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$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
$239,000
2 Beds ⋅ 1.1 Baths ⋅ 10639570 MLS
Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths, and a cozy den featuring a wood-burning fireplace. The kitchen is equipped with IKEA cabinetry, and all appliances convey. Enjoy outdoor living on the large deck and screened porch overlooking a private, bulkheaded backyard along a peaceful creek. Ample driveway parking. Ideal starter home conveniently located near local schools, parks, shopping, dining, and interstate access. Schedule your tour today!

4346 Stafford Drive, 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
$209,900
1 Beds ⋅ 1 Baths ⋅ 10638133 MLS
"HOMEBUYERS INSPECTION" - SERENE AND CHARMING WATER VIEW HOME IN GREENBRIER AREA OF CHESAPEAKE! I-64 CONVENIENTLY LOCATED - SHOPPING - DINING PLUS, MORE! VERY INVITING OPEN FLOOR PLAN - CATHEDRAL CEILING - LARGE LIVING AREA - UPDATED KITCHEN WITH ALL APPLIANCES - EAT-IN BAR PLUS, DINETTE AREA - MOVE-IN READY! NICE LOFT AREA FOR ENTERTAINMENT OR SPECIALIZED GUEST AREA - SPACIOUS PRIMARY BEDROOM AND BATH - SKYLITES PLUS MORE-

952 Saint Andrews Reach Unit B, South Chesapeake
$649,900
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
$695,900
4 Beds ⋅ 4 Baths ⋅ 10638011 MLS
TO BE BUILT to customer specs - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliance package, and custom range hood. Extensive HW flooring and 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscape. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake
$304,000
3 Beds ⋅ 2 Baths ⋅ 10637318 MLS
Welcome to Harbor Watch! This well maintained top floor condo offers 3 bedrooms, 2 full bathrooms, and approximately 1,764 square feet of living space. The open floor plan features a spacious living and dining area with a gas fireplace and private balcony. The kitchen offers ample cabinet and counter space, a pantry, and serving bar.The primary suite includes a walk in closet, dual sink vanity, and large walk in shower. Additional features include crown molding, ceiling fans, abundant storage, a dedicated laundry room with built in cabinetry and utility sink, elevator access, assigned storage, and two reserved parking spaces.Kitchen appliances, washer, dryer, window treatments, porch furniture, and a home warranty through April 2027 convey. Condo fees include water, sewer, trash, master insurance, and grounds maintenance. Community amenities include a pool, clubhouse, and waterfront dock area.

2 Harbor Watch Drive Unit 718, South Chesapeake
$585,000
3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS
Welcome to 1251 Veranda Way! This beautiful home features 2492 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, a sitting/loft area 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
$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
$665,000
4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS
Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10634578 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river with deep water access. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West 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
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10633505 MLS
Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, 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
$265,000
2 Beds ⋅ 1.1 Baths ⋅ 10632473 MLS
Welcome to this beautifully updated 2 bedroom, 1.5 bath home located in South Norfolk! Renovated in 2023, this home offers a fresh, modern feel throughout. The updates included a fully remodeled kitchen featuring new cabinets, granite countertops, and new appliances, as well as both bathrooms upgraded with stylish tile surrounds. Upon entering, you’ll find an open and inviting space featuring vinyl flooring, and peaceful water views that can be enjoyed right from your living room. Outside you can relax on the charming front porch, or unwind in the backyard overlooking the water. This move-in-ready home combines modern updates with a serene setting—don’t miss your chance to make it yours!

2306 Bainbridge Boulevard, Central Chesapeake
$275,000
10623777 MLS
Centrally located. QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE. Located off RT 17 near the North Carolina line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SECLUDED LOCATION. THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD TIME TO PURCHASE AND BUILD.

3725 Cornland Road, South 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
$1,100,000
6 Beds ⋅ 3.1 Baths ⋅ 10618884 MLS
Stunning all white brick custom-built colonial on 3.3 acres picturesque in sought after West Landing Estates. Circular driveway. Huge 5533 sqft of living space; hardwood floors;6 bedrooms;3 full and 1 half baths;2-car attached side entry garage;upgraded kitchen with granite countertop, wall ovens and stainless steel appliances. 3 zones heating/air conditioning heat pumps (5 years young). 3-car detached garage with above office space and its own heating/cooling. Swimming pool. Dramatic two-story foyer with curved staircase. Huge ground level master bedroom with master bath. Huge deck with all brick cook-out. Well maintained and move in condition.

2325 Woodhurst Lane, South Chesapeake
$600,000
10591641 MLS
This heavily wooded parcel spans over 100 acres and is zoned for residential use. Great for those seeking privacy, nature, and space to create something special. Whether you're envisioning an estate or exploring development potential, this property offers a rare combination of natural beauty and location. Just minutes from the amenities of Edinburgh, it provides convenient access while still feeling worlds away. This lot is to be sold in conjunction with the adjacent parcel on St. Brides Road (MLS# 10591677).

Lot 14 Taft Road, South Chesapeake
$2,000,000
10591677 MLS
Discover nearly 168 acres of opportunity in the heart of Chesapeake, just minutes from the popular Edinburgh shopping district. Tucked away off St. Brides Road, this rare piece of land offers a peaceful natural backdrop with a blend of open space, mature woods, and a scenic pond that adds to the charm. Zoned for residential use, the property is great for a custom private estate or thoughtful development with room to spread out and grow. Whether you're envisioning a tranquil retreat or a new residential enclave, this parcel provides the setting to bring that vision to life. Note: This property is to be sold in conjunction with adjacent lot on Taft Rd. (MLS # 10591641)

168 AC St Brides Road W, South Chesapeake
$3,537,900
10395092 MLS
Parcels B=6.71 acres, C + D=25.5 acres. Parcels B, C & D are all residential acreage with city sewer and water ready for you to build a beautiful new home on or possibly rezone for a different use. Seller may consider selling the parcels separately. Buyer to do due Diligence and Seller has no survey.

Lots Moses Grandy ( Par.B,C,D) Trail, South Chesapeake
$982,800
10395057 MLS
Parcel A- residential lot on the waterway. Condemned home & small cemetery on premises. 12.285 ac in the heart of grassfield, perfect for building a home on a 15,000 sq foot lot and have privacy all around you. Parcels B,C & D are also available

1928 Moses Grandy Trail, South Chesapeake
$200,000
10244776 MLS
Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

Par B George Washington Highway S, 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.