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3 bedsNew constructionWith a pool
5 Bedroom Homes in Madison, MS
46 listings

5 Bedroom Homes in Madison, MS

5 Bedroom Homes in Madison, MS

Show Map
24 of 46 Listings
Map

5 Bedroom Homes in Madison, MS

24 of 46 Listings

  1. 124 N Natchez Drive — photo82

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #21797

Call Thomas
Active

$999,000

5 bd · 5 ba · — sqft

124 N Natchez Drive, Madison, MS

Steve Craft · Real Estate Partners

  • 149 Harbor View Drive — photoNew82Active

    $845,000

    5 bd · 4 ba · — sqft

    149 Harbor View Drive, Madison, MS

    Jessie Haley · Haley Properties LLC

  • 241 Sycamore Lane — photoPrice Reduced60Active

    $595,000

    5 bd · 4 ba · — sqft

    241 Sycamore Lane, Madison, MS

    Ann Tolbert · Southern Homes Real Estate

  • 303 Kiowa Drive — photoPrice Reduced52Active

    $349,000

    5 bd · 3 ba · — sqft

    303 Kiowa Drive, Madison, MS

    Lizbeth T Garcia · Real Estate Partners

  • 466 Whittington Circle — photoPrice Reduced59Active

    $829,900

    5 bd · 4 ba · — sqft

    466 Whittington Circle, Madison, MS

    Mandy Gardner · Maselle & Associates Inc

  • 205 Helena Lane — photo54Active

    $550,000

    5 bd · 4 ba · — sqft

    205 Helena Lane, Madison, MS

    John Polles · Polles Properties, LLC

  • 809 Beaumont Drive — photo19Active

    $595,000

    5 bd · 5 ba · — sqft

    809 Beaumont Drive, Madison, MS

    Katie Warren · Buck Commander

  • 109 Victoria Place — photoPrice Reduced48Active

    $569,000

    5 bd · 4 ba · — sqft

    109 Victoria Place, Madison, MS

    Celia A Manley · Celia Manley Properties

  • 107 Haddington Cove — photo71Active

    $879,000

    5 bd · 4 ba · — sqft

    107 Haddington Cove, Madison, MS

    Rashida Walker · W Real Estate LLC

  • 118 Glenwood Bend — photo30Active

    $789,900

    5 bd · 4 ba · — sqft

    118 Glenwood Bend, Madison, MS

    Barret Blondeau · Falaya, LLC

  • 104 Chantry Lane — photo84Active

    $1,299,900

    5 bd · 4 ba · — sqft

    104 Chantry Lane, Madison, MS

    Ellen Smith · Tom Smith Land & Homes

  • 178 Ironwood Plantation Boulevard — photo57Active

    $779,000

    5 bd · 4 ba · — sqft

    178 Ironwood Plantation Boulevard, Madison, MS

    Mariclaire Putman · Hometown Property Group

  • 121 Johnstone Drive — photoPrice Reduced99Active

    $1,495,000

    5 bd · 5 ba · — sqft

    121 Johnstone Drive, Madison, MS

    Bethany E Foote · BHHS Gateway Real Estate

  • 109 Ingleside Road — photoPrice Reduced43Active

    $565,000

    5 bd · 3 ba · — sqft

    109 Ingleside Road, Madison, MS

    Cecilia Bullock · Charlotte Smith Real Estate

  • 100 Winchester Loop — photo99Active

    $2,250,000

    5 bd · 7 ba · — sqft

    100 Winchester Loop, Madison, MS

    Bethany E Foote · BHHS Gateway Real Estate

  • 103 Wingtip Way — photo60Active

    $647,500

    5 bd · 4 ba · — sqft

    103 Wingtip Way, Madison, MS

    John Polles · Polles Properties, LLC

  • 341 Johnstone Drive — photo51Active

    $1,180,000

    5 bd · 6 ba · — sqft

    341 Johnstone Drive, Madison, MS

    Cherie Walker · Marketplace Real Estate

  • 202 Fairway Lane — photo53Active

    $474,900

    5 bd · 4 ba · — sqft

    202 Fairway Lane, Madison, MS

    Barbara Mooney · McKee Realty, Inc.

  • 213 Breezy Hill Drive — photoPrice Reduced47Active

    $595,000

    5 bd · 4 ba · — sqft

    213 Breezy Hill Drive, Madison, MS

    Claire Simmons · Southern Homes Real Estate

  • 197 Cotton Wood Drive — photo66Active

    $650,000

    5 bd · 4 ba · — sqft

    197 Cotton Wood Drive, Madison, MS

    Emily G Ferguson · Nix-Tann & Associates, Inc.

  • 109 Dalton Pointe — photo64Active

    $1,520,000

    5 bd · 7 ba · — sqft

    109 Dalton Pointe, Madison, MS

    Lynn Fillingham · Marketplace Real Estate

  • 174 Westlake Circle — photo70Active

    $1,047,000

    5 bd · 6 ba · — sqft

    174 Westlake Circle, Madison, MS

    Rashida Walker · W Real Estate LLC

  • 401 Kingsbridge Road — photoPrice Reduced90Active

    $579,900

    5 bd · 5 ba · — sqft

    401 Kingsbridge Road, Madison, MS

    Ashley Howie Shackelford · Crye-Leike

  • 121 Klaas Boulevard — photo43Active

    $879,900

    5 bd · 5 ba · — sqft

    121 Klaas Boulevard, Madison, MS

    Teresa Renkenberger · Merck Team Realty, Inc.

  • 12

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #21797

    Call Thomas

    Listing data & MLS disclosures

    MLS United
    Information is deemed to be reliable but not guaranteed. Copyright © 2026 MLS United, LLC.

    Madison, MS community profile

    Population
    29,103
    Median income
    $121,517
    Housing units
    11,137
    People per sq. mi.
    358
    Area
    81.3 sq. mi.

    Source: HJN community data

    Madison housing market

    August 2026 · This period is still settling

    Madison 5-month median sale price trend

    Homes that sold · County records, as of Aug 14, 2026

    Median sale price
    $369,870$311,837–$492,678 typical range
    Price per sq. ft.
    $136
    Sales
    33
    Paid in cash
    3.0%

    Homes on the market · MLS, as of Aug 30, 2026

    Median list price
    $459,500
    Homes for sale
    262

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -21.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    2,788 sq. ft.