Pittsboro Real Estate | Pittsboro 5 Bedroom Properties for Sale

5 Beds ⋅ 8 Baths ⋅ 10180609 MLS ⋅ ACTIVE Status

Welcome to this exceptional new single-family residence in The Summit. This five-bedroom, 6.5-bathroom home offers abundant space for versatile living arrangements and entertaining. Set on a generous 1-Acre home site near the top of Burnette Mountain, the property provides ample outdoor space and privacy. The residence features two downstairs bedrooms, a grand Formal Dining Room, Study, Scullery and a breakfast area. The primary bedroom features to very spacious His/her Closets. A three-car garage, ensures convenient vehicle storage and protection. Located in The Hamptons Summit community, this home presents an outstanding opportunity for those seeking quality and substance in their real estate investment.

95 Mountaintop Cir, Pittsboro

$950,000

5 Beds ⋅ 4 Baths ⋅ 10180348 MLS ⋅ ACTIVE Status

Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro

$949,000

5 Beds ⋅ 3 Baths ⋅ 10179863 MLS ⋅ ACTIVE Status

Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, Pittsboro

$699,500

5 Beds ⋅ 4 Baths ⋅ 10179756 MLS ⋅ ACTIVE Status

Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro

$1,315,000

5 Beds ⋅ 4 Baths ⋅ 10178088 MLS ⋅ ACTIVE Status

Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company is proud to offer this 5 Bedroom 4 Bath beauty with a very oversized 2 car courtyard garage with additional cart garage for your favorite golf cart! This home has a friendship entry in addition to the large front porch. Guest suite and Master on main, Open feel with two -story Great Rm. Large breakfast nook. You can easily have dining room converted to 1st floor office. Double door entry. We love the upstairs stairway tucked away in the side wing of the home. The bonus room upstairs is absolutely massive. Excellent Cul-De-Sac Location on the 9th hole! Enjoy easy access to the awesome Golf Course and Amenity Center with Pool, Tennis, Soccer, Gym, Clubhouse, Pickle Ball, Basketball and a whole lot more. Several new amenities are available nearby.

25 Blackhorn Ct, Pittsboro

$3,195,000

5 Beds ⋅ 6 Baths ⋅ 10176685 MLS ⋅ ACTIVE Status

Luxury, privacy, and timeless elegance come together in this extraordinary custom-built estate on 2 private acres just minutes from Jordan Lake. Designed to impress at every turn, this one-of-a-kind home is filled with natural light from stunning oversized windows that showcase every beautiful space. Offering 5 spacious bedrooms and 5.5 bathrooms, including a luxurious primary suite and private mother-in-law suite on the main level, this home was thoughtfully designed for both everyday living and unforgettable entertaining. The chef's kitchen, complete with a butler's kitchen, flows effortlessly into the open living spaces, while the upstairs loft, oversized bonus room, and private balcony provide endless room to relax, work, or play. Step outside to your own resort-style backyard featuring a sparkling pool, peaceful surroundings, and the privacy you've been searching for. Every detail has been carefully crafted to create a home that feels like a private retreat while keeping you just minutes from Jordan Lake and everyday conveniences. This is more than a place to live. It is the kind of home you'll never outgrow, never want to leave, and never forget.

196 Mountaintop Cir, Pittsboro

$726,000

5 Beds ⋅ 4 Baths ⋅ 10173122 MLS ⋅ ACTIVE Status ⋅ Ashton Woods BLDG.

Stunning 5-bedroom, 3-car garage home in a gated community in Pittsboro. This like -new home offers an open-concept layout with soaring 10' ceiling and highly upgraded kitchen with huge center island perfect for entertaining and everyday living, the kitchen flows seamlessly into the spacious family room, creating a bright and inviting gathering space. A main level guest room add flexibility. Enjoy peaceful wooded view from the 3-season room on cul-de-sac lot. Upstairs offers a generous loft and a luxurious owner's suite with dual walking closets. Thoughtfully upgraded and beautiful maintained-Move-In-Ready

18 Cloudview Ct, Pittsboro

$2,150,000

5 Beds ⋅ 6 Baths ⋅ 10169823 MLS ⋅ ACTIVE Status

Move-In Ready Custom Masterpiece by Wagoner Homes at Firefly Overlook - 316 Firefly Overlook, Pittsboro, NC MOVE IN READY! Step into this brand-new, completed custom home by award-winning Wagoner Homes, nestled on a private 1.55-acre homesite (Homesite 28) in the exclusive Firefly Overlook community at Jordan Lake. This exquisite residence spans 4,897 square feet of thoughtfully designed heated living space, featuring 5 spacious bedrooms, 5.5 luxurious bathrooms, and exceptional storage throughout. The open-concept layout is filled with abundant natural light, showcasing impeccable craftsmanship and high-end finishes that are ready for immediate enjoyment.  Surrounded by mature hardwoods, this serene retreat offers privacy and natural beauty while being just steps from the tranquil shores of Jordan Lake. As part of an intimate boutique community of only 30 acreage homesites, it perfectly balances seclusion with convenience. Pittsboro is experiencing exciting growth with major developments on the horizon, including the transformative Chatham Park master-planned community. This expansive project will bring new homes, commercial spaces, schools, amenities, and infrastructure, enhancing the area's appeal and long-term value.  Skip the wait and uncertainties of new construction--this Wagoner Homes masterpiece is fully completed and move-in ready today. Don't miss this rare opportunity to own a luxury custom home in a prime location.

316 Firefly Overlook Rd, Pittsboro

$849,900

5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status

Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro

$970,000

5 Beds ⋅ 4 Baths ⋅ 10168044 MLS ⋅ ACTIVE Status

**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, Pittsboro

$3,269,000

5 Beds ⋅ 6 Baths ⋅ 10093254 MLS ⋅ ACTIVE Status

Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the convenience of the Triangle. The main level opens to soaring ceilings and floor-to-ceiling glass panel walls that frame panoramic views of the wooded landscape. A wood-clad ceiling anchors the great room, where a dramatic black stone fireplace wall draws the eye and oversized pendant lighting sets a warm, modern tone. The chef's kitchen features a professional-grade range, waterfall stone island with seating, custom dark wood cabinetry, and a dedicated scullery - purpose-built for serious entertaining. A formal dining room with gallery-quality proportions connects to a covered outdoor living space with a built-in stone grill kitchen, cable-rail detailing, and views into the tree canopy. The main-level primary suite is a true retreat: a wall of windows overlooking the creek, a spa-inspired bathroom with black matte freestanding soaking tub, natural stone and oak paneling, dual vanities, and a designer walk-in closet with built-in cabinetry and library ladder. Additional main-level bedrooms and or office each have private baths, and a mudroom drop zone keeps the entry organized. A striking circular staircase -one of the home's architectural signatures -descends to the finished daylight lower level, where the entertaining continues with a stone-accented wet bar, family room, game room, yoga or flex space, study, and additional bedrooms with private baths. A second laundry room on this level adds everyday convenience. A residential elevator serves both floors. The oversized three-car side-entry garage offers generous storage. Outside, a winding stone path leads through the wooded acreage down to the creek - a private nature trail on your own property. Laurel Ridge is located just five minutes from Chapel Ridge Golf Club and ten minutes from the shops, restaurants, and entertainment of Chatham Park and Mosaic. Jordan Lake recreation and the Haw River are minutes away, with downtown Chapel Hill and the western Raleigh-RTP corridor each roughly 20 minutes. Connected to Aqua water and sewer - no well or septic required, a rarity for estate-sized lots in Chatham County. This is luxury new construction with acreage, privacy, and proximity that is exceptionally difficult to find in today's Triangle market.

481 Brook Green Ln, Pittsboro

$992,251

5 Beds ⋅ 3 Baths ⋅ 10064032 MLS ⋅ ACTIVE Status

Simply Stunning Drees Homes ''to be built'' Vanderburgh plan! Just the plan that you have been looking for with all the following Options - 10' Ceilings on first floor, bay window at formal dining room, enlarged kitchen, beams in family room, 12'x16' screened porch with outdoor gas fireplace, first floor bedroom, 2 car side entry garage plus carriage to total 3, UNFINISHED BASEMENT, 4 additional bedrooms upstairs plus game room! Floor Plan attached in MLS. Chapel Ridge has resort-like amenities ranging from the Fred Couples designed semi-private golf course, pro shop, restaurant & bar, to an Olympic sized pool with water slide, tennis, basketball, volleyball courts, and playground, look no further! Chatham Park is close by as well for amenities such as shopping, restaurants, medical, parks, entertainment and parks. Mosaic is also nearby for all of your shopping and entertainment needs! Floorplan is attached in documents.

149 Brandy Ml, Pittsboro

$1,895,000

5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status

Build this stunner or a plan of your choosing with Paragon Building Group the Triangle's premier Southern Living Custom Builder. 3.01 acres backs to NC Park Land in highly desirable Riverstone Estates and offers Universal Design elements that welcome all. Located just past the Haw River, picturesque Riverstone Estates is accessed easily from highway 64 and is just minutes from Chatham Park and it's entertainment district, Mosaic, as well as historic downtown Pittsboro.

186 Evington Dr, Pittsboro

$2,900,000

5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status

Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for out door living extras. Room for pool and so much more! Nearly 7000 Square Feet of living space, 5 Bedrooms 5 1/2 Baths. Archways throughout the downstairs with soaring ceiling heights, 2 Main bedrooms office space and an incredible Great Room and kitchen feature oversized island and a large Scullery. This home has a stone veneer exterior and simulates a french manor design. Pella Windows and Custom trim and Custom Ceiling beams. Look for the custom cast stone mantel in the Great Room! European Oak Engineered Hardwood floors installed in a Herringbone pattern in Foyer, Dining, Kitchen and Great Room. Three Car oversized Garage and Plenty of Storage in the home!

181 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

$975,000

5 Beds ⋅ 4 Baths ⋅ 10156639 MLS ⋅ ACTIVE Status

Rare value in Chapel Ridge: 5 bedrooms, 4 baths, and 4,249 square feet on a private 1.78-acre homesite. This house is priced well below the neighborhood average per square foot. The lot slopes back from the road into a canopy of mature hardwoods, providing secluded, natural shade that lowers summer cooling costs. The grounds are professionally maintained, and the home itself is barely lived-in and shows like new. A whole-house generator provides peace of mind through any weather. Inside, find an open floorplan with coffered ceilings, a chef's kitchen, and a first-floor primary suite. Enjoy Chapel Ridge's gated section along with community pool, tennis, fitness center, and clubhouse access. Located within minutes of historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. Please remove shoes. The back lot extends all the way to the back road. This home is still under structural warranty.

378 Crimson Way, Pittsboro

$925,000

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. 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

$2,249,000

5 Beds ⋅ 5 Baths ⋅ 10075352 MLS ⋅ ACTIVE Status

Modern Manor House presale opportunity in picturesque Laurel Ridge finely crafted by award winning Dunning Custom Homes. Located just 5 minutes from Chapel Ridge Golf Club and 10 minutes from booming Chatham Park, you get the best of both worlds at Laurel Ridge: scenic living near the Haw River & Jordan Lake w retail & entertainment at Mosaic just minutes away. Large acreage w NO WELL or SEPTIC NEEDED!

364 Brook Green Ln Unit 29, 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

$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

$2,599,000

5 Beds ⋅ 6 Baths ⋅ 10126175 MLS ⋅ ACTIVE Status

This spectacular modern farm home was thoughtfully crafted to take advantage of the picturesque homesite with over 8 acres. Equestrian friendly homesite! Custom built by Triple A Homes in spacious Laurel Ridge located just 5min from Chapel Ridge Golf Club & 10 minutes from booming Chatham Park, you get the best of both worlds at Laurel Ridge: scenic living near the Haw River and Jordan Lake w retail and entertainment at Mosaic minutes away! Designed for comfort and entertaining, the home features open, light-filled living spaces, a chef's kitchen with an expansive scullery and walk-in pantry, and a mudroom. The first-floor primary suite offers a cathedral ceiling, huge dual closets, and a spa-like bath, while a main-level guest suite provides ideal accommodations for visitors. Upstairs offers flexible living with additional bedrooms and bonus spaces for work, play, or fitness. Enjoy the perfect blend of modern luxury and natural serenity—just minutes from town yet worlds away.

334 Blufftonwood Dr, Pittsboro

$1,050,000

5 Beds ⋅ 5 Baths ⋅ 10136128 MLS ⋅ ACTIVE Status

PRICE IMPROVEMENT - Sellers are highly motivated and have positioned this exceptional property aggressively for a quick sale, creating a rare opportunity to own one of Chapel Ridge's most distinctive custom homes at an incredible value. Discover the pinnacle of luxury living in this one-of-a-kind custom craftsman farmhouse tucked away on a private, wooded lot in the prestigious Chapel Ridge community. With over 5,300 square feet, 5 bedrooms, 4.5 bathrooms, and standout architectural details at every turn, this home truly has it all. Step through the front door and prepare to be wowed by the soaring 23-foot coffered ceilings and the jaw-dropping showpiece fireplace that defines the living room—an unforgettable first impression. The main level offers effortless living with a spacious first-floor primary suite and a dedicated home office, perfect for today's lifestyle. Multiple French doors flood the home with natural light and open onto an expansive wraparound covered porch, creating seamless indoor-outdoor flow. All new carpeting throughout. Downstairs, the newly remodeled walkout basement feels like its own private retreat, complete with a full kitchen, laundry area, living space, and separate entrance. It's the ideal setup for multigenerational living, long-term guests, rental potential, or the ultimate entertainment zone. The fifth bedroom has been thoughtfully converted into a home gym, offering even more flexibility. Outside, enjoy a large, fully fenced backyard surrounded by mature trees for exceptional privacy. Major updates provide peace of mind, including a 2021 roof and three newer HVAC/furnace systems (2019, 2021, and 2022). Loaded with custom finishes, architectural character, and significant recent improvements, this home is move-in ready and offers an unmatched combination of luxury, functionality, and value. The substantial price adjustment reflects seller motivation—not property condition—making this an exceptional opportunity in Chapel Ridge.

11 Grey Oak Ct, Pittsboro

$1,750,000

5 Beds ⋅ 7 Baths ⋅ 10162567 MLS ⋅ ACTIVE Status

JUNE 2026 COMPLETION! Welcome to 33 Blackhorn Court, an extraordinary new construction masterpiece by the acclaimed 20/20 Site Development. Situated on a premium 0.51-acre cul-de-sac lot in the prestigious Chapel Ridge Golf Course community, this 4,830-square-foot estate offers unparalleled privacy and sweeping, unobstructed golf course views from nearly every room. Designed for the most discerning buyer, this five-bedroom, six-and-a-half-bath home seamlessly blends open-concept living with sophisticated architectural details and flawless craftsmanship. Step through the grand two-story foyer into a breathtaking great room anchored by a custom fireplace and flooded with natural light. The heart of the home is a spectacular gourmet kitchen featuring illuminated custom cabinetry, quartz countertops, and a professional 48-inch, eight-burner dual-fuel range. For the ultimate entertainer, a fully equipped scullery kitchen--complete with a second refrigerator, dishwasher, oven, and sink--keeps the main kitchen showroom-perfect while hosting. The main level also boasts a luxurious primary suite with a freestanding soaking tub and separate shower, a private guest office suite with its own bath, an elegant dining room, a dedicated drop zone/mudroom, and a sprawling screen porch and two decks that blur the line between indoor and outdoor living. A stunning custom oak staircase leads to the second floor, where you will find three additional bedrooms, each with its own private en-suite bath. The upper level is an entertainer's dream, featuring a dedicated media room, an oversized bonus room with a wet bar and full bath, and abundant storage space. Living in Chapel Ridge means enjoying resort-style amenities, including an 18-hole championship golf course designed by Fred Couples, a clubhouse, a swim and tennis center, sand volleyball, and regulation basketball courts. With its rare combination of a private cul-de-sac setting, dual-kitchen capability, all en-suite bedrooms, and panoramic fairway views, 33 Blackhorn Court is more than a home--it is a lifestyle. Schedule your private tour today and experience the pinnacle of Pittsboro luxury living.

33 Blackhorn Ct, 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

$689,999

5 Beds ⋅ 4 Baths ⋅ 10160755 MLS ⋅ ACTIVE Status

Thanks to these MOTIVATED SELLERS, the lucky buyers of this amazing home will be getting a huge discount comparable to the other homes in this neighborhood. Away from it all, yet close to everything, welcome to The Parks at Meadowview, a GATED community with lovely green spaces, sidewalks and a playground. This home has everything, it's over 3000 sqft on almost half an acre with 5 bedrooms & 4 full bathrooms. There are HIGH-END stainless steel appliances, built-ins, an encapsulated crawl space, elaborate outside security cameras, a soaking tub and separate shower, a screened porch & deck, 2 primary walk in closets and an extra family room upstairs. This home was built in 2022 and still feels new. It's only 12 minutes to Chatham Park, 26 minutes to Jordan lake and 29 minutes to UNC. Only 2 minutes from Chapel Ridge Golf Course. This one you have to see for yourself!

1274 The Parks Dr Unit 1274, Pittsboro

$1,295,000

5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status

**PRICE REDUCED to $1,295,000. Tons of functional upgrades and a beautiful acre lot within a 15 minute drive to downtown Chapel Hill. Bring your questions and your best offers!** 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. Fresh interior paint and recessed lighting welcome you into a sunny, open floor plan designed for comfortable daily 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 spacious primary suite with a second three-season room, brand new carpet, a soaking tub and huge walk-in closet echoes the tranquility of the space downstairs, and three additional upstairs bedrooms give everyone ample room to spread out. The fifth bedroom, a first-floor en-suite, is a huge bonus for guests, in-laws, or even a secondary office. 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, you can head down to your 15'x30' deck-level pool and enjoy the built-in stone grill, dining and lounge space surrounded by a peaceful oasis of mature trees, and a privacy fence. 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 enjoy the sustainability provided by four raised garden beds with drip irrigation. If the aesthetics and peaceful surroundings weren't enough to set this property apart, the owners have also equipped it with functional upgrades including 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, Rinnai Tankless water heater, and hard wired data ports throughout for seamless working, streaming, and gaming. With approximately 40 homes spread across one-plus 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. Your retreat is ready. Come claim it!

66 Romie Ct, Pittsboro

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