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$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, Central 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, West 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, South 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, South 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, South 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, Central 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, West 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, South 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, South 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, Central 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, South 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, South Chesapeake

$665,000
4 Beds 3 Baths 10652967 MLS
This home truly has it all! Welcome to this beautiful 4-bedroom, 3-full-bath home in the highly desirable Las Gaviotas golf course community. Offering 3,371 square feet of thoughtfully designed living space, this home immediately impresses with beautiful flooring and an inviting, open feel. Enjoy peaceful living along a quiet tidal creek from the Elizabeth River, where changing tides, abundant wildlife, and natural beauty create a truly serene backyard setting. Relax on the updated Trex deck and enjoy the peaceful views, or take in the scenery from the inviting sitting room just off the living room, where gorgeous windows bring the beauty of the outdoors inside. The flexible floor plan includes a first-floor bedroom, dedicated home office/gym, and an upstairs bonus room—providing plenty of space for guests, work, hobbies, or entertaining. Numerous recent updates provide peace of mind, including new ductwork in attic and crawlspace (2025), roof and skylight (2024), water heater (2024), Prodigy insulated siding, fascia and rain gutters (2024), Bosch BOVA upstairs HVAC system (2022), Trex decking (2023), first-floor LVP flooring (2021), and crawlspace dehumidifier (2026). With golf-course community living, a peaceful tidal-creek setting, abundant natural light, and an impressive list of updates, this is a home you won’t want to miss.

419 Granada Drive, South 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, South 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, Central 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, West 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, Central 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, South 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, South 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., Central Chesapeake

$409,000
4 Beds 2 Baths 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, South Chesapeake

$509,900
4 Beds 2.1 Baths 10653139 MLS
Welcome to 508 Schaefer Avenue, a beautifully maintained 2018-built home in Chesapeake’s Deep Creek area! With 4 bedrooms, 2.5 baths, and 2,398 square feet, this home offers the space today’s buyers are looking for. The main level features an open flow between the kitchen, dining, and living areas, along with a separate front flex room ideal for a home office, playroom, or sitting room. The bright kitchen includes white cabinetry, granite countertops, a large island with seating, and stainless steel appliances. Upstairs, the spacious primary suite includes a separate sitting area and an ensuite bath with dual vanities, a soaking tub, and a separate glass shower. Three additional bedrooms and an upstairs laundry room add everyday convenience. Outside, enjoy a level backyard, concrete patio, wooded backdrop, and attached two-car garage. Potential 5.75% assumable loan opportunity for qualified buyers, subject to lender/servicer approval, underwriting, applicable terms, and buyer qualification. Schedule your private showing today!! THIS ONE IS A STEAL!!!

508 Schaefer Avenue, West Chesapeake

$440,000
3 Beds 3 Baths 10652901 MLS
Welcome home to this stunningly renovated farmhouse, where modern design meets classic charm in the heart of Chesapeake. Completely rebuilt from the studs up, this 3-bedroom, 3-bathroom gem offers 1,963 square feet of thoughtfully designed living space across two stories on 3/4th an acre. Step inside to an open-concept kitchen featuring striking black-and-white countertops, statement lighting, and modern farmhouse accents throughout. The main-level primary suite is a true retreat, boasting two generous closets and a spa-inspired bathroom with a sleek, step-in tiled shower. Sophisticated gray-toned flooring flows seamlessly throughout the home, adding warmth and cohesive style to every room. Outside, a detached garage provides excellent storage or workshop potential. Come make your dreams your reality! This one will not last long!

4057 Woodland Drive, West Chesapeake

$998,895
5 Beds 3.1 Baths 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$747,995
5 Beds 3 Baths 10651967 MLS
Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, South Chesapeake

$327,000
4 Beds 1 Baths 10653029 MLS
Corner-lot 3–4 bedroom home on 0.25 acres featuring a horseshoe driveway plus a paved drive leading to an oversized detached garage. Flexible bonus room; office, playroom, or guest space. Recent updates include newer windows, 2025 roof, 2024 flooring, and 2025 HVAC service. Open floor plan connecting the kitchen, dining area, breakfast bar, and living room. Large dedicated laundry room conveniently located off the kitchen. Outdoor living includes a welcoming front porch, private back patio, and additional side patio off the detached garage. The 696 sq. ft. detached garage offers exceptional parking, workshop potential, and storage. Move-in ready—schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake

$574,900
4 Beds 2.1 Baths 10653018 MLS
Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, 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.