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738 Douglas Avenue, Central Portsmouth
$325,000
5 Beds ⋅ 2.1 Baths ⋅ 10656882 MLS
Welcome to this spacious 5 bedroom, 2.5 bath home in Portsmouth offering approximately 2,866 square feet of living space. With 11 rooms throughout, the home provides a versatile layout with plenty of space for living, entertaining, working from home, or additional storage. The spacious backyard offers even more room to enjoy the property outdoors. With generous interior space, multiple bedrooms, and a flexible floor plan, this home offers a variety of possibilities to fit your needs. Conveniently located near shopping, dining, major roadways, and local amenities.

738 Douglas Avenue, Central Portsmouth
454 Florida Avenue Unit E, Central Portsmouth
$95,000
1 Beds ⋅ 1 Baths ⋅ 10655957 MLS
Discover this beautifully updated 1-bedroom, 1-bath condo in Portsmouth's established Port Norfolk neighborhood! Featuring extensive improvements completed in 2026, this move-in-ready residence offers a refreshed interior and numerous recent upgrades. Updates include new flooring throughout, new kitchen cabinets, fresh interior paint, new baseboards, and an updated bathroom featuring a new vanity and tile. Additional improvements include a new water heater installed in August 2026 and an AC system installed in August 2024, with professional inspections completed in 2025 and 2026. A plumbing inspection was also completed in June 2026. The functional floor plan offers comfortable living space, while a private balcony and assigned parking add convenience. With its extensive updates and convenient Portsmouth location, this condo offers an excellent opportunity to enjoy low-maintenance living. Schedule your showing today!

454 Florida Avenue Unit E, Central Portsmouth
203 Bonney Terrace, Central Portsmouth
$255,000
3 Beds ⋅ 1.1 Baths ⋅ 10655192 MLS
Welcome to this charming brick ranch tucked away on a quiet dead-end street in Portsmouth’s Shea Terrace neighborhood! Built in 1955 and offering over 1,500 square feet, this home is filled with character and possibilities. Enjoy beautiful original hardwood floors, a cozy gas fireplace, a formal dining room with chair rail molding, and a converted garage that provides additional living space. The kitchen features granite countertops, and all appliances convey. Additional highlights include a welcoming front porch, a jetted tub, and a roof replaced in 2016. Conveniently located just minutes from the Naval Medical Center Portsmouth, Norfolk Naval Shipyard, and major interstates. The home is being sold as-is and needs a little TLC, making it a wonderful opportunity to add your personal touches and make it your own. Don’t miss out—schedule your showing today!

203 Bonney Terrace, Central Portsmouth
138 Linden Avenue, Central Portsmouth
$310,000
4 Beds ⋅ 2 Baths ⋅ 10655242 MLS
Historic charm meets spacious living! This beautifully maintained three-story home offers the character and craftsmanship of a historic property with the space today's buyers are looking for. Featuring generously sized living areas and large bedrooms, there is plenty of room to spread out, relax, and entertain. The inviting exterior features a covered front porch, white columns, detailed trim, and a fenced yard. Inside, the spacious living room showcases hardwood floors, an ornate fireplace with detailed mantel, decorative molding, and abundant natural light. The updated kitchen features white cabinetry, stainless steel appliances, granite countertops, tile backsplash, and recessed lighting. Additional architectural details throughout add to the home's distinctive character. On the second floor, you will find 3 substantial bedrooms and an office. The third floor is finished with new carpet installed. Great for a 4th bedroom, bonus room, or storage. Schedule your private showing today!

138 Linden Avenue, Central Portsmouth
528 Broad Street, Central Portsmouth
$221,910
5 Beds ⋅ 2 Baths ⋅ 10654482 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE CITY ASSESSMENT, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. 2 story historic home with approx. 2014 sq. ft., 5 bedroom, 2 bath and a 0.13-acre lot. Live on-site auction: Saturday, Nov 14, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium is added to the accepted high bid to determine the contract price. Successful bidder must provide a $10,000 deposit and close within 30–45 days. Property offered as-is, where-is, with all faults and no financing, appraisal, inspection or other contingencies. Traditional pre-auction real estate offers may be considered until 48 hours before the live auction. Bidders must be registered by Thursday November 12th 2026 at 5pm. Sealed absentee bidding available under published auction terms. Complete inspections, financing arrangements and due diligence before bidding. Auction documents available from the listing agent.

528 Broad Street, Central Portsmouth
221 Mt Vernon Avenue, Central Portsmouth
$325,000
4 Beds ⋅ 2 Baths ⋅ 10655005 MLS
Step into timeless elegance with this fully renovated historic home, where classic architectural details blend seamlessly with today’s most sought-after modern conveniences. From the beautifully restored original woodwork and hardwood floors to the state-of-the-art kitchen and spa-inspired bathrooms, every inch of this home has been thoughtfully updated to honor its rich heritage while offering the comfort and functionality of contemporary living. This is your rare opportunity to enjoy the charm of a bygone era with all the amenities of a brand-new home. Luxurious primary suite with walk-in closet and modern ensuite. Gourmet kitchen with stainless steel appliances and granite countertops New plumbing, electrical, HVAC systems, Roof, Flooring, Bathrooms to name a few.

221 Mt Vernon Avenue, Central Portsmouth
1 Crawford Circle Unit 906, Central Portsmouth
$220,000
2 Beds ⋅ 1.1 Baths ⋅ 10654823 MLS
Experience elevated city living in the heart of Downtown Portsmouth! Located within  walking  distance to the Naval Medical Center Portsmouth and directly across from the Elizabeth River, This oversized 9th-floor condo offers expansive views of the harbor and city skyline. Enjoy a evening concert at the Portsmouth Pavilion, or watch a film at the historic Commodore Theatre, spend an afternoon at the Children’s Museum, or explore the dozens of established restaurants just outside your door. Best of all, the condo fee covers electricity, water, sewer, gas, trash, cable, security, and pool access—no separate utility bills!

1 Crawford Circle Unit 906, 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
218 Florida Avenue, Central Portsmouth
$227,000
3 Beds ⋅ 2 Baths ⋅ 10654235 MLS
A cozy 3-bedroom ranch home full of potential! Has an eat-in kitchen with stainless steel appliances and a private deck design for relaxing or entertaining family and friends. Outdoors, you’ll find a detached garage with alley access. Sold as-is and was newly renovated in 2022. Needing just a few minor touches, this home is a fantastic opportunity to add your own personal style. Ideally located just two blocks from the Port Norfolk with ease of access near shopping, dining and interstate. Contact LA-1 with questions. *Some photos are virtually enhanced or staged.*

218 Florida Avenue, Central Portsmouth
709 South Street, Central Portsmouth
$190,000
2 Beds ⋅ 2.1 Baths ⋅ 10653852 MLS
Historic charm meets modern living in this beautiful Portsmouth home! Featuring an open, light-filled layout with spacious living areas, a stylish kitchen, generous bedrooms, and brand-new carpet throughout. Enjoy relaxing on the inviting front porch or in the private backyard space. Ideally located just minutes from Olde Towne, dining, naval bases, and major highways. Perfect for first-time buyers or investors!

709 South Street, Central Portsmouth
408 Court Street, Central Portsmouth
$390,000
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
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
306 Worthington Square, Central Portsmouth
$279,000
3 Beds ⋅ 1.2 Baths ⋅ 10652878 MLS
Rare Find! Convenient Waterfront Living at an Affordable Price! Opportunities like this don’t come along often! Condos in this sought-after waterfront community rarely hit the market, especially one of this size. Fresh paint & new flooring create a bright, inviting, move-in-ready space you’ll be proud to call home. Add a prime waterfront location & surprisingly low condo fees, & it’s easy to see why owners love to stay! Enjoy the best of Portsmouth’s revitalized waterfront district, just 1 block from the Naval Medical Center, marina, & ferry service to Norfolk’s Waterside District. Head to High Street, just a few blocks away, for an exciting mix of restaurants, entertainment, museums, street vendors, concerts, fireworks, cruise ship docks, & more. Convenient access to the Norfolk Naval Shipyard & 3 major interstate connectors, getting around Hampton Roads is a breeze. Don’t miss your chance to enjoy the charm of waterfront living & the lifestyle you deserve in this terrific home!

306 Worthington Square, 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
1914 North Street, Central Portsmouth
$269,900
4 Beds ⋅ 2 Baths ⋅ 10651633 MLS
This beautifully renovated 4-bedroom, 2-bath home blends historic charm with modern updates. Features include a new kitchen with granite countertops and stainless steel appliances, updated bathrooms, new flooring, fresh paint, and updated lighting throughout. The spacious layout offers comfortable living, and the property is conveniently located near shopping, dining, schools, and major highways. Washer & Dryer to convey.

1914 North Street, Central Portsmouth
1700 Mcdaniel Street, Central Portsmouth
$267,500
3 Beds ⋅ 2 Baths ⋅ 10651779 MLS
This move-in-ready 3+ Bedroom Colonial is updated & ready for you! With updated finishes and flexible space, this Colonial offers three bedrooms plus a bonus room (no closet) that would be great for a home office, guest space, or craft room. Fresh paint and new carpet create a clean, inviting interior. Enjoy a spacious family room and a separate formal living room for flexible living and entertaining. The kitchen features a gas stove and a built-in microwave, a pantry & HVAC closet. Plenty of room for a butler's pantry or baker's rack! Both full bathrooms have some updates. All the bedrooms have a ceiling fan for added comfort. Outside, sit on the porch or relax on the deck and take advantage of the oversized, spacious corner lot. A true delight for the gardener. New Off-Street Parking gravel pad. A six-month-old architectural roof adds peace of mind. Storage sheds convey As-Is - seller to pay up to 3% of buyer's closing costs as a credit.

1700 Mcdaniel Street, Central Portsmouth
111 High Street Unit 402, Central Portsmouth
$139,900
2 Beds ⋅ 2.1 Baths ⋅ 10651744 MLS
Quiant 2-bedroom, 2-bath condo in the heart of Downtown Portsmouth! This home features an open floor plan with kitchen, dining, and living areas. Building amenities include secured code access, covered parking garage, elevator, and storage. Condo fee covers water, sewer, trash, secured parking, and building/flood insurance. Conveniently located near the Elizabeth River Ferry, Downtown Tunnel, interstates, Portsmouth Naval Medical Center, shops, restaurants, and Olde Towne attractions. Easy access with the Olde Towne shuttle. Enjoy city living with comfort and convenience

111 High Street Unit 402, 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
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
4 Sandie Point Lane Unit B, Central Portsmouth
$375,000
3 Beds ⋅ 3.1 Baths ⋅ 10650393 MLS
Come check out this beautiful townhome with 3 primary suites, including a first floor suite and one with a 3rd floor view of the Elizabeth River! The rear of the home features views of the river while the front of the home looks out onto the shared park space. The community dock sits on about 12-15 feet of water depth, so it's perfect for any level of fisher! There is a functional elevator that connects the first and second floor. Call today for your private showing!

4 Sandie Point Lane Unit B, Central Portsmouth
516 Mt Vernon Avenue, Central Portsmouth
$365,000
5 Beds ⋅ 3 Baths ⋅ 10650048 MLS
Spacious 1915 Portsmouth home in a historic area, blending timeless character with modern updates. Renovated in 2022, this home features 9-foot ceilings, generous living spaces, two lofts on the second floor, and a balcony accessible from the loft. The spacious backyard offers plenty of potential for entertaining, gardening, or creating your own outdoor retreat. A wonderful opportunity to enjoy historic charm with modern updates in a convenient Portsmouth location! Just minutes from Portsmouth Naval Medical Center and the Norfolk Navel Shipyard.

516 Mt Vernon Avenue, Central Portsmouth
257 Maryland Avenue, Central Portsmouth
$298,000
3 Beds ⋅ 1.1 Baths ⋅ 10650164 MLS
Discover the soul of Historic Port Norfolk in this timeless retreat. Relax on the expansive front porch or enjoy entertaining this summer in a spacious backyard, perfect for gardening and recreation. Ideally situated near the Elizabeth River, this home offers close proximity to the water and local parks. This community provides a unique blend of historic charm and coastal serenity. Experience a slower pace of life with easy access to all of Hampton Roads. Your sanctuary awaits. *Rooms depicted with furniture have been virtually staged.

257 Maryland Avenue, 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
734 Mt Vernon Avenue, Central Portsmouth
$284,500
4 Beds ⋅ 2 Baths ⋅ 10649005 MLS
Welcome to the heart of Port Norfolk! This home offers a spacious backyard, picket fence, privacy fence, front porch, and rear deck. Inside, tall ceilings and an open floor plan create a bright, spacious feel, complemented by custom wall trim and thoughtful finishes throughout. The kitchen features granite countertops and stainless steel appliances. A first-floor bedroom includes an ensuite bath with a custom-tiled walk-in shower and walk-in closet. Upstairs, you'll find an oversized custom-tiled bathroom and additional living space. Conveniently located near dining, shopping, and everything Port Norfolk has to offer, with easy access to the surrounding Hampton Roads area. Enjoy plenty of indoor and outdoor space in one of Portsmouth's established neighborhoods.

734 Mt Vernon Avenue, Central Portsmouth
1 Crawford Parkway Unit 1702, Central Portsmouth
$295,500
3 Beds ⋅ 3 Baths ⋅ 10647701 MLS
Located in the heart of Downtown Portsmouth within half a mile of the Naval Hospital, restaurants, and across the street from the Elizabeth River, enjoy expansive views of the harbor and the city skyline in this 17th floor, oversized condo with fresh paint and newer flooring. Catch a show at the Portsmouth Pavilion, a film at the historic Commodore Theatre, or an afternoon at the Children's Museum. Dozens of well-established restaurants are just outside your door. Condo fee covers 100% of everything: Electric, Water Sewer, Gas, Trash, Cable, Security, Pool, No Other Bills!!!

1 Crawford Parkway Unit 1702, Central Portsmouth
601 Mt Vernon Avenue, Central Portsmouth
$199,999
4 Beds ⋅ 2 Baths ⋅ 10647793 MLS

601 Mt Vernon Avenue, Central Portsmouth
105 Lynn Drive, Central Portsmouth
$285,500
3 Beds ⋅ 1 Baths ⋅ 10647558 MLS
Welcome home to this well-maintained 3-bedroom brick ranch offering timeless character, solid construction, and a brand-new roof for added peace of mind. Beautiful hardwood floors flow through much of the home, while the spacious living room and generously sized kitchen provide comfortable everyday living and plenty of room to make it your own. Enjoy mornings on the large covered front porch and evenings in the fenced backyard. The attached garage offers finished walls, abundant storage, a utility sink, and a convenient laundry area, making it a functional extension of the home. Pride of ownership is evident throughout this classic home, offering a wonderful opportunity for its next owner to personalize at their own pace while enjoying a property that has been thoughtfully maintained over the years.

105 Lynn Drive, Central Portsmouth
347 Hamilton Avenue, Central Portsmouth
$210,000
3 Beds ⋅ 1.1 Baths ⋅ 10646576 MLS
Classic Craftsman Bungalow with Timeless Character! Step into this charming 3-bedroom Craftsman filled with original details, including hardwood floors, rich wood doors, built-in cabinetry, a farmhouse sink, and vintage porcelain bath fixtures. Relax on the spacious screened front porch, cooled by breezes from the nearby Elizabeth River. The thoughtful floor plan separates the bedroom wing for added privacy, and the central hallway carries a unique piece of WWII history. The kitchen offers the perfect opportunity to preserve its historic charm or create your dream space. Features include tall ceilings, oversized windows, Craftsman columns, separate utility/laundry room with additional toilet, detached workshop/storage building with wood-burning stove, and mature shade trees. A rare opportunity to own a home full of authentic character, quality craftsmanship, and endless potential.

347 Hamilton Avenue, Central Portsmouth
2732 Greenwood Drive, Central Portsmouth
$296,900
4 Beds ⋅ 2 Baths ⋅ 10646807 MLS
Charming, updated, and ready for its next chapter! This adorable cottage-style home has been freshly painted and features a brand-new HVAC system, making it truly move-in ready. Offering 4 bedrooms and 2 full bathrooms, it combines classic character with everyday functionality. Enjoy the convenience of a dedicated laundry room, detached garage, and a spacious fenced backyard with plenty of room for entertaining, gardening, pets, or play. Ideally located near Bid-A-Wee Golf Course and the new casino, you’ll enjoy easy access to recreation, dining, and entertainment while still coming home to a cozy neighborhood feel. Don’t miss your chance to make this charming home your own!

2732 Greenwood Drive, Central Portsmouth
21 Greenbrier Road, Central Portsmouth
$324,500
3 Beds ⋅ 2 Baths ⋅ 10646657 MLS
Beautifully renovated Cape Cod, nestled in a quiet neighborhood near the Elizabeth River! All details thoughtfully updated for modern living..new roof, new gutters, & a high-efficiency Trane gas pack w/ gas heat & a new gas water heater. Inside, enjoy durable LVP flooring through the main living areas, plush carpet in the bedrooms, & a stunning kitchen featuring quartz countertops, a gas stove, & brand-new appliances. The main floor includes 2 generous sized bedrooms, a full bathroom, including a large multi-purpose laundry room packed w/ valuable storage. Upstairs, the dedicated 2nd-floor primary suite offers a spacious retreat w/ a large walk-in closet & custom tile shower surrounds. Step outside to your 12x20 covered back deck overlooking an expansive backyard. The oversized detached two-car garage is a craftsman’s dream with workshop potential & abundant walk-up attic storage. Convenient to shopping, dining, military bases, and interstate access! Schedule your private tour today!

21 Greenbrier Road, 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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