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841 Woodstream Way, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10655291 MLS
Beautifully maintained, thoughtfully updated, and a backyard you'll want to spend all of your time in! Step inside to a welcoming foyer filled with natural light and discover this inviting 4 bedroom, 2.5 bathroom home in a sought-after neighborhood within the Hickory School District. Updates include Brazilian hardwood, upgraded pet protect carpet padding, PEX plumbing, electrical, solar power, and an electric fireplace with a gas hookup for conversion. With solar, the electric bill averages approximately $70/month. Outside, enjoy a private backyard oasis with manicured gardens, stonework, raised vegetable beds, blueberry bushes, apple trees and even an underground invisible fence! A fully insulated detached workshop with electricity and A/C offers flexible spaces for hobbies, projects, a studio, or workspace. Have instant hot water with top of the line Rinnai tankless water heater! HUGE corner lot! Meticulously maintained inside and out, this charming home is ready to be called home!

841 Woodstream Way, South Chesapeake

609 Dupree Lane, Central Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS
Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Central Chesapeake

2156 Edwin Drive, South Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10655240 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more -all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Estimated Completion December 2026. Photos are to be used as an example and do not represent exact listings selections.

2156 Edwin Drive, South Chesapeake

2180 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655238 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2180 Edwin Drive, South Chesapeake

2184 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655236 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2184 Edwin Drive, South Chesapeake

2182 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655235 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2182 Edwin Drive, South Chesapeake

911 Bainbridge Boulevard, Central Chesapeake
$529,000
4 Beds ⋅ 3 Baths ⋅ 10655168 MLS
NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage. Also has a rear alley entrance and a huge fenced backyard. Ready in less than 45 Days.

911 Bainbridge Boulevard, Central Chesapeake

512 Hatteras Crescent, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10655185 MLS
Welcome home to lakefront living in the sought-after Hickory school district! Lovingly maintained by the original owners, this home reflects years of care & pride of ownership. The first floor is designed for both everyday living & entertaining, featuring a formal dining rm for hosting holidays & dinner parties, an eat-in kitchen for casual family meals, a welcoming living rm, a convenient half bath & a versatile office or formal living rm. The kitchen & living rm showcase solid wood cabinetry & custom built-ins, quality craftsmanship that adds warmth, character & storage. Retreat to the primary suite w/ its own ensuite bath, while 2 guest rooms offer comfortable space for family or visitors. A large flex space over the garage provides endless options as a 4th bedroom, game rm, media rm, gym or hobby space. Outside, enjoy the lake from your own private dock, plus a 2-car garage for parking & storage. Homes this well cared for rarely come along. Schedule your showing today!

512 Hatteras Crescent, South Chesapeake

2609 Mossgate Court, South Chesapeake
$399,900
4 Beds ⋅ 2.1 Baths ⋅ 10652642 MLS
Opportunity knocks in Chesapeake! This property offers a chance to create something truly special in a desirable location. Bring your vision and your renovation plans to unlock the full potential of this home. The expansive lot is a standout feature, providing an abundance of space and endless possibilities for outdoor living, entertaining, gardening, recreation, or future improvements. Whether you're an investor searching for your next project or a buyer looking to build equity and make a home your own, this property is ready for its next chapter. Conveniently located near shopping, dining, schools, parks, major roadways, and everything Chesapeake has to offer. Properties with this much potential and land don't come around every day. Come see the possibilities for yourself! Schedule your showing today!

2609 Mossgate Court, South Chesapeake

974 N Haven Circle, South Chesapeake
$515,000
4 Beds ⋅ 2 Baths ⋅ 10654763 MLS
Welcome to 974 N Haven Circle, tucked away at the end of a quiet cul-de-sac on a spacious, fully fenced nearly half-acre lot in desirable Chesapeake! This well-maintained 4-bedroom, 2-full-bath home offers the perfect blend of comfort, functionality, privacy, and outdoor living. Enjoy peace of mind with whole-house siding and trim replaced in 2022, a tankless water heater, Ring cameras that convey, and a full-house crawlspace dehumidifier with an active Coastal Pest Control contract. The 30x28 detached shop is a dream for car enthusiasts, hobbyists, contractors, or anyone needing serious workspace and storage. Extra plywood flooring has been added in the FROG attic for even more storage. The expansive fenced backyard provides room to play, entertain, garden, or simply enjoy the outdoors. Located in a highly sought-after school district with convenient access to shopping, dining, parks, and everyday amenities. A rare combination of space, privacy, and versatility!

974 N Haven Circle, South Chesapeake

2107 Stalham Road, Central Chesapeake
$369,900
5 Beds ⋅ 2.1 Baths ⋅ 10654947 MLS
Hard-to-find first-floor bedroom! This well-maintained 5-bedroom, 2.5-bath Chesapeake home delivers the space, flexibility and convenience buyers are looking for. The spacious downstairs bedroom is ideal for guests, a home office, workout room or versatile flex space, while four additional bedrooms upstairs provide plenty of room to spread out. The kitchen features granite countertops and stainless-steel appliances and opens to the den, creating an easy flow for everyday living and entertaining. Step outside to the backyard for even more room to enjoy. Built in 2000 with a comfortable two-story layout and generous living areas, this home is ready for its next owner. Conveniently located near shopping, restaurants, military bases and major commuting routes with easy access throughout Hampton Roads. Five bedrooms, flexible living space and a great Chesapeake location—this one checks a lot of boxes!

2107 Stalham Road, Central Chesapeake

4332 Hillingdon Bend Unit 206, West Chesapeake
$227,000
2 Beds ⋅ 2 Baths ⋅ 10653350 MLS
Welcome home! This beautiful residence features an open floor plan and soaring nine-foot ceilings. The layout includes two bedrooms and two full bathrooms, highlighted by a primary suite with dual closets. The kitchen is equipped with stainless steel appliances and ample cabinetry, flowing seamlessly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, this property offers one assigned parking space and access to shared amenities, including a swimming pool, grounds maintenance, and trash removal. Conveniently located near major highways, military bases, local shipyards, and the retail options surrounding Chesapeake Square, this home is perfectly positioned. Call today to schedule your private showing!

4332 Hillingdon Bend Unit 206, West Chesapeake

1511 Hazel Avenue, Central Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654700 MLS
This charming 3-bedroom, 1.5-bath ranch offers comfortable one-level living with a fresh, updated feel. Upgrades include: New electrical panel (2026), paint (2026), carpet (2026), flooring (2026) and moisture barrier (2026). Creating a clean, inviting interior that is move-in ready and waiting for someone to make it their own. The functional floor plan provides plenty of space for everyday living and entertaining as well as a bonus area that can be used as a second living room, play area or office space. Enjoy the spacious backyard, ideal for relaxing or gathering with friends, plus a shed offering additional storage or workshop space. Located in an established neighborhood convenient to shopping, dining, bases and major roadways. Schedule your private showing today!

1511 Hazel Avenue, Central Chesapeake

1016 Thoroughgood Way Unit 302, Central Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10654835 MLS
Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a spacious 8x12 covered porch just off the living room. The primary suite includes a glass-enclosed shower and dual closets, while the second bedroom is generously sized for guests or a home office. Additional highlights include in-unit stacked washer and dryer, secured building access, and gated parking with fob entry. Conveniently located near shopping, dining, and major interstates, don’t miss this opportunity for low-maintenance living!

1016 Thoroughgood Way Unit 302, 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

1644 Chesapeake Drive, Central Chesapeake
$365,000
4 Beds ⋅ 2.1 Baths ⋅ 10655000 MLS
Beautiful 4 Bedroom Home with Modern Updates and Spacious Layout This stunning 4-bedroom, 2.5-bath home features fresh paint, new carpet, and stainless-steel appliances throughout. The open floor plan creates a seamless flow that’s perfect for entertaining and cooking, with large, bright rooms that feel warm and welcoming.Enjoy a formal dining room, a comfortable family room, and a charming breakfast nook. A cozy fireplace adds the perfect touch for relaxing evenings.Step outside and take your entertainment outdoors to your private, fenced-in backyard — ideal for gatherings, play, or quiet mornings.At the end of the day, retreat to the primary suite, complete with a spacious ensuite bathroom, offering comfort and privacy. LOCATED CLOSE TO BASES, MEDICAL, INTERSTATES, ENTERTAINMENT, BEACHES AND RETAIL.

1644 Chesapeake Drive, Central Chesapeake

901 Stewart Street, Central Chesapeake
$220,000
2 Beds ⋅ 1 Baths ⋅ 10655021 MLS
Welcome to 901 Stewart Street! This charming 2-bedroom, 1-bath ranch offers comfortable single-level living in the South Norfolk area of Chesapeake. With approximately 825 square feet, the home features a functional layout with plenty of opportunity to make the space your own. Enjoy a spacious yard with room for outdoor entertaining, gardening, or creating your own outdoor retreat. Conveniently located near shopping, dining, major roadways, and everyday amenities, this property offers easy access throughout Chesapeake and surrounding Hampton Roads. Whether you're looking for your next home or an investment opportunity, 901 Stewart Street is ready for its next chapter. Schedule your private showing today!

901 Stewart Street, 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.