Madison, FL Homes for Sale under $400,000

• 

  

  

  /19

  $139,900

  $20K 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
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• 

  

  

  /23

  $375,000

  • Land
  • 40.49 Acres
  • $9,262 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
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  /29

  $149,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  197 NE Betty St, Madison, FL 32340

  Discover the comfort & charm of country living in this inviting 3-bed, 1-bath home located in desirable Madison County. Designed with both functionality & everyday living in mind. This home features a living room, bonus room, & a welcoming kitchen with an adjoining dining area, offering plenty of room to gather with family & friends. The classic brick exterior is complemented w/metal roof,

  Andrew Poole POOLE REALTY INC.

  197 NE Betty St, Madison, FL 32340
• 

  

  

  /27

  $245,000

  $15K PRICE DROP

  • 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
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  /14

  $394,000

  • Land
  • 39.4 Acres
  • $10,000 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
• 

  /2

  $165,000

  • 2,302 Sq Ft

  589 S Duval Ave Unit 1, Madison, FL 32340

  Excellent investment opportunity in the heart of Madison, Florida! This well-maintained two-story multifamily property offers approximately 2,302 square feet and features two separate rental units, each containing approximately 1,150 square feet of living space. Both units include 2 bedrooms and 1 bathroom and are currently occupied by tenants, providing immediate rental income for the new owner.

  William Gamalero Southern Land & Homes

  589 S Duval Ave Unit 1, Madison, FL 32340
• 

  

  /40

  $259,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  6175 NE Colin Kelly Hwy, Madison, FL 32340

  Charming Brick Home on 1 Acre – Peaceful Country Living! Discover this beautiful 2-bedroom, 2-bath brick home perfectly situated on a serene 1-acre lot. Enjoy quiet mornings in the sunroom overlooking a tranquil koi pond and a peaceful backyard filled with nature’s beauty. The spacious layout offers comfortable living areas, a well-appointed kitchen, and plenty of natural light throughout.

  Crystal Bochnia Madison Realty Group, LLC

  6175 NE Colin Kelly Hwy, Madison, FL 32340
• 

  

  /29

  $375,000

  • Land
  • 38,768 Sq Ft
  • $421,348 per Acre

  1537 NE Cherry Lake Cir, Madison, FL 32340

  Lakefront Lot on Sought-After Cherry Lake – Madison, Florida Discover the perfect setting for your dream lake home on beautiful Cherry Lake, one of Madison County’s most sought-after waterfront communities. This spacious lakefront lot comes equipped with a well, septic tank, and existing dock piers, providing an incredible head start on your build. The gentle slope of the property is ideal for a

  Beth Haun EXP Realty, LLC

  1537 NE Cherry Lake Cir, Madison, FL 32340

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