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$337,400
10651865 MLS
Port Norfolk personality meets Portsmouth potential at 254 Maryland Avenue, a 2,164-square-foot duplex where historic character and flexible living create a compelling place to call home. Built in 1910, it pairs 9-foot ceilings, Andersen replacement windows and a Pella storm door. A floored attic, third-floor suite, spiral staircase and generous storage add dimension. Both units are tenant occupied with leases extending through 06/30/2027 and 11/1/2027, creating reliable revenue from day one. Outside, picture slow mornings on the front porch, dinners on the huge deck, and weekends across the massive patio and oversized privacy-fenced lot. Port Norfolk puts you near Olde Towne Portsmouth dining and shopping, including The Bier Garden, The Commodore and High Street destinations, while Naval Medical Center Portsmouth, the Midtown Tunnel and regional highways keep Hampton Roads connections convenient. While all of the appliances appear operational, they convey strictly AS-IS. Photos Virtually Staged. Historic style, smart space and serious versatility make this property memorable. Hurry to schedule a private viewing now before someone else buys YOUR INVESTMENT!

254 Maryland Avenue, Central Portsmouth

$300,000
10651361 MLS
Fantastic opportunity to own a triplex in Portsmouth, VA with built-in rental income! Great for an owner-occupant or investor, the largest unit (Unit A) is currently vacant and ready for occupancy, while Units B and C are occupied and producing income.This charming brick Cape Cod sits on approximately half an acre, set back from the road beneath beautiful mature trees offering privacy, shade and a scenic setting. Unit A offers front and rear access. Unit B is located above with a separate front entrance, while Unit C is positioned alongside Unit A with rear access. Between Units A and C is a screened porch and shared laundry area. The property also includes a storage shed and plenty of outdoor space.Live in one unit while the other two help offset your mortgage—or add 3 more doors to your investment portfolio with this unique income-producing property!

3824 Turnpike Road, Central Portsmouth

$357,900
10649331 MLS
Turnkey 8-bedroom duplex in Central Portsmouth! Ideally located near the Norfolk Naval Shipyard and just minutes from the Downtown Tunnel and major interstates, this updated corner-lot duplex is an exceptional investment opportunity. Both units feature updated kitchens and bathrooms, fresh paint, new carpet, updated appliances, and central A/C and heat pump. Major exterior improvements include a new roof, new windows, new vinyl siding, and attractive stone accents that enhance the property's curb appeal. The fully fenced lot adds privacy and functionality. Whether you choose to live in one unit while generating rental income from the other, or add a low-maintenance property to your portfolio, this move-in ready duplex offers flexibility and value. Smart living and investing start here! Don't miss this rare opportunity!

1022 Duke Street, Central Portsmouth

$275,000
10646135 MLS
Excellent investment opportunity with this fully occupied duplex generating more than $2,700 per month in current gross rental income. The property has benefited from numerous recent improvements, including a new roof in 2020, updated kitchen in 2021, HVAC replacement in 2023, renovated bathrooms and fresh interior paint in 2025, and electrical panel upgrades completed in 2016. With established tenants already in place, this property offers immediate income potential for the next owner. Conveniently located near numerous shopping centers, restaurants, and everyday services, with quick access to the interstate for an easy commute throughout the area. A strong addition to an investment portfolio, schedule your showing today!

3207 Scott Street, Central Portsmouth

$314,900
10642676 MLS
Turnkey duplex offering immediate rental income and flexibility for both investors and owner-occupants! The downstairs unit is currently rented for $1,600/month to a tenant who would like to remain, while the upstairs unit is being left vacant to give the next owner the option to move in or place their own tenant. Previously fully rented, the vacant unit offers strong rental potential for an investor looking to maximize income. Offering a total of 6 bedrooms and 3 full baths, the first-floor unit features 3 bedrooms and 2 baths, while the second-floor unit includes 2 bedrooms, a bonus room, and 1 full bath. Updates completed between 2023–2025 include newer flooring, carpet, paint, kitchens, baths, lighting, ductwork, crawlspace barrier, and plumbing drain lines. Additional features include separate water, gas, and electric meters, spacious porches, a 4-car driveway, and additional street parking. Live in one unit while collecting $1,600/month in rental income from the other, or lease both units and add an income-producing property to your investment portfolio. The vacant upstairs unit is easy to show and available for tours anytime. The occupied downstairs unit requires 48-hour notice.

1802 Atlanta Avenue, Central Portsmouth

$349,900
10641931 MLS
Duplex Located in the Heart of Historic Portsmouth, Virginia. Fully Rehabbed Within the Past 5 Years, This Property Features a New Roof, New Windows, New HVAC Systems, Updated Flooring, and Modern Finishes Throughout. Downstairs Unit Offers 3 Spacious Bedrooms, 1.5-Bath The Upstairs Unit Also Features 3 Large Bedrooms with 1 Full Bath, Also Fully Remodeled, with Hardwood Floors and Stainless Steel Appliances. Both Units Include Washer/Dryer Hookups. Situated Near Schools, Shopping, Restaurants, and Easy Interstate Access. Both Units are vacant. Upstairs Was Previously Renting for 1739; while The Downstairs Unit was Previously Renting for $1888 . Total Rental Income Potential is $3500 Per Month. *Property Also Includes 908 Holladay St (the lot beside this one).**Some Photos are not current and are from the renovation in 2022. *

922 Holladay Street, Central Portsmouth

$329,999
10639458 MLS
Investor and owner-occupant opportunity in a designated Portsmouth Opportunity Zone. This 2-story duplex unlocks flexible income potential: run it as a traditional two-unit rental, or convert to the co-living model it was originally designed for, with up to 3 rentable rooms (2 up + 1 down). At approximately $800 per room market rent, the by-the-room scenario projects roughly $2,400 per month in gross potential income, giving an investor two paths to a strong cash-on-cash return. Three bedrooms and 2.5 baths across two stacked units. 2025 upgrades include luxury vinyl plank flooring and ductless mini-split systems, plus forced-air heat and central air. Eat-in kitchen, fireplace, covered patio, wood deck, fenced backyard, and a detached storage outbuilding. Low-maintenance vinyl and brick exterior. Public transportation is on the corner; the surrounding area is improving. All appliances convey.

1909 High Street, Central Portsmouth

$625,000
10638682 MLS
Rare opportunity to acquire a well-maintained 5-unit multifamily property in the heart of Portsmouth's highly sought-after Olde Towne Historic District. The property consists of two 2-bedroom, 1-bath units and three 1-bedroom, 1-bath units, offering an attractive unit mix that appeals to a broad tenant base. Positioned in one of Hampton Roads' most desirable neighborhoods, the property is just blocks from the Elizabeth River waterfront, Portsmouth-Norfolk Ferry, restaurants, coffee shops, museums, parks, and entertainment venues. Surrounded by major employment centers including Naval Medical Center Portsmouth, Norfolk Naval Shipyard, and Rivers Casino Portsmouth, the asset benefits from strong and consistent rental demand. Select units convey furnished, creating additional upside through furnished, mid-term, or executive rental strategies. Combining stable cash flow, a proven rental history, limited local multifamily inventory, and long-term appreciation potential, this turnkey asset presents an exceptional opportunity for investors seeking both current income and future growth in a supply-constrained waterfront market.?

367 Middle Street, Central Portsmouth

$525,000
10633770 MLS
Impressive 1880 Victorian duplex in Olde Towne - a charming mix of original exterior and interior features and modern conveniences. Enjoy single story living downstairs. Lovely floorplan, large rooms, hardwood floors, tall windows, working fireplaces, and 12ft ceilings. Primary suite features an arched turret sitting area, fireplace, large open concept bathroom, walk in closet/dressing room/laundry area. Elegant living room has original moldings and fireplace. Real cook's kitchen has sitting and dining areas which open onto a deck overlooking the large rear garden with brick patio, large side deck + storage shed. Upstairs, 1450 sf of living space, features an arched turret sitting area, two decorative fireplaces, a covered porch to sit and enjoy Elizabeth River views, a large bonus room with washer/dryer. Short distance to the ferry, Portsmouth Naval Hospital &the Naval Shipyard. Suitable for live-in owner, multi-generational living or investment property.

318 Court Street, Central Portsmouth

$254,000
10627739 MLS
Solid income-producing duplex offering immediate cash flow with total rents of $2,725/month at a $260,000 asking price. Each unit features a 2-bedroom, 1-bath layout with functional floor plans that appeal to long-term tenants. Recent updates include refreshed finishes in one unit with new countertops and appliances, along with major system improvements that reduce future capital expenses—full plumbing updates, including a main sewer line replacement in 2024, new water heaters in both units, and completed foundation work in 2025/2026. Situated on a spacious corner lot in a central location with strong rental demand, this property presents a wonderful addition to any portfolio with upside potential over time.

2326 Elm Avenue, Central Portsmouth

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.