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
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.	$297,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 3.78% Airbnb Rental Income: $1053 Traditional Rental Income: $1700 Airbnb ROI: 0.18% Traditional ROI: 3.78%
3210 Brighton Street Portsmouth, VA Great Investment property, or starter home in Westhaven Park on a corner lot. Enclosed fro...	4 beds \| 1 baths \| 1,005 sq.ft.	$209,900	Airbnb cash on cash: 4.32% Traditional cash on cash: 5.62% Airbnb Rental Income: $1880 Traditional Rental Income: $1637 Airbnb ROI: 4.32% Traditional ROI: 5.62%
111 Faro Lane #138 Portsmouth, VA Welcome home to this well-maintained single-family style condo in Portsmouth! This 3-bedro...	3 beds \| 2 baths \| 1,481 sq.ft.	$310,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.93% Airbnb Rental Income: $753 Traditional Rental Income: $1846 Airbnb ROI: -0.9% Traditional ROI: 3.93%
1072 Estates Court Portsmouth, VA Welcome to the Villas at Riverpointe, a gated 55+ waterfront community offering water acce...	3 beds \| 3 baths \| 1,852 sq.ft.	$300,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 3.99% Airbnb Rental Income: $753 Traditional Rental Income: $2070 Airbnb ROI: -1.79% Traditional ROI: 3.99%
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.	$286,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 5.8% Airbnb Rental Income: $1431 Traditional Rental Income: $2139 Airbnb ROI: 1.58% Traditional ROI: 5.8%
3332 Gwin Street Portsmouth, VA Located near the end of a quiet street, this spacious 4 bedroom, 3 full bath home offers c...	4 beds \| 3 baths \| 1,701 sq.ft.	$325,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.18% Airbnb Rental Income: $1431 Traditional Rental Income: $1997 Airbnb ROI: 0.93% Traditional ROI: 4.18%
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.	$225,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 6.67% Airbnb Rental Income: $974 Traditional Rental Income: $1929 Airbnb ROI: 0.54% Traditional ROI: 6.67%
258 Broad Street Portsmouth, VA Don't miss this opportunity to move into this charming historic Colonial home with beautif...	3 beds \| 3 baths \| 2,124 sq.ft.	$335,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.81% Airbnb Rental Income: $762 Traditional Rental Income: $1938 Airbnb ROI: -0.93% Traditional ROI: 3.81%
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.	$299,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 5.66% Airbnb Rental Income: $1402 Traditional Rental Income: $2275 Airbnb ROI: 1.06% Traditional ROI: 5.66%
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: 1.33% Traditional cash on cash: 5.05% Airbnb Rental Income: $1431 Traditional Rental Income: $2018 Airbnb ROI: 1.33% Traditional ROI: 5.05%
3203 Dartmouth Street Portsmouth, VA Completely Renovated Home on a Quiet Street in Portsmouth! Welcome to 3203 Dartmouth Stree...	4 beds \| 2 baths \| 1,418 sq.ft.	$269,900	Airbnb cash on cash: 1.03% Traditional cash on cash: 5.83% Airbnb Rental Income: $1264 Traditional Rental Income: $2086 Airbnb ROI: 1.03% Traditional ROI: 5.83%
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.	$205,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 5.72% Airbnb Rental Income: $774 Traditional Rental Income: $1634 Airbnb ROI: -0.34% Traditional ROI: 5.72%
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.	$339,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 5.11% Airbnb Rental Income: $677 Traditional Rental Income: $2252 Airbnb ROI: -0.79% Traditional ROI: 5.11%
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.	$370,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 5.84% Airbnb Rental Income: $1676 Traditional Rental Income: $2848 Airbnb ROI: 1.12% Traditional ROI: 5.84%
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.	$294,998	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.75% Airbnb Rental Income: $1047 Traditional Rental Income: $2156 Airbnb ROI: 0.45% Traditional ROI: 5.75%
2108 Atlanta Avenue Portsmouth, VA Two level home with a first-floor primary suite and open flow. Thoughtful 2023 updates giv...	4 beds \| 2 baths \| 1,564 sq.ft.	$265,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.08% Airbnb Rental Income: $1264 Traditional Rental Income: $1602 Airbnb ROI: 1.13% Traditional ROI: 4.08%
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: -0.41% Traditional cash on cash: 4.97% Airbnb Rental Income: $998 Traditional Rental Income: $2535 Airbnb ROI: -0.41% 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: 1.84% Traditional cash on cash: 5.66% Airbnb Rental Income: $1728 Traditional Rental Income: $2375 Airbnb ROI: 1.84% Traditional ROI: 5.66%
2004 Oregon Avenue Portsmouth, VA Charming 3BR/2BA home featuring a first-floor primary suite, detached garage, inviting fro...	3 beds \| 2 baths \| 1,488 sq.ft.	$225,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 6.58% Airbnb Rental Income: $1221 Traditional Rental Income: $2029 Airbnb ROI: 0.94% Traditional ROI: 6.58%
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.	$197,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 8.32% Airbnb Rental Income: $1264 Traditional Rental Income: $2153 Airbnb ROI: 1.44% Traditional ROI: 8.32%
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: 1.07% Traditional cash on cash: 4.67% Airbnb Rental Income: $1402 Traditional Rental Income: $2074 Airbnb ROI: 1.07% 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: 0.33% Traditional cash on cash: 5.68% Airbnb Rental Income: $974 Traditional Rental Income: $1762 Airbnb ROI: 0.33% 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: 0.23% Traditional cash on cash: 5.1% Airbnb Rental Income: $1264 Traditional Rental Income: $2464 Airbnb ROI: 0.23% Traditional ROI: 5.1%
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: 0.89% Traditional cash on cash: 8.14% Airbnb Rental Income: $1047 Traditional Rental Income: $2020 Airbnb ROI: 0.89% Traditional ROI: 8.14%
306 Phillips Avenue Portsmouth, VA	3 beds \| 2 baths \| 1,313 sq.ft.	$289,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.27% Airbnb Rental Income: $968 Traditional Rental Income: $1797 Airbnb ROI: -0.06% Traditional ROI: 4.27%
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.	$300,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 5.45% Airbnb Rental Income: $774 Traditional Rental Income: $2093 Airbnb ROI: -0.34% Traditional ROI: 5.45%
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.	$297,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 5.06% Airbnb Rental Income: $974 Traditional Rental Income: $2062 Airbnb ROI: -0.07% Traditional ROI: 5.06%
68 Sandie Point Lane Portsmouth, VA Million-dollar views without the million-dollar price! This beautifully maintained end-uni...	4 beds \| 3 baths \| 1,900 sq.ft.	$459,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 4.15% Airbnb Rental Income: $1538 Traditional Rental Income: $2685 Airbnb ROI: 0.45% Traditional ROI: 4.15%
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.	$249,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 6.67% Airbnb Rental Income: $1264 Traditional Rental Income: $2156 Airbnb ROI: 1.2% Traditional ROI: 6.67%
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.	$315,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 8.7% Airbnb Rental Income: $1264 Traditional Rental Income: $3241 Airbnb ROI: 0.68% Traditional ROI: 8.7%
507 Eisenhower Circle Portsmouth, VA Welcome to 507 Eisenhower Circle, where timeless charm meets modern updates. This adorable...	3 beds \| 1 baths \| 930 sq.ft.	$245,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.28% Airbnb Rental Income: $1053 Traditional Rental Income: $1532 Airbnb ROI: 0.64% Traditional ROI: 4.28%
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: 0.66% Traditional cash on cash: 6.36% Airbnb Rental Income: $962 Traditional Rental Income: $1694 Airbnb ROI: 0.66% Traditional ROI: 6.36%
1013 Warfield Drive Portsmouth, VA Turn-Key Rancher with Solar, Pool & Outdoor Living! Welcome to this beautifully maintained...	4 beds \| 2 baths \| 1,415 sq.ft.	$290,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 6.53% Airbnb Rental Income: $1493 Traditional Rental Income: $2444 Airbnb ROI: 1.45% Traditional ROI: 6.53%
65 Harris Road Portsmouth, VA Welcome to this charming 3 bedroom, 2 bathroom home in the heart of Portsmouth. Offering o...	3 beds \| 2 baths \| 1,229 sq.ft.	$171,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 8.05% Airbnb Rental Income: $1047 Traditional Rental Income: $1822 Airbnb ROI: 1.06% Traditional ROI: 8.05%
5008 Garner Avenue Portsmouth, VA Fully updated brick Ranch on a 1/2 acre lot in desired Sterling Point area! Featuring plen...	3 beds \| 2 baths \| 1,731 sq.ft.	$389,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.13% Airbnb Rental Income: $968 Traditional Rental Income: $1965 Airbnb ROI: -0.55% Traditional ROI: 3.13%
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: 0.36% Traditional cash on cash: 4.38% Airbnb Rental Income: $1104 Traditional Rental Income: $1830 Airbnb ROI: 0.36% 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: 0.71% Traditional cash on cash: 5.1% Airbnb Rental Income: $868 Traditional Rental Income: $1327 Airbnb ROI: 0.71% Traditional ROI: 5.1%
248 Harmony Drive Portsmouth, VA Welcome home! This bright, open, & airy 4-bedroom, 2.5-bath offers a spacious floor plan &...	4 beds \| 3 baths \| 2,112 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $2613 Airbnb ROI: N/A Traditional ROI: 4.35%
4618 River Shore Road Portsmouth, VA Step into this charming brick ranch where river views set the scene for peaceful living. T...	3 beds \| 3 baths \| 2,800 sq.ft.	$458,900	Airbnb cash on cash: -1.2% Traditional cash on cash: 4.17% Airbnb Rental Income: $774 Traditional Rental Income: $2762 Airbnb ROI: -1.2% Traditional ROI: 4.17%
5915 Bertrand Street Portsmouth, VA Welcome to this beautifully renovated home tucked at the end of road, so not passing traff...	4 beds \| 3 baths \| 1,595 sq.ft.	$329,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.31% Airbnb Rental Income: $1540 Traditional Rental Income: $2338 Airbnb ROI: 1.3% Traditional ROI: 5.31%

Real Estate investment in Portsmouth, VA

There are 240 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $269,900 and the average price per square foot is $182. In February 2026, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,899.

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

There are 240 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 $992.

Your search for investment property begins and ends here

Investment Property for Sale in Portsmouth, VA

1511 Cavalier Boulevard

Portsmouth, VA

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

$297,900

Airbnb cash on cash: 0.18%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $1053

Traditional Rental Income: $1700

Airbnb ROI: 0.18%

Traditional ROI: 3.78%

3210 Brighton Street

Portsmouth, VA

4 beds | 1 baths | 1,005 sq.ft.

$209,900

Airbnb cash on cash: 4.32%

Traditional cash on cash: 5.62%

Airbnb Rental Income: $1880

Traditional Rental Income: $1637

Airbnb ROI: 4.32%

Traditional ROI: 5.62%

111 Faro Lane #138

Portsmouth, VA

3 beds | 2 baths | 1,481 sq.ft.

$310,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $753

Traditional Rental Income: $1846

Airbnb ROI: -0.9%

Traditional ROI: 3.93%

1072 Estates Court

Portsmouth, VA

3 beds | 3 baths | 1,852 sq.ft.

$300,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $753

Traditional Rental Income: $2070

Airbnb ROI: -1.79%

Traditional ROI: 3.99%

3229 Knox Street

Portsmouth, VA

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

$286,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1431

Traditional Rental Income: $2139

Airbnb ROI: 1.58%

Traditional ROI: 5.8%

3332 Gwin Street

Portsmouth, VA

4 beds | 3 baths | 1,701 sq.ft.

$325,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $1431

Traditional Rental Income: $1997

Airbnb ROI: 0.93%

Traditional ROI: 4.18%

2314 Charleston Avenue

Portsmouth, VA

3 beds | 2 baths | 1,250 sq.ft.

$225,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 6.67%

Airbnb Rental Income: $974

Traditional Rental Income: $1929

Airbnb ROI: 0.54%

Traditional ROI: 6.67%

258 Broad Street

Portsmouth, VA

3 beds | 3 baths | 2,124 sq.ft.

$335,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $762

Traditional Rental Income: $1938

Airbnb ROI: -0.93%