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3 beds New construction With a pool

5 Bedroom Homes in Madison, MS

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20 of 44 Listings

Map

20 of 44 Listings

5 Bedroom Homes in Madison, MS — Page 2

44 listings

5 Bedroom Homes in Madison, MS

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20 of 44 Listings

Map

5 Bedroom Homes in Madison, MS

20 of 44 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #21797

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #21797

Call Thomas

Active

$2,250,000

5 bd · 7 ba · 5,860 sqft

100 Winchester Loop, Madison, MS

Bethany E Foote · BHHS Gateway Real Estate

Price Reduced60Active

$639,900

5 bd · 4 ba · 3,424 sqft

103 Wingtip Way, Madison, MS

John Polles · Polles Properties, LLC

51Active

$1,180,000

5 bd · 6 ba · 4,895 sqft

341 Johnstone Drive, Madison, MS

Cherie Walker · Marketplace Real Estate

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #21797

Call Thomas

53Active

$474,900

5 bd · 4 ba · 3,320 sqft

202 Fairway Lane, Madison, MS

Barbara Mooney · McKee Realty, Inc.

66Active

$650,000

5 bd · 4 ba · 3,510 sqft

197 Cotton Wood Drive, Madison, MS

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

64Active

$1,520,000

5 bd · 7 ba · 5,479 sqft

109 Dalton Pointe, Madison, MS

Lynn Fillingham · Marketplace Real Estate

Price Reduced90Active

$579,900

5 bd · 5 ba · 4,433 sqft

401 Kingsbridge Road, Madison, MS

Ashley Howie Shackelford · Crye-Leike

43Active

$879,900

5 bd · 5 ba · 4,803 sqft

121 Klaas Boulevard, Madison, MS

Teresa Renkenberger · Merck Team Realty, Inc.

50Active

$1,150,000

5 bd · 5 ba · 4,687 sqft

249 Normandy Circle, Madison, MS

Rhonda Norris · Keller Williams

41Active

$690,000

5 bd · 5 ba · 4,164 sqft

108 Novara Cove, Madison, MS

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

Price Reduced84Active

$1,750,000

5 bd · 5 ba · 6,821 sqft

108 Chantry Lane, Madison, MS

LaJesca Woodard · Keller Williams

Price Reduced52Active

$950,000

5 bd · 5 ba · 3,774 sqft

224 Welchshire Drive, Madison, MS

Christi S Chandler · The Compass Group

Price Reduced47Active

$4,300,000

5 bd · 5 ba · 4,344 sqft

300 Catlett Road, Madison, MS

Bernard E Crowley Jr · Whitetail Properties Real Estate, LLC

Price Reduced39Active

$699,900

5 bd · 5 ba · 3,746 sqft

301 Calumet Drive, Madison, MS

Courtney Murriel · Prestige Realty & Investments

Price Reduced60Active

$589,000

5 bd · 3 ba · 3,749 sqft

481 Cheyenne Lane, Madison, MS

Bethany Culley · Keller Williams

30Active

$920,000

5 bd · 6 ba · 4,600 sqft

119 Carrington Drive, Madison, MS

Daniel Demers · Sell Your Home Services, LLC.

Price Reduced48Active

$949,900

5 bd · 5 ba · 3,942 sqft

703 Ivywood Court, Madison, MS

Stephanie Remore · Keller Williams

Price Reduced63Active

$849,900

5 bd · 5 ba · 3,480 sqft

409 Whittington Circle, Madison, MS

Mandy Gardner · Maselle & Associates Inc

Price Reduced44Active

$869,900

5 bd · 4 ba · 3,700 sqft

468 Whittington Circle, Madison, MS

Mandy Gardner · Maselle & Associates Inc

Price Reduced33Active

$839,900

5 bd · 4 ba · 3,660 sqft

425 Whittington Circle, Madison, MS

Mandy Gardner · Maselle & Associates Inc

1 2

Listing data & MLS disclosures

Madison housing market

August 2026 · This period is still settling

Selling at 98.5% of asking price

Buyers here are paying below asking. MLS · 69 sales · as of Aug 31, 2026

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

Median sale price: $361,685$312,784–$488,184 typical range
Price per sq. ft.: $136
Sales: 34
Paid in cash: 0.0%

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Median list price: $459,500
Homes for sale: 262
Median days on market: 28 days

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

Year-over-year: -22.9%

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.

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

Explore Madison homes

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Under $300K
Under $500K
Under $700K
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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #21797

Call Thomas

Listing data & MLS disclosures

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

Selling at 98.5% of asking price

Buyers here are paying below asking. MLS · 69 sales · as of Aug 31, 2026

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

Median sale price: $361,685$312,784–$488,184 typical range
Price per sq. ft.: $136
Sales: 34
Paid in cash: 0.0%

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

Median list price: $459,500
Homes for sale: 262
Median days on market: 28 days

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

Year-over-year: -22.9%

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.