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1703 Cheslie Arch, South Chesapeake
$620,000
4 Beds ⋅ 2.1 Baths ⋅ 10654343 MLS
Welcome to 1703 Chelsie Arch! This spacious 4-bedroom, 2.5-bath ranch offers approximately 2,500 sq ft in a beautiful Chesapeake neighborhood zoned for highly sought-after Grassfield High School. Freshly painted throughout, including all walls and trim, this home is move-in ready! The ranch floor plan offers convenient one-level living, with three bedrooms on the main level and a spacious FROG serving as the 4th bedroom—great for guests, a home office, or additional living space. Enjoy your own backyard oasis with a large inground pool, great for summer fun and entertaining. An oversized 2-car garage provides plenty of storage, while a ramp and lift offer convenient exterior access. Easy access to major interstates makes commuting throughout Hampton Roads convenient, with multiple military installations, shopping, dining, parks and everyday amenities nearby. Fresh paint, a private pool and Grassfield schools make this home a must-see!

1703 Cheslie Arch, South Chesapeake

1910 Hallmark Way, South Chesapeake
$950,000
5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS
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. **Bookshelves do not Convey**

1910 Hallmark Way, South Chesapeake

420 Brandon Way, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10646662 MLS
BACK ON MARKET — another opportunity to make 420 Brandon Way yours! Located in desirable Clearfield Estates in the Greenbrier area of Chesapeake, this spacious 4-bedroom, 2.5-bath home offers approximately 2,342 sq ft, no HOA and Flood Zone X. The sellers have already completed significant updates and repairs, including a brand-new HVAC system, deck repairs, masonry repairs, an encapsulated crawlspace with dehumidifier and sump pump, updated gutters, newer windows and a newer dishwasher. The roof was replaced in 2015 and the gas water heater in 2021, adding even more value to the home. Inside, you’ll find a comfortable, flexible floor plan with generous living space and a FROG that serves as the 4th bedroom , could be used for guests, a home office, playroom or additional living area. Outside, enjoy a deck and patio overlooking the backyard, plus an irrigation system, storage shed and charming fish pond that add both function and character. Conveniently located near Greenbrier shopping, dining and major roadways, this home offers the space, updates and location buyers are looking for. With so many major items already addressed, 420 Brandon Way is ready for its next chapter. Schedule your private showing today!

420 Brandon Way, South Chesapeake

2329 Centerville Turnpike S, South Chesapeake
$825,000
4 Beds ⋅ 3 Baths ⋅ 10653178 MLS
All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, South Chesapeake

4921 Clifton Street, West Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake

2008 Burson Drive, South Chesapeake
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10641240 MLS
Welcome Home! A Stephen Alexander build where timeless design meets the comfort of everyday living. Tucked away on nearly half an acre in sought-after Grassfield, this beautifully cared-for home has been lovingly maintained by its original owners since day one. 4 spacious bedrooms, 2.5 baths, and nearly 3,200 sqft of inviting space with room for both quiet mornings and lively gatherings. The screened-in porch creates the perfect spot for coffee, conversations, and slow summer evenings. Outside, the backyard feels like a private escape, backing to peaceful woods with space to play, relax, and enjoy nature right at home. Homes this well cared for, in this setting, and with so much character are hard to find. Come see all that 2008 Burson Drive has to offer— a place designed not just to live, but to make memories!

2008 Burson Drive, South Chesapeake

141 Marion Drive, South Chesapeake
$490,000
3 Beds ⋅ 2 Baths ⋅ 10655827 MLS
Turn-key & ready to enjoy! Backyard gatherings, room to spread out, & a place to call your own! This 3 bedroom, 2 bath home in Great Bridge has a lot to offer, inside & out. Situated on just shy of 1/2 acre, it features an open floor plan, office space, LVP flooring, brand new bedroom carpet, fresh paint throughout (even in the garage), remodeled baths, granite countertops & high-efficiency HVAC. The fenced backyard shines with a new wood privacy fence, above-ground pool, hot tub, fire pit & covered patio, making it a great spot to entertain or unwind. A front deck adds another place to relax. The detached metal building, approx. 1,000 sq. ft. with 2 roll-up doors, offers room for hobbies, projects, storage or a workspace. An attached 1-car garage & storage shed round out the package. Looking for a home with room to entertain, space for your hobbies & a backyard you'll actually use? This is the one!

141 Marion Drive, South Chesapeake

5235 Lombard Street, West Chesapeake
$397,000
3 Beds ⋅ 2.1 Baths ⋅ 10653106 MLS
Stunning modern, low-maintenance living in Western Branch's sought-after Jolliff Landing! Built in 2018, this beautifully maintained ~1,894 sq ft townhome offers the perfect blend of style and convenience. Highlights: Open-Concept Living: Bright, airy main level seamlessly connecting living and dining spaces. Chefs Kitchen: Features granite countertops, a center island, stainless steel appliances, and ample cabinet storage. Primary Suite: Spacious retreat complete with a large walk-in closet and private ensuite bath. Upstairs Layout: Two additional versatile bedrooms, a full guest bath, and convenient 2nd-floor laundry. Exterior & Parking: Attached 1-car garage, private driveway, and rear patio backing to green space. Prime Location: Minutes to I-664, Chesapeake Square, dining, top schools, and military bases. Move-in ready and easy to showschedule your private tour today!

5235 Lombard Street, West Chesapeake

204 Kwanzan Court, South Chesapeake
$782,539
5 Beds ⋅ 3 Baths ⋅ 10640539 MLS
The James II at Riverview Landing by Wetherington Homes offers the perfect blend of flexibility, style, and modern convenience. Designed for comfortable main-level living, the first floor features a spacious Owner’s Suite, two add’l bedrooms, and a convenient utility room. Upstairs, you'll find a generous loft and two more bedrooms, ideal for guests or multigenerational living. The gourmet kitchen is the centerpiece of the home, showcasing quartz countertops, double ovens, a designer hood vent, premium appliances, and abundant workspace for entertaining & everyday living. Projected for NOVEMBER delivery, this inventory home still offers buyers the opportunity to personalize select interior design finishes. Don't miss your chance to own a beautiful new home in one of the area's most exciting communities. Ask about current buyer incentives today!

204 Kwanzan Court, South Chesapeake

4615 Longleaf Place, West Chesapeake
$477,439
4 Beds ⋅ 2.1 Baths ⋅ 10634599 MLS
Hurry! Under construction and ready for you to personalize interior selections! Located in The Retreat at Western Branch, a 55+ low-maintenance community. This light-filled Shenandoah is designed for everyday living and entertaining, featuring a kitchen that flows seamlessly into the great room. The first-floor includes a spacious primary suite, office, laundry room, and a two-car garage. The great room opens to a covered porch for additional outdoor living space. The 2nd floor offers a loft and three guest spaces. Live here and enjoy a clubhouse with billiards and a fitness center, pool, dog park, community garden, and beautifully landscaped grounds, all conveniently located near dining, shopping, and the interstate. Final price determined by buyer selected options.

4615 Longleaf Place, West Chesapeake

5008 James Street, West Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10656177 MLS
Welcome home to this beautifully updated and well kept 3 bedroom, 2 bath home tucked away on a quiet dead end street in a welcoming, close knit community. Step inside to find an updated, spacious kitchen with plenty of room for cooking, entertaining, and everyday living. The primary suite offers a private retreat featuring a large en suite bathroom with a double vanity sink, Jacuzzi tub, separate shower, and walk in closet. Outside, enjoy a fully fenced backyard with plenty of space to relax, entertain, or play. A two car garage provides additional parking and storage. With modern updates throughout, generous living spaces, and a peaceful neighborhood setting, this home is truly move-in ready and waiting for its next owner.

5008 James Street, West Chesapeake

2044 Columbo Avenue, West Chesapeake
$553,000
4 Beds ⋅ 3 Baths ⋅ 10656145 MLS
WESTERN BRANCH HOME WITH A DETACHED 2-CAR GARAGE, SPACIOUS FENCED YARD, AND FLEXIBLE LIVING SPACE! Welcome to 2044 Columbo Avenue, set on a generous .34-acre lot in Chesapeake’s Western Branch area. This well-maintained home is an excellent fit for buyers who need room for vehicles, tools, hobbies, storage, a home business setup, or recreational equipment. In addition to the attached 1-car garage, the property offers an oversized detached 2-car garage with a finished second floor. Built approximately 2009, it includes insulation, drywall, electrical, and a Wi-Fi-controlled mini-split HVAC system—ideal for a workshop, office, studio, recreation room, hobby space, or conditioned storage. Inside, the kitchen features granite countertops, black stainless appliances, a breakfast bar, and an open connection to the great room for easy everyday living and entertaining. A formal dining room, first-floor flex room, full bath, and enlarged laundry room add valuable versatility. Upstairs, the spacious FROG serves as the fourth bedroom with a full bath nearby, while the primary suite includes a refreshed bath. Recent improvements include a Trane dual-zone Wi-Fi HVAC system approximately four months old, vinyl siding, metal exterior wrap, newer front and sliding rear doors, screened porch, LVP/laminate flooring, rear windows, and gutters. Natural gas serves the heat and hot water. Enjoy the large fenced backyard with a deck, screened porch/patio, and hot tub—plenty of room to relax, entertain, play, garden, or let pets roam. Seller is replacing carpet before closing.Convenient to I-664, military installations, tunnels, shopping, dining, and destinations throughout Hampton Roads.

2044 Columbo Avenue, West Chesapeake

828 Helmsdale Way, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10654442 MLS
GREAT BRIDGE + HUGE BACKYARD + NO HOA! This beautifully maintained 3 bedroom, 2.5 bath home offers the space, features and location you've been looking for! Step inside to a bright, inviting interior filled with natural light and featuring updated flooring, granite countertops and a wood-burning fireplace, just right for cozy evenings. Upstairs, you'll find a spacious primary suite, along with two additional bedrooms. Step outside and discover one of this homes' standout features - a HUGE, fully fenced backyard with plenty of room to entertain, play, garden or simply relax on the patio. The 2-car garage provides additional parking and storage. Conveniently located near shopping, dining, parks and major roadways. Well maintained, move-in ready and NO HOA! Solar panels are paid for! Schedule your showing and come see what makes this Great Bridge home a must-see!

828 Helmsdale Way, South Chesapeake

402 Undershot Court, South Chesapeake
$565,000
5 Beds ⋅ 2.1 Baths ⋅ 10654262 MLS
Charming, Spacious and Functional Living throughout this ultimate retreat in the heart of Grassfield! Nestled in a quiet cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. New light fixtures, New Ceiling Fans, New Vanity, New Flooring & Carpet, Fresh Paint. The Wide open kitchen is equipped w/ granite countertops, SS appliances, kitchen island and new tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining. First Floor Bedroom or Office with Primary bedroom featuring tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Located near shopping, dining, and major commuter routes. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. Large Open Floor Plan and Completely Move-In Ready...This is a must see!

402 Undershot Court, South Chesapeake

614 Butterwick Court, South Chesapeake
$240,500
2 Beds ⋅ 2.1 Baths ⋅ 10653001 MLS
Move in Ready and tucked away in the Knell’s Ridge neighborhood. You will be delighted as you step into this well maintained 2 story condo that has been renovated from top to bottom and offers a bright and spacious floorplan. The Living Room with gas fireplace opens to the renovated quartz Kitchen with a dining area plus a Breakfast Bar. All three Bathrooms have been updated to include new flooring, vanities with quartz counters, fixtures, and the full baths have new shower/tub inserts. Additional Details to impress you: freshly painted interior walls and trim, wide plank laminate flooring on first and second floors, custom cabinets throughout, HVAC with programmable thermostat, two owner’s suites with walk in closets, 1st floor Laundry Closet, vinyl replacement windows and newer sliding door, all new plumbing, and courtyard with new privacy fence and storage closet. Reserved parking and super convenient to Interstate access, Dining, Shopping, and Recreation.

614 Butterwick Court, South Chesapeake

1332 Hazel Avenue, Central Chesapeake
$440,000
4 Beds ⋅ 3 Baths ⋅ 10651253 MLS
Welcome home to this beautiful property ideally situated on corner lot. 4 spacious bdrms. One downstairs bedroom w/ large walk-in closet and full bath access perfect for in-law or guest suite. Primary suite offers walk-in closet, jetted tub and double vanity. Upstairs laundry with cabinetry and laundry workspace. Kitchen with breakfast bar, pantry, double oven, and newer refrigerator, microwave and dishwasher. Go outside onto the Lanai w/ceiling and beautiful maturing landscaping. Low maintenance exterior with all wrapped exterior and gutter guards. The standout feature is the detached garage w/ recently installed attached 16x20 carport and expanded driveway-A true hobbyist or RV owners dream. Garage is wired with its own 100amp panel accommodating both 30 and 50 amp connections. Garage is heated and cooled by an installed window unit and pull down access to extra attic storage. A true must see.

1332 Hazel Avenue, Central Chesapeake

2209 Beeblossom Lane, South Chesapeake
$690,000
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

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.

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