Chestnut Hills Real Estate

Welcome to Chestnut Hills, a captivating subdivision nestled in the heart of Raleigh, North Carolina. This charming community is a hidden gem within Wake County, offering residents a perfect blend of suburban tranquility and urban convenience.

Chestnut Hills is characterized by its picturesque tree-lined streets and beautifully landscaped homes, providing an inviting atmosphere for families and individuals alike. With a diverse array of architectural styles, from cozy single-family homes to modern townhouses, there’s something to suit every taste and lifestyle. The community prides itself on a strong sense of belonging, where neighbors become friends and lifelong memories are made.

One of the standout features of Chestnut Hills is its proximity to Raleigh’s vibrant downtown area. Residents enjoy easy access to a plethora of dining, shopping, and entertainment options, making it a breeze to indulge in the local culture. For outdoor enthusiasts, nearby parks and green spaces offer ample opportunities for recreation, from leisurely strolls to energetic weekend picnics.

Families will appreciate the top-rated schools within the Wake County Public School System, ensuring that children receive a quality education close to home. Additionally, the community is conveniently located near major highways, making commuting a hassle-free experience.

Whether you’re looking for a serene retreat or a lively community atmosphere, Chestnut Hills has it all. Discover your dream home in this delightful subdivision, where comfort meets convenience, and create a life filled with joy and connection. Welcome to your new beginning in Chestnut Hills!

Newest Listings in Chestnut Hills

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 10184474 MLS ⋅ ACTIVE Status

Exceptional presale opportunity with award-winning Exeter Building Company in coveted Chestnut Hills—in the heart of North Hills-Midtown. Enjoy effortless walkability to the North Hills Club while collaborating with Exeter Building Company, one of Raleigh's premier award-winning custom builders to design and craft your dream home in one of the city's most desirable locations.

842 Manchester Dr, Raleigh

$3,249,000

4 Beds ⋅ 6 Baths ⋅ 10170774 MLS ⋅ ACTIVE Status

Nestled in the heart of coveted North Hills, this bespoke build by Homestead Building Company redefines modern luxury living. Delivering this September, the residence effortlessly fuses timeless elegance with elevated design -- with a luxurious heated salt water pool for an outdoor oasis. The main level is anchored by rich wide-plank hardwood floors and curated architectural trim. A dramatic grand foyer sets an opulent tone, featuring a custom wine gallery complete with stone accents and display racks. The gourmet kitchen boasts dual waterfall-edge quartz islands, exclusive "Luce Oro" quartz countertops and full-height riser, custom two-tone cabinetry to the ceiling, and an expansive secondary scullery and prep kitchen. The main-floor primary sanctuary with private foyer and custom accent millwork. The spa-inspired en-suite features a zero-entry tiled shower behind frosted glass, a freestanding soaking tub, custom dual vanities, and a meticulously fitted walk-in dressing room. Flowing seamlessly from the fireside family room—framed by a dovetail stone hearth—large glass sliding doors open to a vaulted screened porch with its own floor-to-ceiling stone fireplace. Outside, a resort-style saltwater pool awaits private relaxation. Complete with a main-level guest suite, an upstairs executive study, a dedicated media room with a full wet bar, and additional guest accommodations, this property offers an unparalleled sanctuary in an unbeatable location.

961 Wimbleton Dr, Raleigh

$2,350,000

5 Beds ⋅ 7 Baths ⋅ 10164314 MLS ⋅ ACTIVE Status

Custom luxury build by award winning ICG Homes. Nestled on a large homesite in highly sought after Chestnut Hills. Wide plank hardwoods and elegant finishes span throughout! The main level features the primary suite and en-suite guest for ultimate convenience! The gourmet kitchen features custom ceiling-height cabinetry, a large center island with barstool seating, Thermador gourmet appliances including a 48-inch gas range. All overlooking the spacious breakfast area! The primary suite features hardwood flooring and luxurious en-suite bath with zero-entry tiled shower, a freestanding tub, separate custom vanities and a huge walk-in closet! The family room offers a linear fireplace with tile surround and flanking built-ins! Large sliding glass doors open to the screened porch with outdoor fireplace. Upstairs, an oversized media room with half bath access, home gym/yoga room and 2 additional en-suite bedrooms! Complete with a 3-car garage for ample parking space.

5304 Dixon Dr, Raleigh

$6,250,000

5 Beds ⋅ 7 Baths ⋅ 10100186 MLS ⋅ ACTIVE Status

2026 PARADE OF HOMES. The Wimbleton Estate - A Modern Scandinavian Masterpiece. Experience refined living in this exceptional new construction home situated on over 1.5 acres in Raleigh's prestigious Chestnut Hills neighborhood, in the heart of Raleigh's Midtown, just a few blocks away from I-440 and North Hills & North Hills Club. Every space in The Wimbleton Estate has been thoughtfully curated--from Taj Mahal quartzite surfaces and bronze mirror backsplashes to rift cut white oak cabinetry and custom designer tilework. The home delivers elegance in every room, with a design palette that blends warmth, luxury, and modern function. Wimbleton Estate offers over 7,000 sq ft of heated living space, seamlessly blending clean Scandinavian design with high-end, thoughtfully curated finishes. The open-concept floor plan boasts 10' ceilings and abundant natural light across expansive living areas. A gourmet kitchen anchors the home with quartzite countertops, a statement white oak island, and top-of-the-line Brizo and Ruvati fixtures. The adjoining scullery and separate bar/lounge make entertaining effortless. Designer lighting from Visual Comfort, Hinkley & Corbett adds elevated ambiance throughout. Set on over 1.5 acres, the outdoor living is nothing short of spectacular--your own private resort right at home. The expansive screened porch is the ultimate year-round retreat, with phantom screens, a built-in grill, tile accent wall, and infratech heaters creating the perfect setting for both outdoor dining and lounging. Beyond, the backyard unfolds into a stunning vision with a custom pool & spa and a putting green--an entertainer's dream and a family paradise. And, there's plenty of room to add a sport court or just enjoy a large yard for entertaining. Inside, the luxury continues with 5 bedrooms, a first-floor guest suite and study, 4 full baths, 2 half baths, and a showstopping primary suite designed for total comfort and style. Schedule your showing today before the parade begins and this home is gone!

1132 Wimbleton Dr, Raleigh

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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 .