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808 Bay Laurel Court, South Chesapeake
$634,000
4 Beds ⋅ 3.1 Baths ⋅ 10653860 MLS
Welcome home to this beautiful brick home, ideally situated on a large corner lot in a cul-de-sac in Chesapeake’s desirable Cedarwood community. Offering more than 3,000 square feet, this move-in-ready home features an open, light-filled floor plan with tall ceilings and gorgeous wood flooring. The spacious kitchen flows seamlessly into the living area, creating the perfect setting for entertaining. Relax beside the wood-burning fireplace surrounded by charming built-in shelving, or enjoy the backyard with its generous deck, gazebo and delightful garden house. Two primary bedrooms with private full baths provide wonderful flexibility for guests or multigenerational living. Other highlights include updated bathrooms, upgraded windows and architectural shingles. New refrigerator installed in 2026. All appliances convey. A two-car attached garage and additional street parking, conveniently located near shopping, dining and sought-after Chesapeake schools. Schedule your private tour today!

808 Bay Laurel Court, South Chesapeake

3421 Anita Circle, West Chesapeake
$549,900
4 Beds ⋅ 3.1 Baths ⋅ 10653856 MLS
Timeless qualities with some modern flare in this Solid Custom Built home by CHARLES D JOHNSON. This home offers Just over 2500 sq ft. with the perfect layout, 4 bedrooms, 3.5 baths on a .25 acre lot in the quiet, sought-after Miars Farm neighborhood. Huge, open & bright kitchen with granite countertops, built in storage bench along bay window. Island with Bar. Separate pantry. Separate formal dining room and Great room with beautiful wood floors. Laundry room on 1st level & a 2nd. Access to 2nd floor Finished Room over Garage with full bath from kitchen. Primary bedroom & bath, walk in closets with built ins. 2 additional bedrooms & another full bath offers plenty of living space options. Peaceful enjoyment on the deck with pool. Cute Shed and fully fenced back yard. 2 car garage with plenty of driveway space. No HOA.

3421 Anita Circle, West Chesapeake

1741 Taft Road, South Chesapeake
$999,999
4 Beds ⋅ 2.1 Baths ⋅ 10653479 MLS
Three wooded acres. A saltwater pool. Five garage bays. Room for the boat, RV and workshop. And no HOA. 1741 Taft Road offers a combination that’s increasingly hard to find in Southern Chesapeake. The approx. 3,700-sq.-ft. home features 4 bedrooms, 2.5 baths and a welcoming wraparound porch. Inside, the kitchen is equipped with matte white Café appliances including a gas range, while the spacious living room centers around a wood-burning fireplace. Upstairs are 4 generously sized bedrooms, including a primary suite with 2 walk-in closets. A finished third floor adds 2 large bonus rooms, creating flexible space for a nursery, home office, gym, studio or private retreat. Outside, an approx. 32,000-gallon saltwater pool and composite deck anchor the backyard, with major pool components updated in 2025–26. A heated 2-car attached garage is joined by a 3-bay detached garage/workshop with propane heat plus mini-split heating and cooling. Covered paved storage accommodates a boat, camper or RV, with a pole barn and additional storage shed adding even more versatility. The acreage continues beyond the rear gate into the woods, where walking trails extend the ways to enjoy the property. Extensive paved parking and a private setting complete a property that offers breathing room without giving up convenient access to Chesapeake.

1741 Taft Road, South Chesapeake

613 Mcrowland Way, South Chesapeake
$675,000
3 Beds ⋅ 3.1 Baths ⋅ 10653795 MLS
Welcome to this exceptional all brick home offering luxury, comfort, and an incredibly versatile floor plan. Featuring a 3-car garage and 3 spacious primary bedrooms, each with its own en-suite bathroom. This home is great for multigenerational living or guests who desire private retreats. Inside you will find all new LVP flooring and fresh paint throughout, creating a modern feel. The impressive living room showcases soaring ceilings, abundant natural light, and a gas fireplace, creating a warm & inviting space for relaxing and entertaining. The gourmet kitchen is truly a chef's dream with custom cabinets, granite counters, a commercial grade Cafe' gas range & Cafe' Refrigerator, a microwave drawer, dishwasher and a mini refrigerator. Step outside through brand-new sliding glass doors to a raised patio and gas firepit. Great place to enjoy your morning coffee. Additional upgrades include new dual zone AC systems and a new tankless HWH. Come check out this remarkable home.

613 Mcrowland Way, South Chesapeake

5235 Lombard Street, West Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10653106 MLS
Stunning modern, low-maintenance living in Western Branch's sought-after Jolliff Landing! Built in 2018, this beautifully maintained ~1,894 sq ft townhome offers the perfect blend of style and convenience. Highlights: Open-Concept Living: Bright, airy main level seamlessly connecting living and dining spaces. Chefs Kitchen: Features granite countertops, a center island, stainless steel appliances, and ample cabinet storage. Primary Suite: Spacious retreat complete with a large walk-in closet and private ensuite bath. Upstairs Layout: Two additional versatile bedrooms, a full guest bath, and convenient 2nd-floor laundry. Exterior & Parking: Attached 1-car garage, private driveway, and rear patio backing to green space. Prime Location: Minutes to I-664, Chesapeake Square, dining, top schools, and military bases. Move-in ready and easy to showschedule your private tour today!

5235 Lombard Street, West Chesapeake

3106 Lantern Place, West Chesapeake
$424,900
4 Beds ⋅ 2.1 Baths ⋅ 10653646 MLS
Enjoy low-maintenance living in this beautifully maintained end-unit townhome in a sought-after 55+ community. This home features a first-floor primary suite, an open-concept living area with a gas fireplace, a spacious kitchen with upgraded cabinetry, a dining room, private office, and a convenient first-floor laundry room. Step outside to the screened-in porch, where you can enjoy views of the community pool from your fenced backyard and take advantage of easy access to the clubhouse. Upstairs offers additional bedrooms, a versatile loft, abundant storage, and an unfinished fourth bedroom currently used for storage that can easily be finished to suit your needs. Community amenities include a fitness center, resort-style pool, full kitchen, fire pits, fire tables, and a dog park. Complete with an attached two-car garage, this home combines comfort, convenience, and an active lifestyle.

3106 Lantern Place, West Chesapeake

1221 Rosebud Lane, South Chesapeake
$524,900
4 Beds ⋅ 2.1 Baths ⋅ 10653645 MLS
Well-maintained 4-bedroom home featuring an open floor plan and beautiful hardwood flooring throughout the main living areas. The spacious kitchen offers 42-inch cabinetry, granite countertops, a center island, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Generously sized bedrooms include a spacious primary suite with a private bath and jetted tub. The open layout provides a comfortable flow between the kitchen and living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, recreation, or relaxing. Located in the Hickory school district and built in 2011, this home offers a great combination of space, style, and functionality.

1221 Rosebud Lane, South Chesapeake

316 Janes Way, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS
Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

3303 Arboretum Trl, West Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10653614 MLS
Welcome to this spacious 4-bedroom, 3-bath home featuring a bright and open floor plan designed for comfortable living and entertaining. The beautiful kitchen offers abundant cabinet space, stainless steel appliances, granite countertops, and a large center island perfect for gatherings. The first floor includes a generous family room, office area, and additional living space, providing flexibility for work and relaxation. Upstairs you’ll find 4 generously sized bedrooms with ample closet space. The primary suite features both a walk-in closet and an additional closet, along with a private bath with dual vanities, tub and nice size shower. Freshly painted, new carpet and new refrigerator. Step outside to enjoy the patio and nice size yard for your entertainment and outdoor activities. Located in the desirable Western Branch area, this home provides comfort, space, and a peaceful community setting.

3303 Arboretum Trl, West Chesapeake

1530 Jolliff Road, West Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10653544 MLS
Ready Soon! Your New Home in Western Branch! Exceptional new construction on a spacious half-acre lot, thoughtfully designed for modern living and outdoor enjoyment. This open-concept floor plan features a desirable first-floor guest suite with a private bath and walk-in closet. The chef-inspired kitchen showcases granite countertops, custom cabinetry, stainless steel appliances, and designer lighting. Luxury vinyl plank flooring flows throughout the first floor and all bathrooms. Enjoy a covered front porch, two-car garage, and rear patio overlooking your private backyard, with plenty of space to add a pool and create your own outdoor oasis. Quality craftsmanship and thoughtful design come together in this highly desirable Western Branch location. Completion in Fall 2026. Don't miss the opportunity to make this exceptional new home yours!

1530 Jolliff Road, West Chesapeake

2804 Meadow Wood Drive W, West Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10653521 MLS
Embrace timeless Colonial charm with beautifully updated spaces in this inviting home set on a spacious .75-acre corner lot. Inside, a warm and welcoming family room with a cozy fireplace creates the perfect gathering space, while the sunlit eat-in kitchen features granite countertops, a charming bay window, and new LVP flooring that continues into the laundry room. Enjoy the added value of two fully renovated bathrooms, thoughtfully updated with today’s style and comfort in mind. The spacious primary suite offers two walk-in closets and a private bath, creating a relaxing retreat at the end of the day. Host family and friends in the formal dining room, or unwind in the newly renovated sun porch overlooking the peaceful outdoor surroundings. A deck provides even more space to relax, entertain, or enjoy the .75-acre setting. A large side-load garage, additional parking, and a versatile shed/workshop offer plenty of room for storage, hobbies, or projects. An encapsulated crawl space and negotiable furnishings add even more convenience and value. Located in a peaceful community with easy access to shopping, dining, and major routes, this home blends classic character, modern updates, and everyday functionality. Schedule your tour today and see everything this special property has to offer.

2804 Meadow Wood Drive W, West Chesapeake

905 Bernard Lane, South Chesapeake
$525,900
4 Beds ⋅ 3.1 Baths ⋅ 10653474 MLS
$12,500 closing costs*, Low Loan Rate, No PMI! - Choose your look! - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Two bedrooms, hall bath, and laundry room complete the third flr. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance.. Ready for easy living! Legacy is waiting for you!

905 Bernard Lane, South Chesapeake

4704 Mahogany Run, West Chesapeake
$447,340
4 Beds ⋅ 3 Baths ⋅ 10653533 MLS
It's happening as you read this! The final building is under construction at The Retreat at Western Branch. This Lafayette is ready for you to personalize with your choice of finishes and options. Featuring a first-floor primary bedroom, huge island kitchen open to the great room, first-floor office or guest room with full bath, 2-car garage and covered porch. Upstairs you'll find a loft/sitting area plus two bedrooms with a shared bath. This low-maintenance 55+ 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.

4704 Mahogany Run, West Chesapeake

916 Redstart Avenue, Central Chesapeake
$360,000
3 Beds ⋅ 2 Baths ⋅ 10653529 MLS
Discover the charm of this mid-century Craftsman style home. This property showcases the allure of cottage living. The front room picture window allows natural light to fill the home enhancing the natural grain of the rustic hardwood floors and the dining room's elegant French doors with glass panels. All this connects seamlessly to the spacious kitchen adorned with granite countertops and the sunken den with its magnificent stairway leading to the primary suite. This home has seen numerous upgrades providing Peace of Mind and convenience. Water Heater 2016, Garage door 2018, HVAC Gaspack 2020, Laundry Room upgrade to PVC 2021, Roof 2024 with 15 sheets of new plywood in carport ceiling. Mini split in primary 2026. The Darling backyard has a covered picnic area and works perfectly with the carport for entertaining. Detach Garage has its own electrical system and is a blank palette to be designed as the new owner desires. It is strictly as is.

916 Redstart Avenue, Central Chesapeake

2213 Wilmington Avenue, West 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

4706 Mahogany Run, West 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, West Chesapeake

1505 Hilltop Drive, 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

3705 Davis Avenue, Central 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

1529 Lauren Ashleigh Drive, West Chesapeake
$670,000
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

906 Bernard Lane, South Chesapeake
$549,900
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, South Chesapeake

804 Wakedale Arch, 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

2329 Centerville Turnpike S, South 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

419 Granada Drive, 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

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.