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$749,000
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, Portsmouth

$340,000
4 Beds 2 Baths 10653910 MLS
Step into the privacy of your new charming cape cod surrounded by scenic water views on a quiet street. Get away with your canoe at high tide or relax at the fire pit as majestic herons and eagles take flight. As the kids play in the custom playhouse with loft, slip away into a gardener's dream courtyard and rose garden. This desirable four-bedroom two bath home boasts meticulous, custom details that can be found throughout by a master craftsman and artist. You will find gleaming hardwood floors, a spacious kitchen, a large laundry room with custom cabinetry, a 20x20 garage with a 100-amp subpanel, and so much more. Pride of ownership is evident in the mature landscaping and upgrades. Use the sizeable bonus room upstairs overlooking the creek as a fifth bedroom. You will fall in love with the natural lighting as you watch the sunset from your backyard each evening. Don't miss your chance on this sought-after home.

120 Sandpiper Drive, Portsmouth

$399,900
4 Beds 3 Baths 10653765 MLS
Live in the heart of historic Olde Towne Portsmouth at 408 Court Street. Enjoy stunning historic details including original Victorian wavy cylinder glass windows, soaring ceilings, and authentic period millwork. The interior boasts gorgeous pocket doors, gas radiant heat, dual-zone high-velocity central air, and a unique library with a ladder and backlit panels. A bright kitchen features a Dacor professional gas range and anchors a layout ready for your personal updates. Outside, a primary suite deck with a spiral staircase leads to a fully fenced backyard with a large workshop and shed. Experience the peak of Olde Towne living moments strolling along the waterfront. Spend weekends at the Saturday farmers market, catching Pavilion concerts, visiting the local brewery and new winery. This premier location offers an effortless commute to the Naval Hospital, USCG installations, and regional bases. Plus, the Elizabeth River Ferry is nearby for seamless access to Norfolk.

408 Court Street, Portsmouth

$289,900
3 Beds 1.2 Baths 10652878 MLS
Don’t Miss This Rare Opportunity! Condos in this sought-after community rarely hit the market—especially one of this size! The last comparable condo to come available was in Spring 2024. With a prime waterfront location and low condo fees, it’s easy to see why owners don’t want to leave! Live in the heart of Portsmouth’s revitalized waterfront district, just blocks from the Naval Medical Center, marina, ferry service to Norfolk Waterside, incredible dining and entertainment, museums, cruise ship docks, street vendors, fireworks, and concerts. Conveniently located near the Norfolk Naval Shipyard and three major interstate connectors, making travel throughout Hampton Roads a breeze. Inside, enjoy fresh paint and new flooring, creating a bright, move-in-ready space you’ll be proud to call home. Rare. Convenient. Affordable. Don’t wait—this one won’t last!

306 Worthington Square, Portsmouth

$350,000
3 Beds 2 Baths 10652652 MLS
Water views and timeless character welcome you to this all-brick Craftsmen home, ideally situated on a quiet street in an established Portsmouth neighborhood. Enjoy the water view from the inviting front porch, then step inside to discover fresh paint throughout, original refinished hardwood floors, a renovated kitchen, and updated bathrooms. The main level offers comfortable living and dining areas, a wood-burning fireplace, a dedicated office/sunroom, 2 bedrooms, and flexible space for everyday living and entertaining. Upstairs, the spacious primary suite features a private balcony and an adjoining room that could serve as a nursery, sitting room, office, or fourth bedroom. With three bedrooms and possibility of a fourth, cedar-lined closets, and abundant storage, the home offers versatility to meet a variety of needs. A new mini-split system adds year-round comfort, while the one-and-a-half-car detached garage provides additional parking, workshop, or storage space. This distinctive home blends classic Craftsmen charm, thoughtful updates, flexible living space, and relaxing water views.

2007 Leckie Street, Portsmouth

$269,500
3 Beds 2 Baths 10651779 MLS
This move-in-ready 3+ Bedroom Colonial is updated & ready for you! With updated finishes and flexible space, this Colonial offers three bedrooms plus a bonus room (no closet) that would be great for a home office, guest space, or craft room. Fresh paint and new carpet create a clean, inviting interior. Enjoy a spacious family room and a separate formal living room for flexible living and entertaining. The kitchen features a gas stove and a built-in microwave, a pantry & HVAC closet. Plenty of room for a butler's pantry or baker's rack! Both full bathrooms have some updates. All the bedrooms have a ceiling fan for added comfort. Outside, sit on the porch or relax on the deck and take advantage of the oversized, spacious corner lot. A true delight for the gardener. New Off-Street Parking gravel pad. A six-month-old architectural roof adds peace of mind. Storage sheds convey As-Is - seller to pay up to 3% of buyer's closing costs as a credit.

1700 Mcdaniel Street, Portsmouth

$399,900
4 Beds 2.1 Baths 10651000 MLS
Waterfront home in Portsmouth's Park View subdivision! This 4BR/2.5BA transitional-style home offers 1,904 sqft on a fenced, 0.36-acre Owens Creek-view lot. Roof, HVAC, and water heater are all under 6 years old, and solar panels are now installed for built-in energy savings. Recent upgrades include added drainage pumps, a new front door, and a new glass back door with internal blinds. Dishwasher, washer, and refrigerator are all just 2 years old. Kitchen features granite counters and stainless steel appliances, opening to a breakfast area and great room. Primary suite has a full ensuite bath. Walk-in attic, walk-in closet, and built-in bar add storage and charm. Fenced yard, deck, and attached garage round out the outdoor space. Zoned for Park View Elementary, Churchland Middle, and I.C. Norcom High. 3 min to boat docks; near hospitals, bases, and interstates. Move-in ready, with major systems and appliances already updated.

1315 Spratley Street, Portsmouth

$499,000
4 Beds 4 Baths 10651236 MLS
reasure of a home in the heart of Olde Towne Portsmouth! Dating to 1805, this historically significant English-basement residence once belonged to the British Naval Attaché before the American Revolution. Offering approximately 3,877 square feet across three levels, the home combines remarkable period character—including two beautiful stained-glass windows—with an adaptable layout. The first floor provides flexible options for remote or professional work, guest accommodations, or potential additional rental income. Spacious living areas, a fireplace, four bedrooms and four baths provide plenty of room, while the third-floor studio offers another private and versatile retreat. A rare opportunity to own a distinctive piece of Portsmouth history near the waterfront, restaurants, shops, museums and entertainment. Back on the Market Due to No Fault of the Sellers.

400 Court Street, Portsmouth

$425,000
3 Beds 2 Baths 10650518 MLS
Built in 2006 on a corner lot in historic Olde Towne Portsmouth. 448 sets it's self apart with fully paid off solar panels, secret gardens, soaring 20 ft ceiling in living room w/2-story bay windows, Double sided gas fireplace that opens to both the living & dining rooms. The Modern kitchen has stainless steel appliances & tons of cabinets. 2 downstairs BR's and full bath w/granite countertop & tub/shower combo w/tile surround. Hardwood floor staircase leads to loft library office w/custom built in cabinets & with grand Fireplace with dramatic overlook to living room and bay windows. The huge primary suite has a large walk-in closet, 2 vanities w/granite, romantic soaking tub & tile shower. Utility room w/washer & dryer, newer water heater (2022), dual zone HVAC, storage shed, privacy fence. Exterior paint/trim touched up/ repaired 2026. Solar system conveys with low electric bills! Located minutes from the Naval Hospital, Coast Guard base, local restaurants, Commodore Theatre, Children's Museum of Virginia & the Portsmouth waterfront!

448 Washington Street, 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, Portsmouth

$229,900
3 Beds 2.1 Baths 10649037 MLS
High ceilings, gleaming hardwood floors, old world charm with all the right upgrades! Kitchen features stunning maple cabinets double basin sink, huge island and ceramic tile floors. Pantry/storage room and door to the cute backyard are conveniently located off the kitchen. Enjoy vibrant downtown living! Downtown Portsmouth features the regions largest farmers market every Saturday. Blocks to the Commodore Theatre, restaurants, the waterfront, and the ferry to Norfolk where there are more restaurants and the nationally recognized Elizabeth River Trail. Condo living without the condo fee. Very close to Naval Medical Portsmouth, Coast Guard headquarters and Portsmouth Marine Terminals. Very quick access to I-264, downtown/midtown tunnels and 164 to Suffolk/Newport News.

508 South Street, Portsmouth

$460,414
5 Beds 3.1 Baths 10648278 MLS
Perfect blend of historic charm and modern living in this beautifully restored 121-year-old home at 14 Parkview. Thoughtfully renovated from top to bottom while preserving its timeless character, this home offers the best of both worlds. Original architectural details have been carefully maintained and complemented by extensive updates, including a brand-new roof, new HVAC system, and new windows. Inside, you'll find beautifully updated living spaces, a completely remodeled interior, and modern finishes that enhance the home's historic appeal without sacrificing its unique personality. Conveniently located directly across from the Naval Hospital and just minutes from shopping, dining, entertainment, and major interstates, this one-of-a-kind property offers historic character with today's modern conveniences. Schedule your private showing today!

14 Parkview Avenue, Portsmouth

$300,000
3 Beds 2 Baths 10646241 MLS
If you have a love for timeless Victorian charm with modern comforts in the heart of Portsmouth, this is the new home you've been searching for! The diamond-pane windows on the upper front elevation evoke classic Gingerbread House architecture. This property includes TWO street blocks (1608 & 1600) With a large, fully fenced yard and peaceful views. The seller has carefully restored this home, blending original charm with modern updates. Features include original hardwood floors, updated kitchen with Gas Range and new fridge, updated bathrooms, Charming built-in diningroom cabinets, bonus study/office room with adjoining full bathroom. New sewer and updated plumbing in crawl plus a tankless water heater. Walk-in closet in Primary. Additional Information in Photo Gallery. Back on the market through no fault of the seller or property condition. Seller is offering a $5000 Sellers Credit towards Buyers closing costs Please reach out to Listing Agent for a private showing.

1608 Bain Street, Portsmouth

$230,000
3 Beds 1 Baths 10646579 MLS
This charming 3 bedroom, 1 bathroom home has so much to offer! Located in the quiet tucked away neighborhood of Shea Terrace. It is conveniently located near the Norfolk Naval Shipyard, Portsmouth Naval Medical Center, Olde Towne Portsmouth & downtown Norfolk! The first floor features two bedrooms, a full bathroom, spacious kitchen, formal dining room, and living room with beautiful hardwood floors! The second floor has a large third bedroom that provides additional space and flexibility! Outside you will find a large fenced in yard, & detached garage for additional storage. Enjoy mornings on the front porch or entertaining guests on the back deck! Beautiful views of the Elizabeth River are just at the end of the street! Text LA1 to set up a showing!

2309 Leckie Street, 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, Portsmouth

$110,000
2 Beds 1 Baths 10646389 MLS
Welcome home to this inviting 802-square-foot condo, perfectly blending comfort, convenience, and low-maintenance living. Featuring 2 spacious bedrooms and 1 full bathroom, this thoughtfully designed home offers a functional layout that's ideal for first-time homebuyers, downsizers, or investors. Both First Floor Bedrooms offer generous closet space and natural light, while the full bathroom is conveniently located to serve the entire home. Enjoy the benefits of condo living with less exterior maintenance, giving you more time to enjoy everything Portsmouth has to offer. Conveniently located near shopping, dining, parks, major highways, military bases, and the vibrant downtown waterfront, this condo offers an excellent opportunity to own an affordable home in a desirable location.

917 Green Street, Portsmouth

$179,000
1 Beds 1 Baths 10646275 MLS
Rare opportunity! Million dollar waterfront view from your own private balcony. Enjoy unobstructed views of Harbor and Norfolk Skyline. This light and bright condo offers open floor plan, pretty parquet flooring, new carpet in bedroom and fresh paint. Condo fee includes all utilities ( electric, gas, cable, water, HVAC maintenance /replacement) Other included amenities feature newly renovated swimming pool with cabana and grilling area. The building features gated parking lots, secured entry, a welcoming lobby with daytime receptionist and an on-site manager & maintenance staff. Plus Brand new elevators! Super convenient location to Historic Old Towne, restaurants, Naval Hospital, and ferry. Seller will pay 1 year of condominium dues with acceptable offer.

One Crawford Parkway Unit 1107, 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, 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, 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.