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$450,000
4 Beds 2.1 Baths 10653149 MLS
Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, Chesapeake

$300,000
4 Beds 2 Baths 10653273 MLS
Welcome to Crestwood Gardens in Chesapeake! This beautifully updated, turn-key home offers modern style, comfort, and functionality in an established NO HOA neighborhood. Enjoy fresh paint, plush new carpeting, and durable luxury vinyl plank flooring throughout. The remodeled kitchen features soft-close shaker cabinets, quartz counter-tops, stainless steel appliances, and a custom tile back-splash. The spacious primary suite includes a private en-suite bath. Major updates include a new roof, new windows, and updated plumbing and electrical for added peace of mind. Outside, enjoy a large detached garage offering excellent space for parking, storage, hobbies, or a workshop. Located in the Great Bridge High School district with quick access to interstates, shopping, and dining. Perfect for first-time buyers, down-sizers, or anyone seeking an affordable, move-in-ready Chesapeake home!

1325 Great Bridge Boulevard, Chesapeake

$544,900
4 Beds 3 Baths 10653325 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2213 Wilmington Avenue, Chesapeake

$457,195
4 Beds 2.1 Baths 10653338 MLS
Now is the time to bring your vision to life and build your very own Shenandoah! We've started construction on the final building in The Retreat at Western Branch. This light-filled end-unit offers an open-concept kitchen and great room, first-floor primary suite, office, laundry, two-car garage, and covered porch. Upstairs, you'll find a spacious loft, three guest bedrooms, and full bath. This low-maintenance community features a clubhouse, fitness center, billiards, pool, outdoor grilling area, dog park, community garden, and landscaped grounds. Buy now and make it yours by selecting your finishes and options during construction. Final price will be determined by buyer-selected options and upgrades.

4706 Mahogany Run Place, Chesapeake

$424,900
3 Beds 2 Baths 10653150 MLS
Welcome to your own private backyard oasis! Just steps from the water, tucked away on a quiet cul-de-sac. This beautifully updated 3-bedroom, 2-bath single?level ranch offers approximately 1,664 sq. ft. of comfortable living with an outdoor setting made for relaxing, entertaining and enjoying summer at home. Step outside to a fully fenced backyard featuring an in-ground pool with newer liner and pump, expansive concrete patio areas, covered pergola/outdoor living spaces, landscape lighting, irrigation and plenty of room for gatherings, grilling or quiet evenings by the pool. Inside, the thoughtfully redesigned primary suite features an expanded bedroom, dressing/closet area and beautifully remodeled bath with double vanity, oversized LED mirrors, glass-enclosed shower and jetted tub. Additional highlights include LVP flooring, an updated kitchen with granite countertops, two fixed fireplaces, updated lighting and finishes, huge 2 level detached workshop/storage, 2-car carport and no HOA. More than a home it's a place to enjoy every day. Extensive improvements completed in 2024 - 2025; detailed Features & Upgrades, Conveyance/Exclusion, and Seller Information package available upon request. This home is a must-see in person contact your agent to schedule a private showing.

1100 Dane Street, Chesapeake

$639,900
4 Beds 2.1 Baths 10653324 MLS
Located in the highly coveted Grassfield High School District, this beautifully maintained 2021-built home offers modern style, thoughtful design, and plenty of natural light. The bright, open floor plan features hardwood floors throughout the entire first floor and a desirable downstairs primary suite. The chef’s kitchen is the heart of the home, showcasing quartz countertops, a gas range, and a deep island providing generous seating and additional prep space. The primary bath continues the elevated finishes with quartz countertops, dual shower heads, and beautiful upgraded tile. A first-floor laundry room adds everyday convenience, while the spacious all-seasons screened-in porch creates the space to relax or entertain year-round. With its inviting layout, quality finishes, and abundance of natural light, this home offers the perfect blend of comfort and style.

2065 Shipyard Road, Chesapeake

$539,900
4 Beds 2.1 Baths 10653218 MLS
Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, to include: HVAC, roof, house trim, soffit, & gutter system, electric stove, carpet/LVT flooring, some interior paint, new pool salt system & Dolphin pool vacuum. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person.

1505 Hilltop Drive, Chesapeake

$499,900
5 Beds 3 Baths 10653261 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, Chesapeake

$680,000
4 Beds 3 Baths 10652980 MLS
Located in Western Branch, this spacious 4-bedroom, 3-bath brick home offers a flexible layout with inviting indoor and outdoor living spaces. Fresh new carpet complements the hardwood flooring found throughout much of the home. The kitchen features granite countertops, stainless steel appliances, and plenty of space for everyday living. A cozy fireplace anchors the main living area, with easy access to the expansive back deck for outdoor entertaining or relaxing. Upstairs, the primary suite features a walk-in closet and private bath with a jetted soaking tub and separate shower. With generous living spaces, three full bathrooms, and thoughtful updates throughout, this home is ready for its next chapter. Don’t miss it!

1529 Lauren Ashleigh Drive, Chesapeake

$245,000
2 Beds 2.1 Baths 10653001 MLS
Move in Ready and tucked away in the Knell’s Ridge neighborhood. You will be delighted as you step into this well maintained 2 story condo that has been renovated from top to bottom and offers a bright and spacious floorplan. The Living Room with gas fireplace opens to the renovated quartz Kitchen with a dining area plus a Breakfast Bar. All three Bathrooms have been updated to include new flooring, vanities with quartz counters, fixtures, and the full baths have new shower/tub inserts. Additional Details to impress you: freshly painted interior walls and trim, wide plank laminate flooring on first and second floors, custom cabinets throughout, HVAC with programmable thermostat, two owner’s suites with walk in closets, 1st floor Laundry Closet, vinyl replacement windows and newer sliding door, all new plumbing, and courtyard with new privacy fence and storage closet. Reserved parking and super convenient to Interstate access, Dining, Shopping, and Recreation.

614 Butterwick Court, Chesapeake

$325,000
3 Beds 2 Baths 10652903 MLS
Welcome Home to Deep Creek! Don’t miss this charming and well-maintained 3-bedroom, 2-bath ranch-style home nestled in an established neighborhood. Offering approximately 1,388 square feet of comfortable living space, this home has plenty of room to live, work, and entertain. The home features a spacious living room and a versatile flex room that can easily be used as a home office, playroom, second living area, hobby space, or whatever best fits your lifestyle. The spacious bedrooms offer plenty of room for comfort, while the kitchen includes a convenient eat-in area perfect for everyday meals. Step outside to the huge, fully fenced backyard, offering plenty of space for entertaining, outdoor gatherings, pets, gardening (check out the fruit trees), or simply relaxing and enjoying the outdoors. With its flexible floor plan, spacious backyard, and convenient Deep Creek location, this home is ready for its next owner. Schedule your private showing today!

3117 Kenelm Drive, Chesapeake

$559,900
3 Beds 3.1 Baths 10653230 MLS
BETTER THAN NEW IN GREAT BRIDGE! This upgraded, move-in-ready condo offers approximately 2,228 square feet, 3 bedrooms, 3.5 bathrooms and a two-car garage. The open main level features upgraded flooring, crown molding, a fireplace and a gourmet kitchen with upgraded cabinetry, hard-surface countertops, an oversized island and upgraded appliances. The primary suite includes a walk-in closet and spa-inspired bathroom with dual vanities and a custom-tiled shower. Enjoy the screened balcony and owner-added upgrades, including a custom entry drop zone, redesigned laundry room, upgraded bar area, Murphy bed, PAX storage system, recessed lighting, Nest thermostats, Ring doorbell and garage-door opener. LOW $95 monthly condo fee with professionally maintained grounds, cabana, grilling area, fire pits and bocce ball. All the appeal of newer construction—with the upgrades already completed and no construction wait! Recently appraised at $570,000 and offered at $559,900!

906 Bernard Lane, Chesapeake

$719,900
5 Beds 4 Baths 10653264 MLS
Nestled on a cul-de-sac in Saddle Ridge Estates with NO HOA, 804 Wakedale Arch offers 3,720 square feet of spacious living with five bedrooms and four full baths. New hardwood floors, new carpet, and fresh paint throughout make this home move-in ready. An expansive sunroom just off the eat-in kitchen provides additional space for entertaining or relaxing. The generously sized primary suite features a sitting area, walk-in closet, and private bath with dual vanities, a separate shower, and soaking tub. A first-floor bedroom and full bath offer flexibility for guests or multigenerational living. Enjoy practical extras, including ample built-in garage shelving and a backyard shed with electricity. Space, comfort, and convenience come together in this beautifully refreshed home!

804 Wakedale Arch, Chesapeake

$345,000
3 Beds 1.1 Baths 10653235 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Chesapeake

$850,000
4 Beds 3 Baths 10653178 MLS
All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, Chesapeake

$775,000
5 Beds 2.1 Baths 10653033 MLS
Welcome to 3708 Riverwood Crescent! Situated on approx. 3 acres in sought after Chesapeake 23322, this nearly 3,000 sq. ft. home offers space, privacy & extensive updates! Enjoy a private backyard retreat with pool, screened porch & updated deck. Inside features a remodeled kitchen with quartz countertops, mostly stainless steel appliances, soft-close cabinetry, recessed lighting, hardwood & luxury vinyl plank flooring, plus new carpet upstairs, and solar hallway lighting. Updated baths include new countertops, toilets, fixtures, ceramic tile, tub/shower & an enlarged porcelain-tiled primary shower. Major improvements include dual-zone HVAC (2019/2021), 2024 water heater, water softener, encapsulated crawl space with pump & dehumidifier, replaced exterior/garage doors, vinyl windows & 2011 roof with 50-yr warranty. Shed and lawn tractor conveys! A rare combination of acreage, updates, pool & location; come see it!

3708 Riverwood Crescent, Chesapeake

$725,000
5 Beds 3.1 Baths 10652854 MLS
Sought-after Cheshire Forest! This custom Crumley-built home offers 5 bedrooms, 3.5 baths and approx. 3,100 sq. ft., with over $100K in improvements in less than two years. All 3.5 baths were beautifully remodeled by Jerry Harris with premium finishes and a level of luxury you'd expect in million-dollar homes. The primary bath is a showstopper with a soaking tub, oversized shower and dual shower heads. Additional upgrades include EMTEK door hardware, Leviton Decora Plus switches and outlets, fresh interior paint and a refreshed kitchen open to the den. The 5th bedroom offers flexible office space. Outside, enjoy an inground pool with attached hot tub, screened porch, privacy fence and greenspace. Two staircases add to the custom layout. Tucked away on a cul-de-sac with Cheshire Forest amenities including clubhouse, community pool, tennis courts and playgrounds, all in the Great Bridge school district.

813 Satinwood Court, Chesapeake

$265,000
3 Beds 1.1 Baths 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Chesapeake

$650,000
5 Beds 3 Baths 10653164 MLS
Beautifully renovated 5BR/3BA home offering over 3,100 sq ft on nearly half an acre in Western Branch! Thoughtfully updated throughout, this home combines modern finishes with an exceptionally spacious and versatile floor plan. The first floor offers generous living and entertaining spaces, a family room with fireplace, plus a bedroom and full bath for guests or multi-generational living. Upstairs you'll find spacious bedrooms and an impressive primary suite. Enjoy a large backyard with plenty of room to entertain, an oversized 2-car garage, a whole-home generator, and PAID-OFF SOLAR PANELS for added energy efficiency with no solar payment! With extensive renovations, abundant space, and a desirable Western Branch location, this move-in-ready home delivers the updates, size, and features today's buyers are looking for!

2722 Gum Road, Chesapeake

$375,000
4 Beds 3 Baths 10653176 MLS
Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and NEW flooring completed in 2026 give the home a modern, move-in-ready feel, while the NEWER HVAC system (2022) and NEW maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Virtually staged. Schedule your private tour today!

4009 1st Street, Chesapeake

$283,999
2 Beds 2.1 Baths 10653079 MLS
Turnkey Luxury in Oakbrooke Crossing – Fully Updated & Pre-Inspected!Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome-style condo in desirable Oakbrooke Crossing! This move-in-ready home features brand-new LVP flooring, fresh neutral paint, and an updated kitchen with laminate countertops, breakfast bar, and stainless steel appliances. Upstairs, you’ll find two spacious primary suites, each with its own private en-suite bathroom great for guests, roommates, or a home office. Enjoy added peace of mind with a brand-new water heater (2024), recently serviced HVAC, and a professional pre-inspection with the report available upon request.Conveniently located in the heart of Chesapeake, just minutes from Greenbrier shopping, dining, business centers, and interstate access. The low-maintenance condo lifestyle includes ground maintenance, trash service, and community upkeep. Ready for you! Schedule your showing today!

313 Holyoke Lane, Chesapeake

$575,000
5 Beds 3.1 Baths 10653159 MLS
A rare financing opportunity and an exceptional floor plan set this completely renovated 5-bedroom, 3.5-bath home apart. Qualified buyers may be eligible to assume the seller’s existing VA loan at an incredible 2.625% interest rate, subject to servicer approval and existing loan terms. The versatile layout provides flexibility for extended family, guests, private workspaces and everyday living. Imagine cooling your home and enjoying the pool all summer with an electric bill that is virtually nonexistent. The seller reports exceptional energy savings from the solar-panel system, which will convey free and clear at closing. Other major improvements include new vinyl siding, garage door, HVAC, tankless water heater, fresh paint and so much more. The backyard paradise features a heated saltwater above-ground pool, new privacy fence and dedicated pool room that can also serve as a workout or recreation space. A well and sprinkler system help maintain the grounds.

412 Harper Court, Chesapeake

$685,000
5 Beds 2.1 Baths 10652920 MLS
Welcome to a home where thoughtful design meets effortless comfort. Beautifully updated with brand-new LVP flooring, this inviting residence is enhanced by an impressive collection of custom upgrades. The primary suite features a California Closets custom system, while the office offers tailored shelving and storage. In the kitchen’s eat-in area, a dedicated dog station and additional pantry provide both style and everyday functionality. Step outside and discover a private backyard backing to peaceful woods, complete with a fire pit—for relaxing or entertaining under the stars. The screened-in porch offers another inviting space to unwind and enjoy your favorite show. With the neighborhood playground just across the street, this home blends privacy, convenience, and thoughtful details in all the right ways. A home this special deserves to be seen!

952 Checkerspot Way, Chesapeake

$265,000
2 Beds 2 Baths 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, Chesapeake

$304,999
3 Beds 1 Baths 10653156 MLS
This beautifully updated property situated on a spacious corner lot of over a quarter acre in Chesapeake! Recent improvements completed in June 2026 include: a brand-new GAF architectural shingle roof, new gutters, Updated new LVP flooring, and fresh interior paint, giving this home a clean, modern feel and added peace of mind. The versatile FLEX room offers endless possibilities and can easily serve as a 4th bedroom, home office, playroom, or home workout space to fit your lifestyle. Step outside to your fully fenced backyard retreat, designed for both relaxation and entertaining. Enjoy summer days in the above-ground pool and unwind or host gatherings under the pergola on the patio while appreciating the privacy this backyard provides. Conveniently located near shopping, dining, schools, and major interstates, this move-in-ready home combines thoughtful updates, flexible living space, and exceptional outdoor setting you won't want to miss.

2801 Southport Ave., 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.