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322 Holyoke Lane, South Chesapeake
$287,000
2 Beds ⋅ 2.1 Baths ⋅ 10651614 MLS
Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke Lane, South Chesapeake

2809 Cistern Circle, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10651217 MLS
Welcome to 2809 Cistern Circle! This beautifully maintained home offers spacious living areas, abundant natural light, and a flexible floor plan with space for a home office or study. Smart Home Ready with Samsung SmartThings potential and compatible lighting, locks, cameras, thermostats, sensors, and more. The living room features built-in surround sound, and the garage offers two additional 240V outlets. Enjoy a large fenced backyard, deck, patio, and fire pit area. Community amenities include a pool, clubhouse, playground, picnic areas, and green space. A VA loan at a 3% interest rate may be assumable by a qualified buyer, subject to loan servicer approval and applicable terms. Ask for details about this potential financing opportunity!

2809 Cistern Circle, South Chesapeake

209 Springbrook Lane, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS
Welcome to 209 Springbrook Lane, nestled in Chesapeake’s established Wellspring community! This well-cared-for 4-bedroom, 2.5-bath home offers approximately 2,148 sq. ft. with a floor plan that flows effortlessly from room to room. The inviting living room features several windows providing plenty of natural light and flows into the adjoining dining room. The eat-in kitchen with bay windows offers an expansive view of the beautiful backyard and opens to a comfortable family room—perfect for everyday living. From the family room, step into the bonus enclosed sunroom with convenient access to the patio and backyard. Now, let’s talk about the lot—can you say gorgeous? Situated on approximately .34 acre, the property features mature trees and established landscaping, a welcoming covered front porch, expansive patio, fenced backyard, storage shed, and plenty of room to entertain, garden, or simply enjoy the outdoors.

209 Springbrook Lane, South Chesapeake

1509 Waitsel Drive Unit 206, South Chesapeake
$345,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake

2037 Charwood Drive, South Chesapeake
$703,705
4 Beds ⋅ 3.1 Baths ⋅ 10652119 MLS
Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Estimated March 2027 closing. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2037 Charwood Drive, South Chesapeake

505 Sandy Hill Way, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10652101 MLS
Perfectly situated in the heart of Great Bridge, this spacious 4-bedroom, 2.5-bath home offers nearly 2500 square feet in the established Sandy Hill neighborhood with no HOA. Enjoy the convenience of being just minutes from shopping, dining, parks, and everyday essentials while benefiting from sought-after Great Bridge schools. Inside, you'll find generous living spaces, brand-new carpet, and a room over the garage that can be a bedroom or a hang out space. Outside, the fully fenced backyard is ready for entertaining with an in-ground pool featuring a brand-new liner, an expansive paver patio, outdoor bar area, and storage shed. Offering space, flexibility, and recent updates in one of Great Bridge's most desirable neighborhoods, this home is ready for its next owners.

505 Sandy Hill Way, South Chesapeake

568 Waters Road, South Chesapeake
$639,000
6 Beds ⋅ 2.1 Baths ⋅ 10652034 MLS
Located in Chesapeake’s sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and room to grow. The open floor plan centers around a spacious kitchen with generous cabinet and counter space, pantry storage, and an easy connection to the main living areas, making daily life and entertaining feel natural. With multiple finished areas across three levels, the layout works well for multigenerational living, long-term guests, remote work, hobbies, a media room, playroom, or additional bedrooms. The third floor was expanded in 2021 to include two finished rooms, giving buyers even more space. Outside, the large fully fenced backyard and spacious deck are ready for cookouts, pets, play, relaxing evenings, and weekend gatherings. An expanded extra-wide driveway and EV charger add everyday convenience. Convenient to shopping, dining, highways, and Chesapeake amenities, this home brings together function, flexibility, and a location buyers love. Closing cost contribution available with acceptable offer.

568 Waters Road, South Chesapeake

1412 Sherbrooke Road, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10652040 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car side loading garage nestled in Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. You will enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach. Projected completion is December 2026. LVP flooring will be installed throughout the 1st floor. Photos from previous build. Make your appt today to see a previously built home.

1412 Sherbrooke Road, South Chesapeake

2517 Number Ten Lane, South Chesapeake
$869,000
4 Beds ⋅ 3.1 Baths ⋅ 10651664 MLS
Enjoy peaceful country living on 3 beautiful acres, just 5 miles from all your city favorites. This immaculate light-filled 4-bedroom, 3.5-bath home offers 9ft ceilings, detailed crown molding, custom built-ins, a main-level primary suite with a full bath, plus a convenient first-floor laundry room and mudroom. The chef's kitchen features leathered granite countertops, custom tile backsplash, SS appliances, and a center island. Upstairs offers 3 additional bedrooms, a large loft, and a second primary suite with a full bath, standalone tub, dual vanity, and 2 large walk-in closets. Outdoors, enjoy a resort-style backyard with a fenced inground saltwater pool surrounded by stamped concrete and a gazebo. The property also features solar panels, 2 barns, raised garden beds, a playset, a fire pit, and an extended driveway with ample space for an RV or boat. A rare blend of privacy, upgrades, and convenience!

2517 Number Ten Lane, South Chesapeake

2454 Whitman Street, West Chesapeake
$292,000
3 Beds ⋅ 3 Baths ⋅ 10651528 MLS
This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller.

2454 Whitman Street, West Chesapeake

620 Ambrose Street, South Chesapeake
$589,500
4 Beds ⋅ 2.1 Baths ⋅ 10651843 MLS
Beautifully crafted new construction by East Coast Development Group, Inc., a local, award-winning builder, with delivery end of 2026. LVP flooring flows through the first floor, complemented by tiled bathrooms. The primary suite features a luxurious walk-in shower and double vanity, while the large yard offers room to enjoy the outdoors. No HOA! Zoned for Grassfield High School, this home also includes an energy-efficient appliance package and a gourmet kitchen with granite counters, a deep sink, and a spacious island. Enjoy a large pantry, abundant storage, and a full attic. Carpet in all bedrooms adds warmth and comfort. Situated on an established street just off Johnstown Rd, minutes from the heart of the Great Bridge community. Up to $10,000 in closing cost assistance available with use of builder's preferred lender. Don't miss this opportunity. Other lots/plans available.

620 Ambrose Street, South Chesapeake

1204 Murray Drive, South Chesapeake
$769,000
5 Beds ⋅ 3 Baths ⋅ 10651816 MLS
Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake

152 Tranquility Trace, South Chesapeake
$554,900
4 Beds ⋅ 3 Baths ⋅ 10651714 MLS
Beautiful craftsman style townhouse meticulously maintained and tastefully decorated. Open and bright with detailed moldings and wainscotting. Large Dining area opens to kitchen with granite counter tops and stainless steel appliances, oversized pantry with grand center island perfect for entertaining. Dining area and kitchen open to great room with cozy gas fireplace and built in bookshelves, engineered wood floors. First floor primary bedroom with newer flooring has en suite with newer shower and garden tub, dual sinks and large walk-in closet. First level also has an additional office with full bathroom that could be used as a 4th bedroom. Second level has bonus area great for TV/theatre room. Two additional bedrooms with access to a full bathroom. Relax in your screened in porch.

152 Tranquility Trace, South Chesapeake

641 Ravenwoods Drive, South Chesapeake
$1,519,000
5 Beds ⋅ 4.1 Baths ⋅ 10651679 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath, new paint and new flooring! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake

313 Sparrow Road, Central Chesapeake
$349,900
3 Beds ⋅ 1 Baths ⋅ 10651732 MLS
Move-in ready brick ranch in an established neighborhood! This 3-bedroom home features living room high-efficiency gas fireplace, dining room, kitchen, all appliances, pantry, and utility room. The garage has been converted and provides flexible bonus space for a family room, rec room, home office, or potential 4th bedroom. Enjoy a covered deck, privacy fenced yard plus, storage shed for garden tools & equipment. Updates include roof (2019), vinyl replacement windows, high-efficiency gas pack/HVAC (2024) with a 10-yr transferable warranty, new carpet, LVP flooring, and fresh paint. Conveniently located near shopping, dining, schools, major highways, military bases, and the Elizabeth River. Some photos are virtually staged. Seller offering buyer concessions to be used for down payment, closing costs or rate buydown; negotiable depending on offer.

313 Sparrow Road, Central Chesapeake

MM Beaver Dam (Holden) Road, South Chesapeake
$945,170
4 Beds ⋅ 3.1 Baths ⋅ 10651510 MLS
Welcome to the Holden model, a thoughtfully designed floor plan situated on a sprawling 3-acre homesite. Designed for modern living, the main level features a grand primary suite complete with a luxurious ensuite bath, alongside a seamless open-concept living area and a versatile room ideal for a formal dining space or home office. Upstairs offers exceptional space for entertainment and relaxation with both an open loft and a dedicated media room. Additional bedroom with a dedicated bath upstairs for a total of 3 bedrooms and 2 full baths on the second floor, plus loft and media - and don't forget the walk-out attic! Complete with a stylish side-load garage, this home combines privacy, functionality, and expansive land. Take advantage of trusted lender incentives available to make this dream home yours. NO HOA

MM Beaver Dam (Holden) Road, South Chesapeake

5000 Corolla Drive, West Chesapeake
$520,000
4 Beds ⋅ 2 Baths ⋅ 10651289 MLS
Enjoy ranch-style living with a first-floor primary suite and a spacious finished room over the garage, ideal for a home office, media room or guest space. The primary bath features a double vanity with granite countertops and a soaking tub. Inside, you'll find luxury vinyl plank flooring, granite countertops and ceiling fans. Outside, a fully fenced yard, extended patio and pergola make room to relax or entertain. Additional upgrades include an EV charger in the garage, enhanced electrical capacity for computer equipment, a gutter system and bidets. Community amenities include a resort-style pool, clubhouse with fitness center, kitchen and conference room, plus trails, bike paths, sports fields, playgrounds, pocket parks and preserved natural areas. Convenient to the highway, military bases, beaches, shopping and dining. Seller is offering $5,000 toward buyer closing costs, and the home warranty is transferable. Western Branch Schools!

5000 Corolla Drive, West Chesapeake

MM Taft (Lee  A-5) Road, South Chesapeake
$753,647
4 Beds ⋅ 3.1 Baths ⋅ 10651305 MLS
Meet The Lee at The Fields at Taft—a home designed for togetherness, entertaining, and having enough space to get away from each other when togetherness has reached its daily limit. The first-floor Primary Suite is your personal retreat with a spa-inspired bath, dual sinks, separate shower, and spacious walk-in closet. Translation: room to get ready without negotiating for counter space. A formal dining room is ready for holiday dinners, special occasions, or looking beautiful while everyone inevitably gathers around the kitchen island. And the kitchen understands the assignment. A large center island and walk-in pantry provide plenty of space for cooking, entertaining, snack storage, and hiding all those countertop appliances you promised you'd use. The open layout flows into the main living areas, making it easy to stay connected without everyone being on top of each other. Upstairs, three additional bedrooms, two bathrooms, and a spacious loft offer plenty of flexibility for family, guests, a playroom, home office, or gaming headquarters. Want to take multi-generational living to another level? The Lee offers an optional In-Law Suite with its own entrance, kitchen, sitting area, full bath, and sleeping quarters. Family can be close—but not too close. Build The Lee within The Fields at Taft, a Kirbor Homes Portfolio community offering spacious acreage homesites with well and septic. Choose your homesite, personalize your colors and materials at the Design Center, and create a home that's truly yours—with enough land that borrowing a cup of sugar from the neighbors may require comfortable shoes. Builder Contract Required. Call today to ask about current incentives!

MM Taft (Lee A-5) Road, South Chesapeake

1924 Bexley Lane, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10651444 MLS
This newer contstruction is right in the center of the Hickory Manor community! The gorgeous open-concept features a cozy gas fireplace, a downstairs flex space, and plenty of natural light. The spacious kitchen features quartz countertops, stainless appliances, and a large pantry. In primary suite you'll find dual sinks, soaking tub and a separate shower, tray ceilings, and a walk-in closet. Relax in the back yard on the paved patio OR head to the clubhouse and see what fun awaits! Neighborhood amenities include: weekly maintenance for front lawn care, walking trails, lakes and play areas, a large resort-style pool with grilling areas, clubhouse, 24-hour gym, water, trash, sewer, and ground maintenance, and seasonal events hosted by the community staff.

1924 Bexley Lane, South Chesapeake

656 Hillwell Road, South Chesapeake
$445,000
3 Beds ⋅ 1.1 Baths ⋅ 10650817 MLS
Welcome home to this charming 3-bedroom home located in the heart of Great Bridge! Enjoy the convenience of sought-after Great Bridge schools, nearby shopping, dining, and easy interstate access. Inside, you’ll find a comfortable living room with a cozy fireplace and an extra-large kitchen offering abundant cabinet space, stainless steel appliances, and a spacious open dining area perfect for everyday meals or entertaining. The primary bedroom features a private ensuite bath, while a conveniently located hall bath as well. The garage has been partially converted to provide a dedicated laundry room and additional storage, while still leaving plenty of space for bikes, lawn equipment, tools, and outdoor gear. Out back, enjoy a large fenced yard with small deck and plenty of room to play, garden, entertain, or relax, plus a storage shed for even more convenience. A great opportunity to make a home in one of Chesapeake’s most popular communities!

656 Hillwell Road, South Chesapeake

1561 Rollesby Way, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby 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.