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 year...	3 beds \| 2 baths \| 1,332 sq.ft.	$275,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.16% Airbnb Rental Income: $1423 Traditional Rental Income: $1700 Airbnb ROI: 1.45% Traditional ROI: 4.16%
602 Mclean Street Portsmouth, VA Welcome to this beautifully maintained 3-bedroom ranch nestled in the sought-after Bide-A-...	3 beds \| 1 baths \| 905 sq.ft.	$265,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.62% Airbnb Rental Income: $1458 Traditional Rental Income: $1501 Airbnb ROI: 1.72% Traditional ROI: 3.62%
180 Yorkshire Road Portsmouth, VA Welcome to this beautifully updated home in the quiet, sought-after Green Lakes subdivisio...	4 beds \| 3 baths \| 1,963 sq.ft.	$399,900	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.13% Airbnb Rental Income: $2447 Traditional Rental Income: $2791 Airbnb ROI: 2.62% Traditional ROI: 5.13%
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.	$342,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 5.6% Airbnb Rental Income: $793 Traditional Rental Income: $2648 Airbnb ROI: -1.18% Traditional ROI: 5.6%
475 Water Street #515 Portsmouth, VA Waterfront living at it's finest in Admiral's Landing, boasting two private balconies and ...	2 beds \| 3 baths \| 1,170 sq.ft.	$315,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.43% Airbnb Rental Income: $1004 Traditional Rental Income: $2051 Airbnb ROI: -0.31% Traditional ROI: 4.43%
93 Oregon Avenue Portsmouth, VA Move-in ready 4BR, 1BA home in a quiet Portsmouth neighborhood! Fully fenced backyard with...	4 beds \| 1 baths \| 1,260 sq.ft.	$270,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 4.6% Airbnb Rental Income: $2062 Traditional Rental Income: $1687 Airbnb ROI: 3.98% Traditional ROI: 4.6%
3900 Clifford Street Portsmouth, VA Charming Cape Cod on corner lot in the heart of Westhaven! Features include Sun Room, Form...	4 beds \| 3 baths \| 2,000 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $2604 Airbnb ROI: N/A Traditional ROI: 6.29%
3600 Turnpike Road Portsmouth, VA Seller offering closing cost assistance and home warranty with acceptable offer. This home...	4 beds \| 2 baths \| 3,100 sq.ft.	$340,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.76% Airbnb Rental Income: $977 Traditional Rental Income: $2212 Airbnb ROI: -0.21% Traditional ROI: 4.76%
215 Webster Avenue Portsmouth, VA Come take a step into the kind of homeownership dream you've been waiting for-where timele...	4 beds \| 3 baths \| 2,400 sq.ft.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.43% Airbnb Rental Income: $null Traditional Rental Income: $2948 Airbnb ROI: N/A Traditional ROI: 6.43%
564 Portsmouth Boulevard Portsmouth, VA Located at 564 Portsmouth Blvd, this two-story home features a functional floor plan with ...	3 beds \| 2 baths \| 1,220 sq.ft.	$191,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.33% Airbnb Rental Income: $null Traditional Rental Income: $1672 Airbnb ROI: N/A Traditional ROI: 6.33%
111 Sykes Avenue Portsmouth, VA This is a place you can call home! Front porch recently updated front porch living! As wel...	3 beds \| 2 baths \| 1,100 sq.ft.	$257,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.03% Airbnb Rental Income: $null Traditional Rental Income: $1813 Airbnb ROI: N/A Traditional ROI: 5.03%
109 Appomattox Avenue Portsmouth, VA Welcome to 109 Appomattox Avenue, a beautifully maintained newer home offering space, func...	4 beds \| 3 baths \| 2,172 sq.ft.	$369,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.57% Airbnb Rental Income: $1222 Traditional Rental Income: $2436 Airbnb ROI: -0.06% Traditional ROI: 4.57%
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.	$281,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 5.92% Airbnb Rental Income: $977 Traditional Rental Income: $2139 Airbnb ROI: 0.2% Traditional ROI: 5.92%
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.	$189,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 6.42% Airbnb Rental Income: $1004 Traditional Rental Income: $1611 Airbnb ROI: 1.08% Traditional ROI: 6.42%
266 Hansen Avenue Portsmouth, VA Beautiful, fully renovated 3-bedroom home featuring designer touch with updates throughout...	3 beds \| 2 baths \| 1,240 sq.ft.	$299,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.21% Airbnb Rental Income: $1362 Traditional Rental Income: $1817 Airbnb ROI: 1.13% Traditional ROI: 4.21%
646 Douglas Avenue Portsmouth, VA Beautiful 4-bedroom Victorian home blending historic charm with modern comforts. Situated ...	4 beds \| 2 baths \| 1,960 sq.ft.	$249,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 7.28% Airbnb Rental Income: $601 Traditional Rental Income: $2368 Airbnb ROI: -1.46% Traditional ROI: 7.28%
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.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.8% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 7.8%
39 Pollux Circle W Portsmouth, VA Located in the heart of Portsmouth, this property offers a great opportunity for investors...	3 beds \| 2 baths \| 1,446 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.54% Airbnb Rental Income: $null Traditional Rental Income: $1835 Airbnb ROI: N/A Traditional ROI: 7.54%
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.	$316,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.08% Airbnb Rental Income: $1250 Traditional Rental Income: $1938 Airbnb ROI: 0.44% Traditional ROI: 4.08%
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: 3.35% Traditional cash on cash: 6.23% Airbnb Rental Income: $2062 Traditional Rental Income: $2275 Airbnb ROI: 3.35% Traditional ROI: 6.23%
1601 Bain Street Portsmouth, VA Exceptional opportunity to own an updated, turnkey home in West Park View, just minutes fr...	3 beds \| 2 baths \| 1,670 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.32% Airbnb Rental Income: $null Traditional Rental Income: $2138 Airbnb ROI: N/A Traditional ROI: 5.32%
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: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $1634 Airbnb ROI: N/A Traditional ROI: 6.05%
913 Halifax Avenue Portsmouth, VA Investor alert - this is the opportunity you've been waiting for! Unlock the potential of ...	3 beds \| 1 baths \| 1,739 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $1695 Airbnb ROI: N/A Traditional ROI: 7.03%
88 Paul Jones Street Portsmouth, VA	N/A beds \| N/A baths \| 2,200 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $1357 Airbnb ROI: N/A Traditional ROI: 3%
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.	$329,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 5.29% Airbnb Rental Income: $953 Traditional Rental Income: $2252 Airbnb ROI: -0.04% Traditional ROI: 5.29%
301 Douglas Avenue Portsmouth, VA Step into this charming two-story traditional home located just minutes from the beautiful...	3 beds \| 1 baths \| 1,593 sq.ft.	$297,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.44% Airbnb Rental Income: $1250 Traditional Rental Income: $1625 Airbnb ROI: 0.68% Traditional ROI: 3.44%
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.	$342,500	Airbnb cash on cash: 2.82% Traditional cash on cash: 4.85% Airbnb Rental Income: $2186 Traditional Rental Income: $2286 Airbnb ROI: 2.82% Traditional ROI: 4.85%
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.	$279,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $1896 Airbnb ROI: N/A Traditional ROI: 4.81%
2605 Roanoke Avenue Portsmouth, VA Welcome to this charming 3 bedroom, 2 bath home featuring a versatile bonus room perfect f...	3 beds \| 2 baths \| 1,910 sq.ft.	$285,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 4.34% Airbnb Rental Income: $1354 Traditional Rental Income: $1795 Airbnb ROI: 1.15% Traditional ROI: 4.34%
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.	$223,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 4.97% Airbnb Rental Income: $1004 Traditional Rental Income: $1570 Airbnb ROI: 0.6% Traditional ROI: 4.97%
362 Dinwiddie Street Portsmouth, VA This beautifully updated home seamlessly blends historic charm with thoughtful modern impr...	3 beds \| 3 baths \| 2,188 sq.ft.	$365,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.07% Airbnb Rental Income: $1354 Traditional Rental Income: $2242 Airbnb ROI: 0.27% Traditional ROI: 4.07%
4237 Thistle Drive Portsmouth, VA Welcome to this beautifully renovated all brick ranch tucked away on a small quiet street ...	3 beds \| 2 baths \| 1,464 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2074 Airbnb ROI: N/A Traditional ROI: 3.67%
71 Aylwin Road Portsmouth, VA Beautifully renovated 3 bedroom, 2 1/2 bath home. This new kitchen boasts of granite count...	3 beds \| 3 baths \| 1,574 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $2156 Airbnb ROI: N/A Traditional ROI: 6.09%
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.	$364,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 5.14% Airbnb Rental Income: $1278 Traditional Rental Income: $2535 Airbnb ROI: 0.29% Traditional ROI: 5.14%
2 Carver Circle Portsmouth, VA REMODELED, NEW BATHROOM VANITIES, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTUR...	3 beds \| 2 baths \| 1,640 sq.ft.	$299,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.47% Airbnb Rental Income: $1362 Traditional Rental Income: $1906 Airbnb ROI: 1.07% Traditional ROI: 4.47%
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: 2.88% Traditional cash on cash: 4.67% Airbnb Rental Income: $2062 Traditional Rental Income: $2074 Airbnb ROI: 2.88% Traditional ROI: 4.67%
53 Sandie Point Lane Portsmouth, VA Open House Saturday April 18th, 10:00-12:00. Unit 53 in the desirable Sandie Point condo c...	4 beds \| 3 baths \| 2,063 sq.ft.	$349,999	Airbnb cash on cash: 2.63% Traditional cash on cash: 6.26% Airbnb Rental Income: $2186 Traditional Rental Income: $2827 Airbnb ROI: 2.63% Traditional ROI: 6.26%
9 Cammy Circle Portsmouth, VA Welcome to 9 Cammy Circle in the sought-after Churchland area of Portsmouth! This beautifu...	4 beds \| 2 baths \| 1,355 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $1873 Airbnb ROI: N/A Traditional ROI: 4.3%
918 Centre Avenue Portsmouth, VA 918 Centre Ave is a 3-bedroom, 2-bathroom home with 1,330 sq ft that offers more incredibl...	3 beds \| 2 baths \| 1,330 sq.ft.	$297,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $1715 Airbnb ROI: N/A Traditional ROI: 4.24%
306 Phillips Avenue Portsmouth, VA	3 beds \| 2 baths \| 1,313 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $1797 Airbnb ROI: N/A Traditional ROI: 4.27%

Real Estate investment in Portsmouth, VA

There are 246 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $289,000 and the average price per square foot is $181. In May 2026, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,908.

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

There are 246 investment properties available for sale in Portsmouth.

In 2026, 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 $1,908.

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.

$275,900

Airbnb cash on cash: 1.45%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $1423

Traditional Rental Income: $1700

Airbnb ROI: 1.45%

Traditional ROI: 4.16%

602 Mclean Street

Portsmouth, VA

3 beds | 1 baths | 905 sq.ft.

$265,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $1458

Traditional Rental Income: $1501

Airbnb ROI: 1.72%

Traditional ROI: 3.62%

180 Yorkshire Road

Portsmouth, VA

4 beds | 3 baths | 1,963 sq.ft.

$399,900

Airbnb cash on cash: 2.62%

Traditional cash on cash: 5.13%

Airbnb Rental Income: $2447

Traditional Rental Income: $2791

Airbnb ROI: 2.62%

Traditional ROI: 5.13%

2216 Deep Creek Boulevard

Portsmouth, VA

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

$342,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $793

Traditional Rental Income: $2648

Airbnb ROI: -1.18%

Traditional ROI: 5.6%

475 Water Street #515

Portsmouth, VA

2 beds | 3 baths | 1,170 sq.ft.

$315,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $1004

Traditional Rental Income: $2051

Airbnb ROI: -0.31%

Traditional ROI: 4.43%

93 Oregon Avenue

Portsmouth, VA

4 beds | 1 baths | 1,260 sq.ft.

$270,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $2062

Traditional Rental Income: $1687

Airbnb ROI: 3.98%

Traditional ROI: 4.6%

3900 Clifford Street

Portsmouth, VA

4 beds | 3 baths | 2,000 sq.ft.

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2604

Airbnb ROI: N/A

Traditional ROI: 6.29%

3600 Turnpike Road

Portsmouth, VA

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

$340,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $977

Traditional Rental Income: $2212

Airbnb ROI: -0.21%