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1128 Sir Galahad Drive, South Chesapeake
$357,000
3 Beds ⋅ 2.1 Baths ⋅ 10653187 MLS
PCS timing just right! Welcome to 1128 Sir Galahad Dr, an updated 3-bedroom, 3-bath Chesapeake home offering the flexibility, location, and lifestyle so many Hampton Roads buyers are looking for. Conveniently positioned near major commuter routes with easy access to Norfolk, Portsmouth, Virginia Beach, shopping, dining, and multiple military installations, this home makes getting around the region easy. Planning a PCS but not arriving until later this fall? This property offers a unique head start. Previously operated as a short-term rental and currently occupied by a long-term tenant through the end of November, the existing tenancy provides income in place during the transition and may help offset ownership costs before you’re ready to move in. It can also be a great fit for buyers looking for an approximately 60-day closing timeline. Inside, you’ll find an updated, move-in-ready interior with modern flooring, a refreshed kitchen featuring stainless steel appliances, generous cabinet and counter space, a fireplace, and comfortable living and dining areas. Large glass doors bring in natural light and lead directly to the backyard, creating an easy flow for everyday living and entertaining. The standout feature is your own in-ground pool! Whether you’re hosting friends, relaxing after work, or enjoying warm Hampton Roads days at home, the backyard adds a lifestyle feature that’s hard to beat. Whether you’re relocating to the area, planning ahead for your next move, or looking for a property with rental history and future flexibility, 1128 Sir Galahad Dr offers an uncommon combination of convenience, updates, rental potential, and a private pool. Secure your Chesapeake home now and make your move when the timing is right!

1128 Sir Galahad Drive, South Chesapeake

1914 Keeter Run, South Chesapeake
$440,000
4 Beds ⋅ 2.1 Baths ⋅ 10653149 MLS
Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, South Chesapeake

313 Holyoke Lane, South Chesapeake
$283,999
2 Beds ⋅ 2.1 Baths ⋅ 10653079 MLS
Turnkey Luxury in Oakbrooke Crossing – Fully Updated & Pre-Inspected!Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome-style condo in desirable Oakbrooke Crossing! This move-in-ready home features brand-new LVP flooring, fresh neutral paint, and an updated kitchen with laminate countertops, breakfast bar, and stainless steel appliances. Upstairs, you’ll find two spacious primary suites, each with its own private en-suite bathroom great for guests, roommates, or a home office. Enjoy added peace of mind with a brand-new water heater (2024), recently serviced HVAC, and a professional pre-inspection with the report available upon request.Conveniently located in the heart of Chesapeake, just minutes from Greenbrier shopping, dining, business centers, and interstate access. The low-maintenance condo lifestyle includes ground maintenance, trash service, and community upkeep. Ready for you! Schedule your showing today!

313 Holyoke Lane, South Chesapeake

700 Nottoway River Court Unit D, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake

2615 Cedar Road, South Chesapeake
$408,000
4 Beds ⋅ 2 Baths ⋅ 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, South Chesapeake

1013 Saint Andrews Way Unit C, South Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10652873 MLS
This 2-bedroom, 2-bath condominium is located in Chesapeake’s desirable Greenbrier area. The home features new interior paint, new windows, new doors, and new carpet throughout, creating a clean and comfortable setting for everyday living, entertaining, or working from home.Enjoy living near the golf course while remaining close to Greenbrier Mall, Summit Pointe, Chesapeake Regional Medical Center, Norfolk International Airport, and the Port of Virginia terminals. The location also offers convenient access to Norfolk Naval Shipyard, Naval Station Norfolk, Naval Air Station Oceana, Joint Expeditionary Base Little Creek–Fort Story, Naval Support Activity Hampton Roads, U.S. Coast Guard Base Portsmouth, and Naval Medical Center Portsmouth.With shopping, dining, entertainment, and major highways nearby, many of Hampton Roads’ popular destinations are within easy reach. Schedule your showing today!

1013 Saint Andrews Way Unit C, South Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
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. Deeded Boat Slip negotiable with sale

5 Harbor Watch Drive Unit 405, South Chesapeake

620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

152 Mann Drive, South Chesapeake
$460,000
3 Beds ⋅ 2 Baths ⋅ 10652558 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake

661 Allery Road, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10652385 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. 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. 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.

661 Allery Road, South Chesapeake

649 Allery Road, South Chesapeake
$452,900
4 Beds ⋅ 3.1 Baths ⋅ 10652383 MLS
Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. 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. 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.

649 Allery Road, South Chesapeake

322 Holyoke Lane, South Chesapeake
$287,000
2 Beds ⋅ 2.1 Baths ⋅ 10651614 MLS
Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke Lane, South Chesapeake

1441 Whittamore Road, South Chesapeake
$469,900
5 Beds ⋅ 2 Baths ⋅ 10650780 MLS
Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle!

1441 Whittamore Road, South Chesapeake

209 Springbrook Lane, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS
Welcome to 209 Springbrook Lane, nestled in Chesapeake’s established Wellspring community! This well-cared-for 4-bedroom, 2.5-bath home offers approximately 2,148 sq. ft. with a floor plan that flows effortlessly from room to room. The inviting living room features several windows providing plenty of natural light and flows into the adjoining dining room. The eat-in kitchen with bay windows offers an expansive view of the beautiful backyard and opens to a comfortable family room—perfect for everyday living. From the family room, step into the bonus enclosed sunroom with convenient access to the patio and backyard. Now, let’s talk about the lot—can you say gorgeous? Situated on approximately .34 acre, the property features mature trees and established landscaping, a welcoming covered front porch, expansive patio, fenced backyard, storage shed, and plenty of room to entertain, garden, or simply enjoy the outdoors.

209 Springbrook Lane, South Chesapeake

1509 Waitsel Drive Unit 206, 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

961 Gabion Way, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10652100 MLS
Built in 2022, this beautiful townhome in Bryan’s Cove is truly move-in ready and offers a wonderful combination of space, comfort, and convenience. With three levels of living space, there’s plenty of room for everyone. The first floor includes a flexible bonus room that would make a great home office, workout room, playroom, or guest space, along with an attached two-car garage. The main level features an open floor plan with lots of natural light. The kitchen has granite countertops, stainless steel appliances, a large island, and plenty of space for cooking and gathering. The dining area opens to a private back porch, where you can sit and relax while enjoying the view of one of the community playgrounds directly behind the home. It’s especially nice to be able to keep an eye on the kids while they play. Upstairs, the spacious primary bedroom offers a tray ceiling, walk-in closet, and a double vanity in the primary bath. The additional bedrooms provide plenty of space for family, guests, or whatever fits your needs. Bryan’s Cove has so much to offer, with a clubhouse, fitness center, swimming pool, dog parks, playgrounds, pier, and docks. The location is also incredibly convenient to shopping, restaurants, military bases, and major interstates. If you’re looking for a newer, low-maintenance home with plenty of space, great amenities, and a backyard view that’s hard to beat, this is definitely worth seeing!

961 Gabion Way, South Chesapeake

1412 Sherbrooke Road, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10652040 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car side loading garage nestled in Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. You will enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach. Projected completion is December 2026. LVP flooring will be installed throughout the 1st floor. Photos from previous build. Make your appt today to see a previously built home.

1412 Sherbrooke Road, South Chesapeake

320 Oak Lake Terrace, South Chesapeake
$425,000
5 Beds ⋅ 2.1 Baths ⋅ 10651839 MLS
Welcome to 320 Oak Lake Terrace. This beautifully updated 5-bedroom, 2.5-bathroom home offers approximately 2,300 square feet of living space. The move-in-ready interior features an open-concept layout, a custom upgraded kitchen, modern finishes, barn doors, and updated flooring throughout generous living areas. Upstairs includes a large primary suite with a walk-in closet and private en-suite bath, plus four additional bedrooms that may be used as guest rooms, an office, or flex space. Outside, the fully fenced backyard offers a brick patio and a shed for additional storage. Conveniently located minutes from Greenbrier and Battlefield shopping and dining, major interstates, and area military bases. Seller is offering a lender incentive equal to 1% of the buyer’s loan amount toward an interest-rate reduction or eligible closing costs when buyer uses the preferred lender.

320 Oak Lake Terrace, South Chesapeake

102 Ford Street, South Chesapeake
$250,000
2 Beds ⋅ 2.1 Baths ⋅ 10651883 MLS
Move-in ready! This 2-bedroom home offers a rare dual-ensuite layout — each bedroom has its own full bath, plus a powder room downstairs for guests. Brand-new LVP flooring and carpet, fresh paint throughout, and a new hot water heater. Kitchen and bath cabinetry has been freshly painted in a soft sage tone, paired with a brand-new stainless steel appliance package — refrigerator, range, dishwasher, and microwave hood. A new sliding glass door off the family room leads to a rebuilt rear landing and steps, and the HVAC condenser sits on a new stand. Seller to provide a clear termite/moisture report. Nestled in the established Fordville/Deep Creek area with easy access to shopping, dining, and I-64 — truly nothing to do but move in. Schedule your showing today!

102 Ford Street, South Chesapeake

1505 Waitsel Drive Unit 304, South Chesapeake
$319,900
2 Beds ⋅ 2 Baths ⋅ 10651771 MLS
Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The owner's suite provides a relaxing retreat with an attached bath and walk-in closet featuring custom wood shelving. Outside, enjoy a peaceful pond with a short trail loop, plus a dedicated dog park in this pet-friendly community. Condo amenities include ground maintenance, sewer, trash pickup, and water for added convenience. Located just minutes from shopping and dining at Sam's Circle and offering an easy Battlefield commute, this home truly has everything you need for comfortable Chesapeake living!

1505 Waitsel Drive Unit 304, 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.