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2312 Meadows Landing, West Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10636782 MLS
Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintained home offers the perfect blend of comfort, space, and convenience in one of Chesapeake’s most desirable communities. Step inside to discover an inviting layout featuring spacious living areas, abundant natural light, and tasteful finishes throughout. The kitchen is thoughtfully designed with functional workspace, ample storage, and easy access to the dining and living areas, creating a comfortable flow for everyday living. The primary suite provides a relaxing retreat with a private bath and walk-in closet, while additional bedrooms offer flexibility for guests, home office space, or growing households. Enjoy outdoor living in the private backyard perfect for gatherings, gardening, or quiet evenings at home. Conveniently located near shopping, dining, parks, military bases, and major interstates, this move-in ready property truly has it all. Don’t miss the opportunity to call this Chesapeake gem your next home!

2312 Meadows Landing, West Chesapeake

424 Shell Road, South Chesapeake
$309,000
3 Beds ⋅ 1.1 Baths ⋅ 10651407 MLS
Welcome to 424 Shell Rd, where warmth, versatility, and everyday comfort come together. Beautiful wood floors add timeless character, while the kitchen feels fresh with new LVT flooring and a freshly painted ceiling. A repaired crawlspace dehumidifier adds another thoughtful update, plus have peace of mind with all new electrical receptacles, new electrical panel, and new service line to the house + garage (10yr transferrable warranty). Start your mornings or unwind in the evenings on the spacious front porch, perfect for enjoying a cool breeze. A driveway and attached one-car garage provide everyday convenience, while the standout 480sqft detached two-car garage/workshop offers power and a window A/C unit—ideal for projects, hobbies, storage, or potential ADU conversion for multigenerational living, guest accommodations, or supplemental income. Full of character and possibilities, this Chesapeake home is ready for its next chapter.

424 Shell Road, South Chesapeake

2801 Southport Ave., Central Chesapeake
$304,999
3 Beds ⋅ 1 Baths ⋅ 10653156 MLS
This beautifully updated property situated on a spacious corner lot of over a quarter acre in Chesapeake! Recent improvements completed in June 2026 include: a brand-new GAF architectural shingle roof, new gutters, Updated new LVP flooring, and fresh interior paint, giving this home a clean, modern feel and added peace of mind. The versatile FLEX room offers endless possibilities and can easily serve as a 4th bedroom, home office, playroom, or home workout space to fit your lifestyle. Step outside to your fully fenced backyard retreat, designed for both relaxation and entertaining. Enjoy summer days in the above-ground pool and unwind or host gatherings under the pergola on the patio while appreciating the privacy this backyard provides. Conveniently located near shopping, dining, schools, and major interstates, this move-in-ready home combines thoughtful updates, flexible living space, and exceptional outdoor setting you won't want to miss.

2801 Southport Ave., Central Chesapeake

2135 English Avenue, Central Chesapeake
$303,900
3 Beds ⋅ 2 Baths ⋅ 10647844 MLS
Make this your first stop! This beautifully maintained 3-bedroom, 2-bath ranch in Norfolk Highlands offers the perfect combination of comfort, convenience, and value. Updated in 2022 and well cared for since, this move-in-ready home features an eat-in kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. The spacious primary suite includes a private ensuite bathroom, while the functional layout provides comfortable living for first-time buyers, or anyone looking for single-level living. Step outside to a large backyard with an oversized storage shed, offering plenty of room for hobbies, storage, pets, or entertaining. Located in the desirable Indian River School District with easy access to shopping, dining, military installations, and major interstates, this central location makes commuting throughout Hampton Roads a breeze!

2135 English Avenue, Central Chesapeake

1540 Eldwick Drive #202, South Chesapeake
$300,130
2 Beds ⋅ 2 Baths ⋅ 10655131 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, listed price reflects $10K incentive taken off price of home, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #202, South Chesapeake

302 Fairfax Terrace, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10654893 MLS
Largest floor plan in the neighborhood! Lovingly maintained and thoughtfully updated, this spacious brick townhome is tucked away on a quiet cul-de-sac in the heart of Chesapeake. Enjoy a private, fully fenced backyard with no homes directly behind you and no HOA. Inside, you’ll find fresh paint, new carpet and flooring, updated bathrooms, new fixtures and hardware, and gleaming hardwood floors. The brand-new kitchen features granite countertops, stainless-steel appliances, a gas range, and full-size refrigerator. A wood-burning fireplace adds warmth and character, while abundant natural light fills the home. Plenty of indoor and outdoor storage provides added convenience. With a low-maintenance brick exterior, spacious floor plan, thoughtful updates, and a private backyard, this home is truly move-in ready. Pride of ownership is evident throughout—come see it today!

302 Fairfax Terrace, South Chesapeake

1311 Perry Street, South Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10656850 MLS
Completely transformed from top to bottom, this stunning ranch offers an exceptionally open floor plan and extensive updates inside and out! The foyer, living room, dining room, and kitchen flow seamlessly together, creating an ideal space for everyday living and entertaining. The remodeled kitchen features new cabinetry, granite countertops, stainless steel appliances, updated lighting, and finishes. Both bathrooms are fully renovated, with new flooring/carpet, fresh paint, light fixtures, hardware and switches throughout. The oversized primary suite offers an impressive private retreat. Major updates include a new roof, windows, 200-amp electrical panel/service, upgraded electrical, and new kitchen/HVAC circuits. Outside, enjoy a new front door and sliding glass door leading to a huge backyard. The detached 2 car garage has a new garage door and offers space for vehicles, storage or a workshop. This home is truly move-in ready!

1311 Perry Street, South Chesapeake

1540 Eldwick Drive #204, South Chesapeake
$290,130
2 Beds ⋅ 2 Baths ⋅ 10651196 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #204, South Chesapeake

1540 Eldwick Drive #203, South Chesapeake
$284,900
2 Beds ⋅ 2 Baths ⋅ 10650605 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #203, South Chesapeake

313 Holyoke Lane, South Chesapeake
$283,999
2 Beds ⋅ 2.1 Baths ⋅ 10653079 MLS
Turnkey Luxury in Oakbrooke Crossing – Fully Updated & Pre-Inspected!Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome-style condo in desirable Oakbrooke Crossing! This move-in-ready home features brand-new LVP flooring, fresh neutral paint, and an updated kitchen with laminate countertops, breakfast bar, and stainless steel appliances. Upstairs, you’ll find two spacious primary suites, each with its own private en-suite bathroom great for guests, roommates, or a home office. Enjoy added peace of mind with a brand-new water heater (2024), recently serviced HVAC, and a professional pre-inspection with the report available upon request.Conveniently located in the heart of Chesapeake, just minutes from Greenbrier shopping, dining, business centers, and interstate access. The low-maintenance condo lifestyle includes ground maintenance, trash service, and community upkeep. Ready for you! Schedule your showing today!

313 Holyoke Lane, South Chesapeake

1243 Damyien Arch, South Chesapeake
$280,000
4 Beds ⋅ 2.1 Baths ⋅ 10645218 MLS
Welcome to 1243 Damyien Arch, a beautiful townhome in the heart of Chesapeake's Greenbrier area! This spacious 3 possible 4-bedroom, 2.5-bath home offers an open and inviting floor plan designed for comfortable everyday living and effortless entertaining. The bright living area flows seamlessly into the dining space and kitchen, while the generous primary suite provides a private retreat with ample closet space and an en-suite bath. Enjoy low-maintenance living with a private patio, attached garage, and convenient access to shopping, dining, parks, major interstates, military bases, and Chesapeake Regional Medical Center. Located in an established neighborhood, this home is an excellent opportunity for anyone seeking a centrally located home with easy access to everything Hampton Roads has to offer. Schedule your private showing today and make this Chesapeake gem your new home!

1243 Damyien Arch, South Chesapeake

1213 Lakeview Court, South Chesapeake
$279,999
3 Beds ⋅ 1.1 Baths ⋅ 10645365 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath brick ranch nestled on a quiet cul-de-sac in the desirable Deep Creek area of Chesapeake. This charming home offers 1,392 square feet of comfortable living space, including a spacious den/family room perfect for entertaining, relaxing, or creating the ideal flex space. Major updates completed approximately 7 years ago include the roof, HVAC, windows, water heater, and encapsulated crawlspace, providing added peace of mind. The attached garage offers additional storage and convenience, while the washer and dryer convey with the home. Being sold As-Is, with the seller willing to consider reasonable buyer concessions with an acceptable offer. Don't miss this wonderful opportunity to make this home your own!

1213 Lakeview Court, South Chesapeake

2424 Youngman Road, South Chesapeake
$265,000
3 Beds ⋅ 1 Baths ⋅ 10653366 MLS
Seeking a starter home under $300K. We delivered. If you’ve been searching for a home that allows you to become a homeowner without stretching yourself too thin, this may be the one you’ve been waiting for. This 3-bedroom, 1-bath home offers the space & comfort you need to get started without sacrificing the things that make a house feel like home. Inside, you’ll find three bedrooms, a spacious full bathroom featuring a huge shower, & comfortable living spaces ready for you to make your own. 3rd bedroom currently being used as an additional living space. Outside is where this home really shines. Enjoy morning coffee or evening wind-down on the front porch with a swing, or head to the spacious backyard featuring a new deck great for entertaining, relaxing, or enjoying your own outdoor space which includes a detached garage! If you’ve been saying, “I just want a good starter home that I can actually afford,” consider this a sign. Come see what affordable homeownership can look like.

2424 Youngman Road, South Chesapeake

638 Milby Drive, Central Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake

700 Nottoway River Court Unit D, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake

1106 Maryview Avenue, Central Chesapeake
$264,000
3 Beds ⋅ 1 Baths ⋅ 10646147 MLS
Welcome home to this charming ranch that's full of warmth, character, and timeless appeal! Nestled at the end of your street with no through traffic, this adorable home offers the perfect blend of privacy, comfort, and convenience. Enter to discover soaring vaulted ceilings that create an open, airy feel throughout the main living spaces. With two inviting fireplaces and two separate dens, there's plenty of room to gather with family, entertain guests, or simply relax with a good book. The spacious eat-in kitchen is great for casual mornings, while the adjoining dining area is ready for holiday meals and special celebrations. Every room is filled with charm, making this home feel welcoming from the moment you walk through the door. Outside, you'll love the yard, offering endless possibilities for gardening, play, pets, or creating your own backyard oasis. The oversized carport provides excellent covered parking and additional storage space.

1106 Maryview Avenue, Central 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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