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1021 Roundtable Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10657685 MLS
Welcome to 1021 Roundtable Court! This beautifully renovated, move-in-ready Chesapeake home offers modern upgrades, stylish finishes and exceptional convenience! Enjoy fresh interior paint, updated flooring, new lighting, updated trim and new blinds throughout. The refreshed kitchen features brand-new stainless steel appliances, including a refrigerator, electric range, microwave, and garbage disposal. Both bathrooms feature updated vanities, faucets, and fixtures. Additional improvements include new interior and exterior doors, storm doors, updated vinyl siding, exterior trim, and a replacement window. Enjoy modern technology with a smart ceiling fan that operates by remote or through a Wi-Fi-connected app. The washer and dryer also convey, making your move even easier! The roof and HVAC system were replaced approximately 10 years ago. With extensive interior and exterior improvements, this home offers the comfort, style, and convenience today’s buyers appreciate. This one is a gem - you don't want to miss out! Schedule your showing today!

1021 Roundtable Court, South Chesapeake

844 Parapet Road, South Chesapeake
$345,000
4 Beds ⋅ 2.1 Baths ⋅ 10657384 MLS
Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car garage. Situated in a prime location just minutes from shopping, local dining, entertainment, major interstates, and area bases. This property is a wonderful opportunity to bring a little elbow grease, add your personal touches, and truly make it your own. Call today to schedule your private showing! Some virtual staging utilized in pictures.

844 Parapet Road, South Chesapeake

1514 Orchard Grove Drive, South Chesapeake
$269,900
3 Beds ⋅ 2 Baths ⋅ 10657524 MLS
Welcome home to Orchard Grove Condominiums in Chesapeake! This spacious 2-bedroom, 2-bathroom condo offers a flexible floor plan with plenty of room to relax, entertain, work from home, and unwind, plus access to a community pool. Step inside to a bright and inviting living area, where a vaulted ceiling, fireplace, and abundant natural light create a welcoming place to gather or relax. The open layout flows into the dining area and kitchen, featuring generous cabinet and counter space, a full appliance package, and a breakfast bar for casual dining. The downstairs primary suite offers the convenience of main-level living with an ensuite bath featuring a soaking tub and separate shower. Upstairs, a second bedroom with its own full ensuite bath provides another private retreat. The open loft adds even more flexibility as a home office, reading nook, media area, or additional guest space. The enclosed sunroom offers another inviting bonus space for morning coffee, plants, reading, or simply relaxing. Additional storage adds everyday convenience. Located in Greenbrier, the home is conveniently situated near shopping, dining, Greenbrier Mall, and major highways, providing easy access throughout Chesapeake and Hampton Roads. Residents can also enjoy the Orchard Grove community pool. There is a lot to love about this home. Do not miss the opportunity to make this Orchard Grove condo your own!

1514 Orchard Grove Drive, South Chesapeake

1648 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657343 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented w/shiplap trim. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Hurry, this end unit with 2-car garage won't last long!

1648 Songbird Lane, South Chesapeake

1644 Songbird Lane, South Chesapeake
$489,900
4 Beds ⋅ 3.1 Baths ⋅ 10657329 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented with shiplap trim. Durable LVT is included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1644 Songbird Lane, South Chesapeake

1640 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657313 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the 1st floor (carpet in bedroom), and the entire 2nd floor! Family room has a cozy fireplace & lower built-ins for storage. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1640 Songbird Lane, South Chesapeake

176 Driftwood Drive, South Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS
Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, South Chesapeake

302 Gale Ave Avenue, South Chesapeake
$389,900
3 Beds ⋅ 2.1 Baths ⋅ 10657174 MLS
Priced to Sale! Welcome home to this stunning NEW CONSTRUCTION offering modern design, comfort and versatility! This beautifully designed home features 3-bedroom, 2.5 bath, including a spacious primary suite with a spa-inspired bath. A versatile upstairs loft provides the ideal space for a home office, media room, or lounge. The sleek kitchen features stainless steal appliances, including a built-in oven/microwave and dishwasher. The open family room is designed for everyday living and entertaining. Stylish finishes and recessed lighting add to home's contemporary appeal. Conveniently located near shopping, dining and easy access to the highway. Brand new, move-in ready, and waiting for its first owner. Schedule a showing today!

302 Gale Ave Avenue, South Chesapeake

937 Mount Pleasant Road, South Chesapeake
$420,000
3 Beds ⋅ 2 Baths ⋅ 10657273 MLS
Welcome home to this move in ready, updated brick ranch situated on a spacious 2/3-acre lot in the heart of Chesapeake. Offering classic curb appeal and room to breathe, this home also boasts new paint & flooring throughout, all new kitchen cabinets, granite & appliances with breakfast bar. Large family room w loads of natural sunlight add to the functional, single-level layout designed for comfortable everyday living. The generous yard provides endless possibilities—perfect for outdoor entertaining, gardening, play, or future expansion. All new windows & garage door. Mature surroundings and ample space create a peaceful setting while still being just minutes from shopping, dining, schools, and major roadways.This home offers a rare opportunity to enjoy privacy, space, and convenience all in one. Properties with this much land in such a desirable location don’t come along often—don’t miss it.

937 Mount Pleasant Road, South Chesapeake

901 Summerfield Crescent, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10657121 MLS
Fully updated and move-in ready, this spacious 4-bedroom (potentially 5), 2.5-bath home offers plenty of room to spread out! The downstairs primary suite is a true retreat, featuring a generous bedroom and ensuite designed to feel like your own private escape. Double vanity, jetted tub, separate stand-alone shower & toilet room and huge walk-in closet! The remodeled kitchen shines with brand-new cabinets, new granite countertops, and stainless-steel appliances, while fresh paint, new carpet, and all-new fixtures throughout give the entire home a clean, modern feel. Upstairs, you’ll find three additional bedrooms plus a versatile loft space that could easily be converted into a 5th bedroom, home office, playroom, or flex space. With updates throughout and a functional layout, this home offers space and flexibility. This corner lot condo provides low maintenance living with the space and privacy of a single-family home. Located nearby shopping, dining, great schools, major roadways & everyday conveniences, you’ll have everything you need just minutes from home!

901 Summerfield Crescent, South Chesapeake

1427 Scoonie Pointe Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10656820 MLS
Welcome to Eagle Pointe, where low-maintenance 55+ living meets an amenity-filled lifestyle! This spacious condo is priced with updates in mind, offering a great opportunity to add your own style and make it shine. The open floor plan features a sun-filled 1st-floor primary suite with dual closets, convenient 1st-floor laundry, pantry and oversized storage closet. Upstairs offers 2 additional bedrooms, full bath, versatile loft and walk-in attic. Outside, let the association handle the upkeep while you enjoy all this vibrant community has to offer! The Bay Club features indoor & outdoor pools, hot tub, fitness center, library, billiards, gathering spaces, gazebos, outdoor grills and a full social calendar. Bring your vision and discover the lifestyle waiting for you at Eagle Pointe!

1427 Scoonie Pointe Drive, South Chesapeake

1508 Bayberry N Court, South Chesapeake
$465,000
3 Beds ⋅ 2 Baths ⋅ 10657060 MLS
Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, South Chesapeake

711 Pile Avenue, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10657117 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bath home featuring an open-concept layout with soaring ceilings and a versatile loft. Luxury vinyl plank flooring flows throughout the first floor, creating a stylish and low-maintenance living space. The spacious primary suite offers a private en suite bath, while generously sized secondary bedrooms provide flexibility for a variety of needs. Enjoy the convenience of a two-car garage and a fully fenced backyard - perfect for outdoor entertaining, pets, or play. Energy-efficient solar panels help reduce monthly electric costs. Solar panels are completely paid off! Ideally situated with easy access to shopping, dining, major highways, military bases, and everyday conveniences. Plus, receive 1% toward closing costs when using preferred lender. Don't miss this exceptional opportunity!

711 Pile Avenue, South Chesapeake

758 Creekside Crescent, South Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10656884 MLS
SPACE, LOCATION, & UPGRADES! Welcome to this spacious 3 BR, 2.5 BA, 1,562 sq. ft. END-UNIT townhome in the sought-after Riverwalk community along the Elizabeth River! Featuring one of the largest original floor plans, this home boasts a generously sized, privacy-fenced backyard, spacious deck and oversized secondary storage shed. Inside, enjoy ceramic tile flooring in the hallway, kitchen and baths, stainless-steel appliances, and Delta faucets and Kohler toilets installed in 2026. Major improvements include a new $14,000 3-ton HVAC system, 6-inch gutters (2025), replacement windows and doors (2011), and roof (2015). Embrace the vibrant Riverwalk lifestyle with a clubhouse, pool, tennis, pickleball, dock access, boat launch, playgrounds, trails, weekly food trucks, swim team, garden club and community events. Convenient to shopping, dining and major interstates, this home offers an exceptional combination of space, upgrades and community living!

758 Creekside Crescent, South Chesapeake

521 Hatteras Crescent, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10656719 MLS
Welcome to your new Home! This well-loved 4-bedroom, 2-bath home that has been meticulously maintained by its original owners and is ready for its next chapter. Located in an established neighborhood within the sought-after Hickory school district, this home offers solid bones and peace of mind with many of the major systems already updated—including a new roof in 2025 with a transferable 50-year warranty and water heater replaced in 2025, extra interior-wall insulation, whole-house generator, and much more! Enjoy the above-ground pool, perfect for making the most of warm Virginia days. Pool liner replaced 2025; pool professionally winterized by East Coast Leisure & all pool accessories convey. While the home may not have all of today’s cosmetic trends, you get to move into a well-cared-for home with newer major components and create the look you love at your own pace. A true blank canvas to create your personalized home sweet home in!

521 Hatteras Crescent, South Chesapeake

701 New River Court Unit B, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10657033 MLS
Honey stop the car! Townhouse-style living w/condo convenience in Chesapeake's Riverwalk community! This 2 bedroom, 2 full bath home offers approximately 1,100 sq ft across two levels, giving you the feel of a townhome without the upkeep. Fresh paint and new LVP flooring run throughout, so it's truly move-in ready. One of the two full baths has been remodeled. The main level is built for everyday living, with a fireplace in the living room and access to a private patio for morning coffee or quiet evenings. An exterior storage room adds space for bikes, tools and seasonal gear. The condo fee covers water, sewer, trash, grounds and exterior maintenance, plus access to the community pool and clubhouse. Convenient to Greenbrier shopping, dining and medical facilities, with easy access to I-64, local military installations CALL TODAY!

701 New River Court Unit B, South Chesapeake

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.