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2907 Seven Eleven Road, South Chesapeake
$170,000
10572124 MLS
Your Canvas Awaits in the Trees. Tucked in sought-after Pleasant Grove this rare three-acre wooded parcel offers the kind of privacy and potential that's becoming increasingly hard to find. Whether you're ready to break ground today or prefer to hold a premium piece of land until the time is right, this property adapts to your plans not the other way around. The site has been approved by the Health Department for a four-bedroom home, giving you the confidence to move forward with your custom build without the uncertainty. Bring your own builder and design a home that's truly yours from the footprint to the finishes. The mature wooded setting creates a natural buffer of seclusion, meaning your future home will feel like a retreat even as Chesapeake's amenities remain conveniently close. Privacy and community, all on one parcel. Pleasant Grove is known for its character and quality of life. Parcels of this size and caliber in this location rarely come to market — and for good reason.

2907 Seven Eleven Road, South Chesapeake

408 Mallet Way, South Chesapeake
$550,000
5 Beds ⋅ 2.1 Baths ⋅ 10638618 MLS
This charming, Two-story, Traditional home in the highly sought-after Sawyer’s Mill community offers spacious & functional living throughout. Nestled on a wooded lot that backs to the lake, the home is situated on a cul-de-sac with scenic water views & a fully, fenced-in backyard. The 1st floor features an open-concept floor plan consisting of a spacious Foyer, Living Room w/custom built-ins, Formal Dining Room, First Floor Bedroom or Home Office, Family Room w/cozy wood burning fireplace that opens to the Kitchen w/eat-in Breakfast area, SS appliances, granite countertops, pantry & access to the backyard. The 2nd floor features the Primary Bedroom w/ensuite Bathroom, dual vanity sinks, jetted tub, large walk-in closet, 3 additional Bedrooms, another Full Bathroom off the main hallway & a utility room w/washer & dryer. Highlights include: vinyl siding-2020, TREX deck-2021, water heater-2025 & MORE! Neighborhood amenities include: a community pool, clubhouse & playground. Welcome Home!

408 Mallet Way, South Chesapeake

621 Wood Nymph Lane, South Chesapeake
$675,000
5 Beds ⋅ 2.1 Baths ⋅ 10633577 MLS
Situated in a well-established community in Chesapeake, this well-maintained home offers comfortable living areas and natural light throughout. The layout includes a blend of open and defined spaces for everyday living and entertaining. In addition to five bedrooms, the home features dedicated office space, an enclosed screened-in all-seasons room, and additional flexible space suitable for a playroom, guest area, second office, creative space, or home gym. The oversized primary suite includes a double walk-through closet, offering ample storage and functionality. Conveniently located near shopping, dining, and major roadways, the property provides a practical balance of comfort, location, and usability. Sellers are open to considering reasonable concessions with a strong offer.

621 Wood Nymph Lane, South Chesapeake

1728 Barkadeer Cove, South Chesapeake
$447,500
3 Beds ⋅ 2.1 Baths ⋅ 10638553 MLS
Beautifully designed 3-bdr, 2.5-bath home with highly desirable first-floor primary suite with large walk-in closet. The open, light-filled layout welcomes you in, with a dramatic cathedral ceiling that enhances the spacious feel of the main living area. The kitchen features granite countertops, stainless steel appliances, gas range and generous prep and storage space, great for everyday cooking or entertaining. Upstairs, you'll find two additional bedrooms, a full bath, versatile loft ideal for a home office, media room, or play space, and a bonus storage room. Step outside to a fully fenced backyard overlooking wooded views-an ideal setting for relaxing or hosting gatherings. Resort style amenities include pool, clubhouse, fitness center and more. A perfect blend of style, functionality, and low maintenance living. Washer and dryer to convey. Backyard photo has been virtually staged to include furnishings.

1728 Barkadeer Cove, South Chesapeake

2261 Shipyard Road, South Chesapeake
$260,000
3 Beds ⋅ 1 Baths ⋅ 10640981 MLS
INVESTOR ALERT! Rare opportunity to own 2.5 acres in the heart of Chesapeake with city water and city sewer already in place. Opportunities like this are becoming increasingly difficult to find, especially in one of Chesapeake’s fastest growing corridors. This 3 bedroom, 1 bathroom home with a screened front porch is ready for its next chapter. Whether you’re looking to renovate, expand, hold as a long term investment, or capitalize on the land itself, the possibilities are endless. Location is everything, and this property delivers. Conveniently located near Deep Creek and Grassfield, you’ll enjoy quick access to major interstates, Route 17, Route 168, shopping, restaurants, shipyards, military installations, and major employment centers throughout Hampton Roads. The property is also zoned for the highly sought after Grassfield High School, Hugo A. Owens Middle School, and Deep Creek Central Elementary School, adding long term appeal for future homeowners and tenants alike. Surrounded by continued residential growth and new development, this is the type of opportunity investors have been waiting for. Large acreage properties with public utilities in Chesapeake are few and far between. Bring your vision, your contractor, and your plans because the potential here is undeniable. Cash or rehab loan only. Property is being sold as is.

2261 Shipyard Road, South Chesapeake

861 George Washington Highway S, South Chesapeake
$469,500
3 Beds ⋅ 2.1 Baths ⋅ 10634825 MLS
Meticulous and inviting inside and out! Immaculate, comprehensively maintained home that sits in a serene nature lover's fully fenced green space oasis. Top rated Grassfield school district. Backyard ideal for entertaining or your own retreat. Lovely open layout still has private spaces. Family room has Built in Propane Fireplace and opens to kitchen and out to what feels like your own park and gardens!. Modern LVP throughout downstairs. Intracoastal Waterway directly across which adds to privacy. Home located very close to Deep Creek City Park, biking trails, playground, fishing access. Sellers have grown bushels of fresh fruits and vegetables on this nature lover's paradise. Ample parking. Property line goes all the way to the picket fence. 3 bedrooms plus finished room over garage with its own mini split makes great bonus room for office, playroom or anything you want. Appliances convey! Attached garage too. A lovely home you will. be proud to call your own. Come see!

861 George Washington Highway S, South Chesapeake

2412 Benefit Road, South Chesapeake
$899,999
5 Beds ⋅ 2.2 Baths ⋅ 10631352 MLS
Welcome home! 3,766 sq ft SOLID BRICK home on 5 acres in sought-after Grassfield schools. This spacious home in the country is made for gatherings! 325+ ft of driveway, 3 acres (cleared), 650 sq ft FROG & large living areas. New windows, roof, exterior doors, new and refinished hardwood floors. Renovated primary & 1/2 baths. Custom finishes throughout add elegance including custom stairwell, crown molding, board and batten, contemporary paneling, pencil framing, solid wood doors, ceiling textures, limewash brick, lighting, hardware & fresh paint. Office w/ new cabinetry & 2 work stations. Spacious kitchen w/ refreshed solid wood cabinets, new granite tops, coffered ceiling, 2 pantries, double oven, new stove top, microwave & dishwasher. Other features include 2 fireplaces, XL closets, oversized 2 car garage, new FROG mini-split, attic insulation, first floor ducting, hot water tank, encapsulated crawl with continuous contract w/ pre-home inspection. This quality home is ready for you.

2412 Benefit Road, South Chesapeake

1219 Granton Terrace, South Chesapeake
$428,500
3 Beds ⋅ 2.1 Baths ⋅ 10643172 MLS
Start packing...this exceptional Westport is the one you've been waiting for! Beautifully updated & move-in ready, it showcases a stunning, timeless black-&-white open-concept kitchen w/brand-new stainless GE range (plumbed for gas), custom roll-out pantry, built-in cupboard, updated flooring, stairs/railings & custom primary closet. The inviting family room features soaring vaulted ceilings, gas FP & hi-def home theater wiring - perfect for entertaining or relaxing at home. Spacious first-floor primary suite offers tray ceiling, spa-like bath w/walk-in shower, built-in bench, double vanities & large linen closet. Upstairs offers a generous loft, 2 guest BRs, full BA & finished/conditioned walk-in storage (chairlift available). Energy-efficient spray-foam insulation, Rinnai tankless WH, finished 2-car garage & tinted windows. Premium homesite overlooking the park & pavilion. Resort-style living awaits in Chesapeake's premier 55+ community, Eagle Pointe. Some photos virtually staged.

1219 Granton Terrace, South Chesapeake

1028 Pleasant Ridge Drive, South Chesapeake
$765,000
4 Beds ⋅ 3 Baths ⋅ 10641597 MLS
Welcome to 1028 Pleasant Ridge Drive, where space, privacy, and comfort come together on a beautifully wooded three-acre homesite. From the moment you arrive, the setting is peaceful and private with natural light filling spacious living areas. The layout is ideal for both everyday living and entertaining, with generous gathering areas and well-sized bedrooms. This custom ranch-style residence offers approximately 3,700 square feet of thoughtfully designed living space, featuring four bedrooms, three full baths, and flexible areas suited for a growing family and today’s lifestyle. The first-floor primary suite provides a relaxing escape with a large walk-in closet and an ensuite bath featuring a beautiful tiled shower, separate tub and large vanity. This home opens to serene outdoor views of your private backyard retreat, complete with an in-ground saltwater pool, mature trees, and room to enjoy the peaceful setting that makes this one of Chesapeake’s most sought-after addresses. Whether you’re looking for space for family, hobbies, recreational vehicles, or simply a quieter way of life, this property delivers the rare combination of acreage, convenience, and versatility. Located within the highly regarded Hickory area, residents enjoy a rural atmosphere while remaining minutes to shopping and major highways. Also conveniently located to beaches, amazing restaurants and military bases with No HOA making this property truly the perfect blend of tranquility and accessibility.

1028 Pleasant Ridge Drive, South Chesapeake

1159 Eagle Pointe Way, South Chesapeake
$515,000
4 Beds ⋅ 3 Baths ⋅ 10629715 MLS
Enjoy easy living in this 4BR/3 Bath Shetland Plan located in the highly desirable Eagle Pointe 55+ community. The main level features a spacious great room with 2-sided fireplace, large kitchen, dining room, sunroom and nice primary suite plus an additional bedroom and full bath. Upstairs offers 2 bedrooms, full bath and versatile loft. 2-car garage plus walk-in attic provide ample storage. Energy efficient with spray foam insulation and Rinnai tankless water heater. Resort style amenities include indoor and outdoor pools, hot tub, fitness center, billiards room, library, game room and event room with catering kitchen. Call today to schedule your tour and fall in love with everything this beautiful community has to offer!

1159 Eagle Pointe Way, South Chesapeake

1001 Gabion Way, South Chesapeake
$419,000
3 Beds ⋅ 2.1 Baths ⋅ 10636926 MLS
Welcome home! Located in the sought-after Bryan’s Cove neighborhood of Chesapeake, this end unit condo is sure to delight! Built in 2022, this three-story townhome boasts an open floor plan with an abundance of natural light throughout. Step inside to discover the large, versatile first-floor flex room along with an attached two-car garage. The open-concept second floor features a very spacious living room that flows into the picture-perfect kitchen complete with granite countertops, stainless steel appliances, a large island, and an eat-in dining area. Sliding glass doors invite you out onto the private balcony, where you can relax and enjoy your morning coffee or afternoon beverage. Upstairs, the third floor offers a spacious primary ensuite featuring a tray ceiling, large walk-in closet, double vanity sinks, and a tiled walk-in shower. Community amenities galore! Enjoy access to the pool, clubhouse, exercise room, two dog parks, pier, docks, playgrounds, and more! Conveniently located near shopping, dining, and interstates! This turnkey, move-in ready condo is waiting for YOU!

1001 Gabion Way, South Chesapeake

2303 Fern Mill Lane, South Chesapeake
$735,000
7 Beds ⋅ 3 Baths ⋅ 10637272 MLS
THIS IS THE ONE. Welcome home to this stunning 7-bedroom, 3-bathroom residence in the highly sought-after Mill Creek Harbor community of Grassfield! EXPANSIVE apx. 4,000 sq ft of living space, this beautifully maintained home provides the sanctuary you've been looking for. Abundant natural light, a back sun room where you can look out at the massive backyard, adorned by the most beautiful willow tree. Backyard was designed with tree placement so you don't see neighbors & it truly feels like your own private oasis. It is serene. The thoughtfully designed floor plan features multiple living areas, a dedicated office/study, sunroom, MASSIVE finished room over the garage, and an in-law suite, creating endless possibilities for multigenerational living, remote work, entertaining, or simply spreading out in style. Soaring ceilings, natural light throughout, and an inviting fireplace add warmth and character through the entire home. The spacious primary suite offers a private retreat complete with updated bath w/ a jetted tub, double vanity, and walk-in closet that has professional built-ins making that closet a DREAM!! Just installed a $25K new HVAC system in August 2025 with a SEER rating of 17!! Almost half an acre, this property goes beyond the fence line (it's a very large lot) - This property provides plenty of room for outdoor gatherings, pets, play, or future backyard dreams. Located within the highly rated Grassfield school district and convenient to shopping, dining, military bases, and major commuter routes, this exceptional home delivers the space you need in the location you want. Don't miss this rare opportunity to own one of Grassfield's most spacious and versatile homes!

2303 Fern Mill Lane, South Chesapeake

816 Minna Lane, South Chesapeake
$674,000
5 Beds ⋅ 3.1 Baths ⋅ 10636014 MLS
Tucked away in a private wooded cul-de-sac, this stunning 5-bedroom, 3.5-bath home offers the perfect blend of space, comfort, and privacy. Situated on one of the largest lots in the neighborhood, the huge backyard creates an ideal setting for entertaining, relaxing, or enjoying peaceful evenings in the hot tub. Inside, you’ll find beautiful new LVP flooring, tons of recessed lighting throughout, and a spacious open layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, a stylish backsplash, and plenty of workspace for cooking and gathering. The first-floor primary suite provides convenience and privacy, while the fireplace adds warmth and character to the main living area. Complete with a 2-car garage with a custom epoxied floor and thoughtfully designed living spaces throughout, this home checks all the boxes for comfort, style, and location. 2.25% assumable VA loan.

816 Minna Lane, South Chesapeake

407 Montross Court, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10640149 MLS
Welcome to this well-maintained home located on a quiet cul-de-sac in the sought-after Grassfield School District. The traditional floor plan offers both functionality and flexibility with a formal living room that can serve as a home office, playroom, or additional sitting area, along with a formal dining room ready for gatherings. The updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, a pantry, and a sunny breakfast nook overlooking the backyard. The kitchen opens to the spacious family room with soaring ceilings and a cozy gas fireplace as its focal point. Upstairs you'll find four generously sized bedrooms, including a primary suite with a walk-in closet and en-suite bath featuring a dual vanity, separate tub, and shower. Large FROG provides additional living space for a media room, gym. Complete with a two-car garage, storage shed, and a large backyard offering plenty of room to relax, play, or entertain.

407 Montross Court, South Chesapeake

556 Wood Nymph Lane, South Chesapeake
$725,000
6 Beds ⋅ 3 Baths ⋅ 10637753 MLS
The one you’ve been waiting for in Grassfield! This stunning 6-bedroom, 3-full bath home in sought-after Dominion Meadows offers over 3,700 sq ft of thoughtfully designed living space with room for everyone. Built in 2017, this home features a bright open layout, gourmet kitchen with oversized island, custom cabinetry, granite countertops, stainless steel appliances, and walk-in pantry. The first floor offers a bedroom with full bath, dedicated office, and spacious family room with cozy gas fireplace. Upstairs, escape to your spacious primary suite with tray ceiling, spa-inspired bath, and oversized walk-in closet. Step outside to your backyard retreat featuring a 2-year-old in-ground fiberglass saltwater pool, powered storage shed, and covered outdoor entertainment area — great for relaxing and entertaining. The space you’ve been looking for, the backyard you’ve been dreaming about, and the Grassfield location you’ve been waiting on!

556 Wood Nymph Lane, South Chesapeake

4649 Backwoods Road, South Chesapeake
$387,000
3 Beds ⋅ 1 Baths ⋅ 10635736 MLS
Welcome to peaceful country living at its finest! Nestled on approximately 5 acres of cleared land, this charming ranch-style property offers the perfect blend of privacy, functionality, and opportunity. Great for horse lovers, hobby farmers, contractors, or anyone seeking room to spread out, the property features horse stalls, multiple outbuildings, and wide-open usable acreage ready for animals, equipment, recreation, or future expansion. The spacious ranch home provides comfortable single-level living with a relaxed rural atmosphere while still offering convenient access to Chesapeake amenities. Whether you envision a mini farm, equestrian retreat, workshop space, or simply enjoying sunsets over your own acreage, this versatile property delivers endless possibilities. Selling AS IS.

4649 Backwoods Road, South Chesapeake

1093 Washington Drive, South Chesapeake
$715,000
5 Beds ⋅ 4 Baths ⋅ 10631073 MLS
Welcome to this stunning new 5-bedroom, 4-bath home plus a loft boasting 3200 sq ft. of modern space featuring a 1st floor bedroom and full bath. Beautifully designed 2-story home offers luxury vinyl plank (LVP) flooring throughout the spacious, light-filled rooms perfect for comfortable living. The gourmet kitchen is a chef's dream, featuring quartz countertops, stainless steel appliances including a double oven, a gas cooktop, and a large pantry for ample storage. The open floor plan is ideal for entertaining guests. Upstairs, the loft provides extra living space, perfect for a media room or play area. The primary suite is a true retreat, with a spa-like bathroom featuring a soaking tub, a fully tiled shower, and double vanity sinks. Sitting on a large lot with NO property association, this home offers plenty of outdoor space for gardening or play. Highly rated schools. Don't miss this one. Quick close! Home will be ready in less than 30 days.

1093 Washington Drive, South Chesapeake

2035 Tuck Street, South Chesapeake
$415,000
5 Beds ⋅ 2 Baths ⋅ 10638210 MLS
Beautiful One-Acre Retreat with Main Home + Guest Suite. Discover a peaceful getaway on this spacious, tree-lined one-acre property—perfect for extended families, guests, or anyone seeking extra space to spread out. A welcoming 300 sq. ft. covered porch and brand-new firepit set the tone for relaxed outdoor living, offering the ideal setting for morning coffee, evening gatherings, or stargazing under the clear night sky. Inside the main home, you’ll find three bedrooms (one currently designed as a generous walk-in closet) and one full bathroom, all enhanced by newer renovations and beautiful hardwood floors throughout. A detached, converted garage provides incredible flexibility, featuring two additional bedrooms and its own full bath—a great option for guests, rentals, or a private home office setup. Additional highlights include: Outdoor storage shed, Extra parking areas, One-car garage, Quiet wooded surroundings and stunning night views.

2035 Tuck Street, South Chesapeake

2813 Ridgeboard Place, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10637881 MLS
Welcome home to 2813 Ridgeboard Place located in the sought after neighborhood, Sawyers Mill in Chesapeake! This home has been freshly painted and new LVP and carpet installed throughout just for you! More updates include: HVAC (2023) Duct work (2025) Water heater (2016) French drains (2025) Windows, trim and siding (2025) Roof (2012) Fresh paint throughout the whole interior (2026) LVP (2026) Carpet (2026) Exterior doors (2025) Downstairs you will find a spacious living room with cathedral ceilings open up to a formal dining room. The kitchen is features plenty of cabinet space, a walk-in pantry, a breakfast nook and all appliances convey. Off the kitchen is another living room with lots of natural light and a gas fireplace which will lead you to the laundry room, half bathroom and garage access. Upstairs features a primary suite with a dual sink vanity, walk-in closet, jetted tub, stand up shower and spacious bedroom. Additionally there are three other bedrooms, a hall bathroom and linen closet. Make this house your next home today!

2813 Ridgeboard Place, South Chesapeake

2312 Piers Landing, South Chesapeake
$415,000
3 Beds ⋅ 2 Baths ⋅ 10640081 MLS
This well-maintained property in the desirable Grassfield area offers a quiet neighborhood setting while remaining centrally located near shopping, dining, and interstate access. Enjoy peaceful evenings on the large covered front porch, or entertain outdoors on the spacious screened-in back porch overlooking the above-ground pool and deck. This home features numerous upgrades, including new interior doors in 2026, a new HVAC system and ductwork in 2025, crawlspace encapsulation with a dehumidifier in 2024, and a new fence in 2022. The kitchen was renovated in 2021 with updated cabinets, flooring, granite countertops, and backsplash. Additional updates include a 2018 bathroom renovation with tile and toilets, as well as replacement of Quest plumbing with PEX and gutter guards installed in 2018. Exterior features include a detached two-story garage, above-ground pool with a large deck, pool shed, and hot tub. The pool shed and hot tub are offered as-is. All pool supplies convey.

2312 Piers Landing, South Chesapeake

1701 Pasture Place, South Chesapeake
$450,000
3 Beds ⋅ 3.1 Baths ⋅ 10640065 MLS
Welcome to The Reserve at Grassfield, one of Chesapeake's most sought-after communities. From the moment you enter this stunning 2021-built townhome, the meticulous care and decor from a curated eye is unmistakably clear. Spanning 2,228 sq ft of low-maintenance luxury across three finished levels, every corner radiates pride of ownership. The entry level offers a versatile flex space. Great for an inspiring home office or a welcoming guest suite, with direct garage access. The main level is an entertainer’s dream, featuring an open-concept layout, a cozy gas fireplace, and finishes bathed in abundant natural light. Upstairs, unwind in a serene primary suite complete with a double-sink vanity and walk-in closet, alongside two additional bedrooms. Enjoy premium community amenities: Fitcore Extreme Obstacle Course, playground, pavilion, scenic pond, and dog park. Near Naval Station Norfolk, NAS Oceana, I-64, and top schools. Low $125/mo fee. Your dream home awaits.

1701 Pasture Place, South Chesapeake

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

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