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$315,000
4 Beds 2 Baths 10652460 MLS
Welcome to this beautifully updated 4-bedroom, 2-bath home located in a quiet Portsmouth neighborhood, just minutes from military bases, beaches, hospitals, shopping, dining, and other local amenities. This move-in-ready property offers the perfect blend of character, comfort, and peace of mind with numerous recent improvements throughout. Major updates include a new roof (2022), crawl space waterproofing, basement/crawl space sealing by Universal Pest, and a basement bio-disinfectant treatment (receipts available). Additional exterior improvements include chimney point molding repairs and new chimney caps. Inside, you’ll find fresh paint, brand-new carpet, new quarter round trim, a refinished fireplace, and a beautifully refinished upstairs bathroom. The kitchen has been updated with a new refrigerator and dishwasher, and a new washer is also included. With spacious bedrooms, updated finishes, and extensive maintenance already completed, this home is ready for its next owner to move i

4201 Winchester Drive, Central Portsmouth

$725,000
5 Beds 2.1 Baths 10652239 MLS
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

$337,400
10651865 MLS
Port Norfolk personality meets Portsmouth potential at 254 Maryland Avenue, a 2,164-square-foot duplex where historic character and flexible living create a compelling place to call home. Built in 1910, it pairs 9-foot ceilings, Andersen replacement windows and a Pella storm door. A floored attic, third-floor suite, spiral staircase and generous storage add dimension. Both units are tenant occupied with leases extending through 06/30/2027 and 11/1/2027, creating reliable revenue from day one. Outside, picture slow mornings on the front porch, dinners on the huge deck, and weekends across the massive patio and oversized privacy-fenced lot. Port Norfolk puts you near Olde Towne Portsmouth dining and shopping, including The Bier Garden, The Commodore and High Street destinations, while Naval Medical Center Portsmouth, the Midtown Tunnel and regional highways keep Hampton Roads connections convenient. While all of the appliances appear operational, they convey strictly AS-IS. Photos Virtually Staged. Historic style, smart space and serious versatility make this property memorable. Hurry to schedule a private viewing now before someone else buys YOUR INVESTMENT!

254 Maryland Avenue, Central Portsmouth

$268,900
3 Beds 1.1 Baths 10652224 MLS
Move-in ready and beautifully refreshed, this home features stylish new flooring and crisp, fresh paint throughout. The heart of the home showcases an updated kitchen equipped with sleek stainless steel appliances, alongside tastefully remodeled bathrooms boasting elegant tile work. You will enjoy total peace of mind with major systems already taken care of, including a 2023 HVAC system and a 2022 water heater. Head outside into the expansive yard to find a versatile detached shed, ideal for lawn tools, a workshop, or extra storage. Offering the perfect blend of classic curb appeal, modern comforts, and low-maintenance living, this standout property has everything you need. Come see it today before it is gone!

613 Yorkshire Road, Central Portsmouth

$260,000
3 Beds 1 Baths 10650636 MLS
Some homes simply make everyday living feel easier. This classic brick ranch in Portsmouth’s Oregon Acres offers the warmth of an established home, the convenience of single-level living, and the flexibility to create spaces that reflect your own style. Natural light, wood floors, and timeless character welcome you inside. Imagine starting the day with coffee in the sunroom, settling into a good book in the afternoon, or gathering around the fireplace when the evening calls for something cozy. The sunroom adds valuable versatility and could serve as a home office, creative studio, reading retreat, or peaceful place to unwind. The layout offers comfortable flow for daily routines, while the attached garage provides practical convenience in every season. Outside, the corner-lot setting and fenced backyard create a private extension of the home. Enjoy morning gardening, casual outdoor meals, weekend projects, or quiet time surrounded by established landscaping. The setting also makes it easy to enjoy more of Portsmouth. Shopping, dining, recreation, major roadways, Olde Towne, and waterfront destinations are all within reach, giving you plenty of options for both everyday errands and time spent exploring the area. With its brick exterior, fireplace, wood flooring, sunroom, fenced yard, attached garage, and inviting sense of possibility, this home offers a strong foundation for your next chapter. Bring your vision, add your personal touches over time, and create a home that feels distinctly yours. Schedule your private tour and discover the character, comfort, and opportunity waiting inside.

2012 Wyoming Avenue, Central Portsmouth

$347,500
3 Beds 1.1 Baths 10651889 MLS
Brick home built on over 1/2 acre of land in Simonsdale School District. Landscaped and spacious lot is fenced in back with a 2 car garage, pergola sitting area and firepit. Newer roof in 2019, HVAC in 2020 and water heater in 2025. Enjoy the updated kitchen with granite, and two living areas, both with fireplace. Screened porch off one living area. Designated breaker for two car garage with additional laundry hookup if desired. Laundry room, utility room in home also. Pool can be removed if buyer desires, and pavers are underneath. Additional garden shed out back. Close proximity to shipyards, military, Ports, restaurants, churches and grocery. City Park with boat ramp, golf and playgrounds less than 2 miles away. This home offers spacious rooms with plenty of outdoor space to enjoy!

212 Cypress Road, Central Portsmouth

$265,000
3 Beds 1 Baths 10651719 MLS
Welcome to 2008 Darden Terrace, a charming 3-bedroom, 1-bath Portsmouth home offering approximately 1,299 square feet of comfortable living space on a generous, fenced 0.26-acre lot. Built in 1950, this home beautifully blends the character of its era with thoughtful updates for modern living. Hardwood floors and arched doorways add warmth and architectural charm, while newer windows and appliances provide the convenience and functionality today’s homeowners appreciate. The layout offers inviting living spaces with plenty of room to make the home your own, and the spacious lot provides a wonderful setting for enjoying time and hobbies outdoors. This location offers convenient access to shopping, dining, everyday amenities, and major routes throughout Portsmouth and the surrounding Hampton Roads area. Add in a neighborhood with wonderful neighbors and a welcoming feel, and it’s easy to see why this home is so special. A home with character, comfort, and a location you’ll love. Schedule your private showing today!

2008 Darden Terrace, Central Portsmouth

$235,000
3 Beds 1 Baths 10651884 MLS
Welcome to the cutest cottage on the block! Nestled on an expansive, beautiful lot shaded by mature dogwood trees, this property offers ultimate versatility—whether you dream of an organic garden, space for family activities, or a peaceful outdoor retreat. Inside, you will find original hardwood floors and a solid, high-quality build. The home boasts "great bones" and is ready for your personal touch and vision. The bright, spacious sunroom is bound to be your favorite escape, perfect for morning coffee or afternoon reading. Outside, an oversized detached garage provides abundant space for parking, a workshop, or hobby projects. Commuting and errands are a breeze with quick, convenient access to local parks, schools, top-tier dining, shopping, and major highways. Call today to schedule your private tour! (Some photos contain AI edits)

607 Fairview Lane, Central Portsmouth

$265,000
3 Beds 1 Baths 10651733 MLS
**Charming 3-Bedroom Home with Spacious Garage and Enclosed Front Porch**Welcome to this beautifully updated 3-bedroom, 1-bath home offering **1600 sq ft** of comfortable living space. Freshly painted throughout, this home combines classic charm with modern convenience.Enjoy relaxing on the **wrap-around enclosed front porch**, perfect for morning coffee or evening relaxation.The **large poweerd garage** provides ample space for vehicles, hobbies, or storage, while the **fenced backyard** ensures privacy and a safe space for pets or outdoor entertaining. This home is ready for you to move in and make it your own--don't miss this opportunity to enjoy comfort, style, and pracitcality in one inviting package.

91 Nicholson 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.