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$799,900
4 Beds ⋅ 2.1 Baths ⋅ 10650499 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake
$1,699,000
4 Beds ⋅ 3.1 Baths ⋅ 10649536 MLS
Rare luxury estate on 23.10 private acres in Chesapeake. This 3,224 sq ft, 4-bedroom custom home combines high-end finishes, acreage privacy, and a massive 30x80 climate-controlled detached building. Premium kitchen with 10-ft island, Electrolux refrigerator/freezer with trim kit, double wall oven with sous-vide, gas cooktop, microwave drawer, quartz surfaces, pot filler, and 45-inch sink. Primary suite features vaulted ceiling, Brazilian White Santorini leathered quartzite, freestanding Kohler tub, and oversized 6x4 tiled glass shower with rain, wall, handheld heads, and built-in ledge. Upgrades include Everlast siding, GAF Ultra HDZ roof, 2-zone dual-fuel Trane heat pumps, two Rinnai tankless water heaters, 1,000-gal propane tank, generator transfer setup for future Generac, black aluminum fencing, premium insulated cedar-tone garage doors, Ring security, French White Oak flooring, and wooded trails. Rare turnkey luxury with land, privacy, flexibility, and premium infrastructure.

3959 Bunch Walnuts Road, South Chesapeake
$50,000
10650255 MLS
This 40’ x 105’ cleared corner lot offers an excellent opportunity to build your dream home in the desirable Deep Creek area of Chesapeake. Zoned R6, the property has access to city utilities at the street. No HOA! Ideally located near major highways and interstate access, as well as shopping, restaurants, and schools, this lot provides easy access to everything Chesapeake has to offer. Don’t miss this opportunity!

29 Gale Avenue, South Chesapeake
$899,900
4 Beds ⋅ 3.1 Baths ⋅ 10650094 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake
$726,960
4 Beds ⋅ 4 Baths ⋅ 10649866 MLS
Under Construction Feb 2027 Delivery - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers' kitchen - Quartz counters, custom backsplash, Matte-finish GE Cafe appliance package, and custom range hood. Extensive upgraded HW flooring & 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscaping. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake
$839,900
5 Beds ⋅ 4.1 Baths ⋅ 10649639 MLS
Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake
$995,000
5 Beds ⋅ 3.1 Baths ⋅ 10649252 MLS
Some homes simply stand apart. Behind the beautiful grounds awaits a property that is anything but ordinary. Set on over 3 manicured acres, the home impresses from the moment you enter with hardwood floors, soaring ceilings, wrought iron railings & a dramatic two-story family room anchored by a Travertine fireplace. The completely renovated gourmet kitchen is equally stunning. A luxurious first-floor primary suite offers a spa-inspired bath, dual custom closets & private office overlooking the backyard. Upstairs, discover three additional bedrooms, a massive family room & flex space. Outside feels like a private resort with an EZ Breeze sun porch, saltwater pool, expansive Trex decking, fire pit & gorgeous mature landscaping. Impeccably cared for & thoughtfully updated throughout this is a home with far more to discover- it's one that truly needs to be experienced! This is a home with far more to discover - it's one that truly needs to be experienced. Grassfield School District.

2044 Hallmark Way, South Chesapeake
$709,000
4 Beds ⋅ 3 Baths ⋅ 10649561 MLS
Welcome home to this lovely Larry Hill built Brick Colonial home in Forest Lakes. The home is in a great School District and has an Architectural roof installed 2013. It sits on a beautifully landscaped yard to include a double gated fenced-in back yard w/ irrigation system. Go up the steps to a 12x34 deck built in 2019 to enjoy grilling on those wonderful summer evenings and into the sunroom that is great for entertaining. Adjourn into the cozy den with a natural gas fireplace, move into the home office with attached French doors and dining room both with white oak wood floors. The kitchen is well laid out with Skylights, stainless steel Bosch appliances, double oven, surface range, Granite counter tops and Oak cabinets. The Primary Bath is something to see with its marble walk-in shower, new soaking tub, Italian tile floors, walk-in closet and tray ceiling. Newer Skylights and vaulted ceilings make the home light and airy. Storage thru out, also in the attic. Termite Bond provided. If buyer uses preferred mortgage broker, lender will pay for Home Inspection and Appraisal.

816 Forest Lakes Circle, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake
$426,000
10649231 MLS
Rare opportunity to own a vacant homesite in this established Chesapeake estate neighborhood! This wooded 6.93-acre parcel offers a unique combination of privacy, space, and a desirable residential setting surrounded by established homes. A creek along the rear of the property adds to its character. Whether you're looking to create a private estate or build your dream home with plenty of room to enjoy the outdoors, this property offers possibilities that are increasingly difficult to find in Chesapeake. Seller has no reports, surveys, or studies. Buyer is responsible for all due diligence. Property is being sold as-is.

3912 Savannah Drive, South Chesapeake
$419,900
3 Beds ⋅ 2.1 Baths ⋅ 10649280 MLS
Welcome to this beautifully maintained home in the highly sought after Cardinal Meadows neighborhood! A bright, open layout designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, ample workspace, and flows seamlessly into the main living areas. Natural light throughout creates a warm and inviting atmosphere. Move-in ready and waiting for its new owners, this home offers the perfect combination of comfort, style, and functionality. Enjoy added privacy and peace of mind with a fully fenced backyard, featuring a low-maintenance vinyl privacy fence- perfect for pets, entertaining or relaxing outdoors.

1625 Redwing Arcade, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10649201 MLS
Like New Construction! Nestled in the highly sought-after Grassfield area of Chesapeake. Welcome home to this stunning two-story townhome featuring modern finishes and a functional open layout. The kitchen features white shaker cabinets, quartz countertops, and a generous island. Upstairs, you’ll find the primary suite includes 2 spacious closets and a private en-suite bathroom. Additional bedrooms offer flexibility for guests, a home office, playroom, etc. Come home to a neighborhood with top-rated schools, parks, walking trails, and easy access to shopping, dining, and major highways.

1605 Redwing Arch, South Chesapeake
$789,900
5 Beds ⋅ 3 Baths ⋅ 10648928 MLS
NEW PRICE—NOW $789,900! $25K+ REDUCTION. Located in a welcoming, highly desirable community with NO HOA, this meticulously maintained home offers the feel of new construction with over $75,000 in thoughtful upgrades. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—great for gathering and entertaining. Custom window treatments, upgraded lighting, smart-home features, a reverse-osmosis water system, and more elevate everyday living. A first-floor bedroom and full bath offer flexibility. Relax on the inviting front porch, enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this truly move-in-ready home delivers the best of both worlds: a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, South Chesapeake
$434,900
3 Beds ⋅ 2.1 Baths ⋅ 10648817 MLS
Welcome to Bryan's Cove, where low-maintenance living meets exceptional community amenities in the heart of Chesapeake. This beautifully maintained townhome features a first-floor primary suite and an open-concept layout designed for both everyday living and entertaining. The kitchen offers stainless steel appliances, a pantry, peninsula seating, subway tile backsplash, and opens to the dining area and spacious living room highlighted by a custom floor-to-ceiling shiplap fireplace with floating wood shelving. The heated and cooled sunroom provides additional year-round living space, while luxury vinyl plank flooring, a custom frosted glass barn door leading to the primary bath, premium window treatments, and a smart thermostat add thoughtful style and convenience throughout. Outside, enjoy a fully fenced backyard with a stamped concrete patio, pergola, professional landscaping, and attached 2-car garage. Bryan's Cove offers resort-style amenities including a clubhouse, pool, fitness center, playgrounds, and access to the Elizabeth River, all with no flood insurance required. Conveniently located near shopping, dining, interstates, and military bases, this home is ready for its next owner. Incentives may be available through preferred partners. Contact listing agent for details and eligibility. Some photos are virtually staged.

1720 Barkadeer Cove, South Chesapeake
$750,000
10648883 MLS
AMAZING OPPORTUNITY TO BUILD NEW CONSTRUCTION HOMES IN A PEACEFUL SETTING, YET CONVENIENTLY LOCATED AND CLOSE TO SHOPPING, SCHOOLS AND INTERSTATE. TO BE SOLD TOGETHER WITH 1136 SUNLIGHT DR, THIS ALLOWS FOR 3 BUILDABLE LOTS AT 0.64 AC EACH. ALL THE WORK IS DONE, YOU JUST NEED TO BUILD!

1148 Sunlight Drive, South Chesapeake
$150,000
10648880 MLS
AMAZING OPPORTUNITY TO BUILD NEW CONSTRUCTION HOMES IN A PEACEFUL SETTING, YET CONVENIENTLY LOCATED AND CLOSE TO SHOPPING, SCHOOLS AND INTERSTATE. TO BE SOLD TOGETHER WITH 1148 SUNLIGHT DR, THIS ALLOWS FOR 3 BUILDABLE LOTS AT 0.64 AC EACH. ALL THE WORK IS DONE, YOU JUST NEED TO BUILD!

1136 Sunlight Drive, South Chesapeake
$750,000
10648561 MLS
Stunning property with mature trees and a lake. Pole barn as is. Survey available upon request.

2650 Benefit Road, South Chesapeake
$849,800
6 Beds ⋅ 4.1 Baths ⋅ 10648478 MLS
RARE FIND IN CHESAPEAKE! Nearly 3 acres of space, privacy, and endless possibilities surround this stunning home. Inside, a bright open layout and show-stopping kitchen with an oversized island, granite countertops, stainless steel appliances, and double ovens create the perfect setting for everyday living and entertaining. Step outside to a screened porch, above-ground pool, and expansive property with room to truly spread out. Privacy, space, and modern living—this is more than a home, it’s a lifestyle!

2537 Number Ten Lane, South 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
$935,000
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
$532,500
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
$449,900
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
$645,000
4 Beds ⋅ 2.1 Baths ⋅ 10647705 MLS
Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an in-ground pool and TREX decking, installed in 2020. Additional updates include new windows and doors, installed in 2021. Complete with a two-car attached garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake
$535,000
5 Beds ⋅ 3.1 Baths ⋅ 10647572 MLS
Welcome home to this beautifully updated 5-bedroom home, where thoughtful upgrades and spacious living come together perfectly. The heart of the home is the stunning kitchen featuring quartzite countertops, a Sub-Zero refrigerator, butler's pantry, and an open layout overlooking the dining area and expansive family room—great for entertaining and everyday living. A first-floor bedroom with its own private en-suite bath offers the perfect space for guests or multi-generational living. Upstairs, retreat to the impressive primary suite with vaulted ceilings, a generous sitting area, and a walk-in closet. Convenient second-floor laundry includes a granite folding counter for added functionality. Enjoy abundant parking with a half-moon driveway plus additional gravel parking. Generator conveys as-is; sellers have never used it. 1.5% closing cost assistance with a full priced offer!

514 Waters Road, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10647359 MLS
Light-filled, completely move-in ready home, on a large lot in the highly sought-after Sawyer's Mill neighborhood. The home offers an open concept with new flooring & fresh paint throughout. The primary shower was just redone & the HVAC was replaced in 2021. The Sawyer's Mill community offers playground, pool, and clubhouse - all while being zoned for Grassfield schools!

312 Sawmill Arch, South Chesapeake
$674,500
5 Beds ⋅ 3 Baths ⋅ 10647461 MLS
Qualified buyers may be able to assume the Seller's existing VA Loan - Grassfield High School Zone | Outdoor Oasis with In-Ground Pool | Renovated Kitchen & 1st Floor Bedroom Welcome to 1076 Scenic Blvd, located on nearly half an acre with NO HOA! This spacious 5 bedroom home features a main-floor bedroom with a full bath, new LVP flooring, fresh Paint, and a fully remodeled 2026 kitchen with smart Appliances. Step into your private outdoor oasis complete with an in-ground pool surrounded by an extended concrete deck, plus a cozy fire pit for entertaining. Convenient to local bases, shopping, and dining. Schedule your tour today!

1076 Scenic Boulevard, South Chesapeake
$599,999
4 Beds ⋅ 3 Baths ⋅ 10647231 MLS
Welcome home to this beautifully updated all-brick detached condo tucked away in a quiet, peaceful community. Enjoy relaxing mornings on the inviting covered front porch with porch swing or covered rear porch and patio overlooking the beautifully maintained yard with extensive irrigation upgrades and lush landscaping throughout. Designed for easy living, this home offers mostly one-level living with a spacious room over the garage featuring its own en-suite bath. The luxurious remodeled kitchen opens seamlessly to the living area and boasts top-of-the-line stainless steel appliances, granite countertops, and a walk-in pantry. Engineered bamboo flooring, fresh paint, updated lighting and ceiling fans, plus a whole-home gas generator add comfort and peace of mind. A massive walk-in attic offers incredible storage or future expansion. HVAC replaced in 2020, and a tankless water heater was installed in 2023.

522 Bells Hollow Court, South Chesapeake
$7,900
10647463 MLS
Vacant Land in Hillcrest subdivision. Zoned for great schools! Drive by anytime. Seller has never occupied the land, has no information to share. Buyer to perform all due diligence.

14 Blk Tuck Street, South Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.