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
3806 Sugar Creek Circle Portsmouth, VA WOW! Get started with home ownership and nothing but peace of mind. Totally rehabbed cotta...	2 beds \| 1 baths \| 1,044 sq.ft.	$219,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.24% Airbnb Rental Income: $1436 Traditional Rental Income: $1402 Airbnb ROI: 2.35% Traditional ROI: 4.24%
745 Bold Street Portsmouth, VA WELCOME TO THIS GORGEOUS RANCH! IT FEATURES BEAUTIFUL CABINETS, GRANITE COUNTERTOPS, BRAND...	3 beds \| 2 baths \| 936 sq.ft.	$249,500	Airbnb cash on cash: 3.03% Traditional cash on cash: 4.49% Airbnb Rental Income: $1745 Traditional Rental Income: $1609 Airbnb ROI: 3.03% Traditional ROI: 4.49%
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.	$271,900	Airbnb cash on cash: 2.54% Traditional cash on cash: 4.23% Airbnb Rental Income: $1745 Traditional Rental Income: $1700 Airbnb ROI: 2.54% Traditional ROI: 4.23%
6200 Arthur Avenue Portsmouth, VA Seller is offering closing cost assistance on this beautiful like-new 4 bedroom and 2.5 ba...	4 beds \| 3 baths \| 2,400 sq.ft.	$409,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 4.21% Airbnb Rental Income: $1873 Traditional Rental Income: $2526 Airbnb ROI: 1.2% Traditional ROI: 4.21%
475 Water Street #515 Portsmouth, VA Waterfront Living at Its Finest in Admiral's Landing Experience breathtaking waterfront li...	2 beds \| 3 baths \| 1,170 sq.ft.	$310,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 4.51% Airbnb Rental Income: $1133 Traditional Rental Income: $2051 Airbnb ROI: 0.07% Traditional ROI: 4.51%
3304 Winchester Drive Portsmouth, VA This beautiful 4 bedroom 2 bathroom home is waiting for you! Newley renovated with in the ...	4 beds \| 2 baths \| 1,208 sq.ft.	$270,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 5.08% Airbnb Rental Income: $2124 Traditional Rental Income: $1882 Airbnb ROI: 3.9% Traditional ROI: 5.08%
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: 2.27% Traditional cash on cash: 6.43% Airbnb Rental Income: $2079 Traditional Rental Income: $2948 Airbnb ROI: 2.27% Traditional ROI: 6.43%
88 Aylwin Road Portsmouth, VA Change your life with this three-bedroom home in Portsmouth, VA, offering a practical layo...	3 beds \| 1 baths \| 1,602 sq.ft.	$249,900	Airbnb cash on cash: 2.55% Traditional cash on cash: 4.33% Airbnb Rental Income: $1699 Traditional Rental Income: $1647 Airbnb ROI: 2.55% Traditional ROI: 4.33%
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.	$288,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 5.75% Airbnb Rental Income: $2124 Traditional Rental Income: $2139 Airbnb ROI: 3.7% Traditional ROI: 5.75%
3221 Madden Terrace Portsmouth, VA Welcome to this charming move-in ready brick ranch nestled in the highly desirable Westwoo...	3 beds \| 1 baths \| 1,488 sq.ft.	$298,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 3% Airbnb Rental Income: $1523 Traditional Rental Income: $1505 Airbnb ROI: 1.49% Traditional ROI: 3%
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: 1.68% Traditional cash on cash: 6.42% Airbnb Rental Income: $1133 Traditional Rental Income: $1611 Airbnb ROI: 1.68% Traditional ROI: 6.42%
616 Elmhurst Lane Portsmouth, VA Beautifully updated & move-in ready, this impressive home sits on nearly 1/2 an acre & off...	4 beds \| 2 baths \| 2,200 sq.ft.	$415,000	Airbnb cash on cash: 4% Traditional cash on cash: 3.74% Airbnb Rental Income: $3144 Traditional Rental Income: $2333 Airbnb ROI: 4% Traditional ROI: 3.74%
2309 Leckie Street Portsmouth, VA Charming 3 bedroom/1 bath home with huge yard! Located in the quiet, tucked away neighborh...	3 beds \| 1 baths \| 1,244 sq.ft.	$245,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 3.92% Airbnb Rental Income: $1487 Traditional Rental Income: $1475 Airbnb ROI: 2.09% Traditional ROI: 3.92%
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.	$262,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 6.88% Airbnb Rental Income: $2079 Traditional Rental Income: $2368 Airbnb ROI: 3.55% Traditional ROI: 6.88%
161 Maryland Avenue Portsmouth, VA This charming home is full of character and unique features, from the original stained gla...	3 beds \| 3 baths \| 2,625 sq.ft.	$300,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 5.52% Airbnb Rental Income: $1710 Traditional Rental Income: $2303 Airbnb ROI: 1.74% Traditional ROI: 5.52%
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.	$299,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.37% Airbnb Rental Income: $1710 Traditional Rental Income: $1938 Airbnb ROI: 1.88% Traditional ROI: 4.37%
107 Beazley Drive Portsmouth, VA Welcome to your charming new home in the sought-after Bide-A-Wee community! This beautiful...	3 beds \| 1 baths \| 950 sq.ft.	$245,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 4.5% Airbnb Rental Income: $1745 Traditional Rental Income: $1603 Airbnb ROI: 3.05% Traditional ROI: 4.5%
48 Gillis Road Portsmouth, VA Situated on a large corner lot, this 3-bedroom, 2-bath, two-story home offers a rare combi...	3 beds \| 2 baths \| 1,492 sq.ft.	$214,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 6.33% Airbnb Rental Income: $1699 Traditional Rental Income: $1836 Airbnb ROI: 3.33% Traditional ROI: 6.33%
2400 CHARLESTON Avenue Portsmouth, VA Welcome to this Cozy 2-bedroom, 1-full bath bungalow located in an established neighborhoo...	2 beds \| 1 baths \| 750 sq.ft.	$189,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 5.12% Airbnb Rental Income: $1133 Traditional Rental Income: $1367 Airbnb ROI: 1.73% Traditional ROI: 5.12%
407 Sussex Drive Portsmouth, VA Nestled in one of Portsmouth's most desirable historic neighborhoods, this beautifully mai...	3 beds \| 2 baths \| 2,164 sq.ft.	$375,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 3.74% Airbnb Rental Income: $1247 Traditional Rental Income: $2104 Airbnb ROI: 0.18% Traditional ROI: 3.74%
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: 4.11% Traditional cash on cash: 7.03% Airbnb Rental Income: $1628 Traditional Rental Income: $1695 Airbnb ROI: 4.11% Traditional ROI: 7.03%
2321 Columbus Avenue Portsmouth, VA Welcome to your new home! This charming first-floor residence features three comfortable b...	3 beds \| 1 baths \| 802 sq.ft.	$199,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 5.67% Airbnb Rental Income: $1595 Traditional Rental Income: $1514 Airbnb ROI: 3.69% Traditional ROI: 5.67%
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: 0.66% Traditional cash on cash: 5.29% Airbnb Rental Income: $1211 Traditional Rental Income: $2252 Airbnb ROI: 0.66% Traditional ROI: 5.29%
4405 Wake Forest Road Portsmouth, VA Beautiful 4-bedroom, 2-bath home in the Pinehurst community! Featuring hardwood floors thr...	4 beds \| 2 baths \| 1,858 sq.ft.	$357,900	Airbnb cash on cash: 0.56% Traditional cash on cash: 3.65% Airbnb Rental Income: $1402 Traditional Rental Income: $2018 Airbnb ROI: 0.56% Traditional ROI: 3.65%
124 Armstrong Street Portsmouth, VA Tucked along a tranquil street, this home delivers curb appeal and modern upgrades. Warm n...	3 beds \| 3 baths \| 2,000 sq.ft.	$369,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 5.29% Airbnb Rental Income: $1487 Traditional Rental Income: $2718 Airbnb ROI: 0.48% Traditional ROI: 5.29%
2 Park Manor Road Portsmouth, VA Up to $10,000 in seller concessions with an acceptable offer made before the end of June! ...	3 beds \| 2 baths \| 1,752 sq.ft.	$339,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 4.89% Airbnb Rental Income: $1737 Traditional Rental Income: $2286 Airbnb ROI: 1.68% Traditional ROI: 4.89%
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: 1.9% Traditional cash on cash: 4.34% Airbnb Rental Income: $1595 Traditional Rental Income: $1795 Airbnb ROI: 1.9% 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: 1.11% Traditional cash on cash: 4.97% Airbnb Rental Income: $1133 Traditional Rental Income: $1570 Airbnb ROI: 1.11% Traditional ROI: 4.97%
1914 North Street Portsmouth, VA This beautifully renovated 4-bedroom, 2-bath home blends historic charm with modern update...	4 beds \| 2 baths \| 1,680 sq.ft.	$275,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 4.22% Airbnb Rental Income: $2079 Traditional Rental Income: $1714 Airbnb ROI: 3.56% Traditional ROI: 4.22%
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: 1.41% Traditional cash on cash: 5.14% Airbnb Rental Income: $1737 Traditional Rental Income: $2535 Airbnb ROI: 1.41% Traditional ROI: 5.14%
1 Crawford Parkway #1306 Portsmouth, VA Carefree living at its best in Olde Towne! You're going to love this beautifully updated, ...	2 beds \| 2 baths \| 1,015 sq.ft.	$147,900	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.74% Airbnb Rental Income: $1072 Traditional Rental Income: $1199 Airbnb ROI: 2.25% Traditional ROI: 5.74%
4220 Heather Road Portsmouth, VA Spacious 4-bedroom, 2-bath ranch in Portsmouth offering over 2,000 square feet of living s...	4 beds \| 2 baths \| 2,019 sq.ft.	$339,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.73% Airbnb Rental Income: $1762 Traditional Rental Income: $2290 Airbnb ROI: 1.55% Traditional ROI: 4.73%
1600 Prentis Avenue Portsmouth, VA Come step into this beautifully restored Victorian-style home, where timeless old-world ch...	3 beds \| 2 baths \| 1,790 sq.ft.	$214,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 7.47% Airbnb Rental Income: $1595 Traditional Rental Income: $1924 Airbnb ROI: 3.6% Traditional ROI: 7.47%
1651 Darren Circle Portsmouth, VA Very well maintained. Tenant is very cooperative and pays $1200.00 a month.	2 beds \| 1 baths \| 946 sq.ft.	$105,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 8.61% Airbnb Rental Income: $1182 Traditional Rental Income: $1175 Airbnb ROI: 4.89% Traditional ROI: 8.61%
1525 Des Moines Avenue Portsmouth, VA Opportunities like 1523 & 1525 Des Moines Ave are the "hidden gems" of the Portsmouth mark...	N/A beds \| N/A baths \| 1,476 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $1353 Airbnb ROI: N/A Traditional ROI: 2.94%
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: 2.52% Traditional cash on cash: 4.3% Airbnb Rental Income: $1881 Traditional Rental Income: $1873 Airbnb ROI: 2.52% Traditional ROI: 4.3%
59 Sandie Point Lane Portsmouth, VA Hidden gem with deep water access on the Elizabeth River! This two-story condo includes a ...	2 beds \| 3 baths \| 1,712 sq.ft.	$260,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 5.99% Airbnb Rental Income: $1066 Traditional Rental Income: $2110 Airbnb ROI: 0.24% Traditional ROI: 5.99%
2316 Des Moines Avenue Portsmouth, VA Motivated seller, priced to move quickly! Great opportunity for investors or buyers lookin...	3 beds \| 3 baths \| 1,600 sq.ft.	$280,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 5.42% Airbnb Rental Income: $1595 Traditional Rental Income: $2127 Airbnb ROI: 1.68% Traditional ROI: 5.42%
420 Maryland Avenue Portsmouth, VA Beautiful 5-bedroom, 3 full bath home offering timeless character and spacious living area...	5 beds \| 3 baths \| 2,041 sq.ft.	$358,900	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.39% Airbnb Rental Income: $2440 Traditional Rental Income: $2251 Airbnb ROI: 3.19% Traditional ROI: 4.39%

Real Estate investment in Portsmouth, VA

There are 285 properties for sale in the city of Portsmouth . The median list price in Portsmouth is $284,830 and the average price per square foot is $180. In August 2026, the average monthly cash on cash return in Portsmouth is 5.00%. The average monthly rental income in Portsmouth is $1,866.

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

There are 285 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 $1,866.

Your search for investment property begins and ends here

Investment Property for Sale in Portsmouth, VA

3806 Sugar Creek Circle

Portsmouth, VA

2 beds | 1 baths | 1,044 sq.ft.

$219,900

Airbnb cash on cash: 2.35%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1436

Traditional Rental Income: $1402

Airbnb ROI: 2.35%

Traditional ROI: 4.24%

745 Bold Street

Portsmouth, VA

3 beds | 2 baths | 936 sq.ft.

$249,500

Airbnb cash on cash: 3.03%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1745

Traditional Rental Income: $1609

Airbnb ROI: 3.03%

Traditional ROI: 4.49%

1511 Cavalier Boulevard

Portsmouth, VA

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

$271,900

Airbnb cash on cash: 2.54%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $1745

Traditional Rental Income: $1700

Airbnb ROI: 2.54%

Traditional ROI: 4.23%

6200 Arthur Avenue

Portsmouth, VA

4 beds | 3 baths | 2,400 sq.ft.

$409,900

Airbnb cash on cash: 1.2%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $1873

Traditional Rental Income: $2526

Airbnb ROI: 1.2%

Traditional ROI: 4.21%

475 Water Street #515

Portsmouth, VA

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

$310,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $1133

Traditional Rental Income: $2051

Airbnb ROI: 0.07%

Traditional ROI: 4.51%

3304 Winchester Drive

Portsmouth, VA

4 beds | 2 baths | 1,208 sq.ft.

$270,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 5.08%

Airbnb Rental Income: $2124

Traditional Rental Income: $1882

Airbnb ROI: 3.9%

Traditional ROI: 5.08%

215 Webster Avenue

Portsmouth, VA

4 beds | 3 baths | 2,400 sq.ft.

$360,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $2079

Traditional Rental Income: $2948

Airbnb ROI: 2.27%

Traditional ROI: 6.43%

88 Aylwin Road

Portsmouth, VA

3 beds | 1 baths | 1,602 sq.ft.

$249,900

Airbnb cash on cash: 2.55%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1699

Traditional Rental Income: $1647

Airbnb ROI: 2.55%