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
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: 0.59% Traditional cash on cash: 6.06% Airbnb Rental Income: $1166 Traditional Rental Income: $2226 Airbnb ROI: 0.59% Traditional ROI: 6.06%
208 Owens Street Portsmouth, VA Beautifully renovated from top to bottom, this stunning ranch offers 3 bedrooms, 2 full ba...	3 beds \| 2 baths \| 1,058 sq.ft.	$235,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 5.6% Airbnb Rental Income: $936 Traditional Rental Income: $1717 Airbnb ROI: 0.54% Traditional ROI: 5.6%
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.	$317,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 5.7% Airbnb Rental Income: $1509 Traditional Rental Income: $2404 Airbnb ROI: 1.23% Traditional ROI: 5.7%
24 Neville Street Portsmouth, VA This thoughtfully remodeled home oozes charm & beautiful design choices-far from your aver...	3 beds \| 1 baths \| 946 sq.ft.	$238,900	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.95% Airbnb Rental Income: $1219 Traditional Rental Income: $1380 Airbnb ROI: 1.5% Traditional ROI: 3.95%
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.	$287,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 5.77% Airbnb Rental Income: $1933 Traditional Rental Income: $2139 Airbnb ROI: 3.12% Traditional ROI: 5.77%
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.	$240,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 5.19% Airbnb Rental Income: $1582 Traditional Rental Income: $1742 Airbnb ROI: 2.49% Traditional ROI: 5.19%
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: -0.06% Traditional cash on cash: 5.31% Airbnb Rental Income: $936 Traditional Rental Income: $1958 Airbnb ROI: -0.06% 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.	$249,999	Airbnb cash on cash: 0.98% Traditional cash on cash: 5.5% Airbnb Rental Income: $1155 Traditional Rental Income: $1841 Airbnb ROI: 0.98% Traditional ROI: 5.5%
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.	$235,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 6.35% Airbnb Rental Income: $997 Traditional Rental Income: $1929 Airbnb ROI: 0.56% Traditional ROI: 6.35%
1624 Mathews Terrace Portsmouth, VA Beautifully updated 1920s Craftsman with deep water access and stunning waterfront views. ...	4 beds \| 3 baths \| 1,606 sq.ft.	$435,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 4.51% Airbnb Rental Income: $793 Traditional Rental Income: $2613 Airbnb ROI: -0.75% Traditional ROI: 4.51%
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: 1.68% Traditional cash on cash: 5.66% Airbnb Rental Income: $1614 Traditional Rental Income: $2275 Airbnb ROI: 1.68% 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: 2.86% Traditional cash on cash: 5.05% Airbnb Rental Income: $1933 Traditional Rental Income: $2018 Airbnb ROI: 2.86% Traditional ROI: 5.05%
308 Maryland Avenue Portsmouth, VA Step inside this spacious 4-bedroom home full of space & character. A large front porch in...	4 beds \| 2 baths \| 2,422 sq.ft.	$299,999	Airbnb cash on cash: -0.39% Traditional cash on cash: 4.21% Airbnb Rental Income: $871 Traditional Rental Income: $1835 Airbnb ROI: -0.39% Traditional ROI: 4.21%
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: 4.25% Traditional cash on cash: 5.83% Airbnb Rental Income: $2250 Traditional Rental Income: $2086 Airbnb ROI: 4.25% 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.	$232,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.95% Airbnb Rental Income: $936 Traditional Rental Income: $1634 Airbnb ROI: 0.2% Traditional ROI: 4.95%
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.	$174,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 5.52% Airbnb Rental Income: $997 Traditional Rental Income: $1358 Airbnb ROI: 1.2% Traditional ROI: 5.52%
644 Douglas Avenue Portsmouth, VA Let us take care of the closing costs! Solar Panel to be assumed by buyer, $222/monthly pa...	3 beds \| 2 baths \| 1,640 sq.ft.	$250,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 6.53% Airbnb Rental Income: $1020 Traditional Rental Income: $2153 Airbnb ROI: 0.22% Traditional ROI: 6.53%
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: 1.36% Traditional cash on cash: 5.5% Airbnb Rental Income: $1829 Traditional Rental Income: $2848 Airbnb ROI: 1.36% Traditional ROI: 5.5%
615 Lake Shores Drive Portsmouth, VA Updated 4-bed, 2.5-bath home in the sought-after Lake Shores community, where homes rarely...	4 beds \| 3 baths \| 1,937 sq.ft.	$330,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.6% Airbnb Rental Income: $2077 Traditional Rental Income: $2782 Airbnb ROI: 2.6% Traditional ROI: 6.6%
2605 Roanoke Avenue Portsmouth, VA This turnkey 4-bedroom ranch is BACK ON THE MARKET with a new price! Located just 5 minute...	4 beds \| 2 baths \| 1,885 sq.ft.	$299,999	Airbnb cash on cash: 0.58% Traditional cash on cash: 4.03% Airbnb Rental Income: $1211 Traditional Rental Income: $1795 Airbnb ROI: 0.58% Traditional ROI: 4.03%
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: 5.69% Traditional cash on cash: 9.89% Airbnb Rental Income: $2411 Traditional Rental Income: $2715 Airbnb ROI: 5.69% Traditional ROI: 9.89%
2108 Atlanta Avenue Portsmouth, VA Two level home with a first-floor primary suite and open flow. Thoughtful 2023 updates giv...	4 beds \| 3 baths \| 1,564 sq.ft.	$275,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.89% Airbnb Rental Income: $1211 Traditional Rental Income: $1602 Airbnb ROI: 0.88% Traditional ROI: 3.89%
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%
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.	$335,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 5.42% Airbnb Rental Income: $871 Traditional Rental Income: $2484 Airbnb ROI: -0.77% Traditional ROI: 5.42%
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: -0.81% Traditional cash on cash: 5.66% Airbnb Rental Income: $793 Traditional Rental Income: $2375 Airbnb ROI: -0.81% Traditional ROI: 5.66%
4707 W High Street Portsmouth, VA Awesome renovated all brick ranch in the heart of Churchland! Inviting front porch leads y...	4 beds \| 2 baths \| 2,219 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $2337 Airbnb ROI: N/A Traditional ROI: 4.53%
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: 1.65% Traditional cash on cash: 4.67% Airbnb Rental Income: $1614 Traditional Rental Income: $2074 Airbnb ROI: 1.65% 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: 0.42% Traditional cash on cash: 5.68% Airbnb Rental Income: $997 Traditional Rental Income: $1762 Airbnb ROI: 0.42% 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: 0.18% Traditional cash on cash: 5.19% Airbnb Rental Income: $1211 Traditional Rental Income: $2464 Airbnb ROI: 0.18% Traditional ROI: 5.19%
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: 2.06% Traditional cash on cash: 8.14% Airbnb Rental Income: $1307 Traditional Rental Income: $2020 Airbnb ROI: 2.06% Traditional ROI: 8.14%
306 Phillips Avenue Portsmouth, VA Just Reduced to $285000! Donât miss this spacious and beautifully maintained home ! Sell...	3 beds \| 2 baths \| 1,313 sq.ft.	$285,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 4.34% Airbnb Rental Income: $1166 Traditional Rental Income: $1797 Airbnb ROI: 0.57% Traditional ROI: 4.34%
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.	$311,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 5.23% Airbnb Rental Income: $936 Traditional Rental Income: $2093 Airbnb ROI: 0.1% Traditional ROI: 5.23%
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: -0.03% Traditional cash on cash: 4.9% Airbnb Rental Income: $997 Traditional Rental Income: $2062 Airbnb ROI: -0.03% Traditional ROI: 4.9%
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: -0.12% Traditional cash on cash: 4.15% Airbnb Rental Income: $1243 Traditional Rental Income: $2685 Airbnb ROI: -0.12% Traditional ROI: 4.15%
3107 Dartmouth Street Portsmouth, VA Spacious 4 bedroom 2 bath Cape Cod in Westhaven Park being sold AS IS. Approx 1,520 sq ft ...	4 beds \| 2 baths \| 1,520 sq.ft.	$257,000	Airbnb cash on cash: 4.53% Traditional cash on cash: 6.46% Airbnb Rental Income: $2250 Traditional Rental Income: $2156 Airbnb ROI: 4.53% Traditional ROI: 6.46%
4905 Wycliff Road Portsmouth, VA CHARMING & BEAUTIFUL 3 BEDROOM RENOVATED BRICK RANCH IN CASTLE HEIGHTS! NEWLY REFINISHED H...	3 beds \| 2 baths \| 1,215 sq.ft.	$344,900	Airbnb cash on cash: 1.15% Traditional cash on cash: 3.96% Airbnb Rental Income: $1520 Traditional Rental Income: $1991 Airbnb ROI: 1.15% Traditional ROI: 3.96%
342 Harmony Drive Portsmouth, VA	4 beds \| 3 baths \| 2,112 sq.ft.	$365,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.9% Airbnb Rental Income: $1579 Traditional Rental Income: $2464 Airbnb ROI: 0% Traditional ROI: 3.9%
605 Fairview Lane Portsmouth, VA Come see this recently renovated 3-bedroom, 2-full bath Ranch Home with an open floor plan...	3 beds \| 2 baths \| 1,248 sq.ft.	$239,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 5.57% Airbnb Rental Income: $1509 Traditional Rental Income: $1770 Airbnb ROI: 2.47% Traditional ROI: 5.57%
3209 Arlington Place Portsmouth, VA Fully renovated 4-bedroom, 2-bath home offering nearly 1,400 sqft of living space. Conveni...	4 beds \| 2 baths \| 1,380 sq.ft.	$309,750	Airbnb cash on cash: 2.76% Traditional cash on cash: 5.3% Airbnb Rental Income: $1933 Traditional Rental Income: $2162 Airbnb ROI: 2.76% Traditional ROI: 5.3%
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: 1.79% Traditional cash on cash: 6.36% Airbnb Rental Income: $1219 Traditional Rental Income: $1694 Airbnb ROI: 1.79% Traditional ROI: 6.36%

Real Estate investment in Portsmouth, VA

There are 282 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 December 2025, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,945.

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

There are 282 investment properties available for sale in Portsmouth.

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

The ROI for Long-Term is higher than the Short-Term in Portsmouth with average rental income of $1,945.

Your search for investment property begins and ends here

Investment Property for Sale in Portsmouth, VA

1004 Vermont Avenue

Portsmouth, VA

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

$279,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $1166

Traditional Rental Income: $2226

Airbnb ROI: 0.59%

Traditional ROI: 6.06%

208 Owens Street

Portsmouth, VA

3 beds | 2 baths | 1,058 sq.ft.

$235,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $936

Traditional Rental Income: $1717

Airbnb ROI: 0.54%

Traditional ROI: 5.6%

229 Tigerlilly Drive

Portsmouth, VA

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

$317,900

Airbnb cash on cash: 1.23%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $1509

Traditional Rental Income: $2404

Airbnb ROI: 1.23%

Traditional ROI: 5.7%

24 Neville Street

Portsmouth, VA

3 beds | 1 baths | 946 sq.ft.

$238,900

Airbnb cash on cash: 1.5%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1219

Traditional Rental Income: $1380

Airbnb ROI: 1.5%

Traditional ROI: 3.95%

3229 Knox Street

Portsmouth, VA

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

$287,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 5.77%

Airbnb Rental Income: $1933

Traditional Rental Income: $2139

Airbnb ROI: 3.12%

Traditional ROI: 5.77%

1504 City Park Avenue

Portsmouth, VA

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

$240,000

Airbnb cash on cash: 2.49%

Traditional cash on cash: 5.19%

Airbnb Rental Income: $1582

Traditional Rental Income: $1742

Airbnb ROI: 2.49%

Traditional ROI: 5.19%

152 Owens Street

Portsmouth, VA

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

$269,900

Airbnb cash on cash: -0.06%

Traditional cash on cash: 5.31%

Airbnb Rental Income: $936

Traditional Rental Income: $1958

Airbnb ROI: -0.06%

Traditional ROI: 5.31%

4621 Columbia Street

Portsmouth, VA

3 beds | 2 baths | 1,300 sq.ft.

$249,999

Airbnb cash on cash: 0.98%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $1155

Traditional Rental Income: $1841

Airbnb ROI: 0.98%