New Haven County CT Homes under $500,000

• 

  

  

  /4

  $429,000

  • 2 Beds
  • 1 Bath
  • 1,776 Sq Ft

  123 Birch St, Waterbury, CT 06704

  This updated ranch offers incredible value with 6 spacious rooms, 2-3 bedrooms, and a partially finished basement-perfect for extra living space or possible in-law use. Set on a generous lot, enjoy the outdoors with a large yard, flagstone patio, and detached garage. The home boasts a brand-new roof and great bones, just waiting for your finishing touches to make it truly shine. A little TLC will

  Lynn LaForme Showcase Realty, Inc.

  123 Birch St, Waterbury, CT 06704
• 

  

  

  /28

  $449,000

  • 6 Beds
  • 3 Baths
  • 3,106 Sq Ft

  33 Lounsbury St, Naugatuck, CT 06770

  Investors and owner occupants take notice! This 3 family home sits on quiet section of Naugatuck with plenty of off-street/garage parking and close proximity to shopping, hospitals, and highways. Centrally located to RT34, RT8, Merritt Pky, and I-95, makes this perfect for the weekend or daily traveler. Located on a cul-de-sac, this 3-family home is a fantastic opportunity for all. The front

  Antonino Mogavero Carey & Guarrera Real Estate

  33 Lounsbury St, Naugatuck, CT 06770
• 

  

  

  /12

  $475,000

  • 4 Beds
  • 1 Bath
  • 1,448 Sq Ft

  872 Nut Plains Rd, Guilford, CT 06437

  Charming opportunity in prime Guilford Location! Discover the potential of this unique property situated in a highly desirable residential neighborhood, just minutes from downtown Guilford, the Green, schools, golf course, beaches, and I-95. Surrounded by newly constructed homes, this picturesque lot features mature trees, flowering bushes, and even a small pond-offering a serene, nature-rich

  Tim Galvin William Raveis Real Estate

  872 Nut Plains Rd, Guilford, CT 06437
• 

  

  

  /26

  $442,500

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  10 Sperry St, Milford, CT 06460

  Welcome to 10 Sperry Street in Milford's prime beach area near Woodmont! This charming 2-bedroom, 2-bath home features an updated kitchen with new luxury vinyl flooring. The main level includes a flexible back room with sliding doors and a full bathroom-perfect for rinsing off after the beach or converting into a convenient main-level primary suite. Upstairs, you'll find two bedrooms and a full

  Frank D'Ostilio Houlihan Lawrence WD

  10 Sperry St, Milford, CT 06460
• 

  

  

  /25

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  129 Benz St, Ansonia, CT 06401

  Welcome to 129 Benz Street, a beautifully renovated ranch-style gem nestled in one of Ansonia's most sought-after neighborhoods, Hilltop. This move-in ready 3-bedroom, 2-bath home has been thoughtfully updated from top to bottom, offering the perfect blend of classic charm and modern convenience. Step inside to discover a brand-new kitchen featuring sleek quartz countertops, stainless steel

  Daniel Orlowski Newtown Realty LLC

  129 Benz St, Ansonia, CT 06401
• 

  

  /21

  $449,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,158 Sq Ft

  91 Jennifer Rd, Hamden, CT 06514

  Welcome to 91 Jennifer Rd, a beautifully renovated three-bedroom, one-and-a-half-bath Colonial nestled at the top of the hill in one of Hamden's most desirable neighborhoods. This home has been meticulously updated from top to bottom, offering modern living with classic charm. Step inside to discover a brand-new kitchen and updated bathrooms, complemented by all-new windows, doors, and screen

  Tamikque Escourse Manigo Realty Group

  91 Jennifer Rd, Hamden, CT 06514
• 

  

  /34

  $410,000

  • 2 Beds
  • 1 Bath
  • 1,345 Sq Ft

  496 Whitney Ave Unit 1C, New Haven, CT 06511

  Welcome to Whitney Walk, your new home nestled in the heart of East Rock. This 1st floor 2 bedroom, 1 bath ranch style condo offers a sizeable & ideal floor plan making it the perfect place for you to call home. As you step inside, you will be greeted by a spacious living room w/ a fireplace overlooking the central courtyard, ideal for entertaining. The adjacent formal dining room connects

  Dave Candido Press/Cuozzo Realtors

  496 Whitney Ave Unit 1C, New Haven, CT 06511
• 

  

  /28

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,039 Sq Ft

  186 Flood Bridge Rd, Southbury, CT 06488

  Welcome to this inviting 3-bedroom, 2.5-bathroom home nestled in a peaceful Southbury neighborhood-a perfect balance of privacy and connectivity. This thoughtfully designed residence features a finished walk-out basement with a generous family room, a full bathroom, and an extra room ideal for a private home office or hobby space. The main level offers a bright, eat-in kitchen with ample

  Sumer Naber BE Real Estate

  186 Flood Bridge Rd, Southbury, CT 06488
• 

  

  /37

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  207 Ridgefield Ave, Waterbury, CT 06705

  Beautifully Updated 3-Bedroom Colonial with Modern Upgrades and Stunning Design Features Welcome to this bright and spacious 3-bedroom, 2.5-bath Colonial built in 2007, filled with natural light, custom details, and exceptional convenience. Attractive stonework leads you into the inviting main level, featuring a large living room with a cozy fireplace, marble tile floors, and sliders opening to

  Kim McIntyre Regency Real Estate, LLC

  207 Ridgefield Ave, Waterbury, CT 06705
• 

  

  /27

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  2 Mansfield Grove Rd Unit 362, East Haven, CT 06512

  Welcome to FOUR BEACHES waterfront community. Drive into your Covered Garage parking within steps to Elevator. Unique walkway has 2 small ramps leading to your front door (no steps!). Once inside, this Ranch unit features hardwood floors throughout. Your large eatin Kitchen features granite counters; Electric stove; Dishwasher; Microwave and newer Refrigerator. Breakfast counter opens into Dining

  Ken Krista Century 21 AllPoints Realty

  2 Mansfield Grove Rd Unit 362, East Haven, CT 06512
• 

  

  /21

  $439,900

  • 3 Beds
  • 3 Baths
  • 1,220 Sq Ft

  45 Ivy St, Branford, CT 06405

  Location Location Location!!! Located in the center of town this home is seconds to restaurants, shops and all the fun activities on the town green. Minutes to train station, brewery and beaches. This charming home offers 3 bedrooms, 1 full and 2 half baths. The walk-out lower level has a finished room and half bath. On the main level you will find the eat in kitchen, full bath, dining room,

  Jean Gagliardi Century 21 AllPoints Realty

  45 Ivy St, Branford, CT 06405
• 

  

  /30

  $420,000

  • 7 Beds
  • 3 Baths
  • 3,485 Sq Ft

  50 Chestnut Ave, Waterbury, CT 06710

  Spacious 3-Family Home with Expansion Potential!. Beautiful and well-kept multi-family home featuring three apartments, private parking, and a great patio. The large basemant offer future potential for added living space. Perfect for investors or owner-occupants--this property offers strong rental income and excellent appreciation potential.

  Angel Mora eXp Realty

  50 Chestnut Ave, Waterbury, CT 06710
• 

  

  /25

  $444,900

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  456 Main St, West Haven, CT 06516

  Welcome to this beautiful 3-bedroom, 1-bath raised ranch that brings comfort and style. Located in a quiet, family-friendly neighborhood, this well-kept home features a bright and open living and dining area with lots of natural light. The layout is perfect for both relaxing and entertaining, with plenty of space for everyday living.

  Yvonne Bailey I'Lann Realty, LLC

  456 Main St, West Haven, CT 06516
• 

  

  /6

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  3 Cedar Ln, Cheshire, CT 06410

  Welcome to this spacious 8-room, multifunctional ranch, featuring 3 bedrooms and perfectly designed for a home-based office or business. The inviting living room, complete with a wet bar and fireplace, is ideal for entertaining. A doorway leads to the business wing, consisting of three rooms, a kitchen nook, and a half bath. This area also has a separate entrance that opens to a cement patio,

  Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
• 

  

  /15

  $419,900

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  88 W Purchase Rd, Southbury, CT 06488

  Opportunity knocks! Very spacious 4 bedroom house with 1 1/2 baths and almost 2000 sq ft, oversized bedrooms, huge living room with eat-in kitchen. This house has over 2 acres and is set back on a beautiful country road, surrounded by stonewalls and has the feeling of old New England. Sit out on the open stone patio or if you want some shade or the weather is bad there is a covered area.

  Lisa Sader-Goede Aspen Realty Group

  88 W Purchase Rd, Southbury, CT 06488
• 

  

  /38

  $429,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  46 Sperry Dr, Guilford, CT 06437

  Beautifully Renovated 3-Bedroom Home in Guilford, CT - Move-In Ready! Welcome to this stunning, fully renovated single-family home located in the desirable shoreline town of Guilford. Boasting 2 spacious bedrooms, 1 full bathroom, and an additional room that can be used as your home office or a 3rd BR. This charming property has been completely updated in 2025 with modern finishes and

  Christopher Wihbey Dave Jones Realty, LLC

  46 Sperry Dr, Guilford, CT 06437
• 

  

  /39

  $449,000

  • 6 Beds
  • 3 Baths
  • 3,152 Sq Ft

  148 Plymouth St, New Haven, CT 06519

  Come see this spacious 3-family home, built in 1910, offers 3,152 square feet of living space across 2.5 stories. With a total of 14 rooms, the property features three well-appointed units-each offering two bedrooms and one full bathroom-making it an ideal opportunity for multi-unit living or investment. Each unit also includes its own kitchen, providing comfortable and private living

  Javyn Roundtree ASJ Realty Partners

  148 Plymouth St, New Haven, CT 06519
• 

  

  /38

  $499,999 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,531 Sq Ft

  3 Timberland Dr, East Haven, CT 06513

  Welcome to 3 Timberland Dr - A Rare Gem with Endless Possibilities! Located in a quiet and desirable East Haven neighborhood, this spacious and versatile home offers approximately 2,600 sq ft of beautifully maintained living space, featuring 4 bedrooms and 3 full bathrooms. With strong bones and thoughtful upgrades throughout, this property provides comfort, functionality, and style-ideal for

  Rafael Suarez Yellowbrick Real Estate LLC

  3 Timberland Dr, East Haven, CT 06513
• 

  

  /40

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  2 Mansfield Grove Rd Unit 266, East Haven, CT 06512

  Welcome to your exquisite, updated waterfront condo, where luxury meets tranquility. This stunning 2 bedroom, 2 bath ranch style condo offers unparalleled marsh views, creating a serene and picturesque backdrop for your everyday living that changes with the seasons and provides stellar sunset views. The well-appointed kitchen with GE stainless steel appliances and granite countertops is designed

  Kim Fetera Coldwell Banker Realty

  2 Mansfield Grove Rd Unit 266, East Haven, CT 06512
• 

  

  /33

  $451,900

  • 4 Beds
  • 2 Baths
  • 2,116 Sq Ft

  468 Perkins Ave, Waterbury, CT 06704

  Impressive two family on more than a half acre, perched at the end of a private paved driveway! Completely redone with upscale stainless appliances, granite counters, beautiful flooring, luxury bathrooms, walk in closets. Fresh and new throughout! A bonus is a full floored attic which could be convenient for a studio or storage. Additionally, the newer roof and just painted exterior complete the

  Mayer Behrend Mary Helen Levine Real Estate LLC

  468 Perkins Ave, Waterbury, CT 06704
• 

  

  /13

  $425,000

  • 10 Beds
  • 5 Baths
  • 3,118 Sq Ft

  266 Willow St, Waterbury, CT 06710

  Fully rented, fully remodeled, this 3 family home provides spacious units, tenant paid utilities plus low maintenance/management costs. Rents provide a steady cash flow with long term tenants in place; Unit #1 has 4 bedrooms, 1.5 baths; unit #2, 4 bedrooms, 1.5 baths and unit #3, 2 bedrooms, 1 full bath. Don't miss this opportunity to expand your portfolio with this property that has an 8%+ CAP

  Sandra Deschenes Fercodini Properties, Inc.

  266 Willow St, Waterbury, CT 06710
• 

  

  /18

  $450,000

  • 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. This rooming house 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, adding convenience and value. New sewer pipe installed to

  Airen Miller Coldwell Banker Realty

  223 Broad St, Meriden, CT 06450
• 

  

  /13

  $500,000

  • 6 Beds
  • 4 Baths
  • 2,880 Sq Ft

  417 Valley St, New Haven, CT 06515

  This 4-family property offers incredible potential for immediate value creation. With per-unit comps averaging $150K/unit, you could unlock $120K+ in instant equity with just a few cosmetic upgrades! 4-unit assets like this are a rare find-don't miss your chance to capitalize on this high-demand location. The property features two 2-bedroom townhomes and two 1-bedroom ranch units. Tenants pay

  Lisa Cozzi Century 21 AllPoints Realty

  417 Valley St, New Haven, CT 06515
• 

  

  /22

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  60 Riverhill Rd, Southbury, CT 06488

  This is a recently renovated, secluded and serene home with limitless potential. Newer stainless steel appliances, cabinets, Granite countertops, and large kitchen with breakfast bar. Lots of attention to detail with crown moldings, original oak flooring, and a large granite 14'x20' fireplace living area. There is plenty of storage space with deep large bedroom closets, attic space, and a private

  Rick Pinto Pinto Real Estate Group LLC

  60 Riverhill Rd, Southbury, CT 06488
• 

  

  /15

  $422,900

  • 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. Each unit features two bedrooms and one bathroom, totaling six bedrooms and three bathrooms across the property. Built in 1920, this 2,304-square-foot home combines classic architectural elements with modern amenities. Residents will

  Michael Treviso Alpha Capital Realty, LLC

  190 Farren Ave, New Haven, CT 06513
• 

  

  /37

  $449,900

  • 6 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  28 West St, Naugatuck, CT 06770

  Welcome home to West Street, a well maintain 2 family on the Westside of Naugatuck. Great investment opportunity with tenants in place. The first floor apartment features 4 rooms, 2 bedrooms 1 bathroom. Second floor has a large kitchen area, living room, dining room, one and half bathrooms and 4 bedrooms. 1-Car detached garage, 2 separate driveways and a nice backyard. Additional amenities

  Jo Moreira Clearview Realty LLC

  28 West St, Naugatuck, CT 06770
• 

  

  /17

  $499,000

  • 5 Beds
  • 3 Baths
  • 2,125 Sq Ft

  46 George St, Hamden, CT 06514

  BACK ON THE MARKET, FINANCING COMPLICATIONS NOT RELATED TO THE CONDITION OF THE HOME! Prime Investment Opportunity - 46 George St Welcome to your next lucrative investment-or the perfect owner-occupied property with built-in income! This beautifully updated three-family home offers the best of both worlds: live in one unit while the other two generate rental revenue. Ideally located just half a

  Carmen Gomez Berkshire Hathaway NE Prop.

  46 George St, Hamden, CT 06514
• 

  

  /39

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  47 Finch Rd, Wolcott, CT 06716

  Nestled on over 3 acres of picturesque rolling terrain in Wolcott, Connecticut, this charming 3-bedroom, 2.5-bathroom Colonial home offers a harmonious blend of classic elegance and modern amenities. The beautifully landscaped grounds feature meticulously maintained gardens, a gazebo, a shed, a covered slate patio, a spacious deck, and a sunroom-all overlooking a luxurious inground saltwater

  Dave Jones Dave Jones Realty, LLC

  47 Finch Rd, Wolcott, CT 06716
• 

  

  /33

  $449,000

  • 3 Beds
  • 3.5 Baths
  • 1,596 Sq Ft

  28 Maple Dr, Middlebury, CT 06762

  Now Listed at $499,000 - Motivated Sellers! Don't miss this incredible opportunity to own a standout property in the heart of Middlebury. 28 Maple Drive offers 3 bedrooms, 3.5 bathrooms, and sits on a rare 2.31-acre double lot with potential for subdivision - a true value with room to grow. Inside, you'll find bright, spacious living areas with a great layout, perfect for both everyday living

  Dean Giatas William Raveis Real Estate

  28 Maple Dr, Middlebury, CT 06762
• 

  

  /4

  $465,000

  • 7 Beds
  • 2,976 Sq Ft

  33 Chapel St, New Haven, CT 06513

  Welcome to 33 Chapel! This property has a three bedroom apartment on the first floor and also a three bedroom apartment on the second floor, additionally it has the potential to incorporate a third unit. It features a new roof. The tenants make timely payments of the rent. The units are of a generous size.

  Lisa Nussbaum Top Tier Realty Group, LLC

  33 Chapel St, New Haven, CT 06513
• 

  

  /14

  $415,000

  • 7 Beds
  • 2,413 Sq Ft

  174 Butler St, New Haven, CT 06511

  Welcome to 174 Butler Street - bright, clean units - 3 bedrooms and 1 bath and the other 4-5 bedroom with 2 bathrooms. New roof was done in 2022

  Lisa Nussbaum Top Tier Realty Group, LLC

  174 Butler St, New Haven, CT 06511
• 

  

  /40

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,320 Sq Ft

  29 Great Hill Rd, Seymour, CT 06483

  WOW! HUGE PRICE REDUCTION - SUPER SALE. COUNTRY COLONIAL. Home has been totally renovated, rebuilt and expanded to 2320 square feet from an original Farmhouse base. This is basically a brand new home with elements from the original 1775 structure giving it the character of a country home. 8+ Rooms, 4 Big Bedrooms, 2 Full Baths, first floor Office/Den and Laundry Rooms. Two car garage with

  Frank DelVecchio RE/MAX Right Choice

  29 Great Hill Rd, Seymour, CT 06483
• 

  

  /40

  $424,999

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft

  29 W Ridgeland Rd, Wallingford, CT 06492

  Located in one of the most residential areas in the North End of Wallingford (Yalesville), this beautiful property has been fully renovated and is ready to be your new home. It is located within a walking distance of Mark T. Sheenan high school and the James H. Moran middle school. The property contains hardwood floor all throughout and a very large sunroom that provides additional space. The

  Jorge Zea Blue Lighthouse Realty, Inc

  29 W Ridgeland Rd, Wallingford, CT 06492
• 

  

  /16

  $419,000

  • 6 Beds
  • 3 Baths
  • 3,453 Sq Ft

  146 New Haven Ave, Derby, CT 06418

  Rare Find! Investors dream. Mixed use property residential over retail Don't miss out on this investment opportunity. WILL NOT LAST! Schedule your private tour today.

  Ramazan Trepca Century 21 Scala Group

  146 New Haven Ave, Derby, CT 06418
• 

  

  /14

  $424,900

  • 2 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  18 Summer Brook Way, Seymour, CT 06483

  Back on Market! Construction fully completed ! Experience contemporary living at its finest in this meticulously crafted townhouse. this brand-new construction townhome boasts modern elegance and convenience. This stunning residence features 2 bedrooms, 2.5 bathrooms, and an inviting open concept layout with hardwood floors throughout. Enjoy entertaining guest on the back deck accessible from the

  Theodore Williams William Raveis Real Estate

  18 Summer Brook Way, Seymour, CT 06483
• 

  /2

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,014 Sq Ft

  Unlisted Address

  Rare three family house for sale. Zone CDD2.

  Robert Benedetto Property World

  Unlisted Address
• 

  /2

  $440,000

  • 6 Beds
  • 1,760 Sq Ft

  35 Saltonstall Ave, New Haven, CT 06513

  Are you looking for a great investment? Here's an amazing opportunity to own this two-family home, with each unit offering 3 bedrooms. which are nicely sized- The property also features a new roof. Imagine the possibilities! Don't miss out on this chance to own a wonderful piece of real estate!

  Lisa Nussbaum Top Tier Realty Group, LLC

  35 Saltonstall Ave, New Haven, CT 06513
• 

  /2

  $400,000

  • Land
  • 2.05 Acres
  • $195,122 per Acre

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443

  Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

  Stacy Bucci Coldwell Banker Realty

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443
• 

  

  /14

  $419,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  0 Ellen St Unit 24096679, Waterbury, CT 06708

  To Be Built - Customize Your Dream Home in a Desirable Town Plot Neighborhood Located in one of Waterbury's most sought-after residential areas, this to be built home offers the perfect blend of modern living and convenience. Set on a generous half-acre lot, this property is ideal for commuters, with easy access to highways, top-rated schools, restaurants, and vibrant local amenities. This

  Beth Santos Showcase Realty, Inc.

  0 Ellen St Unit 24096679, Waterbury, CT 06708
• 

  

  /30

  $430,000 New Construction

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

  29 Gaby Ln, Naugatuck, CT 06770

  Elegant New Construction in Exclusive 55+ Community - Low Condo Fees! Welcome to Partridge Village, where luxury meets convenience in this beautifully built Model D unit. Designed for comfort and accessibility, this stunning 2-bedroom condo is well appointed throughout. The thoughtfully designed open floor plan offers flow and attraction. Enjoy the ease of main-level living with a spacious

  David Aurigemma Regency Real Estate, LLC

  29 Gaby Ln, Naugatuck, CT 06770

Showing Results 201 - 240, Page 6 of 7