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$359,900
4 Beds ⋅ 2 Baths ⋅ 10643890 MLS
The Ultimate Chef's Kitchen: Equipped with a professional-grade gas stove & griddle, a rustic tile backsplash, granite countertops, a farmhouse sink, a pot filler, and stainless steel appliances. Fresh & Modern Upgrades: Brand-new paint, stunning flooring, carpet, and stylish finishes elevate every room while preserving the home's historic soul. Space to Live & Play: Featuring a spacious formal dining room, a bright and airy sunroom, a huge primary suite drenched in natural light, and a massive stand-in attic for ultimate storage. Outdoor Oasis: Step outside to a fully fenced backyard complete with an expansive deck—great for weekend BBQs and entertaining. Prepare to fall in love! This gorgeous home with upgrades in the Historic District of Chesapeake is a wounderful mix of historic curb appeal and sleek, modern living.

1006 Butt Street, Central Chesapeake
$1,299,997
4 Beds ⋅ 2.1 Baths ⋅ 10644328 MLS
Custom 4,300+ sq ft estate on 3 private, wooded acres on historic Taft Rd., located in the Hickory/Grassfield school districts. Perfect blend of country living & city access. Inside features exceptional build quality, ornate plasterwork, dentil moulding, & dual staircases. The main level hosts a home office, living room with a wood fireplace, half bath, & a sunroom. The spacious kitchen boasts a center island & matte white cafe; appliances, leading to a laundry room & 2-car heated garage. Upstairs features 4 large bedrooms, including a primary suite with 2 walk-in closets & 3rd-floor access. 2 full baths feature luxury defogging mirrors. The 3rd floor is ideal for a 2nd living room/studio. Outside boasts a wrap-around porch, 32k-gal saltwater pool (new liner 2025; new pump/filter/salt cell 2026), Trex deck, heated 3-car detached garage with mini-split, carport, shed (new roof 2026), & pole barn. Features 400A service (200A panel), generator tie, & grill propane line. Move-in ready!

1741 Taft Road, South Chesapeake
$439,900
4 Beds ⋅ 2 Baths ⋅ 10644168 MLS
Do not look any further, this wonderful brick ranch is just waiting for you! Make this your home with 4 spacious bedrooms, 2 full baths, large living room with electric F/P and HW floors, dining room for all your family meals, family room with electric F/P. The kitchen has breakfast bar and all appliances convey, Large 2 car garage. You will be delighted with the backyard deck or enjoy the 4 seasons sunporch (approx 185 sq ft) to relax in after swimming in your luxurious 20x40 salt water pool. Backyard shed for pool toys and lawn equipment. Plenty of storage in the partially floored attic with walk up stairs.Home freshly painted, roof replaced 2020, pool liner 2021, pool pump 2025, Hot water heater 2023, Dishwasher 2026. Close to schools, shopping and interstate. This home is just waiting for you to move on in. Call for your appointment today before its gone!!

4117 Hawksley Drive, West 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
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10643711 MLS
The beautiful 4 bdrm Camellia model has a projected delivery date of Oct 2026. 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 upgraded granite countertops, subway tile backsplash, and an appliance package complete with gas range! Crown molding and durable luxury vinyl plank throughout 1st level. Gas fireplace w/ granite surround & walk-in attic. featuring ample storage space. Primary bdrm w/ lighted tray ceiling & WIC, features an en-suite that includes a double vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat & tankless hot water heater.

2217 Nantucket Avenue, West 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
$975,000
5 Beds ⋅ 4.2 Baths ⋅ 10642217 MLS
Experience this exceptional waterfront home, built by Sasser, in person—photos simply can't capture its beauty, scale, or breathtaking setting. From the moment you arrive, you'll be captivated by panoramic views, an abundance of natural light, and picturesque scenery surrounding the home. Inside, you'll find an expansive kitchen designed for gathering, along with the rare convenience of a full bathroom off every bedroom. The first floor features the spacious primary suite with its private bath, as well as an additional bedroom and full bathroom, offering flexible living options. Need more space? The massive attic and storage areas provide incredible potential to be finished into additional living space if desired. Step outside and enjoy everything this property has to offer. Relax on the oversized front porch that wraps around the home, entertain on the expansive rear deck overlooking the water, gather around your private bonfire pit, or stroll down to your private dock just beyond the beautifully landscaped backyard. This is a home that truly must be experienced in person to appreciate everything it has to offer. Schedule your private showing today!

3000 Miars Green, West Chesapeake
$649,900
4 Beds ⋅ 3 Baths ⋅ 10641168 MLS
Nestled on a quiet double cul-de-sac in the heart of Great Bridge, this beautifully maintained all-brick home offers the perfect blend of timeless character and modern comfort. Situated on a lush corner lot this custom 4-bedrm, 3-bath home features spacious bedrooms, hardwood floors, & custom updates designed for today's lifestyle. The renovated kitchen serves as the heart of the home, while the beautifully updated primary suite provides a peaceful retreat. Plantation shutters add warmth throughout and a light-filled sunroom overlooks the private backyard, where a large paver patio and expansive deck create an ideal setting for entertaining, gathering, or relaxing outdoors. Major improvements include an updated roof, encapsulated crawl, and an energy-efficient geothermal HVAC system, helping keep utility costs low while providing year-round comfort. Located in one of Great Bridge's most desirable areas, this home is the prime example of "they just don't build them like that anymore"

413 Wickwood Drive, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS
Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10641027 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2223 Hampton Roads Parkway, West Chesapeake
$599,990
4 Beds ⋅ 2.1 Baths ⋅ 10640214 MLS
Welcome home to this beautifully maintained property in sought-after Hickory, perfectly situated on a quiet cul-de-sac with charming curb appeal. Offering generous living space, an inviting eat-in kitchen, and a two-car garage, this home is designed for comfortable everyday living. The primary bedroom features an ensuite bath with a separate shower and a relaxing soaking tub, creating the perfect retreat at the end of the day. Be sure to check out the walk-in attic access through the street-side bedroom closet, providing convenient and easily accessible storage. Outside, you'll find two storage sheds, including an oversized shed offering plenty of space for tools, equipment, hobbies, or additional storage. Don't miss your opportunity to experience everything this wonderful home has to offer.

805 Dolph Circle, South Chesapeake
$675,000
4 Beds ⋅ 3.1 Baths ⋅ 10639506 MLS
Rare opportunity to restore a true waterfront gem in Chesapeake's sought-after Western Branch area. Nestled on more than 1.5 private acres at the end of a secluded cul-de-sac, this 3,679-square-foot estate is a diamond in the rough awaiting its return to better-than-ever glory. Enjoy the ease of one-level living with breathtaking deep-water views stretching across the river from the rear of the home. Mature trees create a peaceful, park-like setting, offering unmatched privacy and natural beauty. Outdoor amenities include a pool, private pier, and riparian rights, providing endless opportunities for boating, fishing, and waterfront recreation. A detached three-car garage is connected to the home by a breezeway and features a spacious office suite above, ideal for a home business, studio, or guest retreat. Set well back from the road, this hidden paradise offers the perfect combination of seclusion, expansive water frontage, and incredible potential. Bring your vision and transform this exceptional property into a stunning waterfront showcase. Some photos are virtually staged.

3000 Voyager Court, West Chesapeake
$1,150,000
6 Beds ⋅ 3.1 Baths ⋅ 10639257 MLS
Nestled in the heart of Great Bridge a fully remodeled home in a coveted 12 house cul de sac neighborhood. This custom built home redefines elevated living. The grand staircase entrance flows seamlessly into the dining and living spaces. The kitchen featuring a 12 foot quartz island and new stainless appliances is any chefs dream. The primary suite is a private retreat with spa-inspired bath featuring two walk in closets. Access the second living level from either of the two staircases. Home has five upstairs bedrooms and two full bathrooms. There is room for everyone. Parking is a breeze with the 3 car attached garage and extended driveway. Book your private showing today.

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

1301 Simon Drive, South Chesapeake
$1,550,000
5 Beds ⋅ 4.1 Baths ⋅ 10632068 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake
$525,000
5 Beds ⋅ 3 Baths ⋅ 10631735 MLS
Closing Costs Assistance. The Seller may accept an offer Contingent on the Buyer selling their home. Beautiful brick home built by the seller on a large cul-de-sac. Walking in this gorgeous home is breathtaking, Large Living room w/ nice size dining rm, the home was 4 large bedrooms & could have a 5th bedroom w/ the finished room over the garage, Very large kitchen w/breakfast rm, HUGE family room with high ceiling and a fireplace, enough space for a large family to get together, 3 full bathrooms, another large room with a fireplace, and sliding glass doors that go on to a large covered patio. House sits on a LARGE lot with a firepit in backyard. Home has a lot of space for a large family or a family that is moving in together it would be ideal. Lots of storage. Unfinished attic space but could be converted into more living space if needed. Near Shopping and Interstates. Driveway could hold 8 cars easily. Seller is willing to pay Closing costs for buyer.

4624 Westborough Drive, West Chesapeake
$599,000
5 Beds ⋅ 3 Baths ⋅ 10627623 MLS
Welcome to your new home nestled in this sought after area. Enjoy your open-concept kitchen with granite counters with Stainless Steel appliances. Entertain friends and family as you all enjoy the ambiance of the gas fireplace in the winter time or step out to the screened in porch with the fan blowing on you while you sip on a cold drink and observe the sights and sounds of nature. Entertain friends and family in your beautiful dinning room that is only a few steps from your gorgeous open-concept kitchen. After a hard day at work, pamper yourself by sliding into your jetted garden tub, where you can relax and soak in clean soft water from your whole house water treatment system. You'll never have to worry about losing power with your built-in generator. Don't miss this Gem! It's going to go fast!

4521 Moonlight Way, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10609828 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

MM Myrtle, West Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10609830 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

MM Myrtle Ii, West Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.