Real Estate Investment Properties for Sale in Hilliard, FL

Looking for investment property in Hilliard, FL with high ROI ?

Explore a variety of short-term homes & houses in Hilliard, FL. Invest wisely with VRBO & Hilliard, 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 Hilliard, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
29065 YELLOW OAK Court HILLIARD, FL This custom built ALL brick home is situated on 34.71 acres w/ endless possibilities. Vaul...	3 beds \| 2 baths \| 2,200 sq.ft.	$798,123	Airbnb cash on cash: 1.34% Traditional cash on cash: 1.28% Airbnb Rental Income: $3000 Traditional Rental Income: $2263 Airbnb ROI: 1.34% Traditional ROI: 1.28%
27247 HALLMAN Road HILLIARD, FL QUALITY CONSTRUCTION! Block Concrete Construction with Stucco Exterior, Solar Powered Home...	5 beds \| 4 baths \| 4,042 sq.ft.	$1,650,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.55% Airbnb Rental Income: $4347 Traditional Rental Income: $3339 Airbnb ROI: 0.61% Traditional ROI: 0.55%
19616 KENNY CONNER Road HILLIARD, FL Escape to peaceful country living with this beautifully maintained home situated on five s...	3 beds \| 2 baths \| 1,369 sq.ft.	$399,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.57% Airbnb Rental Income: $3000 Traditional Rental Income: $2205 Airbnb ROI: 3.85% Traditional ROI: 3.57%
2199 TOM CRAWFORD Road HILLIARD, FL Fully renovated 3BR/2BA home on 2+ quiet, wooded acres featuring a new roof, luxury vinyl ...	3 beds \| 2 baths \| 1,740 sq.ft.	$290,000	Airbnb cash on cash: 6.32% Traditional cash on cash: 4.08% Airbnb Rental Income: $3000 Traditional Rental Income: $1700 Airbnb ROI: 6.32% Traditional ROI: 4.08%
26504 SHEARED STOKES Road HILLIARD, FL Nestled in the heart of Hilliard, this expansive home offers privacy, space, and endless p...	3 beds \| N/A baths \| 4,655 sq.ft.	$625,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 8.13% Airbnb Rental Income: $3000 Traditional Rental Income: $5793 Airbnb ROI: 2.16% Traditional ROI: 8.13%
552138 US HIGHWAY 1 HILLIARD, FL This 6.5 Acre parcel inside the city limits of Hillard is ''Back on the Market'' Previous ...	5 beds \| 2 baths \| 1,714 sq.ft.	$675,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 2.2% Airbnb Rental Income: $4347 Traditional Rental Income: $2344 Airbnb ROI: 3.93% Traditional ROI: 2.2%
28317 PIKE Road HILLIARD, FL NEW ROOF TO BE INSTALLED BEFORE CLOSING. Welcome to this beautifully maintained 4 bed, 2.5...	4 beds \| N/A baths \| 2,702 sq.ft.	$499,000	Airbnb cash on cash: 6.83% Traditional cash on cash: 4.73% Airbnb Rental Income: $4988 Traditional Rental Income: $2986 Airbnb ROI: 6.83% Traditional ROI: 4.73%
4632 CO RD 108 HILLIARD, FL SOLID FULL BRICK, 2 Story Home with charm and elegance. Additional Red STEEL BUILDING (30'...	2 beds \| 2 baths \| 2,695 sq.ft.	$925,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 2.29% Airbnb Rental Income: $4116 Traditional Rental Income: $3120 Airbnb ROI: 2.43% Traditional ROI: 2.29%
37854 KINGS FERRY Road HILLIARD, FL New 2024 Build on PRIME 7.12 ACRES! Conveniently located in the Country! Electric Gate Ent...	4 beds \| N/A baths \| 4,125 sq.ft.	$1,178,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.47% Airbnb Rental Income: $4988 Traditional Rental Income: $3959 Airbnb ROI: 2.48% Traditional ROI: 2.47%
28089 JACKSON Trail HILLIARD, FL This 3/2 Manufactured home has been renovated & looks brand new inside. Has new upgrade vi...	3 beds \| 2 baths \| 1,248 sq.ft.	$220,000	Airbnb cash on cash: 9.04% Traditional cash on cash: 5.9% Airbnb Rental Income: $3000 Traditional Rental Income: $1657 Airbnb ROI: 9.04% Traditional ROI: 5.9%
36012 PITCH Lane HILLIARD, FL SELLER IS OFFERING CLOSING COST ASSISTANCE. Welcome to Southern Pines! This charming 4-bed...	4 beds \| 2 baths \| 2,079 sq.ft.	$498,000	Airbnb cash on cash: 6.47% Traditional cash on cash: 2.89% Airbnb Rental Income: $4988 Traditional Rental Income: $2296 Airbnb ROI: 6.47% Traditional ROI: 2.89%
37286 MILL Street HILLIARD, FL Looking for space, value, and small-town living? This 3 bedroom, 2.5 bath home with nearly...	3 beds \| N/A baths \| 1,996 sq.ft.	$250,000	Airbnb cash on cash: 7.79% Traditional cash on cash: 9.48% Airbnb Rental Income: $3000 Traditional Rental Income: $2712 Airbnb ROI: 7.79% Traditional ROI: 9.48%
27132 NEW FRONT Street HILLIARD, FL HUGE BACKYARDOPEN FLOOR PLANNEWER ROOF Discover southern charm with this property ...	3 beds \| 2 baths \| 1,152 sq.ft.	$220,000	Airbnb cash on cash: 9.06% Traditional cash on cash: 5.93% Airbnb Rental Income: $3000 Traditional Rental Income: $1659 Airbnb ROI: 9.06% Traditional ROI: 5.93%
272344 CONNER NELSON HILLIARD, FL Welcome to 272344 Conner-Nelson Rd, a beautifully maintained modern farmhouse on one acre ...	4 beds \| 3 baths \| 2,962 sq.ft.	$525,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 4.72% Airbnb Rental Income: $4988 Traditional Rental Income: $3293 Airbnb ROI: 6.09% Traditional ROI: 4.72%
36079 PITCH LANE HILLIARD, FL Better than new, this spacious, ranch-style home with bonus room upstairs boasts 4 bedroom...	4 beds \| 4 baths \| 2,443 sq.ft.	$592,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 3.85% Airbnb Rental Income: $4988 Traditional Rental Income: $3244 Airbnb ROI: 5.16% Traditional ROI: 3.85%
36426 PITCH LANE HILLIARD, FL Experience tranquility and elegance in this cul-de-sac 4-bed, 2-bath home set on 1.48 acre...	4 beds \| 2 baths \| 2,592 sq.ft.	$697,799	Airbnb cash on cash: 4.06% Traditional cash on cash: 1.69% Airbnb Rental Income: $4988 Traditional Rental Income: $2429 Airbnb ROI: 4.06% Traditional ROI: 1.69%
27115 W NINTH Avenue HILLIARD, FL Custom Farmhouse \| Completion June 2026! Secure this 3-bed, 2.5-bath dream home on a .35-a...	3 beds \| N/A baths \| 1,818 sq.ft.	$469,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 2.25% Airbnb Rental Income: $3000 Traditional Rental Income: $1910 Airbnb ROI: 3.16% Traditional ROI: 2.25%
17200 CASA ROJA Lane HILLIARD, FL Escape to your own private oasis just 10 minutes from downtown Hilliard and the FAA Center...	3 beds \| 2 baths \| 1,806 sq.ft.	$825,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.04% Airbnb Rental Income: $3000 Traditional Rental Income: $2556 Airbnb ROI: 1.73% Traditional ROI: 2.04%
3670 Charles Green Road HILLIARD, FL Tucked away on just over four peaceful acres, this 4-bedroom, 3-bath home with a bonus roo...	4 beds \| 3 baths \| 2,402 sq.ft.	$634,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 2.57% Airbnb Rental Income: $4988 Traditional Rental Income: $2630 Airbnb ROI: 4.83% Traditional ROI: 2.57%
17539 HODGES Road HILLIARD, FL Welcome to Hodges Road in Hilliard Florida! Looking for land? This is a great opportunity ...	3 beds \| 3 baths \| 1,848 sq.ft.	$389,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 4.96% Airbnb Rental Income: $3000 Traditional Rental Income: $2394 Airbnb ROI: 4.73% Traditional ROI: 4.96%

Real Estate investment in Hilliard, FL

There are 20 properties for sale in the city of Hilliard . The median list price in Hilliard is $512,000 and the average price per square foot is $223. In November 2025, the average monthly cash on cash return in Hilliard is 4.00%. The average monthly rental income in Hilliard is $2,412.

Hilliard, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 20 investment properties available for sale in Hilliard.

In 2025, the best neighborhood to buy investment property is HILLIARD.

The ROI for Short-Term is higher than the Long-Term in Hilliard with average rental income of $4,116.

Your search for investment property begins and ends here

Investment Property for Sale in Hilliard, FL

29065 YELLOW OAK Court

HILLIARD, FL

3 beds | 2 baths | 2,200 sq.ft.

$798,123

Airbnb cash on cash: 1.34%

Traditional cash on cash: 1.28%

Airbnb Rental Income: $3000

Traditional Rental Income: $2263

Airbnb ROI: 1.34%

Traditional ROI: 1.28%

27247 HALLMAN Road

HILLIARD, FL

5 beds | 4 baths | 4,042 sq.ft.

$1,650,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $4347

Traditional Rental Income: $3339

Airbnb ROI: 0.61%

Traditional ROI: 0.55%

19616 KENNY CONNER Road

HILLIARD, FL

3 beds | 2 baths | 1,369 sq.ft.

$399,900

Airbnb cash on cash: 3.85%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3000

Traditional Rental Income: $2205

Airbnb ROI: 3.85%

Traditional ROI: 3.57%

2199 TOM CRAWFORD Road

HILLIARD, FL

3 beds | 2 baths | 1,740 sq.ft.

$290,000

Airbnb cash on cash: 6.32%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $3000

Traditional Rental Income: $1700

Airbnb ROI: 6.32%

Traditional ROI: 4.08%

26504 SHEARED STOKES Road

HILLIARD, FL

3 beds | N/A baths | 4,655 sq.ft.

$625,000

Airbnb cash on cash: 2.16%

Traditional cash on cash: 8.13%

Airbnb Rental Income: $3000

Traditional Rental Income: $5793

Airbnb ROI: 2.16%

Traditional ROI: 8.13%

552138 US HIGHWAY 1

HILLIARD, FL

5 beds | 2 baths | 1,714 sq.ft.

$675,000

Airbnb cash on cash: 3.93%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $4347

Traditional Rental Income: $2344

Airbnb ROI: 3.93%

Traditional ROI: 2.2%

28317 PIKE Road

HILLIARD, FL

4 beds | N/A baths | 2,702 sq.ft.

$499,000

Airbnb cash on cash: 6.83%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $4988

Traditional Rental Income: $2986

Airbnb ROI: 6.83%

Traditional ROI: 4.73%

4632 CO RD 108

HILLIARD, FL

2 beds | 2 baths | 2,695 sq.ft.

$925,000

Airbnb cash on cash: 2.43%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $4116

Traditional Rental Income: $3120

Airbnb ROI: 2.43%