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317 Sawyers Mill Crossing Crossing, South Chesapeake
$520,000
4 Beds ⋅ 2.1 Baths ⋅ 10634685 MLS
Welcome to 317 Sawyers Mill Crossing- where everyday living feels effortless. Imagine hosting holiday dinners that flow seamlessly from the dining room to the kitchen, enjoying slow mornings in the breakfast area, and gathering with friends in the living room before heading outside for summer barbecues under not one, but two pergolas on the spacious deck. Situated on a nicely sized lot in Chesapeake’s sought-after Grassfield school district, this well-maintained home offers 4 bedrooms, 2 full and 1 half bath, and 2,710 sq ft of comfortable living space. The first-floor primary suite feels like its own retreat with a luxurious walk-in shower, dual vanities, and a spacious walk-in closet. Complete with granite countertops, a spacious room over the garage, a 2-car garage, backyard storage shed, and neighborhood amenities including a pool, clubhouse, playground, and easy interstate access.This home offers the lifestyle today’s buyers are looking for. Seller open to $5k credit with full price offer.

317 Sawyers Mill Crossing Crossing, South Chesapeake

1616 Whittamore Road, South Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10633922 MLS
Enjoy the peaceful feel of country living without sacrificing city convenience. Tucked away in a quiet setting yet minutes from shopping, dining, and major routes, this home offers the space and lifestyle you’ve been looking for. Located in the highly desired Hickory School district near Battlefield Golf Club and Fentress Airfield. The open layout features spacious living and dining areas flowing into a large kitchen with granite countertops and stainless steel appliances. The primary suite offers a large bedroom, walk-in closet, and bath with double sinks, jetted tub, and separate shower. Secondary bedrooms are generously sized with walk-in closets. Enjoy the large fenced backyard complete with a playset that conveys and spacious shed, perfect for entertaining, relaxing evenings, pets, and play.

1616 Whittamore Road, South Chesapeake

908 Wheatfield Way, South Chesapeake
$648,000
4 Beds ⋅ 2.1 Baths ⋅ 10633581 MLS
Welcome to this beautifully maintained home ideally positioned along the protected Chesapeake Arboretum, offering 48 acres of scenic trails, natural beauty, and peaceful backyard views. Thoughtful updates include hardwood stairs, Anderson windows on the east/south (2025) side, gutter guards, and a new water heater, along with a roof (2012), 3-zone HVAC (2010), and luxury vinyl plank/carpet (2018). The driveway has been extended with added concrete, along with a newly added concrete back patio. The converted garage provides flexible space perfect for a game room, guest suite, or media area. Step outside to your private oasis featuring a saltwater pool, steps, safety cover, pump, and transferable warranties. Entertain year-round on the spacious patio with built-in lighting, pergola and beautifully landscaped yard designed for both relaxation and gatherings.

908 Wheatfield Way, South Chesapeake

741 Corapeake Drive, South Chesapeake
$515,000
5 Beds ⋅ 2.1 Baths ⋅ 10630218 MLS
Timeless design meets everyday functionality at 741 Corapeake Drive in Chesapeake. Situated on a desirable corner lot in Albemarle Acres, this well-designed home offers a practical and inviting floor plan with defined living spaces and a dedicated dining area great for both daily living and entertaining. Recent updates throughout provide modern finishes and a move-in ready experience, blending classic charm with today’s style. Step outside to a spacious, fenced backyard offering room for outdoor enjoyment, relaxation, or future enhancements. The corner setting adds both curb appeal and additional yard space. Conveniently located in southern Chesapeake, this property offers easy access to shopping, dining, and major roadways, making commuting and daily errands simple. A well-maintained home that combines comfort, updates, and location—ready for its next chapter.

741 Corapeake Drive, South Chesapeake

348 Wisdom Path, South Chesapeake
$715,000
6 Beds ⋅ 3 Baths ⋅ 10630204 MLS
Get Ready to Fall in Love! 6-bedroom, 3-bath Home Features an Open Layout, Neutral Tones, & Tall ceilings w/ Two-Story Open Foyer & Den. A Balcony Overlooks the Main Living Space. The Kitchen Features a Large 7-ft Island, Granite Countertops, a Coffee Bar, & an Electric Range w/ a Gas Hookup Option. Sunroom Off the Kitchen For Extra Dining, a Cozy Gas Fireplace in the Family Room, & a Flexible Formal Living Space Great For a Library or Music Room. Sixth Bedroom Is Currently Used as an Office w/ Closet. Upstairs Primary Suite, w/ a Spa-Like Bath Featuring Double Sinks, a Soaking Tub, a Separate Shower, & a Large Walk-in Closet w/ Built-Ins. Upstairs Laundry. Backyard Includes Paver Patio, Custom Firepit, Playground Area, & a Fully Fenced Yard That Backs to a Wooded Green Space. Tesla Solar Panels w/ Battery System (paid for), & Extra Attic Insulation Keep Electric Costs Low.

348 Wisdom Path, South Chesapeake

607 Rockies Court, South Chesapeake
$640,000
5 Beds ⋅ 2.1 Baths ⋅ 10629620 MLS
Step inside this gorgeous & meticulously maintained 5 bedroom home in sought after 23320 area of Chesapeake w tons of extras!!! Real hardwood flooring throughout, open concept & flexible floorplan to work with your lifestyle. Downstairs offers formal dining room, huge kitchen w double pantry & breakfast nook, family room + bonus room perfect for game room/ home office/ craft room. etc. Located in a quiet cul de sac with private backyard lined w trees (and no immediate rear neighbors). Spacious primary suite w double sinks & walk in closet, second floor laundry room. Crawl space has been fully encapsulated w/ dehumidifier & 30 yr warranty, new garage door w/ opener, new lighting inside & out. Ideal location!

607 Rockies Court, South Chesapeake

1125 Sutherlyn Court, South Chesapeake
$709,500
4 Beds ⋅ 3 Baths ⋅ 10629056 MLS
You need to see this home in person to appreciate! Amazing open layout. This stunning all-brick home sits at the end of a quiet cul-de-sac on a beautifully maintained half-acre lot, offering privacy and charm. Inside, a spacious layout is perfect for everyday living and entertaining. The large living room features a cozy gas fireplace and views of the serene, wooded private backyard while the screened-in porch is ideal for relaxing or hosting. With 4 spacious bedrooms and 3 full baths, including two en-suites, the first-floor primary suite offers a spa-like retreat with a jetted tub, tiled shower and dual vanities. The large primary closet is a clothe’s lovers dream! Bamboo flooring and crown molding add elegance throughout. The FROG with a full bath is perfect for guests! Located in the desirable Great Bridge district near shopping, dining, and the expressway—this home has it all. Brand new sewer pump installed.

1125 Sutherlyn Court, South Chesapeake

1705 Mount Pleasant Road, South Chesapeake
$539,000
3 Beds ⋅ 2 Baths ⋅ 10636374 MLS
This beautiful home is in Hickory school district on 2.42 acres! Horses allowed!! Attractive points are the downstairs primary bedroom, bamboo flooring in living room and downstairs hallway. Living room has natural-gas fireplace. Upstairs has two large bedrooms joined by a full bath in between. Enjoy the front porch and the rear deck for outside relaxation. Horseshoe driveway makes it convenient for easy access, about half of the length is asphalt. Water heater replaced in February 2026, water-softener system replaced in December 2025, dishwasher replaced in 2024, roof replaced in December 2021. Two-car detached garage is 528 sq ft with two overhead garage doors, one is electric. Also there is a floored attic with outside stairs for access on the detached garage. The back yard is deep, surrounded by some wooded area and horse pastures. It is easy to set an appointment to see this spectacular house.

1705 Mount Pleasant Road, South Chesapeake

817 Satinwood Court, South Chesapeake
$750,000
6 Beds ⋅ 4.1 Baths ⋅ 10635553 MLS
A house with a carpenter built indoor slide! 6 bed, 4.5 bath, over 4,100 sq ft in Cheshire Forest. Multiple bedrooms have their own bathrooms, including a Jack & Jill. Downstairs primary bedroom has direct access to a private bath, Trex deck, and laundry. Kitchen has granite countertops, huge 22x8 walk in pantry, & updated appliances that flows into a comfortable living space with a gas fireplace. Upstairs features a laundry room, ethernet to every bedroom w/ a central server closet, and an additional primary bedroom with a large walk in closet. Big ticket items handled - roof, zoned HVAC with two systems, & solar panels. 30x8 Trex front porch with fans and a swing. Backyard has a heated pool w/ hot tub, 2 large concrete areas, fire pit, privacy fence, & upgraded wiring for a potential outdoor kitchen. Neighborhood amenities with low HOA fee!

817 Satinwood Court, South Chesapeake

109 Edgeware Court, South Chesapeake
$624,000
3 Beds ⋅ 2.1 Baths ⋅ 10634442 MLS
True DREAM home! Stunning and meticulously renovated 3 Bedroom, 2 1/2 Bath on beautiful corner lot in Cul-de-Sac. Features: Front & back Porch, large Great Room, Living Room, Dining Room, custom Eat-in Kitchen with Breakfast Area, upgraded Stainless Steel Appliances, Quartz Countertops, soft-close Cabinets, porcelain Backsplash, deep Stainless Sink. Large Office (could be 4th BR), Hardwood Floors throughout (LVP in Full Baths). Luxury lighting package, Ceiling Fans throughout, lots of recessed lighting and Interior home theater Ceiling speakers. Laundry Room, vaulted Ceiling in Primary BR, A/C (zoned/2 units), 2 car Garage with heating and cooling), natural gas heat and gas Water Heater. Pocket Doors, walk in Closet, custom wood finishes, painted in neutral colors. Huge fenced-in Yard, with large inground Pool, Shed, and outdoor speakers. Tons of custom finishes throughout. Centrally located near restaurants, shopping, parks, entertainment, interstate. Great schools, and no HOA!

109 Edgeware Court, South Chesapeake

325 Parker Road, South Chesapeake
$490,000
4 Beds ⋅ 2.1 Baths ⋅ 10634938 MLS
Brick. Single-level. Done right. 4-bedroom, 2.5-bath ranch in the Heart of Great Bridge in Southern Chesapeake has been meticulously maintained and thoughtfully updated — windows, roof, HVAC, and ductwork all replaced. Move in and live. No punch list, no projects. At 2,064 square feet of single-level living, the layout works. A spacious living area anchors the home, the eat-in kitchen keeps daily life easy, and the great room over the garage gives you the flex space most homes simply don't offer — playroom, home office, media room, whatever you need it to be. The primary suite is private and well-appointed. Out back, a fully fenced, beautifully landscaped yard with storage shed gives you the outdoor space to actually use and enjoy. Great Bridge is one of Chesapeake's most sought-after communities for good reason — top-rated schools, convenient shopping, and easy access to major routes. Homes like this, priced right and move-in ready, don't sit.

325 Parker Road, South Chesapeake

200 Marsh Island Drive, South Chesapeake
$695,000
4 Beds ⋅ 3 Baths ⋅ 10634216 MLS
This meticulously detailed home offers 9ft ceilings, living room, formal dining room, an office with custom built-ins, French Doors. Remodeled eat-in kitchen granite countertops, solid wood cabinets, stainless steel appliances that opens to a large family room with gas fireplace + four season sunroom with French doors. Located on a lovely marsh setting & conveniently located to the Wilderness Nature Trail. You will enter the foyer with vaulted ceiling & hardwood floors. All 3 tiled baths have been recently renovated within the last 3 years. Primary suite has 2 walk-in closets. Primary bath has double sinks Quartz countertops & walk-in shower. A 3 car garage with insulated doors can house your prized vehicles. Carpet '24 & '26. Window replacements '10 & '20. Architectural roof approx. 15 years old. Leaf Guard gutters '13. Annual flood insurance $609.00 is transferable. Enjoy community clubhouse, pool, playground & tennis courts. Residents have access to a dock & boat ramp at the marina.

200 Marsh Island Drive, South Chesapeake

920 Keeling Drive, South Chesapeake
$625,000
4 Beds ⋅ 3 Baths ⋅ 10633423 MLS
Welcome home to sought after Cheshire Forest! This beautifully updated 4-bedroom, 3 bath home offers over 2800 sq ft of comfortable living with the perfect blend of modern upgrades and timeless charm. Step inside to cathedral ceilings in the foyer, French doors to the office, stunning wood floors throughout the downstairs, enhanced by updated lighting & ceiling fans that create a warm & inviting atmosphere. Major updates provide peace of mind, including a newer HVAC system, HWH, updated appliances, new garage door, new primary walk-in closet & new encapsulated crawl space. Enjoy seamless outdoor living with brand-new patio doors leading to a stunning new deck, great for relaxing or hosting gatherings. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing and scenic walking paths.

920 Keeling Drive, South Chesapeake

208 Pine Island Quay, South Chesapeake
$713,000
5 Beds ⋅ 3.1 Baths ⋅ 10632113 MLS
Spacious, elegant, & beautifully maintained, this all-brick home in the highly sought-after Grassfield High School district offers the perfect blend of luxury, comfort and functionality. Featuring 5 generously sized bedrooms, including 2 primary suites and 3 en-suite bathrooms. The gourmet kitchen is a chef's dream, complete with granite countertops, a gas cooktop, double ovens, brand-new refrigerator, new dishwasher, and abundant cabinetry. The open-concept layout flows seamlessly into the living room with soaring cathedral ceilings, custom built-ins, & so much natural light. Enjoy the stunning sunroom and a screened in porch with easy breeze windows, great for year-round enjoyment. Step outside to your private backyard retreat featuring a beautiful brick paver patio, built-in fire pit, and professionally landscaped grounds. A charming front porch welcomes you home while the new 2nd floor HVAC adds peace of mind. A rare opportunity in one of Chesapeake's most desired communities!

208 Pine Island Quay, South Chesapeake

1000 York Drive, South Chesapeake
$435,000
4 Beds ⋅ 3 Baths ⋅ 10631600 MLS
Here is the cutest 4-bedroom ranch you’ll find in Greenbrier, tucked on a quiet cul-de-sac. Welcome to 1000 York Drive, offering easy single-level living with a flexible layout that fits a variety of needs. The fully fenced backyard is great for pets, play, or relaxing evenings. The finished room over the garage includes its own full bath, creating a private en suite for guests, a home office, or additional living space. Inside, you’ll find a well-maintained home with a warm, comfortable feel that is truly move-in ready. Located just minutes from shopping, dining, and major routes, this home combines convenience, flexibility, and everyday livability in one of Chesapeake’s most sought-after areas.

1000 York Drive, South Chesapeake

1441 Scoonie Pointe Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10630683 MLS
Welcome home to this beautifully updated Kilmarnoch plan in Eagle Pointe, Chesapeake’s premier 55+ adult community. Thoughtfully designed for comfort, style, & low-maintenance living, this move-in-ready home features a sought-after first-floor primary suite with dual closets, a spacious laundry room, & an oversized pantry for added convenience. The open-concept layout is filled with natural light & showcases plantation shutters, a granite kitchen with breakfast bar, & brand-new stainless steel appliances (2024), perfect for both everyday living & entertaining. Recent updates include a new HVAC system (2024), water heater (2018), and LiftMaster belt-drive garage system (2025), offering peace of mind for years to come. Enjoy a vibrant, luxury resort-style lifestyle at The Bay Club with indoor & outdoor pools, hot tub, fitness center, library, billiards room, Celebration room, catering kitchen, locker rooms, and a full calendar of social events. Call and schedule your private tour today.

1441 Scoonie Pointe Drive, South Chesapeake

2142 Edwin Drive, South Chesapeake
$517,990
2 Beds ⋅ 3 Baths ⋅ 10630443 MLS
MOVE-IN READY! The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender!

2142 Edwin Drive, South Chesapeake

1715 Ark Royal Road, South Chesapeake
$439,900
3 Beds ⋅ 3.1 Baths ⋅ 10627497 MLS
Welcome to this gorgeous Tri-Level End Unit townhome-style condo in sought after Bryan's Cove - a Grassfield waterfront community! First floor features a 2-car garage, foyer, and versatile room that can function as a 4th bedroom or den, complete w/full bathroom. It leads to a composite deck w/fenced yard. The kitchen, living & dining rooms flow together on 2nd floor w/LVP flooring, SS appliances, double ovens, pantry, quartz counters, large island, a powder room & access to a large balcony; ideal for entertaining. Third floor has a primary suite w/walk-in closet, vaulted ceiling, bathroom w/double sinks, separate shower & jetted tub, plus 2 more bedrooms & laundry room w/utility sink. As part of the waterfront community, residents enjoy access to upscale amenities including a swimming pool, clubhouse, exercise room, dog parks, playgrounds and private beach access. Boat lovers can pull up to the cove which is perfect for those who enjoy life on the water.

1715 Ark Royal Road, South Chesapeake

1279 Kidbrooke Street, South Chesapeake
$776,740
5 Beds ⋅ 3.1 Baths ⋅ 10622904 MLS
The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational families! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room.

1279 Kidbrooke Street, South Chesapeake

1699 Bancroft Road, South Chesapeake
$658,286
4 Beds ⋅ 3 Baths ⋅ 10614023 MLS
To be Built - The Persimmon is a stunning two story floor plan featuring a first-floor bedroom and full bath, great for guests or multi-generational living. A welcoming foyer opens into an open-concept design showcasing a well-appointed kitchen with an eat-in area and a large center island, for gatherings and everyday living. The kitchen flows seamlessly into the family creating an inviting space for connection and comfort. Just steps away, a versatile flex room offers endless possibilities and leads to the covered patio, expanding your outdoor living and entertaining space. Oak treads on the staircase lead to the second level where a spacious loft provides a setting for family entertaining or relaxation. This level also features a luxurious owner's suite with a deluxe primary bathroom, a conveniently located laundry room and two additional bedrooms offering comfort and functionality for the entire household. Call to schedule your personal appointment.

1699 Bancroft Road, South Chesapeake

512 Wooten Lane, South Chesapeake
$335,000
3 Beds ⋅ 1 Baths ⋅ 10637039 MLS
Welcoming 3 bedroom ranch located in a sought after Chesapeake neighborhood offering comfortable one level living. Enjoy a spacious tree lined backyard with a beautiful raised deck, perfect for entertaining, grilling, or relaxing outdoors. Inside, refinished hardwood floors bring warmth and character throughout. The home features a comfortable and functional layout with great natural flow. An oversized detached garage with workshop space and and I-beam offers flexibility for hobbiest, storage, or projects. Convenient location provides an easy commute to military bases, shopping, dining, and major interstates. This home has plenty of potential with a functional layout, generous yard space, and versatile outbuildings. A wonderful opportunity to own a well cared for home.

512 Wooten Lane, South Chesapeake

3232 White Cedar Drive, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10634994 MLS
Nestled on a desirable corner lot in the heart of Deep Creek, this charming ranch offers the perfect blend of comfort, functionality, and outdoor living. Inside, you’ll find generously sized bedrooms, neutral colors throughout, and new LVP flooring in the kitchen. The spacious owner’s suite features a walk-in closet and sliding glass doors that open directly to the backyard deck — creating the perfect private retreat. Enjoy your morning coffee on the screened-in front porch or entertain with ease in the fully fenced backyard offering plenty of space for gatherings, pets, gardening, or relaxing outdoors. Energy-efficient solar panels help significantly reduce monthly utility costs, adding both value and long-term savings. Conveniently located near shopping, dining, parks, and major commuter routes, this home is one you won’t want to miss!

3232 White Cedar Drive, 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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