South Chesapeake Homes with Well Exterior features

Welcome to South Chesapeake, a charming city nestled in the heart of Chesapeake, Virginia. Known for its serene surroundings and friendly community, South Chesapeake offers a peaceful retreat from the hustle and bustle of city life. With easy access to major highways and a short drive to the Virginia Beach oceanfront, residents enjoy the best of both worlds - a tranquil suburban lifestyle and close proximity to urban amenities.

If you're looking for homes with well exterior features in South Chesapeake, you're in luck. True to its reputation for beautiful properties, South Chesapeake boasts a variety of homes with well-maintained exteriors that exude curb appeal. From meticulously landscaped gardens to inviting front porches, these homes are a testament to pride of ownership and attention to detail.

Whether you're in the market for a cozy bungalow or a spacious family home, South Chesapeake has something for everyone. Imagine coming home to a picturesque setting where every detail is thoughtfully designed to create a welcoming atmosphere. With a strong sense of community and a focus on quality living, South Chesapeake is the perfect place to plant your roots and make lasting memories.

Come and explore the beauty of South Chesapeake - where small-town charm meets modern convenience, and where you'll find the home of your dreams with well exterior features that truly stand out.

Newest South Chesapeake Homes with Well Exterior features

$1,200,000

4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS

Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, Chesapeake

$525,000

5 Beds ⋅ 3 Baths ⋅ 10646864 MLS

Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, Chesapeake

$634,900

4 Beds ⋅ 3.1 Baths ⋅ 10646890 MLS

Beautifully maintained 4 Br 3.5 bath home on 1/2 acre lot located in the Grassfield area of Chesapeake. 2 large primary suites 1 upstairs and 1 downstairs. 2 additional bedrooms upstairs that share a Jack n Jill. Theater room located downstairs that you will absolutely love. Some other upgrades include gourmet kitchen, granite countertops, stainless steel appliances, hard wood/LVP flooring, full privacy fence and beautifully maintained landscaping. The roof was replaced 2018.

2308 Angler Lane, Chesapeake

$609,000

5 Beds ⋅ 3 Baths ⋅ 10646979 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.

789 Caddie Street, Chesapeake

$599,000

4 Beds ⋅ 2 Baths ⋅ 10646894 MLS

This is the one you’ve been waiting for! Beautifully updated & filled w/ character, this 2,800-square-foot ranch delivers 4 bedrooms, 2 baths and an incredible blend of indoor comfort & outdoor resort-style living. Covered front porch welcomes you to a light-filled interior where floor-to-ceiling windows surround the sunroom, while the family room showcases a fireplace, built-in bookcase & extensive molding. The spacious primary suite offers walk-in closets plus a versatile sitting area perfect for a home office, reading retreat or private escape. Outside, prepare to be wowed! The expansive backyard is your own private oasis with a 26,000-gallon saltwater pool (new pump 2025, salt cell 2026), deck, gazebo, fire pit, hammocks, pool house, sheds, fish pond with fountain, weeping willow, mature Japanese maple, peach tree and lush gardens. Smart-home features and Wi-Fi irrigation add modern ease. Finished room over garage, expansive attic, numerous updates & low traffic dead-end street.

318 Rio Drive, Chesapeake

$675,000

5 Beds ⋅ 3 Baths ⋅ 10646878 MLS

Welcome home to this spacious 5-bed, 3-bath home offering 3,842 sq ft of beautifully designed living space on a generous .84-acre lot. With multiple living areas, a HUGE bonus room over the garage, plus a formal living room, dining room, family room, and bright sunroom, there's plenty of space to spread out. The open kitchen flows seamlessly into the family room and sunroom. Upstairs, the spacious primary suite boasts a spa-like bath with a jetted tub, separate shower, and dual vanities. Brand-new carpet was installed upstairs. Step outside to your private backyard retreat featuring a Trex deck, outdoor kitchen, stamped concrete patio, and an expansive fenced yard with a newer vinyl privacy fence with four gates. A storage shed with power provides plenty of extra storage. Additional highlights include stunning curb appeal, a stamped concrete driveway, epoxy-coated garage floor, EV charger, and easy access to military bases, major highways, shopping, dining, and entertainment.

3204 Hearring Way, Chesapeake

$674,900

5 Beds ⋅ 3.1 Baths ⋅ 10646835 MLS

If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, Chesapeake

$825,000

5 Beds ⋅ 2.1 Baths ⋅ 10646792 MLS

Space to gather, land to enjoy, and a separate apartment for the people who matter most. Nearly 3,900 square feet in the main home, 3 private acres, a detached three-car garage, and an approximately 1,000-square-foot apartment above it. This sprawling ranch offers four first-floor bedrooms, including the spacious primary suite with dual closets, beautifully refinished hardwoods, fresh paint, updated lighting, newer roof, new carpet and an expansive kitchen with gas cooking and newer appliances. A finished bonus room upstairs serves as the fifth bedroom or flexible space for guests, hobbies, or a quiet retreat. An enormous walk-in attic provides rare expansion potential, with room to add finished living space for an even more complete upstairs retreat. Enjoy the new Trex deck and peaceful backyard with room to entertain, garden, play, and bring your horses-picture them grazing outside your kitchen window while your coffee brews. Dreaming of an inground pool and backyard oasis? There is room for that too. Need space for your in-laws? Above the detached garage, the separately metered apartment includes its own bedroom, full bath, kitchen, living area, and laundry, creating true independent space for extended family, guests, a studio, or private home office. The apartment is not counted in sq ft/bedroom/bath count in this listing. Well and septic mean no monthly city water or sewer bill. Located in Riverwood, a quiet acreage community known for spacious homesites, mature trees, room for horses, and a neighborhood boat launch for enjoying nearby waterways. Enjoy the space and privacy of South Chesapeake in the Grassfield school district. Come see the lifestyle you have been searching for.

3700 Riverwood Crescent, Chesapeake

$665,000

4 Beds ⋅ 3 Baths ⋅ 10646600 MLS

LUXURY COASTAL RESORT STYLE RIVER FRONT COMMUNITY! Welden Field & Rowe Custom Home on a Premium .44-acre lot backs to Nature Preserve. Resort like lifestyle w/ waterfront Gazebo, deep water access, Kayak launch, Clubhouse, Pool, Fitness Room, Green Space, Nature Preserve w/Trails. Welcome to this meticulously maintained Craftsman-style home w/ Southern Living front porch & thoughtfully designed luxurious light-filled floor plan. Chef's kitchen w/ expansive island, bar seating, Dual-Fuel Range, tile back splash tile backsplash & Cafe SS appliances. Comfortable open living spaces that flow seamlessly throughout w/fireplace, 8 ft doors, high ceilings. Spacious downstairs owner's suite w/ Spa concept bathroom, tile floors, glass shower, over-sized Garden tub + custom walk-in closet + FF guest bedroom/Home Office w/ add storage. Outdoor oasis that backs to Nature Preserves w/ spacious covered porch, irrigation system, back up generation & MORE! Easy access to I-64, Edinburgh. WELCOME HOME!

409 Tranquility Trace, Chesapeake

$549,000

3 Beds ⋅ 2 Baths ⋅ 10646565 MLS

Welcome to 1928 Centerville Turnpike in the highly sought-after Hickory School District. Set on 3 acres, this 3-bedroom, 2-bath home offers 1,688 square feet of comfortable living. Enjoy the ideal balance of privacy and convenience with ample space for gardening, recreation, animals, or future expansion. There is also a barn and a work shop equip with electricity. The property provides a peaceful rural setting while still being just minutes from shopping, dining, and major commuter routes. Updates-Renovated kitchen with NEW appliances , NEW roof, New AC, Septic 4years, generator 7 years.

1928 Centerville Turnpike S, Chesapeake

$719,900

5 Beds ⋅ 3 Baths ⋅ 10646613 MLS

Beautiful 5-bedroom, 3-bath home tucked away on a quiet cul-de-sac in the desirable Great Bridge area of Chesapeake. Built in 2018, this move-in ready home features an open-concept floor plan filled with natural light, a spacious living area, and a well-appointed kitchen that's perfect for entertaining. A first-floor bedroom and full bath offer flexibility for guests or a home office. Upstairs, the spacious primary suite provides a private retreat, along with generously sized secondary bedrooms. Situated on nearly half an acre, the backyard offers plenty of room to relax, play, or entertain. Conveniently located near shopping, dining, parks, and major commuter routes. Don't miss this exceptional opportunity—schedule your private tour today!

1021 Mimi Court, Chesapeake

$579,900

4 Beds ⋅ 2.1 Baths ⋅ 10646647 MLS

Beautiful 4 bdrm 2.5 bath home located in Great Bridge. This home has a attached garage and a huge 728 sqft detached garage with additional living space above the Det. garage. The living space just needs some finishing touches to make move in ready! The main house has a large kitchen with brand new guartz counter tops . This home has newer windows, roof, HVAC and has been professionally cleaned. This home offers plenty of parking and a nicely landscaped yard. Call me today for a private tour to see this wonderful well cared for home!

1205 Cutspring Road, Chesapeake

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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.