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$399,000
5 Beds 3 Baths 10646044 MLS
Come live in this Historical, Victorian Home in Olde Towne Portsmouth. It is elegant, spacious and filled with gorgeous details. The graceful front porch leads to a lovely foyer with a soaring ceiling and original hardwood floors. The spacious kitchen overlooks a lovely garden that was dedicated to the memory of a Virginia First Lady. A separate living, dining and full bathroom complete the 1st floor. The 2nd floor has 4 generous bedrooms (1 with a balcony), a large full bath with shower and clawfoot tub. The large laundry room leads to 2nd balcony. The 3rd floor has a large room with sink, full bath, a storage space/small bedroom and a larger bedroom with closet.-useful as a guest suite or possible income opp. Centrally located in downtown Portsmouth, it is less than a mile from the local coffee shops, movie, restaurants, churches, a concert pavilion, NMCP, & USCG East District, and the ferry to Norfolk - and its restaurants, Tides games, Waterside & Town Point Park.

357 Dinwiddie Street, Central Portsmouth

$210,000
3 Beds 1.1 Baths 10646576 MLS
Classic Craftsman Bungalow with Timeless Character! Step into this charming 3-bedroom Craftsman filled with original details, including hardwood floors, rich wood doors, built-in cabinetry, a farmhouse sink, and vintage porcelain bath fixtures. Relax on the spacious screened front porch, cooled by breezes from the nearby Elizabeth River. The thoughtful floor plan separates the bedroom wing for added privacy, and the central hallway carries a unique piece of WWII history. The kitchen offers the perfect opportunity to preserve its historic charm or create your dream space. Features include tall ceilings, oversized windows, Craftsman columns, separate utility/laundry room with additional toilet, detached workshop/storage building with wood-burning stove, and mature shade trees. A rare opportunity to own a home full of authentic character, quality craftsmanship, and endless potential.

347 Hamilton Avenue, Central 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, New sewer and updated plumbing in crawl plus a tankless water heater. Walk-in closet in Primary. Additional Information in Photo Gallery. Please reach out to Listing Agent for a private showing.

1608 Bain Street, Central Portsmouth

$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

$465,000
5 Beds 4 Baths 10646661 MLS
Happily Ever After? Step into a storybook & discover the kind of home that simply isn't built anymore. If you've ever dreamed of Bridgerton inspired Victorian elegance, afternoon tea parties, grand holiday gatherings, or curling up with a classic novel beside one of several fireplaces, this extraordinary historic masterpiece is ready to make those dreams a reality. From the moment you arrive, the iconic turret and timeless architecture set the stage for a home filled with character at every turn. Inside, you'll find breathtaking craftsmanship that's nearly impossible to replicate today, including intricate original hardware, stunning tile work, elegant pocket doors, soaring ceilings, & exquisite millwork throughout. Every room offers another reminder of an era when homes were built as works of art. The spacious butler's pantry is both charming & functional, making entertaining effortless. Multiple clawfoot tubs invite you to slow down & soak in the romance of a bygone era, while the home's numerous fireplaces create warm, inviting spaces perfect for every season. Need more room? The enormous walk in attic features impressive ceiling height & is simply begging to be transformed into additional living space, a home theater, studio, guest suite, or whatever your imagination desires. The expansive bedrooms, oversized closets, & seemingly endless square footage offer room for every chapter of life. The detached garage, large corner lot, & generous outdoor spaces provide even more flexibility for entertaining, gardening, or simply enjoying the beauty of this remarkable property. This is more than just a home. It's the place where book clubs become unforgettable evenings, tea parties become treasured traditions, holidays become magical, & every guest leaves talking about your incredible house. Homes with this level of architectural beauty, craftsmanship, & history rarely become available. Some homes check boxes. This one steals hearts. Come experience the kind of timeless elegance that modern construction simply cannot recreate. Your happily ever after starts here.

250 Webster Avenue, Central 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, Central Portsmouth

$315,000
3 Beds 2 Baths 10646707 MLS
Move right in and start enjoying the comfort and convenience this charming Portsmouth ranch has to offer! Nestled on an oversized lot, this home blends classic character with thoughtful updates, creating the perfect place to call home. Inside, you’ll find inviting living spaces designed for everyday comfort and easy entertaining. Recent improvements include a new HVAC system, a new roof over the primary bedroom, a new garage roof, and a beautifully renovated primary shower, giving buyers added confidence and peace of mind. Step outside to discover a spacious backyard with endless possibilities, host summer cookouts, create the garden of your dreams, or simply unwind in your own private outdoor retreat. The detached garage offers additional storage, workspace, or room for hobbies. Conveniently located near shopping, dining, military bases, and major commuter routes, this home delivers the ideal combination of space, updates, and location. Opportunities like this don’t come around often, schedule your private showing today and see why this Portsmouth gem is the one you’ve been waiting for!

2102 Wyoming Ave, Central Portsmouth

$324,900
3 Beds 2 Baths 10646657 MLS
Beautifully renovated Cape Cod, nestled in a quiet neighborhood near the Elizabeth River! All details thoughtfully updated for modern living..new roof, new gutters, & a high-efficiency Trane gas pack w/ gas heat & a new gas water heater. Inside, enjoy durable LVP flooring through the main living areas, plush carpet in the bedrooms, & a stunning kitchen featuring quartz countertops, a gas stove, & brand-new appliances. The main floor includes 2 generous sized bedrooms, a full bathroom, including a large multi-purpose laundry room packed w/ valuable storage. Upstairs, the dedicated 2nd-floor primary suite offers a spacious retreat w/ a large walk-in closet & custom tile shower surrounds. Step outside to your 12x20 covered back deck overlooking an expansive backyard. The oversized detached two-car garage is a craftsman’s dream with workshop potential & abundant walk-up attic storage. Convenient to shopping, dining, military bases, and interstate access! Schedule your private tour today!

21 Greenbrier Road, Central Portsmouth

$282,000
3 Beds 1.1 Baths 10646636 MLS
This beautifully renovated home, offering modern comfort and thoughtful updates throughout, total peace of mind from day one. It's one of the best values you'll find in Cavalier Manor. The kitchen showcases elegant new quartz countertops, sleek contemporary finishes, with durable luxury vinyl plank (LVP) flooring that flows seamlessly from room to room. The big-ticket items buyers worry about most? Handled. New roof, new hot water heater, and new energy-efficient windows throughout. Fresh paint in every room. A fully updated full bath and a refreshed half bath. A versatile bonus room with a closet and laundry area rounds out the flexible layout — ideal as a home office, hobby space, or storage. Situated in the highly desirable Cavalier Manor neighborhood, this home offers quick access to Interstate 264, making commuting simple and efficient. Enjoy close proximity to shopping, dining, and entertainment, including Rivers Casino just minutes away. With its updates, versatile layout, and prime location, this home offers an exceptional opportunity for comfortable, convenient living. All the hard work is done. You just get to enjoy it.

1214 Jamal Lane W, Central Portsmouth

$150,000
10646425 MLS
Bring Your Creativity to this Fantastic Space! 12 ft. ceilings downstairs and 14 ft. ceilings upstairs. The possibilities are endless with this flexible building. Perfect for a workshop, contractor that needs good storage, boat enthusiast or artist. Everything to convey including boat and work equipment and tools in the building. Large office in the back. Upstairs has a separate entrance and the potential to become living space. Newer electric panel box, plumbing, and gas lines. Gas heat and window units for Air Conditioning. 25 year roof is at about 15 yrs. Current office area has R30 or more in walls. R25 insulation in some other areas. Off street parking behind. Don't miss out on this amazing opportunity. This Space Can be used as Single Family, Multifamily, Bed and Breakfast, Adult Daycare etc per the city of Portsmouth.

351 Maryland Avenue, Central Portsmouth

$310,000
3 Beds 2.1 Baths 10646380 MLS
Fully renovated and move-in ready! Inside to open-concept layout featuring comfortable living and dining areas, plus a spacious eat-in peninsula, custom-designed kitchen with granite countertops, stainless steel appliances, and plenty of storage. It has a 1st floor spacious primary suite and beautifully updated bath with a tiled shower and new fixtures, including glass shower door. Fresh paint, new lighting, doors, fixtures, and energy-efficient windows add a fresh, modern feel throughout. Upstairs, you'll find a 3rd bedroom, half bath, lots of storage and a flexible space for an office or play area. Major updates include a new roof and water heater. Don't miss the charming under stair nook great for a pet space or cozy reading corner! A convenient laundry/mudroom leads to the newly fenced backyard, where a new deck is ready for entertaining or relaxing. A new shed and oversized driveway provide plenty of storage and parking. Call to schedule a showing!

1709 Des Moines Avenue, Central Portsmouth

$279,000
3 Beds 2 Baths 10646342 MLS
Welcome to 3601 Kingman Ave, Portsmouth—a beautifully renovated 3-bedroom, 2-bath home that's move-in ready and offers the perfect blend of modern updates and everyday comfort.Step inside to find refreshed living spaces with updated finishes throughout, creating a bright and inviting atmosphere. The functional layout provides comfortable bedrooms, two full bathrooms, and plenty of space for both relaxing and entertaining.Out back, enjoy the brand-new deck, great for morning coffee, weekend cookouts, or gathering with family and friends. Whether you're a first-time homebuyer, relocating, or looking for a turnkey investment, this home checks all the boxes.Conveniently located with quick access to shopping, dining, major highways, military bases, and everything Hampton Roads has to offer, this property combines comfort, convenience, and value.Don't miss your opportunity to own this beautifully updated home—schedule your private showing today!

3601 Kingman Ave Avenue, Central Portsmouth

$257,500
4 Beds 1 Baths 10646303 MLS
Welcome to this beautifully updated 4-bedroom ranch in the established Fairview Estates community! This move-in-ready home offers comfortable one-level living on a spacious lot with room to expand. The private backyard backs to Bid-A-Wee Golf Course, creating a peaceful setting for relaxing or entertaining. Inside, you'll find a renovated bathroom, fresh interior paint, luxury vinyl plank flooring, and stylish new lighting throughout. The functional floor plan provides flexible living space, while the convenient location offers easy access to shopping, dining, schools, military bases, and major highways. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this well-maintained home is ready for its next owner. Schedule your private showing today!

418 Gloucester Avenue, Central 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, Central Portsmouth

$412,000
3 Beds 2 Baths 10645643 MLS
Welcome home to this beautifully updated Colonial in the established and historic Waterview neighborhood, where timeless charm meets modern convenience. Refinished hardwood floors preserve the home's character, while the renovated kitchen features new cabinetry, granite countertops, stainless steel appliances, recessed lighting, ceramic tile flooring, and a breakfast bar. The spacious family room opens to a bright sunroom filled with natural light. The first floor also offers a full bath, mudroom, and laundry room. Upstairs are 3 generously sized bedrooms and a beautifully renovated bathroom. Additional updates include replacement windows, updated lighting, ceiling fans, and a newer HVAC system. Enjoy the private backyard with a deck, detached 1 and a half car garage, complete with electricity, with workshop, workout room, and extended driveway for a boat or camper. Located in the sought-after Churchland School District, conveniently located to interstate, hospital, downtown Norfolk and bases.

131 Grayson 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

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.