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$239,900
2 Beds ⋅ 2 Baths ⋅ 10643303 MLS
Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes stainless steel appliances and ample cabinetry, opening directly 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, the property provides one assigned parking space and access to shared amenities, such as a swimming pool, ground maintenance, and trash removal. Positioned near major highways, military bases, local shipyards, and retail options surrounding Chesapeake Square.

4332 Hillingdon Bend Unit 206, West Chesapeake
$284,000
2 Beds ⋅ 2.1 Baths ⋅ 10643295 MLS
Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage shed, creating a private outdoor retreat. Upstairs, the flexible bonus room is ideal for a home office, media room, workout space, or guest area. Both primary suites include large closets. Condo fees cover the community pool, exterior maintenance, sewer, and trash pickup. Conveniently located just 0.3 miles from Russell Memorial Library.

2806 Baldwin Drive, West Chesapeake
$524,900
3 Beds ⋅ 2.1 Baths ⋅ 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing Landing, South Chesapeake
$469,000
4 Beds ⋅ 3.1 Baths ⋅ 10642809 MLS
Enjoy receiving the $41,000 equity Right Away as the recent appraisal value being $510,000.Very clean and well-maintained home just waiting for the right buyer. THIS IS PRE-APPROVED SHORT SALE SO THE BANK GUARENTEES TO ACCEPT THIS PRICE so it can be a quick and easy short sale.Selling As Is, this being short sale.Seller has the Clear Termite Letter.

1803 Honey Milk Road, South Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10642611 MLS
Beautiful and meticulously cared for open concept, end unit condo located on a quiet cul-de-sac. Rare private wooded view from both the backyard and primary ensuite. Custom upgrades include a shiplap fireplace accent wall with elegant wood mantle, luxury vinyl plank floors, modern light fixtures, and an entryway accent wall with mounted hooks. Looks like a model home, recently painted and features tons of natural light. The kitchen has gorgeous 42" wood cabinets, granite counters, an island, SS appliances, 2 pantries, and bar seating, perfect for entertaining. Primary ensuite retreat features a beautiful wooded outside view, tray ceiling, 2 walk-in closets, dual sinks, and custom wood shelving with shiplap accent wall. Ceiling fans throughout. Convenient upstairs laundry. 2 car garage, vinyl fence, and private side entrance. This home has it all! Conveniently located for easy access to interstates, shopping, and entertainment. Fees include front yard landscaping and insurance policies.

706 Albertine Court, South Chesapeake
$260,000
3 Beds ⋅ 2 Baths ⋅ 10642754 MLS
Layout & Design: This highly desirable corner unit boasts extra windows that fill the space with abundant natural light. The single-story, zero-stair design ensures easy accessibility throughout.Kitchen & Appliances: The bright kitchen features ample counter space and includes a complete suite of appliances in great condition (refrigerator, stove, dishwasher, and microwave).Outdoor Living: Step out onto your private, low-maintenance patio—the perfect spot to enjoy your morning coffee or relax in the fresh air.Storage Solutions: No need to compromise on space; the unit includes a dedicated outdoor storage shed for safely stowing bikes, gardening tools, and beach gear.Comfort & Convenience: Includes full size washer and dryer and year-round climate control.

4605 Woodmark Trail, West Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10642730 MLS
Welcome to 700 New River Court #C, a refreshed Chesapeake condo offering comfort, style, and low-maintenance living in a convenient Greenbrier-area location. Step inside to bright neutral finishes, updated wood-look flooring, and an inviting layout.The spacious living room features natural light, a cozy fireplace with a bold black mantle, and room to relax or entertain. The dining area offers glass doors leading to a private fenced patio, perfect for morning coffee or quiet outdoor enjoyment. A breakfast bar connects to the kitchen, featuring white cabinetry, black hardware, subway tile backsplash, generous counter space, and a galley layout.Upstairs, the bedrooms feel bright and peaceful with soft neutral colors and great natural light. The primary bedroom offers direct access to the vanity area, while the additional bedroom is ideal for guests, an office, nursery, or hobby space. Convenient to Greenbrier shopping, dining, parks, medical facilities, and major commuter routes!

700 New River Court Unit C, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10641971 MLS
Embrace a life of vibrant neighborhood and comfort within this meticulously updated Chesapeake real estate standout. This pristine condition attached home features 3 spacious beds, 2.5 baths, a private one-car garage, and a spectacular master suite complete with a massive walk-in closet. Relax out back on your peaceful privacy-fenced patio. Schedule a showing today! Seller to provide closing costs assistance, and seller to pay HOA for the rest of the year!

2415 Fieldsway Dr, Central Chesapeake
$229,999
2 Beds ⋅ 2 Baths ⋅ 10642575 MLS
Don't miss this great 2nd floor unit. Updates have been done and its ready to go. Close to shopping center, Highway, Hospital, Military Bases, Shipyard and more. Get it before its gone.

4332 Hillingdon Bend Unit 208, West Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake
$452,900
3 Beds ⋅ 3.1 Baths ⋅ 10642448 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & glass subway tile backsplash. Easily maintained & durable LVP flooring & crown molding, as well as 9-foot ceilings on all levels. Lighted tray ceiling in primary suite & double quartz vanity, ceramic tiled floor, & glass-enclosed shower w/ ceramic tile walls in en-suite. WIC. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4904 Apricot Way, West Chesapeake
$285,000
3 Beds ⋅ 2.1 Baths ⋅ 10642346 MLS
Tucked-Away Condo Charm in Western Branch!Located in the back of the community away from the street, this 3-bedroom, 2.5-bath townhome offers 1,703 square feet of comfortable living surrounded by peaceful green space and mature trees. Step inside to an open-concept layout featuring a bright and airy eat-in kitchen with abundant storage, generous counter space, and an oversized pantry — perfect for the home chef. The living room centers around a cozy fireplace and flows out to your private patio with storage, ideal for relaxing or entertaining. A separate dining room offers extra space for meals or the perfect flex room to fit your lifestyle. Upstairs, retreat to the spacious primary suite complete with an en-suite bath featuring a jetted tub, glass shower, and a walk-in closet. Two additional bedrooms offer plenty of room and share a convenient hall bath. Zoned for the Western Branch school district and just minutes from major highways, shopping, and restaurants.

4606 Old Fox Trail, West Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10642211 MLS
Hurry! Under construction and ready for you to personalize interior selections! Located in The Retreat at Western Branch, a 55+ low-maintenance community. This light-filled Shenandoah is designed for everyday living and entertaining, featuring a kitchen that flows seamlessly into the great room. The first-floor includes a spacious primary suite, office, laundry room, and a two-car garage. The great room opens to a covered porch for additional outdoor living space. The 2nd floor offers a loft and three guest bedrooms. Live here and enjoy a clubhouse with billiards and a fitness center, pool, dog park, community garden, and beautifully landscaped grounds, all conveniently located near dining, shopping, and the interstate. Final price determined by buyer selected options.

4609 Longleaf Place, West Chesapeake
$155,000
1 Beds ⋅ 1 Baths ⋅ 10642129 MLS
Come See This One Level Studio Condo That Offers Comfortable Low Maintenance Living With The Convenience Of Secure, Resident Only Elevator Access To The Third Floor. Filled With Abundant Natural Light, This Unit Provides An Open Floor Layout And An Oversized Walk-In Closet, All Located Within A Secure Building With Key-Fob Access, Ideal For Buyers Who May Travel Frequently. Conveniently Located Near Downtown Norfolk, Old Towne Portsmouth, Lakeside Park, Elizabeth River Park, And Quick & Easy Interstate Access. A Must See!

801 Poindexter Street Unit 318, Central Chesapeake
$543,740
2 Beds ⋅ 3 Baths ⋅ 10641942 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary. Photos and renderings are from builder's library, actual finishes and features may vary.

2162 Edwin Drive, South Chesapeake
$539,000
3 Beds ⋅ 2.1 Baths ⋅ 10641886 MLS
Welcome home to this beautifully appointed, move-in ready Seafield model in Eagle Pointe, Chesapeake's premier 55+ resort-style community. The gourmet eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, & butler's pantry plumbed for a sink. Enjoy both casual & formal entertaining with an eat-in kitchen & elegant formal dining room. Relax year-round in the bright Florida room w/custom doors. Plantation shutters & custom window treatments enhance the home's timeless appeal. The first-floor primary suite offers a spacious walk-in closet & spa-inspired bath w/split vanities & walk-in shower. Upstairs features a loft overlooking the family room, two bedrooms, full bath, & walk-in storage/mechanical room. Patio w/electric awning, gas grill line, certified green construction, spray foam insulation, & Rinnai tankless water heater. Enjoy The Bay Club's indoor/outdoor pools, fitness center, ballroom, library, billiards, game rooms, and more!

1517 Eagle Glen Drive, South Chesapeake
$309,000
3 Beds ⋅ 2 Baths ⋅ 10641791 MLS
Renovated condo in private waterfront community in the heart of Great Bridge! This beautiful 3BR/2BA condo boasts an open floor plan great for entertaining. New LVP floors, carpet, tiled bathrooms, quartz countertops throughout, appliances, fixtures, paint & more ALL just in 2023. New HVAC 2025 .Enjoy a lifestyle with such amenities as ,communal fire pit and grilling area, outdoor pool, clubhouse, gazebo, kayak storage, docks, elevator, building exterior, water, sewer, trash pickup, grounds, master insurance policy, storage & 2 dedicated parking. Sale includes a deeded boat slip #5 in protected private harbor on the Intercostal Waterway that you can view from your unit and balcony! Call today for your private showing.

4 Harbor Watch Drive Unit 508, South Chesapeake
$595,000
5 Beds ⋅ 2.1 Baths ⋅ 10641782 MLS
Welcome to the Shenandoah at Retreat at Edinburgh, a sought-after 55+ community where low maintenance living meets modern comfort. This beautifully designed home features an open-concept floor plan, a gourmet kitchen with quartz countertops, stainless steel appliances, and a large island looking over the dining and living rooms, making it perfect for entertaining. On the first floor, you will conveniently find a home office and a primary suite that offers a private retreat with a spa-inspired shower, vanity, and large walk-in closet. Upstairs, you'll find three large additional bedrooms and a loft ideal for guests, hobbies, or a home office. Community amenities include a resort style pool, clubhouse, fitness center, dog park, walking paths and more. Conveniently located near shopping, restaurants, and medical facilities, this community offers the perfect blend of convenience and carefree living.

2000 Barton Lane, South Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10641664 MLS
Welcome home to this beautifully maintained 2-bedroom condo featuring an open and functional floor plan. The spacious primary suite offers a private sitting area and an ensuite bath with a separate soaking tub and shower. A versatile first-floor media room or office provides the perfect space for working from home, entertaining, or relaxing. The gourmet kitchen boasts ample cabinetry, generous counter space, and a walk-in pantry. Enjoy low-maintenance living with HOA amenities that include a clubhouse, pool, water, and grounds maintenance. Schedule your private showing today!

2409 Leytonstone Drive, West Chesapeake
$432,400
3 Beds ⋅ 3.1 Baths ⋅ 10641733 MLS
Now accepting presale reservations, pending state condo document approval. Estimated early 2027delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

657 Allery Road, South Chesapeake
$437,400
2 Beds ⋅ 2.1 Baths ⋅ 10641732 MLS
Now accepting presale reservations, pending state condo document approval. Estimated Fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

670 Allery Road, South Chesapeake
$427,400
2 Beds ⋅ 2.1 Baths ⋅ 10641729 MLS
Now accepting presale reservations, pending state condo document approval. Estimated Fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

674 Allery Road, South Chesapeake
$439,900
3 Beds ⋅ 3.1 Baths ⋅ 10641594 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & subway tile backsplash. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary suite & double quartz vanity, & glass-enclosed shower in en-suite. WIC. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4906 Apricot Way, West Chesapeake
$320,000
3 Beds ⋅ 2.1 Baths ⋅ 10641389 MLS
Updated 55+ Twin Home with First-Floor Primary, Loft, Patio & New Roof! Enjoy low-maintenance living in this beautifully maintained twin home in sought-after One Ford Place. Recent updates include a brand-new roof, luxury vinyl plank flooring, water heater and stainless steel appliances. The open-concept floor plan features soaring ceilings, abundant natural light, and a spacious kitchen with island seating overlooking the dining area. The first-floor primary suite offers two walk-in closets and a private bath with granite countertops, double sinks, a soaking tub, and separate shower. Enjoy morning coffee or evening relaxation on the patio. Upstairs, a loft overlooking the dining area, two additional bedrooms, and a full bath provide ideal space for guests, hobbies, or a home office. Condo fees cover ground maintenance, roof, and siding for added peace of mind. Conveniently located near shopping, dining, healthcare, the YMCA, bowling, and easy interstate access. Move-in ready and designed for easy living.

4320 Oneford Place, West Chesapeake
$315,000
2 Beds ⋅ 2.1 Baths ⋅ 10641316 MLS
Welcome home to this beautifully maintained townhome-style condominium in the highly desirable Culpepper Landing community of Chesapeake. Built in 2014, this spacious residence offers approximately 1,470 square feet of comfortable living space with 2 bedrooms, 2.5 bathrooms, and an open-concept layout designed for modern living. The bright and inviting main level features a generous living area that flows seamlessly into the dining space and kitchen, creating the perfect setting for everyday living and entertaining. Upstairs, both bedrooms offer ample space and privacy, including a primary suite with an en-suite bath and abundant closet space. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this move-in-ready home combines comfort, convenience, and value in one exceptional package. Don't miss out on this one.

3110 Barred Owl Lane, South Chesapeake
$423,000
3 Beds ⋅ 2.1 Baths ⋅ 10641328 MLS
This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2023. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide privacy and comfort. Your luxurious owner’s suite includes tray ceilings, a generous sized walk-in closet, a double vanity sink and large stand up shower. When you live in Cardinal Meadows, you’ll love the easy access to Route 17, Cedar Road, I-64 and I-464, not to mention being located right off Cahoon Parkway puts you just minutes away from all your shopping needs at Cahoon Commons.

1607 Songbird Lane, South Chesapeake
$295,900
2 Beds ⋅ 2.1 Baths ⋅ 10641288 MLS
LARGE LIVING/DINING ROOM, EAT-IN KITCHEN W/PASS THROUGH, SEPARATE LOFT UPSTAIRS, 2 BEDROOMS & 2 FULL BATHS UPSTAIRS WITH HALF BATH DOWNSTAIRS, NICE MASTER BATH, WALK-IN CLOSET. REAR DECK, TREE LINED SETTING, ATTACHED GARAGE.

813 Shenandoah River Road, South Chesapeake
$280,000
2 Beds ⋅ 2 Baths ⋅ 10641020 MLS
Welcome to 1713 Orchard Way—an inviting home offering comfort, style and versatility. Enjoy 2 dedicated parking spaces + ample guest parking & a charming covered front porch. 1st floor features incl BR with attached bath, soaring vaulted ceilings, new LVP flooring, fresh paint and cozy gas log FP, creating a bright, welcoming living space. Updated kitchen with new counters & SS appliances. Spacious primary BR offers large walk-in closet (easy attic access) & bath with relaxing Jacuzzi tub. Upstairs, HUGE loft/flex area ideal for office, gym or 3rd BR. Add’l highlights: new carpet, generous interior storage, ext storage & screened porch for seamless indoor/outdoor living. Community amenities incl pool. Conveniently located just minutes to bases, interstates, dining, shopping & all of Hampton Roads.

1713 Orchard Way, South Chesapeake
$543,740
2 Beds ⋅ 3 Baths ⋅ 10640849 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2160 Edwin Drive, South Chesapeake
$234,999
2 Beds ⋅ 2 Baths ⋅ 10640332 MLS
Welcome to this beautifully updated 2-bedroom, 2-bath condo offering comfortable, move-in-ready living space. Freshly painted throughout, this home features brand-new carpet and vinyl flooring, creating a clean and modern feel. The bright and functional floor plan provides a spacious living area, great for relaxing or entertaining. The kitchen is equipped with all new appliances, making meal preparation both convenient and enjoyable. The primary bedroom offers a private bath and ample closet space, while the second bedroom and full bath provide flexibility for guests, family, or a home office. Enjoy low-maintenance living in a conveniently located near shopping, dining, healthcare, and major roadways. Don't miss this opportunity to own a beautifully refreshed condo ready for its next owner!

315 Gainsborough Square, 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.