Simonsdale Real Estate

Welcome to Simonsdale, a charming and vibrant subdivision nestled in the heart of Central Portsmouth, Virginia. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Simonsdale is characterized by its tree-lined streets, friendly neighbors, and a strong sense of community. The subdivision boasts a variety of well-maintained homes that reflect a range of architectural styles, ensuring that there’s something for everyone. Whether you’re looking for a cozy single-family home or a spacious property with a yard for the kids to play, Simonsdale has it all.

One of the standout features of this neighborhood is its prime location. Residents enjoy easy access to local amenities, including shopping centers, restaurants, and parks. The nearby Portsmouth City Park offers beautiful walking trails and recreational facilities, perfect for outdoor enthusiasts. Additionally, Simonsdale is conveniently situated near major highways, providing quick commutes to downtown Portsmouth and beyond.

Education is a priority in Simonsdale, with several reputable schools just a stone's throw away. Families appreciate the commitment to academic excellence and the supportive community atmosphere that fosters growth and learning.

With its welcoming spirit, convenient location, and a strong sense of community, Simonsdale is more than just a place to live; it’s a place to call home. Come discover the charm of Simonsdale and experience the vibrant lifestyle that awaits you in Central Portsmouth, VA!

Newest Listings in Simonsdale

$245,000

2 Beds ⋅ 1 Baths ⋅ 10650757 MLS

Welcome to this meticulously maintained 2-bedroom, 1-bath home situated on just under half an acre in the desirable Simonsdale area. Thoughtfully cared for over the years, this home offers timeless charm and exciting potential. The roof was replaced less than five years ago, and the double-pane windows are all 10 years old or newer, providing peace of mind for years to come. Inside, you'll find hardwood floors preserved beneath the carpet throughout much of the home. A versatile flex space offers ample square footage and could easily be converted into a third bedroom, home office, or playroom to suit your needs. In the backyard discover an oversized workshop complete with its own 200-amp electrical panel perfect for hobbyists, craftsmen, or additional storage. All appliances convey as-is, making this home move-in ready with room to make it your own.

4900 Johnson Avenue, Central Portsmouth

$325,000

10650597 MLS

This Duplex has Solar Panels to help with electric costs!!! Unit A tenants in lease until 6-30-2027 and Unit B on market listed for 1300.00. This is a perfect investment opportunity to pick up a house with 2 potential rents!! Schedule an appointment to view! Must have 72 hours notice AT LEAST due to tenants in home!

804 City Park Avenue, Central Portsmouth

$270,000

3 Beds ⋅ 3 Baths ⋅ 10640937 MLS

Welcome to this updated 3-bedroom, 3-bath home offering flexible living space. This unique floor plan provides room to spread out and adapt to your lifestyle, including a separate living area that could serve as an in-law suite, guest quarters, home office, or multi-generational living space. Inside, you'll find quality upgrades throughout, including high-end tile and wood flooring, updated bathrooms, and a relaxing jetted tub perfect for unwinding after a long day. Major improvements have already been completed, including newer windows, roof and an updated electrical panel, providing added peace of mind for years to come. Come outside to a huge fully fenced backyard with endless possibilities for entertaining, pets, gardening, or creating your own private outdoor retreat. Conveniently located near shopping, dining, entertainment, major interstates, Hampton Roads military installations, this home offers both comfort and convenience. Don't miss your opportunity for move in ready!

18 N Colin Drive, Central Portsmouth

$199,900

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! SHORT SALE subject to third-party approval. Property sold as-is. Seller will make no repairs. All offers must include proof of funds or pre-approval letter. Allow time for lender review and approval . Great opportunity for investors or buyers willing to wait for lender approval.

515 Jewell Avenue, 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.