Olde Towne Homes for Sale

Welcome to Olde Towne, a charming neighborhood nestled in the heart of Central Portsmouth, Virginia. This historic area is a treasure trove of character and community spirit, making it an ideal place to call home. Known for its picturesque streets lined with beautifully preserved 19th-century architecture, Olde Towne offers a unique blend of old-world charm and modern convenience.

As you stroll through the neighborhood, you'll discover an array of local boutiques, cozy cafes, and vibrant art galleries that reflect the creative pulse of the community. The waterfront is just a stone's throw away, providing stunning views of the Elizabeth River and a perfect backdrop for leisurely walks or picnics. For families, the area boasts several parks and recreational facilities, ensuring that there’s always something to do, from playgrounds to walking trails.

The homes for sale in Olde Towne are as diverse as the community itself. From quaint historic cottages to elegant Victorian-style houses, each property tells its own story and offers a unique opportunity for prospective homeowners. Many of these homes feature modern upgrades while retaining their original charm, allowing you to enjoy the best of both worlds. With a variety of price points, there's something for everyone, whether you're a first-time buyer or looking to settle into your forever home.

Living in Olde Towne means becoming part of a close-knit community that values tradition, creativity, and neighborly connections. If you’re seeking a vibrant place with rich history and a welcoming atmosphere, Olde Towne is the perfect destination for your next chapter. Come explore the opportunities that await you in this delightful neighborhood!

Newest Olde Towne Homes for Sale

$499,000

4 Beds ⋅ 4 Baths ⋅ 10651236 MLS

reasure 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.

400 Court Street, 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

$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.