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933 Forest Lakes Circle, South Chesapeake
$725,000
5 Beds ⋅ 3 Baths ⋅ 10633501 MLS
Welcome to Forest Lakes, one of Chesapeake’s most beautiful established neighborhoods, filled with mature trees, character, and unique homes throughout. Tucked toward the back of the neighborhood with peaceful pond views across the street, this brick home offers the charm buyers rarely find anymore. The wraparound front porch delivers classic charm, while nearly 3,700 square feet inside offers warmth, character, and functionality throughout. Cathedral ceilings, refinished flooring, fresh paint, and newer windows fill the home with natural light. The kitchen features granite countertops, stainless steel appliances, wine fridge, built-in island range, eat-in dining space, and beautiful original wood cabinetry full of warmth and personality. The primary suite feels like a retreat with soaring ceilings, abundant natural light, soaking tub, and brand new spa-inspired bath. Outside, enjoy a huge deck built around a mature tree, lush landscaping, screened porch, and plenty of room to relax.

933 Forest Lakes Circle, South Chesapeake

4720 Barn Swallow Drive, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10632913 MLS
Beautiful home located in the desirable Joliff Woods subdivision. This 4 bedroom, 2.5 bath property offers approximately 2,700 square feet of living space and welcomes you with a bright, open two-story foyer filled with natural light. Situated on a generous 0.67 acre lot, the home features a large deck and spacious backyard perfect for enjoying year round gatherings with family and friends.The first floor showcases engineered hardwood flooring, a well appointed kitchen with granite countertops and stainless steel appliances, and a cozy family room with a gas fireplace. Upstairs, you’ll find four spacious bedrooms, ample closet space, and bathrooms finished with granite countertops. The primary suite includes two walk-in closets, double vanities, jetted soaking tub, and a separate stand-up shower. Additional highlights include ceiling fans throughout and TRANE HVAC units. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4720 Barn Swallow Drive, West Chesapeake

2114 Steiner Street, West Chesapeake
$399,900
3 Beds ⋅ 3.1 Baths ⋅ 10632534 MLS
Welcome to this like-new end-unit luxury townhome in sought-after Western Branch! This beautifully maintained tri-level home offers style, space, and convenience—just minutes from Chesapeake Square Mall, Western Branch Park, the new Amazon processing center, major interstates, bases, and shopping. The first level features LVP flooring, crown molding, recessed lighting, and an open-concept living area. The kitchen boasts a large island, quartz countertops, tiled backsplash, and under-cabinet lighting. Enjoy 3 spacious bedrooms, each with walk-in closets and private en-suite baths. The primary suite includes a tray ceiling, double vanity, and walk-in shower. The second-floor laundry adds convenience. The third level offers a private bedroom suite plus walk-in attic storage. Additional features include a 1-car garage with 220V outlet for EV charging and driveway space for two vehicles. Move-in ready. Schedule your tour today!

2114 Steiner Street, West Chesapeake

1844 Rockwood Drive, South Chesapeake
$699,000
5 Beds ⋅ 3 Baths ⋅ 10630626 MLS
This Stephen Alexander home showcases transom windows, craftsman trim, crown molding, and soaring 12-foot ceilings, with built-in shelving throughout a bright tri-level layout. The chef’s kitchen features 42-inch cabinets, a large pantry, and a 7-foot granite island, conveniently located off the 2-car garage. Enjoy a 4-season deck overlooking a large backyard w/an in-ground salt pool, a deck with 2 pergolas. The primary suite has a large walk in closet, Fully tiled shower, with soaking tub. Smart home automation system designed to enhance convenience, efficiency, and daily functionality. Most interior rooms feature smart switches; exterior lighting is also incorporated, allowing centralized control of lighting throughout much of the property. The garage door is also connected, providing remote operation and status monitoring. All can be managed through mobile apps compatible with voice-control platforms, including Alexa, and other smart home systems. HVAC is 2023

1844 Rockwood Drive, South Chesapeake

1009 Priscilla Lane, South Chesapeake
$456,000
4 Beds ⋅ 2 Baths ⋅ 10630833 MLS
Welcome to this charming 4-bedroom, 2-bath home located in one of the area’s most sought-after neighborhood Hickory, known for its top-rated schools and unbeatable community feel. Situated on a spacious corner lot, this property offers both privacy and room to grow. While the home carries a bit of its original character, it has been thoughtfully maintained and updated where it matters most. Major systems provide peace of mind, newer HVAC and water heater, this home also includes a JES-encapsulated crawl space, humidity control, and dehumidifier/maintenance system an incredible added value for long term comfort and protection. Step outside to enjoy a fully fenced yard with garden beds ready for planting, a chicken coop for those seeking a homestead touch, and mature fig, persimmon, and crabapple trees ready for the next owner to enjoy. Now it is your turn to own a well loved home in an amazing neighborhood with space, functionality, and endless potential to settle.

1009 Priscilla Lane, South Chesapeake

1920 Lancing Crest Lane, South Chesapeake
$815,000
5 Beds ⋅ 3.1 Baths ⋅ 10630714 MLS
New Construction on a marsh front lot with water views in Mariners Point! Welcome to this stunning 5-bedroom, 3.5-bath home offering nearly 2,900 square feet of modern living space on a generous 0.646-acre lot. This home features exterior brick on three sides, a covered rear porch, and lake views. Step inside to discover an open layout with a huge family room and a gourmet kitchen boasting a massive granite center island, ample cabinet space, and gas appliances. The first-floor primary suite includes a tray ceiling, a spa-like bath with a mudset shower and soaking tub, and large walk-in closet. Upstairs, you’ll find 4 additional bedrooms, 2 full baths, and ample attic storage with additional easy-access storage. Additional highlights include a fireplace, tankless gas water heater, and thoughtful design touches throughout. Mariners Point residents enjoy exclusive amenities such as a private boat launch.

1920 Lancing Crest Lane, South Chesapeake

627 Luray Terrace, South Chesapeake
$490,000
4 Beds ⋅ 3.1 Baths ⋅ 10628550 MLS
Discover storybook charm and modern luxury in this Glenwood home on a picturesque corner lot. An artisan front door welcomes you to an effortless, one-story feel. The inviting family room, with its cozy decorative fireplace, flows into an updated, open-concept kitchen featuring gleaming granite countertops. Your private primary suite is a true escape with two closets, a renovated bath with a large tiled shower, and direct backyard access. Upstairs, a magnificent 276 sq ft suite with a full bath offers a perfect guest retreat, in-law suite, or home office. The fully-fenced backyard oasis includes a spacious deck, great for cookouts. Move in with total peace of mind knowing over $50,000 in major upgrades are complete, including a new roof (2023), Water Heater (2023), and HVAC (2020) with a 10-year warranty. Located moments from top-rated schools, highways, dining, and shopping, this home offers a spectacular lifestyle. Don’t miss this opportunity!

627 Luray Terrace, South Chesapeake

732 Willow Bend Drive, South Chesapeake
$434,900
4 Beds ⋅ 2 Baths ⋅ 10628137 MLS
Well-maintained home in a convenient Chesapeake location offering easy access to major highways, making daily commutes to Norfolk, Virginia Beach, and surrounding areas simple. Situated near shopping, dining, and everyday conveniences, this property provides both comfort and accessibility. Inside, you’ll find a functional layout with spacious living areas, a well-appointed kitchen, and comfortable bedrooms. The home offers great natural light and a layout that works well for both everyday living and entertaining. Enjoy being just minutes from local parks, golf courses, and outdoor recreation, with nearby attractions including the Chesapeake City Park, local waterways, and a short drive to the beaches and entertainment of Virginia Beach. A solid opportunity for buyers looking for location, convenience, and value in the heart of Chesapeake.

732 Willow Bend Drive, South Chesapeake

1005 Chesapeake Avenue, Central Chesapeake
$395,000
10613422 MLS
Unique mixed-use asset positioned in the heart of South Norfolk’s downtown district, offering both street-level commercial visibility and rear residential income. The front commercial suite features an open, gallery-style layout with updated lighting, modern flooring, and a dedicated restroom—ideal for retail, studio, office, or wellness use. Behind the storefront sits a two-unit residential configuration, each with separate access, providing diversified income streams on one parcel. The rear of the property offers off-street parking, fenced outdoor space, and storage sheds, adding functional utility for both tenants and ownership. Exterior features include brick walkways, alley access, and classic neighborhood architecture. Located just minutes from major commuter routes, shipyard access, dining, and shopping, this property blends location, flexibility, and income potential into one versatile investment opportunity.

1005 Chesapeake Avenue, Central Chesapeake

2601 Sawtooth Circle, South Chesapeake
$525,000
5 Beds ⋅ 2.1 Baths ⋅ 10608572 MLS
Welcome to highly sought-after Sawyers Mill in Chesapeake! This spacious 5-bedroom, 2.5-bath home offers over 3,000 square feet of comfortable living on a desirable corner lot. Enjoy a welcoming front porch and a bright, open floor plan perfect for entertaining. The kitchen opens to the living and dining areas, featuring plenty of cabinet space and natural light. Cozy up in the large living room with a gas fireplace, or retreat to the finished room over the garage (FROG)—ideal for a home office, gym, or playroom—with a convenient walk-in attic for extra storage. The primary suite offers a peaceful escape with a walk-in closet and private bath. Neighborhood amenities include a community pool, clubhouse, playground, and walking trails. Located in the heart of Grassfield, this home offers convenience, comfort and community. Seller concessions available for cosmetic upgrades with favorable offer. Schedule your showing today!

2601 Sawtooth Circle, South Chesapeake

301 Windlesham Drive, South Chesapeake
$652,500
4 Beds ⋅ 4 Baths ⋅ 10635700 MLS
Move-in ready and perfectly positioned in the highly sought-after Great Bridge School District, this rare 2-acre property offers exceptional space, privacy, and versatility. In addition to the attached 2-car garage, the standout feature is the impressive 2700+sqft detached garage — ideal for car enthusiasts, hobbyists, storage, or future expansion possibilities. Thoughtful updates include vinyl siding (2015), vinyl windows (2016), HVAC replacement (2017 & 2021), a 50-gallon water heater and architectural roof (2018), plus a full interior refresh in 2026 with new lighting and plumbing fixtures, fresh paint, new carpet, and updated hardware throughout. Hard-surface flooring flows through all main living areas and a relaxing hot tub conveys. Enjoy outdoor living on the long front porch with swing or the screened back porch overlooking the spacious yard. All kitchen and laundry appliances convey. A truly unique opportunity — come see it today!

301 Windlesham Drive, South Chesapeake

3209 Cricket Lane, West Chesapeake
$320,000
2 Beds ⋅ 2.1 Baths ⋅ 10635109 MLS
Welcome home to this beautifully updated 2bed, 2.5bath townhouse offering modern upgrades and in a great location! Step inside to find new LVP flooring throughout the first floor, fresh paint, new carpet, stylish new fixtures, and updated bathrooms designed with comfort and style in mind. The spacious layout is great for both relaxing and entertaining, while the large deck provides the outdoor space for gatherings or quiet evenings at home. Enjoy the freedom of NO HOA and all the conveniences nearby, including shopping, dining, movie theaters, and quick interstate access for an easy commute. This move-in-ready home combines charm, updates, and location all in one. Don’t miss your opportunity to make it yours!

3209 Cricket Lane, West Chesapeake

4315 Towanda Road, Central Chesapeake
$279,114
3 Beds ⋅ 1.1 Baths ⋅ 10633817 MLS
Charming ranch-style home in the heart of Chesapeake offering comfort, convenience, and updates throughout! This 3-bedroom, 1.5-bath home features a functional single-level layout, spacious eat-in kitchen, and versatile living spaces perfect for everyday living.Recent improvements include new vinyl flooring throughout, a newer roof, and newer water heater for added peace of mind. Step outside to enjoy the great-sized backyard with plenty of space for entertaining, relaxing, gardening, or pets. The property also features mature fruit trees and bushes, adding character and a unique touch to the outdoor space.Conveniently located near shopping, dining, schools, and major highways for an easy commute. Move-in ready with plenty of potential — schedule your showing today!

4315 Towanda Road, Central Chesapeake

236 Sierra Drive, South Chesapeake
$510,000
4 Beds ⋅ 2 Baths ⋅ 10633277 MLS
Beautifully maintained 3-bedroom home with a finished room over the garage and 2 full bathrooms, located in the highly desirable Great Bridge area! This inviting property has been freshly painted and features newer light fixtures throughout, creating a bright and updated feel. Situated on nearly half an acre, the expansive backyard includes a full detached garage with power- perfect for a workshop, storage, or hobby space- as well as an extended driveway offering plenty of additional parking. With comfortable living spaces and thoughtful improvements, this home is move- in ready and ideal for both everyday living and entertaining. Don't miss the opportunity to own a well-cared- for home in a sought after location.

236 Sierra Drive, South Chesapeake

513 Cristfield Road, South Chesapeake
$445,000
3 Beds ⋅ 2.1 Baths ⋅ 10632844 MLS
Welcome HOME! This friendly, quiet neighborhood is nestled in a charming, peaceful area of Chesapeake. It consists of 18 carriage homes, with 2 units per home, for a total of 36 residences, fostering a close-knit and welcoming community atmosphere.This property offers several upgrades: an extended patio with a new pergola, Bermuda sports turf in the backyard, and a concrete pad for trash storage. Indoors, ceiling fans and Anderson storm doors, custom blinds, along with a Nest Thermostat for efficient temperature control. The HOA fee is $175, covering lawn care, snow removal, fence and roof maintenance, light fixtures, and annual pressure washing. A complete service list is available upon request. Items to convey: Washer/Dryer, downstairs curtains & blinds, upstairs “blinds only”, Shed, Dishwasher, Disposal, Refrigerator, and Gas range. Don't wait, schedule your showing today!

513 Cristfield Road, South Chesapeake

1307 Eagles Trace Path Unit A, South Chesapeake
$315,000
2 Beds ⋅ 2 Baths ⋅ 10632833 MLS
Welcome Home! This beautifully maintained 2 bed, 2 bath townhome is located in the desirable Greenbrier Country Club Golf community! This move-in ready home features a first-floor primary suite with ensuite bath and a spacious loft for a home office, guest space, or flex area. Freshly painted throughout (2026) with brand new carpet (2026) and LVP flooring (2020). Enjoy a fully updated kitchen with granite countertops and new appliances (2026), along with updated primary bath featuring new vanity, sink, and granite (2026). Major updates include heat pump (2017), water heater (2018), and windows/patio door (2014). Additional storage area inside garage door. Condo fee of $260/month includes ground maintenance and trash pickup. Conveniently located near shopping, dining, and interstates.

1307 Eagles Trace Path Unit A, South Chesapeake

458 Wisdom Path, South Chesapeake
$680,000
5 Beds ⋅ 3 Baths ⋅ 10632668 MLS
Welcome home to 458 Wisdom Path! Built in 2014, this 5-bedroom 3-bathroom home is turnkey and ready to be your next home. Key updates is the 2nd floor HVAC, guest bedroom LVP flooring, and dishwasher in 2024, and new water heater in 2025. Sip your coffee on the generous sized front porch. Walk into the foyer with a first-floor bedroom, a full-size downstairs bathroom, and a mudroom off of the garage entry. The living area is an open concept with a large living room, dining room, and the Chef's kitchen that is equipped with a built-in double oven, gas cook top, and built in microwave. Upstairs is 4 spacious bedrooms to include the FROG. The primary has 2 walk-in closets, tray ceilings, and an ensuite with double sinks and a tiled glass shower. The backyard is ready to entertain with a paved patio, gazebo, and a hot tub. There is a shed for additional storage. Put this home on your must-see list!

458 Wisdom Path, South Chesapeake

660 Margaret Drive, South Chesapeake
$660,000
3 Beds ⋅ 3 Baths ⋅ 10632675 MLS
3.12 acres bordered by a 50-acre tree farm — the homestead you've been dreaming of. This 1979 modern farmhouse blends character with thoughtful updates: new metal roof, HVAC, custom black-framed windows, remodeled kitchen, gleaming hardwoods, gas fireplace, dual-zone climate, whole-house water filtration with UV + sulfide removal, and smart garage. A four seasons room and massive upper deck off the primary suite bring the outdoors in. Outside, a working homestead awaits — bougie chicken coop with auto doors, rabbit hutch, greenhouse, raised beds, two paddocks, fully fenced yard, plus plum, apple, blackberry, raspberry, grapes, asparagus, and pollinator plantings. Two powered, LED-lit outbuildings include a barn with finished space and deck above — guest suite, gym, or office. Well, septic, low-voltage lighting. Private, productive, and ready for the sanctuary you've been picturing. Call today to schedule your private showing.

660 Margaret Drive, South Chesapeake

312 Wildlife Trace, South Chesapeake
$655,000
5 Beds ⋅ 3 Baths ⋅ 10631650 MLS
WOW, THIS IS IT! A stunning home w/southern charm in the beautiful Preserve on the Elizabeth River. The welcoming front porch calls for you to sit and enjoy the quiet of the open green space. Inside, you find a well appointed home with a large eat in kitchen perfect for family gatherings offering timeless warm maple cabinets, flowing granite counters, an island for prep, a gas stove & stainless steel appliances all open to the family room creating an easy flow for busy families and entertaining. There is not just a large 1st floor primary bdrm w/an amazing spa but another 1st floor bdrm & bath plus 3 large bdrms upstairs w a full bath & all w/new carpet There is TONS of storage including in the lrg laundry room w/cabinets. There's a screened in porch perfect for a bug free evening coffee. The well manicured backyrd boasts a composite deck & irrigation system. All of this plus a neighborhood pool, dock, running trails and oh so much more. Hurry to be in your dream home by pool time!

312 Wildlife Trace, South Chesapeake

1344 Fairhaven Road, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10631075 MLS
Fantastic energy efficient home in the sought after Stonegate subdivision on a corner lot with a grand L shaped in-ground pool with shallow end for the children and 8 ft deep end w/ a diving board for everyone to enjoy! The home has 4 Bedrooms and 2 1/2 baths and has been meticulously maintained and upgraded. Newer windows throughout 2021 & 2025, paid off Ion solar panels & Maytag reverse osmosis water filtration system, HVAC replaced 2023, updated bathrooms, new flooring upstairs, Pool Equipment Upgrades 2021 include Salt Cell, filter, pump, sensors, electric panel, transformer, and cover. Please ask your agent for the list of upgrades. Enjoy the backyard with new deck boards and shed. The garage has been converted into finished climate controlled space currently used as a gym and office/storage, there is still room for a work shop & parking for bikes, motorcycles etc. Don't miss out on your opportunity to own a little slice of paradise in Chesapeake w/ great schools!

1344 Fairhaven Road, South Chesapeake

612 Towhee Lane Lane, South Chesapeake
$430,000
4 Beds ⋅ 3.1 Baths ⋅ 10630976 MLS
Move-in ready 4-bedroom, 3.5 bath townhome in Culpepper Landing offering an open concept layout filled with natural light, high ceilings, and LVP floors. The spacious great room flows into a well appointed kitchen with granite countertops, stainless steel appliances, tall cabinetry, pantry, & breakfast bar. Great for everyday living and entertaining. Upstairs features a private primary suite w/ walk-in closet and ensuite bath, two additional bedrooms, full hall bath, & convenient 2nd floor laundry. The 3rd living area includes a private primary suite with walk-in closet and ensuite bath. The private courtyard contains a fire pit, outdoor bar hookup and leads to an oversized detached 2-car garage w/ overhead storage and additional driveway & street parking. Recent updates include water heater (2023), fridge (2024), & disposal (2024). Resort style amenities include pool, clubhouse, fitness center, dog parks, playgrounds, walking trails, and ponds. Near major highways & shopping.

612 Towhee Lane Lane, 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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