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2812 Acres Road, Northwest Portsmouth
$595,000
5 Beds ⋅ 3 Baths ⋅ 10659633 MLS
Established Green Acres neighborhood! This spacious 5-bedroom, 3-bath brick home offers approximately 4,300 square feet of living space on a .55-acre lot. First-floor primary bedroom features an ensuite bath for added convenience and privacy. Generous living areas include a formal dining room and separate den, offering flexibility for everyday living and entertaining. The updated kitchen showcases granite countertops, stainless steel appliances, a custom tile backsplash, and a large island with seating. Fresh interior paint, luxury vinyl plank flooring, new carpeting, and updated fixtures create a fresh, inviting feel throughout. Major updates include a new roof, HVAC system, and water heater. Classic brick fireplace adds warmth and character to the living room. Private backyard retreat featuring an in-ground swimming pool, and an outdoor balcony overlooking the yard—ideal for relaxing and enjoying the outdoor setting. A must-see property with room to live, relax, and entertain!

2812 Acres Road, Northwest Portsmouth
2001 Azalea Avenue, Central Portsmouth
$650,000
10659101 MLS
RARE NEW-CONSTRUCTION INVESTMENT OPPORTUNITY! Two spacious, attached, three-story townhomes on Azalea Avenue offered together as ONE purchase—not available individually. Investors seeking two rental properties in one acquisition or an owner-occupant who wants to live in one home and rent the other to help offset ownership expenses. Each residence offers approximately 2,500 square feet of thoughtfully designed living space, for approximately 5,000 square feet combined. Highlights include 9-foot ceilings, two primary suites per residence, granite countertops, upgraded lighting, ceiling fans, a private garage, and driveway parking. A second-story deck adds desirable outdoor living space—for unwinding, entertaining, or enjoying fresh air without leaving home. The three-level floor plans offer flexibility for a range of living arrangements, with ample space for residents, guests, or work-from-home needs. Separate homes side by side provide the convenience of nearby ownership while preserving the independence of each residence. Looking for an owner-occupied investment opportunity? Make one townhome your personal residence and explore renting the neighboring home for supplemental income. Prefer a fully investment-focused purchase? Rent both townhomes and build a two-property portfolio with new construction. Either approach offers options for long-term ownership and potential income generation. A compelling opportunity for buyers who value spacious floor plans, modern finishes, garage parking, driveway parking, outdoor living space, and the versatility of two residences sold together. Purchase both, choose your strategy, and make the most of this distinctive new-construction offering!

2001 Azalea Avenue, Central Portsmouth
1007 Green Street Street, Central Portsmouth
$1,450,000
10658154 MLS
Come and see this first! These gorgeous mostly renovated units have tons of natural light throughout and a large living room. The kitchens have newer cabinetry and stainless steel appliances. These super clean / move in ready units boast fresh paint, LVP flooring, carpet, new bathrooms, and washer / dryer hookups provided. Check this 12 plex out before its gone! 12 Units for sale, 8/12 units currently occupied / rented, 2 are currently available for rent, 2 being left needing a full turn. There is still plenty of meat on the bone here, the current plan would leave one unit needing a full rehab.

1007 Green Street Street, Central Portsmouth
1420 Chestnut Street, Central Portsmouth
$2,500,000
10658206 MLS
Income producing property. Current owner is interested in a sale-leaseback transaction. The income comes from the office buildings plus a 65 space parking lot for big rigs. The owner is prepared to rent the office space for $112,970 per year and the current income from parking revenue is $132,000 per year. Excellent investment opportunity or a Section 1031 Exchange. Property is located close to the port and has been used for parking big rigs for many years. A 6-foot fence surrounds this rear parking lot and is accessed 24/7 by a remote control gate. Owner has been operating a business in this location for the past ten years.

1420 Chestnut Street, Central Portsmouth
4533 Wake Forest Road, Northwest Portsmouth
$540,000
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 $4,050 lender credit based on a loan amount of $540,000! 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
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
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
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 a new roof, 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
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
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
12 N Eleanor Ct N Court, Central Portsmouth
$729,900
4 Beds ⋅ 3 Baths ⋅ 10652054 MLS
Discover lakefront living in desirable Crystal Lakes! This impressive all-brick home offers over 5,000 sq. ft. with 4 bedrooms plus a spacious loft. Enjoy an updated kitchen with modern appliances newer flooring, a bright sunroom, and a private deck off the bedroom. Outdoor living shines with a pavilion, expansive concrete patio, and direct lake access—Great for entertaining, relaxing, and enjoying beautiful waterfront views. A rare opportunity!

12 N Eleanor Ct N Court, Central Portsmouth
1601 Elm Avenue, Central Portsmouth
$599,999
10651878 MLS
Fully rented quad offering immediate cash flow with total rental income of $5,550 per month. The property underwent an extensive top-to-bottom rehab approximately 5 years ago, with improvements including stainless steel appliances, granite countertops, new cabinetry, updated flooring, bathtubs, toilets, and more. Rents total $5,625 total monthly and tenants are responsible for paying all utilities. Building sqft per tax records, apt sqft. est

1601 Elm Avenue, Central Portsmouth
1205 Airline Boulevard, Central Portsmouth
$625,000
10649494 MLS
Rare opportunity to own an automobile repair business. Equipment included. Has been in business for over 40 years. Located on a quarter-acre with three bays and approx. 15,000 vpd. Please do not disturb the tenant! Zoned C-2. Owner will consider carryig 2nd mortgage

1205 Airline Boulevard, 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
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
3736 Turnpike Road, Central Portsmouth
$1,000,000
10606072 MLS
Due to confidentiality of the residents, only pre-qualified buyers for showings please! Assisted Living facility approved for 32 beds! Located at the intersection of Turnpike Rd and Utah St., this property sits on .8 acres. Large corner lot has potential for expansion. Please do not disturb the tenant!

3736 Turnpike Road, Central Portsmouth
1601 Marshall Avenue, Central Portsmouth
$1,700,000
10546046 MLS
This property is being SOLD AS IS.

1601 Marshall 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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