-paid utilities help keep operating

  Amanda Sheehan Oxford Realty

  28 Cedar St, New Haven, CT 06519
• 

  

  

  /6

  $180,000

  • Land
  • 2.19 Acres
  • $82,192 per Acre

  574 Oxford Rd, Oxford, CT 06478

  Discover the potential of 574 Oxford Road, a rare opportunity in Oxford's Professional Zone, perfectly positioned for your dream home OR next business venture. Have you ever dreamed of owning a house on a hill? Here's your chance! This picturesque parcel has gorgeous views. It features an engineered driveway and drainage improvements approved by both the State of Connecticut and the Town of

  Nicole Fiorelli Fiorelli Realty, LLC

  574 Oxford Rd, Oxford, CT 06478
• 

  

  /17

  $479,000

  $1K PRICE DROP

  • 9 Beds
  • 4 Baths
  • 2,939 Sq Ft

  260 Summit St, Windham, CT 06226

  Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide

  Michelle Mandel Carl Guild & Associates

  260 Summit St, Windham, CT 06226
• 

  

  /18

  $124,200

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  69 Oak Ridge Dr Unit 51, New Haven, CT 06513

  First-floor ranch-style 2-bedroom, 1-bath condo ideally located between the Foxon and Montowese neighborhoods, just minutes from major highways, shopping, downtown New Haven, the train station, and Yale New Haven Hospital. This well-maintained, recently updated unit features an eat-in kitchen, hardwood floors, and spacious bedrooms, plus all-new appliances including a refrigerator, stove,

  Thomas Cody Align Realty LLC

  69 Oak Ridge Dr Unit 51, New Haven, CT 06513
• 

  

  /28

  $2,400,000

  • 8 Beds
  • 3 Baths
  • 2,709 Sq Ft

  127 Shore Rd, Clinton, CT 06413

  Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and

  Sharlene Kieslich LAER Realty Partners

  127 Shore Rd, Clinton, CT 06413
• 

  

  /12

  $253,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  151 Courtland Ave Unit 1, Stamford, CT 06902

  Investment opportunity. Tenant in place with lease until 3/15/2027. Charming 1-Bedroom in Sought-After Courtland East. Open floor plan with a new kitchen and island, spacious living/dining area, and a working fireplace that adds cozy charm. Features include hardwood floors, new windows, and French doors leading to a front porch with building entrance. The large bedroom offers plenty of closet

  Agi Zwierz William Raveis Real Estate

  151 Courtland Ave Unit 1, Stamford, CT 06902
• 

  

  /40

  $689,900

  • 3 Beds
  • 3 Baths
  • 2,884 Sq Ft

  65 Cottage St, Monroe, CT 06468

  Custom-built by its current owner, a professional builder, and meticulously maintained since 1988, this exceptional ranch reflects a level of craftsmanship and structural integrity rarely found today. Substantial construction, thoughtful proportions, and enduring materials speak to a home designed with longevity in mind. Framed by beautiful stone walls and impeccably maintained landscaping, the

  Jennifer Lockwood Coldwell Banker Realty

  65 Cottage St, Monroe, CT 06468
• 

  

  /24

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,118 Sq Ft

  9 Talcott Forest Rd Unit C, Farmington, CT 06032

  Don't miss your opportunity to own a fantastic 2BR townhouse at Talcott Forest. Perfect for an owner occupant, investor or parent of a Med/Dental student at UCONN Med! The 1st floor features an eating space kitchen with gas stove, a living/dining room with access to the patio and a half bath. Upstairs are the 2 generous sized bedrooms with vaulted ceilings and double closets along with a full

  Robert O'Meara KW Legacy Partners

  9 Talcott Forest Rd Unit C, Farmington, CT 06032
• 

  

  /33

  $550,000

  • 9 Beds
  • 3 Baths
  • 4,176 Sq Ft

  78-80 Sisson Ave, Hartford, CT 06106

  Welcome home to this 3 stories three family home. The updates includes new kitchen, electrical, plumbing, flooring with modern conveniences and large living spaces. It has 3 bed 1 bath on each floor with washer/dryer hook up on 2nd and 3rd floor. The home is designed to accommodate multiple families with a sizeable backyard and off street parking enough to fit 6 cars. The inside of all units

  Ava Mercurius-Warren AVMER II LLC

  78-80 Sisson Ave, Hartford, CT 06106
• 

  

  /40

  $1,550,000

  $150K PRICE DROP

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

  61 & 63 Oswegatchie Rd, Waterford, CT 06385

  Waterfront on the picturesque Niantic River! This unique opportunity includes two properties being sold together, creating an exceptional family compound, investment opportunity, or private waterfront retreat. The main property sits on 1.13 acres with approximately 100 feet of road frontage and an impressive 204 feet of direct river frontage. The home features 2 bedrooms, a spacious front-to-back

  Ann Carpenter RE/MAX on the Bay

  61 & 63 Oswegatchie Rd, Waterford, CT 06385
• 

  

  /17

  $685,000

  $90K PRICE DROP

  • 12 Beds
  • 6 Baths
  • 5,200 Sq Ft

  38 Green St, Waterbury, CT 06708

  Welcome to 38 Green Street in Waterbury-a fantastic investment opportunity featuring a rare two-building parcel with a total of six residential units. Each building offers three well-maintained units, all thoughtfully renovated and designed for comfortable living. Every unit features 2 bedrooms and 1 full bathroom, with updated interiors that appeal to today's tenants. Improvements include modern

  Ben Weinberg Brass Moon Realty

  38 Green St, Waterbury, CT 06708
• 

  

  /31

  $725,000

  • 6 Beds
  • 4.5 Baths
  • 3,168 Sq Ft

  88 Riverview Ave, New London, CT 06320

  Turn-key 4-family investment opportunity with all four units currently occupied by clean, established, paying tenants. This property has been well maintained and offers an investor the opportunity to step into an income-producing property from day one. Situated on a beautiful corner lot and conveniently located near Electric Boat, the Naval Submarine Base, Lawrence + Memorial Hospital, shopping,

  Ferdinand Giacinto RE/MAX on the Bay

  88 Riverview Ave, New London, CT 06320
• 

  

  /26

  $424,900

  • 7 Beds
  • 3 Baths
  • 3,136 Sq Ft

  96 Spring St, Vernon Rockville, CT 06066

  MULTIPLE OFFERS RECEIVED, Seller requests highest & best offers by Wednesday, 9/23 AT 12:00 PM. Excellent opportunity for an investor or owner-occupant! This well-maintained three-family property offers strong existing income with additional upside. Two units are currently rented for a combined $3,800/month, while the vacant third unit has a projected rental value of approximately $1,850/month,

  Gramoz Mema Exceptional Real Estate LLC

  96 Spring St, Vernon Rockville, CT 06066
• 

  

  /36

  $649,000

  • 8 Beds
  • 3 Baths
  • 3,652 Sq Ft

  797-799 Beechwood Ave, Bridgeport, CT 06605

  Fantastic investment opportunity in Bridgeport! This well-maintained 3-family property located at 797-799 Beechwood Avenue offers exceptional rental income potential or a perfect opportunity for owner-occupants looking to live in one unit while collecting rent from the others. Spacious unit layouts, strong curb appeal, and convenient access to local amenities, public transportation, major

  Noor Ahmed RE/MAX Heritage

  797-799 Beechwood Ave, Bridgeport, CT 06605
• 

  

  /7

  $59,000

  • Land
  • 2.04 Acres
  • $28,922 per Acre

  47 Huntington Ave, Norwich, CT 06360

  Ready for Your Dream Home! This well-located lot is ready for construction-bring your vision to life! Utilities available at the street include electric, city water, and natural gas. Enjoy convenient access to I-395 and Route 2, making commuting a breeze. You're just minutes from restaurants, shopping, marinas, casinos, Pfizer, and a variety of recreational facilities. Whether you're building

  Patricia Williams William Raveis Real Estate

  47 Huntington Ave, Norwich, CT 06360
• 

  

  /17

  $1,795,000

  $155K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,534 Sq Ft

  19 Urban St, New Canaan, CT 06840

  JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $9000+ per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit

  Denise Gannalo William Raveis Real Estate

  19 Urban St, New Canaan, CT 06840
• 

  

  /13

  $19,950,000

  $5M PRICE DROP

  • 9 Beds
  • 13 Baths
  • 16,154 Sq Ft

  16 Doubling Rd, Greenwich, CT 06830

  GREAT INVESTMENT OPPORTUNITY- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly

  Jill Kelly Sotheby's International Realty

  16 Doubling Rd, Greenwich, CT 06830
• 

  

  /40

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  170 Elizabeth St, Derby, CT 06418

  2 Family in downtown Derby has upgraded electric, plumbing. Separate utilities. 1st floor gas furnace 3 yrs. Side and rear yard and is convenient to shops and restaurants. 2nd floor needs updating. Live in or Nice investment opportunity.

  Laura Condon Coldwell Banker Realty

  170 Elizabeth St, Derby, CT 06418
• 

  

  /28

  $899,900

  • 4 Beds
  • 2 Baths
  • 1,651 Sq Ft

  103 New Haven Ave, Milford, CT 06460

  Rare investment opportunity in the heart of Downtown Milford! This versatile two-family property offers immediate income potential with exciting possibilities for future expansion and conversion into additional units, subject to zoning and municipal approvals. Ideally located just minutes from the Milford Green, Metro-North train station, shops, restaurants, and the waterfront, it provides the

  Mike Tarantino West Shore Realty

  103 New Haven Ave, Milford, CT 06460
• 

  /2

  $1,395,000

  $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,884 Sq Ft

  30 Hollow Rd, Woodbury, CT 06798

  Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

  Lisa Titcomb William Pitt Sotheby's Int'l

  30 Hollow Rd, Woodbury, CT 06798
• 

  

  /26

  $499,900

  • 6 Beds
  • 4 Baths
  • 2,455 Sq Ft

  139 Funston Ave, Torrington, CT 06790

  Rare 4-unit investment opportunity: three apartments in the main building plus a fourth in a separate rear building, all on one parcel. Located in a high-demand rental area with low vacancy, this property offers spacious, well-maintained units with separately metered utilities and long-term tenants in place. Updates include all new windows, newer water heaters, a gas furnace, and updated

  Pedro Echevarria KW Legacy Partners

  139 Funston Ave, Torrington, CT 06790
• 

  

  /10

  $232,000

  $7K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 519 Sq Ft

  324 Strawberry Hill Ave Unit A109, Norwalk, CT 06851

  Nice, quiet, desirable neighborhood. Corner end-unit condo with hardwood floor. Unit has a 1-car garage with garage door opener. Heat, hot water and cold water are included in HOA. The building's hallway has new carpeting and interior paint. No dogs allowed in the building. This is a great investment property. Washer and Dryer in the basement (coin operated), Extra storage space in the basement.

  Derek Greene Derek Greene

  324 Strawberry Hill Ave Unit A109, Norwalk, CT 06851
• 

  

  /17

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  86 Chestnut St, Willimantic, CT 06226

  INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

  Marcus Hamilton CENTURY 21 Shutters & Sails

  86 Chestnut St, Willimantic, CT 06226
• 

  

  /38

  $879,000

  • 3 Beds
  • 3 Baths
  • 2,797 Sq Ft

  93 River St, Guilford, CT 06437

  RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford's most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants, train service & shoreline amenities. Mature trees, established perennial gardens, expansive lawn & charming garden shed

  Jessica Kimball William Raveis Real Estate

  93 River St, Guilford, CT 06437
• 

  

  /4

  $315,000

  • Land
  • 19.69 Acres
  • $15,998 per Acre

  0 Aspen Hill Dr, Falls Village, CT 06031

  Rare Dual Parcel Offering With Pond Views, Mountain Vistas & Estate Potential - An exceptional opportunity to own two adjoining parcels in Litchfield County, combining privacy, natural beauty, and development flexibility. Lot 10 features a former logging road, easily reopened to create a driveway to a scenic home site overlooking a peaceful pond and the surrounding mountain views. Lot 9 offers

  William Melnick Elyse Harney Real Estate

  0 Aspen Hill Dr, Falls Village, CT 06031
• 

  

  /24

  $895,000

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,695 Sq Ft

  12 Sherman Ave Unit 2, Greenwich, CT 06830

  Charming Nantucket shingle-style two-bedroom residence set in an intimate two-unit complex in trendy Western Greenwich. Mature trees and established hydrangeas create a serene and private setting on a quiet residential street. A welcoming front porch leads to the open floor plan that offers flexibility in arranging living and dining spaces. The kitchen, with easy access to the back patio,

  Cate Keeney Sotheby's International Realty

  12 Sherman Ave Unit 2, Greenwich, CT 06830
• 

  

  /33

  $1,395,000

  • 21 Beds
  • 9 Baths
  • 10,629 Sq Ft

  61 E Main St, Middletown, CT 06457

  Two-building mixed-use investment opportunity in Middletown. The offering includes 61 East Main Street with four apartments and two storefronts, plus a separate three-apartment building at 2-6 Flower Street, offering a more private off Main street setting. Six apartments are occupied, while the seventh is being updated with a new kitchen and bathroom. Upon completion and lease-up at the projected

  Sacha Armstrong William Pitt Sotheby's International Realty

  61 E Main St, Middletown, CT 06457
• 

  

  /39

  $699,999

  • 7 Beds
  • 4.5 Baths
  • 2,728 Sq Ft

  383 Osgood Ave, New Britain, CT 06053

  Exceptional investment opportunity- well maintained 2 family units with additional income producing. Updated kitchen, bathrooms throughout. All appliances are staying except the refrigerator from the pool room. This property offers great potential.

  Betty Sanchez Century 21 Bay-Mar Realty

  383 Osgood Ave, New Britain, CT 06053
• 

  

  /21

  $599,900

  $30K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,016 Sq Ft

  120 Canton St, West Haven, CT 06516

  Turnkey 4-family investment opportunity in a convenient West Haven location. 120 Canton Street features four 1-bedroom, 1-bathroom units, all thoughtfully updated with interior renovations, including the most recent improvements completed in 2025. The 2,016 sq ft building offers a strong and stable income stream with a current gross rent of $61,080 annually. Ideal for investors seeking a

  Blake Arruda Houlihan Lawrence WD

  120 Canton St, West Haven, CT 06516
• 

  

  /20

  $390,000

  $15K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,476 Sq Ft

  194 Liberty St, Middletown, CT 06457

  Owner occupied or investors! Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated

  Amiyra Beauduy Century 21 Scala Group

  194 Liberty St, Middletown, CT 06457
• 

  

  /34

  $634,900

  • 10 Beds
  • 5 Baths
  • 3,389 Sq Ft

  120 North St, Willimantic, CT 06226

  Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

  Michelle Mandel Carl Guild & Associates

  120 North St, Willimantic, CT 06226
• 

  

  /29

  $474,999

  $74K PRICE DROP

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

  66-68 Golden Hill St, Naugatuck, CT 06770

  Well-maintained two-family townhouse-style property featuring two spacious units, each offering 6 rooms, 3 bedrooms, and 1.5 bathrooms. Both units are fully rented with leases in place through 2029, providing stable, long-term rental income. The property is connected to city water and city sewer and includes ample off-street parking for up to 8 vehicles. An excellent investment opportunity with

  Barbara Yaworowski Berkshire Hathaway NE Prop.

  66-68 Golden Hill St, Naugatuck, CT 06770
• 

  

  /38

  $1,200,000

  • 6 Beds
  • 4 Baths
  • 2,964 Sq Ft

  82 Harbor Dr, Stamford, CT 06902

  WATERFRONT LOCATION | TWO-FAMILY INVESTMENT OPPORTUNITY. Discover an exceptional opportunity at 82-84 Harbor Drive, a two-family property offering an attractive combination of lifestyle and investment potential in one of Stamford's sought-after coastal areas. Ideally located near the water, this property provides convenient access to Stamford's public beaches, parks, waterfront recreation,

  Mohammed Shahjahan RE/MAX Heritage

  82 Harbor Dr, Stamford, CT 06902
• 

  

  /39

  $449,900

  • 5 Beds
  • 3 Baths
  • 2,119 Sq Ft

  459 Honeyspot Rd, Stratford, CT 06615

  Two-family investment opportunity conveniently located just minutes from I-95, shopping, dining, parks, and local amenities. Whether you're an investor looking to add to your portfolio or an owner-occupant seeking rental income, this versatile property offers exceptional potential! The 1st floor unit is ideal for an owner-occupant or new tenant. The main level offers 1 bedroom and 1 full

  Robert Philopena eXp Realty

  459 Honeyspot Rd, Stratford, CT 06615
• 

  

  /37

  $120,000

  • 2 Beds
  • 1 Bath
  • 899 Sq Ft

  45 Donna Dr Unit C7, New Haven, CT 06513

  Excellent turnkey investment opportunity! This well-maintained 2-bedroom, 1-bath condominium in the desirable Ridgeview Condominiums is a fantastic addition to any investment portfolio. Residents enjoy convenient on-site laundry facilities and an exceptional location just minutes from Yale University and Yale New Haven Hospital (approximately 10 minutes), Southern Connecticut State University

  Fatih Bahat Coldwell Banker Realty

  45 Donna Dr Unit C7, New Haven, CT 06513
• 

  

  /35

  $469,999

  $30K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 2,880 Sq Ft

  41 Old Farms Rd, Avon, CT 06001

  Great investment opportunity! This unique property features two separate homes and a detached 2-car garage, offering excellent income-producing or multi-generational living potential. The main home offers 4 bedrooms and 2 bathrooms, while the second home features 3 bedrooms and 1 bathroom. Both properties are being sold as is and are in need of some TLC, making this an ideal opportunity for

  Gary Crawford RE/MAX RISE

  41 Old Farms Rd, Avon, CT 06001
• 

  

  /40

  $1,195,000

  • 7 Beds
  • 5 Baths
  • 3,296 Sq Ft

  94 Obtuse Rd S, Brookfield, CT 06804

  A rare opportunity to own a unique multi-family estate featuring three separate dwellings on one beautiful and exceptionally private property. Ideal for an investor, multi-generational living, or an owner-occupant looking for additional rental income. The main residence is a spacious four-bedroom Cape-style home offering three full bathrooms, an updated kitchen, and a generously sized living room

  Matt Rose Keller Williams Realty

  94 Obtuse Rd S, Brookfield, CT 06804

Showing Results 321 - 360, Page 9 of 15