Refine Search
Sort by
1328 Waycroft Reach, South Chesapeake
$719,900
4 Beds ⋅ 3 Baths ⋅ 10661549 MLS
Step into a home that welcomes you with a grand foyer, beautiful architectural details and an open, inviting floor plan designed for both everyday living and entertaining! This beautiful brick ranch features two spacious living areas and a gorgeous kitchen with upgraded cabinetry throughout, granite countertops, beautiful backsplash, upgraded appliances, an expansive island, breakfast bar and dedicated coffee bar. The spacious primary suite offers double vanities, custom built-ins and a jetted tub. Upstairs, enjoy a versatile bonus room with a full bath and walk-in closet. Additional features include two fireplaces, living room built-ins, custom closet storage, bamboo, LVP and tile flooring, and exceptional attic storage. Relax on the covered screened porch overlooking the landscaped yard. Extra driveway space for RV parking, no HOA and a quiet neighborhood add even more appeal. Convenient to shopping, dining, major interstates and private schools. Come see all this beautiful property has to offer!

1328 Waycroft Reach, South Chesapeake

907 Jennings Ln, South Chesapeake
$548,900
3 Beds ⋅ 3.1 Baths ⋅ 10661597 MLS
Better than NEW! Built in 2025 by award-winning Stephen Alexander, this beautiful 3BR/3.5BA, 3-story end-unit townhome is filled with thoughtful upgrades and charm! From the moment you enter, the spacious foyer, wide stairway, tall ceilings, and oversized windows create a bright, welcoming feel. The open-concept living area flows into a gorgeous chef's kitchen featuring a large island, beautiful finishes, and a custom-built cabinetry nook that adds both character and function. With a first-floor bedroom and two bedrooms featuring private ensuite baths, the layout offers flexibility and comfort. Storage is no afterthought here, with generously sized closets throughout! Enjoy your morning coffee or unwind after a long day on the screened porch. Plantation shutters and additional attic insulation are just a few of the upgrades already in place. Conveniently located near highways, shopping, dining, breweries, and everyday essentials. Zoned for Great Bridge schools. PLUS, a potential rate buydown incentive is available with a local lender! Welcome HOME!

907 Jennings Ln, South Chesapeake

2469 Leytonstone Drive Unit 208, West Chesapeake
$229,000
2 Beds ⋅ 2 Baths ⋅ 10661573 MLS
Enjoy zero-maintenance living in This spacious, Second-floor, corner unit, condo. Open concept with Newer Laminate flooring throughout the large kitchen, dinette, living room. Designed for both everyday living and entertaining, showcasing 42-inch cabinets, stainless steel appliances, ample counter space, breakfast bar and private balcony with views of the park like community of KingsPointe at Western Branch. 2 bedrooms and 2 full bathrooms including, Sizeable owner's suite with two closets and a spacious en-suite bathroom. A generously sized secondary bedroom and full bath provide plenty of space for guests. Incredible community perks including pool, clubhouse, exercise room and walking trails. Trash, Water, Sewer & Ground Maintenance. Conveniently located near shopping, dining, and major commuter routes, just off I664. The perfect blend of comfort, style, and low-maintenance living in one of Chesapeake's most desirable communities.

2469 Leytonstone Drive Unit 208, West Chesapeake

801 Keeling Drive, South Chesapeake
$695,000
4 Beds ⋅ 3.1 Baths ⋅ 10661449 MLS
Looking for room to grow, space to gather, and a backyard made for memories? Welcome to Cheshire Forest in the heart of Great Bridge! This beautifully maintained 4-bedroom, 3.5-bath home offers over 3,100 sq ft, gorgeous oak hardwood floors, and NO CARPET throughout. The updated open-concept kitchen is the heart of the home, complemented by formal dining, a flexible living room or study, a family room with fireplace, and a spacious primary suite with its own fireplace. Picture it: summer cookouts, pool days, and evenings on the expansive deck overlooking a fully fenced backyard with a heated in-ground pool. Big-ticket updates include a new pool liner (2025), upstairs A/C (2024), refinished hardwoods, and updates to the roof, gutters, garage door, and HVAC. A two-car garage and neighborhood clubhouse, pool, playground, and tennis courts complete the picture. Your next chapter starts here!

801 Keeling Drive, South Chesapeake

1060 Butte Lane, South Chesapeake
$479,900
4 Beds ⋅ 3.1 Baths ⋅ 10661327 MLS
Ready NOW-Model Home for sale!! Luxury End Unit townhome condo w/rear load 2 car garage. 2nd floor covered front deck overlooking open space and lake view. Covered entry, fenced front yard w/gate to multi trail and easy access to mail pavillion & guest parking.Luxury LVP,2nd Floor:Kitchen GE stainless appliances including refrigerator,pantry,center island w/shiplap pull out double trash, 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,dual sinks, linen closet, laundry room. Quartz tops kitch,all baths,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.End Corner Unit.Mortgage Incentives.

1060 Butte Lane, South Chesapeake

1235 Damyien Arch, South Chesapeake
$265,000
3 Beds ⋅ 2 Baths ⋅ 10661062 MLS
Don't miss this inviting end-unit townhome offering the perfect blend of comfort, space, and convenience! Welcome home to an open-concept living, dining, and kitchen area featuring granite countertops and stainless steel appliances, creating an ideal space for everyday living and entertaining. Enjoy the added privacy and outdoor space of a generously sized backyard, perfect for relaxing, hosting guests, or enjoying time outdoors. Upstairs, you'll find three well-appointed bedrooms, including a spacious primary suite with a private en-suite bath. Conveniently located with easy access to major interstates, shopping, military bases, and more, this home checks all the boxes. Don't wait—schedule your private tour today and make this home yours just in time for the holidays!

1235 Damyien Arch, South Chesapeake

357 Gracie Road, Central Chesapeake
$379,900
3 Beds ⋅ 2 Baths ⋅ 10660897 MLS
Welcome to this beautifully renovated single-story brick ranch home! Offering 3 bedrooms, 2 bathrooms with newly updated finishes throughout. Craftsman front door, original refinished hardwood floors, LVP flooring in kitchen, baths, flex room and laundry room. White Shaker soft-close doors and drawers in kitchen and baths, Quartz countertops throughout, Stainless Steel appliances, kitchen backsplash. Hall bath with tub and ceramic tile surround, oversized vanity, Kohler toilet, and new fixtures. Primary bath to include ceramic tiled walk-in shower, single vanity, Kohler toilet, and new fixtures. Freshly painted featuring all new black lighting and ceiling fans, can lights in kitchen, dining, living room, and hallway. Ceiling fans in all bedrooms and living room. Newer TRANE HVAC system, gutters, and windows throughout. Home has great bones and is ready for its new owners!

357 Gracie Road, Central Chesapeake

301 Sikeston Lane, South Chesapeake
$449,000
4 Beds ⋅ 3 Baths ⋅ 10660542 MLS
Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, South Chesapeake

2101 English Avenue, Central Chesapeake
$429,900
4 Beds ⋅ 2.1 Baths ⋅ 10660643 MLS
Like new spacious 4-bedroom, 2.5-bath Chesapeake home located on a corner lot offers nearly 2,000 square feet of comfortable living space with a modern, open floor plan designed for everyday living and entertaining. Enjoy generous living areas, a welcoming kitchen with new refrigerator, stove and microwave offering peace of mind and plenty of room to gather. The upstairs boasts four bedrooms offering flexibility for guests, a home office, or whatever fits your lifestyle. The attached garage provides convenient parking and additional storage, while the private backyard offers outdoor space for entertaining and relaxing. Conveniently located near shopping, restaurants, entertainment, and military bases, this home combines space, comfort, and accessibility in a great Chesapeake location. Don't miss your opportunity to make it yours!

2101 English Avenue, Central Chesapeake

720 Paula Drive, South Chesapeake
$670,000
5 Beds ⋅ 3.1 Baths ⋅ 10659692 MLS
Endless possibilities on over 3 acres! Bring your vision and transform this spacious 5-bedroom, 3.5-bath home your own! Offering both upstairs and downstairs primary suites and approximately 3,900 square feet of living space, this property is bursting with potential and features multiple living and entertaining areas, providing plenty of room to spread out and create your dream home. Situated on over 3 acres of beautiful wooded land, the possibilities are endless! The expansive property features the footprint of a former swimming pool, along with an existing brick pool equipment building, offering potential for a future backyard oasis. A separate 320-square-foot workshop with electricity provides excellent space for hobbies, projects, or additional storage. Whether you envision a private wooded retreat, space for gardening, agricultural pursuits, potential livestock use, or simply room to roam and explore, this unique property offers an incredible opportunity to bring your ideas to life. With abundant space both inside and out, this is your chance to create something truly special!

720 Paula Drive, South Chesapeake

1312 Woodview Lair, South Chesapeake
$715,000
4 Beds ⋅ 3.1 Baths ⋅ 10660380 MLS
Welcome to 1312 Woodview Lair a beautiful all-brick home in Chesapeake's desirable Grassfield area! This spacious home offers an open floor plan with hardwood flooring throughout the first floor, a formal dining room with butler's pantry, private office with French doors, and a welcoming family room with custom built-ins and gas fireplace. The kitchen features granite countertops, stainless appliances, center island, breakfast bar, and new refrigerator and stove. The primary suite offers a sitting area and completely remodeled bathroom. Additional bedrooms include a Jack & Jill bath and second primary suite with private bath. Recent improvements include fresh paint throughout most of the interior and a new pool liner, salt cell, and pump in 2025–2026. Enjoy the backyard saltwater pool, stamped concrete patio, and nearby walking trails. Convenient to shopping, dining, and major commuter routes!

1312 Woodview Lair, South Chesapeake

4016 3rd Street, Central Chesapeake
$387,000
4 Beds ⋅ 3 Baths ⋅ 10660417 MLS
Welcome home to this spacious and beautifully maintained 4 bedroom, 3-bath residence offering nearly 2,000 square feet of comfortable living space. Built in 2014, this modern home combines style, functionality, and convenience in one desirable package. Highlights You'll Love: 4 generously sized bedrooms,3 full bathrooms, Open and inviting floor plan used for entertaining, Cozy fireplace for relaxing evenings, Modern construction with contemporary finishes, Spacious kitchen and living areas, Private backyard with room for gatherings and outdoor enjoyment, Convenient parking and low-maintenance lot, Easy access to shopping, dining, schools, military installations, and major highways Whether you're looking for more space or a move-in-ready home in Chesapeake, this property offers the comfort and convenience you've been searching for. Request a tour today!!!

4016 3rd Street, Central Chesapeake

543 Bright Red Run, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10660236 MLS
Immaculately maintained, this 2022 Craftsman-style end-unit townhome is in the sought-after Grassfield School District. The open-concept layout features a light-filled Great Room & gourmet kitchen with Quartz countertops, white shaker cabinetry, stainless steel appliances, gas range, oversized breakfast bar, & pantry. LVP flooring spans the first floor. Upstairs, the spacious primary suite boasts a double tray ceiling, walk-in closet, & en-suite bath with dual vanity & oversized tiled shower with built-in bench. Two additional bedrooms, 2.5 baths, laundry room, tankless water heater, and all appliances convey. Enjoy outdoor living on the patio, just a short distance from community amenities including walking trails, playground, dog park, splash pad, & covered pavilion. Ground maintenance included. Convenient to shopping, dining, military installations, & major interstates. Assumable VA loan at an attractive 3.5% interest rate; Loan can only be assumed by a VA eligible buyer! Call for details.

543 Bright Red Run, South Chesapeake

1400 Dons Way, South Chesapeake
$529,900
4 Beds ⋅ 3.1 Baths ⋅ 10660222 MLS
Immaculately maintained & better than new, this stunning end-unit townhome in Greenbrier is move-in ready! The entry level offers a 1-car garage, bedroom, full bath, flex room, mudroom with built-ins, & access to the fenced patio. The main level features an open-concept design with a sun-filled Great Room, electric fireplace, dining area, & gourmet kitchen boasting Quartz countertops, white shaker cabinetry with under-cabinet lighting, stainless steel appliances, oversized breakfast bar, & large pantry. Durable LVP flooring spans the first and second levels. The third-floor Primary Suite includes a spacious walk-in closet & private bath with dual vanities, Quartz counters, & a tiled shower. Two additional bedrooms, a full bath, & laundry complete the upper level. All appliances convey. Conveniently located near Greenbrier Mall, dining, medical facilities, military installations, interstates, and tunnels. *Assumable 5.75% VA loan available; Loan can only be assumed by a VA eligible buyer. Call for details.

1400 Dons Way, South Chesapeake

1451 Rollesby Way, South Chesapeake
$330,000
2 Beds ⋅ 2.1 Baths ⋅ 10660184 MLS
Lovely 2 primary bedroom condo with an extra room on the 1st floor in the lovely Greenbrier area. Lot's of upgrades throughout and very well cared for. A better deal than todays new construction! Newer LVP flooring on the 1st floor and newer plush carpet on the 2nd floor. Lovely kitchen with stainless appliances and solid surface countertops. Newer updated paint throughout. Priced to sell quickly! Condo fee of $387 covers water, sewer, trash pick up, landscaping, access to the neighborhood pool, and even the roof maintenance. This area is super convenient to the mall, golf course, bases, shopping, schools, churches and just a short way to the interstate. An awesome place to call home! Beautiful easy care living. Don't miss this beauty!!!

1451 Rollesby Way, South Chesapeake

609 Edgewood Arch, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10660136 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake

2227 Sanibel Lane, West Chesapeake
$589,000
5 Beds ⋅ 3.1 Baths ⋅ 10660049 MLS
Don't miss out on this stunning 2025-built end unit in Jolliff Landing is a showstopper! Featuring 5 bedrooms, 3.5 baths, a first-floor office, and a second-floor loft/bonus room, this home delivers space, style, and versatility! The open floor plan, abundance of natural light, modern finishes, and over $30K in upgrades create an undeniable wow factor! The resort-style community amenities are equally impressive, featuring a swimming pool, fitness center, community center, bark park, playground, sports field, bike paths, water features, gathering spaces, and tree-lined sidewalks! Conveniently located in Western Branch near shopping, dining, and I-664. Nearly new, loaded with upgrades, and move-in ready! Why settle for ordinary when extraordinary is waiting? Schedule your private showing today!

2227 Sanibel Lane, West Chesapeake

4317 Whitfield Lane, Central Chesapeake
$393,000
4 Beds ⋅ 3.1 Baths ⋅ 10659518 MLS
Welcome home to this beautifully updated, newer three-story condo! This move-in-ready gem features fresh paint throughout, new flooring and carpeting, newly installed ceiling fans, and stylish board-and-batten wainscoting. The open-concept design showcases soaring ceilings, recessed lighting, and a gourmet kitchen equipped with a full suite of appliances, "AS IS". Sliding glass doors lead to a private balcony, perfect for morning coffee or relaxing at the end of the day.The first-floor bedroom with an en-suite bathroom offers exceptional flexibility as a guest suite, home office, or additional living space. Enjoy community amenities, including a pool and playground, along with the added benefit of no flood insurance required! Don't miss this opportunity to own a stylish, low-maintenance home that blends comfort, convenience, and modern appeal!

4317 Whitfield Lane, Central Chesapeake

3153 Trumpet Road, West Chesapeake
$400,000
5 Beds ⋅ 3 Baths ⋅ 10659818 MLS
Discover the possibilities with this Chesapeake home offering versatile living spaces and plenty of potential! Featuring an in-law suite that provides additional flexibility for guests, extended stays, or a private retreat, this property offers a functional layout with room to make it your own. Solar panels provide an added energy-efficient feature. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers easy access to everything Hampton Roads has to offer. Whether you're looking to personalize your next home or explore investment opportunities, this property is full of possibilities. Property is being sold AS-IS, with the seller to make no repairs. Schedule your showing today!

3153 Trumpet Road, West Chesapeake

1201 Jadens Way, Central Chesapeake
$394,000
3 Beds ⋅ 2.1 Baths ⋅ 10660037 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

401 Truitt Road, West Chesapeake
$385,000
3 Beds ⋅ 2 Baths ⋅ 10659959 MLS
Enjoy a country feel on a 1.86-acre corner lot in Bowers Hill! This 3-bedroom, 2-bath ranch-style home offers approximately 1,659 square feet, a screened front porch, and a spacious kitchen with ample cabinetry and an island with cooktop and seating. A separate dining room, wood floors, first-floor primary bedroom with private bath, and utility room add to the layout. Upstairs space provides additional storage. Outside, you'll find mature trees, a detached one-car garage, separate storage shed, covered workspace, and a partially fenced side yard. The septic tank is approximately 2.5 years old. No HOA, with convenient access to I-664, I-64, and Route 58. Bring your ideas and make this property your own!

401 Truitt Road, West 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.

How much is your home worth?

Get instant property value now!