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
3012 Estates Lane Portsmouth, VA Experience the pinnacle of 55+ waterfront living at the gated Villas at River Pointe. This...	3 beds \| 3 baths \| 1,742 sq.ft.	$310,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 3.99% Airbnb Rental Income: $911 Traditional Rental Income: $2113 Airbnb ROI: -1.29% Traditional ROI: 3.99%
1511 Cavalier Boulevard Portsmouth, VA Nice brick ranch with 3 bedrooms, 2 full baths and open floor plan. Renovated about 5 yea...	3 beds \| 2 baths \| 1,332 sq.ft.	$292,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.83% Airbnb Rental Income: $1143 Traditional Rental Income: $1700 Airbnb ROI: 0.46% Traditional ROI: 3.83%
2216 Deep Creek Boulevard Portsmouth, VA Welcome home! This inviting 4-bedroom, 3 full-bath home in the heart of Portsmouth offers ...	4 beds \| 3 baths \| 2,240 sq.ft.	$380,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 4.95% Airbnb Rental Income: $830 Traditional Rental Income: $2648 Airbnb ROI: -1.07% Traditional ROI: 4.95%
111 Sykes Avenue Portsmouth, VA This is a place you can call home! front porch living! Move-in ready 3BR/2BA ranch with o...	3 beds \| 2 baths \| 1,100 sq.ft.	$265,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.87% Airbnb Rental Income: $946 Traditional Rental Income: $1813 Airbnb ROI: 0.02% Traditional ROI: 4.87%
3229 Knox Street Portsmouth, VA Welcome home to a beautifully updated 4-bedroom, 2-bath home offering 1,492 sqft of modern...	4 beds \| 2 baths \| 1,492 sq.ft.	$283,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 5.82% Airbnb Rental Income: $944 Traditional Rental Income: $2139 Airbnb ROI: 0.08% Traditional ROI: 5.82%
4840 Thornwood ST Portsmouth, VA Spacious 4-bedroom, 2 full bath home offering 2,200 square feet of comfortable living. Fea...	4 beds \| 2 baths \| N/A	$400,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.65% Airbnb Rental Income: $1199 Traditional Rental Income: $2635 Airbnb ROI: -0.21% Traditional ROI: 4.65%
54 Burtis Street Portsmouth, VA Welcome to this charming 4 bedroom, 2.5 bathroom home in the heart of Portsmouth. Offering...	4 beds \| 3 baths \| 1,626 sq.ft.	$286,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.26% Airbnb Rental Income: $1438 Traditional Rental Income: $2326 Airbnb ROI: 1.37% Traditional ROI: 6.26%
86 Wyoming Avenue Portsmouth, VA THIS 4 BEDROOM 2 BATHROOM HOME HAS A SPACIOUS OPEN FLOOR PLAN, BONUS ROOM FOR AN OFFICE OR...	4 beds \| 2 baths \| 1,772 sq.ft.	$275,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 5.66% Airbnb Rental Income: $1389 Traditional Rental Income: $2275 Airbnb ROI: 1.02% Traditional ROI: 5.66%
2025 Holladay Street Portsmouth, VA Fall in love with this adorable 3 Bedroom, 2 Bath home offering a first-floor ensuite and ...	3 beds \| 2 baths \| 1,178 sq.ft.	$195,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.05% Airbnb Rental Income: $986 Traditional Rental Income: $1634 Airbnb ROI: 0.65% Traditional ROI: 6.05%
4904 Holly Road Portsmouth, VA Tucked in desirable Castle Heights, this charming home blends classic character with smart...	3 beds \| 3 baths \| 1,458 sq.ft.	$334,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.2% Airbnb Rental Income: $962 Traditional Rental Income: $2252 Airbnb ROI: -0.03% Traditional ROI: 5.2%
3405 Willow Breeze Drive Portsmouth, VA Welcome to this spacious 4BR, 2.5BA home offering approximately 2,500 sq ft of comfortable...	4 beds \| 3 baths \| 2,500 sq.ft.	$389,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.84% Airbnb Rental Income: $1199 Traditional Rental Income: $2848 Airbnb ROI: -0.03% Traditional ROI: 5.84%
2 Park Manor Road Portsmouth, VA Welcome to the charming, waterfront community of Park Manor. This beautiful property is lo...	4 beds \| 2 baths \| 1,752 sq.ft.	$349,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.65% Airbnb Rental Income: $1412 Traditional Rental Income: $2286 Airbnb ROI: 0.75% Traditional ROI: 4.65%
1040 Leckie Street Portsmouth, VA Beautiful 1922 Americana Foursquare situated in the Historic Parkview District of Portsmou...	3 beds \| 2 baths \| 1,828 sq.ft.	$280,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 4.8% Airbnb Rental Income: $986 Traditional Rental Income: $1896 Airbnb ROI: 0.01% Traditional ROI: 4.8%
363 London Street Portsmouth, VA Well maintained, freshly painted and a new carpet condominium in a gated condo community w...	2 beds \| 2 baths \| 1,200 sq.ft.	$225,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 4.92% Airbnb Rental Income: $1121 Traditional Rental Income: $1570 Airbnb ROI: 1.04% Traditional ROI: 4.92%
71 Aylwin Road Portsmouth, VA Come see this recently renovated 3-bedroom, 2.5-bath, 2-story home in a historic neighborh...	3 beds \| 3 baths \| 1,574 sq.ft.	$279,998	Airbnb cash on cash: 0.85% Traditional cash on cash: 5.98% Airbnb Rental Income: $1162 Traditional Rental Income: $2156 Airbnb ROI: 0.85% Traditional ROI: 5.98%
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: -0.44% Traditional cash on cash: 4.97% Airbnb Rental Income: $983 Traditional Rental Income: $2535 Airbnb ROI: -0.44% Traditional ROI: 4.97%
1912 County Street Portsmouth, VA Don't miss this gorgeous home featuring 4 Bedroom, with 3 full bathrooms! HUGE master suit...	4 beds \| 3 baths \| 1,988 sq.ft.	$312,400	Airbnb cash on cash: -1.05% Traditional cash on cash: 5.66% Airbnb Rental Income: $708 Traditional Rental Income: $2375 Airbnb ROI: -1.05% Traditional ROI: 5.66%
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: 1.04% Traditional cash on cash: 4.67% Airbnb Rental Income: $1389 Traditional Rental Income: $2074 Airbnb ROI: 1.04% Traditional ROI: 4.67%
1902 Camden Avenue Portsmouth, VA Welcome home! This 3 bedroom, 2 bathroom home in the heart of Portsmouth is waiting for yo...	3 beds \| 2 baths \| 1,290 sq.ft.	$225,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 5.68% Airbnb Rental Income: $1289 Traditional Rental Income: $1762 Airbnb ROI: 1.56% Traditional ROI: 5.68%
1703 Camden Avenue Portsmouth, VA Don't miss this beautifully maintained home built in 2019. The first floor features an ope...	4 beds \| 3 baths \| 1,877 sq.ft.	$349,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 5.1% Airbnb Rental Income: $830 Traditional Rental Income: $2464 Airbnb ROI: -0.87% Traditional ROI: 5.1%
306 Phillips Avenue Portsmouth, VA	3 beds \| 2 baths \| 1,313 sq.ft.	$289,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.27% Airbnb Rental Income: $1016 Traditional Rental Income: $1797 Airbnb ROI: 0.09% Traditional ROI: 4.27%
419 Court Street Portsmouth, VA In the heart of Historic Olde Towne Portsmouth, this tastefully renovated stone Victorian ...	4 beds \| 4 baths \| 3,896 sq.ft.	$489,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 4.54% Airbnb Rental Income: $830 Traditional Rental Income: $3060 Airbnb ROI: -1.04% Traditional ROI: 4.54%
3107 Dartmouth Street Portsmouth, VA Priced below comparable move-in-ready homes. This 4-bedroom, 2 full-bath home in Westhaven...	4 beds \| 2 baths \| 1,520 sq.ft.	$229,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 7.15% Airbnb Rental Income: $960 Traditional Rental Income: $2156 Airbnb ROI: 0.2% Traditional ROI: 7.15%
3410 Nelson Street Portsmouth, VA "GREAT" Home for the PRICE!! Oversized Detached Garage!! You'll LOVE it!! Buy This Home an...	4 beds \| 2 baths \| 1,368 sq.ft.	$290,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 4.04% Airbnb Rental Income: $1629 Traditional Rental Income: $1742 Airbnb ROI: 1.97% Traditional ROI: 4.04%
342 Harmony DR Portsmouth, VA Spacious four-bedroom traditional home in the New Port at Victory community. Features incl...	4 beds \| 3 baths \| N/A	$337,500	Airbnb cash on cash: -0.99% Traditional cash on cash: 4.38% Airbnb Rental Income: $1142 Traditional Rental Income: $2464 Airbnb ROI: -0.99% Traditional ROI: 4.38%
2100 Elm Avenue Portsmouth, VA Step into a home that beautifully combines classic character with contemporary upgrades. T...	4 beds \| 4 baths \| 1,988 sq.ft.	$299,999	Airbnb cash on cash: -0.52% Traditional cash on cash: 9.18% Airbnb Rental Income: $830 Traditional Rental Income: $3241 Airbnb ROI: -0.52% Traditional ROI: 9.18%
3110 Elliott Avenue Portsmouth, VA Adorable ranch in Highland Biltmore with a renovated kitchen and plenty of potential! This...	3 beds \| 1 baths \| 864 sq.ft.	$199,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 6.36% Airbnb Rental Income: $1118 Traditional Rental Income: $1694 Airbnb ROI: 1.35% Traditional ROI: 6.36%
509 Truman Circle Portsmouth, VA Move-in ready 3-bedroom, 1-bath single-family home featuring a brand-new roof installed in...	3 beds \| 1 baths \| 926 sq.ft.	$245,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 4.33% Airbnb Rental Income: $1143 Traditional Rental Income: $1539 Airbnb ROI: 0.98% Traditional ROI: 4.33%
106 Appomattox Avenue Portsmouth, VA Welcome to 106 Appomattox Ave, a fully transformed gem in one of Portsmouthâs most sough...	3 beds \| 2 baths \| 1,275 sq.ft.	$290,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 4.38% Airbnb Rental Income: $1402 Traditional Rental Income: $1830 Airbnb ROI: 1.27% Traditional ROI: 4.38%
1 Crawford Parkway #1105 Portsmouth, VA Enjoy the million-dollar view from your private balcony overlooking the harbor and Norfolk...	1 beds \| 1 baths \| 973 sq.ft.	$189,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 5.1% Airbnb Rental Income: $841 Traditional Rental Income: $1327 Airbnb ROI: 0.58% Traditional ROI: 5.1%
1406 Crawford Parkway Portsmouth, VA This well-maintained, move-in-ready property offers a functional layout with comfortable l...	3 beds \| 2 baths \| 1,119 sq.ft.	$213,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.41% Airbnb Rental Income: $986 Traditional Rental Income: $1582 Airbnb ROI: 0.7% Traditional ROI: 5.41%
502 Beacon Road Portsmouth, VA Welcome to this beautifully maintained newer construction home built in 2019. This spaciou...	4 beds \| 3 baths \| 2,116 sq.ft.	$364,999	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.68% Airbnb Rental Income: $944 Traditional Rental Income: $2415 Airbnb ROI: -0.62% Traditional ROI: 4.68%
423 Maryland Avenue #9 Portsmouth, VA Move-in ready and recently updated, this 2-bedroom, 1.5-bath condo offers low-maintenance ...	2 beds \| 2 baths \| 832 sq.ft.	$132,995	Airbnb cash on cash: 2.79% Traditional cash on cash: 7.68% Airbnb Rental Income: $1084 Traditional Rental Income: $1339 Airbnb ROI: 2.79% Traditional ROI: 7.68%
520 North Street Portsmouth, VA Welcome to this lovely home in charming Olde Towne! Beautifully maintained & thoughtfully ...	4 beds \| 4 baths \| 4,211 sq.ft.	$569,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 4.43% Airbnb Rental Income: $708 Traditional Rental Income: $3574 Airbnb ROI: -1.54% Traditional ROI: 4.43%
3409 Astor Avenue Portsmouth, VA This spacious 4-bedroom, 2-bath home bungalow is nestled on a generous sized lot. Huge lot...	4 beds \| 2 baths \| 1,440 sq.ft.	$245,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 5.06% Airbnb Rental Income: $944 Traditional Rental Income: $1757 Airbnb ROI: 0.05% Traditional ROI: 5.06%
357 Chautauqua Avenue Portsmouth, VA Step into this beautifully renovated home in the heart of the historic district! No detail...	4 beds \| 4 baths \| 2,235 sq.ft.	$340,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 6.86% Airbnb Rental Income: $1100 Traditional Rental Income: $2845 Airbnb ROI: 0.23% Traditional ROI: 6.86%
645 Surry Street Portsmouth, VA Charming Cape Cod in the heart of Portsmouth! 645 Surry Street features classic character ...	3 beds \| 2 baths \| 1,384 sq.ft.	$250,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 5.59% Airbnb Rental Income: $951 Traditional Rental Income: $1953 Airbnb ROI: -0.06% Traditional ROI: 5.59%
3312 Arlington Place Portsmouth, VA This 3 bedroom, 1.5-bath Cape Cod home features numerous updates to its major systems. Rec...	3 beds \| 2 baths \| 1,304 sq.ft.	$239,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 6.29% Airbnb Rental Income: $1429 Traditional Rental Income: $1965 Airbnb ROI: 2.02% Traditional ROI: 6.29%
16 Rex Avenue Portsmouth, VA Check out this house with 4 bedrooms and 2 baths. In addition, the home is convenient to i...	4 beds \| 2 baths \| 1,335 sq.ft.	$150,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 10.43% Airbnb Rental Income: $1438 Traditional Rental Income: $1965 Airbnb ROI: 3.77% Traditional ROI: 10.43%
3904 Shannon Road Portsmouth, VA Opportunity awaits in this spacious 4-bedroom, 3 full bath home located in a highly desira...	4 beds \| 3 baths \| 1,624 sq.ft.	$249,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 7.26% Airbnb Rental Income: $1199 Traditional Rental Income: $2413 Airbnb ROI: 0.47% Traditional ROI: 7.26%

Real Estate investment in Portsmouth, VA

There are 174 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $276,950 and the average price per square foot is $178. In March 2026, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,928.

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

There are 174 investment properties available for sale in Portsmouth.

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

The ROI for Short-Term is higher than the Long-Term in Portsmouth with average rental income of $1,121.

Your search for investment property begins and ends here

Investment Property for Sale in Portsmouth, VA

3012 Estates Lane

Portsmouth, VA

3 beds | 3 baths | 1,742 sq.ft.

$310,000

Airbnb cash on cash: -1.29%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $911

Traditional Rental Income: $2113

Airbnb ROI: -1.29%

Traditional ROI: 3.99%

1511 Cavalier Boulevard

Portsmouth, VA

3 beds | 2 baths | 1,332 sq.ft.

$292,900

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1143

Traditional Rental Income: $1700

Airbnb ROI: 0.46%

Traditional ROI: 3.83%

2216 Deep Creek Boulevard

Portsmouth, VA

4 beds | 3 baths | 2,240 sq.ft.

$380,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $830

Traditional Rental Income: $2648

Airbnb ROI: -1.07%

Traditional ROI: 4.95%

111 Sykes Avenue

Portsmouth, VA

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

$265,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $946

Traditional Rental Income: $1813

Airbnb ROI: 0.02%

Traditional ROI: 4.87%

3229 Knox Street

Portsmouth, VA

4 beds | 2 baths | 1,492 sq.ft.

$283,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $944

Traditional Rental Income: $2139

Airbnb ROI: 0.08%

Traditional ROI: 5.82%

4840 Thornwood ST

Portsmouth, VA

4 beds | 2 baths | N/A

$400,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1199

Traditional Rental Income: $2635

Airbnb ROI: -0.21%

Traditional ROI: 4.65%

54 Burtis Street

Portsmouth, VA

4 beds | 3 baths | 1,626 sq.ft.

$286,000

Airbnb cash on cash: 1.37%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $1438

Traditional Rental Income: $2326

Airbnb ROI: 1.37%

Traditional ROI: 6.26%

86 Wyoming Avenue

Portsmouth, VA

4 beds | 2 baths | 1,772 sq.ft.

$275,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1389

Traditional Rental Income: $2275

Airbnb ROI: 1.02%