Refine Search
Sort by
408 Wenger Road, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10658823 MLS
Prepare to fall in love with this well maintained home sitting on 1.63 acres. Viwinco impact-resistant windows with sound reduction, gas tankless water heater, gas grill hookup, new refrigerator, new water system and so much more! Spacious living space and generously sized bedrooms and bathrooms. 1,232-square-foot metal pole barn with 3 garage doors, a separate meter, multi 220 outlets, a heater, and an air compressor. It's perfect for someone who needs a separate workshop or storage for extra vehicles and boats. The possibilities are endless! Septic has been maintained regularly by R & K. Seller also has a netted batting cage available for installation! Convenient country living! Excellent school district!

408 Wenger Road, South Chesapeake

1217 Club House Drive, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10658962 MLS
Las Gaviotas has the name recognition. This Colonial has the character to back it up. Set in one of Chesapeake’s most iconic, sought-after neighborhoods, the traditional exterior opens to an interior that feels bright, fresh, and full of personality. Natural light pours through large windows, playing across light-toned LVP flooring and freshly painted rooms. Updated lighting gives the spaces a current feel while the classic Colonial details retain their charm. The kitchen makes an impression with tall white cabinetry, granite countertops, and newer appliances, while the eat-in area and separate dining room give each occasion its own space. There’s a dedicated office, too, with plantation shutters that add a tailored finish. The living room has a character all its own, centered around a wood-burning fireplace and framed by more plantation shutters. Just beyond, the screened porch provides a natural transition to the deck, where an outdoor sauna adds a feature you don’t find every day. The smaller details are worth noticing, too: a surprise nook tucked beneath the stairs, generously sized bedrooms, and double doors that make the entrance to the primary bedroom feel a little more special. Throughout the home, traditional character meets a refreshed interior without losing the details that give this Colonial its charm. Recent window replacements, an updated water heater, and refreshed paint and lighting bring substance to the improvements. A two-car garage and extended driveway add the practical space to go with it. The neighborhood may be what first draws your attention, but the way this Colonial unfolds from sun-filled rooms to that unexpected outdoor retreat is what makes it memorable.

1217 Club House Drive, South Chesapeake

3532 Parr Lane, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10659049 MLS
Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

1108 Shell Road, South Chesapeake
$558,000
5 Beds ⋅ 3 Baths ⋅ 10658985 MLS
Welcome to the kind of home that feels good the moment you enter. Set on just over 2 peaceful acres, this 5-bed, 3-bath home offers the perfect blend of space, comfort, and modern style. Sunlight pours through the windows, filling every room with warmth, while the open layout creates an easy flow for everyday living and gathering with the people you love. The home features two spacious primary suites, one located on the first level, both with private baths and large closets, making it ideal for guests, or multigenerational living. You'll also love the luxury vinyl plank flooring, granite countertops, stainless steel appliances, and the beautiful laundry room! The backyard is just as inviting. Whether you're roasting marshmallows around the fire pit, spending summer afternoons in the saltwater pool, or simply enjoying the quiet views with your morning coffee, the backyard feels like your own private escape. Peaceful, welcoming, and full of room to grow! *One year Choice home warranty

1108 Shell Road, South Chesapeake

605 Saddlehorn Drive, South Chesapeake
$585,000
4 Beds ⋅ 2 Baths ⋅ 10658781 MLS
Space, Charm & Country Living on Over 3 Acres! Discover the perfect blend of comfort, functionality, and outdoor living with this 4-bedroom, 2-bath home situated on over 3 acres! Offering room to spread out both inside and out, this property features beautiful hardwood floors, inviting living spaces, and plenty of opportunities to enjoy the outdoors. The primary bedroom features a private en-suite bath, while three additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outside to the screened-in porch, an ideal spot to enjoy your morning coffee, unwind after a long day, or take in the surrounding landscape. For those seeking a little more room for outdoor activities, this property delivers! The existing chicken coop and enclosed run offer a head start on backyard poultry keeping, while the detached storage shed provides additional space for tools, equipment, and outdoor essentials. An attached one-car garage adds everyday convenience, and the water softener system is another practical feature. With over 3 acres of land, there's plenty of room to explore gardening, outdoor recreation, and other possibilities. If you've been searching for a 4-bedroom home with acreage, hardwood floors, a screened porch, and room for outdoor hobbies, this property is one you won't want to miss! Schedule your private showing today and discover the possibilities of owning over 3 acres with 2 peach and 2 fig trees and neighborhood trail!

605 Saddlehorn Drive, South Chesapeake

2408 Drum Creek Road, West Chesapeake
$315,000
3 Beds ⋅ 1.1 Baths ⋅ 10658963 MLS
Bring your vision to this brick ranch in the highly sought-after Western Branch school district! Set in a well-established neighborhood, this 3-bedroom, 1.5-bath home offers great bones, plenty of space, and the opportunity to make it your own. Looking for a home you can live in while fixing it up? Create your dream space at your own pace while adding personal touches and building equity. With an attached garage, detached garage, and shed, there's room for parking, storage, hobbies, or a workshop. The large yard offers space to garden, play, or enjoy the outdoors, and the roof is just 2 years old. Whether you're a buyer exploring a 203(k) renovation loan or an investor searching for your next rehab project, this property is full of possibilities. Reimagine the interior, refresh the finishes, and bring life to a home with potential. Don't miss the chance to create something special in an established setting. Bring your ideas and schedule your showing today! Property is being sold AS-IS.

2408 Drum Creek Road, West Chesapeake

3422 Anita Circle, West Chesapeake
$595,000
5 Beds ⋅ 3 Baths ⋅ 10658855 MLS
Welcome to this amazing all-brick home in sought after Western Branch! This home offers timeless charm and modern luxury. The heart of the home is a beautifully updated kitchen(new 2024) boasting Fantasy Brown granite countertops, white shaker cabinets, ceramic tile backsplash, a large center island, under cabinet lighting and more. Unwind in the inviting family room by the gorgeous brick fireplace, flanked by built-in glass-door lighted cabinets. Enjoy dual staircases, updated bathrooms, and whole-house water filtration and softening systems, a Texas sized primary bedroom, and the 5th bedroom could be media/game room. Head outside to your private oasis complete with an oversized Trex deck w/a retractable awning, hot tub, a charming trellis-covered patio, firepit area and a detached storage shed with electricity. New roof(2022), tankless water heater(2023), vapor barrier(2026) and so much more! Don't miss this incredible find! Some rooms virtually staged.

3422 Anita Circle, West Chesapeake

904 Intracoastal Way, South Chesapeake
$867,136
5 Beds ⋅ 4.1 Baths ⋅ 10658871 MLS
The Sterling Multi-Gen by Wetherington Homes at Riverview Landing. Discover striking Craftsman architecture, elevated finishes, and thoughtfully designed living spaces. This impressive 5-bedroom, 4.5-bath home offers exceptional versatility, including a multi-generational layout ideal for extended stays, private guest accommodations, or everyday living. Enjoy a beautifully appointed kitchen, spacious gathering areas, and room to spread out while maintaining comfort and privacy. Located in desirable Southern Chesapeake with access to the sought-after Hickory school district, this home blends style, function, and convenience. A rare quick-delivery opportunity with anticipated January 2027 completion lets you plan your next move sooner! Contact our Sales Counselor today for details!

904 Intracoastal Way, South Chesapeake

333 Greens Edge Drive, South Chesapeake
$749,900
4 Beds ⋅ 3.1 Baths ⋅ 10658718 MLS
Welcome to this luxurious property in Cahoon Plantation. You'll step inside & be captivated by the exquisite features this home has to offer. The recently renovated gourmet kitchen is a chef's delight, featuring granite countertops & beautiful, tiled flooring. The updated kitchen flows seamlessly into the open-concept living area, great for entertaining. The hardwood floors throughout add a touch of elegance to the space. A highlight of this home is the presence of two primary suites. The oversized doorways & rooms with handicap accessible showers make this home ready for everyone. Whether you need an extra bedroom for guests or need multi-generational living, this property offers flexibility to suit your lifestyle. The attention to detail is evident in this meticulously kept home. The spacious backyard w/cement patio is perfect to enjoy morning coffee & summer BBQs. Schedule a showing today and experience luxury living at its finest.

333 Greens Edge Drive, South Chesapeake

2043 Canning Place, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10658921 MLS
Welcome home to the desirable Hickory Manor community in Chesapeake! This inviting 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to discover a welcoming layout with spacious living areas, a beautiful kitchen, and a comfortable primary suite. Enjoy your private fenced patio, good for morning coffee, outdoor dining, or simply relaxing. The attached garage adds everyday convenience! Residents enjoy fantastic community amenities, including a swimming pool, clubhouse, fitness center, and playgrounds. Condo association services include grounds maintenance, water, and trash pickup, allowing you more time to enjoy the things you love. Conveniently located near shopping, dining, and major roadways, this home offers a wonderful lifestyle. Come experience all that Hickory Manor has to offer!

2043 Canning Place, South Chesapeake

33-40 Trinkle Street, South Chesapeake
$60,000
10658918 MLS
This is a buy and hold opportunity. This encompasses 8 parcels total, lots 33-40, all 50x200, zoned R-8. About 2 acres +/-. You cannot build on this property without 1) paving the street up to the property (roughly 400') and 2) getting a wetlands delineation to determine where the wetlands currently are on the property. The ideal buyer is someone who would like to purchase a large parcel and sell off individual parcels for profit, someone who wants to hold and capitalize on the continually rising tax value, or recreational users. Owner financing for 12 months available.Take ambrose all the way to the end, make a left on trinkle. Once asphalt stops continue into the woods on foot another 400'. Lot 33 trinkle will be on your left at that point. Property then runs for another 400' along your left hand side.

33-40 Trinkle Street, South Chesapeake

471 San Roman Drive, South Chesapeake
$324,900
3 Beds ⋅ 1.1 Baths ⋅ 10658841 MLS
Welcome to this updated 3-bedroom townhome in the Grassfield school district! Situated on a spacious corner lot, this home offers a generous fenced backyard with room to create your own outdoor retreat. Inside, enjoy quartz countertops in the kitchen and bath, updated flooring, fresh interior paint, and brand-new upstairs carpet. The living area features a cozy fireplace, while the bright breakfast area offers a welcoming place to start your day. The primary bedroom connects to the hall bath and includes its own vanity area with a sink and closet. The tub has also been resurfaced. A newer deck expands your outdoor living space, and the storage shed conveys. Convenient to shopping, dining, and major roadways!

471 San Roman Drive, South Chesapeake

1821 Hoover Avenue, Central Chesapeake
$339,900
4 Beds ⋅ 3 Baths ⋅ 10658740 MLS
Welcome home to this spacious 4-bedroom, 3-full-bath home offering a versatile floor plan designed for comfort and convenience! Enjoy the flexibility of a primary bedroom with a full bath on the first floor, plus a second-floor primary suite featuring a full bath and a large walk-in closet. The home also offers a spacious dining room, perfect for entertaining, and stainless steel appliances, including a washer and dryer. Conveniently located near major interstates, shopping, dining, and more, this home offers both space and accessibility. The seller is also offering a flooring allowance with the right offer, giving you an opportunity to make this home your own! Don't miss out on this amazing opportunity. Schedule your showing today!

1821 Hoover Avenue, Central Chesapeake

2150 Edwin Drive, South Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10658894 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

1204 Fontana Avenue, Central Chesapeake
$345,000
3 Beds ⋅ 1 Baths ⋅ 10658872 MLS
Make this your first stop! This charming all-brick ranch sits on nearly a quarter-acre lot in the heart of Chesapeake and offers an incredible amount of space, storage, and versatility. Inside, you'll find 3 comfortable bedrooms, an open kitchen with bar seating, and a spacious sunroom that's perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Outside is where this property really shines, featuring an oversized detached garage that can easily serve as a workshop, complete with a private balcony and unfinished room above offering endless possibilities. Enjoy the large deck with a covered grilling area, a separate potting shed, and plenty of parking for an RV, boat, or multiple vehicles. Whether you're a first-time homebuyer or looking for the convenience of single-level living, this home checks all the boxes. Conveniently located with easy access to highways, interstates, shopping, dining, and entertainment!

1204 Fontana Avenue, Central Chesapeake

1213 Fentress Airfield Road, South Chesapeake
$499,900
3 Beds ⋅ 2 Baths ⋅ 10658797 MLS
Beautifully updated brick ranch home on two acres for horses, gardening and recreational activities. Custom-built cabinetry and countertops in bathrooms and kitchen show quality craftsmanship. Hardwood flooring in main common areas of home, carpet in bedrooms. Converted garage affords privacy for work, play, hobbies or relaxation space. Detached 1196 sq ft garage/shop has power, concrete floor, 9-foot garage door. House roof new in 2025, HVAC new in 2023. "Better View" windows have lifetime, transferrable warranty, installed in 2020. Livestock-type fencing in back yard. Small storage shed conveys with the home. Tenant occupied; lease expires 06/30/2027. Woodstoves in home and shop do not convey. Propane logs will be installed in the home fireplace prior to closing. The shop "Hot Dawg" heater, the exhaust fan and lights inside paint booth do not convey. Propane tank is rented and buyer may continue the rental agreement.

1213 Fentress Airfield Road, South Chesapeake

707 River Gate Court, South Chesapeake
$674,900
5 Beds ⋅ 2.1 Baths ⋅ 10658800 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. Some photos are AI-virtually staged.

707 River Gate Court, South Chesapeake

1307 Channing Way, South Chesapeake
$629,900
5 Beds ⋅ 3.1 Baths ⋅ 10658802 MLS
If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, South Chesapeake

122 Lenas Way, South Chesapeake
$555,900
3 Beds ⋅ 3.1 Baths ⋅ 10658772 MLS
$15,000 for Buyer to use for permanent rate by down, closing cost or options with use of builder trusted lender/attorney! Ready for NEW YEAR! Minutes to Greenbrier - GPS Joseph’s Meadow: 369 Scotland Lane or TOUR model home: 910 Bernard Ln. Award-winning builder - Elegant END Row home with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Massive storage in finished insulated 2-car garage - Professional ground maintenance! Easy living!

122 Lenas Way, South Chesapeake

1103 Old Vintage Road, South Chesapeake
$684,900
4 Beds ⋅ 2.1 Baths ⋅ 10658371 MLS
Elegant, all brick Transitional Ranch tucked away in the small neighborhood of Vintage Estates in the heart of Great Bridge. Well maintained and lovingly cared for by the original owner and situated on a large .80 acre wooded lot where you can enjoy the tranquil setting from the Screened Porch and the maintenance free deck. This Gem boasts many details including a stunning vaulted Great Room with doublesided gas fireplace that opens to the updated Eat in Kitchen with quartz counters and new stainless appliances. Add'l Features: Owner’s Suite with deep tray ceiling and large walk in closet and full bath, Formal Dining Room, nice sized secondary bedrooms, updated Hall and Half Baths, blinds throughout, 2 car garage with opener, and new wrought iron fencing. Finished Room over the Garage is 4th Bedroom or could be used as flex space such as an office, media room, or playroom! Conveniently located to interstate access, shopping, and dining. Attends Great Bridge schools.

1103 Old Vintage Road, 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.

How much is your home worth?

Get instant property value now!