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$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10650732 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy exceptional amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4987 Boone Road, Chesapeake
$331,900
2 Beds ⋅ 2.1 Baths ⋅ 10650278 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ 5' shower. Enjoy a wooded view & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4983 Boone Road, Chesapeake
$330,900
2 Beds ⋅ 2.1 Baths ⋅ 10650280 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded granite countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ 5' shower. Enjoy a wooded view & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4985 Boone Road, Chesapeake
$324,900
2 Beds ⋅ 2.1 Baths ⋅ 10650099 MLS
MASTER MODEL. 1st LEVEL PRIMARY EN-SUITE! Welcome to Boone Grove, an exquisite boutique community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floor plan w/ luxurious upgrades. The kitchen stuns guests w/ shaker-style cabinets, stone countertops, tile backsplash, & soft-close drawers. Easily maintained & durable flooring throughout 1st level & secondary baths. 12' ceilings on 1st level & 9' ceilings on 2nd level! WIC's in both bdrms, & generous walk-in attic. Enjoy exceptional community amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appt & to take advantage of pre-opening special pricing!

MM Boone Grove, Chesapeake
$314,900
3 Beds ⋅ 2.1 Baths ⋅ 10644448 MLS
Large 1870 sq.ft. home in Kings Pointe at Western Branch. This 3-bedroom, 2 bath features ensuites with vanities, walk-ins and full baths, plus a flexible bonus room downstairs that could serve as a third bedroom, office, media room, or additional living space. Gourmet kitchen with lots of custom cabinets for storage, a walk-in Pantry, and SS Appliances. Community amenities include a pool, clubhouse, walking trails, well maintained grounds. Beautiful community.

2462 Leytonstone Drive, Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10654118 MLS
Welcome home to this beautifully maintained 3-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
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10654543 MLS
Welcome to the Cricket Hollow neighborhood! Located in the desirable Western Branch section of Chesapeake, this spacious 3-bedroom, 3-bathroom townhouse offers 1,962 square feet of living space. With opportunities to implement your own touches, this home provides a comfortable and versatile layout with plenty of room for everyday living and entertaining. The first level has a smooth flow from the front foyer, to the dining room, kitchen and opens into a nice-sized living room. The second level provides generous bedroom accommodations that provide flexibility with a large primary bedroom with en-suite , spare rooms for guests and even a home office. Ideally situated in Western Branch North, this home offers convenient access to shopping, dining, schools, major roadways and the surrounding Hampton Roads area. Don't miss this opportunity to make this spacious Western Branch townhouse your new home!

3413 Cricket Hollow Lane, Chesapeake
$305,000
2 Beds ⋅ 2.1 Baths ⋅ 10653755 MLS
Short sale subject to lender approval. This home offers a functional first-floor layout with a spacious living room, dining area, kitchen, half bath, and a 12x14 bonus room that can serve as an office, playroom, game room, or potential third bedroom. The kitchen features Corian countertops, Frigidaire appliances, and a large walk-in pantry with ample shelving. Upstairs are two generously sized primary suites, a separate laundry room, and a flexible landing area. Fenced rear patio with storage shed. Enjoy peaceful pond views and neighborhood walking paths just beyond the backyard. Sale is subject to third-party/lender approval.

2453 Leytonstone Drive, Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10652386 MLS

3536 Dunedin Drive, Chesapeake
$299,900
2 Beds ⋅ 2.1 Baths ⋅ 10649988 MLS
Master Model. Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ stone countertops, tile backsplash, & soft-close drawers. Easily maintained & durable flooring throughout 1st level & secondary baths. WIC's in both bedrooms & 9' ceilings. Primary en-suite. Downstairs Flex Space great for an office/study. Enjoy exceptional amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

MM Piney Grove, Chesapeake
$292,000
3 Beds ⋅ 3 Baths ⋅ 10651528 MLS
This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller.

2454 Whitman Street, Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10647094 MLS
3 bedroom ranch in Western Branch ready to be updated into an amazing home!

4024 Oak Drive, 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
$280,693
3 Beds ⋅ 1.1 Baths ⋅ 10654356 MLS
Solid rancher on a crawl space. Three bedrooms and one and a half baths. Newly installed vinyl plank flooring. Spacious living room. Eat in kitchen with solid wood cabinets and utility closet. Brick exterior with vinyl siding accents. Double paned windows. Fenced backyard. Driveway parking. Shed.

3228 Bangor Drive, Chesapeake
$278,000
2 Beds ⋅ 2.1 Baths ⋅ 10651066 MLS
Welcome home! This beautifully maintained 2 BR 2.5 bath condo is located in the heart of Western Branch. The open concept main living area offers a spacious and inviting layout, featuring a breakfast bar stylish pendant lighting, and flexible space for entertaining, working or every day living. The gourmet kitchen is designed with functionality in mind, showcasing stainless steel appliances, ample cabinet & counter space, a large pantry, and recessed lighting. Upstairs you'll find 2 generously sized ensuite bedrooms, each w/expansive walk in closets. An additional flex space provides endless possibilities and can be used as a home office, fitness area, nursery, hobby room, or extra storage. Step outside to enjoy the private patio, great for outdoor dining or relaxing, complete with an attached storage shed. Residents also enjoy community amenities, including a swimming pool, cabanas, and exterior building maintenance.There is a reserved parking space just feet from the door

2704 Faulkner Drive, Chesapeake
$277,500
4 Beds ⋅ 2 Baths ⋅ 10647346 MLS
4 bedroom ranch offering an open layout. This home features a converted garage that provides additional living space. Come check this home out, it wont last long!

3931 Port Road, Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10652244 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Public previews are scheduled for Saturday, September 19, and Saturday, October 10, at 11:00 a.m. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, Chesapeake
$250,000
3 Beds ⋅ 1 Baths ⋅ 10655369 MLS
This Charming Western Branch home sits on a 1 acre lot in a prime location.**Being sold 50K below assessment in "as is" condition!**Many renovation possibilities**Ask about the possibility for the existing home to become an ADU after July 2027 allowing for a new home to be built on the same lot, per city zoning restriction**Newer HVAC**spacious den**nice 1990s kitchen remodel**love 320 sq ft. garage "workshop"**wood stove in lovely fireplace**Investors welcomed to turn this property into something special**more pics coming soon!

2521 Denning Lane, Chesapeake
$246,640
2 Beds ⋅ 2 Baths ⋅ 10653142 MLS
GET READY TO FALL IN LOVE WITH THIS BEAUTIFUL MOVE IN READY CONDO OFFERING THE PERFECT COMBINATION OF STYLE AND BEAUTY. STEP INSIDE AND YOU WILL BE WELCOMED BY A INVITING ATMOSPHERE WITH 10 FOOT CIELINGS. THOUGHTFULLY DESIGNED LIVING SPACE WITH CHARMING DETAILS FROM GRANITE IN THE KITCHEN TO TILE IN THE BATHS AND A MASTER BATH TO ROCK YOUR WORLD. DONT MISS THIS BEAUTIFUL GEM. ALL FURNITURE IS BEING SOLD AS WELL. MAKE AN OFFER.

4332 Hillingdon Bend Unit 106, Chesapeake
$245,000
2 Beds ⋅ 2 Baths ⋅ 10653328 MLS
Waterfront brick ranch a tidal canal that leads to the Elizabeth River. The kitchen opens to a spacious family room, with two large bedrooms and two full bathrooms. Oversized attached garage with carport, plus a detached single- ar garage. Flood insurance is not required. Property needs repairs and is being sold strictly AS-IS. Great opportunity for an investor or buyer looking to renovate and make it their own

2112 Christopher Drive, Chesapeake
$230,000
2 Beds ⋅ 1.1 Baths ⋅ 10653212 MLS
Welcome to this spacious 2-bedroom townhome in sought-after Western Branch with no HOA! The main level features a comfortable living area with a wood-burning fireplace, convenient half bath, and sliding glass doors leading to the back deck. The kitchen offers an eat-in dining area and includes a stainless steel appliances, disposal, and dishwasher. The washer and dryer are conveniently located on the main floor in the utility closet. Upstairs, the primary bedroom features a dual-entry ensuite bathroom with a large vanity and water closet with shower. Enjoy one of the largest fenced backyards in the neighborhood, with plenty of space for outdoor activities and entertaining. Great location with easy access to shopping, dining, major roads, and highly sought-after Western Branch schools.

3527 Radford Circle, Chesapeake
$229,995
2 Beds ⋅ 1.1 Baths ⋅ 10649707 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.

3202 Clover Road E, Chesapeake
$229,900
2 Beds ⋅ 1.1 Baths ⋅ 10649544 MLS
Welcome to 4336 StaffordDr! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and 1.5 bath. Recent upgrades include brand new HVAC system, kitchen, bathroom vanity, faucet, sliding patio door, light fixtures, 4 ceiling fans, stylish LVP flooring runs through downstairs, brand new carpet upstairs, enjoy the convenience of front parking and a private fence with stone patio area, great for relaxing and entertaining. Located in a desirable part of Chesapeake, no home owner association. You will enjoy easy access to shopping, dining, schools and major highways. This property combines comfort, style and location. Don't miss the chance to make it yours.

4336 Stafford Drive, Chesapeake
$227,000
2 Beds ⋅ 2 Baths ⋅ 10653350 MLS
Welcome home! This beautiful residence features an open floor plan and soaring nine-foot ceilings. The layout includes two bedrooms and two full bathrooms, highlighted by a primary suite with dual closets. The kitchen is equipped with stainless steel appliances and ample cabinetry, flowing seamlessly 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, this property offers one assigned parking space and access to shared amenities, including a swimming pool, grounds maintenance, and trash removal. Conveniently located near major highways, military bases, local shipyards, and the retail options surrounding Chesapeake Square, this home is perfectly positioned. Call today to schedule your private showing!

4332 Hillingdon Bend Unit 206, Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10649188 MLS
Welcome to this beautifully maintained 2 bedroom, 2 full bathroom, first floor condo. Freshly painted throughout, this home gives a bright, welcoming feel. Seamlessly flowing from the living area into the kitchen, the open floor plan makes daily living and entertaining a delight. Enjoy the convenience of first-floor access with no stairs. Additional highlights include close proximity to highways, shopping, and dining.

3528 Sugar Run, 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, Chesapeake
$223,500
2 Beds ⋅ 1.1 Baths ⋅ 10652647 MLS
Cozy two-bedroom townhome end unit located in the heart of the sought-after Western Branch community. Featuring a bright living area, airy eat-in kitchen, two spacious bedrooms with jack & jill bathroom, inviting fireplace and ample fenced backyard. Close to I-664, shopping, Western Branch schools and all the conveniences Chesapeake's 23321 corridor has to offer. Affordable, low maintenance living in a fantastic location. New roof 2024.

3435 Bruin Drive, Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10651040 MLS
Welcome to 3521 Sugar Run! Step inside and you’ll immediately notice the high ceilings and open, inviting feel. Offering 2 bedrooms, 2 full baths, and over 1,100 square feet, all living spaces are conveniently located on one level, with exterior stairs providing access to the home. Both bathrooms have been updated, while thoughtful touches like the barn door entrance to the pantry add character and style. The primary bedroom features its own private bath, and the second bedroom offers flexibility for guests, a home office, or additional living space. Conveniently located in Chesapeake’s Western Branch area near shopping, dining, and major roadways. If you’re looking for a move-in ready home that offers comfort, character, and an attractive Chesapeake price point, 3521 Sugar Run is one you’ll want to see. Schedule your private showing today!

3521 Sugar Run, Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10643135 MLS
Move in ready! Welcome to easy, low-maintenance living in the sought-after King's Pointe at Western Branch! This beautifully maintained 3rd-floor, 2-bedroom, 2-bath condo offers added privacy, abundant natural light, and peaceful treetop views from the large picture window. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the kitchen features ample cabinetry, generous counterspace, and a breakfast bar. The spacious primary suite includes a private bath, and both bedrooms offer comfortable accommodations. Enjoy resort-style amenities including a clubhouse, pool, water, trash pickup, and beautifully maintained grounds. Conveniently located near shopping, restaurants, interstates, and top-rated Western Branch schools, this move-in ready home offers the perfect blend of comfort, convenience, and carefree condo living!

4316 Hillingdon Bend Unit 305, Chesapeake
$200,000
10654314 MLS
BUILD YOUR HOME IN WESTERN BRANCH ON THIS QUIET CUL-DE-SAC IN DOCKLANDING AREA. CITY WATER AND SEWER ARE AVAILABLE. DONT MISS OUT ON THIS RARE FIND. BUILDER LIST PROVIDED IF REQUESTED.

.45AC Maple Drive, 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.