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$749,000
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, Portsmouth
$319,900
4 Beds ⋅ 2.1 Baths ⋅ 10653381 MLS
Large, fully detached single family style home with a huge, privacy fenced yard with storage shed and separated garden . The loft has been professionally enclosed for a TRUE 4 bedroom home. Home was updated throughout in 2022 to include new flooring, fresh paint, new lighting, new hardware, and a gorgeous kitchen with white cabinets, new quartz countertops, and stainless steel appliances. Located on a cul-de-sac with no through traffic. Amenities include pool, clubhouse, ground maintenance and playgrounds across the street. Highly desirable Churchland schools! ALL appliances, including washer and dryer convey, making this one truly move in ready! Make this one yours.

8 Creekside Court, 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, Portsmouth
$139,900
2 Beds ⋅ 2 Baths ⋅ 10653637 MLS
Welcome to this 2nd story condo offering a spacious, but cozy floor plan, wonderful for both relaxing & entertaining, the 2-bedrooms are well sized with 2-full baths. Relax by the fireplace or enjoy the outdoors on the front or back balconies. This home has lots of possibilities & is being sold in "AS IS" Condition. Just personalize and ENJOY! You'll be near Interstates, Tunnels, Shipyards, Coast Guard Base, Joint Force Command, Medical Facilities, Restaurants, Schools, Parks, Ballfields and much more. No repairs will be made. Tenant till 11/30/26. Stairs, Deck & Balconies need repair & or Replaced. Don't miss the chance to make this home yours!

3700 Towne Point Road Unit B, Portsmouth
$297,996
3 Beds ⋅ 2 Baths ⋅ 10653604 MLS
Welcome home to easy and low-maintenance living in this 3-bedroom, 2-bath condo! The primary suite features a private bath, while two additional bedrooms provide plenty of flexibility. Recent upgrades include recessed lighting, a wall safe, new stove, updated kitchen countertops, a new energy-efficient sliding glass door, new dishwasher in 2026, and newly painted throughout in 2026. The kitchen also features a tile backsplash, stainless steel appliances, and a pass-through to the living area. Enjoy a dining nook with wainscoting, hardwood-look flooring, and a one-car attached garage. Have peace of mind guaranteed - with high-efficiency HVAC mfr date of 2022. HOA amenities include a clubhouse, pool, playgrounds, walking paths, and ground maintenance. Conveniently located near military bases, shopping, dining, and major roadways.

1902 Sawgrass Lane, Portsmouth
$799,900
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, Portsmouth
$149,900
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, Portsmouth
$334,777
3 Beds ⋅ 2.1 Baths ⋅ 10651589 MLS
Welcome Home! Come in and enjoy maintenance free living. This is one of the largest homes in Sterling Cove so you have tons of living space. The eat-in-kitchen has all newer SS appliances, granite countertops, a bar that opens to the large yet cozy family room. Enjoy your ample sized primary suite being on the 1st floor, boasting duel sinks, separate shower and tub and a nice sized walk-in-closet. The second floor houses a huge loft that can be used as a 2nd family room, along with 2 additional large bedrooms with their own walk-in-closets. Call today for your personal tour. Property is in a 55+neighborhood however can be bought by someone under 55 if certain criteria is met.

3123 Sterling Way Unit 12, Portsmouth
$425,000
3 Beds ⋅ 2 Baths ⋅ 10650518 MLS
Built in 2006 on a corner lot in historic Olde Towne Portsmouth. 448 sets it's self apart with fully paid off solar panels, secret gardens, soaring 20 ft ceiling in living room w/2-story bay windows, Double sided gas fireplace that opens to both the living & dining rooms. The Modern kitchen has stainless steel appliances & tons of cabinets. 2 downstairs BR's and full bath w/granite countertop & tub/shower combo w/tile surround. Hardwood floor staircase leads to loft library office w/custom built in cabinets & with grand Fireplace with dramatic overlook to living room and bay windows. The huge primary suite has a large walk-in closet, 2 vanities w/granite, romantic soaking tub & tile shower. Utility room w/washer & dryer, newer water heater (2022), dual zone HVAC, storage shed, privacy fence. Exterior paint/trim touched up/ repaired 2026. Solar system conveys with low electric bills! Located minutes from the Naval Hospital, Coast Guard base, local restaurants, Commodore Theatre, Children's Museum of Virginia & the Portsmouth waterfront!

448 Washington Street, Portsmouth
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10648197 MLS
Welcome to 20 Centre Port Circle! Completely renovated in 2016, this beautifully maintained detached single-family condo in the desirable River Pointe community offers 3 bedrooms, 2.5 baths, approximately 1,664 square feet, and a 2-car garage. The 2016 renovation included the roof, windows, HVAC, water heater, and other major systems. Inside, enjoy hardwood flooring, granite countertops, stainless steel appliances, a fireplace, and a spacious primary suite. Step outside to a patio overlooking the community lake, creating a peaceful backdrop for relaxing or entertaining. River Pointe amenities include a clubhouse, pool, playgrounds, grounds maintenance, and trash pickup. Enjoy the privacy and feel of a detached home with the convenience of condo living.

20 Centre Port Circle, Portsmouth
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10646509 MLS
Rare opportunity to own a beautifully updated four-bedroom home on one of the largest double lots in the neighborhood! Located just steps from the Portsmouth Yacht Club and minutes from the charm of Olde Towne Portsmouth, this home offers the blend of space, convenience, and modern upgrades. Inside, you'll find two walk-in closets, an expansive open top floor with endless possibilities, and a stunning second-story balcony that's perfect for relaxing or entertaining. Major improvements include new carpet (7/2026), a new HVAC system (2026), roof (2023), paid-off solar panels (2023), water heater (2020), and gas range (2021), offering both comfort and peace of mind. Enjoy easy access to dining, shopping, waterfront attractions, and the nearby ferry for a convenient commute to downtown Norfolk. With its generous lot size, flexible living space, and extensive updates, this home is truly one of a kind.

51 Armstrong Street, Portsmouth
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10645559 MLS
Move-in ready 3-bedroom, 2.5-bath, two-story home offering over 2,000 square feet of comfortable living space! The spacious great room features a cozy fireplace and flows into the breakfast area and well-appointed kitchen with pantry. Upstairs, you'll find generous bedrooms plus attic storage. A standout feature is the screened-inporch—rare for this neighborhood—overlooking a fenced backyard with peaceful wooded marsh views, creating the perfect setting for relaxing or entertaining. Additional highlights include a large garage, driveway parking, whole-house water filtration and water softener system, and a cul-de-sac location. Enjoy low HOA fees with outstanding community amenities, including a clubhouse, pool, playground, and scenic walking trails. Don't miss this exceptional home that combines comfort, privacy, and convenience! Photos are virtually staged.

21 River Reach Close, Portsmouth
$319,900
2 Beds ⋅ 2.2 Baths ⋅ 10644949 MLS
Welcome to Crawford Bay Condos! Views of the Elizabeth River Harbor. This community is located along the river. Short distance to Downtown Portsmouth and the HRT ferry to Downtown Norfolk. 2 parking spots directly in front of unit. Open floor plan downstairs. New kitchen, cabinets and countertops. Real hardwood floors. NEW HVAC Units - One new unit services downstairs, and the other new unit services floors 2 and 3, enjoy the benefits of a brand new system for each floor. Windows were updated in 2022 per previous seller. Second floor features bedroom with en-suite full bath, loft/den with fireplace, balcony with views of the water. Third floor features primary bedroom with en-suite bath, large closets and plenty of storage. One of the best values in Portsmouth.

155 Crawford Parkway, Portsmouth
$359,900
3 Beds ⋅ 2.1 Baths ⋅ 10641339 MLS
STUNNING CONDO IN STERLING COVE! Welcome to 3124 Sterling Way, this meticulously updated 1,896 sq ft home has the ultimate layout for effortless, luxury living. This bright & airy end unit home has a highly coveted downstairs primary suite, features dramatic vaulted ceilings in the main living area that is perfectly complemented by a cozy fireplace with an elegant custom marble surround. The heart of the home features a fully remodeled kitchen with pristine quartz countertops, tiled backsplash, added island, new cabinetry & shimmering hardwood floors that flow seamlessly throughout the entire lower level. You'll get the natural light of a premium end-unit while sipping your morning coffee in the breakfast nook.The convenience continues into the utility room packed with extra storage. Retreat to your main-level primary oasis showcasing a completely transformed, spa-like master bath & a walk-in closet with custom cabinetry. Home has a newer premium stair glide that leads you to your spacious upstairs bedrooms and full bath. Enjoy your afternoons sitting on the deck overlooking beautiful green space. Never worry about lawn care again - that's covered by the association. Conveniently located in Churchland near grocery stores, restaurants, banks and interstate. .

3124 Sterling Way Unit 55, Portsmouth
$350,000
5 Beds ⋅ 2 Baths ⋅ 10635424 MLS
spacious 5-bedroom, 2-bath home featuring a brand-new roof installed in 2026! The flexible floor plan offers a primary bedroom with full bath on the first floor, along with an additional bedroom downstairs. Perfect for guests, multi-generational living, or a home office. Upstairs, you’ll find three additional bedrooms providing plenty of space for everyone. Situated on a desirable corner lot, this property also includes a detached 2-car garage. Conveniently located near schools, hospitals, military bases, the Midtown and Downtown Tunnels, as well as popular restaurants, museums, and parks. This home offers both comfort and accessibility.

3510 Hartford Street, Portsmouth
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10617801 MLS
ENJOY CAREFREE CONDO LIVING IN THE EXCEPTIONALLY WELL MAINTAINED 55+ COMMUNITY OF STERLING COVE. TUCKED-IN ON A QUIET CUL-DE-SAC THIS HOME OFFERS 3 BDRMS, 2.5 BATHS, ELEGANT 2-STORY FOYER, LARGE EAT-IN-KITCHEN w/AMPLE CABINETS FLOWS SEAMLESSLY INTO A SPACIOUS GREAT RM w/CATHEDRAL CEILING & COZY GAS FP, 1ST FLOOR PRIMARY SUITE HAS WALK-IN CLOSET, BATH w/DOUBLE SINK VANITY, SHOWER & FABULOUS STEP-IN PREMIER SHOWER/TUB PROVIDES EXTRA SAFETY. DECK OFF OF GREAT RM. CONDO FEE COVERS EXTERIOR & GROUNDS MAINTENANCE, CRAWL SPACE, ROOF & WINDOWS. COMMUNITY AMENITIES-POOL, CLUBHOUSE, GAZEBO ON LOVELY MARSH OF STERN'S CREEK. LOCATED MINUTES FROM SENTARA/BON SECOURS MEDICAL & EMERGENCY FACILITIES, I664, RESTAURANTS & GROCERY. The 20%  rule for allowing residents under the age of 55 has not been met, so this property may be purchased by an individual under the age of 55 years.

3136 Sterling Way, 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.