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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

112 Station Road, South Chesapeake
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS
One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

5041 Queen Street, West Chesapeake
$525,000
5 Beds ⋅ 3.1 Baths ⋅ 10641817 MLS
Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath home is built for both comfort and flexibility. The open concept living area flows effortlessly into a spacious, modern kitchen. A 1st floor primary bedroom provides the ease of main level living, while a 2nd floor owner’s suite creates the ideal private escape or multi-generational option. Additional highlights include a two car attached garage, generous bedroom sizes, and beautifully planned finishes throughout all while located within the sought after Western Branch school district. You’re not just purchasing new construction - you’re securing space, privacy, flexibility, and a lifestyle.

5041 Queen Street, West Chesapeake

5036 Queen Street, West Chesapeake
$525,000
5 Beds ⋅ 3.1 Baths ⋅ 10641815 MLS
Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath home is built for both comfort and flexibility. The open concept living area flows effortlessly into a spacious, modern kitchen. A 1st floor primary bedroom provides the ease of main level living, while a 2nd floor owner’s suite creates the ideal private escape or multi-generational option. Additional highlights include a two car attached garage, generous bedroom sizes, and beautifully planned finishes throughout all while located within the sought after Western Branch school district. You’re not just purchasing new construction - you’re securing space, privacy, flexibility, and a lifestyle.

5036 Queen Street, West Chesapeake

4101 2nd Street Unit A, Central Chesapeake
$410,000
4 Beds ⋅ 2.1 Baths ⋅ 10641084 MLS
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath home in Chesapeake! Built in 2018, this two-story residence offers over 2,000 sq ft of modern living space. The open-concept layout features a bright living area that flows into the dining space and kitchen—perfect for entertaining or relaxing at home. Upstairs includes four spacious bedrooms, highlighted by a private primary suite with a spa-like bath and ample closet space. Additional rooms offer flexibility for guests, a home office, or playroom. Situated on a corner lot in an established neighborhood, this home provides both privacy and convenience. Close to shopping, dining, major interstates, and military bases. Move-in ready and full of charm—don’t miss this Chesapeake gem!

4101 2nd Street Unit A, Central Chesapeake

2206 Wilmington Avenue, West Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10641029 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2206 Wilmington Avenue, West Chesapeake

3315 Tyre Neck Road, West Chesapeake
$850,000
4 Beds ⋅ 3.1 Baths ⋅ 10641064 MLS
New Construction in Western Branch on almost an acre? Want a new home before school starts?...We have it right here for you! The Margot offers a spacious floor plan with 4 Bedrooms, 3 Full Baths, PLUS a bonus Room! ! At just over 3000 sqft, a few highlights of this model are open floor plan, large kitchen, sunroom, first floor bedroom with ensuite, large primary bedroom...Lots this large are rare in Western Branch so you might as well make it a forever home! Backyard is large with peaceful views and plenty of room for family fun or maybe you need space for a future detached garage or RV storage? Easy living with no HOA and minutes to all of Hampton Roads! Contact us today and let us put your custom finishing touches before this home goes too much further into construction!

3315 Tyre Neck Road, West Chesapeake

2223 Hampton Roads Parkway, West Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10641027 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2223 Hampton Roads Parkway, West Chesapeake

2204 Wilmington Avenue, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10641024 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch-style living with 4 bedrooms, including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2204 Wilmington Avenue, West Chesapeake

2205 Hampton Road, West Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10641022 MLS
This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2205 Hampton Road, West Chesapeake

2420 Mount Pleasant Road, South Chesapeake
$553,900
3 Beds ⋅ 3 Baths ⋅ 10641052 MLS
Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

2832 Martins Point Way, West Chesapeake
$1,257,400
5 Beds ⋅ 4 Baths ⋅ 10640535 MLS
Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

900 Justin Lee Way, South Chesapeake
$740,000
6 Beds ⋅ 4 Baths ⋅ 10640551 MLS
Room to gather. Space to breathe. Welcome to 900 Justin Lee Way, an exceptional brick home tucked away on a quiet cul-de-sac in the heart of Great Bridge. Offering nearly 4,000 sq ft, 6 bedrooms and 4 full baths, this home combines generous living spaces with remarkable flexibility. Two primary suites, including one on the first floor, create options for multigenerational living, guests, a home office or a private retreat. The beautifully updated kitchen flows naturally into spacious living and entertaining areas, while multiple renovated baths include the primary bath (2020), downstairs bath (2023), and hallway and guest bath (2025). Major improvements provide even more peace of mind: water heater (2021), both HVAC systems (2023), windows (2024), and well pump (2025). ). Outside, enjoy a screened porch overlooking a private fenced backyard with a firepit patio designed for relaxing and entertaining. With substantial updates already completed, timeless brick construction, an incredibly versatile floor plan, and a sought-after Great Bridge location, this is the kind of home that’s increasingly difficult to find. Quick closing and move-in before school starts is possible!

900 Justin Lee Way, South Chesapeake

1509 Cedarville Court, South Chesapeake
$807,597
4 Beds ⋅ 3.1 Baths ⋅ 10640008 MLS
Live in a Lee model! What makes this one so unique - 1+acre homesite, on a cul-de-sac! This popular design features primary bedroom on the first floor with spacious ensuite that boasts tile shower surround, dedicated water closet, and huge walk in closet! Need more space in your primary bedroom - there is an optional sitting room extension! The open layout is cozy enough for an evening in or invite your friends and family over to grill out! The second floor has a bedroom with an attached bath and large walk in closet. The loft makes for a spacious gaming area or home office. Two additional bedrooms and a bath complete the second floor. Available options include - walk out attic, additional bedroom, additional bath, 3rd car garage, covered/screened porch, @9 ft x 6 ft walk in pantry, dual primary, multigen, and so much more!! The Design Center allows you to bring your home to life by tailoring your colors, materials, and features to your specific needs!

1509 Cedarville Court, South Chesapeake

150 Hessian Loop, South Chesapeake
$899,900
5 Beds ⋅ 4 Baths ⋅ 10638532 MLS
Premium fountain-view homesite in the highly desirable Woodford Estates community! Located in the award-winning Hickory School District, this immaculate home, built in 2024 and completed in 2025, offers 5 bedrooms, 4 full baths, 3,393 square feet, and a 3-car garage. Thoughtfully designed with an open-concept layout, gourmet kitchen, spacious living areas, abundant natural light, and a first-floor bedroom with a full bath. Features include natural gas heating, HVAC, a tankless water heater, gas fireplace, and brick and fiber cement exterior. Enjoy peaceful fountain views from your backyard while benefiting from the quality and efficiency of newer construction. Move-in ready without the wait of building new!

150 Hessian Loop, South Chesapeake

4113 Taylor Road, West Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10638898 MLS
Charming all brick home with major system updates already completed! Step inside to find beautiful hardwood floors and a warm, inviting layout filled with character. Enjoy peace of mind with a roof replaced in 2021, along with the durability and timeless appeal of brick construction. Outside, you'll love the expansive, fully fenced backyard perfect for entertaining, pets, gardening, or simply enjoying your own private outdoor retreat. The home also features a spacious two car attached garage, ample driveway parking, and an adorable front porch that's perfect for morning coffee or relaxing evenings. An added bonus for qualified buyers: an assumable VA loan with an attractive 3.8% interest rate. This well maintained home offers the perfect combination of charm, updates, and value.

4113 Taylor Road, West Chesapeake

4100 Scotfield Drive, West Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10638546 MLS
A Beautiful Brick Home nestled in the sought after Scotfield Woods community of Western Branch. This home offers the perfect blend of comfort, functionality, and neighborhood charm. Step inside to discover a thoughtfully renovated home featuring generous living spaces, natural lighting, and plenty of room for everyday living and entertaining. This home offers 4 bedrooms, 2.5 bathrooms, and a 2 car garage with plenty of drive way space. Updated kitchen island with quartz countertop, stainless steel gas stove top and oven. Walk in laundry room. Large primary bedroom with 3 closets with plenty of room for storage. A beautifully renovated primary en suite bathroom with 2 vanities, tiled floors and floor to ceiling tiled walk in shower with dual shower heads. (2022) Outside, enjoy the large corner lot with a fenced in backyard with endless possibilities for outdoor gatherings, gardening, play, or simply relaxing in your private retreat. The established neighborhood provides a peaceful setting while remaining conveniently located near shopping, dining, parks, major commuter routes, shipyards, military facilities and highly regarded Western Branch schools. Whether you're looking for your first home, additional space, or a place to put down long term roots, this home delivers exceptional value in one of Chesapeake's most desirable areas. Don't miss the opportunity to make this wonderful property your next home. Updated in 2022- Kitchen Island, LVP Flooring, Bathroom vanities, Primary Bathroom and Water heater.

4100 Scotfield Drive, West Chesapeake

2705 Sawyers Arch, 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

404 Vespasian Circle, South Chesapeake
$749,900
5 Beds ⋅ 3 Baths ⋅ 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, South Chesapeake

1251 Veranda Way, South Chesapeake
$545,900
3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS
Welcome to 1251 Veranda Way! This beautiful home features 2,578 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be 4th bedroom, a bonus 2nd living room/sitting area on the second floor along with a home office. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, dual sinks & dual walk-in closets. Large private wooded backyard with a view of the pond beyond the trees. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake

2744 Horseshoe Drive, South Chesapeake
$465,000
4 Beds ⋅ 2 Baths ⋅ 10636036 MLS
Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody’s, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

2744 Horseshoe Drive, South Chesapeake

2624 Ballahack Road, South Chesapeake
$1,089,000
5 Beds ⋅ 3.1 Baths ⋅ 10635945 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, QUARTZ COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE UTILIZED FOR TV/OFFICE/PLAYROOM THE CHOICE IS YOURS. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUNTERTOPS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF.

2624 Ballahack Road, South Chesapeake

MM Taft (Engle B-1) Road, South Chesapeake
$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) Road, 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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