Seymour, CT Homes for Sale under $500,000

Nestled on a spacious, usable 1.88-acre lot, this lovingly maintained one-owner ranch offers comfort, versatility, and room to grow. Once part of a former chicken farm, the property provides a peaceful setting with plenty of space to enjoy the outdoors. This 7-room, 1,568-square-foot home features a spacious living room with a fireplace, two bedrooms, and two full bathrooms, including a primary

Wendy Kudej Emerald Glen Associates

Move right into this beautifully updated 3 bedroom, 2 bath Cape Cod located in a desirable Seymour neighborhood. Recent improvements include brand new hardwood flooring throughout the main level, new carpeting upstairs, fresh interior paint, updated ceiling fans, and a new oil tank and boiler, providing both style and peace of mind for years to come. The flexible floor plan offers comfortable

Brian Christy William Raveis Real Estate

Beautifully maintained and full of charm, 3-bedroom, 1.5-bath Cape-style single-family home with garage in Seymour offers comfort, functionality, and timeless appeal. Featuring gleaming hardwood floors throughout much of the home and newer windows that provide abundant natural light and improved energy efficiency, this inviting property is ready for its next owner. A spacious layout offers

John Rodican All Connecticut Realty

Townhouse style unit with a Tandem 2 car garage. This 6 rooms 2 Bedrooms 1.5 baths awaits its new owner. A peaceful serene landscaped complex awaits you. The floors are Tile,Laminate and W/W carpet. A fully applianced Kitchen with ample cabinets, The living room has a fireplace plus slider to private deck. Conveniently located to town amenities, parks ,schools restaurants and only 2 miles to

Nickie O'Toole Nickie Otoole Realty LLC

Versatile 3-bedroom, 1.5-bath home currently configured as a single-family residence while offering multifamily zoning potential. This character-filled home features a cozy living room with a wood-burning stove, updated electrical, central air, and a flexible layout offering potential for in-home daycare use with ample off-street parking. Enjoy the fenced-in backyard complete with a concrete

Brittany Stanchak Berkshire Hathaway NE Prop.

24 HOUR NOTICE to see this Charming Ranch Home with Outdoor Living, Storage, and Commuter Convenience, Come see this inviting 918-square-foot ranch home offering comfortable one-level living and a practical layout with five rooms, including three bedrooms. A wonderful condominium alternative, this home provides the privacy, outdoor space, and flexibility of a single-family property without

Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

Opportunity awaits at 285 S Main Street in Seymour. This 4-bedroom, 2-bath Colonial offers excellent potential for renovation. Features include a detached garage with additional storage, two storage sheds, and fully paid-off solar panels. The property requires substantial updating and is being sold in its current condition. Buyers are responsible for verifying all information and the property's

Mirna Chinchilla VORO CT LLC

Welcome to 144 Maple Street, a charming 1957 brick ranch set near scenic Clark Pond. Located on a convenient street with easy access to main roads and commuter-friendly Route 8, this home is also approximately 15-20 minutes from New Haven and offers a manageable commute to Fairfield County. The main level features 3 bedrooms and 1.5 baths, with cathedral ceilings that create an open and

Rich Salerno William Raveis Real Estate

Not an FHA, CHFA OR VA financing type home. Shut off all lights. Lock all doors. Needs SOME TLC, bring your talents. Step inside this 11-room home sitting on a prime corner lot. Walk across hardwood floors and feel the cool breeze of central air conditioning. This house offers space for everyone, including a full in-law apartment that is perfect for guests or extended family. Downstairs, you will

Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

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.

This impeccably built, soon-to-be-completed 3 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.

Privacy surrounds this home on it's multiple level 1 acre lot. Home has plenty of potential for the right buyer. Home features newer roof and most windows replaced with thermopane, 3 BR's, 1.5 baths, fireplace with insert. Partially finished lower level with additional rooms, mudroom, etc. Many stonewalls accent property. Needs TLC. Subject to PROBATE.

Frank Decerbo Preston Gray Real Estate

Welcome to 123 Pearl Street - a breathtaking Victorian-style residence in the heart of Seymour, where timeless architectural charm meets modern luxury living. This magnificent home has been thoughtfully and completely updated / remodeled throughout, preserving its original character while offering every contemporary comfort today's owner expects. From the moment you arrive, the steeply pitched

Frank D'Ostilio Houlihan Lawrence WD

Spacious 5-Bedroom Home on a Premium 2.25-Acre Lot! Offering incredible space and versatility, this unique property features 4 upper-level bedrooms and a 5th bedroom on the walk-out lower level-perfect for extended family or guests. Step inside to find classic hardwood floors throughout the living room and bedrooms, charming knotty pine accents, and a sealed fireplace waiting for your personal

Joseph Martino Joseph Martino Real Estate

Phenomenally renovated raised ranch showcasing exceptional craftsmanship, luxury finishes, and modern design throughout. Offering nearly 1,300 square feet of above-grade living space plus an additional 600 square feet of finished lower-level living area, this turnkey home has been completely transformed from top to bottom. The stunning exterior boasts brand-new siding, windows, roofing, garage

Ryan Newport Social & Co Realty