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821 Redleafe Circle, Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought-after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, Chesapeake

2004 Acentala Quay, Chesapeake
$575,000
5 Beds ⋅ 3.1 Baths ⋅ 10657811 MLS
Soaring cathedral ceilings, an updated kitchen, and a first-floor suite that feels almost like its own wing give this Waterstone home plenty to remember. The main living area feels open and connected, with a gas fireplace creating a natural focal point and cathedral ceilings adding volume overhead. The kitchen has been refreshed with painted white cabinetry, dark gray quartz countertops, a tile backsplash, black finishes, and newer appliances for a clean, current look. One of the home’s biggest standouts is the expansive first-floor suite, complete with private exterior access, a large closet, and its own sitting area. The scale and separation make it feel more like a private retreat than just another room. LVP flooring, newer carpet, and updated windows continue throughout the home. Above the two-car garage, another spacious living area with cathedral ceilings and LVP flooring adds even more flexibility for an office, media room, playroom, or additional living space. A partially encapsulated crawlspace with a high-quality dehumidifier is another meaningful improvement already in place. Outside, the back porch overlooks a large fenced yard with plenty of usable green space, while the two-car garage and generous driveway add everyday function. Waterstone offers a community pond for kayaking, canoeing, paddle boarding, and fishing, along with neighborhood trail access connecting directly to Western Branch Park and Western Branch Community Center. With substantial living space, thoughtful updates, and two areas that give you real flexibility beyond the main living spaces, this home has more depth than the photos first let on.

2004 Acentala Quay, Chesapeake

810 Hedgerow Court, Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10657871 MLS
Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, Chesapeake

1324 Cambridge Way, Chesapeake
$615,000
3 Beds ⋅ 2.1 Baths ⋅ 10657862 MLS
Welcome to this truly custom-built home in the highly desirable Hunningdon Woods neighborhood nestled in the heart of Greenbrier! Situated on a beautiful corner lot, this charming home offers a wonderful blend of comfort, character, and thoughtful design. The inviting living area flows into a lovely eat-in kitchen, creating the perfect setting for everyday living and entertaining. The spacious first-floor primary suite offers comfort and convenience, while the generously sized other bedrooms provide plenty of room for family or guests. Enjoy relaxing on the screened porch overlooking a beautifully landscaped yard filled with absolutely stunning array of blooming perennials that provide color and beauty throughout the seasons. Complete with a side-load garage, this special home offers timeless appeal. A wonderful opportunity to make this exceptional property your own.

1324 Cambridge Way, Chesapeake

1129 Hazel Avenue, Chesapeake
$379,900
4 Beds ⋅ 3.1 Baths ⋅ 10657809 MLS
Situated in Chesapeake's Norfolk Highlands neighborhood, this 4-bedroom, 3.5-bath home offers approximately 2,000 square feet with a flexible floor plan and plenty of indoor and outdoor space to enjoy! Inside, find inviting living and dining areas that flow into an updated kitchen featuring granite countertops, shaker-style cabinetry, stainless steel appliances, and a center island with additional seating. The flexible floor plan features two bedrooms on the first floor, including one with a private ensuite bathroom, and two additional bedrooms upstairs, one also featuring its own ensuite bathroom. This layout offers great options for guests, home offices, or multigenerational living. Recent improvements include updated bathrooms (2024), plumbing (2021), and fresh interior paint. An encapsulated, unfinished basement offers additional storage or workspace. Out back, the fully fenced yard is ready for entertaining with an above-ground pool, multiple decks, and a separate man shed with power, a bar, and a window unit. Additional highlights include dual driveways, an electric vehicle charging station, and a roof replaced in 2020. 3.5 PERC ASSUMABLE VA LOAN!! Incentives may be available through preferred partners. Contact the listing agent for details and eligibility.

1129 Hazel Avenue, Chesapeake

628 Gladesdale Drive, Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10657378 MLS
Well maintained all brick ranch on a large .34 acre corner lot in the Hickory School District . Enter the large greatroom through foyer which opens to formal dining room. Greatroom features chairrail, wainscoating, exposed beams, built in bookcase and masonry wood burning fireplace.Kitchen has been updated with new cabinet faces, countertops and laminate floors; all appliances convey. Primary bath updated with new vanity, toilet and has tile floor. Hall bath updated with new toilet. Laundry closet convenietly off eat-in area in kitchen. Large frog has plenty of head space and large closet; partially floored walk in attic. HVAC, hot water heater newer, encapsulated crawl with dehumidifier. Large deck off greatroom. No neighborhood fees.

628 Gladesdale Drive, Chesapeake

616 Rutherford Drive, Chesapeake
$549,900
3 Beds ⋅ 1.1 Baths ⋅ 10657745 MLS
Well-maintained, move-in-ready brick ranch in an established neighborhood with wide sidewalks! Features attractive LVP flooring throughout, three bedrooms, and a primary suite with a walk-in closet. Enjoy the gas log fireplace and additional storage with floored attic space. The converted attached garage is currently equipped as a beauty salon with styling station, shampoo sink, built-in cabinetry, and laundry area. A bright 20' x 20' sunroom with three walls of casement windows overlooks the backyard. Outdoor amenities include a 20' x 20' composite deck, fenced yard, and a 20' x 40' in-ground pool with cover. The detached three-bay garage includes power, workbenches, and pull-down access to a large, floored attic. A rare combination of comfort, functionality, and exceptional indoor and outdoor living space.

616 Rutherford Drive, Chesapeake

443 Supplejack Court, Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10657404 MLS
Welcome to sought-after Riverwalk! This beautifully maintained 4-bedroom, 2-bath ranch sits on a desirable corner lot with great curb appeal. The freshly painted interior offers an inviting floor plan, vaulted ceilings, updated lighting, luxury vinyl plank flooring, and thoughtful custom touches, including enhanced closet space and added shelving. The kitchen features quartz countertops, stainless steel appliances, and two pantries. A versatile 4th bedroom/FROG above the 2-car garage offers flexible space for guests, an office, or hobbies. Enjoy the beautifully landscaped backyard with a deck and paver patio, perfect for outdoor entertaining. Riverwalk amenities include a clubhouse, pool, dock, boat ramp, playground, trails, tennis and pickleball courts, plus seasonal concerts and food trucks. Discover the charm, convenience, and lifestyle that make Riverwalk a wonderful place to call home!

443 Supplejack Court, Chesapeake

3616 Riverwood Crescent, Chesapeake
$749,000
4 Beds ⋅ 3 Baths ⋅ 10657714 MLS
COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft heated workshop features a vehicle lift, compressor — perfect for car enthusiasts, hobbies, or business needs! Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed. Additional features include newer HVAC and appliances, an ivwr thw top water softener, and a sealed crawlspace with dehumidifier and warranty. Not in a designated flood zone! Three acres, a spacious heated workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, Chesapeake

509 Ballahack Road, Chesapeake
$1,199,000
5 Beds ⋅ 3.1 Baths ⋅ 10657504 MLS
Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage & 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels, Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Some listing photographs have been staged by Artificial Intelligence.

509 Ballahack Road, Chesapeake

911 Charing Cross, Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10655533 MLS
Welcome to this beautiful four-bedroom, 2.5-bath home in the desirable Tunbridge Station neighborhood of Great Bridge! With nearly 2,600 square feet of living space, this home offers plenty of room to live, relax, and entertain. Situated on a spacious corner lot in a quiet neighborhood, this home features wood flooring throughout the first floor and new LVP flooring on the second floor. The kitchen offers a cozy eat-in area with a bay window, while the separate living room provides added privacy and could also serve as a home office. A formal dining room offers the perfect space for hosting family and friends. One of the home's standout features is the oversized family room over the garage, offering endless possibilities for a media room, game room, or playroom. Enjoy outdoor living with a new deck and patio for relaxing or entertaining. Located in the sought-after Hickory school district, this home offers space, versatility, and a wonderful opportunity to enjoy all that Great Bridge has to offer.

911 Charing Cross, Chesapeake

176 Driftwood Drive, Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS
Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, Chesapeake

1507 Linden Avenue, Chesapeake
$309,900
3 Beds ⋅ 2 Baths ⋅ 10657054 MLS
Welcome home to this charming three-bedroom, two-bath brick ranch nestled on a large, fully fenced lot in a quiet neighborhood. The bright, open kitchen features an island breakfast bar, creating a welcoming space for everyday living and entertaining. Three good-sized bedrooms provide comfortable living space, while no carpet anywhere in the home makes upkeep easy. Updated bathrooms and a spacious laundry room complete this wonderful home, making it an ideal choice for a first-time buyer or someone looking for a forever home . Outside, enjoy a spacious fenced backyard with planting beds, offering room to garden, relax, play, or entertain. Conveniently located near major freeways and military bases, this home combines peaceful neighborhood living with easy access to the surrounding area.

1507 Linden Avenue, Chesapeake

4748 Barn Swallow Drive, Chesapeake
$570,000
4 Beds ⋅ 3 Baths ⋅ 10656599 MLS
Welcome home to this beautifully updated property located in the Jolliff Woods neighborhood in Western Branch! Featuring a fully remodeled kitchen and 3 full baths (2020), this home offers the perfect blend of comfort, style, and functionality. Step outside to your own backyard retreat, complete with a sparkling saltwater pool featuring a new liner and newer pump, a spacious deck great for entertaining, and a screened porch great for relaxing evenings. The primary bedroom features 2 walk-in closets and a soaking tub with a large, oversized shower. Additional highlights include dual-zone HVAC systems and a one-year-old storage shed. Anderson windows installed in 2006. Whether you're hosting summer gatherings or enjoying a quiet evening at home, this property offers wonderful indoor and outdoor living spaces. Move right in and start enjoying all this home has to offer! Amazing tucked-away .38 acre corner lot and just minutes to the interstate, with quick access to the Peninsula and the rest of Hampton Roads

4748 Barn Swallow Drive, Chesapeake

2400 Amie Drive, Chesapeake
$624,900
4 Beds ⋅ 3 Baths ⋅ 10656439 MLS
$5K SELLER CREDIT toward closing costs/rate buy down on full price offer. VA buyers can take advantage of a VA ASSUMABLE LOAN at 5.625%! Beautiful 4 BR, 3 BA home on 3 private acres with a detached 2-car garage! Renovated in 2025, the home has a spacious family room w/fireplace, eat-in kitchen w/stainless steel appliances, and flex space for a home office, fitness, media or den. The first floor also features two bedrooms, a full bath and utility room. Upstairs, the spacious primary suite includes 3 closets and an ensuite bath with walk-in tiled shower, along with a fourth bedroom and additional full bath. The back deck offers views of a quiet nature retreat. Major updates include HVAC, water heater, water softener/purification system, updated septic system & drain field, 2020 roof and sodded fenced backyard. The detached garage has a workshop area and large walk-in attic w/potential for more finished space. Private setting yet minutes from shopping, dining and the bypass for easy Hampton Roads & NC commutes. Hickory Schools!

2400 Amie Drive, Chesapeake

5 Lydney Circle, Chesapeake
$320,000
3 Beds ⋅ 1.2 Baths ⋅ 10657187 MLS
Saturday night on a big back deck, dinner from a kitchen where every appliance is new, and not a single project on the to-do list. This Ipswich townhouse in Chesapeake has been refreshed top to bottom with fresh exterior paint, all-new windows that pour in light, and new flooring throughout. The kitchen feels brand new, and plates go straight out to the deck as the evening cools down. Upstairs, all three bedrooms share one level, leaving the main floor open for everyday living. The updated Jack-and-Jill bath is designed for busy mornings: two private toilet-and-sink rooms connected by a shared tub/shower. A newer roof and newer water heater mean the big-ticket items are handled before the first box is unpacked. Spend summer afternoons at the community pool, then head out on the walking and biking trails in the park just behind it. New windows, new floors, new appliances, fresh paint. The only project left here is deciding where the couch goes. Come see 5 Lydney Circle. Some photos were virtually staged using AI.

5 Lydney Circle, Chesapeake

3004 Kilbride Drive, Chesapeake
$290,000
3 Beds ⋅ 1 Baths ⋅ 10656626 MLS
A large detached garage with high ceilings and power sets this 3-bedroom, 1-bath home apart! Offering exceptional flexibility for parking, storage, a workshop, hobbies, or additional workspace, the garage is a standout feature you won’t want to miss. Inside, the kitchen featuring a double oven flows seamlessly into the living room, creating an inviting open layout that works well for everyday living and entertaining. The kitchen also has a separate gas cooktop and a functional design with great potential. Outside, enjoy the backyard deck, great for relaxing, grilling, or entertaining. With a combination of a spacious detached garage, open living area, gas cooking, and outdoor living space, this home offers features that make it stand out. Come see all this property has to offer and how close it is to key areas of Norfolk, Chesapeake, and Va. Beach!

3004 Kilbride Drive, Chesapeake

1239 Pacels Way, Chesapeake
$679,900
4 Beds ⋅ 3 Baths ⋅ 10657100 MLS
Located in desirable Etheridge Lakes on a large 1 acre lot overlooking the neighborhood pond, this flexible layout includes a first-floor bedroom & full bath—ideal for guests. The kitchen features granite countertops, SS appliances, abundant cabinetry & opens to the living room. A formal dining room is perfect for gatherings, while the separate den-like space offers even more flexibility as a playroom, library, home office or cozy retreat. Upstairs, the spacious primary suite includes a jetted tub, separate shower & massive walk-in closet! Outside, enjoy the composite deck, paver patio, mature trees, & circle firepit overlooking the peaceful pond views. As fall approaches, picture evenings around the firepit roasting marshmallows & making s'mores! With so much space inside and out, this one offers a setting that's hard to find!

1239 Pacels Way, Chesapeake

2448 Johnstown Road, Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10657067 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, Chesapeake

758 Creekside Crescent, Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10656884 MLS
SPACE, LOCATION, & UPGRADES! Welcome to this spacious 3 BR, 2.5 BA, 1,562 sq. ft. END-UNIT townhome in the sought-after Riverwalk community along the Elizabeth River! Featuring one of the largest original floor plans, this home boasts a generously sized, privacy-fenced backyard, spacious deck and oversized secondary storage shed. Inside, enjoy ceramic tile flooring in the hallway, kitchen and baths, stainless-steel appliances, and Delta faucets and Kohler toilets installed in 2026. Major improvements include a new $14,000 3-ton HVAC system, 6-inch gutters (2025), replacement windows and doors (2011), and roof (2015). Embrace the vibrant Riverwalk lifestyle with a clubhouse, pool, tennis, pickleball, dock access, boat launch, playgrounds, trails, weekly food trucks, swim team, garden club and community events. Convenient to shopping, dining and major interstates, this home offers an exceptional combination of space, upgrades and community living!

758 Creekside Crescent, Chesapeake

904 Barrington Court, Chesapeake
$525,000
4 Beds ⋅ 2 Baths ⋅ 10657061 MLS
Welcome home! Nestled in the established Waterford neighborhood in Chesapeake's highly sought-after Great Bridge area! Situated on a spacious cul-de-sac lot, this charming 4-bedroom, 2-bath home offers the perfect combination of comfort, functionality, and location. Enjoy the convenience of single-level living with an inviting floor plan designed for both everyday living and entertaining. The spacious living areas feature a cozy fireplace, creating a warm and welcoming atmosphere. Enjoy a beautifully renovated primary bathroom, offering updated finishes and a refreshed, modern feel. Additional improvements include a recently encapsulated crawlspace equipped with two dehumidifiers, providing added moisture protection and peace of mind. Outside, the generous backyard offers plenty of space for outdoor gatherings, gardening, or simply relaxing. Located in the desirable Great Bridge School District and just minutes from shopping, dining, parks, and major commuting routes.

904 Barrington Court, Chesapeake

1629 Shillelagh Road, Chesapeake
$735,000
5 Beds ⋅ 2.1 Baths ⋅ 10656950 MLS
Why wait on new construction when so much of the work here is already done? Set on three private acres in Grassfield, this modern farmhouse has been completely reworked inside and out, and a detached garage plus whole-house filtration system will both be installed prior to closing. The kitchen centers the main living space with an oversized island and bar, white cabinetry, and a clean, current finish. The renovation continues throughout with new windows, upgraded Hardie Plank siding, a new roof, new water heater, and two new heat pumps with dual-zone HVAC. The primary suite features private porch access, dual closets, and a spa-style bath with a floor-to-ceiling marble-tiled shower. Mature trees and a classic brick fireplace add character against the newer finishes and major system updates. With three acres, a full renovation, major systems already replaced, and a detached garage being completed before closing, this is the kind of property that gives you the space, finish, and function buyers rarely find all in one place.

1629 Shillelagh Road, 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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