Real Estate Investment Properties for Sale in Pittsboro, NC

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4215 Henderson Place Pittsboro, NC Welcome to this beautifully appointed, green-certified custom home in desirable Fearringto...	4 beds \| 4 baths \| 3,693 sq.ft.	$1,275,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 1.01% Airbnb Rental Income: $5665 Traditional Rental Income: $3117 Airbnb ROI: 2.2% Traditional ROI: 1.01%
335 Sweet Pine Circle Pittsboro, NC Welcome to this beautifully designed four bedroom, four bathroom home offering an inviting...	4 beds \| 4 baths \| 3,854 sq.ft.	$975,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 1.69% Airbnb Rental Income: $5665 Traditional Rental Income: $3029 Airbnb ROI: 3.34% Traditional ROI: 1.69%
647 Chapel Ridge Drive Pittsboro, NC Set in the beautiful golf community of Chapel Ridge, this custom 3-bedroom, 3-bath home of...	3 beds \| 3 baths \| 3,188 sq.ft.	$735,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.12% Airbnb Rental Income: $1764 Traditional Rental Income: $1974 Airbnb ROI: 0.11% Traditional ROI: 1.12%
302 Poplar Forest Lane Pittsboro, NC Welcome to 302 Poplar Forest Lane in Bobcat Point. Located on a private 2-acre lot in Pitt...	4 beds \| 3 baths \| 2,032 sq.ft.	$570,000	Airbnb cash on cash: 6.86% Traditional cash on cash: 2.85% Airbnb Rental Income: $5665 Traditional Rental Income: $2395 Airbnb ROI: 6.86% Traditional ROI: 2.85%
23 Turkey Creek Trail Pittsboro, NC $75,000 PRICE IMPROVEMENT! If you've been dreaming of acreage, privacy, and the opportunit...	3 beds \| 2 baths \| 2,771 sq.ft.	$740,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.88% Airbnb Rental Income: $1764 Traditional Rental Income: $2420 Airbnb ROI: 0.23% Traditional ROI: 1.88%
56 W Cornwallis Street Pittsboro, NC Welcome to this charming and inviting home in desirable Pittsboro, perfectly blending cozy...	3 beds \| 2 baths \| 1,379 sq.ft.	$368,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 3.24% Airbnb Rental Income: $1764 Traditional Rental Income: $1816 Airbnb ROI: 1.69% Traditional ROI: 3.24%
967 Bynum Road Pittsboro, NC This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary ...	4 beds \| 2 baths \| 2,460 sq.ft.	$725,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 2.04% Airbnb Rental Income: $5665 Traditional Rental Income: $2550 Airbnb ROI: 4.97% Traditional ROI: 2.04%
798 Horizon Drive Pittsboro, NC Newly adjusted pricing positions this custom home perfectly for one of Pittsboro's most de...	4 beds \| 3 baths \| 3,168 sq.ft.	$815,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 1.74% Airbnb Rental Income: $5665 Traditional Rental Income: $2704 Airbnb ROI: 4.15% Traditional ROI: 1.74%
251 Gentry Drive Pittsboro, NC Discover luxury living just minutes from Jordan Lake. 251 Gentry Drive offers a rare blend...	4 beds \| 4 baths \| 3,457 sq.ft.	$998,500	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.04% Airbnb Rental Income: $5665 Traditional Rental Income: $3424 Airbnb ROI: 3.23% Traditional ROI: 2.04%
73 Knobhill Lane Pittsboro, NC I love the way 73 Knobhill Lane brings together comfortable everyday living and the things...	3 beds \| 3 baths \| 2,578 sq.ft.	$550,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.39% Airbnb Rental Income: $1764 Traditional Rental Income: $2378 Airbnb ROI: 0.26% Traditional ROI: 2.39%
4200 Henderson Place Pittsboro, NC Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 ...	3 beds \| 3 baths \| 3,503 sq.ft.	$1,173,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.1% Airbnb Rental Income: $1764 Traditional Rental Income: $1974 Airbnb ROI: -0.54% Traditional ROI: 0.1%
438 Crossvine Close Pittsboro, NC Enjoy easy living in this end-unit townhouse set in a park-like setting. The front door op...	3 beds \| 2 baths \| 2,123 sq.ft.	$400,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.6% Airbnb Rental Income: $1764 Traditional Rental Income: $2132 Airbnb ROI: 1.33% Traditional ROI: 3.6%
378 Crimson Way Pittsboro, NC Rare value in Chapel Ridge: 5 bedrooms, 4 baths, and 4,249 square feet on a private 1.78 a...	5 beds \| 4 baths \| 4,249 sq.ft.	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $3276 Airbnb ROI: N/A Traditional ROI: 1.99%
1396 Bynum Ridge Road Pittsboro, NC Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pitts...	3 beds \| 2 baths \| 2,106 sq.ft.	$590,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.74% Airbnb Rental Income: $1764 Traditional Rental Income: $1974 Airbnb ROI: 0.48% Traditional ROI: 1.74%
242 Henrys Ridge Road Pittsboro, NC Updated custom home in Henry's Ridge with a first-floor primary suite, designated office, ...	4 beds \| 4 baths \| 4,847 sq.ft.	$1,160,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 1.09% Airbnb Rental Income: $5665 Traditional Rental Income: $3028 Airbnb ROI: 2.48% Traditional ROI: 1.09%
865 Marshall Road Pittsboro, NC There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACR...	4 beds \| 3 baths \| 1,400 sq.ft.	$2,100,000	Airbnb cash on cash: 1.06% Traditional cash on cash: -0.09% Airbnb Rental Income: $5665 Traditional Rental Income: $2287 Airbnb ROI: 1.06% Traditional ROI: -0.09%
175 Deep Creek Pittsboro, NC Set at the end of a cul-de-sac on the golf course in the sought-after Chapel Ridge communi...	4 beds \| 4 baths \| 3,451 sq.ft.	$848,999	Airbnb cash on cash: 3.91% Traditional cash on cash: 2.3% Airbnb Rental Income: $5665 Traditional Rental Income: $3258 Airbnb ROI: 3.91% Traditional ROI: 2.3%
1312 Langdon Place Pittsboro, NC Discover effortless one-level living in one of the Triangle's most beloved communities. Ne...	3 beds \| 2 baths \| 2,057 sq.ft.	$499,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.92% Airbnb Rental Income: $1764 Traditional Rental Income: $2243 Airbnb ROI: 0.86% Traditional ROI: 2.92%
512 Chatham Forest Drive Pittsboro, NC Discover the versatility and comfort of this smartly designed home in popular Chatham Fore...	3 beds \| 3 baths \| 2,826 sq.ft.	$475,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 2.74% Airbnb Rental Income: $1764 Traditional Rental Income: $2265 Airbnb ROI: 0.53% Traditional ROI: 2.74%
154 Birdie Court Pittsboro, NC Welcome to this beautifully maintained custom home nestled on the golf course in the sough...	3 beds \| 3 baths \| 3,293 sq.ft.	$675,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.37% Airbnb Rental Income: $1764 Traditional Rental Income: $2040 Airbnb ROI: 0.17% Traditional ROI: 1.37%
607 Millbrook Drive Pittsboro, NC Welcome to this inviting home in the heart of Pittsboro in the desired Powell Place commun...	3 beds \| 2 baths \| 1,550 sq.ft.	$415,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 3.15% Airbnb Rental Income: $1764 Traditional Rental Income: $2077 Airbnb ROI: 1.11% Traditional ROI: 3.15%
8 Hawks Spiral Way Pittsboro, NC Priced to sell! This 3-bedroom, 2-bath ranch offers 1,570 sq ft of comfortable living spac...	3 beds \| 2 baths \| 1,570 sq.ft.	$340,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.53% Airbnb Rental Income: $1764 Traditional Rental Income: $1881 Airbnb ROI: 1.65% Traditional ROI: 3.53%
231 High Ridge Lane Pittsboro, NC Spacious, light-filled living in the highly desirable Chapel Ridge golf community! Ideally...	4 beds \| 4 baths \| 3,494 sq.ft.	$800,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 2.18% Airbnb Rental Income: $5665 Traditional Rental Income: $3008 Airbnb ROI: 4.23% Traditional ROI: 2.18%
9 High Ridge Lane Pittsboro, NC This move-in-ready Chapel Ridge home offers $100,000+ in upgrades and an exceptional blend...	4 beds \| 4 baths \| 3,492 sq.ft.	$1,100,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 3.98% Airbnb Rental Income: $5665 Traditional Rental Income: $5371 Airbnb ROI: 3.16% Traditional ROI: 3.98%
210 Lookout Ridge Pittsboro, NC What a stunner! This gorgeous, well-maintained home is located in the desirable Chapel Rid...	4 beds \| 3 baths \| 3,651 sq.ft.	$850,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 1.43% Airbnb Rental Income: $5665 Traditional Rental Income: $2602 Airbnb ROI: 3.87% Traditional ROI: 1.43%
148 Tobacco Road Pittsboro, NC Tucked away on almost two private acres with room for a pool, this custom designed Craftsm...	4 beds \| 4 baths \| 3,730 sq.ft.	$1,150,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 1.15% Airbnb Rental Income: $5665 Traditional Rental Income: $3065 Airbnb ROI: 2.52% Traditional ROI: 1.15%
20 Plenty Court Pittsboro, NC Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beau...	4 beds \| 3 baths \| 2,409 sq.ft.	$619,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 2.36% Airbnb Rental Income: $5665 Traditional Rental Income: $2591 Airbnb ROI: 5.71% Traditional ROI: 2.36%
405 Fieldstone Lane Pittsboro, NC Great opportunity to bulid your custom dream home in the desirable neighborhood of Fieldst...	4 beds \| 4 baths \| 3,542 sq.ft.	$1,200,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 1.74% Airbnb Rental Income: $5665 Traditional Rental Income: $3326 Airbnb ROI: 2.82% Traditional ROI: 1.74%
4 Brandon Pines Court Pittsboro, NC NEW BUILDER INCENTIVES FOR BUYERS. Offered for Closing costs for the new buyer. New Constr...	4 beds \| 4 baths \| 3,174 sq.ft.	$830,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 2.26% Airbnb Rental Income: $5665 Traditional Rental Income: $2787 Airbnb ROI: 4.51% Traditional ROI: 2.26%
53 Spring Hollow Court Pittsboro, NC Tucked on a quiet street in the gated Estates section of Chapel Ridge, this home sits on 1...	4 beds \| 3 baths \| 2,680 sq.ft.	$769,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 2.03% Airbnb Rental Income: $5665 Traditional Rental Income: $2718 Airbnb ROI: 4.56% Traditional ROI: 2.03%
26 Shadymont Drive Pittsboro, NC Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres,...	4 beds \| 3 baths \| 4,051 sq.ft.	$795,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 1.96% Airbnb Rental Income: $5665 Traditional Rental Income: $2791 Airbnb ROI: 4.31% Traditional ROI: 1.96%
116 Emelia Lane Pittsboro, NC Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously desig...	4 beds \| 4 baths \| 4,019 sq.ft.	$1,290,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 0.88% Airbnb Rental Income: $5665 Traditional Rental Income: $3095 Airbnb ROI: 2.08% Traditional ROI: 0.88%
449 Crossvine Close Pittsboro, NC FULLY UPDATED. COMPLETELY TURN-KEY. Welcome to this beautifully updated home in the highly...	3 beds \| 2 baths \| 1,932 sq.ft.	$440,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.84% Airbnb Rental Income: $1764 Traditional Rental Income: $1974 Airbnb ROI: 1.16% Traditional ROI: 2.84%
52 Shergold Drive Pittsboro, NC There are homes... and then there are lifestyles. Welcome to the one that gives you both. ...	3 beds \| 3 baths \| 2,782 sq.ft.	$699,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.02% Airbnb Rental Income: $1764 Traditional Rental Income: $2696 Airbnb ROI: -0.15% Traditional ROI: 2.02%
2929 Seaforth Road Pittsboro, NC This delightful and quaint cottage is nestled on 10 acres at the end of Seaforth Road, sit...	4 beds \| 1 baths \| 856 sq.ft.	$675,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 1.44% Airbnb Rental Income: $5665 Traditional Rental Income: $1851 Airbnb ROI: 5.7% Traditional ROI: 1.44%
978 Cabin Creek Pittsboro, NC NEW CONSTRUCTION. IMPROVED. EVERY DETAIL ALREADY IN PLACE. Custom-Built. Thoughtfully Enha...	4 beds \| 5 baths \| 3,851 sq.ft.	$1,100,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 1.37% Airbnb Rental Income: $5665 Traditional Rental Income: $3093 Airbnb ROI: 2.77% Traditional ROI: 1.37%
2817 Silk Hope Gum Springs Road Pittsboro, NC Ready for YOU to MOVE IN!! This stunning quality built house of 4-bedroom, 3.5-bath home o...	4 beds \| 4 baths \| 3,232 sq.ft.	$949,800	Airbnb cash on cash: 3.71% Traditional cash on cash: 1.98% Airbnb Rental Income: $5665 Traditional Rental Income: $3008 Airbnb ROI: 3.71% Traditional ROI: 1.98%
119 Banning Drive Pittsboro, NC Like new home with a Max Plan home warranty for peace of mind. So many upgrades to keep yo...	4 beds \| 4 baths \| 2,279 sq.ft.	$549,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 2.45% Airbnb Rental Income: $5665 Traditional Rental Income: $2461 Airbnb ROI: 6.49% Traditional ROI: 2.45%
672 Spindlewood Pittsboro, NC Enjoy wooded, forest-like views from this updated one-level contemporary home in Fearringt...	3 beds \| 3 baths \| 2,199 sq.ft.	$700,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 1.75% Airbnb Rental Income: $1764 Traditional Rental Income: $2291 Airbnb ROI: 0.21% Traditional ROI: 1.75%
396 Lyndfield Close Pittsboro, NC Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly soug...	3 beds \| 2 baths \| 2,254 sq.ft.	$469,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 2.97% Airbnb Rental Income: $1764 Traditional Rental Income: $2124 Airbnb ROI: 1.05% Traditional ROI: 2.97%

Real Estate investment in Pittsboro, NC

There are 224 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $539,677 and the average price per square foot is $196. In September 2026, the average monthly cash on cash return in Pittsboro is 2.00%. The average monthly rental income in Pittsboro is $2,468.

Pittsboro, NC Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 224 investment properties available for sale in Pittsboro.

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

The ROI for Short-Term is higher than the Long-Term in Pittsboro with average rental income of $1,764.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsboro, NC

4215 Henderson Place

Pittsboro, NC

4 beds | 4 baths | 3,693 sq.ft.

$1,275,000

Airbnb cash on cash: 2.2%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $5665

Traditional Rental Income: $3117

Airbnb ROI: 2.2%

Traditional ROI: 1.01%

335 Sweet Pine Circle

Pittsboro, NC

4 beds | 4 baths | 3,854 sq.ft.

$975,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $5665

Traditional Rental Income: $3029

Airbnb ROI: 3.34%

Traditional ROI: 1.69%

647 Chapel Ridge Drive

Pittsboro, NC

3 beds | 3 baths | 3,188 sq.ft.

$735,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $1764

Traditional Rental Income: $1974

Airbnb ROI: 0.11%

Traditional ROI: 1.12%

302 Poplar Forest Lane

Pittsboro, NC

4 beds | 3 baths | 2,032 sq.ft.

$570,000

Airbnb cash on cash: 6.86%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $5665

Traditional Rental Income: $2395

Airbnb ROI: 6.86%

Traditional ROI: 2.85%

23 Turkey Creek Trail

Pittsboro, NC

3 beds | 2 baths | 2,771 sq.ft.

$740,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $1764

Traditional Rental Income: $2420

Airbnb ROI: 0.23%

Traditional ROI: 1.88%

56 W Cornwallis Street

Pittsboro, NC

3 beds | 2 baths | 1,379 sq.ft.

$368,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1764

Traditional Rental Income: $1816

Airbnb ROI: 1.69%

Traditional ROI: 3.24%

967 Bynum Road

Pittsboro, NC

4 beds | 2 baths | 2,460 sq.ft.

$725,000

Airbnb cash on cash: 4.97%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $5665

Traditional Rental Income: $2550

Airbnb ROI: 4.97%

Traditional ROI: 2.04%

798 Horizon Drive

Pittsboro, NC

4 beds | 3 baths | 3,168 sq.ft.

$815,000

Airbnb cash on cash: 4.15%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $5665

Traditional Rental Income: $2704

Airbnb ROI: 4.15%