Real Estate Investment Properties for Sale in Pinehurst, NC

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
15 Mccaskill Road W Pinehurst, NC Historic Pinehurst property with exceptional character and an opportunity for restoration ...	4 beds \| 4 baths \| 3,982 sq.ft.	$899,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.84% Airbnb Rental Income: $3012 Traditional Rental Income: $3724 Airbnb ROI: 1.16% Traditional ROI: 2.84%
130 Woodenbridge Lane Pinehurst, NC Experience exceptional country club living in this stunning custom home situated on the 3r...	4 beds \| 5 baths \| 5,524 sq.ft.	$1,875,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.07% Airbnb Rental Income: $3012 Traditional Rental Income: $4501 Airbnb ROI: -0.18% Traditional ROI: 1.07%
28 Middlebury Road Pinehurst, NC Beautifully situated along the North Course of Forest Creek Golf Club, this stunning Craft...	4 beds \| 5 baths \| 3,983 sq.ft.	$1,475,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.53% Airbnb Rental Income: $3012 Traditional Rental Income: $4315 Airbnb ROI: 0.07% Traditional ROI: 1.53%
86 Pinewild Drive Pinehurst, NC Located on a desirable corner lot in the prestigious Pinewild Country Club, this beautiful...	3 beds \| 3 baths \| 2,428 sq.ft.	$712,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2% Airbnb Rental Income: $1944 Traditional Rental Income: $2483 Airbnb ROI: 0.41% Traditional ROI: 2%
55 Salem Drive Pinehurst, NC Great 3 bedroom 2 bath home in the Woodlands Subdivision. Split bedroom floor plan, a sunr...	3 beds \| 2 baths \| 1,975 sq.ft.	$465,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.38% Airbnb Rental Income: $1944 Traditional Rental Income: $2180 Airbnb ROI: 1.66% Traditional ROI: 3.38%
150 Cochrane Castle Circle Pinehurst, NC GOLF-COURSE LIVING ON PINEHURST NO.9 WITH A VIEW YOU'LL WANT TO COME HOME TO! Overlooking ...	3 beds \| 4 baths \| 2,638 sq.ft.	$824,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.28% Airbnb Rental Income: $1944 Traditional Rental Income: $2404 Airbnb ROI: 0.01% Traditional ROI: 1.28%
345 Lake Forest Drive Pinehurst, NC Located in the heart of Pinehurst, this beautiful ranch home offers the ease and convenien...	3 beds \| 2 baths \| 2,013 sq.ft.	$440,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 3.89% Airbnb Rental Income: $1944 Traditional Rental Income: $2279 Airbnb ROI: 1.83% Traditional ROI: 3.89%
43 Ridgeland Street Pinehurst, NC Located within the desirable gated community of Forest Creek Golf Club, this beautifully a...	4 beds \| 5 baths \| 4,891 sq.ft.	$1,895,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.99% Airbnb Rental Income: $3012 Traditional Rental Income: $4439 Airbnb ROI: -0.22% Traditional ROI: 0.99%
120 Shadow Creek Court Pinehurst, NC Spacious and beautifully maintained 4-bedroom, 3.5-bath townhome nestled on a quiet cul-de...	4 beds \| 4 baths \| 3,003 sq.ft.	$629,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 2.69% Airbnb Rental Income: $3012 Traditional Rental Income: $2922 Airbnb ROI: 1.67% Traditional ROI: 2.69%
250 Sugar Gum Lane #252 Pinehurst, NC Welcome to easy Pinehurst living at Lakeview Condos! This beautifully maintained 3-bedroom...	3 beds \| 2 baths \| 1,443 sq.ft.	$350,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 1.23% Airbnb Rental Income: $1944 Traditional Rental Income: $1656 Airbnb ROI: 0.54% Traditional ROI: 1.23%
18 Whithorn Court Pinehurst, NC Positioned along the 4th green and 5th tee of Pinewild Country Club's Magnolia Course, thi...	4 beds \| 5 baths \| 3,803 sq.ft.	$1,395,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.07% Airbnb Rental Income: $3012 Traditional Rental Income: $4501 Airbnb ROI: 0.39% Traditional ROI: 2.07%
250 Sugar Gum Lane #124 Pinehurst, NC Welcome to the Lakeview Condos, Home #124! What better place to live or visit than just a ...	3 beds \| 2 baths \| 1,453 sq.ft.	$410,000	Airbnb cash on cash: 0.4% Traditional cash on cash: -0.48% Airbnb Rental Income: $1944 Traditional Rental Income: $1092 Airbnb ROI: 0.4% Traditional ROI: -0.48%
210 Quail Hollow Drive Pinehurst, NC Gorgeous completely renovated home on one floor inside the gates of the Country Club of No...	3 beds \| 5 baths \| 4,339 sq.ft.	$1,375,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.36% Airbnb Rental Income: $1944 Traditional Rental Income: $3842 Airbnb ROI: -0.53% Traditional ROI: 1.36%
10 Pine Tree Road #211 Pinehurst, NC Fully furnished, 1BR/1BA Condo within walking distance to Pinehurst Resort and Country Clu...	1 beds \| 1 baths \| 683 sq.ft.	$250,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 1% Airbnb Rental Income: $1113 Traditional Rental Income: $902 Airbnb ROI: 0.3% Traditional ROI: 1%
64 Pinewild Drive Pinehurst, NC Behind the gates of Pinewild, this all-brick home brings together comfortable luxury, sing...	3 beds \| 3 baths \| 3,333 sq.ft.	$860,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.04% Airbnb Rental Income: $1944 Traditional Rental Income: $2217 Airbnb ROI: 0.06% Traditional ROI: 1.04%
55 Cedar Wood Court Pinehurst, NC Stunning golf retreat in the heart of Pinehurst. Drive your golf cart into Pinehurst Villa...	4 beds \| 3 baths \| 2,398 sq.ft.	$799,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 1.96% Airbnb Rental Income: $3012 Traditional Rental Income: $2560 Airbnb ROI: 1.64% Traditional ROI: 1.96%
250 Sugar Gum Lane #107 Pinehurst, NC Fantastic buy on Lake Pinehurst. First floor furnished condo.	2 beds \| 2 baths \| 950 sq.ft.	$315,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 0.07% Airbnb Rental Income: $1445 Traditional Rental Income: $973 Airbnb ROI: 0.21% Traditional ROI: 0.07%
130 Shadow Creek Court Pinehurst, NC Nestled on a quiet wooded cul-de-sac in Pinehurst's desirable Forest Hills neighborhood, t...	3 beds \| 3 baths \| 2,991 sq.ft.	$565,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.08% Airbnb Rental Income: $1944 Traditional Rental Income: $2388 Airbnb ROI: 0.27% Traditional ROI: 2.08%
10 Pine Tree Road #209 Pinehurst, NC PINEHURST COUNTRY CLUB MEMBERSHIP TRANSFERABLE 50% CHARTER offered with the purchase of th...	1 beds \| 1 baths \| 670 sq.ft.	$269,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.72% Airbnb Rental Income: $1113 Traditional Rental Income: $1104 Airbnb ROI: 0.28% Traditional ROI: 1.72%
14 Montclair Lane Pinehurst, NC Welcome to 14 Montclair Ln in Doral Woods, where an open, thoughtfully designed floor plan...	4 beds \| 3 baths \| 2,415 sq.ft.	$649,500	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.11% Airbnb Rental Income: $3012 Traditional Rental Income: $2632 Airbnb ROI: 2.6% Traditional ROI: 3.11%
2 Macon Lane Pinehurst, NC Welcome to 2 Macon Lane in Pinehurst, a thoughtfully maintained home offering inviting ind...	4 beds \| 3 baths \| 2,530 sq.ft.	$589,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 2.55% Airbnb Rental Income: $3012 Traditional Rental Income: $2506 Airbnb ROI: 2.22% Traditional ROI: 2.55%
6 Spruce Lane Pinehurst, NC Lovely Pinehurst Home in quiet cul de sac with a Charter Pinehurst Transferrable Membershi...	3 beds \| 2 baths \| 1,853 sq.ft.	$465,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 3.17% Airbnb Rental Income: $1944 Traditional Rental Income: $2082 Airbnb ROI: 1.67% Traditional ROI: 3.17%
260 Cochrane Castle Circle #6 Pinehurst, NC This is a unique, carefree DEEDED FRACTIONAL OWNERSHIP OPPORTUNITY to own a 1/13 interest ...	2 beds \| 3 baths \| 1,600 sq.ft.	$135,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 7.39% Airbnb Rental Income: $1445 Traditional Rental Income: $1961 Airbnb ROI: 0.1% Traditional ROI: 7.39%
1150 Morganton Road Pinehurst, NC 4.99% VA Assumable Rate! Price Reduced! Preferred Lender offering additional $3500 credit!...	3 beds \| 4 baths \| 2,118 sq.ft.	$419,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 4.4% Airbnb Rental Income: $1944 Traditional Rental Income: $2405 Airbnb ROI: 1.91% Traditional ROI: 4.4%
250 Sugar Gum Lane #114 Pinehurst, NC Short Term Rentals Allowed-STR Certificate attached to this property. Wake up to breathtak...	2 beds \| 2 baths \| 954 sq.ft.	$423,500	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.8% Airbnb Rental Income: $1445 Traditional Rental Income: $1549 Airbnb ROI: -0.54% Traditional ROI: 0.8%
12 Village Lane Pinehurst, NC LOCATION, CHARM & LIFESTYLE in the heart of Old Town Pinehurst! Just steps from the iconic...	4 beds \| 4 baths \| 2,964 sq.ft.	$1,530,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.95% Airbnb Rental Income: $3012 Traditional Rental Income: $3175 Airbnb ROI: 0.35% Traditional ROI: 0.95%
109 Chanticleer Drive Pinehurst, NC A wonderful opportunity to own a gorgeous home in Forest Creek at a price point not often ...	3 beds \| 3 baths \| 2,600 sq.ft.	$999,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 0.95% Airbnb Rental Income: $1944 Traditional Rental Income: $2463 Airbnb ROI: -0.16% Traditional ROI: 0.95%
24 Kilbride Drive Pinehurst, NC This gorgeous modern farmhouse in Pinewild, one of Pinehurst's most sought-after gated com...	4 beds \| 4 baths \| 2,550 sq.ft.	$715,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 2.32% Airbnb Rental Income: $3012 Traditional Rental Income: $2764 Airbnb ROI: 1.66% Traditional ROI: 2.32%
10 Pine Tree Road #117 Pinehurst, NC Village of Pinehurst Approved Short-Term Rental (STR) Opportunity! This beautifully mainta...	2 beds \| 2 baths \| 892 sq.ft.	$325,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.39% Airbnb Rental Income: $1445 Traditional Rental Income: $1336 Airbnb ROI: 0.34% Traditional ROI: 1.39%
350 Pine Vista Drive Pinehurst, NC Don't miss this rare opportunity to own a breathtaking waterfront home in the heart of Pin...	3 beds \| 3 baths \| 3,240 sq.ft.	$699,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 2.02% Airbnb Rental Income: $1944 Traditional Rental Income: $2287 Airbnb ROI: 0.71% Traditional ROI: 2.02%
124 Lark Drive Pinehurst, NC Enjoy an easy Pinehurst lifestyle in this beautifully upgraded 3-bedroom, 2.5-bath townhom...	3 beds \| 3 baths \| 2,023 sq.ft.	$395,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 4.11% Airbnb Rental Income: $1944 Traditional Rental Income: $2290 Airbnb ROI: 1.79% Traditional ROI: 4.11%
725 Lake Forest Drive SE Pinehurst, NC Beautiful Pinehurst home with peaceful views of Pinehurst Lake, abundant natural light, an...	4 beds \| 4 baths \| 3,206 sq.ft.	$774,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 2.89% Airbnb Rental Income: $3012 Traditional Rental Income: $3233 Airbnb ROI: 1.63% Traditional ROI: 2.89%
75 Lake Dornoch Drive Pinehurst, NC Welcome to 75 Lake Dornoch, an architectural masterpiece designed by FAIA award-winning ar...	3 beds \| 4 baths \| 4,093 sq.ft.	$1,200,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.92% Airbnb Rental Income: $1944 Traditional Rental Income: $3783 Airbnb ROI: -0.19% Traditional ROI: 1.92%

Real Estate investment in Pinehurst, NC

There are 259 properties for sale in the city of Pinehurst . The median list price in Pinehurst is $523,001 and the average price per square foot is $175. In November 2026, the average monthly cash on cash return in Pinehurst is 2.00%. The average monthly rental income in Pinehurst is $2,311.

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

There are 259 investment properties available for sale in Pinehurst.

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

The ROI for Long-Term is higher than the Short-Term in Pinehurst with average rental income of $2,311.

Your search for investment property begins and ends here

Investment Property for Sale in Pinehurst, NC

15 Mccaskill Road W

Pinehurst, NC

4 beds | 4 baths | 3,982 sq.ft.

$899,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $3012

Traditional Rental Income: $3724

Airbnb ROI: 1.16%

Traditional ROI: 2.84%

130 Woodenbridge Lane

Pinehurst, NC

4 beds | 5 baths | 5,524 sq.ft.

$1,875,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $3012

Traditional Rental Income: $4501

Airbnb ROI: -0.18%

Traditional ROI: 1.07%

28 Middlebury Road

Pinehurst, NC

4 beds | 5 baths | 3,983 sq.ft.

$1,475,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $3012

Traditional Rental Income: $4315

Airbnb ROI: 0.07%

Traditional ROI: 1.53%

86 Pinewild Drive

Pinehurst, NC

3 beds | 3 baths | 2,428 sq.ft.

$712,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 2%

Airbnb Rental Income: $1944

Traditional Rental Income: $2483

Airbnb ROI: 0.41%

Traditional ROI: 2%

55 Salem Drive

Pinehurst, NC

3 beds | 2 baths | 1,975 sq.ft.

$465,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1944

Traditional Rental Income: $2180

Airbnb ROI: 1.66%

Traditional ROI: 3.38%

150 Cochrane Castle Circle

Pinehurst, NC

3 beds | 4 baths | 2,638 sq.ft.

$824,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 1.28%

Airbnb Rental Income: $1944

Traditional Rental Income: $2404

Airbnb ROI: 0.01%

Traditional ROI: 1.28%

345 Lake Forest Drive

Pinehurst, NC

3 beds | 2 baths | 2,013 sq.ft.

$440,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1944

Traditional Rental Income: $2279

Airbnb ROI: 1.83%

Traditional ROI: 3.89%

43 Ridgeland Street

Pinehurst, NC

4 beds | 5 baths | 4,891 sq.ft.

$1,895,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 0.99%

Airbnb Rental Income: $3012

Traditional Rental Income: $4439

Airbnb ROI: -0.22%