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5004 Cape May Loop, West Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10653514 MLS
*Former Model Home*This beautiful 4 bdrm Avon A w/ extended front porch is FULL OF UPGRADES!

5004 Cape May Loop, West Chesapeake
4332 Hillingdon Bend Unit 106, West Chesapeake
$246,640
2 Beds ⋅ 2 Baths ⋅ 10653142 MLS
GET READY TO FALL IN LOVE WITH THIS BEAUTIFUL MOVE IN READY CONDO OFFERING THE PERFECT COMBINATION OF STYLE AND BEAUTY. STEP INSIDE AND YOU WILL BE WELCOMED BY A INVITING ATMOSPHERE WITH 10 FOOT CIELINGS. THOUGHTFULLY DESIGNED LIVING SPACE WITH CHARMING DETAILS FROM GRANITE IN THE KITCHEN TO TILE IN THE BATHS AND A MASTER BATH TO ROCK YOUR WORLD. DONT MISS THIS BEAUTIFUL GEM. ALL FURNITURE IS BEING SOLD AS WELL. MAKE AN OFFER.

4332 Hillingdon Bend Unit 106, West Chesapeake
2213 Wilmington Avenue, West Chesapeake
$544,900
4 Beds ⋅ 3 Baths ⋅ 10653325 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, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2213 Wilmington Avenue, West Chesapeake
614 Butterwick Court, South Chesapeake
$245,000
2 Beds ⋅ 2.1 Baths ⋅ 10653001 MLS
Move in Ready and tucked away in the Knell’s Ridge neighborhood. You will be delighted as you step into this well maintained 2 story condo that has been renovated from top to bottom and offers a bright and spacious floorplan. The Living Room with gas fireplace opens to the renovated quartz Kitchen with a dining area plus a Breakfast Bar. All three Bathrooms have been updated to include new flooring, vanities with quartz counters, fixtures, and the full baths have new shower/tub inserts. Additional Details to impress you: freshly painted interior walls and trim, wide plank laminate flooring on first and second floors, custom cabinets throughout, HVAC with programmable thermostat, two owner’s suites with walk in closets, 1st floor Laundry Closet, vinyl replacement windows and newer sliding door, all new plumbing, and courtyard with new privacy fence and storage closet. Reserved parking and super convenient to Interstate access, Dining, Shopping, and Recreation.

614 Butterwick Court, South Chesapeake
2329 Centerville Turnpike S, South Chesapeake
$850,000
4 Beds ⋅ 3 Baths ⋅ 10653178 MLS
All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, South Chesapeake
638 Milby Drive, Central Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake
700 Nottoway River Court Unit D, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake
508 Schaefer Avenue, West Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10653139 MLS
Welcome to 508 Schaefer Avenue, a beautifully maintained 2018-built home in Chesapeake’s Deep Creek area! With 4 bedrooms, 2.5 baths, and 2,398 square feet, this home offers the space today’s buyers are looking for. The main level features an open flow between the kitchen, dining, and living areas, along with a separate front flex room ideal for a home office, playroom, or sitting room. The bright kitchen includes white cabinetry, granite countertops, a large island with seating, and stainless steel appliances. Upstairs, the spacious primary suite includes a separate sitting area and an ensuite bath with dual vanities, a soaking tub, and a separate glass shower. Three additional bedrooms and an upstairs laundry room add everyday convenience. Outside, enjoy a level backyard, concrete patio, wooded backdrop, and attached two-car garage. Potential 5.75% assumable loan opportunity for qualified buyers, subject to lender/servicer approval, underwriting, applicable terms, and buyer qualification. Schedule your private showing today!! THIS ONE IS A STEAL!!!

508 Schaefer Avenue, West Chesapeake
4057 Woodland Drive, West Chesapeake
$440,000
3 Beds ⋅ 3 Baths ⋅ 10652901 MLS
Welcome home to this stunningly renovated farmhouse, where modern design meets classic charm in the heart of Chesapeake. Completely rebuilt from the studs up, this 3-bedroom, 3-bathroom gem offers 1,963 square feet of thoughtfully designed living space across two stories on 3/4th an acre. Step inside to an open-concept kitchen featuring striking black-and-white countertops, statement lighting, and modern farmhouse accents throughout. The main-level primary suite is a true retreat, boasting two generous closets and a spa-inspired bathroom with a sleek, step-in tiled shower. Sophisticated gray-toned flooring flows seamlessly throughout the home, adding warmth and cohesive style to every room. Outside, a detached garage provides excellent storage or workshop potential. Come make your dreams your reality! This one will not last long!

4057 Woodland Drive, West Chesapeake
526 Windward Drive Drive, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
1007 River Birch Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10653121 MLS
Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing. Conveniently located with easy access to shopping, dining, and everyday amenities.

1007 River Birch Court, South Chesapeake
1910 Hallmark Way, South Chesapeake
$998,895
5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem. **Bookshelves do not Convey**

1910 Hallmark Way, South Chesapeake
1052 Stockleybridge Drive, South Chesapeake
$725,000
5 Beds ⋅ 3 Baths ⋅ 10651967 MLS
Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, South Chesapeake
1887 Paw Paw Place, West Chesapeake
$614,785
5 Beds ⋅ 3.1 Baths ⋅ 10652862 MLS
The "Azalea" welcomes you w/ covered front porch. Formal Dining/Study in the Front & Drop Zone. L shaped Kitchen w/ custom cabinets, your choice of counters & Energy Star Appliances. Island offers extra storage & a great spot for meal prep. Breakfast Nook w/ sliding glass door access to rear patio looks into Great Room w/ Gas Fireplace if added. 1st flr boasts 4 beds, spacious Loft & Laundry Rm. Primary Suite is truly an oasis w/ 2 WIC, Sitting Rm & En-Suite Bath. Lots of choices available to personalize home to your needs! Finished w/ modern & energy efficient features from the ground up. Visit our Design Gallery & work w/ our Design Professional to make the selections best for you! Ask about our builder incentives with the use of builder's preferred lender!

1887 Paw Paw Place, West Chesapeake
311 Lancing Way, South Chesapeake
$619,000
4 Beds ⋅ 2.1 Baths ⋅ 10652797 MLS
Welcome to 311 Lancing Way! This beautiful 4-bedroom, 2.5 bath home in Chesapeake's desirable Grassfield area features a backyard oasis with a large, 33,000-gallon lagoon-style saltwater pool, 8-ft deep end, variable-speed pump, water feature, plumbing for a future waterslide/waterfall, and a buried pool drain line with pump-controlled discharge to the street. The pool is surrounded by a beautiful stamped concrete, complemented by a spacious screened porch with dual variable-speed fans, a poolside bar shed, and a garden shed with front and rear access. Inside, enjoy programmable dual-zone A/C with independently controlled thermostats and an automatic generator transfer switch. Parking for 4 cars, including an oversized 2-car garage, PLUS additional concrete parking for a boat or 2 more vehicles! No HOA fees! Conveniently located near Grassfield schools, shopping, dining, parks, major interstates, and military installations throughout Hampton Roads. Schedule your private showing today!

311 Lancing Way, South Chesapeake
221 Maggie Bell Lane, South Chesapeake
$625,980
3 Beds ⋅ 2.1 Baths ⋅ 10652592 MLS
Under Contract

221 Maggie Bell Lane, South Chesapeake
836 Sir Lancelot Drive, South Chesapeake
$300,000
5 Beds ⋅ 2.1 Baths ⋅ 10652461 MLS
Charming 5 bedroom, 2.5 bath, 2544 Sq Ft home in the sought after area of Camelot. Kitchen equipped with Granite Countertops and Stainless Steel Appliances. This spacious first floor consists of living room, formal dining room, den, family room, and additional bonus room to be used as bedroom/recreation. Plus luxury vinyl flooring installed throughout family room and bonus room. Roof: 30 year Architectural Shingle installed 2021. All windows have been replaced IN 2021. This home is centrally located close to highways 64, 664, Hampton & Monitor-Merrimac Tunnels.

836 Sir Lancelot Drive, South Chesapeake
3228 Woodbaugh Drive, West Chesapeake
$245,000
4 Beds ⋅ 2 Baths ⋅ 10652231 MLS
Looking for a fixer upper at a great price? This is a corner lot with a great 4 bedroom floor plan and priced to sell fast! Some photos have been AI enhanced. Need a quick sale.

3228 Woodbaugh Drive, West Chesapeake
2809 Cistern Circle, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10651217 MLS
Welcome to 2809 Cistern Circle! This beautifully maintained home offers spacious living areas, abundant natural light, and a flexible floor plan with space for a home office or study. Smart Home Ready with Samsung SmartThings potential and compatible lighting, locks, cameras, thermostats, sensors, and more. The living room features built-in surround sound, and the garage offers two additional 240V outlets. Enjoy a large fenced backyard, deck, patio, and fire pit area. Community amenities include a pool, clubhouse, playground, picnic areas, and green space. A VA loan at a 3% interest rate may be assumable by a qualified buyer, subject to loan servicer approval and applicable terms. Ask for details about this potential financing opportunity!

2809 Cistern Circle, South Chesapeake
1621 Songbird Lane, South Chesapeake
$417,500
3 Beds ⋅ 2.1 Baths ⋅ 10652096 MLS
Built in 2023 and meticulously maintained, this 3-bedroom, 2.5-bath end-unit townhome offers 1,790 square feet of comfortable, low-maintenance living in Cardinal Meadows. The first floor features durable LVP flooring and a well-appointed kitchen with a gas range. Step outside to a fenced rear patio, made for relaxing or entertaining. The finished garage stands out with epoxy flooring and custom storage for a clean, organized workspace. Located in Chesapeake’s sought-after Grassfield/Great Bridge area near Cedar Road and Cahoon Parkway, the community offers walking trails, a playground, covered pavilion, splash pad, and dog park—all within a top-rated school district.

1621 Songbird Lane, South Chesapeake
1535 Lyons Avenue, Central Chesapeake
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10652158 MLS
POND VIEWS + ONE-LEVEL LIVING! This 3-bedroom, 1.5-bath brick ranch offers 1,620 square feet, freshly painted, new LVP flooring and a wood-burning fireplace. Step outside to a fenced backyard overlooking the pond—a setting that’s hard to find at this price point. No HOA and convenient to shopping, dining, military installations and major commuting routes. Come see what makes 1535 Lyons Ave stand out!

1535 Lyons Avenue, Central Chesapeake
620 Ambrose Street, South Chesapeake
$589,500
4 Beds ⋅ 2.1 Baths ⋅ 10651843 MLS
Beautifully crafted new construction by East Coast Development Group, Inc., a local, award-winning builder, with delivery end of 2026. LVP flooring flows through the first floor, complemented by tiled bathrooms. The primary suite features a luxurious walk-in shower and double vanity, while the large yard offers room to enjoy the outdoors. No HOA! Zoned for Grassfield High School, this home also includes an energy-efficient appliance package and a gourmet kitchen with granite counters, a deep sink, and a spacious island. Enjoy a large pantry, abundant storage, and a full attic. Carpet in all bedrooms adds warmth and comfort. Situated on an established street just off Johnstown Rd, minutes from the heart of the Great Bridge community. Up to $10,000 in closing cost assistance available with use of builder's preferred lender. Don't miss this opportunity. Other lots/plans available.

620 Ambrose Street, South Chesapeake
1302 Portlock Road, Central Chesapeake
$289,900
3 Beds ⋅ 1 Baths ⋅ 10651587 MLS
Welcome to 1302 Portlock Road, where thoughtful updates and modern style come together to create a home that is truly ready to enjoy! From the moment you arrive, you’ll appreciate the fresh exterior paint, newer windows, and desirable corner-lot setting. Inside, the beautifully upgraded kitchen is sure to impress, featuring granite countertops, new cabinetry, and stainless-steel appliances, including a refrigerator, range, and microwave. The updated bathroom features attractive tiled walls, while new LVP flooring throughout provides a fresh, contemporary feel. The list of improvements continues with updated HVAC, water heater, smoke detectors, lighting fixtures, ceiling fans, interior door locks and hinges, plus fresh interior and exterior paint. These updates provide the perfect combination of style, comfort, and peace of mind. And there’s even more outside! The oversized storage shed with electrical offers an ideal space for a workshop, hobbies, projects, or additional storage. With extensive updates, modern finishes, a spacious corner lot, and a fantastic workshop/storage space, this home offers exceptional value and is ready for its next owner. Come see all that 1302 Portlock Road has to offer—you won’t want to miss this one!

1302 Portlock Road, Central Chesapeake
1403 Salton Drive, Central Chesapeake
$220,000
2 Beds ⋅ 1 Baths ⋅ 10651421 MLS
Ranch style home with 2 bedrooms and 1 full bath located in the Plymouth Park neighborhood. Located near shopping, dining and interstate. This home features large fenced yard, covered concrete patio off office area, 2 storage sheds, spacious eat-in kitchen has gas range, new refrigerator, newer Boush dishwasher and open to living room. The utility room has washer/dryer hook-ups and gas hot water heater.

1403 Salton Drive, Central Chesapeake
424 Shell Road, South Chesapeake
$309,000
3 Beds ⋅ 1.1 Baths ⋅ 10651407 MLS
Welcome to 424 Shell Rd, where warmth, versatility, and everyday comfort come together. Beautiful wood floors add timeless character, while the kitchen feels fresh with new LVT flooring and a freshly painted ceiling. A repaired crawlspace dehumidifier adds another thoughtful update, plus have peace of mind with all new electrical receptacles, new electrical panel, and new service line to the house + garage (10yr transferrable warranty). Start your mornings or unwind in the evenings on the spacious front porch, perfect for enjoying a cool breeze. A driveway and attached one-car garage provide everyday convenience, while the standout 480sqft detached two-car garage/workshop offers power and a window A/C unit—ideal for projects, hobbies, storage, or potential ADU conversion for multigenerational living, guest accommodations, or supplemental income. Full of character and possibilities, this Chesapeake home is ready for its next chapter.

424 Shell Road, South Chesapeake
373 Scotland Lane, South Chesapeake
$637,850
4 Beds ⋅ 2.1 Baths ⋅ 10651559 MLS
Under Contract

373 Scotland Lane, South Chesapeake
2001 Athens Court, South Chesapeake
$354,900
3 Beds ⋅ 1.1 Baths ⋅ 10651099 MLS
Water access, generous outdoor space, and exceptional garage possibilities make this ranch in the sought after Geneva Shores one to see! Situated on a cul-de-sac, this well maintained 3-bedroom, 1.5-bath home features beautiful hardwood floors, an updated kitchen with granite countertops, stainless-steel appliances, and beautiful soft close cabinetry and updated bathrooms. The fenced backyard features a deck and backs to the water with kayak access at high tide, plus homeowners have access to the neighborhood boat ramp. Car enthusiasts and hobbyists will appreciate the detached 2-car garage with 220V electrical service that is heated and cooled by a window unit, while an attached garage provides even more storage and parking options. Situated on approximately .45 acre, this property offers a unique combination of updates, water access, outdoor space, and hard-to-find garage space—all at the end of a cul-de-sac. Come see all this home has to offer!

2001 Athens Court, South Chesapeake
1904 Woodgate Arch, South Chesapeake
$299,999
2 Beds ⋅ 2.1 Baths ⋅ 10651432 MLS
Welcome to this fully remodeled 2-bedroom, 2.5-bathroom condo offering approximately 1,256 square feet of living space. Remodeled in 2026, this home offers updated finishes and a refreshed interior. The community features association-maintained trails and a playground, providing convenient access to outdoor amenities. Located near shopping and the local intermediate school, with everyday conveniences just minutes away. Condo association fees are due every six months. An excellent opportunity to own a recently remodeled condo in a convenient location.

1904 Woodgate Arch, South Chesapeake
1332 Hazel Avenue, Central Chesapeake
$440,000
4 Beds ⋅ 3 Baths ⋅ 10651253 MLS
Welcome home to this beautiful property ideally situated on corner lot. 4 spacious bdrms. One downstairs bedroom w/ large walk-in closet and full bath access perfect for in-law or guest suite. Primary suite offers walk-in closet, jetted tub and double vanity. Upstairs laundry with cabinetry and laundry workspace. Kitchen with breakfast bar, pantry, double oven, and newer refrigerator, microwave and dishwasher. Go outside onto the Lanai w/ceiling and beautiful maturing landscaping. Low maintenance exterior with all wrapped exterior and gutter guards. The standout feature is the detached garage w/ recently installed attached 16x20 carport and expanded driveway-A true hobbyist or RV owners dream. Garage is wired with its own 100amp panel accommodating both 30 and 50 amp connections. Garage is heated and cooled by an installed window unit and pull down access to extra attic storage. A true must see.

1332 Hazel Avenue, Central Chesapeake
1540 Eldwick Drive #102, South Chesapeake
$344,900
2 Beds ⋅ 2 Baths ⋅ 10651240 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #102, 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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