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4985 Boone Road, West 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, West Chesapeake

816 Haversham Close Unit 19, South Chesapeake
$369,000
3 Beds ⋅ 2.1 Baths ⋅ 10650106 MLS
Welcome to this well-maintained 3-bedroom, 2.5-bath home in the desirable Warrington Hall community of Chesapeake. Offering approximately 1,776 square feet across two levels, this home features a comfortable and functional floor plan. The first floor offers spacious living and dining areas, a kitchen, and convenient half bath. Upstairs you'll find three bedrooms and two full baths, with brand-new carpet throughout the entire upper level. Additional features include an attached finished garage, forced-air heating and cooling, brick exterior, asphalt hip roof, open porch, and unfinished attic for added storage. Enjoy the convenience and low-maintenance lifestyle of attached-home living in a well-established Chesapeake community. Move-in ready and waiting for its next owner!

816 Haversham Close Unit 19, South Chesapeake

808 Monroe Court, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10649872 MLS
Low-maintenance living awaits in this rare detached 3 BR, 2.5 BA Greenbrier condo. Enjoy a 2-car garage, fully fenced backyard, & primary en-suite and laundry on the first-floor. The open kitchen to main living area with gas fireplace. Additional flex room great for a home office, or media room. Recent 2025 updates include a new HVAC, granite counters with subway tile backsplash, LED recessed lighting, and more; washer/dryer replaced in 2021. Association handles exterior care; roof, siding, power washing, termite prevention, and front yard maintenance. Conveniently near Town Center, grocery stores, dining, parks, farmer markets & easy interstate access. This home blends convenience, comfort, and low-maintenance living beautifully.

808 Monroe Court, South Chesapeake

201 Maggie Bell Lane, South Chesapeake
$612,900
3 Beds ⋅ 2.1 Baths ⋅ 10650042 MLS
To Be Built - Low Loan Rate, NO PMI! SITE: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, and designer finishes. First-floor primary suite with custom walk-in closet and spa bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

201 Maggie Bell Lane, South Chesapeake

1421 Saint Brides Road West, South Chesapeake
$899,900
4 Beds ⋅ 3.1 Baths ⋅ 10650094 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake

MM Boone Grove, West 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, West Chesapeake

MM Piney Grove, West 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, West Chesapeake

4112 Mingo Trail, Central Chesapeake
$2,495,000
6 Beds ⋅ 7.1 Baths ⋅ 10649916 MLS
Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Central Chesapeake

2213 Wildwood Road, South Chesapeake
$429,900
4 Beds ⋅ 2 Baths ⋅ 10649889 MLS
Welcome home to this classic 4 bedroom, 2 bath brick home offering timeless character and plenty of space to enjoy inside and out. A charming side porch adds to the home’s inviting appeal, while the spacious backyard is made for warm-weather living with a large in-ground pool and plenty of room to relax or entertain. An additional detached brick building, formerly used as a garage, offers flexible bonus space and includes a full bathroom and kitchenette. Use it as a workshop, home office, pool house, hobby space, or additional storage. The possibilities are yours. With its classic brick exterior, great outdoor spaces, and versatile detached building, this property offers a combination of character, function, and potential.

2213 Wildwood Road, South Chesapeake

3504 Riverwood Crescent, South Chesapeake
$839,900
5 Beds ⋅ 4.1 Baths ⋅ 10649639 MLS
Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake

3120 Deans Court, West Chesapeake
$580,000
4 Beds ⋅ 3 Baths ⋅ 10649657 MLS
Beautiful, solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. $5,000 cosmetic or closing cost allowance with full price offer. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. Enter a large foyer that flows into a dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Circle into a large kitchen with breakfast area that leads to a 4 seasons sunroom where you can listen to baseball games over the summer. Enjoy FIRST FLOOR LIVING in a massive primary bedroom and second spacious bedroom with hallway full bath. Windows galore allowing natural light throughout the home. Downstairs laundry room. Upstairs, a spacious 3rd bedroom with full bath, walk-in closet and loft area. 4th oversized bedroom over the garage feels a separate, private oasis. Newer fully fenced backyard with above ground salt water pool. 2 car garage, whole house backup generator, tankless water heater and storage shed. Well irrigation system conveys "as is". Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, West Chesapeake

4215 Surf Avenue, Central Chesapeake
$489,900
5 Beds ⋅ 3 Baths ⋅ 10649524 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

1916 Orangewood Road, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

205 Maggie Bell Ln., South Chesapeake
$604,900
3 Beds ⋅ 2.1 Baths ⋅ 10649232 MLS
To Be Built - Low Loan Rate, low down, NO PMI! Sales center: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR or Loft. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

205 Maggie Bell Ln., South Chesapeake

217 Maggie Bell Ln., South Chesapeake
$628,900
4 Beds ⋅ 2.1 Baths ⋅ 10649233 MLS
To Be Built - Low Loan Rate, low down, NO PMI! Sales center: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage & 2nd laundry room & 4th BR and Opt Full Bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

217 Maggie Bell Ln., South Chesapeake

1617 Banff Court, South Chesapeake
$650,000
5 Beds ⋅ 2.1 Baths ⋅ 10649105 MLS
Welcome home to this spacious property designed for comfortable living and effortless entertaining! Brand-new LVP flooring flows throughout the entire first floor, where an expansive living area offers plenty of room to gather. The well-appointed kitchen connects to a bright, versatile space that can serve as a sunroom, breakfast nook, or dining area. There is also a downstairs office off to the back the home. Step outside to your own backyard retreat featuring a paved patio, an in-ground fiberglass pool, and a charming gazebo area great for outdoor entertaining. The furnished pool house provides the perfect spot to relax and unwind after a summer day by the pool. Upstairs, the massive primary suite features a generous walk-in closet and a private bath with a walk-in shower, double vanity, and separate water closet. Additional bedrooms offer ample closet space, and the conveniently located upstairs laundry makes everyday routines easier. The home also delivers wonderful curb appeal, a large driveway with space for up to four vehicles, and an oversized two-car garage offering abundant storage. With flexible living spaces, impressive storage, and a backyard made for entertaining, this home has so much to offer!

1617 Banff Court, South Chesapeake

729 Wood Duck Lane, South Chesapeake
$615,000
3 Beds ⋅ 2 Baths ⋅ 10648901 MLS
Welcome to waterfront living in Deep Creek! This 3 bedroom, 2 bath Cape Cod style home is a must-see with its' attractive updates and exceptional setting with deep water access to the George Washington Canal Deep Creek inlet. The inviting outdoor space was designed to enjoy the waterfront lifestyle. This beautifully landscaped property features a covered private boat dock, boat shore power, upgraded bulkhead, spacious deck, tiki bar with power, and charming gazebo with a swing, creating an optimal setting for relaxation or entertaining in or out of the water. You do have to go indoors sometime, though, right? Step inside to a beautiful, light-filled sun room, where you can enjoy those stunning water views year-round. The interior continues to impress with a tastefully updated kitchen featuring abundant cabinetry and storage, butcher-block counter tops, and new stainless steel appliances. The spacious great room is the heart of the home, offering beautiful hardwood flooring, upgraded gas fireplace with remote, built-in shelving and storage, gorgeous natural light, and captivating water views. The large first-floor primary bedroom provides comfort and convenience with a fully upgraded en suite bath. Upstairs, two additional over-sized bedrooms with storage to match and another fully updated bathroom offer plenty of space for family or guests. Adding even more versatility is the detached two car garage with a FROG. This flexible expansive bonus space with so much storage can easily adapt to your needs, whether envisioned as a private office, rec room, studio, or an extra bedroom. With all new light fixtures inside and out, freshly painted interior and exterior, newer HVAC in excellent condition, new gas water heater, new windows, new roof, new appliances, new flooring, upgraded kitchen and bathrooms, this one-of-a-kind waterfront home is more than move-in-ready! Range and dryer can be converted to electric as the hook up is already available! An opportunity like this doesn't come around very often, don't let it pass you by!

729 Wood Duck Lane, South Chesapeake

2021 Guava Lane, West Chesapeake
$449,900
3 Beds ⋅ 3.1 Baths ⋅ 10649023 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level END UNIT Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, crown molding & soft-close drawers. Easily maintained & durable LVP flooring throughout 1st level & baths. Crown molding throughout 1st level. Lighted tray ceiling in primary suite & WIC. Double upgraded quartz vanity & 5' glass-enclosed shower in en-suite. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

2021 Guava Lane, West Chesapeake

633 Ambrose Street, South Chesapeake
$769,900
5 Beds ⋅ 3 Baths ⋅ 10648928 MLS
2.85% ASSUMABLE VA LOAN! $75K+ IN UPGRADES, NO HOA & NO MONTHLY WATER BILL! Located in a welcoming, highly desirable community, this meticulously maintained home offers the feel of new construction with thoughtful upgrades throughout. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—perfect for gathering and entertaining. Pottery Barn lighting and designer accents, custom window treatments, custom glass showers, smart-home features, and a reverse-osmosis water system elevate everyday living. A first-floor bedroom and full bath offer flexibility for guests or multigenerational living. Relax on the inviting front porch or enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this move-in-ready home pairs a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, South Chesapeake

5025 Duxbury Road, West Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10648991 MLS
The beautiful 4 bdrm Buxton model is MOVE-IN READY & features a 1st level 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, West Chesapeake

2208 Wilmington Avenue, West Chesapeake
$599,900
5 Beds ⋅ 2.1 Baths ⋅ 10648848 MLS
A versatile floor plan with ample space for entertaining! The Palm offers 5 Bedrooms, 2.5 Baths, a large Family room, open to the kitchen, all BRs on the 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet. 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! The 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.

2208 Wilmington Avenue, West Chesapeake

377 Scotland Lane, South Chesapeake
$612,500
4 Beds ⋅ 2.1 Baths ⋅ 10648755 MLS
To Be Built - Low Loan Rate, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower, & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South 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.