Homes for Sale Between $450,000 to $500,000 in Hickory High School, VA

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2224 Edwin Drive, South Chesapeake

$585,640

3 Beds ⋅ 3 Baths ⋅ 10656532 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2222 Edwin Drive, South Chesapeake

$610,000

4 Beds ⋅ 2.1 Baths ⋅ 10656415 MLS

BUY THIS AWESOME HOME, WE’LL BUY YOURS!* Discover elevated, low-maintenance living in sought-after Chesapeake 23322!! This impressive 4-bedroom, 2.5-bath residence offers 2,598 sq ft of beautifully designed living space with comfort and sophistication throughout. The showpiece is the exceptional 529 sq ft covered and screened outdoor retreat, finished with premium epoxy flooring and designed for elegant entertaining, alfresco dining, or peaceful relaxation. An additional patio, custom walkway, and professionally landscaped grounds enhance the home’s refined outdoor appeal. Enjoy a lock-and-leave lifestyle with HOA-maintained front landscaping and resort-style community amenities just moments away. Ideally situated near shopping, dining, parks, and major commuter routes, this exceptional home blends luxury, convenience, and effortless living.

1910 Briton Lane, South Chesapeake

$939,500

4 Beds ⋅ 3.1 Baths ⋅ 10655807 MLS

Tucked away on more than three private acres is the kind of place you imagine when you picture escaping from it all. A long paved driveway welcomes you in, opening to an expansive stamped-concrete parking area and a charming custom-built home surrounded by woods, open fields, and room to simply breathe. Step inside and soaring 10-foot ceilings and an open, airy floor plan immediately make the home feel special. At the heart of it all is a large eat-in kitchen with a center island and breakfast bar—the kind of kitchen made for slow mornings, late-night conversations, and everything in between. A separate additional formal dining room offers the freedom to curate whatever space fits your life, whether that's a beautiful dining area, home office, private library overflowing with your favorite novels, or something entirely your own. There are two en-suite bedrooms, generously sized upstairs bedrooms filled with natural light, abundant storage, and a spacious primary suite with an oversized bathroom and walk-in closet. But outside is where this property truly begins to feel like its own little world. Wander onto the sprawling deck and look out over peaceful woods and open fields. Follow the property beyond the house and you'll find that this over three acre property line is FULLY FENCED behind the house. Fenced areas in both the front and back, ready for horses, stocked with coops, and multiple outbuildings waiting to become whatever you dream up. Bring the horses. Raise goats. Keep chickens and rabbits. Turn an outbuilding into a workshop, art studio, hobby space, or your own quiet hideaway. There are acres to explore, spaces to create, animals to care for, sunsets to watch, and enough privacy to make the rest of the world feel wonderfully far away. It feels like the countryside. It feels like an escape. It feels like your own little storybook world. And somehow, dining, shopping, and everyday conveniences are still just a short drive away. More than three acres. Endless possibilities. One truly magical place to call home.

1149 Beaver Dam Road, South Chesapeake

$699,990

4 Beds ⋅ 3 Baths ⋅ 10656327 MLS

Welcome to Riverview Landing in Chesapeake, VA, where the 2,748 sq ft Hadley model offers stylish living with open spaces, an open concept kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer-making it the perfect place to live, relax, and entertain. Incredible incentives with use of preferred lender! Photos are from builder's library, actual finishes and features may vary.

925 Intracoastal Way, South Chesapeake

$825,000

6 Beds ⋅ 3 Baths ⋅ 10656228 MLS

Welcome to the desirable neighborhood of Ravenna, located in the sought-after Hickory high district. This 6 bdrm, 3 bath home is located on a .46 acre cul-de-sac lot. The backyard is truly huge w/ample room for a pool. It is overlooked by a 450 sf 2 level deck & backs to a natural wooded area for great privacy & includes several fruit trees. The kitchen has been updated w/granite countertopss, upgraded Samsung appliances, ceramic tile flooring. It also includes an abundance of custom maple cabinets, a large center island, pantry & tiled backsplash. It overlooks a huge FR with matching built-bookcases & gas FP. There are beautiful, true hardwood floors in the LR, DR, FR, foyer & back hallway. The large primary suite upstairs is served by 2 walk-in closets & an impressive primary bath including double sink vanity, jetted tub & separate shower. 1 bedroom (16 x 14) is downstairs & next to the full downstairs bath in the back hall. A fully finished sunroom, is adjacent to the breakfast area.

1503 Theodora Court, South Chesapeake

$585,640

3 Beds ⋅ 3 Baths ⋅ 10656034 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2220 Edwin Drive, South Chesapeake

$950,000

4 Beds ⋅ 3.1 Baths ⋅ 10655919 MLS

Your dream home awaits!! Craftsman bones, a custom remodel, and a horse barn out back: acreage living with refined character. Every inch of this home was designed by the sellers who were contractors with love over the years. Inside, coffered ceilings meet warm cedar and wood-plank ceilings, giving every room a crafted, finished feel, and Brazilian cherry hardwoods run underfoot toward a stone gas-log fireplace that anchors the living space. Floor-to-ceiling windows and skylights flood the home with light, while custom barn doors and Restoration Hardware fixtures make even the transitions between rooms feel intentional. The kitchen is built to gather around. An oversized honed granite island with a built-in microwave takes center stage, backed by custom cabinetry, an etched tile backsplash, a built-in pantry, newer appliances, and purified water at the sink. Next door, color-changing upper lighting lets the dining room shift from weeknight dinner to late-night celebration at the flip of a switch. The first-floor and second story primary suite comes with its own bath, the bathrooms have been updated throughout, and a sun room, bar and mudroom with drop zone give the layout room to breathe. Then step outside, where the property really shows off. A 40,000-gallon saltwater pool, 8 feet deep with a diving board and fountain, sits beside a koi pond and gazebo linked by brick walkways. Made for a party or a wedding. Beyond it, a fenced acre of pasture leads to a barn with two stalls, a wash stall, a brick-paved breezeway, tack room, and horses are allowed. Wrapped in Hardie plank and stone, heated and cooled by geothermal, and tucked into a wooded setting of nearly five acres neighboring Greenbrier Farms in the Hickory school zone. Morning coffee in the sun room, afternoons at the barn, evenings by the pool: this home makes every part of the day worth staying for. And let's talk privacy.

241 Sign Pine Road, South Chesapeake

$740,000

5 Beds ⋅ 3 Baths ⋅ 10655942 MLS

Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

$549,900

4 Beds ⋅ 3 Baths ⋅ 10655754 MLS

Going live on 10/8. Welcome to 144 Downing Drive in sought-after Hickory, Chesapeake! This spacious & well-maintained 4-bed, 3 full-bath, brick & vinyl ranch offers plenty of flexible living space on a .27-acre lot. The inviting great room features a vaulted ceiling & fireplace, while the spacious kitchen offers granite countertops, abundant cabinetry, stainless steel appliances, breakfast area, & bright sunroom. The finished room over the garage with a full bath offers excellent flexibility for an in-law suite, guest space, home office, or bonus room. Enjoy a fenced backyard built for entertaining with a deck & above-ground pool. Additional highlights include an attached 2-car garage & generous driveway parking space. Located in the desirable Tunbridge Station community with NO HOA and convenient access to Hickory schools, shopping, entertainment, dining, military bases, & major routes to get around Hampton Roads. Schedule your private showing today!

144 Downing Drive, South Chesapeake

2410 Centerville Turnpike, South Chesapeake

$875,000

3 Beds ⋅ 2 Baths ⋅ 10655763 MLS

If these walls could talk, they would tell you 176 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

$559,900

3 Beds ⋅ 2 Baths ⋅ 10655745 MLS

Welcome to 811 Bellingham Drive! This detached 3 bedroom, 2bath home offers approximately 1,612 square feet of living space with plenty of additional storage and outdoor features. The property includes a 24x26 detached garage with an unfinished room upstairs, providing additional space for storage or future customization. Two additional sheds offer even more storage. Enjoy the outdoors from the approximately 20x18 wood deck overlooking the spacious yard. The front yard features a sprinkler system with a deep well for watering. Conveniently located in Chesapeake with plenty of possibilities inside and out!

811 Bellingham Drive, South Chesapeake

Homes for Sale in Hickory High School, VA Between $450,000 to $500,000

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