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1741 Fortune Terrace, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS
Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, South Chesapeake

2410 Centerville Turnpike, South Chesapeake
$879,000
3 Beds ⋅ 2 Baths ⋅ 10655763 MLS
If these walls could talk, they would tell you 176 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

MM James 2, South Chesapeake
$720,000
5 Beds ⋅ 3 Baths ⋅ 10655465 MLS
Model Home to Be Built - James II Model at Riverview Landing by Wetherington Homes. This thoughtfully designed floor plan offers an Owner's Suite, two additional bedrooms, and a utility room conveniently located on the first floor. Buyers may select their lot and personalize available design options. The home includes a variety of well-appointed features designed to support modern living. The community offers eight floor plan options along with multiple exterior elevations that highlight architectural detail and curb appeal. Contact us today for additional information, to join the VIP interest list, and to schedule an appointment. Discover the opportunity to build in this thriving new community in Chesapeake!

MM James 2, South Chesapeake

245 Old Drive, South Chesapeake
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS
THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, South Chesapeake

101 Stadium Drive, South Chesapeake
$649,900
4 Beds ⋅ 3.1 Baths ⋅ 10655286 MLS
Welcome to your very own homesteader’s haven in the heart of Chesapeake! Tucked away on over an acre, this one-of-a-kind brick ranch offers a blend of modern comfort and timeless, back-to-the-land charm. Outside, you'll be greeted by a flourishing orchard with established fruit trees that provide a bounty through every season, blueberries, figs and plums for jam-making, crisp apples, cherries, peaches, pomegranates, and pecans for baking. Designed for self-sufficiency with two outbuildings, a 40’x45’ parking area ideal for your boat or RV, solar panels and a new roof provide energy savings. The fully finished converted garage for an in-law suite, playroom, fifth bedroom, business front, the choice is yours. If you’re dreaming of tending gardens and evenings under the trees enjoying the fruits of your own land, this property has it all. A true little piece of paradise, right in the city yet worlds away. This home also has an assumable VA mortgage at 4.9% interest for a VA eligible buyer! Perfect opportunity for owning a home in Chesapeake that meets all of your space needs, enjoying self sufficiency and all the convenience that Chesepeake has to offer.

101 Stadium Drive, South Chesapeake

708 Pebble Quay, South Chesapeake
$705,000
4 Beds ⋅ 3 Baths ⋅ 10655182 MLS
Unique custom built home on cul-de-sac with rare 3 car attached garage and extended driveway. This house was made for entertaining - 23' x 14' screened porch off family room for extended living space, along with a 22' x 20' pavilion - both with trek decking, finished wood ceilings, recessed lights and fans. Beautiful extensive landscaping with a stamped concrete walkway winding around house. Impressive 2 story entry has gorgeous chandelier. Dual staircases. Large kitchen includes granite counters, stainless steel appliances with gas stove, tons of cabinets and counterspace as well as deep pantry and eat-in nook. Formal living room and dining room with door leading to large front porch. First floor office in addition to 4 bedrooms upstairs. Full bathroom downstairs. Hardwood floors run through entire 1st floor. Primary bedroom includes corner gas fireplace, 13'x12.5' walk-in closet, and large bathroom with dual sinks and jetted tub . Laundry room has entire wall of cabinets with counter space and fold down ironing board. Lots of built in storage throughout, including a walk in climate controlled attic closet. The rare 3 car garage (owner actually has 4 cars in there!) is decked out for a car aficionado with LED lighting covering the ceiling and rubberized flooring. Additional outside shed. 16 hardwired cameras around exterior convey. Generator hook up in garage. Top of the line outside Charbroil kitchen conveys with acceptable full price offer. Neighborhood dock with boat ramp nearby. Very active River Walk Community Association centers around the beautiful clubhouse (which can be rented) and has a tennis/pickleball court w/pickleball league, garden club, swimming pool w/swim team, concerts in fall, food trucks and more, as well as parks and playgrounds. Tree lined walking paths wind through neighborhood along lakes with gazebos and fountains. Easy to hop on nearby Rt. 168 Chesapeake Expressway to easily get to any area of Hampton Roads.

708 Pebble Quay, South Chesapeake

552 Saddlehorn Drive, South Chesapeake
$560,000
3 Beds ⋅ 2 Baths ⋅ 10654878 MLS
Set on approximately 1.5 beautiful acres, this well-maintained brick ranch offers comfortable living with room to enjoy the outdoors, pursue hobbies, and make it your own. Priced $10k under recent appraised value of $585k! Closing cost assistance and/or interest-rate buydown are negotiable with acceptable offer. Inside you’ll find 3 bedrooms and 2 full baths, custom closet systems, a thoughtfully designed kitchen with a large island and abundant cabinet storage, and a newly renovated mudroom/laundry room! A climate-controlled two-story attached 2-car garage/workshop provides space for vehicles, projects, and hobbies, with upstairs flex space for more options. Step outside and the property truly comes to life. Entertain, relax or just enjoy the privacy of your own space on the new deck. A raised bed garden, chicken run, grape arbors, barn, and storage shed add character and functionality. Located in desirable Hickory School District, just 20 minutes from Redmill and Landstown commons!

552 Saddlehorn Drive, South Chesapeake

1824 Lancing Crest Lane, South Chesapeake
$1,100,000
5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS
Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake

816 Great Marsh Avenue, South Chesapeake
$450,000
3 Beds ⋅ 2.1 Baths ⋅ 10654933 MLS
Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. This home is like brand new. New paint throughout and every item on the home inspection has already been done. The kitchen offers generous counter space and flows seamlessly into the living and dining areas, great for everyday living or entertaining. Upstairs, you'll find brand-new carpet, generously sized bedrooms, a cozy reading nook, and a spacious primary suite featuring a soaking tub, step-in shower, and private water closet. Enjoy a peaceful, tucked-away setting just minutes from shopping, dining, and all the conveniences of this thriving area. The community itself is packed with perks: The HOA cover the exterior to include the roof, yard and exterior pressure wash, a large pool, basketball court, tennis/pickleball courts, soccer and volleyball fields, a dog park, scenic trails, and abundant green space. With charm, location, and lifestyle all in one, this home checks every box—schedule your private tour today!

816 Great Marsh Avenue, South Chesapeake

713 Tiffany Green Court, South Chesapeake
$419,800
4 Beds ⋅ 2.1 Baths ⋅ 10654900 MLS
Enjoy carefree luxury in this meticulously maintained end-unit condo. Concessions Galore and VA assumption available. This beautifully upgraded 4-bed, 2.5-bath home is completely move-in ready. Boasting premium finishes, the open layout features vaulted ceilings, elegant crown molding, and luxury vinyl flooring. Upgraded recessed and pendant lighting, along with modern fans, illuminate the main living space. The chef's kitchen was fully renovated in 2023 with contemporary cabinetry, granite countertops, and stainless steel appliances. The first-floor primary ensuite serves as a private retreat with custom built-ins, a walk-in closet, and a spa-like bath with a new light fixture and fan. Upstairs, a versatile bonus loft provides a great space for an office or media room, while two bedrooms share a dual-entry bath with double sinks for exceptional guest privacy. Rest easy knowing major systems are updated, including a water heater (2022) and HVAC (2024). This property offers a superb combination of space, style, and location.

713 Tiffany Green Court, South Chesapeake

MM Macon, South Chesapeake
$765,000
5 Beds ⋅ 4 Baths ⋅ 10654675 MLS
The Macon Model at Riverview Landing - Master Model Listing by Wetherington Homes. Buyers may select their lot and personalize available design options. The community offers eight thoughtfully designed floor plans along with multiple exterior elevations that highlight architectural detail and curb appeal. This plan features five bedrooms, four bathrooms, a loft, and a first-floor bedroom with a full bath. The chef-inspired kitchen includes upscale finishes, a large island, and a Butler's pantry. Designed to balance functionality and craftsmanship, this home offers modern conveniences with thoughtful design throughout. Contact us today for additional information, to join the VIP interest list, and to schedule an appointment. Discover the opportunity to build in this new community with convenient access to everyday amenities!

MM Macon, South Chesapeake

1313 Parkdale Street, South Chesapeake
$700,000
4 Beds ⋅ 3 Baths ⋅ 10653628 MLS
Offering plenty of room for everyday living and entertaining, this spacious two-story home features an inviting open floor plan, a versatile flex/office space, and a HUGE upstairs loft, giving you plenty of space to spread out and make the home your own. At the heart of the home is the generously sized kitchen, complete with a large island, spacious pantry, butler’s pantry, and abundant cabinetry—great for both everyday living and entertaining. Each bedroom offers the added convenience of a walk-in closet, providing exceptional storage throughout. Outside enjoy the huge backyard, situated on a desirable corner lot with plenty of room for outdoor entertaining, play, or simply relaxing. A beautiful shed provides additional storage for tools, bikes, and more. Conveniently located near dining, parks, and major highways, this home offers the perfect combination of space, comfort, and convenience. With its well-maintained condition, this home feels practically brand new and is ready for you to make it your own!

1313 Parkdale Street, South Chesapeake

1248 Kidbrooke Street, South Chesapeake
$881,140
6 Beds ⋅ 5 Baths ⋅ 10654587 MLS
Welcome to The Summit, 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 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. The home is complete with a walk-out basement. Enjoy a vibrant 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 are from builder's library, actual finishes and finishes may vary.

1248 Kidbrooke Street, South Chesapeake

515 Sweet Leaf Place, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10654218 MLS
Welcome to this beautifully maintained 3 bedroom, 2.5 bath home. Step inside to a bright, open floor plan featuring rich dark wood floors that flow throughout the main living areas. The stunning kitchen is designed to impress with custom cabinetry, upgraded appliances, and plenty of space for cooking and entertaining. The inviting great room is the heart of the home, complete with gas fireplace and custom built-in shelving, creating the perfect space to relax or gather with family and friends. Upstairs, you'll find spacious bedrooms, including a comfortable primary suite, offering room for everyone to spread out. Outside, enjoy your own private patio, ideal for morning coffee or simply unwinding after a long day. Residents enjoy fantastic community amenities, including a pool, clubhouse, and exterior grounds maintenance, allowing you to spend more time enjoying your home and less time on upkeep. BRAND NEW ROOF (July 2026). Don’t miss your opportunity to make this your next home!

515 Sweet Leaf Place, South Chesapeake

803 Gresham Way, South Chesapeake
$615,000
5 Beds ⋅ 3.1 Baths ⋅ 10654210 MLS
Space, space and more space! With over 3,600 square feet, this HOME gives you room to spread out, work, gather and entertain. Hardwood floors flow throughout the majority of the home, while the spacious kitchen features granite countertops and stainless steel appliances. Do you work remotely? There’s a private first-floor office, too. Outside, enjoy an in-ground saltwater pool, Trex deck and gazebo for pool days, cookouts and relaxing at home. And there’s more—the detached garage is ideal for a workshop, hobby space, teen retreat or extra storage. Pool, detached garage, first-floor office, cul-de-sac and no HOA—all wrapped into one very spacious home. If space and flexibility are at the top of your list, this one deserves a look!

803 Gresham Way, South Chesapeake

1414 Loose Strife Place, South Chesapeake
$268,000
3 Beds ⋅ 2 Baths ⋅ 10654280 MLS
Experience airy, sun-drenched living in this beautifully updated two-story home. Enjoy an open living and dining space elevated by soaring ceilings, architectural skylights, and expansive windows that maximize natural light. Refreshed in 2026, the interior showcases brand-new flooring across both levelsfresh paint, and a new water heater. The fully serviced HVAC ensures year-round comfort. The sleek kitchen features premium granite countertops, stainless steel appliances, and a breakfast bar. A rare main-level bedroom and full bath offer ultimate flexibility. Upstairs, the primary retreat boasts vaulted ceilings, a walk-in closet, and an upgraded bath. Complete with clever storage and 2 assigned spaces, this home sits in a vibrant neighborhood featuring scenic ponds, green spaces, a pool, and a playground.

1414 Loose Strife Place, South Chesapeake

1733 Head Of River Road, South Chesapeake
$839,900
4 Beds ⋅ 3 Baths ⋅ 10654135 MLS
Interior pics coming!! Welcome to the Hickory lifestyle, where space, privacy, & possibilities come together on 3 acres! This 4-bedroom, 3-bath home offers 2,912 square feet of comfortable living space & plenty of room to enjoy the outdoors. The kitchen features granite countertops & opens to the family room, creating an easy gathering space for everyday life. A formal living room & additional space provide room for an office, playroom, library, or whatever fits your needs. Upstairs, all four bedrooms are generously sized, including a spacious primary suite with a large bathroom featuring a separate walk-in shower & soaking tub & 2 walk-in closets! Outside, the in-ground pool sets the stage for relaxing afternoons at home. And with 3 acres to call your own, there’s room to dream—whether that means a vegetable garden, chickens, outdoor hobbies, or simply enjoying the extra elbow room that makes Hickory living so desirable. Come see all this home & its expansive setting has to offer!

1733 Head Of River Road, South Chesapeake

212 Kwanzan Court, South Chesapeake
$793,267
5 Beds ⋅ 3 Baths ⋅ 10654133 MLS
Move-In Ready Cul-de-sac Location! Discover the Bellhaven floorplan by Wetherington Homes at Riverview Landing! This beautifully designed 5 bedroom home blends thoughtful functionality with elevated finishes and an inviting open-concept layout. The chef-inspired kitchen features dual ovens, gas range, hood, oversized island, and a butler's pantry connecting seamlessly to the dining area., while the great room opens to a covered rear porch for effortless indoor-outdoor living. A versatile upstairs loft and main level full bath add valuable flexibility. Enjoy a curated selection of luxury upgrades designed to elevate everyday living, all situated on a desirable cul-de-sac lot. Riverview Landing offers trails, a fire pit, and convenient access to schools, beaches, parks, dining, and more, creating a peaceful setting with everyday convenience. Reach out to schedule your private tour and learn about current incentives.

212 Kwanzan Court, South Chesapeake

913 Brenner Road, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10653790 MLS
Gorgeous and nearly new, this 4 BR 2.5 Bath bath Single-Family Home~(the Becker model) offers the community’s most spacious floor plan and is situated on an exceptionally large corner lot—the largest in the development. An inviting covered front porch welcomes you into a well-designed layout that flows beautifully from room to room, with tasteful color choices and meticulous upkeep creating a polished, move-in-ready feel throughout.The impressive Chef’s kitchen is highlighted by an oversized center island, beautiful countertops, stainless steel appliances, and soft-close cabinetry. The kitchen opens naturally to the main living area, creating a comfortable and inviting space for everyday living and entertaining.Upstairs, the spacious Primary Suite features a Huge Walk-in Closet, an additional closet, Private bath with dual sinks. 3 additional Bedrooms offer plenty of flexibility for family, guests, or a home office.Fully fenced yard & 2-car garage provides plenty of parking & storage!

913 Brenner Road, South Chesapeake

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

1741 Taft Road, South Chesapeake

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

613 Mcrowland Way, South Chesapeake

1115 Killington Arch, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10653708 MLS
End-unit townhouse in Greenbrier with a peaceful pond view right in your backyard-no neighbors behind you! This home has 3 bedrooms, 2.5 baths, plus a versatile loft that works as an office, 4th bedroom, or hangout space. The kitchen features butcher block countertops & stainless steel appliances. The primary bedroom is generously sized with plenty of room to spread out. Being an end unit means extra privacy, more natural light, and fewer shared walls than a typical interior unit. Outside, it's quiet and low-key with lakes and a playground to enjoy. Located in the heart of Greenbrier East with quick access to major highways, you are just minutes away from everything Hampton Roads has to offer, including military bases, shopping, dining, beaches, and parks.

1115 Killington Arch, South Chesapeake

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

316 Janes Way, South Chesapeake

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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