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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

455 Riverside Drive, Central Portsmouth
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10652239 MLS
STILL SHOWING!!! FIRST RIGHT OF REFUSAL ATTACHED TO CURRENT OFFER, 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

535 Hampton Place, Central Portsmouth
$650,000
5 Beds ⋅ 3 Baths ⋅ 10648856 MLS
Step into Portsmouth history on Marsh Row in Historic Olde Towne. This 1910 charmer greets you with a gracious front porch and an extensively landscaped side lot with raised flower beds and brick patios, perfect for relaxing or entertaining. Inside, original hardwood floors, elegant interior columns, and rich woodwork showcase the craftsmanship of a bygone era. The first floor offers a large foyer, formal living and dining rooms, and an eat in kitchen with breakfast bar and dining area, plus adjacent full bath and flexible office/bedroom. A grand staircase leads to 3 bedrooms, 2 full baths, and a porch overlooking the gardens on the second level. The finished third floor adds a bedroom and an oversized entertainment room. Modern comforts include a double driveway and garage, well and pump, storage shed, and full house generator—historic character with everyday convenience in the heart of Olde Towne. Fireplace as-is.

535 Hampton Place, 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

4533 Wake Forest Road, Northwest Portsmouth
$550,000
4 Beds ⋅ 4 Baths ⋅ 10657834 MLS
Take advantage of a special financing incentive from Atlantic Bay Mortgage Group! Qualified buyers may receive a lender credit equal to 0.75% of the loan amount through the Seller Success Incentive Program! That's a potential $4,125 lender credit based on a loan amount of $550,000! Discover boundless possibilities in this beautifully renovated 4-bedroom, 4-full-bath home located in the heart of Portsmouth's Pinehurst neighborhood! Offering a versatile floor plan ideal for multigenerational living, this spacious home features a private entrance, providing added flexibility and privacy. Extensive renovations throughout include beautifully updated bathrooms with custom tiled walk-in showers and a stunning kitchen featuring quartz countertops, upgraded appliances, and an abundance of cabinet space. Enjoy a spacious family room with fireplace, dedicated office, formal dining room, and a thoughtfully designed layout offering great flow throughout. The inviting four-season room opens to a raised stamped concrete patio overlooking the backyard enclosed by PVC privacy fencing, perfect for relaxing or entertaining. Previously operated as a group home, this property offers potential for continued use, subject to applicable approvals and requirements. With its extensive updates, flexible living spaces, and numerous possibilities, this exceptional property is truly a must-see! Financing incentive expires 12/31/2026.

4533 Wake Forest Road, Northwest 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

400 Court Street, Central Portsmouth
$499,000
4 Beds ⋅ 4 Baths ⋅ 10651236 MLS
A teasure of a home in the heart of Olde Towne Portsmouth! Dating to 1805, this historically significant English-basement residence once belonged to the British Naval Attaché before the American Revolution. Offering approximately 3,877 square feet across three levels, the home combines remarkable period character—including two beautiful stained-glass windows—with an adaptable layout. The first floor provides flexible options for remote or professional work, guest accommodations, or potential additional rental income. Spacious living areas, a fireplace, four bedrooms and four baths provide plenty of room, while the third-floor studio offers another private and versatile retreat. A rare opportunity to own a distinctive piece of Portsmouth history near the waterfront, restaurants, shops, museums and entertainment. Back on the Market Due to No Fault of the Sellers.

400 Court Street, Central Portsmouth

228 North Street, Central Portsmouth
$499,000
3 Beds ⋅ 2.1 Baths ⋅ 10646786 MLS
This beautifully preserved historic property blends timeless charm with modern convenience, offering more than 2,900 square feet of updated living space. A free flowing interior layout complements the home’s grand architecture, creating an inviting setting for everyday living and entertaining. The professionally updated kitchen features quartz countertops, shaker-style cabinets, sleek stainless steel appliances, and new flooring. Spacious second-floor bedrooms and an updated bath provide generous closet space, while the large third-floor flex room or third bedroom is ideal for a media room, playroom, home office, or guest space. The large fenced backyard is well-suited for entertaining, complete with a deck, patio, and greenhouse! Nestled near the Elizabeth River and just moments from High Street’s vibrant shops, restaurants, and the ferry to Norfolk Waterside, this home offers both convenience and rich local heritage Meticulously updated and maintained, this historic Portsmouth home is ready to impress. Schedule your tour today.

228 North Street, Central Portsmouth

4700 Norman Road, Northwest Portsmouth
$485,000
4 Beds ⋅ 3 Baths ⋅ 10656560 MLS
Space, character, and room to make it your own in Churchland’s established Green Acres neighborhood! Situated on approximately 1.15 acres, this spacious 4-bedroom, 3-bath home offers approximately 4,038 square feet, hardwood floors, abundant natural light, and charming details throughout. Multiple living areas provide flexibility for gathering, working from home, or creating your own quiet retreat. A generous kitchen offers ample cabinetry, while built-in storage adds to the home’s character. Outside, enjoy an expansive lawn, mature trees, and a substantial attached garage with room for vehicles, hobbies, and storage. Take the opportunity to bring your vision to a distinctive property with impressive space inside and out. Come explore the possibilities at 4700 Norman Road!

4700 Norman Road, Northwest Portsmouth

2308 Bidgood Drive, Northwest Portsmouth
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10659334 MLS
Absolutely stunning! Location, Location, Location! Amazing property completely renovated by professional class "A" builder near the Elizabeth River in sought after Green Acres. Practically new construction. Open concept with fantastic layout, HUGE great room with stunning decorative fireplace leads into large eat-in kitchen with dual sinks, island with bar top and new patio out back. All new kitchen boasts beautiful cabinetry, custom granite, tile backsplash, recessed lighting and all new appliances. Gorgeous new flooring throughout. All new craftsman style trim, custom doors, light fixtures and new drywall. Primary suite with huge walk in closet and all new spa inspired bath. Exterior has new roof, all new stone front, & pillars, new extended driveway and patio. Property features Trane HVAC & Pella windows. Awesome back yard, huge storage shed and beautiful landscaping. The quality of this property is evident the minute you walk in the door. Way too much to list, an absolute MUST SEE.

2308 Bidgood Drive, Northwest Portsmouth

816 Arnold Palmer Drive, Central Portsmouth
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10659686 MLS
Welcome home to this beautiful, move-in-ready 4-bedroom, 2.5-bath home in the established Green Lakes neighborhood! This spacious home features beautiful hardwood floors, a formal dining room, family room, and kitchen with granite countertops. Enjoy the convenience of two primary suites! The main primary suite offers two walk-in closets and its own heating and air conditioning system, while the second suite features a private half bath. Additional highlights include a newer roof, newer windows, and an HVAC system replaced approximately three years ago. Relax on the screened-in porch or entertain on the composite deck overlooking the fenced backyard with a sprinkler system. An attached garage provides additional convenience and storage. Conveniently located near shopping, dining, and major highways. This home offers comfort, space, and desirable upgrades. Schedule your private showing today!

816 Arnold Palmer Drive, Central Portsmouth

116 Sykes Avenue, Central Portsmouth
$450,000
5 Beds ⋅ 3 Baths ⋅ 10658824 MLS
This beautifully remodeled eclectic Cape Cod is the perfect blend of charm, character, and modern comfort! Featuring 5 bedrooms, 3 full bathrooms, and two spacious primary suites, this unique and special home offers a versatile layout designed to fit a variety of lifestyles. The convenience of a first-floor primary suite and a second Primary suite upstairs, providing excellent options for multi-generational living, guests, added privacy and/or even rental potential. A generously sized mudroom/sunroom and laundry room add everyday convenience and plenty of functional space to keep life organized. Enjoy the large yard, complete with privacy fencing in the backyard—great for relaxing, entertaining, gardening, or enjoying time outdoors. A detached garage provides additional storage and parking options as well as the carport that provides a covered entry into the primary bedroom area/in-law suite.

116 Sykes Avenue, Central Portsmouth

3609 Blaine Street, Northwest Portsmouth
$430,000
5 Beds ⋅ 3 Baths ⋅ 10659394 MLS
Built in 2021 and offering approximately 2,300 square feet, this spacious 5 bedroom, 3 bath home still feels like new! The inviting interior features beautiful flooring, a formal dining area with decorative trim, and a generous living room with a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, abundant cabinetry, and a convenient pass-through overlooking the living room. Upstairs, the primary suite features a walk-in closet and private bath with dual vanities and a soaking tub. Enjoy the flexibility of five bedrooms, a dedicated laundry room, and plenty of storage throughout. Outside, a spacious fenced backyard and rear deck provide room for entertaining or relaxing. Complete with an attached 2-car garage, extended driveway, and welcoming front porch, this home offers the space, comfort, and functionality you've been looking for!

3609 Blaine Street, Northwest Portsmouth

3947 Long Point Boulevard, Northwest Portsmouth
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10658641 MLS
Welcome to this immaculate, move-in ready traditional brick home located at 3947 Long Point Blvd in Portsmouth's highly sought-after Churchland neighborhood. This spacious 4-bedroom, 2.5-bathroom residence spans over 2,000 square feet of beautifully updated, bright, and clean living space. The expansive family room serves as the heart of the home, boasting dramatic vaulted ceilings and a cozy gas fireplace. Step outside onto the generous rear deck to enjoy tranquil water views overlooking a small lake on an expansive 0.39-acre lot. Built in 1992, this well-maintained one-story ranch features a functional layout, central air conditioning, pristine flooring, and an attached garage for convenient parking and extra storage. Ideally positioned with easy access to local schools and amenities, this stunning property offers the perfect blend of comfort and scenic charm

3947 Long Point Boulevard, Northwest Portsmouth

400 Rockbridge Road, Central Portsmouth
$420,000
4 Beds ⋅ 2.1 Baths ⋅ 10657043 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath home situated on a corner lot with a 2-car garage and plenty of room for everyday living and entertaining. The open kitchen features quartz countertops, a center island, flat cooktop, additional sink, breakfast nook, and adjoining dining area. Luxury vinyl plank flooring flows throughout the main level, while the upstairs carpet and water heater were replaced last year. Additional updates include a new dishwasher, an encapsulated crawlspace with dehumidifier, and an upgraded built-in closet offering added storage. A new deck and fence were completed this year. Outside, enjoy the stamped-concrete patio beneath the gazebo and a spacious fenced backyard with plenty of room to gather, play, or unwind. Washer and dryer convey.

400 Rockbridge Road, Central Portsmouth

4029 Wyndybrow Drive, Northwest Portsmouth
$420,000
4 Beds ⋅ 3 Baths ⋅ 10656373 MLS
This 4 bed, 3 bath home has been fully renovated and is move in ready! Enter into your new home where the living room flows seamlessly into the kitchen and dining area. The kitchen features brand new cabinetry, granite counter tops, stainless steel appliances, a beautiful farmhouse sink and a large pantry with plenty of storage. Downstairs you will also find brand new LVP flooring throughout, a den with built in shelving, a bedroom with a walk-in closet, a full bathroom and an extra space that could be an office, playroom or easily turned into a 5th bedroom. Upstairs features brand new carpet, a master bedroom with a tiled shower, and a massive walk-in closet, as well as two additional bedrooms. Fresh paint and new fixtures throughout. Brand new HVAC. This home checks all the boxes and is ready for you to call it yours today!

4029 Wyndybrow Drive, Northwest 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

500 Sussex Drive, Central Portsmouth
$415,000
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

301 Grayson Street, Central Portsmouth
$410,000
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, Central Portsmouth

408 Court Street, Central Portsmouth
$399,900
4 Beds ⋅ 3 Baths ⋅ 10653765 MLS
Live in the heart of historic Olde Towne Portsmouth at 408 Court Street. Enjoy stunning historic details including original Victorian wavy cylinder glass windows, soaring ceilings, and authentic period millwork. The interior boasts gorgeous pocket doors, gas radiant heat, dual-zone high-velocity central air, and a unique library with a ladder and backlit panels. A bright kitchen features a Dacor professional gas range and anchors a layout ready for your personal updates. Outside, a primary suite deck with a spiral staircase leads to a fully fenced backyard with a large workshop and shed. Experience the peak of Olde Towne living moments strolling along the waterfront. Spend weekends at the Saturday farmers market, catching Pavilion concerts, visiting the local brewery and new winery. This premier location offers an effortless commute to the Naval Hospital, USCG installations, and regional bases. Plus, the Elizabeth River Ferry is nearby for seamless access to Norfolk.

408 Court Street, Central Portsmouth

245 Broad Street, Central Portsmouth
$399,000
6 Beds ⋅ 3.1 Baths ⋅ 10658807 MLS
Step into this turn-key, fully renovated Portsmouth home offering 6 generous bedrooms and 3.5 sleek, modern baths. The light-filled interior showcases durable new LVP flooring, plush bedroom carpeting, and dual HVAC systems for efficient year-round comfort. The chef-inspired kitchen features premium appliances and refined ceramic finishes, while every bathroom is appointed with designer tilework. Outside, a fully fenced backyard and fresh landscaping create a private space for entertaining. Positioned in 23707 just minutes from the waterfront along Scott Creek and the Elizabeth River, you are perfectly situated near premier regional entertainment and dining at Rivers Casino Portsmouth, the Norfolk Naval Shipyard, and major commuter routes across Hampton Roads. Move-in ready and built to impress.

245 Broad 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

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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