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422 Crawford Street, Portsmouth
$675,000
6 Beds ⋅ 3.2 Baths ⋅ 10634914 MLS
The 1841 Pass House is a spectacular showcase of Greek Revival architecture,blending museum quality historic preservation with the robust infrastructure required for modern residential or commercial use.Whether you envision a grand multi-generational estate,a boutique professional firm,or a premier event venue,this 24 room property is uniquely equipped to deliver.The property includes a transferable event license (must transfer within 90 days).The layout offers two full kitchens,two laundry rooms,a kitchenette,& 1st-floor primary retreat with private entrance. Updated with copper plumbing & commercial wiring.Located in charming Old Towne, the grounds offer a rare fenced garden sanctuary and 5 on-site parking spaces with Middle St Parking lot right across the street.Live in unprecedented historic grandeur with plenty of independent spaces for extended family, guests, or live-in staff.This historic gem is truly one-of-a-kind.Don't let The Pass House Pass you by,schedule your tour today!

422 Crawford Street, Portsmouth

3000 Acres Road, Portsmouth
$595,000
4 Beds ⋅ 3.1 Baths ⋅ 10639961 MLS
Welcome to this Charming home situated on a private 1.4-acre lot. Offering 4 bedrooms and 3.5 baths, this spacious residence combines classic charm with modern updates. The updated kitchen features granite countertops, stainless steel appliances, vaulted ceilings, and a bright & inviting breakfast area. beautifully appointed bedrooms with ample closet space. Large windows throughout fill the home with natural light, while the sunroom provides peaceful views of the expansive park-like backyard. Flexible floor plan includes primary suite options on both the first and second floors, dedicated office spaces, multiple living spaces, hardwood flooring, built-ins, and abundant storage. Additional features include a heated and cooled workshop off the 2-car garage for all your hobbies! This home has it all.

3000 Acres Road, Portsmouth

250 Webster 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

51 Armstrong 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

448 Washington 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

4311 Griffin Street Street, Portsmouth
$420,000
4 Beds ⋅ 2.1 Baths ⋅ 10648579 MLS
Stunning 4-bedroom, 2.5-bath home in quiet Westhaven featuring 9-foot ceilings, an open floor plan, and an oversized attached garage. The beautifully designed kitchen features soft-close cabinetry, stainless steel appliances, a farmhouse sink, granite countertops, and an impressive oversized island perfect for meal prep and entertaining. The primary suite offers a private retreat with vaulted ceilings and two closets. The primary bathroom features a custom-tiled shower and dual vanities, while the hallway bathroom also offers the convenience of dual vanities. Enjoy the privacy of a wood-fenced backyard. The patio provides excellent space for outdoor entertaining, while the large custom storage shed with roll-up door allows room for storage and workshop needs. Panel is pre-wired for generator. With its spacious layout, stylish finishes, and exceptional storage, this Westhaven home is ready to impress. Schedule your showing today!

4311 Griffin Street Street, Portsmouth

411 Shenandoah Street, Portsmouth
$389,900
4 Beds ⋅ 2 Baths ⋅ 10638487 MLS
Owner Financing Available! Call for more information! Fully Renovated All-Brick 4BR/2BA Home w/ Detached 2-Car Garage & Workshop! Move-in ready with major updates already completed, including a HUGE new kitchen featuring granite countertops, soft-close cabinetry, new stainless steel appliances & separate dining room. Updated bathrooms, new architectural roofs on the house & garage, new windows, new HVAC, new hot water heater, fresh paint, new LVP flooring & new carpet provide peace of mind for years to come. Spacious living room showcases tall ceilings, fireplace, oversized trim & classic character throughout. Flexible floor plan offers a 1st-floor bedroom & full bath plus an upstairs primary suite with walk-in closet & beautifully tiled walk-in shower. Detached garage includes workshop space, electric service & private off-street parking for 5+ vehicles. Convenient to shopping, parks, Naval Shipyard, military bases, hospitals, dining & major commuting routes. Thoughtfully restored with expensive major systems already updated—just move in and enjoy! Some photos have been virtually Staged

411 Shenandoah Street, Portsmouth

361 Court Street, Portsmouth
$389,000
4 Beds ⋅ 2 Baths ⋅ 10647204 MLS
Some homes offer history. This one invites you to become part of it. Built in 1860, the same year Abraham Lincoln was elected President, this beautifully maintained Federal-style home blends timeless character with thoughtful updates in the heart of Olde Towne Portsmouth. Original pine floors, refreshed bathrooms, and an updated kitchen with solid surface countertops and quality cabinetry preserve the home’s character while providing the comforts of modern living. Recent improvements include a new HVAC system (2023) and updated sewer and water lines for added peace of mind. A rare double lot creates a private, fenced backyard with an oversized shed featuring electric and water. Located on one of Olde Towne’s most historic streets with convenient off-street parking and just blocks from local restaurants, shops, and entertainment, this is an opportunity to become the next steward of a remarkable piece of Portsmouth’s history.

361 Court Street, Portsmouth

158 Broad Street, Portsmouth
$380,000
4 Beds ⋅ 3 Baths ⋅ 10651331 MLS
An historic home built in 1900, original heart of pine floors and 10-foot ceilings with crown molding and an abundance of natural light. The 1st floor boasts an extended foyer, a parlor and dining room with a dual sided gas fireplace, kitchen with granite work surfaces and stainless-steel appliances, a full bath, mudroom and bonus room with butler’s pantry with dedicated mini-split HVAC, which might be used as an in-law suite, dining room or a den. The 2nd floor of the home includes 3 bedrooms and two full baths. The primary suite has an attached room that would be perfect for a nursery, private sanctuary or enormous walk-in closet connecting to a full private bath and the 2nd floor laundry room. Fully renovated in 2006, adding insulation, double pane windows, electric upgrades, plumbing, kitchen and bath upgrades, Hardi-plank siding-2008, HVAC-2023, fenced backyard with brick paver patio, storage shed, rolling gate, pergola covered parking pad, storage shed/greenhouse

158 Broad Street, Portsmouth

3840 Long Point Boulevard, Portsmouth
$375,000
4 Beds ⋅ 2 Baths ⋅ 10647513 MLS
Where comfort, convenience, and inviting spaces come together, this welcoming home in Portsmouth’s Churchland area is ready to impress. Situated on a spacious lot with a flexible four-bedroom layout, this home offers room to work, host, relax, and enjoy everyday living—inside and out. Step inside and picture cozy evenings gathered around the gas fireplace, relaxed mornings at the kitchen table, and plenty of space to make each room your own. With four bedrooms, you’ll have the flexibility to create a home office, guest room, hobby space, or private retreat. The kitchen is equipped for everyday convenience with a dishwasher, microwave, range, and refrigerator, while the washer and dryer are included, making move-in even easier. Out back, the fenced yard offers even more space to enjoy. A deck and gazebo provide the perfect setting for outdoor dining, weekend gatherings, morning coffee, or quiet evenings at home. Whether you envision entertaining, gardening, hobbies, or simply having room to unwind, this backyard is ready for it. Thoughtful improvements add to the home’s appeal, including an HVAC system upgraded in 2023, gas water heater upgraded in 2020, and roof upgraded in 2010. Additional highlights include a two-car garage, brick exterior, security system, spacious lot, and versatile floor plan. Conveniently located in the Churchland area with access to shopping, dining, recreation, and destinations throughout Hampton Roads, this home combines the space you want with features that make daily living comfortable and convenient. From cozy nights by the fireplace to afternoons under the gazebo, this is a home you’ll want to experience in person. Schedule your private showing today and come see everything it has to offer!

3840 Long Point Boulevard, Portsmouth

3529 Marlyn Road, Portsmouth
$360,000
3 Beds ⋅ 2 Baths ⋅ 10650760 MLS
Welcome to 3529 Marlyn Rd, a beautifully renovated 3 Bedroom 2 bathroom home in quiet, established Greenfield Farms, a neighborhood where neighbors still wave & look out for one another! Inside, you'll find a private primary ensuite, granite countertops, stainless steel appliances & brand new carpet. Major improvements include roof, HVAC, windows & water heater, all replaced in 2019, plus the cast-iron drain line was recently updated to PVC. Outside, enjoy a screened patio & spacious backyard on a desirable corner lot. The real showstopper is the garage space, an oversized detached garage offering exceptional room for parking, a workshop, hobbies or storage, PLUS an attached 1-car garage! Beautifully updated inside & out with major systems already addressed, this move-in-ready home offers the perfect combination of comfort, functionality & hard-to-find garage space. This one checks all the boxes!

3529 Marlyn Road, Portsmouth

1619 King Street, 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, Portsmouth

1022 Duke Street, Portsmouth
$357,900
10649331 MLS
Turnkey 8-bedroom duplex in Central Portsmouth! Ideally located near the Norfolk Naval Shipyard and just minutes from the Downtown Tunnel and major interstates, this updated corner-lot duplex is an exceptional investment opportunity. Both units feature updated kitchens and bathrooms, fresh paint, new carpet, updated appliances, and central A/C and heat pump. Major exterior improvements include a new roof, new windows, new vinyl siding, and attractive stone accents that enhance the property's curb appeal. The fully fenced lot adds privacy and functionality. Whether you choose to live in one unit while generating rental income from the other, or add a low-maintenance property to your portfolio, this move-in ready duplex offers flexibility and value. Smart living and investing start here! Don't miss this rare opportunity!

1022 Duke Street, Portsmouth

2007 Leckie Street, 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

4710 Hatton Point Road, Portsmouth
$350,000
3 Beds ⋅ 2 Baths ⋅ 10650189 MLS
Hatton Point Farms in Churchland offers a charming one-story brick ranch in move-in ready condition. The home boasts freshly painted walls and shiny hardwood floors. It features two full bathrooms, one attached to the primary bedroom and another in the hallway. A covered front porch provides a room for enjoying the outdoors, while the spacious sunporch on the back of the house offers additional relaxation space off the living room. The open-concept kitchen connects to the living area, featuring a gas fireplace. The roof is five years old, and the HVAC systems are ten years old per seller. The kitchen has undergone a cabinetry refacing, and a new stainless steel refrigerator adds to the modern amenities. The biggest bonus is the spacious two-car detached garage, equipped with electric. Close to Coast Guard, Harbourview, interstate access. HOME! Some photos have been virtually staged.

4710 Hatton Point Road, Portsmouth

922 Holladay Street, 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, Portsmouth

2709 Bayview Boulevard, Portsmouth
$349,000
4 Beds ⋅ 2 Baths ⋅ 10648336 MLS
Hurry to see this historic 1900 home fronting the Elizabeth River in historic neighborhood of Port Norfolk Portsmouth! Featuring veranda w/columns to welcome you home! Approximately 2248 sq ft inside (as per professional appraisal service) with living room, fireplace, formal dining room, sweeping staircase leading to the 4 bedrooms, 2 baths, a 2-car detached garage, & basement! Windows are fully functional & renovated in historical compliance. Open the large front windows & enjoy the sea breeze coming off the river. Home has upgraded electric, plumbing & HVAC. Beautiful sidewalks with running/walking trail in front of home. Trail & park is Reflections Walk-a cancer awareness park overlooking the Elizabeth River that honors families, friends, & caregivers touched by cancer. Sit under the parks pergola & enjoy the breeze off the river. Boat rental 200 yds from your front door. Enjoy the sandy beach only 30 yards from your front door. Sit & watch the sun over the Elizabeth River!

2709 Bayview Boulevard, Portsmouth

212 Cypress Road, Portsmouth
$347,500
3 Beds ⋅ 1.1 Baths ⋅ 10651889 MLS
Brick home built on over 1/2 acre of land in Simonsdale School District. Landscaped and spacious lot is fenced in back with a 2 car garage, pergola sitting area and firepit. Newer roof in 2019, HVAC in 2020 and water heater in 2025. Enjoy the updated kitchen with granite, and two living areas, both with fireplace. Screened porch off one living area. Designated breaker for two car garage with additional laundry hookup if desired. Laundry room, utility room in home also. Pool can be removed if buyer desires, and pavers are underneath. Additional garden shed out back. Close proximity to shipyards, military, Ports, restaurants, churches and grocery. City Park with boat ramp, golf and playgrounds less than 2 miles away. This home offers spacious rooms with plenty of outdoor space to enjoy!

212 Cypress Road, Portsmouth

254 Maryland Avenue, Portsmouth
$337,400
10651865 MLS
Port Norfolk personality meets Portsmouth potential at 254 Maryland Avenue, a 2,164-square-foot duplex where historic character and flexible living create a compelling place to call home. Built in 1910, it pairs 9-foot ceilings, Andersen replacement windows and a Pella storm door. A floored attic, third-floor suite, spiral staircase and generous storage add dimension. Both units are tenant occupied with leases extending through 06/30/2027 and 11/1/2027, creating reliable revenue from day one. Outside, picture slow mornings on the front porch, dinners on the huge deck, and weekends across the massive patio and oversized privacy-fenced lot. Port Norfolk puts you near Olde Towne Portsmouth dining and shopping, including The Bier Garden, The Commodore and High Street destinations, while Naval Medical Center Portsmouth, the Midtown Tunnel and regional highways keep Hampton Roads connections convenient. While all of the appliances appear operational, they convey strictly AS-IS. Photos Virtually Staged. Historic style, smart space and serious versatility make this property memorable. Hurry to schedule a private viewing now before someone else buys YOUR INVESTMENT!

254 Maryland 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.