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2110 Logans Mill Trail, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10658448 MLS
Welcome to 2110 Logan’s Mill Trail, ideally located in the heart of Greenbrier in Chesapeake! This spacious 4-bedroom, 2.5-bath home offers plenty of room to make yourself at home. Featuring a combination of LVP Laminate, and carpet for this property offers a great opportunity for buyers looking to add their personal touch and make a home their own. Enjoy the generously sized backyard, complete with a deck that’s perfect for outdoor entertaining, relaxing, or enjoying time with friends. Conveniently located near shopping centers, dining, entertainment, and local schools, this home offers both space and convenience in a sought-after area. Don’t miss the opportunity to make this property your own!

2110 Logans Mill Trail, South Chesapeake
4640 Ballahack Road, South Chesapeake
$589,900
3 Beds ⋅ 2.1 Baths ⋅ 10657850 MLS
Welcome home to this well-built, lovingly maintained brick ranch framed by mature trees, dogwoods, boxwoods and elephant ear plants that offer beautiful summer shade on 1.67+ acre lot. A charming front porch with newer brick flooring and stately columns sets the tone. Inside, enjoy updated flooring throughout, an updated primary bath and a stunning French country kitchen, remodeled floor to ceiling, expanded into the den with extra cabinetry (wine, & dish cabinet and bench) and a breakfast area. The bright FROG offers flexible space for a home theater, hobby room, playroom or 4th guest bedroom with access to a huge floored and lighted attic. Relax on the screened porch with its "pet and kid friendly" brick base, gather on the paver patio or unwind by the fire pit. Custom Shutters offer evening privacy. A garden for homegrown produce, detached lighted garage with large workshop. French drain system, multiple parking spots and freshly painted trim complete this inviting home!

4640 Ballahack Road, South Chesapeake
509 Dinwiddie Court, South Chesapeake
$490,000
3 Beds ⋅ 2 Baths ⋅ 10657934 MLS
Well-kept all brick ranch in the heart of Great Bridge on a quiet cul-de-sac. Updated kitchen and bathrooms. 3 bedrooms, 2 baths downstairs and a FROG up. (FROG does not count as a bedroom. it does not have a door.) No carpet, hardwood and LVP throughout. Big back yard with a large patio! All appliances convey with home. Wood stove with blowers in den, recent chimney inspection. Window warranty transferrable. Generator hook-up. Newer storage shed. New poly in crawlspace. Clear letter from Chesapeake Pest Control. Roof 7 years new. No doors on some bedroom closets.

509 Dinwiddie Court, South Chesapeake
1108 Cumberland Court, South Chesapeake
$600,000
4 Beds ⋅ 3 Baths ⋅ 10657974 MLS
Welcome to 1108 Cumberland Ct, a beautifully staged Chesapeake home with a pool and a fenced backyard made for entertaining. Inside, enjoy bamboo flooring and premium crown molding throughout the main level. The kitchen features granite counters, tiled backsplash, a pocket door, a gas range (2022), a 2024 dishwasher, and whole-house plus reverse-osmosis water filtration. A full downstairs bath with a walk-in shower adds convenience, and the wood-burning fireplace is perfect for cool evenings. Major updates include roof and skylights (2015), gas furnace and A/C (2017), front windows (2020), and an encapsulated crawl space with new vapor barrier (2022). Walk-in attic, garage shelving, and comfort-height toilets. Open house Saturday, 10/17. Schedule your showing today!

1108 Cumberland Court, South Chesapeake
810 Hedgerow Court, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10657871 MLS
Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, South Chesapeake
1253 Quarter Path Trail, South Chesapeake
$365,000
3 Beds ⋅ 2 Baths ⋅ 10657920 MLS
Located on a quiet cul-de-sac in a highly desirable Turtle Rock neighborhood, this property offers privacy, a peaceful setting ideal for buyers seeking a home in an established residential community! The spacious rooms with a backyard that overlooks the water sets this home apart. Just minutes away from Greenbrier shopping and restaurants while also close to major roadways and military bases this home has the location and shine for all to see!

1253 Quarter Path Trail, South Chesapeake
1453 Debbs Lane, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10657636 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath ranch offering comfortable single-level living! This inviting home features hard-surface flooring throughout, a kitchen with new granite countertops, and a functional layout designed for everyday living. Step outside to enjoy the fully fenced backyard with privacy fencing, offering a wonderful space for outdoor entertaining, gardening, or simply relaxing. An attached one-car garage provides additional parking and storage. With thoughtful updates, easy maintenance, and desirable features throughout, this home offers the perfect combination of comfort and convenience!

1453 Debbs Lane, South Chesapeake
2711 Lake Drummond Cswy, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10657073 MLS
** INCREDIBLE OPPORTUNITY ** An exceptional combination of space, privacy and versatility awaits on nearly 4 acres with this beautifully refreshed 4-bedroom, 2.5-bath home! Has the following FEATURES: Freshly Painted throughout, Large Family Room with a Wood Burning Fireplace, New LVP Flooring, Great Kitchen with a Full Stainless Steel Appliance Package, wrap around bar and Eat-In Breakfast Area, Formal Dining Room and MORE!! Additional HIGHLIGHTS: 4 comfortable Bedrooms along with a LARGE FROG (Finished Room Over Garage) that offers exceptional versatility as possible media or recreation room, home office, playroom, hobby space, guest area or whatever best suits your needs, 2 Car Attached Garage, generous rear deck provides an ideal setting for morning coffee, afternoon relaxation or memorable gatherings with family and friends. Step outside and discover the true appeal of this expansive nearly 4-acre property. There's plenty of room to enjoy the peaceful surroundings, entertain outdoors, garden, play, accommodate pets or simply relax and enjoy the privacy and freedom that come with owning a larger homesite. With its beautiful setting, spacious living areas and nearly 4 acres of land, this is a rare and truly special opportunity that offers the space, flexibility and lifestyle you've been looking for!

2711 Lake Drummond Cswy, South Chesapeake
628 Gladesdale Drive, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10657378 MLS
Well maintained all brick ranch on a large .34 acre corner lot in the Hickory School District . Enter the large greatroom through foyer which opens to formal dining room. Greatroom features chairrail, wainscoating, exposed beams, built in bookcase and masonry wood burning fireplace.Kitchen has been updated with new cabinet faces, countertops and laminate floors; all appliances convey. Primary bath updated with new vanity, toilet and has tile floor. Hall bath updated with new toilet. Laundry closet convenietly off eat-in area in kitchen. Large frog has plenty of head space and large closet; partially floored walk in attic. HVAC, hot water heater newer, encapsulated crawl with dehumidifier. Large deck off greatroom. No neighborhood fees.

628 Gladesdale Drive, South Chesapeake
443 Supplejack Court, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10657404 MLS
Welcome to sought-after Riverwalk! This beautifully maintained 4-bedroom, 2-bath ranch sits on a desirable corner lot with great curb appeal. The freshly painted interior offers an inviting floor plan, vaulted ceilings, updated lighting, luxury vinyl plank flooring, and thoughtful custom touches, including enhanced closet space and added shelving. The kitchen features quartz countertops, stainless steel appliances, and two pantries. A versatile 4th bedroom/FROG above the 2-car garage offers flexible space for guests, an office, or hobbies. Enjoy the beautifully landscaped backyard with a deck and paver patio, perfect for outdoor entertaining. Riverwalk amenities include a clubhouse, pool, dock, boat ramp, playground, trails, tennis and pickleball courts, plus seasonal concerts and food trucks. Discover the charm, convenience, and lifestyle that make Riverwalk a wonderful place to call home!

443 Supplejack Court, South Chesapeake
908 Levee Court, South Chesapeake
$420,000
3 Beds ⋅ 2 Baths ⋅ 10657748 MLS
Welcome home to this charming, well-maintained ranch-style home in Chesapeake, VA! Offering move-in-ready, one-level living, this home features 3 spacious bedrooms, 2 full updated bathrooms, an updated eat-in kitchen with new appliances, and washer and dryer. The roof was replaced in 2021, providing added peace of mind. Outside, enjoy a large backyard with plenty of space for entertaining, pets, gardening, or relaxing. A detached garage provides additional storage or workshop space. Conveniently located near shopping, dining, everyday amenities, and major Hampton Roads interstates. If you're looking for a 3-bedroom ranch-style home for sale in Chesapeake, Virginia with an updated kitchen, detached garage, and spacious backyard, this home is a must-see. Schedule your private showing today!

908 Levee Court, South Chesapeake
3616 Riverwood Crescent, South Chesapeake
$750,000
4 Beds ⋅ 3 Baths ⋅ 10657714 MLS
COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft workshop features a vehicle lift — perfect for car enthusiasts, hobbies, or business needs!Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed.Additional features include newer HVAC and appliances, an excellent water softener, and a sealed crawlspace with dehumidifier and warranty.Not in a designated flood zone!Three acres, a spacious workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, South Chesapeake
1054 Wickford Court, South Chesapeake
$255,000
2 Beds ⋅ 1 Baths ⋅ 10657509 MLS
2BD, 1 BA ONE STORY TOWNHOME. ALL KITCHEN APPLIANCES, LARGE LIVING ROOM OPENS TO KITCHEN, FENCED IN YARD LOCATED IN A CULDESAC. EXCELLENT HOME FOR FIRST TIME HOME BUYER OR INVESTOR.

1054 Wickford Court, South Chesapeake
1025 Taft Road, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10657381 MLS
Welcome to this charming all-brick ranch home nestled on just over 5 acres. This 4 bedroom, 2 bath home offers the perfect blend of comfort, space and privacy. Featuring a spacious eat-in kitchen, welcoming living room with a cozy wood-burning fireplace, and a finished room over the garage that provides versatile living space--perfect for that 4th bedroom, office, playroom or recreation area. Enjoy the peaceful setting and ample acreage while still having a home designed for easy one-level living. A wonderful opportunity to enjoy country living!

1025 Taft Road, South Chesapeake
911 Charing Cross, South Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10655533 MLS
Welcome to this beautiful four-bedroom, 2.5-bath home in the desirable Tunbridge Station neighborhood of Great Bridge! With nearly 2,600 square feet of living space, this home offers plenty of room to live, relax, and entertain. Situated on a spacious corner lot in a quiet neighborhood, this home features wood flooring throughout the first floor and new LVP flooring on the second floor. The kitchen offers a cozy eat-in area with a bay window, while the separate living room provides added privacy and could also serve as a home office. A formal dining room offers the perfect space for hosting family and friends. One of the home's standout features is the oversized family room over the garage, offering endless possibilities for a media room, game room, or playroom. Enjoy outdoor living with a new deck and patio for relaxing or entertaining. Located in the sought-after Hickory school district, this home offers space, versatility, and a wonderful opportunity to enjoy all that Great Bridge has to offer.

911 Charing Cross, South Chesapeake
1821 Volvo Parkway, South Chesapeake
$370,000
2 Beds ⋅ 2.1 Baths ⋅ 10657312 MLS
GORGEOUS LAKE FRONT TOWNHOUSE in Established Neighborhood. Fresh Paint & New Flooring Throughout, Updated Kitchen with New Shaker Style Cabinets, Quartz Countertops, & Stainless Steel Appliances, Open Living & Dining Space. 2 Primary Suites, Both with Private Bathrooms. Nice Deck Overlooking Lake. Easy Access to Virginia Beach & I-64.

1821 Volvo Parkway, South Chesapeake
901 Summerfield Crescent, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10657121 MLS
Fully updated and move-in ready, this spacious 4-bedroom (potentially 5), 2.5-bath home offers plenty of room to spread out! The downstairs primary suite is a true retreat, featuring a generous bedroom and ensuite designed to feel like your own private escape. Double vanity, jetted tub, separate stand-alone shower & toilet room and huge walk-in closet! The remodeled kitchen shines with brand-new cabinets, new granite countertops, and stainless-steel appliances, while fresh paint, new carpet, and all-new fixtures throughout give the entire home a clean, modern feel. Upstairs, you’ll find three additional bedrooms plus a versatile loft space that could easily be converted into a 5th bedroom, home office, playroom, or flex space. With updates throughout and a functional layout, this home offers space and flexibility. This corner lot condo provides low maintenance living with the space and privacy of a single-family home. Located nearby shopping, dining, great schools, major roadways & everyday conveniences, you’ll have everything you need just minutes from home!

901 Summerfield Crescent, South Chesapeake
1508 Bayberry N Court, South Chesapeake
$465,000
3 Beds ⋅ 2 Baths ⋅ 10657060 MLS
Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, South Chesapeake
708 Nottaway Drive, South Chesapeake
$289,900
2 Beds ⋅ 2.1 Baths ⋅ 10657099 MLS
Welcome to this spacious townhouse in Chesapeake in a great location with NO HOA!! The bright kitchen features a butler's window to provide a convenient pass-through for serving between the kitchen and dining area. The living room opens from the dining room and features a wood-burning fireplace as a centerpiece. Sliding glass doors lead from the living room to the back patio and fenced yard. Upstairs, you'll find two large bedrooms, each with its own ensuite bathroom and plenty of closet space. The primary bedroom also features a second wood-burning fireplace, creating a comfortable space to relax. Conveniently located near shopping, dining, schools, and major roadways. Property updates include a new tank water heater (2022), downstairs flooring (2022), fresh carpet and paint (2026), updated kitchen and bathroom faucets (2026), and a new backyard fence (2026). Water heater warranty may convey.

708 Nottaway Drive, South Chesapeake
2448 Johnstown Road, South Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10657067 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, South Chesapeake
904 Barrington Court, South Chesapeake
$525,000
4 Beds ⋅ 2 Baths ⋅ 10657061 MLS
Welcome home! Nestled in the established Waterford neighborhood in Chesapeake's highly sought-after Great Bridge area! Situated on a spacious cul-de-sac lot, this charming 4-bedroom, 2-bath home offers the perfect combination of comfort, functionality, and location. Enjoy the convenience of single-level living with an inviting floor plan designed for both everyday living and entertaining. The spacious living areas feature a cozy fireplace, creating a warm and welcoming atmosphere. Enjoy a beautifully renovated primary bathroom, offering updated finishes and a refreshed, modern feel. Additional improvements include a recently encapsulated crawlspace equipped with two dehumidifiers, providing added moisture protection and peace of mind. Outside, the generous backyard offers plenty of space for outdoor gatherings, gardening, or simply relaxing. Located in the desirable Great Bridge School District and just minutes from shopping, dining, parks, and major commuting routes.

904 Barrington Court, South Chesapeake
701 New River Court Unit B, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10657033 MLS
Honey stop the car! Townhouse-style living w/condo convenience in Chesapeake's Riverwalk community! This 2 bedroom, 2 full bath home offers approximately 1,100 sq ft across two levels, giving you the feel of a townhome without the upkeep. Fresh paint and new LVP flooring run throughout, so it's truly move-in ready. One of the two full baths has been remodeled. The main level is built for everyday living, with a fireplace in the living room and access to a private patio for morning coffee or quiet evenings. An exterior storage room adds space for bikes, tools and seasonal gear. The condo fee covers water, sewer, trash, grounds and exterior maintenance, plus access to the community pool and clubhouse. Convenient to Greenbrier shopping, dining and medical facilities, with easy access to I-64, local military installations CALL TODAY!

701 New River Court Unit B, South Chesapeake
1629 Shillelagh Road, South Chesapeake
$735,000
5 Beds ⋅ 2.1 Baths ⋅ 10656950 MLS
Why wait on new construction when so much of the work here is already done? Set on three private acres in Grassfield, this modern farmhouse has been completely reworked inside and out, and a detached garage plus whole-house filtration system will both be installed prior to closing. The kitchen centers the main living space with an oversized island and bar, white cabinetry, and a clean, current finish. The renovation continues throughout with new windows, upgraded Hardie Plank siding, a new roof, new water heater, and two new heat pumps with dual-zone HVAC. The primary suite features private porch access, dual closets, and a spa-style bath with a floor-to-ceiling marble-tiled shower. Mature trees and a classic brick fireplace add character against the newer finishes and major system updates. With three acres, a full renovation, major systems already replaced, and a detached garage being completed before closing, this is the kind of property that gives you the space, finish, and function buyers rarely find all in one place.

1629 Shillelagh Road, South Chesapeake
737 Willow Oak Drive, South Chesapeake
$560,000
4 Beds ⋅ 2 Baths ⋅ 10656926 MLS
This one checks ALL the boxes! Immaculate, beautifully updated, and exceptionally well maintained, this 4 bedroom, 2 bath Chesapeake home truly stands out. The remodeled kitchen features stainless steel appliances, a gas range and hood, beautiful countertops and backsplash, abundant cabinetry, eat-in space, and a custom butler’s pantry. Recessed lighting throughout enhances the bright, modern feel, while the inviting living room showcases beautiful hardwood floors, a large cozy fireplace, and abundant natural light. The separate dining room is ideal for everyday meals and entertaining. The primary suite features an impressive custom designed en-suite bathroom with gorgeous custom cabinetry, double vanity, and an oversized walk-in shower. Outside, enjoy a large, beautifully manicured backyard and expansive deck. An attached garage plus an impressive, detached 2 story garage provides exceptional space for vehicles, hobbies, storage, or a workshop. This home truly has it all!

737 Willow Oak Drive, South Chesapeake
424 Pines Of Warrick Drive, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10656970 MLS
Welcome to this exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake
720 Baywood Trail, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10656886 MLS
Opportunity knocks for this completely updated 4 BR, 2 bath brick ranch w/ 1-car garage in Oak Manor! Stunning all new kitchen features tons of solid wood cabinets with soft close doors and drawers, lots of granite counters with 8' long bar and all new stainless-steel appliances! All new primary bath with LVP floors, double sink vanity with soft close doors and drawers, tile shower with glass door enclosure, elongated toilet & black fixtures! All new hall bath with LVP floors, 48" vanity with soft close doors and drawers, elongated toilet, white tub & brushed nickel fixtures! Open floor plan with wood burning fireplace, new luxury vinyl plank (LVP) floors throughout living areas and new carpet in all bedrooms! New paint throughout home interior and exterior and large freshly painted deck! New 40-year lifetime architectural shingle roof, new energy efficient windows, new exterior and interior doors, newer HVAC heat pump system (2020) and newer electric water heater (2020)!

720 Baywood Trail, South Chesapeake
408 Currituck Drive, South Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10656729 MLS
Welcome to 408 Currituck Dr! This former model home has been beautifully refreshed with fresh paint and new flooring throughout, creating a bright, move-in-ready feel. The updated kitchen features a WiFi-enabled stove and opens to comfortable living spaces, including a family room with a wood-burning fireplace. The spacious primary suite offers two walk-in closets, while the FROG provides flexible space for a home office, media room, or additional living area. Step outside to the low-maintenance Trex deck and backyard, offering plenty of space for outdoor entertaining, cookouts, or simply relaxing and spending time together. A shed with electricity adds extra functionality. New gutters were installed in 2026, with replacement windows and floored attic space providing additional value and storage.

408 Currituck Drive, South Chesapeake
1149 Crystalwood Circle, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10656507 MLS
Welcome home to 1149 Crystalwood Circle! This inviting Chesapeake home has been thoughtfully cared for and updated over the years, offering the comfort of knowing many major improvements have already been completed. The electrical system was upgraded to 200-amp service in 2020, when the spacious 24' x 26' detached garage/workshop was added with its own 100-amp service. The HVAC received a new furnace and condenser in 2022, followed by a new washer and dryer in 2024 and a new water heater in 2025. In 2026, the home received a brand-new kitchen, new carpet, and a fully remediated crawl space with a new vapor barrier. With so much already done, there's more time to relax, enjoy your space, and make wonderful memories. Come see why this could be the one you've been waiting for!

1149 Crystalwood Circle, South Chesapeake
1416 Woodside Court, South Chesapeake
$450,000
3 Beds ⋅ 2 Baths ⋅ 10655585 MLS
Welcome to 1416 Woodside Court, a charming Chesapeake ranch offering comfortable one-level living and a floor plan designed for everyday life and entertaining. The spacious eat-in kitchen features granite countertops and a large center island, while the inviting living area is anchored by a wood-burning fireplace. Three bedrooms, two full baths, and a two-car garage provide plenty of flexibility. Major updates include a new 30-year architectural roof and water heater, both replaced in 2025 as well as new flooring in the bedrooms. Outside, enjoy a large backyard with room to relax, play, garden, or entertain. Tucked away on a court yet conveniently located near interstate access, shopping, dining, and everyday amenities, this move-in-ready home combines thoughtful updates and welcoming spaces.

1416 Woodside Court, South Chesapeake
229 Fresno Drive, South Chesapeake
$500,000
4 Beds ⋅ 3 Baths ⋅ 10656410 MLS
This is one of those rare homes that truly supports multi gen or other uses. TRUE DETACHED in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonry fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you! DONT DRIVE? NO PROBLEM! VERY NEAR ALL ANCILLARY SERVICES Extra nice YMCA with indoor and outdoor pool just a few short blocks. Physicians, groceries, dining and the highway system.

229 Fresno Drive, South Chesapeake

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

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