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.	$334,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 3.24% Airbnb Rental Income: $1771 Traditional Rental Income: $1723 Airbnb ROI: 1.86% Traditional ROI: 3.24%
300 Chautauqua Avenue Portsmouth, VA	3 beds \| 2 baths \| 1,344 sq.ft.	$289,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 3.98% Airbnb Rental Income: $1454 Traditional Rental Income: $1619 Airbnb ROI: 1.8% Traditional ROI: 3.98%
932 Elmhurst Lane Portsmouth, VA Vacant & move-in ready in Portsmouth! Freshly deep-cleaned and featuring many new updatesâ...	3 beds \| 1 baths \| 1,197 sq.ft.	$235,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.4% Airbnb Rental Income: $1320 Traditional Rental Income: $1733 Airbnb ROI: 1.7% Traditional ROI: 5.4%
2003 Rodman Avenue Portsmouth, VA Donât miss this beautifully updated 3-bedroom, 2-bathroom Cape Cod in the heart of Ports...	3 beds \| 2 baths \| 1,360 sq.ft.	$229,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.22% Airbnb Rental Income: $1421 Traditional Rental Income: $1878 Airbnb ROI: 2.14% Traditional ROI: 6.22%
204 Armstrong Street Portsmouth, VA MOVE IN READY 3 Bedroom in Portsmouth! This beauty boasts new laminate vinyl plank floorin...	3 beds \| 3 baths \| 1,555 sq.ft.	$283,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 5.15% Airbnb Rental Income: $1421 Traditional Rental Income: $1983 Airbnb ROI: 1.45% Traditional ROI: 5.15%
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: 1.5% Traditional cash on cash: 6.06% Airbnb Rental Income: $1454 Traditional Rental Income: $2226 Airbnb ROI: 1.5% Traditional ROI: 6.06%
3736 Burr Lane Portsmouth, VA Looking for a renovated home at a great price? Look No further. Welcome home to this gorge...	3 beds \| 2 baths \| 1,114 sq.ft.	$329,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.64% Airbnb Rental Income: $1435 Traditional Rental Income: $1799 Airbnb ROI: 1.09% Traditional ROI: 3.64%
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.	$315,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.26% Airbnb Rental Income: $1645 Traditional Rental Income: $2404 Airbnb ROI: 0.15% Traditional ROI: 4.26%
4503 Portsmouth Boulevard Portsmouth, VA DON'T PASS UP THIS OPPORTUNITY TO BUILD YOUR RENTAL PORTFOLIO!This well-maintained 2 bedro...	2 beds \| 1 baths \| 804 sq.ft.	$170,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 7.23% Airbnb Rental Income: $1249 Traditional Rental Income: $1555 Airbnb ROI: 2.89% Traditional ROI: 7.23%
1321 Columbia Street Portsmouth, VA Fully renovated 3 bedroom 2.5 bathroom single family home. Spacious open floor plan downst...	3 beds \| 3 baths \| 1,587 sq.ft.	$279,900	Airbnb cash on cash: 1.47% Traditional cash on cash: 5.28% Airbnb Rental Income: $1412 Traditional Rental Income: $1993 Airbnb ROI: 1.47% Traditional ROI: 5.28%
111 High Street #407 Portsmouth, VA Welcome to Crawford Square Condominiums! This beautiful move-in ready, condo is located in...	2 beds \| 2 baths \| 1,073 sq.ft.	$190,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 6.41% Airbnb Rental Income: $1497 Traditional Rental Income: $1611 Airbnb ROI: 3.36% Traditional ROI: 6.41%
1537 Darren Circle Portsmouth, VA Welcome to this comfortable 3 bedroom, 1.5 bath townhouse conveniently located near restau...	3 beds \| 2 baths \| 1,202 sq.ft.	$127,900	Airbnb cash on cash: 6.42% Traditional cash on cash: 10.35% Airbnb Rental Income: $1568 Traditional Rental Income: $1602 Airbnb ROI: 6.42% Traditional ROI: 10.35%
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.	$275,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 5.2% Airbnb Rental Income: $1421 Traditional Rental Income: $1958 Airbnb ROI: 1.49% Traditional ROI: 5.2%
901 Robinson Road Portsmouth, VA Beautiful brick ranch on a spacious corner lot with classic curb appeal. Features include ...	4 beds \| 2 baths \| 1,750 sq.ft.	$357,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.61% Airbnb Rental Income: $1927 Traditional Rental Income: $2241 Airbnb ROI: 2.15% Traditional ROI: 4.61%
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%
101 Sunrise Avenue Portsmouth, VA Fully Remodeled 4-Bedroom Home â Move-In Ready!This beautifully renovated 4-bedroom, 2-b...	4 beds \| 3 baths \| 2,500 sq.ft.	$319,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 7.35% Airbnb Rental Income: $1927 Traditional Rental Income: $2908 Airbnb ROI: 2.39% Traditional ROI: 7.35%
308 Maryland Avenue Portsmouth, VA This spacious 4-bedroom home offers the kind of charm and room thatâs meant to be lived ...	4 beds \| 2 baths \| 2,422 sq.ft.	$309,999	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.95% Airbnb Rental Income: $2376 Traditional Rental Income: $1835 Airbnb ROI: 3.8% Traditional ROI: 3.95%
605 Normandy Street Portsmouth, VA Immediate occupancy on this recently renovated cozy home in an established golf club commu...	3 beds \| 1 baths \| 925 sq.ft.	$244,900	Airbnb cash on cash: 2.68% Traditional cash on cash: 4.18% Airbnb Rental Income: $1645 Traditional Rental Income: $1529 Airbnb ROI: 2.68% Traditional ROI: 4.18%
218 Tareyton Lane Portsmouth, VA Beautifully renovated ranch-style home located in the desirable Park Manor neighborhood of...	3 beds \| 2 baths \| 1,620 sq.ft.	$325,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.15% Airbnb Rental Income: $1320 Traditional Rental Income: $1975 Airbnb ROI: 0.67% Traditional ROI: 4.15%
1315 Jefferson Street Portsmouth, VA	3 beds \| 1 baths \| 1,056 sq.ft.	$185,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 5.15% Airbnb Rental Income: $1412 Traditional Rental Income: $1358 Airbnb ROI: 3.04% Traditional ROI: 5.15%
3713 Woodmere Drive Portsmouth, VA This spacious home featuring 3 bedrooms, 2.5 bathrooms and 1500 of living space is ready f...	3 beds \| 3 baths \| 1,500 sq.ft.	$280,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 5.16% Airbnb Rental Income: $1761 Traditional Rental Income: $2036 Airbnb ROI: 2.29% Traditional ROI: 5.16%
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.	$259,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 6.25% Airbnb Rental Income: $1454 Traditional Rental Income: $2153 Airbnb ROI: 1.64% Traditional ROI: 6.25%
400 Florida Ave Portsmouth, VA ""The """"Sisters House"""" is a Crown Jewel of Portsmouth. Stunning Victorian home loca...	4 beds \| 2 baths \| N/A	$550,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.68% Airbnb Rental Income: $2376 Traditional Rental Income: $2416 Airbnb ROI: 1.47% Traditional ROI: 2.68%
2605 Roanoke Avenue Portsmouth, VA Don't miss this charming, turn-key 4-bedroom ranch that's conveniently located just 5 minu...	4 beds \| 2 baths \| 1,885 sq.ft.	$305,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.95% Airbnb Rental Income: $2220 Traditional Rental Income: $1795 Airbnb ROI: 3.48% Traditional ROI: 3.95%
1612 Spratley Street Portsmouth, VA RELAX IN THE BACKYARD OF THIS BEAUTIFUL FOUR BEDROOM HOME OVERLOOKING THE WATER. THIS HOME...	3 beds \| 3 baths \| 2,411 sq.ft.	$319,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 6.22% Airbnb Rental Income: $1421 Traditional Rental Income: $2604 Airbnb ROI: 0.85% Traditional ROI: 6.22%
4125 Caroline Avenue Portsmouth, VA Beautifully maintained waterfront home with original solid oak floors throughout the home....	4 beds \| 2 baths \| 2,209 sq.ft.	$345,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 5.47% Airbnb Rental Income: $3312 Traditional Rental Income: $2573 Airbnb ROI: 5.47% Traditional ROI: 5.47%
434 Mt Vernon Avenue Portsmouth, VA This beautifully updated 3-story Colonial blends modern updates with classic charm. Main l...	3 beds \| 3 baths \| 2,242 sq.ft.	$338,899	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.42% Airbnb Rental Income: $1454 Traditional Rental Income: $2483 Airbnb ROI: 0.83% Traditional ROI: 5.42%
1200 Fayette Street Portsmouth, VA This home will make a perfect addition to anyone's rental portfolio. This 3-bedroom, 1-ba...	3 beds \| 1 baths \| 814 sq.ft.	$145,000	Airbnb cash on cash: 4.53% Traditional cash on cash: 7.01% Airbnb Rental Income: $1412 Traditional Rental Income: $1333 Airbnb ROI: 4.53% Traditional ROI: 7.01%
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%
102 Windsor Road Portsmouth, VA Beautiful 3-bedroom, 2-bathroom ranch situated on over half an acre overlooking scenic Lak...	3 beds \| 2 baths \| 1,255 sq.ft.	$259,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 5.27% Airbnb Rental Income: $1320 Traditional Rental Income: $1897 Airbnb ROI: 1.25% Traditional ROI: 5.27%
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.	$349,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 5.16% Airbnb Rental Income: $2376 Traditional Rental Income: $2484 Airbnb ROI: 3.05% Traditional ROI: 5.16%
123 Elmhurst Court Portsmouth, VA Welcome to this beautiful 3 bedroom and 2.5 bath townhouse in the quiet neighborhood of El...	3 beds \| 3 baths \| 1,338 sq.ft.	$239,900	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.98% Airbnb Rental Income: $1479 Traditional Rental Income: $1886 Airbnb ROI: 2.26% Traditional ROI: 5.98%
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.	$235,000	Airbnb cash on cash: 5.22% Traditional cash on cash: 6.85% Airbnb Rental Income: $2376 Traditional Rental Income: $2153 Airbnb ROI: 5.22% Traditional ROI: 6.85%
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.	$325,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 5.13% Airbnb Rental Income: $2308 Traditional Rental Income: $2233 Airbnb ROI: 3.5% Traditional ROI: 5.13%
3712 Greenwood Drive Portsmouth, VA Cozy 4 Bedrooms, 2 full baths home on a large corner lot with off-street parking and easy ...	4 beds \| 2 baths \| 1,200 sq.ft.	$240,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 5.6% Airbnb Rental Income: $1927 Traditional Rental Income: $1853 Airbnb ROI: 3.68% Traditional ROI: 5.6%
1125 Columbia Street Portsmouth, VA Welcome to 1125 Columbia Street in Portsmouth! This affordable and move-in ready home offe...	3 beds \| 3 baths \| 1,440 sq.ft.	$269,900	Airbnb cash on cash: 1.61% Traditional cash on cash: 5.21% Airbnb Rental Income: $1412 Traditional Rental Income: $1904 Airbnb ROI: 1.61% Traditional ROI: 5.21%
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.	$195,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 8.1% Airbnb Rental Income: $1313 Traditional Rental Income: $2020 Airbnb ROI: 2.08% Traditional ROI: 8.1%
306 Phillips Avenue Portsmouth, VA Just Reduced to $299,000! Donât miss this spacious and beautifully maintained home now p...	3 beds \| 2 baths \| 1,313 sq.ft.	$299,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.1% Airbnb Rental Income: $1454 Traditional Rental Income: $1797 Airbnb ROI: 1.35% Traditional ROI: 4.1%

Real Estate investment in Portsmouth, VA

There are 302 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $274,999 and the average price per square foot is $174. In September 2025, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,965.

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

There are 302 investment properties available for sale in Portsmouth.

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

The ROI for Long-Term is higher than the Short-Term in Portsmouth with average rental income of $1,965.

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.

$334,900

Airbnb cash on cash: 1.86%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1771

Traditional Rental Income: $1723

Airbnb ROI: 1.86%

Traditional ROI: 3.24%

300 Chautauqua Avenue

Portsmouth, VA

3 beds | 2 baths | 1,344 sq.ft.

$289,900

Airbnb cash on cash: 1.8%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1454

Traditional Rental Income: $1619

Airbnb ROI: 1.8%

Traditional ROI: 3.98%

932 Elmhurst Lane

Portsmouth, VA

3 beds | 1 baths | 1,197 sq.ft.

$235,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $1320

Traditional Rental Income: $1733

Airbnb ROI: 1.7%

Traditional ROI: 5.4%

2003 Rodman Avenue

Portsmouth, VA

3 beds | 2 baths | 1,360 sq.ft.

$229,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 6.22%

Airbnb Rental Income: $1421

Traditional Rental Income: $1878

Airbnb ROI: 2.14%

Traditional ROI: 6.22%

204 Armstrong Street

Portsmouth, VA

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

$283,000

Airbnb cash on cash: 1.45%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $1421

Traditional Rental Income: $1983

Airbnb ROI: 1.45%

Traditional ROI: 5.15%

1004 Vermont Avenue

Portsmouth, VA

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

$279,900

Airbnb cash on cash: 1.5%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $1454

Traditional Rental Income: $2226

Airbnb ROI: 1.5%

Traditional ROI: 6.06%

3736 Burr Lane

Portsmouth, VA

3 beds | 2 baths | 1,114 sq.ft.

$329,900

Airbnb cash on cash: 1.09%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $1435

Traditional Rental Income: $1799

Airbnb ROI: 1.09%

Traditional ROI: 3.64%

229 Tigerlilly Drive

Portsmouth, VA

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

$315,900

Airbnb cash on cash: 0.15%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1645

Traditional Rental Income: $2404

Airbnb ROI: 0.15%