Olde Towne Homes for Sale

Welcome to Olde Towne, a picturesque gem nestled in Central Portsmouth, Virginia. This charming neighborhood is steeped in history, boasting beautifully preserved architecture that dates back to the 18th and 19th centuries. With its tree-lined streets, vibrant community spirit, and stunning waterfront views, Olde Towne offers a unique blend of historical charm and modern convenience, making it one of Portsmouth's most desirable places to live.

Residents of Olde Towne enjoy easy access to a variety of local amenities, including boutique shops, delightful cafes, and fine dining establishments, all within walking distance. The neighborhood is also home to several parks and recreational areas, perfect for those who love outdoor activities or simply wish to enjoy a leisurely stroll along the scenic waterfront. The rich cultural scene is highlighted by art galleries, theaters, and community events that foster a tight-knit community atmosphere.

For those considering a move to Olde Towne, there are an array of charming homes for sale. From historic houses with unique architectural details to modern renovations equipped with all the contemporary comforts, there’s something to suit every taste and lifestyle. Whether you’re a first-time homebuyer or looking to downsize, Olde Towne offers a welcoming environment that feels like home.

With its blend of history, community, and convenience, Olde Towne is not just a place to live; it’s a place to thrive. Explore the available homes for sale and discover why so many are choosing to call this enchanting neighborhood their home.

Newest Olde Towne Homes for Sale

$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

$389,000

4 Beds ⋅ 2 Baths ⋅ 10647204 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

$399,000

5 Beds ⋅ 3 Baths ⋅ 10646044 MLS

Come live in this Historical, Victorian Home in Olde Towne Portsmouth. It is elegant, spacious and filled with gorgeous details. The graceful front porch leads to a lovely foyer with a soaring ceiling and original hardwood floors. The spacious kitchen overlooks a lovely garden that was dedicated to the memory of a Virginia First Lady. A separate living, dining and full bathroom complete the 1st floor. The 2nd floor has 4 generous bedrooms (1 with a balcony), a large full bath with shower and clawfoot tub. The large laundry room leads to 2nd balcony. The 3rd floor has a large room with sink, full bath, a storage space/small bedroom and a larger bedroom with closet.-useful as a guest suite or possible income opp. Centrally located in downtown Portsmouth, it is less than a mile from the local coffee shops, movie, restaurants, churches, a concert pavilion, NMCP, & USCG East District, and the ferry to Norfolk - and its restaurants, Tides games, Waterside & Town Point Park.

357 Dinwiddie Street, Central Portsmouth

$349,000

3 Beds ⋅ 3 Baths ⋅ 10642820 MLS

A great opportunity for investors, this duplex features two units with terrific space, stable tenants and many recent upgrades. The first-floor unit is over 1200 square feet with a large living room, large open kitchen, three bedrooms and three full bathrooms. It includes hardwood floors, high ceilings and a washer and dryer in the unit. The second-floor unit is 1000 square feet of well-used space with 1 large bedroom, 1 bathroom and a comfortable living room. The high ceilings make it feel even larger. Upstairs also includes a washer and dryer in the unit. All separate, tenant paid utilities. New water heater and refrigerator upstairs, concrete shed in the back for owner use.

710 Dinwiddie Street, Central Portsmouth

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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.