Chestnut Hills Homes with Primary Bedroom on Main

Welcome to Chestnut Hills, a hidden gem nestled in the heart of Raleigh, North Carolina. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Chestnut Hills is characterized by its picturesque tree-lined streets and beautifully landscaped yards, creating a welcoming atmosphere that invites you to call it home. With a variety of homes designed with modern living in mind, this community stands out for its thoughtfully crafted residences, many of which feature a coveted primary bedroom on the main floor. This design choice not only enhances accessibility but also provides a serene sanctuary for homeowners looking to unwind after a long day.

Living in Chestnut Hills means enjoying the best of both worlds. You’ll find yourself just minutes away from Raleigh’s vibrant downtown, packed with shopping, dining, and entertainment options. The area is also known for its excellent schools, beautiful parks, and a plethora of outdoor activities, ensuring that there’s always something to do for everyone in the family.

Whether you’re hosting a summer barbecue in your spacious backyard or taking a leisurely stroll through the neighborhood, Chestnut Hills offers a warm sense of community that is hard to find elsewhere. Come discover your dream home in this delightful subdivision, where comfort meets style and the spirit of Raleigh awaits you!

Newest Chestnut Hills Homes with Primary Bedroom on Main

$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

July 2026. Lights are being installed this week! This home is in the finishing stages! All cabinets are installed, gorgeous tile is in, the pool deck is installed, the home has been painted!! Completion late summer/early Fall. 2026 PARADE OF HOMES. Welcome to The Wimbleton Estate - A Modern Scandinavian Masterpiece. 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. 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 block away from I-440 and North Hills. The 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 plans for a custom pool & spa and a putting green--an entertainer's dream and a family paradise. 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. Complete this dream home today with the expert guidance of the Homescapes Builders team, including a dedicated designer who will be with you every step of the way. Select your own custom finishes or enjoy the beautifully curated selections already in place--either way, the result will be exceptional!

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 .