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$665,000
4 Beds ⋅ 3 Baths ⋅ 10652967 MLS
This home truly has it all! Welcome to this beautiful 4-bedroom, 3-full-bath home in the highly desirable Las Gaviotas golf course community. Offering 3,371 square feet of thoughtfully designed living space, this home immediately impresses with beautiful flooring and an inviting, open feel. Enjoy peaceful living along a quiet tidal creek from the Elizabeth River, where changing tides, abundant wildlife, and natural beauty create a truly serene backyard setting. Relax on the updated Trex deck and enjoy the peaceful views, or take in the scenery from the inviting sitting room just off the living room, where gorgeous windows bring the beauty of the outdoors inside. The flexible floor plan includes a first-floor bedroom, dedicated home office/gym, and an upstairs bonus room—providing plenty of space for guests, work, hobbies, or entertaining. Numerous recent updates provide peace of mind, including new ductwork in attic and crawlspace (2025), roof and skylight (2024), water heater (2024), Prodigy insulated siding, fascia and rain gutters (2024), Bosch BOVA upstairs HVAC system (2022), Trex decking (2023), first-floor LVP flooring (2021), and crawlspace dehumidifier (2026). With golf-course community living, a peaceful tidal-creek setting, abundant natural light, and an impressive list of updates, this is a home you won’t want to miss.

419 Granada Drive, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10652556 MLS
Beautifully remodeled 4-bedroom, 2.5-bathroom home with water views in the sought-after Grassfield area of Chesapeake. This property offers the perfect blend of modern style and everyday comfort. Fresh paint, new flooring, new windows, and modern finishes throughout.Fully renovated bathrooms and an updated kitchen featuring granite countertops, stylish fixtures, and brand-new stainless steel appliances. A large patio door opens to a spacious backyard with a resort-like setting, featuring an inground pool and peaceful water views perfect for relaxing or entertaining.

509 Cassway Arch, South Chesapeake
$726,960
4 Beds ⋅ 4 Baths ⋅ 10649866 MLS
Under Construction Feb 2027 Delivery - 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, Matte-finish GE Cafe appliance package, and custom range hood. Extensive upgraded HW flooring & 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 landscaping. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake
$426,000
10649231 MLS
Rare opportunity to own a vacant homesite in this established Chesapeake estate neighborhood! This wooded 6.93-acre parcel offers a unique combination of privacy, space, and a desirable residential setting surrounded by established homes. A creek along the rear of the property adds to its character. Whether you're looking to create a private estate or build your dream home with plenty of room to enjoy the outdoors, this property offers possibilities that are increasingly difficult to find in Chesapeake. Seller has no reports, surveys, or studies. Buyer is responsible for all due diligence. Property is being sold as-is.

3912 Savannah Drive, South Chesapeake
$750,000
10648561 MLS
Stunning property with mature trees and a lake. Pole barn as is. Survey available upon request.

2650 Benefit Road, South Chesapeake
$667,000
5 Beds ⋅ 3 Baths ⋅ 10647378 MLS
Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila Court, South Chesapeake
$500,000
4 Beds ⋅ 2 Baths ⋅ 10646286 MLS
Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, South Chesapeake
$539,900
4 Beds ⋅ 3.1 Baths ⋅ 10644619 MLS
Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, 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
$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
$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.