Chesapeake VA Real Estate | Chesapeake VA 5 Bedroom Properties for Sale

Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$747,995

5 Beds ⋅ 3 Baths ⋅ 10651967 MLS

Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, South Chesapeake

$650,000

5 Beds ⋅ 2.1 Baths ⋅ 10652716 MLS

Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, South Chesapeake

$540,000

5 Beds ⋅ 3.1 Baths ⋅ 10652858 MLS

Located in the highly sought-after Miars Farm subdivision, this beautifully refreshed home offers 3,164 square feet of well-designed living space, featuring 5 bedrooms, 3.5 baths, brand-new carpet, and fresh paint throughout selected areas. The main level centers around an upscale kitchen complete with a 5-burner gas stove, a center island, and custom cabinetry that flows effortlessly into the living areas. Outdoor living is a true delight, showcasing a welcoming front porch alongside a brand-new back porch seating area seamlessly attached to a charming gazebo.Exceptional versatility is found in the spacious bonus room over the garage, which serves easily as a 5th bedroom, home office, or media room. Thoughtfully equipped for comfort and peace of mind, the property also includes a full-house gas generator, a newer gas water heater, and all appliances to convey. Please call or text the listing agent for showings!

3405 Anita Circle, West Chesapeake

$614,785

5 Beds ⋅ 3.1 Baths ⋅ 10652862 MLS

The "Azalea" welcomes you w/ covered front porch. Formal Dining/Study in the Front & Drop Zone. L shaped Kitchen w/ custom cabinets, your choice of counters & Energy Star Appliances. Island offers extra storage & a great spot for meal prep. Breakfast Nook w/ sliding glass door access to rear patio looks into Great Room w/ Gas Fireplace if added. 1st flr boasts 4 beds, spacious Loft & Laundry Rm. Primary Suite is truly an oasis w/ 2 WIC, Sitting Rm & En-Suite Bath. Lots of choices available to personalize home to your needs! Finished w/ modern & energy efficient features from the ground up. Visit our Design Gallery & work w/ our Design Professional to make the selections best for you! Ask about our builder incentives with the use of builder's preferred lender!

1887 Paw Paw Place, West Chesapeake

$549,000

5 Beds ⋅ 2.1 Baths ⋅ 10652573 MLS

Just make it a short day and view this sprawling ranch! Enjoy the waterview from the covered porch. Set on 1/2+ acre this home provides plenty of room for the entire family.

2708 Meadow Drive W, West Chesapeake

$275,000

5 Beds ⋅ 2 Baths ⋅ 10652517 MLS

Unlock the potential of this rare 5-bedroom waterfront ranch in Western Branch, Chesapeake! Offering more than 1,800 square feet of living space at an exceptionally low price, this fixer-upper presents an incredible opportunity to renovate, customize, and build serious equity. Whether you’re an investor searching for your next profitable project or a homeowner ready to create a space that is uniquely yours, this property offers the size, location, waterfront setting, and possibilities to bring your vision to life. Bring your creativity and make this diamond shine!

3104 Bangor Drive, West Chesapeake

$300,000

5 Beds ⋅ 2.1 Baths ⋅ 10652461 MLS

Charming 5 bedroom, 2.5 bath, 2544 Sq Ft home in the sought after area of Camelot. Kitchen equipped with Granite Countertops and Stainless Steel Appliances. This spacious first floor consists of living room, formal dining room, den, family room, and additional bonus room to be used as bedroom/recreation. Plus luxury vinyl flooring installed throughout family room and bonus room. Roof: 30 year Architectural Shingle installed 2021. All windows have been replaced IN 2021. This home is centrally located close to highways 64, 664, Hampton & Monitor-Merrimac Tunnels.

836 Sir Lancelot Drive, South Chesapeake

$749,000

5 Beds ⋅ 2.1 Baths ⋅ 10652400 MLS

Welcome to this spacious 5-bedroom home set on nearly half an acre in the Grassfield school district! Designed for comfortable everyday living and effortless entertaining, the light-filled layout features soaring ceilings and generous living spaces. Kitchen showcases granite countertops, abundant cabinetry, and stainless steel appliances, opening naturally to the main living areas. A first-floor bedroom offers flexibility for guests, a home office, or playroom. Upstairs, the expansive primary suite features a sitting area with fireplace, oversized walk-in closet, dual vanities, soaking tub, and tiled walk-in shower. Outside, enjoy a large deck, hot tub, and fully fenced backyard with plenty of room to gather, play, and unwind. An above-ground pool is currently in place for buyers who would like it, with removal also an option. Oversized two-car garage, ample driveway parking, and convenient access to shopping, dining, and major roadways complete this exceptional Chesapeake home.

905 Washington Drive, South Chesapeake

$593,000

5 Beds ⋅ 2.1 Baths ⋅ 10652067 MLS

Special Buyer Bonus: Use our preferred lender and get your Home Inspection and Appraisal PAID FOR! Welcome home! Tucked away on a quiet cul-de-sac in desirable Miller's Run, this move-in-ready property welcomes you with a brand-new, rot-proof PVC front porch and brand new flooring throughout. Inside, enjoy an inviting kitchen equipped with updated appliances—including a new cooktop and dishwasher—plus a generous primary suite along designed for everyday comfort. Step out back to your private summer oasis! The spacious yard features an in-ground pool converted to saltwater in 2024 with updated equipment. The rear deck was extensively rebuilt with pressure-treated lumber. The seller will paint or stain it in your choice of color at closing! Schedule your private tour today and start packing!

3404 Louise James Court, South Chesapeake

$469,900

5 Beds ⋅ 2 Baths ⋅ 10650780 MLS

Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle!

1441 Whittamore Road, South Chesapeake

$565,900

5 Beds ⋅ 4 Baths ⋅ 10652084 MLS

5BDRM/4BATH CARTER MASTER MODEL! 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 kitchen will feature stone countertops, tile backsplash, soft-close drawers, & appliance pkg w/ gas range! Durable flooring throughout. 1st floor bedroom w/ full bath! 9-foot ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double stone-top vanity, soaking tub, & 5' shower. Gas heat!

MM Carter (5 Bed), West Chesapeake

$430,000

5 Beds ⋅ 2.1 Baths ⋅ 10651839 MLS

Welcome to 320 Oak Lake Terrace. This beautifully updated 5-bedroom, 2.5-bathroom home offers approximately 2,300 square feet of living space. The move-in-ready interior features an open-concept layout, a custom upgraded kitchen, modern finishes, barn doors, and updated flooring throughout generous living areas. Upstairs includes a large primary suite with a walk-in closet and private en-suite bath, plus four additional bedrooms that may be used as guest rooms, an office, or flex space. Outside, the fully fenced backyard offers a brick patio and a shed for additional storage. Conveniently located minutes from Greenbrier and Battlefield shopping and dining, major interstates, and area military bases.

320 Oak Lake Terrace, South Chesapeake

$769,000

5 Beds ⋅ 3 Baths ⋅ 10651816 MLS

Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake

$1,519,000

5 Beds ⋅ 4.1 Baths ⋅ 10651679 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, new paint and new flooring! 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

$415,000

5 Beds ⋅ 3 Baths ⋅ 10651362 MLS

Updated top to bottom and built for flexibility — this home offers two separate entrances, making it ideal for extended family living or rental income potential. The main residence features 3 bedrooms and 2 full baths, plus a charming bonus space that works beautifully as a home office, mudroom, or whatever your needs call for. The secondary living quarters include 2 bedrooms, a living room, 1 full bath, and is fully plumbed and ready for a kitchen. Recent improvements include a new roof, new windows, a brand-new 2026 HVAC system, updated bathrooms, freshly painted cabinets, and fresh paint throughout. A bright sunroom adds an amazing spot to relax year-round. Conveniently located close to shopping, dining, schools, and major routes. Move-in ready with all the big-ticket items already done — schedule your showing today.

2624 Powell Circle, South Chesapeake

$665,900

5 Beds ⋅ 3.1 Baths ⋅ 10651142 MLS

Financing opportunity 5.75 and 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 C welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with loft, 2 bedrooms + full bath -dual sinks, private tub/shower & 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. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland Lane, South Chesapeake

$695,000

5 Beds ⋅ 2.1 Baths ⋅ 10651057 MLS

Don't miss this Beautiful & Spacious 5 bedroom 2.5 bath home in the Grassfield High Zone! Outside,Your private backyard oasis awaits you w/ Saltwater pool, patio,& 2 pergolas w/tables perfect for entertaining & making memories! Inside,the Foyer leads to living & dining room areas & a convenient 1/2 bath. Open Sunny kitchen w/ granite counters, a center island, pantry & eat-in nook flows to family room w/gas Fireplace. First-floor flex room off kitchen is ideal for office,gym, playroom or whatever your needs may be! Upstairs offers an expansive primary suite w/ dual-entry walk-in closet & spa-like bath,tiled shower & double vanity.You will also find add’l bedrooms,hall bath, Laundry Room & a Theater room ready for Movie nights that can be 5th bedroom. Paid-off solar panels, dual-zone HVAC, tankless water heater & 2-car garage. Dominion Meadows has 5 parks, 2 lakes w/ fountains & community events. Close to interstates, bases, Dining,Shopping& more!—Come see & make this Home Yours!

2209 Beeblossom Lane, South Chesapeake

$585,000

5 Beds ⋅ 2.1 Baths ⋅ 10651123 MLS

JUST THE HOME YOU'VE BEEN LOOKING FOR! WELCOME HOME TO THIS BEAUTIFUL 5BR 2.5 BTH 2 CAR GAR HOME OFFERING THE PERFECT BLEND OF SPACE, COMFORT, AND STYLE. DESIGNED WITH BOTH EVERYDAY LIVING AND ENTERTAINING IN MIND. FEATURES GENEROUSLY SIZED BEDROOMS/CLOSET SPACE, INVITING GATHERING SPACES TO INCLUDE A SUNROOM/FLEXROOM, PLUS A ROOM OVER GAR, 4 LINEN CLOSETS, EXTRA STORAGE SPACE AND A WELL-PLANNED LAYOUT SUITED FOR A VARIETY OF LIFESTYLES. TASTEFULLY DESIGNED 2 STORY FOYER WITH ARCHS/COLUMNS AND AN OPEN STAIRCASE AS YOU ENTER HAS A WOW EFFECT. THE KITCHEN HAS A CENTER ISLAND PENDANT LIGHTS, GLASS MOSAIC BACKSPLASH, NEW LIGHT FIXTURES, SAMSUNG MICROWAVE, NEW FAUCET AND MORE. LIKE NEW SS GAS RANGE AND DISHWASHER ARE HIGH END APPLIANCES BY LG. KITCHEN TRANSITIONS INTO THE MAIN LIVING AREA CREATING A WARM AND WELCOMING ENVIRONMENT FOR HOSTING FAMILY AND FRIENDS. PRIMARY SUITE IS A PRIVATE RETREAT WITH A JETTED TUB, SEPARATE SHOWER, HIS/HERS VANITIES, WATER CLOSET, AND A LARGE WALK IN CLOSET. NEW FENCE JUST INSTALLED. SHOWS PRIDE OF OWNERSHIP! MUST SEE TODAY BEFORE IT'S GONE!

3201 Letcher Court Court, South Chesapeake

$724,990

5 Beds ⋅ 3 Baths ⋅ 10651102 MLS

The Lehigh single-family home combines smart design with light-filled spaces. Enter the inviting foyer, where versatile flex space can be used as a playroom, living room or office. The gourmet kitchen boasts a large island and pantry and connects to the dining and family room. Off the 2-car garage, a family entry controls clutter and leads to a quiet study/bedroom. Upstairs, a loft is an ideal entertaining spot outside 3 spacious bedrooms and a double vanity bath. The luxurious owner's suite offers a cozy getaway with large closets and private bathroom. You'll love The Lehigh.

1520 Jimmy Lane, South Chesapeake

$675,000

5 Beds ⋅ 3 Baths ⋅ 10650782 MLS

RAISE YOUR EXPECTATIONS! Come home to a MOVE-IN READY 5 Bedroom, 3 Full Bath beauty featuring an OPEN FLOOR PLAN, natural light & EXTRAS galore! Enjoy the GREAT ROOM with Gas Fireplace, open Dining Room and Kitchen with Granite, Stainless Appliances, full-sized Island, Breakfast Bar, loads of cabinets + two Pantries! The FIRST-FLOOR BEDROOM with Full Bath just steps away offers In-law or Multi-generational options. The delightful PRIMARY SUITE features 2 Walk-in Closets and lavish Bath with separate Tub & Shower. There's a WALK-IN ATTIC & tons of storage too! High-end upgrades include newer Composite Siding & Tankless Water Heater. VACATION AT HOME! Awesome SCREENED PORCH, manicured FENCED YARD, Hot Tub & Garden spaces await. Irrigation + 2 Sheds add even more! You'll love the 2-CAR GARAGE, Great Bridge Schools & TERRIFIC LOCATION near shopping, dining and expressways. Comfort, versatility, function and FUN all team up beautifully! Stop Looking for a House . . . Come Find It!

1125 George Olah Drive, South Chesapeake

$615,000

5 Beds ⋅ 3 Baths ⋅ 10650705 MLS

OPEN HOUSE FRIDAY, SEPT 4th 12pm-2pm Welcome to 1010 Cuervo Court, a spacious 5-bedroom, 3-bath home offering approximately 3,000 sq ft in sought-after Las Gaviotas! Flexible floor plan includes a first-floor bedroom and full bath, formal living room and a separate dining room. The large family room features cathedral ceilings, a stunning floor-to-ceiling brick fireplace, abundant natural light, and golf course views. Spacious primary suite offers a private balcony, large walk-in closet, and spa-like bath with dual vanities, jetted tub, and separate shower. Generously sized bedrooms, excellent closet space throughout, and a finished room over the garage provide plenty of space and flexibility. Additional features include a second level laundry room, side-loading 2-car garage, newer carpet, and fresh paint in select rooms. Enjoy the charm of this established Chesapeake community with beautiful streets, golf course surroundings, walking trails, and highly regarded schools.

1010 Cuervo Court, South Chesapeake

$800,000

5 Beds ⋅ 3.1 Baths ⋅ 10650728 MLS

Master Model- To Be Built- Bellhaven Multi-Gen by Wetherington Homes. This thoughtfully desinged floor plan offers flexible living spaces to suit a variety of needs. A private suite includes its own living area, optional kitchenette, private bath, washer/dryer hookup, and dedicated garage bay- ideal for extended stays, guests, or additional workspace. The open-concept main living area features modern finishes and functional design thoughout. Located in the desirable Hickory area of Southern Chesapeake with convenient access to shopping, dining, and major roadways. Contact our Sales Counselor today to schedule your appointment or for additional information.

MM Bellhaven-Multi-Gen, South Chesapeake

$645,500

5 Beds ⋅ 3 Baths ⋅ 10650640 MLS

Over 3,200 sq ft beautifully maintained 5br brick ranch in the heart of Riverbend/ Western Branch area. Situated on a spacious 0.756 acre lot. This multigenerational layout offers 4 generously sized bedrooms on the main level, including a primary suite w/ a stunning custom-modeled bath. The flexible fourth main-level bedroom off the kitchen can easily function as an in-law suite with walk in closet & a full bath conveniently located off the kitchen. The home features three full baths, plus an additional large bd over the garage, for guests, bonus room, or home office. The expansive kitchen opens seamlessly to the family room and showcases stainless steel appliances and granite countertops, great for everyday living & entertaining. Spacious formal living & dining room. Additional highlights include, large laundry room, three-zone HVAC system, gas water heater replaced in 2021, newer gutters & electric fence. Two-car garage & a wonderful backyard w/ tree house complete this rare Riverbend opportunity. NO HOA

1432 Pine Grove Lane, West Chesapeake

$595,000

5 Beds ⋅ 4 Baths ⋅ 10650611 MLS

This meticulously maintained home in the sought-after Grassfield area of Chesapeake is waiting for you! Featuring 5 bedrooms and 4 full bathrooms, this spacious home offers plenty of room for everyday living and entertaining. The upstairs primary suite provides a relaxing retreat with two closets, a double vanity, stand-up shower, and garden tub. Three additional bedrooms and two full bathrooms complete the upstairs living space. The downstairs bedroom with an en-suite bathroom offers flexibility for guests, an in-law suite, or home office. The well-appointed kitchen features granite countertops, a breakfast bar, and updated appliances. The spacious living room is warmed by a gas fireplace, creating a cozy gathering space. A bright sunroom offers peaceful views of the wooded backyard, where mature trees create a private and tranquil setting. Don't miss the opportunity to make this home in the desirable Grassfield area your next home! Come see today!

705 Creekwood Drive, South Chesapeake

$1,500,000

5 Beds ⋅ 3.1 Baths ⋅ 10650552 MLS

A builder's own estate — private, impeccable, and set on approximately eight wooded acres at the end of a quiet Chesapeake cul-de-sac. Custom-built by the builder for his own family, this brick-and-stone home reflects a level of care you rarely find. Nothing here has been left untouched; it lives like new construction. A long gravel drive winds past mature trees to the home, where a sweeping front porch offers multiple entries and room to linger. Deer, turkey, and other wildlife are frequent visitors. Inside, a grand open floor plan rises to cathedral ceilings, finished with updated tile flooring, crown molding, and Hunter ceiling fans. The living area anchors around a dramatic stone fireplace and flows into an eat-in kitchen with rustic cabinetry, updated KitchenAid appliances, an electric cooktop, and a large center island with bar seating. The first floor holds a spacious primary suite, generously sized baths, and a well-placed Jack-and-Jill. Upstairs, brand-new carpet runs through bedrooms of exceptional size, and the primary closet is fitted with extensive custom built-ins. The two-story garage apartment is a standout, two bedrooms, 1.5 baths, multiple living areas, and a full eat-in kitchen, great for guests, multigenerational living, or income potential. The garages themselves have been freshly painted white, bright and spotless. Recent improvements include fresh paint throughout, LED lighting, updated kitchen and bath fixtures, two new HVAC units, a mini-split serving the room over the garage, smoke detectors, smart locks, and an on-demand propane water heater. Estate infrastructure is equally serious: 600-amp electrical service, a four-inch private well with pump house, a new water-softening system, hard-ducted HVAC, an illuminated crawl space, and a septic system serviced in 2026. A concrete parking pad completes the property. Privacy, craftsmanship, and acreage — a genuinely distinctive Chesapeake estate.

1120 Kathleen Lane, South Chesapeake

$688,900

5 Beds ⋅ 3 Baths ⋅ 10650242 MLS

Proudly offered by its original owner, this beautifully maintained 5-bedroom, 3 bathroom home is a rare opportunity in one of the area's most desired neighborhoods. The thoughtfully designed floor plan features a spacious downstairs bedroom and full bath, ideal for guest or multi-generational living along with a Great room, well-appointed kitchen, dining room, and flex room. Upstairs you will find 4 additional generous sized bedrooms, including the primary suite with a beautifully updated bathroom and large closet. Enjoy gathering with family and friends in the inviting family room complete with a built-in bar. Start your mornings on the welcoming front porch and unwind in the evenings on the spacious back patio, perfect for outdoor dining, entertaining, or simply relaxing. Find out why Warrington Hall is one of the most desired communities with all of its amenities including: pool, playgrounds, ball fields, and tennis courts.

816 Poquoson Crossing, South Chesapeake

$529,900

5 Beds ⋅ 2.1 Baths ⋅ 10649924 MLS

Make this your first stop! This spacious home sits in a sought-after area and offers an incredible amount of space for the price. Featuring a large custom kitchen, generous living areas, and a huge deck for entertaining, this home has plenty of room to make it your own. One of the larger homes in the area, it backs directly to a wooded portion of Oak Grove Lake Park, creating a private backyard setting with direct access to running and biking trails. With a fantastic location, tons of square footage, and endless potential, it's hard to find this much home at this price point.

1152 Crystalwood Circle, South Chesapeake

$497,500

5 Beds ⋅ 3 Baths ⋅ 10650190 MLS

4624 Westborough Drive, West Chesapeake

$624,900

5 Beds ⋅ 3 Baths ⋅ 10650063 MLS

Welcome to 3649 Kathys Way! 2.25% assumable VA loan! Balance $380,616, matures in 2050. The curb appeal immediately catches your eye with a beautifully manicured lawn and welcoming exterior. Inside, you’ll find a thoughtfully designed floor plan filled with natural light, with each space flowing seamlessly into the next. A cozy sitting area, inviting living room, and spacious dining area create plenty of room to gather and entertain. At the heart of the home is the well-appointed kitchen, featuring a center island, stylish backsplash, dedicated coffee or bar area, and stainless steel appliances, including a new wine refrigerator. The primary bedroom offers a walk-in closet and a spa like bathroom with a freestanding soaking tub and glass enclosed shower. Four additional well sized bedrooms and two more full bathrooms provide plenty of space for family and guests. Outside, enjoy the spacious fenced backyard with a paver patio and fire pit creating an inviting setting for relaxing or entertaining.

3649 Kathys Way, South Chesapeake

$446,500

5 Beds ⋅ 2.1 Baths ⋅ 10650002 MLS

Full appliance package (including washer/dryer & refrigerator) on all existing inventory! Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

901 Railroad Avenue, Central Chesapeake

$725,000

5 Beds ⋅ 3 Baths ⋅ 10649882 MLS

MM Ashbee at Riverview Landing - To Be Built. The Ashbee is a 5-bedroom home with a first-floor Owner’s Suite, four bedrooms and a loft upstairs. Open-concept kitchen with large island, high-end finishes, double ovens, pantry, and plenty of counter space. Features include first and second-floor laundry (or option to convert upstairs laundry to a full bath), mudroom, and optional rear covered porch. Standard features and design options available. Convenient to shopping, dining, healthcare, and major roadways

MM Ashbee, 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

$495,000

5 Beds ⋅ 3 Baths ⋅ 10649531 MLS

Welcome home to this beautifully designed 5-bedroom, 3-bath home offering the perfect blend of style, space, and functionality. Elegant molding welcomes you into the foyer, setting the tone for the thoughtful details throughout. A main-level bedroom and full bath provide wonderful flexibility for guests, a home office, or multigenerational living. The spacious eat-in kitchen features 42-inch cabinetry, a center island with pendant lighting, and plenty of room for gathering and entertaining. Upstairs, retreat to the generous primary suite with a large walk-in closet, double vanities, and an impressive shower with dual shower heads. Spacious secondary bedrooms and a hall bath with double vanities and built-in shelving offer room for everyone. Even the everyday spaces shine with a dedicated laundry room featuring a folding table and a mudroom with custom built-ins for added organization. Outside, enjoy a backyard with stone pavers, perfect for relaxing, grilling, and entertaining.

265 Jarvis Road, South Chesapeake

$995,000

5 Beds ⋅ 3.1 Baths ⋅ 10649252 MLS

Some homes simply stand apart. Behind the beautiful grounds awaits a property that is anything but ordinary. Set on over 3 manicured acres, the home impresses from the moment you enter with hardwood floors, soaring ceilings, wrought iron railings & a dramatic two-story family room anchored by a Travertine fireplace. The completely renovated gourmet kitchen is equally stunning. A luxurious first-floor primary suite offers a spa-inspired bath, dual custom closets & private office overlooking the backyard. Upstairs, discover three additional bedrooms, a massive family room & flex space. Outside feels like a private resort with an EZ Breeze sun porch, saltwater pool, expansive Trex decking, fire pit & gorgeous mature landscaping. Impeccably cared for & thoughtfully updated throughout this is a home with far more to discover- it's one that truly needs to be experienced! This is a home with far more to discover - it's one that truly needs to be experienced. Grassfield School District.

2044 Hallmark Way, South Chesapeake

$685,000

5 Beds ⋅ 3 Baths ⋅ 10649624 MLS

Wake up to peaceful pond views from your private back deck in this immaculate 5-bedroom, 3-bath Etheridge Lakes retreat! Tucked away at the end of a quiet cul-de-sac, this 3,300+ square foot home delivers an exceptional blend of space, functionality, and scenic waterfront views designed for modern living. The highly flexible floor plan features a sought-after first-floor bedroom and full bath, great for long-term guests, multigenerational living, a private main-level office, or a quiet hobby space. Designed with everyday life in mind, the main level offers effortless flow across multiple living areas. Host holiday dinners in the formal dining room, work in peace from the separate front study, or gather in the sunlit breakfast nook for casual mornings. The spacious family room serves as the cozy heart of the home, anchored by a gas fireplace and bathed in natural light. At the center of it all sits the open kitchen with extensive counter space, and abundant cabinetry, making meal prep and hosting a breeze. And don’t miss the huge walk-in pantry. Upstairs, escape to the expansive primary suite, a true owner's sanctuary complete with a generous walk-in closet and a private ensuite bath featuring dual sinks and plenty of room to unwind. Three additional oversized bedrooms upstairs offer maximum versatility for family, guest rooms, remote work, or creative setups. Step outside to your private rear deck, where serene water views create a tranquil backdrop for morning coffee, weekend barbecues, or relaxing sunset drinks. Complete with an attached garage and an unbeatable location near top-rated Chesapeake schools, local parks, shopping, dining, and major commuter routes, this property offers the space and lifestyle buyers have been searching for. Schedule your private tour today to experience everything Etheridge Lakes has to offer!

804 Catrina Lane, South 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

$585,000

5 Beds ⋅ 2.1 Baths ⋅ 10648409 MLS

Welcome to 3410 Marla Court, tucked away on a quiet cul-de-sac in the sought-after Millers Run community of Chesapeake. Built in 2004, this beautifully maintained 5-bedroom, 2.5-bath home offers over 3,156 square feet of thoughtfully designed living space, combining generous room sizes with modern updates and a fantastic private setting. Brand new roof being installed 2026. Fresh paint with newer luxury vinyl plank flooring, the home features an inviting open floor plan that's for both everyday living and entertaining. The spacious family room flows seamlessly into the updated eat-in kitchen, offering abundant cabinetry, ample counter space, high-end stainless-steel appliances and plenty of room for family gatherings. A first-floor bedroom provides excellent flexibility as a guest room, home office, or playroom. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual vanities, while the updated hall bathroom has a new walk-in shower which adds a stylish touch for family and guests alike. A two-zone HVAC system helps keep the home comfortable year-round. Step outside to enjoy the screened-in porch overlooking a huge, fully fenced backyard that backs to peaceful woods, creating a private retreat for relaxing, entertaining, or letting children and pets play. Offering space, privacy, modern updates, and a desirable cul-de-sac location, this exceptional Millers Run home is ready to welcome its next owners.

3410 Marla Court, South Chesapeake

$675,000

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

$449,000

5 Beds ⋅ 2.1 Baths ⋅ 10649127 MLS

Full appliance package (including washer/dryer & refrigerator) on all existing inventory! Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

903 Railroad Avenue, Central Chesapeake

$800,000

5 Beds ⋅ 3 Baths ⋅ 10648827 MLS

Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof to be replaced Sept 21st.(2026)

917 Redleafe Circle, South Chesapeake

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10648556 MLS

Welcome to 1229 Priscilla Lane - a beautifully appointed 5-bedroom, 3.5-bath home offering exceptional space, comfort, and resort-style outdoor living in Chesapeake's desirable Hickory school district. From the moment you arrive, you'll appreciate the inviting presence and thoughtful design of this spacious residence. Inside, generous living areas provide plenty of room for both everyday living and entertaining, while five well-sized bedrooms offer flexibility for family, guests, a home office, or additional living space. The heart of the home flows effortlessly into the dining and gathering areas, creating a warm and welcoming environment for everything from quiet evenings at home to larger celebrations with family and friends. Step outside and discover your own private oasis. The sparkling swimming pool creates a true backyard retreat, perfect for summer entertaining, relaxing poolside, or making lasting memories with family and friends. The outdoor space provides the ideal extension of the home and a lifestyle that feels like a vacation without leaving your backyard.

1229 Priscilla Lane, South Chesapeake

$789,900

5 Beds ⋅ 3 Baths ⋅ 10648928 MLS

NEW PRICE—NOW $789,900! $25K+ REDUCTION. Located in a welcoming, highly desirable community with NO HOA, this meticulously maintained home offers the feel of new construction with over $75,000 in thoughtful upgrades. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—great for gathering and entertaining. Custom window treatments, upgraded lighting, smart-home features, a reverse-osmosis water system, and more elevate everyday living. A first-floor bedroom and full bath offer flexibility. Relax on the inviting front porch, enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this truly move-in-ready home delivers the best of both worlds: a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, South Chesapeake

$585,000

5 Beds ⋅ 3.1 Baths ⋅ 10648854 MLS

Truly spectacular and updates throughout. An inviting foyer opens to soaring cathedral ceilings and a flexible floor plan with room to spread out. The main living area centers on a gas fireplace, while the beautifully updated kitchen showcases updated cabinetry, new quartz countertops, new tile backsplash, high-end black finishes and newer appliances. New stylish LVP flooring and newer carpet flow throughout. The first-floor bedroom with en-suite is enormous, a true suite with private exterior access, a huge closet and a massive sitting room. Above the two-car garage, a spacious room with LVP flooring and cathedral ceilings works beautifully as a fifth bedroom, playroom, home office or additional living space. Improvements include a partially encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard, and a washer and dryer installed in 2023. Outside, the back porch overlooks a large yard with lush green grass, and the two-car garage plus generous driveway provide plenty of parking. Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in the neighborhood. The established community hosts social events throughout the year. Scenic walking trails and a convenient entrance shortcut connect directly to Western Branch Park and Western Branch Community Center, with playgrounds, basketball, tennis and pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields and nature trails just minutes away. Convenient to shopping, dining, military bases and major commuter routes.

2004 Acentala Quay, West Chesapeake

$584,900

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

$769,990

5 Beds ⋅ 3.1 Baths ⋅ 10648510 MLS

Master Model listing by D.R. Horton - To Be Built. The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational families! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Incentives with use of preferred lender! Pricing shown is the base price. Additional charges may apply for selected options, upgrades, lot premiums, and other enhancements.

MM The Tillman At Riverview Landing, South Chesapeake

$749,990

5 Beds ⋅ 4 Baths ⋅ 10648507 MLS

Master Model listing by D.R. Horton - To Be Built. The Summit floor plan offers generous living space across two floors, providing ample room for families of all sizes. The main level features a FIRST FLOOR BEDROOM and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room, filled with natural light. The spacious kitchen is a standout with a large kitchen island, quartz countertops, soft-close cabinets, and premium stainless steel appliances, including gas cooktop, Whirlpool appliances, and a walk-in pantry. Upstairs, the owner’s suite offers a huge walk-in closet, double vanities, a relaxing bathtub, and a separate shower, providing the perfect retreat. Additionally, the second floor features 4 spacious bedrooms, 2 full baths, a laundry room, and the loft area, offering even more flexible living space. Take advantage of exceptional savings when you finance with the preferred lender! Pricing shown is the base price. Additional charges may apply for selected options, upgrades, lot premiums, and other enhancements.

MM The Summit At Riverview Landing, South Chesapeake

$720,000

5 Beds ⋅ 2.1 Baths ⋅ 10648369 MLS

The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives! Directions: Mt. Pleasant Rd. to Back Road to Intracoastal Way. Follow the Wetherington Homes signs.

MM Bellhaven, South Chesapeake

$649,900

5 Beds ⋅ 3 Baths ⋅ 10648348 MLS

Space, style, and comfort come together at 2741 River Oaks Drive! Located in the desirable Taylorwood Estates community of Western Branch, this beautifully maintained 5-bedroom, 3-bath home offers approximately 3,500 square feet of versatile living space. The thoughtfully designed floor plan includes spacious living and dining areas, a bright kitchen with abundant cabinetry and workspace, and a first floor bedroom and a full bath—great for guests or multigenerational living. Upstairs, you'll find a spacious primary suite along with three additional bedrooms. Enjoy a fenced backyard great for entertaining, relaxing, or play. Conveniently located near shopping, dining, parks, schools, and major commuter routes. Don't miss the opportunity to make this exceptional home yours!

2741 River Oaks Drive, West Chesapeake

$1,199,000

5 Beds ⋅ 3.1 Baths ⋅ 10648292 MLS

Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels (to be paid off with acceptable offer), Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Make this an easy day and stop here first!

509 Ballahack Road, South Chesapeake

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