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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
559 VIRGINIA DRIVE Lake Helen, FL Under 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% Traditional cash on cash: 4.44% Airbnb Rental Income: $1987 Traditional Rental Income: $2217 Airbnb ROI: 2.06% Traditional ROI: 4.44%
141 W Main St Lake Helen, FL *Seller may consider buyer concessions if made in an offer* BUILT 2021 \| ENERGY EFFICI...	3 beds \| 2 baths \| 1,889 sq.ft.	$450,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 2.92% Airbnb Rental Income: $1987 Traditional Rental Income: $2350 Airbnb ROI: 0.83% Traditional ROI: 2.92%
128 N Lakeview Dr Lake Helen, FL Updated Classic Florida Bungalow on an oversized Corner Lot in Charming Lake Helen. Welcom...	4 beds \| 3 baths \| 1,990 sq.ft.	$520,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 4.72% Airbnb Rental Income: $882 Traditional Rental Income: $3294 Airbnb ROI: -0.73% Traditional ROI: 4.72%
150 E Washington Ave Lake Helen, FL Charming 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% Traditional cash on cash: 5.37% Airbnb Rental Income: $1886 Traditional Rental Income: $1541 Airbnb ROI: 4.47% Traditional ROI: 5.37%
292 W Delaware Avenue Lake Helen, FL Welcome 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% Traditional cash on cash: 4.4% Airbnb Rental Income: $882 Traditional Rental Income: $3632 Airbnb ROI: -0.5% Traditional ROI: 4.4%
391 N HIGH STREET Lake Helen, FL FOR 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% Traditional cash on cash: 3.09% Airbnb Rental Income: $1987 Traditional Rental Income: $2220 Airbnb ROI: 1.48% Traditional ROI: 3.09%
1135 Mckenzie Rd Lake Helen, FL Exceptional 9-acre, 9 car garage lakefront estate with guest home, pool, outdoor kitchen a...	5 beds \| 5 baths \| 6,077 sq.ft.	$1,999,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.24% Airbnb Rental Income: $null Traditional Rental Income: $7924 Airbnb ROI: N/A Traditional ROI: 2.24%
622 Virginia Drive Lake 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.	$245,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 6.57% Airbnb Rental Income: $1987 Traditional Rental Income: $1973 Airbnb ROI: 4.39% Traditional ROI: 6.57%
1980 E KICKLIGHTER ROAD Lake Helen, FL Under 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% Traditional cash on cash: 1.68% Airbnb Rental Income: $1987 Traditional Rental Income: $2772 Airbnb ROI: -0.13% Traditional ROI: 1.68%
316 N Lakeview Dr Lake Helen, FL One 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 Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $2659 Airbnb ROI: N/A Traditional ROI: 1.75%
274 W WASHINGTON AVENUE Lake Helen, FL Under 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% Traditional cash on cash: 6.87% Airbnb Rental Income: $1987 Traditional Rental Income: $1938 Airbnb ROI: 4.7% Traditional ROI: 6.87%
351 N Euclid Ave Lake Helen, FL Step back in time and imagine the possibilities. Built in 1888, this storied 4-bedroom, 2-...	4 beds \| 2 baths \| 2,262 sq.ft.	$374,900	Airbnb cash on cash: -1.46% Traditional cash on cash: 3.81% Airbnb Rental Income: $882 Traditional Rental Income: $2401 Airbnb ROI: -1.46% Traditional ROI: 3.81%

Real Estate investment in Lake-helen, FL

There are 40 properties for sale in the city of Lake Helen . The median list price in Lake Helen is $474,500 and the average price per square foot is $213. In March 2026, the average monthly cash on cash return in Lake Helen is 3.00%. The average monthly rental income in Lake Helen is $2,219.

Lake-helen, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 40 investment properties available for sale in Lake-helen.

In 2026, the best neighborhood to buy investment property is Lake Helen.

The ROI for Long-Term is higher than the Short-Term in Lake-helen with average rental income of $2,219.

Your search for investment property begins and ends here

Investment Property for Sale in Lake Helen, FL

559 VIRGINIA DRIVE

Lake Helen, FL

3 beds | 2 baths | 1,598 sq.ft.

$335,000

Airbnb cash on cash: 2.06%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $1987

Traditional Rental Income: $2217

Airbnb ROI: 2.06%

Traditional ROI: 4.44%

141 W Main St

Lake Helen, FL

3 beds | 2 baths | 1,889 sq.ft.

$450,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $1987

Traditional Rental Income: $2350

Airbnb ROI: 0.83%

Traditional ROI: 2.92%

128 N Lakeview Dr

Lake Helen, FL

4 beds | 3 baths | 1,990 sq.ft.

$520,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $882

Traditional Rental Income: $3294

Airbnb ROI: -0.73%

Traditional ROI: 4.72%

150 E Washington Ave

Lake Helen, FL

2 beds | 1 baths | 800 sq.ft.

$185,000

Airbnb cash on cash: 4.47%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $1886

Traditional Rental Income: $1541

Airbnb ROI: 4.47%

Traditional ROI: 5.37%

292 W Delaware Avenue

Lake Helen, FL

4 beds | 4 baths | 2,775 sq.ft.

$674,900

Airbnb cash on cash: -0.5%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $882

Traditional Rental Income: $3632

Airbnb ROI: -0.5%

Traditional ROI: 4.4%

391 N HIGH STREET

Lake Helen, FL

3 beds | 3 baths | 1,608 sq.ft.

$499,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $1987

Traditional Rental Income: $2220

Airbnb ROI: 1.48%

Traditional ROI: 3.09%

1135 Mckenzie Rd

Lake Helen, FL

5 beds | 5 baths | 6,077 sq.ft.

$1,999,999

Airbnb cash on cash: N/A

Traditional cash on cash: 2.24%

Airbnb Rental Income: $null

Traditional Rental Income: $7924

Airbnb ROI: N/A

Traditional ROI: 2.24%

622 Virginia Drive

Lake Helen, FL

3 beds | 2 baths | 1,475 sq.ft.

$245,000

Airbnb cash on cash: 4.39%

Traditional cash on cash: 6.57%

Airbnb Rental Income: $1987

Traditional Rental Income: $1973

Airbnb ROI: 4.39%