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1006 Butt Street, Central Chesapeake
$358,500
4 Beds ⋅ 2 Baths ⋅ 10643890 MLS
The Ultimate Chef's Kitchen: Equipped with a professional-grade gas stove & griddle, a rustic tile backsplash, granite countertops, a farmhouse sink, a pot filler, and stainless steel appliances. Fresh & Modern Upgrades: Brand-new paint, stunning flooring, carpet, and stylish finishes elevate every room while preserving the home's historic soul. Space to Live & Play: Featuring a spacious formal dining room, a bright and airy sunroom, a huge primary suite drenched in natural light, and a massive stand-in attic for ultimate storage. Outdoor Oasis: Step outside to a fully fenced backyard complete with an expansive deck—great for weekend BBQs and entertaining. Prepare to fall in love! This gorgeous home with upgrades in the Historic District of Chesapeake is a wounderful mix of historic curb appeal and sleek, modern living.

1006 Butt Street, Central Chesapeake

432 Charleston Street, South Chesapeake
$390,000
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

1456 Debbs Lane, South Chesapeake
$411,000
3 Beds ⋅ 2 Baths ⋅ 10649551 MLS
Location, location, location! Just off Volvo Parkway, this meticulously maintained ranch offers exceptional convenience to interstates, Chesapeake, Virginia Beach, shopping, dining, and more. Featuring 3 bedrooms and 2 baths, this move-in-ready home boasts a newly renovated primary bath with custom tile shower, granite kitchen with stainless steel appliances, and a cozy great room with vaulted ceiling and wood-burning fireplace. Updates galore include roof and attic spray insulation (2026), garage door and opener (2025), washer (2024), dryer (2025), and fireplace inspection (2025). Enjoy outdoor living with a pool featuring a 2026 pump, liner, and cover, plus Trex decking, pavers, hardscaping, and artificial turf. Fresh paint and an expanded driveway complete this beautifully updated, centrally located home!

1456 Debbs Lane, South Chesapeake

912 Scarlet Oak Court N, South Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10647026 MLS
Discover the possibilities in this charming ranch style home with great bones and a functional, single-level layout. Tucked away on a quiet double-ended cul-de-sac in the highly sought-after Greenbrier area, this home features a fully privacy-fenced backyard, spacious deck, and storage shed, creating plenty of room to relax, entertain, garden, or design your own outdoor retreat. The former garage was converted to create one bedroom and one full bath, completing the home’s now practical 3-bedroom, 2-bath floor plan. Bring your vision and personal touch to update the finishes, make the space your own, and build sweat equity along the way. Conveniently located near shopping, dining, highways, interstate access, military bases, and area beaches. Offered as-is and ready for its next chapter.

912 Scarlet Oak Court N, South Chesapeake

2000 Long Ridge Road, South Chesapeake
$1,175,000
5 Beds ⋅ 3 Baths ⋅ 10646791 MLS
Rare opportunity to own a Chesapeake equestrian property offering the perfect blend of refined country living and modern convenience. This exceptional home offers 5 bedrooms, 3 full bathrooms, 3,046 square feet, and an additional 712 square feet of living space in a true in-law suite with private entrance. Equestrian enthusiasts will appreciate three fenced pastures, a riding ring with light, the run-in shed, and a three-stall stable with tack room, while the outdoor enthusiast will love the large garden, the raised garden beds, the blueberry and raspberry bushes, the gazebo, and the picturesque koi pond with fountain. Inside, the living room with beautiful stone mantle and pellet stove is open to the updated kitchen featuring gorgeous, leathered granite countertops, a large island, and an eat-in area with additional cabinetry. The spacious primary suite offers beautiful property views and includes a walk-in closet and luxurious bath with double quartz shower and dual sinks. Additional highlights include wood floors throughout, an office with French doors, a fantastic screened-in porch and a deck, a 2-car attached garage, a 3-car detached garage, a new well, reverse osmosis water system, generator hook-up, and a 400-gallon propane tank. The best of country living without sacrificing modern convenience, this country retreat is designed for both comfortable living and equestrian enjoyment.

2000 Long Ridge Road, South Chesapeake

1916 Chesapeake Avenue, Central Chesapeake
$370,000
4 Beds ⋅ 3 Baths ⋅ 10646172 MLS
Welcome home to this quality built and beautifully maintained 4-bedroom, 3-bathroom brick ranch, tucked on a spacious 1/4+ acre lot, in a quiet Chesapeake neighborhood. Classic all-brick construction, a durable dimensional shingle roof, and great curb appeal make this home as solid as it is inviting. Step inside to a comfortable single story layout offering easy, one level living that could be great for families, downsizers, or anyone craving low maintenance simplicity. The attached one car garage adds convenience, while the second attached garage in the back of the home offers a great workshop or possibly even a future bonus room or kitchen that could turn this into a true in law suite. The possibilities are endless. Out back, enjoy your own private retreat: a spacious wooden deck under a charming pergola to enjoy a morning coffee or evening gatherings, plus a paver patio that can be used for grilling and/or simply entertaining. Mature trees and hedges provide natural privacy, creating a peaceful backyard escape. Located in a well established Chesapeake community that combines classic character with everyday simplicity as well as functionality.

1916 Chesapeake Avenue, Central Chesapeake

4000 Kilbride Drive, Central Chesapeake
$280,000
3 Beds ⋅ 1 Baths ⋅ 10644177 MLS
Welcome to this inviting all-brick ranch nestled on a spacious fenced corner lot, where comfort meets convenience. Located on a peaceful street in an established neighborhood, you’ll enjoy easy access to interstates, schools, and shopping—everything you need right at your fingertips! This home features three cozy bedrooms and a beautifully updated bathroom, making it great for anyone looking for extra space. One standout feature is the solar system, significantly reducing your power bills to just the connection fee—an eco-friendly choice that saves you money! Solar panel investment was 30K and will be paid off at closing. Go outside to discover pavers off the back door, creating an ideal spot for relaxation or entertaining. The oversized detached garage is perfect for storing your car or setting up a workshop, offering versatility without HOA fees. With new floors being installed this week, this home is ready for you to make it your own. Don’t miss out on this incredible opportunity—schedule your visit today and experience the charm for yourself!

4000 Kilbride Drive, Central Chesapeake

4606 Old Fox Trail, West Chesapeake
$275,000
3 Beds ⋅ 2.1 Baths ⋅ 10642346 MLS
Tucked-Away Condo Charm in Western Branch!Located in the back of the community away from the street, this 3-bedroom, 2.5-bath townhome offers 1,703 square feet of comfortable living surrounded by peaceful green space and mature trees. Step inside to an open-concept layout featuring a bright and airy eat-in kitchen with abundant storage, generous counter space, and an oversized pantry — perfect for the home chef. The living room centers around a cozy fireplace and flows out to your private patio with storage, ideal for relaxing or entertaining. A separate dining room offers extra space for meals or the perfect flex room to fit your lifestyle. Upstairs, retreat to the spacious primary suite complete with an en-suite bath featuring a jetted tub, glass shower, and a walk-in closet. Two additional bedrooms offer plenty of room and share a convenient hall bath. Zoned for the Western Branch school district and just minutes from major highways, shopping, and restaurants.

4606 Old Fox Trail, West Chesapeake

1149 Waters Road, South Chesapeake
$1,215,000
5 Beds ⋅ 3.1 Baths ⋅ 10620633 MLS
Two homes. Endless possibilities. Tucked away on a 1.5-acre lot in the heart of Great Bridge, this rare property offers 5,633 SF across two beautifully updated homes great for multigenerational living, extended family, a home business, or potential rental income. The main home features 5 bedrooms, 3.5 baths, and a stunning kitchen with GE Café appliances, slate countertops, hand-painted cabinetry, reclaimed wood accents, and a custom bourbon bar great for entertaining. The detached guest house lives like its own residence with 2 bedrooms, 2 baths, an office, and a 2-car garage. Enjoy a backyard retreat with a 35,000-gallon saltwater pool, new decking, screened porch, and lush landscaping. Tankless water heaters and a whole-house generator add peace of mind. Located in the sought-after Great Bridge school district.

1149 Waters Road, South Chesapeake

805 Helmsdale Way, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10650654 MLS
Welcome home to this charming ranch offering plenty of space to spread out and enjoy! Inside, you’ll find a formal living room and dining room, along with a cozy living area featuring a wood-burning fireplace. The kitchen offers new flooring and opens to a breakfast nook with convenient backyard access. Just off the back of the home is a versatile bonus room, currently used as a playroom, that would also make a great sunroom, home office, or flex space. The primary bedroom features a private bath and two closets, and both bathrooms feature new flooring. Step outside from either the breakfast nook or bonus room to a fully fenced, private backyard complete with a storage shed, playset, cozy patio, and firepit area, patio for entertaining or relaxing outdoors. A comfortable floor plan with flexible spaces inside and a backyard ready to enjoy!

805 Helmsdale Way, South Chesapeake

305 Sherwood Forest Road, South Chesapeake
$595,900
4 Beds ⋅ 2.1 Baths ⋅ 10650341 MLS
Come discover this meticulously maintained 4-bedroom, 2.5-bathroom, 2,800-square-foot home nestled in the heart of Great Bridge. Thoughtfully designed with an inviting open floor plan and exceptional attention to detail, this one-of-a-kind property offers the perfect blend of comfort, luxury, and entertaining space. The stunning primary suite is truly a retreat, featuring a spa-inspired tiled shower with floor-to-ceiling glass walls and a built-in steam system—bringing a true steam-room experience right into your home. Relax and unwind in the soaking tub, or enjoy the convenience of double vanities. The primary suite also includes a spacious sitting room that can easily serve as a home office, nursery, or be converted into additional closet space, plus a dedicated closet. The gourmet kitchen is designed to impress, featuring granite countertops, stainless steel appliances, abundant cabinetry, and an expansive amount of counter space. The first floor offers a beautiful combination of hardwood flooring, ceramic tile, and LVP, complemented by brand-new carpet throughout. Enter the outside, and discover a backyard that feels like your own private retreat. The shaded lot features multiple seating areas, a covered grilling and entertaining space, charming stone pathways, and a dedicated fire-pit area—perfect for relaxing evenings, weekend gatherings, and making memories with those you love. Additional highlights include a newly installed HVAC system, screened-in back porch, eat-in kitchen, spacious dining room, and countless thoughtful features that truly need to be seen in person to be appreciated. This exceptional Great Bridge property offers a rare combination of style, functionality, and indoor-outdoor living. Come see it for yourself and experience everything this remarkable home has to offer!

305 Sherwood Forest Road, South Chesapeake

1628 Gaff Road, West Chesapeake
$329,900
4 Beds ⋅ 2 Baths ⋅ 10650493 MLS
Beautifully renovated 4-bedroom, 2-bath home in desirable Western Branch! The gorgeous new kitchen features soft-close cabinetry, granite countertops, stainless steel appliances and recessed lighting. Both bathrooms have been beautifully updated, along with new flooring, fresh paint, fixtures and finishes throughout. Major improvements include a NEW roof, NEW windows, NEW HVAC system with NEW ductwork, and NEW water heater—giving buyers the best of both a stylish renovation and extensively updated major systems. Detached garage offers additional storage or flex space. Conveniently located in the sought-after Western Branch school district with easy access to interstates, military bases, shopping and dining. Move-in ready with the big-ticket updates already done!

1628 Gaff Road, West Chesapeake

2522 Lanier Street, Central Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10649416 MLS
Welcome Home! This move-in-ready 3-bedroom, 2.5-bath home offers a functional layout, comfortable living spaces, and a fully fenced backyard ideal for outdoor enjoyment and entertaining. The spacious interior features generously sized bedrooms, an open living and dining area, a breakfast area, pantry, and a primary bedroom with a private bath and walk-in closet. Enjoy the convenience of an attached garage with additional driveway parking and a welcoming front porch. Conveniently located in Central Chesapeake, with easy access to Greenbrier shopping and dining, major interstates, and everyday conveniences. Offering a great combination of space, functionality, and outdoor living in a convenient Chesapeake location. Schedule your showing today!

2522 Lanier Street, Central Chesapeake

3204 Hector Lane, South Chesapeake
$658,000
5 Beds ⋅ 3.1 Baths ⋅ 10648086 MLS
Welcome to this stunning 5 bedroom, 3.5 bath home nestled in the back of a wonderful neighborhood. Situated on a beautiful lot backing up to open farm land. This dream home features an open floor plan with a gorgeous chef’s kitchen and spacious breakfast area, which flows seamlessly into your beautiful family room with an inviting gas fireplace - perfect for family gatherings. A first floor bedroom with en-suite is ready for your guests or in-laws. Also included on first floor is an office/flex room, and a large dining room for a growing family and entertaining. Upstairs is your luxurious primary suite featuring a spa-like en-suite bath and dual walk-in closets. Also included are three additional bedrooms, hall bath, and a large loft area with endless possibilities. You will love the energy savings with your paid in full solar panels! Enjoy your beautiful back yard with patio and gazebo. Perfect for relaxing and entertaining. Don’t wait, make this awesome home your own!

3204 Hector Lane, South Chesapeake

805 Portland Street, Central Chesapeake
$335,000
4 Beds ⋅ 1.1 Baths ⋅ 10647753 MLS
Enjoy the best of both worlds with this charming brick rancher offering country living in the heart of the city! Gleaming hardwood floors and abundant natural light create a warm, inviting atmosphere throughout. The eat-in kitchen features stainless steel appliances and flows into the spacious family room with recessed lighting—perfect for everyday living and entertaining. The primary suite includes a convenient half bath, while the oversized laundry room provides plenty of storage and workspace. Come outside to a large fenced backyard with endless possibilities, including room for an addition, gardening, or creating your own mini homestead. Bring your chickens, ducks, dogs, and other animals—there's plenty of space to enjoy the country lifestyle without sacrificing city convenience!

805 Portland Street, Central Chesapeake

229 Old Drive, South Chesapeake
$612,000
4 Beds ⋅ 3 Baths ⋅ 10647822 MLS
Meticulously maintained by its original owner, this beautiful 4-bedroom, 3-bath home offers the perfect combination of quality, comfort, and modern updates. Built in 2020, this home features brand-new carpet, new flooring in the bathrooms, and a beautifully renovated primary shower that creates a spa-like retreat. The open-concept layout provides spacious living areas for both everyday living and entertaining. Step outside to enjoy the covered back patio, complete with an automatic retractable awning, offering shade and comfort at the touch of a button. Every detail of this home reflects pride of ownership, making it truly move-in ready. Conveniently located in the desirable Great Bridge of Chesapeake, this home is one you won’t want to miss!

229 Old Drive, South Chesapeake

2237 Summer Breeze Road, South Chesapeake
$650,000
5 Beds ⋅ 3.1 Baths ⋅ 10647348 MLS
Welcome to this spacious 3 story home offering 5 bedrooms, 3.5 bathrooms, and a versatile flex space adjacent to the fifth bedroom on the third floor, ideal for a home office, media room, hobby space, or additional living area. Brand new carpet has been installed throughout, creating a fresh and inviting feel. The backyard is designed for relaxation and entertaining with an inground fiberglass pool, white vinyl privacy fence, and a wooded buffer behind the property for added privacy. Additional features include an EV charging station, Cat 5 wiring throughout the home, and solar panels that help offset electricity costs. Conveniently located near shopping, dining, parks, and major commuter routes, this home is zoned for the Grassfield school district and offers flexible living spaces with modern amenities ready for its next owner.

2237 Summer Breeze Road, South Chesapeake

362 Faire Chase, South Chesapeake
$310,000
3 Beds ⋅ 2.1 Baths ⋅ 10647270 MLS
Updated and Move-In ready 3BR/2.5BA townhome in Great Bridge Area, in the HIGHLY RATED school district, with NO HOA Fees! RECENT UPDATES 2026: New HVAC, FULLY New Kitchen, Bathrooms, Flooring thoughout the house, Light Fixtures, Freshly Painted Walls & Ceilings, and so much more! House offers Open Concept layout with a lot of space and natural light. Gorgeous Eat-In Kitchen with New tall soft-close cabinets, New Granite Countertops, and New Stainless Steel Appliances; with a beautiful bay window and convenient long bar open to the dining room. Spacious Living room with wood-burning fireplace and access to the deck and your own backyard. Primary Bedroom Suite with walk-in closet, and remodeled own bathroom: new vanity with matching granite countertop, new toilet, and a shower. Two more bedrooms on the 2nd floor and hallway bathroom with new vanity, new toilet, and a bathtub. Large driveway for 2 cars parking; this house has everything you have been looking for! Convenient location, near shopping, dining, with easy highway access. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize the property’s potential. Schedule your showing today and make this house YOUR HOME!

362 Faire Chase, South Chesapeake

1421 Glendale Avenue, South Chesapeake
$390,000
4 Beds ⋅ 2 Baths ⋅ 10644668 MLS
Welcome home to 1421 Glendale Avenue! Designed for effortless living, where quality craftsmanship, modern style & everyday convenience come together in this beautifully updated 4-Bedroom, 2 Bathroom Ranch home w/exceptional indoor & outdoor living spaces in the heart of Chesapeake! The high-end custom eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, washer & dryer, custom tile backsplash & flooring, breakfast bar area that flows seamlessly to the open concept living & dining areas. The spacious primary suite includes a versatile bonus room, ample closets & private ensuite bathroom. Outdoors you'll find beautifully landscaped grounds, a fenced private backyard oasis offering plenty of space to enjoy the covered patio, marshmallows by the fire-pit, beautiful flower gardens, substantial vegetable, herb & fruit gardens…. and don’t miss out on the oversized insulated detached garage/workshop plus storage shed. Call today for your private tour!

1421 Glendale Avenue, South Chesapeake

609 Shasta Drive, South Chesapeake
$674,900
4 Beds ⋅ 2.1 Baths ⋅ 10640623 MLS
Welcome to 609 Shasta Drive! A thoughtfully designed property in the peaceful Flagstone Quay community. Inside, the open-concept layout features a spacious living room with an electric fireplace flowing into the dining area and gorgeous kitchen with marble countertops, tile backsplash, stainless steel appliances, gas range, large island, chef's sink, and walk-in pantry. Additionally you will find a private study, mudroom with built-ins, 9' ceilings on both levels, and first-floor LVP flooring. Upstairs features a versatile loft, laundry room, and generously sized bedrooms, each with a walk-in closet, including a beautiful primary suite with a custom closet and tiled shower. Home has been wired for whole home Ethernet. Outside, enjoy the wrap-around front porch, a fully fenced backyard with brand new in-ground pool, covered rear patio, and Tuff Shed for added storage. Pool is equipped with a premium Dryden Aqua® Activated Filter Media filtration system imported from Europe. Tour today!

609 Shasta Drive, South Chesapeake

800 Broad Reach Road, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10639881 MLS
Nestled in the sought-after Estates of Greenbrier community, this well-maintained 3-bedroom, 2.5-bath home offers comfort, convenience, and value. Soaring cathedral ceilings create an open, airy feel, while the gas fireplace adds warmth and charm. The kitchen features a movable island, and the laundry room includes custom shelving for added storage. Major updates include a 9-year-old roof and dual-zone 7yr old HVAC systems, and appliances around 3 years old. Enjoy the privacy and functionality of a fully fenced backyard; seller to do no repairs (fence). Conveniently located just minutes from Chesapeake City Park, the YMCA, Greenbrier shopping and dining, medical facilities, and major interstates. Qualified buyers may have the opportunity to assume the seller's existing 2.5% interest rate, subject to lender approval and qualification.

800 Broad Reach Road, South Chesapeake

213 Britwell Drive, South Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10650209 MLS
An incredible opportunity to own right in the heart of Great Bridge. This property has many standout features. Enjoy 300 amp service to the home and 50 amp service to the side driveway. Bring your recreation vehicles with ease! The luxury of two primary bedrooms, offering room for multigenerational living or a guest retreat. Check out the additional garage with endless possibilities. Workshop, mancave, home gym, extra storage. 2 Hot water heaters - 2018.2 driveways, far right 50 amp service. Home is wired for 300 amp service. Dehumidified & Vapor Barrier in crawl.2 year old gas pack. Exterior doors & Anderson sliding glass door - 2023A home offering this combination of space, flexibility, parking, and electrical capacity is a rare find.

213 Britwell 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.

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