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1129 Cumberland Court, South Chesapeake
$723,000
4 Beds ⋅ 3 Baths ⋅ 10639643 MLS
This exceptional brick ranch is the epitome of elegance, offering expansive living spaces, thoughtful updates, and timeless appeal in sought-after Kemp Woods. Bathed in natural light, this beautifully maintained home welcomes you with a massive living room that makes a lasting impression. The elegant furnishings were thoughtfully selected to complement the scale and style of the space and may be available for separate purchase. Designed for both entertaining and everyday living, the home features a custom theater room, creating the perfect setting for movie nights, sporting events, and gatherings with family and friends. The updated kitchen is both stylish and functional, offering a gas range, abundant workspace, and seamless flow into the home's living areas. The flexible floor plan includes 3 bedrooms on the main level, plus a spacious Finished Room Over Garage (FROG) that serves as a 4th bedroom, guest suite, home office, playroom, or hobby space. Three full bathrooms and custom closet organizers throughout provide comfort and convenience. Major updates provide peace of mind, including new windows (2021), a new roof (2023), new fencing (2023), new fascia (2025), and a new water heater (2026). Situated on approximately one-half acre, the meticulously manicured grounds create a private outdoor retreat with plenty of room to relax, entertain, and enjoy the beauty of the surrounding landscape. An added bonus is the private well, providing a convenient and cost-effective water source for maintaining the lush landscaping and garden areas. From the custom theater room to the expansive living spaces and exceptional level of care, every detail reflects pride of ownership. Rarely does a home offer this combination of elegance, functionality, and thoughtful updates in one of Kemp Woods' most desirable locations. Schedule your private tour today and experience all this remarkable home has to offer. Showings begin Thursday, June 18, 2026 at 9:00 am

1129 Cumberland Court, South Chesapeake

701 Sarasota Arch, South Chesapeake
$721,100
5 Beds ⋅ 3 Baths ⋅ 10631033 MLS
Immaculate RESORT LIFESTYLE home with in ground Agean built pool; in the highly sought-after Hickory area of Chesapeake! This 5-bedroom, 3 full bath home offers a flexible layout with a first-floor bedroom and full bath—great for guests or multi-generational living. Beautifully maintained featuring a full interior repaint, granite countertops, hardwood floors, ceramic-tiled bathrooms, and brand-new carpet throughout. Enjoy your private backyard retreat with a large deck, in-ground pool, and plenty of space for entertaining. A detached, conditioned workshop adds versatility for hobbies, storage, or a home business. Major updates include a 30-year architectural roof and HVAC systems installed in 2016, only 10 years old, plus a new water heater in 2025. Crawlspace under continuous service contract with new dehumidifier (2024). The in-ground pool has been professionally opened and closed each season since installation. Impeccable blend of comfort & and outdoor living—don’t miss it!

701 Sarasota Arch, South Chesapeake

837 Greenfield Lane, South Chesapeake
$720,000
4 Beds ⋅ 4 Baths ⋅ 10645397 MLS
Welcome home to Rollingwood Estates in the highly sought after Great Bridge school district. This one owner brick transitional home offers 4 bedrooms and 4 full baths with an open, bright floor plan designed for comfortable living and effortless entertaining. The spacious FROG serves as the fourth bedroom and features its own private full bath, making it ideal for guests or multigenerational living. The kitchen offers Corian countertops, generous workspace and opens to the main living areas. Step outside to your own backyard retreat with a sparkling inground pool, dedicated pool bath, stamped concrete patio, outdoor bar/kitchen area, screened porch, and professionally landscaped yard. A two car attached garage, irrigation well, and thoughtful layout add to the appeal. Offering exceptional value in an established neighborhood, this home is priced to sell and ready for its next owner to make it their own.

837 Greenfield Lane, South Chesapeake

1932 Ferguson Loop, South Chesapeake
$720,000
5 Beds ⋅ 2.1 Baths ⋅ 10643367 MLS
Located in the highly sought after Hickory School District, this exceptional 5 bedroom, 2.5 bath home in Hickory Landing offers the timeless design, flexible floor plan, and quality finishes today's buyers are looking for. Years of thoughtful improvements throughout have enhanced this home inside and out. Enjoy peaceful pond views from the covered front porch before going into a welcoming foyer with impressive architectural details and wide plank hardwood floors. The formal dining room and versatile first floor bedroom provide flexibility for guests or a home office. At the rear of the home, the spacious family room with custom built ins and a gas fireplace flows effortlessly into the kitchen and casual dining area. The kitchen features gas cooking, stainless steel appliances, abundant cabinetry, and is designed for everyday living and entertaining. The inviting three season room overlooks the professionally landscaped, fenced backyard, while the finished room over the garage provides exceptional bonus space. Highlights include a beautifully remodeled primary bath, new carpet throughout the upstairs bedrooms, custom laundry room cabinetry, and a black wrought iron fence. Conveniently located just minutes from the Edinburgh shopping area with easy access to Target, dining, entertainment, the YMCA, and everyday conveniences.

1932 Ferguson Loop, South Chesapeake

1544 Lauren Ashleigh Drive, West Chesapeake
$720,000
6 Beds ⋅ 4 Baths ⋅ 10632595 MLS
Welcome home to timeless traditional charm in Dock Landing! A grand entry opens to a formal dining room and soaring family room. Off the foyer, a private study with glass double doors is ideal for work or reading. Hardwood floors flow into an open-concept kitchen with custom cabinetry, stainless steel appliances, a built-in wine refrigerator, a convection oven, and a warming drawer. Double-pane windows add comfort and efficiency. The main level offers a primary retreat with a renovated ensuite. A study/office flows off the primary BR. The 1st floor guest room with an ensuite is perfect for extended stays. Cathedral ceilings and a gas fireplace anchor the family room. Upstairs: four bedrooms, including a bonus/media room over the garage, plus laundry. The attached 2-car garage is EV-ready. Easy access to interstate, dining, military installations, and neighboring cities.

1544 Lauren Ashleigh Drive, West Chesapeake

1920 Crayton Way, South Chesapeake
$720,000
4 Beds ⋅ 3 Baths ⋅ 10629691 MLS
This is a home that immediately captures your attention and continues to impress at every turn. Thoughtfully designed and meticulously maintained, this property offers refined finishes and elevated living throughout. Wide plank hardwood floors anchor the main living spaces, complemented by upgraded trim, designer lighting, and custom details. The kitchen is both functional and striking, opening seamlessly to inviting living and entertaining areas. The primary suite offers a spa-inspired bath with a rain shower for a relaxing retreat. Step outside to enjoy a private backyard featuring a saltwater pool with water features, an outdoor kitchen, and beautifully maintained landscaping with irrigation. Additional highlights include soffit lighting and a spacious walk-in attic with future potential. A distinctive property that is best experienced in person. Schedule your showing today.

1920 Crayton Way, South Chesapeake

1245 Taft Road, South Chesapeake
$720,000
4 Beds ⋅ 2.1 Baths ⋅ 10621090 MLS
Located in the sought-after Hickory area of Chesapeake, this 3,400+ sq ft brick ranch sits on 5 private acres and offers exceptional potential. Featuring 4 bedrooms, 2.5 baths, an open layout, spacious primary suite, large living areas, wood deck, and both a 2-car attached garage plus an additional 1-car detached garage, the property provides space, flexibility, and long-term value. Zoned A1 and surrounded by substantial acreage properties, this is an ideal opportunity to renovate, expand, or customize to your vision. Unfinished space allows for a possible additional bedroom or second primary suite with expanded bath and closet. A rare chance to create a standout estate in one of Chesapeake’s most desirable rural settings.

1245 Taft Road, South Chesapeake

1275 Kidbrooke Street, South Chesapeake
$715,425
4 Beds ⋅ 3 Baths ⋅ 10619101 MLS
READY IN MAY! Welcome to Riverview Landing in Chesapeake, VA, where the 2,748 sq ft Hadley model offers stylish living with open spaces, an open concept kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer-making it the perfect place to live, relax, and entertain.

1275 Kidbrooke Street, South Chesapeake

500 Fall Ridge Court, South Chesapeake
$715,000
5 Beds ⋅ 3.1 Baths ⋅ 10634580 MLS
Tucked away in Chesapeake with no HOA and zoned for the sought-after Hickory schools, this property offers the kind of space and flexibility that’s getting harder to find. Inside, the remodeled kitchen sits at the heart of the home, opening into a layout that feels both comfortable and functional for everyday living and entertaining. The main-level primary suite, paired with convenient first-floor laundry, makes daily life feel easy, while both the primary and guest full baths have been thoughtfully updated for a fresh, move-in ready feel. Outside, the in-ground pool creates your own private retreat—built for long summer days, gathering with friends, or unwinding at the end of the day. And the poolhouse lives like a second home, complete with a bedroom, full bath, kitchenette, and office—giving you flexible space for guests, work, or extended stays. It’s rare to find this combination of updates, location, and lifestyle all in one place.

500 Fall Ridge Court, 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

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

800 Dunwood Court, South Chesapeake
$715,000
6 Beds ⋅ 3.1 Baths ⋅ 10629492 MLS
Nestled on a quiet cul-de-sac in the highly sought-after Cheshire Forest, this exceptional brick residence offers 3,700 square feet of refined living with 6 bedrooms, including a FROG and finished third floor—perfectly designed for both everyday living and elevated entertaining. The main level showcases a spacious eat-in kitchen, elegant formal dining and living rooms, and a private office adorned with custom wood cabinetry and built-in desk. A luxurious first-floor primary suite features a walk-in closet, updated dual vanities, a soaking tub, and a beautifully tiled glass shower. Step outside to a private backyard oasis with serene wooded views and no rear neighbors—enjoy relaxing on the deck or screened porch, or gathering in the expansive yard. Complete with a 2-car garage and extended driveway for ample parking.

800 Dunwood Court, South Chesapeake

815 Denham Arch, South Chesapeake
$715,000
5 Beds ⋅ 3 Baths ⋅ 10628778 MLS
Immaculate home in the Hickory area of Chesapeake. This home boosts 5 bedrooms, 3 full baths with one bedroom and full bath on 1st level. Living room or office with beautiful sliding French doors to the cozy family room with gas fireplace. Family room opens to the kitchen with stainless appliances, granite countertops with island and 2 pantries. Nice size dining room. Lovely primary suite w/tray ceiling and large walk in closet and a beautiful updated ensuite. Room over the two car garage is the 5th bedroom or perfect for a workout or entertainment room. Beautiful fenced in backyard with deck to enjoy those family barbeques. This cul-de-sac home is move in ready. You will want to call this your new home!

815 Denham Arch, South Chesapeake

332 Wisdom Path, South Chesapeake
$715,000
5 Beds ⋅ 3.1 Baths ⋅ 10623520 MLS
Welcome to this stunning, well-maintained 5 bed, 3.5 bath home loaded with upgrades! The extended Chef's kitchen features extended cabinets, Bosch appliances, double ovens, gas cooktop, and built in microwave with deep and sliding drawers and pantry. The living areas include a gas fireplace with built ins, barndoors that open to a full bath and 2 bedrooms. The 1st floor laundry and primary with a spa like en-suite is sure to wow! Upgrades like carpet & premium padding (2023), spray foam insulation, and a tankless water heater for comfort and efficiency. Wired w/ Ethernet ports throughout and making it ideal for remote work & streaming. The garage stands out with an epoxied floor and insulated garage door, while the home is protected with a whole-house surge protector. Outside, enjoy Zeon Zoysia drought-tolerant grass with inground sprinkler system and well. The screened in porch, patio, pergola, fully fenced yard and view of community fountain makes this back the oasis of your dreams.

332 Wisdom Path, 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

608 September Lane, South Chesapeake
$712,900
5 Beds ⋅ 3.1 Baths ⋅ 10637525 MLS
Rare attached private in-law suite with a full kitchen! Need multi generational living, it truly doesn't get better than this one! Welcome to this beautifully updated home in the heart of Great Bridge, offering a blend of space, comfort, and versatility. Located on a private lot with wooded views in the desirable Stonegate neighborhood. This exceptional home offers a spacious 4-bedroom, 2.5-bath main residence, plus an additional 500-square-foot attached guest suite featuring 1 bedroom and 1 full bath making the home a total of 5 bedrooms and 3.5 baths. What truly sets this property apart is the fully attached private in-law/guest suite An added 500 square feet of living space unlike anything else currently on the market. Designed for independence and comfort, this exceptional suite features its own HVAC system, full kitchen with granite counters, stainless steel appliances, living room, separate stackable washer and dryer, spacious bedroom, and full bath with a large walk-in shower. With a separate entrance and direct access to the patio and pool area, it offers endless possibilities for multi-generational living, extended family, home office or whatever your current needs are. Inside the main home, you'll find updated finishes, LVP flooring, newer carpet, newly installed wine fridge, granite counters, a gas fireplace. and a freshly updated primary bath featuring a brand new vanity with double sinks, lighting, granite counters, freestanding soaking tub, and a beautiful separate shower. Step outside to your own backyard oasis featuring a sparkling saltwater pool, expansive backyard, private wooded view, full vinyl fence, designed for easy outdoor living and entertaining. Exterior features also include an in-ground sprinkler system and concrete patio improvements. Combining modern updates, exceptional outdoor living, and a one-of-a-kind in-law suite, this Chesapeake home offers a level of flexibility and value that is truly hard to find.

608 September Lane, South Chesapeake

604 Glasgow Street, South Chesapeake
$710,700
5 Beds ⋅ 4 Baths ⋅ 10647806 MLS
OFFER ACCEPTED/ OPEN HOUSE 8/9 CANCELLED! Pool days, cozy nights by the fire, and room for everyone! Buyers will finally find the space they've been searching for at 604 Glasgow Street, offering over 3,400 square feet with 5 bedrooms and 4 full baths in beloved Cheshire Forest. Formal living and dining rooms lead to the heart of the home, where a timeless kitchen with cabinets for days opens to a spacious family room — great for hosting or simply gathering with family & friends. The first-floor bedroom and full bath is the answer for guests, multi-generational living, or a dreamy home office. Upstairs, the large primary suite is a true retreat, while the oversized FROG offers endless possibilities: fifth bedroom, media room, playroom — flex space galore! Out back, your own backyard oasis awaits: a large saltwater, in-ground pool, expansive (updated) tiered composite decking, and privacy for summer gatherings and quiet evenings alike. Cheshire Forest living is the cherry on top! A community pool with active swim team, tennis and pickleball courts, playgrounds, scenic ponds to fish in, walking paths, and year-round neighborhood events! All of this and still convenient to top-rated Great Bridge schools, local shopping, dining & the interstate.Thoughtfully designed with generous room sizes throughout, THIS is the one you’ve been waiting for!

604 Glasgow Street, South Chesapeake

1221 Sanderson Road, South Chesapeake
$710,000
3 Beds ⋅ 2.1 Baths ⋅ 10645216 MLS
Welcome to the peaceful country lifestyle you've been searching for! Situated on approx. 3 ac in the sought-after Hickory area of Chesapeake, this beautiful property offers a superb combination of space, comfort, and freedom, with NO HOA. Inside, you'll find numerous updates, including brand-new carpet & dehumidifier, newer engineered hardwood flooring, granite countertops, HVAC, roof, vapor barrier, & an updated garage floor, providing peace of mind for years to come. Go outside & enjoy endless possibilities with room for gardening, entertaining, recreation, or storing your RV, boat, & other outdoor toys. Experience the serenity of country living while remaining just minutes from shopping, dining, major highways, and all that Chesapeake has to offer.

1221 Sanderson Road, South Chesapeake

705 Aspen Forest Court, South Chesapeake
$710,000
4 Beds ⋅ 4 Baths ⋅ 10638628 MLS
NEW PHOTOS! This meticulously maintained 4-bedroom, 4-bath home in sought-after Forest Lakes is offering 3,458 sq ft on a .34-acre lot. A versatile FROG serves as a 4th bedroom, second living area, office, or media room. Need storage? There is plenty with attic space, a 2-car attached garage, and a rare 2+ car detached garage with extensive storage and workshop potential. The spacious kitchen features abundant cabinet storage and ample workspace, great for everyday living and entertaining. Step outside to your private backyard oasis featuring beautiful landscaping, a spacious deck, and hot tub—ideal for relaxing or entertaining. Numerous updates include the roof, HVAC, water heater, fence, deck, and front and backyard landscape lighting. Conveniently located near neighborhood amenities, shopping, and dining, this exceptional home offers the perfect blend of space, comfort, and functionality. Don't miss this opportunity! Seller will provide a clear termite/moisture letter.

705 Aspen Forest Court, South Chesapeake

248 Wisdom Path, South Chesapeake
$710,000
6 Beds ⋅ 3.1 Baths ⋅ 10618139 MLS
This well loved 6BR, 3.5BA beauty in sought after Viridian Reserve has an exceptional layout boasting 2 ensuites; 1st floor primary or mother in law suite and 2nd floor primary! Tasteful. serene and timeless color palette throughout. New carpeting upstairs adds to the beauty and inviting feel. Freshly painted! Beautiful birch engineered hardwood throughout downstairs living space. Washer dryer on first and second floor! Chefs Kitchen has an island and opens to a spacious gathering living space with a cozy fireplace and dining room. Upstairs, the large primary bedroom has a huge walk-in closet and the primary bath has double sinks, a soaking tub and a separate shower. You’ll also find 4 bedrooms, laundry, and a media room or 6th bedroom. New water heater too. Fully privacy fenced with two gates. Sprinkler system front and back with well! A great home!!

248 Wisdom Path, 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

1131 Madison Lynn Way, South Chesapeake
$707,000
5 Beds ⋅ 3 Baths ⋅ 10644005 MLS
Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for multigenerational living, guests, or a private home office. In addition the downstairs open concept floor plan offers room to gather, work from home, or simply relax, while upstairs the primary bedroom and full bathroom, large laundry room and 4 other bedrooms provide comfort and privacy for everyone. The primary suite serves as a peaceful retreat with an en-suite bath, dual closets and views of the water from the back of the home, creating the great place to unwind at the end of the day. This exceptional location combines the charm of a quiet neighborhood with the convenience of everything Hampton Roads has to offer. Don't miss the opportunity to make this wonderful Chesapeake home your own—schedule your private showing today!

1131 Madison Lynn Way, 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.