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
30 Buttonwood Court Pittsboro, NC Experience the perfect blend of style, comfort, and functionality in this beautifully main...	3 beds \| 2 baths \| 2,021 sq.ft.	$499,900	Airbnb cash on cash: 4.92% Traditional cash on cash: 2.3% Airbnb Rental Income: $4175 Traditional Rental Income: $2068 Airbnb ROI: 4.92% Traditional ROI: 2.3%
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%
74 Brookridge Court Pittsboro, NC Welcome to 74 Brookridge Court - a warm, comfortable 4BR/3BA home tucked into a peaceful c...	4 beds \| 3 baths \| 3,195 sq.ft.	$595,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 2.25% Airbnb Rental Income: $5665 Traditional Rental Income: $2491 Airbnb ROI: 5.93% Traditional ROI: 2.25%
121 Chapel Ridge Drive Pittsboro, NC There's something about this home that just feels right. Maybe it's the way the sunlight p...	4 beds \| 4 baths \| 3,908 sq.ft.	$989,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.68% Airbnb Rental Income: $5665 Traditional Rental Income: $3103 Airbnb ROI: 3.23% Traditional ROI: 1.68%
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%
378 Crimson Way Pittsboro, NC Welcome to The Estates at Chapel Ridge, a premier gated community offering resort-style am...	5 beds \| 4 baths \| 4,249 sq.ft.	$1,010,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 0.88%
507 W Salisbury Street Pittsboro, NC Welcome to this charming, move-in-ready home in one of Pittsboro's most walkable locations...	3 beds \| 2 baths \| 1,833 sq.ft.	$575,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 1.72% Airbnb Rental Income: $4175 Traditional Rental Income: $1957 Airbnb ROI: 4.21% Traditional ROI: 1.72%
114 Margaret Mann Way Pittsboro, NC Welcome to your turn-key dream home! Looking for a beautifully maintained, move-in ready h...	4 beds \| 3 baths \| 3,461 sq.ft.	$995,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 1.48% Airbnb Rental Income: $5665 Traditional Rental Income: $2842 Airbnb ROI: 3.3% Traditional ROI: 1.48%
90 Cobble Ridge Drive Pittsboro, NC Beautifully maintained home offering sought-after main-floor living in the popular Powell ...	3 beds \| 2 baths \| 2,482 sq.ft.	$549,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 1.8% Airbnb Rental Income: $4175 Traditional Rental Income: $2035 Airbnb ROI: 4.24% Traditional ROI: 1.8%
1210 Manco Dairy Road Pittsboro, NC This expansive custom built craftsman ranch is a stunning three bedroom, two bath home tha...	3 beds \| 2 baths \| 3,309 sq.ft.	$995,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 0.48% Airbnb Rental Income: $4175 Traditional Rental Income: $2014 Airbnb ROI: 1.86% Traditional ROI: 0.48%
9 High Ridge Lane Pittsboro, NC J3S Plan with Golf Course Views - Foundation has started on this large private wooded home...	4 beds \| 4 baths \| 3,402 sq.ft.	$1,100,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 1.5% Airbnb Rental Income: $5665 Traditional Rental Income: $2835 Airbnb ROI: 3.16% Traditional ROI: 1.5%
57 Hazelwood Pittsboro, NC Discover this stunning 3000 sf custom parade home in Chapel Ridge, featuring four bedrooms...	4 beds \| 4 baths \| 3,044 sq.ft.	$925,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 1.91% Airbnb Rental Income: $5665 Traditional Rental Income: $3446 Airbnb ROI: 3.17% Traditional ROI: 1.91%
72 Hazelwood Pittsboro, NC This stunning four-bedroom, three-bathroom custom home by Prewitt-Douglas sits on a cul-de...	4 beds \| 3 baths \| 3,446 sq.ft.	$1,025,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.13% Airbnb Rental Income: $5665 Traditional Rental Income: $3236 Airbnb ROI: 3.48% Traditional ROI: 2.13%
353 Windsong Drive Pittsboro, NC Set in Potterstone Village and just minutes from Chatham Park, 353 Windsong offers refined...	3 beds \| 2 baths \| 2,953 sq.ft.	$569,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 1.72% Airbnb Rental Income: $4175 Traditional Rental Income: $2068 Airbnb ROI: 4.02% Traditional ROI: 1.72%
405 Fieldstone Lane Pittsboro, NC Great opportunity to bulid your custom dream home in the desirable neighborhood of Fieldst...	4 beds \| N/A 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%
26 Shadymont Drive Pittsboro, NC Embrace the Charm of County Living! This delightful four-bedroom, three-bathroom residence...	4 beds \| 3 baths \| 4,148 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%
961 Cabin Creek Pittsboro, NC FLAT LOT WITH POOL POTENTIAL Step into modern elegance with this 2023 ICG-built reside...	5 beds \| 4 baths \| 3,245 sq.ft.	$889,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $2719 Airbnb ROI: N/A Traditional ROI: 1.67%
2817 Silk Hope Gum Springs Road Pittsboro, NC MOVE IN NOW for the holidays!, this stunning 4-bedroom, 3.5-bath home offers over 3,200 sq...	4 beds \| 4 baths \| 3,232 sq.ft.	$949,900	Airbnb cash on cash: 3.7% Traditional cash on cash: 2.44% Airbnb Rental Income: $5665 Traditional Rental Income: $3413 Airbnb ROI: 3.7% Traditional ROI: 2.44%
17 Plenty Court Pittsboro, NC BETTER THAN NEW! Meticulously well-loved home only 2 years old with several valuable upgra...	4 beds \| 2 baths \| 2,320 sq.ft.	$559,900	Airbnb cash on cash: 6.43% Traditional cash on cash: 2.12% Airbnb Rental Income: $5665 Traditional Rental Income: $2278 Airbnb ROI: 6.43% Traditional ROI: 2.12%
13 Blackhorn Court Pittsboro, NC Another exceptional build by PREWITT-DOUGLAS CUSTOM HOMES in the highly desirable CHAPEL R...	4 beds \| N/A baths \| 4,228 sq.ft.	$1,463,001	Airbnb cash on cash: 2.14% Traditional cash on cash: 0.76% Airbnb Rental Income: $5665 Traditional Rental Income: $2650 Airbnb ROI: 2.14% Traditional ROI: 0.76%
180 Bur Oak Court Pittsboro, NC Lorient Homes is pleased to introduce our luxurious S1 plan with 19ft ceilings in the fami...	4 beds \| N/A baths \| 2,906 sq.ft.	$895,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 2.43% Airbnb Rental Income: $5665 Traditional Rental Income: $3133 Airbnb ROI: 4.11% Traditional ROI: 2.43%
300 Rabbit Run Pittsboro, NC This property offers numerous possibilities. If you are looking for a unique single-family...	3 beds \| 2 baths \| 2,012 sq.ft.	$699,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 1.44% Airbnb Rental Income: $4175 Traditional Rental Income: $1951 Airbnb ROI: 3.5% Traditional ROI: 1.44%
1245 Golfers View Pittsboro, NC Luxurious Walkout Basement Home in Chapel Ridge. Stunning L2 plan with an 850 sqft finishe...	4 beds \| 4 baths \| 5,166 sq.ft.	$1,345,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 1.16% Airbnb Rental Income: $5665 Traditional Rental Income: $2975 Airbnb ROI: 2.41% Traditional ROI: 1.16%
183 Lookout Ridge Pittsboro, NC J2 Plan - Stunning 4-bedroom open design with a main-level owner's suite and 3 bedrooms pl...	4 beds \| 2 baths \| 3,230 sq.ft.	$959,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 2% Airbnb Rental Income: $5665 Traditional Rental Income: $2928 Airbnb ROI: 3.79% Traditional ROI: 2%
45 Quail Point Pittsboro, NC Ranch with Finished Walkout Basement in Chapel Ridge. This stunning R1 Plan offers nearly ...	3 beds \| 2 baths \| 3,426 sq.ft.	$1,100,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 1.36% Airbnb Rental Income: $4175 Traditional Rental Income: $2686 Airbnb ROI: 1.95% Traditional ROI: 1.36%
684 Golfers View Pittsboro, NC Luxurious J3 Plan with Finished Walkout Basement in Chapel Ridge. The J3 Plan offers an op...	4 beds \| 4 baths \| 3,951 sq.ft.	$1,150,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 1.86% Airbnb Rental Income: $5665 Traditional Rental Income: $3330 Airbnb ROI: 2.98% Traditional ROI: 1.86%
4025 Hamlets Chapel Road Pittsboro, NC Enjoy your view on the big screen porch with a cozy stacked stone outdoor fireplace next F...	4 beds \| 4 baths \| 2,860 sq.ft.	$997,600	Airbnb cash on cash: 3.73% Traditional cash on cash: 1.9% Airbnb Rental Income: $5665 Traditional Rental Income: $2835 Airbnb ROI: 3.73% Traditional ROI: 1.9%
59 Mist Wood Court Pittsboro, NC Incredible new build opportunity with Pomarico Construction. True custom build, all person...	3 beds \| 3 baths \| 2,880 sq.ft.	$799,900	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.33% Airbnb Rental Income: $4175 Traditional Rental Income: $2730 Airbnb ROI: 3.08% Traditional ROI: 2.33%
235 Cottage Way Pittsboro, NC This stunning 4-bedroom, 3.5-bath Parade of Homes masterpiece sits on a rare double lot in...	5 beds \| 4 baths \| 3,756 sq.ft.	$1,049,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.55% Airbnb Rental Income: $null Traditional Rental Income: $3484 Airbnb ROI: N/A Traditional ROI: 1.55%
62 Teal Trace Court Pittsboro, NC Simply Stunning Drees Homes ''to be built'' Ballentine Plan! OPTIONS - 10' Ceilings on the...	5 beds \| N/A baths \| 5,607 sq.ft.	$1,431,750	Airbnb cash on cash: N/A Traditional cash on cash: 2.99% Airbnb Rental Income: $null Traditional Rental Income: $5585 Airbnb ROI: N/A Traditional ROI: 2.99%
103 Brandy Mill Pittsboro, NC Welcome to 103 Brandy Mill, a stunning new home nestled in the charming Chapel Ridge commu...	4 beds \| 3 baths \| 3,133 sq.ft.	$814,900	Airbnb cash on cash: 4.01% Traditional cash on cash: 1.56% Airbnb Rental Income: $5665 Traditional Rental Income: $2673 Airbnb ROI: 4.01% Traditional ROI: 1.56%
162 Gaines Trail Pittsboro, NC Move In Ready Bristol Plan! Don't miss the opportunity to make The Bristol English Cottage...	4 beds \| 3 baths \| 3,469 sq.ft.	$1,017,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 0.64% Airbnb Rental Income: $5665 Traditional Rental Income: $2703 Airbnb ROI: 2.57% Traditional ROI: 0.64%
111 Gaines Trail Pittsboro, NC Move in ready Hamilton Plan. This stunning new craftsman-styled home blends elegance and c...	4 beds \| 4 baths \| 3,391 sq.ft.	$1,010,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 2.55% Airbnb Rental Income: $5665 Traditional Rental Income: $4486 Airbnb ROI: 2.6% Traditional ROI: 2.55%
97 Fox Oak Trail Pittsboro, NC Massive veranda style wrapped covered porch sets the tone of this Classic Modern Farmhouse...	4 beds \| 6 baths \| 2,632 sq.ft.	$1,065,400	Airbnb cash on cash: 3.35% Traditional cash on cash: 4.55% Airbnb Rental Income: $5665 Traditional Rental Income: $5725 Airbnb ROI: 3.35% Traditional ROI: 4.55%
12 Cabin Creek Pittsboro, NC Custom pre-sale construction. This lovely, stylish 3 bedroom with a bonus room or optional...	3 beds \| 2 baths \| 2,961 sq.ft.	$990,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 0.85% Airbnb Rental Income: $4175 Traditional Rental Income: $2695 Airbnb ROI: 1.5% Traditional ROI: 0.85%
64 Barn Owl Pittsboro, NC Discover elegance and comfort in this stunning new construction home, nestled in the vibra...	4 beds \| N/A baths \| 3,650 sq.ft.	$1,450,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 2.22% Airbnb Rental Income: $5665 Traditional Rental Income: $4591 Airbnb ROI: 2.18% Traditional ROI: 2.22%
149 Brandy Mill Pittsboro, NC Simply Stunning Drees Homes ''to be built'' Vanderburgh plan! Just the plan that you have ...	5 beds \| 3 baths \| 3,574 sq.ft.	$992,251	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $2883 Airbnb ROI: N/A Traditional ROI: 1.85%
82 Byrd Lane Pittsboro, NC ' To Be Built' Build your dream home nestled on a quiet country Tranquil, picturesque wood...	4 beds \| N/A baths \| 2,373 sq.ft.	$829,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.52% Airbnb Rental Income: $5665 Traditional Rental Income: $3633 Airbnb ROI: 4.69% Traditional ROI: 3.52%
127 Preston Trace Pittsboro, NC For comp purposes only.	5 beds \| 4 baths \| 4,829 sq.ft.	$1,279,578	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $3417 Airbnb ROI: N/A Traditional ROI: 0.6%
25 Blackhorn Court Pittsboro, NC Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company ...	5 beds \| 4 baths \| 3,564 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 0.27%

Real Estate investment in Pittsboro, NC

There are 131 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $833,345 and the average price per square foot is $288. In January 2026, the average monthly cash on cash return in Pittsboro is 2.00%. The average monthly rental income in Pittsboro is $2,619.

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

There are 131 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 $4,175.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsboro, NC

30 Buttonwood Court

Pittsboro, NC

3 beds | 2 baths | 2,021 sq.ft.

$499,900

Airbnb cash on cash: 4.92%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $4175

Traditional Rental Income: $2068

Airbnb ROI: 4.92%

Traditional ROI: 2.3%

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%

74 Brookridge Court

Pittsboro, NC

4 beds | 3 baths | 3,195 sq.ft.

$595,000

Airbnb cash on cash: 5.93%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $5665

Traditional Rental Income: $2491

Airbnb ROI: 5.93%

Traditional ROI: 2.25%

121 Chapel Ridge Drive

Pittsboro, NC

4 beds | 4 baths | 3,908 sq.ft.

$989,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $5665

Traditional Rental Income: $3103

Airbnb ROI: 3.23%

Traditional ROI: 1.68%

251 Gentry Drive

Pittsboro, NC

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%

378 Crimson Way

Pittsboro, NC

5 beds | 4 baths | 4,249 sq.ft.

$1,010,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2330

Airbnb ROI: N/A

Traditional ROI: 0.88%

507 W Salisbury Street

Pittsboro, NC

3 beds | 2 baths | 1,833 sq.ft.

$575,000

Airbnb cash on cash: 4.21%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $4175

Traditional Rental Income: $1957

Airbnb ROI: 4.21%

Traditional ROI: 1.72%

114 Margaret Mann Way

Pittsboro, NC

4 beds | 3 baths | 3,461 sq.ft.

$995,000

Airbnb cash on cash: 3.3%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $5665

Traditional Rental Income: $2842

Airbnb ROI: 3.3%