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$495,000
3 Beds 2 Baths 10645328 MLS
Rare opportunity to own on deep water in Chesapeake! Fish, kayak, boat right off your back dock. Keep your boat in your own backyard on the boat lift instead of paying for dry storage or slip fees. From your private dock, enjoy an approximate 40–50-minute cruise to the open waters of the Chesapeake Bay or to Downtown Norfolk’s vibrant Waterside District where waterfront dining, entertainment and marina amenities await you! Solidly built and full of potential, this classic brick ranch home offers 1,800 square feet of living space with 3 bedrooms and 2 full baths. Whether you’re looking to renovate, personalize or invest, this home provides a fantastic opportunity to make it your own. Being sold as-is, it is ready for your vision and your creativity! Call for more details or to schedule a private tour.

220 Deepwater Drive, South Chesapeake

$629,900
4 Beds 2.1 Baths 10645157 MLS
BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to your low-maintenance luxury retreat in the sought-after 23322 zip code! This beautifully designed 4-bedroom, 2.5-bath home offers 2,598 sq ft of stylish, comfortable living with minimal upkeep. The highlight is the exceptional outdoor living space—a 529 sq ft covered, screened patio with premium epoxy flooring for entertaining, outdoor dining, or relaxing in privacy. An additional patio and custom walkway are surrounded by professionally landscaped, easy-care grounds. Enjoy a true lock-and-leave lifestyle with an HOA that maintains the front yard, giving you more time to enjoy life instead of yard work. Resort-style community amenities while shopping, dining, parks, and major commuter routes are all nearby. This home offers the perfect blend of luxury, convenience, and carefree living.

1910 Briton Lane, South Chesapeake

$765,000
5 Beds 2.1 Baths 10645076 MLS
Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

1629 Shillelagh Road, South Chesapeake

$226,900
2 Beds 2 Baths 10644713 MLS
Welcome home to this beautifully maintained condo offering the perfect blend of comfort, style, and low-maintenance living. The spacious first floor features LVP flooring throughout and a well-appointed kitchen with granite countertops, providing both beauty and functionality. Step outside to your private patio—ideal for morning coffee, outdoor dining, or entertaining—with the added convenience of a storage shed. Upstairs, you'll find two generously sized bedrooms and beautifully updated bathrooms featuring elegant quartz and marble countertops. The spacious primary suite offers a large closet and a beautifully renovated bath with walk-in shower, creating a peaceful retreat at the end of the day. Enjoy resort-style amenities, including a community pool and scenic pond, while the condo assoc takes care of water, sewer, and grounds maintenance for truly carefree living. Conveniently located near shopping, dining, military bases, and major interstates. Schedule your private showing today!

400 Bracknell Arch Unit A, South Chesapeake

$379,900
3 Beds 2.1 Baths 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake

$449,500
3 Beds 3.1 Baths 10644557 MLS
Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The spacious living room with a cozy fireplace flows into the modern kitchen featuring granite countertops, stainless steel appliances, gas cooking, a large island, and adjoining dining area. The primary suite offers two walk-in closets and a private bath with dual vanities. The third-floor bonus suite includes a bedroom, full bath, walk-in closet, and endless flexibility for guests, a home office, or media room. Complete with a charming white picket fence and located near shopping, dining, interstates, and top-rated Grassfield High School, this move-in-ready home is one you won't want to miss!

433 Asuza Street, South Chesapeake

$635,000
4 Beds 3.1 Baths 10642922 MLS
Exceptional home in the Chesapeake countryside in the Hickory school zone! Just over 8 years new! This Modern Farmhouse has 4 bedrooms, 3.5 baths with an open layout and is well loved! Bright & airy 1st level boasts flowing LVP flooring throughout the foyer, dining room, front sitting room/office, family room with gas fireplace, powder room, and gorgeous eat-in kitchen with breakfast bar and large walk-in pantry! A 1st floor en-suite bedroom is perfect for a teen, MIL, or private office! The 2nd level hosts 3 bedrooms, including a spacious primary bedroom with an en-suite bath featuring a shower, soaking tub, dual sink vanity, and huge walk-in closet. The 2nd-floor laundry room is dreamy! Modern fixtures, ceiling fans, and canned lighting throughout! That must-have front porch & back deck provide plenty of opportunities to enjoy sunsets and all that nature provides! Bring your chickens and make this your home! *Seller offering Closing costs or Rate Buydown credit with acceptable offer!

1125 Beaver Dam Road, South Chesapeake

$564,900
4 Beds 2.1 Baths 10643678 MLS
Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package!

716 Tallahassee Drive, South Chesapeake

$440,000
6 Beds 3 Baths 10643653 MLS
15K INSTANT EQUITY!!!!!!! A peaceful neighborhood in the Deep Creek area of Chesapeake with close water views and wooded scenery. This home is one of the largest homes, in the neighborhood, spacious bedrooms 6 & 3 full bathrooms. This home features a modern open layout with generous living areas and a well-appointed kitchen open for entertaining. 3 first-floor bedrooms and 1 full bath provide ideal flexibility for guests or multi-generational living while the other 3 to include the Primary bedroom on the second floor. The home has a new LVP life proof floors, New paint, New carpet, New two car driveway with a wrap around sidewalk and a generous size yard for gathering a outdoor activities. Flood Insurance of 880 yearly (Never floods) SOME CLOSING COST ASSISTANCE AVAILABLE.

421 Plummer Drive, South Chesapeake

$240,000
2 Beds 2.1 Baths 10643204 MLS
Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage throughout. A private, new fully fenced patio provides a great space to relax or unwind. Additional highlights include an HVAC system replacement (2025), stove and microwave (2025) and two reserved parking spaces right out front. Just minutes from major interstates, shopping, dining, hospitals and everyday conveniences. Vacant and move-in ready,

1002 Willow Green Court, South Chesapeake

$570,000
4 Beds 2.1 Baths 10642996 MLS
Welcome to luxury, low-maintenance living in the highly sought-after Westfield at Hickory Manor! This beautifully upgraded Galloway Model, built in 2018, offers 2,059 sq ft of stylish, thoughtfully designed living space with quality finishes throughout. The open-concept layout is superb for everyday living and entertaining, featuring spacious, light-filled rooms, an upgraded kitchen, a private primary suite, and flexible additional bedrooms. Enjoy resort-style amenities including a pool, 24-hr fitness center, clubhouse/community center, and playgrounds. Located in the sought-after Hickory School District with easy access to shopping, dining, military bases, major interstates, and more, this move-in ready home offers comfort, convenience, and lifestyle. Schedule your private showing today!

508 Cavendish Way, South Chesapeake

$615,000
3 Beds 3 Baths 10643157 MLS
This beautifully updated brick home combines comfort, functionality, and style with flexible spaces designed for modern living. At the heart of the home, the stunning kitchen features a custom island perfect for gathering, entertaining, and everyday life. Spacious bedrooms, versatile living areas, and an expansive sunroom provide plenty of room to spread out, with ideal spaces for a home office, virtual learning, hobbies, or creative pursuits. A true standout feature is the oversized two-car garage/workshop, complete with a full bath and approximately 780 square feet of unfinished space above—offering endless possibilities for guest accommodations, a studio, home gym, office, or additional storage. Step outside to enjoy beautifully landscaped grounds, custom decking, and an inviting patio designed for entertaining. A charming custom she-shed adds even more versatility, along with an additional flex space inside the home. Thoughtful updates throughout and adaptable spaces are a win!

103 Ashley Road, 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

$539,000
3 Beds 2.1 Baths 10641886 MLS
Welcome home to this beautifully appointed, move-in ready Seafield model in Eagle Pointe, Chesapeake's premier 55+ resort-style community. The gourmet eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, & butler's pantry plumbed for a sink. Enjoy both casual & formal entertaining with an eat-in kitchen & elegant formal dining room. Relax year-round in the bright Florida room w/custom doors. Plantation shutters & custom window treatments enhance the home's timeless appeal. The first-floor primary suite offers a spacious walk-in closet & spa-inspired bath w/split vanities & walk-in shower. Upstairs features a loft overlooking the family room, two bedrooms, full bath, & walk-in storage/mechanical room. Patio w/electric awning, gas grill line, certified green construction, spray foam insulation, & Rinnai tankless water heater. Enjoy The Bay Club's indoor/outdoor pools, fitness center, ballroom, library, billiards, game rooms, and more!

1517 Eagle Glen Drive, South Chesapeake

$875,000
6 Beds 3.1 Baths 10641499 MLS
Welcome to your own private retreat in the heart of Grassfield! Nestled on approximately 5 acres, this beautifully maintained 6-bedroom, 3.5-bath home offers more than 4,200 square feet of space designed for both everyday living and unforgettable entertaining. Inside, you'll find generous living areas with room for everyone—whether you're hosting holiday gatherings, working from home, or simply enjoying quiet evenings with family. Go outside to enjoy the peaceful surroundings, then unwind in the hot tub, which conveys with the home, making it easy to relax under the stars after a long day. Now offered at an improved price, this exceptional property also includes a seller-paid carpet allowance with an acceptable offer, giving you the opportunity to add your own personal style before moving in. If you've been dreaming of acreage, privacy, and a home that offers the perfect blend of comfort, flexibility, and room to grow, this Grassfield gem is ready to welcome you home. Schedule your private tour today and experience everything this incredible property has to offer.

2536 Seven Eleven Road, South Chesapeake

$624,900
4 Beds 2 Baths 10641403 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for family, guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown 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

$280,000
2 Beds 2 Baths 10641020 MLS
Welcome to 1713 Orchard Way—an inviting home offering comfort, style and versatility. Enjoy 2 dedicated parking spaces + ample guest parking & a charming covered front porch. 1st floor features incl BR with attached bath, soaring vaulted ceilings, new LVP flooring, fresh paint and cozy gas log FP, creating a bright, welcoming living space. Updated kitchen with new counters & SS appliances. Spacious primary BR offers large walk-in closet (easy attic access) & bath with relaxing Jacuzzi tub. Upstairs, HUGE loft/flex area ideal for office, gym or 3rd BR. Add’l highlights: new carpet, generous interior storage, ext storage & screened porch for seamless indoor/outdoor living. Community amenities incl pool. Conveniently located just minutes to bases, interstates, dining, shopping & all of Hampton Roads.

1713 Orchard Way, South Chesapeake

$579,900
4 Beds 3.1 Baths 10640587 MLS
***New price! This Culpepper Landing home deserves another look.*** Welcome to this beautifully maintained 3-story home offering the space, flexibility, and upgrades today’s buyers are looking for. The open floor plan is filled with natural light and features thoughtful builder upgrades throughout. With 4 bedrooms and 3.5 baths, including a private third-floor suite with its own full bath, this home is designed for guests, a home office, or multi-generational living. Enjoy all the amenities Culpepper Landing has to offer, including a pool, clubhouse, fitness center, playgrounds, walking trails, and beautifully maintained community spaces, all with a very low monthly HOA. Conveniently located near shopping, dining, military bases, and major interstates, this home offers the perfect blend of comfort and convenience. **The price has changed, and now is the time to come see why this Culpepper Landing home may be the one you’ve been waiting for. Schedule your tour today!**

708 Canoe St, South Chesapeake

$455,000
4 Beds 2.1 Baths 10640543 MLS
Back on market through no fault of the seller. Welcome home to this fantastic 2-story home tucked away in the back of Mill Creek! Major updates have already been completed, including new LVP flooring, solid surface flooring throughout, custom bathrooms, aluminum-wrapped fascia, a new HVAC coil (2025), and 14 replacement windows with a transferable lifetime warranty from Better View Windows. The spacious floor plan offers a formal dining room, large family room, and an oversized FROG great for a playroom, home office, media room, or guest space. Retreat to the generous primary suite featuring a walk-in closet and beautifully updated bath. Make sure to check behind the mirror in the walk in closet for hidden storage! With plenty of room to grow, stylish updates, and endless possibilities to make it your own, this home is ready for its next chapter!

3205 Holly Ridge Drive, South Chesapeake

$939,800
4 Beds 3.1 Baths 10640467 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 center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances. First Floor Owner's Suite features extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, vanity with double bowls and 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

$609,900
5 Beds 3 Baths 10639976 MLS
Welcome home to this spacious & beautifully maintained residence located in a highly sought-after neighborhood. Offering a versatile floor plan & generous living spaces, this home is designed to accommodate a variety of lifestyles.The main level features dining room & living room w/built ins, providing the perfect setting for entertaining, hardwood flooring flows throughout downstairs living areas, newer carpet adds comfort throughout the upper level. A rare & desirable feature, this home offers spacious first floor bedroom w/full bath. The upstairs primary retreat boasts an elegant tray ceiling & two closets. All 5 bedrooms include walk-in closets & ceiling fans, providing ample storage & comfort for everyone! The updated kitchen is a chef's dream with SS appliances, gas range,granite countertops,new microwave & refrigerator. It flows seamlessly to a breakfast nook & sunroom! Private backyard oasis, featuring stamped concrete patio & firepit to enjoy peacful evenings!!!

712 Creekwood Drive, South Chesapeake

$700,000
5 Beds 3 Baths 10640225 MLS
Welcome to Etheridge Lakes! This beautifully maintained 5-bedroom, 3-bath home offers over 3,300 square feet of living space and a great blend of comfort, functionality, and scenic views. Situated on a quiet cul-de-sac lot overlooking the pond, this spacious two-story home features a highly desirable floor plan with a first-floor bedroom and full bath, great for guests, multigenerational living, or a private home office. Multiple living and entertaining spaces include a formal dining room, dedicated office/study, spacious family room with a gas fireplace, and a bright breakfast area. The kitchen is equipped with stainless steel appliances and ample cabinet and counter space, making meal preparation and entertaining a breeze. Upstairs, the generous primary suite features a private bath with dual sinks and plenty of room to unwind. Three additional bedrooms provide flexibility for family, guests, hobbies, or work-from-home needs. Enjoy outdoor living from the rear deck overlooking a pond, creating a peaceful setting for morning coffee, evening gatherings, or simply relaxing and enjoying the view. Conveniently located near top-rated schools, shopping, dining, parks, and major commuter routes, this exceptional Chesapeake home offers the space, location, and lifestyle today's buyers are searching for. Schedule your private tour today and discover all that Etheridge Lakes has to offer!

804 Catrina Lane, South Chesapeake

$234,999
2 Beds 2 Baths 10640332 MLS
Welcome to this beautifully updated, move-in ready 2-bedroom, 2-bath condo! Freshly painted throughout, this home features new carpet, vinyl flooring, and all-new kitchen appliances. HVAC was replaced in 2021 and the hot water heater in 2023. The bright, open layout offers a spacious living area perfect for relaxing or entertaining. The primary suite includes a private bath and ample closet space. The second bedroom and full bath are perfect for guests, family, or a home office. Enjoy low-maintenance living with several stores and restaurants within walking distance. Conveniently located near Chesapeake Regional Medical Center, the Municipal Center, Greenbrier, and Downtown Norfolk. Don't miss this move-in ready home!

315 Gainsborough Square, 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.