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5020 Corolla Drive, West Chesapeake
$589,000
4 Beds ⋅ 3 Baths ⋅ 10634239 MLS
Welcome to The Estates at Jolliff Landing, one of Chesapeake's premier newer communities, where this extensively upgraded 4-bedroom, 3-bath home offers a standout layout with a 420 sq ft second-level bonus space and full bath ideal for a guest suite, office, or flex room; built with nearly every major builder upgrade available, this home features upgraded LVP flooring throughout, quartz countertops, upgraded cabinetry, custom tile work, farmhouse sink, gas range, pendant light prewiring, upgraded interior doors, Trex deck, Board & Batten accents, gas fireplace, and more, with additional post-construction improvements including aluminum fencing, custom paver patio, landscaping, gutters, storage shed, and fenced backyard; located in a community known for tree-lined sidewalks, covered porches, playgrounds, sports field, bike paths, clubhouse, and resort-style pool, with convenient access to 664, shopping, and dining, this is a rare opportunity to own a highly upgraded home in Chesapeake.

5020 Corolla Drive, West Chesapeake

4220 Duke Of Gloucester Drive, West Chesapeake
$445,000
3 Beds ⋅ 2 Baths ⋅ 10641409 MLS
Beautifully maintained 3-bedroom, 2-bath home offering comfortable living spaces inside and out. The updated kitchen features custom cabinetry, quartz countertops, stainless steel appliances, abundant storage, a built-in window seat, and a spacious breakfast bar overlooking the family room with a cozy fireplace. Separate living and dining areas provide flexibility for entertaining and everyday living. Enjoy the bright sunroom surrounded by windows, creating a great space to relax year-round. Go outside to a stunning backyard retreat featuring an expansive paver patio, fire pit seating area, mature landscaping, and a detached storage workshop. Additional highlights include a spacious garage with mini split unit, tankless water heater, whole-house generator, and encapsulated crawl space. Generous room sizes and thoughtful updates throughout make this move-in-ready home a superior blend of indoor comfort and outdoor enjoyment.

4220 Duke Of Gloucester Drive, West Chesapeake

4163 River Breeze Circle, West Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10641329 MLS
Experience the perfect blend of comfort, beauty & low-maintenance living in this wonderful 4BR/2.5BA detached condo, bordering a serene pond & walking trail. High ceilings, rich hardwood floors & abundant natural light create a warm, inviting atmosphere throughout. The spacious family room features a gas fireplace & is open to a well-designed kitchen w/breakfast bar, SS appliances, ceramic tile backsplash & a generous walk-in pantry. Enjoy relaxing evenings on your private patio. Retreat to the primary suite w/a large walk-in closet, luxurious bathroom w/dual vanity, jetted tub & separate shower. Three additional bedrooms provide ample space for family, guests or a home office. Additional highlights: 2-car garage, security system, new architectural roof (11/2025, transferable warranty), gas water heater (2022) & Trane HVAC (2014). Condo fees include water/sewer, trash pickup & grounds maintenance (excluding fenced backyard). CHOICE Home Warranty until 3/1/27, transferable to Buyer

4163 River Breeze Circle, West Chesapeake

433 Truitt Road, West Chesapeake
$685,000
4 Beds ⋅ 3.1 Baths ⋅ 10634002 MLS
This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character to the main living space. Outside, the impressive 4-bay detached garage is great for vehicles, workshop space, storage, or hobbies. A separate storage shed provides room for lawn equipment and tools, while the covered concrete pad offers protected parking or workspace. Additional features include a 6-year-old septic system, chicken coop, and partially fenced backyard. Enjoy privacy, space, and endless possibilities on this beautiful property.

433 Truitt Road, West Chesapeake

3208 Meadowbrook Lane, West Chesapeake
$448,000
4 Beds ⋅ 2.1 Baths ⋅ 10640477 MLS
Welcome home to the highly sought-after Western Branch community! Built structurally sound in 1977, this home is being sold strictly AS-IS with the seller to make no repairs, presenting the perfect cosmetic blank canvas to customize as your own. Enjoy ultimate peace of mind with all major primary systems recently replaced: brand-new water heater (2026), New AC in the FROG (2026), a remodeled middle bathroom (2024), and a newer roof (2022). The meticulously maintained crawlspace features a fresh partial encapsulation and dedicated dehumidifier (2024). Additional upgrades include a newer HVAC (2022), dishwasher (2023), refurbished front steps (2023), and a well-water irrigation pump alongside city water. Unwind in the gorgeous 4-season sunroom overlooking your private oasis. Located minutes from premier schools and local eateries—the neighborhood's prestigious feel speaks for itself!

3208 Meadowbrook Lane, West Chesapeake

4341 Farringdon Way, West Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10635598 MLS
Two primary suites make this Western Branch corner unit a rare find. Two full bedrooms upstairs and a main-level primary bedroom means everyone has their own space. The large kitchen features a bar top and walk-in pantry, and the patio opens to mature trees so you’re not staring at your neighbors. Natural light pours in from all angles. HOA keeps life simple — exterior maintenance, landscaping, and select utilities are covered. You’ll also enjoy the community pool, clubhouse, and walking trails. Major updates are already done: new Rheem HVAC (2025), kitchen faucet and garbage disposal (2026), updated bathroom faucets, fresh carpet in the primary bedroom, stairs, and upstairs hallway, plus appliances, washer, and dryer all replaced within the last three years. Move-up space, minimal upkeep, and quick interstate access. 3D virtual tour for your convenience or Schedule your private showing today!

4341 Farringdon Way, West Chesapeake

4925 Vico Drive, West Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10633964 MLS
Well-maintained 3-bedroom, 2-bath single-level ranch on a cul-de-sac in the sought-after Western Branch area. A spacious living room welcomes you just inside the front door. The open-concept kitchen flows into the dining area, creating a functional layout for everyday living and entertaining. The primary bedroom has an attached private bath, while two additional bedrooms offer flexibility for guests, a home office, or additional living space. Both bathrooms have been recently updated, and the home includes newer LVP flooring, carpet, water heater, and water softener system installed just two years ago. The sunroom provides bonus living space year-round, overlooking the backyard. Situated on over a half-acre lot (0.66 acres), the property includes a fully fenced backyard, large deck for outdoor entertaining, and an oversized detached one-car garage with workshop or storage potential. Conveniently located near major highways with easy access to shopping, dining, and more.

4925 Vico Drive, West Chesapeake

3509 Sigmon Drive, West Chesapeake
$5,000
10645003 MLS
Lot 100 Farmington Acres, approximately 0.36ac. Lot is located at 3509 Sigmon Dr. which is a paper street. 150' in from where Newport Dr. currently stops then turn right onto Sigmon Dr. heading back North approximately 300'. A gorgeous lot, will require improvements including but not limited to: wetlands delineation, and improvement of Newport Dr. and Sigmon Dr. to city standards before construction, lot is priced accordingly.Fantastic opportunity for sweat equity, or buy and hold as part of diversifying your investments or long term retirement. The property is minutes away from the booming North Suffolk area. Neighborhood also borders the north side of the gorgeous Retreat at Western Branch Subdivision as well as the Dunedin neighborhood.Don't miss the chance to scoop up your piece of Western Branch now at a discount!Please be mindful of neighbors when parking on Newport Dr. to view. Call listing agent with any questions!

3509 Sigmon Drive, West Chesapeake

5521 White Swallow Way, West Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10638772 MLS
Beautifully maintained transitional-style home set on a fully fenced .35-acre lot in Chesapeake's Lakes of Jolliff. Downstairs, distinct spaces blend seamlessly to create an inviting layout. The main level features a formal dining room with tray ceilings, a spacious family room with a gas fireplace, and a well-appointed kitchen with granite countertops, shaker-style cabinetry, and stainless-steel appliances. Upstairs, the expansive primary suite includes dual vanities, a soaking tub, separate shower, and walk-in closet. A large FROG offers flexible use as a bedroom, home office or media room. Two additional bedrooms and shared hall bath complete the second floor. Outside, enjoy a 16x32 Latham fiberglass saltwater pool with gas heater, cartridge filter, new pump ('25), new salt cell ('26), and recently replaced chlorinator. Conveniently located near shopping, dining, and military bases.

5521 White Swallow Way, West Chesapeake

2718 Gum Road, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10635281 MLS
Welcome to 2718 Gum Road in Chesapeake! This spacious 4-bedroom, 2.5-bath home offers the perfect combination of comfort, functionality, and outdoor living — all with NO HOA. Inside, you’ll find granite countertops, generous living spaces, and a layout designed for both everyday living and entertaining. The large lot provides plenty of room to enjoy the outdoors and includes a swing set, storage shed, and entertaining area with pool table included. Whether you’re hosting guests, enjoying time with family, or simply looking for more space and freedom, this property delivers. Conveniently located near shopping, dining, schools, and major interstates while still offering the privacy and flexibility hard to find in today’s market. Don’t miss your opportunity to own this Chesapeake gem!

2718 Gum Road, West Chesapeake

4301 Oneford Place, West Chesapeake
$219,800
2 Beds ⋅ 2 Baths ⋅ 10623620 MLS
Welcome to easy, low-maintenance living in this beautifully designed single-story condo built in 2005! Offering 2 spacious bedrooms and 2 full bathrooms, this thoughtfully laid-out home combines comfort and functionality. The inviting primary suite features elegant trey ceilings and a private en-suite bath complete with a walk-in tub and separate shower for relaxation and convenience. Enjoy effortless living with an all-electric system, attached 1-car garage, and a private patio for morning coffee or evening unwinding. The open layout provides comfortable living and dining spaces, while the second bedroom offers flexibility for guests, a home office, or hobbies. HUD Case# 541-798668 IN (Insured). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. Virtual Tour available!

4301 Oneford Place, West Chesapeake

3105 Deans Court, West Chesapeake
$515,000
4 Beds ⋅ 2.1 Baths ⋅ 10634175 MLS
Beautiful all brick Contemporary/Ranch home close to schools, shopping and Interstates & freeway, tunnels. shipyards, military bases. This home has the comfort of one floor living, huge eat in kitchen with the mother load of cabinets & walkin pantry, large laundry room with deep sink, The family room is large with a gas log fireplace and vaulted ceiling. The primary bedroom is also large with a tray ceiling and large walkin closet. The Primary bath has duel sinks, jetted tub, electric heated fireplace and separate shower. The backyard has an inground saltwater sports pool with lots of patio & decks to enjoy and entertain, also a natural gas grill. This home is a must see to appreciate was custom built by the 1st owner and is now offered by its 2nd owner.

3105 Deans Court, West Chesapeake

3529 Clover Meadows Drive, West Chesapeake
$135,000
2 Beds ⋅ 1 Baths ⋅ 10632090 MLS
This FIRST FLOOR condo offers 2 bedrooms and 1 full bath, great for those seeking convenient one-level living in a prime location. The functional layout provides comfortable living and dining spaces with great natural light, while the bedrooms offer flexibility for a guest room, or home office. Enjoy the benefit of low exterior maintenance, making this an ideal option for first-time buyers, down sizers, or investors. HVAC system approx 2.5 years old, hot water heater approx 2 years old. Includes electric range, dishwasher and refrigerator. Conveniently located near shopping, dining, and major routes, this home combines affordability, comfort, and ease of living in a desirable Chesapeake location near YMCA, entertainment, dining and interstates. Condo fees cover ground maintenance.

3529 Clover Meadows Drive, 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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