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$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
$243,000
3 Beds ⋅ 2 Baths ⋅ 10639355 MLS
Charming Cape Cod in the heart of Portsmouth! 645 Surry Street features classic character paired with modern touches, including granite countertops in the kitchen and a functional, light-filled layout. Enjoy the convenience of a detached garage and carport, plus a large backyard for entertaining, gardening, pets, or future expansion. Located near local shops, dining, and easy access to major roads, this home offers comfort, space, and value all in one. Make sure to ask about the 3D True Immersive Virtual Tour. Call for your private showing today!

645 Surry Street, Central Portsmouth
$215,000
4 Beds ⋅ 2 Baths ⋅ 10639644 MLS
Back on market at no fault of seller. *450 Douglas Ave to be sold with 446 Douglas Ave** LOTS ARE SIDE BY SIDE. House (450 Douglas Ave) and Cleared Lot (446 Douglas Ave) back up to a protected city easement and Detroit Park, so no neighbors in the back. The house is an adorable 1931 brick bungalow originally a 2 bed 1 bath- with the right tools and ideas it could be expanded to a 4/2 or wherever your imitation takes you! Survey for 450 Douglas upon request. Lots could be combined to make one large property with city approval. Seller has a clear TM letter by John Edwards. Cash or rehab only. Call for more info.

450 Douglas Avenue, Central Portsmouth
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10638625 MLS
Welcome to Port Norfolk, one of the area's most charming and historic communities. This beautifully maintained 3-bedroom, 2.5-bath home seamlessly blends timeless character with modern updates. High ceilings and stunning hardwood floors are throughout! The living and dining room are connected by elegant French doors that showcase the home's historic charm. In addition to these formal spaces, you'll find a comfortable family room, just right for everyday living and entertaining. The recently renovated and thoughtfully designed kitchen features custom cabinetry, quartz countertops, a farmhouse sink, SS appliances, and an induction range. Upstairs boasts spacious bedrooms and updated bathrooms, one with a walk-in shower, and the second full bath offers the timeless appeal of a classic clawfoot tub. Major updates include a tankless water heater and zoned HVAC both in 2025! The private back yard has a large deck for entertaining as well as a shed and garage!

229 Maryland Avenue, 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
$175,000
10638504 MLS
Large lot in the desirable neighborhood of Westmoreland. Build your dream home and have room to spread out! Potential to rezone to multi-family.

5214 W High Street, Central Portsmouth
$300,000
3 Beds ⋅ 3 Baths ⋅ 10636625 MLS
This charming home is full of character and unique features, from the original stained glass greeting you at the entryway to the incredible third-floor home theater room. Offering 3 bedrooms & 3 full baths, including a convenient first-floor bedroom. The beautifully updated kitchen features granite countertops, stainless steel appliances, modern lighting, a built-in breakfast nook & a stylish bar area. Cozy up by the electric fireplace or enjoy the abundance of inviting indoor and outdoor living spaces. Relax on the wraparound porch complete with a swing, unwind on the private balcony off the primary suite, or take advantage of the detached shed for additional storage. A dedicated laundry room and thoughtful upgrades throughout make this home as functional as it is inviting. This one-of-a-kind property offers warmth, personality, and space to entertain — a must-see!

161 Maryland Avenue, Central Portsmouth
$350,000
5 Beds ⋅ 2 Baths ⋅ 10635424 MLS
spacious 5-bedroom, 2-bath home featuring a brand-new roof installed in 2026! The flexible floor plan offers a primary bedroom with full bath on the first floor, along with an additional bedroom downstairs. Perfect for guests, multi-generational living, or a home office. Upstairs, you’ll find three additional bedrooms providing plenty of space for everyone. Situated on a desirable corner lot, this property also includes a detached 2-car garage. Conveniently located near schools, hospitals, military bases, the Midtown and Downtown Tunnels, as well as popular restaurants, museums, and parks. This home offers both comfort and accessibility.

3510 Hartford Street, Central Portsmouth
$239,900
2 Beds ⋅ 2 Baths ⋅ 10635673 MLS
Beautiful 2 bedroom/2 bath condo in the iconic One Crawford. Extraordinary harbor views for all your windows; amazing sunsets and moon rises at Mile Marker Zero on the Intracoastal Waterway! Centrally located with easy access to military bases, medical facilities, arts and entertainment in Southside and Peninsula. Easy proximity to Interstate access and mass transit for work or leisure activities. Arts, antiques, farmer's market, the Commodore theater, restaurants at your virtual door. Catch a cruise ship from Half Moon-Nauticus! Call today for your personal tour and see what an historic seaport has to offer - you won't be disappointed and join this great community. Welcome home!

1 Crawford Parkway Unit 1301, 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
$234,000
3 Beds ⋅ 1 Baths ⋅ 10633472 MLS
Charming and beautifully updated home ready for its next owner! Step inside to find brand new LVP flooring flowing throughout the home, creating a modern and cohesive feel. The remodeled kitchen is a standout feature with stylish gray cabinetry, updated countertops, and new appliances perfect for everyday living and entertaining. Additional updates include a new roof, new windows, fresh paint, and more, offering peace of mind and move-in ready convenience. Enjoy the spacious yard with endless possibilities for relaxing, gardening, or entertaining. Centrally located near shopping, dining, schools, and major roadways for an easy commute and convenient lifestyle.

1105 Florida Avenue, 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
$425,000
10627210 MLS
Rare opportunity to live in one and already have a GREAT tenants on the other side paying a great portion of your mortgage. This is a great addition to you Real Estate portfolio or a good way to start a new one. The vacant unit is the 3 bedrooms, 2 full bathrooms. Both units completely remodeled within the last 6 months. A lot of new construction happening around the area, 4 blocks from the bay. Don't let this one slip by.

416 Maryland Avenue, Central Portsmouth
$215,000
2 Beds ⋅ 1.1 Baths ⋅ 10625372 MLS
Super cute Dutch Colonial recently updated home with off street back in back. Basement provides amble storage. Kitchen appliances are stainless and all new, new custom cabinets and granite counters. Both bathrooms are updated, new flooring throughout. New windows, dual zone HVAC only 2 years old, new hot water heater. Closing may be slightly delayed while waiting on Sellers' mortgage company's approval of ratified offer but you won't regret the wait.

1622 Mcdaniel Street, Central Portsmouth
$225,000
3 Beds ⋅ 2 Baths ⋅ 10623135 MLS
Beautiful newly remodeled Colonial; premium luxury vinyl plank flooring; granite countertops and stainless steel appliances. Custom paint and upgrades throughout!

632 Hamilton 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.