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$269,000
3 Beds 2 Baths 10638533 MLS
Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls & fresh paint throughout. HVAC replaced in 2016; serviced in 2026. Kitchen features granite countertops, stainless steel appliances, pantry, great cabinet space, and a convenient bar area. Rare first-floor bedroom with full bathroom. Upstairs includes 2 additional bedrooms, including spacious primary suite with vaulted ceiling, walk-in closet, wide vanity area, and private bath with tub. You will also love the extra closets and storage throughout. Riverwalk community offers a beautifully maintained setting with ponds, green space, a community pool, a playground, and wonderful amenities. 2 assigned parking spots for your cars, with the option to obtain an extra 3rd spot if needed. Convenient to shopping, dining, interstate access, parks, and Chesapeake favorites, while still feeling tucked away and peaceful. Some photos have been virtually staged/enhanced to help buyers visualize the property’s potential. Schedule your private showing today!

1414 Loose Strife Place, South Chesapeake

$699,000
5 Beds 2.1 Baths 10638474 MLS
Welcome home to 2209 Beeblossom Lane located in the sought-after Grassfield High School well-known for its STEM Academy! Built in 2016, this move-in ready 5-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and energy efficiency. Inside, you’ll find wood flooring, a kitchen with sunny eat in nook open to a den w/ cozy gas fireplace ready for the Fall& Winter holidays. Enjoy living , dining & extra office flex space room , ideal for entertaining or everyday living. The expansive primary suite is a true retreat, featuring a dual-entry oversized walk-in closet and a private en suite bath complete with a soaking tub and separate shower. Upstairs, the dedicated theater room with a big-screen setup is ready for unforgettable movie nights, game days, or family gatherings. Step outside to your own backyard oasis! Relax or entertain around the inground saltwater pool, all within a fully fenced backyard designed for privacy and fun. Additional highlights include a Rinnai tankless water heater and paid-off solar panels, providing energy savings and peace of mind. Dominion Meadows offers planned community events throughout the year, scenic sidewalks, & beautiful fountains that make every stroll through the neighborhood enjoyable. Convenient to interstates to bases, shopping , dining & more. Schedule a showing today & start making new memories in your new home!

2209 Beeblossom Lane, South Chesapeake

$569,900
4 Beds 2.1 Baths 10638424 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 steps (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

$1,695,000
5 Beds 3.2 Baths 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. Miele, Thermador and Viking appliances. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake

$338,000
3 Beds 2.1 Baths 10638077 MLS
Move right into this beautifully updated 3-bedroom, 2.5-bath condo offering nearly 1,900 square feet of stylish, low-maintenance living in the heart of Chesapeake. Freshly painted with gorgeous wood flooring on the main level and brand-new carpet upstairs, this home is truly move-in ready. The spacious open-concept layout is perfect for both everyday living and entertaining. The bright kitchen features stainless steel appliances, abundant cabinet space, a large walk-in pantry, and overlooks the dining and living areas, creating an inviting space to gather with family and friends. A versatile first-floor flex room provides the perfect space for a home office, playroom, or hobby room. Upstairs, the oversized primary suite offers a peaceful retreat with a spacious walk-in closet and an en-suite bathroom featuring dual vanities. Two additional bedrooms, another full bathroom, and a convenient upstairs laundry room complete the second floor. Step outside to your private, fenced patio—ideal for morning coffee, relaxing evenings, or weekend cookouts. An attached storage shed provides extra room for bikes, tools, and seasonal items. Enjoy the added value of the condominium association, which includes water, sewer, trash pickup, ground maintenance, a community pool, and recently replaced roofs, giving you peace of mind and easy living. Ideally located just minutes from Greenbrier’s premier shopping, restaurants, parks, military bases, hospitals, and major interstates, this home offers the perfect combination of comfort, convenience, and location. Don’t miss your opportunity to own this move-in-ready home—schedule your private showing today!

1428 Leckford Drive, South Chesapeake

$759,900
5 Beds 3 Baths 10637949 MLS
Welcome home! Large 5 bed, 3 full bath home tucked away in a quiet cul-da-sac in the Etheridge Lakes Community / Hickory School district! NO HOA fees! This home features a back yard oasis, fully fenced with a salt water in-ground pool and covered porch, large paver patio, hot tub, fire pit and well irrigation system to keep your grass lush and green! Inside features an open concept kitchen and large family room, 1st floor bed w/ full bath and formal dining. Upgrades include 2-Zone HVAC system (1st fl 2020, 2nd fl 2023), 2025 carpet replacement, 2021 pool liner replacement. Home also includes hardwired security system and surround sound system. Gas appliances include furnace and hot water heater. Book your tour and make this home yours!!

824 Sparks Trace, South Chesapeake

$685,000
5 Beds 3.1 Baths 10637618 MLS
Built in 2021, the home welcomes you with a covered front porch, an inviting entryway, and a formal dining room. Just off the large living room, highlighted by a gas fireplace with tile surround the chef’s kitchen features a large center island with sink, granite countertops, built-in double ovens, white shaker cabinets, tiled backsplash, pantry, eat-in area, and Frigidaire appliances. Luxury vinyl plank flooring spans the main living areas, mudroom, first-floor bedroom, and secondary baths. Upstairs, the spacious primary suite showcases tray ceilings, recessed lighting, and a spa-inspired bath with ceramic tile floors, double vanity, freestanding soaking tub, full tile shower, and private water closet. The four large bedrooms share a huge bathroom with double vanity. The finished room over the garage is complete with a large closet and access to the walk-in attic with additional storage. Custom upgrades include board-and-batten gables, craftsman-style trim, 220 fast charging station and well pump in the garage, and oversized windows that flood the home with natural light. Outside, enjoy a covered patio overlooking the expansive backyard and side yard, complete with a basketball court and storage shed. Come tour your next home!

200 Heron Bay Lane, South Chesapeake

$743,425
4 Beds 3.1 Baths 10637705 MLS
Beautiful lot backing to mature tree line. Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2052 Charwood Drive, South Chesapeake

$416,000
4 Beds 2.1 Baths 10637465 MLS
NEWER HVAC, UPDATED KITCHEN, NEW PLUMBING, EV CHARGING STATION! And the YARD!! Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living. Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new plumbing, making this home truly move-in ready. The attached garage and two separate driveways provide plenty of parking and convenience. Step outside to enjoy a large, shaded backyard, imagined for relaxing, entertaining, or enjoying quiet evenings outdoors. Located in a quiet neighborhood near the naval base, this home offers both tranquility and accessibility. With its thoughtful updates, spacious design, and beautiful outdoor space, 909 Portland Street is truly a must-see.

909 Portland Street, Central 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, West Chesapeake

$615,000
4 Beds 2.1 Baths 10636808 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining. One or more photos have been virtually staged.

1853 Rockwood Drive, South Chesapeake

$539,900
4 Beds 2.1 Baths 10636555 MLS
Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake

$465,000
4 Beds 2 Baths 10636036 MLS
Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody’s, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

2744 Horseshoe Drive, South Chesapeake

$429,900
3 Beds 2.1 Baths 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, South Chesapeake

$599,900
4 Beds 2.1 Baths 10635073 MLS
Welcome to resort-style living in highly sought-after Hickory Manor! Beautifully maintained and showing like brand new, this stunning home offers the perfect blend of modern comfort and style. The bright, open-concept living spaces are highlighted by a showstopping kitchen featuring upgraded cabinets, premium countertops, and a custom backsplash added after the original build. Beyond the pristine, move-in-ready interior, you will enjoy a low-maintenance lifestyle with unparalleled HOA amenities that are truly one-of-a-kind in Hickory. Enjoy worry-free living with grounds maintenance and trash pickup included. Spend weekends at the resort-style pool with its outdoor kitchen and cabana, hit the 24/7 fitness center, or host parties in the expansive clubhouse great room. The neighborhood boasts scenic trails, 5 community lakes, a playground, and vibrant monthly community events. Schedule your tour today!

355 Middleton Way, South Chesapeake

$454,000
4 Beds 3.1 Baths 10634289 MLS
Discover this stunning 2021-built 3-story 2177 square foot home in Chesapeake’s coveted school district (Grassfield/Great Bridge). Featuring 4 bedrooms and 3.5 baths, this home boasts a rare top-floor private suite for ultimate privacy, home office, or multi generational living. The upgraded interior includes a large bumped-out Chef style kitchen, stylish glass backsplash, premium cabinets, and luxury LVP flooring. Say goodbye to yard work with your own antibacterial pet-grade turf backyard! Additional perks: Fully finished garage with a side-mount opener preserving valuable ceiling storage space. Enjoy maximum convenience with a tankless water heater. Easy commute to Naval Stations & beaches. This is the perfect blend of luxury, comfort, and low-maintenance living.

404 Rhema Road, South Chesapeake

$915,500
4 Beds 3.1 Baths 10633216 MLS
Experience The Holden at Sanderson Estates, an exquisite Portfolio Collection design perfectly suited for this expansive 1-acre homesite on well and septic. This masterfully designed floorplan features 4–5 spacious bedrooms and 3.5–4 bathrooms. The main level is a showcase of sophistication, anchored by a first-floor primary suite with a spa-inspired standalone shower and a room-sized walk-in closet. A gourmet kitchen with a massive center island and walk-in pantry serves as the heart of the home, flowing seamlessly into the great room and a sun-drenched breakfast area. Upstairs, the versatility continues with a generous loft and a dedicated media room, can be used for a home theater or library. The Holden blends practical design with high-end style. Ask about TRUSTED LENDER INCENTIVES. Prices vary by homesite and selected options; call today to schedule a tour and explore the possibilities of building your dream home in Chesapeake!

2864 Raccoon Trail, South Chesapeake

$2,490,000
5 Beds 7.1 Baths 10633717 MLS
Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and beverage stations, and open flow into main living areas. Media room and flexible spaces throughout. All bedrooms offer private ensuites and walk-in closets. First-floor primary suite includes spa bath, dual closets, sitting area, and outdoor access. Elevator, 5-zone HVAC, central vacuum, multiple laundry areas. Temperature-controlled garages accommodate up to 8 vehicles including detached garage with apartment and workspace. Exceptional opportunity to compare Chesapeake waterfront value to Virginia Beach pricing.

4112 Mingo Trail, Central Chesapeake

$444,900
3 Beds 3.1 Baths 10633425 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, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary suite & WIC. Double quartz vanity & 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.

4914 Apricot Way, West Chesapeake

$729,000
4 Beds 3.1 Baths 10632479 MLS
Gorgeous custom-built home by award winning builder. Loaded with upgrades and fabulous features. Dramatic foyer with cathedral ceiling, hand crafted circular staircase, and electronic chandelier that lowers for easy cleaning. Gourmet kitchen with custom cabinets, granite counters, stainless steel appliances, and reverse osmosis water filtration. Luxurious master suite with panned ceiling and rope lighting set in crown molding. Huge in-law suite with private bath. Open and flowing floor plan with large rooms throughout. Drive through portico leads to rear loading 2 car garage and additional parking. Assumable loan. Conveniently located to interstate, shopping, and dining. Come see this gorgeous custom house and make it your next home!

401 White Egret Cove, South Chesapeake

$639,900
4 Beds 2 Baths 10633148 MLS
This custom-built ranch has been refreshed and is ready for its next owner. Featuring 4 bedrooms, 2 baths, soaring 12-foot ceilings, and approximately 2,863 square feet of living space, this home offers comfortable one-level living on a private setting. Enjoy kitchen w/ granite countertop, bar seating, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; large breakfast nook overlooking a tranquil country backyard. Stunning great room with gas fireplace; hardwood floors, crown molding; Large formal dining room w/chair rails. Private study/office w/ custom built cabinets and bookshelves, granite counters and full-light doors; tray ceiling, primary bedroom w/large custom design walk-in closet. Finished room over garage serves as 4th bed/bonus room. No HOA; Encapsulated crawlspace; Great Bridge, but relatively near the heart of Chesapeake, minutes from shops, schools, interstate, & hospitals. Some photos are virtually staged.

732 Washington Drive, South Chesapeake

$609,900
6 Beds 3 Baths 10632620 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. Call for delivery dates.

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

$784,635
4 Beds 3.1 Baths 10632680 MLS
Somerset ranch with FROG, September Delivery. Fenced backyard backs mature tree line and includes large patio for outdoor entertaining! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, and butler's pantry, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary.

713 Crestfield Drive, South Chesapeake

$1,075,000
6 Beds 4.1 Baths 10632029 MLS
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes and smart-home integration throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake

$1,550,000
5 Beds 4.1 Baths 10632068 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, 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.