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$230,000
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, 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, Portsmouth
$465,000
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
$421,000
3 Beds ⋅ 1.1 Baths ⋅ 10645037 MLS
This charming 3-bedroom, 1.5-bath home in Portsmouth's sought-after Waterview neighborhood blends the character of a 1940s home with modern energy-efficient upgrades. Recent improvements include new insulation, updated HVAC featuring a dual-zoned heat pump for the second and third floors and a gas pack serving the first floor. The renovated kitchen (2020) offers new cabinetry, quartzite countertops, and a gas range. Original hardwood floors preserve the home's timeless appeal, while new energy-efficient windows include a one-time transferable life time warranty. Situated on a spacious lot, the property also features a detached three-car garage and a custom storage shed, providing exceptional space for vehicles, hobbies, and storage. Historic charm meets modern comfort in this move-in-ready home.

301 Grayson Street, Portsmouth
$275,000
3 Beds ⋅ 1.1 Baths ⋅ 10643703 MLS
Opportunity awaits in the heart of Port Norfolk! This charming Victorian is just blocks from the waterfront park and is full of character and potential. Featuring hardwood floors throughout, an updated kitchen and bathrooms, a welcoming covered front porch, grand foyer, multiple living areas, formal dining room, spacious kitchen, and utility room leading to a sunroom and deck overlooking a private backyard with patio and storage shed. Upstairs you'll find three bedrooms and a full bath, while the walk-up third floor offers flexible space for a home office, gym, hobby room, or additional storage. With timeless charm, great bones, and an unbeatable location, this home is priced to sell and ready for your personal touches. Don't miss this opportunity to make this Victorian gem your own!

147 Florida Avenue, Portsmouth
$268,000
3 Beds ⋅ 1.1 Baths ⋅ 10641026 MLS
Spacious ranch-style home situated on a large corner lot in Portsmouth. This 3-bedroom, 1.5-bath single-family home offers approximately 1,584 sq. ft. of living space on a generous 12,023 sq. ft. lot. The home features a large living area, sizable bedrooms, an open kitchen/dining space with abundant wood cabinetry, ceiling fans, central cooling, hot air heat, and a walk-in tub for added convenience. Exterior features include a welcoming front porch, screened porch, rear deck/balcony, patio area, backyard space, and a detached garage with approximately 704 sq. ft. of garage space. With plenty of space and great potential, this property is ideal for buyers looking to personalize, update, or invest. Conveniently located near shopping, dining, schools, shipyards, military bases, and major roadways.

135 Francis Street, Portsmouth
$315,000
4 Beds ⋅ 3 Baths ⋅ 10639831 MLS
Welcome home to this spacious and beautifully updated home situated on a large corner lot with a fully fenced backyard offering privacy and plenty of space for kids, pets, and entertaining. The versatile open floor plan features a first-floor bedroom with an adjacent full bathroom, suitable for guests or multigenerational living. The open-concept living areas flow seamlessly into the kitchen and dining spaces, while the spacious laundry room provides added convenience. The kitchen features stainless steel appliances, shaker cabinets, granite countertops and a tasteful tiled backsplash. Upstairs, the loft area offers flexible space for a playroom, office, media room, or additional living area. Generously sized bedrooms provide room for everyone, including a large primary suite filled with natural light. The primary retreat features a walk-in closet and an impressive spa-inspired bathroom complete with a double vanity, oversized tiled shower, and stunning freestanding soaking tub. Conveniently located near interstate access and conveniences, don't miss out on this home! All plumbing, electrical have been updated; roof, water heater and HVAC were replaced in 2022.

1900 Prentis Avenue, Portsmouth
$310,000
3 Beds ⋅ 1.1 Baths ⋅ 10635160 MLS
Discover the soul of Historic Port Norfolk in this timeless retreat. Relax on the expansive front porch or enjoy entertaining this summer in a spacious backyard, perfect for gardening and recreation. Ideally situated near the Elizabeth River, this home offers close proximity to the water and local parks. This community provides a unique blend of historic charm and coastal serenity. Experience a slower pace of life with easy access to all of Hampton Roads. Your sanctuary awaits.

257 Maryland Avenue, Portsmouth
$190,000
3 Beds ⋅ 1 Baths ⋅ 10625483 MLS
Investor alert - this is the opportunity you've been waiting for! Unlock the potential of this distressed, strictly as-is property priced with profit in mind. This classic fixer-upper is ready for a full renovation, making it a great project for savvy investors, flippers, or buyers looking to build serious equity. Whether you're planning a fix-and-flip or a long-term rental, the upside here is strong for the right buyer with vision. This property offers both convenience and long-term value. Cash or rehab financing only. Bring your contractor, your ideas, and turn this into your next success story.

913 Halifax Avenue, 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.