Real Estate Investment Properties for Sale in Madison, VA
Looking for investment property in Madison, VA with high ROI ?
Explore a variety of short-term homes & houses in Madison, VA. Invest wisely with VRBO & Madison, VA 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, VA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
984 OAK PARKMADISON, VAWelcome to this beautifully renovated home nestled on 1.6 private acres in Madison, VA. Mo... |
3 beds | 2 baths | 1,000 sq.ft. |
$420,000 |
Airbnb cash on cash: 0.34%
|
319 N Main StMADISON, VAWell maintained historical home in the heart of Madison. Home featured in the historic ho... |
3 beds | 1 baths | 2,744 sq.ft. |
$449,000 |
Airbnb cash on cash: 0.16%
|
150 N Main StMADISON, VACharming 1800's 4BR/2.5BA Colonial Home in the Heart of Madison. Step into a piece of hist... |
4 beds | 2 baths | 2,932 sq.ft. |
$439,000 |
Airbnb cash on cash: 1.93%
|
399 Shelby RdMADISON, VA***AUCTION***List price is STARTING BID only. Price TBD at live auction on Thursday, Octo... |
3 beds | 2 baths | 1,502 sq.ft. |
$385,000 |
Airbnb cash on cash: -0.01%
|
33 E CIRCLE RoadMADISON, VAAvailable in May 2025 a modern two BR, two bath, central heat and A/C house situated on a ... |
2 beds | 2 baths | 1,100 sq.ft. |
$392,000 |
Airbnb cash on cash: -0.09%
|
107 SylvanMADISON, VANestled in the serene community of Malvern of Madison, this charming ranch-style home offe... |
3 beds | 3 baths | 2,713 sq.ft. |
$629,000 |
Airbnb cash on cash: -0.35%
|
2004 TWYMANS MILL RoadMADISON, VACharming one-level home in Madison County with a perfect blend of country charm, yet just ... |
3 beds | 2 baths | 1,708 sq.ft. |
$379,900 |
Airbnb cash on cash: 0.38%
|
183 Sleigh Bell LnMADISON, VA183 Sleigh Bell Ln, MADISON, VA 22727 | Single Family Residential |
4 beds | 3 baths | 0 sq.ft. |
$529,000 |
Airbnb cash on cash: 1.19%
|
Poorhouse RdMADISON, VAPoorhouse Rd, MADISON, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$75,000 |
Airbnb cash on cash: -3.15%
|
0 MainMADISON, VA0 Main, MADISON, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$89,900 |
Airbnb cash on cash: -2.94%
|
Jacks Shop RdMADISON, VAJacks Shop Rd, MADISON, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$149,000 |
Airbnb cash on cash: -2.51%
|
TBD Duet RdMADISON, VATBD Duet Rd, MADISON, VA 22727 | Other |
N/A beds | N/A baths | 1,728 sq.ft. |
$165,000 |
Airbnb cash on cash: -2.45%
|
92 acres Seminole TrlMADISON, VA92 acres Seminole Trl, MADISON, VA 22727 | Other |
N/A beds | N/A baths | 1,120 sq.ft. |
$4,300,000 |
Airbnb cash on cash: -1.84%
|
SeminoleMADISON, VASeminole, MADISON, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$411,500 |
Airbnb cash on cash: -2.07%
|
256 BLUE RIDGEMADISON, VAJust a short drive from the Center of the town of Madison. Come home to this spacious one-... |
4 beds | 4 baths | 2,290 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.28%
|
00 Mt Zion Church RdMADISON, VA00 Mt Zion Church Rd, OAKPARK, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$145,000 |
Airbnb cash on cash: -2.53%
|
453 LOST VALLEY RoadMADISON, VAMountain views, fresh air, and space to make it your own! Perched on a mountaintop in a pr... |
3 beds | 2 baths | 1,486 sq.ft. |
$375,000 |
Airbnb cash on cash: 0.42%
|
1830 Thrift RdMADISON, VA1830 Thrift Rd, MADISON, VA 22727 | Single Family Residential |
3 beds | 2 baths | 3,023 sq.ft. |
$5,850,000 |
Airbnb cash on cash: -1.69%
|
0 Tatum School RdMADISON, VA0 Tatum School Rd, MADISON, VA 22727 | Other |
N/A beds | N/A baths | N/A |
$135,000 |
Airbnb cash on cash: -2.58%
|
114 MARSHALL RDMADISON, VARanch style home in Madison County VA. This home features 3 bedrooms, 1 bath, an eat-in ki... |
3 beds | 1 baths | 912 sq.ft. |
$319,900 |
Airbnb cash on cash: 0.67%
|
85 ELEMENTARY ACRESMADISON, VAFreshly painted interior, New Carpet just installed. New Roof 5 years ago. Updated windows... |
3 beds | 1 baths | 1,056 sq.ft. |
$349,900 |
Airbnb cash on cash: 0.76%
|
1380 S F T VALLEY RDMADISON, VAAn affordable brick home with great potentialâperfect for investors or buyers ready to a... |
3 beds | 1 baths | 1,293 sq.ft. |
$255,000 |
Airbnb cash on cash: 1.26%
|
211 Lonnie Burke RdMADISON, VAList price is starting bid only. Home will be sold at auction 4/21/2026 @3:30pm. Contact u... |
4 beds | 4 baths | 2,500 sq.ft. |
$300,000 |
Airbnb cash on cash: 3.64%
|
111 RESETTLEMENTMADISON, VAWelcome to this inviting 3-bedroom, 1-bath home that blends comfort, character, and recent... |
3 beds | 1 baths | 1,280 sq.ft. |
$290,000 |
Airbnb cash on cash: 1.11%
|
298 COURTHOUSE MOUNTAIN LNMADISON, VAWoodhaven: an architectural sanctuary on 6.47 private acres in the Blue Ridge foothills. A... |
3 beds | 5 baths | 4,993 sq.ft. |
$885,000 |
Airbnb cash on cash: -0.54%
|
732 COURTHOUSE MOUNTAINMADISON, VABrick rambler located within minutes to the Town of Madison. Brick home features formal d... |
3 beds | 4 baths | N/A |
$299,250 |
Airbnb cash on cash: 0.81%
|
Seminole TrlMADISON, VASeminole Trl, MADISON, VA 22911 | Other |
N/A beds | N/A baths | N/A |
$22,000,000 |
Airbnb cash on cash: -1.82%
|
Real Estate investment in Madison, VA
There are 30 properties for sale in the city of Madison . The median list price in Madison is $409,000 and the average price per square foot is $226. In March 2026, the average monthly cash on cash return in Madison is 3.00%. The average monthly rental income in Madison is $1,734.