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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

$420,000
4 Beds 3 Baths 10645787 MLS
Welcome to 601 Hopewell Drive, a spacious 4-bedroom, 3-full-bath home situated on a desirable corner lot in deep creak area of Chesapeake. Fresh paint throughout creates a bright, refreshed interior that is ready for its next owner. The flexible floor plan offers plenty of room for everyday living, entertaining, a home office, or guest accommodations. Accessibility features throughout the property provide added convenience and functionality for a variety of needs. Outside, the corner lot offers generous yard space, while the above-ground pool with attached deck right off the back of the house creates the perfect setting for relaxing, entertaining, and enjoying warm summer days. With three full bathrooms, multiple living possibilities, and thoughtful accessibility options, this home offers comfort and versatility inside and out.

601 Hopewell Drive, South Chesapeake

$899,900
4 Beds 3 Baths 10645653 MLS
Welcome to The Ashford by Wetherington Homes - MOVE IN BY AUGUST 2026! A 5-bedroom, 3-bath new construction home with over 2,700 sqft on approximately 2 acres in Hickory School District with NO HOA! Designed for todays buyer, this open-concept floorplan offers luxury finishes, designer details, outdoor entertaining, & flexible living spaces. The kitchen features quartz countertops, Frigidaire Professional appliances, custom wood hood, shaker cabinetry, & upgraded lighting. The 1st floor Primary Suite includes a tiled spa-style shower, dual vanities, & oversized walk-in closet. Two additional 1st floor bedrooms offer flexibility for guests or office space. Upstairs includes 2 bedrooms, full bath, & loft ideal for media room, playroom, or gym. Enjoy luxury new construction convenient to Edinburgh, Greenbrier, shopping, dining, & commuter routes while still offering privacy & acreage!

435 Gallbush Road, South Chesapeake

$629,000
6 Beds 3 Baths 10645483 MLS
Rare 6-bedroom opportunity with an ideal multigenerational layout! The first floor features a bedroom, adjacent flex room, and a modified curbless shower, offering exceptional flexibility and accessibility. Beautiful neutral decor, 9' ceilings, hardwood floors, elegant crown molding, and a huge FROG provide room for everyone. The spacious primary suite features hardwood floors and two walk-in closets. Convenient second-floor laundry. Enjoy a large fenced backyard with a powered detached shed and private well for economical lawn irrigation, plus an attached 2-car garage. Meticulously maintained with annual service contracts on the HVAC, tankless water heater, and crawl space. Seller will provide a termite/moisture letter. Convenient to Millville Rd., Veterans Bridge, Shipyard Rd., and major interstates, Portsmouth, Norfolk and Suffolk! Small community vibe with minimal traffic. minimal traffic.

1816 Sunsprite Loop, South Chesapeake

$577,740
3 Beds 3 Baths 10645211 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.

2166 Edwin Drive, South Chesapeake

$452,000
4 Beds 3 Baths 10645004 MLS
Welcome home to this beautiful property ideally situated on corner lot. 4 spacious bdrms with one downstairs bedroom w/ large walk-in closet and full bath access perfect for in-law or guest suite. Primary suite offers walk-in closet, jetted tub and double vanity. Upstairs laundry with cabinetry and laundry workspace. Kitchen with breakfast bar, pantry, double oven, and newer refrigerator, microwave and dishwasher. Go outside onto the lanai w/ceiling and beautiful maturing landscaping. Low maintenance exterior with all wrapped exterior and gutter guards. The standout feature is the detached garage w/ recently installed attached 16x20 carport and expanded driveway-A true hobbyist or RV owners dream. Garage is wired with its own 100amp panel accommodating both 30 and 50 amp connections. Garage is heated and cooled by an installed window unit and pull down access to extra attic storage. A true must see.

1332 Hazel Avenue, Central Chesapeake

$550,000
4 Beds 3 Baths 10644867 MLS
Welcome home to this beautiful Craftsman-style ranch in highly desirable Culpepper Landing! This spacious 4-bedroom, 3-bath home offers approximately 2,380 square feet of thoughtfully designed living space with an open floor plan, soaring 10-foot ceilings, hardwood floors, upgraded trim, and surround sound in the living room. The gourmet kitchen features granite countertops, custom cabinetry, a large center island with bar seating, and ample storage—perfect for large families or entertaining. The first-floor primary suite offers a tray ceiling, walk-in closet, and an ensuite bath with double vanities, a garden tub, and a tiled walk-in shower. A finished room over the garage with a full bath and walk-in closet provides the perfect guest suite, home office, or flex space. Enjoy relaxing on the inviting front and side porches or entertaining on the rear deck. Additional features include a two-car attached garage, sprinkler system, and garage door opener with a transferable warranty and MyQ smart access for convenient remote operation and secure package delivery. Inground Sprinkler System has recently been inspected, a new back flow preventer was added and sprinkler heads relocated to accommodate a future fence. Interior professionally painted, new easy open window blinds installed thoughout w/4 yr warranty (2025). Located across from the neighborhood dog park, Culpepper Landing offers outstanding amenities including a clubhouse, community pool, fitness center, playgrounds, and walking trails, all with convenient access to shopping, dining, military bases, and major interstates.

3209 Dodd Drive, 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

$329,500
3 Beds 3 Baths 10644249 MLS
Be the first to see this stunning 3 bedroom, 3 full bath condo in sought after Riverwalk on the Elizabeth River. Offering 1,776 square feet of living space, this home features soaring cathedral ceilings, skylights, a dramatic two story great room with gas fireplace, and a spacious loft with potential for a fourth bedroom conversion. Recent updates include new carpet, luxury vinyl plank flooring, and stainless steel appliances. Enjoy a private balcony great for relaxing outdoors. Riverwalk residents enjoy an exceptional array of amenities including a clubhouse, pool, tennis courts, pickleball, dock access, playgrounds, weekly food trucks, swim team, garden club, and a community atmosphere. Conveniently located near shopping, dining, and major interstates, this is low maintenance living at its best.

605 Sail Fish Quay, South Chesapeake

$793,267
5 Beds 3 Baths 10644581 MLS
The Bellhaven at Riverview Landing by Wetherington Homes. Estimated September 2026 delivery. Flexible 4-5 bedroom floor plan with an open-concept layout. Chef’s kitchen connects to the dining area through a butler’s pantry and features dual ovens, gas range, hood, and large island overlooking the covered rear porch. Upstairs loft and main-level full bath add functional living space. Includes a curated list of standard features, with time to personalize select options. Cul-de-sac lot in an active community with walking trails, fire pit, and convenient access to schools, beaches, parks, restaurants, and more! Contact the sales counselor to schedule an appointment and learn about current incentives.

212 Kwanzan Court, South Chesapeake

$599,000
5 Beds 3 Baths 10644309 MLS
Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake

$565,000
4 Beds 3 Baths 10644284 MLS
Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

$450,000
5 Beds 3 Baths 10644216 MLS
Situated on a corner lot in sought after Culpepper Landing, this spacious home is ready for new owners to make it their own. A formal living and dining room, both with hardwood floors greet you as you enter. A large living room with gas fireplace opens to the spacious kitchen that includes tons of cabinet space and granite counters. The eat-in kitchen provides access to the large fenced-in backyard, great for entertaining. A bedroom and full bath are also located on the first floor. Upstairs, the primary bedroom includes an attached bath with double vanity, soaking tub and walk-in shower. Three more bedrooms and an impressive laundry room complete the second level. The attached 2-car garage provides excellent additional storage space. Neighborhood amenities include a clubhouse, exercise room, playgrounds, pool and more!

700 Canoe Street, South Chesapeake

$577,740
3 Beds 3 Baths 10644251 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.

2164 Edwin Drive, South Chesapeake

$449,900
4 Beds 3 Baths 10644044 MLS
Toss the lawn mower! It's too hot for that. It's time for low-maintenance living and relaxing by the pool at The Retreat at Western Branch. This move-in ready, new construction Lafayette floor plan features a first-floor primary suite, a huge island kitchen open to the living room, and a first-floor office or guest room with a full bath. Upstairs you'll find a spacious loft plus two additional bedrooms with a shared bath, ideal for guests, hobbies, or flexible living. Covered porch with an extended patio and a 2-car garage. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds. Exceptional value, priced to move, and ready for immediate enjoyment.

4605 Longleaf Place, West 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

$649,999
5 Beds 3 Baths 10643675 MLS
Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a first-floor bedroom with full bath. Set on 2.5 acres with a wooded backyard, it offers a true mini wilderness escape while still near to everything. The upstairs primary suite includes a garden tub, tile shower, and generous closet space. Modern finishes, private acreage, and a two-car garage make this a standout home that will not last!

2116 Cedar Road, 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

$894,595
5 Beds 3 Baths 10643669 MLS
Fair warning: Your guests may start inviting themselves over. Welcome to the Whitehurst by Kirbor Homes—a home that's equal parts stylish, spacious, and dangerously comfortable. Once you move in, don't be surprised if everyone suddenly volunteers your house for every birthday, football Sunday, and holiday gathering. The heart of the home is the incredible chef-inspired kitchen, complete with our upgraded Chef's Appliance Package, an oversized island, and enough counter space to pretend you're on a cooking show (or just unpack takeout in style). The open-concept layout keeps everyone connected, whether you're entertaining a crowd or trying to keep an eye on whoever keeps sneaking cookies before dinner. Designed with convenient first-floor living, the private primary suite is your personal escape after a long day, featuring a spa-like bathroom and a spacious walk-in closet that's ready for everything from everyday essentials to those online shopping "must-haves." Two additional bedrooms offer space for family and friends, while the upstairs bonus room can transform into whatever life calls for—a movie lounge, game room, home office, fitness studio, or the ultimate hideaway when you need a little peace and quiet. Out back, the covered porch is practically begging for morning coffee, summer cookouts, and evenings where you swear you'll only sit outside for five minutes...until it's dark. Every inch of the Whitehurst showcases the quality craftsmanship and thoughtful details Kirbor Homes is known for, blending comfort, flexibility, and timeless design into a home you'll love coming back to every day. So go ahead, schedule your private tour or Design Center appointment today. Just don't blame us when your friends start referring to your house as "the gathering place." Builder contract required. Ask about available lender incentives!

2857 Raccoon Trail, South Chesapeake

$440,000
6 Beds 3 Baths 10643653 MLS
A peaceful neighborhood in the Deep Creek area of Chesapeake with close water views and wooded scenery. This home is one of the largest homes, in the neighborhood, spacious bedrooms 6 & 3 full bathrooms. This home features a modern open layout with generous living areas and a well-appointed kitchen open for entertaining. 3 first-floor bedrooms and 1 full bath provide ideal flexibility for guests or multi-generational living while the other 3 to include the Primary bedroom on the second floor. The home has a new LVP life proof floors, New paint, New carpet, New two car driveway with a wrap around sidewalk and a generous size yard for gathering a outdoor activities. Flood Insurance of 880 yearly (Never floods)

421 Plummer Drive, South Chesapeake

$350,000
3 Beds 3 Baths 10643626 MLS
Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized primary suite is a true retreat, complete with a stunning en-suite bath showcasing floor-to-ceiling tile, dual sinks, and a new vanity with updated countertops. Two additional baths have been fully renovated with modern finishes. Go outside to your covered rear deck and take in serene water views, perfect for relaxing or entertaining. Community amenities include a pool, boat slip access, clubhouse, and more, offering a lifestyle of comfort and convenience.

143 Harbor Watch Drive, 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.