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1844 Rockwood Drive, South Chesapeake
$699,000
5 Beds ⋅ 3 Baths ⋅ 10630626 MLS
This Stephen Alexander home showcases transom windows, craftsman trim, crown molding, and soaring 12-foot ceilings, with built-in shelving throughout a bright tri-level layout. The chef’s kitchen features 42-inch cabinets, a large pantry, and a 7-foot granite island, conveniently located off the 2-car garage. Enjoy a 4-season deck overlooking a large backyard w/an in-ground salt pool, a deck with 2 pergolas. The primary suite has a large walk in closet, Fully tiled shower, with soaking tub. Smart home automation system designed to enhance convenience, efficiency, and daily functionality. Most interior rooms feature smart switches; exterior lighting is also incorporated, allowing centralized control of lighting throughout much of the property. The garage door is also connected, providing remote operation and status monitoring. All can be managed through mobile apps compatible with voice-control platforms, including Alexa, and other smart home systems. HVAC is 2023

1844 Rockwood Drive, South Chesapeake

1920 Lancing Crest Lane, South Chesapeake
$815,000
5 Beds ⋅ 3.1 Baths ⋅ 10630714 MLS
New Construction on a marsh front lot with water views in Mariners Point! Welcome to this stunning 5-bedroom, 3.5-bath home offering nearly 2,900 square feet of modern living space on a generous 0.646-acre lot. This home features exterior brick on three sides, a covered rear porch, and lake views. Step inside to discover an open layout with a huge family room and a gourmet kitchen boasting a massive granite center island, ample cabinet space, and gas appliances. The first-floor primary suite includes a tray ceiling, a spa-like bath with a mudset shower and soaking tub, and large walk-in closet. Upstairs, you’ll find 4 additional bedrooms, 2 full baths, and ample attic storage with additional easy-access storage. Additional highlights include a fireplace, tankless gas water heater, and thoughtful design touches throughout. Mariners Point residents enjoy exclusive amenities such as a private boat launch.

1920 Lancing Crest Lane, South Chesapeake

2601 Sawtooth Circle, South Chesapeake
$525,000
5 Beds ⋅ 2.1 Baths ⋅ 10608572 MLS
Welcome to highly sought-after Sawyers Mill in Chesapeake! This spacious 5-bedroom, 2.5-bath home offers over 3,000 square feet of comfortable living on a desirable corner lot. Enjoy a welcoming front porch and a bright, open floor plan perfect for entertaining. The kitchen opens to the living and dining areas, featuring plenty of cabinet space and natural light. Cozy up in the large living room with a gas fireplace, or retreat to the finished room over the garage (FROG)—ideal for a home office, gym, or playroom—with a convenient walk-in attic for extra storage. The primary suite offers a peaceful escape with a walk-in closet and private bath. Neighborhood amenities include a community pool, clubhouse, playground, and walking trails. Located in the heart of Grassfield, this home offers convenience, comfort and community. Seller concessions available for cosmetic upgrades with favorable offer. Schedule your showing today!

2601 Sawtooth Circle, South Chesapeake

2820 Bunch Walnuts Road, South Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10621254 MLS
Escape to peaceful country living just minutes from Hampton Roads conveniences. This charming log-style home in Pleasant Grove sits on nearly 5 private acres and offers 4 spacious bedrooms and 3 full bathrooms. Designed for equestrian enthusiasts, the property includes 4 horse stalls, 2 run-ins, a round pen with tack shed, and a chicken coop, making it ideal for horse lovers or hobby farmers. A detached 1 bedroom, 1 bath guest house features a full kitchen, living room, and new LVP flooring, perfect for extended family, multigenerational living, or rental income potential. Enjoy quiet mornings and sunset views from the expansive wraparound porch overlooking open land and mature trees. Tucked along a lightly traveled country road yet close to shopping, dining, and major commuter routes, this rare acreage property offers privacy, versatility, and convenience. Schedule your private tour today.

2820 Bunch Walnuts Road, South Chesapeake

541 Bright Red Run, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10631346 MLS
This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2021. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space and large pantry for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide privacy and comfort. Your luxurious owner’s suite includes tray ceilings, a generous sized walk-in closet, a double vanity sink and large stand up shower with built-in seating. When you live in Cardinal Meadows, you’ll love the easy access to Route 17, Cedar Road, I-64 and I-464, not to mention being located right off Cahoon Parkway puts you just minutes away from all your shopping needs at Cahoon Commons.

541 Bright Red Run, South Chesapeake

2709 Cedar Road, South Chesapeake
$360,000
4 Beds ⋅ 2 Baths ⋅ 10629223 MLS
Located in the highly sought after Deep Creek Grassfield area, this beautiful brick home offers the perfect combination of space, location, and potential. From the moment you walk in, you are greeted with stunning natural light pouring through oversized front windows, creating a warm and inviting feel throughout. This home gives you the space you have been looking for, inside and out. Step outside to a massive back deck overlooking a huge backyard, great for entertaining, relaxing, or letting kids and dogs run around. Whether you are looking for room to grow or a place to make your own, this home is a true blank canvas ready for your vision. Opportunities like this in Deep Creek Grassfield do not come around often. Space. Location. Value. Do not miss your chance to make it yours.

2709 Cedar Road, South Chesapeake

528 Belem Drive, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10633498 MLS
Welcome to Las Gaviotas in South Chesapeake, where golf course views, cul-de-sac living, and custom details come together in all the best ways. Sitting at the end of a quiet street overlooking the wooded backdrop and the 7th hole, this home offers the kind of setting people wait years for. The gorgeous kitchen features tons of countertop space, a huge island with room for everyone to gather, and a beautiful wine rack detail opening into the living room. The living area flows right out to a screened-in porch overlooking the backyard and golf course views that feel like vacation every day. Upstairs, the primary suite steals the show with a private balcony great for coffee or evening unwinding. The oversized FROG, not counted as a bedroom, features 10-foot ceilings, bar area, sink, refrigerator, ice maker, and the ultimate entertaining setup. Offering 4 bedrooms, 3 baths, and over 3,100 square feet, this home combines functionality, character, and lifestyle all in one.

528 Belem Drive, South Chesapeake

1709 Foremast Loop, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10630756 MLS
Bryan's Cove offers more than low-maintenance living, with private beach access, a community fishing pier, kayak docks, and resort-style amenities throughout. Residents enjoy a pool, clubhouse with exercise room, walking trails, two parks, and two dog parks conveniently located throughout the neighborhood. This well maintained 3-bedroom, 2.5-bath townhouse-style condo offers a well-designed tri-level layout with approximately 1,720 square feet, including an entry-level flex space great for a home office, gym, or additional living area. The open-concept main level provides comfortable everyday living and easy entertaining. Conveniently located near shopping, dining, entertainment, interstates, and local military bases. A home warranty will transfer to the buyer at closing, providing added peace of mind. Move-in ready, schedule your showing today. "Smart Panel to convey"

1709 Foremast Loop, South Chesapeake

724 Bells Mill Road, South Chesapeake
$525,000
4 Beds ⋅ 2 Baths ⋅ 10633048 MLS
Welcome to your private nature escape at 724 Bells Mill Rd, set on 4.5 acres of stunning waterfront property with deepwater access to the Elizabeth River and beyond—great for boating, kayaking, fishing, or peaceful sunset views. This 4-bedroom, 2-bath home offers the ideal blend of comfort and outdoor living, surrounded by abundant wildlife, mature trees, and a thriving garden. Recent updates include the roof, HVAC, water heater, windows, carpet, flooring, interior paint, plus a remodeled 4th bedroom and laundry room. The expansive property provides privacy, room to explore, and endless opportunities to enjoy nature right from your backyard. A survey is available. Located in the Grassfield High School District, this rare waterfront retreat is waiting on you.

724 Bells Mill Road, South Chesapeake

2736 Benefit Road, South Chesapeake
$419,900
4 Beds ⋅ 2 Baths ⋅ 10629260 MLS
Built in 1933 and maintained by only 2 owners, this 4-bedroom, 2-bath home offers timeless character and flexible living space on nearly 2 acres of fully usable land. The 1st floor features 3 bedrooms 2 full baths, including a spacious primary suite with a walk-in closet. A traditional layout includes a living room, dining room, and a spacious kitchen with separate pantry, plus an enclosed porch/utility room for added convenience. Recent updates include fresh interior paint, refinished hardwood floors, and durable waterproof laminate flooring. Upstairs offers a bedroom, flexible living space, and a bonus nook good for an office or reading area, along with a large walk-in attic for storage or future expansion. Enjoy the fully cleared 1.9-acre lot with mature landscaping, room for outdoor activities, and a rear patio for relaxing or entertaining. Conveniently located near interstates, shopping, and amenities while offering a private, country-style setting.

2736 Benefit Road, South Chesapeake

1972 Beechwood Road, South Chesapeake
$690,000
4 Beds ⋅ 2.1 Baths ⋅ 10632455 MLS
This charming four-bedroom Stephen Alexander Walnut model in the desirable Summer Park community offers 3,100 sq ft of comfortable living with 10-foot ceilings, wood floors, crown molding, and an open floor plan. Located in the highly sought-after Grassfield school district, this home combines quality construction with everyday convenience. The Great Room serves as the heart of the home, perfect for daily living and entertaining. The gourmet kitchen was completely remodeled in 2023 and features stainless steel appliances, granite countertops, a large island with sink. The private primary suite includes walk-in closet, and double vanity. Recent updates include new LVP flooring (2023) and HVAC (2024). Enjoy outdoor living with a screened porch, large deck, saltwater pool with heater, covered pavilion patio, 4 person outdoor barrel sauna, shed, and fenced backyard. Convenient to shopping, highways, and military bases.

1972 Beechwood Road, South Chesapeake

1011 Washington Drive, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10626519 MLS
Welcome to this beautifully maintained SFH in the heart of Chesapeake’s highly sought after Great Bridge Community. This home boosts 4 BRs, 2.5 BAs, 2,000+ sq ft and is on over a 1/2-acre lot. Offering an open floor plan w/ huge kitchen including oversized cabinets, granite counters and SS appliances. Off the kitchen the home features a formal dining room and a spacious family room. The primary bedroom includes a huge walk-in closet and an owner’s ensuite w/ double vanity, shower stall, and soaking tub. Backing directly to woods for exceptional privacy and includes a fire pit for relaxing w/ family & friends or star gazing. Outside features a deep driveway, a large storage shed and front yard adding great curb appeal. Recent updates include new LVP flooring and carpet, freshly painted, smart home security thermostat system, whole home water filtration system and exterior gutters. Ideally located near top rated schools, local shopping, dining, fitness centers & nearby parks.

1011 Washington Drive, South Chesapeake

1512 Gray Rock Road, South Chesapeake
$1,200,000
5 Beds ⋅ 3.1 Baths ⋅ 10628847 MLS
Experience refined country living in Chesapeake's sought-after Hickory community. Situated on 3 acres and in a quiet low traffic neighborhood, this custom brick residence offers nearly 3,800 sq ft of beautifully updated living space. The spacious eat-in kitchen features a large waterfall center island, breakfast bar seating, and flows seamlessly into the main living areas, great for everyday living and entertaining. The living spaces are filled with warmth, highlighted by a gas fireplace and natural light. Multiple bonus rooms and flexible spaces provide options for home offices or recreation. Step outside to a private retreat with a composite deck, in-ground pool with automated cover, and fenced grounds, amazing for relaxing or hosting. Dual garages with an EV charger, abundant storage, and space for boat or RV storage adds convenience. Located minutes from dining, shopping, and interstate access, this home offers the perfect balance of quiet country living and accessibility.

1512 Gray Rock Road, South Chesapeake

609 San Pedro Drive, South Chesapeake
$620,000
4 Beds ⋅ 2.1 Baths ⋅ 10631361 MLS
This beautifully updated 4-bedroom, 2.5-bath home offers approximately 2,900 square feet and is situated on the golf course in the sought-after Las Gaviotas community.This home features a spacious and functional layout with multiple living areas and a large room over the garage. The kitchen with beautiful quartz countertops was updated in 2021 with modern finishes and appliances, and flows seamlessly into the main living areas, making it ideal for both everyday living and entertaining.Numerous updates provide peace of mind, including remodeled bathrooms (2020), new flooring throughout (2021), new windows and gutters (2021), HVAC replacement (2019), and a new electrical heat pump and updated electrical control box (2024). A dedicated laundry room with a utility sink adds convenience.Enjoy golf course views from the backyard on a screened-in porch, offering a peaceful setting for relaxing or entertaining.Move-in ready with major updates already completed—don’t miss this opportunit

609 San Pedro Drive, South Chesapeake

2128 Shipyard Road, South Chesapeake
$725,000
5 Beds ⋅ 4 Baths ⋅ 10628754 MLS
Welcome home to this beautifully maintained 5-bedroom, 4-bath property on 0.62 acres that truly shows pride of ownership from, the charming curb appeal and the welcoming front porch that sets the tone for what’s inside. Step into a bright and open layout featuring a spacious living area with a cozy fireplace, dining room and formal living room. The kitchen is a showstopper with a large island, gorgeous countertops, stainless steel appliances, gas stove and a walk in pantry. There’s also a first floor bedroom and a full bathroom. There are 4 bedrooms upstairs including a stunning primary suite with a spa-like bathroom featuring a soaking tub, walk-in shower, and dual vanities and a walk in closet. Out back, you’ll find a covered porch and a beautiful patio space, french drains have also been added. This home also has a whole house generator and a mini split in the garage.

2128 Shipyard Road, South Chesapeake

1815 Honey Milk Road, South Chesapeake
$549,900
4 Beds ⋅ 3.1 Baths ⋅ 10620973 MLS
Discover modern comfort in this beautifully maintained 2021-built townhouse in the highly sought-after Reserve at Grassfield, zoned for the desirable Grassfield school district. This spacious residence offers 4 generously sized bedrooms and 3.5 well-appointed bathrooms, providing flexible living options for family, guests, or a private home office. The impressive open-concept kitchen is perfect for entertaining and everyday living, featuring gleaming granite countertops, stainless steel appliances, soft-close cabinetry, and seamless flow into the bright living and dining areas filled with natural light. Enjoy added efficiency with a tankless water heater delivering endless hot water. Community amenities include a covered pavilion with grilling area, scenic pond, dog park, fitness park, and playground for year-round enjoyment. Conveniently located near shopping, dining, and major commuter routes, this move-in-ready home offers the perfect blend of style, comfort, and convenience.

1815 Honey Milk Road, South Chesapeake

3404 W Landing Drive, South Chesapeake
$835,000
5 Beds ⋅ 3.1 Baths ⋅ 10634960 MLS
Privately situated on nearly 3.5 acres, this exceptional 3,651 sq ft home offers refined country living just minutes from modern conveniences. Featuring 5 bedrooms and 3.5 baths, the thoughtfully designed layout is ideal for both everyday living and entertaining. The main level includes a formal dining room, spacious living area, private study or optional 6th bedroom, utility room, and beautifully renovated kitchen completed in 2025. Upstairs features generously sized bedrooms plus an updated FROG serving as the 5th bedroom. Bamboo and luxury vinyl plank flooring run throughout the home. Just outside enjoy a screened porch overlooking the saltwater pool and picturesque country sunsets. Recent updates include FROG HVAC (2023), asphalt driveway (2024), gutters (2024), renovated baths, pool liner (2025), pool salt cell (2022), and water heater (2024). Tesla charger, washer/dryer, kitchen appliances, and pellet stove convey.

3404 W Landing Drive, South Chesapeake

1322 Club House Drive, South Chesapeake
$915,000
6 Beds ⋅ 4 Baths ⋅ 10631424 MLS
Welcome to this impressive residence in Cahoon Plantation, offering exceptional space and versatility across 4,516 square feet. This 6-bedroom, 4-bath home features a well-designed interior with a blend of carpet, ceramic, and wood flooring, complemented by expansive living areas, a sunroom, and an open-concept kitchen and dining space great for entertaining. The functional layout includes generously sized bedrooms with ample closet space and a spacious upstairs primary suite featuring a sitting area, large bath with soaking tub, walk-in shower, and dual vanities. Exterior highlights include a welcoming back porch great for relaxing evenings, a 2-car attached garage, and an additional detached garage with an upstairs room offering flexible use. Located in an HOA community with neighborhood amenities, this property offers convenient access to shopping, dining, and major roadways. A rare opportunity to own a spacious and versatile home in a sought-after Chesapeake location.

1322 Club House Drive, South Chesapeake

309 Sherwood Forest Road, South Chesapeake
$577,500
4 Beds ⋅ 2.1 Baths ⋅ 10631449 MLS
Enter a home filled with natural light and designed for both comfort and everyday living. A dramatic two-story foyer and soaring vaulted ceilings create an open, airy feel from the moment you enter. The kitchen offers granite countertops, pantry storage, and updated stainless appliances, flowing seamlessly into the main living spaces. The spacious primary suite provides a true retreat with dual walk-in closets and a spa-like bath featuring a soaking tub, double vanity, and glass-enclosed shower. A bright sunroom with mini-split extends your living space year-round, while the composite deck overlooks the backyard—perfect backyard for relaxing or entertaining. Thoughtful upgrades include a 50 amp outlet to support level 2 EV charging, speaker system, replacement windows, and extensive garage storage. Move-in ready with space, light, and modern conveniences throughout.

309 Sherwood Forest Road, South Chesapeake

426 San Roman Drive, South Chesapeake
$355,000
3 Beds ⋅ 2.1 Baths ⋅ 10630110 MLS
Discover this stunning, renovated townhouse in the sought-after Las Gaviotas community, 1,540 sqft two and a half bathrooms and fireplace. Enjoy waterfront living with your own private dock in your backyard oasis. The home features a bedroom on the first floor and two spacious primary bedrooms upstairs. One upstairs primary bedroom includes an ensuite bathroom and electric fireplace, while the back bedroom boasts water views and a generous balcony to soak in the surrounding nature. Recent upgrades highlight a new AC compressor, contemporary kitchen, and new flooring throughout. The inviting living room opens seamlessly to a kitchen with quartz countertops, stainless steel appliances, shaker-style cabinets, and an electric range. Step outside to a large backyard, ideal for entertaining or relaxing. Located in a delightful neighborhood with an HOA with golfing and pool availability. Close to shopping, and major highways, this move-in ready home combines comfort, convenience, and style.

426 San Roman Drive, South Chesapeake

718 Creekwood Drive, South Chesapeake
$560,000
4 Beds ⋅ 3 Baths ⋅ 10632273 MLS
Beautifully maintained home in the desirable Grassfield area of Chesapeake, tucked away on a quiet street with added privacy, as no home can be built next to it! This move-in ready property features a rare first-floor bedroom and full bath, ideal for guests or multi-generational living. Enjoy newer flooring throughout, updated kitchen countertops, and a well-appointed kitchen with appliances including a stove & dishwasher (2020), plus a new kitchen refrigerator (2025) and microwave (2026). The spacious primary suite offers a cozy fireplace and a beautiful bathroom. Additional highlights include a whole-house water softener, HVAC under annual maintenance, and thoughtful exterior upgrades like a covered back deck, French drain, and a new fence (2023). This home blends comfort, function, and peace of mind and is ready for its next owner!

718 Creekwood Drive, South Chesapeake

1412 Gunston Court, South Chesapeake
$865,000
5 Beds ⋅ 3.1 Baths ⋅ 10628231 MLS
Amazing Family Pool Home in Cahoon Plantation, All Brick w/ vinyl trim on a cul-de-sack. Large first floor primary, Huge Kitchen with Island and a butlers pantry, newer appliances, large pantry and separate Mud room. Great Room with gas fireplace and soaring ceilings, and additional Keeping Room with another gas fireplace. Upstairs is three additional bedrooms, two baths and a large finished room over the garage that could be a bedroom or additional family room. Amazing closets and storage, Beautiful salt water pool with stamped concrete and a diving board. This home is zoned for Grassfield HS, Great Bridge Middle, and Cedar Road Elementary. Conveniently located near highway 64 for a quick commute.

1412 Gunston Court, South Chesapeake

2223 Summer Breeze Road, South Chesapeake
$705,000
5 Beds ⋅ 3.1 Baths ⋅ 10628504 MLS
The Palermo. Located in the highly sought-after Grassfield High School district, this beautifully updated home offers both convenience and luxury just minutes from I-64, I-464, Greenbrier, and Downtown Norfolk. Nestled on a private, wooded lot, the backyard is an entertainer’s dream featuring a lighted fence, expansive stone hardscaping, a gas fireplace, and a fully equipped outdoor kitchen with sink and bar seating. Inside, the home showcases a thoughtfully designed layout with a first-floor bedroom and private full bath, great for guests or multigenerational living. The upgraded kitchen boasts double ovens, an oversized island with counter-height seating, and an additional bar area along the sink. An extended rear addition creates a spacious breakfast area and an oversized family room, complemented by a stunning stone fireplace in the den and vaulted ceilings throughout. Upstairs, you’ll find five additional rooms, including the luxurious primary suite and a full media room.

2223 Summer Breeze 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.

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