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.

Single Family Homes for Sale in Pittsboro, NC

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

Showing 178 Single Family Residential 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
277 Millbrook Drive Pittsboro, NC Now $435,000! Welcome to a charming and well-maintained 3-bedroom, 2.5-bath home with a de...	3 beds \| 3 baths \| 1,908 sq.ft.	$435,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 2.83% Airbnb Rental Income: $1303 Traditional Rental Income: $1995 Airbnb ROI: 0.14% Traditional ROI: 2.83%
660 Log Barn Road Pittsboro, NC Tucked away on 5.13 peaceful acres in highly desirable Log Barn Acres, this rambler-style ...	3 beds \| 2 baths \| 2,771 sq.ft.	$835,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.55% Airbnb Rental Income: $1303 Traditional Rental Income: $2420 Airbnb ROI: -0.4% Traditional ROI: 1.55%
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: 1.51% Traditional cash on cash: 2.04% Airbnb Rental Income: $2861 Traditional Rental Income: $2550 Airbnb ROI: 1.51% Traditional ROI: 2.04%
130 Autumn Chase Pittsboro, NC Rare golf course patio home in Chapel Ridge--don't miss this opportunity for lock-and-leav...	3 beds \| 3 baths \| 3,017 sq.ft.	$669,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.97% Airbnb Rental Income: $1303 Traditional Rental Income: $2353 Airbnb ROI: -0.36% Traditional ROI: 1.97%
767 Redbud Pittsboro, NC Tucked away on 5.3 acres of peaceful, wooded surroundings, this 3-bedroom, 3.5-bath home o...	3 beds \| 4 baths \| 2,971 sq.ft.	$775,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.4% Airbnb Rental Income: $1303 Traditional Rental Income: $2961 Airbnb ROI: -0.45% Traditional ROI: 2.4%
121 Chapel Ridge Drive Pittsboro, NC Now priced at Zestimate. Fred Couples Signature golf community. Pre-inspected. Move-in rea...	4 beds \| 4 baths \| 3,908 sq.ft.	$875,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 1.9% Airbnb Rental Income: $2861 Traditional Rental Income: $3000 Airbnb ROI: 0.91% Traditional ROI: 1.9%
798 Horizon Drive Pittsboro, NC Being in a prime location in one of the area's most coveted neighborhoods, this custom-bui...	4 beds \| 3 baths \| 3,168 sq.ft.	$826,500	Airbnb cash on cash: 1.05% Traditional cash on cash: 1.71% Airbnb Rental Income: $2861 Traditional Rental Income: $2704 Airbnb ROI: 1.05% Traditional ROI: 1.71%
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: 0.72% Traditional cash on cash: 2.04% Airbnb Rental Income: $2861 Traditional Rental Income: $3424 Airbnb ROI: 0.72% 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.	$1,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.91% Airbnb Rental Income: $null Traditional Rental Income: $3276 Airbnb ROI: N/A Traditional ROI: 1.91%
4233 Henderson Place Pittsboro, NC Situated on a picturesque 1.33-acre homesite, 4233 Henderson Place offers the perfect blen...	3 beds \| 3 baths \| 3,210 sq.ft.	$1,049,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.07% Airbnb Rental Income: $1303 Traditional Rental Income: $1913 Airbnb ROI: -0.97% Traditional ROI: 0.07%
90 Cobble Ridge Drive Pittsboro, NC Motivated Sellers! Great opportunity for this beautifully maintained home offering sought-...	3 beds \| 2 baths \| 2,482 sq.ft.	$529,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.98% Airbnb Rental Income: $1303 Traditional Rental Income: $2076 Airbnb ROI: -0.4% Traditional ROI: 1.98%
640 Cabin Creek Pittsboro, NC Modern living in a premiere custom home Golf course community! Great location with flat fe...	4 beds \| 4 baths \| 3,062 sq.ft.	$775,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 2.17% Airbnb Rental Income: $2861 Traditional Rental Income: $2877 Airbnb ROI: 1.22% Traditional ROI: 2.17%
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.	$864,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 2.24% Airbnb Rental Income: $2861 Traditional Rental Income: $3258 Airbnb ROI: 0.92% Traditional ROI: 2.24%
450 Ryan Road Pittsboro, NC Discover your own totally private oasis right next to Jordan Lake in this beautifully main...	3 beds \| 3 baths \| 2,328 sq.ft.	$749,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.51% Airbnb Rental Income: $1303 Traditional Rental Income: $2275 Airbnb ROI: -0.46% Traditional ROI: 1.51%
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.	$699,900	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.29% Airbnb Rental Income: $1303 Traditional Rental Income: $2040 Airbnb ROI: -0.46% Traditional ROI: 1.29%
119 Cabin Creek Pittsboro, NC It's time. Time to elevate to the lifestyle you've earned with this premier home, rich wit...	4 beds \| 4 baths \| 3,286 sq.ft.	$985,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.8% Airbnb Rental Income: $2861 Traditional Rental Income: $3227 Airbnb ROI: 0.67% Traditional ROI: 1.8%
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.	$825,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.09% Airbnb Rental Income: $2861 Traditional Rental Income: $3008 Airbnb ROI: 1.03% Traditional ROI: 2.09%
119 Rolling Woods Court Pittsboro, NC Welcome home to this stunning custom-built residence in The Hamptons, perfectly situated o...	4 beds \| 5 baths \| 3,807 sq.ft.	$1,400,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.79% Airbnb Rental Income: $2861 Traditional Rental Income: $4507 Airbnb ROI: 0.01% Traditional ROI: 1.79%
9 High Ridge Lane Pittsboro, NC J3S Plan with Golf Course Views - Drywall is completed on this large private wooded homesi...	4 beds \| 4 baths \| 3,492 sq.ft.	$1,100,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.98% Airbnb Rental Income: $2861 Traditional Rental Income: $5371 Airbnb ROI: 0.87% 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.	$890,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 1.32% Airbnb Rental Income: $2861 Traditional Rental Income: $2602 Airbnb ROI: 0.83% Traditional ROI: 1.32%
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: 0.34% Traditional cash on cash: 1.15% Airbnb Rental Income: $2861 Traditional Rental Income: $3065 Airbnb ROI: 0.34% Traditional ROI: 1.15%
64 Barn Owl Lane Pittsboro, NC Discover elegance and comfort in this stunning new construction home, nestled in the vibra...	4 beds \| 5 baths \| 3,607 sq.ft.	$1,395,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 2.07% Airbnb Rental Income: $2861 Traditional Rental Income: $4130 Airbnb ROI: 0.58% Traditional ROI: 2.07%
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: 0.73% Traditional cash on cash: 1.74% Airbnb Rental Income: $2861 Traditional Rental Income: $3326 Airbnb ROI: 0.73% Traditional ROI: 1.74%
4 Brandon Pines Court Pittsboro, NC New Construction: Newly completed home in Chapel Ridge. Sunny family room with open concep...	4 beds \| 4 baths \| 3,174 sq.ft.	$875,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.09% Airbnb Rental Income: $2861 Traditional Rental Income: $2787 Airbnb ROI: 1.36% Traditional ROI: 2.09%
195 Shady Grove Road Pittsboro, NC Settle into Chatham County on 12 private acres designed for walking, gardening and gatheri...	3 beds \| 3 baths \| 2,655 sq.ft.	$695,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 2.18% Airbnb Rental Income: $1303 Traditional Rental Income: $2467 Airbnb ROI: -0.24% Traditional ROI: 2.18%
194 Wendover Parkway Pittsboro, NC MOVE-IN READY, POCKET OFFICE & LOW-MAINTENANCE LIVING! Located in the established Vineyard...	3 beds \| 3 baths \| 2,052 sq.ft.	$465,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.06% Airbnb Rental Income: $1303 Traditional Rental Income: $2391 Airbnb ROI: -0.37% Traditional ROI: 3.06%
70 Ramsey Lane Pittsboro, NC Excellent location! in desired Chatham Forest. With great walkable score This charming hom...	4 beds \| 3 baths \| 2,788 sq.ft.	$550,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.93% Airbnb Rental Income: $2861 Traditional Rental Income: $2607 Airbnb ROI: 2.13% Traditional ROI: 2.93%
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.	$735,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 1.87% Airbnb Rental Income: $1303 Traditional Rental Income: $2696 Airbnb ROI: -0.75% Traditional ROI: 1.87%
2929 Seaforth Road Pittsboro, NC This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situ...	4 beds \| 1 baths \| 856 sq.ft.	$675,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 1.44% Airbnb Rental Income: $2861 Traditional Rental Income: $1851 Airbnb ROI: 1.99% Traditional ROI: 1.44%
2817 Silk Hope Gum Springs Road Pittsboro, NC MOVE IN NOW! This stunning 4-bedroom, 3.5-bath home offers over 3,200 square feet of thoug...	4 beds \| 4 baths \| 3,232 sq.ft.	$949,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.98% Airbnb Rental Income: $2861 Traditional Rental Income: $3008 Airbnb ROI: 1.06% Traditional ROI: 1.98%
119 Banning Drive Pittsboro, NC Like-new and truly move-in ready, this stunning home showcases exceptional upgrades and de...	4 beds \| 4 baths \| 2,279 sq.ft.	$569,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 2.33% Airbnb Rental Income: $2861 Traditional Rental Income: $2461 Airbnb ROI: 1.83% Traditional ROI: 2.33%
180 Bur Oak Court Pittsboro, NC Lorient Homes is pleased to introduce our luxurious S1 plan with 19ft ceilings in the fami...	4 beds \| 3 baths \| 2,906 sq.ft.	$895,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 2.43% Airbnb Rental Income: $2861 Traditional Rental Income: $3133 Airbnb ROI: 1.31% Traditional ROI: 2.43%
200 Imagine Way Pittsboro, NC Why wait for new construction when you can move right into this practically new ranch home...	2 beds \| 2 baths \| 1,571 sq.ft.	$515,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 1.81% Airbnb Rental Income: $984 Traditional Rental Income: $2222 Airbnb ROI: -1.49% Traditional ROI: 1.81%
431 Fieldstone Lane Pittsboro, NC Build your new custom home in the established and sought after neighborhood of Fieldstone ...	4 beds \| 4 baths \| 3,439 sq.ft.	$1,200,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.46% Airbnb Rental Income: $2861 Traditional Rental Income: $3005 Airbnb ROI: 0.73% Traditional ROI: 1.46%
112 Imagine Way Pittsboro, NC BETTER THAN NEW single-level living in Encore, Chatham Park's 55+ community! This beautifu...	3 beds \| 3 baths \| 2,374 sq.ft.	$687,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 1.88% Airbnb Rental Income: $1303 Traditional Rental Income: $2833 Airbnb ROI: -1.15% Traditional ROI: 1.88%
46 Rosedale Way Pittsboro, NC Welcome to 46 Rosedale Way in Chatham Park, where modern design meets everyday comfort in ...	3 beds \| 4 baths \| 2,356 sq.ft.	$539,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.24% Airbnb Rental Income: $1303 Traditional Rental Income: $2802 Airbnb ROI: -0.54% Traditional ROI: 3.24%
45 Quail Point Pittsboro, NC Grading is complete and permits are in place now is your chance to have your dream home ov...	4 beds \| 5 baths \| 4,323 sq.ft.	$1,299,950	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.64% Airbnb Rental Income: $2861 Traditional Rental Income: $2257 Airbnb ROI: 0.59% Traditional ROI: 0.64%
39 Banning Drive Pittsboro, NC Price Improvement!!!Located in the heart of sought-after Chatham Park, Vineyards collectio...	3 beds \| 3 baths \| 2,021 sq.ft.	$500,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 2.42% Airbnb Rental Income: $1303 Traditional Rental Income: $2205 Airbnb ROI: -0.38% Traditional ROI: 2.42%
4025 Hamlets Chapel Road Pittsboro, NC PARADE HOME \| Move-In Ready Mid-October \| Chatham County Privately tucked away on 1.5 wood...	4 beds \| 4 baths \| 2,986 sq.ft.	$1,140,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.1% Airbnb Rental Income: $2861 Traditional Rental Income: $3428 Airbnb ROI: 0.94% Traditional ROI: 2.1%
497 Turn Key Way Pittsboro, NC Peaceful, eclectic, and full of possibility. Perched at tree-house level, the main living ...	2 beds \| 2 baths \| 1,166 sq.ft.	$399,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.68% Airbnb Rental Income: $984 Traditional Rental Income: $2264 Airbnb ROI: 0.32% Traditional ROI: 4.68%

Your search for investment property begins and ends here

Single Family Homes for Sale in Pittsboro, NC

277 Millbrook Drive

Pittsboro, NC

3 beds | 3 baths | 1,908 sq.ft.

$435,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $1303

Traditional Rental Income: $1995

Airbnb ROI: 0.14%

Traditional ROI: 2.83%

660 Log Barn Road

Pittsboro, NC

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

$835,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $1303

Traditional Rental Income: $2420

Airbnb ROI: -0.4%

Traditional ROI: 1.55%

967 Bynum Road

Pittsboro, NC

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

$725,000

Airbnb cash on cash: 1.51%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $2861

Traditional Rental Income: $2550

Airbnb ROI: 1.51%

Traditional ROI: 2.04%

130 Autumn Chase

Pittsboro, NC

3 beds | 3 baths | 3,017 sq.ft.

$669,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $1303

Traditional Rental Income: $2353

Airbnb ROI: -0.36%

Traditional ROI: 1.97%

767 Redbud

Pittsboro, NC

3 beds | 4 baths | 2,971 sq.ft.

$775,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $1303

Traditional Rental Income: $2961

Airbnb ROI: -0.45%

Traditional ROI: 2.4%

121 Chapel Ridge Drive

Pittsboro, NC

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

$875,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $2861

Traditional Rental Income: $3000

Airbnb ROI: 0.91%

Traditional ROI: 1.9%

798 Horizon Drive

Pittsboro, NC

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

$826,500

Airbnb cash on cash: 1.05%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $2861

Traditional Rental Income: $2704

Airbnb ROI: 1.05%

Traditional ROI: 1.71%

251 Gentry Drive

Pittsboro, NC

4 beds | 4 baths | 3,457 sq.ft.

$998,500

Airbnb cash on cash: 0.72%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $2861

Traditional Rental Income: $3424

Airbnb ROI: 0.72%