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$583,740
4 Beds ⋅ 2.1 Baths ⋅ 10635609 MLS
Summer Move-In! Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, South Chesapeake
$609,000
4 Beds ⋅ 3 Baths ⋅ 10635372 MLS
Welcome to Forest Lakes, one of Chesapeake’s finest communities. This charming 4 bedroom,3-bath brick home offers a spacious backyard and prime corner-lot positioning, featuring a large deck, open floor plan, and stunning vaulted ceilings. Experience the perfect blend of comfort and elegance in this immaculate, spacious residence.

801 Pecan Forest Court, South Chesapeake
$629,000
4 Beds ⋅ 2.1 Baths ⋅ 10635584 MLS
Gorgeous 4 bdrm,2.5 bth former builder model home in sought after Culpepper Landing. This home built in 2010, offers a wealth of high end features and blends luxury and functionally gracefully. Details such as transoms above doorways, dining room coffered ceiling, engineered wood flooring on first floor, custom cabinetry with slide-out shelving, soft close doors and drawers, lazy-susan, spice drawer, levered door hardware, upgraded foam insulation package, tankless water heater to name a few. Even the utility room offers a deep sink and an abundance of cabinetry. Major improvements added in recent years include an extensive paver patio with firepit, mud area with custom hall tree and storage and pull down stair to floored attic with storage shelves. To enhance efficiency, solar panels were added. For 7 months of the last year, the total cost of electricity was $80! A new air conditioner was installed three years ago. New carpet. Community elementary school in 2027.

3212 Conservancy Drive, South Chesapeake
$766,640
5 Beds ⋅ 4 Baths ⋅ 10635582 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the beautiful kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches. Photos and renderings are from builder's library, actual finishes and features may vary.

900 Intracoastal Way, South Chesapeake
$1,049,900
5 Beds ⋅ 3 Baths ⋅ 10635362 MLS
Custom-built brick home nestled on 23+ acres in a rural setting within Grassfield. This 5-bed, 3-full bath residence blends timeless character with spacious design, feat. hardwood flrs, full-length casement windows, and a durable slate-style metal roof. The 1st flr primary suite offers a tray ceiling, generous bath, and space for relaxation, while the home theater is designed for memorable experiences. The eat-in kitchen is thoughtfully appointed with stainless steel appliances, a gas range, and premium Corian countertops. The formal dining and living rooms are accented by custom built-ins, elegant crown molding, and graceful curved entryways. The expansive family room showcases a marble hearth fireplace and overlooks a French-style sunroom, which opens to the backyard gardens. Approx 4 cleared acres are enhanced by a 2-car att. garage w/ bonus rm above, a det. 3-car garage w/ upstairs workshop, plus a fully enclosed RV garage w/ abundant storage. Don’t miss the garden storage room!

1904 Ballahack Road, South Chesapeake
$675,000
4 Beds ⋅ 3.1 Baths ⋅ 10635481 MLS
Located in the highly sought-after Hickory area of Chesapeake, Virginia, this spacious two-story home offers the combination of location, functionality, and outdoor space that many buyers are searching for. Situated on a large lot with a huge backyard, this 4-bedroom, 3 full bath, 1 half bath home provides a flexible floor plan designed for today’s lifestyle. A standout feature is its location within the highly regarded Hickory School District, making it an excellent opportunity for buyers seeking a home in one of Chesapeake’s most desirable school zones. Conveniently located near shopping, dining, parks, and major commuter routes, this property offers easy access throughout Chesapeake, Virginia Beach, Suffolk, and the greater Hampton Roads area. Inside, you’ll find a versatile layout with a first-floor bedroom and full bathroom, multigenerational living, a home office, or anyone needing first-floor accommodations. The spacious primary suite features dual primary closets, providing the storage space buyers consistently look for. Additional bedrooms offer flexibility for family, guests, work-from-home needs, or hobbies. Outside, the huge backyard creates opportunities for entertaining, outdoor recreation, gardening, pets, play areas, or future enhancements. The large lot provides usable outdoor space that is increasingly difficult to find. For buyers searching for a four-bedroom home in Chesapeake Virginia, a home in the Hickory School District, a Chesapeake home with a first-floor bedroom, oversized garage, extra parking, and a large backyard, this property offers a combination of features rarely found together. Convenient access to major highways, military installations, shopping, dining, and local amenities further enhances its appeal. Opportunities to own a spacious home on a large lot in the Hickory area of Chesapeake are always in demand. Schedule your private showing today and discover everything this property has to offer.

1317 Parkdale Street, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10635457 MLS
Enjoy stylish, comfortable living in this beautifully maintained Goldenrod model with 3 bedrooms, 2.5 baths, and ~1,750 sq. ft. of thoughtfully designed space. The open floor plan is great for everyday living and entertaining, featuring a spacious primary suite, oversized pantry, and new carpet throughout. Relax or host in the private, fenced backyard with patio. Located in Coleman Farms, Chesapeake's premier luxury townhome community, just 1.5 miles from Greenbrier and minutes from I-64. Community amenities include a clubhouse, fitness center, and resort-style pool. Seller Will Cover 1 Year of Condo Fees to Make Your Move Effortless! Move-in ready and showing true pride of ownership

2418 Fieldsway Drive, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, South Chesapeake
$598,000
5 Beds ⋅ 3.1 Baths ⋅ 10635255 MLS
Location, Location, Location. 5 bedrooms 3.5 baths. Quick Sale Opportunity! Seller is motivated and offering a $10,000 flooring allowance or to be used at your discretion with an acceptable offer! The desired area of Kemp Bridge offers a fantastic chance to own in Chesapeake while customizing to your style. Great layout, strong value, and priced for buyers ready to move quickly. Opportunities like this don’t last—schedule your showing today!

1423 Kemp Bridge Lane, South Chesapeake
$444,000
3 Beds ⋅ 3.1 Baths ⋅ 10635214 MLS
VA Assumable- 3% Welcome to The Reserve at Grassfield, located in the highly sought-after Grassfield School District! This beautifully maintained townhouse offers 3 spacious bedrooms, 3.5 bathrooms, and a versatile flex space great for a home office, guest room, or additional living area. The open-concept living and dining area flows seamlessly into a professionally designed kitchen featuring granite countertops, stainless steel appliances, and an impressive 11-foot island with abundant storage. Additional upgrades include a renovated pantry and an epoxied garage floor, adding both style and functionality. Situated on a quiet cul-de-sac and conveniently next to the bus stop. This property is also one of few that have its own fenced in yard. The Reserve at Grassfield is packed with neighborhood amenities including a covered pavilion with grill, scenic pond, dog park, fitness park, and playground.

451 Asuza Street, South Chesapeake
$399,999
3 Beds ⋅ 2 Baths ⋅ 10635139 MLS
Welcome to 1632 Head of River Rd. This ranch sits on a half acre lot, complete with a fenced in backyard. Updated kitchen with brand new flooring. Natural hardwood floors throughout the living room and bedrooms. Bonus room off the kitchen suitable for office, flex or extra bedroom. Water softener installed 2020 and HVAC 2019.

1632 Head Of River Road, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10634762 MLS
Beautifully renovated first-floor condo in desirable Riverwalk featuring 2 bedrooms, 2 baths, and an open layout perfect for everyday living and entertaining. Extensive 2023 updates include new in-wall plumbing, rewired electrical, LVP flooring, carpet, paint, doors, windows, fixtures, cabinets, and granite throughout. The primary bath was upgraded in 2024 with an enlarged tiled walk-in shower. Move-in ready and conveniently located near shopping, dining, and more! Beautifully renovated first-floor condo in desirable Riverwalk featuring 2 bedrooms, 2 baths, and an open layout perfect for everyday living and entertaining. Extensive 2023 updates include new in-wall plumbing, rewired electrical, LVP flooring, carpet, paint, doors, windows, fixtures, cabinets, and granite throughout. The primary bath was upgraded in 2024 with an enlarged tiled walk-in shower. Move-in ready and conveniently located near shopping, dining, and more! Agent.

700 Rapidan River Court Unit F, South Chesapeake
$849,500
4 Beds ⋅ 3.1 Baths ⋅ 10635181 MLS

2209 Centerville Turnpike S, South Chesapeake
$755,740
5 Beds ⋅ 4 Baths ⋅ 10635173 MLS
The Summit floorplan offers generous living space across two floors, providing ample room for families of all sizes. The main level features a 1ST FLOOR BEDROOM and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room, filled with natural light. The kitchen is a standout with a large kitchen island, quartz countertops, soft-close cabinets, and premium stainless steel appliances and a walk-in pantry. Upstairs, the owner’s suite offers a huge walk-in closet, double vanities, a relaxing bathtub, and a separate shower, providing the perfect retreat. Additionally, the second floor features 3 spacious bedrooms, 2 full baths, a laundry room, and the loft area, offering even more flexible living space. Home under construction. Photos and renderings are from builder's library, actual finishes and features may vary.

309 Riverview Road, South Chesapeake
$1,750,000
6 Beds ⋅ 5.2 Baths ⋅ 10634528 MLS
Experience luxury country living at its finest in the heart of Chesapeake. Situated on over 4 private acres with its own pond, this stunning all-brick estate offers over 6,000 sqft of refined living space with 6 bedrooms and 7 bathrooms, including 5 bedrooms with private full baths. Every bedroom features oversized closets large enough to rival bedrooms in many homes. The fully remodeled designer kitchen blends modern elegance with timeless charm, while grand Chandeliers create a breathtaking first impression. Step outside to your private resort featuring an inground heated pool, pool house with kitchenette and half bath, outdoor grilling area, and a custom Italian pizza oven perfect for entertaining. Attached double garage plus detached double garage with finished room above. Too many exceptional features to list-this is a property that truly must be seen in person to be fully appreciated.

1436 Paul Eason Drive, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10635073 MLS
Welcome to resort-style living in highly sought-after Hickory Manor! Beautifully maintained and showing like brand new, this stunning home offers the perfect blend of modern comfort and style. The bright, open-concept living spaces are highlighted by a showstopping kitchen featuring upgraded cabinets, premium countertops, and a custom backsplash added after the original build. Beyond the pristine, move-in-ready interior, you will enjoy a low-maintenance lifestyle with unparalleled HOA amenities that are truly one-of-a-kind in Hickory. Enjoy worry-free living with grounds maintenance and trash pickup included. Spend weekends at the resort-style pool with its outdoor kitchen and cabana, hit the 24/7 fitness center, or host parties in the expansive clubhouse great room. The neighborhood boasts scenic trails, 5 community lakes, a playground, and vibrant monthly community events. Schedule your tour today!

355 Middleton Way, South Chesapeake
$698,000
4 Beds ⋅ 2.1 Baths ⋅ 10635037 MLS
Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and install new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property — schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake
$665,000
4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS
Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake
$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) Road, South Chesapeake
$844,900
4 Beds ⋅ 3.1 Baths ⋅ 10634845 MLS
Indulge in the versatile beauty of The Davidson, a stunning floor plan that perfectly balances formal elegance with a spacious, modern flow. The heart of this 3,124+ square foot home is a gourmet kitchen featuring a massive multi-seating island, seamlessly overlooking a great room designed for grand holiday feasts and cherished family memories. On the main level, the stately primary suite serves as a true sanctuary, complete with a spa-inspired en-suite and a room-sized walk-in closet, while a sunlit flex room offers the perfect space for a quiet home office or a cozy reading nook. Upstairs, three additional bedrooms and a convenient second-level laundry station ensure plenty of space and privacy for guests and growing families alike. From the charming country front porch to the adaptable loft, The Davidson provides a wholesome, rewarding living experience on spacious 5+ acre homesites within the Grassfield School District. Contact LA2 today for an appointment!

MM Taft (Davidson Homesite A-2) Road, South Chesapeake
$692,950
4 Beds ⋅ 2.1 Baths ⋅ 10634859 MLS
The Derring isn’t just a house; it’s a high-energy hub designed for the pulse of a busy, modern life. Forget those traditional, boxy layouts—this plan throws the doors open with a massive, light-drenched great room that flows straight into a kitchen built for "main character" energy, complete with a substantial floating island that’s destined to be your morning coffee spot and evening social headquarters. While the main floor offers a versatile flex room designed for a high-productivity home office or a sun-soaked reading nook, the second floor is where everyone gets their own space to recharge. We’re talking four spacious bedrooms, each featuring its own walk-in closet (yes, really!), all centered around a massive loft that’s ready to become anything from a cinema to a dedicated gaming zone. The Derring is all about "Truly Living" without the clutter. Snag those Trusted Lender Incentives and book your design center appointment to see how we can level up your lifestyle!

MM Taft (Derring A-5) Road, South Chesapeake
$914,500
5 Beds ⋅ 4.1 Baths ⋅ 10633056 MLS
Welcome to The Miles at Sanderson Estates! This stunning new construction by Kirbor Homes masterfully balances everyday functionality with refined comfort. Boasting 3,585 square feet, this home features 5 spacious bedrooms, 4.5 bathrooms, and an open-concept layout designed for modern living. The main level greets you with a grand foyer flanked by a home office and a formal dining room. The heart of the home is the expansive great room that flows into a chef-inspired kitchen and breakfast area. A unique first-floor flex room with an adjacent full bath offers the perfect space for a guest suite or playroom. Upstairs, enjoy a versatile loft, a convenient laundry room, and a luxurious primary retreat with a spa-like bath and massive walk-in closet. Experience a home designed to help you "Truly Live" in the heart of Chesapeake! Reach out today to schedule an appointment at our design center! HOA is for common ground maintenance only! You can still live the way you want to live!

2808 Raccoon Trail, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10634643 MLS
The Holden, where every detail is meticulously crafted to elevate your daily routine. Morning light floods the first-floor primary wing, a sanctuary complete with a room-sized walk-in closet and a spa-inspired bath. The heart of this home is a masterclass in modern architecture, featuring a soaring great room that flows into a chef’s kitchen and sun-drenched breakfast area—designed for everything from quiet espresso shots to grand holiday hosting. Beyond the communal spaces, The Holden offers an intelligent layout designed for the modern lifestyle, including a dedicated front-end flex space designed for a quiet home office. Venture upstairs to discover the expansive loft and media room, providing the perfect canvas for a cinema, a library, or a high-tech gaming hub. With 4 to 5 generous bedrooms and the seamless functionality of a mudroom and independent laundry, this home doesn't just provide space; it provides a tailored backdrop for your most cherished memories.

MM Taft (Holden 2-A) Road, South Chesapeake
$774,650
4 Beds ⋅ 3 Baths ⋅ 10634671 MLS
SAVANNAH. SOLD. TBB.

264 Gertrude Street, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10633355 MLS
Welcome to 910 Adventure Way, nestled in the Bryan’s Cove Community and perched alongside Deep Creek and the Elizabeth River. This inviting home offers the perfect blend of comfort, style, & functionality within a friendly community atmosphere. Fresh interior finishes, & spacious living areas create a warm & welcoming atmosphere throughout. The main level features formal living & dining rooms, plus a stunning kitchen with granite countertops, Gas Range and stainless-steel GE appliances. Enjoy relaxing on the screened-in porch overlooking an outdoor living area for gathering and entertaining. Downstairs also features the spacious Primary Suite flowing into the stylish Ensuite with double sinks and generous walk-in closet. Upstairs boasts two bedrooms with a spacious Finished Room over the Garage with walk-in closet. Solar Panels to be paid off at closing, new paint throughout living area and New Carpet installed June 2026 Reach out to the Listing Agent for a Private Showing.

910 Adventure Way, South Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10634235 MLS
Welcome to this beautifully maintained condo in one of Chesapeake's most desirable 55+ communities where, comfort and convenience come together in a park-like setting. Surrounded by mature landscaping, a scenic pond, and inviting seating area with a fireplace, this neighborhood offers a relaxed lifestyle with thoughtfully designed community spaces. Inside, this spacious home offers four bedrooms and two and a half bathrooms with a layout designed for both everyday living and entertainment. The primary suite provides a comfortable retreat with generous space and privacy. An in-unit elevator adds exceptional convenience and accessibility between levels. Call today for your private tour.

925 Cranberry Drive Unit 70, South Chesapeake
$454,000
4 Beds ⋅ 3.1 Baths ⋅ 10634289 MLS
Discover this stunning 2021-built 3-story 2177 square foot home in Chesapeake’s coveted school district (Grassfield/Great Bridge). Featuring 4 bedrooms and 3.5 baths, this home boasts a rare top-floor private suite for ultimate privacy, home office, or multi generational living. The upgraded interior includes a large bumped-out Chef style kitchen, stylish glass backsplash, premium cabinets, and luxury LVP flooring. Say goodbye to yard work with your own antibacterial pet-grade turf backyard! Additional perks: Fully finished garage with a side-mount opener preserving valuable ceiling storage space. Enjoy maximum convenience with a tankless water heater. Easy commute to Naval Stations & beaches. This is the perfect blend of luxury, comfort, and low-maintenance living.

404 Rhema Road, South Chesapeake
$792,640
5 Beds ⋅ 4 Baths ⋅ 10634247 MLS
Welcome to Riverview Landing in Chesapeake, VA, where the Hadley model offers stylish living with open spaces, a beautiful kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Fully finished basement with additional bedroom and bathroom is perfect for guests, entertaining, or a private retreat! Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer, making it the perfect place to live, relax, and entertain. Photos and renderings are from builder's library, actual finishes and features may vary.

1236 Kidbrooke Street, South Chesapeake
$260,000
2 Beds ⋅ 2 Baths ⋅ 10633391 MLS
Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom, 2 bathroom townhome featuring impressive high ceilings that create an open, airy feel throughout. The updated interior boasts modern finishes, refreshed flooring, and a stylish kitchen perfect for both everyday living and entertaining. Spacious bedrooms offer comfort and privacy, while the thoughtfully updated bathrooms add a touch of luxury. Move-in ready and designed for low-maintenance living, this home is a perfect blend of style and convenience.

1914 Woodgate Arch, South Chesapeake
$915,500
4 Beds ⋅ 3.1 Baths ⋅ 10633216 MLS
Experience The Holden at Sanderson Estates, an exquisite Portfolio Collection design perfectly suited for this expansive 1-acre homesite on well and septic. This masterfully designed floorplan features 4–5 spacious bedrooms and 3.5–4 bathrooms. The main level is a showcase of sophistication, anchored by a first-floor primary suite with a spa-inspired standalone shower and a room-sized walk-in closet. A gourmet kitchen with a massive center island and walk-in pantry serves as the heart of the home, flowing seamlessly into the great room and a sun-drenched breakfast area. Upstairs, the versatility continues with a generous loft and a dedicated media room, can be used for a home theater or library. The Holden blends practical design with high-end style. Ask about TRUSTED LENDER INCENTIVES. Prices vary by homesite and selected options; call today to schedule a tour and explore the possibilities of building your dream home in Chesapeake!

2864 Raccoon Trail, 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.