Chestnut Oaks Real Estate

Welcome to Chestnut Oaks, a charming subdivision nestled in the heart of Matthews, North Carolina, in Union County. This inviting community offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

Chestnut Oaks is characterized by its beautifully landscaped streets, lined with mature trees and well-maintained homes that showcase a variety of architectural styles. The neighborhood fosters a strong sense of community, where neighbors become friends and families create lasting memories. Residents enjoy the peaceful ambiance, with spacious yards and ample green spaces that encourage outdoor activities and relaxation.

One of the standout features of Chestnut Oaks is its proximity to top-rated schools, parks, and recreational facilities. Families will appreciate the excellent educational opportunities provided by the Union County Public Schools, while outdoor enthusiasts can take advantage of nearby parks and trails for hiking, biking, and picnicking. The subdivision is also just a short drive from the vibrant downtown Matthews, where you can explore charming shops, delightful dining options, and community events throughout the year.

For those commuting to Charlotte, Chestnut Oaks offers easy access to major highways, making it a convenient choice for professionals seeking a suburban lifestyle without sacrificing proximity to the city. With a welcoming atmosphere and a strong community spirit, Chestnut Oaks is more than just a place to live; it’s a place to thrive. Discover the charm and convenience of Chestnut Oaks, where your dream home awaits!

Newest Listings in Chestnut Oaks

$460,000

3 Beds ⋅ 3 Baths ⋅ 4400390 MLS

Welcome to this beautifully maintained and updated Charleston-inspired Matthews home, where timeless curb appeal, thoughtful updates, inviting living spaces, and a convenient location come together to create the perfect place to call home. Featuring inviting double front porches, including a second-story porch just off the primary bedroom, this move-in-ready home offers the perfect place to enjoy your morning coffee, unwind in the evening, or relax on the screened porch. The kitchen was updated in 2021 with professionally painted cabinets, new countertops, a farmhouse sink, and a dishwasher. A new double-oven range and microwave were installed in 2023. Carpet and LVP flooring were done in 2021, while the AC and water heater were both replaced in 2020. The entire interior was painted in 2025, with the exception of two secondary bedrooms (one painted in 2021). Interior light fixtures were replaced in 2025. A new screened porch door was installed in 2026. Outside, the backyard was enhanced in 2022 with a stone patio, walkway, and stone planters, creating an inviting outdoor space for relaxing or entertaining. Ideally situated near an abundance of shopping, dining, grocery stores, parks, and healthcare facilities, this home offers exceptional convenience with easy access to everything you need for everyday living.

4140 Cedar Point Avenue, Matthews

Listing courtesy of Michael Andrew Group LLC. michaelncrealtor@gmail.com

$565,000

3 Beds ⋅ 3 Baths ⋅ 4398881 MLS

Live in your own storybook village, where tree-lined streets wind past homes with inviting front porches, Victorian-inspired details, and the kind of architectural character rarely found in newer neighborhoods. Chestnut Oaks was designed to feel different—and from the moment you arrive, it does. That same sense of craftsmanship continues inside this home, where warm heart pine floors, wainscoting, decorative trim, and extensive stacked crown molding create spaces with depth, warmth, and personality. A soaring two-story foyer sets the tone, leading into a dramatic great room where vaulted ceilings and a stacked-stone fireplace create a natural centerpiece for both quiet evenings and lively gatherings. The kitchen sits at the heart of the home, with solid surface countertops, a tile backsplash, gas range, and an easy connection to the surrounding living spaces and outdoor deck. The main-level primary suite feels like a true retreat, offering a generous walk-in closet and spacious bath with dual vanities, separate tub and shower, and private water closet. Upstairs, the home continues to surprise. Two separate loft areas offer the freedom to create spaces that fit the way you live—perhaps a reading nook overlooking the living spaces below, a home office, media room, playroom, or creative studio. One loft also offers the potential to be enclosed, creating an additional bedroom, bonus room, or more private workspace as your needs change. Thoughtful details appear in unexpected places, from the barn door at the laundry area to the layers of millwork that give the home its distinctive character. Step outside to enjoy dinner on the deck, a weekend gathering with friends, or a quiet evening relaxing in the hot tub under the stars. In a world of cookie cutter neighborhoods, Chestnut Oaks stands apart. Here, architecture has personality, homes have character, and coming home feels a little like stepping into a story of your own.

1228 Saint Johns Avenue, Matthews

Listing courtesy of Keller Williams South Park. kbernard@empowerhome.com

$338,000

3 Beds ⋅ 1 Baths ⋅ 4307170 MLS

Seller is motivated! Bring your best offer! Welcome to your peaceful retreat in rural Chapel Hill, NC! Nestled on a full acre in a serene country setting, this charming home offers 1,098 square feet of comfortable living space in a wonderful neighborhood—ready for you to make it your own! Enjoy the quiet and privacy of rural life while still being conveniently close to everything Chapel Hill has to offer. With plenty of room to roam, this spacious lot is perfect for gardening, outdoor play, or simply relaxing under the Carolina sky. Recent updates provide peace of mind for years to come: Brand new roof installed in 2025 with a transferrable warranty Encapsulated crawl space (2025) with transferrable warranty Electric heat pump added in 2024 for efficient year-round comfort Luxury vinyl plank flooring throughout the home Ceiling fans in every room for added comfort The home is truly move-in ready and includes all appliances—microwave, dishwasher, refrigerator, and range—making your transition seamless. Whether you're looking for your first home, a quiet retreat, or a property with room to grow, this home checks all the boxes. Don’t miss out on this rare find—schedule your showing today!

2538 Gemena Road, Chapel Hill

Listing courtesy of Shelton Real Estate Center LLC. angiepugh335940@gmail.com

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Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.