New Haven County CT Homes under $500,000

• 

  

  

  /23

  $499,999

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  61 Cheshire Rd, Wallingford, CT 06492

  Located on Cheshire Road, extremely convenient access to downtown Wallingford and all it has to offer as well as quick easy access to I-15. The house is set back from the street and has a large spacious porch, a spacious brand new kitchen with granite countertops, a fireplace, and gleaming beautiful hardwood floors. There is also a garage and a storage area upstairs as well. There is spacious

  Alan Barberino Alan Barberino Real Estate LLC

  61 Cheshire Rd, Wallingford, CT 06492
• 

  

  

  /25

  $489,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  38 Mettler St, Woodbridge, CT 06525

  Located in desirable town of Woodbridge and served by the award-winning Amity Regional School District, this well-maintained two-family home offers a fantastic opportunity for both investors and owner-occupants. Each unit features 2 bedrooms and 1 full bathroom, with units conveniently situated on separate floors for added privacy. The second-floor unit has been fully renovated, showcasing

  Philip Degennaro Coldwell Banker Realty

  38 Mettler St, Woodbridge, CT 06525
• 

  

  

  /40

  $419,900

  • 5 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  80 Ramsey Ave, Naugatuck, CT 06770

  Welcome to 80 Ramsey Avenue, where comfort, space, and charm come together beautifully! Begin your tour on the inviting front porch - the perfect spot to enjoy your morning coffee or unwind at the end of the day. This expansive 1970's ranch offers timeless character & generous living space throughout. Step inside to a bright and welcoming living room featuring a beautiful bay window and cozy

  Peggy Dufresne Coldwell Banker Realty 2000

  80 Ramsey Ave, Naugatuck, CT 06770
• 

  

  

  /36

  $409,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  301 Steinmann Ave, Middlebury, CT 06762

  Pleased to present this charming, turn-key colonial home which offers a warm and inviting atmosphere. This three-bedroom residence features a spacious kitchen that connects seamlessly to the dining room, which is alongside a large family room highlighted by a high efficiency fieldstone fireplace. Additional features include: A four-season sunroom leading to an outdoor grilling and relaxation

  Dawn Ciappetta Coldwell Banker Realty

  301 Steinmann Ave, Middlebury, CT 06762
• 

  

  

  /21

  $450,000

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  1489 Georges Hill Rd, Southbury, CT 06488

  Welcome to 1489 Geroges Hill Road! A 1900 Historic Farm, style Colonial. This home is tucked away in a peaceful, tranquil road, Enoy a cup of coffee or tea outside by the beautiful brook view step from the door. Rural location, close to the Southbury shopping, dining, and highway. Step inside to this home where lots of love was poured in to make it as beautiful as it is today, kept in great

  Liz Luciano Better Homes and Gardens Real Estate Executive Real Estate

  1489 Georges Hill Rd, Southbury, CT 06488
• 

  

  /38

  $434,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  8 Foot Cir, Wallingford, CT 06492

  Welcome home to this stunning, free standing townhouse (PUD - Condominium) nestled on a quiet cul-de-sac in the sought after Mountain Brook subdivision - just minutes from everything Wallingford has to offer! Built in 2001 this spacious and private retreat offers 3 oversized bedrooms, each with generous closets, plus a versatile room which is currently being used at eh Primary bedroom. The home

  John Izzo William Raveis Real Estate

  8 Foot Cir, Wallingford, CT 06492
• 

  

  /25

  $449,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,233 Sq Ft

  191 Richards St, West Haven, CT 06516

  Turnkey investment opportunity in the heart of West Haven! This well-maintained two-family property offers the perfect blend of strong cash flow and long-term upside. Featuring 4 bedrooms, 2 bathrooms, and 2,233 sqft, this multi-family includes a finished attic, providing additional flexible space ideal for extended living, storage, or potential value-add opportunities. Currently generating

  Marcos Flores Ideal Real Estate, Inc.

  191 Richards St, West Haven, CT 06516
• 

  

  /35

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  737 Shepard Ave, Hamden, CT 06514

  A true log home in the heart of Hamden, offering 3 bedrooms, 1.5 baths, and a stunning stone fireplace that anchors the warm, rustic interior. Enjoy a beautiful sunroom where you can relax and take in the natural surroundings, along with a convenient firstfloor office. A new roof was added in 2020, and the home features generous room sizes, natural wood throughout, and timeless loghome character.

  Rose Bevilacqua Coldwell Banker Realty

  737 Shepard Ave, Hamden, CT 06514
• 

  

  /40

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,719 Sq Ft

  76 Gaylord Mountain Rd, Hamden, CT 06518

  Charming 3-bedroom, 1.5-bath ranch built by a meticulous builder known for exceptional attention to detail. This solid, quality-constructed home features beautiful hardwood floors throughout and generously sized rooms that offer both comfort and flexibility. Sun-filled living spaces are enhanced by an abundance of windows, creating a warm and inviting atmosphere. Impeccably maintained over the

  Kathy Hoyt Dow Della Valle

  76 Gaylord Mountain Rd, Hamden, CT 06518
• 

  

  /39

  $400,000

  • 4 Beds
  • 2 Baths
  • 2,166 Sq Ft

  326 Cook Ave, Meriden, CT 06451

  Completely refreshed and full of timeless character, this spacious two-family colonial is the opportunity investors and owner-occupants have been waiting for. Nearly 2,000 sq ft of beautifully updated living space across two self-contained units - both turn-key, both income-ready, and both designed to impress. With 2-bedroom units in Meriden currently commanding $1,600-$1,800/month, the projected

  Mustafa Muaremi Coldwell Banker Realty

  326 Cook Ave, Meriden, CT 06451
• 

  

  /19

  $479,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  1107 N High St, East Haven, CT 06512

  Welcome to this beautifully remodeled ranch-style home in desirable East Haven, where modern comfort meets timeless charm. Thoughtfully updated with exceptional taste, this move-in-ready property offers the perfect blend of style and functionality. Step inside to discover a stunning brand-new kitchen featuring elegant granite countertops, sleek cabinetry, and stainless-steel appliances-ideal for

  Beata Molnar eRealty Advisors, Inc.

  1107 N High St, East Haven, CT 06512
• 

  

  /36

  $449,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft

  72 Nolan Rd, Hamden, CT 06514

  Welcome to this beautifully maintained 3-bedroom, 2-bath raised ranch offering comfort, style, and versatile living spaces. Hardwood floors run throughout the main living area and bedrooms, even under the primary bedroom carpet, enhancing the home's warmth and charm. The open-concept kitchen, living room, and dining area provide an ideal setting for everyday living and entertaining, seamlessly

  Dawn Sullivan Stevens Real Estate Group LLC

  72 Nolan Rd, Hamden, CT 06514
• 

  

  /40

  $424,900

  $25K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,533 Sq Ft

  38 Harbour Close, New Haven, CT 06519

  Live the life you've always imagined at 38 Harbour Close. Wake up each morning to sweeping views of Long Island Sound from the comfort of your primary bedroom - true waterfront living at its finest. This exceptional condo offers resort-style amenities that are nearly unmatched: a heated indoor lap pool, fully equipped fitness center with professional-grade equipment, Norwegian sauna, and an

  Jeffrey Anderson William Pitt Sotheby's International Realty

  38 Harbour Close, New Haven, CT 06519
• 

  

  /36

  $499,999

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,437 Sq Ft

  92 Limewood Ave Unit C4, Branford, CT 06405

  Experience shoreline living in this charming 2 bedroom, 1.5 bath condo located in a sought-after waterfront community with your own private beach! This community has beautiful landscaping in common areas and leading to your front door. This unit is located in the rear, offering a private fenced-in patio next to the large yard, ideal for dog-owners and playing yard games while entertaining!

  Andrea Viscuso Compass Connecticut, LLC

  92 Limewood Ave Unit C4, Branford, CT 06405
• 

  

  /40

  $409,900

  • 2 Beds
  • 1.5 Baths
  • 1,976 Sq Ft

  281 Kelsey Ave, West Haven, CT 06516

  Ready to move in, this two bedroom ranch with updated kitchen and bathrooms may be just what you are looking for. It is located directly across from Painter Park and is in impeccable condition throughout with hardwood floors and newer vinyl windows. The living room has a wood burning fireplace and the dining room is in what used to be the third bedroom and is easily converted back to the original

  Leonard Nicoletti Coldwell Banker Realty

  281 Kelsey Ave, West Haven, CT 06516
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  /7

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  65 Micko Dr, Seymour, CT 06483

  This impeccably built, soon-to-be-completed 3 Bed /2.5 Bath end-unit townhouse offers a rare combination of modern, customizable design, premium materials, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A

  Erika Windisch Keller Williams Prestige Prop.

  65 Micko Dr, Seymour, CT 06483
• 

  

  /3

  $448,000

  • 11 Beds
  • 5 Baths
  • 5,313 Sq Ft

  123 Carmel St, New Haven, CT 06511

  Distressed value-add multifamily opportunity in a prime New Haven location just minutes from Downtown and Yale University. Currently configured as a 4-family with approved plans and permits in place for conversion to a 5-unit residential building, offering significant upside potential. All major approvals have been secured, including zoning variance and building/fire department approvals. The

  Katsiaryna Usovich P2P Realty Group LLC

  123 Carmel St, New Haven, CT 06511
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  /34

  $489,900

  • 2 Beds
  • 1 Bath
  • 1,591 Sq Ft

  102 Surf Ave, Milford, CT 06460

  Just in time for summer! Welcome to 102 Surf Ave, a move-in ready coastal retreat in one of Milford's most sought-after beach neighborhoods. This beautifully updated home features all new mechanicals, offering peace of mind from day one. Step into a heated enclosed porch-perfect extra space-then into an open floor plan designed for easy living and entertaining, with seamless flow between the

  Lisa Ferrara Calcagni Real Estate

  102 Surf Ave, Milford, CT 06460
• 

  

  /32

  $420,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,634 Sq Ft

  36 Norman Rd, Hamden, CT 06514

  Discover the charm and convenience of this home. A beautifully maintained and updated home offering 2,000 square feet of comfort, style and exceptional space. The kitchen features sleek stainless steel appliances, granite countertops and wood cabinetry creating a perfect blend of modern convenience and classic charm. Natural light fills each room providing an inviting atmosphere throughout. The

  Jennifer Lilly Keller Williams Realty Prtnrs.

  36 Norman Rd, Hamden, CT 06514
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  /38

  $425,000

  • 6 Beds
  • 3 Baths
  • 2,602 Sq Ft

  500 Wilson St, Waterbury, CT 06708

  INVESTOR SPECIAL & OWNER-OCCUPANT OPPORTUNITY - Turnkey 3-Unit in Waterbury's Sought-After Town Plot Neighborhood! Live for free while your tenants pay the mortgage - or add a cash-flowing asset to your portfolio from day one! Situated near the heart of Town Plot, one of Waterbury's most established and family-friendly communities, this solid 3-unit multi-family is perfectly positioned for

  Mustafa Muaremi Coldwell Banker Realty

  500 Wilson St, Waterbury, CT 06708
• 

  

  /27

  $415,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,942 Sq Ft

  15 Spread Oak Ln, Waterbury, CT 06704

  This well-maintained two-family home features two spacious units, each with two bedrooms, an extra room, offering ample living space and comfortable layouts. In excellent condition, the property presents a versatile opportunity for owner-occupants seeking rental income or investors pursuing a strong income-producing asset. Located in a highly desirable area with solid appreciating and future

  Angel Mora eXp Realty

  15 Spread Oak Ln, Waterbury, CT 06704
• 

  

  /16

  $419,900

  $40K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,163 Sq Ft

  15 Oregon Ave, Hamden, CT 06514

  Perfect for small business owner working from home. 2 car garage and lg parking area on side of home presently being used for Tree Service and Landscape business. Large Colonial with 3 floors of living space. First floor has Liv. Rm with office area, Dining Rm, Eat/in Kitchen with Pantry & Half bath and Bedroom with Full Bath. Second floor has 3 Bedrooms & Full Bath. Third Floor has 2 Bedrooms,

  Thomas Mathews THOMAS MATHEWS NEIGHBORHOOD RE

  15 Oregon Ave, Hamden, CT 06514
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  /32

  $440,000

  • 3 Beds
  • 1.5 Baths
  • 1,491 Sq Ft

  114 Daniel Rd, Hamden, CT 06517

  Move right into this beautifully updated 3-bedroom home offering stylish finishes and effortless living. The home features a stunning, fully renovated kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, subway tile backsplash, and a large center island perfect for entertaining or casual dining. The bright and inviting living room offers gleaming floors, recessed

  Alicia Mahon William Pitt Sotheby's Int'l

  114 Daniel Rd, Hamden, CT 06517
• 

  

  /40

  $445,000

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

  19 Smithfield Ave, Meriden, CT 06451

  Discover this beautifully updated gated Hi-Ranch home offering 4 bedrooms, 2 full bathrooms, and 1.5 private acres near Hubbard Park-perfect for enjoying nature,recreation,and peaceful surroundings.Featuring fresh vinyl siding with elegant brick accents,this move-in-ready home is filled with natural light and thoughtful modern upgrades throughout.The fully renovated kitchen showcases quartz

  Himanshu Singh Singh Realty

  19 Smithfield Ave, Meriden, CT 06451
• 

  

  /15

  $499,000

  • 6 Beds
  • 3 Baths
  • 2,795 Sq Ft

  23 Beacon St, Waterbury, CT 06704

  Attention investors and owner-occupants! Income-producing 3-family property where the heavy-lifting has been done for you by current ownership. Positive cash-flow. All 3 floors are spacious two-bedroom units. 7-8% CAP proforma + strong upside potential. Tenant-paid utilities, very low owner expenses. One floor leased at determined market value; one floor has been freshly renovated and just listed

  Melanie Scull William Pitt Sotheby's Int'l

  23 Beacon St, Waterbury, CT 06704
• 

  

  /18

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  Unlisted Address

  Welcome to this charming and well-maintained home offering a perfect blend of comfort, functionality, and outdoor living. From the moment you arrive, the home's clean exterior, classic shutters, and inviting curb appeal set the tone for what's inside. Step into a bright and thoughtfully arranged interior featuring a clean, modern aesthetic and abundant natural light throughout. The bedroom spaces

  H J HOC Realty, Inc

  Unlisted Address
• 

  

  /40

  $499,000

  Open Sun 11AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  9 Stanley Dr, Seymour, CT 06483

  Welcome to this well maintained 3 bedroom, 2.5 bath home located in the highly desirable Great Hill area of Seymour. This inviting property offers a wonderful blend of comfort, space, and convenience- perfect for today's lifestyle. Step inside to find a great layout featuring beautiful hardwood floors with a bright living room with a fireplace , dining room, spacious kitchen that seamlessly flows

  Angelo Catone Coldwell Banker Realty

  9 Stanley Dr, Seymour, CT 06483
• 

  /2

  $479,000

  $21K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,350 Sq Ft

  63 Gorham Ave, Hamden, CT 06514

  Spacious 3 family in great neighborhood! Walk to everything: shopping, busline, park/ Very commutable to hospitals, Southern Connecticut State University, Yale and Quinnipiac.

  Joel Matson Coldwell Banker Realty

  63 Gorham Ave, Hamden, CT 06514
• 

  

  /37

  $475,000

  • Land
  • 4.48 Acres
  • $106,027 per Acre

  71 & 53 Hermitage Ln, North Haven, CT 06473

  Bring your imagination! This unique property includes two parcels of land totaling 4.48 acres. The front lot features 1.38 acres and includes an oversized heated garage with a 16-foot garage door. Above the garage is a spacious 1-bedroom apartment offering 1,080 square feet of living space. The apartment features an open floor plan with a kitchen, dining area, living room, full bathroom, and

  Samantha Celentano Coldwell Banker Realty

  71 & 53 Hermitage Ln, North Haven, CT 06473
• 

  

  /15

  $449,900

  Open Sat 11AM - 1PM

  • 6 Beds
  • 3 Baths
  • 2,448 Sq Ft

  34 Helen St, Hamden, CT 06514

  Investors opportunity!! Spacious 3-Family Property in Hamden. Each unit offers well-appointed living space with separate utilities, making management simple and efficient. The property features 2 bedrooms, living room, kitchen and bath, in each unit, with hardwood floors throughout. Located in a desirable neighborhood close to schools, shopping, and public transportation, this property has

  Martha Torres Century 21 Scala Group

  34 Helen St, Hamden, CT 06514
• 

  

  /37

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  32 Peak Ave, Milford, CT 06460

  Located in one of Milford's desirable coastal neighborhoods, this charming 3-bedroom, 1-bath home offers the perfect blend of shoreline living and everyday convenience. Just minutes from Milford's beautiful beaches, vibrant downtown, marinas, restaurants, parks, train station, and major highways, this location makes it easy to enjoy everything the Connecticut shoreline has to offer. Milford is

  Ryan Braunagel Keller Williams Realty Prtnrs.

  32 Peak Ave, Milford, CT 06460
• 

  

  /16

  $500,000

  • 3 Beds
  • 3.5 Baths
  • 2,391 Sq Ft

  36 Marion Ave, Waterbury, CT 06708

  Welcome to 36 Marion Avenue in Waterbury-a move-in-ready, recently renovated home offering 3 legal bedrooms and 3 full baths, with potential to use it as a 5-6 bedrooms for added flexibility. Featuring brand-new siding for great curb appeal and durability, this home provides a versatile layout ideal for extended living, guest space, or home offices. A perfect opportunity for buyers seeking a

  Edgar Nava eRealty Advisors, Inc.

  36 Marion Ave, Waterbury, CT 06708
• 

  

  /18

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  5 Tibbals Bridge Rd, Madison, CT 06443

  Seller to provide $5,000 credit towards closing and incidentals. Set on nearly a full acre, this completely reimagined ranch is the kind of home that rarely comes along, it truly checks almost every box. This 3-bedroom, 2-bathroom home offers effortless one-level living paired with high end finishes you typically only find in much more expensive properties. From the moment you step inside, the

  James Amendola Hotchkiss Co William M

  5 Tibbals Bridge Rd, Madison, CT 06443
• 

  

  /16

  $449,950

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  92 Martin St, West Haven, CT 06516

  Completely renovated from top to bottom, this move-in ready 3-bedroom, 1.5-bath home in the desirable Center section of West Haven offers the perfect blend of modern updates and classic charm. Featuring brand new heating and air conditioning systems, this home has been thoughtfully upgraded throughout with a stunning new kitchen, beautifully remodeled bathrooms, new flooring, fresh paint, updated

  rich Votto Priority Real Estate Sources L

  92 Martin St, West Haven, CT 06516
• 

  

  /17

  $499,900

  • 6 Beds
  • 2 Baths
  • 2,346 Sq Ft

  37-39 Park Ave, Derby, CT 06418

  Excellent income-producing multi-family property offering a fantastic opportunity for both investors and owner-occupants alike. This side-by-side townhouse-style duplex features two spacious units, each offering 3 bedrooms and 1 full bathroom with identical floor plans. Both units boast expansive family rooms, formal dining rooms, spacious eat-in kitchens, and generously sized bedrooms. The

  Anthony Fabrizio Coldwell Banker Realty

  37-39 Park Ave, Derby, CT 06418
• 

  /2

  $419,900

  Coming Soon

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

  14 Jeffrey Rd, East Haven, CT 06513

  great home

  Michael Perrelli Century 21 AllPoints Realty

  14 Jeffrey Rd, East Haven, CT 06513
• 

  

  /37

  $435,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  12 Grieb Trail, Wallingford, CT 06492

  Tucked away on the tranquil eastern shore of Spring Lake, 12 Grieb Trail in Wallingford is the kind of address that turns every day into a staycation. This beautifully renovated 3-bedroom, 2 full bath home offers 1,536 square feet of comfortable living - but the real story here is the lake and its beauty. Step outside and you're on the shores of one of Wallingford's most peaceful settings, where

  Kevin Rockoff Rockoff Realty

  12 Grieb Trail, Wallingford, CT 06492
• 

  

  /24

  $429,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  42 Coppola Terrace, Derby, CT 06418

  Well-kept spacious split level home offering unlimited space for the entire family. The home features hardwood floors throughout, SS appliances, three generous size bedrooms with two full bathrooms, full kitchen and separate dining room for entertaining. Lower level offers enough space for a family room plus an additional space for an in-law suite that walks out to a newly fenced private

  Deborah Brown Coldwell Banker Realty

  42 Coppola Terrace, Derby, CT 06418
• 

  

  /6

  $474,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,965 Sq Ft

  46 Micko Dr, Seymour, CT 06483

  This impeccably built, soon-to-be-completed 2 Bed /2.5 Bath townhouse offers a rare combination of modern, customizable design, premium materials, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance

  Erika Windisch Keller Williams Prestige Prop.

  46 Micko Dr, Seymour, CT 06483
• 

  

  /26

  $400,000

  • 5 Beds
  • 3 Baths
  • 1,872 Sq Ft

  58 South Ave, Meriden, CT 06451

  3 Family Income Producing property- 5 bedrooms and 3 Baths. 2 Brand new water heaters installed (2026) Roof 7years old. ***PHOTOS BEFORE CURRENT TENANTS MOVED IN***

  Jennifer Dos Santos Keller Williams Realty Prtnrs.

  58 South Ave, Meriden, CT 06451

Showing Results 161 - 200, Page 5 of 6