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213 Westhampton Dr, Pittsboro
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 2542676 MLS ⋅ ACTIVE Status
Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton Dr, Pittsboro

36 Nuthatch Dr, Pittsboro
$920,000
5 Beds ⋅ 4 Baths ⋅ 10157457 MLS ⋅ ACTIVE Status
Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. Up to $8500 offered in lender paid closing cost options, to include a rate buy down! From the expansive front porch, enjoy views overlooking the nearby golf course, creating a tranquil and open setting. Inside, the light-filled home features a two story family room, spacious main-level primary bedroom, and secondary bedroom and bath, all providing convenience and flexibility. The additional bedrooms and baths offer ample space for a variety of living arrangements, work-from-home needs, or guest accommodations. A sealed crawlspace allows for both peace of mind and extra storage, in addition to the unfinished storage area located inside the home. Situated within a golf course community, residents have access to a range of amenities, which include a pool with waterslide, pickleball courts, additional sports courts, playground, and fitness center. This property presents an opportunity to enjoy comfortable living in a community-oriented environment with recreational options nearby.

36 Nuthatch Dr, Pittsboro

462 Chapel Ridge Dr, Pittsboro
$1,190,000
5 Beds ⋅ 6 Baths ⋅ 10116987 MLS ⋅ ACTIVE Status
Discover this exquisite 5-bedroom, 4 full and 2 half bath custom-built home located in a prestigious luxury golf course community. Located both on the golf course, and beside community association property for extra privacy. Designed with two bedrooms on the main level, this home offers versatile living with a dedicated study, virtual school station, and spacious recreation room. Enjoy an abundance of natural light and sweeping golf course views through large windows that enhance the open-concept layout. The gourmet kitchen features high-end finishes and is perfect for entertaining, while the outdoor living spaces provide a serene backdrop. Residents enjoy access to world-class amenities, including a championship golf course, resort-style pool with a large water slide, fitness center, playground, clubhouse, and sports courts--all designed for active, luxurious living. This home combines elegance, comfort, and convenience in a vibrant, amenity-rich setting. Visit www.casnc.com/communities/chapel-ridge-community/ for community documents

462 Chapel Ridge Dr, Pittsboro

114 Mountaintop Cir, Pittsboro
$7,689,900
5 Beds ⋅ 8 Baths ⋅ 10112060 MLS ⋅ ACTIVE Status ⋅ Overlook BLDG.
Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The screened deck features a motorized phantom screening system. The main level living includes an ensuite / guest haven with designer closet and fully equipped bath with shower. Walk up or travel by elevator to the second-floor lounge with access to the star gazing deck and grand suite terrace. The grand suite is 21' x 18' and features his and hers closets including the LG styler steam closet, a spa inspired Bath and networking room. Also enjoy access to the grand suite terrace with sliding doors. But wait...there is a private sunbathing balcony accessed through the spa! Across the hall you will find a generously appointed ensuite 3 and 4 each with full bath and easy access to the second laundry area. The entertainment mecca is located in the lower level featuring a bedroom with the 20 x 12 Au pair suite. Across the hall is the laundry/gift wrapping craft room as well as the exercise yoga studio with sports storage, sauna and locker room with shower. The main attraction to the lower level is the theater room and game areas serviced by a kitchen area and separate wine/cigar room. All of this has easy access to the 36' x 15' phantom screened porch and the oversized sunrise deck. Step off the sunrise deck to the infinity pool and outdoor living spaces. Lastly you will of course be thrilled with an oversized 3 car garage with dog washing station and EV charging. Come see this amazing home site of nearly two acres and personalize this custom one of a kind original plan and legacy home available only by Sage Built and the Summit Community located here overlooking beautiful Chatham County NC.

114 Mountaintop Cir, Pittsboro

297 Colonial Ridge Dr, Pittsboro
$1,650,000
5 Beds ⋅ 5 Baths ⋅ 10080780 MLS ⋅ ACTIVE Status
This stunning Modern English Tudor blends timeless architectural character with sophisticated modern finishes and exceptional indoor-outdoor living in the gated section of Chapel Ridge. Soaring 10' ceilings throughout the main level create an open, airy feel, while dramatic boxed beams and a sleek 60" linear fireplace make the Great Room an impressive centerpiece of the home. Designed for effortless entertaining, the open floor plan flows seamlessly to a gorgeous covered lanai featuring an outdoor fireplace and built-in grill. At the heart of the home is a showstopping ZLINE chef's kitchen, complete with a 48" professional-style range, 54" refrigerator/freezer, oversized waterfall island, and a cleverly designed hidden pantry that provides abundant storage while maintaining the kitchen's clean, sophisticated aesthetic. The thoughtfully designed main level also includes a second bedroom and a dedicated home office, offering flexibility for guests, multigenerational living, or working from home. An unfinished basement provides exceptional potential for future living and entertaining space, a home gym, theater, wine cellar, or additional bedrooms. Built to HERO energy-efficiency standards, this exceptional home combines distinctive Modern English Tudor style, luxury finishes, energy-conscious construction, and a floor plan designed for today's lifestyle. BUILDER HAS OTHER LOTS AND PLANS.

297 Colonial Ridge Dr, Pittsboro

372 Firefly Overlook Rd, Pittsboro
$2,150,000
5 Beds ⋅ 7 Baths ⋅ 10142171 MLS ⋅ ACTIVE Status
Your custom sanctuary in Firefly Overlook awaits. Discover the serenity and sophistication of Firefly Overlook at Jordan Lake—a premier new large-lot subdivision featuring just 30 exclusive homesites in the rapidly growing and highly desirable Chatham County. Perfectly positioned for effortless access to Apex, Pittsboro, Cary, and RDU Airport, this thoughtfully planned community places you moments from the pristine shores of Jordan Lake while offering a peaceful, nature-immersed retreat with rolling hills, panoramic views, and tranquil natural surroundings. This exceptional pre-sale opportunity on Lot 27—a beautifully central 1.55-acre homesite that enjoys prime visibility and prominence within the neighborhood—invites you to collaborate with renowned Triple A Homes to create your fully customized dream residence. The inspiring proposed design draws from Triple A Homes' award-winning plan, previously celebrated for its timeless elegance and innovative layout, and can be tailored entirely to your vision with personal selections, modifications, or unique enhancements. Envision this magnificent to-be-built custom home: a light-filled masterpiece featuring 5 luxurious bedrooms, including a serene primary suite and convenient main-level guest suite for ultimate comfort and privacy. The heart of the home is an expansive two-story great room with dramatic open-to-above volume, complemented by abundant oversized windows and large retractable doors that seamlessly blend indoor and outdoor living—flooding the spaces with natural light and creating the sensation of being enveloped by nature year-round. The gourmet designer kitchen flows into a dedicated scullery for effortless entertaining, while a bespoke wine cellar adds sophisticated charm. Step outside through the retractable doors to a spacious covered patio complete with a cozy fireplace—perfect for al fresco gatherings and quiet evenings under the stars. Lot 27's central location offers exceptional curb appeal and easy connection to the community's natural beauty, making your future home a standout landmark in this intimate enclave. Secure this rare central homesite today and partner with Triple A Homes to bring your personalized legacy residence to life. Construction timeline and customization details available upon inquiry.

372 Firefly Overlook Rd, Pittsboro

66 Romie Ct, Pittsboro
$1,095,000
5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status
Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Functional upgrades include a 24KW Generac whole-home generator, a whole-home reverse osmosis filtration system, an under-counter UV filtration tap, a robust Guardian home security system, a sealed crawlspace, a Rinnai tankless water heater, and hard-wired data ports throughout for seamless working, streaming, and gaming. Fresh interior paint and recessed lighting welcome you into a sunny, open downstairs floor plan designed for comfortable daily working, living, and effortless entertaining. The four-season room with large sliding glass doors off the main living area invites you to breathe deeply, slow down, and take in the wooded surroundings in every month of the year. A downstairs en-suite bedroom gives you a perfect place for guests or anyone who needs a more accessible space. Upstairs, a spacious primary suite with a second three-season room, brand new carpet, a soaking tub, and a huge walk-in closet echoes the calm of the space downstairs. Three additional upstairs bedrooms give everyone ample room to spread out. Head up to the third level for over 700 square feet of flex space to meet any need, including a built-in projector and sound bar for a luxe home entertainment experience. The 3-car garage and widened driveway make it easy to get in and out and provide tons of storage. When you're ready to get outdoors, head down to your 15'x30' deck-level pool, complete with a built-in stone grill, dining and lounge space, mature trees, and a privacy fence for total seclusion. Gardeners will love the bounty of 10+ mature blueberry bushes and two magnificent 30-foot "Fruit Cocktail" trees bearing plums, nectarines, peaches, and apricots throughout the year, and four raised garden beds with drip irrigation for easy, sustainable growing. With approximately 40 homes spread across 1+ acre lots, this North Chatham neighborhood offers the rare combination of true privacy and genuine community, all within easy reach of Chapel Hill, RTP, and growing downtown Pittsboro.

66 Romie Ct, Pittsboro

213 Brook Green Ln Unit 11, Pittsboro
$2,199,000
5 Beds ⋅ 8 Baths ⋅ 10109349 MLS ⋅ ACTIVE Status
2026 Parade Homes Gold Winner! A contemporary estate retreat on 3 private acres in The Estates at Laurel Ridge, crafted by award-winning Triple A Homes. A dramatic charcoal tray ceiling and modern chandelier set the tone in the great room, where floating wood shelving flanks a linear fireplace and wide-plank white oak floors run throughout. The kitchen pairs waterfall quartz counters with natural wood cabinetry and black-framed windows framing the wooded lot beyond. Five bedrooms each have private bath access, plus an additional private bath off the downstairs study - flexible space for guests, family, or a home office. The primary suite's wet-room bath is a standout: floor-to-ceiling marble-look tile wraps a curbless glass shower and freestanding soaking tub in one seamless space. Outside, an oversized screened porch with a wood plank ceiling, skylights, and a fireplace extends living space nearly year-round via multi-panel sliding doors. Minutes from Chapel Ridge Golf Club, Chatham Park, and Jordan Lake, with no well or septic required - scenic acreage with none of the compromises.

213 Brook Green Ln Unit 11, Pittsboro

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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