Simonsdale Homes for Sale

Welcome to Simonsdale, a hidden gem nestled in the heart of Central Portsmouth, Virginia. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike. With its tree-lined streets and friendly neighbors, Simonsdale exudes a warm, welcoming atmosphere that invites you to settle in and make it your home.

The homes for sale in Simonsdale are as diverse as the community itself. From cozy single-family residences to spacious multi-bedroom homes, there's something to suit every lifestyle and budget. Many of these properties boast beautiful yards, perfect for outdoor gatherings, gardening, or simply unwinding after a long day. Inside, you’ll find a range of modern amenities and charming features that make each home unique, ensuring that you can find the perfect space to create lasting memories.

Living in Simonsdale means enjoying the best of both worlds. You’ll have easy access to local parks, schools, and shopping centers, while still being just a short drive from the vibrant attractions of Portsmouth and the stunning waterfront. This subdivision is not only a place to live; it’s a community where neighbors become friends, and every day feels like a breath of fresh air.

Whether you're looking to buy your first home or seeking a peaceful retreat, Simonsdale offers an inviting environment that feels like home. Explore the homes for sale today and discover the perfect place to start your next chapter in life!

Newest Simonsdale Homes for Sale

$365,000

4 Beds ⋅ 2.1 Baths ⋅ 10659961 MLS

Welcome home! Offering a wonderful blend of modern style, comfort, and functionality, this home also features an inviting layout. Cooking is made easy with the large walk-in pantry and granite countertops.Don't miss the primary bedroom, it's a retreat in itself. With two sinks, a soaking tub, stand-up shower, and two walk-in closets!This home is ready for it's next owner to make it their own.

3B Bradley Avenue, Central Portsmouth

$165,000

3 Beds ⋅ 1 Baths ⋅ 10659861 MLS

Opportunity Awaits! This property offers approximately over 1,000 square feet on a 0.18-acre lot and is in need of some TLC. Bring your vision and plans to transform this property into a potential investment, rental, or resale opportunity. Ideal for experienced investors, rehabbers, or buyers looking for a project with upside potential. Property is being sold in its current condition. Conveniently located near the interstate and more! Call today for more information and to schedule your tour!

804 Gay Avenue, Central Portsmouth

$359,899

4 Beds ⋅ 2 Baths ⋅ 10659292 MLS

WOW! Completely renovated and ready to impress! This beautifully updated 4-bedroom, 2-bath home offers a fresh, modern feel with upgrades throughout! The gorgeous kitchen features brand-new stainless steel appliances, updated cabinetry, and a center island that combines style and function. A newly added upstairs bedroom provides additional living space, while the beautifully renovated bathrooms complete the interior transformation. Outside, enjoy the covered deck overlooking the backyard, plus a spacious detached garage/workshop with endless possibilities for hobbies, projects, or storage. With so many updates already completed, all that’s missing is you! Don’t let this one slip away, schedule your showing TODAY!

15 Roberts Ct E, Central Portsmouth

$450,000

5 Beds ⋅ 3 Baths ⋅ 10658824 MLS

This beautifully remodeled eclectic Cape Cod is the perfect blend of charm, character, and modern comfort! Featuring 5 bedrooms, 3 full bathrooms, and two spacious primary suites, this unique and special home offers a versatile layout designed to fit a variety of lifestyles. The convenience of a first-floor primary suite and a second Primary suite upstairs, providing excellent options for multi-generational living, guests, added privacy and/or even rental potential. A generously sized mudroom/sunroom and laundry room add everyday convenience and plenty of functional space to keep life organized. Enjoy the large yard, complete with privacy fencing in the backyard—great for relaxing, entertaining, gardening, or enjoying time outdoors. A detached garage provides additional storage and parking options as well as the carport that provides a covered entry into the primary bedroom area/in-law suite.

116 Sykes Avenue, Central Portsmouth

$300,000

3 Beds ⋅ 2 Baths ⋅ 10658897 MLS

Don’t miss your chance to own this adorable ranch-style home in the sought-after Simonsdale neighborhood! Featuring 3 bedrooms and 2 full bathrooms, this charming home offers a spacious, open living area perfect for relaxing or entertaining. The generously sized primary suite boasts a private bath and plenty of closet space. Enjoy the updated kitchen with new appliances, a fully fenced backyard ideal for outdoor gatherings or pets, and the added peace of mind of a recently replaced HVAC system. With its inviting layout and desirable features, this home is one you won’t want to miss!

826 Gay Avenue, Central Portsmouth

$237,000

2 Beds ⋅ 1 Baths ⋅ 10655948 MLS

Welcome to this charming brick ranch offering comfortable single-level living in Portsmouth! This 2-bedroom, 1-bath home features a functional floor plan with hardwood flooring and plenty of natural light. Situated on a spacious lot, the property offers ample outdoor space for relaxing, gardening, or entertaining. A detached garage provides additional parking, storage, or workspace options. Conveniently located with access to shopping, dining, major roadways, and other area amenities. Whether you're looking for a place to call home or an addition to your investment portfolio, this property offers plenty of possibilities. Schedule your showing today!

4809 Vick Street, Central Portsmouth

$309,000

3 Beds ⋅ 2 Baths ⋅ 10655032 MLS

Beautifully Renovated Cape Cod with Room to Build! This charming home sits on a desirable corner lot with a side-load driveway offering multi-car parking. Featuring 3 bedrooms and 2 full baths, including a main-level bedroom and bath, plus two bedrooms and a full bath upstairs. The completely renovated home offers modern, stylish finishes throughout, spacious living and dining rooms, and a versatile sunroom/bonus room with access to the front, rear, and kitchen. The updated kitchen features white cabinetry, ample counter space, stainless steel appliances, and opens to the dining room and sunroom. Enjoy LVP flooring downstairs, carpeting upstairs, ceramic bathroom flooring, laundry/utility space off the kitchen, and inviting front and back porches. All-new roof, windows, doors, front porch, driveway, HVAC, flooring, lighting, kitchen and baths. Plenty of potential for a detached garage or future addition. Close to Naval Hospital, Naval shipyard, Rivers Casino and City Park. Great financing programs available for homeowners and investors—inquire for details!

34 Byers Avenue, Central Portsmouth

$319,997

3 Beds ⋅ 2 Baths ⋅ 10653507 MLS

Step inside this completely reimagined Cape Cod and prepare to be surprised. Thoughtfully renovated from top to bottom, this 3-bedroom, 2-full-bath home blends the character of an established home with the fresh finishes and major updates today's buyers are looking for. The bright, refreshed interior features new siding, new windows, updated plumbing and electrical systems, luxury vinyl plank flooring, and a fully remodeled kitchen giving you the style you want with the peace of mind that comes from extensive renovations. Upstairs, the entire level has been transformed into a private primary suite, creating a peaceful retreat away from the main living areas. The suite includes its own spa-inspired full bathroom with beautiful tile flooring and a tiled shower surround. A second full bathroom downstairs adds convenience for family and guests, while a dedicated laundry area makes everyday living easier. Outside, mature landscaping has been thoughtfully cleared and refreshed to create a more open yard and welcoming curb appeal ready for you to make it your own. Whether you're looking for your first home, downsizing, or simply want a property where the hard work has already been done, 8 Van Patton Place deserves a spot on your must-see list.

8 Van Patton Place, Central Portsmouth

$275,000

3 Beds ⋅ 1 Baths ⋅ 10652871 MLS

Great ranch home! New roof and kitchen appliances installed in 2021. In 2023, owner upgraded the electrical panel from 120 to 220 amps, had central HVAC installed and finished the interior of the garage. New LVP flooring installed in 2026. Conveniently located near City Park with easy access to shopping, dining and area amenities. Many valuable updates already completed! Portsmouth City Park offers quite a bit more than golf and tennis. It sits along the Western Branch of the Elizabeth River and includes a 9-hole executive golf course and lighted driving range, tennis courts, playgrounds, picnic areas and shelters, fishing piers, boat ramps, waterfront trail areas, and the Pokey Smokey miniature train.

114 Sykes 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.

Simonsdale Homes for Sale

Newest Simonsdale Homes for Sale

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