Midtown Real Estate

Welcome to Midtown, an inviting neighborhood nestled in the heart of Central Portsmouth, Virginia. This charming community offers a delightful blend of historic charm and modern convenience, making it an ideal place for families, young professionals, and retirees alike.

Midtown boasts a rich tapestry of tree-lined streets, adorned with beautifully maintained homes that reflect the area’s unique character. Here, you’ll find a mix of architectural styles, from classic bungalows to contemporary builds, ensuring there’s something for every taste. The neighborhood is known for its strong sense of community, where neighbors greet each other with warm smiles and children can be seen playing in the parks.

One of the standout features of Midtown is its accessibility to local amenities. Residents enjoy a variety of shopping and dining options just a stone's throw away. From cozy cafes to eclectic restaurants, there’s a culinary experience waiting around every corner. Additionally, the nearby Portsmouth City Park offers ample green space for outdoor enthusiasts, complete with walking trails, picnic areas, and playgrounds.

Midtown is also conveniently located near major transportation routes, making it easy to explore the greater Hampton Roads area. Whether you’re commuting to work or heading out for a weekend adventure, you’ll appreciate the central location.

With its vibrant community spirit, diverse housing options, and prime location, Midtown is more than just a neighborhood; it’s a place to call home. Discover the charm of Central Portsmouth and see why Midtown is the perfect backdrop for your next chapter.

Newest Listings in Midtown

$329,999

10639458 MLS

Investor and owner-occupant opportunity in a designated Portsmouth Opportunity Zone. This 2-story duplex unlocks flexible income potential: run it as a traditional two-unit rental, or convert to the co-living model it was originally designed for, with up to 3 rentable rooms (2 up + 1 down). At approximately $800 per room market rent, the by-the-room scenario projects roughly $2,400 per month in gross potential income, giving an investor two paths to a strong cash-on-cash return. Three bedrooms and 2.5 baths across two stacked units. 2025 upgrades include luxury vinyl plank flooring and ductless mini-split systems, plus forced-air heat and central air. Eat-in kitchen, fireplace, covered patio, wood deck, fenced backyard, and a detached storage outbuilding. Low-maintenance vinyl and brick exterior. Public transportation is on the corner; the surrounding area is improving. All appliances convey.

1909 High Street, 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.