4

Madison, CT Homes for Sale under $500,000

Section Image Section Image
  • 15 Stepping Stone Ln, Madison, CT 06443
    15 Stepping Stone Ln, Madison, CT 06443
    /2

    $459,500 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,346 Sq Ft

    15 Stepping Stone Ln, Madison, CT 06443

    Situated in a quiet, desirable neighborhood, this inviting 4-bedroom raised ranch sits on over 1.25 acres with a lovely, spacious and level backyard-ideal for outdoor living and entertaining. The main level features an open layout with an eat-in kitchen, dining area, and living room, along with four bedrooms and a full hall bath, all on one level. A large deck conveniently located off the dining

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 271-1663

    15 Stepping Stone Ln, Madison, CT 06443
  • 534 Horse Pond Rd, Madison, CT 06443
    534 Horse Pond Rd, Madison, CT 06443
    534 Horse Pond Rd, Madison, CT 06443
    /15

    $425,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    534 Horse Pond Rd, Madison, CT 06443

    Nestled on a peaceful 2.82 acre lot, this charming two-bedroom ranch offers the perfect blend of privacy, comfort , and natural beauty. With a lightly wooded landscape, the property provides a serene setting with open space for outdoor enjoyment. Inside, the home features a practical single-level layout with a cozy living area, complete with a wood burning stove, an inviting galley kitchen, and

    Mary Polchaninoff Berkshire Hathaway NE Prop.

    534 Horse Pond Rd, Madison, CT 06443
  • 75 Fairview Dr, Madison, CT 06443
    75 Fairview Dr, Madison, CT 06443
    75 Fairview Dr, Madison, CT 06443
    /16

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    75 Fairview Dr, Madison, CT 06443

    3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

    Derek Eisenberg Continental Real Estate

    75 Fairview Dr, Madison, CT 06443
  • 1281 Durham Rd, Madison, CT 06443
    1281 Durham Rd, Madison, CT 06443
    1281 Durham Rd, Madison, CT 06443
    /34

    $499,900

    • 4 Beds
    • 2 Baths
    • 2,192 Sq Ft

    1281 Durham Rd, Madison, CT 06443

    Positioned in a highly desirable Madison location just minutes from town, shoreline beaches, and local shops, 1281 Durham Road delivers space, versatility, and opportunity on approximately half an acre. This property offers a flexible layout rarely found at this value point in the shoreline market. The main level showcases a generously sized living room centered around a fireplace, creating a

    Michelle Lorenzetti Premier Re Group LLC

    1281 Durham Rd, Madison, CT 06443
Connecticut New Haven County Madison

Real Estate & Homes in Madison, CT under $500,000

Home Trends in Madison, CT

On average, homes in Madison, CT sell after 56 days on the market compared to the national average of 55 days. The median sale price for homes in Madison, CT over the last 12 months is $700,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$620,000
Median 2 Bedroom Sale Price
$547,500
Median 1 Bedroom Sale Price
$238,000
Average Price Per Sq Ft
$389
Number of Homes for Sale
33
Last 12 months Home Sales
265
Months of Supply
1.50
Median List Price
$698,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Madison, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 4 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Madison, CT and find the perfect fit for your homeownership goals.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group