Madison, CT Homes for Sale under $600,000

Coming Soon! Goes Live 7-27-26. Best value in Madison! Pics coming! Tucked away in the sought-after Esterly Farms community, this 1,372-s.f. townhouse offers a seamless blend of comfort & shoreline charm. The thoughtfully designed layout is anchored by stunning Brazilian cherry wood floors that flow throughout the main level, adding a rich, polished warmth to the home. The inviting living area

Lisa Rollins Team Compass Connecticut, LLC

Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

Laura Cariati William Raveis Real Estate

A rare investment opportunity with unmatched storage and garage space! Tucked away on a private 2-acre lot just minutes from I-95 and everything Madison has to offer, this unique property combines immediate rental income with an incredible opportunity for the next owner. The 3-bedroom home is currently tenant-occupied, generating $2,500 per month in rental income, while the expansive detached

Meig Walz Newcomb Coldwell Banker Realty

Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this 'tucked away' home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath

Greg robbins Houlihan Lawrence WD

Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flows into the dining room, all with lots of light. The gracious kitchen offers quality cabinetry and a granite countertop

Lisa Edgerton William Raveis Real Estate

Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison's sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to capture both morning and afternoon light, and distant views of Long Island Sound. Inside, the first floor features a gracious

Kelly Whiteman William Raveis Real Estate

Welcome to easy, low-maintenance living in this beautifully maintained 2-bedroom 1.5 bath condo built in 2006. Offering 1,296 square feet of comfortable living space, plus approximately 608 additional finished square feet in the lower level (cement floor), this home provides plenty of room to relax, entertain, or work from home. The open floor plan features hardwood floors, a spacious kitchen

Kimberly Stasiak Century 21 AllPoints Realty

Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded with bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, the perfect spot for morning coffee. A flat, level &

Todd Gould William Pitt Sotheby's Int'l

Nicely updated 1476 sf condo with family room, plus 3 season sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. The home has all new windows! Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer

Judy Libby Berkshire Hathaway NE Prop.

Beautifully updated Cape Cod, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the

Linda Toscano Coldwell Banker Realty