4

Madison, CT Homes for Sale under $500,000

Section Image
  • 3 Esterly Farms Rd, Madison, CT 06443
    3 Esterly Farms Rd, Madison, CT 06443
    3 Esterly Farms Rd, Madison, CT 06443
    /4

    $400,000

    Coming Soon
    • 1 Bed
    • 1.5 Baths
    • 1,372 Sq Ft

    3 Esterly Farms Rd, Madison, CT 06443

    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

    3 Esterly Farms Rd, Madison, CT 06443
  • 92 Scotland Rd Unit Lot. 3, Madison, CT 06443
    92 Scotland Rd Unit Lot. 3, Madison, CT 06443
    /2

    $350,000

    $100K PRICE DROP
    • Land
    • 2.05 Acres
    • $170,732 per Acre

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443

    Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

    Stacy Bucci Coldwell Banker Realty

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443
  • 6 Ladshaw Dr, Madison, CT 06443
    6 Ladshaw Dr, Madison, CT 06443
    6 Ladshaw Dr, Madison, CT 06443
    /27

    $487,000

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft

    6 Ladshaw Dr, Madison, CT 06443

    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

    6 Ladshaw Dr, Madison, CT 06443
  • 12 W Sussex Place Unit 12, Madison, CT 06443
    12 W Sussex Place Unit 12, Madison, CT 06443
    12 W Sussex Place Unit 12, Madison, CT 06443
    /8

    $479,000

    • 2 Beds
    • 1.5 Baths
    • 2,096 Sq Ft

    12 W Sussex Place Unit 12, Madison, CT 06443

    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

    12 W Sussex Place Unit 12, Madison, CT 06443
Connecticut New Haven County

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

Home Prices in Madison, CT

The median home sale price in Madison, CT is $704,250, up 6% year-over-year. Homes in Madison sell in 58 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$704,250
Median Single Family Sale Price
$738,500
Median Townhouse Sale Price
$561,250
Median 2 Bedroom Sale Price
$522,500
Median 1 Bedroom Sale Price
$231,500
Average Price Per Sq Ft
$405
Number of Homes for Sale
43
Last 12 months Home Sales
260
Months of Supply
2.00
Median List Price
$699,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

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