Chesapeake VA VA 5 Bedroom Real Estate, Homes, Condos for Sale

FRESH EGGS, BIG FREEDOM, ENDLESS POTENTIAL in Chesapeake's desirable Blackwater area! Welcome to your private sanctuary—the ultimate lifestyle upgrade. Picture sipping morning coffee while collecting farm-fresh eggs from your backyard chickens, surrounded by peaceful green space. Enjoy pure, independent water from your premium 600+ ft Certified Artesian well, complete with a double tank water softener and an energy-efficient tankless electric water heater. Dream big with future-proof infrastructure: an oversized septic system is already in place to support an ADU, multi-generational living, or rental income. Built for comfort and efficiency, this ultimate hobbyist setup includes a premium dual-fuel HVAC and a sub-panel wired for a generator. Whether you envision a luxury guest cottage, a workshop, or an expanded country compound, the foundation is completely set. Schedule your tour today!

1336 Blackwater Road, South Chesapeake

$449,000

5 Beds ⋅ 2.1 Baths ⋅ 10645903 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 4-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!

MM Railroad Ave (Trestle), Central Chesapeake

$660,000

5 Beds ⋅ 3.1 Baths ⋅ 10645822 MLS

Gorgeous and spacious 3500 sq ft home has been updated plus FULLY PAID OFF SOLAR PANELS! Featuring an amazing open concept floor plan with new LVP flooring, a large primary suite with an updated full bath! The home includes fresh painting throughout, newer HVAC, granite counters, a tankless water heater, a large 2 car garage, a metal fenced-in backyard, gazebo and a large 320 sq ft powered shed/workshop! Right near the heart of Greenbrier in Kemp Bridge, you don't want to miss this one!

1439 Kemp Bridge Drive, South Chesapeake

$395,000

5 Beds ⋅ 3 Baths ⋅ 10645788 MLS

Welcome to 1421 Ardmore Circle! This charming cape cod home offers 5 bedrooms and 3 full bathrooms nestled on almost 1/2 an acre. Step inside to find a welcoming layout designed for both everyday living and entertaining. The spacious kitchen has been completely updated with white shaker style cabinets, quartz countertops, new stainless steel appliances, new faucet, new light fixture and new flooring. There are 3 generous sized bedrooms on the first floor and 2 upstairs with a full bath. All new windows just replaced, as well as exterior/interior doors. Seller will provide a clear termite/moisture letter from Priority Pest. This home is a must see! Please text listing agent for an appointment.

1421 Ardmore Circle, Central Chesapeake

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10645747 MLS

Beautiful 5-bedroom, 3-bath home built in 2017 and thoughtfully upgraded, located on a private cul-de-sac with a large, vinyl privacy-fenced yard. Inside, the open floor plan features LVP flooring, a gas fireplace, and a seamless flow into the remodeled kitchen, complete with quartz countertops, custom cabinetry, under-cabinet lighting, and updated appliances (2024). The kitchen complimented with a built-in breakfast nook and custom pantry, while additional custom cabinetry enhances select bedrooms. The primary suite offers a stylishly renovated bath for a true retreat feel. Come outside to enjoy the spacious, private backyard, ideal for relaxing or entertaining with gazebo patio, playground, trampoline and kids pool. The home also includes a finished 3+ car garage with epoxy floors, overhead storage, and a 240V outlet for EV/RV/generator use. Additional features include pre-wired surround sound, Cat5/TV connections in all bedrooms, an irrigation well, attic fan.

3500 Kathys Way, South Chesapeake

$725,000

5 Beds ⋅ 3 Baths ⋅ 10645753 MLS

This meticulously cared for home has an open floor plan! Bedroom and full bath downstairs to use for guests or office! Living room is large with gas fireplace and has surround sound. Granite countertops and breakfast bar in the kitchen with a stainless appliance package, custom built ins and large pantry plus a breakfast area. Huge Primary suite has custom closet factory walk in closet. Large bedrooms. Screened in porch overlooks saltwater in ground pool. Sprinkler system, and beautiful views of the water. Amenities in this neighborhood include lakes with fountains, a park, natural landscaping and trails.

136 Bella Drive, South Chesapeake

$765,000

5 Beds ⋅ 4 Baths ⋅ 10645689 MLS

The Macon Model at Riverview Landing - Master Model Listing by Wetherington Homes. Buyers may select their lot and personalize available design options. The community offers eight thoughtfully designed floor plans along with multiple exterior elevations that highlight architectural detail and curb appeal. This plan features five bedrooms, four bathrooms, a loft, and a first-floor bedroom with a full bath. The chef-inspired kitchen includes upscale finishes, a large island, and a Butler's pantry. Designed to balance functionality and craftsmanship, this home offers modern conveniences with thoughtful design throughout. Contact us today for additional information, to join the VIP interest list, and to schedule an appointment. Discover the opportunity to build in this new community with convenient access to everyday amenities!

MM Macon, South Chesapeake

$706,670

5 Beds ⋅ 3 Baths ⋅ 10645425 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.

217 Henry Jefferson Way, South Chesapeake

$584,900

5 Beds ⋅ 2.1 Baths ⋅ 10645337 MLS

A versatile floor plan with ample space for entertaining! Tha Palm offers 5 Bedrooms , 2.5 Baths, a large Family room, open to the kitchen, all BR's on 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! 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.

2202 Wilmington Avenue, West Chesapeake

$674,000

5 Beds ⋅ 2.1 Baths ⋅ 10645285 MLS

Welcome home to a beautiful one owner home in the highly sought after neighborhood of Dominion Meadows, and Grassfield High School District. Built in 2020, this home offers a bright open-concept design, with 5 spacious bedrooms, and 2.5 baths. Versatile living room or home office, formal dining room, gourmet kitchen with large island, custom cabinetry, granite countertops, stainless appliances, and pantry flows into the spacious family room. Upstairs you will find a laundry room, and generously sized bedrooms. Luxurious primary suite with tray ceiling, spa bath, oversized custom closet. Outside unwind in the screen porch, or the large patio enjoying privacy in the fenced backyard while spending time with family or entertaining with friends. Easy commute to all military bases, and a few minutes away from shopping, restaurants, and entertainment.

815 Angel Wing Drive, South Chesapeake

$389,000

5 Beds ⋅ 2 Baths ⋅ 10645194 MLS

Stunning fully renovated 5-bed, 2-bath home featuring brand-new kitchen cabinets, premium granite countertops, and stainless steel appliances. Includes a new roof, vinyl windows, and modern upgraded bathrooms with top-of-the-line finishes and meticulous attention to detail. Spacious backyard perfect for entertaining.Stunning fully renovated 5-bed, 2-bath home featuring brand-new kitchen cabinets, premium granite countertops, and stainless steel appliances. Includes a new roof, vinyl windows, and modern upgraded bathrooms with top-of-the-line finishes and meticulous attention to detail. A move-in-ready home designed for comfort, style, and quality.

2415 Chesapeake Circle, Central Chesapeake

$235,000

5 Beds ⋅ 3.1 Baths ⋅ 10644850 MLS

Investor special with endless potential! Opportunity awaits at this 5-bedroom, 3½-bath home offering nearly 2,000 square feet of living space. Whether you’re an investor, flipper, or buyer looking to build sweat equity, this property is ready for your vision. The flexible floor plan provides plenty of room for a growing household or future rental investment. New water heater; HVAC and windows are 5 years old.

737 Partridge Avenue, Central Chesapeake

$765,000

5 Beds ⋅ 2.1 Baths ⋅ 10645076 MLS

Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

1629 Shillelagh Road, South Chesapeake

$689,900

5 Beds ⋅ 3 Baths ⋅ 10644830 MLS

SPACIOUS 5 BEDRM, 3 BATH ALL BRICK HOME NESTLED IN 1 OF GREAT BRIDGE'S MOST DESIRABLE COMMUNITIES. OVER 3,000 SQ FT OF SPACE. FEATURES VERSATILE FLOOR PLAN W/ GENEROUS ROOMS, HIGH CEILINGS, HARWOOD FLOORS & OVERSIZED GARAGES W/BUILT IN STORAGE & WORKSPACE. REAR DECK PROVIDES PRIVATE & RELAXING OUTDOOR AREA. EXCELLENT OPPORTUNITY FOR NEW OWNER TO PERSONALIZE THE INTERIOR & CREATE THEIR DREAM HOME WHILE BUILDING INSTANT EQUITY. CONVENIENTLY LOCATED NEAR TOP RATED SCHOOLS, INTERSTATE MUNICIPAL CTR

806 Falls Creek Drive, South Chesapeake

$542,000

5 Beds ⋅ 2.1 Baths ⋅ 10644796 MLS

Large Home 3300 sq ft in Western Branch area of Chesapeake 5 Bedrooms, Large Family room with wood burning fireplace. Gas Water Heater & Gas Heat, Large Fenced Yard w/10X10 Shed; Roof 2014 (50 year architectural) Well, Sprinkler System Front Yard. Large Kitchen with Island & Walk in pantry. Large Primary Ensuite with walk in Closets; Dual sinks. Seller Offering CCA or Rate Buy Down with Full Price offer

3025 Crossings Drive, West Chesapeake

$719,000

5 Beds ⋅ 3 Baths ⋅ 10644835 MLS

Your new home in the beautiful Chapel Hill Estates has arrived. Spacious modern house on a 0.3 acre corner lot. 5 bedrooms including a room on the first floor with a full bath! Beautiful wood flooring and decor throughout that really makes this feel like home. Back porch looks out over an incredible fenced in backyard. Everything you want in your forever home can be found here!

1228 Rosebud Lane, South Chesapeake

$825,000

5 Beds ⋅ 3 Baths ⋅ 10644737 MLS

Beautiful 5 Bedroom Brick Home featuring a spacious open floor plan perfect for everyday living and entertaining. The large kitchen offers stainless steel appliances, abundant cabinetry, and ample prep space. A standout feature of the home is the custom library, complete with French doors, built-in shelving, and a rolling ladder, creating an elegant and inviting space for work, reading, or relaxation. The main level includes a guest bedroom and full bath. Upstairs you'll find a media room and an oversized primary suite with double closets and a luxurious bathroom featuring a jetted tub, separate shower, a double vanity and private toilet room. Be sure to notice the built-in light-up stairs going up to the second floor! Enjoy your own private backyard oasis with mature landscaping, an in-ground saltwater pool, hot tub, and an expansive custom paver patio, ideal for relaxing or entertaining. Extended driveway with Boat/RV pad. Located in the sought after Great Bridge school district and community, local shops and restaurants, and close to the interstate for a quick trip to OBX!

208 Leicester Court, South Chesapeake

$699,900

5 Beds ⋅ 3.1 Baths ⋅ 10644549 MLS

Experience everyday convenience and modern living in this stunning Ashburne floorplan featuring over $90,000 in custom upgrades. Situated on a large lot, this exceptional home offers the perfect blend of comfort and style. Relax on the spacious covered patio with peaceful pond views. Inside, enjoy open-concept living with 9' ceilings, beautiful wide oak flooring, and custom white cordless blinds throughout. The designer kitchen features white shaker cabinetry with custom pull-out drawers and dividers, a contrasting blue island, quartz countertops, and an upgraded appliance package. Two primary suites—1 on each level—plus 3 additional bedrooms provide exceptional flexibility. Additional highlights include a custom tile and frameless glass shower in the upstairs primary suite, crown moulding, walk-in closets with wood shelving, and a 2-car garage with epoxy flooring and 220V/50A EV outlet. Resort-style amenities include a pool, fitness center, clubhouse, playground, and scenic lakes.

410 Middleton Way, South Chesapeake

$749,900

5 Beds ⋅ 2.1 Baths ⋅ 10644769 MLS

Come relax and float in the lake. Stunning 2 story open & airy with cozy den & built in shelves and gas logs Newer kitchen with double ovens upgraded appliances. Large Sun Room Mr. Rogers lifetime windows. Shed with power. New light fixtures. Primary closet has California Closets System system. Tray ceiling. Freshly painted and new carpet.

928 Sydenham Boulevard, South Chesapeake

$815,000

5 Beds ⋅ 4 Baths ⋅ 10644739 MLS

This home has it all! Tall ceilings,recessed lighting throughout,custom built ins, ship lap walls, a high end kitchen with a built in area with electrical for a wine or beer fridge, frosted glass barn doors, a mud room, a primary suite like no other with a cool room off it that could be turned into a secret room for fun or games. The open floor plan and large lot invites entertaining or relaxation while spending time with friends or loved ones. The property line goes back into the woods beyond the large fenced in area. There is an extended drive way for plenty of parking, a large professionally built and installed shed that replicates a small home. Plush grass with installed drainage.There is so much more to tell but seeing is believing don't wait to take a tour of this magnificent home located on a small culdesac.

2504 Calabria Dr Drive, South Chesapeake

$793,267

5 Beds ⋅ 3 Baths ⋅ 10644581 MLS

The Bellhaven at Riverview Landing by Wetherington Homes. Estimated September 2026 delivery. Flexible 4-5 bedroom floor plan with an open-concept layout. Chef’s kitchen connects to the dining area through a butler’s pantry and features dual ovens, gas range, hood, and large island overlooking the covered rear porch. Upstairs loft and main-level full bath add functional living space. Includes a curated list of standard features, with time to personalize select options. Cul-de-sac lot in an active community with walking trails, fire pit, and convenient access to schools, beaches, parks, restaurants, and more! Contact the sales counselor to schedule an appointment and learn about current incentives.

212 Kwanzan Court, South Chesapeake

$689,000

5 Beds ⋅ 2.1 Baths ⋅ 10644518 MLS

Beautifully maintained 5-bedroom, 3,383-square-foot home offering peaceful golf course views in sought-after Wedgewood Estates. The thoughtfully designed floor plan features spacious living areas, an updated kitchen with a large center island, abundant cabinetry, and an open flow into the family room, creating a welcoming space for everyday living and entertaining. Large rear windows fill the home with natural light while overlooking the golf course and a beautiful wooded backdrop. Step outside to enjoy the screened porch and expansive patio, creating a private outdoor retreat. Thoughtfully maintained and exceptionally cared for, this home combines timeless character, quality updates, and outstanding curb appeal. Conveniently located in the heart of Greenbrier, just minutes from shopping, dining, parks, major highways, military installations, and healthcare, while offering the privacy and charm of one of Chesapeake's most desirable established neighborhoods.

1118 Fairway Drive, South Chesapeake

$599,000

5 Beds ⋅ 3 Baths ⋅ 10644309 MLS

Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake

$820,000

5 Beds ⋅ 3 Baths ⋅ 10643909 MLS

Spacious 5 Bedroom, 3 Bath home on a beautiful 3-acre lot in the Grassfield High School district! On the main level you'll find LVP flooring, elevated lighting, updated Eat-in Kitchen w/huge island, stainless steel appliances including a Viking gas range, pantry and reverse osmosis drinking water, Family room with gas fireplace, Living and Dining Rooms and full bath. Primary Bedroom with walk-in closet and luxury ensuite bath, 4 secondary bedrooms, laundry (combo W/D unit) and full hall bath complete the 2nd floor. 2-car garage and abundant storage. Outside is made for fun and entertaining with an in-ground pool, stamped concrete patio, and an outdoor kitchen with grill, smoker, and pizza oven. A wonderful space to make memories with family and friends! Major updates include a brand-new dual-zone HVAC (2026), water heater (2025), water softener, garage doors and openers, repaved driveway, new soffits, fascia, gutters, window wrap, and front railing. No HOA! Enjoy the best of both worlds with a peaceful private setting while just minutes from shopping, restaurants, highways and everyday conveniences. Move-in ready!

1932 Foxwood Drive, South Chesapeake

$650,000

5 Beds ⋅ 4.1 Baths ⋅ 10643883 MLS

FSBO Sale

636 Colonel Byrd Street, South Chesapeake

$380,000

5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS

This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out.

1417 Gust Lane, South Chesapeake

$664,990

5 Beds ⋅ 3 Baths ⋅ 10644366 MLS

Come see why families are calling Patriots Ridge home! The Hudson single-family home fits the way you live. Flex space can be used as a playroom, a library and more. Gather in the spacious family room, which flows into the dining room and gourmet kitchen, separated by a convenient breakfast bar. Off the 2-car garage, a family entry controls clutter, while a quiet study is tucked away. Upstairs, 3 bedrooms offer abundant closet space and a full bath provides privacy. Your luxurious owner's bath will stun with its double bowl vanity and huge closet. Come home to The Hudson.

212 Tinker Street, South Chesapeake

$449,900

5 Beds ⋅ 2.1 Baths ⋅ 10644316 MLS

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 4-bedroom, 2.5-bath home offering 1,762 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!

1813 A Hoover Avenue, Central Chesapeake

$450,000

5 Beds ⋅ 3 Baths ⋅ 10644216 MLS

Situated on a corner lot in sought after Culpepper Landing, this spacious home is ready for new owners to make it their own. A formal living and dining room, both with hardwood floors greet you as you enter. A large living room with gas fireplace opens to the spacious kitchen that includes tons of cabinet space and granite counters. The eat-in kitchen provides access to the large fenced-in backyard, great for entertaining. A bedroom and full bath are also located on the first floor. Upstairs, the primary bedroom includes an attached bath with double vanity, soaking tub and walk-in shower. Three more bedrooms and an impressive laundry room complete the second level. The attached 2-car garage provides excellent additional storage space. Neighborhood amenities include a clubhouse, exercise room, playgrounds, pool and more!

700 Canoe Street, South Chesapeake

$699,900

5 Beds ⋅ 2.1 Baths ⋅ 10644122 MLS

Welcome to this beautifully updated 5-bedroom, 2.5-bath home in the highly sought-after Hickory school district! Major improvements have already been completed, including a new roof, both HVAC systems, windows, soffit and fascia, water heater, and deck—giving buyers added peace of mind. Inside, you'll find two tastefully updated bathrooms, spacious living areas, and a functional floor plan with room for everyone. Step outside to enjoy the fully fenced backyard featuring an above-ground pool, great for relaxing or entertaining all summer long. Conveniently located near shopping, dining, military bases, and major interstates. The sellers are relocating out of state and are looking for a quick closing. Don't miss your chance to make this move-in-ready home yours! **Updates** 2021 - upstairs air ducts, 1st HVAC, oven, dishwasher. 2022 - roof, 2nd HVAC, hot water heater, pool 2023 - windows, front door, toilets 2024 - two bathroom remodels, soffit and fascia 2025 - backyard deck

908 Bahama Way, South Chesapeake

$1,069,417

5 Beds ⋅ 4 Baths ⋅ 10643118 MLS

The Rivermont is where everyday living feels just a little more special. Designed with comfort, style, and connection in mind, this thoughtfully crafted home offers the perfect spaces to gather, relax, and make lasting memories. At the heart of the home, the chef-inspired kitchen flows effortlessly into the spacious dining area and inviting great room, creating the ideal setting for everything from Sunday brunches to holiday celebrations. Just beyond, step onto the covered rear porch—your new favorite spot for morning coffee, evening cocktails, or cheering on a summer thunderstorm from the comfort of home. The vaulted first-floor primary suite provides a peaceful retreat, while generously sized secondary bedrooms and flexible living spaces offer room for family, guests, hobbies, or a home office. Every detail reflects the quality craftsmanship and thoughtful design Kirbor Homes is known for. Located in the desirable Sanderson Estates, you'll enjoy spacious homesites and the perfect blend of peaceful surroundings with convenient access to shopping, dining, recreation, and major commuting routes. Whether you're hosting family dinners, relaxing on the porch, or simply enjoying the comfort of a brand-new home, the Rivermont is designed for the moments that matter most. Come see why this could be the perfect place to call home! Contact LA to schedule an appointment at our design center today! Builder Contract. Ask about our current incentives!

2861 Raccoon Trail, South Chesapeake

$700,000

5 Beds ⋅ 3 Baths ⋅ 10644005 MLS

Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for multigenerational living, guests, or a private home office. In addition the downstairs open concept floor plan offers room to gather, work from home, or simply relax, while upstairs the primary bedroom and full bathroom, large laundry room and 4 other bedrooms provide comfort and privacy for everyone. The primary suite serves as a peaceful retreat with an en-suite bath, dual closets and views of the water from the back of the home, creating the great place to unwind at the end of the day. This exceptional location combines the charm of a quiet neighborhood with the convenience of everything Hampton Roads has to offer. Don't miss the opportunity to make this wonderful Chesapeake home your own—schedule your private showing today!

1131 Madison Lynn Way, South Chesapeake

$685,000

5 Beds ⋅ 3 Baths ⋅ 10643877 MLS

A Gem! Pristine condition all brick transitional on 1/3 acre cul de sac lot in Great Bridge. 5 bedrooms plus 1st floor 6th bedroom or office with ensuite. Open floor plan with huge updated kitchen (quartz counters), breakfast room and family room overlooking impeccably landscaped and treed backyard. Remodeled primary & hall bathrooms. 2 zone HVAC. Wood burning fireplace also plumbed for gas. Spacious family room, living and dining rooms, bedrooms and FROG. Screened porch with concrete floor. 2 car side loading garage with long driveway. Updates include windows, roof, 1st floor gas pack HVAC, garage door and leaf filter gutters. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. In-ground sprinkler system, appliances, and window treatments convey "as is". Home warranty.

810 Hedgerow Court, South Chesapeake

$649,999

5 Beds ⋅ 3 Baths ⋅ 10643675 MLS

Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a first-floor bedroom with full bath. Set on 2.5 acres with a wooded backyard, it offers a true mini wilderness escape while still near to everything. The upstairs primary suite includes a garden tub, tile shower, and generous closet space. Modern finishes, private acreage, and a two-car garage make this a standout home that will not last!

2116 Cedar Road, South Chesapeake

$749,999

5 Beds ⋅ 3 Baths ⋅ 10643547 MLS

Beautiful, spacious all brick 5-bedroom, 3-bath home tucked away on a cul-de-sac in the sought-after Great Bridge school district. Situated on a large lot, this well-maintained home offers generous living spaces and plenty of room both inside and out. Recent updates include brand new carpet, a new deck great for entertaining or relaxing, and fresh paint throughout many of the rooms, creating a bright, inviting feel. The timeless brick exterior, functional layout, and convenient location make this home an exceptional opportunity. Move-in ready and waiting for its next owners!

145 Sinclair Lane, South Chesapeake

$560,000

5 Beds ⋅ 3.1 Baths ⋅ 10642155 MLS

This beautiful home is perfect for multi-generational living, featuring 2 spacious primary suites—one located on the main level and another upstairs. The entertainer's kitchen is a standout, offering abundant granite countertop space, gas cooking, large pantry, and ample cabinetry for all your storage needs. Overlooks the family room and the expansive backyard. An additional flex room on the first floor provides endless possibilities such as a home office, fitness room, playroom, or hobby space. One of the largest lots in the neighborhood - more than one-third of an acre with a fully fenced backyard. The outdoor space is designed for everyday enjoyment, with patio pavers and room for a pool, garden, or play area. Other conveniences: Second floor laundry room. Two-car garage. Need to move before the new school year begins? We can make that happen!

2851 Crossings Drive, West Chesapeake

$894,595

5 Beds ⋅ 3 Baths ⋅ 10643669 MLS

Fair warning: Your guests may start inviting themselves over. Welcome to the Whitehurst by Kirbor Homes—a home that's equal parts stylish, spacious, and dangerously comfortable. Once you move in, don't be surprised if everyone suddenly volunteers your house for every birthday, football Sunday, and holiday gathering. The heart of the home is the incredible chef-inspired kitchen, complete with our upgraded Chef's Appliance Package, an oversized island, and enough counter space to pretend you're on a cooking show (or just unpack takeout in style). The open-concept layout keeps everyone connected, whether you're entertaining a crowd or trying to keep an eye on whoever keeps sneaking cookies before dinner. Designed with convenient first-floor living, the private primary suite is your personal escape after a long day, featuring a spa-like bathroom and a spacious walk-in closet that's ready for everything from everyday essentials to those online shopping "must-haves." Two additional bedrooms offer space for family and friends, while the upstairs bonus room can transform into whatever life calls for—a movie lounge, game room, home office, fitness studio, or the ultimate hideaway when you need a little peace and quiet. Out back, the covered porch is practically begging for morning coffee, summer cookouts, and evenings where you swear you'll only sit outside for five minutes...until it's dark. Every inch of the Whitehurst showcases the quality craftsmanship and thoughtful details Kirbor Homes is known for, blending comfort, flexibility, and timeless design into a home you'll love coming back to every day. So go ahead, schedule your private tour or Design Center appointment today. Just don't blame us when your friends start referring to your house as "the gathering place." Builder contract required. Ask about available lender incentives!

2857 Raccoon Trail, South Chesapeake

$997,724

5 Beds ⋅ 4.1 Baths ⋅ 10643679 MLS

Some homes simply check the boxes. The Miles by Kirbor Homes is designed to exceed expectations. Thoughtfully crafted for the way you live today, this home combines stylish finishes, functional spaces, and everyday comfort in all the right places. The heart of the home is the beautifully designed kitchen, where morning coffee turns into family dinners, holiday traditions, and conversations that linger long after the meal is over. Featuring our upgraded Chef's Appliance Package, a spacious center island, abundant cabinetry, and an open flow into the dining area and Great Room, this space was made for gathering, whether you're entertaining a crowd or enjoying a quiet night at home. When it's time to unwind, head to the spacious primary suite featuring a walk-in closet that's practically the size of a bedroom and a spa-inspired bath that makes every day feel a little more like a vacation. Additional bedrooms and versatile living spaces provide endless opportunities for a home office, playroom, fitness room, media lounge, or whatever your lifestyle calls for next. Step outside to the covered rear porch and imagine weekend cookouts, evenings under the stars, or slow Sunday afternoons where the only thing on your schedule is deciding whether to refill your coffee or fire up the grill. Built with the exceptional craftsmanship and attention to detail Kirbor Homes is known for, the Miles offers the perfect blend of style, flexibility, and livability. This isn't just another floor plan: it's the one you'll find yourself measuring every other home against. Schedule an appointment at our design center today and discover why the Miles just feels like home. Builder contract required. Ask about available lender incentives!

1533 Sanderson Road, South Chesapeake

$565,000

5 Beds ⋅ 2.1 Baths ⋅ 10642758 MLS

Welcome home to this beautifully updated retreat tucked away on a quiet cul de sac in The Crossings at Western Branch. With over 3,200 square feet, this home features a kitchen with quartz countertops, tile backsplash, and a new appliance package. Major updates include the HVAC, water heater, and renovated primary bath in 2021, along with updated flooring throughout much of the home. The converted garage provides flexible heated living space, while the covered pergola is the perfect place to relax or entertain. Convenient to shopping, parks, dining, and commuter routes. HOME WARRANTY AVAILABLE. Seller to provide a CREDIT of $5,000.00 towards the conversion of garage doors or to be used by the buyers at their discretion and as allowed by the lender.

4308 Galston Court, West Chesapeake

$720,000

5 Beds ⋅ 2.1 Baths ⋅ 10643367 MLS

Located in the highly sought after Hickory School District, this exceptional 5 bedroom, 2.5 bath home in Hickory Landing offers the timeless design, flexible floor plan, and quality finishes today's buyers are looking for. Years of thoughtful improvements throughout have enhanced this home inside and out. Enjoy peaceful pond views from the covered front porch before going into a welcoming foyer with impressive architectural details and wide plank hardwood floors. The formal dining room and versatile first floor bedroom provide flexibility for guests or a home office. At the rear of the home, the spacious family room with custom built ins and a gas fireplace flows effortlessly into the kitchen and casual dining area. The kitchen features gas cooking, stainless steel appliances, abundant cabinetry, and is designed for everyday living and entertaining. The inviting three season room overlooks the professionally landscaped, fenced backyard, while the finished room over the garage provides exceptional bonus space. Highlights include a beautifully remodeled primary bath, new carpet throughout the upstairs bedrooms, custom laundry room cabinetry, and a black wrought iron fence. Conveniently located just minutes from the Edinburgh shopping area with easy access to Target, dining, entertainment, the YMCA, and everyday conveniences.

1932 Ferguson Loop, South Chesapeake

$630,000

5 Beds ⋅ 3 Baths ⋅ 10643153 MLS

Home is being sold AS-IS.Come home to the beautiful 5bdrm, 3 bth with 3000 sqft of living space to enjoy. Freshly painted. Centrally located in the heart Great Bridge near shopping, dining, and the interstate.

1202 Copper Knoll Lane, South Chesapeake

$415,000

5 Beds ⋅ 3.1 Baths ⋅ 10643431 MLS

Welcome to 1706 Martin Ave in Chesapeake! Solar panel is paid off, and average monthly electrical bill is minimal to none. This charming home offers 5 spacious bedrooms and 3.5 bathrooms, great for comfortable living. The kitchen has been beautifully updated with granite countertops, a stylish backsplash, modern light fixtures, and stainless-steel appliances.Fresh paint throughout the home and new carpet upstairs add a clean, move-in-ready feel. Two HVAC units ensure year-round comfort and efficiency.Out back, you’ll find a large detached unit featuring new flooring, lighting, and paint—great for a home office, studio, guest space, or endless other possibilities.Don’t miss this incredible opportunity!

1706 Martin Avenue Avenue, Central Chesapeake

$699,000

5 Beds ⋅ 2.1 Baths ⋅ 10642890 MLS

This property is a gardener's dream. It has a variety of flowering plants that provide blossoms throughout the growing season. Blooms are sequenced for near year round color. There are 10 field-stone edged garden beds add stunning features to the landscape. One garden bed in the back has a goldfish pond. One in the front features an unique natural stone bench. Back yard includes vegetable garden plot that faces the sun for garden fresh produce. Back yard oasis includes a hot tub and six foot privacy fence. Two patios are connected by a master-crafted pave walk-way. Oversized garden shed helps keep garage clutter free. Two lockable gates one on each side of the property. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well and two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized primary bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk in closet is medium sized with plenty of storage space. Washer and dryer are on the second floor for convenience to bedrooms.

707 River Gate Court, South Chesapeake

$499,900

5 Beds ⋅ 2.1 Baths ⋅ 10642167 MLS

This is your opportunity to purchase a solid brick, one-owner home near the river in Point Elizabeth for less than $500k! It has 4 bedrooms, a large FROG/5th bedroom w/ private stairway to the 1st floor, large rooms, an attached 2-car garage PLUS an extended/extra wide drive to the 24’ W x 28’ D detached garage w/ steel beam construction (no pole), 40” wide stairs to its fully floored 2nd story w/ windows & high ceiling (potential additional living space). No HOA so bring your boat! You’ll appreciate the composite deck, Silestone kitchen countertops, gas range w/dual-energy ovens, 2-zone HVAC system, and energy-efficient & arthritis-approved replacement windows. With many newer/replaced systems and a great floorplan, just apply your favorite paint colors & gradually update as you wish. Beautiful location & desirable Western Branch schools.

3626 Point Elizabeth Drive, West Chesapeake

$375,000

5 Beds ⋅ 3 Baths ⋅ 10642924 MLS

Step Inside This 5 Bedroom 3 Bath Home! It Features A Desirable First-Floor Bedroom With En Suite, Great For An Office Or In-Law. The Spacious Family Room, Highlighted By A Cozy Fireplace, Opens To The Kitchen, Creating An Easy, Open Flow That's Perfect For Everyday Living And Gathering With Family And Friends. The Thoughtfully Designed Floor Plan Includes A Well-Appointed Kitchen, Generously Sized Bedrooms, And Inviting Indoor And Large Outdoor Spaces For Relaxing Or Entertaining. A Convenient Utility Room With A Large Pantry Provides Plenty Of Storage And Helps Keep Daily Routines Organized. Ideally Situated Near Shopping, Dining, Parks, Sought After Great Bridge High School District, And Major Interstates, This Home Offers The Perfect Combination Of Comfort, Functionality, And A Convenient Location.

1620 Great Bridge Boulevard, South Chesapeake

$755,000

5 Beds ⋅ 3.2 Baths ⋅ 10642808 MLS

A Full Acre. Two Primary Suites. Room for Everyone — 1833 Benefit Rd, Chesapeake VA. Over 3,600 sf. Motivated sellers! Renovated 5-bedroom home on a full acre in Chesapeake — brand new carpet, all freshly painted. The space, privacy, and flexibility that rarely come together at this price point. Two primary suites, one up and one down, give you real options: multigenerational living, long-term guests, or a main-level owner's retreat. The downstairs in-law suite has its own private entrance — space for older parents, adult kids, or a home business with client access that never touches your living space. The renovated kitchen features stainless steel appliances and opens to living areas built for gathering. The upstairs primary offers double sinks and a large walk-in closet. A mudroom with half bath handles the daily traffic so the rest of the house stays put together. Outside is where this property separates itself. A wrap-around deck surrounds the above-ground pool — your built-in venue for summer weekends. The roundabout driveway and attached 2-car garage mean parking is never a problem, whether it's a cookout for twenty or just everyday life. And the full acre gives you room to add, expand, or simply breathe — no neighbors ten feet from your window. Homes with this much land, this much flexibility, don't sit long in Chesapeake. Schedule your showing today.

1833 Benefit Road, South Chesapeake

$775,000

5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS

One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

$534,900

5 Beds ⋅ 2.1 Baths ⋅ 10642746 MLS

Welcome home to lakefront living in sought-after Bryant Farms! From cozy nights by the custom gas fireplace to lazy mornings soaking in peaceful water views. The open-concept family room and kitchen create the perfect heart-of-the-home feel, while formal living and dining rooms offer beautiful hardwood and tile floors for those special gatherings. Chefs will love the eat-in kitchen, featuring a center island, granite countertops, a full pantry, and stainless steel appliances including a Frigidaire Gallery gas range and fridge. Step outside to the screened porch — your new favorite spot for morning coffee or unwinding after a long day. Upstairs, retreat to a spacious primary suite with a walk-in closet, double vanity, soaking tub, and separate shower. Three additional bedrooms, including a generous FROG, offer flexible space for family, guests, or a home office, and full guest bath.

2428 Annie Circle, South Chesapeake

$950,000

5 Beds ⋅ 4 Baths ⋅ 10642562 MLS

Welcome to your own private backyard retreat! This beautifully updated home offers the perfect blend of stylish interior living and incredible outdoor entertaining. Step outside to a true backyard oasis featuring a stunning 6-foot in-ground pool with a new liner and pump, a covered lounge area, outdoor fire pit, built-in bar, outdoor kitchen with grill, and plenty of space to host family and friends all season long. A screened porch conveniently connects the outdoor living space to the home, creating seamless indoor-outdoor living. Inside, the nearly renovated kitchen is the heart of the home, showcasing gorgeous marble countertops, a spacious center island, all LG appliances, bar-height seating, and a built-in desk area great for working from home or everyday organization. The open-concept design flows effortlessly into the inviting living room, making entertaining easy. Upstairs, you'll find generously sized bedrooms with abundant closet space, including a spacious room over the garage that offers endless possibilities for a media room, playroom, guest suite, or home office. The luxurious primary suite is a true retreat, featuring a cozy sitting area with its own fireplace, an oversized walk-in closet, and a beautifully appointed en-suite bath complete with dual-height vanities, a private water closet, soaking tub, and separate walk-in shower. Light wood-look luxury vinyl plank flooring adds warmth and elegance throughout the main living areas, while plush carpeting creates comfort upstairs. Thoughtfully updated and impeccably maintained, this home offers the perfect combination of comfort, style, and resort-style outdoor living. Don't miss the opportunity to make this exceptional property your next home!

129 Greengable Way, South Chesapeake

$389,800

5 Beds ⋅ 2 Baths ⋅ 10642460 MLS

Welcome to this beautifully renovated and move-in-ready home offering modern updates, comfortable living spaces, and an unbeatable Chesapeake location! From the moment you step inside, you'll appreciate the fresh, updated design featuring a stunning new kitchen with stylish cabinetry, quartz countertops, stainless steel appliances, updated lighting, and plenty of space for cooking and entertaining. The open-concept layout creates an inviting flow between the kitchen, dining area, and spacious living areas, making it perfect for everyday living and gatherings ! Throughout the home, you'll find fresh paint, new flooring, and beautifully renovated bathrooms, along with thoughtful updates that provide peace of mind and a true turnkey experience. The spacious backyard offers endless possibilities for outdoor enjoyment, whether you're hosting summer barbecues, creating a play area, gardening, or simply relaxing after a long day. Located in the heart of Chesapeake, this home provides convenient access to everything Hampton Roads has to offer. Enjoy nearby shopping, dining, and entertainment at Greenbrier, Chesapeake Square, Spend weekends exploring local parks, walking trails, and outdoor destinations including Oak Grove Lake Park and the Great Dismal Swamp National Wildlife Refuge. With easy access to I-64, I-464, I-664, and I-264, commuting throughout Chesapeake, Virginia Beach, Norfolk, Portsmouth, and the Peninsula is simple and convenient. Military members and commuters will appreciate the close proximity to Norfolk Naval Shipyard, Naval Station Norfolk, Coast Guard Base Portsmouth, NSA Hampton Roads, and Joint Base Langley-Eustis. This home offers the perfect combination of location, updates, and value for first-time buyers, military families, or anyone looking for a beautifully refreshed home in Chesapeake. Seller is offering closing cost assistance and a one-year home warranty with an acceptable offer, providing additional value and peace of mind. Don't miss this opportunity to own a stylish, updated home in a convenient Chesapeake location!

4205 Nautilus Avenue, Central Chesapeake

Browse All Chesapeake VA VA 5 Bedroom Properties for Sale

5 Bedroom Chesapeake VA Real Estate