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$399,999
3 Beds ⋅ 2.1 Baths ⋅ 10652128 MLS
Welcome home! This move-in ready townhome offers low-maintenance living in a convenient Chesapeake location near Greenbrier. Enjoy a fully renovated primary bath, a low-maintenance patio with AstroTurf, and community amenities including a pool and park. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, convenience, and easy living. Don't miss the opportunity to make this home your own!

1117 Winsford Lane, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10652491 MLS
Welcome home to this beautifully appointed, thoughtfully designed townhome for effortless everyday living. The open floorplan invites connection - for entertaining friends and family or cozy nights in - while the large primary suite offers a retreat complete with a spacious walk-in closet and a luxurious soaking tub to relax and unwind. Say goodbye to weekend chores with low-maintenance living and enjoy the convenience of second-floor laundry right where you need it. A garage with automatic opener plus parking for up to three cars means you'll never circle the block again. Effortless style, smart design, and room to breathe - this townhouse has it all. Schedule your showing today!

1152 Chatham Lane Unit 14, South Chesapeake
$399,900
2 Beds ⋅ 2.1 Baths ⋅ 10641732 MLS
Now preselling by appointment. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

670 Allery Road, South Chesapeake
$397,000
3 Beds ⋅ 2 Baths ⋅ 10649551 MLS
Location, location, location! Just off Volvo Parkway, this meticulously maintained ranch offers exceptional convenience to interstates, Chesapeake, Virginia Beach, shopping, dining, and more. Featuring 3 bedrooms and 2 baths, this move-in-ready home boasts a newly renovated primary bath with custom tile shower, granite kitchen with stainless steel appliances, and a cozy great room with vaulted ceiling and wood-burning fireplace. Updates galore include roof and attic spray insulation (2026), garage door and opener (2025), washer (2024), dryer (2025), and fireplace inspection (2025). Enjoy outdoor living with a pool featuring a 2026 pump, liner, and cover, plus Trex decking, pavers, hardscaping, and artificial turf. Fresh paint and an expanded driveway complete this beautifully updated, centrally located home!

1456 Debbs Lane, South Chesapeake
$394,900
2 Beds ⋅ 2.1 Baths ⋅ 10641729 MLS
Now preselling by appointment. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

674 Allery Road, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10650106 MLS
Welcome to this well-maintained 3-bedroom, 2.5-bath home in the desirable Warrington Hall community of Chesapeake. Offering approximately 1,776 square feet across two levels, this home features a comfortable and functional floor plan. The first floor offers spacious living and dining areas, a kitchen, and convenient half bath. Upstairs you'll find three bedrooms and two full baths, with brand-new carpet throughout the entire upper level. Additional features include an attached finished garage, forced-air heating and cooling, brick exterior, asphalt hip roof, open porch, and unfinished attic for added storage. Enjoy the convenience and low-maintenance lifestyle of attached-home living in a well-established Chesapeake community. Move-in ready and waiting for its next owner!

816 Haversham Close Unit 19, South Chesapeake
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10648393 MLS
Welcome to 852 Royal Grove Court, a beautifully maintained 3-bedroom, 2.5-bath townhome in Chesapeake, Virginia. Offering 1,847 square feet, an attached one-car garage, and an open floor plan, this home blends comfort, style, and convenience. The first-floor primary suite features private patio access, a walk-in closet, a jetted walk-in tub, and a separate shower. The updated kitchen includes granite countertops, stainless steel appliances, generous cabinet space, and hardwood flooring. The spacious living area is filled with natural light and features a cathedral ceiling, skylights, hardwood floors, and a gas fireplace. Upstairs offers two additional bedrooms and a large loft that is ideal for a home office, media room, or flex space. Relax or entertain on the private patio overlooking the fenced backyard. Conveniently located near Greenbrier shopping, restaurants, entertainment, military installations, and major Chesapeake highways.

852 Royal Grove Court, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10645496 MLS
Don't miss out on this waterfront Penthouse condo in the heart of Great Bridge. Relax on one of two huge decks overlooking your own private boat slip offering the epitome of coastal living. Once inside, you will find a light-filled open space great for indoor-outdoor living and entertaining. The updates, including the HVAC, low-maintenance LVP flooring, and fresh paint mean you can pack your backs (and life jackets) and move right in! The ample storage indoor and out (don't miss the walk-in attic inside the primary closet) adds practicality and function. The resort-style condo amenities are not to be missed- not only is trash, water, and sewer covered, but you also have a community pool, clubhouse, and ground maintenance to leave all of your free time to enjoy your new coastal lifestyle. The sellers are open to selling the new boat and floating dock for an additional cost.

173 Harbor Watch Drive, South Chesapeake
$372,000
3 Beds ⋅ 2.1 Baths ⋅ 10642308 MLS
Well cared for 3 bedroom 2.5 bathroom hoe in sought after neighborhood of Knells Ridge/Oak Lake Estates Freshly painted, new deck, new LVP flooring in hall bathroom, LG smart washer 2024, ADT touchscreen smart alarm system 2024, google nest protect smart smoke & carbon monoxide detector 2024, LG smart dishwasher 2023, LG smart dryer 2021, LG smart refrigerator 2021, hot water heater 2021, ring pro door bell 2018, ecobee smart thermostat 2017, 2013 new roof, new patio door 2013 Condo/HOA fees include mowing of front yard and trimming of bushes, trash pick up and pool

208 Oak Grove Run, South Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake
$359,900
3 Beds ⋅ 2 Baths ⋅ 10648847 MLS
PARK YOUR BOAT HERE! Enjoy waterfront living in the heart of Great Bridge. This beautifully maintained 3BR/2BA condo offers an open floor plan and a private balcony with harbor views. The spacious primary suite includes a walk-in closet, double vanity, soaking tub, and separate shower. Sale includes a boat slip in the protected private harbor, two reserved parking spaces, and assigned storage. Community amenities include elevator access, pool, clubhouse, gazebo, grilling area, kayak storage, and docks. Exceptionally clean and move-in ready with plenty of opportunity to make it your own!

5 Harbor Watch Dr Unit 413, South Chesapeake
$350,000
3 Beds ⋅ 1.1 Baths ⋅ 10652815 MLS
Bring your vision and make this one yours! Located in Chesapeake’s convenient Greenbrier area, this 3-bedroom, 1.5-bath home offers the perfect blank slate for a first-time buyer, downsizer, or anyone ready to create a space that reflects their own style. With an additional flexible bonus room, 2-car garage, and nearly half-acre lot, there’s plenty of room to personalize and add value along the way. Enjoy the freedom to update at your own pace and turn this home into exactly what you want it to be. Conveniently located near shopping, dining, major interstates, military bases, and everyday essentials. 1020 Vanderploeg Dr. is full of potential and ready for its next chapter! OPEN HOUSE FRI. 5-7pm & Sat. 10am - 12pm.

1020 Vanderploeg Drive, South Chesapeake
$345,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake
$345,000
3 Beds ⋅ 2.1 Baths ⋅ 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby Way, South Chesapeake
$345,000
3 Beds ⋅ 2.1 Baths ⋅ 10650238 MLS
Move-in ready home that's beautifully designed in the Greenbrier area of Chesapeake! Well maintained and an open concept. The kitchen has stainless steel appliances, lots of cabinets, a large pantry, spacious dining and living room. A 1st floor office could be an additional bedroom! The 2nd floor has a primary bedroom and bath with double vanities, two guest rooms plus the hall bath. There's a very nice outdoor patio for your entertaining and grilling needs. Only a short distance to the community pool.

628 Lacy Oak Drive, South Chesapeake
$344,900
2 Beds ⋅ 2 Baths ⋅ 10650588 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #101, South Chesapeake
$340,000
3 Beds ⋅ 1.1 Baths ⋅ 10636274 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels offer energy efficiency with a transferable payment agreement, helping offset monthly electric costs. Home and appliances convey as-is. Home is currently occupied and preparing for military relocation, with packing scheduled for the second week of June. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake
$337,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash.

5 Harbor Watch Drive Unit 405, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10651374 MLS
Beautiful 3-bedroom, 2.5-bath condo offering 1,870 sq ft of spacious, low-maintenance living! This condo has been UPDATED with new flooring, lighting, and fixtures throughout, along with a newly upgraded kitchen and bathrooms featuring beautiful cherrywood cabinets. The condo also features a pantry, two walk-in closets, a private primary bath, and a convenient half bath on the main level. Washer and dryer included. Enjoy the private patio and community pool. Great location just 5 MINUTES from Greenbrier Mall and next to Greenbrier Golf Course. Move-in ready and waiting for its new owner!

1440 Rollesby Way, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10648047 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Unit B, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10646628 MLS
Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The living room is filled with natural light and offers a warm, inviting feel from the moment you walk in. The large kitchen features plenty of cabinet and counter space, a walk-in pantry, and opens to the dining area, making everyday living and entertaining easy. A first-floor bedroom adds flexibility and convenience. Enjoy the private fenced patio, great for morning coffee, grilling, or relaxing outdoors. Upstairs, the primary suite offers a large walk-in closet and attached bath with a soaking tub and separate shower. The second upstairs bedroom also features an attached full bath and walk-in closet. A second-floor laundry room with sink adds extra convenience. Community amenities include a pool, yard maintenance, trash pickup, sewer and water. Conveniently located near shopping, dining, interstates, and more. Seller is offering closing costs assistance with an acceptable offer.

1523 Pucknall Drive, South Chesapeake
$333,000
3 Beds ⋅ 2.1 Baths ⋅ 10647568 MLS
Approved for VA, FHA, and conventional loan. Welcome home to this beautifully maintained 3-bedroom, 2.5-bath condo in the highly desirable Greenbrier area of Chesapeake. This well designed home features two primary suites, each with a private bath, offering exceptional flexibility for guests, roommates, or multigenerational living. The bright open floor plan provides comfortable living and entertaining space, while the 1st floor bedroom can be used as a home office or guest room. Conveniently located near shopping, dining, parks, and major interstates, this low-maintenance home combines comfort, convenience, and an unbeatable location.

1439 Rollesby Way, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10647646 MLS
WELCOME HOME TO EASY, LOW MAINTENANCE LIVING. MOVE RIGHT INTO THIS WELL MAINTAINED 3 BEDROOM, 2 1/2 BATH CONDO THAT OFFERS A SPACIOUS LAYOUT THAT IS PERFECT FOR EVERYDAY LIVING AND ENTERTAINING. CONDO ASSOCIATION AMENITIES INCLUDE GROUNDS MAINTENANCE, MASTER INSURANCE POLICY, POOL AND CLUBHOUSE. ROOF IS SCHEDULE TO BE INSTALLED THIS YEAR. $100 SPECIAL ASSESSMENT PER MONTH THROUGH 2027 FOR NEW ROOF. VACANT AND EASY TO SEE!

1470 Otterbourne Circle, South Chesapeake
$329,900
2 Beds ⋅ 2.1 Baths ⋅ 10646125 MLS
Back on the market because a BRAND NEW A/C was installed!! Spacious 1,870-square-foot, 2-bedroom condo tucked away at the rear of a four-unit building, offering added privacy and a peaceful setting. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. The oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space. Sliding glass doors open to a private, fenced patio with an exterior storage closet—wonderful for relaxing or entertaining. A spacious first-floor laundry room includes washer and dryer hookups for added convenience. Upstairs, you'll find two generously sized primary suites, each with its own private full bathroom, providing comfort and privacy for residents and guests alike. Enjoy low-maintenance living with ground maintenance, trash pickup, and sewer service included in the HOA. Community amenities include a sparkling swimming pool and clubhouse. Ideally located in the sought-after Greenbrier area, with easy access to interstates, shopping, and dining.

514 Trellis Trail, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10651928 MLS
Welcome to this spacious two-bedroom, two-and-a-half-bath condo in the desirable Greenbrier/Kempsville area. The versatile bonus room on the main level is ideal for a home office, playroom, or guest space. The kitchen features stainless steel appliances and opens to the dining area, with a walk-in pantry and convenient half bath nearby. Laminate flooring flows throughout the first floor, while the second floor offers comfortable carpeting. Upstairs, both bedrooms include private full baths and walk-in closets. A large walk-in laundry room with a utility sink adds extra convenience. Condo dues include trash pickup, pool access, and grounds maintenance. Move-in ready and waiting for its new owners!

650 Lacy Oak Drive, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10650351 MLS
Welcome home to this cozy 2-bedroom, 2.5-bath townhome in the desirable Riverwalk community, offering 1,352 square feet of comfortable, light-filled living space. The open-concept kitchen and living area creates an inviting space for everyday living and entertaining. The kitchen features granite countertops and stainless steel appliances, while the main living area offers durable LVP flooring and a gas fireplace for added warmth and character. Two sets of double French exterior doors fill the space with natural light and open directly onto the refinished back deck. Step outside to enjoy a refinished private deck surrounded by flower beds, creating a relaxing outdoor retreat. Upstairs, both bedrooms feature comfortable carpeting, while the home's bathrooms are fully tiled for a clean, polished finish. Enjoy everything the Riverwalk community has to offer, including a clubhouse, swimming pool, tennis courts, and multiple walking trails throughout the neighborhood.

320 Esplanade Place, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10650185 MLS
MOVE-IN READY end-unit townhome in highly desirable Greenbrier! Fresh paint and brand-new carpet throughout give this home a clean, modern feel. The bright eat-in kitchen features stainless steel appliances and granite countertops, perfect for everyday living and entertaining. The spacious great room includes a dining area, cozy fireplace, and direct access to a large fenced backyard with storage shed and utility room (shed conveys As-Is). A convenient half bath and laundry complete the first floor.Upstairs offers two spacious en-suite bedrooms filled with natural light. The third-floor loft provides flexible space ideal for a home office, media room, playroom, or guest suite.Enjoy low-maintenance living in a prime location close to shopping, dining, parks, and major highways making commuting a breeze. Don’t miss this stylish, move-in ready home!

1213 Killington Square, South Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10647123 MLS
Welcome home to this charming 3 bedroom, 2.5 bath condo in the heart of Greenbrier, offering the perfect blend of comfort, convenience, and low maintenance living. The thoughtfully designed floor plan features a first floor bedroom and half bath, potentially for guests, a home office, or flexible living. The spacious kitchen is equipped with granite countertops, rich cherry wood cabinetry, abundant counter space, and a breakfast bar that's for everyday living or entertaining. Upstairs, both bedrooms offer private en suites and walk in closets. The primary suite features a relaxing Jacuzzi style soaking tub, a separate shower, and plenty of space to unwind. An upstairs laundry room, complete with the washer and dryer, adds everyday convenience. Step outside to your private patio with an attached storage unit, providing additional space for your outdoor essentials. The condo association covers water, trash, landscaping, access to the community pool, and individual roof maintenance, making homeownership even easier. Conveniently located just minutes from Greenbrier Mall, golf courses, shopping, dining, schools, and major interstates, this move in ready home offers the ideal combination of location, comfort, and carefree living. Schedule your private tour today!

1555 Rollesby Way Unit 5, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10645916 MLS
Enjoy low-maintenance living in this move-in ready townhome-style condo in the desirable Warrington Hall community! Conveniently located just minutes from shopping, restaurants, parks, and major interstates, you'll have easy access to everything Chesapeake and Hampton Roads have to offer. Community amenities include a clubhouse, pool, tennis courts, and ground maintenance for a carefree lifestyle. Inside, the spacious layout features a kitchen with abundant cabinetry, all appliances, pantry, and a breakfast bar which opens up to the dining room. The inviting family room provides lots of natural lighting, and there is a convenient powder room for guests. Upstairs, both spacious bedrooms offer walk-in closets and private ensuite bathrooms. The primary suite features a dual vanity and tub/shower combination. Step outside to enjoy your own private patio, perfect for morning coffee or relaxing at the end of the day. Just move in and start enjoying all this community has to offer!

1115 Warrington Boulevard, South Chesapeake
$324,900
2 Beds ⋅ 2 Baths ⋅ 10650599 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #103, 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.