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17 Cooper Drive, Central Portsmouth
$219,000
3 Beds ⋅ 2 Baths ⋅ 10661140 MLS
Welcome home to 17 Cooper Drive, a move-in ready 3-bedroom townhouse in Portsmouth's Afton Commons with NO HOA and fee simple ownership! Built in 1989, this home offers 1,325 square feet across two living levels. Step inside and the living room makes a stunning first impression with a soaring cathedral ceiling, skylights that pour in natural light and a cozy wood-burning fireplace for chilly evenings. Luxury vinyl plank flooring flows through the main living areas, and the fresh neutral palette is ready for your personal style. The updated kitchen is a showstopper, featuring crisp white shaker cabinets, granite countertops, a gas range, built-in microwave, refrigerator, dishwasher and disposal, plus an open pass-through that keeps the kitchen connected to the living room. Three bedrooms give you room to spread out, including a convenient first-floor bedroom next to a first-floor full bath, a great setup for guests or a home office. The full bath shines with a modern vanity, matte black fixtures and a marble-look tile tub surround. Step out back to a fully fenced private backyard, ready for weekend cookouts, a garden or a pet to roam. Off-street driveway parking makes coming and going easy, and forced-air heat, central air, a gas water heater, ceiling fans and washer and dryer hookups add everyday comfort. Vinyl siding and an asphalt shingle roof keep exterior upkeep simple. Location is everything! Tucked into the historic Cradock area, this home sits minutes from the Norfolk Naval Shipyard, Downtown Portsmouth dining and the Elizabeth River waterfront, with quick access to I-264 for an easy commute across Hampton Roads. Nearby schools include Cradock Elementary, Cradock Middle and Manor High. With no HOA dues, a turnkey interior and an affordable price, an updated home like this will not last long. Schedule your private showing today and see why 17 Cooper Drive should be your next address!

17 Cooper Drive, Central Portsmouth

114 Gillis Road, Central Portsmouth
$225,000
2 Beds ⋅ 1 Baths ⋅ 10660555 MLS
Discover the charm of this well-maintained 2-bedroom, 1-bath home in an established neighborhood! Beautiful hardwood floors, a spacious living room with a working wood-burning fireplace, separate dining room, and kitchen with solid wood cabinetry add timeless appeal. A covered breezeway connects to the front-facing garage, while a second attached garage faces the side street, each with its own driveway. Permanent stairs lead to a nearly fully floored attic offering ample storage or potential living space. The fully fenced backyard includes a storage shed. Major updates include a metal roof approximately 10 years old, HVAC installed 2019, and furnace 12/2024. Conveniently located near Norfolk Naval Shipyard with easy interstate access. Home sold AS IS, WHERE IS.

114 Gillis Road, 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

455 Riverside Drive, Central Portsmouth
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10660645 MLS
Welcome to your ultimate waterfront sanctuary on the scenic Elizabeth River. Perfectly combining timeless 1925 architectural character with a comprehensive modern renovation. This extraordinary three story Classic Colonial offers a rare blend of historic charm, contemporary luxury, and an uncompromised coastal lifestyle. Expansive front porch for prime evening sunset viewing. 5 Bed 2.5 Baths and 3 floors of versatile living space. Private extended pier featuring a 10,000 lb boat lift and 2 jet ski lifts. Detached 1.5 car garage and custom paver patio are additional highlights of the classic gem.New roof in 2026 and detailed service records for all systems provides a carefee transition into making this house your new HOME!Call to schedule your private tour today.

455 Riverside Drive, Central Portsmouth

4705 Westmoreland Terrace, Central Portsmouth
$335,900
3 Beds ⋅ 2 Baths ⋅ 10659774 MLS
Welcome to 4705 Westmoreland Terrace, this beautiful Cape Cod style house is located on quiet cul-de-sac and features an updated kitchen with granite tops, custom cabinetry, farm style sink & porcelain tile floors. The house features 3 bedrooms, 2 full baths, living room with wood floors, fireplace and its own mini split unit for comfort. The first floor has the living room, dining area, study with custom built-in bookcases, the primary bedroom with an updated curb less tile shower. The second floor has 2 additional bedrooms and a full bathroom. The backyard has a deck off the dining room, brick paver patio, garden shed/greenhouse, outdoor shower, screened porch, & an additional storage shed. The house has gas hot water and hot water base radiant heating as back up, several mini splits throughout the house provide primary source of heat and AC for added comfort. Located just minutes from Portsmouth Olde Town Historical district, downtown shops, restaurants & Naval Hospital.

4705 Westmoreland Terrace, 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

412 West Road, Central Portsmouth
$417,900
4 Beds ⋅ 2.1 Baths ⋅ 10657411 MLS
Welcome to this beautifully renovated, all-brick, two-story home offering the perfect blend of classic charm and modern updates! Featuring new and refinished oak hardwood floors throughout, the 1st and 2nd floor, a completely remodeled kitchen with quartz countertops, new cabinetry, new sink, new appliances and all new fixtures. The beautifully renovated bathrooms include a spacious primary bath with a stunning custom-tiled shower. An additional bonus room/ 4th bedroom offers flexible space for a home office, nursery, or whatever suits your needs. Enjoy the light-filled sun porch, Ideal for relaxing year-round. Complete with a one-car attached garage, this move-in-ready home combines timeless character with modern comfort. Fireplace conveys "as is." Numerous updates make this quality home turn-key, just move in, personalize, and ENJOY! You'll be near 264 Interstate, Tunnels, Shipyards, Medical Facilities, Great Shopping, Restaurants, Excellent Schools, Parks, Ballfields, Golf, Boat ramps and so much more. Don't miss your chance to make this home yours! Call today to schedule your tour.

412 West Road, Central Portsmouth

421 Sycamore Road, Central Portsmouth
$387,900
3 Beds ⋅ 1.1 Baths ⋅ 10657401 MLS
Beautifully renovated 3-bedroom all brick home in the desirable well established Churchland community! This move-in-ready home features refinished oak hardwood floors, a NEW HVAC system, updated bathrooms with ceramic tile separate tub shower combo + additional shower in large bathroom creating a two bathroom opportunity but sharing a toilet. Renovated kitchen with new stainless steel appliances. Breakfast bar overlooking the dining room. First floor with Huge Great room with wood burning fireplace. Sunroom/ Office/ potential for 4th bedroom on the 1st floor. Enjoy a spacious backyard, one-car attached garage with newly painted floor, and fresh updates throughout including new light fixtures. All of the bedrooms are very spacious with oak hardwood flooring. A wonderful opportunity to own an updated home in an established neighborhood! Numerous updates make this home turn-key, just move in, personalize, and ENJOY! You'll be near major Interstates, Tunnels, Shipyards, Medical Facilities, great shopping, Restaurants, Schools, Parks, Ballfields, Golf, Boat ramps and much more. Don't miss your chance to make this quality home yours! Call today to schedule your tour!

421 Sycamore Road, Central Portsmouth

31 Radford Street, Central Portsmouth
$298,000
3 Beds ⋅ 2 Baths ⋅ 10656533 MLS
Welcome to this spacious 3 bedroom, 2 bath brick ranch in Portsmouth’s Douglas Park neighborhood, where comfortable one level living meets plenty of room to gather. Inside, you’ll find multiple living spaces, including a cozy living room with fireplace, a generous family room, dining area and sunroom that adds even more flexibility. The kitchen offers plenty of counter space and room for casual dining. Three well sized bedrooms, two full baths and an easy flowing layout make the home feel both comfortable and functional. Outside, enjoy a large fenced backyard, storage shed and extended driveway. Major updates include the roof and AC in 2022 and water heater in 2025. White exterior shutters will be installed prior to settlement.

31 Radford Street, Central 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

1421 Wilcox Avenue, Central Portsmouth
$349,997
3 Beds ⋅ 2.1 Baths ⋅ 10653576 MLS
Welcome home to 1421 Wilcox Ave, a beautifully remodeled 3-bedroom, 2.5-bath home with impressive upgrades throughout! This extensive renovation includes a new foundation, roof, deck, plumbing, electrical system, kitchen, bathrooms, and an added third bedroom. Enjoy luxury vinyl plank flooring throughout the common areas, plush carpet in the bedrooms, and stylish tile flooring and wall surrounds in the bathrooms. The entertainment room, complete with a built-in bar, great for hosting family and friends. An oversized two-car garage offers abundant parking and storage. Step outside onto the new deck overlooking a massive backyard ready for you to create your own private oasis. Schedule your private showing today!

1421 Wilcox Avenue, Central Portsmouth

200 Park Road, Central Portsmouth
$549,000
3 Beds ⋅ 2.1 Baths ⋅ 10653451 MLS
Glensheallah is calling you home. Welcome to 200 Park Road, a beautifully preserved midcentury modern gem positioned on a prominent corner lot. This custom-built, one-owner residence offers approximately 2,600 square feet of timeless character and thoughtful detail. Refinished original hardwood floors flow throughout, complemented by fresh paint, a marble foyer, recessed lighting, and abundant storage. Distinctive vintage lighting includes a crystal dining room chandelier and handcrafted Venetian chandeliers in the breakfast area and primary bedroom. The kitchen retains its original cabinetry and features double L&G/Thermador wall ovens, a Sub-Zero refrigerator, and a convenient pass-through ideal for entertaining. A fully floored attic, slate front walkway and rear porch, plus a roof and HVAC less than five years old complete this truly one-of-a-kind home.

200 Park Road, Central Portsmouth

306 Worthington Square, Central Portsmouth
$279,000
3 Beds ⋅ 1.2 Baths ⋅ 10652878 MLS
Rare Find! Convenient Waterfront Living at an Affordable Price! Opportunities like this don’t come along often! Condos in this sought-after waterfront community rarely hit the market, especially one of this size. Fresh paint & new flooring create a bright, inviting, move-in-ready space you’ll be proud to call home. Add a prime waterfront location & surprisingly low condo fees, & it’s easy to see why owners love to stay! Enjoy the best of Portsmouth’s revitalized waterfront district, just 1 block from the Naval Medical Center, marina, & ferry service to Norfolk’s Waterside District. Head to High Street, just a few blocks away, for an exciting mix of restaurants, entertainment, museums, street vendors, concerts, fireworks, cruise ship docks, & more. Convenient access to the Norfolk Naval Shipyard & 3 major interstate connectors, getting around Hampton Roads is a breeze. Don’t miss your chance to enjoy the charm of waterfront living & the lifestyle you deserve in this terrific home!

306 Worthington Square, 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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