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$850,000
10653977 MLS
Investment opportunity in the Prentis Park area of Portsmouth. This quadplex offers approximately 5,324 sq ft across 4 units with a total of 12 bedrooms, 4 full baths, and 2 half baths. Each unit features 3 bedrooms, 1.5 baths on the main level, and 1 full bath upstairs. Each unit is individually metered for electric and water. Improvements include roof replaced ~2021, a new crawl space fan, moisture barrier, and dehumidifier, all-new hot water heaters, new siding, front door, front porch with railings, a new electrical panel, and an insulated attic. Newer Carpet and flooring. All units include stackable front-loading washer/dryers. Unit 2 remodeled with new kitchen appliances, cabinets, granite countertops, flooring, and bathroom tub and vanity. Section 8 approved. Estimated expenses include trash ~$76/month, homeowners' insurance ~$4,700/year, and property taxes ~$4,200/year (buyer to verify). Conveniently located near major roadways, public transportation, and local amenities.

1520 Prentis Ave Avenue, Portsmouth

$749,000
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, Portsmouth

$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10652239 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, 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, Portsmouth

$625,000
10638682 MLS
Rare opportunity to acquire a well-maintained 5-unit multifamily property in the heart of Portsmouth's highly sought-after Olde Towne Historic District. The property consists of two 2-bedroom, 1-bath units and three 1-bedroom, 1-bath units, offering an attractive unit mix that appeals to a broad tenant base. Positioned in one of Hampton Roads' most desirable neighborhoods, the property is just blocks from the Elizabeth River waterfront, Portsmouth-Norfolk Ferry, restaurants, coffee shops, museums, parks, and entertainment venues. Surrounded by major employment centers including Naval Medical Center Portsmouth, Norfolk Naval Shipyard, and Rivers Casino Portsmouth, the asset benefits from strong and consistent rental demand. Select units convey furnished, creating additional upside through furnished, mid-term, or executive rental strategies. Combining stable cash flow, a proven rental history, limited local multifamily inventory, and long-term appreciation potential, this turnkey asset presents an exceptional opportunity for investors seeking both current income and future growth in a supply-constrained waterfront market.?

367 Middle Street, Portsmouth

$525,000
10633770 MLS
Impressive 1880 Victorian duplex in Olde Towne - a charming mix of original exterior and interior features and modern conveniences. Enjoy single story living downstairs. Lovely floorplan, large rooms, hardwood floors, tall windows, working fireplaces, and 12ft ceilings. Primary suite features an arched turret sitting area, fireplace, large open concept bathroom, walk in closet/dressing room/laundry area. Elegant living room has original moldings and fireplace. Real cook's kitchen has sitting and dining areas which open onto a deck overlooking the large rear garden with brick patio, large side deck + storage shed. Upstairs, 1450 sf of living space, features an arched turret sitting area, two decorative fireplaces, a covered porch to sit and enjoy Elizabeth River views, a large bonus room with washer/dryer. Short distance to the ferry, Portsmouth Naval Hospital &the Naval Shipyard. Suitable for live-in owner, multi-generational living or investment property.

318 Court Street, Portsmouth

$499,000
4 Beds ⋅ 4 Baths ⋅ 10651236 MLS
reasure 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, 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, Portsmouth

$460,414
5 Beds ⋅ 3.1 Baths ⋅ 10648278 MLS
Perfect blend of historic charm and modern living in this beautifully restored 121-year-old home at 14 Parkview. Thoughtfully renovated from top to bottom while preserving its timeless character, this home offers the best of both worlds. Original architectural details have been carefully maintained and complemented by extensive updates, including a brand-new roof, new HVAC system, and new windows. Inside, you'll find beautifully updated living spaces, a completely remodeled interior, and modern finishes that enhance the home's historic appeal without sacrificing its unique personality. Conveniently located directly across from the Naval Hospital and just minutes from shopping, dining, entertainment, and major interstates, this one-of-a-kind property offers historic character with today's modern conveniences. Schedule your private showing today!

14 Parkview Avenue, Portsmouth

$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10646509 MLS
Rare opportunity to own a beautifully updated four-bedroom home on one of the largest double lots in the neighborhood! Located just steps from the Portsmouth Yacht Club and minutes from the charm of Olde Towne Portsmouth, this home offers the blend of space, convenience, and modern upgrades. Inside, you'll find two walk-in closets, an expansive open top floor with endless possibilities, and a stunning second-story balcony that's perfect for relaxing or entertaining. Major improvements include new carpet (7/2026), a new HVAC system (2026), roof (2023), paid-off solar panels (2023), water heater (2020), and gas range (2021), offering both comfort and peace of mind. Enjoy easy access to dining, shopping, waterfront attractions, and the nearby ferry for a convenient commute to downtown Norfolk. With its generous lot size, flexible living space, and extensive updates, this home is truly one of a kind.

51 Armstrong Street, Portsmouth

$439,900
4 Beds ⋅ 2.2 Baths ⋅ 10654381 MLS
Modernized Brick ranch with all the charm and solid construction of a older era. The house was added on to include a large primary bedroom, fully tiled bathroom , oversized walk in closet , a spacious family room, half bathroom and utility room (with sink, deep freezer storage/shelving & laundry) There are 3 other bedrooms, one with a half bathroom and a full bathroom in the hall. The converted garage has been turned into a game room with a built in bar. The house has beautiful hardwood floors and modern recessed lighting. The backyard is fully fenced, with an extra wide & long driveway , and a 24X28 heated and cooled garage with a 450 sq ft apartment above. The apt has a full kitchen, bathroom, walk in closet and living area that could serve as additonal income . Gas water heater 3 yrs, garage electric water heater 6 yrs, Hvac 15yrs, Original part of house windows 7 yrs, Home addition 23 yrs , detached garage 20 yrs. Ages approximate. This home has so much to offer and has been meticulously maintained . Must see to fully appreciate !

1509 Hodges Ferry Road, Portsmouth

$425,000
3 Beds ⋅ 2 Baths ⋅ 10650518 MLS
Built in 2006 on a corner lot in historic Olde Towne Portsmouth. 448 sets it's self apart with fully paid off solar panels, secret gardens, soaring 20 ft ceiling in living room w/2-story bay windows, Double sided gas fireplace that opens to both the living & dining rooms. The Modern kitchen has stainless steel appliances & tons of cabinets. 2 downstairs BR's and full bath w/granite countertop & tub/shower combo w/tile surround. Hardwood floor staircase leads to loft library office w/custom built in cabinets & with grand Fireplace with dramatic overlook to living room and bay windows. The huge primary suite has a large walk-in closet, 2 vanities w/granite, romantic soaking tub & tile shower. Utility room w/washer & dryer, newer water heater (2022), dual zone HVAC, storage shed, privacy fence. Exterior paint/trim touched up/ repaired 2026. Solar system conveys with low electric bills! Located minutes from the Naval Hospital, Coast Guard base, local restaurants, Commodore Theatre, Children's Museum of Virginia & the Portsmouth waterfront!

448 Washington Street, Portsmouth

$419,500
3 Beds ⋅ 2.1 Baths ⋅ 10650999 MLS
Welcome to this beautifully renovated all-brick, two-story home featuring new and refinished hardwood floors throughout and stylish modern upgrades. Every detail has been thoughtfully updated to blend classic charm with contemporary finishes. The brand-new kitchen shines with elegant quartz countertops, new cabinetry, and all-new fixtures—great for cooking and entertaining. The home also offers brand-new bathrooms with high-end finishes, including a spacious primary bath with a large, beautifully tiled shower. A versatile bonus room provides the perfect space for a small home office, nursery, or flex room to suit your needs. Enjoy relaxing mornings or evenings in the inviting sun porch, filled with natural light. This move-in-ready home offers timeless brick construction, with the amenities and modern comforts of today! Plus a 1 car attached garage. Fireplace "as is".

412 West Road, Portsmouth

$415,000
4 Beds ⋅ 2 Baths ⋅ 10655244 MLS
Welcome to 103 Sequoia! This spacious 4-bedroom, 2-bath ranch situated on a cul-de-sac offers 2,650 square feet of one-level living on an impressive 0.96-acre lot. Fresh paint and new flooring throughout make this home move-in ready, while original hardwood floors remain under the carpet in the living room & two bedrooms. Inside, you’ll find a large primary bedroom with 3 closets and a roomy en-suite bathroom. Large windows on the front of the house let in natural light and an oversized flex room offers endless possibilities for a home office, playroom, second living area, or whatever fits your needs. Outside, there’s even more to love with a large back porch & pergola, backyard gazebo, and spacious detached garage. Two driveways provide plenty of additional parking. With nearly an acre to enjoy and a convenient Portsmouth location near schools, parks, & interstate access, this home offers space, flexibility, and room to make it your own.

103 Sequoia Road, Portsmouth

$414,990
5 Beds ⋅ 2.1 Baths ⋅ 10653204 MLS
Welcome home to Hodges Park! We provide the area's best valued and affordable new Single-Family Homes. Hodges Park boasts privacy, backyard space and easy commutes to Portsmouth Naval Hospital, Norfolk Naval Shipyards, Newport News Shipbuilding and local Military Bases. The Marigold single-family home offers flexibility and style! Enter through the foyer or 2-car garage, to the main level's open concept floor plan. The gourmet kitchen has abundant space and storage with its large island and opens to the dining area and large great room. A versatile flex space can be used as a study or home office. Upstairs, 5 bedrooms and secondary full bath with dual vanities. Your luxurious owner's suite includes a large closet and double vanity bath. Come see what makes The Marigold must-see. Call to schedule your tour today!

615 Susan Street, 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, 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.