South Chesapeake Homes with Horses Allowed Exterior features

Welcome to South Chesapeake, Virginia, a hidden gem that beautifully blends suburban charm with the allure of rural living. Nestled in the heart of Chesapeake County, this vibrant community offers a unique lifestyle where residents can enjoy the best of both worlds. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, South Chesapeake is an ideal place to call home.

One of the standout features of this area is its welcoming attitude towards equestrian enthusiasts. Homes with horses allowed are a treasured find in South Chesapeake, providing ample space for your beloved animals to roam and thrive. Imagine waking up each morning to the gentle sounds of nature, with your horses grazing in your own backyard. Many properties come with sprawling pastures, barns, and riding arenas, making it easy to indulge your passion for horseback riding or simply enjoy the serenity of having these magnificent creatures close by.

In addition to its equestrian-friendly homes, South Chesapeake boasts a wealth of outdoor recreational opportunities. Explore the scenic trails, parks, and waterways that make this area a haven for nature lovers. The community is also conveniently located near shopping, dining, and excellent schools, ensuring that all your needs are just a short drive away.

Whether you’re an avid horse rider or simply appreciate the tranquility of rural living, South Chesapeake is the perfect place to create lasting memories. Come discover your dream home in this beautiful corner of Virginia, where the possibilities are as boundless as the open skies!

Newest South Chesapeake Homes with Horses Allowed Exterior features

$850,000

4 Beds ⋅ 3 Baths ⋅ 10653178 MLS

All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, South Chesapeake

$775,000

5 Beds ⋅ 2.1 Baths ⋅ 10653033 MLS

Welcome to 3708 Riverwood Crescent! Situated on approx. 3 acres in sought after Chesapeake 23322, this nearly 3,000 sq. ft. home offers space, privacy & extensive updates! Enjoy a private backyard retreat with pool, screened porch & updated deck. Inside features a remodeled kitchen with quartz countertops, mostly stainless steel appliances, soft-close cabinetry, recessed lighting, hardwood & luxury vinyl plank flooring, plus new carpet upstairs, and solar hallway lighting. Updated baths include new countertops, toilets, fixtures, ceramic tile, tub/shower & an enlarged porcelain-tiled primary shower. Major improvements include dual-zone HVAC (2019/2021), 2024 water heater, water softener, encapsulated crawl space with pump & dehumidifier, replaced exterior/garage doors, vinyl windows & 2011 roof with 50-yr warranty. Shed and lawn tractor conveys! A rare combination of acreage, updates, pool & location; come see it!

3708 Riverwood Crescent, South Chesapeake

$998,895

5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS

Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$1,000,000

6 Beds ⋅ 3 Baths ⋅ 10652479 MLS

Open House Sun Sept 20 1-3pm Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$885,000

4 Beds ⋅ 3.1 Baths ⋅ 10651664 MLS

Enjoy peaceful country living on 3 beautiful acres, just 5 miles from all your city favorites. This immaculate light-filled 4-bedroom, 3.5-bath home offers 9ft ceilings, detailed crown molding, custom built-ins, a main-level primary suite with a full bath, plus a convenient first-floor laundry room and mudroom. The chef's kitchen features leathered granite countertops, custom tile backsplash, SS appliances, and a center island. Upstairs offers 3 additional bedrooms, a large loft, and a second primary suite with a full bath, standalone tub, dual vanity, and 2 large walk-in closets. Outdoors, enjoy a resort-style backyard with a fenced inground saltwater pool surrounded by stamped concrete and a gazebo. The property also features solar panels, 2 barns, raised garden beds, a playset, a fire pit, and an extended driveway with ample space for an RV or boat. A rare blend of privacy, upgrades, and convenience!

2517 Number Ten Lane, South Chesapeake

$769,000

5 Beds ⋅ 3 Baths ⋅ 10651816 MLS

Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake

$1,500,000

5 Beds ⋅ 3.1 Baths ⋅ 10650552 MLS

A builder's own estate — private, impeccable, and set on approximately eight wooded acres at the end of a quiet Chesapeake cul-de-sac. Custom-built by the builder for his own family, this brick-and-stone home reflects a level of care you rarely find. Nothing here has been left untouched; it lives like new construction. A long gravel drive winds past mature trees to the home, where a sweeping front porch offers multiple entries and room to linger. Deer, turkey, and other wildlife are frequent visitors. Inside, a grand open floor plan rises to cathedral ceilings, finished with updated tile flooring, crown molding, and Hunter ceiling fans. The living area anchors around a dramatic stone fireplace and flows into an eat-in kitchen with rustic cabinetry, updated KitchenAid appliances, an electric cooktop, and a large center island with bar seating. The first floor holds a spacious primary suite, generously sized baths, and a well-placed Jack-and-Jill. Upstairs, brand-new carpet runs through bedrooms of exceptional size, and the primary closet is fitted with extensive custom built-ins. The two-story garage apartment is a standout, two bedrooms, 1.5 baths, multiple living areas, and a full eat-in kitchen, great for guests, multigenerational living, or income potential. The garages themselves have been freshly painted white, bright and spotless. Recent improvements include fresh paint throughout, LED lighting, updated kitchen and bath fixtures, two new HVAC units, a mini-split serving the room over the garage, smoke detectors, smart locks, and an on-demand propane water heater. Estate infrastructure is equally serious: 600-amp electrical service, a four-inch private well with pump house, a new water-softening system, hard-ducted HVAC, an illuminated crawl space, and a septic system serviced in 2026. A concrete parking pad completes the property. Privacy, craftsmanship, and acreage — a genuinely distinctive Chesapeake estate.

1120 Kathleen Lane, South Chesapeake

$839,900

5 Beds ⋅ 4.1 Baths ⋅ 10649639 MLS

Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake

$995,000

5 Beds ⋅ 3.1 Baths ⋅ 10649252 MLS

Some homes simply stand apart. Behind the beautiful grounds awaits a property that is anything but ordinary. Set on over 3 manicured acres, the home impresses from the moment you enter with hardwood floors, soaring ceilings, wrought iron railings & a dramatic two-story family room anchored by a Travertine fireplace. The completely renovated gourmet kitchen is equally stunning. A luxurious first-floor primary suite offers a spa-inspired bath, dual custom closets & private office overlooking the backyard. Upstairs, discover three additional bedrooms, a massive family room & flex space. Outside feels like a private resort with an EZ Breeze sun porch, saltwater pool, expansive Trex decking, fire pit & gorgeous mature landscaping. Impeccably cared for & thoughtfully updated throughout this is a home with far more to discover- it's one that truly needs to be experienced! This is a home with far more to discover - it's one that truly needs to be experienced. Grassfield School District.

2044 Hallmark Way, South Chesapeake

$1,199,000

5 Beds ⋅ 3.1 Baths ⋅ 10648292 MLS

Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels (to be paid off with acceptable offer), Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Make this an easy day and stop here first!

509 Ballahack Road, South Chesapeake

$825,000

4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS

Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first! No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake

$935,000

5 Beds ⋅ 3 Baths ⋅ 10648261 MLS

Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

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