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5101 James Street, West Chesapeake
$520,000
4 Beds ⋅ 3 Baths ⋅ 10649093 MLS
Fully Renovated 2750 Sq Ft Home on 3 Lots. Welcome to a truly exceptional home that has been fully renovated & offers space, flexibility, & value that are hard to find! Situated on an impressive 3 lots, this 2750 SQFT home provides an abundance of outdoor space & endless possibilities. Inside, you’ll find two primary bedrooms en suite & a family room on each level, plus two more bedrooms, offering incredible flexibility for multi-generational living, guests, entertaining, or simply spreading out & enjoying your own space. The renovations include a completely renovated kitchen with beautiful quartz countertops, two new HVAC units, all-new windows, brand-new LVP flooring on the first level, new carpet on the second level, fresh interior paint, all-new light fixtures & ceiling fans throughout, new vanities & a new deck for outdoor enjoyment. With major updates already completed, this home is truly move-in ready. Three lots, two primary bedrooms, two family rooms, & extensive renovations—this is a rare opportunity you won’t want to miss! Some photos are AI enhanced.

5101 James Street, West Chesapeake

1044 Olmstead Street, South Chesapeake
$544,900
4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

2208 Wilmington Avenue, West Chesapeake
$599,900
5 Beds ⋅ 2.1 Baths ⋅ 10648848 MLS
A versatile floor plan with ample space for entertaining! The Palm offers 5 Bedrooms, 2.5 Baths, a large Family room, open to the kitchen, all BRs on the 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet. 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! The 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.

2208 Wilmington Avenue, West Chesapeake

4376 Pickney Lane, Central Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10648661 MLS
MOVE-IN READY and packed with upgrades! Fresh paint and brand-new flooring throughout make this newer 3-story condo truly shine. this energy-efficient home offers modern style, low-maintenance living, and exceptional versatility. The open floor plan features high ceilings, recessed lighting, and surround sound speakers in the living room. The gourmet kitchen boasts a breakfast bar, tile backsplash, full appliance package, and access to a private balcony through sliding glass doors. The first-floor office/flex space provides the perfect home office, guest area, or optional 4th bedroom. Enjoy community pool access and professional management. Tankless gas water heater and gas heat add efficiency and convenience. Best of all, NO FLOOD INSURANCE REQUIRED!

4376 Pickney Lane, Central Chesapeake

1758 Barkadeer Cove, South Chesapeake
$430,000
3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake

2215 Nantucket Avenue, West Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10647880 MLS
This beautiful 4 bdrm Carter model has a projected delivery date of Oct '26! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas, & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes kitchen will feature upgraded granite countertops, glass subway tile backsplash, soft-close drawers, & appliance pkg w/ gas range! Durable luxury vinyl plank flooring & crown molding throughout 1st level. 9' ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double granite vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat!

2215 Nantucket Avenue, West Chesapeake

2015 Guava Lane, West Chesapeake
$396,900
3 Beds ⋅ 2.1 Baths ⋅ 10647620 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded granite countertops, & subway tile backsplash. Easily maintained & durable luxury vinyl plank flooring throughout the 1st level & secondary baths. Crown molding featured throughout 1st level. Lighted tray ceiling & WIC in primary, & en-suite w/ glass-enclosed shower & double upgraded granite vanity. Enjoy exceptional amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Model home located at 4968 Breck Lane.

2015 Guava Lane, West Chesapeake

772 Ridge Circle, South Chesapeake
$238,800
2 Beds ⋅ 2.1 Baths ⋅ 10646300 MLS
Come see this beautiful 2 bedroom, 2 1/2 bath end-unit condo in Knells Ridge — where style meets easy living! Step inside to a bright, open-concept layout with cozy fireplace that sets the tone for relaxed evenings. The updated kitchen features a pantry, gleaming granite countertops and stainless steel appliances, perfect for whipping up your favorite meals or entertaining guests. The spacious primary suite offers a peaceful retreat, complete with a walk-in closet and an en-suite vanity area for that extra touch. Slide open the glass doors and step out to your own private patio for morning coffee or evening unwinding. With its end-unit privacy, thoughtful updates, and true move-in-ready condition, this Knells Ridge condo checks every box—now it just needs you. Come fall in love, schedule your showing today.

772 Ridge Circle, South Chesapeake

1201 Jadens Way, Central Chesapeake
$395,000
3 Beds ⋅ 2.1 Baths ⋅ 10646171 MLS
Welcome to this luxury townhome in the desirable Coleman Farms neighborhood. Built in 2021, this home offers 3 bedrooms, 2.5 bathrooms, 1,936 square feet of thoughtfully designed living space, an upstairs loft, and a two-car garage. The open-concept main level features a modern kitchen with stainless steel GE appliances, including a microwave, dishwasher, and electric range, along with a Samsung Bespoke refrigerator. All appliances convey, including the Samsung washer and dryer.Upstairs, the spacious primary suite features a huge walk-in closet and a private en-suite bath. The secondary bedrooms also offer walk-in closets, providing ample storage throughout the home. A versatile loft adds additional flexible living space.Enjoy the fully fenced backyard with custom pavers and low-maintenance turf. Additional highlights include EV charging readiness and HOA amenities such as a clubhouse, pool, and fitness center. Conveniently located near shopping, dining, and commuter routes.

1201 Jadens Way, Central Chesapeake

1064 Mesa Loop, South Chesapeake
$518,048
4 Beds ⋅ 3.1 Baths ⋅ 10645609 MLS
Ready Now: End Unit townhome condo w/rear load 2 car garage. 19 x 12 deck. Luxury LVP floor in select living areas, 2nd floor: Kitchen w/ GE Cafe Matt Black appliances includes refrigerator, center island w/shiplap, pantry, living room linear fireplace w/shiplap, dining area, office/flex room, covered Deck off dining area. 3rd floor: Primary w/ceramic shower-2 shower heads, tile floor, dual sinks, 2 closets, 2 bedrooms w/dual entry bath, linen closet, laundry.1st floor: bedroom/flex room w/full bath, mudroom. Quartz tops kitchen & all baths, covered entry, fenced front & Side yard w/gate to multi trail. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board, 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location. Generous incentives.

1064 Mesa Loop, South Chesapeake

1416 Pine Grove Lane, West Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10645393 MLS
Premium location in one of Western Branch’s most sought-after neighborhoods & schools. Beautiful, manicured homes w/large lots & no homeowner’s association. Just minutes to 664 & ALL of Hampton Roads Military bases, shopping & entertainment and medical facilities. Step inside to a welcoming foyer that leads to a formal dining room, living room and a custom kitchen with an Island. The sunken den features a gas fireplace which exits to a multi-level deck for cookouts and entertaining. The upstairs features a primary suite for a private retreat with an en-suite bath, a large walk-in closet for keeping all your items organized, while two additional bedrooms (all with walk-in closets) provide versatility for guests or even a game (flex) room. In addition, a 4th bedroom is located over the 576 SQFT. Attached garage. New interior paint and carpet, move in ready. Some rooms virtually staged.

1416 Pine Grove Lane, West Chesapeake

700 Canoe Street, South Chesapeake
$500,000
5 Beds ⋅ 3 Baths ⋅ 10644216 MLS
Situated on a corner lot in sought after Culpepper Landing, this spacious home is ready for new owners to make it their own. A formal living and dining room, both with hardwood floors greet you as you enter. A large living room with gas fireplace opens to the spacious kitchen that includes tons of cabinet space and granite counters. The eat-in kitchen provides access to the large fenced-in backyard, great for entertaining. A bedroom and full bath are also located on the first floor. Upstairs, the primary bedroom includes an attached bath with double vanity, soaking tub and walk-in shower. Three more bedrooms and an impressive laundry room complete the second level. The attached 2-car garage provides excellent additional storage space. Neighborhood amenities include a clubhouse, exercise room, playgrounds, pool and more!

700 Canoe Street, South 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

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

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

1060 Butte Lane, South Chesapeake
$479,900
4 Beds ⋅ 3.1 Baths ⋅ 10637985 MLS
Ready NOW-Model Home for sale!! Luxury End Unit townhome condo w/rear load 2 car garage. covered front deck and entry.Luxury LVP, 2nd Floor:Kitchen GE stainless appliances including refrigerator, pantry,center island w/shiplap, living area linear fireplace w/shiplap and built ins,office/flex room,dining area.1st floor: br/ flex room,hall bath,mudroom. 3rd floor: Primary bedroom,ceramic shower-2 shower heads, dual sinks, linen closet, laundry. Quartz tops kitch, all baths, covered entry, fenced front yard w/gate to multi trail,2nd flr front covered deck. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location.

1060 Butte Lane, 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

1633 Banff Court, South Chesapeake
$680,000
4 Beds ⋅ 3.1 Baths ⋅ 10632952 MLS
Step into a home that truly stands out from the moment you arrive. Eye-catching gray brick, an extended front porch, and custom stamped concrete details create unforgettable curb appeal. Inside, over 3,500 sq ft, of open-concept living offers space and flexibility with 4 oversized bedrooms and 3 ensuite baths. The layout flows effortlessly, great for both daily living and hosting. The kitchen is the centerpiece—featuring an extended island, custom finishes, and stylish storage designed for both function and style. The family room adds warmth with a gas fireplace, while a custom mudroom keeps everything neatly organized. The backyard is designed for enjoyment with a fully fenced yard, deck, gazebo, and app-controlled lighting—great for relaxing or entertaining. This is more than a home—it’s an elevated living experience.

1633 Banff Court, South Chesapeake

MM Sycamore, West Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10632280 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.

MM Sycamore, West Chesapeake

2211 Hampton Roads Parkway, West Chesapeake
$579,005
4 Beds ⋅ 2.1 Baths ⋅ 10632324 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite, which features a spacious Walk-In Closet adjacent to the Primary Bath. The open floor plan provides ample space for entertaining. 2nd floor is spacious with 4 bedrooms & utility room. Upgrades include- Kitchen: Two tone cabinets, Quartz counter top, backsplash, pre-wired pendant lights. PBTH: Granite vanity top, Tile shower. LVP in Dining, Laundry & Family rooms. Recessed LED in PBR & Fam room. The Estates at Jolliff Landing is 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. Call for construction timeline updates. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2211 Hampton Roads Parkway, West Chesapeake

MM Carley (The Ballahack) Court, South Chesapeake
$899,900
4 Beds ⋅ 3 Baths ⋅ 10628443 MLS
Introducing The Ballahack, a thoughtfully designed new construction home offering a layout that immediately stands out. This impressive floor plan blends functionality with refined style, featuring a chef's kitchen that anchors the main living space and is great for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered porch, great for relaxing or hosting. The private primary suite provides a quiet retreat, thoughtfully positioned for comfort and privacy. Built with flexibility in mind, this home can be tailored to suit your lifestyle, or take it a step further and collaborate directly with the builder to design a fully custom home. A rare opportunity to create something truly special.

MM Carley (The Ballahack) Court, South Chesapeake

MM Carley (The Grassfield) Court, South Chesapeake
$999,900
5 Beds ⋅ 3.1 Baths ⋅ 10628432 MLS
Introducing The Grassfield, a beautifully crafted new construction home designed with both style and everyday livability in mind. Offering the flexibility to be built as either a 4 or an optional 5-bedroom home, this thoughtfully designed floor plan provides a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, perfect for gathering, entertaining, and everyday living. The private primary suite is thoughtfully positioned to provide a comfortable and peaceful retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. With versatility and personalization in mind, buyers can select finishes that reflect their individual style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build a home that is uniquely yours!

MM Carley (The Grassfield) Court, 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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