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709 Montrose Court, South Chesapeake
$320,000
3 Beds ⋅ 2.1 Baths ⋅ 10643459 MLS
Welcome to 709 Montrose Ct., Chesapeake, VA! This well- maintained two-story townhome offers 1,610 +/- sq. ft. of comfortable living space in a convenient location. Built in 1991, the home features 3 bedrooms, 2.5 baths, and a functional floor plan designed for everyday living. The spacious layout provides ample room for relaxing, entertaining, and working from home. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this property offers easy access to everything Chesapeake has to offer. Whether you're a first-time homebuyer, downsizing, or seeking an investment opportunity, this townhome presents n excellent opportunity. Quarterly HOA fees help mINTin the community, providing added convenience nd peace of mind. Don't miss your chance to make this Chesapeake property your next home!

709 Montrose Court, South Chesapeake

2801 Raccoon Trail, South Chesapeake
$1,104,938
4 Beds ⋅ 3.1 Baths ⋅ 10643126 MLS
Warning: You may never want to leave home! Welcome to the Buena Vista by Kirbor Homes, where every room is designed to make everyday life feel a little more extraordinary. Whether you're hosting the holidays, cheering on your favorite team, or simply enjoying a quiet evening in, this home is ready for it all. The show-stopping kitchen is sure to become everyone's favorite gathering spot, featuring our upgraded Chef's Appliance Package, an oversized island, and plenty of room for everything from charcuterie boards to cookie decorating marathons. The open-concept layout keeps the conversation flowing from the kitchen to the dining area and great room, so no one ever misses out on the fun. When it's time to recharge, the luxurious first-floor primary suite offers the perfect escape, while the additional bedrooms and flexible living spaces provide endless possibilities for guests, hobbies, a home office, or that home gym you've been promising yourself. Step outside to the covered rear porch and imagine slow mornings with coffee, backyard cookouts, or winding down with a glass of wine as the sun sets. Located in the desirable Sanderson Estates, the Buena Vista pairs spacious homesites with the quality craftsmanship and thoughtful details Kirbor Homes is known for. This isn't just another new construction home—it's the kind of place where memories are made, traditions begin, and you'll happily volunteer to host every family gathering. Schedule your tour or Design Center appointment today and see why the Buena Vista might just ruin every other floor plan for you. Builder contract. Ask about available lender incentives!

2801 Raccoon Trail, South Chesapeake

508 Cavendish Way, South Chesapeake
$570,000
4 Beds ⋅ 2.1 Baths ⋅ 10642996 MLS
Welcome to luxury, low-maintenance living in the highly sought-after Westfield at Hickory Manor! This beautifully upgraded Galloway Model, built in 2018, offers 2,059 sq ft of stylish, thoughtfully designed living space with quality finishes throughout. The open-concept layout is superb for everyday living and entertaining, featuring spacious, light-filled rooms, an upgraded kitchen, a private primary suite, and flexible additional bedrooms. Enjoy resort-style amenities including a pool, 24-hr fitness center, clubhouse/community center, and playgrounds. Located in the sought-after Hickory School District with easy access to shopping, dining, military bases, major interstates, and more, this move-in ready home offers comfort, convenience, and lifestyle. Schedule your private showing today!

508 Cavendish Way, South Chesapeake

707 River Gate Court, South Chesapeake
$674,900
5 Beds ⋅ 2.1 Baths ⋅ 10642890 MLS
Convenient location. 20 min to Downtown Norfolk. 35 min to NAS Oceana, Dam Neck & beaches. 20 min to Norfolk Int Airport. Over 10 grocery stores in a 5 mile radius. 5 min to Hickory H.S., 1 of the BEST in Hampton Roads. Easy access to Chesapeake Bypass, I-64, I-264, & I-464. This property is a gardener's dream sequenced for near year round color. Back yard oasis includes a hot tub, goldfish pond and six foot privacy fence. Two patios are connected by a master-crafted paver walk-way. Oversized garden shed helps keep garage clutter free. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well & two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized Primary Bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk-in closet is medium sized with plenty of storage space. Washer & dryer are on the second floor for convenience to bedrooms.

707 River Gate Court, South Chesapeake

1516 Cedarville Court, South Chesapeake
$949,608
4 Beds ⋅ 3.1 Baths ⋅ 10643106 MLS
Welcome to the Kentland by Kirbor Homes; where your Pinterest board finally gets to come to life! Designed for the way you really live, this home offers the perfect blend of style, comfort, and flexibility. With a luxurious first-floor primary suite, spacious open-concept living, and room to spread out upstairs, there's a place for everyone (and everything). The chef-inspired kitchen is ready for everything from holiday feasts to takeout nights, featuring our upgraded Chef's Appliance Package, a large center island, and plenty of space to gather. The great room is designed for game nights, movie marathons, or simply relaxing after a long day. Located in the sought-after Sanderson Estates, you'll enjoy spacious homesites, beautiful surroundings, and the quality craftsmanship Kirbor Homes is known for. Whether you're entertaining friends, hosting family, or just enjoying a quiet morning coffee on the porch, the Kentland is ready to fit your lifestyle. Come see why your next chapter deserves a home this fun to live in! Contact Listing Agent to schedule a tour or appointmnet at our design center today! Builder contract. Ask about Lender incentives!

1516 Cedarville Court, South Chesapeake

1833 Benefit Road, South Chesapeake
$699,000
4 Beds ⋅ 3.2 Baths ⋅ 10642808 MLS
A Full Acre of Land in the Heart of Southern Chesapeake.... Two Primary Suites. Room for Everyone! Over 3,600 sf. Renovated 4-bedroom 3 full baths and 1 1/2 baths home on a beautiful piece of land in Chesapeake — brand new carpet, all freshly painted. The space, privacy, and flexibility that rarely come together at this price point. Two primary suites, one up and one down, give you real options: multigenerational living, long-term guests, or a main-level owner's retreat. The downstairs in-law suite/owners suite has its own private entrance — space for older parents, adult kids, or a home business with client access that never touches your living space. The renovated kitchen features stainless steel appliances and opens to living areas built for gathering. The upstairs primary offers double sinks and a large walk-in closet. A mudroom with half bath handles the daily traffic so the rest of the house stays put together. Outside is where this property separates itself. A wrap-around deck surrounds the above-ground pool — your built-in venue for summer weekends. The roundabout driveway and attached 2-car garage mean parking is never a problem, whether it's a cookout for twenty or just everyday life. And the full acre gives you room to add, expand, or simply breathe — no neighbors ten feet from your window. Homes with this much land, this much flexibility, don't sit long in Chesapeake. Schedule your showing today. Sellers are motivated. Some images are digitally staged.

1833 Benefit Road, South Chesapeake

2505 Sylvia Court, South Chesapeake
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, South Chesapeake

112 Station Road, South Chesapeake
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS
One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

501 Thornloe Ln Lane, South Chesapeake
$584,999
6 Beds ⋅ 4.1 Baths ⋅ 10642445 MLS
Rare opportunity to own a beautifully updated 6-bedroom, 4.5-bath home featuring a private, fully equipped in-law suite for multigenerational living, extended family, guests, rental income, or a private home office. The main residence offers 5 spacious bedrooms, 3 full baths, and a stunning remodeled kitchen with quartz countertops, sleek high-gloss cabinetry, stainless steel appliances, and space for a large center island. The separate in-law suite lives like its own home, complete with an open loft-style bedroom, 1.5 baths, walk-in closet, full-size laundry, upgraded kitchen with quartz counters and stainless appliances, and generous living space. Recent upgrades include renovated baths, new windows, patio doors, and Nest thermostats. Step outside to your backyard oasis featuring an 8-foot in-ground pool with newer liner, filter, and pump, plus a built-in deck bar ideal for entertaining. Conveniently located near shopping, dining, schools, military bases, beaches, and major commuter routes. Loan is assumable @ 5.125% !

501 Thornloe Ln Lane, South Chesapeake

1229 Waters Road, South Chesapeake
$609,900
4 Beds ⋅ 2.1 Baths ⋅ 10641071 MLS
Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District! Move-in ready and thoughtfully designed, this beautiful home offers the freedom of no HOA and all the modern finishes today's buyers are looking for.Step inside to discover a bright, open-concept floor plan perfect for both everyday living and entertaining. The spacious first-floor office provides an ideal work-from-home space or flex room to fit your lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry, and a full stainless steel appliance package.Throughout the home, crown molding adds a touch of sophistication, while the energy-efficient tankless water heater provides modern convenience. Retreat outdoors to enjoy the fully fenced backyard, perfect for pets, play, or relaxing evenings. Make this home yours today. VA assumable loan at 6.125 with entitlement substitution

1229 Waters Road, South Chesapeake

2162 Edwin Drive, South Chesapeake
$563,740
2 Beds ⋅ 3 Baths ⋅ 10641942 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 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. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary. Photos and renderings are from builder's library, actual finishes and features may vary.

2162 Edwin Drive, South Chesapeake

657 Allery Road, South Chesapeake
$404,900
3 Beds ⋅ 3.1 Baths ⋅ 10641733 MLS
Now preselling by appointment. Estimated early 2027delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

657 Allery Road, South Chesapeake

670 Allery Road, South Chesapeake
$399,900
2 Beds ⋅ 2.1 Baths ⋅ 10641732 MLS
Now preselling by appointment. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

670 Allery Road, South Chesapeake

674 Allery Road, South Chesapeake
$394,900
2 Beds ⋅ 2.1 Baths ⋅ 10641729 MLS
Now preselling by appointment. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

674 Allery Road, South Chesapeake

2420 Mount Pleasant Road, South Chesapeake
$553,900
3 Beds ⋅ 3 Baths ⋅ 10641052 MLS
Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

2044 Charwood Drive, South Chesapeake
$776,315
4 Beds ⋅ 3.1 Baths ⋅ 10640881 MLS
Somerset ranch with FROG. Fenced backyard includes large patio for outdoor entertaining and backs mature tree line! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Enhance your hosting with the optional butler’s pantry! Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary. Seller to pay up to $10,000 closing cost assistance when using Seller's preferred lender for financing, see agent for details.

2044 Charwood Drive, South Chesapeake

900 Justin Lee Way, South Chesapeake
$740,000
6 Beds ⋅ 4 Baths ⋅ 10640551 MLS
Room to gather. Space to breathe. Welcome to 900 Justin Lee Way, an exceptional brick home tucked away on a quiet cul-de-sac in the heart of Great Bridge. Offering nearly 4,000 sq ft, 6 bedrooms and 4 full baths, this home combines generous living spaces with remarkable flexibility. Two primary suites, including one on the first floor, create options for multigenerational living, guests, a home office or a private retreat. The beautifully updated kitchen flows naturally into spacious living and entertaining areas, while multiple renovated baths include the primary bath (2020), downstairs bath (2023), and hallway and guest bath (2025). Major improvements provide even more peace of mind: water heater (2021), both HVAC systems (2023), windows (2024), and well pump (2025). ). Outside, enjoy a screened porch overlooking a private fenced backyard with a firepit patio designed for relaxing and entertaining. With substantial updates already completed, timeless brick construction, an incredibly versatile floor plan, and a sought-after Great Bridge location, this is the kind of home that’s increasingly difficult to find. Quick closing and move-in before school starts is possible!

900 Justin Lee Way, South Chesapeake

1509 Cedarville Court, South Chesapeake
$807,597
4 Beds ⋅ 3.1 Baths ⋅ 10640008 MLS
Live in a Lee model! What makes this one so unique - 1+acre homesite, on a cul-de-sac! This popular design features primary bedroom on the first floor with spacious ensuite that boasts tile shower surround, dedicated water closet, and huge walk in closet! Need more space in your primary bedroom - there is an optional sitting room extension! The open layout is cozy enough for an evening in or invite your friends and family over to grill out! The second floor has a bedroom with an attached bath and large walk in closet. The loft makes for a spacious gaming area or home office. Two additional bedrooms and a bath complete the second floor. Available options include - walk out attic, additional bedroom, additional bath, 3rd car garage, covered/screened porch, @9 ft x 6 ft walk in pantry, dual primary, multigen, and so much more!! The Design Center allows you to bring your home to life by tailoring your colors, materials, and features to your specific needs!

1509 Cedarville Court, South Chesapeake

1437 Sam's Drive, South Chesapeake
$230,000
10639627 MLS
Well-established Mediterranean restaurant offered at $230,000, with reported annual gross sales exceeding $700,000. This turnkey business is situated in a prime, high-traffic location with a loyal local customer base. The favorable lease is secured through 2030 at $3,900 per month. An excellent opportunity for an owner-operator or investor, with established dine-in, takeout, delivery, and catering revenue streams and potential for continued growth. The sale includes the restaurant business and its existing equipment, subject to the agreed inventory. Complete financial records, including POS data and tax returns, along with an equipment inventory list, are available to qualified buyers upon request with a signed NDA. Seller is relocating. Please do not disturb employees or discuss the sale on-site. All showings are strictly by appointment only. Serious, qualified buyers only.

1437 Sam's 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.