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Browse All The Oaks Properties for Sale

105 Alder Pl, Chapel Hill
$3,925,000
5 Beds ⋅ 8 Baths ⋅ 10200645 MLS ⋅ ACTIVE Status
There's something wonderfully unexpected about this house. From the outside, its striking rooflines, dramatic angles and walls of glass make a bold architectural statement. But step inside, and what you notice first isn't the architecture at all. It's how good it feels to be here. Light, warm, open and remarkably peaceful. Like one long, lovely exhale. Built in 2020, this home was imagined by its owners with a refreshingly simple idea in mind: create a place to actually live. A house where form and function work together, where people can gather comfortably, find their own quiet corners, and feel connected to the natural world around them. Every decision seems to have been made with living in mind. Not just how the spaces would look, but how they would feel. Wide-plank white oak floors bring a quiet warmth to the interiors, while soaring ceilings and extraordinary expanses of glass invite the outdoors into nearly every room. The main living spaces are beautifully connected, with a generous kitchen, dining area and family room that feel open without losing their sense of intimacy. Spacious without feeling oversized, thoughtfully constructed and remarkably quiet, the house has a sense of comfort and ease that can be surprisingly elusive in modern architecture. And everywhere, there's light. Not just sunlight, but the softer, changing light that filters through the trees, moves across the floors and makes the house feel different throughout the day. Built into a gently sloping site above the fifth fairway, the house has a wonderful treehouse quality. From the kitchen sink, you look through the leaves toward the golf course below. From nearly every room, there's something to notice outside. Birds nesting, squirrels moving through the branches, the first signs of spring, rain falling through the trees. The owners say they never miss a full moon in this house. Once you've seen the windows, you understand why. And for all its openness, this house understands the pleasure of having somewhere to retreat. A cozy, book-lined snug with pocket doors offers a quieter alternative to the main living room, while a soaring screened porch extends the living spaces into the trees. A private guest suite completes the main floor. Upstairs, a floating staircase with thick white oak treads leads to a lovely, peaceful primary suite, where vaulted ceilings, soft carpeting and walls of glass create a space that feels both expansive and restful. Three additional bedrooms, two bathrooms and laundry center share the upper level. Downstairs, the mood shifts naturally toward gathering and play. An expansive recreation room and lounge, dining area and kitchenette create an entirely different place to spend time together, with a covered patio opening to the wooded landscape. A separate room with its own bathroom offers flexibility for working from home, exercise or extended guests. Even the landscape reflects the same thoughtful approach. Rather than imposing a formal backyard on the natural setting, the owners embraced the terrain, incorporating a meandering dry creek of tumbled stone that manages rainwater while becoming part of the landscape itself. Tucked away on a quiet cul-de-sac in The Oaks, one of Chapel Hill's most desirable established neighborhoods, this is a home that feels entirely its own. Modern without being austere, generous in scale without feeling overwhelming, and architecturally distinctive without ever asking you to admire it. It's a house meant to be lived in. Comfortably, joyfully, with room for a lot of life and an appreciation for the little things that make being home so wonderful.

105 Alder Pl, Chapel Hill

805 Pinehurst Dr, Chapel Hill
$4,750,000
6 Beds ⋅ 7 Baths ⋅ 10200156 MLS ⋅ ACTIVE Status
A masterful estate built by Dixon Kirby sits comfortably on .9 acres on the 3rd Hole of the CHCC golf course! Six bedrooms, 5 Full Baths, 2 Half Baths. Spectacular views from the many outdoor living spaces embrace the calm course scenes. Countless glass doors and windows make this home naturally bright and invite the outdoors in. Beautifully appointed Classic style home with distressed oak floors, modern finishes, tasteful trim details, exquisite and extensive tile, and casement windows with custom treatments. A dream for family, guests, and entertaining! When you enter, notice the arched main Hall with painted brick accent walls. Centrally located saltwater Pool with Hot Tub is accessed from many rooms, including the Primary Suite. Outdoor areas include the Front Terrace, Rear and Side Covered Patios, and Upper Balcony--all showcasing the Course views. A chef's kitchen features a 60" Wolf gas range with double ovens, 6 burners, and a griddle; Separate fridge and freezer, MW drawer and more. White cabinetry, a large island with seating for six, stainless and quartz counters, stunning Carrara marble tile splash and walls, and floating wood shelves complete the space. Don't miss the well-equipped Scullery as well. Kitchen is open to the bright Family Room with walls of tall glass French doors and windows overlooking the course and pool. The two-sided gas fireplace opens to the Breakfast Room with access to the Side Patio. The main floor includes a spectacular private Primary Suite featuring high ceilings, 2 WICs (one with a stacked W/D), built-ins, dual vanity, soaking tub and glass shower with skylight! Also a Wine Cellar separately conditioned, multiple Offices, Fitness Room, formal Dining Room and two Half Baths. A cozy Sitting Area is nestled under the main Staircase -- a show-stopper with its details and towering clerestory! The Second Level offers the Bonus Room with nearby Flex Room which opens to a Balcony with likely the most prized views of the Course! Four additional Bedrooms with en-suite Baths, a sunny Reading Nook and a large Laundry Room. Above the 3-car Garage is a private Guest Suite/BR #6 with its own wet bar and Full Bath. Nearby Attic space. Security, Whole-house Audio, generator, and Irrigation Systems. All of this plus convenience to UNC and zoned for Chapel Hill schools. Put this one on your short list for the most discriminating buyer. Too many details - surprises at every turn and quality throughout. 805 Pinehurst will not disappoint! NSR does not hold EMD. LA to be present at Showings - 24 hour notice. Please call 919-619-0192 to schedule. Buyers to be vetted prior to showing. Thank you.

805 Pinehurst Dr, Chapel Hill

120 Donegal Dr, Chapel Hill
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 10198482 MLS ⋅ ACTIVE Status
Welcome home to the 8th fairway of Chapel Hill Country Club. This custom contemporary by J.P. Goforth, thoughtfully renovated since 2020, sits in the heart of The Oaks and is made for living well. A flagstone courtyard path leads you inside, where light pours across refinished hardwood floors. The great room will stop you in your tracks. A two-story wall of new windows looks out over the golf course, with a cozy corner fireplace and new double sliding doors that open straight to the outdoors. The dining room next door is just as ready for a quiet dinner as for a holiday crowd. Cooks will love the kitchen, with a six-burner Viking range with double ovens, a dual- column Sub-Zero refrigerator and freezer, and a Miele dishwasher. The adjoining catering suite adds a commercial-grade stainless counter and deep sink. A sunny breakfast nook opens to the family room, with built-ins and a second fireplace. Wide Marvin French doors open to the screened porch, added in 2022 and likely your new favorite room. Its vaulted tongue-and-groove ceiling and skylights make it the spot for morning coffee in every season. On the main level, two guest bedrooms share an updated bath, and a private guest suite has its own bath and a sitting room that opens onto the pool deck. Two renovated powder rooms with live-edge vanities and a renovated laundry room round out the floor. Below the house, a climate-controlled wine cellar has its own entrance. Upstairs, the entire level is your private retreat, with a soaking tub, glass walk-in shower, two walk-in closets, a second laundry room, and an office that looks down into the great room and out over the fairway and pond. Outside, the TimberTech deck off the screened porch features a stone grill island with a granite top and built-in natural-gas Blaze grill, then steps out to the pool deck and gazebo, all framed by mature trees and views of the 8th hole. Other updates include new skylights, a tankless water heater, new pool equipment, solid wood interior doors, exterior paint in 2023, and full re-landscaping with irrigation. A complete upgrades list is available.

120 Donegal Dr, Chapel Hill

101 Wicklow Pl, Chapel Hill
$1,380,000
5 Beds ⋅ 5 Baths ⋅ 10197122 MLS ⋅ ACTIVE Status
Set on a sprawling, wooded .67-acre corner lot in a cul-de-sac within the coveted The Oaks neighborhood, this captivating Goforth-built home blends exceptional craftsmanship with effortless warmth. The double front doors open into a dramatic two-story foyer, where an open staircase creates a striking first impression and seamlessly connects all three levels. Everyday living and entertaining center around the vaulted family room, anchored by a stone wood-burning fireplace, where soaring walls of windows frame tranquil tree-lined views and offer direct access to an expansive wraparound back deck. Right off the sunny breakfast room, the deck features a gas line ready for seamless outdoor grilling, perfectly extending the kitchen area, which comes fully equipped with high-end appliances. A main-floor office, a large laundry room with a sink, and a walk-in pantry add effortless practical convenience. Tucked away on the main level, the primary suite serves as a peaceful sanctuary, featuring direct access to the deck and a beautifully renovated bath. Upstairs, four generously sized bedrooms with deep closets offer ample space for family and guests alike. Downstairs, the finished lower level reveals a vast bonus room designed for endless entertainment possibilities, opening straight out to the back patio, along with a dedicated conditioned storage room to neatly keep every odds and end out of sight. To top it all off, this exceptional home offers a wonderfully convenient location with quick, easy access to both Chapel Hill and Durham.

101 Wicklow Pl, Chapel Hill

737 Pinehurst Dr, Chapel Hill
$960,000
5 Beds ⋅ 4 Baths ⋅ 10183390 MLS ⋅ ACTIVE Status
Set among towering pines and backing directly to the golf course, this striking contemporary home offers something increasingly rare in Chapel Hill -- genuine architectural character paired with light, volume, and privacy. Clean lines, multi-level decks, and expansive glass define the exterior, while the interior delivers the kind of dramatic, sun-filled spaces that simply cannot be replicated in conventional construction. The great room is the undeniable heart of the home. Soaring double-height ceilings with exposed beam detail rise to a bank of clerestory windows that fill the space with natural light throughout the day. A sleek black tile fireplace with integrated hearth is framed by custom built-in shelving, and a wall of floor-to-ceiling windows and glass doors opens directly onto the wooded landscape beyond. An open upper-level catwalk overlooks the space, adding architectural drama and a sense of connection across the home. Warm natural hardwood floors run throughout, complemented by a crisp neutral palette that lets the architecture -- and the surrounding treescape -- take center stage. A tiered platform living area with picture windows creates a natural sitting or reading space, while an adjacent formal dining room with chandelier lighting sits just off the main living space. The kitchen is bright and highly functional, featuring white cabinetry, quartz countertops, a peninsula with seating, stainless steel appliances, and a window over the sink that frames the greenery outside -- a clean, timeless canvas ready for whatever you envision. Outside, elevated decks and balconies on multiple levels extend the living space into the trees, offering shaded outdoor retreats and views into the surrounding forest from nearly every room. Located in one of Chapel Hill's most desirable areas -- minutes from UNC, downtown Franklin Street, top-rated Chapel Hill-Carrboro schools, and easy access to Research Triangle Park and Durham. A home with real architectural presence, in a setting you'll never tire of. FHA Eligibility 09/17/2026.

737 Pinehurst Dr, Chapel Hill

101 Dundalk Dr, Chapel Hill
$730,000
3 Beds ⋅ 2 Baths ⋅ 10177371 MLS ⋅ CLOSED Status ⋅ Goforth Security Building Co. BLDG.
Rarely available in The Oaks III, this beautifully maintained single-level home offers something increasingly hard to find in Chapel Hill: a premier in-town location, exceptional privacy, a two-car garage, and gracious living spaces in a right-sized 1,738-square-foot footprint. Designed for buyers who want the comfort and quality of an established Chapel Hill neighborhood without the upkeep of a large home, the residence combines easy one-level living with spaces that feel remarkably open and substantial. Natural light fills the well-proportioned rooms, while mature landscaping creates privacy from nearly every view. A landscaped entry courtyard gives the home an inviting sense of arrival. At the rear, a slate-floored screened porch and adjoining patio extend daily living outdoors into a peaceful, wooded setting—ideal for morning coffee, relaxed dinners, or entertaining friends. Inside are three bedrooms and two full baths, an easy-flow floor plan, hardwood flooring, a fireplace, and the quality construction associated with J.P. Goforth/Security Building Company. An attached two-car garage adds a level of convenience that is increasingly difficult to find in smaller, single-level homes. Just minutes from UNC, UNC Hospitals, Meadowmont, shopping, dining and health and fitness amenities, with convenient access to Duke, RTP and RDU, 101 Dundalk offers a distinctive alternative to both large traditional homes and attached townhome living. For buyers ready to simplify without compromising location, privacy, outdoor space or neighborhood character, this is a rare opportunity in one of Chapel Hill's most established communities.

101 Dundalk Dr, Chapel Hill

1054 Canterbury Ln, Chapel Hill
$2,850,000
6 Beds ⋅ 7 Baths ⋅ 10169551 MLS ⋅ CLOSED Status
Delight in this turnkey masterpiece, thoughtfully and extensively remodeled for the most discerning buyer, located right in the heart of The Oaks, one of Chapel Hill's most sought-after neighborhoods. Exceptional craftsmanship shines throughout, highlighted by white oak flooring, designer wallcoverings, newer lighting and plumbing fixtures, and rare specialty woods like sassafras and black locust. At the heart of the home, the chef's kitchen serves as a stunning culinary anchor, featuring leathered quartzite counters, a massive center island, a 46-inch JennAir gas range, a built-in refrigerator, and a microwave drawer. Steps away, a fully equipped butler's pantry boasts custom cabinetry, an ice maker, and a wine fridge - perfect for entertaining. The kitchen flows seamlessly into a bright breakfast area and a spacious family room anchored by built-ins and a fireplace. Formal gatherings are effortless in the elegant dining room and the stately billiards room. The main level primary suite is a true sanctuary, showcasing 16-foot vaulted ceilings, a masonry fireplace, a private sitting area, and a large walk-in closet. Its spa-like bathroom offers a steam shower, a standalone soaking tub, and custom vanities. Also featured on the main level is a private in-law suite with an updated bathroom and curbless entry shower, as well as a large walk-in pantry, mudroom, and an oversized laundry room with bench seating. Upstairs includes four additional generously sized bedrooms (one ensuite), a spacious playroom, a tucked-away library/office nook, and a beautiful flex space, currently used as a 7th bedroom/guest suite with rich wood accents and a remodeled private bath. The third level features a dedicated home gym and a flexible hobby loft. Outdoor living is equally spectacular, featuring gas lanterns, operable shutters, a bluestone front walkway, a matching rear patio, and a grand screened porch with ceiling fans and built-in heaters. The expansive, landscaped yard is steps away from a 3-car garage and plentiful parking. Perfectly positioned, this estate sits just a short walk from the Chapel Hill Country Club and minutes from the vibrant shops at Meadowmont and East 54, the UNC and Duke campuses, and I-40.

1054 Canterbury Ln, Chapel Hill

105 Great Oaks Pl, Chapel Hill
$1,120,000
4 Beds ⋅ 4 Baths ⋅ 10132980 MLS ⋅ CLOSED Status
Welcome home to The Oaks—one of Chapel Hill's most sought-after communities, known for its tree-lined streets, premier location, and access to the Chapel Hill Country Club, featuring a beautiful clubhouse, golf course, pool, playground, and tennis courts. Perfectly positioned on a quiet cul-de-sac in Durham County, this home offers a blend of privacy, comfort, and timeless design in an unbeatable setting. The level, private lot is a standout feature—offering a long driveway, two-car garage, and a thoughtfully designed outdoor retreat. Enjoy relaxing or entertaining on the large composite deck overlooking the fully fenced backyard, complete with stone pavers and a charming walk-through awning surrounded by mature landscaping, including a lovely magnolia tree and even a palm tree for a touch of southern charm. Inside, you'll find hardwood floors throughout the main and upper levels, with tile in the bathrooms and laundry room. The spacious primary suite is conveniently located on the main level and features a tray ceiling, two walk-in closets—one with a custom design—and a luxurious ensuite bath with a whirlpool tub, double vanity, separate tiled shower, and private water closet. Upstairs, there are three additional bedrooms (bonus room has a closet, offering flexibility for a 4th bedroom). The first bedroom upstairs features a custom-designed walk-in closet, walk-in attic access, and its own private bathroom with a walk-in shower and linen closet. Two additional bedrooms share a beautiful full bath with tile flooring, a tiled shower/tub combo, granite countertop, and a conveniently located hall linen closet. The kitchen is a chef's delight with granite countertops, a butcher block center island with gas range, double oven, painted cabinetry, tile backsplash, a walk-in pantry, and a butler's pantry leading to the elegant formal Dining Room with a statement chandelier. Adjacent to the kitchen, the Breakfast Room is flooded with natural light from oversized windows and features two built-in bookshelves. The Living Room showcases a stunning stone fireplace and grand chandelier, offering a dramatic yet cozy space for gatherings. The adjoining formal living area, separated by elegant columns from the dining room, features soaring vaulted ceilings and custom built-in bookshelves, adding both charm and function. A thoughtfully designed laundry room on the main level includes granite, a laundry sink, and built-in cabinetry for excellent storage. This home has been meticulously cared for and reflects pride of ownership at every turn. From the detailed crown and chair rail moldings to the tasteful finishes throughout, every element has been designed for comfort and longevity. Ideally located near top-rated schools, UNC, Duke University, and vibrant shopping and dining in both Chapel Hill and Durham, this residence perfectly balances convenience, elegance, and community living. Homes in The Oaks are rarely available—offering a rare opportunity to enjoy refined living in one of the Triangle's most desirable neighborhoods.

105 Great Oaks Pl, Chapel Hill

107 Helmsdale Dr, Chapel Hill
$842,000
4 Beds ⋅ 2 Baths ⋅ 10082906 MLS ⋅ CLOSED Status
Rare opportunity to buy a lovely one story home nestled in one of the most desirable neighborhoods in Chapel Hill, The Oaks! Find a gourmet kitchen with gorgeous cabinetry, granite countertops, and stainless steel high end appliances such a Wolf 4 burner gas cooktop, Bosch oven and dishwasher, and a Venta-Hood piped to the exterior! Also find extensive site-finished and pre-finished hardwood floors through much of the home, a fireplace anchored by built-in cabinets & shelving, vaulted ceilings, and a huge screened porch for outdoor living! The primary suite has high ceilings, a large walk-in closet, and bathroom with tile floors, a dual sink vanity, and shower & separate jetted tub. Three additional bedrooms allow for home offices and guest suites as needed! The second bath offers plentiful cabinetry & counter space, a vaulted ceiling with a skylight, and a tub/shower combo. The laundry room has built-in cabinets and is just off the oversized 2 car garage, which boasts a Level 2 outlet for electric car chargers. Plentiful storage in closets, floored attic, and garage. The wooded back yard is serene and fenced in. New roof in 2021, new AC in 2024. Walk to the Chapel Hill Country Club to enjoy dining, golf, tennis, and swimming; ask the agent for more information on optional membership. You can also stroll to shops and eateries in Meadowmont and East 54! Ideally located close to UNC, Duke and I40! Don't miss this sweet little gem!

107 Helmsdale Dr, Chapel Hill

200 Donegal Dr, Chapel Hill
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 10156913 MLS ⋅ CLOSED Status
An amazing opportunity in The Oaks, the highly sought-after neighborhood winding through the Chapel Hill Country Club golf course. Discover this unique Goforth-built home with gorgeous views to the 8th hole of the course and 7th fairway. A floating staircase with a wall of windows graces the welcoming foyer. Soak-in the stunning main floor renovation by Will Johnson Builders (2018). Gorgeous site-finished hardwoods throughout the main living areas. The true chef's kitchen features dual islands and high-end appliances including Thermador gas cooktop and Bosch side open ovens (2). Like to entertain? Big family meals? Two Bosch dishwashers at your service. Open flow to the casual dining area, family room with vaulted ceiling and gas fireplace, with mantle and custom built-ins. The screened porch is a multi-seasonal delight with views to the gardens and golf course. The ceiling heater is a bonus during cooler months. Setting a new level of luxury comfort is the Primary Suite, located in its own wing. Enter via a custom arched doorway to the sitting room with access to the rear porch with pergola. A second arched doorway leads to the sumptuous bedroom and incredible bathroom with expansive dual sink vanity, step in shower and soaking tub. An organizers dream -- the swoon-worthy dressing room/closet features custom built-ins and an oversized island. The first floor office with mesmerizing views and french doors, transitions as a bedroom when needed. The second floor, accessed by the gorgeous winding staircase features two guest bedrooms. The shared bath features a double sink vanity, plus separate room for the shower-tub. The huge walk-in attic is ideal for future expansion or easy storage. Whether you are a Tarheel or Duke fan, don't miss this stunning home in a prime location-- Minutes to the Chapel Hill Country Club and UNC campus and hospitals. Duke fans also enjoy the lush lifestyle afforded by living in ''The Oaks.''

200 Donegal Dr, Chapel Hill

106 Alder Pl, Chapel Hill
$2,225,000
6 Beds ⋅ 4 Baths ⋅ 10067480 MLS ⋅ CLOSED Status
Super private executive home on a double lot in the heart of the Oaks! Stately brick Georgian home with circular driveway and a detached multi-purpose annex! Main level features hardwoods and custom moldings throughout, a study off foyer with hand finished custom cabinetry and fireplace, a grand formal dining room with beautiful chandelier and excellent natural lighting, plentiful cabinetry in the kitchen with new quartz countertops and appliances. The perfectly sized family room is anchored by a brick fireplace and the additional sunroom beyond is great for hobbies or quiet reflection. The main level also features a guest bedroom with bath en-suite, an office/bedroom/flex space and a laundry room too! Second level features three secondary bedrooms plus the spacious primary bedroom with a fireplace, spa with double vanities, large jetted tub, and separate shower. In addition, an expansive bonus room boasts an amazing ''Kohler Habitat'' - all in one sauna and steam to relax and revitalize. Excellent storage is found in two walk-in closets. Oversized screened porch with E-Z Breeze type windows, play structure, newer decking, firepit, and custom fountain complement the flat back yard. Epoxy floor in two-car attached garage. The detached heated and cooled multi-purpose annex can serve as a studio, office, workshop, gym and more! Find soaring ceilings, new LVP flooring, kitchenette, washer dryer, full bath, and one bay of garage (204sf of the 1741sf) perfect for golf carts, often used in the neighborhood for shopping in Meadowmont or a quick ride to the Chapel Hill Country Club. Additionally, you can walk or bike to the optional membership club where you can join to enjoy golf, tennis, and wonderful social and dining events in the lovely clubhouse. So close to shopping, dining, and college sports - all just minutes away! Exquisite one-of-a-kind masterpiece nestled in one of the prettiest spots in The Oaks!

106 Alder Pl, Chapel Hill

1023 Cleland Dr, Chapel Hill
$1,160,000
4 Beds ⋅ 4 Baths ⋅ 10158247 MLS ⋅ CLOSED Status
Beautifully renovated custom home positioned just off the 17th tee in The Oaks - Chapel Hill's most sought-after in-town golf course community. A sweeping grassy front lawn and mature, thoughtfully designed gardens create a memorable first impression and set the tone for what awaits inside. Step into the welcoming foyer, where all new hardwood flooring flows throughout the main level. To the right, a spacious and versatile room with its own fireplace offers the perfect setting for a living room, home office, or playroom. To the left, a stunning formal dining room, also with a fireplace, provides an elegant backdrop for entertaining. Designer lighting and curated paint selections elevate every space. The true centerpiece of the home is the show-stopping kitchen - a ''wow''-inspiring renovation featuring quartz countertops, soft-close cabinetry, designer lighting, custom range hood, and high-end Thor stainless steel appliances, such as a 6-burner range, dishwasher, refrigerator. Just beyond, a sunlit breakfast room with a skylight opens to an expansive rear deck, ideal for indoor-outdoor living. The beautifully updated powder room features a new vanity, countertops, lighting, and a pretty mirror. The bright laundry room is equally well-appointed with cabinetry, a utility sink, and new washer and dryer. A heated and cooled flex space accessed through the garage offers exceptional versatility - perfect as a home gym, office, hobby room, or conditioned storage. At the heart of the home, the oversized family room provides generous space for both relaxed evenings by the fire and lively gatherings. Privately tucked away on the main level, the serene primary suite features a vaulted ceiling, bay window, and a custom-designed walk-in closet. The newly renovated spa-like bath is a true retreat, showcasing a quartz dual vanity, zero-entry shower, freestanding tub, dedicated makeup vanity, and private water closet - all finished with impeccable designer selections. Upstairs, three generously sized bedrooms include one en-suite and two with private access to a shared bath, offering comfort and flexibility for family or guests. Outdoor living is equally exceptional. The flat front yard is framed by established landscaping beds filled with native North Carolina flora, including a prized collection of mature peonies that bloom beautifully each spring. A raised-bed vegetable garden and ample play space add to the appeal. The fenced backyard offers privacy landscaping, a grassy lawn, and a custom play structure. Lovingly updated and maintained - see the Special Features and Updates for the long list of improvements! This beautiful home is just a short walk to the friendly Chapel Hill Country Club and the shops and restaurants of Meadowmont, East 54, and Glen Lennox. Zip into the RTP, the RDU Airport, Duke and UNC within minutes! Come see what this lovely home and The Oaks have to offer!

1023 Cleland Dr, Chapel Hill

119 Lynwood Pl, Chapel Hill
$2,170,000
6 Beds ⋅ 6 Baths ⋅ 10058990 MLS ⋅ CLOSED Status
Indulge in the epitome of luxurious living in this exquisite cul-de-sac oasis nestled within The Oaks, highly desired golf course community. Spanning across 1.26 acres, the yard includes a fully resurfaced in-ground pool, a newly poured concrete half basketball court, a wooded area, a mobile outdoor kitchen, and plenty of outdoor entertainment areas. Keep a keen eye out, and you may even catch a glimpse of the occasional deer families gracing the tranquil surroundings. This impeccably renovated modern farmhouse is a testament to refined elegance and contemporary sophistication. Natural hardwood flooring and exquisite tile work adorn the first level. The heart of the home resides in the breathtaking kitchen, flowing into the glass door-lined family room, which in turn grants seamless access to the expansive back deck and pool area. Additionally, the main level offers the convenience of formal living and dining areas, a bonus room/library, a well-appointed guest suite with direct pool access, a powder room, and a practical mudroom leading to the attached 2-car garage. Ascend to the second level to discover a private sanctuary within the primary bedroom suite, thoughtfully separated from the secondary bedrooms by a generous bonus room, which offers a variety of uses. The flooring for this level includes new luxury carpet and beautiful tile in the bathrooms. For those seeking ultimate entertainment, the third floor presents an unparalleled opportunity with its versatile space perfectly suited for a home theater and game room, along with a kitchenette and bar, promising endless hours of enjoyment for family and friends alike. No detail has been overlooked in this meticulously crafted residence, with all-new plumbing, electrical systems, HVAC, roof, gutters, siding, fresh paint, kitchen and bathrooms, ensuring peace of mind for years to come. Embrace the pinnacle of luxury living in this captivating retreat, where every amenity and comfort has been thoughtfully curated to elevate your lifestyle to new heights.

119 Lynwood Pl, Chapel Hill

808 Pinehurst Dr, Chapel Hill
$1,424,900
4 Beds ⋅ 4 Baths ⋅ 10129701 MLS ⋅ CLOSED Status
Live in your own private wooded retreat right in the heart of The Oaks, one of Chapel Hill's most desirable neighborhoods! The long winding driveway leads you to this stunning contemporary home, nestled amongst the trees and a beautifully landscaped, fenced backyard. The main level features a dramatic family room with a stone accented fireplace, new built-in cabinetry, a two-story ceiling and walls of windows that flood the space with natural light and showcase gorgeous views! The spacious dining room overlooking the family room enjoys its own picturesque views and flows into the kitchen, which offers warm cabinetry, granite counters, and upgraded stainless steel appliances. The kitchen is enhanced by the sunny breakfast nook surrounded by windows. Also on the main level are a guest bedroom, a gorgeous renovated bathroom, and a study or sunroom with a stylish accent wall and more amazing views! The contemporary staircase leads to the second level, where you'll find a large primary suite with views of the tranquil backyard, a walk-in closet plus an additional closet, and a bathroom with a dual sink granite vanity, a soaking tub, and separate shower. Also on the second level are two additional bedrooms, a hall bath, and the laundry room. Make your way to the lower level to find a big gym with access to the backyard, a huge media/bonus room, half bath, and a mudroom/hobby room with an industrial sink. Outside enjoy the many improvements ~ a new concrete driveway, new landscaping, irrigation in front and back, landscape lighting, fenced yard, hardscaping such as a stone patio, dry creek bed, walkways, and koi pond! Live like you're on vacation in this truly special home in a location that can't be beat - walk to all that the nearby Chapel Hill Country Club has to offer including golf, tennis, pickleball, swimming, dining, social events!

808 Pinehurst Dr, Chapel Hill

1114 Burning Tree Dr, Chapel Hill
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 10148886 MLS ⋅ CLOSED Status
Front Row to the 13th, Back Row to the 14th, Welcome to The Oaks. A rare opportunity to own a desirable ranch home on .84 acres in one of Chapel Hill's most established communities. Perfectly positioned on the golf course at Chapel Hill Country Club, this property offers stunning views of the 13th fairway in front and the 14th fairway behind-a truly special setting that feels like a private retreat. With 3 bedrooms, 2 1/2 baths, and 2,945 square feet, this home offers easy one-level living with generaous spaces throughout. The welcoming kitchen is the heart of the home, featuring plentiful custom-built cabentry and walk-in pantry large enough for a second refrigerator. The spacious primary suite opens directly to the backyard and inlcudes a large dressing area with a sink, walk-in closet, and adjacent full bath-thoughtfully designed for comfort and functionality. Hardwood floors thoughout, adding warmth, and continuity to the home. An underground sprinkler system, invisible fence, and circular drive add both convenience and curb appeal,. And then-the showstopper, The beautiful landscapped yard is a gardner's delight, filled with mature shrubs and abundant flower beds that create color and charm to every season. Location? It doesn't get better. *Minutes to Dean Smith Center, Kenan Stadium, Boshamer Stadium & Chewning Tennis Center *Less than 2 miles to UNC Medical Center *Quick access to Harris Teeeter (Meadwoment), Wegmens (15-501), and Whold Foods (Franklin Street) *Dining favorites nearby including First Watch, Brenz, and Hawthorne & Wood *Close to University Mall, Eastgate, and 10 minutes to Southpoint *Only 20 minutes to RDU airport Golf cousse living. One level convenience. Prime Chapel Hill access. This is The Oaks lifestyle at it's best.

1114 Burning Tree Dr, Chapel Hill

116 Galway Dr, Chapel Hill
$1,142,852
5 Beds ⋅ 5 Baths ⋅ 10083962 MLS ⋅ CLOSED Status
Beautiful home in The Oaks, one of the area's most prestigious neighborhoods. Just a short walk to the CH Country Club with swimming pool, tennis, & golf course, the home sits on a corner lot with landscaping sided by hardwood trees. The primary bedroom has cathedral ceilings & a truly exquisite custom bathroom. It feels like a luxury spa w/ skylights + honed limestone floors, includes 2 quartz top vanities, 2 amazing (his / hers) closets with custom closet systems and 2 glass doored cabinets giving everyone space, privacy & comfort. Kitchen has a Jenn-Aire range, new dishwasher, granite counters and glass doored cabinets. The breakfast area has built in banquette & bay window and the family room is warm and friendly with built-in cabinetry and gas fireplace. The idyllic screened-in porch has vaulted ceilings & skylights and a patio area designed for outdoor entertainment. Both 2nd floor bathrooms have travertine tile and quartz countertops. Lots of space for a private office in the extra bedrooms. The 3rd floor offers a great space as a large family fun room or super project room for workouts, art or hobbies; and a full bathroom. Hardwood floors throughout main level. Newly installed furnace (2025) with warranty. Garage updated (2024) with storage cabinets on two walls, clean epoxy type floor. Updated fiber cement exterior siding (2019), sealed crawl space (2016). Custom back patio w/ pavers. Easy to maintain manicured yard with irrigation system & landscape lighting.

116 Galway Dr, Chapel Hill

1086 Burning Tree Dr, Chapel Hill
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 10035194 MLS ⋅ CLOSED Status
Perfectly sited on a serene .83-acre homesite backing to the Chapel Hill Country Club golf course, 1086 Burning Tree offers a smooth blend of privacy, convenience and style. Built in 1973, the house possesses a cool, understated mid-century vibe and has been cherished by only two owners. Upon entry, one quickly discovers a wealth of character throughout, starting with the large, horizontal wood beams, exposed brick and sight lines for days. Your houseplants will delight in the vaulted ceilings and large windows which combine to allow for ample natural lighting. The main floor contains a plethora of gathering spaces, the centerpiece being a cozy family room with a masonry fireplace, scores of built-ins and a charming window seat. The latter will almost certainly become the preferred spot for your furry family members to take their daily snoozes. The mid-century flair continues to be on full display in the living room, with a second masonry fireplace, exposed wood beams and windows galore. Just adjacent, a sizable dining room stands ready for your entertaining and mealtime gatherings. Large sliding glass doors open to a massive screened porch featuring a tongue and groove vaulted wood ceiling complete with skylights, which ensure not one iota of sunlight is obscured. From the porch you will enjoy a mosquito-free perch to take in the beautifully wooded backyard with a cool drink in hand. The main floor also features a primary suite and guest suite, each with a full bathroom, along with two home offices, which maximize options for remote work. The kitchen is well appointed with granite countertops, maple cabinets and premium appliances including a Wolf gas cooktop and Subzero fridge. A sunny breakfast nook provides a delightful spot for morning coffee, and when the weather cools, you'll take advantage of nearby access to a deck overlooking the lush backyard. Central to the home's interior is a striking floating staircase with open risers, leading to the lower level living area, two additional bedrooms, and a full bathroom. This stylish and well-loved home offers endless possibilities for comfortable living and entertaining all while being in a fabulous location in the heart of Chapel Hill.

1086 Burning Tree Dr, Chapel Hill

824 Pinehurst Dr, Chapel Hill
$1,500,000
4 Beds ⋅ 5 Baths ⋅ 10159165 MLS ⋅ CLOSED Status
Carolina Classic Beauty! Offering 3,859 square feet of comfortable, elegant living space, this beautifully appointed home is nestled within The Oaks, one of the Triangle's premier communities and home to the renowned Chapel Hill Country Club. Set back from the road along a winding drive, the home showcases timeless architecture on a private, landscaped 1.52-acre lot. A level, fenced backyard features thoughtfully designed gravel walking paths that wind through flowering shrubs and mature trees, creating a serene, garden-like retreat. Outdoor living is exceptional with a spacious back deck, a freshly painted gazebo, and a screened-in porch--perfect for enjoying morning coffee or evening relaxation. Inside, the home offers a flexible floor plan that easily adapts to a variety of lifestyles. A connected apartment can function independently or be seamlessly incorporated into the main residence, making it ideal as a guest suite, nanny suite, or comfortable in-law quarters. Meticulously maintained as a no-shoes, no-pets household, this home is in truly exceptional condition. The residence is rich with detail and warmth, featuring hardwood floors throughout the main level and bedrooms, extensive millwork including crown molding and custom built-ins, abundant natural light through Pella windows, lovely views from every vantage point, plantation shutters on most windows, and a three-car garage providing ample storage and convenience. A portion of the front yard is located in flood plain, but the house is not in the flood plain... and the sellers were not required to have flood insurance.

824 Pinehurst Dr, Chapel Hill

108 Helmsdale Dr, Chapel Hill
$974,900
4 Beds ⋅ 4 Baths ⋅ 10052137 MLS ⋅ CLOSED Status
Three level living in the Oaks Villas, just down from the Chapel Hill Country Club! Enjoy this private back yard with Town of Chapel Hill woods to the rear, complete with walking trails! Super quiet tree lined street leads us to this beauty featuring wood siding, gorgeous hardwood flooring on the main level, a formal dining room with a mirrored wall, a family room with a cathedral ceiling anchored by a fireplace surrounded by custom cabinetry. The spacious kitchen overlooks the family room and offers granite countertops, a gas range and stainless steel appliances. Plentiful glass-faced cabinets in the breakfast nook is a perfect place to display crystal and china. Large main level primary suite includes a spa with a dual sink vanity, separate shower and tub and a giant walk-in closet thoughtfully laid out. Also on the main level find a powder room and laundry room with loads of storage. Upstairs find two spacious bedrooms sharing the hall bathroom; one bedroom is oversized and boasts its own fireplace. You'll also find a storage closet and walk in attic storage. The lower level offers many possibilities from an office plus recreation room to a full blown caregiver or au pair suite with its full kitchen, bedroom and full bath. Don't miss the large heated/cooled unfinished space off the kitchen- has served as a gym, hobby room and more! Fenced backyard, patio and deck complete the picture. Welcome home!

108 Helmsdale Dr, Chapel Hill

801 Pinehurst Dr, Chapel Hill
$2,250,000
4 Beds ⋅ 6 Baths ⋅ 10098195 MLS ⋅ CLOSED Status
Step into timeless elegance at 801 Pinehurst Drive—a meticulously crafted residence that embodies the very best of golf course living. Nestled along hole #3 in Chapel Hill's sought-after neighborhood, The Oaks, this 4,068-square-foot masterpiece strikes the perfect balance between refined style and everyday comfort. At the heart of the home lies a gourmet chef's kitchen, outfitted with top-of-the-line Wolf and Sub-Zero appliances. Marble countertops and tile set the stage for exceptional extras: a pot filler, warming drawers, double dishwashers, and a custom coffee bar. Whether you're cooking for a crowd or enjoying a quiet morning, this kitchen is made for memories. The inviting family room centers around a cozy fireplace, offering warmth and character with soaring ceilings and custom windows that bathe the space in natural light. The adjacent living room boasts custom shelving and a striking fireplace with Dutch Delft tiles. French doors open onto a stunning Pennsylvania bluestone patio—your own courtyard retreat—spacious enough for entertaining, yet private enough for intimate dinners under the stars. The luxurious primary suite is your personal sanctuary, featuring a spa-inspired bath with marble finishes, double vanities, a separate shower, and a deep soaking tub. Heated floors provide an added touch of indulgence. Custom-designed closets ensure sophistication meets function in every detail. Additional highlights include a formal dining room adorned with a hand-painted mural of Franklin Street, a beautifully appointed office near the front entrance, and an upstairs retreat with two bedrooms, two full baths, and a versatile bonus room. Thoughtful upgrades, just to name a few, elevate both form and function throughout the home: copper gutters and chimney caps lend durability and classic charm. And a Generac generator ensures peace of mind. Not to be missed, the front porch—graciously sized, crafted with Pennsylvania bluestone, and Southern in spirit. A two-car garage and guest parking offer convenience and flexibility. Every detail of this home has been thoughtfully curated for modern living, where elegance and comfort meet in perfect harmony. Step outside and immerse yourself in the best of Chapel Hill—collegiate sports, internationally acclaimed performing arts, and a vibrant mix of upscale dining. With easy access to RDU and the rest of the Triangle, convenience is always close at hand. Don't miss your chance to call 801 Pinehurst Drive home—where luxury, lifestyle, and location align.

801 Pinehurst Dr, Chapel Hill

201 Helmsdale Dr, Chapel Hill
$998,900
4 Beds ⋅ 3 Baths ⋅ 10113926 MLS ⋅ CLOSED Status
SHORT WALK OR BIKE TO THE COUNTRY CLUB! Tucked away on a serene cul-de-sac in The Oaks, this inviting home blends comfort, charm, and thoughtful updates. Wake up to a warm, sunny eat-in kitchen featuring Viking and KitchenAid stainless steel appliances—perfect for the home chef. Site-finished hardwood floors grace the entry, living, dining, and kitchen areas, creating a warm and cohesive feel throughout. The living room centers around a wood-burning fireplace with a gas starter bar—ideal for cozy evenings. An office nook off the kitchen leads to the laundry area, providing a quiet space for remote work or daily planning. The spacious main-level primary suite boasts his and hers walk-in closets and a beautifully remodeled bath with twin vanities, soaking tub, walk-in shower, and linen closet. Upstairs, you'll find two generously sized bedrooms plus a third bedroom or office, all sharing a recently renovated Jack and Jill bath. Ample storage is available, including a large walk-in closet in the guest room and additional storage on the second-floor landing. Step outside to a private deck off the kitchen dining area—perfect for outdoor dining or entertaining. Professionally landscaped garden features a brick pavers, outdoor landscape lighting, gravel path, and custom fire pit area with all-weather night lighting. A full irrigation system with new controls keeps the lawn and gardens lush and vibrant. Recent updates include a new roof (2015) and a new downstairs HVAC unit (Fall 2024). Fresh interior paint throughout means this home is truly move-in ready. Located less than 10 minutes from UNC's main campus and close to shopping, dining, and grocery favorites like Whole Foods, Trader Joe's, Harris Teeter, and more Owner/Seller - active, licensed NC Realtor.

201 Helmsdale Dr, Chapel Hill

111 Tweed Pl, Chapel Hill
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 10058952 MLS ⋅ CLOSED Status
Expect the unexpected in this wonderful one level home on the 8th hole of the CHCC golf course. The interior of this home has excellent livability with openness in the main living areas, combining living, dining, kitchen and a pleasant sunroom. All areas overlook beautiful outdoor gardens and lawns and the three main patios offer extensions of the living area into the outdoors. The entry area patio is covered with a stylish metal roof gazebo offering pleasant quiet outdoor relaxation and entertainment opportunities. The patio adjacent to the living and dining rooms is large enough for outdoor dining and features stone walls and planting areas. The third patio is a private courtyard for the primary bedroom and is enclosed with stone walls and a steel gate (non-operable). The garden areas are perfect for in-ground and decorative containers and there is a superb mix of specimens. The property features irrigation and outdoor lighting plus security lighting and cameras. Inside the tile and hardwood flooring is comfortable and easy to maintain, and the Pella and Anderson windows and doors are energy efficient. Vaulted ceilings add to the openness and create an uplifting feeling. Granite or quartz kitchen countertops and soft close cabinets reflect updating done in 2015 and the HVAC system was renewed in 2019 and also added an Aprilaire filter system. There is a modern natural gas fireplace with a stone mantle and the wet bar area has a water filtration system. Outside the back yard fencing walk the gentle wooded paths to the golf course and enjoy the open feeling this amenity provides. Membership opportunties for the CHCC can be made available at your request. The location is super convenient to the Club, shopping and the RDU airport.

111 Tweed Pl, Chapel Hill

928 Pinehurst Dr, Chapel Hill
$1,545,000
4 Beds ⋅ 3 Baths ⋅ 10085330 MLS ⋅ CLOSED Status
Nestled on a quiet two-house cul-de-sac off the corner of Pinehurst and Lancaster—two premier streets in The Oaks II, and two blocks from the Chapel Hill Country Club—928 Pinehurst is a hidden, split-level gem, From the moment you arrive, you'll be welcomed by meticulously curated landscaping: blooming perennials, vibrant shrubs, and mature trees that create a magical, year-round tapestry of color and texture. These separate the house and east patio from Pinehurst Drive to the east. The entire west border of the .66 acre property gradually slopes down to a wooded 60 acre flood plane. This creates the feeling of bordering a large, peaceful woods, which is home to many types of birds, large and small. Living in the house minimizes the distinction between indoors and out, with floor-to-ceiling windows and doors connecting to two decks on the upper level, and multiple patios and a screen porch on the lower level. All these create a feeling of spacious, peaceful, elegant privacy. The upstairs cathedral-ceilinged living room connects to a large deck, perfect for meals outside, or simply relaxing and soaking in sunsets over the woods. A unique conversation pit in the bright, southwest corner of the living room is a magnet for gatherings of all sorts, which the owners have cherished. Start your day with coffee on the private deck off the primary suite upstairs. Connected to the well-equipped kitchen is a bright sun room with windows facing south and west. Wine aficionados will love the dedicated wine cellar downstairs. With three fireplaces throughout, comfort and warmth are always close at hand. Significant updates include a new roof (2023-24) and two new heat pumps (2019 and 2022), ensuring peace of mind for years to come. 928 Pinehurst is truly a showstopper—don't miss the opportunity to experience it for yourself.

928 Pinehurst Dr, Chapel Hill

321 Nottingham Dr, Chapel Hill
$2,050,000
4 Beds ⋅ 5 Baths ⋅ 10084118 MLS ⋅ CLOSED Status
The home you've been searching for! Exquisitely appointed and meticulously renovated by highly acclaimed Will Johnson Building Company! Move right into the lap of luxury in one of Chapel Hill's most sought after neighborhoods, The Oaks! The welcoming front porch with its brick floor and Bevolo gas lamps set the tone for this fine home. Find tall ceilings and an airy open floor plan with an amazing kitchen boasting Wolf, Subzero, and Asko appliances, gorgeous quartzite counters, a marble backsplash, and an impressive Zephyr hood. The custom cabinetry has tongue & groove joinery and so many extras like dowel rod dividers for fine china, specialty lid drawers for cookware & storage containers, a knife drawer, spice drawer, and so on! Find the Butler Pantry a few steps away with its SubZero mini wine fridge/ice maker, appliance hutches, tons of storage, and the beautiful quartzite counter with a sink. This fabulous kitchen overlooks the spacious breakfast room with its own bank of cabinetry, the family room with gas fireplace and anchoring custom cabinetry, as well as the pretty sunroom overlooking the back porch, patio, and horse farm beyond! Back inside, enjoy the utmost in lighting such as Julie Neill, Oly Studios, Mariner, Visual Comfort and more. Off the front hall is an elegant formal dining room with a crystal chandelier and gorgeous rice paper wallpaper. The serene primary suite offers a modified tray ceiling, double walk-in closets and a luxurious spa boasting sumptuous marble counters, floors & shower, a beautiful Victoria + Albert freestanding tub, Rohl faucets and a private water closet. Don't miss the stunning powder room with its lovely Thibaut wallpaper as you walk to the other end of the home. This wing offers two secondary bedrooms, both ensuites, with marble countertops and classic marble tile flooring. Upstairs can be reached by two separate sets of stairs with gorgeous Stark stair runners. There you find an office with skylight located off a charming hallway with a reading nook, as well as the 4th bedroom, full bath, and a huge recreation room with a wet bar - perfect for streaming a favorite series, playing games, or entertaining! You'll also find a large cedar closet for excellent storage. The site finished hardwood floors flow from one room to the next, with carpet only in the second level bedroom. Stroll to the Chapel Hill Country Club to enjoy fine dining, golf, tennis, pickleball, and swimming! Ask listing agent for details on the optional membership. The Oaks has easy access to UNC, Duke, the RTP, and the RDU International Airport. Turn-key at its finest in a location that's hard to beat!

321 Nottingham Dr, Chapel Hill

313 Helmsdale Dr, Chapel Hill
$820,000
3 Beds ⋅ 3 Baths ⋅ 10094432 MLS ⋅ CLOSED Status
Don't miss this rare chance to own a beautifully maintained, warm and thoughtfully designed one-level home in the highly sought-after community of The Oaks in Chapel Hill! Located in the cul-de sac of a tree-lined, picturesque street, this beautifully maintained, inviting and versatile home is on a lovely lot. You enter a welcoming foyer and are struck by the light-filled great room with its vaulted ceiling, wall of windows, hard wood floors, cozy fireplace and built-in bookcases. The serene, woodsy views enhance this comfortable space. Adjacent is a large dining room with access to the patio, a pleasant place to dine al fresco. The cheerful, gleaming spacious kitchen features numerous white cabinets, abundant quartz countertops, a desk and pantry. A breakfast nook overlooks the side yard. The primary suite is inviting, private and features views of the backyard. There is a walk-in closet and an additional closet. The luxurious updated bath features a garden tub, dual vanities and a shower. The vaulted ceiling and arched window creates a feeling of an oasis. With two other bedrooms, there are options for creating an office as well as a guest suite. The sparkling hall bath has been updated with a new tub, vanity, solar tube and shower door. Storage is plentiful with many closets, a partially floored attic and a storage closet in the garage. Having no steps, extra-wide doors, a patio and a large yard makes this an ideal home for anyone seeking easy living and the opportunity to enjoy all that is here! Enjoy the private Chapel Hill Country Club which is just down the street. The club offers members golf, tennis, swimming, pickleball and dining. The community of Meadowmont is close by and features restaurants, shops, a grocery store and the comprehensive UNC Wellness Center. Wooded trails also abound right in the neighborhood. And easy access to I-40, UNC, Duke and all things Triangle makes this location ideal.

313 Helmsdale Dr, 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 .

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