Real Estate Investment Properties for Sale in Pittsville, VA

Looking for investment property in Pittsville, VA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
119 Stillwater Lane Pittsville, VA Welcome to a waterfront log cabin retreat on scenic Leesville Lake. This well-maintained p...	3 beds \| 2 baths \| 1,541 sq.ft.	$539,900	Airbnb cash on cash: -0.96% Traditional cash on cash: 3.55% Airbnb Rental Income: $543 Traditional Rental Income: $2540 Airbnb ROI: -0.96% Traditional ROI: 3.55%
209 Leesville Lake Court Pittsville, VA Discover a truly exceptional custom lakefront retreat on the shores of beautiful Leesville...	3 beds \| 4 baths \| 3,432 sq.ft.	$759,900	Airbnb cash on cash: -1.61% Traditional cash on cash: 2.4% Airbnb Rental Income: $543 Traditional Rental Income: $3104 Airbnb ROI: -1.61% Traditional ROI: 2.4%
507 Faith Cove Drive Pittsville, VA Tucked near the Smith Mountain Lake Dam, 507 Faith Cove Dr. is a fully furnished, turnkey ...	2 beds \| 1 baths \| 424 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.64% Airbnb Rental Income: $null Traditional Rental Income: $1486 Airbnb ROI: N/A Traditional ROI: 7.64%
Investment Properties for Sale in Other Cities of Virginia
11913 Champion Lake Ct HERNDON , VA Set on nearly a half-acre in a lightly traveled, no-through-street setting, this Windsor m...	4 beds \| 3 baths \| 4,017 sq.ft.	$1,399,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.09% Airbnb Rental Income: $1877 Traditional Rental Income: $3958 Airbnb ROI: -0.89% Traditional ROI: 1.09%
12507 Thunder Chase Dr Reston , VA Recent upgrades to the front porch so right from your approach, you will see your home is ...	4 beds \| 2 baths \| 2,552 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $3610 Airbnb ROI: N/A Traditional ROI: 2.09%
1411 Aldenham Ln Reston , VA 1411 Aldenham Ln, Reston, VA 20190 \| Single Family Residential	4 beds \| 3 baths \| 2,743 sq.ft.	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $3216 Airbnb ROI: N/A Traditional ROI: 1.3%
4825 Afton Court Virginia Beach , VA Beautifully maintained 3-bedroom, 2.5-bath townhome, ideally located just 2 miles from Tow...	3 beds \| 3 baths \| 1,668 sq.ft.	$300,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.84% Airbnb Rental Income: $1008 Traditional Rental Income: $2031 Airbnb ROI: -0.05% Traditional ROI: 4.84%
7501 River Road #16B Newport News , VA Breathtaking James River views in Windward Towers - Gated Waterfront Living. "Million-Doll...	2 beds \| 2 baths \| 1,100 sq.ft.	$205,000	Airbnb cash on cash: -5.97% Traditional cash on cash: -0.97% Airbnb Rental Income: $471 Traditional Rental Income: $1176 Airbnb ROI: -5.97% Traditional ROI: -0.97%
1501 N 22nd Street Richmond , VA Welcome to 1501 22nd Street, a charming Church Hill corner-lot home that perfectly blends ...	3 beds \| 2 baths \| 1,943 sq.ft.	$325,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 5.11% Airbnb Rental Income: $680 Traditional Rental Income: $2255 Airbnb ROI: -1.04% Traditional ROI: 5.11%
2111 North Avenue Richmond , VA Fantastic investment opportunity in the exploding Northside section of Richmond! Located m...	N/A beds \| N/A baths \| 3,356 sq.ft.	$599,950	Airbnb cash on cash: -0.85% Traditional cash on cash: 0.9% Airbnb Rental Income: $1128 Traditional Rental Income: $1733 Airbnb ROI: -0.85% Traditional ROI: 0.9%
20432 COOL FERN Square Ashburn , VA Stunning 3-Level Townhome in the Heart of Ashburn Village! Experience the best of the Ashb...	2 beds \| 3 baths \| 1,520 sq.ft.	$515,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.54% Airbnb Rental Income: $944 Traditional Rental Income: $2640 Airbnb ROI: -0.7% Traditional ROI: 3.54%
308 N Lombardy Street Richmond , VA Step into timeless elegance in this 1910 Fan District beauty-rich with early-20th-century ...	4 beds \| 4 baths \| 2,988 sq.ft.	$875,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 1.87% Airbnb Rental Income: $2906 Traditional Rental Income: $3230 Airbnb ROI: 0.65% Traditional ROI: 1.87%
373 Circuit Lane #A Richmond , VA This well-maintained unit offers a bright and open living area perfect for relaxing or ent...	3 beds \| 3 baths \| 1,422 sq.ft.	$189,600	Airbnb cash on cash: 0.22% Traditional cash on cash: 7.51% Airbnb Rental Income: $903 Traditional Rental Income: $1878 Airbnb ROI: 0.22% Traditional ROI: 7.51%
213 Forest Avenue Richmond , VA Welcome to this beautifully refreshed 1,269 sq ft single-family home in desirable Henrico ...	3 beds \| 2 baths \| 1,269 sq.ft.	$287,900	Airbnb cash on cash: -2.07% Traditional cash on cash: 5.14% Airbnb Rental Income: $264 Traditional Rental Income: $1987 Airbnb ROI: -2.07% Traditional ROI: 5.14%
1160 Warwick Park Road Richmond , VA TWO FOR ONE DEAL! This 1 acre+ property has 2 wonderfully renovated houses on it. The main...	3 beds \| 3 baths \| 2,713 sq.ft.	$524,950	Airbnb cash on cash: -1.3% Traditional cash on cash: 3.91% Airbnb Rental Income: $680 Traditional Rental Income: $2932 Airbnb ROI: -1.3% Traditional ROI: 3.91%
13104 Chancery Place Manakin , VA This lovely one-level home in Wellesley with 2,163 sq. ft. has 3 bedrooms, 2 full baths, a...	3 beds \| 2 baths \| 2,163 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $2275 Airbnb ROI: N/A Traditional ROI: 2.61%
901 Walhalla CT Roanoke , VA Move-in ready with new flooring, fresh paint, and a whole-house air scrubber that removes ...	3 beds \| 3 baths \| 2,121 sq.ft.	$449,950	Airbnb cash on cash: -1.37% Traditional cash on cash: 1.97% Airbnb Rental Income: $739 Traditional Rental Income: $1832 Airbnb ROI: -1.37% Traditional ROI: 1.97%
4631 Heather DR SW #209 Roanoke , VA Great opportunity in the Glen - Condo with amazing views, tons of light, open concept floo...	2 beds \| 2 baths \| 1,844 sq.ft.	$279,950	Airbnb cash on cash: -1.65% Traditional cash on cash: 1.69% Airbnb Rental Income: $982 Traditional Rental Income: $1510 Airbnb ROI: -1.65% Traditional ROI: 1.69%

Real Estate investment in Pittsville, VA

There are 4 properties for sale in the city of Pittsville . The median list price in Pittsville is $424,425 and the average price per square foot is $282. In February 2026, the average monthly cash on cash return in Pittsville is 13.00%. The average monthly rental income in Pittsville is $1,160.

Pittsville, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 4 investment properties available for sale in Pittsville.

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

The ROI for Long-Term is higher than the Short-Term in Pittsville with average rental income of $1,160.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsville, VA

119 Stillwater Lane

Pittsville, VA

3 beds | 2 baths | 1,541 sq.ft.

$539,900

Airbnb cash on cash: -0.96%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $543

Traditional Rental Income: $2540

Airbnb ROI: -0.96%

Traditional ROI: 3.55%

209 Leesville Lake Court

Pittsville, VA

3 beds | 4 baths | 3,432 sq.ft.

$759,900

Airbnb cash on cash: -1.61%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $543

Traditional Rental Income: $3104

Airbnb ROI: -1.61%

Traditional ROI: 2.4%

507 Faith Cove Drive

Pittsville, VA

2 beds | 1 baths | 424 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.64%

Airbnb Rental Income: $null

Traditional Rental Income: $1486

Airbnb ROI: N/A

Traditional ROI: 7.64%

Investment Properties for Sale in Other Cities of Virginia

HERNDON , VA

4 beds | 3 baths | 4,017 sq.ft.

$1,399,900

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.09%

Airbnb Rental Income: $1877

Traditional Rental Income: $3958

Airbnb ROI: -0.89%

Traditional ROI: 1.09%

Reston , VA

4 beds | 2 baths | 2,552 sq.ft.

$895,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3610

Airbnb ROI: N/A

Traditional ROI: 2.09%

Reston , VA

4 beds | 3 baths | 2,743 sq.ft.

$1,050,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.3%

Airbnb Rental Income: $null

Traditional Rental Income: $3216

Airbnb ROI: N/A

Traditional ROI: 1.3%

Virginia Beach , VA

3 beds | 3 baths | 1,668 sq.ft.

$300,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1008

Traditional Rental Income: $2031

Airbnb ROI: -0.05%

Traditional ROI: 4.84%

Newport News , VA

2 beds | 2 baths | 1,100 sq.ft.

$205,000

Airbnb cash on cash: -5.97%

Traditional cash on cash: -0.97%

Airbnb Rental Income: $471

Traditional Rental Income: $1176

Airbnb ROI: -5.97%

Traditional ROI: -0.97%

Richmond , VA

3 beds | 2 baths | 1,943 sq.ft.

$325,000