Real Estate Investment Properties for Sale in Lake Helen, FL
Looking for investment property in Lake Helen, FL with high ROI ?
Explore a variety of short-term homes & houses in Lake Helen, FL. Invest wisely with VRBO & Lake Helen, 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 Lake Helen, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
444 W Main StLake Helen, FLBeautiful home in quiet Lake Helen. This updated home feature three bedrooms, 2 baths, a h... |
3 beds | 2 baths | 1,524 sq.ft. |
$289,000 |
Airbnb cash on cash: 3.66%
|
559 VIRGINIA DRIVELake Helen, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Pr... |
3 beds | 2 baths | 1,598 sq.ft. |
$335,000 |
Airbnb cash on cash: 2.06%
|
128 N LAKEVIEW DRIVELake Helen, FLUpdated Classic Florida Bungalow on an oversized Corner Lot in Charming Lake Helen. Welcom... |
4 beds | 3 baths | 1,990 sq.ft. |
$539,000 |
Airbnb cash on cash: -0.73%
|
134 E Kicklighter RdLake Helen, FLTwo For One!!! Duplex featuring two bedrooms and one bath on each side. Address 134 Kickli... |
4 beds | N/A baths | 1,760 sq.ft. |
$389,900 |
Airbnb cash on cash: -0.73%
|
475 W Main StLake Helen, FLYour peaceful paradise awaits at this newer construction dreamer on a large lot in the lov... |
4 beds | 3 baths | 2,275 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.56%
|
150 E WASHINGTON AVENUELake Helen, FLCharming home ideally located directly across from Lake Helenâs Central Park, steps from... |
2 beds | 1 baths | 800 sq.ft. |
$185,000 |
Airbnb cash on cash: 4.47%
|
292 W Delaware AvenueLake Helen, FLWelcome to this brand-new construction home located in the charming town of Lake Helen, kn... |
4 beds | 4 baths | 2,775 sq.ft. |
$674,900 |
Airbnb cash on cash: -0.5%
|
209 Oakapple TrlLake Helen, FL"Welcome to this spacious custom built 3-bedroom, 2-bathroom pool home set on a beautiful ... |
3 beds | 2 baths | 2,096 sq.ft. |
$689,999 |
Airbnb cash on cash: 0.69%
|
391 N HIGH STREETLake Helen, FLFOR THOSE WHO DREAM OF ENCHANTING DELIGHTS... This home is a dream come true! Family and ... |
3 beds | 3 baths | 1,608 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.48%
|
1135 Mckenzie RoadLake Helen, FLExceptional 9-acre, 9 car garage lakefront estate with guest home, pool, outdoor kitchen a... |
5 beds | N/A baths | 6,077 sq.ft. |
$1,999,999 |
Airbnb cash on cash: N/A
|
622 Virginia DriveLake Helen, FL!!!LOCATION!!! Welcome to your new home in the heart of beautiful Lake Helen! This charmin... |
3 beds | 2 baths | 1,475 sq.ft. |
$259,000 |
Airbnb cash on cash: 4.1%
|
1980 E KICKLIGHTER ROADLake Helen, FLUnder contract-accepting backup offers. Country comfort meets modern convenience on peacef... |
3 beds | 3 baths | 2,343 sq.ft. |
$774,900 |
Airbnb cash on cash: -0.13%
|
226 W PENNSYLVANIA AVENUELake Helen, FLWelcome to this beautifully designed new construction home with no HOA, offering 4 bedroom... |
4 beds | 3 baths | 2,035 sq.ft. |
$515,800 |
Airbnb cash on cash: -0.24%
|
316 N LAKEVIEW DRIVELake Helen, FLOne or more photo(s) has been virtually staged. This luminous 1887 Victorian is a rare opp... |
5 beds | 2 baths | 2,771 sq.ft. |
$750,000 |
Airbnb cash on cash: N/A
|
274 W WASHINGTON AVENUELake Helen, FLUnder contract-accepting backup offers. Welcome to 274 W. Washington Avenue in Lake Helen,... |
3 beds | 1 baths | 1,130 sq.ft. |
$230,000 |
Airbnb cash on cash: 4.7%
|
351 W New York AveLake Helen, FL351 W New York Ave, Lake Helen, FL 32744 | Single Family Residential |
2 beds | 1 baths | 1,056 sq.ft. |
$209,900 |
Airbnb cash on cash: 4.6%
|
261 N Lakeview DrLake Helen, FL261 N Lakeview Dr, Lake Helen, FL 32744 | Single Family Residential |
4 beds | 2 baths | 1,872 sq.ft. |
$559,000 |
Airbnb cash on cash: -1.02%
|
2840 Ranch RdLake Helen, FL2840 Ranch Rd, Lake Helen, FL 32744 | Single Family Residential |
3 beds | 3 baths | 1,940 sq.ft. |
$624,900 |
Airbnb cash on cash: 0.47%
|
311 W Delaware AveLake Helen, FL311 W Delaware Ave, Lake Helen, FL 32744 | Single Family Residential |
3 beds | 2 baths | 2,374 sq.ft. |
$569,000 |
Airbnb cash on cash: 0.51%
|
488 N Summit AveLake Helen, FL488 N Summit Ave, Lake Helen, FL 32744 | Single Family Residential |
3 beds | 2 baths | 1,229 sq.ft. |
$435,000 |
Airbnb cash on cash: 1.49%
|
308 Church StLake Helen, FL308 Church St, Lake Helen, FL 32744 | Single Family Residential |
4 beds | 2 baths | 1,890 sq.ft. |
$749,500 |
Airbnb cash on cash: -1.24%
|
1210 Gem LnLake Helen, FL1210 Gem Ln, Lake Helen, FL 32744 | Single Family Residential |
2 beds | 2 baths | 1,380 sq.ft. |
$775,000 |
Airbnb cash on cash: -0.1%
|
Church StLake Helen, FLChurch St, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$361,000 |
Airbnb cash on cash: -0.27%
|
104 N Lakeview DrLake Helen, FL104 N Lakeview Dr, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$109,000 |
Airbnb cash on cash: 3.29%
|
E Delaware AveLake Helen, FLE Delaware Ave, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$89,900 |
Airbnb cash on cash: 4.33%
|
E Ohio AveLake Helen, FLE Ohio Ave, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$1,449,000 |
Airbnb cash on cash: -1.48%
|
467 N Lakeview DrLake Helen, FL467 N Lakeview Dr, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$800,000 |
Airbnb cash on cash: -1.15%
|
NO StLake Helen, FLNO St, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$1,250,000 |
Airbnb cash on cash: -1.41%
|
S Lakeview DrLake Helen, FLS Lakeview Dr, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$359,000 |
Airbnb cash on cash: -0.26%
|
390 S Volusia AveLake Helen, FL390 S Volusia Ave, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$150,000 |
Airbnb cash on cash: 1.29%
|
W Ohio AveLake Helen, FLW Ohio Ave, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$390,000 |
Airbnb cash on cash: -0.39%
|
426 W Michigan AveLake Helen, FL426 W Michigan Ave, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$150,000 |
Airbnb cash on cash: 1.3%
|
Pennsylvania Ave ELake Helen, FLPennsylvania Ave E, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$149,900 |
Airbnb cash on cash: 1.92%
|
Garden StLake Helen, FLGarden St, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$99,500 |
Airbnb cash on cash: 3.76%
|
W Main StLake Helen, FLW Main St, Lake Helen, FL 32744 | Other |
N/A beds | N/A baths | N/A |
$948,000 |
Airbnb cash on cash: -1.27%
|
Real Estate investment in Lake-helen, FL
There are 35 properties for sale in the city of Lake Helen . The median list price in Lake Helen is $389,900 and the average price per square foot is $204. In January 2026, the average monthly cash on cash return in Lake Helen is 3.00%. The average monthly rental income in Lake Helen is $1,541.