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1004 Saint Brides Road W, South Chesapeake
$3,650,000
6 Beds ⋅ 4.1 Baths ⋅ 10659341 MLS
EXCEPTIONAL 88.28-ACRE LUXURY EQUESTRIAN ESTATE IN CHESAPEAKE! Discover an extraordinary private compound combining luxury living, premier equestrian facilities, agricultural acreage and commercial-grade infrastructure. Set approximately 3,500 feet off Saint Brides Road, this remarkable property features a custom-built 2025 residence offering approximately 5,000 heated SF, 6 bedrooms, 4.5 baths and an attached 3-car garage.? Engineered for durability and security, the home features 8-inch steel-reinforced concrete walls, impact-rated windows, three Bosch variable-speed HVAC systems and upgraded finishes throughout. Enjoy a gourmet kitchen with custom cabinetry, induction cooktop, double ovens and walk-in pantry with reverse-osmosis water station. The first-floor primary suite offers a spa-inspired bath, while multiple living areas, private offices and spacious upstairs accommodations provide exceptional flexibility.? Outdoor amenities include a heated saltwater pool, 7-person hot tub, screened porch, outdoor kitchen, stone fireplace and pool pavilion.IMPRESSIVE 85' × 125' MULTI-PURPOSE BUILDING with full mezzanine, 12' × 14' overhead doors, 400-amp service, finished office/apartment-style quarters, kitchenette, full bath and 12,000-lb vehicle lift.? 70' × 120' INSULATED EQUESTRIAN BARN featuring 8 stalls with expansion potential, individual stall utilities, wash bay, full kitchen, bathroom, conference room and fitness room.Five fenced pastures, approximately 30 acres of hay production, additional agricultural acreage and extensive water infrastructure support diverse uses. Additional highlights include 800-amp total electrical capacity, 60 kW backup generator, private well, centralized water treatment, Starlink internet and a 24-foot-wide private access road designed for heavy equipment.? A RARE OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE WITH EXCEPTIONAL EQUESTRIAN, AGRICULTURAL AND MULTI-USE CAPABILITIES!Shown by appointmentl

1004 Saint Brides Road W, South Chesapeake
1906 Mccoy Rd, South Chesapeake
$728,900
4 Beds ⋅ 4 Baths ⋅ 10658328 MLS
Feb 2027 Delivery! Views of the natural setting surrounded by egrets, wildlife and marsh from covered screened porch and patio. Oversized windows immerse you in light at every turn. Open and Elegant modern home. 4 BR each with generous ensuites Entertainers' kitchen - Quartz counters, custom backsplash, Matte Black 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
1824 Lancing Crest Lane, South Chesapeake
$1,100,000
5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS
Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake
641 Ravenwoods Drive, South Chesapeake
$1,519,000
5 Beds ⋅ 4.1 Baths ⋅ 10651679 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, new paint and new flooring! 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
2602 Cecilia Terrace, South Chesapeake
$750,000
6 Beds ⋅ 4 Baths ⋅ 10650808 MLS
Welcome to this fully renovated 6-bedroom, 4-bathroom home in the highly sought-after Grassfield community of Chesapeake. Completely rehabbed from top to bottom, the home features new appliances, modern fixtures, new flooring, fresh paint, and beautifully updated finishes throughout. Situated on an impressive 1.5-acre corner lot, this property offers one of the largest lots in the neighborhood with plenty of space for outdoor living, entertaining, and future possibilities. The spacious layout provides plenty of room for a large family, guests, or multi-generational living. With its extensive renovation, oversized lot, and desirable Grassfield location, this is a rare opportunity to own a move-in-ready home with space and style to match.

2602 Cecilia Terrace, South Chesapeake
2537 Number Ten Lane, South Chesapeake
$845,000
6 Beds ⋅ 4.1 Baths ⋅ 10648478 MLS
RARE FIND IN CHESAPEAKE! Nearly 3 acres of space, privacy, and endless possibilities surround this stunning home. Inside, a bright open layout and show-stopping kitchen with an oversized island, granite countertops, stainless steel appliances, and double ovens create the perfect setting for everyday living and entertaining. Step outside to a screened porch, above-ground pool, and expansive property with room to truly spread out. Privacy, space, and modern living—this is more than a home, it’s a lifestyle! VA Assumable Loan at 2.25% Buyer must meet All current lender requirements.

2537 Number Ten Lane, South Chesapeake
1837 Benefit Road, South Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake
1833 Shillelagh Road, South Chesapeake
$849,900
5 Beds ⋅ 4.1 Baths ⋅ 10646141 MLS
Under Construction – Luxury New Construction with Timeless Coastal Farmhouse Style! This stunning 3-level home blends classic board-and-batten architecture, clean lines, black-framed windows, and thougthful accents to create exceptional appeal. Inside, an open-concept first floor is designed for modern living, featuring a spacious family room, dining area, and a designer kitchen with a large center island, custom cabinetry, and premium finishes. The second level offers four generously sized bedrooms, including an impressive owner's suite with a spa-inspired bath, plus two full bathrooms to comfortably accommodate family and guests. The third floor provides incredible flexibility with a spacious bonus room or fifth bedroom, a full bath, and convenient walk-in attic storage. With 5 bedrooms, 4.5 baths, thoughtful craftsmanship, and stylish finishes throughout, this exceptional new home offers the perfect blend of luxury, comfort, and functionality for today's lifestyle.

1833 Shillelagh Road, South Chesapeake
2505 Sylvia Court, South Chesapeake
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, 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.

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