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400 Broad Street, Central Portsmouth
$904,500
10657213 MLS
Discover the possibilities in this 7949-square foot mixed-used building in the Port Norfolk section of Portsmouth. Featuring (3) one-bedroom and (1) two-bedroom renovated apartments upstairs along with a large, shared laundry room and three commercial spaces downstairs, this property offers opportunities for the investors and business owners alike. Property highlights: 7949 SF historic mixed-use asset; Built 1922 - Fully modernized; Two-Story structure plus 4 residential units. Capital Improvements: Over $550K in completed renovations, new electrical, plumbing, HVAC and more, restored brick facade, new storefronts, and concrete pad, new roof, framing, bathrooms, ceilings, ALL WORK PERMITTED AND APPROVED BY HISTORICAL SOICETY. With residential and commercial space under one roof, this versatile property offers multiple potential income streams and room to bring your plans to life. Qualifies for cost segregation and bonus depreciation. Schedule your showing and explore the possibilities.

400 Broad Street, Central Portsmouth

1520 Prentis Ave Avenue, Central Portsmouth
$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, 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

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

367 Middle Street, Central 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, Central Portsmouth

200 Park Road, Northwest Portsmouth
$599,000
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, Northwest 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

318 Court Street, Central 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, 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
$495,200
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

4012 Clipper Lane, Northwest Portsmouth
$465,000
4 Beds ⋅ 3 Baths ⋅ 10650447 MLS
PRICE REDUCED! Instant Equity Opportunity in Churchland’s Long Point! Go into 3,189 sq ft of premium, all-brick real estate priced aggressively below neighborhood averages. This home features rock-solid structural bones and major system upgrades, meaning you get to skip the expensive repairs and focus entirely on easy cosmetic updates to build instant equity. Premium System Upgrades Already Done: New Roof (2024)• Brand-New Water Heater (2026)• Central AC (2018) Situated on a stunning, low-maintenance corner lot, the home boasts expansive living areas and endless potential. Sold entirely AS-IS (including outside shed). At this new price point, this is the best value in Long Point. Act Fast! Owner/Agent.

4012 Clipper Lane, Northwest Portsmouth

14 Parkview Avenue, Central 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, Central Portsmouth

3975 Long Point Boulevard, Northwest Portsmouth
$450,000
4 Beds ⋅ 2 Baths ⋅ 10654312 MLS
Welcome Home! Step inside and discover the perfect blend of modern style, comfort, and charm. This beautifully updated home features a spacious open concept floor plan designed for everyday living and entertaining. Enjoy an updated kitchen, beautifully renovated bathrooms, newer LVP flooring, and garage doors. Step outside and take in the beautiful water views from your renovated deck, the perfect setting for morning coffee, relaxing evenings, cookouts, and gatherings with family and friends. With thoughtful updates throughout and an inviting atmosphere inside and out, this home is truly move in ready. Homes with this combination of updates, space, and water views are hard to find. Schedule your private showing today and come see why this could be the home you have been waiting for!

3975 Long Point Boulevard, Northwest Portsmouth

4029 Wyndybrow Drive, Northwest Portsmouth
$435,000
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

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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