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328 Big Pond Lane, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10639867 MLS
This is your chance to own in the sought after neighborhood of Sawyers Mill in Grassfield school district. This 4 bedroom home has a fully fence back yard, above ground pool, extra heated/cooled space with running water off of the garage with separate entrance. Price reflects the TLC this home needs in order to make it your own. Property is being sold "As-Is" seller to make no repairs.

328 Big Pond Lane, South Chesapeake
1109 Chatham Lane, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10638984 MLS
Nestled in Warrington Hall is this pristine home. Beautifully updated and very well maintained, this three bedroom townhome is completely move-in ready. Downstairs is an open concept living, dining room and kitchen including a large island. Large primary bedroom with tray ceilings with a huge closet and attached bathroom with soaker tub. Laundry room is situated centrally between all of the bedrooms. Warrington Hall association provides parks, playgrounds, pool, tennis courts and ground maintenance.

1109 Chatham Lane, South Chesapeake
1119 Kings Mill Court, South Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10635927 MLS
ASSUMABLE VA LOAN- For those who qualify. Welcome home to this beautiful 3-bedroom, 2-bath property nestled in a quiet cul-de-sac in the highly desirable Greenbrier area! Boasting 1,600 sq ft of bright, open living space, this home features fresh paint and brand-new carpeting throughout. Enjoy an incredible energy-saving bonus: fully paid-off solar panels with a transferable 9-year warranty! The layout includes a formal dining room, a cozy breakfast nook, and a separate flex space for a playroom or office space. Enjoy outdoors in your private backyard, complete with a fire pit. Unbeatable location! The neighborhood has beautiful trails, local parks, the public library, shopping, and fantastic dining options. Everything you need is right at your fingertips. Don’t miss your chance to own this turnkey gem!

1119 Kings Mill Court, South Chesapeake
464 River Arch Drive, South Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10636153 MLS
Beautifully updated and move-in ready, this home features fresh whole-house paint, all new flooring, and brand-new appliances, offering a clean and modern feel from the moment you step inside. This 55 or better community is located in the highly desirable Riverwalk area. Enjoy access to the clubhouse, community pool, playgrounds, tennis courts, and the dock and kayak/boat ramp on the Elizabeth River, and all just moments from your doorstep. Whether you want to unwind, go for a walk, or connect with neighbors, Riverwalk offers something for everyone. With its combination of comprehensive interior updates and impressive community features, this property delivers incredible value in one of Chesapeake’s most sought-after neighborhoods. Conveniently located near shopping, dining, military bases, and major roadways, this home blends comfort, style, and accessibility. Don’t miss your chance to own this beautifully refreshed home in an amenity-rich community: WELCOME HOME!

464 River Arch Drive, South Chesapeake
1808 Aft Way, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10635872 MLS
This beautiful tri-level 2-car garage condo in the sought-after Grassfield district offers luxurious and maintenance-free living! The first floor features a huge flex room that leads out to the backyard with a wooded view- great for a 4th bedroom, in-law suite, den, or office. The second floor features an open floor plan with a spacious living room, dining area, and the kitchen with an island, granite countertops, pantry, half bath/powder room, and access to an 8'x18' composite deck overlooking the private, tree-lined side of the community. The third floor features 3 bedrooms, 2 full bathrooms, and a convenient laundry room. The primary bedroom has tray ceilings, a walk-in closet, and its own bathroom with an oversized shower and double sinks. This community offers resort-style amenities such as a large pool, clubhouse, fitness center, dog park & huge dock. Welcome home!

1808 Aft Way, South Chesapeake
1112 Turtle Rock Trce, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10628948 MLS
Corner lot living in the heart of Greenbrier! This 3-bedroom, 2.5-bath home offers a spacious and connected main level with LVP flooring throughout. The circular floor plan links the living room, dining area, kitchen, and den for easy everyday living and entertaining. The living room includes a wood-burning fireplace, while the kitchen features stainless steel appliances, an island with seating, generous counter space, and a dedicated coffee bar and wine rack area. A rear-facing window provides views of the fenced backyard with a paver patio. Upstairs, the primary suite includes an ensuite bath with a jetted tub and ceramic tile walk-in shower. Convenient access to Greenbrier City Park, shopping, dining, and interstates.

1112 Turtle Rock Trce, South Chesapeake
612 Estates Way, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10627905 MLS
Welcome to this immaculate and spacious end unit condo with an oversized sided 2 car garage in River Walk. Great floor plan with a nice flow and an abundance of living and dining space. 3 bedrooms and 2 1/2 baths. Hardwood floors, custom plantation shutters, custom wood molding and columns, and high ceilings. Lot's of closet space and storage throughout and a utility room. Large kitchen with a gas stove. Primary bedroom offers a jetted tub, separate shower, and huge closet. Downstairs bedroom could be used as an In-law suite. Very private and wooded setting at the end of a cul-de-sac. Centrally located in Chesapeake with quick access to interstate. Call today. Don't miss out.

612 Estates Way, South Chesapeake
1305 Becks Court, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10627607 MLS
Tucked at the end of a peaceful cul-de-sac, this thoughtfully updated 4 bedroom, 2.5 bath home offers a warm and inviting place to settle in and make your own. Fresh paint and new flooring flow throughout, creating a clean, cohesive feel from room to room. Out back, you'll find a beautiful deck, perfect for slow mornings, casual gatherings, or unwinding at the end of the day along with a newer privacy fence that adds both charm and function. A recently installed roof offers added peace of mind, blending style with practicality. This home feels both refreshed and timeless an easy place to settle in and truly enjoy.

1305 Becks Court, South Chesapeake
1731 Woodmill Street, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10625791 MLS
Located in the heart of Chesapeake’s Greenbrier area, this meticulously maintained detached condo is just minutes from shopping, dining, grocery stores, and major interstates—making everyday living easy. The main level features an open layout with impressive cathedral ceilings that create a bright and spacious feel. The kitchen is designed with granite countertops, upgraded cabinetry, and tile flooring, offering a functional and inviting space for everyday living. Upstairs, the primary suite includes a walk-in closet, jetted tub, and vanity. Two additional bedrooms, a full bathroom, laundry area, and a versatile sitting space provide plenty of room for guests, work, or relaxation. Additional highlights include a 16 SEER HVAC system, gas furnace, and gutter guards. A move-in ready home with thoughtful features throughout!

1731 Woodmill Street, South Chesapeake
23 Diamond Avenue, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10624743 MLS
Welcome home to this beautiful 4-bedroom, 2.5-bath home in Chesapeake located in the highly sought-after Grassfield School District. The kitchen features granite countertops, a built-in microwave, glass-top range, and dishwasher, and opens to the dining area with wood laminate flooring. The spacious primary suite offers a huge walk-in closet and a private bath with dual vanity sinks, granite countertops, and a separate soaking tub and shower. Additional highlights include ceiling fans throughout, updated fixtures, fresh paint, a new hot water heater, and all new flooring downstairs and the upstairs bathroom. Enjoy outdoor living in the large fenced backyard, perfect for relaxing or entertaining. Conveniently located just minutes from I-64, shopping, the Norfolk Naval Shipyard, and multiple military bases.

23 Diamond Avenue, South Chesapeake
Lot C Buskey Road, South Chesapeake
$400,000
10619862 MLS
Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 20.054 acres of raw farm land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel sits in the middle of two similar tracts of farm land on its southern and northern borders. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

Lot C Buskey Road, South Chesapeake
732 Finck Lane, South Chesapeake
$400,000
4 Beds ⋅ 2 Baths ⋅ 10613650 MLS
The residential property conveying with the church offers generous space and flexibility, for pastoral living or extended family use. The home features two separate living rooms, a formal dining room, and a functional kitchen designed for everyday comfort and gatherings. With four bedrooms and the potential for a fifth, the layout provides versatility for sleeping quarters, an office, or ministry-related needs. Two full bathrooms support convenience for residents and guests. Situated on a large lot, the property offers ample outdoor space for recreation, parking, or future expansion. This home adds exceptional value and opportunity when combined with the accompanying church property.

732 Finck Lane, South Chesapeake
372 S Battlefield Boulevard, South Chesapeake
$400,000
10553976 MLS
Prime real estate in the heart of Great Bridge. Selling "as is". Large lot, building and garage need work but tons of potential! Property qualifies for The Great Bridge Facade Enhancement Project. They will pay 1/2, up to $20,000 for facade, landscaping, hardscape, signage, etc.

372 S Battlefield Boulevard, South Chesapeake
1400 Fentress Road, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10633925 MLS
Step into a timeless sanctuary nestled on a serene 1-acre lot, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Enjoy the privacy and peace of country living while still being within easy reach of city amenities. Step inside to find spacious interiors filled with natural light and cozy ambiance. Originally built circa 1898, this property exudes character and warmth. The four generously sized bedrooms provide ample space for everyone, while the two bathrooms ensure comfort and convenience. Outside, your private oasis awaits. Imagine spending your days enjoying the outdoors, gardening, or simply unwinding on your expansive property. The possibilities are endless! Don't miss this opportunity to make this peaceful retreat your own. Schedule a showing today and experience the lifestyle you've been dreaming of.

1400 Fentress Road, South Chesapeake
3408 Winterhawk Court, South Chesapeake
$399,500
3 Beds ⋅ 2 Baths ⋅ 10638336 MLS
Nestled in a fun-friendly quiet cul-de-sac, this well-maintained ranch offers comfortable living with thoughtful updates throughout. LVP flring extends through the home, creating a clean & cohesive feel. The generously sized primary bdrm features a recently remodeled bath with an oversized walk-in shower. The kitchen offers abundant cabinet space, providing plenty of room for storage and meal preparation. Updated windows and patio door (2019) fill the home with natural light, while cozy & comfortable inside with a 2023 HVAC . The fp has never been used by the current owner. Outside, enjoy a spacious backyard with room for gardening, outdoor activities, or simply relaxing. An oversized two-car garage and large storage shed provide exceptional space for tools, equipment, hobbies, and seasonal items. The home is under a termite contract, and the seller will provide a clear termite letter. Combining updates, storage, and outdoor space, this move-in-ready home is one you won't want to miss.

3408 Winterhawk Court, South Chesapeake
2221 Locks Landing Crescent, South Chesapeake
$398,000
4 Beds ⋅ 2 Baths ⋅ 10642257 MLS
ASSUMPTION 2.38% INTEREST, $1,395, PITI $198K DOWN 25 YR REMAINING, MUST SUB VA & ELIGIBILITY. Granite countertops, cabinets, updated baths, fixtures, & roof was replaced shortly before owner purchased in 2017. Since then, owner has put in microwave, AC, water heater, furnace, coil (all Carrier), thermostat, electrical for those units & ducting, built permitted shed, gutters, new fence, paved ground fire pit in, removed & re-insulated attic with new R19 supreme insulation, the crawl space.

2221 Locks Landing Crescent, South Chesapeake
421 Blue Beech Way, South Chesapeake
$397,900
3 Beds ⋅ 2.1 Baths ⋅ 10623035 MLS
Condo amenities include ground maintenance, clubhouse, in-ground swimming pool, sewer, water and trash pickup. This is a one-owner home which displays great pride in meticulous upkeep and cleanliness. LVP flooring was installed two years ago, microwave and water heater were installed in the past year. Neighborhood has a convenient layout for outdoor exercising. The annual Chesapeake Jubilee fireworks feel as though they are put on just for you!

421 Blue Beech Way, South Chesapeake
1013 Stern Way, South Chesapeake
$396,000
3 Beds ⋅ 2.1 Baths ⋅ 10635810 MLS
The Mendelssohn lower-level features 2-car garage & massive rec room w/ access to private back yard that backs up to woods! Nest thermostat & wi-fi enabled garage opener! The main living level kitchen includes granite island, dining area, pantry & access to 8'x18' composite deck. The kitchen opens onto a bright/airy living room w/ a conveniently placed powder room. Upstairs are 2 guest bedrooms w/ ample closet space, a hall bath & convenient 2nd floor laundry room along with the generous owner’s bedroom which features a tray ceiling & walk in closet. A separate owner’s bath features a double-bowl vanity & oversized shower. No flood insurance required. A private marina club, docks, boat tie-off. POOL, CLUBHOUSE, FITNESS CENTER, PLAYGROUND & DOG PARK.

1013 Stern Way, South Chesapeake
1005 Bluebird Drive, South Chesapeake
$395,000
3 Beds ⋅ 4 Baths ⋅ 10642281 MLS
BRING ALL OFFERS! ROOF IS APPROXIMATELY 4 YEARS OLD, NEW LVP FLOORING. PROPERTY SOLD STRICTLY "AS IS, WHERE IS". THE SELLER ACQUIRED THROUGH INHERITANCE AND HAS NO KNOWLEDGE OF THE CONDITION. SELLER MAKES NO WARRANTIES, REPRESENTATIONS OR GUARANTEES, EXPRESSED OR IMPLIED REGARDING WELL, SEPTIC SYSTEM OR PROPERTY IMPROVEMENTS. BUYERS SHOULD CONDUCT INSPECTIONS AND DUE DILIGENCE. .75 ACRE LOT. SELLER TO DO NO REPAIRS!

1005 Bluebird Drive, South Chesapeake
908 Landing Creek Drive, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10638505 MLS
Welcome to Deep Creek Landing in Chesapeake! This 4-bedroom, 2-bath home offers flexible living spaces and thoughtful updates throughout. Features include a bright sunroom, a wood-burning fireplace, and a finished room over the garage (FROG) great for a variety of uses. The kitchen has been updated with modern appliances, and both bathrooms have been renovated. Enjoy the front porch and a layout that provides both comfort and functionality. Move-in ready and conveniently located, this home is a great opportunity to own in an established neighborhood. Some listing images contain AI generated virtual staging. Call or click today to schedule a showing!

908 Landing Creek Drive, South Chesapeake
2115 Broadmoor Avenue, South Chesapeake
$395,000
4 Beds ⋅ 2.1 Baths ⋅ 10628980 MLS
Designed for entertaining, this home offers a spacious open layout with 4 bedrooms and 2.5 baths, plus an upstairs walk-in laundry room. The eat-in kitchen features ample cabinetry, a double-door pantry, stainless steel appliances, and granite countertops. A formal dining room provides flexible space for an office or additional living area.The primary suite includes double sinks and a walk-in closet. Enjoy an attached garage, two patios, and a pergola with electricity, projector, and screen - great for outdoor gatherings. New carpet throughout make this home move-in ready.

2115 Broadmoor Avenue, South Chesapeake
931 Centurion Circle, South Chesapeake
$395,000
3 Beds ⋅ 2.1 Baths ⋅ 10628451 MLS
perfect combination of style, space, and low-maintenance living. The first floor features a versatile flex room with backyard access and wooded views, ideal for a 4th bedroom, home office, guest suite, or den. The second floor boasts an open-concept layout with a spacious living area, dining space, and a well-appointed kitchen with island, granite countertops, pantry, and powder room, plus access to a large composite deck overlooking a private, tree-lined setting. The third floor offers three bedrooms, two full baths, and a convenient laundry area. The primary suite includes tray ceilings, a walk-in closet, and a private bath with double sinks and an oversized shower. Enjoy resort-style amenities including pool, clubhouse, fitness center, dog park, dock, pier, beach, and marina access. Conveniently located near Publix, Tidewater Community College, shopping, and dining.

931 Centurion Circle, South Chesapeake
2645 Roundtree Circle, South Chesapeake
$395,000
3 Beds ⋅ 2 Baths ⋅ 10625839 MLS
The original owners built this home in 1984, raised their family here and lovingly updated it over the years. Now moving closer to family, they are passing this well-cared-for home to its next lucky owners. Located in Oak Manor on a quiet dead-end street, this 3BR/2BA ranch at 2645 Roundtree Circle sits on 0.45 acres with 1,516 sqft. of comfortable living space. Updates include kitchen, windows, flooring, roof, HVAC and built-ins and surround sound system in Family Room. Eat-in kitchen features solid surface countertops, center island, stainless appliances and backsplash. Detached 2-car garage/workshop with power for machinery. No HOA! Easy access to interstates, shopping, dining and military bases via I-64 & Military Hwy. Move-in ready!

2645 Roundtree Circle, South Chesapeake
700 Lindenbrook Lane, South Chesapeake
$395,000
3 Beds ⋅ 2 Baths ⋅ 10623338 MLS
To follow

700 Lindenbrook Lane, South Chesapeake
348 George Washington Highway N, South Chesapeake
$394,900
3 Beds ⋅ 3 Baths ⋅ 10628804 MLS
Prepare to fall in love with this one-of-a-kind charming farmhouse! Spacious bonus room downstairs can easily be used as a 4th bedroom. Hardwood floors throughout. Lovely kitchen with a huge island and plenty of cabinet space. Nice country touches throughout. Generously sized bedrooms. Stunning primary bathroom. Barn doors. Decorative ceilings. Freestanding wood-burning stove. Windows 75% replaced. Tankless water heater. Roof is under 10 years old. Nice, fenced-in backyard with tidal water access. Detached 1 car garage. Covered porches. Plenty of parking space with room to comfortably turn around.

348 George Washington Highway N, South Chesapeake
2301 Gates Landing, South Chesapeake
$391,100
3 Beds ⋅ 2 Baths ⋅ 10633101 MLS
Beautifully maintained cul-de-sac home in the highly desired Locks Landing neighborhood of Chesapeake. This move-in ready property offers 3 bedrooms and 2 full baths with thoughtful upgrades throughout. The kitchen features custom Greenwich cabinetry and high-end appliances, with charming coffee bar just off the dining room. The inviting living area includes cozy functional wood-burning fireplace, while the primary suite offers a private ensuite. Enjoy the picturesque garden-like yard with a fully fenced backyard complete with an above ground pool, deck, pergola-perfect for relaxing or entertaining. Additional highlights include parking for up to four vehicles, RV 30 amp electrical hookups, and new HVAC system (2025) and full encapsulation of the crawl space (2026). No HOA and conveniently located near Hampton Roads military bases, shopping, dining and entertainment.

2301 Gates Landing, South Chesapeake
216 Marion Drive, South Chesapeake
$391,000
3 Beds ⋅ 2 Baths ⋅ 10641722 MLS
Welcome to this charming 3-bedroom, 2-bath bungalow ranch style home nestled on a spacious .46 of an acre lot in the heart of Great Bridge! Offering approximately 1,288 square feet of comfortable living space, this well-maintained home combines timeless appeal with modern updates. The inviting kitchen features granite countertops, a convenient pantry, and a cozy breakfast area, creating an inviting space for everyday living. Enjoy your morning coffee on the welcoming front porch or entertain family and friends on the back deck overlooking the large, fully fenced backyard. A standout feature of this property is the large two-story detached workshop with electricity, great for hobbies, a home workshop, or additional storage needs. Supplemental concrete has also been poured to allow for more convenient SUV, boats or recreational vehicle parking. Conveniently located just minutes from shopping, dining, parks, Intra Coastal Waterway and everyday conveniences, this home offers the a balance of peaceful living and accessibility. Don't miss the opportunity to make this Great Bridge gem your next home! Call now before it is gone!

216 Marion Drive, South Chesapeake
716 Baywood Trail, South Chesapeake
$390,000
3 Beds ⋅ 2 Baths ⋅ 10646455 MLS
Beautifully reimagined ranch home with designer-inspired finishes throughout! Offering 1,482 square feet, this exceptional residence features 3 bedrooms, 2 beautifully updated baths, and a versatile bonus room ideal for a home office, playroom, guest space, or hobby room. The stunning kitchen showcases new custom-style cabinetry, elegant granite countertops, and brand-new stainless steel appliances, including a dishwasher, range, microwave, and disposal. Matching granite countertops extend into the bathrooms, which have been tastefully renovated with stylish new tile finishes. Additional upgrades include a new roof, new windows, new HVAC system, new water heater, new interior doors, fresh interior paint, and new flooring throughout. Blending timeless style with modern updates, this turnkey home offers comfort, quality, and exceptional value. Don't miss out, schedule your showing today!

716 Baywood Trail, South Chesapeake
432 Charleston Street, South Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake
1421 Glendale Avenue, South Chesapeake
$390,000
4 Beds ⋅ 2 Baths ⋅ 10644668 MLS
Welcome home to 1421 Glendale Avenue! Designed for effortless living, where quality craftsmanship, modern style & everyday convenience come together in this beautifully updated 4-Bedroom, 2 Bathroom Ranch home w/exceptional indoor & outdoor living spaces in the heart of Chesapeake! The high-end custom eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, washer & dryer, custom tile backsplash & flooring, breakfast bar area that flows seamlessly to the open concept living & dining areas. The spacious primary suite includes a versatile bonus room, ample closets & private ensuite bathroom. Outdoors you'll find beautifully landscaped grounds, a fenced private backyard oasis offering plenty of space to enjoy the covered patio, marshmallows by the fire-pit, beautiful flower gardens, substantial vegetable, herb & fruit gardens…. and don’t miss out on the oversized insulated detached garage/workshop plus storage shed. Call today for your private tour!

1421 Glendale Avenue, 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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