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244 Wisdom Path, South Chesapeake
$680,000
5 Beds ⋅ 3 Baths ⋅ 10637956 MLS
Welcome to this beautifully maintained Ashdon St. Croix ranch-style home in the highly desirable Viridian Reserve community! Offering 5 bedrooms, 3 full baths, and 2,542 sq ft of comfortable living, this 2016-built gem features a spacious main-floor primary suite, stylish luxury vinyl plank flooring throughout the main level, plantation shutters, a practical mudroom, dual pantries, and a walk-in attic for abundant storage. Step into your private backyard retreat featuring a 2020 saltwater in-ground pool (14x34) with premium Hayward equipment, including a variable-speed pump, upgraded filter, LED lighting, and an automatic pool robot. You’ll also love the custom 8x10 matching storage shed with double doors, solar lighting, and built-in shelving. The fully fenced yard with 6-ft vinyl privacy, pergola, fire pit, extended driveway, and dedicated irrigation well makes outdoor living easy and enjoyable. Perfect for families and military relocations alike, this home is located in the sought-after Great Bridge school district and offers access to scenic walking paths, community amenities, and convenient proximity to shopping, dining, and major routes. Comfortable, functional, and low-maintenance living with just the right touch of backyard fun—this one truly has it all!

244 Wisdom Path, South Chesapeake

705 Timmons Court, South Chesapeake
$680,000
4 Beds ⋅ 3 Baths ⋅ 10636119 MLS
Gorgeous brick front home on cul-de-sac with in-ground pool on large .45 acre lot in sought after Great Bridge Middle/High & Butts Road School Districts. Backyard has wood deck & tiki bar with electricity and cable, as well as shed with electricity. Versatile floorplan has office/flex room, dining room (currently used as living room) & family room open to kitchen with granite counters, stainless steel appliances & large eat-in area. Dual staircases. Convenient upstairs laundry room. Primary bedroom w/tray ceiling & walk in closet. Primary bathroom beautifully updated with large walk-in tile shower & soaking tub. Spacious FROG is 4th bedroom. HVAC 2023, water heater 2024, roof 2014, replacement Mr. Rodgers Renewal by Anderson Casement Windows, insulated garage door w/smart opener, RV charger & parking pad. Meticulously maintained pool with new cover. Less than 1 mile to Great Bridge Bypass 168 for easy access to all of Hampton Roads. 1.2 miles to Hanbury Village Shopping Center. No HOA

705 Timmons Court, South Chesapeake

1329 Penrose Lane, South Chesapeake
$680,000
4 Beds ⋅ 3 Baths ⋅ 10633884 MLS
Custom-built and thoughtfully upgraded, this 4-bedroom, 3-bath ranch offers over 2,300 square feet of refined single-level living in Chesapeake. The open layout features updated finishes throughout, including a well-designed kitchen with granite countertops, stainless steel appliances, custom cabinetry, and generous prep space. The primary suite includes a private office or flex space for remote work, fitness, or a quiet retreat. A rare standout in this market, the property offers SIX total garage spaces with both an attached 2-car garage and an insulated detached garage/workshop complete with mini-split HVAC, loft storage, multiple 30-amp and 240V receptacles, and new deck just completed in 2025. Additional upgrades include a tankless water heater with recirculation system, generator hookup with lockout switch, LED lighting, surround sound wiring, alarm system, and oversized gutters. Centrally located near shopping, dining, and major roads. Parking space for your boat/RV and no HOA!

1329 Penrose Lane, South Chesapeake

458 Wisdom Path, South Chesapeake
$680,000
5 Beds ⋅ 3 Baths ⋅ 10632668 MLS
Welcome home to 458 Wisdom Path! Built in 2014, this 5-bedroom 3-bathroom home is turnkey and ready to be your next home. Key updates is the 2nd floor HVAC, guest bedroom LVP flooring, and dishwasher in 2024, and new water heater in 2025. Sip your coffee on the generous sized front porch. Walk into the foyer with a first-floor bedroom, a full-size downstairs bathroom, and a mudroom off of the garage entry. The living area is an open concept with a large living room, dining room, and the Chef's kitchen that is equipped with a built-in double oven, gas cook top, and built in microwave. Upstairs is 4 spacious bedrooms to include the FROG. The primary has 2 walk-in closets, tray ceilings, and an ensuite with double sinks and a tiled glass shower. The backyard is ready to entertain with a paved patio, gazebo, and a hot tub. There is a shed for additional storage. Put this home on your must-see list!

458 Wisdom Path, South Chesapeake

3528 Kentucky Trail, South Chesapeake
$680,000
4 Beds ⋅ 3.1 Baths ⋅ 10615414 MLS
Set on 3 private acres, this 2,700+ sq ft, 4-bedroom, 3.5-bath home offers space, privacy, and flexibility in the heart of Chesapeake. The large FROG serves as the 4th bedroom, providing versatile living options.The home features an updated kitchen with granite countertops and stainless steel appliances, fresh interior paint, and new carpet. Multiple living areas include a front office or living room, a cozy den with built-ins and wood-burning fireplace, and a functional layout ideal for everyday living.Additional highlights include a first-floor laundry with full bath, breezeway with cabinetry, oversized two-car attached garage, and abundant storage. Outdoor living is enhanced by a large deck and screened porch. Horses permitted per city zoning.A rare opportunity to own acreage with convenience and flexibility. Call today for a private showing!

3528 Kentucky Trail, South Chesapeake

200 Kwanzan Court, South Chesapeake
$677,350
4 Beds ⋅ 2 Baths ⋅ 10620658 MLS
Welcome to the Denton at Riverview Landing, Chesapeake’s premier new home community! This beautifully crafted single-story home offers seamless open-concept living with luxury finishes, including a gas fireplace and a smart home package. The spacious living area flows effortlessly into the beautiful kitchen -complete with a large center island, stainless-steel appliances, and premium quartz countertops-making it perfect for entertaining. Retreat to the oversized primary suite featuring a spa-inspired bath with a frameless shower, a private water closet, and a huge walk-in closet. With three additional bedrooms, a second full bath, tankless water heater, and durable Hardiplank siding, this home is designed for comfort and efficiency. Enjoy the friendly, amenity-rich community with walking trails, a fire pit, and easy access to Chesapeake’s vibrant waterfront, festivals, and nearby beaches.

200 Kwanzan Court, South Chesapeake

1104 Arabian Arch, South Chesapeake
$675,000
5 Beds ⋅ 2.1 Baths ⋅ 10650162 MLS
Tucked away on a quiet cul-de-sac, this beautifully maintained custom home offers the perfect combination of quality construction, thoughtful upgrades, and everyday comfort. Built in 2004 and offering approximately 3,300 square feet, this all-brick home features 5 bedrooms, with 4 conveniently located on the first floor, providing exceptional flexibility for families, guests, or multi-generational living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, spacious living areas, and inviting gas fireplace that create a warm and welcoming atmosphere. The private primary suite offers a relaxing retreat with a jetted soaking tub and generous walk-in closets. One of this home's standout features is the incredible backyard privacy. Whether you're enjoying your morning coffee, hosting family and friends on the large deck, or simply unwinding after a long day, you'll love the peaceful setting and the feeling of having your own private oasis. This home also offers valuable upgrades that provide peace of mind for years to come. A whole-house generator ensures you're prepared and comfortable during unexpected power outages and reflects the care and attention given to maintaining the home. An irrigation system keeps the lawn looking its best with minimal effort. Located in the highly sought-after Hickory school district, this home delivers the rare combination of timeless all-brick construction, flexible living space, exceptional privacy, and important long-term investments that today's buyers appreciate. If you've been searching for a home that is as practical as it is beautiful, this one is not to be missed. Some photos have been virtually staged.

1104 Arabian Arch, South Chesapeake

2317 Angler Lane, South Chesapeake
$675,000
5 Beds ⋅ 2.1 Baths ⋅ 10647099 MLS
Welcome to 2317 Angler Lane, a well-maintained home in a sought-after Chesapeake area with convenient access to shopping, dining, and major roadways. Recent updates include new vinyl front stairs (2026), an extended driveway (2024), vinyl fencing (2024), pool house (2022), water heater (2020), roof (2019), and HVAC systems (2018). The outdoor setup is a standout with a screened-in porch, in-ground pool, and approximately 250 sq. ft. detached pool house with heating and air conditioning and a full bathroom. Speakers are located in both the living room and pool house. With plenty of space to relax, entertain, and enjoy the backyard, this home offers a hard-to-find combination of indoor and outdoor living. Make sure to check out the virtual tour.

2317 Angler Lane, South Chesapeake

308 Wisdom Path, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10646827 MLS
Wisdom Path= Welcome to Viridian Reserve at Hickory, where comfort, space, and peaceful wooded views come together in one exceptional South Chesapeake home. From the moment you step inside, you'll be greeted by soaring cathedral ceilings, an inviting multi-landing staircase, and a warm, open layout designed for everyday living and entertaining. The spacious family room features a cozy gas fireplace, while the incredible kitchen is truly the heart of the home, offering beautiful wood cabinetry, abundant cabinet space, updated appliances, and a convenient wine/beverage refrigerator. The formal dining area provides plenty of room for gatherings, and the first floor also includes a private office, bedroom, and full bathroom—great for guests, multigenerational living, or working from home. Upstairs, the oversized primary suite is a true retreat with room for a sitting area, three closets, and a luxurious ensuite bath featuring granite countertops, dual vanities, a walk-in shower, private water closet, and an additional spacious walk-in closet. Outside, relax on the charming covered porch overlooking the backyard and peaceful wooded views, with the option to easily screen it in for year-round enjoyment. Enjoy extremely low electricity costs with a fully paid-off solar system. The oversized two-car garage offers exceptional storage, a built-in workbench, and plenty of room for hobbies, while the extended driveway provides additional parking. Located in the highly desirable Hickory area, this home offers the perfect combination of space, functionality, privacy, and energy efficiency.

308 Wisdom Path, South Chesapeake

621 Wood Nymph Lane, South Chesapeake
$675,000
5 Beds ⋅ 2.1 Baths ⋅ 10633577 MLS
Situated in a well-established community in Chesapeake, this well-maintained home offers comfortable living areas and natural light throughout. The layout includes a blend of open and defined spaces for everyday living and entertaining. In addition to five bedrooms, the home features dedicated office space, an enclosed screened-in all-seasons room, and additional flexible space suitable for a playroom, guest area, second office, creative space, or home gym. The oversized primary suite includes a double walk-through closet, offering ample storage and functionality. Conveniently located near shopping, dining, and major roadways, the property provides a practical balance of comfort, location, and usability. Sellers are open to considering reasonable concessions with a strong offer.

621 Wood Nymph Lane, South Chesapeake

1608 Pinedale Lane, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10623546 MLS
Welcome to this stunning 5-bedroom, 3-full bath home located in the highly sought-after Stratford Terrace Neighborhood within the esteemed Hickory School District. With over 3400 sqft of living space, this spacious home offers a bright and airy open floor plan with soaring high ceilings and an abundance of natural light throughout. The large backyard is perfect for entertaining, featuring a 2021 pergola and a newly installed back fence in 2024, creating a private oasis.Conveniently positioned at the end of a quiet cul-de-sac, this home combines both peace and privacy. Recent upgrades include all-new kitchen appliances (2023), a new shed (2020), fresh paint throughout (2019), and a washer & dryer (2019). Don't miss the opportunity to call this gem in one of the most desirable locations home!

1608 Pinedale Lane, 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

816 Minna Lane, South Chesapeake
$674,000
5 Beds ⋅ 3.1 Baths ⋅ 10636014 MLS
Tucked away in a private wooded cul-de-sac, this stunning 5-bedroom, 3.5-bath home offers the perfect blend of space, comfort, and privacy. Situated on one of the largest lots in the neighborhood, the huge backyard creates an ideal setting for entertaining, relaxing, or enjoying peaceful evenings in the hot tub. Inside, you’ll find beautiful new LVP flooring, tons of recessed lighting throughout, and a spacious open layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, a stylish backsplash, and plenty of workspace for cooking and gathering. The first-floor primary suite provides convenience and privacy, while the fireplace adds warmth and character to the main living area. Complete with a 2-car garage with a custom epoxied floor and thoughtfully designed living spaces throughout, this home checks all the boxes for comfort, style, and location. 2.25% assumable VA loan.

816 Minna Lane, South Chesapeake

605 Burton Court, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10637035 MLS
Situated on a large cul-de-sac lot in the sought-after Schoolhouse Crossing neighborhood within the esteemed Hickory School District, this fully updated 4-bedroom, 2.5-bath home delivers standout style, smart functionality, and true move-in ready living. Step inside to a completely refreshed interior featuring all new paint, luxury vinyl flooring throughout, and all new smart lighting fixtures. Smart home upgrades include WiFi-enabled lighting, a smart thermostat, and updated electrical outlets, creating effortless modern living. The showpiece custom kitchen has been fully reimagined with custom cabinetry, high-end brand-new appliances, gas range, and a clean, modern design that feels straight out of a design magazine. All appliances updated including washer and dryer. Bathrooms are fully remodeled with designer finishes, offering a fresh, elevated feel throughout. The spacious primary suite features a spa inspired ensuite designed for comfort and retreat style living. A true private escape, the backyard features a large saltwater pool featuring a new saltwater system, surrounded by an expansive yard great for entertaining and relaxing. A rare combination of location, design, and upgrades, this home stands out the moment you walk in.

605 Burton Court, South Chesapeake

936 Bahama Way, South Chesapeake
$670,000
5 Beds ⋅ 3 Baths ⋅ 10633808 MLS
This spacious 5 bedroom, 3 bath home offers the kind of comfort and room to breathe that’s hard to find. The open-concept layout, real hardwood floors, built-ins, and gas fireplace create a warm, inviting space to gather. The kitchen’s pantry, bar seating, and eat-in area make everyday living easy, while the dining room is perfect for hosting. Step outside to a fully fenced backyard designed for memories—patio, firepit, Trex deck, chicken coop, and shed included. Downstairs offers flexible space with an office, guest room, and full bath. The primary suite is a true retreat with double vanities, walk-in shower, jetted tub, and generous closets. With two attic spaces and a garage mud sink, this home blends charm, function, and room to grow.

936 Bahama Way, South Chesapeake

617 Denham Arch, South Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10629500 MLS
WOW! Stunning water view, a 20x40 in-ground saltwater pool, and 900 sq ft of deck space create a backyard oasis made for relaxing and entertaining! A 20-foot awning adds shaded comfort as you unwind while taking in the water view. Inside, this well-maintained two-story home offers 4 bedrooms and 3 full baths, including a first-floor bedroom with an adjacent full bath great for guests or a home office. Formal living and dining rooms provide flexible space for hosting, while the eat-in kitchen and den/family room create a welcoming hub for everyday living. Additional highlights include an irrigation system, downstairs plantation shutters, a 476 sq ft unfinished floored room over the garage for storage or future expansion, plus 2-zone HVAC with Nest thermostats, all in the sought-after Etheridge Lakes community.

617 Denham Arch, South Chesapeake

2820 Bunch Walnuts Road, South Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10621254 MLS
Escape to peaceful country living just minutes from Hampton Roads conveniences. This charming log-style home in Pleasant Grove sits on nearly 5 private acres and offers 4 spacious bedrooms and 3 full bathrooms. Designed for equestrian enthusiasts, the property includes 4 horse stalls, 2 run-ins, a round pen with tack shed, and a chicken coop, making it ideal for horse lovers or hobby farmers. A detached 1 bedroom, 1 bath guest house features a full kitchen, living room, and new LVP flooring, perfect for extended family, multigenerational living, or rental income potential. Enjoy quiet mornings and sunset views from the expansive wraparound porch overlooking open land and mature trees. Tucked along a lightly traveled country road yet close to shopping, dining, and major commuter routes, this rare acreage property offers privacy, versatility, and convenience. Schedule your private tour today.

2820 Bunch Walnuts Road, South Chesapeake

3212 Douglas Road, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10616225 MLS
Welcome to this exquisite custom home set on 4.12 pristine acres in the highly desirable Grassfield area, offering the perfect blend of refined luxury and timeless rustic farmhouse charm. This 4-bedroom, 2.5 bath residence features a 3-car garage with an additional unfinished room above. Thoughtfully curated interiors showcase updated flooring, custom bookshelves, and three fireplaces that create warmth and sophistication throughout. The gourmet kitchen is beautifully appointed with custom cabinetry and premium finishes, seamlessly flowing into spacious living and entertaining areas. The primary suite is a true sanctuary, featuring a spa-inspired bath with a jetted soaking tub, and expansive walk-in shower. Additional features include a laundry chute, integrated dust collection system, and an updated, fully encapsulated crawlspace for peace of mind. Outdoor living is elevated with a grand front porch, expansive rear deck, and above-ground pool overlooking the private acreage.

3212 Douglas Road, South Chesapeake

625 Briarwood Dr, South Chesapeake
$669,999
5 Beds ⋅ 3.1 Baths ⋅ 10634984 MLS
Welcome to this beautifully updated 5-bedroom, 3.5-bath home in the heart of Great Bridge, where timeless character meets modern comfort. Stunning curb appeal begins with lush landscaping, a welcoming front porch, and an oversized driveway. Inside, custom tongue-and-groove plank ceilings and exposed wood beams bring warmth and architectural charm to the living room, anchored by a gas fireplace and enhanced by crown molding and chair rail throughout. The chef’s kitchen features custom white maple cabinetry, granite countertops, under-cabinet lighting, and newer stainless appliances. Stylishly updated baths and flexible living space, including an in-law suite, offer versatility for today’s lifestyle. Outside, your private backyard retreat awaits with a sparkling saltwater pool, gazebo, and paver patio designed for entertaining and quiet relaxation. This is the kind of home that simply feels right the moment you walk in.

625 Briarwood Dr, South Chesapeake

645 Crestfield Drive, South Chesapeake
$666,615
4 Beds ⋅ 2.1 Baths ⋅ 10615164 MLS
Up to $10K closing cost assistance all when seller's preferred lender is used for financing, see agent for details. This beautiful Wells plan is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. Bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and generous pantry. Enjoy an inviting front porch, welcoming foyer with ample storage, and a fenced backyard. Additional highlights include 2-car garage & custom wood shelving in large closets. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

645 Crestfield Drive, South Chesapeake

528 Belem Drive, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10633498 MLS
Welcome to Las Gaviotas in South Chesapeake, where golf course views, cul-de-sac living, and custom details come together in all the best ways. Sitting at the end of a quiet street overlooking the wooded backdrop and the 7th hole, this home offers the kind of setting people wait years for. The gorgeous kitchen features tons of countertop space, a huge island with room for everyone to gather, and a beautiful wine rack detail opening into the living room. The living area flows right out to a screened-in porch overlooking the backyard and golf course views that feel like vacation every day. Upstairs, the primary suite steals the show with a private balcony great for coffee or evening unwinding. The oversized FROG, not counted as a bedroom, features 10-foot ceilings, bar area, sink, refrigerator, ice maker, and the ultimate entertaining setup. Offering 4 bedrooms, 3 baths, and over 3,100 square feet, this home combines functionality, character, and lifestyle all in one.

528 Belem Drive, South Chesapeake

815 Angel Wing Drive, South Chesapeake
$664,000
5 Beds ⋅ 2.1 Baths ⋅ 10645285 MLS
Welcome home to a beautiful one owner home in the highly sought after neighborhood of Dominion Meadows, and Grassfield High School District. Built in 2020, this home offers a bright open-concept design, with 5 spacious bedrooms, and 2.5 baths. Versatile living room or home office, formal dining room, gourmet kitchen with large island, custom cabinetry, granite countertops, stainless appliances, and pantry flows into the spacious family room. Upstairs you will find a laundry room, and generously sized bedrooms. Luxurious primary suite with tray ceiling, spa bath, oversized custom closet. Outside unwind in the screen porch, or the large patio enjoying privacy in the fenced backyard while spending time with family or entertaining with friends. Easy commute to all military bases, and a few minutes away from shopping, restaurants, and entertainment.

815 Angel Wing 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.