Homes for Sale Under $300K in Madison, FL
This page tracks every Madison listing with an asking price under $300,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
15 homes listed under $300,000 are for sale or pending in Madison, FL today across 13 communities. The median asking price is $235,000, from $105,000 to $270,000. Listings in Madison without that feature have a median of $509,500. Most listings right now: Lakeside Heights (2), Cherry Lake Farms (1), South Hanson (1). Updated September 11, 2026 from the MLS.
Madison homes under $300K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Homes Under $300K | New build | Median list | From |
|---|---|---|---|---|
| Lakeside Heights | 2 | 0 | $170,000 | $145,000 |
| Cherry Lake Farms | 1 | 0 | $270,000 | $270,000 |
| South Hanson | 1 | 0 | $259,900 | $259,900 |
| South Hanson | 1 | 0 | $259,900 | $259,900 |
| Lakeside Terrace | 1 | 0 | $259,000 | $259,000 |
| Livingston Springs | 1 | 0 | $245,000 | $245,000 |
| Livingston Springs | 1 | 0 | $245,000 | $245,000 |
| Moseley's Addition | 1 | 0 | $235,000 | $235,000 |
| Moseley's Addition | 1 | 0 | $235,000 | $235,000 |
| City of Madison | 1 | 0 | $150,000 | $150,000 |
| City of Madison | 1 | 0 | $140,000 | $140,000 |
| Vickers Addition | 1 | 0 | $105,000 | $105,000 |
| Vickers Addition | 1 | 0 | $105,000 | $105,000 |
What under $300,000 buys and what to check
In this price band the differences between listings are usually age, size and condition rather than location alone, so read each listing’s year built, square footage and property type (a condo or manufactured home and a single-family home can sit at the same price with very different monthly costs). Budget the full monthly number, not the price: taxes, insurance, and HOA or CDD fees are all on each listing page, and our true cost of ownership calculator puts them into one figure. Insurance quotes on older roofs and older electrical can change which of two similar homes is actually cheaper.
Questions to ask about any listing in this band
How old is the roof, and will insurers write it? Is there a four-point inspection on file? What did the seller pay for insurance last year? In a condo, what are the dues, is there a special assessment or milestone inspection pending, and what do the reserves look like? Is the price a recent reduction, and how long has it been listed? A local agent who works the area will know which communities in this band have the fewest surprises at inspection.
Common questions
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Keep exploring Madison
Live data: Tallahassee Board of REALTORS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Madison, FL whose MLS record reports an asking price under $300,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.