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Madison, FL Homes for Sale | Realty.com

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

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Closing costs, itemized
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3 beds New construction

26 listings

Selling Options

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Get an instant cash offer
Buy before you sell

Resources

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What's worth fixing first
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Homes for Sale in Madison, FL

Homes for Sale in Madison, FL

24 of 26 Listings

Homes for Sale in Madison, FL

24 of 26 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

New70Active
$599,000
3 bd · 2 ba · 1,655 sqft
4219 NE Cherry Lake Circle, Madison, FL
Kayla Meadows · Keller Williams Town & Country
9Active
$165,000
3 bd · 2 ba · 960 sqft
628 NE Dill Street, Madison, FL
Christopher W Taylor · All Realty Services
46Active
$270,000
3 bd · 1 ba · 1,451 sqft
839 NE Post Road, Madison, FL
Illeana G Meares · LPT Realty

47Active
$231,500
4 bd · 3 ba · 2,480 sqft
493 NE Shelby Extension, Madison, FL
Sarah Pike · The American Dream
30Active
$415,000
4 bd · 3 ba · 2,241 sqft
422 NW College Loop, Madison, FL
Sarah Pike · The American Dream
Price Reduced70Active
$599,000
3 bd · 2 ba · 1,655 sqft
4219 NE Cherry Lake Circle, Madison, FL
Kayla Meadows · Keller Williams Town & Country
63Active
$235,000
4 bd · 4 ba · 2,688 sqft
485 SW Jordan Street, Madison, FL
Lynette C Sirmon · All Realty Services
Price Reduced44Active
$338,000
3 bd · 2 ba · 1,750 sqft
9072 S County Road 53, Madison, FL
Clara A Cope · Amy Cope Southern Properties,
45Active
$319,000
3 bd · 2 ba · 2,552 sqft
272 NE Dusty Miller Avenue, Madison, FL
Lynette C Sirmon · All Realty Services
Price Reduced27Active
$245,000
4 bd · 3 ba · 1,881 sqft
495 NE Fraleigh Drive, Madison, FL
Jessica H Groover · Southern Land & Homes
70Active
$585,000
5 bd · 6 ba · 3,814 sqft
588 NW Pickle Lane, Madison, FL
Dennis L Coxwell · Keller Williams Town & Country
Price Reduced42Active
$522,000
3 bd · 2 ba · 3,057 sqft
542 NE Horry Avenue, Madison, FL
Sarah Pike · The American Dream
Price Reduced68Active
$599,900
3 bd · 2 ba · 1,920 sqft
393 NW Willie Deas Rd. (Lot 2), Madison, FL
Melanie Parks · The American Dream
19Active
$399,900
3 bd · 2 ba · 1,898 sqft
241 SW Canopy Trail, Madison, FL
Sarah Pike · The American Dream
42Active
$559,000
3 bd · 2 ba · 2,002 sqft
153 SW Canopy Trail, Madison, FL
Sarah Pike · The American Dream
Price Reduced68Active
$749,000
3 bd · 2 ba · 2,864 sqft
1752 SE Rogers Sink Road, Madison, FL
Cindy Vees · Jason Mitchell Real Estate
59Active
$195,000
3 bd · 2 ba · 1,500 sqft
146 SE Bunker Street, Madison, FL
Lynette C Sirmon · All Realty Services
Price Reduced39Active
$449,000
4 bd · 4 ba · 2,869 sqft
324 NE Fraleigh Drive Drive, Madison, FL
Benjamin T Jones · Southern Land & Homes
62Active
$500,000
4 bd · 3 ba · 3,910 sqft
231 SW Rutledge Street, Madison, FL
Sarah Pike · The American Dream
Price Reduced34Active
$439,900
5 bd · 3 ba · 3,452 sqft
3704 NE Rocky Ford Road, Madison, FL
FRANCES A SMITH · MOMENTUM REALTY
44Active
$675,000
3 bd · 3 ba · 2,040 sqft
1055 NE Cherry Lake Circle, Madison, FL
Sarah Pike · The American Dream
67Active
$350,000
3 bd · 2 ba · 2,079 sqft
1914 SW JIm Clark Rd, Madison, FL
Benjamin T Jones · Southern Land & Homes
52Active
$790,000
3 bd · 2 ba · 1,596 sqft
1048 NE Duval Pond Road, Madison, FL
Jeffry Wood · Keller Williams Town & Country
Price Reduced51Active
$259,000
4 bd · 3 ba · 2,632 sqft
277 SE Woodlawn Street, Madison, FL
Daren G Renfroe · A Main Street Realty Co, LLC

1 2

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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.

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Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-08-20 21:10:38 UTC
Capital Area Technology & REALTOR Services (Tallahassee Board of REALTORS): The data relating to real estate for sale on this website comes in part from a cooperative data exchange program of the Tallahassee Board of REALTORS®. Real estate listings held by brokerage firms other than Realty.com are marked with the listing broker's logo or name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. The broker providing this data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Use of search facilities of data on the site, other than by a consumer looking to buy, sell or lease real estate, is prohibited. Copyright © 2026 Tallahassee Board of REALTORS®. All Rights Reserved.

New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Madison, FL community profile

Population: 3,037
Median income: $34,497
Housing units: 1,323
People per sq. mi.: 11.3
Area: 268.8 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

32340 (30)
32331 (17)
32060 (12)
32059 (9)
32053 (5)
32064 (4)
32347 (4)
32350 (3)

Cities

Greenville (16)
LIVE OAK (8)
Lee (8)
Jennings (5)
Live Oak (5)
Lamont (2)
Other (2)
PERRY (2)

Madison housing market

May 2026

Homes that sold · County records, as of May 29, 2026

Median sale price: $92,000$55,750–$163,750 typical range
Sales: 16
Paid in cash: 56.3%

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

Year-over-year: 66.7%