Chesapeake Homes with Oscar Smith High school

Welcome to Chesapeake, Virginia, a vibrant city that perfectly blends the charm of suburban living with the excitement of urban amenities. Nestled in the heart of Hampton Roads, Chesapeake is known for its rich history, picturesque landscapes, and a strong sense of community. With its abundant parks, serene waterways, and a variety of recreational opportunities, Chesapeake is an ideal place for families, professionals, and retirees alike.

One of the standout features of Chesapeake is its commitment to education, particularly in the Oscar Smith High School district. Homes in this area are highly sought after, as Oscar Smith High is renowned for its strong academic programs, dedicated faculty, and a wide range of extracurricular activities. Families are drawn to this exceptional school because it not only prepares students for academic success but also fosters personal growth and community involvement.

Living in Chesapeake means enjoying a diverse array of housing options, from charming single-family homes to modern townhouses, all situated in friendly neighborhoods. Many properties in the Oscar Smith High School district boast spacious yards, modern amenities, and are conveniently located near shopping centers, parks, and dining options, making it easy for residents to enjoy all that the city has to offer.

Whether you’re looking for a place to raise a family or seeking a peaceful retreat, Chesapeake, VA, with its strong educational foundation and welcoming community, is the perfect place to call home. Explore the homes available in the Oscar Smith High School area today and discover the lifestyle that awaits you in this beautiful city!

Newest Chesapeake Homes with Oscar Smith High school

$170,000

2 Beds ⋅ 1 Baths ⋅ 10646594 MLS

Welcome to this charming bungalow, perfectly situated across from a scenic park. Enjoy views of Lakeside Park with its scenic bridge, year-round fountains, and a color-changing fountain that lights up at night. This cozy home is centrally located with easy access to interstates, making all of Hampton Roads just a short drive away. Inside, you'll find a spacious living room seamlessly connected to the kitchen, two comfortable bedrooms, and a well-appointed hall bathroom. Enjoy the back deck for relaxing or entertaining, along with a convenient storage shed and unfinished basement to meet your outdoor needs. This delightful property offers both comfort and convenience in an unbeatable location—don’t miss it!

911 Holly Avenue, Chesapeake

$275,000

2 Beds ⋅ 2 Baths ⋅ 10647569 MLS

Welcome home to easy living and modern comfort! This home features two spacious bedrooms, each with its own private en-suite bath, including one thoughtfully renovated for enhanced accessibility. The open-concept living and dining area is filled with natural light, highlighted by soaring vaulted ceilings and a gas fireplace that creates the perfect gathering space. Step onto the private balcony overlooking the peaceful marsh, where abundant wildlife and tranquil views provide a serene backdrop and exceptional privacy. Enjoy year-round comfort and energy efficiency with a newer HVAC system. Residents also have access to outstanding community amenities, including a swimming pool, tennis courts, and a playground. If you’ve been searching for a low-maintenance lifestyle in a peaceful setting, this is the home you’ve been waiting for. Schedule your private showing today or view the virtual tour! Virtually staged.

451 Seahorse Run, Chesapeake

$395,000

10647976 MLS

6 units all occupied almost identical in size, multiple layouts. Rent ledgers available. All 1 bedroom 1 bathroom using water, gas and power.Property is old but been maintained. Property to be sold without major renovations or removing current tenants.All tours require at least 24 hour notice.

1041 Chesapeake Avenue, Chesapeake

$435,000

3 Beds ⋅ 2.1 Baths ⋅ 10647613 MLS

Welcome Home! Great option here to add 4th bedroom if desired. Primary bedroom offers a large sitting area or could be a nursery, home office, or could easily be walled in to make a 4th bedroom. Roof has been replaced within the last 8 years and new heat/air 2021. Gas Hot water Heater installed 2020, fence replaced within the last 8 years. Spacious living area, one of the largest models built. Condo Fee covers common areas and exterior lawn outside of the fences (AND the association actually covers the fences!). Oak Grove park just around the corner offers trails, fishing, panoramic views of the lake, play area with playground equipment.

1321 Queens Gate, Chesapeake

$330,000

4 Beds ⋅ 1.1 Baths ⋅ 10647753 MLS

Enjoy the best of both worlds with this charming brick rancher offering country living in the heart of the city! Gleaming hardwood floors and abundant natural light create a warm, inviting atmosphere throughout. The eat-in kitchen features stainless steel appliances and flows into the spacious family room with recessed lighting—perfect for everyday living and entertaining. The primary suite includes a convenient half bath, while the oversized laundry room provides plenty of storage and workspace. Come outside to a large fenced backyard with endless possibilities, including room for an addition, gardening, or creating your own mini homestead. Bring your chickens, ducks, dogs, and other animals—there's plenty of space to enjoy the country lifestyle without sacrificing city convenience!

805 Portland Street, Chesapeake

$575,000

4 Beds ⋅ 3 Baths ⋅ 10647909 MLS

Cathedral Ceiling and skylights Open to a large eat in kitchen and family room Lots of cabinet space. Heated and cool sunroom which leads to the inground pool with new liner and ready to enjoy. First floor master bedroom suite has walk-in closet, double sinks in bath separate shower and jetted tub Additional first floor bedroom. Formal living room and dining room. Second floor has two jack and jill bedroom and loft.

700 Cross Quay, Chesapeake

$360,000

3 Beds ⋅ 2 Baths ⋅ 10647567 MLS

Welcome to this beautifully renovated 3-bedroom, 2-bath brick ranch in the established Varsity Manor neighborhood! Thoughtfully updated with quality finishes throughout, this move-in ready home blends timeless character with modern updates. The stunning open-concept kitchen features quartz countertops, an oversized island, solid wood soft-close cabinetry, and black stainless-steel appliances. Major updates include a new roof, new windows, luxury vinyl plank flooring throughout, fresh interior paint, new interior doors and trim, updated light fixtures, and plumbing fixtures. Both bathrooms have been beautifully renovated with custom tile surrounds, including a custom tile shower in the primary bath. In addition to the attached one-car garage, the property also features a detached one-car garage, great for a workshop, extra storage, or hobbies. Perfectly situated in the heart of Chesapeake, this home offers exceptional convenience with easy access to I-464, I-64, Downtown Norfolk, Norfolk Naval Shipyard, shopping, dining, parks, and ball fields.

429 Clemson Avenue, Chesapeake

$454,900

5 Beds ⋅ 3 Baths ⋅ 10647866 MLS

Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 5-bedroom, 3 Full-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

913 Railroad Avenue, Chesapeake

$270,000

4 Beds ⋅ 2 Baths ⋅ 10647150 MLS

Welcome to 1104 Wright Avenue, where comfort, value, and opportunity come together! This inviting home is the perfect canvas to bring your vision to life, offering endless potential to create a space that truly reflects your style. Enjoy the peace of mind that comes with a brand new HVAC system.

1104 Wright Avenue, Chesapeake

$350,000

4 Beds ⋅ 2.1 Baths ⋅ 10647855 MLS

Welcome to this charming Cape Cod offering 4 bedrooms and 2 full bathrooms, thoughtfully designed to provide comfortable living with flexible spaces to suit a variety of needs. The inviting layout features bright living areas, functional room configurations, and plenty of opportunities to make the home your own. Step outside to enjoy the fully fenced backyard, offering a private outdoor space for relaxing, entertaining, gardening, or recreation. Whether you're hosting gatherings or enjoying a quiet evening outdoors, this versatile yard is ready for your personal touch. Schedule your private showing today and discover all this property has to offer.

2701 Bainbridge Boulevard, Chesapeake

$375,000

4 Beds ⋅ 3 Baths ⋅ 10647251 MLS

Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and new flooring completed in 2026 give the home a modern, move-in-ready feel, while the newer HVAC system (2022) and maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Schedule your private tour today!

4009 1st Street, Chesapeake

$349,900

3 Beds ⋅ 2.1 Baths ⋅ 10647836 MLS

Timeless character meets modern comfort in this beautifully updated 1915 South Norfolk home. A spacious wraparound porch sets a welcoming tone, while the light-filled, open-concept interior showcases an original staircase and updated finishes throughout. The custom kitchen features gray shaker cabinetry, soft-close doors and drawers, granite countertops, a large center island, stainless steel appliances, and distinctive lighting. The generous primary suite offers a private bath with dual sinks. Additional highlights include updated flooring, carpet, windows, doors, siding, and an HVAC system installed in 2021. Outside, enjoy a fenced backyard, side porch, and two-vehicle driveway. Move-in ready and filled with charm. Schedule your tour today!

1421 Chesapeake Avenue, Chesapeake

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