New Haven County CT Homes under $300,000

• 

  

  

  /31

  $259,900

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft

  402 Homestead Ave, Waterbury, CT 06705

  Welcome to this move-in ready ranch offering the perfect blend of comfort, updates, and convenience in a desirable Waterbury location. This well-maintained 2-bedroom, 1-bath home features 872 square feet of living space with a functional layout across 5 total rooms, ideal for easy one-level living. Recent improvements provide added peace of mind, including a brand new roof installed on 3/20/26,

  Simon Sharrock Dave Jones Realty, LLC

  402 Homestead Ave, Waterbury, CT 06705
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• 

  

  

  /18

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  37 Jones St, West Haven, CT 06516

  Endless opportunity awaits in this 3-bedroom, 2 full bath Colonial offering 1,366 square feet and ready for renovation. Built in 1910, the home retains original woodwork and features abundant natural light throughout, providing a solid foundation for your updates and vision. The main level offers a traditional layout with a living room, dining room, eat-in kitchen with pantry, and a full

  Nicholas Mastrangelo Coldwell Banker Realty

  37 Jones St, West Haven, CT 06516
• 

  

  

  /20

  $225,000

  • 3 Beds
  • 1,562 Sq Ft

  422 N Brooksvale Rd, Cheshire, CT 06410

  Investors take notice. House needs total renovation.Being sold as is where is including contents. Cash Offers Only Highest and best offers by 4:00pm on Monday 3/30/2026

  Phil Giampietro Coldwell Banker Realty

  422 N Brooksvale Rd, Cheshire, CT 06410
• 

  

  

  /17

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  101 Heritage Village Unit D, Southbury, CT 06488

  This upper Mark Twain condo is ready for you to come and turn it into your dream home. Heating its cozy layout is a heat pump and working fireplace. With its amenities including four pools, a fully equipped gym, huge array of special interest clubs, pickleball and tennis courts, this sought-after, 55+ Heritage Village community will give you the opportunity to relax and enjoy your life in a condo

  Deborah Bette Century 21 Bette Real Estate

  101 Heritage Village Unit D, Southbury, CT 06488
• 

  

  

  /12

  $257,900

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  53 Brushy Plain Rd Unit 6E, Branford, CT 06405

  No detail has been overlooked in this completely remodeled ranch unit. From the wainscoting to the crown molding, the space exudes style and comfort. Situated in the heart of one of Branford's most desirable shoreline communities, Ferndale is truly a dream location. Minutes to parks, beaches, shopping, fitness, medical, and the incredible Branford green. Fine dining, hiking, nature trails, and

  John Boyle Realty ONE Group Connect

  53 Brushy Plain Rd Unit 6E, Branford, CT 06405
• 

  

  /36

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft

  134 Chester Ave, Waterbury, CT 06704

  Charming and well-maintained 4-bedroom, 2-bath home located in a convenient Waterbury neighborhood. This property offers over 1,500 square feet of living space with a flexible layout perfect for owner-occupants or investors alike. Features include a spacious living area, functional kitchen, and a cozy fireplace ideal for New England winters. The home sits on a manageable lot with vinyl siding and

  Jimmy Rodriguez Quality Homes of Waterbury

  134 Chester Ave, Waterbury, CT 06704
• 

  

  /17

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 1,042 Sq Ft

  925 Oronoke Rd Unit 100I, Waterbury, CT 06708

  Welcome to Oronoke Ridge, a well-maintained complex conveniently located near shopping, highways, and local amenities. This 2 bedroom, 1.5 bathrooms home features brand new carpeting and a comfortable layout. The kitchen is equipped with dishwasher, stove, and refrigerator (2 years old), along with the convenience of an in-unit washer and dryer only 1 year old. Enjoy being just minutes from the

  Nataliya Honcharenko Century 21 Scala Group

  925 Oronoke Rd Unit 100I, Waterbury, CT 06708
• 

  

  /18

  $299,999

  • 2 Beds
  • 1.5 Baths
  • 1,174 Sq Ft

  203 West Walk, West Haven, CT 06516

  Pictures are from a previous rental listing. Tenant occupied through 12/19/26. Experience coastal living at its best in this two-bedroom townhouse located within the sought-after Savin Rock Condominium community along the West Haven shoreline. This well-maintained residence features an open-concept main level with hardwood flooring, a spacious living and dining area, and access to a shared patio

  Ben Hale Hale Real Estate, LLC

  203 West Walk, West Haven, CT 06516
• 

  

  /30

  $239,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,102 Sq Ft

  305 Mill Rock Rd Unit 305, Hamden, CT 06517

  Discover 305 Mill Rock Rd #305, Hamden, CT 06517 a bright 3-bedroom, 1.5-bath condo with 1,102 SqFt of comfortable living space. The interior features a new wooden kitchen with elegant stone countertops, updated bathroom and newly painted spaces throughout. The main level features a comfortable living room, modern kitchen, half bath, and in-unit laundry. Upstairs includes three spacious bedrooms

  Oksana Voloshchuk Higgins Group Real Estate

  305 Mill Rock Rd Unit 305, Hamden, CT 06517
• 

  

  /40

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  75 Washington Ave Unit 5-104, Hamden, CT 06518

  Located in Hamden's highly sought-after 55+ community at The Commons, this exceptional corner unit presents a rare opportunity to own one of the largest and most ideally positioned residences in the complex. Set just steps from the lobby, the unit offers unmatched convenience with easy access to community amenities and parking, all while providing enhanced privacy and abundant natural light. The

  Alicia Mahon William Pitt Sotheby's Int'l

  75 Washington Ave Unit 5-104, Hamden, CT 06518
• 

  

  /28

  $294,999 Open Sat 12AM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  55 New Hanover Ave, Meriden, CT 06451

  Come see this cute as a button home-perfectly cozy and ready for its next owner! Featuring 3 bedrooms and 1 full bath, this property has been tastefully updated while still offering room to add your own personal finishing touches. Enjoy a nice yard, ideal for relaxing or entertaining, all located in a desirable, sought-after neighborhood. Whether you're a first-time homebuyer looking to start

  Jessica Velazquez JV Real Estate & Insurance Co.

  55 New Hanover Ave, Meriden, CT 06451
• 

  

  /25

  $275,000

  • 4 Beds
  • 1 Bath
  • 1,287 Sq Ft

  29 Esther Ave, Waterbury, CT 06708

  This 3-bedroom home offers flexibility, with the option of a 4th bedroom or home office to suit your needs. Inside, you'll find hardwood floors, ceiling fans for added comfort, and a functional layout with an eat-in kitchen. The bathroom has been updated, and portions of the living space have seen improvements over time. Step outside to a deck overlooking the rear yard, perfect for relaxing or

  James Bradshaw Berkshire Hathaway NE Prop.

  29 Esther Ave, Waterbury, CT 06708
• 

  

  /18

  $299,999

  • 2 Beds
  • 1.5 Baths
  • 1,174 Sq Ft

  195 West Walk, West Haven, CT 06516

  Due to tenant occupancy through 6/30/26, photos are of another unit with a similar floor plan and finishes and are intended to be representative. Prospective buyers are encouraged to view the property in person to verify condition and features. Experience coastal living at its best in this two-bedroom townhouse located within the sought-after Savin Rock Condominium community along the West Haven

  Ben Hale Hale Real Estate, LLC

  195 West Walk, West Haven, CT 06516
• 

  

  /15

  $224,000

  • 1 Bed
  • 1.5 Baths
  • 1,083 Sq Ft

  2 Front St Unit 2J, New Haven, CT 06513

  Enjoy beautiful river and park views from this bright, contemporary end-unit condo. Designed with an open, airy feel, the home features soaring ceilings, expansive windows, and beautiful hardwood flooring throughout the main living space. The kitchen offers ample cabinetry and counter space, flowing seamlessly into a spacious living and dining area with a fireplace and access to a private

  Jessica Brown Robert C White & Company LLC

  2 Front St Unit 2J, New Haven, CT 06513
• 

  

  /16

  $259,000

  • 3 Beds
  • 1 Bath
  • 1,372 Sq Ft

  57 Curtiss St, Naugatuck, CT 06770

  INVESTORS TAKE NOTICE. 6 room, 3 bedroom, 1 bath colonial with incredible potential! Newer oil-fired furnace and electric hot water heater. Walk-up attic access in 2nd floor bedroom area. Property to be sold AS IS and CASH ONLY. Tenant will provide showing access.

  Hank Witkoski Witkoski Associates, LLC.

  57 Curtiss St, Naugatuck, CT 06770
• 

  

  /5

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,203 Sq Ft

  161 Cosey Beach Rd Unit 8, East Haven, CT 06512

  Rarely available 2-bedroom, 1.5-bath townhouse located just a stone's throw from the beach. This unit offers central air and gas heat, with a functional layout that includes a spacious living area, eat-in kitchen, and two -sized bedrooms. Conveniently situated close to the shoreline, local restaurants, bocce courts, ice cream shops, and major highways for easy commuting. Property presents an

  Joseph Goodwin Century 21 AllPoints Realty

  161 Cosey Beach Rd Unit 8, East Haven, CT 06512
• 

  

  /21

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,091 Sq Ft

  100 York St Unit 9-C, New Haven, CT 06511

  Move right into this updated 2bedroom, 2bath ranchstyle home at University Towers in downtown New Haven. The current owners added thoughtful builtins in the dining room and primary bedroom, along with bookshelves in the living room, giving the space both character and function. Both bathrooms have been updated, and the unit offers great natural light with views of East Rock, West Rock, Sleeping

  Cheryl Szczarba Seabury Hill REALTORS

  100 York St Unit 9-C, New Haven, CT 06511
• 

  

  /18

  $229,995 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  75 Washington Ave Unit 2-105, Hamden, CT 06518

  Welcome to this well-maintained 2-bedroom, 2-bathroom condo located in the heart of Hamden! Offering approximately 972 sq ft of living space, this unit features a functional layout perfect for both homeowners and investors alike. The property includes a spacious living area, generously sized bedrooms, and the convenience of two full bathrooms, providing comfort and flexibility for everyday

  Omar Ruizesparza eRealty Advisors, Inc.

  75 Washington Ave Unit 2-105, Hamden, CT 06518
• 

  

  /16

  $225,000

  • 1 Bed
  • 1 Bath
  • 928 Sq Ft

  1016 Heritage Village Unit B, Southbury, CT 06488

  Fantastic opportunity at this one-bedroom Carriage House in 55+ Heritage Village. The home enjoys lots of natural light and offers a remodeled kitchen with white cabinets and granite counters. The living and dining areas feature wide board engineered flooring and are focused on a wood burning fireplace. Through the slider is a brand-new deck! The bedroom is close to the full bath which was

  Justin Bette Century 21 Bette Real Estate

  1016 Heritage Village Unit B, Southbury, CT 06488
• 

  

  /27

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  75 Washington Ave Unit 5-303, Hamden, CT 06518

  Welcome to easy living at The Commons at Mill River, a vibrant 55+ active community designed for comfort, connection, and convenience. This well maintained ranch style condo is located in one of the newer buildings in the complex and offers central air conditioning and a sought after detached oversized garage. Inside, you'll find thoughtful updates including newer mechanicals, a new range/oven,

  Jay Smolenski Berkshire Hathaway NE Prop.

  75 Washington Ave Unit 5-303, Hamden, CT 06518
• 

  

  /40

  $224,900

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  151 Heritage Village Unit B, Southbury, CT 06488

  Welcome to 151 Heritage Village, Unit B, Southbury-a beautifully maintained 2-bedroom, 2 full-bath condo offering comfort, convenience, and a vibrant community lifestyle. The spacious living and dining area features two new sliders that provide direct access to the private outdoor patio, creating a bright and inviting space ideal for relaxing or enjoying your morning coffee. The kitchen is

  Jessica Boswell LPT Realty

  151 Heritage Village Unit B, Southbury, CT 06488
• 

  

  /34

  $290,900

  • 3 Beds
  • 1 Bath
  • 897 Sq Ft

  287 Laurel St, East Haven, CT 06512

  Welcome to 87 Laurel Street in East Haven, a fantastic opportunity for buyers looking to add their personal touch while building instant equity. This home is being offered with a unique improvement credit, allowing the next owner to choose the roof, siding, and gutter colors to match their own style. The seller has already done the groundwork by obtaining professional estimates from Big Dog Home

  Jennifer Mascaro LPT Realty

  287 Laurel St, East Haven, CT 06512
• 

  

  /20

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  328 Heritage Village Unit A, Southbury, CT 06488

  Enjoy easy, low-maintenance living in this well-maintained 2-bedroom, 2-bath home in desirable Heritage Village, a sought-after 55+ community. Conveniently located on the main level with only two steps to the entrance, this unit offers comfortable and accessible living. The updated primary bathroom features a newer sink cabinetry and toilet and updated 2nd bathroom. The hot water tank is only 3

  Britta Pedersen Dream House Realty

  328 Heritage Village Unit A, Southbury, CT 06488
• 

  

  /9

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  48 Homeside Ave Unit 4, West Haven, CT 06516

  CASH ONLY SALE! Opportunity knocks with this 2-bedroom, 1.5-bath end-unit townhouse offering space, light, and exceptional convenience. This property features an eat-in kitchen with granite countertops, stainless steel appliances, and a dishwasher, perfect for everyday living or rental appeal. Upstairs, both bedrooms boast vaulted ceilings, with a skylight adding natural light and architectural

  Robert Fischer Jr Houlihan Lawrence WD

  48 Homeside Ave Unit 4, West Haven, CT 06516
• 

  

  /36

  $235,000

  • 2 Beds
  • 1 Bath
  • 1,071 Sq Ft

  257 N State St, Ansonia, CT 06401

  Modern, efficient, and intentionally designed - this fully refreshed home delivers a level of functionality and flexibility rarely found at this price point. Set up for real life, not wasted space, the layout offers a clean separation between living, dining, and private areas. The main living space is bright and open, creating a comfortable everyday environment, while the adjacent dining and

  Mustafa Muaremi Coldwell Banker Realty

  257 N State St, Ansonia, CT 06401
• 

  

  /30

  $274,900

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  75 Washington Ave Unit 7-106, Hamden, CT 06518

  Stunning 1st floor condo a highly desirable and completely turnkey end unit-2 bedroom, 2 bath ranch condo perfectly situated in a vibrant 55+ community. This condo is truly move-in ready with zero effort required! The sunny & spacious unit features a great kitchen will new appliances & granite countertops. Large living room/Dining room with direct access to a wonderful screened in porch. Interior

  Alicia Mahon William Pitt Sotheby's Int'l

  75 Washington Ave Unit 7-106, Hamden, CT 06518
• 

  

  /14

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft

  290 Treadwell St Unit 1402, Hamden, CT 06517

  290 Treadwell Street, Unit 1402 in Hamden, a clean and move-in ready townhouse-style condo. Offering comfortable living in a convenient location close to shopping, dining, and everyday amenities. 2-bedroom, 2-bathroom condo has a practical layout with bright living spaces walk out back porch. The home also includes an attached one-car garage and a full basement partially finished basement,

  Ethan Maddalena Berkshire Hathaway NE Prop.

  290 Treadwell St Unit 1402, Hamden, CT 06517
• 

  

  /27

  $260,000

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft

  153 Sterling Village Unit 153, Meriden, CT 06450

  Welcome to Sterling Village Condominiums, the perfect place to relax, enjoy an active lifestyle, or invest in prime property. This move in ready 2 bedroom townhouse offers plenty of living space ,LL gives away to plenty of space where you can utilize this for storage, entertainment, an office or an exercise area, also with access to the laundry room. The community allows variety of recreational

  Audrey Perrelli Century 21 AllPoints Realty

  153 Sterling Village Unit 153, Meriden, CT 06450
• 

  

  /24

  $280,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  78 Heritage Village Unit B, Southbury, CT 06488

  The Ultimate Turn-Key Retreat: High-End Finishes and a Private Garden Escape in Heritage Village

  Sarah Doyle Century 21 Scala Group

  78 Heritage Village Unit B, Southbury, CT 06488
• 

  

  /26

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  558 Heritage Village Unit C, Southbury, CT 06488

  End-unit Heritage Village condo in Southbury CT offering scenic Pomperaug River views. This desirable 2 bedroom condo in Southbury CT is a Unit C model featuring single-level living, an in-unit washer and dryer, and the added privacy of an end unit location with abundant natural light. The living room includes a fireplace, creating a warm focal point, while the private deck provides outdoor space

  Jennifer Gurnell William Raveis Real Estate

  558 Heritage Village Unit C, Southbury, CT 06488
• 

  

  /34

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  352 Heritage Village Unit B, Southbury, CT 06488

  Move-in ready Heritage model in the award-winning Heritage Village 55+ community in Southbury, CT. Located on desirable Krueger Circle, this beautifully renovated 2-bedroom, 2-bath condo offers a convenient location within the community with guest parking right outside the unit. This updated Heritage model features a bright, open layout designed for comfortable everyday living and easy

  Andrew Walker Compass Connecticut, LLC

  352 Heritage Village Unit B, Southbury, CT 06488
• 

  

  /14

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 1,944 Sq Ft

  53 Metacomet Dr, Meriden, CT 06450

  Welcome to this 2-bedroom condo located in the desirable Windingbrook complex. The open-concept dining and living room area offers a bright and comfortable space for everyday living and entertaining. The layout flows nicely, creating a welcoming atmosphere throughout the home. Downstairs, the basement provides excellent potential for additional living space; perfect for a family room, home

  Colleen Albert Coldwell Banker Realty

  53 Metacomet Dr, Meriden, CT 06450
• 

  

  /20

  $295,000

  • 6 Beds
  • 4 Baths
  • 2,145 Sq Ft

  230 Bishop St, Waterbury, CT 06704

  This 3-family property located in the heart of Waterbury, Connecticut offers a great opportunity for investors. Each unit provides spacious layouts with multiple bedrooms, ample natural light, and separate living areas. Property features separate utilities, off-street parking, and a manageable yard space. Conveniently located near schools, shopping, restaurants, and major highways for easy

  Levi Judqin Brass Moon Realty

  230 Bishop St, Waterbury, CT 06704
• 

  

  /30

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,892 Sq Ft

  101 Madeline Ave Unit 33, Waterbury, CT 06708

  BEAUTIFUL END-UNIT TOWNHOUSE FEATURING 2 BEDROOMS. ENORMOUS 1,892 SQ/FT. 1.5 BATHROOMS WITH LOFT FOR POSSIBLE 3RD BEDROOM. A COZY LIVING ROOM WITH FIREPLACE WHICH OPENS ONTO THE DECK. 1 CAR GARAGE. SPACIOUS MASTER BEDROOM WITH ENTRY TO BATH. DOUBLE CLOSETS. CEILING FANS. PRIVATE GATED COMMUNITY. CENTRAL AIR. CONVENIENTLY LOCATED AT THE FRONT OF THE COMPLEX, MAKING IT AN EXCELLENT OPTION FOR

  Charles Scott Tri-State Realty

  101 Madeline Ave Unit 33, Waterbury, CT 06708
• 

  

  /21

  $229,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  275 Broad St Unit 9, Meriden, CT 06450

  Welcome to Broad Street (275), 275 Broad Street, Unit #9, Meriden, CT. This newly renovated townhouse-style condominium offers a true turnkey opportunity for an owner-occupant or investor seeking low-maintenance living in a highly convenient location. Featuring 900 square feet of living space across two levels, this spacious two-bedroom, one-bath unit has been thoughtfully updated and is move-in

  Tyler DeVecchis Century 21 AllPoints Realty

  275 Broad St Unit 9, Meriden, CT 06450
• 

  

  /16

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  1263 Watertown Ave, Waterbury, CT 06708

  This charming Cape-style home offers a great opportunity for an owner-occupant or investor looking to build equity with some light cosmetic updates. Bring your vision and personal touches to make this home truly shine. The spacious bedrooms feature abundant natural light and ample storage. Outside, enjoy a private backyard with a spectacular view-perfect for relaxing or entertaining on warm

  Pedro Echevarria KW Legacy Partners

  1263 Watertown Ave, Waterbury, CT 06708
• 

  

  /40

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft

  70 Southwick Ct Unit 204, Cheshire, CT 06410

  Welcome to Southwick, Cheshire's Premier 55+ Community! This beautifully Remodeled 2 bedroom, 2 bath Ranch unit offers one-floor living and exceptional space in a peaceful, private community. Step into a sun-filled open layout featuring NEW laminate flooring throughout. Fully applianced Kitchen with Granite countertops and oak cabinets provide ample storage. Off the living/dining room is a large

  Julie Luchina Coldwell Banker Realty

  70 Southwick Ct Unit 204, Cheshire, CT 06410
• 

  

  /9

  $295,000

  • 6 Beds
  • 2 Baths
  • 2,018 Sq Ft

  48 Taylor St, Waterbury, CT 06702

  Great opportunity for investors looking to build equity! This 2-family located at 48 Taylor Street in Waterbury offers strong potential with the right vision and renovations. Each unit provides a functional layout with separate living spaces, making it ideal for rental income or multi-generational living. Property requires repairs and updates but offers a solid opportunity to customize and

  Levi Judqin Brass Moon Realty

  48 Taylor St, Waterbury, CT 06702
• 

  

  /23

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  100 York St Unit 5-D, New Haven, CT 06511

  You'll love living downtown New Haven! This lovely 3 bedroom/2 bath home is located at the tree line. The nicely updated galley kitchen is a pleasure to cook in. Generously sized dining and living areas with sliders that lead to your private balcony. The primary bedroom features a luxurious full bath and a generous walk-in closet, providing both comfort and convenience. With plenty of storage and

  Cheryl Szczarba Seabury Hill REALTORS

  100 York St Unit 5-D, New Haven, CT 06511
• 

  

  /13

  $275,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  77 3rd St, New Haven, CT 06519

  Discover this charming 2bedroom, 1bathroom single-family home nestled in New Haven's Hill neighborhood. Spanning 988 square feet on a 3,049 sq ft lot, this well-maintained Colonialstyle residence offers warm hardwood floors, a newly renovated kitchen with modern appliances, a full basement with washer/dryer hookup, and abundant natural light throughout. Perfectly designed for those seeking a

  Michael Treviso Alpha Capital Realty, LLC

  77 3rd St, New Haven, CT 06519

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