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422 Crawford Street, Central Portsmouth
$625,000
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, Central Portsmouth

4116 Meadowview Road, Northwest Portsmouth
$335,000
3 Beds ⋅ 2 Baths ⋅ 10650722 MLS
Welcome to this well-maintained 3-bedroom, 2-bath home located in the highly sought-after Churchland area of Portsmouth. Offering a functional layout and comfortable living spaces, this home features updated bathroom vanities that add a fresh, modern touch to both full bathrooms. The attached 1-car garage provides added convenience and storage, while the spacious interior offers plenty of room to make yourself at home. Step outside and enjoy the generously sized front and backyard, excellent for entertaining, gardening, pets, or simply relaxing outdoors. Conveniently located near shopping, dining, parks, and major commuting routes, this property combines comfort, practicality, and a desirable location. Don't miss the opportunity to make this home your own! ROOF IS ALSO LESS THAN 5 YEARS OLD. SELLER INSTALLED NEW WATER HEATER AS WELL.

4116 Meadowview Road, Northwest Portsmouth

4710 Hatton Point Road, Northwest Portsmouth
$355,000
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, Northwest Portsmouth

3840 Long Point Boulevard, Northwest Portsmouth
$380,000
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, Northwest Portsmouth

4311 Griffin Street Street, Central Portsmouth
$425,000
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, Central Portsmouth

250 Webster Avenue, Central Portsmouth
$475,000
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

922 Holladay Street, Central Portsmouth
$345,000
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

4009 Clifford Street, Central Portsmouth
$318,000
3 Beds ⋅ 2 Baths ⋅ 10640741 MLS
This beautifully maintained and thoughtfully updated bungalow with the iconic covered front porch nestled in the established Westhaven area of Portsmouth. Recent clear termite and moisture letter. Blending timeless character with modern comfort, this home offers the space, charm, and convenience! The main level offers spacious living with 3 bedrooms and dining areas optional for entertaining, while the kitchen provides efficient flow and ample storage for daily use. Upstairs and additional living spaces provide flexibility for a home office, guest space, or hobby area. Lots of parking and a huge backyard optional for entertaining! Conveniently located near the interstate and Portsmouth City Park, golf course and boat ramp along with military bases, interstate shopping and more!

4009 Clifford Street, Central Portsmouth

254 Maryland Avenue, Central 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, Central Portsmouth

411 Shenandoah Street, Central 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, Central Portsmouth

126 River Point Cres Crescent, Central Portsmouth
$535,000
4 Beds ⋅ 2 Baths ⋅ 10651245 MLS
Waterfront living with space, character and so much potential! This spacious 4-bedroom, 2-bath home offers approximately 3,166 sq ft and a wonderful opportunity to enjoy life on the water. Step inside to find a traditional floor plan with generous room sizes, beautiful hardwood floors and plenty of natural light. The formal dining room is great for gatherings, while the spacious family room is full of character with a vaulted ceiling, exposed wood beams and an impressive full brick fireplace creating a warm and inviting focal point. The kitchen offers abundant cabinetry and storage. Enjoy your morning coffee or unwind at the end of the day in the sunroom overlooking the backyard. Outside, the expansive waterfront lawn leads to a private dock and bulkhead, providing a beautiful setting for boating, fishing, entertaining or simply relaxing by the water. A detached garage offers additional parking, storage and workspace. Valuable improvements to the home include replacement windows, a newer roof, water heater and downstairs HVAC system. With its classic brick exterior, mature landscaping, spacious floor plan, waterfront setting and important updates already completed, this home offers the perfect opportunity to bring your own style and vision while enjoying all that waterfront living has to offer.

126 River Point Cres Crescent, Central Portsmouth

216 Rockbridge Road, Central Portsmouth
$336,000
4 Beds ⋅ 2 Baths ⋅ 10650837 MLS
Classic 1941 Cape Cod in Waterview, one of Portsmouth's most charming established neighborhoods, thoughtfully refreshed while retaining the character that makes an older home special. A welcoming entrance leads into a flexible floor plan with 4 bedrooms, 2 full baths and generous living space throughout. Fresh neutral paint throughout, replacement windows and new carpet in the family room, stairs and second floor give the home a fresh, move-in-ready feel. The updated kitchen pairs new butcher block countertops and freshly painted white cabinetry with a brand-new refrigerator, and opens to a practical laundry/pantry area with new washer and dryer. Two first-floor bedrooms include the primary, while separate living and dining rooms and a spacious family room—currently staged as a home office—offer plenty of options for everyday living. Upstairs are two additional bedrooms, full bath, flex space and abundant attic/storage space. A brand-new heat pump provides central heat and air, with a 2018 oil furnace for backup heat. Outside you'll find a fenced backyard with a producing peach tree, detached one-car garage and separate storage shed. Convenient to Maryview Medical Center, shopping, dining and major routes. A great blend of classic Waterview charm, useful updates and space that can adapt to the way you live.

216 Rockbridge Road, Central Portsmouth

511 Florida Avenue, Central Portsmouth
$255,000
2 Beds ⋅ 1.1 Baths ⋅ 10650941 MLS
Welcome to this charming, well-maintained home in historic Port Norfolk! Offering 2 bedrooms and 1.5 baths, this inviting property is filled with natural light and timeless character. The spacious front living room features a beautiful brick fireplace, while the updated kitchen boasts freshly painted cabinetry and butcher-block countertops. Upstairs, you'll find a tastefully remodeled full bathroom. A separate laundry room and half bath are conveniently located off the kitchen. Outside, enjoy the fenced backyard, pergola with mature muscadine grapevines and detached garage with alley access. Conveniently located near shopping, dining, interstates, Portsmouth Naval Medical Center and the waterfront. Come see everything this lovely home has to offer!

511 Florida Avenue, Central Portsmouth

4624 Kemp Drive, Northwest Portsmouth
$330,000
3 Beds ⋅ 2 Baths ⋅ 10649698 MLS
Situated on a large .36 acre corner lot and located in the established Green Acres neighborhood in the Churchland community in Portsmouth. This spacious and charming brick Ranch has been well maintained and lovingly cared for and is conveniently located to shopping, dining, and interstate access. Featured details include newer architectural shingle roof, hardwood flooring throughout, Great Room with wood burning fireplace, updated Eat in Kitchen with stainless appliances, Formal Dining Room, nice sized bedrooms with overhead lighting, freshly painted interior, updated Hall Bath, covered Front Porch, 1 car oversized garage, extended concrete parking pad and driveway, gutter system, privacy fenced backyard with newer child's play set, and more! Attends Churchland Schools.

4624 Kemp Drive, Northwest Portsmouth

3823 Caroline Avenue, Central Portsmouth
$275,000
10647951 MLS
*Open House Saturday August 22nd 11am-12pm This income-producing duplex offers an excellent opportunity for investors, owner-occupants, or those looking for a multi-generational living arrangement. With two separate living spaces, the property provides the flexibility to generate rental income, help offset housing costs, or accommodate extended family while maintaining added privacy. Your new home is located just minutes from the shipyard and also offers convenient access to nearby military installations, major employers, shopping, dining, and main commuter routes throughout Hampton Roads. With multiple ways to use the property and a location that supports continued rental demand, this duplex is a strong option for both investment and long-term ownership.

3823 Caroline Avenue, Central Portsmouth

616 Lake Shores Drive, Central Portsmouth
$419,500
5 Beds ⋅ 2.1 Baths ⋅ 10646304 MLS
Discover your next home at 616 Lake Shores Drive which offers a move in ready experience with no HOA. This residence has been thoughtfully updated to offer a clean, modern aesthetic, featuring new interior paint, plush new carpet on the second floor, and stylish LVP flooring on the first floor. The kitchen is ready for your first meal, complete with a brand-new stainless-steel stove and dishwasher. With the peace of mind provided by a 2016 HVAC system and a roof that is only about three years old, this home is ready for you to move in and settle comfortably. If you like to entertain, this home comes also with a spacious backward. A practical and refreshed option for your next home. Call us today for your private showing.

616 Lake Shores Drive, Central Portsmouth

4411 Griffin Street, Central Portsmouth
$350,000
4 Beds ⋅ 2 Baths ⋅ 10644481 MLS
Welcome to this spacious 4-bedroom, 2-bath brick home on nearly half an acre! This home offers a formal living room, dining room, updated kitchen, large den with fireplace, separate office, and a bright sunroom for extra living space. Two bedrooms and a full bath are located downstairs, while the upstairs bedrooms offer great potential to create a private primary suite. The oversized attached garage includes 220-amp service, a utility sink, and a floored attic for extra storage—A place for a workshop, hobbies, or projects. Major updates include a newer roof and HVAC installed in 2020. Outside, enjoy a detached carport, spacious front porch, garden well, and a large corner lot can be used for entertaining, gardening, pets, play, or relaxing outdoors. This home offers space, charm, updates, and endless possibilities. Come see it today! Some photos have been virtually enhanced and staged.

4411 Griffin Street, Central Portsmouth

444 Dinwiddie Street, Central Portsmouth
$420,000
10644433 MLS
Investment opportunity in the heart of Olde Towne Portsmouth. This 4-unit building blends historic character with modern updates. The property features classic Victorian charm, abundant natural light, a large covered front porch, back deck, balcony, and generous outdoor space for residents to enjoy. Recent renovations include updated kitchens, bathrooms, flooring, doors, and fresh paint throughout. Upstairs Storage Area could convert to 5th Unit. Conveniently located near public transportation, including bus and ferry routes, with easy access to the Naval Shipyard, military bases, tunnels, interstates, and downtown Portsmouth. Enjoy being near local restaurants, the Children's Museum, waterfront attractions, and the popular Saturday farmers market.

444 Dinwiddie Street, Central Portsmouth

147 Florida Avenue, Central Portsmouth
$285,000
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, 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.

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