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814 Gloss Street, South Chesapeake
$315,000
4 Beds ⋅ 2 Baths ⋅ 10635861 MLS
As-Is

814 Gloss Street, South Chesapeake
516 Whistle Town Road, South Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10631246 MLS
WELCOME HOME! Check out this beautifully updated 4-bedroom, 2.5-bath home in the highly desirable Coventry Meadows and Hickory School District! This move-in-ready home features an inground pool, huge backyard and countless upgrades, including a 40-year architectural roof (2017), new siding, windows, gutters, and fence (2023), pool liner and pump (2025), French and insulated garage doors (2024) and 240V outlet in garage. Enjoy a carpet-free layout with LVP and tile throughout, an updated kitchen with granite countertops and newer appliances; bathrooms have new vanities, toilets and tile floors. No HOA/POA! With use of the preferred lender, buyers may choose either a $4,000 lender credit or a 1-0 lender paid buydown. Call now to schedule your private tour today!

516 Whistle Town Road, South Chesapeake
1010 Bowden Avenue, South Chesapeake
$260,000
3 Beds ⋅ 1 Baths ⋅ 10631116 MLS

1010 Bowden Avenue, South Chesapeake
540 Dunning Lane, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10630145 MLS
Welcome home! It's all about lifestyle, luxury, & low maintenance living at Eagle Pointe, Chesapeake's Premier 55+ Adult Community. This Troon plan was designed for EASY LIVING & is one of Eagle Pointe's most popular plans with two bedrooms on the first floor & two bedrooms upstairs. Built in 2013, this beautiful home is loaded with extras, including a chairlift and a walk-in jetted tub. Energy-efficient, third-party-certified green home with spray-foam insulation & a Rinnai tankless water heater that will save you $$$ month after month on utility costs. Gorgeous open floor plan has abundant storage & spacious rooms. Quartz kitchen w/breakfast bar, stainless steel appliances, crown moldings & so much more. Resort-style amenities at The Bay Club, include indoor & outdoor pools, billiards room, game rooms, ball room and more. Schedule your tour today.

540 Dunning Lane, South Chesapeake
1400 River Birch Run, South Chesapeake
$298,000
3 Beds ⋅ 1.1 Baths ⋅ 10628907 MLS
Welcome home to this charming three bedroom end-unit townhome in the sought after Greenbrier area! Open living area with good natural light, functional kitchen and dining layout along with a spacious backyard perfect for entertaining and relaxing outdoors. Updated laminate flooring downstairs, carpet upstairs ($3000 flooring credit with full price offer). Roof replaced 2025 and crawl space encapsulated 2024. Very short distance to great shopping, restaurants, nature trails, and the interstates. Fantastic schools. Two car driveway. Truly one of the best neighborhoods with close proximity to everything.

1400 River Birch Run, South Chesapeake
701 Meherrin River Court Unit D, South Chesapeake
$215,000
2 Beds ⋅ 2 Baths ⋅ 10628262 MLS
Experience effortless living in this meticulously maintained 2BR, 2BA home in Chesapeake’s sought-after Riverwalk. This 989 sq ft unit features an open-concept layout and floor-to-ceiling windows leading to a private balcony with recently refinished wood and dedicated storage. Move in with total peace of mind—the HVAC was replaced in March 2026. The interior boasts clean carpeting, an updated kitchen, and included major appliances. As a non-smoker’s unit, it is exceptionally well-kept and offers ample storage. Enjoy a low-maintenance lifestyle where the condo association handles the roof, water, trash, and landscaping. Dues also grant access to the community pool and a dedicated parking space. Location: Just miles from Greenbrier’s shopping and dining. Launch your kayak at the nearby Elizabeth River or enjoy a seamless, no-toll commute to downtown Norfolk, local military bases, and the airport. Truly move-in ready!

701 Meherrin River Court Unit D, South Chesapeake
902 Copley Court, South Chesapeake
$487,000
4 Beds ⋅ 2.1 Baths ⋅ 10627815 MLS
4-bedroom, 2.5-bathroom retreat nestled at the end of a peaceful cul-de-sac in Chesapeake. Offering the rare and highly sought-after advantage of no HOA, this property perfectly blends versatile indoor comfort with exceptional outdoor living. As you step inside, you are greeted by an expansive first floor designed for both entertaining and everyday life, featuring two distinct living spaces that offer endless flexibility for a cozy family room, a formal sitting area, or a home office, seamlessly connected to a dedicated dining area. Upstairs, you will find elegantly tiled bathrooms and a massive Finished Room Over the Garage (FROG) that serves perfectly as a fourth bedroom, media center, or spacious playroom. The impressive features continue outside into your private, fully fenced-in backyard oasis. This outdoor sanctuary comes complete with a charming gazebo and a built-in playground.

902 Copley Court, 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
2717 Thomas Street, South Chesapeake
$222,500
3 Beds ⋅ 1.1 Baths ⋅ 10626049 MLS
Charming move in ready Bungalow on a oversized lot. Covered front porch. New carpet and freshly painted throughout. Newer vinyl replacement windows. Kitchen remodeled two years ago with new appliances just replaced - stainless refrigerator and gas stove. Primary bedroom with 1/2 bathroom. Heating/Air 2021 and Water Heater 2020.

2717 Thomas Street, South Chesapeake
1427 Hawick Terrace, South Chesapeake
$420,000
3 Beds ⋅ 2 Baths ⋅ 10625700 MLS
Welcome home to Eagle Pointe, Chesapeake's premier 55+ active adult community! This rare, move-in-ready home offers luxury, low-maintenance, one-level living with fresh paint and new carpet. The open-concept layout features a spacious kitchen that flows seamlessly into the dining room and opens to a private outdoor patio, ideal for everyday living and entertaining. The cathedral-ceiling family room with gas fireplace connects to a bright sunroom, perfect for relaxing year-round. The first-floor primary suite includes a custom walk-in closet and an ensuite bath with ceramic tile shower and split vanities. Two additional bedrooms and a full bath provide flexible space for guests, hobbies, or a home office. Enjoy resort-style amenities at The Bay Club, including indoor and outdoor pools, fitness center, social spaces, and a vibrant calendar of activities. Schedule your private tour today!

1427 Hawick Terrace, South Chesapeake
1621 Thomason Trail, South Chesapeake
$378,000
4 Beds ⋅ 2.1 Baths ⋅ 10625388 MLS
Welcome to 1621 Thomason Trl! Nestled in the highly sought after Greenbrier area, this beautifully maintained end unit condo offers the perfect blend of comfort and convenience. Located in a quiet 28-unit community built by award-winning Ashdon Builders, this home is centrally located with easy access to shopping, dining, and all major interstates, making everyday living effortless. Offering over 1,900 sq ft of well-designed living space, this home features 4 spacious bedrooms, 2.5 bathrooms, with a versatile loft space on the second floor. The primary suite is conveniently located on the first floor, providing comfort and privacy along with beautiful hardwood floors throughout main living area. Backyard features enclosed space with patio and maintenance free turf. This low maintenance condo is available and ready to call "home"! Schedule your private tour today!

1621 Thomason Trail, South Chesapeake
1906 White Rock Bend, South Chesapeake
$426,000
3 Beds ⋅ 2.1 Baths ⋅ 10624617 MLS
Move-in ready showstopper featuring natural white oak hardwood floors and custom handrails. The kitchen offers white cabinetry, gorgeous stone countertops, newer appliances, and an open layout flowing into the dining area and sitting room. Spacious great room with gas fireplace. Oversized bedrooms provide flexible living space. Recent updates include fresh paint and upgraded light fixtures. Major improvements include a 15 SEER HVAC system, upgraded 200 AMP electrical panel, hybrid water heater, and whole-house water filtration system. Enjoy the fully fenced backyard (2021). Conveniently located minutes from Summit Pointe with easy access to dining, shopping, and interstates. Schedule your showing today.

1906 White Rock Bend, South Chesapeake
407 Preservation Reach, South Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10615901 MLS
Gorgeous former model home in sought after waterfront community. Impeccable craftsmanship & elegant living spaces that flow exquisitely. Welcoming front porch. Gourmet kitchen w/ solid surface counter tops, 42' cherry cabinets, eat-in area, SS appliances, & wine cooler. Enclosed back porch overlooking the extended double patio. Spacious downstairs primary w/luxurious bath. Additional 1st floor bedroom w/ full bath. 2 additional bedrooms/full bath upstairs. See updates in documents. Community features an expansive waterfront screened gazebo overlooking the beautiful Elizabeth River. Clubhouse w/pool, fitness room, trails, nature preserve, & numerous green spaces. Lot size per seller.

407 Preservation Reach, South Chesapeake
1927 Merano Lane, South Chesapeake
$602,000
4 Beds ⋅ 2.1 Baths ⋅ 10615136 MLS
Welcome home to this like-new home in sought-after Hickory Manor, featuring an open-concept layout with luxury vinyl flooring and a neutral color palette. The kitchen offers quartz countertops, a breakfast bar, pantry, tiled backsplash, and gas range - great for everyday living and entertaining. Upstairs, the primary suite includes a walk-in closet and spa-inspired bath with dual vanities, soaking tub, and walk-in shower, along with three additional bedrooms. Enjoy the covered patio overlooking the peaceful pond and private backyard, plus community amenities including a fitness center, clubhouse, pool, walking trails, and playground, all conveniently located near shopping and major commuter routes.

1927 Merano Lane, South Chesapeake
318 Snowberry Lane, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10635737 MLS

318 Snowberry Lane, South Chesapeake
932 Bowling Green Trail, South Chesapeake
$407,000
3 Beds ⋅ 2 Baths ⋅ 10630691 MLS
In the heart of Greenbrier this brick ranch has updates throughout. The Luxury Vinyl Plank flooring adds style as well as ease of care. Both bathrooms updated and one with custom shower door. The kitchen has updated appliances. Semi open concept in this comfortable home with wood burning fireplace/stove. New hot water heater 2022. Call to schedule an appointment as you don't want to miss the opportunity to see this sweet home.

932 Bowling Green Trail, South Chesapeake
1319 Waycroft Reach, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10629859 MLS
"BEAUTIFUL" Home located in a tucked away, quiet Neighborhood, in the heart of Chesapeake! An open layout showcases a large eat-in kitchen with granite counters, SS appliances, plenty of cabinets & a pantry. Spacious living room w/ a cozy gas fireplace open to the Kitchen. Luxury primary suite w/ a big walk-in closet, garden tub & separate shower. Good sized bedrooms, ceiling fans, and utility room upstairs. This home boasts hardwood floors, ceramic tile, huge fenced yard for cookouts & outdoor entertaining! Inground sprinkler & a Ring doorbell. NO HOA, seller "does not" pay flood insurance! Near shopping, restaurants & more! Look no further this is Home!!

1319 Waycroft Reach, South Chesapeake
1984 Woodgate Arch, South Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10630209 MLS
Welcome home to this beautifully updated 3-bedroom townhome in the heart of Greenbrier! Bursting with style and warmth, this move-in ready gem features fresh paint, luxury LVP flooring, and brand-new carpet throughout. The stunning kitchen is a true showstopper with crisp white cabinetry, quartz countertops, and sleek stainless steel appliances, perfect for everything from busy mornings to cozy nights in! Upstairs, has 3 beautifully updated bedrooms & bathroom that feel fresh, modern, and inviting. Major updates, including a NEW ROOF, newer water heater, and recently serviced HVAC, offer peace of mind so you can focus on enjoying your new home!! Ideally located in a sought-after neighborhood with top-rated schools nearby, and just minutes from shopping, dining, and interstates, this home blends convenience with charm. Whether you're entertaining, relaxing, or creating new memories, this one just feels right. Call today for your personal tour!

1984 Woodgate Arch, South Chesapeake
1326 Damyien Arch, South Chesapeake
$281,000
2 Beds ⋅ 2 Baths ⋅ 10629453 MLS
Step into this beautifully updated townhome featuring extended vaulted ceilings that create a bright, open feel from the moment you enter. Recent upgrades include stylish LVP flooring (2025) and fully updated bathrooms (2025). The second-floor oversized primary suite provides a private retreat with fresh paint and plenty of space to unwind. The kitchen is equipped with sleek stainless steel appliances and and a convenient eat-in dining area. Conveniently located near Greenbrier shopping, Oak Grove Park, dining, and major routes, this home combines comfort, style, and accessibility and NO HOA fees!

1326 Damyien Arch, South Chesapeake
1816 Willow Point Arch, South Chesapeake
$269,000
2 Beds ⋅ 2.1 Baths ⋅ 10629021 MLS
Gorgeous 2-bedroom, 2.5-bath condo in the highly desirable Willow Point (River Walk) community! This home has been thoughtfully updated with granite countertops, cabinets, newer appliances, and recent upgrades including the hot water heater, furnace, and HVAC. The open and inviting layout offers comfortable living with modern finishes throughout. Low-maintenance living in a convenient location with easy access to shopping, dining, and local amenities. Come and enjoy everything this beautiful condo has to offer!

1816 Willow Point Arch, South Chesapeake
1462 Titchfield Drive, South Chesapeake
$280,000
2 Beds ⋅ 2.1 Baths ⋅ 10625970 MLS
Welcome to effortless living in this beautifully maintained 2-bedroom, 2.5-bath condo nestled in the heart of Chesapeake’s desirable Greenbrier area. Enjoy unbeatable convenience with quick access to premier shopping, dining, parks, major interstates, and military bases. Inside, you’ll find a bright, open layout with a spacious living area that flows into the dining space, creating a warm and inviting feel. The kitchen offers abundant cabinetry and prep space, perfect for both everyday living and entertaining. Each bedroom is generously sized with its own full bath, offering ideal privacy for guests or flexible living arrangements. Experience comfort, convenience, and low-maintenance living all in one. Make this your first stop!

1462 Titchfield Drive, South Chesapeake
58 Acres West Road, South Chesapeake
$775,000
10625431 MLS
Exceptional 58 acre investment opportunity in southern Chesapeake, offering approximately 22 acres of open land with 60 feet of road frontage to carry you back to the expansive farm field. This rare 58 acre parcel presents outstanding development and long term investment potential. A scenic blend of productive cropland and mature timber provides natural beauty, privacy, and abundant wildlife. Located in sought after school districts, the property delivers a peaceful country setting with the convenience of easy access to all of Hampton Roads.

58 Acres West Road, South Chesapeake
2856 Flag Road, South Chesapeake
$325,000
3 Beds ⋅ 1 Baths ⋅ 10623684 MLS
Welcome Home! This charming 3-bedroom, 1-bathroom ranch-style home is in the heart of Deep Creek! Upgrades include recently updated Luxury Vinyl Plank (LVP) and ceramic flooring, adding a touch of modern elegance to your living space. New roof, new HVAC system. Outside is a beautiful deck, great for relaxing and entertaining, while overlooking your spacious .28-acre lot. The backyard is a paradise with complete fencing, offering both security and privacy and includes extra storage with 2 sheds. There's even ample space for your boat or RV, making it a perfect spot for any outdoor enthusiast. A delightful sunroom is off one of the bedrooms, giving an option for reading space, craft or play area. See it today!

2856 Flag Road, South Chesapeake
528 Wickwood Drive, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10616161 MLS
This recently renovated two-story Colonial home sits in the desirable Briarwood community at the heart of Chesapeake. Inside, you'll find a formal living room, a family room with a fireplace, a formal dining area, and a spacious kitchen with a breakfast nook. There's also a home office or study, a first-floor laundry room, and a convenient powder room for guests. Upstairs, you'll discover the primary en-suite bedroom, three additional traditional bedrooms, and a full hallway bathroom—the FROG serves as the fourth bedroom. Outside features include a large fenced backyard, a deck perfect for entertaining, a detached workshop, an attached single-car garage, and an expansive driveway offering plenty of off-street parking. Excellent location in Great Bridge, close to shopping, schools, and highways for a smooth commute. MLS information is based on city tax records.

528 Wickwood Drive, South Chesapeake
837 Evelyn Way, South Chesapeake
$650,000
5 Beds ⋅ 3 Baths ⋅ 10630121 MLS
Welcome to this beautifully maintained, move-in ready home in the desirable Grassfield area. Offering five bedrooms, including a convenient first-floor bedroom, this home provides flexible living options to suit a variety of needs. A new hot water heater adds peace of mind for the next owner. Tucked away on a quiet cul-de-sac, the property backs to a wooded area, creating a serene and private setting. Enjoy relaxing evenings or entertaining guests on the backyard patio, great for outdoor living. With its spacious layout, thoughtful updates, and inviting surroundings, this home is ready for its next owner to move right in. Schedule your private showing today

837 Evelyn Way, South Chesapeake
828 Forest Lakes Circle, South Chesapeake
$640,000
4 Beds ⋅ 3 Baths ⋅ 10630257 MLS
Amazing opportunity to buy in desirable Forest Lakes at a reasonable price & add your own finishing touches! This all-brick, one-owner home offers an ideal, open space for entertaining. The lg kitchen w/ cabinets galore & big breakfast area overlooks a huge family rm w/ cathedral ceiling & masonry FP, as well as another open sitting area/sunrm. The spacious primary bedrm features a trey ceiling, walk-in closet, & lg adjoining bath w/ dual vanities, shower, & separate garden tub. A formal living rm, dining rm, 2 bedrms, full hall bath, & utility rm complete the main floor. A roomy FROG w/ full bath is the 4th bedrm offering many options. *BONUS* The massive, walk-up, whole-house attic has high ceilings & might have potential for adding real sq footage! More great features: New deck; 2025 multi-zoned HVAC system ($20,000+); 2026 Water Heater; Generac generator; Archit roof; Vinyl-wrapped exterior trim; Ingr. sprinkler system, Wrapped crawlspace! Active n'hood w/ many organized events!

828 Forest Lakes Circle, South Chesapeake
2145 Docking Post Drive, South Chesapeake
$615,000
4 Beds ⋅ 2.1 Baths ⋅ 10630037 MLS
This meticulously maintained home radiates pride of ownership, move-in ready and perfect for year-round relaxing or entertaining. Situated on a quiet cul-de-sac and set on a generous 2-acre lot, the property offers wooded privacy and a peaceful setting. Features include: a spacious layout w/abundant natural light, roomy bedrooms, a large primary suite with ensuite bath, substantial storage throughout the home and garage, and a private backyard with a built-in fire pit. Updates include: HVAC replaced in 2019, solar panels, Smart Home System, LVP flooring, screened-in porch, custom built-in bookshelves with integrated storage, mini-split system in the primary suite, appliances, storage shed, and privacy fence. If you’re looking for peace of mind, modern efficiency, comfort, and privacy...in a highly desirable school district, this home is a must-see!

2145 Docking Post Drive, South Chesapeake
725 Inlet Quay Unit C, South Chesapeake
$260,000
2 Beds ⋅ 2 Baths ⋅ 10629822 MLS
Welcome to effortless living in the highly sought-after Riverwalk community! This beautifully updated first-floor condo offers the convenience of one-level living with stylish modern upgrades throughout. Enjoy a stunning new kitchen featuring brand-new cabinets, countertops, and appliances, along with refreshed bathrooms boasting new vanities and flooring. Step outside and experience resort-style amenities right in your neighborhood, including a private boat slip, dock access, sparkling pool, tennis courts, playground, and clubhouse. Whether you're looking for relaxation, recreation, or a low-maintenance lifestyle, this community has it all. Don’t miss your chance to own this move-in ready gem in one of the area’s most desirable neighborhoods. Schedule your showing today before it’s gone!

725 Inlet Quay Unit C, South Chesapeake
1344 Kidbrooke Street, South Chesapeake
$869,000
5 Beds ⋅ 4 Baths ⋅ 10629377 MLS
A rare offering: 2022 Benchmark II Craftsman on premium wooded lot w/protected conservation area. This 3,522 sqft, open-concept 5 Bed/4 Bath home w/striking Elevation III exterior, w/board-and-batten, stone columns & James Hardie siding, 9’ceilings, hardwood floors, wainscoting, craftsman trim &designer lighting. Gourmet kitchen w/5’x7’ shiplap island, premium quartz counters, SS appliances, gourmet gas cooktop, farmhouse sink, oversized pantry. 1st floor w/ office, a guest suite & custom beverage parlor. 2nd floor w/loft, laundry &large bedrooms w/direct bath entries. Primary suite w/tray ceilings, dual walk-in closets, spa-inspired bath w/dual vanities &showerheads. Outdoor resort w/inground saltwater pool, green space &custom entertainment area w/grill station, refrigerator, firepit& water feature. 3-car garage, whole-home audio, dual-zone HVAC, & energy-efficient construction. Sought-after Hickory Schools, low HOA. Swim & Racquet Club nearby w/1-year free membership.

1344 Kidbrooke Street, South Chesapeake
.83AC Johnstown Road, South Chesapeake
$64,900
10629446 MLS
Zoned Residential, .83 Acres, vacant wooded lot with 150 feet road frontage. Buyer to do their due diligence.

.83AC Johnstown Road, South Chesapeake

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