Homes for Sale in New Haven County CT with 5-Bedrooms

• 

  

  

  /27

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,566 Sq Ft

  76 Rock St, New Haven, CT 06511

  Investor-Friendly Multi-Family in East Rock! This 2-family home at 76 Rock Street offers great income potential. The first-floor unit features 2 bedrooms and 1 bath, while the second-floor unit spans two levels with 3 bedrooms and 1 bath with a 4th bedroom available to use. Located in the desirable East Rock neighborhood, this property is just minutes from downtown New Haven, restaurants, shops,

  Jacob Mochkin Roundtree Realty LLC

  76 Rock St, New Haven, CT 06511
• 

  

  

  /15

  $699,900

  • 10 Beds
  • 8 Baths
  • 2,510 Sq Ft

  807 E Main St, Waterbury, CT 06705

  Nice 8 unit with super who lives on site.

  Victor Antico Berkshire Hathaway NE Prop.

  807 E Main St, Waterbury, CT 06705
• 

  

  

  /26

  $849,900

  • 5 Beds
  • 3 Baths
  • 4,352 Sq Ft

  1731 Marion Rd, Cheshire, CT 06410

  Unique Multi-Home Property on Over 3 Private Acres! A rare opportunity to own two homes on one beautiful property in a peaceful, private setting. Property Highlights: Over 3 acres of land R-40 zoning - ideal for farming, gardening, horses, or hobby farm potential Quiet country setting surrounded by nature Endless possibilities for multi-generational living, rental income, or guest house Main

  Nancy Newman LPT Realty

  1731 Marion Rd, Cheshire, CT 06410
• 

  

  

  /12

  $599,900

  • 5 Beds
  • 4 Baths
  • 2,345 Sq Ft

  10 Old Waterbury Rd, Middlebury, CT 06762

  4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a

  Judith Caputo Advantage Realty Group, Inc.

  10 Old Waterbury Rd, Middlebury, CT 06762
• 

  

  

  /20

  $379,900

  • 5 Beds
  • 2 Baths
  • 1,650 Sq Ft

  76 3rd St, New Haven, CT 06519

  Fantastic property for first time homeowners, investors and owner occupants. Great value-add opportunity. Motivated Seller will entertain all serious offers.

  Michael Stroud Coldwell Banker Realty

  76 3rd St, New Haven, CT 06519
• 

  

  /38

  $498,500

  • 6 Beds
  • 2.5 Baths
  • 3,253 Sq Ft

  907 Elm St, New Haven, CT 06511

  Whether you're seeking an investment property or a place to call home, this spacious two-family residence-with a finished walk-up attic-offers a fantastic opportunity in highly desirable Westville. Each unit features 5 rooms, including 2 bedrooms per floor. The second-floor unit extends into the finished attic, providing a total of 5 bedrooms and exceptional flexibility for larger households or

  Michael Johnson T A J Real Estate LLC

  907 Elm St, New Haven, CT 06511
• 

  

  /23

  $459,777

  • 6 Beds
  • 2 Baths
  • 2,296 Sq Ft

  314 Lenox St, New Haven, CT 06513

  Investor's Dream in Fair Haven Heights: Approved 3-Family Conversion with Water Views. Unlock incredible income potential with this updated two-family home, situated in New Haven's desirable Fair Haven Heights neighborhood. Already approved by the city for conversion to a three-family dwelling, this property comes with the permits and floor layouts in hand to transform the spacious third-level

  Elien Olmos Berkshire Hathaway NE Prop.

  314 Lenox St, New Haven, CT 06513
• 

  

  /20

  $419,999

  • 5 Beds
  • 3 Baths
  • 2,304 Sq Ft

  190 Farren Ave, New Haven, CT 06513

  Welcome to 190 Farren Ave, New Haven, CT 06513-a well-maintained three-unit multi-family property ideal for investors or owner-occupants seeking additional income. Built in 1920, this 2,304-square-foot home combines classic architectural elements with modern amenities. Residents will appreciate the proximity to local schools, parks, shopping centers, and public transportation, enhancing the

  Michael Treviso Alpha Capital Realty, LLC

  190 Farren Ave, New Haven, CT 06513
• 

  

  /21

  $439,900

  • 5 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  481 Savin Ave, West Haven, CT 06516

  Welcome to 481 Savin Ave, West Haven, CT 06516 - a beautifully updated 5-bedroom, 2.5-bath home just blocks from the water. The main level features a stunning modern kitchen with crisp white shaker cabinets, sleek black granite countertops, a commercial-grade stainless steel gas range. A massive living room with a wood-burning fireplace that opens to a formal dining room. High ceilings, recessed

  Robert Fischer Jr Houlihan Lawrence WD

  481 Savin Ave, West Haven, CT 06516
• 

  

  /15

  $1,990,000

  • 6 Beds
  • 12,880 Sq Ft

  151 Fitch St, New Haven, CT 06515

  Incredible investment opportunity! This multi-building property features four structures on one lot - three detached single-family homes and one attached three-unit townhouse currently rented as 14-producing units. Includes 30 bedrooms and 20 bathrooms across all buildings.Centrally located near SCSU, Yale, Downtown New Haven, and major highways. Several units have been updated, and the flexible

  Karandeep Singh Ironclad Real Estate

  151 Fitch St, New Haven, CT 06515
• 

  

  /23

  $669,000

  • 11 Beds
  • 4 Baths
  • 4,104 Sq Ft

  62 Poplar St, Waterbury, CT 06708

  Fully Occupied, 4 Family with 8% CAP rate. Excellent investment opportunity. Updated electrical. All units are on separate utilities. The 1st, 2nd, and 3rd floor units have 3 bedrooms, an eat-in kitchen, living room and dining room. The lower-level unit has 2 bedrooms. All units have laundry hook up. Vinyl flooring throughout. Conveniently located close to highways, transportation and schools.

  Stephanie Oliver Dave Jones Realty, LLC

  62 Poplar St, Waterbury, CT 06708
• 

  

  /31

  $449,900

  • 7 Beds
  • 3 Baths
  • 3,204 Sq Ft

  127 Lounsbury St, Waterbury, CT 06706

  3 Family with

  Stephanie Oliver Dave Jones Realty, LLC

  127 Lounsbury St, Waterbury, CT 06706
• 

  

  /39

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,760 Sq Ft

  16 Clairmont Ave, Waterbury, CT 06708

  **Seller is very motivated** A rare find! This spacious home offers a full in-law setup that delivers both versatility & long-term value, whether you're looking to keep loved ones close or generate rental income. Every inch of this home has been thoughtfully designed & perfected with premium materials, custom finishes, & quality craftsmanship. The upper level features an open-concept layout with

  Jessica Caruso Berkshire Hathaway NE Prop.

  16 Clairmont Ave, Waterbury, CT 06708
• 

  

  /39

  $945,000

  • 6 Beds
  • 4 Baths
  • 2,783 Sq Ft

  82 State St, Guilford, CT 06437

  Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional

  Claudia Bartlett William Raveis Real Estate

  82 State St, Guilford, CT 06437
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  /40

  $400,000

  • 5 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  23 Salem St, Naugatuck, CT 06770

  Newly-renovated and sunny! Solid 2 family in Naugatuck! 1st floor: 2 BD, 1 BA. 2nd and 3rd floors: 3-4 BD, 1.5 BA. See floorplans in photos. Public water, public sewer, natural gas heat: the trio everyone wants. Each unit has a large deck for family gatherings. Roomy .24 acre yard. Quiet street with plenty of street parking right out front for everyone's cars. Laundry hookups in each unit for

  Amy Lapierre Coldwell Banker Realty

  23 Salem St, Naugatuck, CT 06770
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  /33

  $470,000

  • 5 Beds
  • 3 Baths
  • 2,268 Sq Ft

  49 Carmel St, New Haven, CT 06511

  Discover the perfect blend of charm, function, and location at 49 Carmel Street, a beautifully maintained multi-family residence in New Haven's sought-after Beaver Hills/Dixwell neighborhood. Designed for both investors and owner-occupants, this property offers versatile living with multiple units featuring private entrances, sun-filled interiors, hardwood floors, and tastefully updated kitchens

  Aharon Cowen Roundtree Realty LLC

  49 Carmel St, New Haven, CT 06511
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  /30

  $950,000

  • 12 Beds
  • 6 Baths
  • 3,281 Sq Ft

  1259 Wolcott Rd, Wolcott, CT 06716

  Welcome to 1259 Wolcott Road - a turnkey six-unit multifamily residence offering the perfect combination of modernized interiors and extensive capital upgrades. Inside, four of the six apartments have been tastefully updated with new flooring, refreshed bathrooms, upgraded appliances, energy-efficient windows, enhanced electrical systems, fresh paint, new cabinetry, and interior doors. The

  Tyler DeVecchis Century 21 AllPoints Realty

  1259 Wolcott Rd, Wolcott, CT 06716
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  /35

  $760,000

  • 5 Beds
  • 5 Baths
  • 3,687 Sq Ft

  827 Fountain St, Woodbridge, CT 06525

  An exceptional opportunity awaits at 827 Fountain Street. Set on a spacious lot in a prime Woodbridge location, this property is ready for a fresh vision. The residence features generous square footage, a versatile layout, and a private in-law suite, providing flexible space for guests, work, or additional living arrangements. With easy access to shopping, dining, and major commuting routes, the

  John Tornifoglia mygoodagent

  827 Fountain St, Woodbridge, CT 06525
• 

  

  /40

  $734,000

  • 5 Beds
  • 2.5 Baths
  • 3,559 Sq Ft

  44 Meadow View Rd, New Haven, CT 06512

  HUGE PRICE DECREASE! New Haven, CT was just named a Top 10 Trending Destination in the entire world by Skyscanner because of its vibrant culture and top food picks. This house is a Must See! Experience this expansive and beautifully appointed home tucked away in New Haven's most quietly undiscovered neighborhood, Lighthouse Point, long-rooted in a cherished sense of community and coastal charm.

  Christopher Monks Dalvis Realty

  44 Meadow View Rd, New Haven, CT 06512
• 

  

  /33

  $1,795,000

  • 6 Beds
  • 8 Baths
  • 4,010 Sq Ft

  86 Cove St, New Haven, CT 06512

  Welcome to 86-88 Cove Street, a rare direct waterfront four-unit building in New Haven's Cove neighborhood. This well-maintained property offers a unique opportunity for both investors and owner-occupants seeking a strong income-producing asset. Units feature beautiful hardwood floors, forced hot air with central air conditioning for year-round comfort, and private balconies overlooking the water

  David Candelora RE/MAX RISE

  86 Cove St, New Haven, CT 06512
• 

  

  /11

  $569,000

  • 9 Beds
  • 3 Baths
  • 3,498 Sq Ft

  622 Winchester Ave, New Haven, CT 06511

  Recently renovated kitchens on the 1st and 2nd floors highlight this spacious three-family property offering 3,498 sq. ft. of living space. Each unit is approximately 1,166 sq. ft. and features 3 bedrooms and 1 full bath. Kitchens and baths are finished with durable ceramic tile, and the home is equipped with warm air heating fueled by natural gas. Located just one block from Albertus Magnus

  Eric Allen Chess Real Estate Services

  622 Winchester Ave, New Haven, CT 06511
• 

  

  /36

  $1,275,000

  • 5 Beds
  • 4.5 Baths
  • 4,493 Sq Ft

  424 Racebrook Rd, Orange, CT 06477

  Rebuilt in 2024, this exceptional 5-bedroom, 4.5-bath Colonial is set on a level 1.1-acre lot, perfectly balancing modern luxury with comfort. A dramatic two-story foyer welcomes you to an open, light-filled floor plan. The expansive dining room is ideal for hosting gatherings, while the generous great room flows seamlessly into the chef-inspired kitchen. Designed for both function and style, the

  Frank D'Ostilio Houlihan Lawrence WD

  424 Racebrook Rd, Orange, CT 06477
• 

  

  /29

  $675,000

  • 5 Beds
  • 2.5 Baths
  • 4,806 Sq Ft

  52 Quarry Ln, Hamden, CT 06518

  A Private Colonial Retreat in Hamden, CT - Tucked away on a serene cul-de-sac in Mount Carmel, 52 Quarry Lane is an exceptional 5-bedroom, 2.5-bath Colonial offering over 3,400 square feet of refined living space and a rare sense of seclusion on 2.7 wooded acres. Built in 2000 with timeless craftsmanship, this residence balances classic elegance with modern comforts, creating the perfect backdrop

  Judy Stebbins Houlihan Lawrence WD

  52 Quarry Ln, Hamden, CT 06518
• 

  

  /10

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,343 Sq Ft

  1455 Chapel St, New Haven, CT 06511

  Situated in the heart of the Yale Medical Community, and directly across from Saint Raphael's, this offering includes two parcels totaling .51 acres, both in an RO zone. The first is 1455 Chapel which is a 6,343 square foot medical office / residence sitting on .35 acres. The second is an additional .16 acre parking lot adjacent to 1455 Chapel on Sherman Avenue. The Sherman Lot has a 15 foot

  John Campbell Compass Connecticut, LLC

  1455 Chapel St, New Haven, CT 06511
• 

  

  /20

  $499,900

  • 6 Beds
  • 3.5 Baths
  • 2,174 Sq Ft

  43 N Pearl St, Meriden, CT 06450

  Rare! East side Duplex with 3 Bedrooms in each unit! Unit 43 ( Right Side) offers in eat in kitchen Large Living Room 3 Bedrooms 1 Full and 1 half Bathrooms with laundry in unit. Unit 45 (left ) side Offers large Living room and Eat in kitchen 3 Bedrooms and 2 Full baths. Large Detached 2 Car Garage with a full loft. Lovely rear yard which backs up to Washington park!

  Danny Torres Century 21 AllPoints Realty

  43 N Pearl St, Meriden, CT 06450
• 

  

  /13

  $330,000

  • 6 Beds
  • 3 Baths
  • 2,985 Sq Ft

  578 Columbia Boulevard Extension, Waterbury, CT 06704

  Investor opportunity! Don't miss this spacious multi-family property ideally situated on a large corner lot, offering an abundance of yard space perfect for outdoor enjoyment and family gatherings. Conveniently located just minutes from Route 8, this home is a commuter's dream with easy access to major roadways. Residents will also enjoy proximity to a variety of plazas featuring diverse dining

  Jonathan Gineo Silver and Oak Realty

  578 Columbia Boulevard Extension, Waterbury, CT 06704
• 

  

  /11

  $439,900

  • 10 Beds
  • 4 Baths
  • 3,485 Sq Ft

  49 Prospect St, Meriden, CT 06451

  Terrific Multi-Family Opportunity - Move-In Ready! This updated property offers over 2,500 sq ft of living space across two spacious units. The central unit is a rare 1,700 sq ft, 10-room apartment featuring four bedrooms and three full baths-perfect for owner-occupants or large families. The second unit features four rooms, two bedrooms, and one bathroom, making it ideal for rental income or

  Anubha Agarwal Reddy Realty, LLC

  49 Prospect St, Meriden, CT 06451
• 

  

  /40

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  218 Kuhne Rd, Southbury, CT 06488

  Grand post and beam home with level lake frontage and views, babbling brook, main level master suite, 9+ car garage, finished walk-out, and unfinished loft spaces for potential for expansion all set on 1.86 acres in a small gated community. Wide plank king's planking, exposed post and beam and cathedral ceilings in almost every room. Views from multiple rooms. Main level master suite with corner

  John Donato Jr Showcase Realty, Inc.

  218 Kuhne Rd, Southbury, CT 06488
• 

  

  /38

  $450,000

  • 7 Beds
  • 3 Baths
  • 2,650 Sq Ft

  50 Beacon St, Waterbury, CT 06704

  Behold anyone looking for a multi family for investment purposes or owner occupied. The space in the units are more than accommodating 1st floor three bedrooms loyal long term tenant features large eat in kitchen & pantry, large living room with jack & Jill bathroom, 1st floor rent is below market value. Second floor unit at fair market value two bedrooms, spacious eat in kitchen, dining room,

  Angel Torres Century 21 Scala Group

  50 Beacon St, Waterbury, CT 06704
• 

  

  /3

  $375,000

  • 6 Beds
  • 2 Baths
  • 2,294 Sq Ft

  144 View St, Meriden, CT 06450

  Great 2 family with 6 bedrooms. Present Cap 8. Located on quiet dead end street. Property is in very good condition and income producer. This property is part of 37 unit portfolio for sale, can be purchased separately.

  Steven Koleno Beycome of Connecticut

  144 View St, Meriden, CT 06450
• 

  

  /7

  $700,000

  • 15 Beds
  • 9 Baths
  • 7,440 Sq Ft

  915 S Main St, Waterbury, CT 06706

  Investors take note! Fantastic investment opportunity at 915 South Main St. in the heart of Waterbury! This multi-family property features 9 units with strong rental income potential. There are three 3 bedroom units, two 1 bedrooms, and 4 studio units. Unfinished basement. Plenty off-street parking is available at the rear of the property. Conveniently located near shopping, schools, public

  Levi Judqin Brass Moon Realty

  915 S Main St, Waterbury, CT 06706
• 

  

  /4

  $475,000

  • 8 Beds
  • 2 Baths
  • 2,102 Sq Ft

  151 View St, Meriden, CT 06450

  Multi family property located on View St in Meriden, CT, offering a great investment. Both units have 4 bedrooms each, cash cow.Will be extensively renovated prior to sale.

  Steven Koleno Beycome of Connecticut

  151 View St, Meriden, CT 06450
• 

  

  /4

  $475,000

  • 12 Beds
  • 3 Baths
  • 2,990 Sq Ft

  56 N First St, Meriden, CT 06451

  This property has been extensively renovated: new roof, plumbing from Head to Toe, HVAC from head to toe, flooring, electrical, etc. 8 bedrooms which makes this property a cash cow. THIS PROPERTY IS PART OF 37 UNIT PORTFOLIO FOR SALE, can be purchased seperately.

  Steven Koleno Beycome of Connecticut

  56 N First St, Meriden, CT 06451
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  /14

  $495,000

  • 5 Beds
  • 5 Baths
  • 3,747 Sq Ft

  31 Greenwood St, New Haven, CT 06519

  Second Floor NEWLY RENOVATED. NEW KITCHENS, BATHROOMS, FLOORING, PAINT, ETC. House has 7 bedrooms. First floor 3 bedroom, second 4 bedrooms. 2 full baths on second floor.. House is a cash cow for the number of bedrooms. Nice level yard in great location.

  Steven Koleno Beycome of Connecticut

  31 Greenwood St, New Haven, CT 06519
• 

  

  /18

  $425,000

  • 9 Beds
  • 3 Baths
  • 3,144 Sq Ft

  223 Broad St, Meriden, CT 06450

  223 Broad Street in Meriden, CT, is an investment opportunity featuring 9 units/rooms, three shared kitchens, and three bathrooms. Has potential for 2+ Multi-family (must check zoning approval). This property offers great potential for steady rental income, making it a prime choice for savvy investors. The property includes a large 2 car garage, with workrooms, and ample parking for all tenants,

  Airen Miller Coldwell Banker Realty

  223 Broad St, Meriden, CT 06450
• 

  

  /40

  $35,000,000

  • 6 Beds
  • 4.5 Baths
  • 5,354 Sq Ft

  215 Uncas Point Rd, Guilford, CT 06437

  Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House.

  Joseph Piscitelli Coldwell Banker Realty

  215 Uncas Point Rd, Guilford, CT 06437
• 

  /2

  $299,999

  • 11 Beds
  • 4 Baths
  • 3,800 Sq Ft

  73 Elmwood Ave, Waterbury, CT 06710

  Investment opportunity in downtown Waterbury. This is a two family duplex with a total of 11 bedrooms. Sale is subject to probate approval. Property is being sold in "AS IS" condition.

  Brian Donahue RE/Max Experience, LLC

  73 Elmwood Ave, Waterbury, CT 06710
• 

  /2

  $295,000

  • 6 Beds
  • 3 Baths
  • 2,673 Sq Ft

  225 Bishop St, Waterbury, CT 06704

  Great investment opportunity in the heart of Waterbury, Connecticut! This 3-family property offers strong income potential for both investors and owner-occupants. Each unit provides comfortable living space with separate utilities, making management efficient and convenient. The property features off-street parking and is conveniently located near local shopping, restaurants, schools, parks, and

  Levi Judqin Brass Moon Realty

  225 Bishop St, Waterbury, CT 06704
• 

  /2

  $490,000

  • 5 Beds
  • 2 Baths
  • 2,264 Sq Ft

  27-29 Mclaughlin Terrace, Derby, CT 06418

  27 McLaughlin Terrace is a spacious two family home situated on a comer lot, Located in the hill top neighborhood of Derby, CT. One unit consist of 2 bedrooms, & 1 full bath. The other has 3 bedrooms, & 1 full bath. Each unit is side by side with their own small paved driveway. The left side unit has been modestly updated over the years with minimal work needed. the second unit could use some

  Gavin Thompson YellowBrick Real Estate LLC

  27-29 Mclaughlin Terrace, Derby, CT 06418
• 

  /2

  $500,000

  • 9 Beds
  • 3 Baths
  • 3,330 Sq Ft

  26 4th St, Hamden, CT 06514

  This home was owned for generations by one family. there is a nice level yard that is mostly enclosed with a good privacy fence. Sunny space for relaxing, growing veggies. Rooms are very spacious. All rooms have good hardwood floors. 3rd floor unit has ceiling fans in most rooms. The neighborhood is cheerful, peaceful and quiet. You can walk to just about anything you may need. The bus stop is

  Joel Matson Coldwell Banker Realty

  26 4th St, Hamden, CT 06514

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