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
1390 E OHIO AVENUE Lake Helen, FL Seller is offering a complimentary 0-1 Interest Rate Buydown through June 30, 2026, exclus...	3 beds \| 2 baths \| 2,492 sq.ft.	$885,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.51% Airbnb Rental Income: $1245 Traditional Rental Income: $3211 Airbnb ROI: -0.36% Traditional ROI: 2.51%
289 GARDEN STREET Lake Helen, FL Welcome to 289 Garden Street in Lake Helen. Situated on a 0.40-acre lot, this 3BR/2.5BA ho...	3 beds \| 4 baths \| 2,343 sq.ft.	$569,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 4.68% Airbnb Rental Income: $1245 Traditional Rental Income: $3793 Airbnb ROI: -0.86% Traditional ROI: 4.68%
624 W NEW YORK AVENUE Lake Helen, FL Welcome to charming Lake Helen â known as the âGem of Floridaâ â where small-town ...	3 beds \| 1 baths \| 1,248 sq.ft.	$269,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 7.33% Airbnb Rental Income: $1245 Traditional Rental Income: $2598 Airbnb ROI: 0.46% Traditional ROI: 7.33%
135 Linda Sue Dr Lake Helen, FL Rare opportunity to own a highly versatile 6-acre AG-exempt estate in sought after Lake He...	3 beds \| 2 baths \| 1,526 sq.ft.	$1,100,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.69% Airbnb Rental Income: $1245 Traditional Rental Income: $2307 Airbnb ROI: -0.73% Traditional ROI: 0.69%
162 W Park St Lake Helen, FL Motivated Seller! 4 bedroom 1bath Lake Helen home is located in a great and highly desirab...	3 beds \| 2 baths \| 1,666 sq.ft.	$425,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 4.27% Airbnb Rental Income: $1245 Traditional Rental Income: $2271 Airbnb ROI: 0.7% Traditional ROI: 4.27%
128 N Lakeview Dr Lake Helen, FL Some homes check boxes. This one changes plans. Sitting on a commanding .69-acre corner lo...	4 beds \| 3 baths \| 1,990 sq.ft.	$510,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 5.61% Airbnb Rental Income: $1104 Traditional Rental Income: $3650 Airbnb ROI: -0.51% Traditional ROI: 5.61%
210 Westlake Dr Lake Helen, FL Nestled on 1.33 acres of picturesque lakefront property, this beautifully updated 3-bedroo...	3 beds \| 2 baths \| 1,730 sq.ft.	$770,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.05% Airbnb Rental Income: $1245 Traditional Rental Income: $2025 Airbnb ROI: -0.59% Traditional ROI: 1.05%
308 Church St Lake Helen, FL 308 Church St, Lake Helen, FL 32744 \| Single Family Residential	4 beds \| 2 baths \| 1,890 sq.ft.	$749,500	Airbnb cash on cash: -0.97% Traditional cash on cash: 2.75% Airbnb Rental Income: $1104 Traditional Rental Income: $3334 Airbnb ROI: -0.97% Traditional ROI: 2.75%
1222 Amm Ln Lake Helen, FL 1222 Amm Ln, Lake Helen, FL 32744 \| Single Family Residential	3 beds \| 2 baths \| 1,815 sq.ft.	$550,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 1.66% Airbnb Rental Income: $1245 Traditional Rental Income: $1912 Airbnb ROI: -0.41% Traditional ROI: 1.66%
117 Hickory Lane Lake Helen, FL This fabulous must see home has been completely remodeled in its entirety. It is a 2 bedro...	2 beds \| 2 baths \| N/A	$189,700	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.58% Airbnb Rental Income: $886 Traditional Rental Income: $1619 Airbnb ROI: 0.65% Traditional ROI: 6.58%
110 Maple Lane Lake Helen, FL A 2 bed, 2 bath home with a view of the lake across the street and the added opportunity o...	2 beds \| 2 baths \| N/A	$134,500	Airbnb cash on cash: 1.65% Traditional cash on cash: 8.98% Airbnb Rental Income: $886 Traditional Rental Income: $1496 Airbnb ROI: 1.65% Traditional ROI: 8.98%
104 Hickory Lane Lake Helen, FL This is a cozy split plan 2 bed, 2 bath home. Guest room is to the front of the home and m...	2 beds \| 2 baths \| N/A	$179,500	Airbnb cash on cash: 0.79% Traditional cash on cash: 6.17% Airbnb Rental Income: $886 Traditional Rental Income: $1468 Airbnb ROI: 0.79% Traditional ROI: 6.17%
104 N Lakeview Dr Lake Helen, FL 104 N Lakeview Dr, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$109,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 10.12% Airbnb Rental Income: $779 Traditional Rental Income: $1360 Airbnb ROI: 1.6% Traditional ROI: 10.12%
1374 E Ohio Ave Lake Helen, FL E Ohio Ave, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$899,999	Airbnb cash on cash: -1.45% Traditional cash on cash: -0.32% Airbnb Rental Income: $779 Traditional Rental Income: $1407 Airbnb ROI: -1.45% Traditional ROI: -0.32%
NO St Lake Helen, FL NO St, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$1,250,000	Airbnb cash on cash: -1.57% Traditional cash on cash: -0.75% Airbnb Rental Income: $779 Traditional Rental Income: $1407 Airbnb ROI: -1.57% Traditional ROI: -0.75%
W Ohio Ave Lake Helen, FL W Ohio Ave, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$390,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 1.71% Airbnb Rental Income: $779 Traditional Rental Income: $1407 Airbnb ROI: -0.88% Traditional ROI: 1.71%
Garden St Lake Helen, FL Garden St, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$99,500	Airbnb cash on cash: 1.92% Traditional cash on cash: 10.42% Airbnb Rental Income: $779 Traditional Rental Income: $1283 Airbnb ROI: 1.92% Traditional ROI: 10.42%
W Main St Lake Helen, FL W Main St, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$948,000	Airbnb cash on cash: -1.47% Traditional cash on cash: -0.4% Airbnb Rental Income: $779 Traditional Rental Income: $1407 Airbnb ROI: -1.47% Traditional ROI: -0.4%
351 N EUCLID AVENUE Lake Helen, FL Under contract-accepting backup offers. Step back in time and imagine the possibilities. B...	4 beds \| 2 baths \| 2,262 sq.ft.	$248,899	Airbnb cash on cash: -0.9% Traditional cash on cash: 7.78% Airbnb Rental Income: $1104 Traditional Rental Income: $2773 Airbnb ROI: -0.9% Traditional ROI: 7.78%
746 W Washington Ave W Lake Helen, FL 746 W Washington Ave W, Lake Helen, FL 32744 \| Single Family Residential	3 beds \| 2 baths \| 3,500 sq.ft.	$650,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.66% Airbnb Rental Income: $1245 Traditional Rental Income: $2245 Airbnb ROI: -0.64% Traditional ROI: 1.66%
360 N Summit Ave Lake Helen, FL 360 N Summit Ave, Lake Helen, FL 32744 \| Single Family Residential	4 beds \| 3 baths \| 2,391 sq.ft.	$714,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 1.86% Airbnb Rental Income: $1104 Traditional Rental Income: $2589 Airbnb ROI: -0.93% Traditional ROI: 1.86%
Vista St Lake Helen, FL Vista St, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$144,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.38% Airbnb Rental Income: $779 Traditional Rental Income: $822 Airbnb ROI: 0.77% Traditional ROI: 3.38%
Westlake Dr Lake Helen, FL Westlake Dr, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$154,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 2.94% Airbnb Rental Income: $779 Traditional Rental Income: $807 Airbnb ROI: 0.6% Traditional ROI: 2.94%
250 Garden St Lake Helen, FL BEAUTIFUL AND UNIQUE CUSTOM HOME ON 1/3 ACRE LOT IN HEART OF LAKE HELEN. FANTASTIC LOCATIO...	3 beds \| 2 baths \| 2,023 sq.ft.	$615,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 1.82% Airbnb Rental Income: $1245 Traditional Rental Income: $2729 Airbnb ROI: -1.45% Traditional ROI: 1.82%
326 W DELAWARE AVENUE Lake Helen, FL Under contract-accepting backup offers. Better than new and completely move-in ready! This...	3 beds \| 2 baths \| 2,054 sq.ft.	$614,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.5% Airbnb Rental Income: $1245 Traditional Rental Income: $2660 Airbnb ROI: -0.66% Traditional ROI: 2.5%
411 Garden St Lake Helen, FL Welcome to The Woods of Lake Helen a quaint community of one-of-a-kind custom-built homes!...	3 beds \| 2 baths \| 2,121 sq.ft.	$575,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 1.55% Airbnb Rental Income: $1245 Traditional Rental Income: $2357 Airbnb ROI: -1.25% Traditional ROI: 1.55%
462 Church St Lake Helen, FL 462 Church St, Lake Helen, FL 32744 \| Other	N/A beds \| N/A baths \| N/A	$184,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 2.29% Airbnb Rental Income: $779 Traditional Rental Income: $822 Airbnb ROI: 0.22% Traditional ROI: 2.29%
922 Volusia Timber Ct Lake Helen, FL 922 Volusia Timber Ct, Lake Helen, FL 32744 \| Single Family Residential	4 beds \| 3 baths \| 2,559 sq.ft.	$800,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 1.58% Airbnb Rental Income: $1104 Traditional Rental Income: $2671 Airbnb ROI: -1.03% Traditional ROI: 1.58%
267 N Orange Ave Lake Helen, FL COMING SOONNestled on 2.3 beautiful acres in the âGem of Florida, " Lake Helen, this...	4 beds \| 3 baths \| 2,160 sq.ft.	$685,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.4% Airbnb Rental Income: $1104 Traditional Rental Income: $2551 Airbnb ROI: -0.45% Traditional ROI: 2.4%
981 Sevilla Ave Lake Helen, FL 981 Sevilla Ave, Lake Helen, FL 32744 \| Single Family Residential	4 beds \| 2 baths \| 2,055 sq.ft.	$349,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.86% Airbnb Rental Income: $1104 Traditional Rental Income: $2302 Airbnb ROI: 0.06% Traditional ROI: 4.86%
900 E Kicklighter (5 +- Acres) Rd Lake Helen, FL 900 E Kicklighter (5 +- Acres) Rd, Lake Helen, FL 32744 \| Single Family Residential	5 beds \| 3 baths \| 2,156 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $3281 Airbnb ROI: N/A Traditional ROI: 2.53%
490 John St #A & B Lake Helen, FL 490 John St #A & B, Lake Helen, FL 32744 \| Townhouse	4 beds \| 2 baths \| 1,296 sq.ft.	$375,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.37% Airbnb Rental Income: $1104 Traditional Rental Income: $1942 Airbnb ROI: -0.07% Traditional ROI: 3.37%
121 Sycamore Lane Lake Helen, FL This cozy 2 bed, 2 bath home has been totally remodeled. It is a split plan with a bedroom...	2 beds \| 2 baths \| 840 sq.ft.	$119,500	Airbnb cash on cash: 2.91% Traditional cash on cash: 11.27% Airbnb Rental Income: $886 Traditional Rental Income: $1514 Airbnb ROI: 2.91% Traditional ROI: 11.27%
138 Maple Lane Lake Helen, FL This spacious 2 bed, 2 bath home is on a beautiful corner lot , located on an outside stre...	2 beds \| 2 baths \| N/A	$143,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 9% Airbnb Rental Income: $886 Traditional Rental Income: $1469 Airbnb ROI: 2.29% Traditional ROI: 9%
135 Oak Lane Lake Helen, FL Architecturally Designed,Energy Efficient,beautiful Interior with a Modern Look with high ...	2 beds \| 2 baths \| 1,400 sq.ft.	$179,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 8.94% Airbnb Rental Income: $886 Traditional Rental Income: $1800 Airbnb ROI: 1.63% Traditional ROI: 8.94%
101 Willow Dr Lake Helen, FL Are you looking for a great like new home but don't want to pay $400-500,000 ? Enjoy relax...	2 beds \| 2 baths \| 1,540 sq.ft.	$225,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 8.78% Airbnb Rental Income: $886 Traditional Rental Income: $2181 Airbnb ROI: 1.12% Traditional ROI: 8.78%

Real Estate investment in Lake-helen, FL

There are 36 properties for sale in the city of Lake Helen . The median list price in Lake Helen is $489,707 and the average price per square foot is $260. In July 2026, the average monthly cash on cash return in Lake Helen is 4.00%. The average monthly rental income in Lake Helen is $1,530.

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

There are 36 investment properties available for sale in Lake-helen.

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

The ROI for Short-Term is higher than the Long-Term in Lake-helen with average rental income of $886.

Your search for investment property begins and ends here

Investment Property for Sale in Lake Helen, FL

1390 E OHIO AVENUE

Lake Helen, FL

3 beds | 2 baths | 2,492 sq.ft.

$885,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1245

Traditional Rental Income: $3211

Airbnb ROI: -0.36%

Traditional ROI: 2.51%

289 GARDEN STREET

Lake Helen, FL

3 beds | 4 baths | 2,343 sq.ft.

$569,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $1245

Traditional Rental Income: $3793

Airbnb ROI: -0.86%

Traditional ROI: 4.68%

624 W NEW YORK AVENUE

Lake Helen, FL

3 beds | 1 baths | 1,248 sq.ft.

$269,900

Airbnb cash on cash: 0.46%

Traditional cash on cash: 7.33%

Airbnb Rental Income: $1245

Traditional Rental Income: $2598

Airbnb ROI: 0.46%

Traditional ROI: 7.33%

135 Linda Sue Dr

Lake Helen, FL

3 beds | 2 baths | 1,526 sq.ft.

$1,100,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $1245

Traditional Rental Income: $2307

Airbnb ROI: -0.73%

Traditional ROI: 0.69%

162 W Park St

Lake Helen, FL

3 beds | 2 baths | 1,666 sq.ft.

$425,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1245

Traditional Rental Income: $2271

Airbnb ROI: 0.7%

Traditional ROI: 4.27%

128 N Lakeview Dr

Lake Helen, FL

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

$510,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $1104

Traditional Rental Income: $3650

Airbnb ROI: -0.51%

Traditional ROI: 5.61%

210 Westlake Dr

Lake Helen, FL

3 beds | 2 baths | 1,730 sq.ft.

$770,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $1245

Traditional Rental Income: $2025

Airbnb ROI: -0.59%

Traditional ROI: 1.05%

308 Church St

Lake Helen, FL

4 beds | 2 baths | 1,890 sq.ft.

$749,500

Airbnb cash on cash: -0.97%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $1104

Traditional Rental Income: $3334

Airbnb ROI: -0.97%