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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

2454 Whitman Street, West Chesapeake
$292,000
3 Beds ⋅ 3 Baths ⋅ 10651528 MLS
This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller.

2454 Whitman Street, West Chesapeake

1505 Waitsel Drive Unit 304, South Chesapeake
$317,000
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

313 Sparrow Road, Central Chesapeake
$349,900
3 Beds ⋅ 1 Baths ⋅ 10651732 MLS
Move-in ready brick ranch in an established neighborhood! This 3-bedroom home features living room high-efficiency gas fireplace, dining room, kitchen, all appliances, pantry, and utility room. The garage has been converted and provides flexible bonus space for a family room, rec room, home office, or potential 4th bedroom. Enjoy a covered deck, privacy fenced yard plus, storage shed for garden tools & equipment. Updates include roof (2019), vinyl replacement windows, high-efficiency gas pack/HVAC (2024) with a 10-yr transferable warranty, new carpet, LVP flooring, and fresh paint. Conveniently located near shopping, dining, schools, major highways, military bases, and the Elizabeth River. Some photos are virtually staged. Seller offering buyer concessions to be used for down payment, closing costs or rate buydown; negotiable depending on offer.

313 Sparrow Road, Central Chesapeake

656 Hillwell Road, South Chesapeake
$435,000
3 Beds ⋅ 1.1 Baths ⋅ 10650817 MLS
Welcome home to this charming 3-bedroom home located in the heart of Great Bridge! Enjoy the convenience of sought-after Great Bridge schools, nearby shopping, dining, and easy interstate access. Inside, you’ll find a comfortable living room with a cozy fireplace and an extra-large kitchen offering abundant cabinet space, stainless steel appliances, and a spacious open dining area perfect for everyday meals or entertaining. The primary bedroom features a private ensuite bath, while a conveniently located hall bath as well. The garage has been partially converted to provide a dedicated laundry room and additional storage, while still leaving plenty of space for bikes, lawn equipment, tools, and outdoor gear. Out back, enjoy a large fenced yard with small deck and plenty of room to play, garden, entertain, or relax, plus a storage shed for even more convenience. A great opportunity to make a home in one of Chesapeake’s most popular communities!

656 Hillwell Road, South Chesapeake

229 Cedar Road, South Chesapeake
$412,000
3 Beds ⋅ 1.1 Baths ⋅ 10651314 MLS
Welcome to this beautifully renovated Great Bridge classic! This all-brick ranch sits on an expansive half-acre, wood-lined lot and blends timeless charm with thoughtful 2025 updates. The home was completely renovated in 2025, featuring new flooring, appliances, a refreshed kitchen, and updated bathrooms. The spacious living room is filled with natural light from oversized windows and offers a cozy wood-burning fireplace. A convenient attached one-car garage provides added storage and functionality. Outside, enjoy the expansive, private yard surrounded by mature trees perfect for entertaining, gardening, or simply relaxing. Zoned for all highly sought-after Great Bridge schools, this home offers an exceptional opportunity in one of Chesapeake's most desirable areas!

229 Cedar Road, South Chesapeake

1440 Rollesby Way, South Chesapeake
$320,000
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. 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! GREAT OPPORTUNITY FOR BUYERS! Seller is offering assistance toward mortgage interest-rate buydown points or buyer closing costs with an acceptable offer! Take advantage of this opportunity to make your new home more affordable! MAKE YOUR NEW HOME MOVE-IN READY! Seller is also offering a credit of up to $1,500 toward a washer and dryer package of the buyer’s choice with an acceptable offer! Choose the set that best fits your style and enjoy an added bonus with your new home!

1440 Rollesby Way, South Chesapeake

1561 Rollesby Way, South Chesapeake
$335,000
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

205 Gale Avenue, South Chesapeake
$246,000
3 Beds ⋅ 1 Baths ⋅ 10651333 MLS
Welcome to 205 Gale Avenue—a charming single-level home with fresh updates inside and out. The freshly painted interior features convenient tilt-in windows, tile flooring in the foyer and hallway, new carpet in the living room and bedrooms, and new luxury vinyl tile flooring in the kitchen. The refreshed kitchen offers cleaned and touched-up cabinetry, a ceramic-top range with convection oven, and a washer and dryer. Outside, enjoy a six-foot privacy-fenced 42 x 54 backyard with a fire pit and surrounding swings, plus a large storage shed. Additional improvements include a roof less than three years old and gutter screens. No Flood Insurance required Flood Zone X. Clean, comfortable, and ready for its next owner!

205 Gale Avenue, South Chesapeake

1519 Rollesby Way, South Chesapeake
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10651219 MLS
Looking for low-maintenance living without giving up space? This 3-bedroom, 2.5-bath condo in the heart of Greenbrier has plenty to offer! The bright living area features great natural light, while the spacious kitchen provides plenty of cabinet and counter space, a walk-in pantry, and an easy flow into the dining area. A first-floor bedroom gives you options for guests, an office, or additional living space. Go outside to your private fenced patio for morning coffee, grilling, or relaxing. Upstairs are two spacious bedrooms, each with a private bath and walk-in closet. The primary bath includes a soaking tub and separate shower. Even laundry gets an upgrade with a second-floor laundry room and utility sink! Community amenities include a pool, yard maintenance, trash pickup, sewer, and water. Within close proximity to Greenbrier shopping, dining, and interstates.

1519 Rollesby Way, South Chesapeake

624 Rock Drive, South Chesapeake
$399,600
4 Beds ⋅ 2 Baths ⋅ 10651224 MLS
Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and fixtures, creating a clean and modern feel throughout. In addition to the generous bedroom count, you'll find a dedicated office, a large bonus/rec room, and a workshop space—offering endless possibilities for working from home, hobbies, entertaining, or extra storage. Conveniently located near major highways, shopping, dining, and everyday amenities, this home delivers both comfort and convenience in one exceptional package!

624 Rock Drive, South Chesapeake

3521 Sugar Run, West Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10651040 MLS
Welcome to 3521 Sugar Run! Step inside and you’ll immediately notice the high ceilings and open, inviting feel. Offering 2 bedrooms, 2 full baths, and over 1,100 square feet, all living spaces are conveniently located on one level, with exterior stairs providing access to the home. Both bathrooms have been updated, while thoughtful touches like the barn door entrance to the pantry add character and style. The primary bedroom features its own private bath, and the second bedroom offers flexibility for guests, a home office, or additional living space. Conveniently located in Chesapeake’s Western Branch area near shopping, dining, and major roadways. If you’re looking for a move-in ready home that offers comfort, character, and an attractive Chesapeake price point, 3521 Sugar Run is one you’ll want to see. Schedule your private showing today!

3521 Sugar Run, West Chesapeake

1313 Duchess Of York Quay, South Chesapeake
$412,500
3 Beds ⋅ 2.1 Baths ⋅ 10650785 MLS
Well-maintained 3-bedroom (Loft could easily be converted to a 4th bedroom), 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its next owner to enjoy. Schedule your showing today! This is an AnnieMac Rate Relief Eligible Property! Rate Relief makes this home more accessible and budget-friendly for you. What is a Rate Relief Eligible Property? Rate Relief is a program offered by AnnieMac Home Mortgage where the mortgage interest rate is reduced for the life of the loan. This reduction is achieved through an upfront payment made during the purchase process, and here's the best part — the seller and/or seller's agent have committed to covering this cost for you! The reduced interest rate is available through 11/16/2026. See the full details and disclosure available through the listing agent.

1313 Duchess Of York Quay, South Chesapeake

1209 Holly Avenue, Central Chesapeake
$455,000
4 Beds ⋅ 4 Baths ⋅ 10650575 MLS
Welcome to 1209 Holly Avenue—where timeless historic charm meets modern luxury. Nestled in the heart of Chesapeake's desirable South Norfolk Historic District, this beautifully renovated 4-bedroom, 4-bath home offers over 2,100 square feet of thoughtfully designed living space. Every detail has been carefully updated, creating a home that truly feels better than new. Step inside to an inviting open-concept floor plan featuring a stunning gourmet kitchen with granite countertops, custom cabinetry, stainless steel appliances, and generous space for entertaining family and friends. The sought-after first-floor primary suite provides comfort and convenience, while the flexible office space and expansive upstairs loft offer endless possibilities for working from home, a media room, or additional living space. Upstairs, spacious secondary bedrooms include a private en-suite, making the layout great for guests or multigenerational living.

1209 Holly Avenue, Central Chesapeake

4987 Boone Road, West Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10650732 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy exceptional amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4987 Boone Road, West Chesapeake

1213 Killington Square, South Chesapeake
$319,000
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

2048 Mango Street, West Chesapeake
$359,900
2 Beds ⋅ 2.1 Baths ⋅ 10650281 MLS
Welcome to Boone Grove, an exquisite boutique community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floor plan w/ luxurious upgrades. 1st LEVEL PRIMARY BDRM W/ EN-SUITE featuring ceramic tiled floor, glass-enclosed shower & quartz vanity! The kitchen stuns guests w/ upgraded quartz countertops, tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring throughout, crown molding 1st level & cased windows & openings. 12' ceilings on 1st level & 9' ceilings on 2nd level. WIC's in both bdrms & walk-in attic. Enjoy a partially wooded view & exceptional community amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appt & to take advantage of pre-opening special pricing!

2048 Mango Street, West 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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