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2905 Drum Point Crescent, West Chesapeake
$550,411
5 Beds ⋅ 3.1 Baths ⋅ 10634081 MLS
Welcome to the highly sought-after Hunters Cove community in the Western Branch School District! This spacious and beautifully updated home offers 5 bedrooms and 3.5 baths, including a first-floor in-law suite with its own private entrance, full bath, bedroom, and kitchenette, making it great for multi-generational living or guests. The bright and open living room features a cozy fireplace and flows into the updated kitchen complete with silestone-quartz countertops, updated appliances, pantry, eat-in area, and newer flooring. Formal dining and living rooms plus a laundry room complete the first floor. Upstairs 4 additional bedrooms, including a massive primary suite with soaking tub, walk-in shower, double vanity, and walk-in closet. Beautiful hardwood floors run throughout. Major updates include roof (2020), tankless water heater, high-efficiency furnace, newer windows, and fresh paint within the last few years. Minutes from interstate/bases/shopping and more!

2905 Drum Point Crescent, West Chesapeake

3619 Mardean Drive, West Chesapeake
$550,000
5 Beds ⋅ 3 Baths ⋅ 10650125 MLS
You will love this graceful, all brick 2 story transitional Home tucked away on a quiet, double cul de sac street in the Wellington neighborhood in the Western Branch community of Chesapeake. Meticulously maintained and lovingly cared for by original owners, this Gem boasts many details including a large and spacious floorplan, renovated granite Kitchen opening to the vaulted Great Room, 2 story Entry, newer architectural shingle roof, and both a Sun Room and a Screened Porch overlooking the private and lush backyard. Additional Features: 1st floor Bedroom and full bath, wide plank hardwood floors throughout 1st floor, newer carpeting, Formal Dining Room, Office, vaulted Primary Suite with sitting area, secondary bedrooms with ceiling fans, stunning double sided and stone surround gas fireplace, zoned HVAC with programmable thermostats, oversized 2 car garage and extended concrete driveway and parking pad, gutter system, and more!

3619 Mardean Drive, West Chesapeake

4827 Condor Drive, West Chesapeake
$550,000
3 Beds ⋅ 3 Baths ⋅ 10630891 MLS
This property will not disappoint! Owner updated, upgraded since purchased in 2014, including full kitchen renovation, 25.5 x 18 great room w/ real HW floors, 17.5 x 16 primary bedroom w/ 3 closets, renovated bath w/ custom-tile, low-step shower, 518 sf FROG w/ walk-in closet, 3 full baths, screen porch, composite deck overlooking backyard w/ park-like setting. 2-car garage, 648 sf w/ insulated overhead doors, mud sink, TV mount, workbench, and more! Systems/Equipment updated: polybutylene pipes REMOVED; new roof (12/2025); crawlspace well-maintained. Many more great features...see it for yourself, but don't wait! In established Jolliff Woods: No HOA, off the beaten path but less than 2 miles to I-664, zoned for desirable Western Branch schools.

4827 Condor Drive, West Chesapeake

2259 Jolliff Landing Parkway, West Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10627920 MLS
Move-in-Ready home offers modern living with high-end finishes and a versatile floor plan. Interior features include engineered hardwood flooring, plantation shutters, crown molding, and an upgraded kitchen with granite countertops, a large center island, gas range, and a bright breakfast area. The living room looks out to back patio and pergola. The flexible layout includes front flex rooms ideal for a home office or additional living space. The spacious primary suite features a tray ceiling and a spa-like en-suite bath with a soaking tub and separate shower. Highlights include upstairs laundry, a tankless water heater, and a rear-load garage. Located near I664, military installations, shopping, dining, fitness centers, coffee shops. Community amenities include a pool, parks, playground, natural areas, and a clubhouse with fitness center & gathering rooms.

2259 Jolliff Landing Parkway, West Chesapeake

3236 Bentham Lane, West Chesapeake
$549,000
4 Beds ⋅ 2.1 Baths ⋅ 10641379 MLS
Tucked in the sought-after Crossings neighborhood of Western Branch, this beautifully updated home blends modern finishes with a thoughtfully designed floor plan that works for every stage of life.The main level offers incredible versatility with a dedicated home office and a separate flex room, perfect as a playroom, formal dining space, or fifth bedroom for guests. A spacious walk-in pantry keeps the kitchen organized and clutter-free, a feature every home cook will appreciate. Upstairs, four generously sized bedrooms provide plenty of room with comfort and privacy built right in. Step outside and enjoy one of the standout features of this property, a truly spacious backyard that's ready for summer entertaining, weekend barbecues, or simply room to roam. Recent updates throughout mean you can move right in and enjoy everything without the projects. From fresh finishes to modern touches, this home has been lovingly improved and is ready for its next chapter.

3236 Bentham Lane, West Chesapeake

2156 Seastone Trace, West Chesapeake
$548,900
4 Beds ⋅ 2.1 Baths ⋅ 10633421 MLS
Welcome to the peaceful neighborhood of Waterstone. Access to WB Park directly accross the street with access to walking trails, tennis courts, and playgrounds. from this property. Neighborhood pond for swimming, paddleboarding,fishing & other fun water activities. This spacious home has had many improvements...New Carpet throughout 2026, Some rms have been freshly painted, others are recently painted. New roof 2020 Architech Shingles. Trex Deck w/ PVC railing 2017,AC 2022,Kitchen Laminate flooring & new light fixtures 2023, Master bath tile shower & LVP flooring 2025 & new light fixtures, Gas waterheater 2017. Quick access to interstae, dining & shopping. Chittum Elementary School & Jolliff Middle

2156 Seastone Trace, West Chesapeake

4109 Bayford Court, West Chesapeake
$544,000
4 Beds ⋅ 2.1 Baths ⋅ 10626677 MLS
Beautifully updated four-bedroom home located in the desirable Western Branch area of Chesapeake, tucked away on a quiet cul-de-sac. Step inside to a grand two-story foyer w/ cathedral ceilings, along w/ a freshly painted interior, luxury vinyl plank flooring, and upgraded new carpet creating a clean, neutral feel throughout. The well-designed layout features a formal living room, dining room, and a spacious family room, providing flexibility for both everyday living and entertaining. The kitchen features granite counters, ample cabinetry, and a functional layout that flows seamlessly into the main living areas. Upstairs, you’ll find generously sized bedrooms, including a comfortable primary suite w/ plenty of space to unwind. Outside, enjoy a brand new deck overlooking a fully fenced backyard w/ great outdoor space - perfect for relaxing or entertaining. This is your opportunity to own a move-in ready home that offers space, comfort, and modern updates!

4109 Bayford Court, West Chesapeake

3405 Anita Circle, West Chesapeake
$540,000
5 Beds ⋅ 3.1 Baths ⋅ 10652858 MLS
Located in the highly sought-after Miars Farm subdivision, this beautifully refreshed home offers 3,164 square feet of well-designed living space, featuring 5 bedrooms, 3.5 baths, brand-new carpet, and fresh paint throughout selected areas. The main level centers around an upscale kitchen complete with a 5-burner gas stove, a center island, and custom cabinetry that flows effortlessly into the living areas. Outdoor living is a true delight, showcasing a welcoming front porch alongside a brand-new back porch seating area seamlessly attached to a charming gazebo.Exceptional versatility is found in the spacious bonus room over the garage, which serves easily as a 5th bedroom, home office, or media room. Thoughtfully equipped for comfort and peace of mind, the property also includes a full-house gas generator, a newer gas water heater, and all appliances to convey. Please call or text the listing agent for showings!

3405 Anita Circle, West Chesapeake

2927 Crossings Drive, West Chesapeake
$540,000
4 Beds ⋅ 2 Baths ⋅ 10644832 MLS
Welcome home to this beautifully updated ranch in the desirable Crossings neighborhood of Western Branch! This move-in-ready home offers 4 bedrooms and 2 full baths, including a spacious first-floor primary suite with a renovated en-suite bath. The oversized FROG serves as a 4th bedroom, home office, gym, or media room. Freshly painted throughout, the home features soaring ceilings, an open foyer, formal living and dining rooms, new flooring, stylish fixtures, and a cozy gas fireplace. The updated kitchen boasts modern cabinetry, upgraded countertops, a breakfast area, coffee nook, and updated stainless steel appliances/gas range (2025). Relax in the fully fenced backyard featuring a deck, gazebo, rock garden, and peaceful sitting areas. Attached 2-car garage PLUS a detached 2-car garage/workshop. Schedule your private tour today! * Select photos have been virtually staged to show potential furniture layouts.

2927 Crossings Drive, West Chesapeake

5110 Annapolis Drive, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10609789 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

5110 Annapolis Drive, West Chesapeake

4936 Oriole Drive, West Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10647434 MLS
Welcome to this beautifully maintained home in Jolliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

4936 Oriole Drive, West Chesapeake

4701 Harlan Court, West Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10628975 MLS
Come check this one out first! Located in the highly sought-after Jolliff Rd area and Western Branch school districts, this home features 4 bedrooms and 2 and a half baths! Complete with over 2500 square feet of living space, the open concept is coupled with good lighting and natural light. This home makes it easy to entertain and boasts a nice dining room that flows through the butler's pantry and into a very large kitchen. The kitchen then overlooks a large living room. As you head upstairs, you are greeted with a nice balcony that overlooks the front door. The primary bedroom is a good sized room complete with two walk-in closets and a large primary bathroom. Step outside of the back door and enjoy a cozy backyard that helps add to the entertainment for everyone! Water heater was replaced in 2024 and the HVAC system was replaced in 2025. Come see this one before it's gone!

4701 Harlan Court, West Chesapeake

4100 Mystic Cove, West Chesapeake
$530,000
3 Beds ⋅ 2 Baths ⋅ 10624357 MLS
Just under 4 acres in a quiet cul-de-sac, this beautifully updated ranch-style home blends privacy, modern upgrades, and everyday convenience. Surrounded by abundant wildlife and natural beauty. A hidden backyard treehouse adds a touch of charm; can you find it? Nearly every major component has been improved, making it truly move-in ready. Recent upgrades include a renovated kitchen (2024), new flooring and updated bathrooms (2022), new windows (2023), and a remodeled laundry room (2025). Outdoor living shines with a new deck (2025) and fence (2023). Two new driveways (2023), one with a 30-amp RV hookup, plus a two-car detached garage with electricity (2023) offer exceptional flexibility. Roof (2017), HVAC (2020), and a new electrical panel with generator switch (2025). New Well pump (2026). With rare acreage and versatile outdoor space, this home offers privacy, functionality, and modern comfort all in one. Welcome home!

4100 Mystic Cove, West Chesapeake

2047 Ames Cir N Circle, West Chesapeake
$525,000
4 Beds ⋅ 3.1 Baths ⋅ 10650967 MLS
Situated on nearly half an acre of lush lawn and beautifully landscaped grounds, this immaculately maintained home offers comfort, flexibility, and space for everyone. Gorgeous wood floors and a custom wood-burning fireplace add warmth, while the screened porch overlooks the saltwater pool and fully fenced backyard. The spacious kitchen features granite, stainless steel appliances, and abundant cabinet and counter space. A downstairs bedroom and full bath, plus a half bath, make this home ideal for guests or multi-generational living. Upstairs, the large primary suite offers a sitting room and walk-in closet. The finished room over the garage, with two entrances, provides flexible space for a media room, game room, second living area, or private retreat, along with a spacious bedroom. Outside, enjoy a new patio and beautiful landscaping that create a true backyard oasis. With newer systems, an encapsulated crawl space, and meticulous owners, all that's left to do is move in!

2047 Ames Cir N Circle, West Chesapeake

3309 Mapleton Crescent, West Chesapeake
$520,000
4 Beds ⋅ 2.1 Baths ⋅ 10643359 MLS
Welcome home to this beautifully maintained sprawling brick rancher offering 2,430 square feet of thoughtfully designed living space with 4 bedrooms & 2.5 baths. Upon entering through the elegant double-door entry, you're welcomed into a gracious foyer that introduces the home's unique and inviting floor plan. Unlike a typical ranch, this home offers exceptional character with a formal living room and an elegant den, each featuring its own fireplace. The spacious kitchen opens to the cozy den, where custom built-in bookshelves, a stunning fireplace, and skylights fill the space with warmth and abundant natural light. The oversized primary suite is a true retreat, featuring 2 walk-in closets and an equally spacious en-suite bath. Situated on nearly 3/4 of an acre, the fenced backyard offers plenty of room to relax or entertain. Enjoy morning coffee or unwind in the evening from the screened porch overlooking the expansive backyard. Lovingly maintained and ready to welcome its next owners.

3309 Mapleton Crescent, West Chesapeake

3232 Shadyside Lane, West Chesapeake
$520,000
4 Beds ⋅ 2.1 Baths ⋅ 10633894 MLS
All-brick ranch in highly desirable Western Branch. Energy-efficient with solar panels and a whole-house generator. Cozy family room with fireplace. Updated kitchen featuring quartz counters and backsplash; all appliances convey. 4BR, 2BA, 2-car garage. Major updates: WH 2023, roof 2015, windows 2025, disposal 2025, W&D 2025, Gas furnace, condenser, Air Hand & coil, ductwork in attic & Crawl 2019. mini-split 2021. Kitchen & Porch painted (2023) Garage walls painted (2026) and new carpet (2024). leaf-guard gutters, encapsulated crawlspace. Outdoor living includes screened porch, deck, patio, shed, well, and sprinkler system. Close to shopping, dining, medical facilities, shipyards, bases, and major routes.

3232 Shadyside Lane, West Chesapeake

2231 Jolliff Landing Parkway, West Chesapeake
$519,900
4 Beds ⋅ 2.1 Baths ⋅ 10631002 MLS
$10,000 from seller toward closing costs or rate buydown—reduce your upfront costs or monthly payment. Preferred lender offering qualified buyers up to $5,200 in additional closing cost assistance PLUS a 1-1 rate buydown at no cost to the buyer! Move-in ready and a more complete, cost-effective option than new construction, with upgrades already finished and no additional out-of-pocket expenses after closing. All appliances convey, including washer, dryer, and stainless refrigerator. Landscaping, fenced backyard, and blinds already complete. Almost new 4-bedroom home featuring engineered hardwood flooring, crown molding, and an upgraded kitchen with granite countertops, large island, gas range, and bright breakfast area. Spacious first-floor primary suite with tray ceiling and en-suite bath. Located in a tree-lined community with resort-style amenities including pool, clubhouse, fitness center, trails, parks, and playgrounds.

2231 Jolliff Landing Parkway, 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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