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$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10636106 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive, South Chesapeake
$499,990
3 Beds ⋅ 1.1 Baths ⋅ 10635788 MLS
Great opportunity in this all brick Ranch in the heart of Western Branch with a brand new roof and a huge attic for future expansion! The Family room with vaulted ceiling and gas log fireplace has built in casing and is open to the Kitchen, that offers dual ovens and large center island. The Dining Room also features built in shelving, perfect for the fine china or family keepsakes. 2 large first floor bedrooms and the Finished Room over Garage can be the 3rd bedroom or office/media room. The unfinished Attic is framed up for 3 rooms and a future bath if necessary. Fenced in yard is great for dogs or kids to play. Short distance to all Western Branch schools and no HOA!

2871 Lilley Cove Drive, West Chesapeake
$583,740
4 Beds ⋅ 2.1 Baths ⋅ 10635609 MLS
Summer Move-In! Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, South Chesapeake
$494,500
3 Beds ⋅ 2 Baths ⋅ 10633690 MLS
Welcome to The Retreat at Greenbrier in Chesapeake, a 55+ community! This beautiful home offers incredible value with a fresh, move-in-ready feel, featuring new Coretec tiles in the kitchen and a desirable first-floor primary suite, spacious en-suite bath, and large walk-in closets. Tons of natural light with an easy, level floor plan provides comfortable accessibility and everyday convenience. Located in a sought-after community with wonderful amenities, residents enjoy a pool, clubhouse, billiards room, fitness/cardio area, scenic ponds with beautiful fountains, and a welcoming neighborhood atmosphere. The home also offers great entertaining space, a covered porch area, and an attached garage. Upstairs, the flexible bonus space is ideal for a home office, guest bedroom, hobby room, or quiet retreat. A fantastic opportunity in a well-loved Chesapeake community, comfortable, convenient, and ready to enjoy!

1431 Thistlewood Lane, South Chesapeake
$789,900
5 Beds ⋅ 4.1 Baths ⋅ 10633289 MLS
Welcome to 4423 Tartan Arch in Chesapeake, VA – a stunning, spacious 5-bedroom, 4.5-bathroom single-family home designed for modern comfort and luxurious living. Nestled in a peaceful and sought after neighborhood, this beautifully crafted residence offers both convenience and style across its expansive floor plan. Step inside to find high ceilings, an abundance of natural light, and refined finishes throughout. The main level features an open-concept layout, great for entertaining, with a gourmet kitchen equipped with stainless steel appliances, granite countertops, and a generous island. Each bedroom boasts its own private, en-suite bathroom, ensuring comfort and privacy for family members or guests. The luxurious primary suite is a retreat with a large walk-in closet and spa-inspired bath, complete with dual vanities, and a separate shower. Additional highlights include a three-car garage, ample storage space, and easy access to nearby parks, shopping, and top-rated schools.

4423 Tartan Arch, West Chesapeake
$729,000
4 Beds ⋅ 3.1 Baths ⋅ 10632479 MLS
Gorgeous custom-built home by award winning builder. Loaded with upgrades and fabulous features. Dramatic foyer with cathedral ceiling, hand crafted circular staircase, and electronic chandelier that lowers for easy cleaning. Gourmet kitchen with custom cabinets, granite counters, stainless steel appliances, and reverse osmosis water filtration. Luxurious master suite with panned ceiling and rope lighting set in crown molding. Huge in-law suite with private bath. Open and flowing floor plan with large rooms throughout. Drive through portico leads to rear loading 2 car garage and additional parking. Assumable loan. Conveniently located to interstate, shopping, and dining. Come see this gorgeous custom house and make it your next home!

401 White Egret Cove, South Chesapeake
$639,900
4 Beds ⋅ 2 Baths ⋅ 10633148 MLS
This custom-built ranch has been refreshed and is ready for its next owner. Featuring 4 bedrooms, 2 baths, soaring 12-foot ceilings, and approximately 2,863 square feet of living space, this home offers comfortable one-level living on a private setting. Enjoy kitchen w/ granite countertop, bar seating, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; large breakfast nook overlooking a tranquil country backyard. Stunning great room with gas fireplace; hardwood floors, crown molding; Large formal dining room w/chair rails. Private study/office w/ custom built cabinets and bookshelves, granite counters and full-light doors; tray ceiling, primary bedroom w/large custom design walk-in closet. Finished room over garage serves as 4th bed/bonus room. No HOA; Encapsulated crawlspace; Great Bridge, but relatively near the heart of Chesapeake, minutes from shops, schools, interstate, & hospitals. Some photos are virtually staged.

732 Washington Drive, South Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10632989 MLS
Fantastic large brick home in Point Elizabeth! 4 bedrooms and 2 and a half bathrooms! Large Family room with cathedral ceilings. Lots of storage space. Hardwood floors underneath the carpet. Two gas fireplaces in separate living areas. Beautiful big screened porch to relax in the evenings! Large, fenced backyard with shed. Woods and walking trails located behind the privacy fence! Located in Western Branch area close to everything!

2904 Sir Walter Crescent, West Chesapeake
$969,900
4 Beds ⋅ 3.1 Baths ⋅ 10632724 MLS
Open House cancelled for Sunday, 7/26. Private 3+ acre sanctuary, complete with outbuildings and fenced areas in front and back. Fenced areas are an oasis for animals including horses, goats, chickens and rabbits. Includes horse stables and coops. Property offers both seclusion & space, great for families and children. Outbuildings for animal care, workshop, or get away space. Features a paved driveway & expansive stamped-concrete parking area. Charming, custom-built home boasts 10-foot ceilings & an open concept floor plan. Large, eat-in kitchen with center island and breakfast bar. For more formal occasions or a home office, the dining room offers flexibility to fit your needs. Home includes two en-suite bedrooms. Generously sized upstairs bedrooms filled with natural light. Master bedroom includes oversized bathroom and spacious walk-in closet. Lots of storage space. Outdoors, a sprawling deck to relax on and enjoy both wooded and field views. Convenient location - balance country feel with suburban dining/shopping access.

1149 Beaver Dam Road, South Chesapeake
$1,075,000
6 Beds ⋅ 4.1 Baths ⋅ 10632029 MLS
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes and smart-home integration throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake
$525,000
5 Beds ⋅ 3 Baths ⋅ 10631735 MLS
Closing Costs Assistance. The Seller may accept an offer Contingent on the Buyer selling their home. Beautiful brick home built by the seller on a large cul-de-sac. Walking in this gorgeous home is breathtaking, Large Living room w/ nice size dining rm, the home was 4 large bedrooms & could have a 5th bedroom w/ the finished room over the garage, Very large kitchen w/breakfast rm, HUGE family room with high ceiling and a fireplace, enough space for a large family to get together, 3 full bathrooms, another large room with a fireplace, and sliding glass doors that go on to a large covered patio. House sits on a LARGE lot with a firepit in backyard. Home has a lot of space for a large family or a family that is moving in together it would be ideal. Lots of storage. Unfinished attic space but could be converted into more living space if needed. Near Shopping and Interstates. Driveway could hold 8 cars easily. Seller is willing to pay Closing costs for buyer.

4624 Westborough Drive, West Chesapeake
$475,000
3 Beds ⋅ 3 Baths ⋅ 10630716 MLS
Welcome to The Retreat at Edinburgh, a sought-after 55+ community offering low-maintenance living with exceptional amenities. This beautifully upgraded home features soaring ceilings, abundant natural light, and a spacious open-concept layout. The kitchen is a showstopper with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range, flowing seamlessly into a sun-filled dining area and inviting living room with a cozy fireplace and vaulted ceilings. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, and spa-inspired bath with dual vanities, quartz counters, and a tiled shower with frameless glass. Two additional bedrooms with access to a dual vanity hall bath and a versatile loft with a full bathroom provide flexible living space. Enjoy resort-style amenities including a clubhouse, pool, fitness center, and beautifully maintained grounds. A two car garage adds storage and convenience. Don't miss out on this gorgeous home!

2136 Edwin Drive, South Chesapeake
$529,999
4 Beds ⋅ 3 Baths ⋅ 10630827 MLS
Welcome Home!!! All-brick. Newly updated and designed for how you actually want to live.This 4-bedroom, 3 full bath home brings together space, clean upgrades, and a level of comfort you’ll feel the moment you walk in. The moment you walk in, enjoy New LVP flooring runs throughout including the primary, paired with fresh paint that gives the entire home a crisp, elevated finish and feel. The kitchen has been refreshed with newly painted cabinetry, creating a look that feels both modern and timeless.Skylights bring in natural light in all the right places, with the roof being 4yr. old.And then there’s the lifestyle... freshwater fishing just steps from your door. Quiet mornings. Reset evenings. No extra drive required.This isn’t just updated... it’s aligned, intentional, and ready for its next owner.

4032 Lakeview Drive, West Chesapeake
$899,900
4 Beds ⋅ 3 Baths ⋅ 10628443 MLS
Introducing The Ballahack, a thoughtfully designed new construction home offering a layout that immediately stands out. This impressive floor plan blends functionality with refined style, featuring a chef's kitchen that anchors the main living space and is great for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered porch, great for relaxing or hosting. The private primary suite provides a quiet retreat, thoughtfully positioned for comfort and privacy. Built with flexibility in mind, this home can be tailored to suit your lifestyle, or take it a step further and collaborate directly with the builder to design a fully custom home. A rare opportunity to create something truly special.

MM Carley (The Ballahack) Court, South Chesapeake
$999,900
5 Beds ⋅ 3.1 Baths ⋅ 10628432 MLS
Introducing The Grassfield, a beautifully crafted new construction home designed with both style and everyday livability in mind. This well-planned floor design offers a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, great l for gathering, entertaining, and daily living. The private primary suite is thoughtfully positioned to provide a comfortable and quiet retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. Designed with versatility in mind, buyers can personalize selections to suit their style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build something truly your own.

MM Carley (The Grassfield) Court, South Chesapeake
$859,900
4 Beds ⋅ 3.1 Baths ⋅ 10628417 MLS
Introducing The Albemarle, a thoughtfully designed new construction home that blends modern comfort with timeless appeal. This versatile floor plan offers an inviting layout with a natural flow between living spaces, centered around a well-appointed kitchen that's great for both everyday living and entertaining. The primary suite is privately situated, creating a peaceful retreat with a focus on comfort and functionality. Designed with flexibility in mind, buyers have the opportunity to personalize finishes and selections, or take it a step further by working directly with the builder to create a fully custom home tailored to their vision. A distinctive opportunity to build something truly your own.

MM Carley (The Albemarle) Court, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10626438 MLS
Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, South Chesapeake
$504,990
2 Beds ⋅ 2 Baths ⋅ 10627384 MLS
The Asheville, one of our quad-style homes, features two bedrooms and 2 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. $10,000 closing cost incentive with use of preferred lender!

2202 Edwin Drive, South Chesapeake
$499,990
2 Beds ⋅ 2 Baths ⋅ 10627377 MLS
The Asheville, one of our quad-style homes, features two bedrooms and 2 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. $10,000 closing cost incentive with use of preferred lender!

2200 Edwin Drive, South Chesapeake
$667,000
5 Beds ⋅ 3.1 Baths ⋅ 10627229 MLS
Price reduced to sell! A lot of square footage for the money! Welcome to this beautiful all-brick home in the highly sought after Warrington Hall community! This spacious property offers 5 bedrooms, including two primary suites - one on the first floor and one upstairs - ideal for flexible living arrangements. A grand foyer with soaring cathedral ceilings creates an inviting entrance. The home features formal living and dining rooms, perfect for entertaining, along with a gourmet kitchen designed for both function and style. The laundry room is conveniently located on the first floor. Additional highlights include a side-loaded garage, ample on- and off-street parking, two heat pumps, and a 50-gallon hot water heater. Enjoy a prime location just minutes from Chesapeake Town Center and I-64 for easy access to shopping, dining, and commuting. Warrington Hall offers fantastic amenities, including a community pool, pickle ball courts, and a soccer field. Don’t miss this exceptional opportunity! Seller will furnish a 1-year home warranty.

1105 Timber Neck Mall, South Chesapeake
$759,900
4 Beds ⋅ 3 Baths ⋅ 10626511 MLS
Discover a rare opportunity to build in an intimate farmette-style cul-de-sac community with greenspace and walking trails, located in the highly sought-Grassfield school district. Phase 1 just released! Built by KM Cash Construction, an award-winning custom homebuilder with over 30 years of experience, this offering blends quality craftsmanship with thoughtful design. The Towpath features a first-floor primary suite with flexible options to expand, choose up to 5 bedrooms plus a media room to suit your lifestyle. Select from several thoughtfully designed plans or meet with the builder to create a fully customized home tailored to your vision. Exceptional standard features set this community apart. Call today!

3710 Carley Court, South Chesapeake
$454,900
3 Beds ⋅ 2.1 Baths ⋅ 10624181 MLS
Move-in ready end-unit Nansemond floorplan with first-floor primary suite and 2-car garage in The Retreat at Western Branch, a 55+ community. Priced to sell. Open-concept kitchen with bar seating overlooking the living area with built-in shelves flanking the gas fireplace. Roomy walk-in pantry to keep everything organized and within reach. Enjoy outdoor living on the covered rear porch with extended patio. Upstairs features two additional bedrooms, a loft, guest bath, and walk-in attic. End-unit location provides additional natural light and a spacious feel. Community amenities include a clubhouse, fitness center, billiards room, outdoor kitchen, dog park, and community garden. Only 12 homes remain, schedule your tour today.

4725 Mahogany Run, West Chesapeake
$1,325,000
5 Beds ⋅ 3.1 Baths ⋅ 10620633 MLS
Two homes. Endless possibilities. Tucked away on a 1.5-acre lot in the heart of Great Bridge, this rare property offers 5,633 SF across two beautifully updated homes great for multigenerational living, extended family, a home business, or potential rental income. The main home features 5 bedrooms, 3.5 baths, and a stunning kitchen with GE Café appliances, slate countertops, hand-painted cabinetry, reclaimed wood accents, and a custom bourbon bar great for entertaining. The detached guest house lives like its own residence with 2 bedrooms, 2 baths, an office, and a 2-car garage. Enjoy a backyard retreat with a 35,000-gallon saltwater pool, new decking, screened porch, and lush landscaping. Tankless water heaters and a whole-house generator add peace of mind. Located in the sought-after Great Bridge school district.

1149 Waters Road, South Chesapeake
$449,900
4 Beds ⋅ 3 Baths ⋅ 10614629 MLS
Welcome to easy living in this beautifully upgraded, better than new condo in a vibrant 55+ community! This home is packed with upgrades and thoughtful touches throughout featuring custom Closet Factory closets, built in bookcases, high end appliances, and decorative molding. Bright open concept layout with a gourmet kitchen, oversized island, upgraded cabinetry and upgraded lighting. Spacious living and dining area for hosting or relaxing. Enjoy the convenience of first floor laundry, an abundance of storage space, and a bonus loft for hobbies, reading or watching the game. Step outside to your private screened-in porch, your personal retreat for morning coffee or evening conversations. Community amenities include a pool, exercise room, clubhouse and a full calendar of social activities and gatherings to help stay connected and moving. Best of all, this is low maintenance living, giving you more time to enjoy the things that matter most. You don't want to miss it! Welcome HOME!

4646 Longleaf Place, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10609828 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

MM Myrtle, West Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10609830 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

MM Myrtle Ii, West Chesapeake
$1,278,786
4 Beds ⋅ 3.1 Baths ⋅ 10606247 MLS
From the moment you step into The Freemont, sophistication greets you at every turn. A stately office welcomes you, while an elegant dining room sets the tone for memorable gatherings & celebrations. A breathtaking two-story great room provides natural light & open energy. The kitchen is a true showpiece, designed for both beauty & function. A wall of windows frames the kitchen sink ,while the sprawling island remains clear for entertaining, prepping, or gathering. A spacious walk-in pantry & a stylish butler’s pantry just off the kitchen, ensure that everything you need is w/in reach, yet artfully tucked away. Upstairs, the primary suite becomes your personal sanctuary. W/ two walk in closets & a lavish ensuite - this will be your own hidden gem. the second floor wouldn't be complete without a bonus room, jack and jill bedrooms/bath, plus an additional bed and bath. But the feature not to miss - OPT second floor balcony! Photos from past build & some virtually staged for inspiration.

1533 Cedarville Court, South Chesapeake
$677,000
4 Beds ⋅ 2.1 Baths ⋅ 10596855 MLS
Nestled in an established and sought after neighborhood, this meticulously maintained home offers a perfect blend of comfort and elegance. Boasting 4 spacious bedrooms, 2.5 baths, this residence features mature landscaping and beautiful updates throughout. The kitchen is a chef's dream with quartz countertops, updated cabinetry and stylish backsplash. Enjoy the sunroom year-round, equipped with electric baseboard heat. Includes walk in pantry and ample storage in the utility room. Hardwood floors grace the living room and dining areas, while the new LVT floors enhance the foyer and kitchen. Freshly painted den with fireplace and updated LVT. Primary ensuite is a retreat with two walk-in closets, trey ceiling, updated cabinetry with quartz counters, double vanity sinks, with double shower heads and additional hand wand. One of the 2nd floor bedrooms features walk out balcony. Additional highlights include solar panel system, freshly stained pergola, a 12x12 shed, gutter guard system.

1609 Burton Place, 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.