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$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
$698,000
4 Beds ⋅ 2.1 Baths ⋅ 10635037 MLS
Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and install new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property — schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake
$624,500
4 Beds ⋅ 2.1 Baths ⋅ 10633917 MLS
Move-in ready in the Grassfield school district! This 4-bedroom, 2.5-bath home sits on a cul-de-sac and features an open floor plan with the primary bedroom + flex bonus room on the first floor. Upstairs, is an open loft and walk-in attic, offering great extra living and storage space. Recent updates include a refreshed, fully remodeled kitchen in 2020, primary bathroom in 2022, and LVP flooring throughout the first floor in 2024. Windows are less than 10 years old, and a clear termite and moisture letter with proof of treatment adds peace of mind. A well-maintained, move-in ready home waiting for its new owners!

200 Pine Island Quay, South Chesapeake
$899,900
5 Beds ⋅ 4 Baths ⋅ 10633954 MLS
Welcome to Emerald Greens, located in the heart of Greenbrier across from the Country Club with wonderful amenities. A 2 story brick home with 5 bedrooms & 4 full Bathrooms on the golf course. A 3 year old Roof, 3 year HVAC, new granite counter tops, irrigation system, invisible fence, fireplace. Beautiful views from the expansive sunroom. The well maintained property features stunning tiger wood floors throughout the main living areas, adding warmth and elegance. Major updates include new windows, and new electric stove for modern convenience also included is new Washer & Dryer. The kitchen is enhanced with brand new granite counter tops, great for both every day living and entertaining. Some photos are virtually staged. Home Inspection has been done and many repairs have been completed.

1208 Masters Row, 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
$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
$1,550,000
5 Beds ⋅ 4.1 Baths ⋅ 10632068 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake
$1,200,000
4 Beds ⋅ 3.1 Baths ⋅ 10630708 MLS
Back on market due to no fault of the sellers! Refined luxury in prestigious Edinburgh on a corner lot with striking brick and Hardie Plank exterior. Freshly painted and move-in ready with oak hardwood floors. Well designed floor plan offers four bedrooms plus office, including two ensuite bedrooms. Stunning renovated primary bath with spa-like finishes. Bright sunroom provides flexible living space. Enjoy your private saltwater inground pool, perfect for relaxing and entertaining. Features include newer Trane HVAC systems, tankless water heater with instant hot water, irrigation system, abundant storage, and three car garage. Take advantage of the neighborhood park with lakes, waterfall, and walking trails.

1625 Water View Circle, South Chesapeake
$1,980,000
5 Beds ⋅ 5.3 Baths ⋅ 10630815 MLS
Location is Key! Enjoy peaceful country living In the city. This centrally located Hampton Roads neighborhood is close to shopping, restaurants, and entertainment. A meticulously maintained stately brick home nestled in the heart of Edinburgh Meadows. You'll be proud to make this the home of your dreams! Upgrades throughout this 5650SF, 5BR. 5BA, 3 half baths turnkey home that is situated on .75 acre lot with a pond behind the back yard and an In-ground saltwater pool. The first floor primary suite includes a gorgeous and multi functional bathroom. The open floor concept, a generous yard with a pool house an extra large back porch with 5 ceiling fans, a half bath. and a gas fireplace combine to make this a perfect home for entertaining and family gatherings. This home has all the bells and whistles!

334 Scone Castle Loop, 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
$774,500
3 Beds ⋅ 2 Baths ⋅ 10606118 MLS
Discover the perfect blend of luxury, comfort, and convenience in this beautifully designed home located in one of the most highly sought-after 55+ communities in the area. Nestled in a prime location, this neighborhood offers both tranquility and accessibility, with shopping, dining, healthcare, and recreation just minutes away. What truly sets this community apart is the fully customizable home-building experience. From floor plan layouts to finishes, fixtures, and features—you have the unique opportunity to create a home that reflects your personal style and needs. Whether you want an open-concept kitchen, a spa-inspired bathroom, or energy-efficient upgrades, you design it your way. Don't miss your chance to build the home you've always dreamed of in a location you'll love. The Cottages at Edinburgh!

1513 Caden Lane Unit 29, 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.