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$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

$795,000
6 Beds 3.1 Baths 10643149 MLS
Well-maintained, spacious home on a prime lot in the beautiful Riverwalk community. New Roof, all new Windows, new paint interior and exterior, and new carpet in 2026! Beautiful wood floors in living and dining areas. Six bedrooms, 3 full and 1 half baths. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, a formal butler station off the dining room. and exceptional flow throughout. The spacious eat-in kitchen and bar-top seating area open to the inviting family room with a cozy fireplace. Three additional bedrooms are located on the second level, including a versatile FROG that can serve as the 6th bedroom, home office, or recreation room. Current cooktop and built-in microwave to be replaced; buyer can choose. Large back deck with gas hookup. Residents of Riverwalk enjoy exceptional neighborhood amenities, including walking trails, a community pool, boat ramp and dock, playground, and a popular summer swim team. This is a wonderful opportunity to own a meticulously cared-for home in one of Chesapeake’s most desirable communities.

804 River Strand, 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

$506,990
2 Beds 2 Baths 10644247 MLS
The Asheville, one of our quad-style homes, features two bedrooms and two full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, South Chesapeake

$549,000
4 Beds 2.1 Baths 10642714 MLS
Impeccably maintained brick ranch with 4 bedrooms, 2.5 baths, an attached one-car garage, wood-burning fireplace and a spacious backyard. The remodeled kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, under-cabinet lighting, and a movable island. Updated bathrooms, custom wood trim, and closet organization systems add thoughtful touches throughout. Enjoy the 15x40 deck, fenced yard, storage shed, and newly expanded driveway with RV pad, 50-amp hookup, and generator connection. Major improvements over the years include windows, HVAC, 200-amp electrical panel, flooring, garage door, water heater, sprinkler/well system, and more. Convenient to bases, shopping & highways for easy access in Hampton Roads and to NC. Hickory HS district. This home has been diligently cared for inside and out and is truly move-in ready!

1025 Ramsgate Lane, South Chesapeake

$590,000
4 Beds 2.1 Baths 10643821 MLS
Lovely 4 bedroom, 2.5 bath home located in desirable Great Bridge area. This beautiful home has been well maintained by original owners and boasts custom features throughout including cathedral ceilings, custom crown molding and chair rail. New LVP flooring in primary bathroom and hall bathroom. New stainless steel appliances and granite counter tops in bright open kitchen that flows into the family room with a cozy gas fireplace for relaxing. Large bedrooms that are bright and inviting. Huge primary suite with cathedral ceiling, walk in closet, jetted tub & double sinks. Located in a cul de sac with wrap around front porch that overlooks the lush front yard & deck in the "secret garden" back yard with mature trees and shrubbery for privacy. Partially encapsulated crawl space & dehumidifier. Updates include HVAC (2022), windows (2016), Roof (2014), new rear sliding door & LVP flooring. 2 car garage with new side entry door. Freshly painted exterior. This truly feels like HOME!

700 Turnbuckle Court, South Chesapeake

$700,000
4 Beds 3.1 Baths 10643713 MLS
Welcome home to this classic brick home tucked in a cul-de-sac, with comfortable living spaces, thoughtful updates, and a backyard made for enjoying Virginia summers. The main level offers inviting living and dining areas, a large bright kitchen with island seating, and an easy flow into the vaulted family room with skylights, a brick fireplace, and access to the deck and pool area. Upstairs, the spacious bedrooms offer flexibility for guests, hobbies, work, or everyday living. The primary suite features vaulted ceilings, generous closet space, and a large bath with a soaking tub set beneath a window-filled nook. Outside, enjoy an in-ground pool, deck space for relaxing or entertaining, mature landscaping, and a peaceful setting. Recent updates include new flooring, upstairs, HVAC, a new pool liner, an updated front door, refreshed lighting and fixtures, and new fencing. Come see all this home has to offer!

701 Aspen Forest Court, South Chesapeake

$564,900
4 Beds 2.1 Baths 10643678 MLS
Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package!

716 Tallahassee Drive, South Chesapeake

$600,000
4 Beds 2.1 Baths 10643428 MLS
*Located in Butts Road Intermediate & Hickory Middle & High schools!* Welcome home to this beautifully updated 4-bedroom, 2.5-bath ranch in the desirable Ethridge Woods neighborhood! This move-in-ready home features newly installed hardwood flooring & a brand-new roof (2025/2026)! Open concept living & kitchen area that is great for entertaining. Cozy breakfast nook, wood burning fireplace in the living room, soaring cathedral ceilings in the sunroom/ office area & a huge walk in closet in the primary bedroom. So many great features throughout! Step outside to your own private backyard retreat complete with a large inground pool (liner 2018) & an expansive deck. Additional highlights include an energy-efficient geothermal heating and cooling system (2018). With its recent upgrades, exceptional outdoor living, and sought-after location, this home is ready for its next owners to move in and enjoy! (Some photos were photoshopped, but they keep their core details)

829 Donnington Drive, South Chesapeake

$444,000
3 Beds 2.1 Baths 10643564 MLS
Welcome to your golfer’s paradise on the 14th hole of Greenbrier Country Club! Meticulously updated, this stunning home blends modern elegance with everyday comfort. Come into a breathtaking living area showcasing soaring cathedral ceilings, high-end LVP flooring, and massive, picturesque windows that bathe the space in natural light while framing panoramic fairway views. Retreat to the first-floor primary suite—a true sanctuary beautifully reimagined with contemporary, spa-like finishes. Enjoy the lifestyle in the heart of Chesapeake, conveniently located just minutes from premier dining and shopping. Don't miss this rare opportunity to live on the green! Seller offering a $2,500 appliance credit.

927 Thatcher Way, South Chesapeake

$1,750,000
4 Beds 4 Baths 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, South Chesapeake

$535,000
4 Beds 2 Baths 10642565 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on just under an acre, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simply relaxing.Unwind on the inviting front porch or entertain on the large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortable gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. With its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment. 2024 Gutter shudder gutters, 2022 closed crawl dehumidification system/polly vapor barrier system. 2019 Trane a/c unit, upgraded w/trane clean air effects package w/reme halo bacteria eliminator & ac duct work. 2025 Landscape lighting.

940 Saddleback Trail, South Chesapeake

$370,000
4 Beds 2.1 Baths 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake

$614,900
6 Beds 4.1 Baths 10642445 MLS
Rare opportunity to own a beautifully updated 6-bedroom, 4.5-bath home featuring a private, fully equipped in-law suite for multigenerational living, extended family, guests, rental income, or a private home office. The main residence offers 5 spacious bedrooms, 3 full baths, and a stunning remodeled kitchen with quartz countertops, sleek high-gloss cabinetry, stainless steel appliances, and space for a large center island. The separate in-law suite lives like its own home, complete with an open loft-style bedroom, 1.5 baths, walk-in closet, full-size laundry, upgraded kitchen with quartz counters and stainless appliances, and generous living space. Recent upgrades include renovated baths, new windows, patio doors, and Nest thermostats. Step outside to your backyard oasis featuring an 8-foot in-ground pool with newer liner, filter, and pump, plus a built-in deck bar ideal for entertaining. Conveniently located near shopping, dining, schools, military bases, beaches, and major commuter routes.

501 Thornloe Ln Lane, South Chesapeake

$619,900
4 Beds 2.1 Baths 10642204 MLS
Built in 2018 and showing like new, this stunning 4-bedroom home is a must-see! Situated on a beautiful lot backing to a wooded area, the backyard is an entertainer’s dream, featuring a paver patio and an in-ground salt water pool for relaxing or hosting family and friends.The chef’s kitchen opens seamlessly to the spacious family room, creating an ideal layout for everyday living and entertaining. Custom built-ins add both style and functionality, while the mudroom/drop zone provides convenient organization.Upstairs, the versatile loft offers endless possibilities as a sitting area, playroom, home office, or media space. Generously sized bedrooms provide comfort for everyone, and additional features include a whole-house backup generator and a 3-car garage.Meticulously maintained and reflecting true pride of ownership, this exceptional home is ready for its next owners to enjoy.

3637 Kathys Way, South Chesapeake

$543,740
2 Beds 3 Baths 10641942 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary. Photos and renderings are from builder's library, actual finishes and features may vary.

2162 Edwin Drive, South Chesapeake

$539,000
3 Beds 2.1 Baths 10641886 MLS
Welcome home to this beautifully appointed, move-in ready Seafield model in Eagle Pointe, Chesapeake's premier 55+ resort-style community. The gourmet eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, & butler's pantry plumbed for a sink. Enjoy both casual & formal entertaining with an eat-in kitchen & elegant formal dining room. Relax year-round in the bright Florida room w/custom doors. Plantation shutters & custom window treatments enhance the home's timeless appeal. The first-floor primary suite offers a spacious walk-in closet & spa-inspired bath w/split vanities & walk-in shower. Upstairs features a loft overlooking the family room, two bedrooms, full bath, & walk-in storage/mechanical room. Patio w/electric awning, gas grill line, certified green construction, spray foam insulation, & Rinnai tankless water heater. Enjoy The Bay Club's indoor/outdoor pools, fitness center, ballroom, library, billiards, game rooms, and more!

1517 Eagle Glen Drive, South Chesapeake

$595,000
5 Beds 2.1 Baths 10641782 MLS
Welcome to the Shenandoah at Retreat at Edinburgh, a sought-after 55+ community where low maintenance living meets modern comfort. This beautifully designed home features an open-concept floor plan, a gourmet kitchen with quartz countertops, stainless steel appliances, and a large island looking over the dining and living rooms, making it perfect for entertaining. On the first floor, you will conveniently find a home office and a primary suite that offers a private retreat with a spa-inspired shower, vanity, and large walk-in closet. Upstairs, you'll find three large additional bedrooms and a loft ideal for guests, hobbies, or a home office. Community amenities include a resort style pool, clubhouse, fitness center, dog park, walking paths and more. Conveniently located near shopping, restaurants, and medical facilities, this community offers the perfect blend of convenience and carefree living.

2000 Barton Lane, 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

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.