Real Estate Investment Properties for Sale in Madison, FL
Looking for investment property in Madison, FL with high ROI ?
Explore a variety of short-term homes & houses in Madison, FL. Invest wisely with VRBO & Madison, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Madison, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
2271 SW Oregon TrlMADISON, FL2271 SW Oregon Trl, MADISON, FL 32331 | Other |
N/A beds | N/A baths | 1,350 sq.ft. |
$325,000 |
Airbnb cash on cash: 2.14%
|
000 W Us 90MADISON, FL000 W Us 90, MADISON, FL 32331 | Other |
N/A beds | N/A baths | N/A |
$250,000 |
Airbnb cash on cash: 3.32%
|
1048 NE Duval Pond RoadMADISON, FLWelcome to this beautiful 57+ acre horse farm offering the perfect blend of country living... |
3 beds | 2 baths | 1,596 sq.ft. |
$790,000 |
Airbnb cash on cash: 2.74%
|
479 NW Appaloosa WayMADISON, FLExperience exceptional craftsmanship in this custom-built home set on over five peaceful a... |
4 beds | 3 baths | 3,809 sq.ft. |
$685,500 |
Airbnb cash on cash: 3.96%
|
1983 E US 90 HighwayMADISON, FLBrick Home on 3 Acres - Minutes from Downtown Madison, FL! Address: 1983 E US 90, Madison,... |
3 beds | 3 baths | 1,959 sq.ft. |
$399,900 |
Airbnb cash on cash: 5.89%
|
396 NW Gadwall WayMADISON, FLStep Back in Time with This 1870 Florida Southern Dogtrot 5 Bedroom 2 1/2 bath home. His... |
5 beds | 3 baths | 3,393 sq.ft. |
$375,000 |
Airbnb cash on cash: N/A
|
9849 N Sr 53MADISON, FLImagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond... |
2 beds | 2 baths | 2,008 sq.ft. |
$360,000 |
Airbnb cash on cash: 4.68%
|
916 SW CR 360MADISON, FLExpansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural Potential Discover the perfe... |
4 beds | 3 baths | 3,206 sq.ft. |
$780,000 |
Airbnb cash on cash: 3.18%
|
3704 NE ROCKY FORD RoadMADISON, FLSitting upon a full acre this west facing 15-year young 5 BR, 3BA home, features timeless ... |
5 beds | 3 baths | 3,452 sq.ft. |
$449,900 |
Airbnb cash on cash: N/A
|
6175 NE Colin Kelly HighwayMADISON, FLCharming Brick Home on 1 Acre - Peaceful Country Living! Discover this beautiful 2-bedroom... |
2 beds | 2 baths | 1,552 sq.ft. |
$259,900 |
Airbnb cash on cash: 7.28%
|
4339 NE CHERRY LAKE CircleMADISON, FLWater-lover's paradise! This lake home oasis is off the beaten path in the quaint county o... |
3 beds | 2 baths | 1,586 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.4%
|
3500 NE Rocky Ford RdMADISON, FL3500 NE Rocky Ford Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$512,400 |
Airbnb cash on cash: 0.68%
|
VACANT88 NE Rocky Ford RdMADISON, FLVACANT88 NE Rocky Ford Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$882,000 |
Airbnb cash on cash: -0.39%
|
3600 NE Rocky Ford RdMADISON, FL3600 NE Rocky Ford Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$413,700 |
Airbnb cash on cash: 1.29%
|
3618 Country Kitchen RdMADISON, FL3618 Country Kitchen Rd, MADISON, FL 32340 | Single Family Residential |
3 beds | 2 baths | 2,853 sq.ft. |
$549,900 |
Airbnb cash on cash: 3.81%
|
241 SW Canopy TrlMADISON, FL241 SW Canopy Trl, MADISON, FL 32340 | Single Family Residential |
3 beds | 2 baths | 1,898 sq.ft. |
$389,000 |
Airbnb cash on cash: 6.13%
|
983 NW St Thomas Church RdMADISON, FL983 NW St Thomas Church Rd, MADISON, FL 32340 | Single Family Residential |
4 beds | 2 baths | 2,384 sq.ft. |
$375,000 |
Airbnb cash on cash: 8.58%
|
1055 NE Cherry Lake CirMADISON, FL1055 NE Cherry Lake Cir, MADISON, FL 32340 | Single Family Residential |
3 beds | 3 baths | 2,040 sq.ft. |
$675,000 |
Airbnb cash on cash: 2.76%
|
319 SE Bunker StMADISON, FL319 SE Bunker St, MADISON, FL 32340 | Single Family Residential |
3 beds | 2 baths | 1,612 sq.ft. |
$299,000 |
Airbnb cash on cash: 8.5%
|
1217 SW Caleb AveMADISON, FL1217 SW Caleb Ave, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$450,000 |
Airbnb cash on cash: 1.03%
|
TBD SW Harvey Greene DrMADISON, FLTBD SW Harvey Greene Dr, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$130,000 |
Airbnb cash on cash: 7.96%
|
5001 NW Little Cat RdMADISON, FL5001 NW Little Cat Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$315,000 |
Airbnb cash on cash: 2.26%
|
651 NW Flowers RdMADISON, FL651 NW Flowers Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$360,000 |
Airbnb cash on cash: 1.75%
|
1537 NE Cherry Lake CirMADISON, FL1537 NE Cherry Lake Cir, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$375,000 |
Airbnb cash on cash: 1.61%
|
650 NW Florwers Rd RdMADISON, FL650 NW Florwers Rd Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$790,500 |
Airbnb cash on cash: -0.22%
|
1341 NE Cherry Lake CirMADISON, FL1341 NE Cherry Lake Cir, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$425,000 |
Airbnb cash on cash: 1.2%
|
Vacant SW Hike Lake RdMADISON, FLVacant SW Hike Lake Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$1,551,000 |
Airbnb cash on cash: -1.03%
|
xxx NE Geranium StMADISON, FLxxx NE Geranium St, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$760,000 |
Airbnb cash on cash: -0.15%
|
5000 NW Little Cat RdMADISON, FL5000 NW Little Cat Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$420,000 |
Airbnb cash on cash: 1.24%
|
SE Rogers Sink RdMADISON, FLSE Rogers Sink Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$160,000 |
Airbnb cash on cash: 6.16%
|
8412 SW Tower RdMADISON, FL8412 SW Tower Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$540,000 |
Airbnb cash on cash: 0.55%
|
511 SW Sundown Creek RdMADISON, FL511 SW Sundown Creek Rd, MADISON, FL 32340 | Single Family Residential |
3 beds | 2 baths | 1,938 sq.ft. |
$699,500 |
Airbnb cash on cash: 2.6%
|
8665 SW Tower RdMADISON, FL8665 SW Tower Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$285,000 |
Airbnb cash on cash: 2.7%
|
1701 SW Moseley Hall RdMADISON, FL1701 SW Moseley Hall Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$460,000 |
Airbnb cash on cash: 0.97%
|
1914 SW JIm Clark RdMADISON, FLTurnkey 40.23-Acre Livestock & Recreational Property with Home, Cross-Fencing & Cypress Po... |
3 beds | 2 baths | 2,079 sq.ft. |
$350,000 |
Airbnb cash on cash: 7.01%
|
4219 NE Cherry Lake CircleMADISON, FLWake up to breathtaking sunrises and unwind with unforgettable sunsets on Cherry Lake-one ... |
3 beds | 2 baths | 1,655 sq.ft. |
$749,000 |
Airbnb cash on cash: 2.35%
|
231 SW Rutledge StMADISON, FL231 SW Rutledge St, MADISON, FL 32340 | Single Family Residential |
4 beds | 3 baths | 3,910 sq.ft. |
$500,000 |
Airbnb cash on cash: 5.99%
|
0000 NW Cr 253MADISON, FL0000 NW Cr 253, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$245,000 |
Airbnb cash on cash: 3.43%
|
870 SW San Pedro RdMADISON, FL870 SW San Pedro Rd, MADISON, FL 32340 | Other |
N/A beds | N/A baths | N/A |
$249,500 |
Airbnb cash on cash: 3.33%
|
Real Estate investment in Madison, FL
There are 41 properties for sale in the city of Madison . The median list price in Madison is $375,000 and the average price per square foot is $208. In April 2026, the average monthly cash on cash return in Madison is 5.00%. The average monthly rental income in Madison is $1,415.