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$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10643469 MLS
Experience refined living in the sought after Western Branch area, where timeless design meets today's comfort. This well maintained 4-bedroom, 2.5-bath home offers over 2,500 Sqft of beautifully appointed living space with soaring cathedral ceilings that create an open, light-filled atmosphere from the moment you enter. Kitchen upgrades include granite countertops, and ample storage providing both style and functionality. The spacious primary suite serves as a private retreat, complete with a beautifully renovated bathroom. Step outside to your own backyard oasis, where a spacious deck and patio overlook a fully fenced enclosed yard, perfect for outdoor entertaining, or simply relaxing. Additional highlights include an attached two-car garage and a whole-home water filtration system. Conveniently located near I-664. Local shipyards, medical facilities, military bases, shopping and restaurants. Best of all, enjoy the freedom of no HOA!

2720 Deerfield Crescent, Chesapeake
$384,999
4 Beds ⋅ 2 Baths ⋅ 10643337 MLS
Come check out this DIAMOND IN THE ROUGH. House is in need of updating and priced accordingly. But the BONES TO THE HOUSE ARE GOOD. NEW ROOF (2023), 1 out of 2 AC UNITS NEW (2025). (and the other AC unit has been RECENTLY SERVICED). Unique floor plan with an area that could serve as an IN LAW SUITE, a QUIET NEIGHBORHOOD and a GOOD SCHOOL SYSTEM. LARGE CORNER LOT. Close to shopping, food, and the interstate. PRIVATE BACKYARD with a deck and an additional storage shed.

2600 Janson Drive, Chesapeake
$775,000
4 Beds ⋅ 3 Baths ⋅ 10643343 MLS
Live the fresh life! Rarely does something this special come to market. Come see one of Western Branch's loveliest riverfront properties in an established neighborhood with no HOA. Designed for a lifetime of family fun and multigenerational living, this beautifully crafted 2-story on the Elizabeth River combines timeless elegance with all modern comforts. Through the soaring two-story foyer, you'll discover thoughtful details around every corner...signature hardwood floors, spa-like bathrooms, custom kitchen cabinetry, and more. A luxurious primary suite awaits you upstairs with its own balcony overlooking the pool. This lot has deep water access with beautiful views of the water. Relax in the saltwater pool during the hot summer days or relax in the hot tub for those cooler winter evenings. New roof (2025), water heater (2022), pool pump (2024), and salt cell (2026). A truly rare waterfront retreat.

3808 Stonebridge Landing, Chesapeake
$239,900
2 Beds ⋅ 2 Baths ⋅ 10643303 MLS
Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes stainless steel appliances and ample cabinetry, opening directly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, the property provides one assigned parking space and access to shared amenities, such as a swimming pool, ground maintenance, and trash removal. Positioned near major highways, military bases, local shipyards, and retail options surrounding Chesapeake Square.

4332 Hillingdon Bend Unit 206, Chesapeake
$284,000
2 Beds ⋅ 2.1 Baths ⋅ 10643295 MLS
Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage shed, creating a private outdoor retreat. Upstairs, the flexible bonus room is ideal for a home office, media room, workout space, or guest area. Both primary suites include large closets. Condo fees cover the community pool, exterior maintenance, sewer, and trash pickup. Conveniently located just 0.3 miles from Russell Memorial Library.

2806 Baldwin Drive, Chesapeake
$554,500
4 Beds ⋅ 3.1 Baths ⋅ 10642380 MLS
Welcome to Miars Farm in sought-after Western Branch! This beautifully maintained 4BR, 3.5BA home offers ~2,500 sq ft of inviting living space on a .25-acre lot with timeless curb appeal and modern farmhouse touches. Enjoy a classic front porch, spacious driveway, and attached garage. Inside, the open layout features a stunning eat-in kitchen with granite countertops, stainless steel appliances, gas cooking, an island seating area, and a sunny breakfast area overlooking the backyard. The family room shines with exposed beams and a cozy fireplace. The vaulted primary suite features a spa-like bath with a soaking tub and a tiled shower. A large FROG/bonus room with a full bath adds flexibility. Step outside to your private fenced yard with a deck, above-ground pool, and storage/workshop shed with electricity. Convenient to schools, shopping, and commuting—this home truly has it all!

3421 Anita Circle, Chesapeake
$285,000
3 Beds ⋅ 2.1 Baths ⋅ 10642346 MLS
Tucked-Away Condo Charm in Western Branch!Located in the back of the community away from the street, this 3-bedroom, 2.5-bath townhome offers 1,703 square feet of comfortable living surrounded by peaceful green space and mature trees. Step inside to an open-concept layout featuring a bright and airy eat-in kitchen with abundant storage, generous counter space, and an oversized pantry — perfect for the home chef. The living room centers around a cozy fireplace and flows out to your private patio with storage, ideal for relaxing or entertaining. A separate dining room offers extra space for meals or the perfect flex room to fit your lifestyle. Upstairs, retreat to the spacious primary suite complete with an en-suite bath featuring a jetted tub, glass shower, and a walk-in closet. Two additional bedrooms offer plenty of room and share a convenient hall bath. Zoned for the Western Branch school district and just minutes from major highways, shopping, and restaurants.

4606 Old Fox Trail, Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10642211 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 bedrooms. 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.

4609 Longleaf Place, Chesapeake
$649,900
3 Beds ⋅ 3 Baths ⋅ 10641913 MLS
Discover exceptional single-level living in this stunning Homearama ranch, offering over 3,000 square feet of thoughtfully designed space and high-end craftsmanship. This impressive home blends luxury, comfort, and entertainment-ready amenities in one seamless layout. Go outside to your private backyard oasis featuring a beautiful in-ground pool, perfect for summer relaxation and hosting guests. The outdoor experience continues with a fully equipped outdoor kitchen—ideal for grilling and dining al fresco—as well as a convenient outdoor bathroom, adding both style and functionality to your entertaining space.

4500 Mcrae Close, Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10641664 MLS
Welcome home to this beautifully maintained 2-bedroom condo featuring an open and functional floor plan. The spacious primary suite offers a private sitting area and an ensuite bath with a separate soaking tub and shower. A versatile first-floor media room or office provides the perfect space for working from home, entertaining, or relaxing. The gourmet kitchen boasts ample cabinetry, generous counter space, and a walk-in pantry. Enjoy low-maintenance living with HOA amenities that include a clubhouse, pool, water, and grounds maintenance. Schedule your private showing today!

2409 Leytonstone Drive, Chesapeake
$574,900
4 Beds ⋅ 3 Baths ⋅ 10641728 MLS
Welcome to The Dogwood in Jolliff Landing, one of the community’s most sought after floor plans offering the perfect blend of luxury, flexibility, and everyday comfort. This beautifully designed ranch features 4 bedrooms, 3 full baths, and 2 true primary suites including a spacious upstairs FROG suite with its own private full bath ideal for multigenerational living, guests, a private retreat, office, or media space.Why wait on new construction when this move in ready home already offers the upgrades, space, and versatility buyers are searching for? The open concept design is perfect for entertaining while the resort style community amenities including a clubhouse, pool, playgrounds, sports field, and scenic sidewalks create a lifestyle buyers fall in love with.In a neighborhood full of inventory, this layout stands apart. Schedule your private tour today before this opportunity is gone.

5103 Annapolis Drive, Chesapeake
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10641167 MLS
Welcome home to Wellington! This spacious 4-bedroom, 2.5-bath traditional home offers over 2,300 square feet of comfortable living space with room to spread out. The inviting family room features a gas fireplace, while the kitchen boasts newer appliances, abundant cabinet space, an open pantry, and a separate pantry closet for exceptional storage. Upstairs, the large primary suite includes two walk-in closets. Flooring throughout includes luxury vinyl plank, ceramic tile, and carpet.Enjoy outdoor living on the large deck overlooking the fully privacy-fenced backyard. An oversized 2-car garage and generous driveway provide plenty of parking and storage. Major updates have already been completed for added peace of mind, including a roof with covered gutters installed in 2020 and several recently replaced windows. Conveniently located in the desirable Wellington neighborhood of Chesapeake, this home is ready for its next owner.

3614 Elkton Drive, 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
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10641029 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.

2206 Wilmington Avenue, Chesapeake
$850,000
4 Beds ⋅ 3.1 Baths ⋅ 10641064 MLS
New Construction in Western Branch on almost an acre? Want a new home before school starts?...We have it right here for you! The Margot offers a spacious floor plan with 4 Bedrooms, 3 Full Baths, PLUS a bonus Room! ! At just over 3000 sqft, a few highlights of this model are open floor plan, large kitchen, sunroom, first floor bedroom with ensuite, large primary bedroom...Lots this large are rare in Western Branch so you might as well make it a forever home! Backyard is large with peaceful views and plenty of room for family fun or maybe you need space for a future detached garage or RV storage? Easy living with no HOA and minutes to all of Hampton Roads! Contact us today and let us put your custom finishing touches before this home goes too much further into construction!

3315 Tyre Neck Road, Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10641027 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.

2223 Hampton Roads Parkway, Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10641024 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, a 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 doorstep 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 pm at 5023 Annapolis Drive.

2204 Wilmington Avenue, Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10641022 MLS
This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ 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.

2205 Hampton Road, Chesapeake
$1,257,400
5 Beds ⋅ 4 Baths ⋅ 10640535 MLS
Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, Chesapeake
$202,000
2 Beds ⋅ 1.1 Baths ⋅ 10636592 MLS
Investor special with serious upside potential! This spacious property at 3208 Clover Street in Chesapeake offers a great opportunity to customize a home to their taste. Featuring a functional layout and solid potential, this property sits on a generously sized lot with room to enhance curb appeal and value. Conveniently located near shopping, dining, schools, and major interstates for an easy commute. Whether you’re looking for your next renovation project, rental investment, or affordable home with equity potential, this property is full of possibilities. Property sold as-is. HUD Case# 544-329603 IN (Insured). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. If 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. 3D True Immersive Virtual Tour available. Check it out today! Property sold As-Is.

3208 Clover Road E, Chesapeake
$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, Chesapeake
$500,000
5 Beds ⋅ 3.1 Baths ⋅ 10639341 MLS
Beautifully maintained brick ranch in the heart of Western Branch! Offering generous living spaces and a functional layout, this home is designed for both everyday comfort and effortless entertaining. Inside, you'll find a beautifully remodeled kitchen (2024) with ample cabinet space, including pantry storage and an appliance garage. Two living areas provide the flexibility for a playroom, formal living room, or an additional gathering space for entertaining. Outside is an entertainer's dream, featuring a cozy covered pavilion complete with electricity and internet access. Two sheds offer abundant storage, with the larger shed making the perfect home workshop. A roof that is only 5 years old provides added peace of mind and convenience. With its thoughtful updates and exceptional outdoor amenities, this home is the perfect blend of comfort and modern functionality.

3316 Mapleton Crescent, Chesapeake
$449,900
4 Beds ⋅ 2.1 Baths ⋅ 10639464 MLS
Beautiful brick ranch in Western Branch, just a couple of blocks from the schools! Updates include a new roof in 2020, a dining room and living room refresh in 2019, and a kitchen and bathroom remodel in 2016. Three bedrooms are on the first floor, and there is a finished room over the garage that makes a great recreation room, home office, workout room, or guest room. The seller's favorite feature of the home is the screen in porch! Call today for your private showing!

4005 Terry Drive, 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, Chesapeake
$237,000
2 Beds ⋅ 1.1 Baths ⋅ 10639194 MLS
Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of cul-de-sac with plenty of parking available. Seller to offer paint allowance.

3202 Clover Road E, Chesapeake
$199,900
3 Beds ⋅ 1 Baths ⋅ 10639206 MLS
Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, Chesapeake
$250,000
3 Beds ⋅ 2 Baths ⋅ 10638669 MLS
Welcome home to this well-maintained 3-bedroom, 2-bath end-unit condo in the sought-after Western Branch area. The bright and inviting living room features a tray ceiling, natural light, and a gas fireplace. The spacious primary suite offers a walk-in closet and private en-suite bath. The kitchen includes newer appliances, a convenient bar-height counter, and a breakfast nook for casual dining. Two additional bedrooms and a full hall bath provide flexibility for guests, a home office, or additional living space. Step outside to the private fenced patio, great for entertaining, relaxing, or enjoying your morning coffee. As an end unit, you'll enjoy added privacy and easy access to the nearby walking trail. Association dues include cable, water, sewer, trash pickup, and ground maintenance, making for low-maintenance living. Conveniently located near military bases, shopping, dining, major highways, and more. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a convenient Western Branch location.

4626 Old Fox Trail, Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10638728 MLS
Come see this solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. On the first floor you will find a desirable, massive primary bedroom and second bedroom with hallway full bath. The first level also features a large foyer, dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Walk into a large kitchen with breakfast area that leads to a 4 seasons sunroom overlooking a newer fully fenced backyard with newer above ground salt water pool. Windows galore with tons of natural light throughout the home. Downstairs laundry room completes the first floor. Upstairs, a spacious 3rd bedroom with full bath and walk-in closet. You will find the 4th oversized bedroom over the garage that feels a separate area. Spacious 2 car garage. This home has a whole house backup generator, tankless water heater, storage shed and well irrigation system. Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, Chesapeake
$443,900
4 Beds ⋅ 3 Baths ⋅ 10638879 MLS
Prepare to fall in love with this Beauty in the 55+ community of Retreat at Western Branch. You will be impressed as you move through the Entry Way and into the spacious and flowing Lafayette Floorplan that boasts a vaulted Great Room with gas fireplace that opens to the Dining Room and quartz Kitchen with large center island and upgraded appliances including gas range. You will find a 1st flr Owner's Suite, another 1st flr bedroom ensuite, and a 2nd flr with a Loft and two more bedrooms with direct access to a full bath. Additional Details: Great Room with custom built lighted display cabinets and gas fireplace with heatilator, two Kitchen pantries including large walk in pantry, 1st flr Laundry Room, LVP on 1st flr, whole house water filtration system, lots of storage space, custom blinds, zoned HVAC, covered porch with fan, fenced backyard, 2 car garage with opener, & more! Amenities: pool, fitness center, dog park, walking paths, fire pits, grilling area, garden, and clubhouse.

4620 Longleaf Place, Chesapeake
$545,900
4 Beds ⋅ 2.1 Baths ⋅ 10637350 MLS
The beautiful 4 bdrm Buxton model features a downstairs primary bedroom! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes gourmet kitchen features an upgraded appliance package, including gas range, upgraded granite countertop, & glass subway tile backsplash. 9 foot ceilings on both 1st & 2nd levels & durable LVP flooring in select areas of 1st level. The primary bdrm, w/ lighted tray ceiling, has an en-suite that includes double vanity w/ granite tops, a soaking tub, & 5' glass-enclosed shower. Gas heat & tankless hot water heater.

5025 Duxbury 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.