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$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
$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
$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
$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
$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
$794,900
6 Beds ⋅ 3 Baths ⋅ 10647933 MLS
Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro Court, South Chesapeake
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10647918 MLS
Discover elevated living in this exquisitely renovated 4-bedroom, 2.5-bath residence, perfectly situated in the highly coveted Hickory School District. Every detail has been thoughtfully reimagined, showcasing sophisticated designer finishes, fresh interior paint, gorgeous new flooring, a stunning chef-inspired kitchen, and beautifully renovated bathrooms, creating a truly turnkey home that effortlessly blends style and comfort. A dramatic two-story family room welcomes you with soaring ceilings and an abundance of natural light, creating an impressive yet inviting gathering space. The first-floor primary suite offers a luxurious private retreat with a vaulted ceiling and an elegant ensuite designed for relaxation. Spacious secondary bedrooms provide flexibility for family, guests, or a home office. Designed with entertaining in mind, the brand-new deck overlooks a generous backyard surrounded by mature trees that provide exceptional beauty, privacy, and shade. Whether hosting lively gatherings or enjoying a peaceful evening outdoors, this setting is sure to impress. Additional features include a spacious two-car garage and a unique opportunity for the buyer to personalize the finishing touch by selecting either a gas or electric range/oven to perfectly complement the beautifully appointed kitchen.

509 Fair Oak Drive, South Chesapeake
$238,900
3 Beds ⋅ 2 Baths ⋅ 10647761 MLS
Discover the perfect blend of modern updates and prime location in this spacious 3-bedroom, 2-bath home, fully remodeled in 2024. Enjoy the luxury of renovated bathrooms and luxury vinyl flooring throughout the entire first floor. The home features a reserved parking spot right at your front door for added convenience. Nestled in the heart of Greenbrier, this home offers unparalleled convenience. You'll have easy access to the interstate and Virginia Beach, with easy access to local amenities. It's a short distance to the YMCA, Greenbrier Middle School, and City Park. This beautifully updated home is a dream for those seeking comfort and convenience in a vibrant community.

928 Saint Andrews Reach Unit A, South Chesapeake
$649,900
5 Beds ⋅ 3.1 Baths ⋅ 10648086 MLS
Welcome to this stunning 5 bedroom, 3.5 bath home nestled in the back of a wonderful neighborhood. Situated on a beautiful lot backing up to open farm land. This dream home features an open floor plan with a gorgeous chef’s kitchen and spacious breakfast area, which flows seamlessly into your beautiful family room with an inviting gas fireplace - perfect for family gatherings. A first floor bedroom with en-suite is ready for your guests or in-laws. Also included on first floor is an office/flex room, and a large dining room for a growing family and entertaining. Upstairs is your luxurious primary suite featuring a spa-like en-suite bath and dual walk-in closets. Also included are three additional bedrooms, hall bath, and a large loft area with endless possibilities. You will love the energy savings with your paid in full solar panels! Enjoy your beautiful back yard with patio and gazebo. Perfect for relaxing and entertaining. Don’t wait, make this awesome home your own!

3204 Hector Lane, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10648047 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Court Unit B, South Chesapeake
$467,000
3 Beds ⋅ 2 Baths ⋅ 10648053 MLS
Well maintained brick ranch in the heart of Great Bridge with lots of parking and a back yard full of fun! See pictures for all information on the back yard. Primary bathroom renovated. Roof is 2 years new & kitchen renovated 4 years ago. 16 x 16 patio with tv that conveys as well. New Expanded Driveway! Hardwood under all carpet. Two living areas. Outdoor Shower! Laundry in garage. HVAC serviced by Temple HVAC and Clear Termite letter from Chesapeake Pest Control.

418 Warhawks Road, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10648079 MLS
Beautiful 2 Bed, 2 Bath condo on a quiet street in Greenbrier! Spacious living room leads to a cozy den that has a wood burning fireplace. From the den access to a fenced in patio for entertaining and views of the lake. The kitchen offers a lot of storage. Upstairs are both large bedrooms each with sizeable closets. Some updates over the years include LVP flooring downstairs, carpet upstairs and paint throughout. Roof is around 5 years old, condo association maintains courtyard and the fees include water, trash pickup and one assigned parking space with the option of a second reserved parking space for an additional annual fee. Minutes from Greenbrier shopping, Greenbrier Country Club golf course, YMCA, Chesapeake City Park and easy access to highway. Ask about a special financing incentive available through our preferred lender, Anchor Mortgage (NMLS #2408499). Buyers are free to use any lender of their choice. Terms and conditions apply.

948 Saint Andrews Reach Unit C, South Chesapeake
$495,000
3 Beds ⋅ 2 Baths ⋅ 10647977 MLS
Welcome to this adorable brick ranch with an in-ground pool in the desirable Etheridge Manor neighborhood and sought-after Hickory school district! Conveniently located near the bypass, shopping, dining, and everyday amenities, this home offers comfortable one-level living with plenty of room to make it your own. Inside, you’ll find beautifully refinished hardwood flooring, fresh paint and new carpet throughout, a functional kitchen with granite countertops and a new microwave, two first-floor bedrooms, and a spacious primary suite featuring a generous bathroom and dual closets. Recent updates also include a new hallway light fixture and bathroom fixture. The roomy finished space over the garage offers flexible possibilities for a home office, guest space, media room, or playroom. A charming four-season sunroom surrounded by glass doors features a bar area, great for entertaining family and friends year-round. Step outside to enjoy the expansive, recently serviced in-ground pool with a brand-new liner, while still having plenty of fenced yard space for pets, play, or gardening. Additional highlights include an attached garage, driveway parking, and abundant potential throughout. Make this Etheridge Manor home yours today!

711 Waterstock Court, South Chesapeake
$372,700
3 Beds ⋅ 2.1 Baths ⋅ 10647714 MLS
Welcome to 3127 Patrick Henry Drive, a beautifully maintained townhome nestled in the highly desirable Culpepper Landing community of Chesapeake. Offering 1,831 square feet of thoughtfully designed living space, this immaculate home features 3 spacious bedrooms, 2.5 baths, and stylish updates throughout. The open-concept floor plan provides comfortable everyday living while offering plenty of room for entertaining. Beyond the home itself, Culpepper Landing is one of Chesapeake's premier planned communities, offering an exceptional lifestyle with resort-style amenities. Residents enjoy a community clubhouse, swimming pool, fitness center, playgrounds, nature and biking trails and more! If you've been searching for a turnkey home in one of Chesapeake's most sought-after neighborhoods, this is one you won't want to miss!

3127 Patrick Henry Drive, South Chesapeake
$535,000
3 Beds ⋅ 2.1 Baths ⋅ 10647647 MLS
Welcome home to easy, low-maintenance, luxury living in Eagle Pointe, Chesapeake’s premier 55+ community! This move-in-ready Hamilton plan features brand-new flooring, a new water heater, and TWO spacious primary suites - one on each level - perfect for guests or multi-generational living. The eat-in granite kitchen offers an island and stainless steel appliances and opens to a bright, sunny morning room. A formal dining room features a box-bay window and tray ceiling. The 1st-floor primary includes two closets, a ceramic shower, and a double vanity. Enjoy generous finished walk-in storage, too! At the heart of Eagle Pointe is the Bay Club with indoor & outdoor pools, hot tub, fitness center, billiards, library, game rooms, grand celebration room, catering kitchen, and so much more. Come experience the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some pics digitally staged.

420 Dundee Lane, South Chesapeake
$20,000
10648037 MLS
Vacant lot currently being used as Camp site.

.229AC Trinkle Street, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10647804 MLS
You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been brought up to date. The bedrooms are comfortable and quiet, and one has a large closet you will be grateful for. Both baths are updated, with one done in full tile. What you do not see matters too. The HVAC and windows are newer, and the crawl space is fully encapsulated with a vapor barrier and spray foam, with a pest warranty behind it. It is also Verizon FIOS ready. And here is the part people love: it is a two-unit condo with no monthly condo fee. That is not easy to find. Easy living on day one. Come walk through and see how it feels.

716 Hillwell Road Unit B, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10647985 MLS
Charming Golf Course Living with Main-Level Primary Suite. 3BR - 2.5BA, this property is 1,635 Sq.ft and offers the perfect blend of privacy and convenience. The bright, inviting floor plan features soaring skylights with plenty of natural light, a cozy gas fireplace, and stunning golf course views. Enjoy effortless main-level living with a spacious first-floor primary suite.Peaceful, private, move-in ready and exceptionally located near Greenbrier’s premier shopping, dining, schools, and major routes.

1217 Crooked Stick Crossing, South Chesapeake
$474,900
4 Beds ⋅ 3.1 Baths ⋅ 10647812 MLS
Beautiful like-new townhome with a two-car garage! This three-level condo features a gourmet kitchen with center island, quartz countertops, stainless steel appliances, and an open-concept living area with a linear fireplace and LVP flooring. The first-floor flex room with a full bath is great for guests or an in-law suite. Upstairs offers a spacious primary suite with dual walk-in closets and a ceramic tile shower, plus two additional bedrooms, a full bath, and laundry. All appliances convey. Conveniently located near shopping, dining, and interstate access. Some photos have been edited using AI.

1055 Butte Lane, South Chesapeake
$579,900
5 Beds ⋅ 3 Baths ⋅ 10647738 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!

1108 Shell Road, South Chesapeake
$389,900
3 Beds ⋅ 2.1 Baths ⋅ 10647937 MLS
You can be enjoying a great lifestyle when you decide to move to this townhouse/condo, convenient to stores, restaurants and interstates. Beautiful, sunny and inviting throughout. As soon as you walk in you will find engineered hardwood flooring, a cute sitting area and 1/2 bath. As you continue into your home you have a large dining area adjacent to the open kitchen with tile floors, and large island for extra seating. Your living room has built-in cabinet by the gas fireplace. Upstairs Is the laundry area, large primary with ensuite, hall bathroom and 2 additional bedrooms.

521 Abelia Way, South Chesapeake
$674,900
4 Beds ⋅ 2.1 Baths ⋅ 10647922 MLS
Nestled on more than four acres, this beautifully designed home offers an exceptional blend of space, style, and comfort. Filled with natural light, the inviting open floor plan creates a seamless flow between the living room, dining area, and stunning kitchen, making it well suited for both everyday living and entertaining. The kitchen is thoughtfully appointed with white cabinetry, an 8-foot island, generous counter space, a walk-in pantry, and stainless steel appliances. Upstairs, the spacious primary suite features a beautifully finished ensuite bath and a walk-in closet, while each additional bedroom is generously sized and includes its own walk-in closet. A two-car attached garage provides added convenience and storage. The covered rear porch overlooks the spacious backyard, offering a wonderful setting to relax, entertain, or simply enjoy the privacy and peaceful surroundings.

141 Indian Creek Road, South Chesapeake
$435,000
3 Beds ⋅ 2.1 Baths ⋅ 10647613 MLS
Welcome Home! Great option here to add 4th bedroom if desired. Primary bedroom offers a large sitting area or could be a nursery, home office, or could easily be walled in to make a 4th bedroom. Roof has been replaced within the last 8 years and new heat/air 2021. Gas Hot water Heater installed 2020, fence replaced within the last 8 years. Spacious living area, one of the largest models built. Condo Fee covers common areas and exterior lawn outside of the fences (AND the association actually covers the fences!). Oak Grove park just around the corner offers trails, fishing, panoramic views of the lake, play area with playground equipment.

1321 Queens Gate, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, 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.