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$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

$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

$879,000
4 Beds 3 Baths 10650413 MLS
Nestled on a quiet cul-de-sac lot on 3 private acres in one of South Chesapeake's most coveted neighborhoods, this 4-bedroom, 3-bath home offers timeless luxury and exceptional craftsmanship. The main level features a 2-story foyer, formal dining room, dedicated office, fully renovated full bath with flex room for a possible 1st-floor bedroom or in-law suite. A beautiful new kitchen with amazing quartzite countertops, Viking appliances , and a handmade Shaws fireclay sink opens to a large sunlit living room & sunroom. Upstairs, the primary suite features a walk-in closet and a stunning Carrara marble bath. Three additional bedrooms, a fully renovated hall bath, and a massive bonus room over the garage offer flexible room for a possible 5th bedroom or media space. Notable upgrades include new carpet up/new wide plank oak floor down, all bath & kitchen fixtures by Lefroy Brooks/Perrin & Rowe, custom blinds, geothermal HVAC 2023. Full update list in photos & uploaded to MLS.

517 New Zealand Reach, South Chesapeake

$709,900
4 Beds 2.1 Baths 10650037 MLS
Resort-style living at the pinnacle of a premier Great Bridge cul-de-sac! This striking 3,600 sqft waterfront estate reveals a rare staycation lifestyle on a sprawling 0.68-acre lot. Step inside to an interior flooded with light, soaring ceilings, skylights, and a jaw-dropping stone fireplace. Over $60K was invested in seamless wood floors sweeping continuously across both levels. The main layout leads to a gourmet kitchen with white cabinets, quartz countertops, and a massive smart touchscreen refrigerator. Upstairs, a humongous primary suite awaits with a deep jacuzzi soaking tub. The backyard is a show-stopping private oasis on a tranquil pond: float in your 32K-gal saltwater pool with a brand-new liner, or entertain under the monumental 19x26 covered pavilion with dual refreshment fridges. End your nights stargazing in the brand-new 4-person hot tub. Absolute peace of mind with a brand-new architectural roof on the home and both storage workshops. Assumable 1.75% VA loan ($268K).

801 Aston Place, South Chesapeake

$1,699,000
4 Beds 3.1 Baths 10649536 MLS
Rare luxury estate on 23.10 private acres in Chesapeake. This 3,224 sq ft, 4-bedroom custom home combines high-end finishes, acreage privacy, and a massive 30x80 climate-controlled detached building. Premium kitchen with 10-ft island, Electrolux refrigerator/freezer with trim kit, double wall oven with sous-vide, gas cooktop, microwave drawer, quartz surfaces, pot filler, and 45-inch sink. Primary suite features vaulted ceiling, Brazilian White Santorini leathered quartzite, freestanding Kohler tub, and oversized 6x4 tiled glass shower with rain, wall, handheld heads, and built-in ledge. Upgrades include Everlast siding, GAF Ultra HDZ roof, 2-zone dual-fuel Trane heat pumps, two Rinnai tankless water heaters, 1,000-gal propane tank, generator transfer setup for future Generac, black aluminum fencing, premium insulated cedar-tone garage doors, Ring security, French White Oak flooring, and wooded trails. Rare turnkey luxury with land, privacy, flexibility, and premium infrastructure.

3959 Bunch Walnuts Road, South Chesapeake

$739,900
4 Beds 2.1 Baths 10649923 MLS
Make this your first stop! Pride of ownership shines throughout this immaculate Hickory Landing home that has been exceptionally cared for by the seller. The open floor plan offers a great flow between the living spaces, with updated flooring and fresh paint throughout giving the home a clean, move-in-ready feel. The spacious kitchen features granite countertops, a large island, gas range, butler's pantry, and plenty of cabinet space. The primary suite offers generous closet space and a beautifully tiled ensuite bath, while the additional bedrooms provide plenty of room for family or guests. Step outside to your own backyard oasis featuring an in-ground pool, putting green, quality storage shed, and plenty of space to entertain. Located in the highly sought-after Hickory School District, this home offers the space, condition, and location you've been looking for!

409 Cairns Road, South Chesapeake

$899,900
4 Beds 3.1 Baths 10650094 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake

$839,540
6 Beds 4.1 Baths 10649851 MLS
Welcome to the Tillman at Riverview Landing! This Property is great for multigenerational families! This spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. This house is complete with a FINISHED BASEMENT! Photos are from the builder's library, actual finishes and features may vary.

1228 Kidbrooke Street, 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

$577,740
3 Beds 3 Baths 10649722 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a beautiful kitchen with quartz countertops and stainless steel appliances, and a versatile morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more -all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Incentives available with use of preferred lender. Photos are to be used as an example and do not represent exact listings selections.

2154 Edwin Drive, 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

$685,000
5 Beds 3 Baths 10649624 MLS
Wake up to peaceful pond views from your private back deck in this immaculate 5-bedroom, 3-bath Etheridge Lakes retreat! Tucked away at the end of a quiet cul-de-sac, this 3,300+ square foot home delivers an exceptional blend of space, functionality, and scenic waterfront views designed for modern living. The highly flexible floor plan features a sought-after first-floor bedroom and full bath, great for long-term guests, multigenerational living, a private main-level office, or a quiet hobby space. Designed with everyday life in mind, the main level offers effortless flow across multiple living areas. Host holiday dinners in the formal dining room, work in peace from the separate front study, or gather in the sunlit breakfast nook for casual mornings. The spacious family room serves as the cozy heart of the home, anchored by a gas fireplace and bathed in natural light. At the center of it all sits the open kitchen with extensive counter space, and abundant cabinetry, making meal prep and hosting a breeze. And don’t miss the huge walk-in pantry. Upstairs, escape to the expansive primary suite, a true owner's sanctuary complete with a generous walk-in closet and a private ensuite bath featuring dual sinks and plenty of room to unwind. Three additional oversized bedrooms upstairs offer maximum versatility for family, guest rooms, remote work, or creative setups. Step outside to your private rear deck, where serene water views create a tranquil backdrop for morning coffee, weekend barbecues, or relaxing sunset drinks. Complete with an attached garage and an unbeatable location near top-rated Chesapeake schools, local parks, shopping, dining, and major commuter routes, this property offers the space and lifestyle buyers have been searching for. Schedule your private tour today to experience everything Etheridge Lakes has to offer!

804 Catrina Lane, South Chesapeake

$545,000
3 Beds 2.1 Baths 10649408 MLS
Welcome to this beautifully appointed 3-BR, 2.5-bath home located in a highly sought-after community w/ desirable schools, convenient shopping, & an exceptional lifestyle.The Lg primary suite features a spa-inspired bath w/lg soaking tub, walk-in shower, & linen closet. XXL walk-in closet is complete w/ built-in shelving for effortless organization. Designed for both everyday living & entertaining, the open floor plan showcases a chef-style kitchen w/ an abundance of cabinetry, a beautiful new backsplash, pantry& an island/bar with seating. Kitchen flows seamlessly into family rm & dining area, creating a warm & inviting gathering space. Step outside to one of the largest backyard areas available for this model, offering a peaceful & private setting that backs to a picturesque pond complete w/ fountain & walking path. It’s the perfect spot to relax, entertain, or simply enjoy the beautiful surroundings. Enjoy resort-style amenities w/o the maintenance - your HOA takes care of the front yard and flowerbeds, while residents take advantage of the beautiful club house, community pool, and extensive exercise room. $5000 carpet allowance. You decide carpet or other! Call to schedule an appointment

316 Middleton Way, South Chesapeake

$464,900
3 Beds 2.1 Baths 10648866 MLS
Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake

$599,500
4 Beds 2.1 Baths 10649324 MLS
Beautifully maintained 4 bedroom, 2.5 bathroom colonial home located in the desirable Albemarle West neighborhood and the sought-after Hickory school district. This home is great for both everyday living and entertaining, with a formal living and dining room, spacious eat-in kitchen, and a large family room with a wood burning fireplace and built-in shelving. There are dual staircases with one in the kitchen leading up to the versatile, finished room over the garage which can be used as a 4th bedroom, playroom, guest space or an additional entertaining area. There is even extra room for an office or study area. All the bedrooms are spacious and there is ample storage throughout the home, including 2 pantries in the kitchen and 2 walk-in bedroom closets. The expansive screened porch adds extra usable space to the home and would be great for dining in the warmer months or just relaxing with a cup of morning coffee. The deck leads to a gorgeous, landscaped yard and is a peaceful retreat. Major updates already done in 2026 to include all new: HVAC and air handler, deck, quartz countertops in the kitchen, and garage door opener. The kitchen and bathrooms have all been freshly painted. Convenient to shopping, restaurants and the 168 bypass. Make this one your first stop!

613 Corapeake Drive, South Chesapeake

$619,000
5 Beds 3.1 Baths 10648556 MLS
Welcome to 1229 Priscilla Lane - a beautifully appointed 5-bedroom, 3.5-bath home offering exceptional space, comfort, and resort-style outdoor living in Chesapeake's desirable Hickory school district. From the moment you arrive, you'll appreciate the inviting presence and thoughtful design of this spacious residence. Inside, generous living areas provide plenty of room for both everyday living and entertaining, while five well-sized bedrooms offer flexibility for family, guests, a home office, or additional living space. The heart of the home flows effortlessly into the dining and gathering areas, creating a warm and welcoming environment for everything from quiet evenings at home to larger celebrations with family and friends. Step outside and discover your own private oasis. The sparkling swimming pool creates a true backyard retreat, perfect for summer entertaining, relaxing poolside, or making lasting memories with family and friends. The outdoor space provides the ideal extension of the home and a lifestyle that feels like a vacation without leaving your backyard.

1229 Priscilla Lane, South Chesapeake

$789,900
5 Beds 3 Baths 10648928 MLS
NEW PRICE—NOW $789,900! $25K+ REDUCTION. Located in a welcoming, highly desirable community with NO HOA, this meticulously maintained home offers the feel of new construction with over $75,000 in thoughtful upgrades. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—great for gathering and entertaining. Custom window treatments, upgraded lighting, smart-home features, a reverse-osmosis water system, and more elevate everyday living. A first-floor bedroom and full bath offer flexibility. Relax on the inviting front porch, enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this truly move-in-ready home delivers the best of both worlds: a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, South Chesapeake

$799,000
4 Beds 3 Baths 10648602 MLS
Pristinely kept home on over 3 Acres located in the highly sought-after Hickory School District! This move-in-ready home has been meticulously cared for with major system upgrades including a 3- year old roof, all new siding, a rebuilt HVAC package unit with all new components, two water heaters, a whole-house generator and updated windows and gutters! The renovated kitchen (2017), main room refinished hardwood and recently updated Primary bedroom set this home apart! Enjoy outdoor living on the Trex decking and rest easy knowing the septic system was cleaned and pumped in January 2026. With extensive updates, exceptional maintenance, and a prime location in the Hickory area of Chesapeake, this home offers the perfect combination of comfort, efficiency, and long-term value with land to go with it! Come see your new home today!

2020 Sanderson Road, South Chesapeake

$769,990
5 Beds 3.1 Baths 10648510 MLS
Master Model listing by D.R. Horton - To Be Built. The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational families! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Incentives with use of preferred lender! Pricing shown is the base price. Additional charges may apply for selected options, upgrades, lot premiums, and other enhancements.

MM The Tillman At Riverview Landing, South Chesapeake

$749,990
5 Beds 4 Baths 10648507 MLS
Master Model listing by D.R. Horton - To Be Built. The Summit floor plan offers generous living space across two floors, providing ample room for families of all sizes. The main level features a FIRST FLOOR BEDROOM and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room, filled with natural light. The spacious kitchen is a standout with a large kitchen island, quartz countertops, soft-close cabinets, and premium stainless steel appliances, including gas cooktop, Whirlpool appliances, and a walk-in pantry. Upstairs, the owner’s suite offers a huge walk-in closet, double vanities, a relaxing bathtub, and a separate shower, providing the perfect retreat. Additionally, the second floor features 4 spacious bedrooms, 2 full baths, a laundry room, and the loft area, offering even more flexible living space. Take advantage of exceptional savings when you finance with the preferred lender! Pricing shown is the base price. Additional charges may apply for selected options, upgrades, lot premiums, and other enhancements.

MM The Summit At Riverview Landing, South Chesapeake

$704,990
4 Beds 3 Baths 10648505 MLS
Master Model listing by D.R. Horton- To Be Built. Welcome to Riverview Landing in Chesapeake, VA, where the 2,748 sq ft Hadley model offers stylish living with open spaces, a functional kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer-making it the perfect place to live, relax, and entertain. Incentives with use of preferred lender! Pricing shown is the base price. Additional charges may apply for selected options, upgrades, lot premiums, and other enhancements.

MM The Hadley At Riverview Landing, 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.