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
15 Brandon Pines Court Pittsboro, NC This gorgeous 3838 sf four bedroom custom home is being built by award winning Prewitt-Dou...	4 beds \| 5 baths \| 4,004 sq.ft.	$1,216,954	Airbnb cash on cash: 2.77% Traditional cash on cash: 1.41% Airbnb Rental Income: $5665 Traditional Rental Income: $2994 Airbnb ROI: 2.77% Traditional ROI: 1.41%
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%
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.	$1,020,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.86% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 0.86%
320 Dewitt Smith Road Pittsboro, NC Set on 12.55 acres, this 3-bedroom, 3.5-bathroom home blends space, style, and comfort wit...	3 beds \| 4 baths \| 2,355 sq.ft.	$765,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 1.36% Airbnb Rental Income: $2240 Traditional Rental Income: $2091 Airbnb ROI: 0.78% Traditional ROI: 1.36%
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.	$980,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 1.52% Airbnb Rental Income: $5665 Traditional Rental Income: $2842 Airbnb ROI: 3.37% Traditional ROI: 1.52%
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: 0.12% Traditional cash on cash: 0.48% Airbnb Rental Income: $2240 Traditional Rental Income: $2014 Airbnb ROI: 0.12% Traditional ROI: 0.48%
322 Bellemont Road Pittsboro, NC Notice the new price, recently reduced by the motivated sellers of 322BellemontRoad. It is...	4 beds \| 3 baths \| 3,002 sq.ft.	$548,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 3.3% Airbnb Rental Income: $5665 Traditional Rental Income: $2733 Airbnb ROI: 6.82% Traditional ROI: 3.3%
9 High Ridge Lane Pittsboro, NC J3S Plan with Golf Course Views - Foundation has started on this large private wooded home...	4 beds \| N/A 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%
25 High Ridge Lane Pittsboro, NC Welcome to this stunning and spacious home nestled in a premier golf course community, off...	4 beds \| 4 baths \| 4,154 sq.ft.	$949,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 2.86% Airbnb Rental Income: $5665 Traditional Rental Income: $4266 Airbnb ROI: 3.16% Traditional ROI: 2.86%
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%
749 Golfers View Pittsboro, NC This stunning property, completed June 2023, offers you the laidback luxury you've always ...	4 beds \| N/A baths \| 3,540 sq.ft.	$975,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 0.84% Airbnb Rental Income: $5665 Traditional Rental Income: $2500 Airbnb ROI: 3.08% Traditional ROI: 0.84%
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%
23 Caldwell Pittsboro, NC Discover effortless living in this beautifully maintained 3-bedroom, 2-bath home located i...	3 beds \| 2 baths \| 1,730 sq.ft.	$529,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 1.61% Airbnb Rental Income: $2240 Traditional Rental Income: $1973 Airbnb ROI: 1.01% Traditional ROI: 1.61%
387 Riverstone Drive Pittsboro, NC Discover this rare Southern Living Magazine Showcase custom home in the prestigious Rivers...	4 beds \| 6 baths \| 4,700 sq.ft.	$2,289,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 0.07% Airbnb Rental Income: $5665 Traditional Rental Income: $3112 Airbnb ROI: 0.73% Traditional ROI: 0.07%
961 Cabin Creek Pittsboro, NC Step into modern elegance with this 2023 ICG-built residence, perfectly situated in Pittsb...	5 beds \| 4 baths \| 3,245 sq.ft.	$899,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $2719 Airbnb ROI: N/A Traditional ROI: 1.64%
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 \| N/A 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%
49 Trestle Leaf Pittsboro, NC Welcome home to this charming two-story residence offering comfort, character, and the eas...	3 beds \| 2 baths \| 1,762 sq.ft.	$515,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 2.23% Airbnb Rental Income: $2240 Traditional Rental Income: $1988 Airbnb ROI: 1.59% Traditional ROI: 2.23%
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%
431 Fieldstone Lane Pittsboro, NC Build your new custom home in the established and sought after neighborhood of Fieldstone ...	4 beds \| N/A baths \| 3,439 sq.ft.	$1,200,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 1.37% Airbnb Rental Income: $5665 Traditional Rental Income: $2909 Airbnb ROI: 2.82% Traditional ROI: 1.37%
57 Merriville Road Pittsboro, NC PRICE IMPROVEMENT!! Looking for a stunning and affordable home in a 55+ community? Look no...	2 beds \| 2 baths \| 1,470 sq.ft.	$440,000	Airbnb cash on cash: -8.35% Traditional cash on cash: -6.03% Airbnb Rental Income: $1753 Traditional Rental Income: $2230 Airbnb ROI: -8.35% Traditional ROI: -6.03%
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 \| N/A 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 \| 3 baths \| 3,426 sq.ft.	$1,100,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.36% Airbnb Rental Income: $2240 Traditional Rental Income: $2686 Airbnb ROI: 0.37% 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 \| N/A 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 Foundation in progress as the build begins on this wonderful 3 car modern farmhouse on 1.5...	4 beds \| 4 baths \| 2,860 sq.ft.	$997,400	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: 0.92% Traditional cash on cash: 2.33% Airbnb Rental Income: $2240 Traditional Rental Income: $2730 Airbnb ROI: 0.92% Traditional ROI: 2.33%
3680 15-501 N Pittsboro, NC Back on market with drastic price reduction! Spectacular home on 4.047 acres in prime loca...	5 beds \| 4 baths \| 6,149 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $4001 Airbnb ROI: N/A Traditional ROI: 2.31%
91 Imagine Way Pittsboro, NC Easy living awaits you at 91 Imagine Way. A 55+ community of Chatham Park. This lovely hom...	3 beds \| 3 baths \| 2,220 sq.ft.	$629,500	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.98% Airbnb Rental Income: $2240 Traditional Rental Income: $2697 Airbnb ROI: 0.25% Traditional ROI: 1.98%
927 Woodham Pittsboro, NC MODERN LIVING IN HARMONY WITH NATURE. This custom, Energy Star home is more than a residen...	4 beds \| 3 baths \| 3,414 sq.ft.	$1,125,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 1.28% Airbnb Rental Income: $5665 Traditional Rental Income: $3242 Airbnb ROI: 2.51% Traditional ROI: 1.28%
374 Crimson Way Pittsboro, NC Back on the market to no fault of the sellers. Home, termite, and radon inspections comple...	5 beds \| 4 baths \| 4,334 sq.ft.	$999,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $3767 Airbnb ROI: N/A Traditional ROI: 2.32%
62 Teal Trace Court Pittsboro, NC Simply Stunning Drees Homes ''to be built'' Ballentine Plan! OPTIONS - 10' Ceilings on the...	5 beds \| 6 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%
242 Lakestone Estates Pittsboro, NC Imagine the simply stunning To Be Built Ballentine plan with Drees Home on 6.94 private ac...	4 beds \| N/A baths \| 3,973 sq.ft.	$1,275,702	Airbnb cash on cash: 2.7% Traditional cash on cash: 1.64% Airbnb Rental Income: $5665 Traditional Rental Income: $3282 Airbnb ROI: 2.7% Traditional ROI: 1.64%
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%
155 Gaines Trail Pittsboro, NC 2025 Parade Of Homes Entry! Welcome Home to the Shelby, a beautifully designed modern farm...	4 beds \| 4 baths \| 3,754 sq.ft.	$1,095,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 1.31% Airbnb Rental Income: $5665 Traditional Rental Income: $3565 Airbnb ROI: 2.26% Traditional ROI: 1.31%
66 Toomer Loop Road Pittsboro, NC Attention Investors. contractors and Homeowners! You are itching to bring your Pinterest b...	3 beds \| 2 baths \| 1,344 sq.ft.	$193,900	Airbnb cash on cash: 6.93% Traditional cash on cash: 6.67% Airbnb Rental Income: $2240 Traditional Rental Income: $1629 Airbnb ROI: 6.93% Traditional ROI: 6.67%

Real Estate investment in Pittsboro, NC

There are 166 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $799,950 and the average price per square foot is $276. In December 2025, the average monthly cash on cash return in Pittsboro is 2.00%. The average monthly rental income in Pittsboro is $2,659.

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

There are 166 investment properties available for sale in Pittsboro.

In 2025, 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 $2,240.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsboro, NC

15 Brandon Pines Court

Pittsboro, NC

4 beds | 5 baths | 4,004 sq.ft.

$1,216,954

Airbnb cash on cash: 2.77%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $5665

Traditional Rental Income: $2994

Airbnb ROI: 2.77%

Traditional ROI: 1.41%

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%

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.

$1,020,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2330

Airbnb ROI: N/A

Traditional ROI: 0.86%

320 Dewitt Smith Road

Pittsboro, NC

3 beds | 4 baths | 2,355 sq.ft.

$765,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $2240

Traditional Rental Income: $2091

Airbnb ROI: 0.78%

Traditional ROI: 1.36%

114 Margaret Mann Way

Pittsboro, NC

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

$980,000

Airbnb cash on cash: 3.37%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $5665

Traditional Rental Income: $2842

Airbnb ROI: 3.37%

Traditional ROI: 1.52%

1210 Manco Dairy Road

Pittsboro, NC

3 beds | 2 baths | 3,309 sq.ft.

$995,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 0.48%

Airbnb Rental Income: $2240

Traditional Rental Income: $2014

Airbnb ROI: 0.12%

Traditional ROI: 0.48%

322 Bellemont Road

Pittsboro, NC

4 beds | 3 baths | 3,002 sq.ft.

$548,000

Airbnb cash on cash: 6.82%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $5665

Traditional Rental Income: $2733

Airbnb ROI: 6.82%