Simonsdale Homes for Sale

Welcome to Simonsdale, a charming subdivision nestled in the heart of Central Portsmouth, Virginia. Known for its friendly community atmosphere and picturesque surroundings, Simonsdale offers the perfect blend of suburban tranquility and urban convenience. This delightful neighborhood is characterized by its tree-lined streets, well-maintained homes, and a strong sense of community pride.

Simonsdale is an ideal location for families, young professionals, and retirees alike. The subdivision boasts a variety of homes for sale, ranging from cozy single-family residences to spacious multi-level houses, ensuring there’s something for everyone. Many of these homes feature modern amenities, beautiful landscaping, and inviting outdoor spaces, perfect for entertaining or simply enjoying the serene environment.

Residents of Simonsdale benefit from a wealth of nearby amenities, including parks, schools, and shopping centers. The community is conveniently located near major highways, making commuting to nearby cities a breeze. Additionally, the vibrant downtown Portsmouth area is just a short drive away, offering a plethora of dining, shopping, and entertainment options.

As you explore the homes for sale in Simonsdale, you'll discover a welcoming community that values connection and neighborly support. Whether you're looking to settle down, invest, or find your dream home, Simonsdale is a fantastic choice. Come experience the warmth and charm of this delightful subdivision—your perfect home awaits!

Newest Simonsdale Homes for Sale

$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

$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

Start Your Search

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.