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4111 Bart Street, Central Portsmouth
$210,000
2 Beds ⋅ 1 Baths ⋅ 10661543 MLS
A rare opportunity to enjoy an extra-large lot with room to spread out, entertain, and make it your own! This property offers a unique footprint encompassing four original lots, creating an oversized yard with endless possibilities for outdoor enjoyment, gardening, recreation, or simply enjoying your own space. Well maintained ranch home with lots of original charm plus recent improvements to include a new front porch and a beautifully redone rear deck, providing inviting spaces to relax and enjoy the outdoors. Additional improvements beneath the home in crawl space have been completed. Large bedrooms, large bath, living room, dining room, kitchen with breakfast area and walk-in pantry, sunroom with laundry hookups added in the rear. With its generous outdoor space and recent updates, this property is one you won’t want to miss! Move-in Ready!

4111 Bart Street, Central Portsmouth

433 Glasgow Street, Central Portsmouth
$324,900
3 Beds ⋅ 2.1 Baths ⋅ 10660655 MLS
OLDE TOWNE PORTSMOUTH • GLASGOW STREET PARK NEXT DOOR • BLOCKS TO HIGH STREET • APPROVED SHORT-TERM RENTAL Enjoy the character and convenience of Olde Towne Portsmouth from a location that puts so much of the neighborhood close to home. At 433 Glasgow Street, Glasgow Street Park is right next door, providing an inviting green space with no adjoining house on that side. Just blocks away, High Street offers local restaurants, shops, and a weekly farmers market, with the waterfront and ferry connections nearby. Inside, this charming brick home offers an open connection between the kitchen and living area, created by removing the original dividing wall. The kitchen features white cabinetry, granite countertops, and a comfortable layout for everyday living or entertaining. Recent improvements include downstairs flooring (2025), a water heater (2026), and a roof replaced around 2020. Upstairs, three bedrooms provide flexibility for a variety of uses. Outside, a fenced courtyard offers space for morning coffee, outdoor dining, or relaxing without the maintenance of a large yard. Currently operated as an approved short-term rental, the property has generated approximately $28,000 in seller-reported gross rental revenue year-to-date in 2026, while also serving as the owners' part-time residence. Furnishings are negotiable, creating additional flexibility for the next owner. Convenient access to Norfolk Naval Shipyard, Naval Medical Center Portsmouth, and Coast Guard facilities adds to the appeal of this central location. Whether enjoying Olde Towne as a residence or exploring continued short-term rental use, this property offers an appealing combination of location, character, and possibilities.

433 Glasgow Street, Central Portsmouth

1612 Ann Street, Central Portsmouth
$379,000
4 Beds ⋅ 2 Baths ⋅ 10660266 MLS
Move-in-ready 2-story home in sought-after West Park View, featuring a charming front porch and white picket fence. The first floor offers an inviting living room with a fireplace, a spacious formal living room, an updated kitchen with granite countertops, a generously sized primary bedroom, and a laundry room. Upstairs are 3 additional bedrooms and a full bathroom. Additional highlights include hardwood floors, a 2nd laundry area in the basement, fully fenced front and back yards, a storage shed, a detached one-car garage, a carport, and an extended driveway with ample off-street parking. Recent updates include a new refrigerator, dishwasher (1.5 yrs), water heater (2 yrs), a 2-stage water filtration system, and fresh paint throughout. Conveniently located near schools, shopping, & Historic Olde Towne: Naval Medical Center Portsmouth (1.4 mi), Norfolk Naval Shipyard (3.2 mi), Sentara Norfolk Hospital (3.4 mi), U.S. Coast Guard Base (7 mi), and Naval Station Norfolk (9.3 mi).

1612 Ann Street, Central Portsmouth

5829 Barberry Lane, Northwest Portsmouth
$365,000
3 Beds ⋅ 2 Baths ⋅ 10660247 MLS
Turnkey and move in ready! This refreshed home features a freshly painted exterior, new roof, new wood fence, fresh flowerbeds, new lighting, and a new front door and storm door. Inside, enjoy fresh plaster and paint, refinished hardwood floors, and remodeled bathrooms. The kitchen offers custom cabinets, a built-in pantry, Lazy Susan, granite countertops, stainless steel appliances, and tile flooring. A large primary bedroom with a walk-in closet provides comfortable space and convenient storage. The all-season sunroom offers flexible year-round use, while a storage shed adds extra room for tools and outdoor gear. With thoughtful updates throughout, this home is ready for you to settle in and make it your own. Ask about the possibility of a quick closing.

5829 Barberry Lane, Northwest Portsmouth

10 Median Place, Central Portsmouth
$244,900
3 Beds ⋅ 1 Baths ⋅ 10660212 MLS
This cozy ranch style cul-del-sac home has a quaint and opened living room and kitchen area with all needed amenities to include a very spacious front porch, stainless steel appliances, bar area with pendant lighting and laundry room. The bathroom has a custom tile shower with a bench, ceramic tile shower enclosed with a glass door, a nice vanity with tile backsplash and new LED light. Each bedroom and living room have recent ceiling fans. The Vivint surveillance system (front door keypad lock, interior cameras, flood lights, and sensors) conveys with the property. You will enjoy large front porch, backyard with 5ft.x5ft. concrete slab for your barbeque grill and 9ft.x9ft shed. The property is located near Rivers Casino and several new construction home sites. Easy access to shopping and interstate. This home is excellent condition and will convey in its "As-is, Where-Is" condition. Sqft. is per tax records.

10 Median Place, Central Portsmouth

1024 Bay Street, Central Portsmouth
$282,100
2 Beds ⋅ 2 Baths ⋅ 10658815 MLS
Welcome to this charming and spacious Victorian style home which was rebuilt from the foundation up in 2006! Set on a corner lot in a quiet neighborhood. This home features hardy plank siding, zoned heating and cooling, Corian countertops in kitchen with an open floor plan. Two primary bedrooms: upstairs ensuite is about 1000 sq ft. and has a double sized walk-in closet, huge bathroom w/ big walk-in shower for 2! Spacious primary bedroom downstairs has a big bathroom, too. Hardwood floors in most areas, tiled kitchen and baths! Enjoy quiet mornings and evenings in your screened in porch with a fenced yard. Lots of street parking. Conveniently located near Naval medical center/hospital, Olde Towne, shopping, interstates, ferry systems to Norfolk and very near Elizabeth River.

1024 Bay Street, Central Portsmouth

361 Court Street, Central Portsmouth
$379,900
4 Beds ⋅ 2 Baths ⋅ 10658880 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, Central Portsmouth

1 Crawford Parkway Unit 1805, Central Portsmouth
$117,500
1 Beds ⋅ 1 Baths ⋅ 10658458 MLS
Enjoy city living with a view in this top-floor studio condo, offering the potential to create a one-bedroom layout with the addition of a contemporary room divider and door to separate the sleeping area. Take in the views while enjoying an updated kitchen featuring stainless steel appliances and a gas stove. The low-maintenance lifestyle extends beyond the unit with community amenities including a swimming pool, grilling area, library, event room, and onsite laundry facilities. The low monthly condo fee includes utilities, HVAC, and water heater. Conveniently located in the heart of Portsmouth near local restaurants, shops, entertainment, the waterfront, Portsmouth Boat Club, Naval Medical Center Portsmouth, shipyards, and major interstates. The nearby Elizabeth River Ferry offers easy access to Norfolk. Explore the possibilities and make this space your own!

1 Crawford Parkway Unit 1805, Central Portsmouth

5604 W Norfolk Road, Northwest Portsmouth
$375,000
4 Beds ⋅ 2 Baths ⋅ 10657539 MLS
Rare opportunity to own a brick ranch situated on an expansive, ONE-ACRE lot in the heart of Churchland! Properties offering this much land in such a convenient location are hard to find! This home features a spacious primary bedroom with a private bathroom, cozy wood-burning fireplace, and large walk-in closet with built-ins. Recent updates include brand-new luxury vinyl plank flooring, new carpet, new appliances, fresh interior paint, and replacement windows. Head outside to enjoy the oversized covered rear deck, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. The massive yard offers endless possibilities for outdoor activities, gardening, or creating your own backyard retreat. A long, double-wide driveway provides plenty of parking. Conveniently located near shopping, dining, and access to the South Hampton Roads Trail. Don't miss this rare find!

5604 W Norfolk Road, Northwest Portsmouth

201 Wynn Street, Central Portsmouth
$350,000
4 Beds ⋅ 2 Baths ⋅ 10657733 MLS
Nestled in the historic Cavalier Manor, this 4 bed/2 bath home is the ideal starter home or even the next step up with its flexible living space. The converted garage is the ideal flex space as a 5th bedroom, game room, TV hangout, kid's play room, or hobby spot. Mature trees and landscaping tell you "Relax! You don't have to spend time taking care of us!" It's simplicity and it's space to grow. Your laundry closet keeps things neat and tidy in the flex room. And if the idea of house-hacking to help offset the mortgage is intriguing, a private rear entrance can be an attractive option for finding a roommate while maintaining your own privacy. The kitchen got what it asked for: a brand new electric range along with a 2024 retrofitting of new cabinets and granite counters w/ SS appliance package. Drift outside the rear sliding doors to your spacious back yard (oh, a rear deck would go perfectly there!) surrounded by a new 7 ft tall wooden privacy fence and a wide gate that invites your boat, RV, or trailer to take refuge out of the public view. What matters most is savings in these tough times: A newer roof (5-10 yrs new), a 2025 HVAC system, 2023 hot water heater means less to worry about down the road. Cavalier Manor is a sought-after community that provides convenience as it's situated just 5 mins from Rivers Casino, Lowes, I-264, and Victory Shopping Center. Just 6 minutes from I-64. 215 Wynn Street is a home which offers so much: Value, flexibility, security. (Oh yeah, it has a security system as well!)

201 Wynn Street, Central Portsmouth

2216 Deep Creek Boulevard, Central Portsmouth
$339,900
4 Beds ⋅ 3 Baths ⋅ 10657483 MLS
Welcome home to this beautifully updated, move-in-ready property situated on a large corner lot in the heart of Portsmouth! Renovated within the past five years, this inviting home offers a spacious, functional layout with modern finishes and plenty of room to fit your lifestyle. The updated kitchen features elegant granite countertops and stainless steel appliances, while luxury vinyl plank flooring and plush carpeting create a stylish, comfortable feel throughout. The generous primary suite offers a walk-in closet and private en-suite bath, providing the perfect place to unwind. A versatile bonus room adds even more flexibility, making it ideal for a home office, playroom, fitness room, or media space. Enjoy added peace of mind with major updates, including a new HVAC system installed in 2024, along with a roof, windows, and water heater all less than five years old. Outside, a spacious, vinyl privacy-fenced backyard—perfect for entertaining, relaxing, or enjoying outdoor activities. Additional features include an attached one-car garage and a double-width driveway for convenient parking. Ideally located near schools, shopping, dining, and major commuter routes, this well-maintained home combines modern updates, versatile living space, and everyday convenience. Don’t miss your opportunity to make this wonderful Portsmouth home yours! Schedule your private showing today!

2216 Deep Creek Boulevard, Central Portsmouth

500 Sussex Drive, Central Portsmouth
$399,000
3 Beds ⋅ 2.1 Baths ⋅ 10657753 MLS
Charming two-story Colonial offering spacious living areas and timeless appeal! The inviting family room measures an impressive 18’ x 26’ and features a wood-burning fireplace, creating the perfect setting for relaxing or entertaining. An expansive dining room, also with a fireplace, provides plenty of space for gatherings. The kitchen boasts granite countertops and stainless steel appliances. Upstairs, you’ll find three bedrooms and a walk-up attic offering abundant storage space. The fenced backyard provides added privacy, and the deck is ideal for outdoor entertaining, relaxing, or enjoying the outdoors with family, kids, and pets. A wonderful blend of classic Colonial charm and comfortable everyday living! All appliances convey.

500 Sussex Drive, Central Portsmouth

3905 Colony Road, Northwest Portsmouth
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10657211 MLS
Social Butterfly or Private Home Lover...this home has your name on it. Beautiful Brick home in desirable Briarwood with an outdoor oasis you'll never want to leave. This home features several living spaces, downstairs including 3 fireplaces indoors and one outside. Two car, two story garage is on a designated breaker. Exposed brick kitchen is open with room for a large farm style table, beside fireplace and sitting area with custom mosaic tile floors and french doors that lead to an outdoor paradise. Fall, winter football parties with outdoor fireplace, granite counter outdoor kitchen entertainment room, with tv, oven, gas range, sink, beverage refrigerator and ceiling fans. Backyard is stunning with a 22,000 gallon salt water pool, with accent lights and dolphin fountain, maintenance free lawn with firepit area, and pavers. Firepit area has gazebo and benches.

3905 Colony Road, Northwest Portsmouth

3124 Sterling Way Unit 55, Northwest Portsmouth
$355,000
3 Beds ⋅ 2.1 Baths ⋅ 10656663 MLS
Welcome home to 3124 Sterling Way—a meticulously updated 1,896 sq ft sanctuary designed for effortless, main-level luxury living. As a coveted end unit, this home is filled with exceptional natural light, highlighting dramatic vaulted ceilings and a cozy gas fireplace with an elegant custom marble surround. At the heart of the home, the fully transformed kitchen boasts pristine quartz countertops, a tiled backsplash, custom cabinetry, a newly added island, and a sunny morning breakfast nook.Beautiful hardwood floors flow seamlessly throughout the entire main level.Relax in your main-floor primary suite featuring custom closet built-ins and a luxurious, spa-inspired primary bath. Upstairs, you’ll find spacious secondary bedrooms, a full bath, & easy access via a newer premium stair glide. The back deck overlooks peaceful green space—with zero lawn care worries thanks to the low-maintenance association! Conveniently located in Churchland near dining, shopping.

3124 Sterling Way Unit 55, Northwest Portsmouth

2120 Pearl Street, Central Portsmouth
$235,000
3 Beds ⋅ 2 Baths ⋅ 10656288 MLS
Beautifully renovated and move-in ready! This home has been thoughtfully updated throughout with a fresh, modern feel while still offering comfortable, functional living spaces. The bright kitchen features new cabinetry, countertops and stainless steel appliances, while the spacious primary suite includes a beautiful private bath and generous closet space. Updated bathrooms, new flooring, fresh paint and modern fixtures complete the interior. Enjoy the welcoming covered front porch, great for relaxing at the end of the day. Major systems have also been updated, giving the next owner added peace of mind. Conveniently located near the Norfolk Naval Shipyard, military bases, major highways, shopping and more. Come see this beautifully transformed home for yourself!

2120 Pearl Street, Central Portsmouth

4060 River Shore Road, Northwest Portsmouth
$399,000
4 Beds ⋅ 2 Baths ⋅ 10655374 MLS
Welcome home to this spacious 4-bedroom, 2-bath brick and vinyl split-level, conveniently located across the street from Churchland High School! Renovated 10 years ago, this home offers a comfortable and versatile floor plan with plenty of room to spread out. The first-floor primary suite comes complete with a full bath and private sitting area—perfect for relaxing at the end of the day. Gather in the inviting family room featuring an electric wall fireplace that adds warmth and ambiance. All appliances convey, making your move even easier! 3 Large bedrooms and a full bath on the second floor, NEW hot water heater, and Vivint security system with three cameras that convey. Step outside to enjoy the HUGE backyard, fully fenced with chain link—ideal for entertaining, gardening, pets, or play. Convenient Churchland location close to shopping, dining, schools, and major roadways!

4060 River Shore Road, Northwest Portsmouth

421 North Street, Central Portsmouth
$725,000
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, Central Portsmouth

3319 Clover Hill Drive Drive, Northwest Portsmouth
$259,900
3 Beds ⋅ 1.1 Baths ⋅ 10654164 MLS
Well-maintained, beautifully updated, and completely move-in ready! This charming townhome has been meticulously cared for and modernized throughout, offering the perfect blend of comfort and true peace of mind. Walk inside to find gorgeous tile flooring that flows seamlessly across the entire first-floor living space. You will love the updated kitchen and bathrooms, along with fresh interior paint throughout. This home also features structural and mechanical upgrades, including a brand-new roof with architectural shingles, a newer HVAC system, updated plumbing, and newer windows. Step through your sliding glass doors into your own private outdoor space. With every major system updated, this turnkey property is a rare find and ready for you to call home!

3319 Clover Hill Drive Drive, Northwest 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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