Real Estate Investment Properties for Sale in Middlesboro, KY
Looking for investment property in Middlesboro, KY with high ROI ?
Explore a variety of short-term homes & houses in Middlesboro, KY. Invest wisely with VRBO & Middlesboro, KY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Middlesboro, KY
Search for Single Family Residential for Sale in Middlesboro, Kentucky. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 33 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
908 Chester AveMiddlesboro, KYThis home is older home well maintained, 2 bd 1 full bath with an efficiency apartment beh... |
3 beds | 2 baths | 1,400 sq.ft. |
$199,000 |
Airbnb cash on cash: 2.02%
|
140 Chasteen DriveMiddlesboro, KYIf you have been looking for a home to call your own, don't miss out on this lovely home w... |
3 beds | 2 baths | 1,800 sq.ft. |
$195,000 |
Airbnb cash on cash: 2.78%
|
103 Leafwood RdMiddlesboro, KYClassic two-story home built in 1923, thoughtfully renovated to blend modern upgrades with... |
2 beds | 2 baths | 1,326 sq.ft. |
$165,000 |
Airbnb cash on cash: 3.95%
|
314 Picadilly CourtMiddlesboro, KYSpacious home located in Ambleside subdivision. This home has 4 bedrooms and 2 1/2 bathroo... |
4 beds | 2 baths | 2,576 sq.ft. |
$293,000 |
Airbnb cash on cash: N/A
|
2004 Twin Fawn TrlMiddlesboro, KYBEAUTIFUL LUXURY HOME! This grand 1 and 1/2 story home is located right outside the city ... |
5 beds | 2 baths | 2,542 sq.ft. |
$525,000 |
Airbnb cash on cash: N/A
|
807 Exeter AveMiddlesboro, KYNew custom built home in the heart of Middlesboro. This home features three (3) bedrooms a... |
3 beds | 2 baths | 1,200 sq.ft. |
$249,900 |
Airbnb cash on cash: 1.95%
|
515 Englewood RdMiddlesboro, KYExplore this charming home offering a blend of tranquility and convenience! Nestled in tow... |
3 beds | 3 baths | 2,210 sq.ft. |
$279,900 |
Airbnb cash on cash: 1.23%
|
4921 W CUMBERLAND AveMiddlesboro, KYCharming 3-Bedroom Home in a Prime Location! Discover comfort and convenience in this beau... |
3 beds | 2 baths | 1,900 sq.ft. |
$235,000 |
Airbnb cash on cash: 1.78%
|
805 Worchester AveMiddlesboro, KYThis home has been brought back beyond its Glory!! Completely remodeled from the sub floor... |
5 beds | 3 baths | 2,250 sq.ft. |
$339,900 |
Airbnb cash on cash: N/A
|
359 Beans Fork RdMiddlesboro, KYI love a good sunroom, don't you? Recently updated 2-bedroom 1 bath home is move in ready!... |
2 beds | 1 baths | 952 sq.ft. |
$150,000 |
Airbnb cash on cash: 4.51%
|
505 S 38th StMiddlesboro, KYLocated in Middlesboro, KY, this property is conveniently close to the hospital, schools, ... |
2 beds | 2 baths | 1,144 sq.ft. |
$198,500 |
Airbnb cash on cash: 3.66%
|
523 N 30th StMiddlesboro, KYSpacious All-Brick Home with Attached Guest Quarters - Prime Location! This beautifully ma... |
5 beds | 4 baths | 3,146 sq.ft. |
$458,000 |
Airbnb cash on cash: N/A
|
180 Stevenson Branch RdMiddlesboro, KYCharming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd i... |
3 beds | 1 baths | 1,200 sq.ft. |
$179,900 |
Airbnb cash on cash: 3.05%
|
409 Meadow LaneMiddlesboro, KYThis 4 bedroom home is located just minutes away from Downtown Middlesboro KY. With upgrad... |
4 beds | 2 baths | 1,120 sq.ft. |
$184,900 |
Airbnb cash on cash: N/A
|
220 Windermere DriveMiddlesboro, KYBEAUTIFUL MOVE IN READY HOME IN AMBLESIDE. Discover your next home in Ambleside, a tranqui... |
3 beds | 2 baths | 1,692 sq.ft. |
$269,500 |
Airbnb cash on cash: 1.43%
|
2702 Cumberland AvenueMiddlesboro, KYDon't miss this opportunity to own a historic home on Cumberland Avenue with a rare corner... |
4 beds | 2 baths | 3,885 sq.ft. |
$359,000 |
Airbnb cash on cash: N/A
|
129 Lower Gibson LaneMiddlesboro, KYThe Chateau on the Creek - Home for Sale in Middlesboro, KY (Bell County) Welcome to The C... |
3 beds | 2 baths | 1,856 sq.ft. |
$240,000 |
Airbnb cash on cash: 1.91%
|
123 Upper Gibson LaneMiddlesboro, KYCozy 3 bedroom, 1 bathroom home sitting on a surveyed acre with detached 1 car garage that... |
3 beds | 2 baths | 1,088 sq.ft. |
$155,000 |
Airbnb cash on cash: 3.6%
|
6 Hampton CourtMiddlesboro, KYBeautiful split foyer home in Ambleside. The view from the front window is amazing. This w... |
4 beds | 3 baths | 1,966 sq.ft. |
$249,000 |
Airbnb cash on cash: N/A
|
918 E Cumberland AvenueMiddlesboro, KYThis home rest on a lot that goes from city street to ally. This home has 3 bedrooms and o... |
3 beds | 1 baths | 792 sq.ft. |
$160,000 |
Airbnb cash on cash: 3.39%
|
45 Fourmile Run RoadMiddlesboro, KYNewly Remodeled, move-in ready home. This home is nestled in the heart of Middlesboro on a... |
3 beds | 2 baths | 934 sq.ft. |
$172,000 |
Airbnb cash on cash: 2.97%
|
1208 KY-217Middlesboro, KYHere is your opportunity to own a home in a desirable community. Approximately 11 acres in... |
2 beds | 2 baths | 960 sq.ft. |
$189,000 |
Airbnb cash on cash: 3.23%
|
11 Castleford WayMiddlesboro, KYRenovated and truly move in ready! Proudly owned by just one owner, this home shows except... |
3 beds | 1 baths | 1,100 sq.ft. |
$235,200 |
Airbnb cash on cash: 1.33%
|
409 Fairview RoadMiddlesboro, KYThis 4 bedroom 3 1/2 bath ranch is siting on 2.17 acres minutes from downtown. With a view... |
4 beds | 4 baths | 2,684 sq.ft. |
$369,900 |
Airbnb cash on cash: N/A
|
832 N 25th StMiddlesboro, KY
|
6 beds | 3 baths | 4,033 sq.ft. |
$319,900 |
Airbnb cash on cash: N/A
|
164 Walker LaneMiddlesboro, KYCharming 3 Bedroom, 2 Bath Home - Fully Updated and Move-In Ready! Renovations and upgrade... |
3 beds | 2 baths | 1,040 sq.ft. |
$174,500 |
Airbnb cash on cash: 2.41%
|
113 Hollywood DrMiddlesboro, KY113 Hollywood Dr, Middlesboro, KY 40965 | Single Family Residential |
3 beds | 2 baths | 3,174 sq.ft. |
$299,000 |
Airbnb cash on cash: 0.66%
|
923 Winchester AveMiddlesboro, KY923 Winchester Ave, Middlesboro, KY 40965 | Single Family Residential |
1 beds | 1 baths | 800 sq.ft. |
$99,000 |
Airbnb cash on cash: N/A
|
63 Old Pineville PikeMiddlesboro, KY63 Old Pineville Pike, Middlesboro, KY 40965 | Single Family Residential |
3 beds | 2 baths | 1,560 sq.ft. |
$185,000 |
Airbnb cash on cash: 2.17%
|
140 Wellington DrMiddlesboro, KY140 Wellington Dr, Middlesboro, KY 40965 | Single Family Residential |
3 beds | 2 baths | 1,612 sq.ft. |
$249,900 |
Airbnb cash on cash: 1.15%
|
259 Watson LnMiddlesboro, KY259 Watson Ln, Middlesboro, KY 40965 | Single Family Residential |
3 beds | 1 baths | 1,976 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -1.55%
|
280 Parker LaneMiddlesboro, KYBeautiful and practically brand new! This 3 bedroom 2 bath home is perfect for a sweet fam... |
3 beds | 2 baths | 1,375 sq.ft. |
$210,000 |
Airbnb cash on cash: 1.7%
|
206 Summit DrMiddlesboro, KY206 Summit Dr, Middlesboro, KY 40965 | Single Family Residential |
4 beds | 2 baths | 1,832 sq.ft. |
$279,000 |
Airbnb cash on cash: N/A
|