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$499,900
4 Beds ⋅ 2 Baths ⋅ 10648425 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake
$239,995
2 Beds ⋅ 2 Baths ⋅ 10648375 MLS
Spacious 2 bedroom/2 bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit with abundant natural sunlight throughout. Well-designed layout for entertaining. Prime location with easy access to interstate, shopping, and restaurants. Property has been renovated with all new flooring, paint, kitchen cabinets and countertops, and bathroom vanities.

516 Rue Marseille, South Chesapeake
$720,000
5 Beds ⋅ 2.1 Baths ⋅ 10648369 MLS
The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives! Directions: Mt. Pleasant Rd. to Back Road to Intracoastal Way. Follow the Wetherington Homes signs.

MM Bellhaven, South Chesapeake
$781,905
4 Beds ⋅ 3.1 Baths ⋅ 10648358 MLS
Somerset ranch with FROG, 2026 Delivery. Fenced backyard includes large patio for outdoor entertaining! 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.

724 Crestfield Drive, South Chesapeake
$736,555
4 Beds ⋅ 3.1 Baths ⋅ 10648357 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. 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.

729 Crestfield Drive, South Chesapeake
$641,835
4 Beds ⋅ 2.1 Baths ⋅ 10648355 MLS
This beautiful Wells plan will be move-in ready in December and is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and a generous pantry. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced backyard. Additional highlights include a 2-car garage and custom wood shelving in large closets. Seller to pay up to $10k in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

733 Crestfield Drive, South Chesapeake
$629,000
4 Beds ⋅ 2.1 Baths ⋅ 10648353 MLS
This beautiful Wells plan will be move-in ready in September and is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, white shaker-style cabinets, quartz countertops, stainless steel appliances, and a generous pantry. The open-concept living area includes a gas fireplace and dining room. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced backyard with large patio. Additional highlights include a 2-car garage and custom wood shelving in large closets. Seller to pay up to $10k in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

709 Crestfield Drive, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10648348 MLS
Space, style, and comfort come together at 2741 River Oaks Drive! Located in the desirable Taylorwood Estates community of Western Branch, this beautifully maintained 5-bedroom, 3-bath home offers approximately 3,500 square feet of versatile living space. The thoughtfully designed floor plan includes spacious living and dining areas, a bright kitchen with abundant cabinetry and workspace, and a first floor bedroom and a full bath—great for guests or multigenerational living. Upstairs, you'll find a spacious primary suite along with three additional bedrooms. Enjoy a fenced backyard great for entertaining, relaxing, or play. Conveniently located near shopping, dining, parks, schools, and major commuter routes. Don't miss the opportunity to make this exceptional home yours!

2741 River Oaks Drive, West Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10648235 MLS
The moment you walk through the door, you'll feel right at home. The spacious open layout is perfect for everyday living, whether you're enjoying a quiet evening or hosting friends and family. The thoughtfully designed primary suite offers a private retreat with a full bath and generous walk-in closet, while luxury vinyl plank flooring flows throughout the home. Recent improvements, including the 2023 addition, updated kitchen cabinetry, windows, electrical, heat pump, lighting and, fixtures, provide modern comfort and peace of mind. Outside, the fenced corner lot offers plenty of room to enjoy, with a deep driveway for ample parking. Located in an established Chesapeake neighborhood with convenient access to shopping, dining, parks, and major commuter routes, this home is one you'll want to experience in person before it's gone.

1324 Hawthorne Drive, Central Chesapeake
$825,000
4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS
Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake
$269,900
3 Beds ⋅ 1 Baths ⋅ 10648228 MLS
Ready for you to move right in! This fully refreshed 3 bed, 1 bath home has all the big-ticket updates already done for you. Brand-new flooring throughout (July 2026), fresh interior paint (2025), and new siding (2025) give it a clean, updated feel from the moment you walk in, while the roof on both the home and the detached garage was replaced just 4 years ago. Out back is where this property really stands out: a 16x24 detached garage with electric and attic storage makes an ideal workshop, hobby space, or overflow storage, and TWO additional carports mean covered parking for multiple vehicles, a boat, or a trailer. If you've been looking for a truly move-in-ready home with serious garage and parking space, 809 Clay Avenue delivers. Call to schedule your showing today!

809 Clay Avenue, South Chesapeake
$301,000
2 Beds ⋅ 2.1 Baths ⋅ 10648248 MLS
Welcome to your move-in ready townhome in the desirable Great Bridge Area. This well maintained home offers a functional layout, sought after schools, NO HOA fees, new HVAC in 2025 and all new carpeting. Enjoy the spacious living room with a wood-burning fireplace to spend cozy evenings, or step outside to your fully fenced, private backyard with a storage area and firepit. Primary Bedroom with en suite is great for relaxing. Located with convenient access to shopping, dining, and everyday amenities, this home will not disappoint. Make this your first stop!

406 Middle Oaks Drive, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10648263 MLS
Stunning waterfront views! Spacious Brick front ranch with a new kitchen, quartz countertops, new stainless appliances, slow close cabinets, large island and 42" upper cabinets. Eat in kitchen with bay windows overlooking the lake! Large family room, LVP flooring and an oversized deck with an awning. Sits on over 1/4-acre with a 2-car garage and a recent solar panel installation. There is structural termite and moisture damage in the crawl space and the home. Only CASH offers will be considered. Buyer must assume the solar panel loan, approx. $35,000. 19 years @ $150.00 a month. Electric bills as low as $10.00 a month.

1121 Copper Stone Circle, South Chesapeake
$950,000
5 Beds ⋅ 3 Baths ⋅ 10648261 MLS
Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake
$974,500
4 Beds ⋅ 3.1 Baths ⋅ 10648249 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac) , only 10 lots on clear land bordered by mature trees as a backdrop. The primary opulent primary bath including an extra large closet and another large en suite are on the first floor along with a flex room. Amazing storage over the THREE car garage with room for EVERYTHING. Newest feature is a "butlers kitchen" complete with full sink tucked just behind the well equipped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semicustom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be approved within the city. No main road lots here! If you are looking for new construction it a definite 'MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, some see! Preferred lender incentives.

4020 Tucker Lane, South Chesapeake
$625,000
4 Beds ⋅ 3 Baths ⋅ 10648242 MLS
Welcome to this stunning beautiful home nestled on a quiet cul-de-sac! From the moment you enter, you’ll appreciate the grand condition of this home, featuring 4 bedrooms, 3 full bathrooms and thoughtful updates throughout. Gorgeous hardwood floors running through the main living area and in the expansive room over the garage. At the heart of the home is a fully renovated gourmet kitchen featuring sleek white quartz countertops, premium stainless steel appliances, and ample cabinet space—flawless setting for everyday living and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired ensuite bath featuring dual vanities and a custom dual shower. Roof is approx. 7 years old, brand-new replacement windows, dual-zone HVAC system and encapsulated crawl space, for year-round comfort. Step outside to take in serene lake views and enjoy the peaceful backyard setting. Truly turn-key and move-in ready—schedule your tour today!

811 Twin Peak Ct Court, South Chesapeake
$215,000
10648163 MLS
Outstanding 2.0-acre building lot in Chesapeake! This beautiful homesite offers approximately 135 feet of road frontage, a peaceful setting, and plenty of room to create the home you've always envisioned. Zoned R-15S, with city water available, this property combines the charm of country living with the convenience of nearby shopping, restaurants, and major highways. Enjoy the space and privacy that only a two-acre homesite can provide while remaining close to everything Chesapeake has to offer. Don't miss this exceptional opportunity to own one of the area's most desirable building sites. Private septic system will be required. Buyer is responsible for conducting all due diligence regarding soil evaluation, septic permitting, and installation requirements.

260 Centerville Turnpike N, South Chesapeake
$315,000
2 Beds ⋅ 1 Baths ⋅ 10648165 MLS
Rare 1.54-acre homesite in a highly desirable Chesapeake location! The property includes an existing home and out buildings that convey as-is. Suitable for renovation. R-15S zoning and an outstanding location near Greenbrier, major highways, shopping, dining, and schools, this property offers endless possibilities for investment.

304 Centerville Turnpike N, South Chesapeake
$300,000
2 Beds ⋅ 1 Baths ⋅ 10647978 MLS
Investors! 2 Parcels totalling 22.25 +/- acres currently zoned M1 for large tract (17.5acres) and residential small tract (4.75 acres) This piece of land must be purchased with 1828 Mount Pleasant Road which is right nextdoor and runs parallel to property and has a small house with power, septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

1832 Mount Pleasant Road, South Chesapeake
$1,950,000
10647774 MLS
Great Opportunity, 2 Parcels totalling 22.25 +/- acres currently zoned M1 for large tract and residential for small tract This piece of land must be purchased with 1832 Mount Pleasant Road which is right nextdoor and runs parallel to property and has a small house with power, septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

1828 Mount Pleasant Road, South Chesapeake
$544,900
5 Beds ⋅ 3.1 Baths ⋅ 10648220 MLS
Welcome to this spacious well-maintained 5-bedroom, 3.5-bath home right on the lake! This home spans approximately 2,800 sq ft. with fresh new carpet and interior paint. The layout includes dual primary bedrooms on both levels. The backyard offers a large deck, hot tub, and pool on nearly a half-acre lot. Energy-efficient features include solar panels to be paid off at settlement and a Rinnai tankless water heater. Convenient combination of space, updates, and outdoor features.

813 Stardale Drive, South Chesapeake
$594,900
5 Beds ⋅ 3.1 Baths ⋅ 10648173 MLS
PRE-SOLD TO BE BUILT: CALL LA1/LA2 FOR AVAILABLE LOTS & INVENTORY. A versatile floor plan with ample space for entertaining! Tha Palm offers 5 Bedrooms , 2.5 Baths, a large Family room, open to the kitchen, all BR's on 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet.The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

5106 Annapolis Drive Unit 2332, West Chesapeake
$653,900
4 Beds ⋅ 3 Baths ⋅ 10648204 MLS
The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this home offers four bedrooms to fit your needs. Upon entry, a dining area leads you into the upgraded gourmet kitchen and open great room. Enjoy a first floor owner's suite with tray ceilings, a spacious walk-in closet, and a upgraded deluxe spa-inspired bath. The first floor also includes a secondary bedroom, full bath, and laundry room for added convenience. Upstairs, You'll also find 2 additional bedrooms, a hall bath, and a versatile bonus room ready to become whatever you need most.

1956 Paw Paw Place, West Chesapeake
$290,000
4 Beds ⋅ 1.1 Baths ⋅ 10648144 MLS
AS IS, extra-large garage w/electricity & workshop area

3209 Dunworken Drive, West Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10648199 MLS
Ideally located in the heart of Greenbrier, this move-in-ready three-bedroom townhouse is the perfect find! Recently refreshed with updated flooring and renovated bathrooms, this home is ready for its new owners. Features include a spacious kitchen with plenty of counter space, a convenient laundry area, and roomy, comfortable bedrooms. Complete with a private, fenced-in backyard and patio, this home offers everything you need. Schedule your showing today!

1204 Cedar Mill Square, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10648189 MLS
Location, layout, and convenience! This Greenbrier condo checks all the boxes! This 2-bedroom, 2-bath home offers a unique two-level floor plan with an en-suite bedroom on each floor, giving you flexibility and privacy that’s hard to find. The downstairs suite is perfect for guests or convenient one-level living, while the upstairs suite offers its own private retreat. Reserved parking space #9 conveys, with the opportunity to purchase an additional space. And the location? Just minutes from the YMCA, shopping, restaurants, and all the everyday conveniences Greenbrier has to offer. Whether you're looking for a low-maintenance home, a smart investment, or a place that simply makes life a little easier, this one is worth a look!

1001 Saint Andrews Way Unit A, South Chesapeake
$249,000
3 Beds ⋅ 2 Baths ⋅ 10648064 MLS
Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator and new cabinets. This freshly painted property has some updates plus it has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

608 Edinburg Avenue, Central Chesapeake
$639,900
4 Beds ⋅ 3 Baths ⋅ 10648148 MLS
The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this home offers four bedrooms to fit your needs. Upon entry, a dining area leads you into the upgraded gourmet kitchen and open great room. Enjoy a first floor owner's suite with tray ceilings, a spacious walk-in closet, and a upgraded deluxe spa-inspired bath. The first floor also includes a secondary bedroom, full bath, and laundry room for added convenience. Upstairs, You'll also find 2 additional bedrooms, a hall bath, and a versatile bonus room ready to become whatever you need most.

1949 Paw Paw Place, West Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10648141 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddlerbrook Trail Road, South Chesapeake
$309,000
3 Beds ⋅ 2 Baths ⋅ 10648150 MLS
The living is easy in this adorable 3-bedroom 2-bath ranch in popular Portlock Terrace! Situated on a quiet little street, on a lovely lot, with a detached 2 Car Garage PLUS 2 driveways. Easy flow floor plan includes a spacious light-filled living room, generous dining area and a cook's kitchen that offers plenty of counter & cabinet space. Retreat to the primary bedroom with en suite bath, walk-in closet AND a bonus closet. Soak up the outdoors in your big beautiful fenced backyard with two tiered decking...perfect for entertaining. New carpet and fresh paint. Ideal location convenient to the interstate. Don't miss!

1005 Elco Street, Central 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.