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138 Greengable Way, South Chesapeake
$909,500
5 Beds ⋅ 4 Baths ⋅ 10647253 MLS
Exceptional all-brick custom home nestled in the heart of Great Bridge, meticulously maintained and thoughtfully designed with a floor plan you’re sure to love. Offering 5 spacious bedrooms and 4 full bathrooms, this home also features a versatile first-floor flex room with adjacent full bath ideal as a 6th bedroom, home office, playroom, or guest suite. The private, beautifully landscaped backyard creates the perfect retreat, complete with a patio and full-yard irrigation system. Built as the builder’s personal residence, the home showcases quality craftsmanship and upscale details throughout, including extensive custom trim work and abundant storage. Additional highlights include a garage loft with extra storage space, dual heat pump/HVAC systems for comfort and efficiency, a large walk-in closet, oversized pantry, generous laundry room, and spacious secondary bedrooms. A rare opportunity to Buy a truly well-crafted custom home in one of Great Bridge’s most desirable locations.

138 Greengable Way, South Chesapeake

3017 Lord Bradford Court, West Chesapeake
$519,900
5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS
Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, West Chesapeake

825 Waterfall Way, South Chesapeake
$829,900
4 Beds ⋅ 3 Baths ⋅ 10646857 MLS
Stunning all brick home features 4 bedrooms, 3 full bath, spacious 4 season sunroom, in ground pool in sought after Great Bridge School District. Living room/office & dinning room with hardwood floors. The large main living area offers an open floor plan featuring vaulted ceiling, gas fireplace flowing into the kitchen. Updated kitchen showcases SS appliances, New solid surface counters w/single sink & new faucet, two-tone cabinetry, bar for additional seating and flows directly into the dining room and eat-in breakfast for easy meals and entertaining. Large primary bedroom with trey ceiling, walk-in closet, remodeled ensuite bathroom with spa-like features, including a soaking tub, water closet, double vanity and, separate shower & tub. Additional downstairs bedrooms are generously sized, with hard wood floors. Large private 4th bedroom is located upstairs offers a full bath. The laundry room includes cabinetry and shelving for ample storage. Walk-in attic for additional storage. Beautiful landscaped back yard has all the amenities for entertaining show casing vinyl fencing, a solar panel heated in-ground L shape salt water pool with fountain, stone pavers throughout, trek decking and a 4 season sunroom to enjoy the view. New: carpet in family room, mini split in 4 season room, SS gas stove/microwave/refrigerator, coretec flooring in 4th bedroom, fixtures, 2023 pool liner, 2021 tankless water heater, 2015 gas furnace. 2015 Roof replacement, Mr Rogers Windows and Door, gutters with gutter guards, vinyl trim wrapped. Ask agent for a full list of home improvements. THIS IS A MUST SEE!

825 Waterfall Way, South Chesapeake

409 Tranquility Trace, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10646600 MLS
LUXURY COASTAL RESORT STYLE RIVER FRONT COMMUNITY! Welden Field & Rowe Custom Home on a Premium .44-acre lot backs to Nature Preserve. Resort like lifestyle w/ waterfront Gazebo, deep water access, Kayak launch, Clubhouse, Pool, Fitness Room, Green Space, Nature Preserve w/Trails. Welcome to this meticulously maintained Craftsman-style home w/ Southern Living front porch & thoughtfully designed luxurious light-filled floor plan. Chef's kitchen w/ expansive island, bar seating, range, tile back splash tile backsplash & SS appliances. Comfortable open living spaces that flow seamlessly throughout w/fireplace, high ceilings. Spacious downstairs owner's suite w/ Spa concept bathroom, tile floors, glass shower, over-sized Garden tub + custom walk-in closet + FF guest bedroom/Home Office w/ add storage. Outdoor oasis that backs to Nature Preserves w/ spacious covered porch, irrigation system, back up generation & MORE! Easy access to I-64, Edinburgh. WELCOME HOME!

409 Tranquility Trace, South Chesapeake

321 Riverview Road, South Chesapeake
$769,740
5 Beds ⋅ 4 Baths ⋅ 10646721 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. 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 gourmet 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 and mountains-your ideal lifestyle begins here. Photos and renderings are from builder's library, actual finishes and features may vary.

321 Riverview Road, South Chesapeake

109 Lilypad Court, South Chesapeake
$799,990
5 Beds ⋅ 3.1 Baths ⋅ 10646719 MLS
Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3,5 bathrooms, and a 2-car garage. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the perfect space for entertaining. A conveniently located powder room is just off the main hallway, adding to the home's functionality. The first floor also boasts a luxurious primary suite, providing a private retreat with a massive walk-in closet, a large double vanity, and a private water closet for ultimate convenience and privacy. Upstairs, you'll find four additional bedrooms. The second floor also features two bathrooms and a large loft area that could serve as a separate lounge, playroom, or additional living space. Photos and renderings are from builder's library, actual finishes and features may vary.

109 Lilypad Court, South Chesapeake

609 Edgewood Arch, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10646683 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake

821 Redleafe Circle, South Chesapeake
$995,000
6 Beds ⋅ 4 Baths ⋅ 10645935 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, South Chesapeake

224 Wildlife Trace, South Chesapeake
$649,900
4 Beds ⋅ 3.1 Baths ⋅ 10646358 MLS
LUXURY COASTAL RIVERFRONT LIVING W/ AT IT'S FINEST! Breathtaking sunrises, sunsets & an effortless Coastal Lifestyle on the Elizabeth River. Elegant Craftsman style home w/ First Floor Primary Suite. Luxurious Chefs kitchen, expansive island w/ bar seating, granite counter tops & extended 48' wood cabinets w/ extra storage. Comfortable open living spaces w/fireplace, 8 ft doors, high ceilings & wood floor package. First Floor FLEX SPACE for 5th bedroom/Home Office. Spacious owner's suite w/ Spa Concept bathroom, tile floors, glass shower + custom walk-in closet. ENTERTAINERS DELIGHT! Screened in porch, professionally landscaped yard w/ OLP Lighting Design, fenced in yard + 2 car detached garage. All the BELLS & WHISTLES you can Dream of. Community amenities include waterfront Gazebo w/ access to deep water, Kayak Launch, Clubhouse w/ pool, Fitness Room, Green Spaces & Nature Preserves w/ private trails throughout. TURNKEY & MOVE IN READY. WELCOME HOME!

224 Wildlife Trace, South Chesapeake

1548 Waterside Drive N, South Chesapeake
$700,000
6 Beds ⋅ 3.1 Baths ⋅ 10646118 MLS
Spacious 4,899 sf lakefront home offering 6 bedrooms and 3.5 baths with an exceptional floor plan designed for comfortable living and entertaining. The expansive 1st floor primary suite provides a private retreat, while a 2nd floor ensuite is great for guests or multigenerational living. A massive great room with stunning lake views serves as the heart of the home, flowing seamlessly to a large composite deck great for outdoor gatherings. The oversized 840 sf attached garage offers ample space for vehicles, storage and hobbies. A walk-up attic provides abundant storage or future expansion potential. With generous living spaces, beautiful water views and a great price, this home is ready to accommodate every lifestyle. Photos virtually staged

1548 Waterside Drive N, South Chesapeake

2205 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10646287 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2205 Edwin Drive, South Chesapeake

3635 Mardean Drive, West Chesapeake
$498,000
5 Beds ⋅ 2.1 Baths ⋅ 10646195 MLS
Spacious Home In The Western Branch School District! Super Neighborhood of Wellington! NO Homeowners Association Dues!!! Solar Panels Offer LOW Utilities and Is A Great Benefit to The Buyer of This Home!!This Beautiful Home Features A Fantastic Open Downstairs Floor Plan That's Perfect For Both Everyday Living And Entertaining. Spacious Primary Bedroom Suite Downstairs With A Double Vanity & Soaking Bath...Plus Separate Shower!!!~Upstairs, You'll Find Four Additional Bedrooms. Enjoy Large Closets!! Downstairs You'll Find A Formal Living And Dining Room With Brazilian Wood Floors And A Family Room With A Gas Fireplace! Just Off A Great Kitchen, Which Has A Lots Of Cabinet Space & And An Island For The Cook In The Family! Outside There's A Covered Deck With Dual Fans, Making Outdoor Entertaining Great In The Summer Time ! Large Fenced In Back Yard With Trees! Conveniently Located Near Shopping, Dining, Military Bases, And Major Highways! This Home Is A Must See !!

3635 Mardean Drive, West Chesapeake

325 Riverview Road, South Chesapeake
$791,890
5 Beds ⋅ 3.1 Baths ⋅ 10646215 MLS
Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3,5 bathrooms, and a 2-car garage. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the perfect space for entertaining. A conveniently located powder room is just off the main hallway, adding to the home's functionality. The first floor also boasts a luxurious primary suite, providing a private retreat with a massive walk-in closet, a large double vanity, and a private water closet for ultimate convenience and privacy. Upstairs, you'll find four additional bedrooms. The second floor also features two bathrooms and a large loft area that could serve as a separate lounge, playroom, or additional living space. Photos and renderings are from builder's library, actual finishes and features may vary.

325 Riverview Road, South Chesapeake

1416 Pine Grove Lane, West Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10645393 MLS
Premium location in one of Western Branch’s most sought-after neighborhoods & schools. Beautiful, manicured homes w/large lots & no homeowner’s association. Just minutes to 664 & ALL of Hampton Roads Military bases, shopping & entertainment and medical facilities. Step inside to a welcoming foyer that leads to a formal dining room, living room and a custom kitchen with an Island. The sunken den features a gas fireplace which exits to a multi-level deck for cookouts and entertaining. The upstairs features a primary suite for a private retreat with an en-suite bath, a large walk-in closet for keeping all your items organized, while two additional bedrooms (all with walk-in closets) provide versatility for guests or even a game (flex) room. In addition, a 4th bedroom is located over the 576 SQFT. Attached garage. New interior paint and carpet, move in ready. Some rooms virtually staged.

1416 Pine Grove Lane, West Chesapeake

2166 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10645211 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2166 Edwin Drive, South Chesapeake

208 Leicester Court, South Chesapeake
$795,000
5 Beds ⋅ 3 Baths ⋅ 10644737 MLS
Beautiful 5 Bedroom Brick Home featuring a spacious open floor plan perfect for everyday living and entertaining. The large kitchen offers stainless steel appliances, abundant cabinetry, and ample prep space. A standout feature of the home is the custom library, complete with French doors, built-in shelving, and a rolling ladder, creating an elegant and inviting space for work, reading, or relaxation. The main level includes a guest bedroom and full bath. Upstairs you'll find a media room and an oversized primary suite with double closets and a luxurious bathroom featuring a jetted tub, separate shower, a double vanity and private toilet room. Be sure to notice the built-in light-up stairs going up to the second floor! Enjoy your own private backyard oasis with mature landscaping, an in-ground saltwater pool, hot tub, and an expansive custom paver patio, ideal for relaxing or entertaining. Extended driveway with Boat/RV pad. Located in the sought after Great Bridge school district and community, local shops and restaurants, and close to the interstate for a quick trip to OBX!

208 Leicester Court, South Chesapeake

1837 Honey Milk Road, South Chesapeake
$539,900
4 Beds ⋅ 3.1 Baths ⋅ 10644619 MLS
Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, South Chesapeake

700 Canoe Street, South Chesapeake
$500,000
5 Beds ⋅ 3 Baths ⋅ 10644216 MLS
Situated on a corner lot in sought after Culpepper Landing, this spacious home is ready for new owners to make it their own. A formal living and dining room, both with hardwood floors greet you as you enter. A large living room with gas fireplace opens to the spacious kitchen that includes tons of cabinet space and granite counters. The eat-in kitchen provides access to the large fenced-in backyard, great for entertaining. A bedroom and full bath are also located on the first floor. Upstairs, the primary bedroom includes an attached bath with double vanity, soaking tub and walk-in shower. Three more bedrooms and an impressive laundry room complete the second level. The attached 2-car garage provides excellent additional storage space. Neighborhood amenities include a clubhouse, exercise room, playgrounds, pool and more!

700 Canoe Street, South Chesapeake

2164 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10644251 MLS
Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2164 Edwin Drive, South Chesapeake

2150 Edwin Drive, South Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10644247 MLS
The Asheville, one of our quad-style homes, features two bedrooms and two full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, South Chesapeake

810 Hedgerow Court, South Chesapeake
$679,900
5 Beds ⋅ 3 Baths ⋅ 10643877 MLS
This well maintained all brick home with 2-car side loading garage with long driveway and 1/3 acre beautifully landscaped lot is situated on a cul-de-sac in Great Bridge. Open floor plan features Huge kitchen with quartz counter tops and overlooks Fam. Rm. 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 bath on first floor. Recent updates include replacement windows, roof, water heater, garage door and leaf filter gutters. New 3 ton upstairs HVAC installed in Sept. 2026. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/ pickleball court , parks, and playgrounds. Seller to provide 1 year home warranty. The screened porch with concrete floor overlooks the beautiful backyard. New carpet installed in September 2026

810 Hedgerow Court, South Chesapeake

2720 Deerfield Crescent, West Chesapeake
$539,999
4 Beds ⋅ 2.1 Baths ⋅ 10643469 MLS
Experience refined living in the sought after Western Branch area, where timeless design meets today's comfort. This well maintained 4-bedroom, 2.5-bath home offers over 2,500 Sqft of beautifully appointed living space with soaring cathedral ceilings that create an open, light-filled atmosphere from the moment you enter. Kitchen upgrades include granite countertops, and ample storage providing both style and functionality. The spacious primary suite serves as a private retreat, complete with a beautifully renovated bathroom. Step outside to your own backyard oasis, where a spacious deck and patio overlook a fully fenced enclosed yard, perfect for outdoor entertaining, or simply relaxing. Additional highlights include an attached two-car garage and a whole-home water filtration system. Conveniently located near I-664. Local shipyards, medical facilities, military bases, shopping and restaurants. Best of all, enjoy the freedom of no HOA!

2720 Deerfield Crescent, West 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.