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2130 Chesterfield Loop, South Chesapeake
$554,000
5 Beds ⋅ 3 Baths ⋅ 10601003 MLS
Spacious and inviting, this 5-bedroom, 3-bath, 2-story home offers 2,549 sq ft of comfortable living. A desirable first-floor bedroom and full bath provide flexibility for guests or a home office. The updated kitchen and bath flooring, open kitchen-to-living room layout, and abundance of natural light create a warm and welcoming feel. Enjoy both an eat-in kitchen and a formal dining room, plus a second front living room for added versatility. The primary suite features a tray ceiling, dual vanity, and generous space. Recent updates include a zoned HVAC system under 4 years old, and a new deck. Privacy-fenced backyard plus a sprinkler system on well water. An oversized 2-car garage and large driveway offer plenty of parking. Located near sought-after schools, military bases, and short trip to the beach, this home blends modern updates with a flowing floor plan perfect for everyday living and entertaining.

2130 Chesterfield Loop, South Chesapeake

2005 Barton Lane, South Chesapeake
$553,790
4 Beds ⋅ 3 Baths ⋅ 10633888 MLS
Welcome to the Lafayette, a two-story townhome offering 2,781 square feet of flexible living space with 4 bedrooms, 3 bathrooms, and a two-car garage. The FIRST FLOOR PRIMARY BEDROOM includes two large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room has an attached bath with a vanity and tub/shower combo. The kitchen features a large quartz island, stainless steel appliances, a tile backsplash, and an open layout connecting to the dining area and hearth room. Enjoy coffee on the covered porch with landscaped green space. Upstairs, a spacious loft offers flexible use, with a large bedroom and full bathroom featuring tile floors and a counter-height vanity. Photos are to be used as an example and do not represent exact listings selections.

2005 Barton Lane, South Chesapeake

208 Robinhood Road, South Chesapeake
$553,000
4 Beds ⋅ 2.1 Baths ⋅ 10641154 MLS
Welcome to Sherwood Forest, located in the desirable Great Bridge area. This beautiful home features 4 bedrooms and 2.5 baths, offering a bright and welcoming atmosphere that truly feels like home. Huge primary bedroom with room that can be use as a flex room. The updated, classic style kitchen flows seamlessly into the family room, creating an ideal space for everyday living and entertaining.The first floor features hardwood floors and has been meticulously maintained. A 2 car garage and a huge backyard provide plenty of space for family gatherings, outdoor entertaining, or simply relaxing with your morning coffee or evening cocktail.The property is located in an X-500 flood zone, with no mandatory flood insurance required. Best of all, there is no HOA! Schedule your tour today!

208 Robinhood Road, South Chesapeake

2229 Captiva Lane, West Chesapeake
$551,055
4 Beds ⋅ 2.1 Baths ⋅ 10594846 MLS
Welcome to the Bayberry, which offers open-concept living without compromising comfort. With features like a large gourmet kitchen with granite countertops & stainless steel appliances. Walk-in closets in 3 bedrooms, family room with open loft, fireplace, downstairs master bedroom and so much more. You also have the option to build any variety of our models and completely customize them to suit your lifestyle. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. Builder is offering up to 3% CCA (see listing agent for details) when using one of our preferred lenders. Model home open daily from 12-5 pm at 5023 Annapolis Drive.

2229 Captiva Lane, West Chesapeake

2428 Annie Circle, South Chesapeake
$551,000
5 Beds ⋅ 2.1 Baths ⋅ 10642746 MLS
Welcome home to lakefront living in sought-after Bryant Farms! From cozy nights by the custom gas fireplace to lazy mornings soaking in peaceful water views. The open-concept family room and kitchen create the perfect heart-of-the-home feel, while formal living and dining rooms offer beautiful hardwood and tile floors for those special gatherings. Chefs will love the eat-in kitchen, featuring a center island, granite countertops, a full pantry, and stainless steel appliances including a Frigidaire Gallery gas range and fridge. Step outside to the screened porch — your new favorite spot for morning coffee or unwinding after a long day. Upstairs, retreat to a spacious primary suite with a walk-in closet, double vanity, soaking tub, and separate shower. Three additional bedrooms, including a generous FROG, offer flexible space for family, guests, or a home office, and full guest bath.

2428 Annie Circle, South Chesapeake

329 Old Drive, South Chesapeake
$551,000
4 Beds ⋅ 2.1 Baths ⋅ 10630911 MLS
A rare blend of classic charm and resort-style outdoor living awaits in this beautifully updated brick ranch. With 4 bedrooms and 2.5 baths on a spacious lot in an established neighborhood, this home invites you to entertain and unwind outdoors all summer long. The backyard is a true oasis: a saltwater pool, oversized covered deck with a sink and mini-fridge, two sheds (one with power and climate control), and a fenced garden. An automatic pool robot keeps the pool sparkling while you kick back with your favorite beverage. The expansive driveway offers ample parking for family and guests. Inside, the expansive kitchen shines with abundant cabinetry, a large peninsula, granite countertops and backsplash, and new LVP flooring. Modern conveniences include reverse osmosis water filtration and lifetime warranty leaf-guard gutters. HVAC 2021. Water heater 2022. Roof 2022. New fixtures and new paint. Hardwood floors throughout.

329 Old Drive, South Chesapeake

1425 Blairwood Lane, South Chesapeake
$551,000
3 Beds ⋅ 2 Baths ⋅ 10611539 MLS
Welcome to your dream home in the Retreat at Greenbrier, a vibrant 55+ community! This stunning single-family brick home features 3 large bedrooms and 2 baths within 2300 SF, all on one level for easy living. Enjoy gatherings in the huge formal dining room or the open kitchen that flows into the living area and breakfast nook. Cozy up by the fireplace or relax in the sunroom, perfect for an office or reading nook. The large primary suite has two closets and a private bath for your comfort. Step outside to your patio or enjoy the covered front porch. With a 2-car attached garage and condo fees covering clubhouse access, exercise room, pool, ground maintenance, and trash pickup, this home offers a perfect blend of luxury and convenience. Don’t miss out on this gorgeous property!

1425 Blairwood Lane, South Chesapeake

910 Jennings Ln, South Chesapeake
$550,950
4 Beds ⋅ 3.1 Baths ⋅ 10617027 MLS
Fall delivery! CHOOSE your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

910 Jennings Ln, South Chesapeake

2905 Drum Point Crescent, West Chesapeake
$550,411
5 Beds ⋅ 3.1 Baths ⋅ 10634081 MLS
Welcome to the highly sought-after Hunters Cove community in the Western Branch School District! This spacious and beautifully updated home offers 5 bedrooms and 3.5 baths, including a first-floor in-law suite with its own private entrance, full bath, bedroom, and kitchenette, making it great for multi-generational living or guests. The bright and open living room features a cozy fireplace and flows into the updated kitchen complete with silestone-quartz countertops, updated appliances, pantry, eat-in area, and newer flooring. Formal dining and living rooms plus a laundry room complete the first floor. Upstairs 4 additional bedrooms, including a massive primary suite with soaking tub, walk-in shower, double vanity, and walk-in closet. Beautiful hardwood floors run throughout. Major updates include roof (2020), tankless water heater, high-efficiency furnace, newer windows, and fresh paint within the last few years. Minutes from interstate/bases/shopping and more!

2905 Drum Point Crescent, West Chesapeake

3619 Mardean Drive, West Chesapeake
$550,000
5 Beds ⋅ 3 Baths ⋅ 10650125 MLS
You will love this graceful, all brick 2 story transitional Home tucked away on a quiet, double cul de sac street in the Wellington neighborhood in the Western Branch community of Chesapeake. Meticulously maintained and lovingly cared for by original owners, this Gem boasts many details including a large and spacious floorplan, renovated granite Kitchen opening to the vaulted Great Room, 2 story Entry, newer architectural shingle roof, and both a Sun Room and a Screened Porch overlooking the private and lush backyard. Additional Features: 1st floor Bedroom and full bath, wide plank hardwood floors throughout 1st floor, newer carpeting, Formal Dining Room, Office, vaulted Primary Suite with sitting area, secondary bedrooms with ceiling fans, stunning double sided and stone surround gas fireplace, zoned HVAC with programmable thermostats, oversized 2 car garage and extended concrete driveway and parking pad, gutter system, and more!

3619 Mardean Drive, West Chesapeake

529 Royal Grant Drive, South Chesapeake
$550,000
4 Beds ⋅ 2 Baths ⋅ 10642398 MLS
Welcome to 529 Royal Grant Drive in the desirable Cheshire Meadows area of Chesapeake. This well-maintained 4-bedroom, 2-bath ranch offers approximately 2,064 square feet of living space with a comfortable layout, office/study, finished room over the garage, and attached 2-car garage. The updated kitchen features granite countertops and stainless appliances, along with cathedral ceilings, skylights, a wood-burning fireplace, updated bath tile and fixtures, new interior paint, updated exterior vinyl trim, new exterior doors, and a new garage door and opener. The backyard is perfect for relaxing or entertaining with a deck, patio, privacy fence, storage shed, and salt system in-ground pool with new liner. Conveniently located near Great Bridge schools, shopping, restaurants, and commuter routes. A wonderful opportunity in a sought-after Chesapeake location. Listed at $550,000.

529 Royal Grant Drive, South Chesapeake

4 Sol Thorpe Lane, Central Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10640968 MLS
This spacious 4 bedroom home offers the perfect blend of indoor comfort and outdoor enjoyment. Overlooking a peaceful creek, the backyard is designed for entertaining and relaxation and features an in-ground swimming pool, expansive outdoor living space, and tranquil views. Enjoy your morning coffee from the private balcony off the primary suite, unwind in the sunroom overlooking the backyard, or host gatherings around the pool all summer long. Inside, you'll find over 3,000 square feet of living space, including a large updated kitchen with center island, abundant cabinetry, stainless appliances, high-end granite and plenty of room for meal prep and entertaining. The great room features a brick fireplace and built-ins, while the finished walk-out basement provides flexible space for a media room, game room or home gym. The primary suite includes an updated bath and walk-in closet. New windows and new carpet. 2 zone HVAC, water heater replaced in 2025. Must see!

4 Sol Thorpe Lane, Central Chesapeake

408 Mallet Way, South Chesapeake
$550,000
5 Beds ⋅ 2.1 Baths ⋅ 10638618 MLS
This charming, Two-story, Traditional home in the highly sought-after Sawyer’s Mill community offers spacious & functional living throughout. Nestled on a wooded lot that backs to the lake, the home is situated on a cul-de-sac with scenic water views & a fully, fenced-in backyard. The 1st floor features an open-concept floor plan consisting of a spacious Foyer, Living Room w/custom built-ins, Formal Dining Room, First Floor Bedroom or Home Office, Family Room w/cozy wood burning fireplace that opens to the Kitchen w/eat-in Breakfast area, SS appliances, granite countertops, pantry & access to the backyard. The 2nd floor features the Primary Bedroom w/ensuite Bathroom, dual vanity sinks, jetted tub, large walk-in closet, 3 additional Bedrooms, another Full Bathroom off the main hallway & a utility room w/washer & dryer. Highlights include: vinyl siding-2020, TREX deck-2021, water heater-2025 & MORE! Neighborhood amenities include: a community pool, clubhouse & playground. Welcome Home!

408 Mallet Way, South Chesapeake

213 Hurdle Drive, South Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10633059 MLS
Welcome home to this beautifully maintained 4-bedroom, 3-bath residence located in the highly sought-after Great Bridge area of Chesapeake. Built in 2020 and situated on a spacious .46-acre lot, this move-in ready home offers over 2,200 square feet of thoughtfully designed living space. The open-concept layout features luxury vinyl plank flooring, abundant natural light, a gas fireplace, and a stunning kitchen complete with white cabinetry, granite countertops, stainless steel appliances, pantry, and oversized island. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. Upstairs, the spacious primary suite offers a walk-in closet and double vanity. Enjoy the expansive backyard with endless possibilities for entertaining, play, pets, or future outdoor additions. Conveniently located near bases, shopping, dining, and interstate access.

213 Hurdle Drive, South Chesapeake

230 Marina Reach, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10633810 MLS
Welcome to Riverwalk, nestled along the Southern Branch of the Elizabeth River, where residents enjoy a boat dock, clubhouse, swimming pool, tennis courts, biking trails, playgrounds and more. This beautiful all-brick ranch on a crawl space offers timeless charm and comfortable living. The kitchen features custom-built cherry wood cabinets and opens to a spacious great room with vaulted ceilings and a cozy gas fireplace. Step outside to a large deck flowing down to an expansive concrete patio with pergola, perfect for entertaining or relaxing outdoors. Well designed landscaping provides vibrant color year-round, creating a private backyard retreat. Come see if this exceptional house, paired with riverfront community amenities and endless fun in the sun, is the perfect place for you to call home.

230 Marina Reach, South Chesapeake

4827 Condor Drive, West Chesapeake
$550,000
3 Beds ⋅ 3 Baths ⋅ 10630891 MLS
This property will not disappoint! Owner updated, upgraded since purchased in 2014, including full kitchen renovation, 25.5 x 18 great room w/ real HW floors, 17.5 x 16 primary bedroom w/ 3 closets, renovated bath w/ custom-tile, low-step shower, 518 sf FROG w/ walk-in closet, 3 full baths, screen porch, composite deck overlooking backyard w/ park-like setting. 2-car garage, 648 sf w/ insulated overhead doors, mud sink, TV mount, workbench, and more! Systems/Equipment updated: polybutylene pipes REMOVED; new roof (12/2025); crawlspace well-maintained. Many more great features...see it for yourself, but don't wait! In established Jolliff Woods: No HOA, off the beaten path but less than 2 miles to I-664, zoned for desirable Western Branch schools.

4827 Condor Drive, West Chesapeake

540 Dunning Lane, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10630145 MLS
Welcome home! It's all about lifestyle, luxury, & low maintenance living at Eagle Pointe, Chesapeake's Premier 55+ Adult Community. This Troon plan was designed for EASY LIVING & is one of Eagle Pointe's most popular plans with two bedrooms on the first floor & two bedrooms upstairs. Built in 2013, this beautiful home is loaded with extras, including a chairlift and a walk-in jetted tub. Energy-efficient, third-party-certified green home with spray-foam insulation & a Rinnai tankless water heater that will save you $$$ month after month on utility costs. Gorgeous open floor plan has abundant storage & spacious rooms. Quartz kitchen w/breakfast bar, stainless steel appliances, crown moldings & so much more. Resort-style amenities at The Bay Club, include indoor & outdoor pools, billiards room, game rooms, ball room and more. Schedule your tour today.

540 Dunning Lane, South Chesapeake

2259 Jolliff Landing Parkway, West Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10627920 MLS
Move-in-Ready home offers modern living with high-end finishes and a versatile floor plan. Interior features include engineered hardwood flooring, plantation shutters, crown molding, and an upgraded kitchen with granite countertops, a large center island, gas range, and a bright breakfast area. The living room looks out to back patio and pergola. The flexible layout includes front flex rooms ideal for a home office or additional living space. The spacious primary suite features a tray ceiling and a spa-like en-suite bath with a soaking tub and separate shower. Highlights include upstairs laundry, a tankless water heater, and a rear-load garage. Located near I664, military installations, shopping, dining, fitness centers, coffee shops. Community amenities include a pool, parks, playground, natural areas, and a clubhouse with fitness center & gathering rooms.

2259 Jolliff Landing Parkway, West Chesapeake

928 Fox Ridge Trail, South Chesapeake
$550,000
4 Beds ⋅ 2 Baths ⋅ 10623019 MLS
Beautiful brick ranch in the heart of Great Bridge! This well-maintained, one-owner home was built by the seller and has been lovingly cared for over the years. Featuring a desirable ranch floorplan with hardwood floors in the foyer and great room, this home offers abundant natural light and neutral finishes throughout making it easy to personalize to your style. The carpet has been recently professionally cleaned, and a brand-new 50-yer roof was installed in February 2026. Enjoy the fully fenced backyard complete with a spacious deck great for relaxing or entertaining. Conveniently located near Route 17 with easy access to major highways. No HOA. Seller to provide a clear termite and moisture letter from Diamond Extermination. Move-in ready and exceptionally clean!

928 Fox Ridge Trail, South Chesapeake

1024 Wymers Court, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10618235 MLS
Welcome to 1024 Wymers Court in Etheridge Manor located in the sought-after Hickory School District! This beautifully updated 4-bed, 2.5-bath home has fresh interior and trim paint, newly painted shutters and front door, and brand-new carpet throughout. The main level features two spacious living rooms, a bright breakfast nook, and a formal dining room, perfect for everyday living and entertaining. Upstairs you’ll find a huge finished room over the garage, two additional bedrooms, a full hall bath, laundry closet, and the luxurious primary suite with dual walk-in closets and a private bath with dual vanities and a stand-up shower. Enjoy the quiet privacy of the backyard from the large deck, all set on a cul-de-sac lot. Other updates include: Roof (2015), HVAC (2017), Windows (2013 & 2023), Gas Water Heater (2020 approx.) Crawl space just inspected by Diamond Exterminator early September. Vapor barrier and crawl installation installed (2019)

1024 Wymers Court, South Chesapeake

945 Saddleback Trail Rd, South Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10612575 MLS
This move-in-ready home has it all! Meticulously maintained, this 4-bedroom, 3-bath beauty offers 2,036 sq ft of style and comfort in the heart of Great Bridge. Inside, you’ll enjoy updated bathrooms, fresh finishes, custom built-ins, and thoughtful touches throughout. Whether you love to entertain or prefer a quiet place to unwind, this home delivers. The open, inviting layout is as functional as it is beautiful, and the pride of ownership shows in every detail. Step outside to your own private retreat featuring a Trex deck, fire pit area, and a stunning in-ground pool, great for relaxing or hosting friends and family.Recent improvements include new siding (Dec 2024), an encapsulated crawl space (2019), new attic insulation (Dec 2024), Tankless water heater (2019) and the addition of a full bathroom in the finished upstairs bedroom (Dec 2022). Assumable VA loan at 2.5% interest.

945 Saddleback Trail Rd, South Chesapeake

1100 Walnut Neck Avenue, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10612555 MLS
You will love coming home to 1100 Walnut Neck Ave! A versatile flex space welcomes you at the front of the home great for an office, playroom, or formal living room alongside a separate dining room for gatherings. The open-concept kitchen has quartz countertops, stainless steel appliances, and a stylish tile backsplash, all overlooking a spacious living room complete with a cozy gas fireplace. Brand-new carpet. The primary suite features a tray ceiling, walk-in closet, updated bath with a marble-tile shower, soaking tub, and double vanity. Upstairs, you'll find three additional bedrooms and a full bath. The incredible sunroom and paver patio wonderful for relaxing or entertaining. Convenient to the neighborhood playground, community pool, tennis courts, & soccer field gives easy access to fun & recreation. You will also find a great dog park nearby.

1100 Walnut Neck Avenue, 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.