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$499,000
3 Beds 2.1 Baths 10646786 MLS
This beautifully preserved historic property blends timeless charm with modern convenience, offering more than 2,900 square feet of updated living space. A free flowing interior layout complements the home’s grand architecture, creating an inviting setting for everyday living and entertaining. The professionally updated kitchen features quartz countertops, shaker-style cabinets, sleek stainless steel appliances, and new flooring. Spacious second-floor bedrooms and an updated bath provide generous closet space, while the large third-floor flex room or third bedroom is ideal for a media room, playroom, home office, or guest space. The large fenced backyard is well-suited for entertaining, complete with a deck, patio, and greenhouse! Nestled near the Elizabeth River and just moments from High Street’s vibrant shops, restaurants, and the ferry to Norfolk Waterside, this home offers both convenience and rich local heritage Meticulously updated and maintained, this historic Portsmouth home is ready to impress. Schedule your tour today.

228 North Street, Central Portsmouth

$455,000
4 Beds 2.1 Baths 10646509 MLS
Rare opportunity to own a beautifully updated four-bedroom home on one of the largest double lots in the neighborhood! Located just steps from the Portsmouth Yacht Club and minutes from the charm of Olde Towne Portsmouth, this home offers the blend of space, convenience, and modern upgrades. Inside, you'll find two walk-in closets, an expansive open top floor with endless possibilities, and a stunning second-story balcony that's perfect for relaxing or entertaining. Major improvements include new carpet (7/2026), a new HVAC system (2026), roof (2023), paid-off solar panels (2023), water heater (2020), and gas range (2021), offering both comfort and peace of mind. Enjoy easy access to dining, shopping, waterfront attractions, and the nearby ferry for a convenient commute to downtown Norfolk. With its generous lot size, flexible living space, and extensive updates, this home is truly one of a kind.

51 Armstrong Street, Central Portsmouth

$319,900
2 Beds 2.2 Baths 10644949 MLS
Welcome to Crawford Bay Condos! Views of the Elizabeth River Harbor. This community is located along the river. Short distance to Downtown Portsmouth and the HRT ferry to Downtown Norfolk. 2 parking spots directly in front of unit. Open floor plan downstairs. New kitchen, cabinets and countertops. Real hardwood floors. NEW HVAC Units - One new unit services downstairs, and the other new unit services floors 2 and 3, enjoy the benefits of a brand new system for each floor. Windows were updated in 2022 per previous seller. Second floor features bedroom with en-suite full bath, loft/den with fireplace, balcony with views of the water. Third floor features primary bedroom with en-suite bath, large closets and plenty of storage. One of the best values in Portsmouth.

155 Crawford Parkway, Central Portsmouth

$369,000
4 Beds 2.1 Baths 10643828 MLS
Welcome to 3329 Killian Avenue, where comfort, style, and convenience come together! This beautifully maintained 4-bedroom, 2.5-bath home offers an open and inviting floor plan perfect for everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the generously sized primary suite features a private bath and walk-in closet. Enjoy a fully fenced backyard, attached garage, and move-in-ready interior. Conveniently located near shopping, dining, schools, military bases, and major highways. The seller is a professional dog breeder. For the safety and well-being of the animals, backyard access is limited and available by appointment only with the listing agent. Please do not enter the backyard without prior authorization. Schedule your private tour today!

3329 Killian Ave Avenue, 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

$339,900
3 Beds 2.1 Baths 10642379 MLS
Beautifully maintained two-story home ideally situated directly next to a quiet neighborhood park in the heart of historic Olde Towne Portsmouth. Offering 1,620 square foot of well designed living space, this 3-bedroom, 2.5 bath residence blends timeless character with everyday comfort. The home is available fully furnished with an acceptable offer; offering a rare turnkey opportunity. Inside, you'll find inviting living spaces, a functional floor plan, and abundant natural light throughout. Upstairs, three spacious bedrooms provide comfort and privacy, while the 2.5 baths offer convenience for both family and guests. Step outside to enjoy the private courtyard - an ideal setting for morning coffee, outdoor dining, or relaxing after a stroll through one of Virginia's most charming historic neighborhoods. Located near waterfront, restaurants, shops, parks, entertainment, the ferry to Norfolk, and a 30-minute drive to the oceanfront in Virginia Beach. This home combines historic charm with the convenience of urban living. Don't miss the opportunity to own this Olde Towne home!

433 Glasgow Street, 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

$409,900
4 Beds 2.1 Baths 10641276 MLS
WOW!! Beautiful NEW CONSTRUCTION home offering 4 bedrooms, 2.5 bathrooms, and 2,500 sq ft of living space! This spacious home features a fireplace, modern finishes throughout, a LARGE FRONT PORCH, and a HUGE backyard that truly stands out and a BONUS room! Step inside to find a bright and open layout with LVP flooring, carpeted bedrooms, and ceramic tile. The kitchen offers granite countertops, ample cabinet space, and a layout that flows perfectly into the main living areas. The primary suite and additional bedrooms provide plenty of room for everyday living, guests, or a home office setup. You’ll also love the ATTIC SPACE for extra storage or flexible use, plus a BONUS ROOM for additional living space or flexibility! SCHEDULE YOUR SHOWING TODAY! Located in Portsmouth with convenient access to shopping, dining, interstates, and more, this move-in-ready new construction home offers space and comfort all in one. Fenced-in backyard adds extra privacy and outdoor enjoyment! Don’t miss this one—SCHEDULE YOUR SHOWING TODAY!

67 Elm Avenue, Central Portsmouth

$360,000
4 Beds 2.1 Baths 10641393 MLS
Beautiful new construction two-story home with a classy modern design. This home features 4 bedrooms, 2.5 baths, including a primary suite with a tray ceiling and its own bath, giving privacy and luxury to whine down. Downstairs the kitchen is equipped with stainless steel appliances to include a microwave, dishwasher, and stove with stylish finishes that balance elegance and function. The open family room located just off the kitchen is complemented with wall trim, recessed lighting, and luxury vinyl flooring creating the perfect open space for entertaining or relaxing. The property is centrally located near the downtown waterfront with easy access to both tunnels. Don't miss this rare opportunity. An absolute must-see!! It's nearing completion and waiting for you to come home!

1619 King 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

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.