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$645,000
4 Beds ⋅ 2.1 Baths ⋅ 10644442 MLS
Experience the lifestyle you've been searching for in one of Chesapeake's most desirable communities, just minutes from top-rated Grassfield High School. This beautifully maintained home welcomes you with a charming front porch and gleaming hardwood floors throughout the main level. A versatile flex room that can be used for a home office, playroom, or sitting area, while the formal dining room flows into the updated chef's kitchen featuring granite countertops, refreshed cabinetry, and new stainless steel appliances. The kitchen opens to a spacious family room centered around a cozy fireplace and an inviting sunroom filled with natural light. Upstairs, the expansive primary suite offers a spa-inspired bath with dual vanities, a jetted tub, and a glass-enclosed shower, along with three additional bedrooms, a full bath, and a convenient second-floor laundry room. Step outside to your own private backyard retreat complete with a stamped concrete patio, sparkling in-ground pool, and fully fenced yard—ready for relaxing or entertaining all summer long. Additional upgrades include a tankless water heater, solar panels that significantly reduce electric costs, updated main-level lighting, and a VA assumable loan with an incredible 3% interest rate for qualified buyers. Tesla EV charger.

2101 Beeblossom Lane, South Chesapeake
$319,000
3 Beds ⋅ 2.1 Baths ⋅ 10644448 MLS
Large 1870 sq.ft. home in Kings Pointe at Western Branch. This 3-bedroom, 2 bath features ensuites with vanities, walk-ins and full baths, plus a flexible bonus room downstairs that could serve as a third bedroom, office, media room, or additional living space. Gourmet kitchen with lots of custom cabinets for storage, a walk-in Pantry, and SS Appliances. Community amenities include a pool, clubhouse, walking trails, well maintained grounds. Beautiful community.

2462 Leytonstone Drive, West Chesapeake
$380,000
5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS
This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out.

1417 Gust Lane, South Chesapeake
$1,299,997
4 Beds ⋅ 2.1 Baths ⋅ 10644328 MLS
Custom 4,300+ sq ft estate on 3 private, wooded acres on historic Taft Rd., located in the Hickory/Grassfield school districts. Perfect blend of country living & city access. Inside features exceptional build quality, ornate plasterwork, dentil moulding, & dual staircases. The main level hosts a home office, living room with a wood fireplace, half bath, & a sunroom. The spacious kitchen boasts a center island & matte white cafe; appliances, leading to a laundry room & 2-car heated garage. Upstairs features 4 large bedrooms, including a primary suite with 2 walk-in closets & 3rd-floor access. 2 full baths feature luxury defogging mirrors. The 3rd floor is ideal for a 2nd living room/studio. Outside boasts a wrap-around porch, 32k-gal saltwater pool (new liner 2025; new pump/filter/salt cell 2026), Trex deck, heated 3-car detached garage with mini-split, carport, shed (new roof 2026), & pole barn. Features 400A service (200A panel), generator tie, & grill propane line. Move-in ready!

1741 Taft Road, South Chesapeake
$349,000
3 Beds ⋅ 1.1 Baths ⋅ 10644372 MLS
ADORABLE RANCH ZONED FOR GREAT BRIDGE HIGH SCHOOL...Fresh Paint & New Carpet, Updated Kitchen with Shaker Style Cabinets, Granite Countertops, & Stainless Steel Appliance Package, Large Family Room, + Separate Living/Dining Space. Nice Lot (Slightly Under Half Acre), Private Backyard, Detached Garage, & Patio Space. New Roof for Added Peace of Mind. Established Neighborhood Convenient to Shopping, Dining, & Easy Access to I-64 & I-464.

566 River Creek Road, Central Chesapeake
$449,900
5 Beds ⋅ 2.1 Baths ⋅ 10644316 MLS
Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 1,762 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience-don't miss your chance to own it in the heart of Chesapeake!

1813 A Hoover Avenue, Central Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10644346 MLS
You will love coming home to this comfortable ranch home with cozy rooms. Located near the intersection of Greenbrier Parkway and Volvo Parkway in Turtle Rock on a cul-de-sac. Enjoy the floor plan which includes living room, dining room, den with fireplace, eat-in kitchen, laundry room, primary bedroom with bathroom, two other bedrooms and hall bathroom. Walking trails & playgrounds nearby. Lots of shopping and dining closeby in Greenbrier area. This home has been well cared for and is ready for you. Welcome home!

1109 Hearthstone Landing, South Chesapeake
$389,900
4 Beds ⋅ 3.1 Baths ⋅ 10644173 MLS
**Rare find with TWO spacious primary suites!** This move-in-ready 4-bedroom, 3.5-bath home offers the flexibility today's buyers are looking for. Perfect for multi-generational living, extended family, guests, or a private home office with it's own separate entrance. The first-floor primary suite features a private sunroom ideal for an office, mini kitchen or sitting room, while the second primary suite upstairs provides a separate retreat. Enjoy the convenience of two washer and dryer hookup locations, abundant closet space, and plenty of storage. Outside, you'll find a low-maintenance exterior, large fenced backyard, deck for entertaining, storage shed, and double wide driveway. Freshly painted and professionally cleaned, this home is truly turnkey. Conveniently located near Greenbrier shopping, dining,bases and major interstates, with the Virginia Beach Oceanfront just 20 minutes away. **Space, flexibility, and location, this home has it all!**

2532 Lanier Street, Central Chesapeake
$485,000
3 Beds ⋅ 2.1 Baths ⋅ 10643511 MLS
Make this your first stop! Beautiful maintained townhome located in the highly sought-after Hickory School District. This move-in ready home features a spacious first-floor primary suite with a large walk-in closet, 9-foot ceilings, quartz countertops, stainless steel appliances, and upgraded luxury vinyl plank flooring throughout. Upstairs, you'll find two generously sized bedrooms, each with its own walk-in closet, plus a walk-in attic offering abundant storage. Additional highlights include a one-car garage, a private patio, and low-maintenance living. Conveniently located near Route 168, shopping, dining and the Coast Guard Chesapeake Annex. Don't miss the opportunity to make this beautiful home yours! Newly painted throughout home, electric fireplace to convey. ***Seller needs rent back ~ Nov 1st for new build completion.

1915 Canning Place, South Chesapeake
$277,000
3 Beds ⋅ 2.1 Baths ⋅ 10644053 MLS
Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances and floor coverings, an upgraded HVAC system, a smart thermostat & deck. The attached storage provides extra space for tools, seasonal items, or outdoor gear. The total community features 78 acres of common grounds w/ sidewalks throughout connecting neighborhoods, 7 playgrounds, a fishing pier, and a kayak ramp, offering plenty of outdoor recreation. Full of potential! Present tenant pays $2,200 per month on a 60-day notice lease.

1806 Beckwood Common, South Chesapeake
$440,000
3 Beds ⋅ 1.1 Baths ⋅ 10644034 MLS
Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable LVP flooring, spacious bedrooms, and the convenience of single-level living. The room over the attached garage provides flexible space for a home office, guest suite, 4th bedroom, or in-law suite. Outside, the 3-stall horse barn needs TLC, plus plenty of room for gardening, recreation, or creating your own mini homestead. Recent improvements include land improvements (2019), well service (2020), electrical panel service (2020), foundation improvements (2021), new appliances (2022). Tenant occupied at $2,800 per month thru 1/31/27. Live in or rent out.

4309 East Road, West Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10643910 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven Is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach! Schedule your appt today to see this well built home! Photos are from previous build. Projected completion is August 2026.

1724 A English Avenue, Central Chesapeake
$485,000
3 Beds ⋅ 2 Baths ⋅ 10643765 MLS
Highly desired CHARLESTON plan that included 3rd bedroom rather than a primary sitting room and welcoming morning room just off the kitchen. 2-car garage, open floor plan with spacious front porch & loads of natural light. Granite counter tops in kitchen included.

1420 Carrolton Way Unit 91, South Chesapeake
$320,000
3 Beds ⋅ 2 Baths ⋅ 10643699 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch in the heart of Chesapeake! Freshly painted throughout, this move-in-ready home offers comfortable one-level living with thoughtful updates and plenty of space to enjoy. Much of the home still has the original hard wood floors. The bright kitchen features a newly installed floor and brand new quartz countertops and sink. The spacious layout provides comfortable bedrooms and two full bathrooms. Step outside to a large rear deck, great for entertaining, grilling, or simply relaxing while overlooking the backyard. A standout feature is the 320-square-foot detached garage, offering excellent space for parking, storage, hobbies, or a workshop, not to mention an additional storage shed. Conveniently located in Chesapeake with easy access to shopping, dining, schools, and major commuting routes. Schedule your showing today!

1323 Ormer Road, Central Chesapeake
$560,000
5 Beds ⋅ 3.1 Baths ⋅ 10642155 MLS
This beautiful home is perfect for multi-generational living, featuring 2 spacious primary suites—one located on the main level and another upstairs. The entertainer's kitchen is a standout, offering abundant granite countertop space, gas cooking, large pantry, and ample cabinetry for all your storage needs. Overlooks the family room and the expansive backyard. An additional flex room on the first floor provides endless possibilities such as a home office, fitness room, playroom, or hobby space. One of the largest lots in the neighborhood - more than one-third of an acre with a fully fenced backyard. The outdoor space is designed for everyday enjoyment, with patio pavers and room for a pool, garden, or play area. Other conveniences: Second floor laundry room. Two-car garage. Need to move before the new school year begins? We can make that happen!

2851 Crossings Drive, West Chesapeake
$389,900
4 Beds ⋅ 2.1 Baths ⋅ 10643372 MLS
Welcome to a home where everything has already been done for you. Completely reimagined from top to bottom, this stunning renovation greets you with a brand-new front porch, fresh curb appeal, and a new concrete driveway. Inside, an open-concept layout seamlessly connects the living room, dining area, and a designer kitchen featuring new cabinetry, granite countertops, stainless steel appliances, and a striking accent wall that immediately draws your attention. the beautifully remodeled bathrooms showcase illuminated mirrors, modern vanities, and stylish walk-in showers. Major improvements include a new roof, windows, siding, HVAC system, plumbing, electrical and more-offering peace of mind for years to come. The fully fenced backyard is ready for entertaining, while the professionally staged interior makes it easy to picture yourself calling this beautiful home your own.

4100 3rd Street, Central Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10643661 MLS
Welcome home to this well-maintained End unit 3-bedroom, 2.5-bath townhome located in the Riverwalk community. The inviting open floor plan provides a comfortable flow between the living, dining, and kitchen areas, making it ideal for everyday living and entertaining. Step outside to enjoy the private rear patio, complete with a storage shed for added convenience. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with an en-suite bath and ample closet space.

719 Creekside Crescent, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10643469 MLS
Experience refined living in the sought after Western Branch area, where timeless design meets today's comfort. This well maintained 4-bedroom, 2.5-bath home offers over 2,500 Sqft of beautifully appointed living space with soaring cathedral ceilings that create an open, light-filled atmosphere from the moment you enter. Kitchen upgrades include granite countertops, and ample storage providing both style and functionality. The spacious primary suite serves as a private retreat, complete with a beautifully renovated bathroom. Step outside to your own backyard oasis, where a spacious deck and patio overlook a fully fenced enclosed yard, perfect for outdoor entertaining, or simply relaxing. Additional highlights include an attached two-car garage and a whole-home water filtration system. Conveniently located near I-664. Local shipyards, medical facilities, military bases, shopping and restaurants. Best of all, enjoy the freedom of no HOA!

2720 Deerfield Crescent, West Chesapeake
$565,000
5 Beds ⋅ 2.1 Baths ⋅ 10642758 MLS
Welcome home to this beautifully updated retreat tucked away on a quiet cul de sac in The Crossings at Western Branch. With over 3,200 square feet, this home features a kitchen with quartz countertops, tile backsplash, and a new appliance package. Major updates include the HVAC, water heater, and renovated primary bath in 2021, along with updated flooring throughout much of the home. The converted garage provides flexible heated living space, while the covered pergola is the perfect place to relax or entertain. Convenient to shopping, parks, dining, and commuter routes. HOME WARRANTY AVAILABLE. Seller to provide a CREDIT of $5,000.00 towards the conversion of garage doors or to be used by the buyers at their discretion and as allowed by the lender.

4308 Galston Court, West Chesapeake
$379,900
3 Beds ⋅ 2 Baths ⋅ 10643565 MLS
Welcome to one of Chesapeake's best opportunities! This well-maintained brick ranch offers 1,976 square feet of comfortable living space with 3 bedrooms, 2 full bathrooms, and an oversized 520-square-foot attached two-car garage. The updated kitchen features quartz countertops and beautifully refreshed cabinetry, while numerous major improvements have already been completed, including a newer roof, inverter heat pump, refurbished concrete driveway and walkway, updated awning, LeafGuard gutters, and professional foundation repair. Situated on a generous 0.30-acre lot with no HOA and no flood insurance required, this home offers exceptional value, thoughtful updates, and pride of ownership throughout. Schedule your private showing today!

420 Oaklette Drive, Central Chesapeake
$695,000
4 Beds ⋅ 3 Baths ⋅ 10643617 MLS
Madison model at Riverview Landing by Wetherington Homes. Main-level living with added flexibility, featuring a loft, bedroom, and private bath on the upper level. Thoughtfully designed with versatile spaces for a variety of needs, offering the convenience of first-floor living with additional bonus space. A well-balanced layout combining comfort, function, and flexibility. Ask about our incentive.

MM Madison 2, South Chesapeake
$248,000
2 Beds ⋅ 2.1 Baths ⋅ 10643204 MLS
Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage throughout. A private, new fully fenced patio provides a great space to relax or unwind. Additional highlights include an HVAC system replacement (2025), stove and microwave (2025) and two reserved parking spaces right out front. Just minutes from major interstates, shopping, dining, hospitals and everyday conveniences. Vacant and move-in ready,

1002 Willow Green Court, South Chesapeake
$389,000
3 Beds ⋅ 2.1 Baths ⋅ 10643380 MLS
Move right into this immaculate 3-BR, 2.5-bath condo offering 1,835 sqft of beautifully updated living space! Thoughtfully remodeled and upgraded with quartz kitchen countertops, stainless steel appliances, updated bathrooms, newer paint throughout, new HVAC units and new water heater. When first entering the unit, you will notice the attention to detail starts at the front door and doesn't stop with newly added crown molding that adds a refined touch to the main living areas. The primary suite is located on the first floor and includes a fully remodeled bathroom. Enjoy beautiful lake views from any rear window in the unit or while relaxing on your private back patio. The perfect spot for morning coffee or unwinding at sunset. Residents also enjoy access to a community pool and clubhouse, adding to the low-maintenance lifestyle. Fees also include water, sewer and trash pickup, as well as, the exterior insurance. Conveniently located near shopping, restaurants, major highways, and military bases.

1425 Otterbourne Circle, South Chesapeake
$444,000
3 Beds ⋅ 2.1 Baths ⋅ 10643564 MLS
Welcome to your golfer’s paradise on the 14th hole of Greenbrier Country Club! Meticulously updated, this stunning home blends modern elegance with everyday comfort. Come into a breathtaking living area showcasing soaring cathedral ceilings, high-end LVP flooring, and massive, picturesque windows that bathe the space in natural light while framing panoramic fairway views. Retreat to the first-floor primary suite—a true sanctuary beautifully reimagined with contemporary, spa-like finishes. Enjoy the lifestyle in the heart of Chesapeake, conveniently located just minutes from premier dining and shopping. Don't miss this rare opportunity to live on the green! Seller offering a $2,500 appliance credit.

927 Thatcher Way, 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
$369,000
3 Beds ⋅ 2.1 Baths ⋅ 10643081 MLS
Welcome to your beautifully maintained turn-key dream home in the heart of Chesapeake. This wonderful condo features a high-efficiency HVAC system less than one year old, brand new carpets, freshly painted, 9' ceilings, crown molding, beautiful hardwood floors, custom blinds, upgraded lighting, alongside a convenient second-floor laundry room. The kitchen is a chef's delight, featuring granite countertops, tiled backsplash, custom cabinets with under-cabinet lighting and stainless steel appliances. Retreat to the primary suite, vaulted ceilings, an oversized walk-in closet, and a spa-like en suite bath complete with dual vanity sinks. Outside, the 1.5-car garage offers ample storage or workshop space, while the concrete patio is perfect for relaxing in your low-maintenance yard. Conveniently located near shopping, malls, restaurants, parks and easy interstate access. Don't miss out on this perfect Greenbrier location.

432 Autumn Green Lane, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10643196 MLS
Welcome to this one of a kind custom all brick home designed for buyers who appreciate true craftmanship, architectural character, and timeless traditional design. Offering nearly 3000 sqft, 4 bedrooms and 2.5 baths, this home showcases features rarely found in newer construction, including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and 3 fireplaces that bring warmth and character throughout. This is not a builder grade flip or cookie cutter renovation, but a home built with quality, detail, and lasting charm. Outside, enjoy a private backyard retreat with a saltwater inground pool. Ideally located near local bases, shopping, dining, and major interstates, this is a rare opportunity to own a home with true character and lasting value.

913 Montebello Circle, South Chesapeake
$605,000
4 Beds ⋅ 2.1 Baths ⋅ 10642996 MLS
Welcome to luxury, low-maintenance living in the highly sought-after Westfield at Hickory Manor! This beautifully upgraded Galloway Model, built in 2018, offers 2,059 sq ft of stylish, thoughtfully designed living space with quality finishes throughout. The open-concept layout is superb for everyday living and entertaining, featuring spacious, light-filled rooms, an upgraded kitchen, a private primary suite, and flexible additional bedrooms. Enjoy resort-style amenities including a pool, 24-hr fitness center, clubhouse/community center, and playgrounds. Located in the sought-after Hickory School District with easy access to shopping, dining, military bases, major interstates, and more, this move-in ready home offers comfort, convenience, and lifestyle. Schedule your private showing today!

508 Cavendish Way, South Chesapeake
$285,000
2 Beds ⋅ 2.1 Baths ⋅ 10643199 MLS
Back on market as of 7/22 at no fault to the seller. Move-in ready in the Villas at Culpepper Landing! This 1,454 sq ft condo packs 2 bedrooms, 2.5 baths, and a dedicated office into a bright, open floor plan with high ceilings and natural light throughout — great for entertaining or just everyday living. The kitchen is the heart of the home: granite countertops, stainless steel appliances, and plenty of cabinet space, flowing right into the open living and dining area. The office/flex space downstairs works as a home office, guest room, or hobby room — whatever you need it to be. Upstairs, both bedrooms come with their own private en-suite bath, so nobody's fighting over the mirror. Low-maintenance living comes standard here, with community amenities including a clubhouse, pool, fitness center, dog park, playgrounds, and walking trails. Easy access to I64 makes commuting anywhere in Cheasepeake, Norfolk or Virginia Beach possible Style, function, and location — this one's ready for its next owner.

503 Nesbit Drive, South Chesapeake
$775,000
4 Beds ⋅ 3 Baths ⋅ 10643343 MLS
Live the fresh life! Rarely does something this special come to market. Come see one of Western Branch's loveliest riverfront properties in an established neighborhood with no HOA. Designed for a lifetime of family fun and multigenerational living, this beautifully crafted 2-story on the Elizabeth River combines timeless elegance with all modern comforts. Through the soaring two-story foyer, you'll discover thoughtful details around every corner...signature hardwood floors, spa-like bathrooms, custom kitchen cabinetry, and more. A luxurious primary suite awaits you upstairs with its own balcony overlooking the pool. This lot has deep water access with beautiful views of the water. Relax in the saltwater pool during the hot summer days or relax in the hot tub for those cooler winter evenings. New roof (2025), water heater (2022), pool pump (2024), and salt cell (2026). A truly rare waterfront retreat.

3808 Stonebridge Landing, West 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.