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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

727 Broad Street, Central Portsmouth
$264,900
5 Beds ⋅ 2.1 Baths ⋅ 10656077 MLS
Don't miss out on this charming 5 bedroom, 2.5 bath house in historic Port Norfolk area. Renovated in 2023 with Cherry wood kitchen cabinets, Granite countertops and stainless steel appliances. All appliances including 3 year old Whirlpool washer and dryer convey. Architectural roof, water heater and front yard fence installed in 2020. New HVAC 2024 that is still under warranty! Large backyard with privacy fence and front yard fully enclosed too. Nest smart thermostat and Vivint home security system installed that can be sold with the home. Easy access to RT 164, shopping, Midtown Tunnel, Portsmouth Naval Hospital, downtown business district and NNSY. Minutes from your home you have water view in Bruce Johnson Memorial Park on the Elizabeth River and Fountain Park. Located in the Churchland school district. Home is now ready for new owners!

727 Broad Street, Central Portsmouth

528 Broad Street, Central Portsmouth
$221,910
5 Beds ⋅ 2 Baths ⋅ 10654482 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE CITY ASSESSMENT, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. 2 story historic home with approx. 2014 sq. ft., 5 bedroom, 2 bath and a 0.13-acre lot. Live on-site auction: Saturday, Nov 14, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium is added to the accepted high bid to determine the contract price. Successful bidder must provide a $10,000 deposit and close within 30–45 days. Property offered as-is, where-is, with all faults and no financing, appraisal, inspection or other contingencies. Traditional pre-auction real estate offers may be considered until 48 hours before the live auction. Bidders must be registered by Thursday November 12th 2026 at 5pm. Sealed absentee bidding available under published auction terms. Complete inspections, financing arrangements and due diligence before bidding. Auction documents available from the listing agent.

528 Broad Street, Central Portsmouth

353 Carver Circle, Central Portsmouth
$295,000
5 Beds ⋅ 3 Baths ⋅ 10654788 MLS
OPPORTUNITY-Come see this charming 5 bedroom 3 full bath Colonial waiting for you to update and revitalize-located near shopping and main roads. The eat-in kitchen is open with electric range, dishwasher and refrigerator. The primary bedroom is well proportioned with carpeting-the remaining bedrooms are also good sized-bathrooms feature tub/shower combinations-nice front porch and lot. SOLD AS-IS, with no repairs by Seller. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists. Due to the condition, the property may have health/safety risk(s). Prior to entry /access instructions, all parties must sign a Hold Harmless Agreement and the property may only be shown by appointment.

353 Carver Circle, 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

2210 Chestnut Street, Central Portsmouth
$389,900
5 Beds ⋅ 3.1 Baths ⋅ 10653734 MLS
Welcome home to this spacious 5-bedroom, 4-bath residence offering space and flexibility, including TWO primary suites—one upstairs and one downstairs. The first-floor PBR features two closets, private bath, dbl sinks and walk-in shower; upstairs primary has dbl sinks for added convenience. Beyond the five bedrooms, this home features a separate large dining room, dedicated office, and a spacious loft—could be used as a second family room, game room, playroom, media space, or additional lounge area. Additional highlights include a tankless water heater, dual-zone HVAC with the downstairs system replaced in 2022 and the upstairs system replaced in 2024, plus laminate, vinyl, and carpet flooring throughout. With multiple living spaces and a versatile floor plan, Multigenerational living, growing households, entertaining, or anyone who simply wants room to spread out. NNSY, military bases, entertainment and shopping nearby.

2210 Chestnut 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

2600 Nashville Avenue, Central Portsmouth
$349,999
5 Beds ⋅ 4 Baths ⋅ 10651613 MLS
This contemporary home offers convenience, comfort, and versatility. Ideally situated near major employers including Norfolk Naval Shipyard, Naval Medical Center Portsmouth, and Rivers Casino Portsmouth, this property is also just minutes from shopping, dining, and everyday conveniences such as Walmart. Featuring 5 bedrooms and 4 full bathrooms, this home provides a flexible layout great for a variety of living arrangements. Two bedrooms include private en-suite bathrooms, offering added comfort and privacy. The home showcases a contemporary style with updated appliances and modern finishes throughout. A detached garage provides creative opportunities and could be used as a workshop, home gym, studio, or additional storage. With generous living space and a prime location near Portsmouth’s largest employers and attractions, this home is a must-see opportunity.

2600 Nashville Avenue, 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

4017 Garwood Avenue, Central Portsmouth
$375,000
5 Beds ⋅ 3 Baths ⋅ 10643233 MLS
Discover the incredible versatility of this unique property featuring two separate living spaces, each with its own private entrance—great for multigenerational living, extended family, guests, or income-producing potential. The main residence offers 3 spacious bedrooms and 2 full bathrooms, along with a welcoming front porch and beautiful granite tile flooring throughout the family room and kitchen. The second living space includes 2 bedrooms, 1 full bathroom, a kitchen, and a comfortable living room, making it ideal as an in-law suite, private guest quarters, or a rental opportunity while the owner maintains utilities. Situated on over half an acre, this property provides plenty of outdoor space to enjoy that includes an above ground pool, detached garage for additional storage, parking, or a workshop. A recently replaced roof offers added peace of mind, making this one-of-a-kind property an exceptional opportunity for homeowners and investors.

4017 Garwood 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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