Pleasant Grove Real Estate

Welcome to Pleasant Grove, a hidden gem nestled in the heart of South Chesapeake, Virginia. This charming neighborhood is renowned for its serene atmosphere, friendly community, and an abundance of natural beauty, making it an ideal place for families, professionals, and retirees alike.

Pleasant Grove boasts a rich tapestry of tree-lined streets and well-maintained homes that reflect a variety of architectural styles, creating a picturesque suburban landscape. Residents enjoy a strong sense of community, with neighbors often coming together for seasonal events, block parties, and local gatherings that foster lasting friendships.

Nature lovers will appreciate the nearby parks and recreational areas, perfect for weekend picnics, leisurely strolls, or morning jogs. The lush greenery and scenic walking trails provide a peaceful retreat from the hustle and bustle of everyday life. For those who enjoy outdoor activities, the proximity to the Elizabeth River and various waterways offers opportunities for kayaking, fishing, and exploring the great outdoors.

Convenience is key in Pleasant Grove, with easy access to major highways, shopping centers, and dining options. Residents can enjoy a variety of local eateries, boutiques, and entertainment venues just a short drive away. Families will also benefit from the highly-rated schools in the area, ensuring a quality education for children of all ages.

In Pleasant Grove, you’ll find not just a place to live, but a community to thrive in. With its welcoming atmosphere and ideal location, it’s no wonder that this neighborhood is a sought-after destination in South Chesapeake. Come discover the charm of Pleasant Grove and see why it could be the perfect place for you to call home!

Newest Listings in Pleasant Grove

$689,900

5 Beds ⋅ 3 Baths ⋅ 10647461 MLS

Grassfield High School Zone | Outdoor Oasis with In-Ground Pool | Renovated Kitchen & 1st Floor Bedroom. Welcome to 1076 Scenic Blvd, located on nearly half an acre with NO HOA! Now offering $10,000 in closing cost assistance! This spacious 5 bedroom home features a main-floor bedroom with a full bath, new LVP flooring, fresh Paint, and a fully remodeled 2026 kitchen with smart Appliances. Step into your private outdoor oasis complete with an in-ground pool surrounded by an extended concrete deck, plus a cozy fire pit for entertaining. Convenient to local bases, shopping, and dining. Schedule your tour today!

1076 Scenic Boulevard, South Chesapeake

$589,700

4 Beds ⋅ 2.1 Baths ⋅ 10646302 MLS

Beautifully maintained all-brick transitional corner lot in Great Bridge. 4 bedroom/2 bath. 1st floor MB with en suite. Open floor plan with huge kitchen and stainless steel appliances, breakfast area. Wood-burning fireplace for cozy evenings. Walk out of family room door onto a TREX deck and large backyard. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. Shed sold as-is.

746 Yorkshire Trail, South Chesapeake

$355,000

3 Beds ⋅ 1 Baths ⋅ 10645994 MLS

Welcome to 944 Bells Mill Road, a beautifully updated Craftsman-style bungalow in the highly desirable Great Bridge area of Chesapeake. This home blends timeless character with modern updates, featuring fresh paint throughout, brand-new kitchen countertops, new luxury vinyl plank flooring in the kitchen and laundry room, and a refreshed bathroom. Situated on a spacious 0.36-acre lot, the property offers a detached garage/workshop, a welcoming front porch, a newer HVAC system, energy-efficient windows, and a durable metal roof. This charming home is just minutes from shopping, dining, parks, and major commuter routes. If you're looking for character, thoughtful updates, and an unbeatable location, 944 Bells Mill Road is ready to welcome you home.

944 Bells Mill Road, South Chesapeake

$675,000

4 Beds ⋅ 2.1 Baths ⋅ 10644422 MLS

Welcome to peaceful country living without sacrificing convenience, this 4 bed 3 bath home is situated on 3 beautiful acres in the desirable Hickory area of Chesapeake. Enjoy the privacy and open space you’ve been looking for while remaining close to shopping, restaurants, and movies in the Edinburgh shopping area. Choose your own adventure, take route168 down to the Outer Banks in NC or go north to Virginia Beach. Get all of this with no HOA restrictions!!

1924 Land Of Promise Road, South Chesapeake

$399,900

4 Beds ⋅ 2 Baths ⋅ 10633925 MLS

Step into a timeless sanctuary nestled on a serene 1-acre lot, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Enjoy the privacy and peace of country living while still being within easy reach of city amenities. Step inside to find spacious interiors filled with natural light and cozy ambiance. Originally built circa 1898, this property exudes character and warmth. The four generously sized bedrooms provide ample space for everyone, while the two bathrooms ensure comfort and convenience. Outside, your private oasis awaits. Imagine spending your days enjoying the outdoors, gardening, or simply unwinding on your expansive property. The possibilities are endless! Don't miss this opportunity to make this peaceful retreat your own. Schedule a showing today and experience the lifestyle you've been dreaming of.

1400 Fentress Road, South Chesapeake

$275,000

10623777 MLS

Centrally located. QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE. Located off RT 17 near the North Carolina line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SECLUDED LOCATION. THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD TIME TO PURCHASE AND BUILD.

3725 Cornland Road, South 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.