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$410,000
10644433 MLS
Investment opportunity in the heart of Olde Towne Portsmouth. This 4-unit building blends historic character with modern updates. The property features classic Victorian charm, abundant natural light, a large covered front porch, back deck, balcony, and generous outdoor space for residents to enjoy. Recent renovations include updated kitchens, bathrooms, flooring, doors, and fresh paint throughout. Upstairs Storage Area could convert to 5th Unit. Conveniently located near public transportation, including bus and ferry routes, with easy access to the Naval Shipyard, military bases, tunnels, interstates, and downtown Portsmouth. Enjoy being near local restaurants, the Children's Museum, waterfront attractions, and the popular Saturday farmers market.

444 Dinwiddie Street, Central Portsmouth

$378,000
4 Beds 2.1 Baths 10643828 MLS
Welcome to 3329 Killian Avenue, where comfort, style, and convenience come together! This beautifully maintained 4-bedroom, 2.5-bath home offers an open and inviting floor plan perfect for everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the generously sized primary suite features a private bath and walk-in closet. Enjoy a fully fenced backyard, attached garage, and move-in-ready interior. Conveniently located near shopping, dining, schools, military bases, and major highways. The seller is a professional dog breeder. For the safety and well-being of the animals, backyard access is limited and available by appointment only with the listing agent. Please do not enter the backyard without prior authorization. Schedule your private tour today!

3329 Killian Ave Avenue, Central Portsmouth

$364,900
5 Beds 2 Baths 10642999 MLS
Some homes check the boxes. This one raises the standard. From the moment you walk through the front door, the open-concept design creates a space that feels bright, inviting, and ready for everyday living or entertaining. At the center of it all is a stunning new kitchen featuring custom cabinetry, granite countertops, and brand-new appliances. The private primary suite offers a beautifully remodeled en-suite bath, while four additional bedrooms provide the flexibility for family, guests, a home office, or hobbies. Every major upgrade has already been completed, including a new roof, HVAC system, tankless water heater, concrete driveway, modern lighting, and recessed lights throughout. Outside, enjoy a spacious backyard with new front privacy fencing and rear chain-link fencing. Conveniently located near military bases, shipyards, shopping, dinning, and interstate access, this is the kind of home that surprises you in all the right ways-and one you need to experience in person.

1314 Wool Avenue, Central Portsmouth

$449,900
3 Beds 2.1 Baths 10643254 MLS
Experience luxury waterfront living at Admirals Landing in the heart of historic Olde Towne Portsmouth! This beautifully maintained 8th-floor condo offers 3 bedrooms, 2.5 baths, and breathtaking views of the Elizabeth River and Norfolk Waterside from two private balconies. The open floor plan features a spacious great room, 3rd bedroom/office, dining area, and kitchen with breakfast bar, great for entertaining or relaxing while taking in the waterfront scenery. Resort-style amenities include a pool, hot tub, fitness center, pickleball courts, club room, library, guest suite, private storage, and waterfront boardwalk access. Ideally located adjacent to the High Street Landing Ferry with convenient access to downtown Norfolk, Waterside dining, festivals, shopping, and entertainment.

475 Water Street Unit 802, Central Portsmouth

$359,900
3 Beds 2.1 Baths 10642379 MLS
Beautifully maintained two-story home in the heart of historic Olde Towne Portsmouth. Offering 1,620 square foot of well designed living space, this 3-bedroom, 2.5 bath residence blends timeless character with everyday comfort. Inside, you'll find inviting living spaces, a functional floor plan, and abundant natural light throughout. Upstairs, three spacious bedrooms provide comfort and privacy, while the 2.5 baths offer convenience for both family and guests. Step outside to enjoy the private courtyard - an ideal setting for morning coffee, outdoor dining, or relaxing after a stroll through one of Virginia's most charming historic neighborhoods. The home is available fully furnished with an acceptable offer; offering a rare turnkey opportunity. Located near waterfront, restaurants, shops, parks, entertainment, and the ferry to Norfolk. This home combines historic charm with the convenience of urban living. Don't miss the opportunity to own this Olde Towne home!

433 Glasgow Street, Central Portsmouth

$429,900
4 Beds 2.1 Baths 10641276 MLS
WOW!! Beautiful NEW CONSTRUCTION home offering 5 bedrooms, 2.5 bathrooms, and 2,500 sq ft of living space! This spacious home features a fireplace, modern finishes throughout, a LARGE FRONT PORCH, and a HUGE backyard that truly stands out! Step inside to find a bright and open layout with LVP flooring, carpeted bedrooms, and ceramic tile. The kitchen offers granite countertops, ample cabinet space, and a layout that flows perfectly into the main living areas. The primary suite and additional bedrooms provide plenty of room for everyday living, guests, or a home office setup. You’ll also love the ATTIC SPACE for extra storage or flexible use, plus a BONUS ROOM for additional living space or flexibility! SCHEDULE YOUR SHOWING TODAY! Located in Portsmouth with convenient access to shopping, dining, interstates, and more, this move-in-ready new construction home offers space and comfort all in one. Fenced-in backyard adds extra privacy and outdoor enjoyment! Don’t miss this one—SCHEDULE YOUR SHOWING TODAY!

67 Elm Avenue, Central Portsmouth

$350,000
4 Beds 3 Baths 10641681 MLS
Beautifully updated 4-bedroom, 3 full-bath home situated on a desirable corner lot in the heart of Portsmouth! Renovated within the past five years, this move-in-ready home offers a spacious, functional layout designed for comfortable everyday living. The kitchen features granite countertops and stainless steel appliances, while luxury vinyl plank flooring and plush carpet create a stylish, cohesive feel throughout. The generous primary suite includes a walk-in closet and private ensuite bath, and the bonus room provides flexible space for a home office, playroom, or media room. Major updates include a 2024 HVAC system, with the roof, windows, and water heater all less than five years old for added peace of mind. Enjoy the large, vinyl privacy-fenced backyard, attached one-car garage, and double-width driveway. Conveniently located near schools, shopping, dining, and major commuter routes, this home is ready for its next owner. Schedule your private showing today!

2216 Deep Creek Boulevard, Central Portsmouth

$361,000
4 Beds 2.1 Baths 10641393 MLS
Beautiful new construction two-story home with a classy modern design. This home features 4 bedrooms, 2.5 baths, including a primary suite with a tray ceiling and its own bath, giving privacy and luxury to whine down. Downstairs the kitchen is equipped with stainless steel appliances to include a microwave, dishwasher, and stove with stylish finishes that balance elegance and function. The open family room located just off the kitchen is complemented with wall trim, recessed lighting, and luxury vinyl flooring creating the perfect open space for entertaining or relaxing. The property is centrally located near the downtown waterfront with easy access to both tunnels. Don't miss this rare opportunity. An absolute must-see!! It's nearing completion and waiting for you to come home!

1619 King Street, Central Portsmouth

$350,000
10639458 MLS
Investor and owner-occupant opportunity in a designated Portsmouth Opportunity Zone. This 2-story duplex unlocks flexible income potential: run it as a traditional two-unit rental, or convert to the co-living model it was originally designed for, with up to 3 rentable rooms (2 up + 1 down). At approximately $800 per room market rent, the by-the-room scenario projects roughly $2,400 per month in gross potential income, giving an investor two paths to a strong cash-on-cash return. Three bedrooms and 2.5 baths across two stacked units. 2025 upgrades include luxury vinyl plank flooring and ductless mini-split systems, plus forced-air heat and central air. Eat-in kitchen, fireplace, covered patio, wood deck, fenced backyard, and a detached storage outbuilding. Low-maintenance vinyl and brick exterior. Public transportation is on the corner; the surrounding area is improving. All appliances convey.

1909 High 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

$560,000
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

$369,000
3 Beds 3 Baths 10628996 MLS
Tucked along a tranquil street, this home delivers curb appeal and modern upgrades. Warm neutral tones and rich hardwood floors give the home a polished and inviting energy. The renovated kitchen—white cabinetry, stainless appliances, and granite countertops—is functional and beautiful. The dine-in layout keeps the conversation flowing, whether hosting a dinner party or a weeknight meal. Retreat to the primary suite. The spa-inspired en-suite and 2 walk-in closets make coming home feel luxurious. Two additional bedrooms share an updated bathroom. A large basement offers flexible space. On nearly half an acre, the fully-fenced backyard is your private escape, relax on the expansive deck overlooking Owens Creek, cast a line from the water's edge, or take in the natural surroundings. A well-sized storage shed keeps your gear organized and ready for the next adventure. Ideally located near Naval Medical Center Portsmouth, with easy access to everything Hampton Roads has to offer. Back on market. No fault of sellers: buyers had a change in plans.

124 Armstrong Street, Central Portsmouth

$360,000
4 Beds 3 Baths 10627140 MLS
Come take a step into the kind of homeownership dream you’ve been waiting for—where timeless Victorian charm meets modern comfort in the heart of Portsmouth. This stunning home features 4 spacious bedrooms, two featuring private en suites - one of which sits on the 1st floor. Through the front door, you’re greeted by soaring ceilings, plenty of large windows pouring in natural light, with open living & dining spaces that feel both grand & inviting. The two large covered porches, give endless options for use & enjoyment! Don't miss out!This home has been well maintained beyond the surface - roof and HVAC (2020), encapsulated crawlspace includes dehumidifier and lighting so you'll never miss potential issues. New insulation installed throughout (2025) helps to maintain a comfortable temperature year-round—an exceptional benefit for a home of this size and character. You'll find electric wood burners in each fireplace, giving the same warm glow & cozy atmosphere as the real thing!

215 Webster 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.