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500 Judah Way Unit 124, South Chesapeake
$277,500
2 Beds ⋅ 2.1 Baths ⋅ 10624834 MLS
Unparalleled combo of features: gated, elevator, hardwood floors, covered parking, balcony! Effortless living in beautifully maintained community in Greenbrier with secured entry. Enjoy peaceful, carefree living in this elegant 2nd-floor condo, offering ease of single-level living in a serene setting. Step into a bright and spacious open-concept floor plan featuring a large FR with a cozy fireplace, and abundant natural light. The kitchen is a chef's delight with granite countertops, cherry cabinets, stainless steel appliances and walk-in pantry. You'll find 2 primary suites, each with its own en-suite bath and generous walk-in closets. Additional highlights and amenities: assigned storage closet, ground maintenance, security, trash pickup, fitness room, gathering room, outside area with BBQ Grills, all incl. in condo fee. Some ADA features. Come experience the perfect blend of comfort, convenience, and low-maintenance living. Across road from Ches. City Park.

500 Judah Way Unit 124, South Chesapeake

712 Waterstock Court, South Chesapeake
$547,000
5 Beds ⋅ 3 Baths ⋅ 10624751 MLS
Ultimate Flexibility in Hickory: 5BR Home with Private In-Law Suite! Rare find in the highly sought-after Hickory school district! This versatile 5-bedroom, 3-bath home sits on a .34-acre lot and features a separate in-law suite. The suite boasts a private entrance with a ramp, independent HVAC, fresh paint, modern fixtures, and an updated kitchenette. Inside the main house, you'll find formal living and dining rooms, a spacious family room, and an eat-in kitchen. Need even more space? The finished room over the garage is the ultimate bonus area, complete with new carpet, built-in storage, a large built-in desk and bookcase with built-in fridge, and its own window AC unit. Conveniently located near the Chesapeake Expressway, shopping, and parks, this property perfectly accommodates any lifestyle or work-from-home need.

712 Waterstock Court, South Chesapeake

749 Willow Bend Drive, South Chesapeake
$445,000
4 Beds ⋅ 2 Baths ⋅ 10627985 MLS
Step into an airy main living space designed for both comfort and style. Off the living room is a kitchen with a pantry and a kitchen island designed for ample storage and functionality. Upstairs, you’ll find generous additional space offering flexibility to fit your lifestyle. A spacious two-car garage adds even more space, with plenty of room for parking, storage, or a workshop. The highlight of this home is the back porch overlooking the water making your own private retreat. Whether you’re sipping morning coffee, hosting friends, or unwinding at sunset, this peaceful outdoor space delivers beautiful views and a calming atmosphere you’ll love coming home to. Blending space, charm, and a highly desirable location, this home is ready for you to make it your own. Schedule your showings now!

749 Willow Bend Drive, South Chesapeake

648 Luther St, South Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10627428 MLS
Discover this well-maintained 3-bedroom, 2-bath ranch in Chesapeake’s Great Bridge area, offering a blend of comfort and convenience. Positioned near the Elizabeth River, the location provides a peaceful backdrop while remaining close to everything you need. Inside, an open-concept layout features LVP flooring throughout the living room and kitchen, creating a cohesive and low-maintenance living space. The design supports both daily living and entertaining with ease. Step outside to a fully fenced backyard featuring a deck for outdoor dining or relaxing, plus a shed for additional storage. Easy access to highways simplifies commuting, while nearby restaurants and shopping offer plenty of options to explore. A wonderful opportunity to enjoy single-level living in a convenient location.

648 Luther St, South Chesapeake

956 N Haven Circle, South Chesapeake
$605,000
4 Beds ⋅ 2.1 Baths ⋅ 10626709 MLS
Welcome to this meticulously maintained and lovingly updated home located in the highly sought-after Great Bridge school district. Every detail has been thoughtfully upgraded, including beautiful bamboo hardwood flooring throughout, a fully renovated kitchen with modern cabinetry, countertops, and updated appliances, as well as refreshed bathrooms, stylish light fixtures, new doors, and window blinds. The home offers spacious living with walk-in closets, providing ample storage, and the added efficiency of a tankless water heater. Outside, you'll find a beautiful salt water pool, oversized workshop, detached garage with RV storage and upgraded 220V panel. Enjoy your private backyard retreat featuring a fully fenced yard, saltwater pool, and expansive deck ideal for entertaining or relaxing. Best of all, no HOA fees. This move-in-ready home combines modern upgrades with everyday comfort in an exceptional location.

956 N Haven Circle, South Chesapeake

1409 Paul Eason Drive, South Chesapeake
$1,800,000
7 Beds ⋅ 6.1 Baths ⋅ 10626383 MLS
Stunning full brick estate residence set on a private plus 3-acre homesite, built with 2x6 walls and spray foam insulation for efficiency and comfort. The main house offers 5 bedrooms, including two first floor suites, high ceilings, and a grand staircase. A bespoke gourmet kitchen with large island opens to the family room, plus second floor living areas and an additional entertainment den with fireplace. Downstairs study with custom built in shelving and walk in storage. Enjoy Thermador appliances, cooktop, and double oven. Resort style grounds feature a heated pool, built in hot tub, and full outdoor kitchen. Separate pool house with full bathroom. Detached garage includes a studio apartment with full bathroom. Generator ready with tankless water heater and 5 Car Garage- Enjoy the Pictures! Welcome home!

1409 Paul Eason Drive, South Chesapeake

700 Pile Avenue, South Chesapeake
$409,900
3 Beds ⋅ 2.1 Baths ⋅ 10626834 MLS
Located in the Crestwood neighborhood of Chesapeake, this 3-bedroom, 2.5-bath home sits on a large corner lot and has been thoughtfully updated throughout. Bathrooms have been recently renovated, and the home features hardwood flooring on the lower level and stairs, along with an updated kitchen with granite countertops and a breakfast bar. Major systems include a roof replaced in 2020, HVAC updated in 2020, windows replaced in 2022, and gutters approximately 5 years old. Solar panels are fully paid off, offering little to no electric bill, and an EV charger is already installed. Additional highlights include a large detached 2-car garage, extended driveway, and an oversized storage shed with electricity. Conveniently located near shopping, dining, and commuter routes.

700 Pile Avenue, South Chesapeake

704 Inlet Quay Unit J, South Chesapeake
$287,000
3 Beds ⋅ 2 Baths ⋅ 10624805 MLS
Located in the heart of Riverwalk, this second-floor condo features cathedral ceilings in the great room and primary bedroom, a balcony, a deck, and dual-entry exterior stairs. Enjoy a wooded view with a charming bridge just behind the unit. Updates include newer LVP flooring and fresh paint (2023), an updated kitchen with quartz countertops, stainless steel appliances, subway tile backsplash, and custom white cabinetry, as well as an updated primary bath with new shower tile, fixtures, a glass enclosure, toilet, and garden tub trim. Major systems include a Rheem water heater (2017) and a Goodman 2 1/2-ton heat pump (2021). Riverwalk amenities include scenic trails, water views, tennis courts, swimming, and biking. This home shows beautifully—don’t miss it!

704 Inlet Quay Unit J, South Chesapeake

3212 Douglas Road, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10616225 MLS
Welcome to this exquisite custom home set on 4.12 pristine acres in the highly desirable Grassfield area, offering the perfect blend of refined luxury and timeless rustic farmhouse charm. This 4-bedroom, 2.5 bath residence features a 3-car garage with an additional unfinished room above. Thoughtfully curated interiors showcase updated flooring, custom bookshelves, and three fireplaces that create warmth and sophistication throughout. The gourmet kitchen is beautifully appointed with custom cabinetry and premium finishes, seamlessly flowing into spacious living and entertaining areas. The primary suite is a true sanctuary, featuring a spa-inspired bath with a jetted soaking tub, and expansive walk-in shower. Additional features include a laundry chute, integrated dust collection system, and an updated, fully encapsulated crawlspace for peace of mind. Outdoor living is elevated with a grand front porch, expansive rear deck, and above-ground pool overlooking the private acreage.

3212 Douglas Road, South Chesapeake

536 Kings Gate, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10627935 MLS
Welcome to this beautifully maintained 4-bedroom home in one of Chesapeake’s most desirable areas! Ideally located just minutes from the highway, enjoy easy access to all the shopping, dining, and entertainment Greenbrier has to offer. Inside, you’ll find a thoughtfully updated interior featuring a stunning kitchen with classic shaker cabinets, granite countertops, and modern finishes—Great for everyday living and entertaining. The spacious primary suite offers a true retreat with a beautifully remodeled en-suite bathroom. With generous living space, well-sized bedrooms, and upgrades in all the right places, this home is move-in ready. Enjoy the perfect blend of comfort, style, and convenience. Schedule your private showing today!

536 Kings Gate, South Chesapeake

2309 Battery Park Road, South Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10625829 MLS
Love Where You Live ~ Wonderful 3 Bedroom, 2 Bath Brick Ranch with a HUGE (832 sq ft) Detached Garage on Separately Deeded Lot. Secluded Cul De Sac location backing to Marsh. Hardwood floor throughout most of the living areas. Large Living Room. Den/Dining Room with Fireplace. Bonus Room (Conv Garage) with separate entrance has endless possibilities. Oversized Kitchen with Tons of Counter and Cabinet Space. 3 Nice Bedrooms, 1 with a Full Bath. Great Storage in the Floored Attic Area. Whole House Water Filtration System. Need a Rental, In Law Suite or Investment? Build another home on the Additional Lot. GREAT location. Easy Access to Interstate, Bases and All of Hampton Roads! Certain photos may be virtually staged.

2309 Battery Park Road, South Chesapeake

700 Argyll Street, South Chesapeake
$639,900
5 Beds ⋅ 3 Baths ⋅ 10623340 MLS
Welcome to your dream home! This stunning new construction craftsman-style home boasts 5 spacious bedrooms & 3 full baths, perfectly designed for modern living. The thoughtfully designed layout includes a convenient first-floor bedroom, ideal for guests plus a dining room & office space. The main living area showcases beautiful LVP flooring, seamlessly blending style and durability. The heart of the home features elegant shake-style pebble grey cabinets w/ soft close drawers, luxurious quartz countertops, and stainless steel Frigidaire Pro appliances including a gas range making the kitchen a chefs delight w/ the island and breakfast area. With three additional bedrooms upstairs, plus a spacious primary suite w/ an en-suite bath, there is plenty of room for family & friends. Enjoy the perfect balance of comfort and style in this beautifully crafted two-story home w/ no property association & a large lot plus a covered porch on the back of the home. Staged pictures from previous build.

700 Argyll Street, South Chesapeake

1733 Fortune Terrace, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10619367 MLS
LIKE-NEW 3-story townhouse in DESIRABLE BRYAN’S COVE neighborhood w/ TOP RATED SCHOOLS. Built in 2022 & still feels brand NEW! 3BR, 2.5 BATH, plus EXTRA 1st FLOOR ROOM (home office, gym, lounge, or a MAN CAVE), spacious 2-car garage. 2nd floor: open, modern kitchen with tall soft-close cabinets, granite countertops, large island, spacious pantry, & access to a wide balcony. Upstairs, you’ll FALL IN LOVE with the MASTER BEDROOM SUITE, thoughtfully designed with large windows, a spacious walk-in closet, and your own private bath with DOUBLE VANITY, OVERSIZED SHOWER, & linen closet. 2 additional BR on the same level & full bath, with convenient laundry - exactly where you want it! Enjoy RESORT-STYLE AMENITIES including a pool, private beach, dock, fitness room, dog park, and ground maintenance. Quiet setting just minutes from shopping, dining, and major routes. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize property's potential.

1733 Fortune Terrace, South Chesapeake

1302 Sebastain Court, South Chesapeake
$799,000
5 Beds ⋅ 3.1 Baths ⋅ 10606451 MLS
Caymus multi gen model is sure to impress with an open concept design perfect for gatherings & entertaining. 1t floor multi gen suite has separate entrance from foyer & includes living room, bedroom, 2 walk in closets & full bathroom. Great room open to dining & gourmet kitchen w/ double ovens, gas gooktop w/ range hood, generous kitchen island & walk in pantry. Spacious primary bedroom offers airy trey ceiling, large walk in closet. Luxurious primary bath shines w/ large walk in shower, soaking tub & double sink vanity. 3 addt'l bedrooms, large media room, hall bath w/ double sink vanity and spacious laundry room complete 2nd floor. Enjoy neighborhood walking trails, tot lot & green space views. Ask for details GPS 1221 Johnstown Rd. Chesapeake, VA

1302 Sebastain Court, South Chesapeake

1210 Welles Court, South Chesapeake
$367,000
3 Beds ⋅ 2 Baths ⋅ 10629671 MLS
Conveniently located in the heart of Chesapeake's Greenbrier area, this attractive 3 bedroom, 2 full bath home, with spacious backyard, backs up to one of seven community parks, featuring tall pine trees, green space, fishing piers, boat ramps and playgrounds. The home features a spacious living room plus a family room with fireplace. The kitchen is in the middle of the home and features LVP flooring, new refrigerator & dishwasher, installed 2025. In addition, the seller will be leaving the washer & dryer and all window treatments. The security system will also remain, no audio, only video. Additional features include a heated and cooled garage with pull-down stair attic access, BRAND NEW HOT WATER HEATER March 2026! , Leaf Guard Gutters installed in 2023, skylight in den replaced 2023, roof replaced in 2021, backyard privacy fence installed 2021. Large deck, shed Located to nearby shops, restaurants, schools, Greenbrier Country Club and interstate.

1210 Welles Court, South Chesapeake

2805 Bunch Walnuts Road, South Chesapeake
$625,000
3 Beds ⋅ 2 Baths ⋅ 10627784 MLS
Welcome to your private country retreat! Nestled on 3 wooded acres, this charming log home offers 3 bedrooms, 2 bathrooms, and 2,398 sq ft of warm, rustic living. The cedar exterior and inviting interior creates a farmhouse feel, featuring a wood-burning stove in the kitchen that can heat the entire home—keeping winters cozy and efficient. The first-floor primary suite offers comfort and convenience. Enjoy peaceful mornings on the screened porch and stay cool in summer with a whole-house attic fan. The backyard is a showstopper with gardens, sunflowers, space for fruits and vegetables, a chicken coop, and a wood-burning sauna. A 15x15 insulated office/classroom within the garage adds flexible space. Located in the sought-after Grassfield school district, just minutes from shopping, dining, and interstates. Schedule your tour today!

2805 Bunch Walnuts Road, South Chesapeake

3528 Kentucky Trail, South Chesapeake
$680,000
4 Beds ⋅ 3.1 Baths ⋅ 10615414 MLS
Set on 3 private acres, this 2,700+ sq ft, 4-bedroom, 3.5-bath home offers space, privacy, and flexibility in the heart of Chesapeake. The large FROG serves as the 4th bedroom, providing versatile living options.The home features an updated kitchen with granite countertops and stainless steel appliances, fresh interior paint, and new carpet. Multiple living areas include a front office or living room, a cozy den with built-ins and wood-burning fireplace, and a functional layout ideal for everyday living.Additional highlights include a first-floor laundry with full bath, breezeway with cabinetry, oversized two-car attached garage, and abundant storage. Outdoor living is enhanced by a large deck and screened porch. Horses permitted per city zoning.A rare opportunity to own acreage with convenience and flexibility. Call today for a private showing!

3528 Kentucky Trail, South Chesapeake

1000 Joan Court, South Chesapeake
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10608862 MLS
Welcome to your dream home — where comfort meets style! Step inside this beautifully designed 4-bedroom, 2.5-bath gem that offers an open, light-filled floor plan perfect for both everyday living and entertaining. From the elegant LVP flooring and fresh neutral tones to the spacious dining room and cozy living area complete with a gas fireplace, every detail is designed to impress. The heart of the home is the stunning kitchen — featuring a center island, sleek stainless steel appliances, and ample counter and storage space, ideal for everything from quick meals to festive gatherings. Upstairs, you'll find four generous bedrooms, including a luxurious primary suite with tray ceilings and a spa-like ensuite with dual vanities. Step out back to your private oasis — paver patio with a built-in firepit and a covered seating area, perfect for summer evenings under the stars. Don’t miss this move-in-ready masterpiece — your next chapter starts here!

1000 Joan Court, 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.

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