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4332 Sunray Avenue, West Chesapeake
$460,000
10651094 MLS
Rare opportunity to own 10 acres in Chesapeake! Currently used for agricultural purposes, this versatile property offers the perfect setting to build your dream home while enjoying the privacy and space of country living. One single-family residence may be built without the need for a variance. The property's size and configuration may also offer future subdivision potential, subject to City approvals and applicable regulations. Whether you're looking for a private estate, hobby farm, investment, or long-term land hold, this property offers endless possibilities. Conveniently located with easy access to shopping, dining, schools, and major highways while maintaining a peaceful rural setting. Buyer to perform their own due diligence regarding zoning, subdivision, and intended use.

4332 Sunray Avenue, West 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

MM Raccoon (Reba On 16-3) Trail, South Chesapeake
$755,166
3 Beds ⋅ 2.1 Baths ⋅ 10650490 MLS
Welcome home to the Reba floor plan by Kirbor Homes, situated on a picturesque 1+ acre cul-de-sac lot in Sanderson Estates! This 3-bedroom home offers a tranquil backdrop featuring scenic views of a neighboring pond and mature trees. Inside, enjoy a functional design complete with a spacious main-level layout with a spacious kitchen, breakfast area, and great room, along with an oversized 2-car garage with plenty of extra storage space. Low-maintenance living is made simple with a low HOA dedicated solely to community amenity maintenance. Great location just minutes from shopping, restaurants, and easy access to roadways to all areas of Coastal VA and NC. Serene views and room to spread out—schedule your consultation today to personalize your home details!

MM Raccoon (Reba On 16-3) Trail, South Chesapeake

3604 Harding Drive, West Chesapeake
$895,000
4 Beds ⋅ 3.1 Baths ⋅ 10650231 MLS
Prepare to be captivated! With a cool, contemporary flair and a spectacular waterfront setting, this one-of-a-kind residence is truly unlike anything else. Positioned on a coveted cul-de-sac with sweeping 270-degree views of the Western Branch of the Elizabeth River, this 4-bedroom, 3.5-bath contemporary home is an entertainer's dream and private retreat in one. With 4,889 sq ft of living space, soaring ceilings, expansive windows for tons of natural light, 3 fireplaces, high-end appliances, (ice maker as is), and a steam-shower create an atmosphere of effortless sophistication. Lush landscaping and an inground pool near the river is a rarity! Designed for unforgettable gatherings, sunset cocktails, or peaceful mornings by the water. Freshly painted inside and out, new 2026 architectural shingle roof, new hot water heater, and newer HVAC systems. Highly desired schools. Recent home inspection for serious buyers. Clear Termite & Moisture Inspection provided at closing.

3604 Harding Drive, West Chesapeake

4112 Mingo Trail, Central Chesapeake
$2,495,000
6 Beds ⋅ 7.1 Baths ⋅ 10649916 MLS
Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Central Chesapeake

1908 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

1717 Long Ridge Road, South Chesapeake
$1,200,000
4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS
Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, 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

913 Long Ridge Road, South Chesapeake
$599,999
4 Beds ⋅ 2 Baths ⋅ 10644979 MLS
Welcome to this beautifully remodeled all-brick ranch tucked into the peaceful Hickory area of Chesapeake, where country charm meets modern comfort on approximately 3 sprawling acres. This 4-bedroom, 2-bath gem has been thoughtfully updated from top to bottom, featuring luxury vinyl plank flooring, tiled showers, granite countertops, and stainless steel appliances throughout a bright, open layout made for both everyday living and easy entertaining. Step outside and fall in love with the lifestyle this property offers: relax on the covered front porch, host gatherings on the expansive rear deck, or unwind on your own private deck just off the primary suite. Dreaming of homegrown eggs? The property includes chicken coops, ready for you to raise your own flock and enjoy farm-fresh living right in your backyard. A newly poured driveway and a 50-AMP power pole with RV hookup round out the practical upgrades, making this move-in-ready retreat as functional as it is charming. With updated finishes, room to roam, and space to grow your own little homestead, this Chesapeake beauty is ready to welcome you home.

913 Long Ridge Road, South Chesapeake

2004 Girard Avenue, South Chesapeake
$425,000
10644685 MLS
Own the end of the street! This land listing, referenced as 2004 Girard Avenue, represents 5 of 7 parcels within a rare coordinated package spanning both sides of Girard Avenue in Deep Creek. The remaining 2 parcels, including the existing home conveying strictly as is, are offered through the coordinated residential listing at 2008 Girard Avenue. All 7 parcels are sold together as one package, offering approximately 2.59 acres of R10 zoned land within an established Chesapeake neighborhood. The complete assemblage may appeal to builders, investors, land buyers, renovation minded buyers or those drawn to a unique end of street setting. Explore new construction, redevelopment, a shared living concept, a long term investment or something entirely different. The end of Girard Avenue is ready for its next chapter!

2004 Girard Avenue, South Chesapeake

2008 Girard Avenue, South Chesapeake
$325,000
3 Beds ⋅ 1 Baths ⋅ 10644687 MLS
Own the end of the street! Tucked away in Deep Creek, this rare 7 parcel package spans both sides of Girard Avenue and offers a surprising sense of privacy within an established Chesapeake neighborhood. This residential listing represents 2 of the 7 parcels and includes the existing home, which conveys strictly as is. The remaining 5 parcels are offered through the coordinated land listing referenced as 2004 Girard Avenue, with all 7 sold together as one package. Altogether, the property offers approximately 2.59 acres of R10 zoned land and room to imagine something bigger. Create a starter homestead, explore a shared living concept with room for more than one generation to call home together, take on your next rehab or investment project, hold the property for the future or bring an entirely new vision to life. Any proposed use is subject to zoning and required approvals. The end of Girard Avenue is ready for its next chapter!

2008 Girard Avenue, South Chesapeake

109 Ballahack Road, South Chesapeake
$919,000
3 Beds ⋅ 2.1 Baths ⋅ 10643968 MLS
HURRY; THIS HOME WON’T LAST!!! If you are looking for privacy this single family home situated on a spacious 1-acre lot with “no” HOA fee & convenient interstate access is for you!!! The attention to detail & custom upgrades are simply “impeccable”! Home features double door front entrance, 3 bedrooms including that much sought after “first floor primary” with a luxurious spa inspired bath, custom closet, 2 & 1/2 baths, family room with gas fireplace, gourmet kitchen with upgraded “GE Cafe” appliances, loads of custom cabinetry, huge kitchen island, custom trim work though-out, upgraded flooring, enhanced lighting & plumbing fixtures, mudroom with customized storage, large loft with window nook, extra large rear “screened” in covered porch & 2 car side load garage! This amazing home on this incredible lot is a true must see!!!

109 Ballahack Road, South Chesapeake

2861 Raccoon Trail, South Chesapeake
$1,069,417
5 Beds ⋅ 4 Baths ⋅ 10643118 MLS
The Rivermont is where everyday living feels just a little more special. Designed with comfort, style, and connection in mind, this thoughtfully crafted home offers the perfect spaces to gather, relax, and make lasting memories. At the heart of the home, the chef-inspired kitchen flows effortlessly into the spacious dining area and inviting great room, creating the ideal setting for everything from Sunday brunches to holiday celebrations. Just beyond, step onto the covered rear porch—your new favorite spot for morning coffee, evening cocktails, or cheering on a summer thunderstorm from the comfort of home. The vaulted first-floor primary suite provides a peaceful retreat, while generously sized secondary bedrooms and flexible living spaces offer room for family, guests, hobbies, or a home office. Every detail reflects the quality craftsmanship and thoughtful design Kirbor Homes is known for. Located in the desirable Sanderson Estates, you'll enjoy spacious homesites and the perfect blend of peaceful surroundings with convenient access to shopping, dining, recreation, and major commuting routes. Whether you're hosting family dinners, relaxing on the porch, or simply enjoying the comfort of a brand-new home, the Rivermont is designed for the moments that matter most. Come see why this could be the perfect place to call home! Contact LA to schedule an appointment at our design center today! Builder Contract. Ask about our current incentives!

2861 Raccoon Trail, South Chesapeake

4309 East Road, West Chesapeake
$440,000
3 Beds ⋅ 1.1 Baths ⋅ 10644034 MLS
Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable LVP flooring, spacious bedrooms, and the convenience of single-level living. The room over the attached garage provides flexible space for a home office, guest suite, 4th bedroom, or in-law suite. Outside, the 3-stall horse barn needs TLC, plus plenty of room for gardening, recreation, or creating your own mini homestead. Recent improvements include land improvements (2019), well service (2020), electrical panel service (2020), foundation improvements (2021), new appliances (2022). Tenant occupied at $2,800 per month thru 1/31/27. Live in or rent out.

4309 East Road, West Chesapeake

2857 Raccoon Trail, South Chesapeake
$894,595
5 Beds ⋅ 3 Baths ⋅ 10643669 MLS
Fair warning: Your guests may start inviting themselves over. Welcome to the Whitehurst by Kirbor Homes—a home that's equal parts stylish, spacious, and dangerously comfortable. Once you move in, don't be surprised if everyone suddenly volunteers your house for every birthday, football Sunday, and holiday gathering. The heart of the home is the incredible chef-inspired kitchen, complete with our upgraded Chef's Appliance Package, an oversized island, and enough counter space to pretend you're on a cooking show (or just unpack takeout in style). The open-concept layout keeps everyone connected, whether you're entertaining a crowd or trying to keep an eye on whoever keeps sneaking cookies before dinner. Designed with convenient first-floor living, the private primary suite is your personal escape after a long day, featuring a spa-like bathroom and a spacious walk-in closet that's ready for everything from everyday essentials to those online shopping "must-haves." Two additional bedrooms offer space for family and friends, while the upstairs bonus room can transform into whatever life calls for—a movie lounge, game room, home office, fitness studio, or the ultimate hideaway when you need a little peace and quiet. Out back, the covered porch is practically begging for morning coffee, summer cookouts, and evenings where you swear you'll only sit outside for five minutes...until it's dark. Every inch of the Whitehurst showcases the quality craftsmanship and thoughtful details Kirbor Homes is known for, blending comfort, flexibility, and timeless design into a home you'll love coming back to every day. So go ahead, schedule your private tour or Design Center appointment today. Just don't blame us when your friends start referring to your house as "the gathering place." Builder contract required. Ask about available lender incentives!

2857 Raccoon Trail, South Chesapeake

2116 Sanderson Road, South Chesapeake
$988,613
4 Beds ⋅ 3.1 Baths ⋅ 10643550 MLS
Framed and heading into drywall! Who wants to kick off early 2027 with a new home? Meet the Holden by Kirbor Homes! A home that checks all the boxes and then a few you didn't even know you wanted! From the moment you step inside, you'll love the bright, open layout that's designed for everything from holiday gatherings to cozy movie nights. The chef-inspired kitchen is the true heart of the home, featuring a spacious island where everyone naturally gather, plenty of cabinet space, and an easy flow into the dining area and Great Room. Whether you're hosting friends or enjoying a quiet morning with coffee, this home is designed to make every day feel a little more special. When it's time to unwind, head on over to the first-floor primary suite, complete with a spa-like bath and generous walk-in closet. Need a home office, playroom, or hobby space? You've got that, too! Upstairs, you'll find spacious secondary bedrooms and a versatile loft that's ready to become your game room, media room, fitness space, or whatever best fits your lifestyle. If you've been searching for a home that's equal parts stylish, functional, and welcoming, you've just found it. Come see why the Holden feels like home the moment you walk through the door. Builder contract required. Reach out today to schedule an appointment at our Design Center and experience the beautiful finishes and thoughtful selections that have been chosen for this home. Ask about current builder incentives and available opportunities to make this dream home yours!

2116 Sanderson Road, South Chesapeake

1533 Sanderson Road, South Chesapeake
$997,724
5 Beds ⋅ 4.1 Baths ⋅ 10643679 MLS
Some homes simply check the boxes. The Miles by Kirbor Homes is designed to exceed expectations. Thoughtfully crafted for the way you live today, this home combines stylish finishes, functional spaces, and everyday comfort in all the right places. The heart of the home is the beautifully designed kitchen, where morning coffee turns into family dinners, holiday traditions, and conversations that linger long after the meal is over. Featuring our upgraded Chef's Appliance Package, a spacious center island, abundant cabinetry, and an open flow into the dining area and Great Room, this space was made for gathering, whether you're entertaining a crowd or enjoying a quiet night at home. When it's time to unwind, head to the spacious primary suite featuring a walk-in closet that's practically the size of a bedroom and a spa-inspired bath that makes every day feel a little more like a vacation. Additional bedrooms and versatile living spaces provide endless opportunities for a home office, playroom, fitness room, media lounge, or whatever your lifestyle calls for next. Step outside to the covered rear porch and imagine weekend cookouts, evenings under the stars, or slow Sunday afternoons where the only thing on your schedule is deciding whether to refill your coffee or fire up the grill. Built with the exceptional craftsmanship and attention to detail Kirbor Homes is known for, the Miles offers the perfect blend of style, flexibility, and livability. This isn't just another floor plan: it's the one you'll find yourself measuring every other home against. Schedule an appointment at our design center today and discover why the Miles just feels like home. Builder contract required. Ask about available lender incentives!

1533 Sanderson Road, South Chesapeake

2801 Raccoon Trail, South Chesapeake
$1,104,938
4 Beds ⋅ 3.1 Baths ⋅ 10643126 MLS
Warning: You may never want to leave home! Welcome to the Buena Vista by Kirbor Homes, where every room is designed to make everyday life feel a little more extraordinary. Whether you're hosting the holidays, cheering on your favorite team, or simply enjoying a quiet evening in, this home is ready for it all. The show-stopping kitchen is sure to become everyone's favorite gathering spot, featuring our upgraded Chef's Appliance Package, an oversized island, and plenty of room for everything from charcuterie boards to cookie decorating marathons. The open-concept layout keeps the conversation flowing from the kitchen to the dining area and great room, so no one ever misses out on the fun. When it's time to recharge, the luxurious first-floor primary suite offers the perfect escape, while the additional bedrooms and flexible living spaces provide endless possibilities for guests, hobbies, a home office, or that home gym you've been promising yourself. Step outside to the covered rear porch and imagine slow mornings with coffee, backyard cookouts, or winding down with a glass of wine as the sun sets. Located in the desirable Sanderson Estates, the Buena Vista pairs spacious homesites with the quality craftsmanship and thoughtful details Kirbor Homes is known for. This isn't just another new construction home—it's the kind of place where memories are made, traditions begin, and you'll happily volunteer to host every family gathering. Schedule your tour or Design Center appointment today and see why the Buena Vista might just ruin every other floor plan for you. Builder contract. Ask about available lender incentives!

2801 Raccoon Trail, 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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