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303 Diamond Avenue, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10660367 MLS
Welcome to your new home!Offering peace of mind and modern comfort, this home features a brand-new roof, siding, HVAC system, water heater, and windows—giving you the major updates you want without the worry of costly replacements.Inside, you’ll find a comfortable and inviting layout with plenty of natural light and space for everyday living and entertaining. The spacious bedrooms and two full bathrooms provide flexibility. Situated in a desirable Chesapeake location near shopping, dining, schools, parks, and major roadways, this move-in-ready home is an excellent opportunity for buyers looking for convenience, updates, and value. Don’t miss your chance to make this beautifully refreshed home yours!

303 Diamond Avenue, South Chesapeake

543 Bright Red Run, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10660236 MLS
Immaculately maintained & better than new, this 2022 Craftsman-style end-unit townhome is in the sought-after Grassfield School District. The open-concept layout features a light-filled Great Room & gourmet kitchen with Quartz countertops, white shaker cabinetry, stainless steel appliances, gas range, oversized breakfast bar, & pantry. LVP flooring spans the first floor. Upstairs, the spacious primary suite boasts a double tray ceiling, walk-in closet, & en-suite bath with dual vanity & oversized tiled shower with built-in bench. Two additional bedrooms, 2.5 baths, laundry room, tankless water heater, and all appliances convey. Enjoy outdoor living on the patio, just a short walk from community amenities including walking trails, playground, dog park, splash pad, & covered pavilion. Ground maintenance included. Convenient to shopping, dining, military installations, & major interstates. Assumable VA loan at an attractive 3.5% interest rate! Call for details.

543 Bright Red Run, South Chesapeake

1451 Rollesby Way, South Chesapeake
$330,000
2 Beds ⋅ 2.1 Baths ⋅ 10660184 MLS
Lovely 2 primary bedroom condo with an extra room on the 1st floor in the lovely Greenbrier area. Lot's of upgrades throughout and very well cared for. A better deal than todays new construction! Newer LVP flooring on the 1st floor and newer plush carpet on the 2nd floor. Lovely kitchen with stainless appliances and solid surface countertops. Newer updated paint throughout. Priced to sell quickly! Condo fee of $387 covers water, sewer, trash pick up, landscaping, access to the neighborhood pool, and even the roof maintenance. This area is super convenient to the mall, golf course, bases, shopping, schools, churches and just a short way to the interstate. An awesome place to call home! Beautiful easy care living. Don't miss this beauty!!!

1451 Rollesby Way, South Chesapeake

605 Tuskegee Avenue, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10659814 MLS
Nestled in the heart of Crestwood, this 3 bed 2.5 bath home is waiting for its new owners! Major improvements provide peace of mind, including; HVAC (2026), all new Deck (2026), Restored Crawlspace (2026), and Roof (2023). The layout provides functionality in your every day living. Downstairs you'll find large dining area and breakfast nook, living room with cozy fireplace, and a large deck to enjoy your backyard, as well as a guest bath and laundry room off the garage entry. Upstairs, is a large Primary bedroom that features 2 walk in closets and the ensuite bathroom with beautifully tiled shower. 2 spacious bedrooms and another full bathroom finish out the upstairs area. Conveniently located minutes from shopping, restaurants and schools, and direct access to interstates makes for easy daily commute. Call for your private showing today! Some photos have been virtually staged.

605 Tuskegee Avenue, South Chesapeake

3260 Hancock Drive, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10659862 MLS
Charming ranch in the desirable Strawberry Acres neighborhood. The cozy family room opens to an additional den and eat-in kitchen. The kitchen offers plenty of cabinet and counter space and stainless steel appliances, including a newer refrigerator (2023) and dishwasher (2025). All three bedrooms are nicely sized, with the primary bedroom offering an en-suite bathroom. Outside, enjoy a large, fully fenced backyard with a patio, covered deck, and expansive grassy area. The oversized detached two-car garage offers room for parking, extra storage, a workshop, or a home gym. Recent updates include a roof replaced in 2022 and new gutters installed in 2026. 4th Bedroom is the converted garage which does not have a closet. Schedule your private tour today!

3260 Hancock Drive, South Chesapeake

314 Sussex Court, South Chesapeake
$310,000
2 Beds ⋅ 2.1 Baths ⋅ 10659701 MLS
Rare opportunity to own a well-maintained brick end unit townhome nestled on a quiet cul-de-sac with nearly an acre of land, no HOA fees, private dock and water access rights. This home features new roof, fresh paint, new gas logs, and countertops. New AC unit with 10 year warranty and updated furnace. This newly fenced back yard has a small shed and larger detached workshop with power! This private yard and large deck are great for relaxing and entertaining. Inside, you'll find 2 spacious bedrooms with ensuite bathrooms making it great for comfort and privacy. Large walk-in attic and utility closet with storage. With no HOA fees and a rare setting that allows for waterfront enjoyment and lots of outdoor space, you won't want to miss this one-of-a-kind opportunity! Inground sprinkler, shed, dock, Primary decorative fireplace, and well-As is! Schedule your showing today! Can close quickly.

314 Sussex Court, South Chesapeake

1108 Sword Drive, South Chesapeake
$369,900
4 Beds ⋅ 2 Baths ⋅ 10659368 MLS
Welcome to 1108 Sword Dr, a beautifully updated 4-bedroom, 2-bath ranch-style home offering approximately 1,800 sqft of comfortable single-level living in Chesapeake, VA. Freshly painted throughout, this move-in-ready home features a bright, open-concept floor plan with LVP flooring throughout the main living areas, carpeted bedrooms, and updated light fixtures. The kitchen features granite countertops, stainless steel appliances, and an open layout that flows seamlessly into the living and dining areas. Both bathrooms have been updated, adding to the home’s fresh, modern feel. Additional improvements include a new roof. Step outside to a large, fully fenced backyard with plenty of space for entertaining, pets, play, gardening, or simply relaxing outdoors. If you’re searching for a move-in-ready 4-bedroom ranch home for sale in Chesapeake, Virginia with approx. 1,800 sqft an open floor plan, modern updates, and a spacious fenced backyard, 1108 Sword Dr is one you’ll want to see!

1108 Sword Drive, South Chesapeake

1540 Eldwick Drive #307, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10659135 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 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 #307, South Chesapeake

1540 Eldwick Drive #104, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10659133 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 #104, South Chesapeake

428 San Roman Drive, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10659091 MLS
Welcome to Las Gaviotas! This spacious 3-bedroom townhome in the desirable Grassfield High School district offers a wonderful combination of space, functionality, and valuable updates. Major improvements include a new roof, energy efficient windows, sliding glass door and exterior doors in 2022 along with new appliances in 2024, fresh paint and new carpet. The kitchen offers ample space for everyday cooking and dining, while 2 generously sized upstairs bedrooms each feature their own private full bathroom. Go outside to enjoy the large backyard ,perfect for relaxing, entertaining or fishing in the lake. With its spacious layout and important updates already completed this home offers an opportunity to make it your own!

428 San Roman Drive, South Chesapeake

3532 Parr Lane, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10659049 MLS
Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

471 San Roman Drive, South Chesapeake
$324,900
3 Beds ⋅ 1.1 Baths ⋅ 10658841 MLS
Welcome to this updated 3-bedroom townhome in the Grassfield school district! Situated on a spacious corner lot, this home offers a generous fenced backyard with room to create your own outdoor retreat. Inside, enjoy quartz countertops in the kitchen and bath, updated flooring, fresh interior paint, and brand-new upstairs carpet. The living area features a cozy fireplace, while the bright breakfast area offers a welcoming place to start your day. The primary bedroom connects to the hall bath and includes its own vanity area with a sink and closet. The tub has also been resurfaced. A newer deck expands your outdoor living space, and the storage shed conveys. Convenient to shopping, dining, and major roadways!

471 San Roman Drive, South Chesapeake

514 Trellis Trail, South Chesapeake
$329,000
2 Beds ⋅ 2.1 Baths ⋅ 10658445 MLS
Come check out this Spacious 1,870-square-foot, 2-bedroom +1 bonus room townhome in a four-unit building. Peacefully set among trees, the home offers a feeling of privacy. The Grove at the Arboretum neighborhood (situated around Green Tree Road) sits directly adjacent to the arboretum grounds, making it a close distance of less than a half-mile away. A public nature site featuring shaded hardwood forest trails, demo gardens, an 18th-century farmhouse, and Camellia Cove. BRAND NEW air conditioning unit will keep you cool on hot summer days. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. Beautiful wood floors throughout the lower level offer aesthetic appeal and simplify cleaning and maintenance. An oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space & counter seating. Sliding glass doors open to a private, fenced in patio, wonderful for relaxing or entertaining. 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. A spacious second floor laundry room includes washer and dryer hookups and a utility sink for added convenience. Community amenities include a sparkling swimming pool, grounds maintenance, trash pickup, and sewer, all included with the HOA. Ideally located in the sought-after Greenbrier area, with easy access to interstates 64/264/664/17, shopping centers/mall, and fantastic local dining. Quick move-in available, come see this beauty today! Also for rent $2500/Month, available now.

514 Trellis Trail, South Chesapeake

674 Allery Road, South Chesapeake
$395,310
2 Beds ⋅ 2.1 Baths ⋅ 10658410 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

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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