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$949,900
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

$364,900
10028014 MLS ACTIVE Status
Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its location at the intersection of N. Pea Ridge Rd and Seaforth Rd, easily accessed from HWY-64, Firefly Overlook offers its residents convenient access to Apex, Pittsboro, Chapel Hill, Cary, and RDU Airport. While enjoying this convenience, residents will also be able to easily walk/bike/golf cart to nearby by Vista Point Park. Vista Point Park offers amenities including a boat launch, hiking trials, and beach & picnic areas. On top of being well located, inside the community residents will enjoy a mountain like setting with rolling hills, panoramic views, and serene natural creeks. This makes for stunning homesites that will support your custom built home by a member of our Exclusive Builder Team: Hurst Home Company, Triple A Homes, Wagoner Homes, Poythress Construction, and Hearthstone Luxury Homes. Lot 18 is a 2.23 acre homesite, sitting at the back of the community. Lot 18 offers a building site overlooking the water quality pond and has a gentle slope going down to a beautiful natural creek. Additional maps, septic info, and HOA information available upon request.

101 Green Turtle Ln, Pittsboro

$180,000
10153016 MLS ACTIVE Status
Looking for the perfect balance of seclusion and accessibility? This stunning 6.6-acre wooded lot offers the ultimate canvas for your dream home. Tucked away in a quiet, serene setting, you'll enjoy the peace of country living without sacrificing convenience. Ideally situated in a prime location off Hwy 64 between the charm of Pittsboro and Siler City, while only 15 minutes away from the natural beauty and water activities of Jordan Lake. Property is Ready to Build: Skip the guesswork! This property features an established easement, well installed and has been previously permitted for 4-bedroom septic system. You have total freedom to bring your own builder and design a custom retreat that fits your lifestyle perfectly. Whether you're looking to build a modern farmhouse, a secluded cabin, or a sprawling estate, this expansive lot provides the privacy you crave with the ''heavy lifting'' of permits already initiated. Lay down your roots in one of North Carolina's most sought-after counties!

2817 Jay Shambley Rd, 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

$414,000
10061223 MLS ACTIVE Status
Lot 24 is a 3.98 acre homesite, tucked away in the back of the community. Lot 24 is one of the most private lots in the community. The lot is a great size for those looking to escape the typical in-town subdivisions. The developer has cleared and laid gravel for the shared drive between 23 and 24. A Road Maintenance agreement will be established for Lots 23 and 24. Additional maps, septic info, and HOA information available upon request. More details on the community below: Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its location at the intersection of N. Pea Ridge Rd and Seaforth Rd, easily accessed from HWY-64, Firefly Overlook offers its residents convenient access to Apex, Pittsboro, Chapel Hill, Cary, and RDU Airport. While enjoying this convenience, residents will also be able to easily walk/bike/golf cart to nearby by Vista Point Park. Vista Point Park offers amenities including a boat launch, hiking trials, and beach & picnic areas. On top of being well located, inside the community residents will enjoy a mountain like setting with rolling hills, panoramic views, and serene natural creeks. This makes for stunning homesites that will support your custom built home by a member of our Exclusive Builder Team: Hurst Home Company, Triple A Homes, Wagoner Homes, Poythress Construction, and Hearthstone Luxury Homes.

178 Green Turtle 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

$1,995,000
3 Beds 5 Baths 10157478 MLS ACTIVE Status
Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro

$1,110,000
4 Beds 4 Baths 10042208 MLS ACTIVE Status
Move In Ready Bristol Plan! Don't miss the opportunity to make The Bristol English Cottage your dream home. This home is located in Corbett Landing, a new custom neighborhood located inside the town-limits of Pittsboro, North Carolina. Nestled on a wooded lot, this enchanting English Cottage-style home combines timeless charm with modern amenities. Step into a welcoming foyer that leads to a formal dining room. Adjacent to the dining room is a convenient butler's pantry. The heart of the home boasts a well-appointed kitchen with cabinets to the ceiling, full range and wall oven. Upstairs, you will find a luxurious primary bedroom complete with an en-suite bathroom and spacious walk-in closet. Two more generously sized bedrooms and a versatile rec room provides options for entertaining. On the third floor you will find an additional flex room with full bath and walk in attic storage. Ask about incentive with use of preferred lender and attorney, to be used toward rate buy down, closing costs, or upgrades.

162 Gaines Trl, 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, 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. Two professionally installed French drains manage water flow across the property, so the natural slope adds privacy and shade without drainage concerns and a yearly termite inspection came back completely clear. The grounds are professionally maintained, and the home itself shows like new, still under structural warranty. 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.

378 Crimson Way, Pittsboro

$145,000
10122811 MLS ACTIVE Status
Located in the prestigious Chapel Ridge golf course community this lot offers a unique build envelope to accomodate side load garage and circular drive. Slope allows for daylight walk out baement. Enjoy the resort-style amenities that come with living in Chapel Ridge, including a pool, gym, playground, tennis, volleyball, and basketball courts, as well as a restaurant and bar. This is the perfect community for people who enjoy golf and outdoor activities. The property is conveniently located close to Chatham Park, which offers a variety of shopping, dining, and entertainment options. Pittsboro is a charming town that boasts a rich history, natural beauty, and a thriving arts scene. With easy access to major highways, you can enjoy the best of both worlds - a peaceful and scenic retreat in Chapel Ridge and all the amenities of the city just a short drive away. Don't miss this opportunity to own a piece of paradise in Chapel Ridge. Listing agent works with a variety of builders and can help navigate the build/ARB process.

16 Deep Crk, 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

$535,000
10164897 MLS ACTIVE Status
Discover the perfect blend of convenience and seclusion with this stunning 13+/- acre tract located just minutes off Hwy 64, east of Pittsboro. Tucked away in a peaceful, wooded setting, this property offers the privacy you've been looking for without sacrificing accessibility. The land features a beautiful natural landscape with mature trees throughout and a picturesque creek bordering the west side of the property--creating a serene backdrop for your future homesite. With a gentle slope ideal for a basement build, this property is perfectly suited for a custom home that takes full advantage of the terrain. 4 bedroom perc to be issued. Enjoy being just minutes from Jordan Lake and convenient boat ramp access, while also less than 10 minutes to downtown Pittsboro. Commuting is easy with quick access to Apex, Chapel Hill, and Sanford. No restrictions, NO HOA, and no covenants--giving you the freedom to build as you choose. Now is the time to invest in the highly desirable and growing community of Pittsboro--where location, size, and natural beauty come together to create a rare opportunity you don't want to miss.

Arborgate Rd, Pittsboro

$1,190,000
4 Beds 4 Baths 10140820 MLS ACTIVE Status
This extremely rare 1.45 acre lot is located only 1.5 miles from downtown Pittsboro and the circle....yet it feels as if you are located in a country getaway. It's so easy to zip in and out to town from here, or to access the Triangle from 64 to 540 or Moncure-Pittsboro Rd to Rt 1. This beautiful flat parcel has mature beech and oak trees with dense foliage in Spring-Autumn, and plenty of privacy. Very minimal restrictions- chickens are allowed and NO architectural review or HOA for outbuildings, modifications, or landscaping. The floorplan is open and focused on main floor living. It has vaulted ceilings, large screened-in porch with fireplace, and bbq deck. Tons of space outdoors for pool, patio, outdoor kitchen, firepit area, etc. Home has an eat- in kitchen, a huge island, and scullery/pantry. The master and two secondary bedrooms are on the main floor. ...one can easily be converted to an office. Her and his master closets have the laundry room connected. The 4th bedroom, bath and bonus room are on the second floor. There is plenty of storage and a three car garage. Auxiliary dwellings and outbuildings are allowed. Triple A is a consistent gold medal and custom builder, currently building in several $2-3+M communities in the area. This opportunity for new construction and main level living on a 1.45 acre parcel this close to town is extremely unique and rare. The completed photos are of the same floorplan built nearby. There is still time to make minor changes to this plan and choose custom finishes. This home has already started construction.

638 Old Goldston Rd, Pittsboro

$740,000
3 Beds 2 Baths 10166720 MLS ACTIVE Status
$75,000 PRICE IMPROVEMENT! If you've been dreaming of acreage, privacy, and the opportunity to create your own custom retreat, this major price improvement makes now the perfect time to make it yours. Now offered at $740,000, this exceptional property presents an incredible opportunity to own 5.13 private acres in the highly desirable Log Barn Acres community. With its spacious layout, unique amenities, and significant price reduction, buyers now have the flexibility to personalize the home while creating instant value. AI-generated renovation renderings have been included to help showcase just one of the many ways this home could be transformed to reflect your own style and vision. Tucked away on 5.13 peaceful acres, this rambler-style home offers exceptional flexibility with multiple living and gathering spaces designed to fit your lifestyle. The vaulted living room showcases exposed beams and a dramatic floor-to-ceiling brick fireplace, creating a warm and inviting focal point. This space could also serve beautifully as a grand dining room for entertaining. A second gathering room offers endless possibilities as a family room, flex space, or additional dining area, while the keeping room just off the kitchen provides another cozy retreat for relaxing with family and friends. The spacious bonus room is ready to become whatever you envision—a theater room, game room, playroom, home office, fitness room, or hobby space. The kitchen offers a functional layout with a sunny breakfast nook, and all bedrooms are generously sized. The primary suite has already been tastefully updated with a walk-in tile shower, new vanity, updated lighting, and additional cabinetry for enhanced storage. Outdoor living is just as impressive, featuring a welcoming front porch with a porch swing, an expansive screened porch with a vinyl window system for nearly year-round enjoyment, and a spacious deck perfect for entertaining. The large yard offers room to roam, including a fenced rear section ideal for pets, gardening, or play. Additional highlights include a partially sealed crawl space, detached workshop/storage building with electricity, a covered RV parking pad with power hookup, natural gas service, and room for horses. Enjoy the peace and privacy of country living while remaining just minutes from historic downtown Pittsboro, shopping, dining, and everyday conveniences.

23 Turkey Creek Trl, Pittsboro

$1,100,000
4 Beds 4 Baths 10068143 MLS ACTIVE Status
*Construction should be complete in coming weeks!* This move-in-ready Chapel Ridge home offers $100,000+ in upgrades and an exceptional blend of luxury, space, and indoor-outdoor living. The open-concept design features 4 bedrooms and 3.5 baths, including a desirable first-floor owner's suite.The spacious family room makes a statement with its soaring 19-foot ceiling, 48-inch gas fireplace, and expansive sliding patio doors that open to an oversized deck and connect to a large screened deck, creating a seamless flow for entertaining and enjoying the abundant natural light.The custom-designed kitchen is truly the centerpiece, featuring cabinetry boxed to the 10-foot ceilings, Bosch stainless steel appliances, a 36-inch gas range, built-in refrigerator, wine cooler, quartz countertops, and a full quartz backsplash. A convenient butler's pantry adds additional storage and functionality. Hardwoods extend throughout both levels, adding warmth and elegance throughout the home.Additional features include a separate dining area, second-floor loft, tankless water heater, oversized 2-car garage, and a large backyard that backs directly to the golf course—a true blank canvas for creating your own outdoor oasis.Located in desirable Chapel Ridge, residents enjoy an impressive array of resort-style amenities, including a clubhouse, pool, fitness center, pickleball, tennis, volleyball, basketball, and soccer field. The community also offers access to the Fred Couples-designed 18-hole championship golf course, making this home an exceptional opportunity to enjoy luxury living in a premier golf community.

9 High Ridge Ln, 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

$1,200,000
4 Beds 4 Baths 10161024 MLS ACTIVE Status
A rare opportunity awaits in the exclusive Estates at Chapel Ridge. This distinguished Prewitt-Douglas custom home sits on nearly an acre -- one of the last remaining lots in this coveted enclave. Spanning over 3,500 square feet, the residence showcases high-end finishes throughout and a desirable main-level primary suite complete with dual walk-in closets. Four bedrooms and 3.5 baths offer ample space for comfortable everyday living and effortless entertaining. Residents enjoy access to Chapel Ridge's full suite of community amenities, providing year-round recreation for the entire family. Exceptional craftsmanship, a premier lot, and an unmatched location -- opportunities like this are few and far between.

36 Rosefield Ct, Pittsboro

$859,000
4 Beds 4 Baths 10146367 MLS ACTIVE Status
Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offering up to $8,000 toward buyer closing costs, creating an exciting opportunity to make this exceptional home yours. Designed with both everyday comfort and entertaining in mind, this home features a thoughtful floor plan and elevated finishes throughout. The designer kitchen offers abundant cabinetry, premium appliances, and a spacious walk-in pantry, while the adjoining breakfast area flows effortlessly to the covered, screened-in porch for easy indoor-outdoor living. A separate formal dining room with a coffered ceiling provides an elegant space for hosting and special occasions. The main-level primary suite is a true retreat, featuring a generous walk-in closet with convenient direct access to the laundry room, complete with a utility sink. The spa-inspired en-suite bath includes a freestanding soaking tub, separate walk-in shower, and plenty of space to unwind. A dedicated powder room completes the main level. Upstairs, you'll find three additional bedrooms, a spacious bonus room, and a versatile loft—ideal for guests, a home office, playroom, media space, or additional living area. Additional features include a three-car garage and a sealed, temperature-controlled crawlspace offering exceptional storage and future possibilities. Enjoy the lifestyle that makes this location so special. Chapel Ridge offers resort-style amenities including a Fred Couples Signature golf course, clubhouse with dining, pro shop, swimming pool, fitness center, tennis and pickleball courts, walking trails, playgrounds, picnic areas, and community gathering spaces. Nearby Chatham Park adds even more opportunities for parks, trails, recreation, shopping, dining, community events, and green space, all with convenient access to downtown Pittsboro, Jordan Lake, Raleigh, and Durham.

55 Bob White, Pittsboro

$1,160,000
4 Beds 4 Baths 10160679 MLS ACTIVE Status
Discover this beautifully crafted luxury custom home, built by an award-winning builder. Offering a thoughtfully designed layout and quality finishes throughout. The main level features a spacious primary bedroom suite along with an additional bedroom and full bath, providing flexible living arrangements. A dedicated study offers a private workspace or quiet retreat. The open living areas connect seamlessly to an outdoor deck and screened-in porch, creating inviting spaces for everyday living and entertaining. Upstairs, you'll find two additional bedrooms, each with access to a full bath, along with a large recreation room and separate media room. A substantial walk-in storage area provides ample space for organization. Located within a golf community, residents have access plentiful amenities to include a pool with water slide, fitness center, clubhouse, sports courts, and playground. For association documents please visit https://www.casnc.com/communities/chapel-ridge-community/

154 Colonial Trail Ct, 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 .