Madison, FL Homes

/51
$500,000
- 3 Beds
- 2 Baths
- 2,899 Sq Ft
3639 N Sr 53, Madison, FL 32340

Spacious, beautifully renovated 3 bedroom, 2 bathroom home situated on 8.63 acres on paved North State Road 53, just minutes from town. The 2,899 heated square foot home is high and dry and surrounded by mature live oaks, offering a peaceful North Florida setting with convenient access. Most renovations were completed in 2021, with a new metal roof installed in 2025. Updates include new flooring,

Stephanie Dobson Southern Land & Homes

3639 N Sr 53, Madison, FL 32340
/11
$12,000

Sold May 11, 2026

0 NE Ivy Dr Unit 398652, Madison, FL 32059
- Land
- 19,602 Sq Ft
- $26,667 per Acre
Last Sold Summary
- 4% Above List Price
- 16 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

0 NE Ivy Dr Unit 398652, Madison, FL 32059

/42
Est $257,221

Not Listed For Sale

850 SW Moseley Hall Rd, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
- Built 2011
850 SW Moseley Hall Rd, Madison, FL 32340

Last Sold Summary
- 31 Days On Market

/24
$760,000

Under Contract
- Land
- 86.41 Acres
- $8,795 per Acre
xxx NE Geranium St, Madison, FL 32340

Here's a wonderful opportunity to have your own private farm and oasis - 86+/- acres, mostly covered in 8 year old Longleaf Pines with grand Oaks scattered along the perimeter. This gently rolling property has been well maintained by the current owners, and will make a wonderful homestead or retreat for its next one. There is an old barn and small wrap around stable on the property, as well as a

Jim Butler ROGERS BARRY, REALTOR

xxx NE Geranium St, Madison, FL 32340
/52
$70,000

Sold Feb 27, 2026

191 SW Crosby Ave, Madison, FL 32340
- 3 Beds
- 1.5 Baths
- 1,062 Sq Ft
- Built 1925
Last Sold Summary
- 7% Below List Price
- $66/SF
- 39 Days On Market
Current Estimated Value $72,023

Last Listing Agent Lynette Sirmon All Realty Services

191 SW Crosby Ave, Madison, FL 32340

/3
Not Listed For Sale

0 SE Bandit St Unit 1132638, Madison, FL 32340
0 SE Bandit St Unit 1132638, Madison, FL 32340

Last Sold Summary
- 331 Days On Market

/19
$149,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 1,794 Sq Ft
383 NE Ridge Loop, Madison, FL 32340

According to several locals, this was the former home of FDR & Eleanor Roosevelt when they were living here as they were developing Cherry Lake Subdivision. Lots of history here! Great buy for a spacious 4 bedroom, 2 bath home on 0.77 acres fully fenced with driveway gate. The home has a large living room with fireplace, kitchen with dining area. Storm shelter in the backyard is a rare bonus!

David Brown FIVE STAR REALTY GROUP, LLC.

383 NE Ridge Loop, Madison, FL 32340
/14
$77,500

Sold Jun 17, 2026

6136 NE Colin Kelly Hwy, Madison, FL 32340
- 3 Beds
- 2 Baths
- 816 Sq Ft
- Built 1989
Last Sold Summary
- 1% Below List Price
- $95/SF
- 26 Days On Market
Last Listing Agent John (Jeb) Stewart THE DARBY-ROGERS CO.

6136 NE Colin Kelly Hwy, Madison, FL 32340

/40
Est $140,590

Not Listed For Sale

406 SW Horry Ave, Madison, FL 32340
- 5 Beds
- 3 Baths
- 2,696 Sq Ft
- Built 1890
406 SW Horry Ave, Madison, FL 32340

Last Sold Summary
- 9 Days On Market

/23
$325,000
- Land
- 40.49 Acres
- $8,027 per Acre
2271 SW Oregon Trail, Madison, FL 32331

Conveniently located near I-10 on a private maintained road. Electric, well and septic already done. Man made pond just waiting for you to go fishing in. 2020 Retreat by Keystone Camper is included in the sale. Hunting allowed. HOA fees of $425 a year to cover the costs of maintaining the roads and management. Property has pine trees and is eligible for Ag exemption. Build a house when you want

Cliff Glansen FLATFEE.COM

2271 SW Oregon Trail, Madison, FL 32331
/19
$185,000

Sold Dec 29, 2025

0 NW Kramer Rd Unit 129076, Madison, FL 32340
- Land
- 49.03 Acres
- $3,773 per Acre
Last Sold Summary
- 45 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

0 NW Kramer Rd Unit 129076, Madison, FL 32340

/25
Est $162,849

Not Listed For Sale

374 SW Macon St, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,250 Sq Ft
- Built 1990
374 SW Macon St, Madison, FL 32340

Last Sold Summary
- 72 Days On Market

/70
$649,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,655 Sq Ft
4219 NE Cherry Lake Cir, Madison, FL 32340

Wake up to breathtaking sunrises and unwind with unforgettable sunsets on Cherry Lake—one of North Florida’s most sought-after spring-fed lakes known for its clear water and peaceful setting. This stunning lakefront home in Madison, FL offers the perfect blend of relaxation, entertaining, and quality construction. This 3-bedroom, 2-bath home with a loft is designed to maximize the views,

Kayla Meadows Keller Williams Town & Country

4219 NE Cherry Lake Cir, Madison, FL 32340
/15
$220,050

Sold Jul 30, 2025

VAC NE Persimmon Dr, Madison, FL 32350
- Land
- 24.45 Acres
- $9,000 per Acre
Last Sold Summary
- 19 Days On Market
Last Listing Agent Ryan Walker Southern Land & Homes

VAC NE Persimmon Dr, Madison, FL 32350

/41
Est $284,321

Not Listed For Sale

328 NE Prairie Rd, Madison, FL 32340
- 3 Beds
- 2 Baths
- 2,460 Sq Ft
- Built 2013
328 NE Prairie Rd, Madison, FL 32340

Last Sold Summary
- 83 Days On Market

/56
$322,700

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 2,176 Sq Ft
521 NE Cherry Lake Cir, Madison, FL 32340

Cherry Lake 4/2 on 3 acres, with 2 car workshop/garage! The "good life" awaits on this spacious property in a great community! Just a half mile up the street from Cherry Lake and the American legion, (1 mile from the 4-H camp and public park/boat ramp.) there's something here for everyone! Inside this home, built in 2015 you'll find upgraded stainless appliances and a newer leaded-glass front

Brigitte Swarbrick Keller Williams Town & Country

521 NE Cherry Lake Cir, Madison, FL 32340
/38
$85,500

Sold Apr 06, 2026

641 SW Horry Ave, Madison, FL 32340
- 2 Beds
- 1 Bath
- 1,276 Sq Ft
- Built 1930
Last Sold Summary
- $67/SF
- 1 Day On Market
Current Estimated Value $97,230

Last Listing Agent Scarlett Holt The American Dream

641 SW Horry Ave, Madison, FL 32340

/42
Not Listed For Sale

871 NE Berkshire Rd, Madison, FL 32340
- 3 Beds
- 3 Baths
- 4,088 Sq Ft
- Built 1991
871 NE Berkshire Rd, Madison, FL 32340

Last Sold Summary
- 26 Days On Market

/10
$69,000
- Land
- 5.42 Acres
- $12,731 per Acre
0 Appaloosa Way Lot 5, Madison, FL 32340

Great opportunity to own 5 beautiful acres with pond frontage in a quiet, well-maintained subdivision. Located on a paved road with underground utilities throughout the neighborhood, this cleared homesite is ready for your site-built home. Enjoy peaceful waterfront views just outside the city limits, while remaining minutes from shopping, dining, and everyday conveniences. Properties offering

Melanie Parks The American Dream

0 Appaloosa Way Lot 5, Madison, FL 32340
/20
$185,000

Sold Dec 29, 2025

Lot 81 SW Kramer Rd, Madison, FL 32340
- Land
- 49.03 Acres
- $3,773 per Acre
Last Sold Summary
- 25% Below List Price
- 63 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

Lot 81 SW Kramer Rd, Madison, FL 32340

/12
Est $128,381

Not Listed For Sale

379 SW Macon St, Madison, FL 32340
- 3 Beds
- 1 Bath
- 1,088 Sq Ft
- Built 1932
379 SW Macon St, Madison, FL 32340

Last Sold Summary

/23
$499,000

$296K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,115 Sq Ft
855 NE Delphinium Dr, Madison, FL 32340

PRICE IMPROVED! Great investment/business opportunity! 2,115sqft Residence with 5,165sqft 10-Unit Assisted Living Facility and 3-Unit Apartment. This listing is two separate parcels being sold together totaling approximately 6.9 acres with a beautiful entrance lined with Live Oaks. It would be wonderful for the community to see this property revitalized for its former purpose, serving the elderly

Ben Marinelli All Realty Services

855 NE Delphinium Dr, Madison, FL 32340
/17
$41,250

Sold Jan 28, 2026

205 SW Millinor St, Madison, FL 32340
- 2 Beds
- 1 Bath
- 720 Sq Ft
- Built 1950
Last Sold Summary
- $57/SF
- 11 Days On Market
Current Estimated Value $43,089

Last Listing Agent Christina McCulley eXp Realty LLC

205 SW Millinor St, Madison, FL 32340

/38
Est $110,969

Not Listed For Sale

523 SW Horry Ave, Madison, FL 32340
- 2 Beds
- 1.5 Baths
- 966 Sq Ft
- Built 1920
523 SW Horry Ave, Madison, FL 32340

Last Sold Summary
- 177 Days On Market

/14
$512,400
- Land
- 48.8 Acres
- $10,500 per Acre
3500 NE Rocky Ford Rd, Madison, FL 32340

Owner financing options available. Discover this impressive 48.8 acre parcel with approximately 650 ft of road frontage, perfect for a family farm or potential community development. The property features 9 acres of thriving 7.5 year old planted pines, providing both beauty and potential income. Additionally, the remaining acreage has newly planted pines established in Jan 2025, ensuring future

SUSAN WHITE DUAL STATE REAL ESTATE INC

3500 NE Rocky Ford Rd, Madison, FL 32340
/21
$40,000

Sold Sep 26, 2025

293 SE Old County Camp Rd, Madison, FL 32340
- 3 Beds
- 1 Bath
- 1,151 Sq Ft
- Built 1940
Last Sold Summary
- 33% Below List Price
- $35/SF
- 16 Days On Market
Current Estimated Value $47,440

Last Listing Agent Joyce Mays Realty One Group Next Gen

293 SE Old County Camp Rd, Madison, FL 32340

/28
Est $158,452

Not Listed For Sale

115 SW Arnold St, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1974
115 SW Arnold St, Madison, FL 32340

Last Sold Summary
- 104 Days On Market

/50
$439,000
- 3 Beds
- 2 Baths
- 2,032 Sq Ft
1262 N State Road 53, Madison, FL 32340

There’s something special about finding a home that offers both space to breathe and comfort to gather—and this one delivers. Situated on 6.63 fully fenced acres, this well-maintained traditional 3 bedroom, 2 bathroom home offers 2,032 heated sq ft of thoughtfully designed living space. Inside, a well-appointed formal living room welcomes you at the front of the home, while the separate family

Melanie Parks The American Dream

1262 N State Road 53, Madison, FL 32340
/53
$280,000

Sold Nov 05, 2025

1152 NE Cherry Lake Cir, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,552 Sq Ft
- Built 1940
Last Sold Summary
- $180/SF
- 12 Days On Market
Current Estimated Value $263,005

Last Listing Agent Sarah Pike The American Dream

1152 NE Cherry Lake Cir, Madison, FL 32340

/32
Est $105,815

Not Listed For Sale

620 SW Range Ave, Madison, FL 32340
- 2 Beds
- 1 Bath
- 1,321 Sq Ft
- Built 1901
620 SW Range Ave, Madison, FL 32340

Last Sold Summary
- 13 Days On Market

/27
$259,900
- 4 Beds
- 2.5 Baths
- 1,881 Sq Ft
495 NE Fraleigh Dr, Madison, FL 32340

Located in the desirable Livingston Springs neighborhood, this move-in ready brick home offers the perfect combination of space, updates, and convenience just minutes from downtown Madison, Florida. Featuring 4 bedrooms, 2.5 bathrooms, and 1,881 heated square feet, this home offers a functional split-bedroom floor plan designed for both privacy and everyday living. Multiple gathering spaces,

Jessica Groover Southern Land & Homes

495 NE Fraleigh Dr, Madison, FL 32340
/11
$56,000

Sold Jul 09, 2025

00 NE Nixon Place, Madison, FL 32340
- Land
- 6.06 Acres
- $9,241 per Acre
Last Sold Summary
- 53 Days On Market
Last Listing Agent Constance DAY Southern Land & Homes

00 NE Nixon Place, Madison, FL 32340

/2
Est $301,696

Not Listed For Sale

206 NE Rocky Ford Rd, Madison, FL 32340
- 5 Beds
- 2 Baths
- 2,866 Sq Ft
- Built 1900
206 NE Rocky Ford Rd, Madison, FL 32340

Last Sold Summary
- 45 Days On Market

/29
$105,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
213 SW Valentine Ave, Madison, FL 32340

Affordable Brick Home on Large In-Town Lot with Investment Potential Opportunity awaits with this 3 bedroom, 2 bathroom brick home situated on a large in-town lot, offering space, flexibility, and strong potential for the right buyer. This home features a functional layout with potential for a 4th bedroom or flex space, making it ideal for a home office, guest room, or added value opportunity.

Jessica Groover Southern Land & Homes

213 SW Valentine Ave, Madison, FL 32340
/2
$650,000

Sold Dec 19, 2025

1292 NE Oats Ave, Madison, FL 32340
- 4 Beds
- 3 Baths
- 2,355 Sq Ft
- Built 1935
Last Sold Summary
- $276/SF
- 0 Days On Market
Current Estimated Value $630,700

Last Listing Agent NonMLS NON MLS NORTH FLORIDA M.L.S., INC

1292 NE Oats Ave, Madison, FL 32340

/37
Est $123,700

Not Listed For Sale

467 SW Horry Ave, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
- Built 1940
467 SW Horry Ave, Madison, FL 32340

Last Sold Summary
- 132 Days On Market

/5
$32,500
- Land
- 1 Acre
- $32,500 per Acre
0 NE Willow Bend Terrace Unit MFRTB8520167, Madison County, FL 32059

Discover the perfect blend of privacy, space, and small-town charm with this beautiful 1-acre homesite in Lee, Florida. Whether you're looking to build your dream home, establish a weekend retreat, or invest in North Florida land, this property offers endless possibilities with plenty of room for your home, workshop, garden, and outdoor recreation. Enjoy the peaceful rural atmosphere while

Anthony Gigilo TOP BROKERAGE, LLC

0 NE Willow Bend Terrace Unit MFRTB8520167, Madison County, FL 32059
/39
$75,000

Sold Oct 10, 2025

6241 Florida 53, Madison, FL 32340
- 3 Beds
- 1 Bath
- 884 Sq Ft
- Built 1969
Last Sold Summary
- 25% Below List Price
- $85/SF
- 9 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

6241 Florida 53, Madison, FL 32340

/42
Est $649,777

Not Listed For Sale

1435 NE Cherry Lake Cir, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 2007
1435 NE Cherry Lake Cir, Madison, FL 32340

Last Sold Summary
- 128 Days On Market

/15
$413,700
- Land
- 39.4 Acres
- $10,500 per Acre
3600 NE Rocky Ford Rd, Madison, FL 32340

Owner Financing Available. Explore this expansive 39.4 acre parcel located just 3 miles from Madison City Limits. The property boasts approx 650ft of county road frontage and features approx 15 acres of thriving 7.5 year old pines, providing both beauty and potential income. The remaining acreage has newly planted pines, established in January 2025, ensuring future growth and sustainability. This

SUSAN WHITE DUAL STATE REAL ESTATE INC

3600 NE Rocky Ford Rd, Madison, FL 32340

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