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$675,000
4 Beds ⋅ 3.1 Baths ⋅ 10639506 MLS
Rare opportunity to restore a true waterfront gem in Chesapeake's sought-after Western Branch area. Nestled on more than 1.5 private acres at the end of a secluded cul-de-sac, this 3,679-square-foot estate is a diamond in the rough awaiting its return to better-than-ever glory. Enjoy the ease of one-level living with breathtaking deep-water views stretching across the river from the rear of the home. Mature trees create a peaceful, park-like setting, offering unmatched privacy and natural beauty. Outdoor amenities include a pool, private pier, and riparian rights, providing endless opportunities for boating, fishing, and waterfront recreation. A detached three-car garage is connected to the home by a breezeway and features a spacious office suite above, ideal for a home business, studio, or guest retreat. Set well back from the road, this hidden paradise offers the perfect combination of seclusion, expansive water frontage, and incredible potential. Bring your vision and transform this exceptional property into a stunning waterfront showcase. Some photos are virtually staged.

3000 Voyager Court, West Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10639464 MLS
Beautiful brick ranch in Western Branch with gorgeous updates! Remodels/refreshes include a new roof (2020), dining and living rooms (2019), and kitchen/den/bathrooms (2016). Three bedrooms are on the first floor, and a finished room over the garage can be your home office or even a home gym. Enjoy a quiet evening on the screened-in back porch while dinner cooks on the grill on the adjacent patio. Call today for your private showing!

4005 Terry Drive, West Chesapeake
$75,000
10639494 MLS
Imagine the possibilities! This vacant lot offers the flexibility to build your dream home and create a space designed to fit your needs.

4999 Clifton Street, West Chesapeake
$555,900
4 Beds ⋅ 2.1 Baths ⋅ 10639222 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2257 Captiva Lane, West Chesapeake
$1,190,000
6 Beds ⋅ 4.1 Baths ⋅ 10639205 MLS
Welcome to a lifestyle few will ever experience. Tucked away on 1.18 private waterfront acres at the end of a quiet cul-de-sac,this extraordinary custom-built Elizabeth River estate offers over 6,900 square feet of luxury living with direct access to the Intracoastal Waterway. This is more than a home—it is a private waterfront retreat where luxury,tranquility & unforgettable entertaining come together. Imagine mornings with coffee overlooking the water as boats drift by,afternoons cruising from your private dock & 15,000-pound boat lift,& evenings enjoying breathtaking sunsets from your balcony or around the custom firepit with family & friends under the stars. Designed to impress yet comfortable for everyday living,the light-filled open floor plan showcases soaring ceilings,walls of windows,& breathtaking water views creating a seamless connection between indoor & outdoor living. Every space was designed to make everyday living extraordinary. At the heart of the home,the chef’s kitchen opens to multiple gathering spaces,creating the perfect setting for holiday celebrations,elegant dinner parties,& relaxed weekends at home. With 3 private ensuites,including a first-floor guest suite,this layout offers rare flexibility for multigenerational living,extended guests,or those who value privacy & comfort. Over $260,000 in recent improvements reflect pride of ownership,including extensive landscaping,custom firepit,underground drainage & pump system,updated flooring,renovated baths,updated kitchen,finished third floor (+600 SF),new upstairs HVAC,new water heaters,& generator connection. Dock approx. 4 years old. Water depth approx. 10' at high tide & 2–3' at low tide. Add'l features incl a 100-year roof,lifetime fence warranty,oversized 3-car garage,& dedicated storage room. Homes of this caliber rarely become available. Offering privacy,prestige,deep-water access,& resort-style waterfront living in a prime location,this exceptional estate delivers the coastal luxury lifestyle most only dream about. This is Elizabeth River living at its finest.

4200 Quailshire Court, West Chesapeake
$439,000
4 Beds ⋅ 2 Baths ⋅ 10639147 MLS
Welcome Home to this charming and up to date ranch in the desirable Point Elizabeth section of Chesapeake's Western Branch. Upon arrival you are greeted with the Home's stately & classic curb appeal. Enter onto front porch awaiting the soon to be added white PVC railings and into the foyer. Den is large, light, and bright! Room is big enough to serve dual purposes like dining space/flex space & great room or as one massive great room. Kitchen feat. open concept dining, freshly painted wood cabinets, ceramic tile backsplash, quartz counters, and newer stainless appliances. Floors are newly installed adding peace of mind with new subfloor as well. Off kitchen is access to laundry room, garage, and finished room over garage serving as fourth bedroom. Down hall is multiple storage closets, full and updated luxurious hall bath w/ ceramic tile surround, ceramic tile floors, new vanity, lighting, and more! Primary bedroom features oversized closet with storage racks, ensuite bath with tile shower, fresh paint, finishes, & vanity. Two secondary bedrooms on hall are spacious and well laid out. Yard is tranquil with well maintained above ground pool and large swim deck. Deck is freshly painted and offers a plethora of entertaining space. Room to spare in backyard with lush landscape makes this a Home-run. Well & pump make pool care a breeze. Call this Home Today!

3727 Hardwick Terrace, West Chesapeake
$383,000
4 Beds ⋅ 2 Baths ⋅ 10638898 MLS
Charming all brick home with major system updates already completed! Step inside to find beautiful hardwood floors and a warm, inviting layout filled with character. Enjoy peace of mind with a roof replaced in 2021, along with the durability and timeless appeal of brick construction. Outside, you'll love the expansive, fully fenced backyard perfect for entertaining, pets, gardening, or simply enjoying your own private outdoor retreat. The home also features a spacious two car attached garage, ample driveway parking, and an adorable front porch that's perfect for morning coffee or relaxing evenings. An added bonus for qualified buyers: an assumable VA loan with an attractive 3.8% interest rate. This well maintained home offers the perfect combination of charm, updates, and value.

4113 Taylor Road, West Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10638546 MLS
A Beautiful Brick Home nestled in the sought after Scotfield Woods community of Western Branch. This home offers the perfect blend of comfort, functionality, and neighborhood charm. Step inside to discover a thoughtfully renovated home featuring generous living spaces, natural lighting, and plenty of room for everyday living and entertaining. This home offers 4 bedrooms, 2.5 bathrooms, and a 2 car garage with plenty of drive way space. Updated kitchen island with quartz countertop, stainless steel gas stove top and oven. Walk in laundry room. Large primary bedroom with 3 closets with plenty of room for storage. A beautifully renovated primary en suite bathroom with 2 vanities, tiled floors and floor to ceiling tiled walk in shower with dual shower heads. (2022) Outside, enjoy the large corner lot with a fenced in backyard with endless possibilities for outdoor gatherings, gardening, play, or simply relaxing in your private retreat. The established neighborhood provides a peaceful setting while remaining conveniently located near shopping, dining, parks, major commuter routes, shipyards, military facilities and highly regarded Western Branch schools. Whether you're looking for your first home, additional space, or a place to put down long term roots, this home delivers exceptional value in one of Chesapeake's most desirable areas. Don't miss the opportunity to make this wonderful property your next home. Updated in 2022- Kitchen Island, LVP Flooring, Bathroom vanities, Primary Bathroom and Water heater.

4100 Scotfield Drive, West Chesapeake
$1,500,000
10637558 MLS
"BUSINESS ONLY FOR SALE" Please do not disturb customers and employees. Great location. Positive cashflow. PRICE INCLUDES INVENTORY. TURN KEY OPERATION.

3116 Western Branch Boulevard, West Chesapeake
$240,000
10636984 MLS
Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders and land lenders. Enjoy the privacy of "country style" living while being minutes from interstate access. Centrally located between Va Beach and Suffolk. This land was just appraised in January of 2026.

4809 Sondej Avenue, West Chesapeake
$395,900
3 Beds ⋅ 2.1 Baths ⋅ 10636868 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake

4902 Apricot Way, West Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10636782 MLS
Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintained home offers the perfect blend of comfort, space, and convenience in one of Chesapeake’s most desirable communities. Step inside to discover an inviting layout featuring spacious living areas, abundant natural light, and tasteful finishes throughout. The kitchen is thoughtfully designed with functional workspace, ample storage, and easy access to the dining and living areas, creating a comfortable flow for everyday living. The primary suite provides a relaxing retreat with a private bath and walk-in closet, while additional bedrooms offer flexibility for guests, home office space, or growing households. Enjoy outdoor living in the private backyard perfect for gatherings, gardening, or quiet evenings at home. Conveniently located near shopping, dining, parks, military bases, and major interstates, this move-in ready property truly has it all. Don’t miss the opportunity to call this Chesapeake gem your next home!

2312 Meadows Landing, West Chesapeake
$544,900
4 Beds ⋅ 2 Baths ⋅ 10635948 MLS
PRE-SOLD-BUT WE HAVE MORE! 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.

2213 Hampton Roads Parkway, West Chesapeake
$499,990
3 Beds ⋅ 1.1 Baths ⋅ 10635788 MLS
Great opportunity in this all brick Ranch in the heart of Western Branch with a brand new roof and a huge attic for future expansion! The Family room with vaulted ceiling and gas log fireplace has built in casing and is open to the Kitchen, that offers dual ovens and large center island. The Dining Room also features built in shelving, perfect for the fine china or family keepsakes. 2 large first floor bedrooms and the Finished Room over Garage can be the 3rd bedroom or office/media room. The unfinished Attic is framed up for 3 rooms and a future bath if necessary. Fenced in yard is great for dogs or kids to play. Short distance to all Western Branch schools and no HOA!

2871 Lilley Cove Drive, West Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10635626 MLS
INVESTOR SPECIAL! Lots of potential with this one! This spacious all brick ranch is situated in the Western Branch section of Chesapeake. This charming property offers the classic elegance of hardwood floors, providing a warm and inviting atmosphere. The nice-sized kitchen is great for cooking and entertaining, with plenty of space to prepare meals and store kitchen essentials.

1875 Ames Circle W, West Chesapeake
$450,000
3 Beds ⋅ 1.1 Baths ⋅ 10635156 MLS
Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4249 & 4261 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred Thousand dollars ($1,700,000). 4.68-acres of prime property in the heart of Western Branch. The street frontage of all three combined is 592-feet and the depth is 330-feet. Property adjoins the 'John DeTriqet Memorial Trail' 4249 Taylor Rd MLS#10635157 & 4261 Taylor Rd MLS#10635158

4245 Taylor Road, West Chesapeake
$300,000
3 Beds ⋅ 2 Baths ⋅ 10635158 MLS
Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4245 & 4249 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred Thousand dollars ($1,700,000). 4.68-acres of prime property in the heart of Western Branch. The street frontage of all three combined is 592-feet and the depth is 330-feet. Property adjoins the 'John DeTriqet Memorial Trail' 4245 Taylor Rd MLS#10635156 & 4249 Taylor Rd MLS#10635157

4261 Taylor Road, West Chesapeake
$950,000
1 Beds ⋅ 10635157 MLS
Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4249 & 4261 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred Thousand dollars ($1,700,000). 4.68-acres of prime property in the heart of Western Branch. The street frontage of all three combined is 592-feet and the depth is 330-feet. Property adjoins the 'John DeTriqet Memorial Trail'. 4245 Taylor Rd MLS#10635156 / 4261 Taylor Rd MLS#10635158

4249 Taylor Road, West Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10633795 MLS
Well-maintained 2-bedroom condo with tenant in place through March 2027, offering immediate rental income and long-term stability. Ideal for investors, buyers planning a future move, or buyers seeking a potentially assumable 3.25% VA loan. Features include an open floor plan, spacious living areas, stainless steel appliances, ample cabinet space, and a primary suite with two closets. Conveniently located near shopping, dining, military bases, and local attractions. A great opportunity for income potential and future flexibility in today’s market.

4332 Hillingdon Bend Unit 205, West Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10634599 MLS
Hurry! Under construction and ready for you to personalize interior selections! Located in The Retreat at Western Branch, a 55+ low-maintenance community. This light-filled Shenandoah is designed for everyday living and entertaining, featuring a kitchen that flows seamlessly into the great room. The first-floor includes a spacious primary suite, office, laundry room, and a two-car garage. The great room opens to a covered porch for additional outdoor living space. The 2nd floor offers a loft and three guest spaces. Live here and enjoy a clubhouse with billiards and a fitness center, pool, dog park, community garden, and beautifully landscaped grounds, all conveniently located near dining, shopping, and the interstate. Final price determined by buyer selected options.

4615 Longleaf Place, West Chesapeake
$497,000
6 Beds ⋅ 4 Baths ⋅ 10632780 MLS
Looking for space? This is the home for you. Entertaining? This home is for you. Tranquility? This home is for you. This home has has 2 primary bedrooms and an in-law suite. The main bedroom is 24X30. Huge backyard and near bases, shopping and restaurants. Pool table, riding lawn mower, and horseshoe convey with the home. Brand new HVAC and furnace.

4000 Wyant Court, West Chesapeake
$638,553
6 Beds ⋅ 3 Baths ⋅ 10632620 MLS
An open concept ranch style floor plan built with space for EVERYONE! Our Myrtle offers 6 BR's & 3 full bathrooms @2812 sq ft ! Kitchen with island & breakfast space opens up to the large family room. This plan offers adequate spacing between guest bedrooms, PBR, FROG & bedrooms on 2nd floor. Custom finishes include: PBTH Granite top vanity, Tile Shower, LVP in Family, Dining, Laundry rooms. Extended kit island, Wainscoting in DR ,Kit sink & faucet upgraded, w/ Quartz counter tops. The Estates at Jolliff Landing offers single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, green space for games, playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style swimming pool. Builder is offering partial CCA & $15,000 buyer incentive (See LA for details. Restrictions may apply) using our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive. Call for delivery updates.

2209 Hampton Roads Parkway, West Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10632280 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

MM Sycamore, West Chesapeake
$427,900
3 Beds ⋅ 3.1 Baths ⋅ 10632718 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake.

4918 Apricot Way, West Chesapeake
$579,005
4 Beds ⋅ 2.1 Baths ⋅ 10632324 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite, which features a spacious Walk-In Closet adjacent to the Primary Bath. The open floor plan provides ample space for entertaining. 2nd floor is spacious with 4 bedrooms & utility room. Upgrades include- Kitchen: Two tone cabinets, Quartz counter top, backsplash, pre-wired pendant lights. PBTH: Granite vanity top, Tile shower. LVP in Dining, Laundry & Family rooms. Recessed LED in PBR & Fam room. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Call for construction timeline updates. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2211 Hampton Roads Parkway, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10630795 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.

5108 Annapolis Drive, West Chesapeake
$385,900
3 Beds ⋅ 2.1 Baths ⋅ 10629886 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake.

4908 Apricot Way, West Chesapeake
$391,505
3 Beds ⋅ 2.1 Baths ⋅ 10629721 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake.

2019 Guava Lane, West Chesapeake
$189,000
10628239 MLS
Strategically located commercial lot, offers approximately 0.7 acres of build-ready land, just off bustling Airline Boulevard in Chesapeake, VA. Per the tax records, this lot is zoned B-1, which supports a wide range of uses. With high visibility and access to major routes including I-64, this site offers an opportunity. Location, Flexibility, and Growth potential. Utilities are available at the street, topography supports efficient development. Buyer to do their own "due-diligence".

4136 Airline Boulevard, West Chesapeake
$599,900
6 Beds ⋅ 3 Baths ⋅ 10628009 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens 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 12-5:00 pm at 5023 Annapolis Drive.

5104 Annapolis 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.