Real Estate Investment Properties for Sale in Portsmouth, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3433 Willow Breeze Drive Portsmouth, VA Gorgeous three bedroom ranch located in the desirable Churchland area of Portsmouth. This ...	3 beds \| 2 baths \| 1,142 sq.ft.	$329,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.31% Airbnb Rental Income: $1771 Traditional Rental Income: $1723 Airbnb ROI: 1.9% Traditional ROI: 3.31%
126 Maryland Avenue Portsmouth, VA Energy efficient, low maintenance, weather, fire, & pest resistance, durable, noise reduci...	3 beds \| 2 baths \| 1,666 sq.ft.	$299,950	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.9% Airbnb Rental Income: $1454 Traditional Rental Income: $2033 Airbnb ROI: 1.33% Traditional ROI: 4.9%
204 Armstrong Street Portsmouth, VA MOVE IN READY 3 Bedroom in Park View! This beauty boasts new laminate vinyl plank flooring...	3 beds \| 3 baths \| 1,555 sq.ft.	$280,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.21% Airbnb Rental Income: $1513 Traditional Rental Income: $1983 Airbnb ROI: 1.76% Traditional ROI: 5.21%
1004 Vermont Avenue Portsmouth, VA Welcome to this inviting 3-bedroom, 2.5-bath home offering 1,654 sq ft of comfortable livi...	3 beds \| 3 baths \| 1,654 sq.ft.	$279,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 6.06% Airbnb Rental Income: $1429 Traditional Rental Income: $2226 Airbnb ROI: 1.42% Traditional ROI: 6.06%
229 Tigerlilly Drive Portsmouth, VA Make this your first stop! Come see this beautiful 3 Story Townhome! Easy access to the Po...	3 beds \| 4 baths \| 1,930 sq.ft.	$309,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.36% Airbnb Rental Income: $1645 Traditional Rental Income: $2404 Airbnb ROI: 0.17% Traditional ROI: 4.36%
3916 Race Street Portsmouth, VA MOVE IN READY! COMPLETLEY RENOVATED RECENTLY. DON'T MISS THIS GEM. COZY AND BRIGH...	3 beds \| 1 baths \| 1,200 sq.ft.	$254,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.65% Airbnb Rental Income: $1421 Traditional Rental Income: $1457 Airbnb ROI: 1.73% Traditional ROI: 3.65%
1504 City Park Avenue Portsmouth, VA This meticulously kept 3 bedroom, 1 bath brick ranch is located in the established Collins...	3 beds \| 1 baths \| 1,080 sq.ft.	$250,000	Airbnb cash on cash: 2% Traditional cash on cash: 4.94% Airbnb Rental Income: $1482 Traditional Rental Income: $1742 Airbnb ROI: 2% Traditional ROI: 4.94%
152 Owens Street Portsmouth, VA Step inside 152 Owens St., where a renovated modern design meets an inviting open floor pl...	3 beds \| 2 baths \| 1,292 sq.ft.	$269,900	Airbnb cash on cash: 1.83% Traditional cash on cash: 5.31% Airbnb Rental Income: $1513 Traditional Rental Income: $1958 Airbnb ROI: 1.83% Traditional ROI: 5.31%
4621 Columbia Street Portsmouth, VA Nestled in the highly desirable Westhaven neighborhood of Portsmouth, Virginia, this newly...	3 beds \| 2 baths \| 1,300 sq.ft.	$262,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.19% Airbnb Rental Income: $1421 Traditional Rental Income: $1841 Airbnb ROI: 1.78% Traditional ROI: 5.19%
2314 Charleston Avenue Portsmouth, VA This Is a Place You Can Truly Call Home! Step into comfort and peace of mind with this co...	3 beds \| 2 baths \| 1,250 sq.ft.	$245,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 6.06% Airbnb Rental Income: $1412 Traditional Rental Income: $1929 Airbnb ROI: 1.99% Traditional ROI: 6.06%
605 Chandler Harper Drive Portsmouth, VA Very nice ranch home in sought after Green lakes. Large living room with a big bay window....	3 beds \| 2 baths \| 1,800 sq.ft.	$369,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.87% Airbnb Rental Income: $1536 Traditional Rental Income: $2093 Airbnb ROI: 0.98% Traditional ROI: 3.87%
2408 Peach Street Portsmouth, VA TWO homes for the price of one! First is 3 bedroom, 1 bath, and the second is 1 bedroom,1 ...	4 beds \| 2 baths \| 1,534 sq.ft.	$298,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 5.31% Airbnb Rental Income: $2229 Traditional Rental Income: $2115 Airbnb ROI: 3.72% Traditional ROI: 5.31%
81 Channing Avenue Portsmouth, VA Make this your first stop! Beautifully maintained home move in ready! This adorable sprawl...	2 beds \| 2 baths \| 1,214 sq.ft.	$228,800	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.53% Airbnb Rental Income: $1227 Traditional Rental Income: $1723 Airbnb ROI: 1.42% Traditional ROI: 5.53%
86 Wyoming Avenue Portsmouth, VA	4 beds \| 2 baths \| 1,772 sq.ft.	$315,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.33% Airbnb Rental Income: $3312 Traditional Rental Income: $2275 Airbnb ROI: 6.33% Traditional ROI: 5.33%
3403 Commonwealth Avenue Portsmouth, VA Welcome to this beautifully updated home in the heart of Portsmouth! Centrally located to ...	4 beds \| 2 baths \| 1,361 sq.ft.	$289,900	Airbnb cash on cash: 4.81% Traditional cash on cash: 5.05% Airbnb Rental Income: $2571 Traditional Rental Income: $2018 Airbnb ROI: 4.81% Traditional ROI: 5.05%
308 Maryland Avenue Portsmouth, VA Step inside this spacious 4-bedroom home full of charm and character. A large front porch ...	4 beds \| 2 baths \| 2,422 sq.ft.	$299,900	Airbnb cash on cash: 3.96% Traditional cash on cash: 4.11% Airbnb Rental Income: $2376 Traditional Rental Income: $1835 Airbnb ROI: 3.96% Traditional ROI: 4.11%
2922 Greenwood Drive Portsmouth, VA This beautiful home in the heart of the New Port community offers an open and bright floor...	4 beds \| 3 baths \| 2,420 sq.ft.	$375,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.87% Airbnb Rental Income: $2122 Traditional Rental Income: $2558 Airbnb ROI: 1.09% Traditional ROI: 3.87%
3616 Bowden Street Portsmouth, VA Donât miss this opportunity to own a charming single-story home tucked away at the end o...	3 beds \| 2 baths \| 1,154 sq.ft.	$275,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 5.1% Airbnb Rental Income: $1735 Traditional Rental Income: $1944 Airbnb ROI: 2.45% Traditional ROI: 5.1%
1315 Jefferson Street Portsmouth, VA Welcome to this charming updated 3-bedroom, 1-bath brick ranch located in an established n...	3 beds \| 1 baths \| 1,056 sq.ft.	$179,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 5.35% Airbnb Rental Income: $1412 Traditional Rental Income: $1358 Airbnb ROI: 3.17% Traditional ROI: 5.35%
644 Douglas Avenue Portsmouth, VA Let us take care of the closing costs! Own a piece of history with this beautifully update...	3 beds \| 2 baths \| 1,640 sq.ft.	$252,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 6.45% Airbnb Rental Income: $1454 Traditional Rental Income: $2153 Airbnb ROI: 1.72% Traditional ROI: 6.45%
1700 Louisa Avenue Portsmouth, VA Welcome to 1700 Louisa Drive! Originally renovated in 2019, this spacious 4-bedroom, 3-bat...	4 beds \| 3 baths \| 2,100 sq.ft.	$225,000	Airbnb cash on cash: 5.48% Traditional cash on cash: 9.89% Airbnb Rental Income: $2356 Traditional Rental Income: $2715 Airbnb ROI: 5.48% Traditional ROI: 9.89%
40 Manly Street Portsmouth, VA Welcome home to this beautifully, fully updated 3-bedroom, 2-bath modern Cape Cod. Enjoy ...	3 beds \| 2 baths \| 999 sq.ft.	$229,999	Airbnb cash on cash: 2.55% Traditional cash on cash: 4.86% Airbnb Rental Income: $1412 Traditional Rental Income: $1489 Airbnb ROI: 2.55% Traditional ROI: 4.86%
14 Sandie Point Lane Portsmouth, VA Come and enjoy this lock up and float away lifestyle with this marvelous multi-level conte...	3 beds \| 3 baths \| 2,263 sq.ft.	$375,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.97% Airbnb Rental Income: $1320 Traditional Rental Income: $2535 Airbnb ROI: 0.36% Traditional ROI: 4.97%
15 Cooper Drive Portsmouth, VA Wonderful updated 2-Bedroom, 1-Bath home! Featuring a new HVAC and hot water heater. The r...	2 beds \| 1 baths \| 920 sq.ft.	$168,500	Airbnb cash on cash: 2.56% Traditional cash on cash: 6.78% Airbnb Rental Income: $1227 Traditional Rental Income: $1513 Airbnb ROI: 2.56% Traditional ROI: 6.78%
102 Bruce Place Portsmouth, VA Donât miss this beautifully updated Victorian four-bedroom home in the heart of Port Nor...	4 beds \| 3 baths \| 2,135 sq.ft.	$339,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 5.34% Airbnb Rental Income: $2376 Traditional Rental Income: $2484 Airbnb ROI: 3.17% Traditional ROI: 5.34%
137 Lighthouse Drive Portsmouth, VA Back on the market due to no fault of the seller! This home boosts comfort, style, and liv...	3 beds \| 3 baths \| 2,053 sq.ft.	$316,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.39% Airbnb Rental Income: $1267 Traditional Rental Income: $2338 Airbnb ROI: 0.44% Traditional ROI: 5.39%
715 Vermont Avenue Portsmouth, VA Charming with room to shine! This 4-bedroom home offers spacious living, an updated kitche...	4 beds \| 2 baths \| 1,688 sq.ft.	$225,000	Airbnb cash on cash: 5.49% Traditional cash on cash: 7.19% Airbnb Rental Income: $2376 Traditional Rental Income: $2153 Airbnb ROI: 5.49% Traditional ROI: 7.19%
207 CHEROKEE RD Portsmouth, VA Invest with success and buy through Auction.com. This bank-owned investment property is a ...	4 beds \| 2 baths \| 1,664 sq.ft.	$323,000	Airbnb cash on cash: 6.31% Traditional cash on cash: 4.67% Airbnb Rental Income: $3312 Traditional Rental Income: $2074 Airbnb ROI: 6.31% Traditional ROI: 4.67%
1721 Holladay Street Portsmouth, VA Welcome to this charming Cape Codâstyle residence nestled in Portsmouthâs desirable We...	4 beds \| 2 baths \| 1,734 sq.ft.	$315,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 5.32% Airbnb Rental Income: $1908 Traditional Rental Income: $2233 Airbnb ROI: 2.52% Traditional ROI: 5.32%
32 Sandie Point Lane Portsmouth, VA Welcome to Sandie Point, a private condo community nestled directly on the Elizabeth River...	3 beds \| 3 baths \| 1,810 sq.ft.	$350,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 5.06% Airbnb Rental Income: $1320 Traditional Rental Income: $2445 Airbnb ROI: 0.39% Traditional ROI: 5.06%
2227 Elm Avenue Portsmouth, VA This fully renovated 3-bedroom, 2-bathroom home is full of charm and modern updates. It no...	3 beds \| 2 baths \| 1,450 sq.ft.	$245,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 4.69% Airbnb Rental Income: $1412 Traditional Rental Income: $1595 Airbnb ROI: 2.07% Traditional ROI: 4.69%
14 Davis Street Portsmouth, VA Don't miss the opportunity to see this Cottage styled home with 3 bedrooms, 2 full baths, ...	3 beds \| 2 baths \| 1,562 sq.ft.	$194,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 8.14% Airbnb Rental Income: $1313 Traditional Rental Income: $2020 Airbnb ROI: 2.09% Traditional ROI: 8.14%
306 Phillips Avenue Portsmouth, VA Just Reduced to $289000! Donât miss this spacious and beautifully maintained home ! Sell...	3 beds \| 2 baths \| 1,313 sq.ft.	$289,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.27% Airbnb Rental Income: $1429 Traditional Rental Income: $1797 Airbnb ROI: 1.35% Traditional ROI: 4.27%
1646 Darren Circle Portsmouth, VA Welcome to Portsmouth! This is a cozy Townhome with 3 bedrooms. 2 level living. One half b...	3 beds \| 2 baths \| 1,202 sq.ft.	$125,000	Airbnb cash on cash: 6.08% Traditional cash on cash: 10.64% Airbnb Rental Income: $1482 Traditional Rental Income: $1595 Airbnb ROI: 6.08% Traditional ROI: 10.64%
924 Ann Street Portsmouth, VA Beautifully restored move-in ready 1900 Victorian with modern amenities in historic Park V...	3 beds \| 2 baths \| 1,660 sq.ft.	$320,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 5.06% Airbnb Rental Income: $1513 Traditional Rental Income: $2093 Airbnb ROI: 1.66% Traditional ROI: 5.06%
2506 Oak Street Portsmouth, VA Step inside this fully renovated Portsmouth gem where modern updates meet timeless charm. ...	3 beds \| 3 baths \| 1,700 sq.ft.	$306,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 4.9% Airbnb Rental Income: $1412 Traditional Rental Income: $2062 Airbnb ROI: 1.17% Traditional ROI: 4.9%
419 Court Street Portsmouth, VA Welcome to Historic Olde Towne Portsmouth! This beautifully renovated stone townhome blend...	4 beds \| 4 baths \| 3,900 sq.ft.	$535,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.09% Airbnb Rental Income: $2220 Traditional Rental Income: $3060 Airbnb ROI: 1.29% Traditional ROI: 4.09%
111 High Street #305 Portsmouth, VA Move-in ready 2-bedroom, 2-bath condo in the heart of Downtown Portsmouth! This home featu...	2 beds \| 2 baths \| 963 sq.ft.	$175,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 5.73% Airbnb Rental Income: $1497 Traditional Rental Income: $1463 Airbnb ROI: 3.3% Traditional ROI: 5.73%
342 Harmony Drive Portsmouth, VA	4 beds \| 3 baths \| 2,112 sq.ft.	$365,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.9% Airbnb Rental Income: $2122 Traditional Rental Income: $2464 Airbnb ROI: 1.32% Traditional ROI: 3.9%
3 Prospect Parkway Portsmouth, VA Home has open concept with a large fenced in backyard with mature pecan tree for shade. Lo...	3 beds \| 2 baths \| 1,216 sq.ft.	$145,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 8.25% Airbnb Rental Income: $1313 Traditional Rental Income: $1597 Airbnb ROI: 3.27% Traditional ROI: 8.25%

Real Estate investment in Portsmouth, VA

There are 273 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $279,900 and the average price per square foot is $180. In October 2025, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $2,006.

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

There are 273 investment properties available for sale in Portsmouth.

In 2025, the best neighborhood to buy investment property is Hattonsville.

The ROI for Long-Term is higher than the Short-Term in Portsmouth with average rental income of $2,006.

Your search for investment property begins and ends here

Investment Property for Sale in Portsmouth, VA

3433 Willow Breeze Drive

Portsmouth, VA

3 beds | 2 baths | 1,142 sq.ft.

$329,900

Airbnb cash on cash: 1.9%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1771

Traditional Rental Income: $1723

Airbnb ROI: 1.9%

Traditional ROI: 3.31%

126 Maryland Avenue

Portsmouth, VA

3 beds | 2 baths | 1,666 sq.ft.

$299,950

Airbnb cash on cash: 1.33%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $1454

Traditional Rental Income: $2033

Airbnb ROI: 1.33%

Traditional ROI: 4.9%

204 Armstrong Street

Portsmouth, VA

3 beds | 3 baths | 1,555 sq.ft.

$280,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1513

Traditional Rental Income: $1983

Airbnb ROI: 1.76%

Traditional ROI: 5.21%

1004 Vermont Avenue

Portsmouth, VA

3 beds | 3 baths | 1,654 sq.ft.

$279,900

Airbnb cash on cash: 1.42%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $1429

Traditional Rental Income: $2226

Airbnb ROI: 1.42%

Traditional ROI: 6.06%

229 Tigerlilly Drive

Portsmouth, VA

3 beds | 4 baths | 1,930 sq.ft.

$309,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $1645

Traditional Rental Income: $2404

Airbnb ROI: 0.17%

Traditional ROI: 4.36%

3916 Race Street

Portsmouth, VA

3 beds | 1 baths | 1,200 sq.ft.

$254,900

Airbnb cash on cash: 1.73%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $1421

Traditional Rental Income: $1457

Airbnb ROI: 1.73%

Traditional ROI: 3.65%

1504 City Park Avenue

Portsmouth, VA

3 beds | 1 baths | 1,080 sq.ft.

$250,000

Airbnb cash on cash: 2%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $1482

Traditional Rental Income: $1742

Airbnb ROI: 2%

Traditional ROI: 4.94%

152 Owens Street

Portsmouth, VA

3 beds | 2 baths | 1,292 sq.ft.

$269,900

Airbnb cash on cash: 1.83%

Traditional cash on cash: 5.31%

Airbnb Rental Income: $1513

Traditional Rental Income: $1958

Airbnb ROI: 1.83%