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$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

$284,000
2 Beds 2.1 Baths 10643295 MLS
Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage shed, creating a private outdoor retreat. Upstairs, the flexible bonus room is ideal for a home office, media room, workout space, or guest area. Both primary suites include large closets. Condo fees cover the community pool, exterior maintenance, sewer, and trash pickup. Conveniently located just 0.3 miles from Russell Memorial Library.

2806 Baldwin Drive, West Chesapeake

$524,900
3 Beds 2.1 Baths 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing, South Chesapeake

$684,900
5 Beds 2.1 Baths 10642890 MLS
This property is a gardener's dream. It has a variety of flowering plants that provide blossoms throughout the growing season. Blooms are sequenced for near year round color. There are 10 field-stone edged garden beds add stunning features to the landscape. One garden bed in the back has a goldfish pond. One in the front features an unique natural stone bench. Back yard includes vegetable garden plot that faces the sun for garden fresh produce. Back yard oasis includes a hot tub and six foot privacy fence. Two patios are connected by a master-crafted pave walk-way. Oversized garden shed helps keep garage clutter free. Two lockable gates one on each side of the property. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well and two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized primary bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk in closet is medium sized with plenty of storage space. Washer and dryer are on the second floor for convenience to bedrooms.

707 River Gate 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

$775,000
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

$879,000
3 Beds 2 Baths 10642255 MLS
If these walls could talk, they would tell you 175 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

$370,000
4 Beds 2.1 Baths 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake

$452,900
3 Beds 3.1 Baths 10642448 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & glass subway tile backsplash. Easily maintained & durable LVP flooring & crown molding, as well as 9-foot ceilings on all levels. Lighted tray ceiling in primary suite & double quartz vanity, ceramic tiled floor, & glass-enclosed shower w/ ceramic tile walls in en-suite. WIC. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4904 Apricot Way, West Chesapeake

$614,900
6 Beds 4.1 Baths 10642445 MLS
Rare opportunity to own a beautifully updated 6-bedroom, 4.5-bath home featuring a private, fully equipped in-law suite for multigenerational living, extended family, guests, rental income, or a private home office. The main residence offers 5 spacious bedrooms, 3 full baths, and a stunning remodeled kitchen with quartz countertops, sleek high-gloss cabinetry, stainless steel appliances, and space for a large center island. The separate in-law suite lives like its own home, complete with an open loft-style bedroom, 1.5 baths, walk-in closet, full-size laundry, upgraded kitchen with quartz counters and stainless appliances, and generous living space. Recent upgrades include renovated baths, new windows, patio doors, and Nest thermostats. Step outside to your backyard oasis featuring an 8-foot in-ground pool with newer liner, filter, and pump, plus a built-in deck bar ideal for entertaining. Conveniently located near shopping, dining, schools, military bases, beaches, and major commuter routes.

501 Thornloe Ln Lane, South Chesapeake

$620,000
4 Beds 2.1 Baths 10641989 MLS
Welcome to the popular Wells Model in Hickory Manor, offering 4 bedrooms, 2.5 baths, and a versatile upstairs loft. This home features exceptional storage throughout, including a double-door pantry, hall closet, under-stair storage, two upstairs linen closets, and dual closets in the spacious primary suite. The oversized 8-foot-long island has quartz countertops, perfect for entertaining and everyday living. 9-foot ceilings throughout bring in abundant natural light, with unobstructed southern and western exposures. Upstairs, the primary suite offers double closets, dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional features include a 50-amp outlet in the garage, ideal for EV charging. Hickory Manor is conveniently located near Edinburgh shopping in top-rated Hickory school district and provides neighborhood pool, clubhouse, fitness center, park, and lawn maintenance.

445 Middleton Way, South Chesapeake

$595,000
5 Beds 2.1 Baths 10641782 MLS
Welcome to the Shenandoah at Retreat at Edinburgh, a sought-after 55+ community where low maintenance living meets modern comfort. This beautifully designed home features an open-concept floor plan, a gourmet kitchen with quartz countertops, stainless steel appliances, and a large island looking over the dining and living rooms, making it perfect for entertaining. On the first floor, you will conveniently find a home office and a primary suite that offers a private retreat with a spa-inspired shower, vanity, and large walk-in closet. Upstairs, you'll find three large additional bedrooms and a loft ideal for guests, hobbies, or a home office. Community amenities include a resort style pool, clubhouse, fitness center, dog park, walking paths and more. Conveniently located near shopping, restaurants, and medical facilities, this community offers the perfect blend of convenience and carefree living.

2000 Barton Lane, South Chesapeake

$665,900
5 Beds 3.1 Baths 10641750 MLS
To Be Built - Financing 5.75 rate, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with 2 bedrooms + full bath -dual sinks, private tub/shower & water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland Lane, South Chesapeake

$439,900
3 Beds 3.1 Baths 10641594 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & subway tile backsplash. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary suite & double quartz vanity, & glass-enclosed shower in en-suite. WIC. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4906 Apricot Way, West Chesapeake

$385,000
3 Beds 2.1 Baths 10641471 MLS
Welcome home to this beautiful detached condo featuring an open and inviting floor plan designed for comfortable living and entertaining. The two-story living room fills the home with natural light and creates a spacious airy feel. The first-floor primary suite offers convenience and privacy complete with dual walk-in closets and an en-suite bath featuring dual vanity sinks. The kitchen boasts granite countertops, stainless steel appliances and a breakfast bar with counter seating, perfect for dining and gathering with guests. Upstairs you will find 2 additional bedrooms, a full bath and a loft overlooking the living room. This move-in ready home combines style, functionality and low maintenance living in the Greenbrier area. Don't miss this exceptional opportunity!

1519 Tallwood Circle, South Chesapeake

$728,990
4 Beds 3 Baths 10641472 MLS
Welcome to Riverview Landing in Chesapeake, VA, where the Hadley model offers stylish living with open spaces, an open concept 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. Photos and renderings are from builder's library, actual finishes and features may vary.

300 Riverview 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

$339,900
3 Beds 1 Baths 10641369 MLS
Make this your first stop! This charming all-brick ranch sits on nearly a quarter-acre lot in the heart of Chesapeake and offers an incredible amount of space, storage, and versatility. Inside, you'll find 3 comfortable bedrooms, an open kitchen with bar seating, and a spacious sunroom that's perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Outside is where this property really shines, featuring an oversized detached garage that can easily serve as a workshop, complete with a private balcony and unfinished room above offering endless possibilities. Enjoy the large deck with a covered grilling area, a separate potting shed, and plenty of parking for an RV, boat, or multiple vehicles. Whether you're a first-time homebuyer or looking for the convenience of single-level living, this home checks all the boxes. Conveniently located with easy access to highways, interstates, shopping, dining, and entertainment!

1204 Fontana Avenue, Central Chesapeake

$649,900
6 Beds 2.1 Baths 10641222 MLS
Located in Chesapeake's sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and modern updates. The open floor plan is anchored by a spacious kitchen featuring Samsung Bespoke appliances, generous cabinet and counter space, and a pantry, creating a natural gathering place for everyday living and entertaining. The third floor was expanded in 2021 to include two finished rooms, providing flexible space for a home office, media room, playroom, hobbies, guests, or additional bedrooms. Major improvements include a new 1st floor HVAC in 2024 and 2nd/3rd floor HVAC installed in 2021. Outside, you'll find an expanded extra-wide driveway, EV charger, fully fenced backyard, and a spacious deck ready for cookouts, relaxing evenings, or weekend gatherings. Conveniently located near shopping, dining, major highways, and everyday conveniences, this home combines space, function, and updates in one of Chesapeake's most desirable locations. Some photos are virtually staged.

568 Waters Road, South 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

$649,900
4 Beds 2.1 Baths 10641240 MLS
Welcome Home! A Stephen Alexander build where timeless design meets the comfort of everyday living. Tucked away on nearly half an acre in sought-after Grassfield, this beautifully cared-for home has been lovingly maintained by its original owners since day one. 4 spacious bedrooms, 2.5 baths, and nearly 3,200 sqft of inviting space with room for both quiet mornings and lively gatherings. The screened-in porch creates the perfect spot for coffee, conversations, and slow summer evenings. Outside, the backyard feels like a private escape, backing to peaceful woods with space to play, relax, and enjoy nature right at home. Homes this well cared for, in this setting, and with so much character are hard to find. Come see all that 2008 Burson Drive has to offer— a place designed not just to live, but to make memories!

2008 Burson Drive, South 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

$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

$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

$813,910
4 Beds 3.1 Baths 10640881 MLS
Somerset ranch with FROG. Fenced backyard includes large patio for outdoor entertaining and backs mature tree line! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Enhance your hosting with the optional butler’s pantry! Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary. Seller to pay up to $10,000 closing cost assistance when using Seller's preferred lender for financing, see agent for details.

2044 Charwood Drive, 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.