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14 Parkview Avenue, Central Portsmouth
$449,414
5 Beds ⋅ 3.1 Baths ⋅ 10659521 MLS
Discover the charm of a beautifully restored 121-year-old home at 14 Parkview. Blending historic character with modern updates, this home features original architectural details, a brand-new roof, new HVAC system, new windows, and a completely remodeled interior. The updated kitchen includes an installed stove and microwave, while the finished third floor provides additional living space and versatility. Conveniently located near Naval Hospital, shopping, dining, and major interstates, this home offers character, comfort, and everyday convenience. Schedule your private showing today!

14 Parkview Avenue, Central Portsmouth
2607 Hickory Street, Central Portsmouth
$350,000
4 Beds ⋅ 3 Baths ⋅ 10659537 MLS
Welcome to your dream home in Portsmouth, VA! This stunning new construction boasts 4 bedrooms and 3 bathrooms, offering spacious comfort and modern elegance. Admire the exquisite tray ceilings that adorn the kitchen and the first-floor bedroom, adding a touch of architectural charm.Step into the master suite and indulge in luxury with its beautiful walk-in shower, perfect for unwinding after a long day. This meticulously crafted home is designed for both style and functionality, promising a lifestyle of comfort and convenience.Don't miss out on this opportunity – homes like this don't stay on the market for long! Come and make this exquisite property yours today and start living your dream in Portsmouth, VA.

2607 Hickory Street, Central 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. Ideal for 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—perfect 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
361 Court Street, Central Portsmouth
$389,000
4 Beds ⋅ 2 Baths ⋅ 10658880 MLS
Some homes offer history. This one invites you to become part of it. Built in 1860, the same year Abraham Lincoln was elected President, this beautifully maintained Federal-style home blends timeless character with thoughtful updates in the heart of Olde Towne Portsmouth. Original pine floors, refreshed bathrooms, and an updated kitchen with solid surface countertops and quality cabinetry preserve the home’s character while providing the comforts of modern living. Recent improvements include a new HVAC system (2023) and updated sewer and water lines for added peace of mind. A rare double lot creates a private, fenced backyard with an oversized shed featuring electric and water. Located on one of Olde Towne’s most historic streets with convenient off-street parking and just blocks from local restaurants, shops, and entertainment, this is an opportunity to become the next steward of a remarkable piece of Portsmouth’s history.

361 Court Street, Central Portsmouth
201 Wynn Street, Central Portsmouth
$350,000
4 Beds ⋅ 2 Baths ⋅ 10657733 MLS
Nestled in the historic Cavalier Manor, this 4 bed/2 bath home is the ideal starter home or even the next step up with its flexible living space. The converted garage is the ideal flex space as a 5th bedroom, game room, TV hangout, kid's play room, or hobby spot. Mature trees and landscaping tell you "Relax! You don't have to spend time taking care of us!" It's simplicity and it's space to grow. Your laundry closet keeps things neat and tidy in the flex room. And if the idea of house-hacking to help offset the mortgage is intriguing, a private rear entrance can be an attractive option for finding a roommate while maintaining your own privacy. The kitchen got what it asked for: a brand new electric range along with a 2024 retrofitting of new cabinets and granite counters w/ SS appliance package. Drift outside the rear sliding doors to your spacious back yard (oh, a rear deck would go perfectly there!) surrounded by a new 7 ft tall wooden privacy fence and a wide gate that invites your boat, RV, or trailer to take refuge out of the public view. What matters most is savings in these tough times: A newer roof (5-10 yrs new), a 2025 HVAC system, 2023 hot water heater means less to worry about down the road. Cavalier Manor is a sought-after community that provides convenience as it's situated just 5 mins from Rivers Casino, Lowes, I-264, and Victory Shopping Center. Just 6 minutes from I-64. 215 Wynn Street is a home which offers so much: Value, flexibility, security. (Oh yeah, it has a security system as well!)

201 Wynn Street, Central Portsmouth
449 Dinwiddie Street, Central Portsmouth
$398,000
4 Beds ⋅ 3.1 Baths ⋅ 10657598 MLS
Welcome to 449 Dinwiddie St - a beautiful, 2714 sqft home in the historic Olde Towne district of Portsmouth. With 4 bedrooms and 3.5 bathrooms, this home provides a spacious layout set over 3 levels, plus basement - a rare find! Modernly updated whilst maintaining its historic charm, it is close to shopping, dining, major interstates and schools - this home is in a prime location! Schedule your showing today!

449 Dinwiddie Street, Central Portsmouth
1721 Barron Street, Central Portsmouth
$375,000
4 Beds ⋅ 3.1 Baths ⋅ 10657340 MLS
This is what you have been waiting for! Gorgeous renovated 4 bedroom 3.5 bath home, boasts of laminate flooring, granite countertops, new roof , new duct work and some new plumbing & electrical.2 master bedrooms- 1st floor master can be in-law suite or flex room. All bedrooms are great in size.Seller offering 2 year home warranty. This is a must see!

1721 Barron Street, Central Portsmouth
610 Phillips Avenue, Central Portsmouth
$355,000
4 Beds ⋅ 2.1 Baths ⋅ 10656527 MLS
Experience modern living in this newly constructed home. Featuring expansive living areas, it offers the perfect setting for both entertaining guests and everyday relaxation. The open-concept, contemporary kitchen is thoughtfully designed with sleek finishes and meticulous attention to detail. Retreat to the inviting primary suite for rest and rejuvenation after a long day. Attached garage and ample closet space throughout the home ensure all your storage needs are easily met. Don't miss this exceptional opportunity to own a beautifully finished, home to be complete at the end of November! Close to interstates, bases, and shopping!

610 Phillips 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
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
408 Court Street, Central Portsmouth
$399,900
4 Beds ⋅ 3 Baths ⋅ 10653765 MLS
Live in the heart of historic Olde Towne Portsmouth at 408 Court Street. Enjoy stunning historic details including original Victorian wavy cylinder glass windows, soaring ceilings, and authentic period millwork. The interior boasts gorgeous pocket doors, gas radiant heat, dual-zone high-velocity central air, and a unique library with a ladder and backlit panels. A bright kitchen features a Dacor professional gas range and anchors a layout ready for your personal updates. Outside, a primary suite deck with a spiral staircase leads to a fully fenced backyard with a large workshop and shed. Experience the peak of Olde Towne living moments strolling along the waterfront. Spend weekends at the Saturday farmers market, catching Pavilion concerts, visiting the local brewery and new winery. This premier location offers an effortless commute to the Naval Hospital, USCG installations, and regional bases. Plus, the Elizabeth River Ferry is nearby for seamless access to Norfolk.

408 Court Street, Central Portsmouth
2212 Calvary Court, Central Portsmouth
$359,900
4 Beds ⋅ 3 Baths ⋅ 10653392 MLS
NEW CONSTRUCTION 4 Bedrooms 3 Baths

2212 Calvary Court, 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
1510 Parker Avenue, Central Portsmouth
$459,000
10652031 MLS
Exceptional investment opportunity in Portsmouth! This updated triplex features a spacious 3 bed, 2 bath detached home alongside a 2 bed, 1 bath unit and a 1 bed, 1 bath unit perfect for maximizing rental income or flexible living arrangements. Each unit is well appointed and separate utility meters for ease of management. The property also includes a detached garage and sits on a large lot, offering added value and potential. Ideal for investors, owner occupants, house hackers, or multigenerational living. Live in one unit while generating income from the others or lease all three for strong cash flow.

1510 Parker Avenue, Central Portsmouth
320 London Street, Central Portsmouth
$385,000
10651284 MLS
Tremendous investment opportunity offered at a great price in Olde Towne Portsmouth! Ready for a buy and hold or update and dramatically increase equity. 3 Units: Building sq ft: 3,430, All units have central AC. All units have auto 1 yr renewal, 60 day renewal notice periodUnit 1A: 2 bedroom, 1 bath, sq ft. Rents for $1,500 a month*Lease end date 01/31/2025 Unit 2A: 1 bedroom, 1 bath, 700 sq ft. Rents for $800 a month (barely raised in 10 years)*Lease end date 10/31/2017 Unit 2B: 1 bedroom, 1 bath, 700 sq ft. Rents for $825 a month*Lease end date 03/31/2019Total Rental Income: $3,125

320 London Street, Central Portsmouth
1315 Spratley Street, Northwest Portsmouth
$396,500
4 Beds ⋅ 2.1 Baths ⋅ 10651000 MLS
Move-in ready with updated systems, newer appliances, and the opportunity for an eligible VA buyer to ASSUME the existing 5.75% VA loan. Waterfront home in Portsmouth’s Park View subdivision offers 4 bedrooms, 2.5 baths, and 1,904 sqft on a fenced 0.36-acre lot overlooking Owens Creek. Major systems have already been updated, with the roof, HVAC, and water heater all under 6 years old. Solar panels provide built-in energy savings. Recent improvements include added drainage pumps, a new front door, and a new glass back door with internal blinds. Dishwasher, washer, and refrigerator are approximately 2 years old. The kitchen features granite countertops and stainless steel appliances and opens to the breakfast area and great room. The primary suite includes a full ensuite bath, while a walk-in attic, walk-in closet, and built-in bar offer additional storage and character. Outside, enjoy the fenced yard, deck, attached garage, and creek views. Just minutes from boat docks and convenient to hospitals, military bases, and major interstates.

1315 Spratley Street, Northwest 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
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
2110 Nashville Avenue, Central Portsmouth
$381,000
4 Beds ⋅ 2.1 Baths ⋅ 10647810 MLS
Welcome to 2110 Nashville Ave., Portsmouth, VA! Built in 2022, this well-maintained 4-bedroom, 2.5-bath home offers modern construction, a spacious layout, and the peace of mind that comes with a newer home. The functional floor plan is ideal for everyday living and entertaining. The primary suite features two closets for exceptional storage, while the fourth bedroom includes a walk-in closet, offering added flexibility for family, guests, or a home office. Enjoy a backyard with plenty of space for cookouts, pets, play, or relaxing evenings. Conveniently located just minutes from Olde Towne Portsmouth, Rivers Casino, City Park, the Elizabeth River Ferry, the Norfolk Naval Shipyard, downtown Norfolk, major highways, and military installations. **Owner/Agent.**

2110 Nashville Avenue, 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
3329 Killian Ave Avenue, Central Portsmouth
$359,000
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
273 Elm Avenue, Central Portsmouth
$425,000
10640946 MLS
Renovated over/under duplex in the heart of Portsmouth! Located with easy access to highways, bases, shopping, and restaurants. Tenants in both units, photos from when it was vacant. Unit 1 has LVP flooring throughout the main living areas. This unit has 3 bedrooms and 1.5 bathrooms, kitchen, dining area, living room, and extra space for storage. The kitchen has beautiful quartz counters and stainless appliances. Unit 2 has LVP flooring throughout the main living areas. This unit has 3 bedrooms, 2 bathrooms, kitchen, dining area, and living room. The primary bedroom has an attached bathroom. The kitchen has beautiful quartz counters, stainless appliances, and a pantry. All appliances convey. Come see it today!

273 Elm Avenue, 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

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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