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2001 Azalea Avenue, Central Portsmouth
$650,000
10659101 MLS
RARE NEW-CONSTRUCTION INVESTMENT OPPORTUNITY! Two spacious, attached, three-story townhomes on Azalea Avenue offered together as ONE purchase—not available individually. Investors seeking two rental properties in one acquisition or an owner-occupant who wants to live in one home and rent the other to help offset ownership expenses. Each residence offers approximately 2,500 square feet of thoughtfully designed living space, for approximately 5,000 square feet combined. Highlights include 9-foot ceilings, two primary suites per residence, granite countertops, upgraded lighting, ceiling fans, a private garage, and driveway parking. A second-story deck adds desirable outdoor living space—for unwinding, entertaining, or enjoying fresh air without leaving home. The three-level floor plans offer flexibility for a range of living arrangements, with ample space for residents, guests, or work-from-home needs. Separate homes side by side provide the convenience of nearby ownership while preserving the independence of each residence. Looking for an owner-occupied investment opportunity? Make one townhome your personal residence and explore renting the neighboring home for supplemental income. Prefer a fully investment-focused purchase? Rent both townhomes and build a two-property portfolio with new construction. Either approach offers options for long-term ownership and potential income generation. A compelling opportunity for buyers who value spacious floor plans, modern finishes, garage parking, driveway parking, outdoor living space, and the versatility of two residences sold together. Purchase both, choose your strategy, and make the most of this distinctive new-construction offering!

2001 Azalea Avenue, Central Portsmouth
421 North Street, Central Portsmouth
$725,000
5 Beds ⋅ 3.1 Baths ⋅ 10654294 MLS
Step into 1879 with all the perks of today. This grand Victorian in the heart of Olde Towne pairs soaring 12 foot ceilings, original hardwood floors & stained glass windows with modern conveniences. There was a 2022 top-to-bottom refresh. Full interior repaint, renovated kitchen & a fully built-out attic that's now the ultimate hangout: pool table area, bar & movie space all in one. The kitchen is a showstopper with large island, 8 gas burner stove, & dual chef stations. There are 5 bedrooms and 3.5 baths spread across a floorplan made for entertaining, with huge, light-filled rooms including a formal parlor, a library & a large dining room. The primary suite features heated bathroom floors, and a porch and second floor balcony give you your pick of outdoor space. The lot is generously sized for Olde Towne, a rare find alongside so much historic character!

421 North Street, Central Portsmouth
12 N Eleanor Ct N Court, Central Portsmouth
$729,900
4 Beds ⋅ 3 Baths ⋅ 10652054 MLS
Discover lakefront living in desirable Crystal Lakes! This impressive all-brick home offers over 5,000 sq. ft. with 4 bedrooms plus a spacious loft. Enjoy an updated kitchen with modern appliances newer flooring, a bright sunroom, and a private deck off the bedroom. Outdoor living shines with a pavilion, expansive concrete patio, and direct lake access—Great for entertaining, relaxing, and enjoying beautiful waterfront views. A rare opportunity!

12 N Eleanor Ct N Court, Central Portsmouth
1601 Elm Avenue, Central Portsmouth
$599,999
10651878 MLS
Fully rented quad offering immediate cash flow with total rental income of $5,550 per month. The property underwent an extensive top-to-bottom rehab approximately 5 years ago, with improvements including stainless steel appliances, granite countertops, new cabinetry, updated flooring, bathtubs, toilets, and more. Rents total $5,625 total monthly and tenants are responsible for paying all utilities. Building sqft per tax records, apt sqft. est

1601 Elm Avenue, Central Portsmouth
535 Hampton Place, Central Portsmouth
$650,000
5 Beds ⋅ 3 Baths ⋅ 10648856 MLS
Step into Portsmouth history on Marsh Row in Historic Olde Towne. This 1910 charmer greets you with a gracious front porch and an extensively landscaped side lot with raised flower beds and brick patios, perfect for relaxing or entertaining. Inside, original hardwood floors, elegant interior columns, and rich woodwork showcase the craftsmanship of a bygone era. The first floor offers a large foyer, formal living and dining rooms, and an eat in kitchen with breakfast bar and dining area, plus adjacent full bath and flexible office/bedroom. A grand staircase leads to 3 bedrooms, 2 full baths, and a porch overlooking the gardens on the second level. The finished third floor adds a bedroom and an oversized entertainment room. Modern comforts include a double driveway and garage, well and pump, storage shed, and full house generator—historic character with everyday convenience in the heart of Olde Towne. Fireplace as-is.

535 Hampton Place, Central Portsmouth
367 Middle 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
318 Court 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

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.

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