Chestnut Oaks Real Estate

Welcome to Chestnut Oaks, a serene and inviting subdivision nestled in the heart of North Carolina. This charming community is designed for families and individuals seeking a peaceful retreat without sacrificing the conveniences of modern living.

Chestnut Oaks boasts beautifully landscaped streets lined with majestic oak trees, creating a picturesque setting that feels like home from the moment you arrive. The subdivision features a variety of thoughtfully designed single-family homes, each offering unique architectural styles and spacious layouts to accommodate any lifestyle. Whether you’re a first-time buyer, a growing family, or looking to downsize, Chestnut Oaks has something for everyone.

Residents enjoy a strong sense of community, with friendly neighbors and regular social events that foster connections and create lasting friendships. The subdivision is also conveniently located near top-rated schools, making it an ideal choice for families. With parks, playgrounds, and walking trails just a stone’s throw away, outdoor enthusiasts will appreciate the abundance of recreational opportunities right at their doorstep.

In addition to its tranquil atmosphere, Chestnut Oaks is just a short drive from vibrant shopping centers, dining options, and entertainment venues, offering the perfect blend of suburban tranquility and urban convenience. Experience the best of North Carolina living in Chestnut Oaks, where community spirit thrives, and every day feels like a getaway. Come and discover your dream home in this enchanting subdivision today!

Newest Listings in Chestnut Oaks

$349,900

3 Beds ⋅ 2 Baths ⋅ 1229432 MLS

Move-in ready home situated on 5.19 acres offering privacy and plenty of room to enjoy country living. This well-maintained off-frame modular home features 3 bedrooms, 2 full baths, a spacious living room, and a separate den providing flexible living space for family gatherings, entertainment, or a home office. Cozy up by the fireplace on cooler evenings and enjoy the comfort and functionality this home provides. With over 5 acres of land, there is ample space for outdoor activities, gardening, recreation, or future possibilities. Don’t miss this opportunity to own a move-in ready home with acreage and room to grow.

1507 Ridgewood Road, Franklinville

$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

$430,000

3 Beds ⋅ 2 Baths ⋅ 4392209 MLS

*PRICE REDUCTION!* Charming and move-in ready, this beautifully maintained 1-story home offers the perfect blend of comfort and functionality. Featuring 3 bedrooms and 2 full baths, the home showcases neutral tones throughout, open floorplan, and two car garage. The spacious kitchen is the heart of the home, offering an open-concept layout with stainless steel appliances, abundant cabinet space, a large center island, and a charming breakfast nook complete with a cozy window seat. The generous primary suite features a tray ceiling and includes a relaxing en suite bath, while two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to the inviting patio, perfect for entertaining friends and family or simply enjoying a quiet evening outdoors. A detached 2-car garage offers ample space for parking, storage, or hobbies. HVAC system updated in 2022.

1205 Gainsborough Drive, Matthews

$396,770

4 Beds ⋅ 6 Baths ⋅ 1218960 MLS

Bring us your offer. Many furnishings stay. We are serious about getting this large townhome to the next owner. 4 PRIMARY Bedrooms with ensuite baths. Rare opportunity to own an exceptionally spacious home designed for comfort, flexibility, & easy living. Most exterior maintenance & yard work are handled by the HOA, allowing you to relax & enjoy life. Incredible value per sq ft with a layout ideal for multi-generational living & guests. This unique property features 2 garages & 2 separate driveways. Lower level includes a private entrance, patio, great room, huge bedroom, & 2 full baths — all on one level. You'll also find a powder room, spacious great room, dining room, & bright eat-in kitchen w/skylight, & walk-in pantry. Enjoy mornings on the charming front porch with swing & puppy gate. Oversized rooms, abundant closets, & extensive storage. Agent related to seller. Review the floor-plan & room sizes — C this home to appreciate all it offers. Down from 450k - no known issues.

633 Huntington Drive, High Point

$330,000

3 Beds ⋅ 3 Baths ⋅ 4377619 MLS

Charming end-unit townhome nestled in the highly sought-after Chestnut Oaks neighborhood, offering a picturesque setting with a cozy covered front porch. Situated on a lovely tree-lined street, this home exudes curb appeal and welcomes you with an open, inviting floor plan. Step inside to find a freshly painted interior complemented by brand-new neutral carpeting throughout both levels. The kitchen features granite countertops, stainless steel appliances (refrigerator included!), and a seamless flow into the dining and living areas—perfect for both everyday living and entertaining. The primary bedroom, conveniently located on the main level, provides a peaceful retreat, while the upper level boasts spacious secondary bedrooms. Outside, enjoy a fenced backyard area that's ideal for relaxing or hosting gatherings. Additional street parking is available for your convenience. This home offers a perfect blend of comfort, character, and convenience. Located close to Matthews and with easy access to I-485, this is one you won't want to miss!

2025 Gable Way Lane, Matthews

$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

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .