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322 Gainsborough Square, South Chesapeake
$219,900
2 Beds ⋅ 2 Baths ⋅ 10658922 MLS
Two-bedroom, two-bathroom condo in desirable Wimbledon Chase. The fenced front porch offers a welcoming outdoor space to relax and enjoy. Inside, the inviting floor plan features cathedral ceilings and abundant natural light, creating a bright, open feel throughout the spacious living room, dining area, and kitchen. The primary suite offers a walk-in closet and ensuite bath, while the second bedroom provides comfortable additional space. Enjoy the convenience of low-maintenance living, with dining, shopping, and more nearby.

322 Gainsborough Square, South Chesapeake
4111 Williamson Street, Central Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10658906 MLS
Stunning renovation in Chesapeake! This 3BR 2BA gem features a brand new roof, new HVAC, and top-to-bottom updates designed for modern living. Gorgeous LVP flooring flows throughout an open, light-filled floor plan perfect for entertaining or working from home. The fully updated kitchen boasts new stainless steel appliances and sleek finishes that will impress any home chef. Retreat to a spacious primary suite with a custom ensuite bath. Outside you will find a private fenced backyard with a new deck — the perfect space to relax and unwind. New lighting inside and out and move-in ready condition. Schedule your showing today! **Some pictures are virtually staged**

4111 Williamson Street, Central 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
516 Willow Green Court, South Chesapeake
$225,000
2 Beds ⋅ 2.1 Baths ⋅ 10658629 MLS
Located in the Riverwalk community of Chesapeake, this 2-bedroom, 2.5-bath condo offers a comfortable and functional layout designed for everyday living. Recent updates include new windows, new kitchen appliances, and a new sliding glass door that opens to the back patio, providing a nice space to relax. Conveniently located near shopping, dining, and major roadways, this home combines the convenience of condo living with a wonderful place to call your own. Welcome home!

516 Willow Green Court, South Chesapeake
723 Aguila Drive, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10658837 MLS
Beautifully updated four bed, two and a half bath home located in the heart of Las Gaviotas Neighborhood. Open concept downstairs living areas with eat-in kitchen that overlooks the fairway of Chesapeake Golf Course. Dual staircases leading to upstairs bedrooms and large FROG, perfect for entertaining. Home features newer widows, updated hardwood flooring and dehumidifier in crawl as well as walk-in attic with staircase. Call today for a tour!

723 Aguila Drive, South 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
801 Drawbridge Drive, South Chesapeake
$249,900
4 Beds ⋅ 2.1 Baths ⋅ 10658794 MLS
Investor special! Priced 150k+ below renovated value. Property conveys as-is. Seller makes no representations or warranties regarding property condition. Buyer to verify all information in the listing.

801 Drawbridge Drive, South Chesapeake
816 Stacey Place, South Chesapeake
$459,520
3 Beds ⋅ 2.1 Baths ⋅ 10658779 MLS
Tucked away at the end of a quiet cul-de-sac on over an acre, this home offers a serene, park-like setting with exceptional privacy and space to enjoy. Inside, you’ll find attractive LVP and Ceramic flooring throughout the main level and a bright, open-concept layout designed for modern living. The spacious living area flows seamlessly into a stylish kitchen featuring quartz countertops—perfect for both everyday living and entertaining.A large two-car attached garage provides ample storage, while the expansive backyard offers endless possibilities, including plenty of room to add a pool or create your own outdoor retreat. Upstairs, the generous primary suite boasts two walk-in closets, complemented by two additional bedrooms for a total of three. A conveniently located upstairs utility room includes a washer and dryer that convey with the home.Ideally situated near shopping, dining, and major interstates, this property combines peaceful living with everyday convenience.

816 Stacey Place, South Chesapeake
1849 Cedar Road, South Chesapeake
$325,000
2 Beds ⋅ 1 Baths ⋅ 10658693 MLS

1849 Cedar Road, South Chesapeake
1153 Waters Road, South Chesapeake
$300,000
2 Beds ⋅ 1 Baths ⋅ 10658774 MLS
Discover 1.5 acres in the heart of Great Bridge, offering a country feel with everyday conveniences nearby. Explore the possibilities of renovating the existing home or starting fresh with a new home designed around your vision. The spacious parcel offers potential for a new residence and large detached workshop, subject to zoning, septic requirements and necessary approvals. Served by city water and a septic system, the property is conveniently located near Great Bridge Elementary, Middle and High schools. Enjoy the space and setting of acreage while remaining close to shopping, dining and local amenities. Property is being sold strictly as-is; the seller will make no repairs.

1153 Waters Road, 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
3141 Guenevere Drive, South Chesapeake
$371,500
4 Beds ⋅ 2 Baths ⋅ 10658736 MLS
Fully renovated brick and vinyl siding 4-bed, 2-bath home featuring open space layout, brand new lvp flooring throughout common areas, new carpet in bedrooms. The kitchen with ample storing space brings you brand new cabinets, new granite counter tops and top of the line stainless steel appliances. Both bathrooms have been renovated with modern touches, and the bedrooms provide comfortable, functional storage. Brand new roof, HVAC system and water heater for your peace of mind for many years to come.

3141 Guenevere Drive, South Chesapeake
461 Gloria Drive, South Chesapeake
$500,000
5 Beds ⋅ 3 Baths ⋅ 10658716 MLS
Spacious brick rancher offering 5 bedrooms and 3 full baths with an abundance of living space and approximately $250,000 in improvements over the past 13 years! The home features a living room, formal dining room, and inviting family room with fireplace. The kitchen offers granite countertops and plenty of cabinet space. The primary suite includes a private bath and walk-in closet, while the finished room over the garage provides additional flexibility for a home office, recreation room, or guest space. Enjoy outdoor living on the large covered deck overlooking the above-ground saltwater pool and fenced backyard. Additional highlights include an oversized attached 1-car garage and an oversized detached 2-car garage with workshop, valued at approximately $60,000. With generous space, extensive improvements, and exceptional garage and workshop space, this property offers plenty to appreciate!

461 Gloria Drive, South Chesapeake
128 Lenas Way, South Chesapeake
$525,900
4 Beds ⋅ 3.1 Baths ⋅ 10658648 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! GPS Joseph’s Meadow: 369 Scotland Lane or TOUR model home: 910 Bernard Ln. Award-winning builder - Beautiful 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 - quiet treed views from your 10x20 Covered porch and front porch over looking park- 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 - 2 Secondary BRS with full hall bath - Nat. Gas Tankless water heater - Finished large insulated 2-car garage - Professional ground maintenance! Easy living!

128 Lenas Way, South Chesapeake
3729 Hardwick Terrace, West Chesapeake
$479,000
6 Beds ⋅ 3 Baths ⋅ 10658690 MLS
Calling all investors, buyers ready to bring their vision to life. Welcome to 3729 Hardwick Terrace, offering over 3,400 square feet and 6 spacious bedrooms in a highly desirable neighborhood!With incredible potential and room to build equity, this home is the perfect opportunity for someone looking to make cosmetic updates and create something truly special. Several major improvements have already been taken care of, including an HVAC system approximately 5 years old, a roof replaced in 2015, and crawlspace encapsulation completed in 2026.Priced well below market value to reflect the cosmetic updates needed, this property offers a rare opportunity to secure substantial square footage in a sought-after area at an exceptional price.Bring your creativity, add your personal touches, and unlock the potential of this incredible home. Location, space, and opportunity — this one checks all three boxes!

3729 Hardwick Terrace, West Chesapeake
1605 Wild Duck Crossing, West Chesapeake
$539,900
4 Beds ⋅ 3 Baths ⋅ 10658680 MLS
Imagine a spacious four-bedroom, three-bath home where each room feels like a cozy retreat. The living room invites you in to unwind, while the formal dining room sets the stage for memorable meals. There's a comfortable den perfect for relaxing evenings and an inviting eat-in kitchen for casual breakfasts. Upstairs, you'll find the fourth bedroom perched above the attached garage and an office that opens onto a floored attic for ample storage. The vinyl exterior means low-maintenance living, and there are two delightful decks—one off the primary bedroom with a hot tub for soaking under the stars, and another off the sunroom for sunny afternoon relaxation. Some pictures digitally staged.

1605 Wild Duck Crossing, West Chesapeake
1753 Burson Drive, South Chesapeake
$345,000
5 Beds ⋅ 2 Baths ⋅ 10658681 MLS
Discover the potential in this 5-bedroom, 2- bathroom ranch nested on New Mill Creek. This home features tons of updates throughout, providing a great head start while leaving room for your personal cosmetic touches. Head outback to the large lot, where natural scenery creates a peaceful backdrop for everyday living. Flood insurance is required.

1753 Burson Drive, South Chesapeake
3536 Calverton Way, West Chesapeake
$489,900
4 Beds ⋅ 3 Baths ⋅ 10658503 MLS
Welcome to the sought-after Wellington neighborhood in Western Branch, Chesapeake! This charming brick rancher features laminate flooring, an updated kitchen with stainless steel appliances, and a finished room over the garage (FROG) with a mini-split added in 2024 perfect for an office, playroom, or guest retreat. The primary suite offers a tray ceiling, spacious walk-in closet, and walk-in shower. Relax on the screened porch overlooking the private, fenced backyard. Shenandoah plantation shutters and a southern sky-blue porch ceiling add Southern charm. Enjoy a two-car garage and NO HOA! Updates include leaf gutters (2023), HVAC (approx. 7 years old), water heater (2025), dishwasher (2026), sump pump, Aprilaire dehumidifier, and encapsulated crawlspace. Roof and garage door replaced in 2017. Comfort, flexibility, and a desirable location make this home a must see!

3536 Calverton Way, West Chesapeake
912 Cantor Street, South Chesapeake
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10658600 MLS
Turnkey Luxury Meets Eco-Friendly Living! Welcome to 3,392 sq. ft. of fully updated elegance! From the moment you enter onto the sprawling covered front porch and tread across the stylish LVP flooring, you'll feel right at home. Designed for modern living, this home offers a versatile front flex room great for an office or library, an elegant formal dining room, and an open-concept eat-in kitchen that seamlessly connects to an inviting family room with a gas fireplace and built-in bookshelves. Step into the expansive climate-controlled bonus room featuring its own electric fireplace, great for a home theater, sunroom, or lounge. Enjoy 3 fully renovated designer bathrooms, including a primary suite with dual vanities. Outside, your private backyard oasis overlooking the woods and pond awaits with a hot tub, 2nd level deck, patio spaces, fence, greenhouse, and a storage shed. Complete with energy-saving solar panels to keep utility costs low, this move-in-ready retreat has it all!

912 Cantor Street, South Chesapeake
2921 Hilton Avenue, Central Chesapeake
$230,000
3 Beds ⋅ 2 Baths ⋅ 10658673 MLS
Property being sold "AS IS". Appliances convey "AS IS". Contents and debris in and on the property at settlement convey. Due diligence should be completed prior to submitting offer. No contingencies please. Property is being sold by a Conservator and, as a result, requires approval by a Commissioner of Accounts before any contract can be ratified.

2921 Hilton Avenue, Central Chesapeake
804 Catrina Lane, South Chesapeake
$735,000
5 Beds ⋅ 3 Baths ⋅ 10658619 MLS
Brick on the outside, a serious refresh on the inside, and pond views out back. Located in Chesapeake’s Etheridge Lakes, this home has plenty worth talking about, starting with fresh paint throughout, new flooring, new kitchen countertops, painted kitchen cabinets, and updated light fixtures. The main level gives each space a purpose without feeling divided up. Natural light fills the family room, where a gas fireplace anchors the space. There’s a separate front study, a formal dining room, and a sunlit breakfast nook. The open kitchen offers plenty of counter space and cabinetry, plus a walk-in pantry big enough to deserve a mention of its own. A first-floor bedroom and full bath add flexibility to the layout. Upstairs, the primary suite has room to spare, along with a generous walk-in closet and private bath with dual sinks. The additional bedrooms are oversized, too. An attached garage, a roof approximately five years old, and a water heater approximately seven years old add to the practical side of the home. But the view out back is what stays with you. The rear deck overlooks the pond, giving you a beautiful place to start the morning or wind down at the end of the day. It’s the combination of refreshed interiors, genuinely usable space, and that water view that makes this one stand out. Arrange a showing to take it all in.

804 Catrina Lane, South Chesapeake
1432 Scoonie Pointe Drive, South Chesapeake
$449,900
3 Beds ⋅ 2 Baths ⋅ 10658513 MLS
Welcome to 1432 Scoonie Pointe Drive in Chesapeake! Enjoy comfortable, low-maintenance living in this desirable 55+ community (80/20 homeowner eligibility). This inviting home features an open floor plan, cathedral ceilings, and convenient one-level living. Handicap-accessible features add comfort and ease, while the sunroom provides the perfect spot to relax, enjoy your morning coffee, or entertain guests. Residents can take advantage of wonderful community amenities, including a swimming pool and clubhouse. With ground maintenance included, you can spend more time enjoying life and less time worrying about upkeep. Conveniently located near shopping, restaurants, and everyday essentials, this home offers a wonderful combination of comfort, convenience, and community living. If you're looking to simplify your lifestyle without sacrificing comfort or amenities, this home is a must-see!

1432 Scoonie Pointe Drive, South Chesapeake
126 Lenas Way, South Chesapeake
$525,900
3 Beds ⋅ 3.1 Baths ⋅ 10658620 MLS
$15,000 to use towards as you wish ~ permanent rate by down, closing cost or options with use of builder trusted lender/attorney! Ready for NEW YEAR! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. - Award-winning builder - Sophisticated Row homes 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 and Full Front PORCHES - Dreamy 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 - Finished insulated 2-car garage - Professional ground maintenance.

126 Lenas Way, South Chesapeake
1145 Waters Road, South Chesapeake
$480,000
3 Beds ⋅ 2.1 Baths ⋅ 10658631 MLS
Enjoy space to spread out in the heart of Great Bridge! Situated on 1.66 acres, this 3-bedroom, 2.5-bath ranch offers single-level living with plenty of room outdoors for relaxing, entertaining, or gardening. A backyard pole barn provides extra storage and is equipped with water, electricity, and 30-amp service for your RV needs. Whether you need space for hobbies, equipment, or recreational gear, this property offers versatility inside and out. Bring your ideas and make this Great Bridge property your own!

1145 Waters Road, South Chesapeake
1325 Debbs Lane, South Chesapeake
$420,000
4 Beds ⋅ 2.1 Baths ⋅ 10658609 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the heart of Chesapeake's Greenbrier area. Enjoy fresh paint, new LVP flooring, and new carpet throughout. The spacious, open floor plain is great for entertaining, hosting gatherings, and everyday living. The generous kitchen features granite countertops and stainless-steel appliances, making meal preparation a pleasure. Head outdoors to your large paver patio and enjoy the privacy of a fenced backyard, desirable for relaxing or entertaining outdoors. The attached garage offers added convenience with a new garage door opener. Centrally located near military bases, beaches, medical facilities, shopping, restaurants, and major interstates, this home combines modern updates, comfortable living, and a convenient location! Don't miss the opportunity to make this wonderful home yours!

1325 Debbs Lane, 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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