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$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS
Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake
$475,000
3 Beds ⋅ 2 Baths ⋅ 10640771 MLS
Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the perfect candidate for a custom dream home transformation. Inside, the spacious layout kicks off with a large den centered around a classic wood-burning fireplace, showcasing original hardwood floors ready to be restored. The plan offers three sizeable bedrooms with large closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides excellent flexible square footage, great for a home gym or office. The real profit potential lies in the outdoor oasis. The backyard features an in-ground pool with a diving board, framed by palm trees. Fully fenced for privacy on the sides, the rear remains open to water views. Valuable waterfront infrastructure is already in place, including a concrete seawall and existing dock. Schedule your showing today! Some photos enhanced with AI to show maximum potential.

111 Goldcrest Drive, Central Chesapeake
$675,000
4 Beds ⋅ 3.1 Baths ⋅ 10639506 MLS
Rare opportunity to restore a true waterfront gem in Chesapeake's sought-after Western Branch area. Nestled on more than 1.5 private acres at the end of a secluded cul-de-sac, this 3,679-square-foot estate is a diamond in the rough awaiting its return to better-than-ever glory. Enjoy the ease of one-level living with breathtaking deep-water views stretching across the river from the rear of the home. Mature trees create a peaceful, park-like setting, offering unmatched privacy and natural beauty. Outdoor amenities include a pool, private pier, and riparian rights, providing endless opportunities for boating, fishing, and waterfront recreation. A detached three-car garage is connected to the home by a breezeway and features a spacious office suite above, ideal for a home business, studio, or guest retreat. Set well back from the road, this hidden paradise offers the perfect combination of seclusion, expansive water frontage, and incredible potential. Bring your vision and transform this exceptional property into a stunning waterfront showcase. Some photos are virtually staged.

3000 Voyager Court, West Chesapeake
$580,000
4 Beds ⋅ 2.1 Baths ⋅ 10639410 MLS
Custom Built, single owner home in sought after Grassfield section of Chesapeake! Pride in ownership in quiet neighborhood. Peaceful yard backing up to quiet marsh and tidal water from the Elizabeth river. Sitting far off the street with a pond as one of your neighbors offers lots of privacy. Gas furnace and fireplace replace in 2025, all appliances replaced within last 10 years. refrigerator and custom cabinets in garage do not convey, work bench does convey.

504 Dorothy Court, South Chesapeake
$505,900
4 Beds ⋅ 2 Baths ⋅ 10639127 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake
$1,190,000
6 Beds ⋅ 4.1 Baths ⋅ 10639205 MLS
Welcome to a lifestyle few will ever experience. Tucked away on 1.18 private waterfront acres at the end of a quiet cul-de-sac,this extraordinary custom-built Elizabeth River estate offers over 6,900 square feet of luxury living with direct access to the Intracoastal Waterway. This is more than a home—it is a private waterfront retreat where luxury,tranquility & unforgettable entertaining come together. Imagine mornings with coffee overlooking the water as boats drift by,afternoons cruising from your private dock & 15,000-pound boat lift,& evenings enjoying breathtaking sunsets from your balcony or around the custom firepit with family & friends under the stars. Designed to impress yet comfortable for everyday living,the light-filled open floor plan showcases soaring ceilings,walls of windows,& breathtaking water views creating a seamless connection between indoor & outdoor living. Every space was designed to make everyday living extraordinary. At the heart of the home,the chef’s kitchen opens to multiple gathering spaces,creating the perfect setting for holiday celebrations,elegant dinner parties,& relaxed weekends at home. With 3 private ensuites,including a first-floor guest suite,this layout offers rare flexibility for multigenerational living,extended guests,or those who value privacy & comfort. Over $260,000 in recent improvements reflect pride of ownership,including extensive landscaping,custom firepit,underground drainage & pump system,updated flooring,renovated baths,updated kitchen,finished third floor (+600 SF),new upstairs HVAC,new water heaters,& generator connection. Dock approx. 4 years old. Water depth approx. 10' at high tide & 2–3' at low tide. Add'l features incl a 100-year roof,lifetime fence warranty,oversized 3-car garage,& dedicated storage room. Homes of this caliber rarely become available. Offering privacy,prestige,deep-water access,& resort-style waterfront living in a prime location,this exceptional estate delivers the coastal luxury lifestyle most only dream about. This is Elizabeth River living at its finest.

4200 Quailshire Court, West Chesapeake
$629,900
4 Beds ⋅ 3 Baths ⋅ 10639144 MLS
WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10638400 MLS
WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake
$229,900
2 Beds ⋅ 2.1 Baths ⋅ 10637939 MLS
Affordable living in the largest condo model available in Wimbledon Chase. Easy access to I64, the Chesapeake Expressway, Greenbrier and Great Bridge. No car needed for access to shopping & restaurants; adjacent to Chesapeake Regional Medical Complex. Summertime living is easy with the community pool. All appliances convey including washer & dryer, as-is. Besides the generous ensuite, the primary bedroom features a cathedral ceiling and more closet space than many single family homes. Condo fees cover the master insurance policy, landscaping, water, trash, sewer, pool access, as well as exterior building maintenance.

401 Henley Court Unit K, South Chesapeake
$625,000
6 Beds ⋅ 3.1 Baths ⋅ 10638082 MLS
This Six Bedroom, Three and a Half Bathroom, Near New Construction Ranch Home is Move In Ready for its Next Owner. Located on 1.53 Acres of Waterfront Land, it is Perfect for Multi-Generational Living, Having Two First Floor Bedrooms with Full Ensuite Baths. The Beautiful Primary Bedroom Features Double Sinks in the Bath, Tiled Shower, a Large Walk-In Closet, and Direct Access to the Back Deck. Spacious Kitchen with Plenty of Cabinets & Granite Countertops; Open Living Room Overlooking the Backyard; Finished Room Over the Garage for a Sixth Bedroom or Entertainment Room or... You'll Love the Tranquil Views of both Water and Woods. Relax on Your Dock and Entertain on Your Deck, or the Other Way Around. The Attached Three Car Garage Provides for Both Parking and Storage. Centrally Located for Quick Access to Schools, Shopping, Entertainment, Restaurants, Parks and More. Call Now for your Personal Tour!

3504 Old Mill Road, South Chesapeake
$359,900
3 Beds ⋅ 2.1 Baths ⋅ 10637408 MLS
Tucked away on a quiet cul-de-sac in Chesapeake's highly desirable Cedar Lakes community, this beautiful 3-BR + Loft, 2.5-BA end-unit townhome offers 1,621 sq ft of bright, comfortable living space. This bright & airy home offers soaring ceilings and skylights that provide lots of natural light. The versatile upstairs loft includes a closet - perfect for a home office, playroom, or extra bedroom. Lots of storage space and attached 1-car garage. Easy access to the neighborhood pool and clubhouse.

600 Windmill Point, South Chesapeake
$569,900
3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS
Welcome to 1251 Veranda Way! This beautiful home features 2,578 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be possible 4th bedroom. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, large soaker tub, dual sinks & dual walk-in closets. The other 2 bedrooms, the hall bath, 2nd living room/sitting area on the second floor along with a room for a home office. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10634643 MLS
The Holden, where every detail is meticulously crafted to elevate your daily routine. Morning light floods the first-floor primary wing, a sanctuary complete with a room-sized walk-in closet and a spa-inspired bath. The heart of this home is a masterclass in modern architecture, featuring a soaring great room that flows into a chef’s kitchen and sun-drenched breakfast area—designed for everything from quiet espresso shots to grand holiday hosting. Beyond the communal spaces, The Holden offers an intelligent layout designed for the modern lifestyle, including a dedicated front-end flex space designed for a quiet home office. Venture upstairs to discover the expansive loft and media room, providing the perfect canvas for a cinema, a library, or a high-tech gaming hub. With 4 to 5 generous bedrooms and the seamless functionality of a mudroom and independent laundry, this home doesn't just provide space; it provides a tailored backdrop for your most cherished memories.

MM Taft (Holden 2-A) Road, South Chesapeake
$609,900
3 Beds ⋅ 2 Baths ⋅ 10634315 MLS
This amazing waterfront ranch features gorgeous wood floors, large bedrooms, and an office with views of the water. There are a few small projects to be completed, but the kitchen has been completely remodeled and the roof and windows are new. This cul-de-sac lot is close to half an acre and features stunning views of the Indian River. Deep water access makes this a perfect home for boaters, birders, or water lovers. Seminole Park is a quiet and well-established part of Chesapeake and is close to highways, bases, shopping, and restaurants.

4102 Chowan Avenue, Central Chesapeake
$2,490,000
5 Beds ⋅ 7.1 Baths ⋅ 10633717 MLS
Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and beverage stations, and open flow into main living areas. Media room and flexible spaces throughout. All bedrooms offer private ensuites and walk-in closets. First-floor primary suite includes spa bath, dual closets, sitting area, and outdoor access. Elevator, 5-zone HVAC, central vacuum, multiple laundry areas. Temperature-controlled garages accommodate up to 8 vehicles including detached garage with apartment and workspace. Exceptional opportunity to compare Chesapeake waterfront value to Virginia Beach pricing.

4112 Mingo Trail, Central Chesapeake
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10623213 MLS
Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. Offering approx. 2100 sq.ft. Of living space, this 4 bed 2.5 bth home blends classic charm w/ comfy living. Enjoy cozy evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and equipment. A rare opportunity to own a waterfront property w/ room to spread out, both inside and out.

824 Heritage Point, South Chesapeake
$775,500
3 Beds ⋅ 2 Baths ⋅ 10623022 MLS
Discover the Whitehurst, a stunning new ranch-style design situated on a premier 1.2-acre homesite. This exceptional property offers a serene lifestyle w/ both water & wooded views, complemented by community walking trails. Home Highlights: Enjoy the outdoors year-round with an included rear covered porch. This floor plan is designed for flexibility. Need more space? An entire second floor can be customized to create: Dual Primary Suites or a bonus room, as well as a 5-bedroom layout. Abundant Storage: Includes a convenient walk-out attic. Personalization: Meet to tailor the finishes and options to your specific needs and lifestyle. Low-Maintenance HOA: The Homeowners Association covers common ground maintenance only, keeping your overhead low while protecting community aesthetics. Don't just imagine it—experience it! This floor plan is currently available to tour in a nearby community so you can see the quality firsthand.

MM Racoon (Whitehurst - Homesite 16-1) Trail, 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
$490,000
3 Beds ⋅ 2.1 Baths ⋅ 10588377 MLS
Beautiful traditional style home. Located on a large lot in the Western Branch area of Chesapeake. Home features include three large bedrooms. Large family room with a fireplace. Eat in kitchen with stainless steel wireless refrigerator, stove, microwave, and washer and dryer, all convey. Dining room leads to the enormous living room. Primary bedroom includes a walk in closet. Huge backyard with a vegetable garden and two storage sheds.

904 Flintfield Crescent, West 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.