Real Estate Investment Properties for Sale in Hillsborough, NC

Looking for investment property in Hillsborough, NC with high ROI ?

Explore a variety of short-term homes & houses in Hillsborough, NC. Invest wisely with VRBO & Hillsborough, NC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Woodlawn Investment Property for Sale in Hillsborough, NC

Search for Woodlawn Investment Property for Sale in Hillsborough, North Carolina. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 106 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
616 Oakdale Drive Hillsborough, NC Private, quiet and peaceful. Approximately 4 acre lot. Hard to find prime location. Less t...	3 beds \| 2 baths \| 1,546 sq.ft.	$350,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.19% Airbnb Rental Income: $789 Traditional Rental Income: $1964 Airbnb ROI: -0.36% Traditional ROI: 4.19%
1835 Birmingham Drive Hillsborough, NC Outstanding location -- minutes to Historic Downtown Hillsborough with easy access to the ...	2 beds \| 3 baths \| 1,238 sq.ft.	$295,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 3.59% Airbnb Rental Income: $1652 Traditional Rental Income: $1555 Airbnb ROI: 2.27% Traditional ROI: 3.59%
104 Pointe Place Hillsborough, NC Spacious 4-bedroom home in the sought-after Cornwallis Hills neighborhood of Hillsborough,...	4 beds \| 3 baths \| 1,738 sq.ft.	$448,000	Airbnb cash on cash: 8.51% Traditional cash on cash: 2.95% Airbnb Rental Income: $5633 Traditional Rental Income: $2174 Airbnb ROI: 8.51% Traditional ROI: 2.95%
2509 Old Nc 10 Hillsborough, NC Sellers have received an offer. THE OFFER DEADLINE IS 5:00 PM on Monday, March 2, 2026! We...	3 beds \| 2 baths \| 1,590 sq.ft.	$475,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.38% Airbnb Rental Income: $789 Traditional Rental Income: $1849 Airbnb ROI: -0.72% Traditional ROI: 2.38%
105 Fiori Hill Drive N Hillsborough, NC A bright and welcoming Fiori Hill gem! This home is filled with thoughtful touches includi...	3 beds \| 3 baths \| 2,312 sq.ft.	$650,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 1.53% Airbnb Rental Income: $789 Traditional Rental Income: $2296 Airbnb ROI: -1.49% Traditional ROI: 1.53%
116 Cavendish Court Hillsborough, NC Quiet cul-de-saceasy access to the community pool, tennis courts, and walking trails, peac...	4 beds \| 2 baths \| 2,338 sq.ft.	$562,500	Airbnb cash on cash: 6.59% Traditional cash on cash: 2.21% Airbnb Rental Income: $5633 Traditional Rental Income: $2204 Airbnb ROI: 6.59% Traditional ROI: 2.21%
116 Lafayette Drive Hillsborough, NC This is your rare opportunity to own a gem! Finding the perfect balance of lot size, uniqu...	3 beds \| 2 baths \| 1,367 sq.ft.	$385,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 2.81% Airbnb Rental Income: $789 Traditional Rental Income: $1899 Airbnb ROI: -1.15% Traditional ROI: 2.81%
605 Edburton Court Hillsborough, NC What an unique neighborhood- quiet and away from the hustle and bustle of city life, yet a...	3 beds \| 3 baths \| 2,466 sq.ft.	$745,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 1.54% Airbnb Rental Income: $789 Traditional Rental Income: $2388 Airbnb ROI: -1.23% Traditional ROI: 1.54%
4307 Mystic Lane Hillsborough, NC Escape to Your Private Luxurious Log Home in Historic Orange County! The soothing sound of...	3 beds \| 4 baths \| 4,132 sq.ft.	$1,250,000	Airbnb cash on cash: -1.43% Traditional cash on cash: 0.73% Airbnb Rental Income: $789 Traditional Rental Income: $2970 Airbnb ROI: -1.43% Traditional ROI: 0.73%
825 Latimer Street Hillsborough, NC Welcome to your private retreat in Hillsborough! Situated on 0.75 acres just minutes from ...	4 beds \| 3 baths \| 2,215 sq.ft.	$530,000	Airbnb cash on cash: 7.28% Traditional cash on cash: 2.96% Airbnb Rental Income: $5633 Traditional Rental Income: $2367 Airbnb ROI: 7.28% Traditional ROI: 2.96%
630 Botan Way Hillsborough, NC OPEN HOUSES HAVE BEEN CANCELED THIS HOME IS UNDER CONTRACTTucked into a peaceful corn...	4 beds \| 4 baths \| 2,638 sq.ft.	$617,500	Airbnb cash on cash: 5.43% Traditional cash on cash: 2.34% Airbnb Rental Income: $5633 Traditional Rental Income: $2726 Airbnb ROI: 5.43% Traditional ROI: 2.34%
904 James J Freeland Memorial Drive Hillsborough, NC No Due Diligence Fee! Looking for space, style, and a location that keeps you close to eve...	4 beds \| 3 baths \| 2,344 sq.ft.	$414,900	Airbnb cash on cash: 9.2% Traditional cash on cash: 3.99% Airbnb Rental Income: $5633 Traditional Rental Income: $2481 Airbnb ROI: 9.2% Traditional ROI: 3.99%
215 Hopesworth Court Hillsborough, NC Nestled in the Churton Grove community of Hillsborough, 215 Hopesworth offers a thoughtful...	5 beds \| 4 baths \| 3,323 sq.ft.	$785,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 2.4% Airbnb Rental Income: $3693 Traditional Rental Income: $3188 Airbnb ROI: 1.99% Traditional ROI: 2.4%
1873 Birmingham Drive Hillsborough, NC Come home to this delighful 2 bedroom townhome minutes from schools, shopping, and downtow...	2 beds \| 2 baths \| 1,200 sq.ft.	$289,500	Airbnb cash on cash: 2.39% Traditional cash on cash: 3.72% Airbnb Rental Income: $1652 Traditional Rental Income: $1551 Airbnb ROI: 2.39% Traditional ROI: 3.72%
502 Watermill Way Hillsborough, NC Like-new 3 bedroom, 2.5 bath townhome with a single-car garage! Step inside to an open-con...	3 beds \| 2 baths \| 1,702 sq.ft.	$339,999	Airbnb cash on cash: -0.97% Traditional cash on cash: 4.32% Airbnb Rental Income: $789 Traditional Rental Income: $2160 Airbnb ROI: -0.97% Traditional ROI: 4.32%
3401 Seven Springs Road Hillsborough, NC Tucked away on 5 private wooded acres with a peaceful pond, this fully renovated property ...	3 beds \| 3 baths \| 3,690 sq.ft.	$999,900	Airbnb cash on cash: -1.27% Traditional cash on cash: 0.64% Airbnb Rental Income: $789 Traditional Rental Income: $2246 Airbnb ROI: -1.27% Traditional ROI: 0.64%
108 Miller Road Hillsborough, NC Fully renovated with permits and loaded with high-end upgrades, this exceptional property ...	4 beds \| 3 baths \| 2,718 sq.ft.	$625,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 2.7% Airbnb Rental Income: $5633 Traditional Rental Income: $2542 Airbnb ROI: 6.07% Traditional ROI: 2.7%
504 Flat Ford Road Hillsborough, NC Why wait for new construction when you can move right into a like-new home today? This ope...	3 beds \| 2 baths \| 1,753 sq.ft.	$340,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 4.92% Airbnb Rental Income: $789 Traditional Rental Income: $2342 Airbnb ROI: -0.94% Traditional ROI: 4.92%
824 James J Freeland Memorial Drive Hillsborough, NC Better than new! Incredible opportunity to own an impeccably maintained nearly new END UNI...	3 beds \| 3 baths \| 1,912 sq.ft.	$390,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 3.07% Airbnb Rental Income: $789 Traditional Rental Income: $2139 Airbnb ROI: -1.5% Traditional ROI: 3.07%
7421 Guess Road Hillsborough, NC Beautiful custom-built Blue Willow Home.	4 beds \| 4 baths \| 3,100 sq.ft.	$1,200,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 0.7% Airbnb Rental Income: $5633 Traditional Rental Income: $2917 Airbnb ROI: 2.12% Traditional ROI: 0.7%
812 Stone Tennis Court Hillsborough, NC Move-in ready and better than new construction, this stunning 2022-built home offers 4, po...	4 beds \| 4 baths \| 3,118 sq.ft.	$849,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 2.46% Airbnb Rental Income: $5633 Traditional Rental Income: $3336 Airbnb ROI: 3.93% Traditional ROI: 2.46%
4416 Arrowhead Trail Hillsborough, NC Live Lakeside Every Day - Iconic Dail Dixon Modern Home with Private Dock. Rare opportunit...	3 beds \| 2 baths \| 2,392 sq.ft.	$975,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 1.49% Airbnb Rental Income: $789 Traditional Rental Income: $2884 Airbnb ROI: -1.17% Traditional ROI: 1.49%
301 W Hill Avenue S Hillsborough, NC Remodeled 1931 bungalow just minutes to downtown Hillsborough! Historic charm meets modern...	3 beds \| 3 baths \| 1,278 sq.ft.	$325,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 4.05% Airbnb Rental Income: $789 Traditional Rental Income: $2050 Airbnb ROI: -1.13% Traditional ROI: 4.05%
110 E Orange Street Hillsborough, NC Beautiful restored & maintained Historic District Hillsborough Home within easy walking di...	4 beds \| 2 baths \| 2,800 sq.ft.	$995,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 0.61% Airbnb Rental Income: $5633 Traditional Rental Income: $2252 Airbnb ROI: 3.04% Traditional ROI: 0.61%
505 Great Eno Path Hillsborough, NC Welcome to 505 Great Eno Path, a beautifully maintained, modern townhome in the highly des...	3 beds \| 2 baths \| 2,029 sq.ft.	$410,000	Airbnb cash on cash: -1.76% Traditional cash on cash: 3.03% Airbnb Rental Income: $789 Traditional Rental Income: $2308 Airbnb ROI: -1.76% Traditional ROI: 3.03%
2418 Crossroads Avenue Hillsborough, NC Modern Luxury meets Country Charm in this beautiful custom built 4 bedroom, 3.5 bath home....	4 beds \| 4 baths \| 3,168 sq.ft.	$1,250,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 1.02% Airbnb Rental Income: $5633 Traditional Rental Income: $2959 Airbnb ROI: 2.35% Traditional ROI: 1.02%
152 E Tryon Street Hillsborough, NC Price Improvement!! If neighborly sidewalk chats, quick strolls downtown, or walking the t...	2 beds \| 2 baths \| 1,309 sq.ft.	$495,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.05% Airbnb Rental Income: $1652 Traditional Rental Income: $1956 Airbnb ROI: 0.39% Traditional ROI: 2.05%
501 Orange High School Road Hillsborough, NC PRICE IMPROVEMENT! Listing price is well BELOW county tax assessment! Discover timeless ch...	3 beds \| 2 baths \| 2,093 sq.ft.	$425,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.68% Airbnb Rental Income: $789 Traditional Rental Income: $2280 Airbnb ROI: -0.87% Traditional ROI: 3.68%
4811 New Sharon Church Road Hillsborough, NC 17.5-Acre Country Estate with Greenhouses, Barn If you've been searching for a property th...	4 beds \| 4 baths \| 4,455 sq.ft.	$1,700,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 0.39% Airbnb Rental Income: $5633 Traditional Rental Income: $3131 Airbnb ROI: 1.26% Traditional ROI: 0.39%
612 Miller Road Hillsborough, NC Price Improvement!!! New perimeter privacy fence installed. LOCATIONJust 2mi to downto...	3 beds \| 2 baths \| 1,405 sq.ft.	$389,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 3.4% Airbnb Rental Income: $789 Traditional Rental Income: $1855 Airbnb ROI: -0.4% Traditional ROI: 3.4%
620 Mcadams Road Hillsborough, NC Rare Offering: Home with Strategic Location and Adjoining Vacant Lot in the Heart of Hills...	2 beds \| 1 baths \| 840 sq.ft.	$268,100	Airbnb cash on cash: 2.69% Traditional cash on cash: 4.12% Airbnb Rental Income: $1652 Traditional Rental Income: $1549 Airbnb ROI: 2.69% Traditional ROI: 4.12%
420 Lipscomb Grove Church Road Hillsborough, NC MOTIVATED SELLERS! This 3-bedroom, 2-bath property features refinished hardwood floors, ne...	3 beds \| 2 baths \| 1,941 sq.ft.	$419,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.63% Airbnb Rental Income: $789 Traditional Rental Income: $2030 Airbnb ROI: -0.34% Traditional ROI: 3.63%
2172 Belfield Lane Hillsborough, NC Nestled on a rolling 1.22-acre lot just outside the storybook streets of Historic Hillsbor...	3 beds \| 4 baths \| 3,206 sq.ft.	$1,430,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 0.9% Airbnb Rental Income: $789 Traditional Rental Income: $2822 Airbnb ROI: -0.87% Traditional ROI: 0.9%
2310 Hardwood Drive Hillsborough, NC Custom-Built Modern Farmhouse I 4-Bedroom \| 3.5 Baths \| 3,032 Sq. Ft. Welcome to this stun...	4 beds \| 4 baths \| 3,144 sq.ft.	$899,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 1.04% Airbnb Rental Income: $5633 Traditional Rental Income: $3020 Airbnb ROI: 2.82% Traditional ROI: 1.04%
1205 John Breckenridge Drive Hillsborough, NC Welcome to 1205 John Breckenridge Drive! A super cute one-level home offering comfort, pri...	2 beds \| 2 baths \| 1,008 sq.ft.	$240,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 5.22% Airbnb Rental Income: $1652 Traditional Rental Income: $1694 Airbnb ROI: 2.99% Traditional ROI: 5.22%
1800 Orange Grove Road Hillsborough, NC Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategic...	4 beds \| 2 baths \| 2,502 sq.ft.	$745,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 1.74% Airbnb Rental Income: $5633 Traditional Rental Income: $2283 Airbnb ROI: 4.94% Traditional ROI: 1.74%
1704 Orange Grove Road Hillsborough, NC Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategic...	4 beds \| 2 baths \| 2,378 sq.ft.	$745,000	Airbnb cash on cash: 4.8% Traditional cash on cash: 1.68% Airbnb Rental Income: $5633 Traditional Rental Income: $2339 Airbnb ROI: 4.8% Traditional ROI: 1.68%
514 Great Eno Path Hillsborough, NC This Is The One! A home that feels as good as it looks, welcome to Harmony at Waterstone. ...	3 beds \| 3 baths \| 1,727 sq.ft.	$367,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 2.85% Airbnb Rental Income: $789 Traditional Rental Income: $2080 Airbnb ROI: -1.82% Traditional ROI: 2.85%
714 Sinai Circle Hillsborough, NC What a gem! Beautiful condition 3 bedroom 2 bath home in a location not far from where you...	3 beds \| 2 baths \| 1,560 sq.ft.	$450,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.57% Airbnb Rental Income: $789 Traditional Rental Income: $1875 Airbnb ROI: -0.77% Traditional ROI: 2.57%
716 Spirit Hill Road Hillsborough, NC Live freely on Spirit Hill in this stunning HOA-free home, situated on the largest lot in ...	3 beds \| 2 baths \| 2,965 sq.ft.	$799,400	Airbnb cash on cash: -1.09% Traditional cash on cash: 1.24% Airbnb Rental Income: $789 Traditional Rental Income: $2207 Airbnb ROI: -1.09% Traditional ROI: 1.24%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Hillsborough, NC

616 Oakdale Drive

Hillsborough, NC

3 beds | 2 baths | 1,546 sq.ft.

$350,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $789

Traditional Rental Income: $1964

Airbnb ROI: -0.36%

Traditional ROI: 4.19%

1835 Birmingham Drive

Hillsborough, NC

2 beds | 3 baths | 1,238 sq.ft.

$295,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $1652

Traditional Rental Income: $1555

Airbnb ROI: 2.27%

Traditional ROI: 3.59%

104 Pointe Place

Hillsborough, NC

4 beds | 3 baths | 1,738 sq.ft.

$448,000

Airbnb cash on cash: 8.51%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $5633

Traditional Rental Income: $2174

Airbnb ROI: 8.51%

Traditional ROI: 2.95%

2509 Old Nc 10

Hillsborough, NC

3 beds | 2 baths | 1,590 sq.ft.

$475,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $789

Traditional Rental Income: $1849

Airbnb ROI: -0.72%

Traditional ROI: 2.38%

105 Fiori Hill Drive N

Hillsborough, NC

3 beds | 3 baths | 2,312 sq.ft.

$650,000

Airbnb cash on cash: -1.49%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $789

Traditional Rental Income: $2296

Airbnb ROI: -1.49%

Traditional ROI: 1.53%

116 Cavendish Court

Hillsborough, NC

4 beds | 2 baths | 2,338 sq.ft.

$562,500

Airbnb cash on cash: 6.59%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $5633

Traditional Rental Income: $2204

Airbnb ROI: 6.59%

Traditional ROI: 2.21%

116 Lafayette Drive

Hillsborough, NC

3 beds | 2 baths | 1,367 sq.ft.

$385,000

Airbnb cash on cash: -1.15%

Traditional cash on cash: 2.81%

Airbnb Rental Income: $789

Traditional Rental Income: $1899

Airbnb ROI: -1.15%

Traditional ROI: 2.81%

605 Edburton Court

Hillsborough, NC

3 beds | 3 baths | 2,466 sq.ft.

$745,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $789

Traditional Rental Income: $2388

Airbnb ROI: -1.23%