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$620,000
4 Beds 3 Baths 10645463 MLS
If you've been looking for a home in Cheshire Forest, this is one you won't want to miss! Nestled in one of Great Bridge's most sought-after communities, this beautifully updated and meticulously maintained 4-bedroom, 3-bath home offers approximately 2,673 square feet of thoughtfully designed living space. The bright, functional floor plan is great for everyday living and entertaining, featuring a well-appointed kitchen with a gas range, center island, breakfast area, abundant cabinetry, and seamless flow into the inviting family room with a gas fireplace and formal dining room. The main level also includes a full bathroom with a walk-in shower, a convenient laundry room, and access to the attached two-car garage. Upstairs, the spacious primary suite offers a large walk-in closet and a relaxing ensuite with a soaking tub and separate shower, while two additional generously sized bedrooms share a full hall bathroom. The finished room over the garage provides incredible flexibility as a fourth bedroom, home office, playroom, media room, or guest space. Step outside to a beautifully landscaped, oversized backyard featuring a large deck great for entertaining, outdoor dining, or simply unwinding. Residents enjoy access to community amenities including a clubhouse, pool, playgrounds, and tennis courts, all conveniently located near shopping, dining, parks, and Great Bridge schools. VA assumable loan at 2.25%

819 Keeling Drive, South Chesapeake

$479,900
4 Beds 2 Baths 10645772 MLS
Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Dr Drive, South Chesapeake

$699,900
4 Beds 4 Baths 10645397 MLS
Welcome home to Rollingwood Estates in the highly sought after Great Bridge school district. This one owner brick transitional home offers 4 bedrooms and 4 full baths with an open, bright floor plan designed for comfortable living and effortless entertaining. The spacious FROG serves as the fourth bedroom and features its own private full bath, making it ideal for guests or multigenerational living. The kitchen offers Corian countertops, generous workspace and opens to the main living areas. Step outside to your own backyard retreat with a sparkling inground pool, dedicated pool bath, stamped concrete patio, outdoor bar/kitchen area, screened porch, and professionally landscaped yard. A two car attached garage, irrigation well, and thoughtful layout add to the appeal. Offering exceptional value in an established neighborhood, this home is priced to sell and ready for its next owner to make it their own.

837 Greenfield Lane, South Chesapeake

$574,900
4 Beds 2.1 Baths 10645253 MLS
Move in ready and less than 5 years old with impressive builder upgrades. The gourmet kitchen boasts of high-end appliances including induction stovetop, wine fridge and huge walk-in pantry. This kitchen features elegant quartz countertops, artistic backsplash with large bar area completely open to living area with fireplace. A luxurious primary suite with spa inspired bath features huge shower and quartz vanity. A tasteful neutral palate with wide planked flooring and tons of natural light throughout the home. Enjoy almost half acre fenced in backyard wired for 50 amps and home is plumbed for gas. Conveniently located near dining, shopping , military bases and interstates. Schedule your showing today to make this wonderful house YOUR HOME!

240 Hurdle Drive, South Chesapeake

$575,000
4 Beds 2.1 Baths 10645016 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Conveniently located near shopping, dining, and with easy interstate access, this home combines comfort with convenience. Relax and unwind on the spacious deck while enjoying peaceful views of the pond and the surrounding wildlife. The generous primary suite features a large walk-in closet, providing plenty of storage space. The well-appointed kitchen includes a gas range, a large pantry, and ample workspace for cooking and gathering. Located in the highly sought-after Chesapeake School District, this home also offers numerous valuable upgrades, including a new roof (2024), HVAC system (2024), and water heater (2021). Additional features include solar panels for energy efficiency, an irrigation system with a dedicated well, a security system, and the washer and dryer, all of which convey with the home.

1311 Piedmont Arch, South Chesapeake

$226,900
2 Beds 2 Baths 10644713 MLS
Welcome home to this beautifully maintained condo offering the perfect blend of comfort, style, and low-maintenance living. The spacious first floor features LVP flooring throughout and a well-appointed kitchen with granite countertops, providing both beauty and functionality. Step outside to your private patio—ideal for morning coffee, outdoor dining, or entertaining—with the added convenience of a storage shed. Upstairs, you'll find two generously sized bedrooms and beautifully updated bathrooms featuring elegant quartz and marble countertops. The spacious primary suite offers a large closet and a beautifully renovated bath with walk-in shower, creating a peaceful retreat at the end of the day. Enjoy resort-style amenities, including a community pool and scenic pond, while the condo assoc takes care of water, sewer, and grounds maintenance for truly carefree living. Conveniently located near shopping, dining, military bases, and major interstates. Schedule your private showing today!

400 Bracknell Arch Unit A, South Chesapeake

$399,900
3 Beds 2.1 Baths 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake

$825,000
5 Beds 3 Baths 10644737 MLS
Beautiful 5 Bedroom Brick Home featuring a spacious open floor plan perfect for everyday living and entertaining. The large kitchen offers stainless steel appliances, abundant cabinetry, and ample prep space. A standout feature of the home is the custom library, complete with French doors, built-in shelving, and a rolling ladder, creating an elegant and inviting space for work, reading, or relaxation. The main level includes a guest bedroom and full bath. Upstairs you'll find a media room and an oversized primary suite with double closets and a luxurious bathroom featuring a jetted tub, separate shower, a double vanity and private toilet room. Be sure to notice the built-in light-up stairs going up to the second floor! Enjoy your own private backyard oasis with mature landscaping, an in-ground saltwater pool, hot tub, and an expansive custom paver patio, ideal for relaxing or entertaining. Extended driveway with Boat/RV pad. Located in the sought after Great Bridge school district and community, local shops and restaurants, and close to the interstate for a quick trip to OBX!

208 Leicester Court, South Chesapeake

$499,900
4 Beds 2 Baths 10644453 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake

$315,000
3 Beds 2.1 Baths 10644227 MLS
**OPEN HOUSE THIS SATURDAY, 7/18/26 FROM 12-2PM**Beautifully maintained townhouse in sought-after Cedar Lakes community with 3 bedrooms and 2 1/2 baths. The kitchen shines with brand-new stainless-steel appliances, including a gas range, microwave, French door refrigerator, and dishwasher, along with a new disposal and faucet. The entire home has been professionally painted, offering a fresh, move-in ready feel. Major systems are updated with a roof approximately 10 years old, HVAC replaced in 2020, and a brand-new hot water heater with an Apollo system providing supplemental heat, and windows replaced about 6 years ago. All toilets are new. Enjoy relaxing in the screened-in porch. Washer/Dryer and Gas Fireplace convey as-is. Great Bridge school district and just minutes from shopping, dining, parks, City Hall and easy access throughout Hampton Roads. Homeowner's Association includes a pool and clubhouse.

626 South Lake Circle, South Chesapeake

$273,851
2 Beds 1 Baths 10644283 MLS
Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill the home with natural light, creating an open and airy feel throughout. The spacious living room features a cozy fireplace and access to a private balcony overlooking mature trees and a lake, providing a peaceful place to relax. The kitchen offers ample cabinet and counter space and opens to a sunny dining area framed by a dramatic arched window. The bedrooms continue the home’s bright, open feel with high ceilings and plenty of room to make your own. One of the unique perks of this location is being just a few blocks from the city’s annual parade route. Just a short drive from home, The Chesapeake Rotary Christmas Parade, is a longtime local tradition that brings the community together each year while still allowing you to enjoy the comfort of home. Whether you’re a first-time buyer, looking to downsize, or searching for a low-maintenance home in a convenient location, this condo offers the perfect opportunity to add your personal style and enjoy everything this vibrant area has to offer.

449 E Lake Circle, South Chesapeake

$700,000
5 Beds 3 Baths 10644005 MLS
Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for multigenerational living, guests, or a private home office. In addition the downstairs open concept floor plan offers room to gather, work from home, or simply relax, while upstairs the primary bedroom and full bathroom, large laundry room and 4 other bedrooms provide comfort and privacy for everyone. The primary suite serves as a peaceful retreat with an en-suite bath, dual closets and views of the water from the back of the home, creating the great place to unwind at the end of the day. This exceptional location combines the charm of a quiet neighborhood with the convenience of everything Hampton Roads has to offer. Don't miss the opportunity to make this wonderful Chesapeake home your own—schedule your private showing today!

1131 Madison Lynn Way, South Chesapeake

$685,000
5 Beds 3 Baths 10643877 MLS
A Gem! Pristine condition all brick transitional on 1/3 acre cul de sac lot in Great Bridge. 5 bedrooms plus 1st floor 6th bedroom or office with ensuite. Open floor plan with huge updated kitchen (quartz counters), breakfast room and family room overlooking impeccably landscaped and treed backyard. Remodeled primary & hall bathrooms. 2 zone HVAC. Wood burning fireplace also plumbed for gas. Spacious family room, living and dining rooms, bedrooms and FROG. Screened porch with concrete floor. 2 car side loading garage with long driveway. Updates include windows, roof, 1st floor gas pack HVAC, garage door and leaf filter gutters. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. In-ground sprinkler system, appliances, and window treatments convey "as is". Home warranty.

810 Hedgerow Court, South Chesapeake

$560,000
4 Beds 2.1 Baths 10643841 MLS
Welcome to this remarkable Pines of Warrick home in highly sought-after Great Bridge—affectionately touted by locals as "The Promised Land!" : ) … and also known for it's highly acclaimed Great Bridge school district. This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of timeless charm and thoughtful updates. The renovated kitchen features gorgeous custom high-end cabinetry, granite countertops, THE PRETTIEST backsplash with beautiful beveled ceramic subway tile, and a perfect breakfast nook. Rich hardwood flooring and crown moulding, formal living spaces include dining room and private library/office with French doors providing flexibility for working from home or entertaining. The inviting family room features a wood-burning fireplace (gas line remains if desired) and opens to a great sunroom overlooking the spacious deck and large fenced backyard. The first floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the secondary bedrooms are exceptionally large! The finished room over the garage with custom built-ins makes an ideal media room, playroom, 4th bedroom or hobby room. Extensive recent improvements provide peace of mind, including TWO new zoned HVAC heat pump systems (inside and out) installed March 2025, condensate drain pump with alarm (April 2025), crawlspace encapsulation with new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter and HVAC condensate drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Pride of ownership shines throughout this lovely home—don't miss this beauty!

424 Pines Of Warrick Drive, South Chesapeake

$590,000
4 Beds 2.1 Baths 10643821 MLS
Lovely 4 bedroom, 2.5 bath home located in desirable Great Bridge area. This beautiful home has been well maintained by original owners and boasts custom features throughout including cathedral ceilings, custom crown molding and chair rail. New LVP flooring in primary bathroom and hall bathroom. New stainless steel appliances and granite counter tops in bright open kitchen that flows into the family room with a cozy gas fireplace for relaxing. Large bedrooms that are bright and inviting. Huge primary suite with cathedral ceiling, walk in closet, jetted tub & double sinks. Located in a cul de sac with wrap around front porch that overlooks the lush front yard & deck in the "secret garden" back yard with mature trees and shrubbery for privacy. Partially encapsulated crawl space & dehumidifier. Updates include HVAC (2022), windows (2016), Roof (2014), new rear sliding door & LVP flooring. 2 car garage with new side entry door. Freshly painted exterior. This truly feels like HOME!

700 Turnbuckle Court, South Chesapeake

$650,000
4 Beds 3 Baths 10643512 MLS
Welcome to this stunning 4 BR, 3 BA plus loft home in popular Viridian Reserve w/custom upgrades. 1st flr BR w/private entrance is perfect for guests or in-laws. 1st flr full BA. Mudroom w/built-in bench & shelving. New carpet & fresh paint 2026. Impressive chef's kitchen w/granite counters, stainless appliances, tall wood cabinets & center island plus pantry & eat-in area. Kitchen opens to LR w/gas FP & wired for surround sound. Work from home? There is a built-in office area w/granite topped desk. Open dining area w/trey ceiling, crown molding & chair rail. Wood floors on 1st flr. Large primary suite on 2nd flr w/spa like en-suite BA w/jetted tub, separate tiled shower, dual sink vanity & large walk-in closet. Upstairs - loft, 2 more BRs, 3rd full BA & laundry room. Inviting front covered porch plus back covered patio w/TV, fire pit, pergola & pavers. Fenced yard w/wide gate. 2 car att. garage. Tankless hot wtr heater. Move in ready. Open House-Sat. 7/11 11-1pm Somephotosvirtstaged.

104 Bella Drive, South Chesapeake

$525,900
3 Beds 3.1 Baths 10643531 MLS
QUICK CLOSE - First Time Buyer 5.5 rate, low down, NO PMI! Mid Century Coastal look! UPGRADES GALORE! Built by award-winning builder. Extensive Mohawk flooring through mid-level - Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' screened Trex porch, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

904 Jennings Ln, South Chesapeake

$595,900
3 Beds 3.1 Baths 10643518 MLS
First Time Buyer 5.5 rate, low down, NO PMI! To Be Built - Dreamy Augusta Cottage by coveted local builder w/unmatched architectural detail, from custom arches to soaring 10’ ceilings & stunning hardwood floors. Open-concept 1st floor blends Dining & Great Rm, w/French doors opening to private courtyard & patio, your outdoor oasis. Chef’s kitchen shines w/oversized island, Quartz counters & custom range hood. Generous 1st-floor BR w/en-suite bath offers flexible living. Versatile mudroom w/pantry, powder room & access to 2-car garage make everyday living effortless. Upstairs, sun-filled BR3 features walk-in closet, while BR4 (or loft) adapts to your needs. Also included are a shared dual bath & oversized laundry room. Private Primary retreat boasts spa bath w/ dual sinks, garden tub, large tiled shower & super-sized walk-in closet w/ dual storage areas. Professionally managed grounds offer low-maintenance living. Luxury, comfort & lifestyle in one exceptional home.

904 Koonce Ln, South Chesapeake

$545,900
3 Beds 3.1 Baths 10643529 MLS
QUICK CLOSE - First Time Buyer 5.5 rate, low down, NO PMI! - End Unit - Mid Century Coastal look - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

900 Jennings Ln, South Chesapeake

$585,000
4 Beds 2.1 Baths 10643196 MLS
Welcome to this one of a kind custom all brick home designed for buyers who appreciate true craftmanship, architectural character, and timeless traditional design. Offering nearly 3000 sqft, 4 bedrooms and 2.5 baths, this home showcases features rarely found in newer construction, including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and 3 fireplaces that bring warmth and character throughout. This is not a builder grade flip or cookie cutter renovation, but a home built with quality, detail, and lasting charm. Outside, enjoy a private backyard retreat with a saltwater inground pool. Ideally located near local bases, shopping, dining, and major interstates, this is a rare opportunity to own a home with true character and lasting value.

913 Montebello Circle, South Chesapeake

$615,000
3 Beds 3 Baths 10643157 MLS
This beautifully updated brick home combines comfort, functionality, and style with flexible spaces designed for modern living. At the heart of the home, the stunning kitchen features a custom island perfect for gathering, entertaining, and everyday life. Spacious bedrooms, versatile living areas, and an expansive sunroom provide plenty of room to spread out, with ideal spaces for a home office, virtual learning, hobbies, or creative pursuits. A true standout feature is the oversized two-car garage/workshop, complete with a full bath and approximately 780 square feet of unfinished space above—offering endless possibilities for guest accommodations, a studio, home gym, office, or additional storage. Step outside to enjoy beautifully landscaped grounds, custom decking, and an inviting patio designed for entertaining. A charming custom she-shed adds even more versatility, along with an additional flex space inside the home. Thoughtful updates throughout and adaptable spaces are a win!

103 Ashley Road, 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.