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$288,500
3 Beds ⋅ 1 Baths ⋅ 10642393 MLS
Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. The property is zoned Industrial and the current legal use is residential (nonconforming-grandfathered) Buyers should independently verify requirements with the City of Chesapeake, for any plans for additions or redevelopment or converting to an Airbnb STR.

106 Greenbrier Road, South Chesapeake
$255,000
3 Beds ⋅ 1.1 Baths ⋅ 10642169 MLS
BEAUTIFUL ALL-BRICK END-UNIT TOWNHOME!Don't miss this exceptional opportunity to own this beautifully maintained all-brick end-unit townhome in a well-established neighborhood that truly reflects pride of ownership.Features include:Beautiful all-brick constructionDesirable end-unit locationNO HOA!Conveniently located near major interstates for an easy commuteMinutes from hospitals, shopping, dining, and everyday conveniencesTENANTS ON MONTH TO MONTH NO CURRENT LEASE/WOULD LIKE TO STAY

74 Colonial Way, Central Chesapeake
$449,000
4 Beds ⋅ 2.1 Baths ⋅ 10641959 MLS
Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

744 Helmsdale Way, South Chesapeake
$650,000
4 Beds ⋅ 2 Baths ⋅ 10641777 MLS
Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home! You won't want to miss this one!

1345 Oak Ridge Drive, South Chesapeake
$372,000
3 Beds ⋅ 1.1 Baths ⋅ 10641756 MLS
Welcome home to this well-appreciated 3-bedroom ranch, offering comfortable one-level living and plenty of space to enjoy. The open-concept home features a cozy eat-in kitchen, a spacious den with fireplace, a separate living room, a large sunroom perfect for relaxing or entertaining, and additional outdoor patio. Recent updates include new flooring in the sunroom, fresh interior paint, new gutter covers, and a sealed attic for added efficiency and peace of mind. Roof was done in 2016, Refrigerator (2018) and dishwasher, microwave, and oven (2016). Appliances and mechanical systems have been consistently maintained through a home warranty program. This solid, well-cared-for home reflects pride in ownership and is ready for its next chapter.

468 Blanche Drive W, South Chesapeake
$379,999
4 Beds ⋅ 2 Baths ⋅ 10641767 MLS
Nestled in Chesapeake’s established Camelot neighborhood, this beautifully updated vinyl and brick ranch offers 4 bedrooms, 2 full baths, and 1,762 square feet of comfortable single-level living. Luxury vinyl plank flooring flows throughout the main living areas, while the freestanding wood-burning stove creates a warm focal point for gathering. The kitchen features an oversized island, abundant workspace, and opens to a dedicated laundry/mudroom. Spacious bedrooms, updated finishes, and a functional layout make this home truly move-in ready. Step outside to a privacy fenced backyard on an approximately 72’ x 101’ lot with room to entertain, garden, or unwind beneath mature shade trees. Ideally located near Camelot Elementary and Camelot Park with quick access to George Washington Hwy (US-17), Indian River Rd to I-64, and Military Hwy to I-264 for easy commuting throughout Hampton Roads.

832 Parapet Road, South Chesapeake
$320,000
3 Beds ⋅ 1.1 Baths ⋅ 10641503 MLS
Charming ranch home with 3 bedrooms and 1.5 bathrooms, new LVP flooring and paint, and overlooking a pond in the fenced backyard. Inquire today!

1535 Lyons Avenue, Central Chesapeake
$649,900
4 Beds ⋅ 3 Baths ⋅ 10641168 MLS
Nestled on a quiet double cul-de-sac in the heart of Great Bridge, this beautifully maintained all-brick home offers the perfect blend of timeless character and modern comfort. Situated on a lush corner lot this custom 4-bedrm, 3-bath home features spacious bedrooms, hardwood floors, & custom updates designed for today's lifestyle. The renovated kitchen serves as the heart of the home, while the beautifully updated primary suite provides a peaceful retreat. Plantation shutters add warmth throughout and a light-filled sunroom overlooks the private backyard, where a large paver patio and expansive deck create an ideal setting for entertaining, gathering, or relaxing outdoors. Major improvements include an updated roof, encapsulated crawl, and an energy-efficient geothermal HVAC system, helping keep utility costs low while providing year-round comfort. Located in one of Great Bridge's most desirable areas, this home is the prime example of "they just don't build them like that anymore"

413 Wickwood Drive, South Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10641403 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for family, guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS
Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake
$339,900
3 Beds ⋅ 1 Baths ⋅ 10641369 MLS
Make this your first stop! This charming all-brick ranch sits on nearly a quarter-acre lot in the heart of Chesapeake and offers an incredible amount of space, storage, and versatility. Inside, you'll find 3 comfortable bedrooms, an open kitchen with bar seating, and a spacious sunroom that's perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Outside is where this property really shines, featuring an oversized detached garage that can easily serve as a workshop, complete with a private balcony and unfinished room above offering endless possibilities. Enjoy the large deck with a covered grilling area, a separate potting shed, and plenty of parking for an RV, boat, or multiple vehicles. Whether you're a first-time homebuyer or looking for the convenience of single-level living, this home checks all the boxes. Conveniently located with easy access to highways, interstates, shopping, dining, and entertainment!

1204 Fontana Avenue, Central Chesapeake
$665,000
5 Beds ⋅ 3 Baths ⋅ 10641305 MLS
All-brick 5BR home with 3,466 SF on a cul-de-sac - no HOA. Rich hardwood floors flow through the main level and into the primary suite on the second, anchoring a home that balances timeless character with everyday livability. The Large Living areas open up to the expansive backyard featuring a covered outdoor kitchen, screened gazebo, and sprawling composite deck. Lovingly maintained by one owner since 2000 and move-in ready, this Chesapeake gem delivers the space, quality, and lifestyle. Large lot | No HOA | Pride of ownership | Move-in ready.

3932 Colony Pointe Drive, West Chesapeake
$475,000
3 Beds ⋅ 2 Baths ⋅ 10640771 MLS
Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the perfect candidate for a custom dream home transformation. Inside, the spacious layout kicks off with a large den centered around a classic wood-burning fireplace, showcasing original hardwood floors ready to be restored. The plan offers three sizeable bedrooms with large closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides excellent flexible square footage, great for a home gym or office. The real profit potential lies in the outdoor oasis. The backyard features an in-ground pool with a diving board, framed by palm trees. Fully fenced for privacy on the sides, the rear remains open to water views. Valuable waterfront infrastructure is already in place, including a concrete seawall and existing dock. Schedule your showing today! Some photos enhanced with AI to show maximum potential.

111 Goldcrest Drive, Central Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10639821 MLS
MOVE-IN READY! Desirable END UNIT townhome in sought after Greenbrier. Fresh paint and new carpet throughout make this beautifully updated home shine. The bright eat-in kitchen features stainless steel appliances and granite countertops. The spacious great room offers a dining area, cozy fireplace, and access to the large, fenced backyard with utility room and storage shed (shed conveys As-Is). A half bath and laundry room complete the first floor. Upstairs, you'll find two generous EN-SUITE bedrooms filled with natural light. The third-floor loft provides flexible space perfect for a home office, study area, media room, playroom, or guest retreat. Conveniently located near shopping, dining, parks, and major highways, this low-maintenance home offers comfort, style, and an easy commute. Schedule your private showing today!

1213 Killington Square, South Chesapeake
$719,000
5 Beds ⋅ 3.1 Baths ⋅ 10640430 MLS
Beautiful home in Hickory school district nestled on a spacious cul-de-sac lot. This home boasts a formal LR w/FP, DR, huge Fam Rm, spacious gourmet Kit w/stainless steel appliances. There's two primary suites, two closets in each located on opposite sides the of home. Updates include new LVP on the 1st floor and new carpet on the 2nd, new roof, new storage shed , new interior and exterior paint, replacement windows and kitchen granite counters and tile backsplash (2025), also a few new ceiling fans and fixtures. Enjoy the outdoor space on the custom paved patio w/ built in firepit & inground pool. Great yard for entertaining. Move in ready as this home offers comfort, space and great location!

1225 Woodstream Court, South Chesapeake
$330,000
3 Beds ⋅ 1.1 Baths ⋅ 10640239 MLS
Beautifully renovated ranch in the heart of Western Branch! This move-in ready 3-bedroom, 1.5-bath home offers 1,352 square feet of updated living space with extensive improvements throughout. From the moment you arrive, you'll appreciate the care and attention that has gone into this home, including fresh interior paint, new luxury vinyl plank flooring and carpet, updated bathrooms, a renovated kitchen, new appliances, and a freshly re-screened porch. Step inside to discover inviting living spaces highlighted by a cozy wood-burning fireplace and a functional single-level layout designed for comfortable everyday living. The updated kitchen features modern finishes, new appliances, and plenty of space for cooking and gathering. Both bathrooms have been tastefully refreshed, creating a clean and stylish feel throughout the home. Major system updates provide additional peace of mind, including a roof replaced in 2015, HVAC system replaced in 2017, water heater replaced in 2021, and a fully fenced backyard added in 2021. Enjoy relaxing mornings or evening gatherings on the screened porch overlooking the private backyard. With plenty of room for pets, play, gardening, or entertaining, the outdoor space is ready to be enjoyed year-round. Conveniently located near shopping, dining, military bases, schools, and major interstates, this beautifully updated home offers the perfect blend of comfort, convenience, and value. Simply unpack and start enjoying everything this home has to offer. Schedule your private showing today!

3116 Woodbaugh Drive, West Chesapeake
$750,000
3 Beds ⋅ 3 Baths ⋅ 10639959 MLS
Updated farmhouse charm on nearly 4 acres! This traditional home offers 3 bedrooms, 3 full baths, and a spacious finished room over the garage. Outside, enjoy designated pastures, a barn, and a detached two-car garage with a framed upper level ready for future expansion or flexible use. A unique property with room to enjoy the outdoors and endless possibilities. Back on Market due to no fault of the seller. We have a clear termite & mositure letter, home inspection, recent septic inspection and pump 4/2026 and ready for a quick close.

3536 Riverwood Crescent, South Chesapeake
$393,900
3 Beds ⋅ 1 Baths ⋅ 10639906 MLS
Looking for space, privacy, and one-level living? Welcome to this move-in ready brick ranch nestled on nearly half an acre in Deep Creek. Inside you'll find beautiful original hardwood floors, an updated kitchen featuring quartz countertops and a butcher block island, plus a spacious flex room perfect for a family room, home office, or game room. Outside offers a detached two-car garage, storage shed, and plenty of room for gardening, entertaining, or simply enjoying peaceful country living. Conveniently located just minutes from shopping, dining, and major highways, this home combines the tranquility of rural living with everyday convenience.

3516 Parr Lane, South Chesapeake
$435,000
5 Beds ⋅ 3.1 Baths ⋅ 10639654 MLS
Welcome to this spacious 5-bedroom, 3.5-bath home offering the size, features, and flexibility today’s buyers are looking for. With major items already in place, this property gives buyers the opportunity to add their own finishing touches while enjoying strong long-term value. The functional layout includes two ensuite bedrooms with private full bathrooms, two HVAC units for separate area comfort, a dedicated laundry room, and plenty of room for everyday living or entertaining. Outside, enjoy your own private pool, detached garage, and outdoor space made for relaxing or gathering. Conveniently located with easy access to major routes, shopping, dining, and local amenities, this home offers a rare combination of space, features, and opportunity.

316 Tudor Place, Central Chesapeake
$669,000
5 Beds ⋅ 3 Baths ⋅ 10639638 MLS
Over 3,200 square feet of versatile living space in the heart of Riverbend community. Situated on an expansive 0.756-acre lot, this exceptional home provides the perfect blend of comfort, functionality, and flexibility for multigenerational living. The main level features 4 spacious bedrooms, including a beautifully updated primary suite w/ a custom-remodeled luxury bath. A flexible fourth bedroom located just off the kitchen offers excellent potential as a in-law suite, complete w/ a walk-in closet and convenient access to a full bath down the hall. Designed for both everyday living and entertaining, the expansive kitchen flows seamlessly into the inviting family room & features stainless steel appliances, granite countertops, and abundant workspace. Enjoy additional formal living & dining spaces that add charm and versatility to the home’s layout. Upstairs, a large 5th bonus bedroom over the garage provides endless possibilities for guest accommodations, a home office, media room, or playroom. With 3 full bathrooms, a spacious laundry room, & two-car garage, this home checks every box. Additionally the home offers a three-zone HVAC system, gas water heater replaced in 2021, newer gutters, and an electric fence for added convenience. Step outside to enjoy the expansive backyard featuring a charming tree house, creating the perfect outdoor retreat. A rare opportunity for a ranch in Riverbend offering space, flexibility, and exceptional value , all with NO HOA!

1432 Pine Grove Lane, West Chesapeake
$500,000
5 Beds ⋅ 3.1 Baths ⋅ 10639341 MLS
Beautifully maintained brick ranch in the heart of Western Branch! Offering generous living spaces and a functional layout, this home is designed for both everyday comfort and effortless entertaining. Inside, you'll find a beautifully remodeled kitchen (2024) with ample cabinet space, including pantry storage and an appliance garage. Two living areas provide the flexibility for a playroom, formal living room, or an additional gathering space for entertaining. Outside is an entertainer's dream, featuring a cozy covered pavilion complete with electricity and internet access. Two sheds offer abundant storage, with the larger shed making the perfect home workshop. A roof that is only 5 years old provides added peace of mind and convenience. With its thoughtful updates and exceptional outdoor amenities, this home is the perfect blend of comfort and modern functionality.

3316 Mapleton Crescent, West Chesapeake
$239,000
2 Beds ⋅ 1.1 Baths ⋅ 10639570 MLS
Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths, and a cozy den featuring a wood-burning fireplace. The kitchen is equipped with IKEA cabinetry, and all appliances convey. Enjoy outdoor living on the large deck and screened porch overlooking a private, bulkheaded backyard along a peaceful creek. Ample driveway parking. Ideal starter home conveniently located near local schools, parks, shopping, dining, and interstate access. Schedule your tour today!

4346 Stafford Drive, West Chesapeake
$237,000
2 Beds ⋅ 1.1 Baths ⋅ 10639194 MLS
Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of cul-de-sac with plenty of parking available. Seller to offer paint allowance.

3202 Clover Road E, West Chesapeake
$505,900
4 Beds ⋅ 2 Baths ⋅ 10639127 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake
$439,900
4 Beds ⋅ 2 Baths ⋅ 10639152 MLS
Welcome Home to this charming Ranch in the Western Branch section of Chesapeake! Newly poured concrete to create oversized driveway offer utmost convenience. Ideally situated at the entrance to Point Elizabeth and the Chesapeake public walking trail, this location is sure to impress! Enter into your inviting foyer which leads to your open concept living, dining, den and kitchen area. Newer LVP floors flow throughout and lead to your newly renovated kitchen with wood cabinets, quartz tops, and newer stainless appliances. Gas stove for the chef in the family! Other gas features include new tankless water heater, & heat. Kitchen leads to FROG serving as 4th bedroom, laundry, & garage. Opposite direction off foyer is large primary bedroom with large closet and ensuite bath. Two secondary bedrooms and hall bath complete this lovely layout. Backyard features in-ground pool, newer liner, and plenty of patio space and green space for entertaining needs. Newer windows, paid off solar offering bundles of savings, and newer mechanical components make this a slam dunk. Call this beauty Home Today!

3004 Tyre Neck Road, West Chesapeake
$349,999
4 Beds ⋅ 2 Baths ⋅ 10638937 MLS
Come see this wonderful 4-bedroom, 2-bathroom ranch home tucked away at the end of a quiet street. Featuring all-new LVP flooring throughout and freshly painted bedrooms and living areas.Inside, you'll love the open-concept layout and seamless flow between the living spaces, making it great for both everyday living and entertaining. The spacious design creates a warm and inviting atmosphere from the moment you walk through the door.Situated on an incredible oversized lot, this property offers endless possibilities for outdoor living, gardening, recreation, or future improvements. Looking for a place to relax year-round? Step into the sunroom and enjoy the beauty of the outdoors while staying protected from the elements, rain or shine.

1703 Landsworth Street, Central Chesapeake
$730,000
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
$370,000
3 Beds ⋅ 2 Baths ⋅ 10638617 MLS
Fresh, clean, and move-in ready, this Chesapeake home features fresh paint, new LVP flooring throughout, a brand-new HVAC system, and refreshed bathrooms. With key updates already completed, the home offers a comfortable layout and a great opportunity to settle in and make it your own. Some photos were virtually staged using AI.

1301 Pinecroft Lane, South Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10638582 MLS
This beautifully maintained four-bedroom home blends modern living with traditional style comfort. It features updated 2.5 bathrooms (2025), a new fireplace mantel, and sleek new LVP flooring that flows seamlessly throughout the main living areas. The updated kitchen offers both style and functionality while fresh paint throughout gives every room a bright, move-in-ready feel. Step outside to enjoy the brand-new backyard deck, perfect for relaxing or entertaining. Located close to highways, military bases, and shops - the only thing missing is you!

1204 Elverton Court, West Chesapeake
$210,000
2 Beds ⋅ 2 Baths ⋅ 10638211 MLS
Move-in ready and ideally located in the heart of Chesapeake! This well-maintained home features a spacious layout, two private terraces, and convenient access to shopping, dining, and major commuter routes. Property is being sold as-is. Home could use some TLC, offering a great opportunity to make it your own in a prime location.** SOME PHOTOS ARE VIRTUALLY STAGED.

717 Inlet Quay Unit H, 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.