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228 Country Club Boulevard, South Chesapeake
$619,000
4 Beds ⋅ 2.1 Baths ⋅ 10652285 MLS
Fantastic location close to shopping, major hwys primary and secondary schools and so much more! The already large/oversized primary suite has a large additional private flex room for office or nursery, workout room or whatever your heart desires. Complete with private bath and large walk in closet. For additional privacy the ancillary bedrooms are on the opposite side of the home. This home is a one owner former model home. New carpet just for you! The neighborhood is low turnover, well established and quiet. Beautiful foyer and open hall say "elegance" while having "cozy home" feel. 2 large sheds so you can park both cars in the garage. Smartly laid out with oversized rooms thru out. Separate zone HVAC for large sunroom with tile flooring. updated kitchen with abundant cabinets!

228 Country Club Boulevard, South Chesapeake

568 Waters Road, South Chesapeake
$619,000
6 Beds ⋅ 2.1 Baths ⋅ 10652034 MLS
Motivated seller! This home offers an assumable FHA loan at 2.75% for a qualified buyer, and the seller is willing to contribute toward closing costs with an acceptable offer. Located in Chesapeake’s sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and room to grow. The open floor plan centers around a spacious kitchen with generous cabinet and counter space, pantry storage, and an easy connection to the main living areas. With multiple finished areas across three levels, the layout works well for multigenerational living, long-term guests, remote work, hobbies, a media room, playroom, or additional bedrooms. The third floor was expanded in 2021 to include two finished rooms, giving buyers even more space. Outside, the large fully fenced backyard and spacious deck are ready for cookouts, pets, play, relaxing evenings, and weekend gatherings. An expanded extra-wide driveway and EV charger add everyday convenience.

568 Waters Road, South Chesapeake

1853 Rockwood Drive, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10651226 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family-room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining.

1853 Rockwood Drive, South Chesapeake

1217 Club House Drive, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10658962 MLS
Las Gaviotas has the name recognition. This Colonial has the character to back it up. Set in one of Chesapeake’s most iconic, sought-after neighborhoods, the traditional exterior opens to an interior that feels bright, fresh, and full of personality. Natural light pours through large windows, playing across light-toned LVP flooring and freshly painted rooms. Updated lighting gives the spaces a current feel while the classic Colonial details retain their charm. The kitchen makes an impression with tall white cabinetry, granite countertops, and newer appliances, while the eat-in area and separate dining room give each occasion its own space. There’s a dedicated office, too, with plantation shutters that add a tailored finish. The living room has a character all its own, centered around a wood-burning fireplace and framed by more plantation shutters. Just beyond, the screened porch provides a natural transition to the deck, where an outdoor sauna adds a feature you don’t find every day. The smaller details are worth noticing, too: a surprise nook tucked beneath the stairs, generously sized bedrooms, and double doors that make the entrance to the primary bedroom feel a little more special. Throughout the home, traditional character meets a refreshed interior without losing the details that give this Colonial its charm. Recent window replacements, an updated water heater, and refreshed paint and lighting bring substance to the improvements. A two-car garage and extended driveway add the practical space to go with it. The neighborhood may be what first draws your attention, but the way this Colonial unfolds from sun-filled rooms to that unexpected outdoor retreat is what makes it memorable.

1217 Club House Drive, South Chesapeake

1816 Sunsprite Loop, South Chesapeake
$600,000
6 Beds ⋅ 3 Baths ⋅ 10654192 MLS
It’s got space!! Use all 6 bedrooms or create the office, guest room, fitness space or playroom you've been looking for. The first floor offers a bedroom, adjacent flex room and modified curb less shower—great for guests or anyone who prefers fewer stairs. Neutral décor, 9' ceilings, hardwood floors, crown molding and a huge FROG. Spacious primary suite with hardwood floors and two walk-in closets, plus second-floor laundry. Outside, enjoy a lg, fenced backyard , detached shed, private well for lawn irrigation and attached 2-car garage. Meticulously maintained with annual HVAC, tankless water heater and crawl-space service contracts. Seller to provide termite/moisture letter. Convenient to Millville Rd. and Veterans Bridge. Annual Termite/Moisture contracts/ NO FLOOD INS. Grassfield High School has earned national recognition in US News and World Reports for VA’s Board of Education Highest Achievement Award / 2024. $5,000 Closing Cost Assistance. Original Owner.

1816 Sunsprite Loop, South Chesapeake

2065 Shipyard Road, South Chesapeake
$600,000
4 Beds ⋅ 3.1 Baths ⋅ 10653324 MLS
Located in the highly coveted Grassfield High School District, this beautifully maintained 2021-built home offers modern style, thoughtful design, and plenty of natural light. The bright, open floor plan features hardwood floors throughout the entire first floor and a desirable downstairs in-law suite and finished back room. The chef’s kitchen is the heart of the home, showcasing quartz countertops, a gas range, and a deep island providing generous seating and additional prep space. The primary bath continues the elevated finishes with quartz countertops, dual shower heads, and beautiful upgraded tile. A first-floor laundry room adds everyday convenience, while the spacious all-seasons screened-in porch creates the space to relax or entertain year-round. With its inviting layout, quality finishes, and abundance of natural light, this home offers the perfect blend of comfort and style. HUGE Inlaw suite as well for people looking.

2065 Shipyard Road, South Chesapeake

709 Aguila Drive, South Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10656993 MLS
Stunning 4-bedroom home in the highly coveted Las Gaviotas community, overlooking the golf course. The spacious interior offers a comfortable blend of living and entertaining spaces, including a generous living room, dining room, and family room with a fireplace. At the heart of the home, the kitchen features ample cabinet and counter space, stainless steel appliances, and a breakfast area. Four spacious bedrooms and three full bathrooms include a primary suite with a walk-in closet and ensuite bath. Enjoy additional living and entertaining space in the sunroom or screened-in porch (added 2021) with views of the 40ft heated fiberglass in-ground pool ( added 2021). Other updates include: water heater (2022), HVAC upstairs zoned inside and out (2026), new carpet and mini split for FROG (2023), Bathrooms downstairs converted (2023).

709 Aguila Drive, South Chesapeake

1010 Cuervo Court, South Chesapeake
$599,900
5 Beds ⋅ 3 Baths ⋅ 10650705 MLS
PRICED TO SELL! Welcome to 1010 Cuervo Court, a spacious 5-bedroom, 3-bath home offering approximately 3,000 sq ft in sought-after Las Gaviotas! Flexible floor plan includes a first-floor bedroom and full bath, formal living room and a separate dining room. The large family room features cathedral ceilings, a stunning floor-to-ceiling brick fireplace, abundant natural light, and golf course views. Spacious primary suite offers a private balcony, large walk-in closet, and spa-like bath with dual vanities, jetted tub, and separate shower. Generously sized bedrooms, excellent closet space throughout, and a finished room over the garage provide plenty of space and flexibility. Additional features include a second level laundry room, side-loading 2-car garage, brand new dehumidifier recently installed in the crawlspace, newer carpet, and fresh paint in select rooms. Enjoy the charm of this established Chesapeake community with beautiful streets, golf course surroundings, cul dec sac living, walking trails, and highly regarded schools.

1010 Cuervo Court, South Chesapeake

4640 Ballahack Road, South Chesapeake
$589,900
3 Beds ⋅ 2.1 Baths ⋅ 10657850 MLS
Welcome home to this well-built, lovingly maintained brick ranch framed by mature trees, dogwoods, boxwoods and elephant ear plants that offer beautiful summer shade on 1.67+ acre lot. A charming front porch with newer brick flooring and stately columns sets the tone. Inside, enjoy updated flooring throughout, an updated primary bath and a stunning French country kitchen, remodeled floor to ceiling, expanded into the den with extra cabinetry (wine, & dish cabinet and bench) and a breakfast area. The bright FROG offers flexible space for a home theater, hobby room, playroom or 4th guest bedroom with access to a huge floored and lighted attic. Relax on the screened porch with its "pet and kid friendly" brick base, gather on the paver patio or unwind by the fire pit. Custom Shutters offer evening privacy. A garden for homegrown produce, detached lighted garage with large workshop. French drain system, multiple parking spots and freshly painted trim complete this inviting home!

4640 Ballahack Road, South Chesapeake

1916 Orangewood Road, South Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

309 Barcelona Drive, South Chesapeake
$539,500
4 Beds ⋅ 3 Baths ⋅ 10651803 MLS
Great buy in Grassfield schools. Lovely front porch large home nestled in Las Gaviotas golf course community. Gardeners paradise in the backyard with wild flowers, strawberries and so much more. Deluxe playground and lots of fun built-in for backyard summer days. Expansive kitchen with center island, eating area and built-in desk. Modern farmhouse touches throughout. Cozy brick fireplace and built-in bookcases, shiplap half wall really add to the charming family room and separates this home from all of the others. Freshly painted in Sherwin Williams Accessible Beige. New carpet upstairs. Spacious bedrooms with a lot of closet space. Big walk up attic is amazing for storage. Finished room above the garage with separate staircase would make a great movie room or playroom. You have got to see this beauty and make it HOME.

309 Barcelona Drive, South Chesapeake

524 Linton Circle, South Chesapeake
$535,000
3 Beds ⋅ 3 Baths ⋅ 10656845 MLS
Welcome home to this highly sought-after Glasgow plan, ideally located across from the park in Eagle Pointe! Featuring a 1st-floor primary suite, 1st-floor guest room & a second primary suite upstairs, this flexible plan offers room for everyone. The Glasgow boasts the largest family room, kitchen & laundry room in Eagle Pointe! Enjoy a chef’s kitchen with a gas cooktop, wall oven, built-in microwave, center island, granite countertops & breakfast bar. Oversized laundry room features a closet & mud sink. Bright & sunny morning room opens to an oversized patio. The extended garage adds a bump-out for extra space. Abundant storage, including a walk-in storage/mechanical room. Eagle Pointe is Chesapeake’s premier 55+ community, with resort-style amenities at The Bay Club, including indoor & outdoor pools, a hot tub, a fitness center, billiards, a library, game rooms & more. Enjoy the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some photos have been digitally staged.

524 Linton Circle, South Chesapeake

317 George Washington Highway S, South Chesapeake
$524,900
3 Beds ⋅ 2 Baths ⋅ 10655769 MLS
Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, South Chesapeake

891 Bells Mill Road, South Chesapeake
$519,998
4 Beds ⋅ 3.1 Baths ⋅ 10646463 MLS
BACK ON MARKET DUE TO NO FAULT OF THE SELLER! If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill Road, South Chesapeake

1407 Hawick Terrace, South Chesapeake
$499,999
3 Beds ⋅ 3 Baths ⋅ 10656063 MLS
Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, South Chesapeake

400 Las Gaviotas Boulevard, South Chesapeake
$499,950
4 Beds ⋅ 2.1 Baths ⋅ 10652912 MLS
A rare opportunity in one of Chesapeake’s most desirable neighborhoods!! Exceptional 4-bedroom, 2.1-bath home perfectly positioned on a corner lot overlooking the fairway in highly sought-after Las Gaviotas & the Grassfield school district. The first floor offers two generous living areas, a formal dining room, and an updated kitchen featuring granite countertops, tile backsplash, gas range, and ample cabinetry. Large windows frame peaceful views of the golf course, creating a bright, inviting atmosphere throughout. Four spacious bedrooms with the primary including a walk-in closet & a beautifully finished primary ensuite bathroom with a soaker tub, separate shower, and double-sink vanity. Step outside to enjoy composite decking & a backyard that opens directly to the fairway—an ideal setting for morning coffee, evening unwinding, or hosting friends. Just minutes from top-rated schools, shopping & dining, this home blends convenience with the charm & prestige of golf-course living.

400 Las Gaviotas Boulevard, South Chesapeake

1648 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657343 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented w/shiplap trim. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Hurry, this end unit with 2-car garage won't last long!

1648 Songbird Lane, South Chesapeake

1640 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657313 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the 1st floor (carpet in bedroom), and the entire 2nd floor! Family room has a cozy fireplace & lower built-ins for storage. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1640 Songbird Lane, South Chesapeake

1644 Songbird Lane, South Chesapeake
$489,900
4 Beds ⋅ 3.1 Baths ⋅ 10657329 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented with shiplap trim. Durable LVT is included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1644 Songbird Lane, 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

824 Heritage Point, South Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10656500 MLS
Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. This large yet cozy home offers 4 bedrooms and 2.5 bathrooms w/ blends of classic charm and comfy living. Enjoy family evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and lawn equipment. A rare opportunity to own water front property w/ room to spread out, both inside and out right in the heart of the city. Close to shopping yet private for your family needs.

824 Heritage Point, South Chesapeake

1605 Mary Lou Lane, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10659685 MLS
Welcome to 1605 Mary Lou Lane in Cardinal Meadows! Built in 2022, this beautifully maintained condo feels brand new, with new carpet throughout and nearly 2,300 sq. ft. of stylish, low-maintenance living. The bright, open main level features high ceilings and a gorgeous kitchen with upgraded cabinetry and quartz countertops. A builder upgrade provides a larger first-floor primary suite and upstairs bedrooms than most homes in the community! The primary suite features a dual-vanity bath and walk-in closet. Upstairs offers a versatile loft, two bedrooms with walk-in closets, a full bath, and walk-in storage with potential for future finished space. Enjoy your private oasis with a newly fenced backyard backing to peaceful woods. Community amenities include a pavilion with grill, splash pad, playground, dog park, and walking trails. Conveniently located near Grassfield schools, shopping, and major interstates. Move-in ready!

1605 Mary Lou Lane, South Chesapeake

901 Summerfield Crescent, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10657121 MLS
Fully updated and move-in ready, this spacious 4-bedroom (potentially 5), 2.5-bath home offers plenty of room to spread out! The downstairs primary suite is a true retreat, featuring a generous bedroom and ensuite designed to feel like your own private escape. Double vanity, jetted tub, separate stand-alone shower & toilet room and huge walk-in closet! The remodeled kitchen shines with brand-new cabinets, new granite countertops, and stainless-steel appliances, while fresh paint, new carpet, and all-new fixtures throughout give the entire home a clean, modern feel. Upstairs, you’ll find three additional bedrooms plus a versatile loft space that could easily be converted into a 5th bedroom, home office, playroom, or flex space. With updates throughout and a functional layout, this home offers space and flexibility. This corner lot condo provides low maintenance living with the space and privacy of a single-family home. Located nearby shopping, dining, great schools, major roadways & everyday conveniences, you’ll have everything you need just minutes from home!

901 Summerfield Crescent, South Chesapeake

2630 Cecilia Terrace, South Chesapeake
$474,900
4 Beds ⋅ 2.1 Baths ⋅ 10657960 MLS
This beautiful property sits on a huge, fully fenced corner lot in a quiet neighborhood within the highly desirable Grassfield School District! This open and bright home features a spacious primary bedroom with multiple closets, separate dining room, a good-sized kitchen with a gas stove, and two beautifully updated bathrooms. Enjoy outdoor living on the large deck overlooking the expansive yard. The oversized room over the garage offers endless possibilities as a fourth bedroom, second family room, game room, or media room. Located in an amazing neighborhood, this home offers convenient access to shopping, major highways, and military bases. Space, comfort, and location make this home a must-see!

2630 Cecilia Terrace, 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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