Simonsdale Real Estate

Welcome to Simonsdale, a charming neighborhood nestled in the heart of Central Portsmouth, Virginia. This picturesque community is celebrated for its friendly atmosphere, rich history, and convenient access to a variety of amenities that cater to residents of all ages.

Simonsdale boasts a diverse mix of architectural styles, from cozy bungalows to modern townhomes, creating a unique and inviting streetscape. Tree-lined sidewalks beckon for evening strolls, while well-maintained parks and green spaces provide the perfect backdrop for family picnics and weekend gatherings. The neighborhood is known for its strong sense of community, where neighbors often come together for local events and activities, fostering lasting friendships and connections.

In terms of convenience, Simonsdale is ideally located, with easy access to major highways and public transportation, making commuting to nearby cities a breeze. Residents enjoy proximity to a variety of shopping options, including charming local boutiques and larger retail centers, as well as a diverse array of dining establishments that cater to every palate.

For families, the neighborhood is served by reputable schools and educational institutions, ensuring that children receive a quality education close to home. Outdoor enthusiasts will appreciate the nearby recreational facilities, including parks, sports fields, and walking trails, perfect for staying active and enjoying the beautiful Virginia weather.

Whether you’re looking to settle down or simply explore, Simonsdale offers a warm and welcoming environment that truly feels like home. Come discover the charm of this delightful neighborhood, where community spirit thrives and every day brings new opportunities for connection and adventure.

Newest Listings in Simonsdale

$249,900

3 Beds ⋅ 1 Baths ⋅ 10631843 MLS

Come view this charming ranch home in the desirable Simonsdale neighborhood of Portsmouth! This 3-bedroom, 1-bath home features an eat-in kitchen, sunroom overlooking a large fenced backyard, and laminate/LVP flooring throughout. The real gem is the detached 2-car garage already equipped with plumbing and electrical — offering exciting potential as an accessory dwelling unit (ADU) for rental income, multigenerational living, or a private home office, buyer to verify ADU feasibility with City of Portsmouth zoning and local authorities. Plus a generous storage shed for even more versatility. Sitting on a quarter-acre lot, you’re just minutes from Portsmouth City Park & Golf Course, Chesapeake Square Shopping, interstates, military bases, and shipyards. Don’t miss this incredible opportunity — whether you’re a first-time buyer or savvy investor!

515 Jewell Avenue, 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.