Refine Search
Map
Sort by
$551,055
4 Beds ⋅ 2.1 Baths ⋅ 10594846 MLS
Welcome to the Bayberry, which offers open-concept living without compromising comfort. With features like a large gourmet kitchen with granite countertops & stainless steel appliances. Walk-in closets in 3 bedrooms, family room with open loft, fireplace, downstairs master bedroom and so much more. You also have the option to build any variety of our models and completely customize them to suit your lifestyle. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. Builder is offering up to 3% CCA (see listing agent for details) when using one of our preferred lenders. Model home open daily from 12-5 pm at 5023 Annapolis Drive.

2229 Captiva Lane, Chesapeake
$550,519
4 Beds ⋅ 2.1 Baths ⋅ 10604040 MLS
This beautiful home is the 4 bdrm Avon A model.

5029 Duxbury Road, 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, 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, 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, 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, Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10617336 MLS
This beautiful 4 bdrm Avon A w/ extended front porch is MOVE IN READY!

2213 Sanibel Lane, 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, 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, Chesapeake
$548,234
4 Beds ⋅ 2.1 Baths ⋅ 10600687 MLS
This beautiful model is a 4 bdrm Avon A!

5021 Duxbury Road, Chesapeake
$547,900
4 Beds ⋅ 2.1 Baths ⋅ 10626958 MLS
The beautiful model is the 4 bdrm Avon C!

2208 Captiva Lane, Chesapeake
$546,900
4 Beds ⋅ 2.1 Baths ⋅ 10622742 MLS
This beautiful home is the 4 bdrm Avon A model

2201 Sanibel Lane, Chesapeake
$544,534
4 Beds ⋅ 2.1 Baths ⋅ 10636874 MLS
The beautiful 4 bdrm Buxton model is MOVE-IN READY!

2206 Captiva Lane, 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, Chesapeake
$543,900
4 Beds ⋅ 2.1 Baths ⋅ 10605016 MLS
The beautiful 4 bdrm Buxton model features a downstairs primary bedroom!

2202 Captiva Lane, Chesapeake
$541,900
4 Beds ⋅ 2.1 Baths ⋅ 10623863 MLS
This beautiful home is the 4 bdrm Avon A model has a projected delivery date of late April '26.

2204 Captiva Lane, 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, Chesapeake
$540,000
4 Beds ⋅ 2.1 Baths ⋅ 10632006 MLS
Welcome to this charming 4 spacious bedrooms, 2.5BA home in desirable Fishers Cove. The Kitchen offers granite counters, island and Stainless Steel appliances. Enjoy a cozy Family Room with surround sound, a bright Sunroom, Formal Dining Room and a flex all-purpose space. The huge Primary Bedroom includes a dual sinks and a large shower. A spacious loft, screened porch, gazebo, well, sprinkler system and shed all add comfort and convenience. Close to shopping, dining, medical centers, shipyards, bases, tunnels and major interstates.

1716 Fishers Cove, Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10615648 MLS
The beautiful 4 bdrm Avon model is MOVE IN READY!

2225 Sanibel Lane, 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, Chesapeake
$535,000
4 Beds ⋅ 3 Baths ⋅ 10625551 MLS
Located on a quiet cul-de-sac in the sought-after Miars Farm neighborhood of Western Branch, this spacious 4-bedroom, 3-full-bath home offers approximately 2,800 sq ft of comfortable living space on a .295-acre lot. A desirable first-floor primary suite features a walk-in closet and updated bath with double sinks. Wood floors highlight the formal living and dining rooms, while the eat-in kitchen with granite countertops and newer appliances opens to a cozy den with gas fireplace overlooking the patio and backyard. Upstairs you'll find three spacious bedrooms and a full bath, along with a finished room over the attached two-car garage that provides flexible space for a home office, media room, playroom, or game room. The backyard includes a large storage shed for additional storage. Major updates include a 2019 roof, 2019 water heater, and zoned HVAC systems updated in 2016 and 2018. No HOA.

4504 Michael Thomas Court, Chesapeake
$533,900
4 Beds ⋅ 2.1 Baths ⋅ 10613171 MLS
The beautiful 4 bdrm Avon model is MOVE IN READY!

2218 Captiva Lane, Chesapeake
$533,793
4 Beds ⋅ 2.1 Baths ⋅ 10607782 MLS
Escape to your private retreat in a fabulous 55+ community, this sought-after Shenandoah floor plan is the perfect blend of comfort and sophistication. Enjoy an airy, open layout filled with natural light and thoughtful design touches throughout. The first floor features a spacious Owners Suite, laundry room, home office, cozy hearth, and a gourmet kitchen that's a total showstopper. Upstairs offers extra space with additional bedrooms, a full bath, and a versatile loft, ideal for guests, hobbies, or just spreading out. Plus you'll love the double car garage and back covered porch! Perfect for morning coffee or evening unwinding. This one is a must see!

3505 Elaina Way, Chesapeake
$531,500
4 Beds ⋅ 2.1 Baths ⋅ 10630651 MLS
4 Bedroom, 2 1/2 bath 2,280 sq foot home fully turn-key ready. Features include baten board mudroom, custom laundry room, Chef Kitchen package including double ovens, marble backsplash and extra large walk in pantry, gravel fire pit, upgraded garage doors, swing set, trampoline, inter-connected ethernet system, semi-floored attic and cathedral ceilings. All appliances convey.

3112 Jasmine Court, Chesapeake
$530,000
4 Beds ⋅ 3.1 Baths ⋅ 10638880 MLS
Immaculate 4-bedroom, 3.5-bath ranch featuring with a rare 3-car garage. Built in 1993 and beautifully updated, this home offers 2024 granite countertops, refaced cabinets, LVP flooring, and a refreshed half bath. Enjoy a gas fireplace, 2020 windows, and a first-floor ensuite bedroom. The FROG includes new carpet, a remodeled bath, dual sinks, a large walk-in closet, and access to a finished attic with abundant storage. Major systems updated: roof (2018), gas package unit (2022), and water heater (2020). Crawlspace upgraded with vapor barrier, dehumidifier, and sump pump for peace of mind. Move-in ready comfort with modern updates throughout.

1329 Creekview Dr, 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, 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, Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10618231 MLS
Welcome To Your Waterfront Dream Home! This exquisite all-brick residence boast over 3,100 sq ft of luxurious living space, providing plenty of room for relaxation. This rare find includes 4 spacious bedrooms with plenty of natural light and designed for comfort. The heart of the home features white cabinetry with updated appliances. The comfort and efficiency of the recent HVAC and newer water heater ensure comfort and enjoyment year-round. Outdoor serenity, with the spacious sunroom with a waterfront lake view. Don't miss this incredible opportunity to own an amazing property in a prime location within the Chesapeake School system. "Great Schools! Waterfront Living, Lots of Living Space! Near Entertainment & Restaurants & Military Bases."

4108 Lakeview Drive, Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10617687 MLS
The beautiful 4 bdrm Avon model is MOVE IN READY!

2205 Sanibel Lane, Chesapeake
$525,000
6 Beds ⋅ 3 Baths ⋅ 10635326 MLS
Welcome home to this spacious 6-bedroom property situated on a large corner lot in Western Branch! This versatile layout includes a first-floor bedroom and full bath, ideal for guests, a home office, or a hobby space. Outside, you’ll find extra driveway space for storing an RV, boat, trailer, or additional vehicles — all with no HOA restrictions. Conveniently located near shopping, dining, interstates, and local amenities, this home offers the perfect combination of space, functionality, and freedom.

2900 Tyre Neck Road, 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.