Pittsboro Real Estate | Pittsboro Single Family Homes for Sale

6 Beds ⋅ 6 Baths ⋅ 10116239 MLS ⋅ ACTIVE Status

TO BE BUILT (Plan is not specific to lot). Listing price includes base price as well as some but not all popular options for the Theodore A floor plan. This popular, well-designed home offers both comfort and functionality. The two-story family room provides an open, airy gathering space filled with natural light. A main-level guest suite offers privacy and convenience, while the dedicated home office supports work-from-home needs. The spacious finished basement includes a large recreation room, an additional bedroom, and a full bathroom, creating flexible space for guests or everyday living. Nestled on an oversized wooded homesite in the estate neighborhood of Corbett Landing. Customer able to choose plan, structural upgrades, and design options. Price subject to change at discretion of buyer when choosing options.

226 John Williams Ln, Pittsboro

$599,900

4 Beds ⋅ 3 Baths ⋅ 10142333 MLS ⋅ ACTIVE Status ⋅ Pickney BLDG.

Ready Now in NoVi Chatham Park! Featuring a private first-floor guest suite, dedicated study, spacious loft, and one of the final opportunities to own the popular Pickney floor plan. This thoughtfully designed home offers an open-concept layout filled with natural light, creating a seamless flow between the family room, dining area, and expansive island kitchen, ideal for both everyday living and entertaining. The flexible floor plan provides space for guests, remote work, hobbies, and multi-generational living. Upstairs, additional bedrooms and a generous loft offer comfort and versatility to fit a variety of lifestyles. Enjoy a low-maintenance lifestyle with convenient access to Chatham Park's parks, trails, community events, shopping, dining, and recreational amenities. Located just minutes from the Chatham Park YMCA and Mosaic, this move-in ready home combines modern design, functional living spaces, and the connected lifestyle that makes Chatham Park one of the Triangle's most desirable destinations.

368 N Village Pkwy, 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

$675,000

4 Beds ⋅ 1 Baths ⋅ 10166325 MLS ⋅ ACTIVE Status

This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will remain forever wild. Just a short walk away, you'll discover several beautiful, upscale neighborhoods. This storybook cottage serves as the perfect weekend getaway. Alternatively, consider living here full-time or while you construct your custom home across from the cottage. Option of additional five-acre adjacent building lot (currently under review) for a total of $995k. Additional structures on the property feature the original barn from the 1890s, a pack house, and a second cottage. Enjoy convenient access to Jordan Lake, various beaches, and boat ramps.

2929 Seaforth Rd, Pittsboro

$815,000

3 Beds ⋅ 2 Baths ⋅ 10166720 MLS ⋅ ACTIVE Status

Price improvement at Log Barn Acres! Now offered at $815,000, this exceptional property presents an even greater opportunity for buyers seeking space, privacy, and versatility. With its unique features, acreage, and convenient location, this home delivers outstanding value in today's market. Also, 6-15-26 Chatham County changed the address of this property to 23 Turkey Creek Trail. Tucked away on 5.13 peaceful acres in highly desirable Log Barn 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 full brick fireplace extending to the ceiling — a warm and inviting space that could also serve beautifully as a large dining room. 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 yet another cozy option for relaxing or entertaining. The spacious bonus room is ideal for a theater room, game room, playroom, home office, or hobby space — truly whatever your heart desires. The kitchen features a functional layout with a sunny breakfast nook, and the bedrooms are all comfortably sized. The primary suite has been thoughtfully updated with a walk-in tile shower, new vanity, updated lighting, and additional cabinetry for enhanced storage. Outdoor living is equally impressive with a welcoming front porch completewith porch swing, a generous screened porch enhanced by a vinyl window system for nearly year-round enjoyment, plus a deck that makes entertaining easy. The expansive yard offers plenty of room to roam, including a fenced rear section perfect for pets or gardening. Additional features include a detached workshop /storage building fully equipped with electricity, as well as a covered RV parking pad with power hookup. Enjoy the privacy and elbow room of country living while still being just minutes to convenient town amenities.

23 Turkey Creek Trl, Pittsboro

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 10068143 MLS ⋅ ACTIVE Status

J3S Plan with Golf Course Views - Drywall is completed on this large private wooded homesite with golf course views. Estimated completion by June 2026. This open design features 4 bedrooms and 3.5 baths, including a first-floor owner's suite. The spacious family room showcases a soaring 19-ft ceiling, 48'' gas fireplace, and sliding patio doors that bring in abundant natural light. Enjoy a custom designed kitchen with cabinetry boxed to 10-ft ceilings, Bosch stainless steel appliances, and a 36'' gas range, all open to the main living area. The home also includes a separate dining area, a second-floor loft, and a large screened deck with additional secondary deck. Additional features include a tankless water heater and a 2-car garage. Located in Chapel Ridge, offering resort-style amenities: clubhouse, pool, fitness center, pickleball, tennis, volleyball, basketball, and a soccer field. Residents also enjoy access to the Fred Couples-designed 18-hole championship golf course, ranked among the finest in the country.

9 High Ridge Ln, Pittsboro

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 10151616 MLS ⋅ ACTIVE Status

Welcome to this stunning custom home in the prestigious Chapel Ridge community. Designed with entertaining in mind, the open floor plan delivers generous living spaces and effortless flow from room to room. The main level offers the convenience of a private primary suite and a secondary bedroom, while two additional bedrooms are tucked upstairs for added privacy. Step outside and enjoy resort-style amenities just moments from your door -- including a pool, golf course, and tennis courts. Thoughtfully designed, impeccably finished, and perfectly located -- this is Chapel Ridge living at its finest.

490 Chapel Ridge Dr, Pittsboro

$725,000

3 Beds ⋅ 3 Baths ⋅ 10157338 MLS ⋅ ACTIVE Status

There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Seller offering a $10,000 buyer concession with an acceptable offer!! Built by the highly regarded Homes By Dickerson, this Green Certified ranch in Chatham Park is where thoughtful design meets effortless living. From the moment you walk in, you feel it, the warmth of engineered hardwood floors stretching across the main level, the natural flow of an open layout, and the kind of light that makes every space feel inviting. At the heart of the home, a true chef's kitchen steals the show: crisp white cabinetry, a striking gray island, quartz countertops, and stainless steel appliances, all perfectly positioned to keep you connected to the dining area and living room with custom built-ins. The main-level owner's suite is more than just a bedroom, it's your private retreat. Think spa-like bath, designer tile, and an oversized walk-in shower that makes everyday routines feel elevated. Add a second bedroom and a dedicated office on the first floor, and you have the flexibility today's buyers are searching for. Upstairs offers even more: a private bedroom and full bath, plus a massive unfinished storage area, ready to become whatever your future needs demand (bonus room, gym, studio... you name it). And then there's the porch. Screened, serene, and overlooking the woods. Your own quiet escape for morning coffee or evening unwinding. Living in Chatham Park means stepping into one of the Triangle's most exciting and thoughtfully planned communities. Enjoy parks, playgrounds, splash pad, dog park, sports fields, zip line, pickleball courts, a private pool, and over 30 miles of greenways. All just minutes from Jordan Lake State Recreation Area, downtown Pittsboro, and easy access to University of North Carolina at Chapel Hill. This isn't just a home! it's the next chapter you've been waiting for.

52 Shergold 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

$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

$375,000

3 Beds ⋅ 3 Baths ⋅ 10155773 MLS ⋅ ACTIVE Status ⋅ Anderson Homes BLDG.

This Rare Sunlit Updated Split Level on .31 Acre Lot w/Fenced Backyard within 1 Mile of Downtown Pittsboro's Historic Traffic Circle is Sure to Check a Lot of Boxes!! Perfect for Today's Style of Living!! With this Home Facing Directly West You get Sunlit Mornings on your Backyard Deck/Large Fenced Dog Friendly Backyard & Rear Windows! Plus Incredible Evening Sunsets Daily off the Front of the Home!! Now You Enter this Home to a Beautiful Open Vaulted Living Rm, Kitchen, & Dining Rm Family Combination Gathering Space! The Gourmet Kitchen Features Granite Counter Tops & Updated Stainless Steel Appliances!! Nice Food Pantry! Breakfast Bar! French Door to Deck off Dining Rm! Upper Floor Features a Private Sleeping Oasis w/Primary Bedroom Featuring 2 Closets & Updated Private Full Bath! Also Bdrm 2 up w/Full Bath next to it!! No Shared Bedroom Walls! Down Below Main Level is a Private Oasis Perfect for Extended Stay Guest Suite/Adult Children/ Children's Play Space w/Private Bedroom & Bonus Rm w/Gas Log FP!! Laundry Rm! Full Bath w/Nice Shower!! Direct Access to Backyard! This Home Also Features Updated Flooring, Granite Tops, Toilets, Paint Accenting and More!! Out Back you have a Nice Grilling Deck and Wooded Tree Line on Back Line of a Large Private Backyard! Great Lot Size & Plan! Less Than a Mile Walk to Downtown Pittsboro! Jordan Lake Right Around the Corner! Welcome Home!

94 Silverstone Dr, 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

$899,900

4 Beds ⋅ 6 Baths ⋅ 10128745 MLS ⋅ ACTIVE Status

New construction underway on beautiful golf lot by Chamberlain Homes with three car garage. This home features main floor primary bedroom and an additional guest suite on the main floor. Beautiful gourmet kitchen with large dining area and open floorplan. Upstairs - two additional bedrooms each with ensuite bath, finished bonus room and huge unfinished walk-in storage area. Beautifully landscaped lot with irrigation. Community recreation includes pool, fitness center, sport court, tennis, volleyball and neighborhood playground.

212 Golfers Vw, Pittsboro

$1,285,000

4 Beds ⋅ 4 Baths ⋅ 10161265 MLS ⋅ ACTIVE Status

Exceptional Prewitt-Douglas custom home situated on a quiet cul-de-sac in the prestigious Chapel Ridge community. This 4 bedroom, 3.5 bath residence boasts an open, expansive floor plan designed for effortless entertaining -- both indoors and out. Thoughtfully crafted with generous living spaces and outstanding attention to detail throughout. Residents enjoy access to world-class community amenities including golf, tennis, and a resort-style pool. A rare opportunity to own a distinguished home in one of the area's most coveted neighborhoods -- this one will not last.

64 Mist Wood Ct, Pittsboro

$629,000

4 Beds ⋅ 4 Baths ⋅ 10145757 MLS ⋅ ACTIVE Status

New Large Price Improvement! Now the lowest dollar per sq ft larger home in Chatham Park, don't miss this opportunity! With its designer upgrades, custom details and in like-new condition, you can't go wrong. Having a recent large price adjustment, this pristine home won't last much longer! This like-new 2024 built home is both stunning and thoughtfully designed! Spacious with lots of storage and great views. This 4-bedroom, 3 and a half bath home is situated on a lot with a beautiful open view. It offers both exceptional functionality and luxurious finishes throughout, showcasing an upgraded design. The flexible floor plan includes a main-level primary bedroom with an upgraded luxury bathroom. Also on the main level you will find a study, dedicated office nook, large dining area, half bath and spacious kitchen. Upstairs are 3 more bedrooms, 2 full bathrooms, 2 large walk-in storage rooms, and a large bonus room providing additional living or recreational space. The gourmet kitchen is well appointed with granite countertops, stainless steel appliances, under-sink reverse osmosis system, upgraded lighting and a large pantry, Additional custom trim work is featured within the home highlighting the high-end design. Situated on a beautiful lot, the outdoor spaces include a large deck, and screened-in porch, perfect to take in the view of the park, and further outdoor enjoyment. Situated to enjoy your sunrise view with your morning coffee! Even the crawlspace is conditioned and sealed for peace of mind. Located in Chatham Park, the community offers access to nature trails, parks, splash pad, dog park, and option to join the private swimming pool and pickleball courts. This beautiful home is located in close proximity to trails and the new YMCA. Custom features, great location, and the privacy to enjoy your beautiful home are just some of the key features.

115 Circle City Way, Pittsboro

$609,900

4 Beds ⋅ 3 Baths ⋅ 10159701 MLS ⋅ ACTIVE Status ⋅ Pickney BLDG.

Thoughtfully designed with an emphasis on craftsmanship and livability, the Pickney plan by David Weekley Homes offers open sight lines and an easy, natural flow through the kitchen, dining, and family room, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen blends style and function while maintaining connection to the main living spaces. A front study with views of the welcoming porch provides the flexibility to serve as a home office, creative space, or quiet retreat. This four bedroom, three full bath home includes a private guest bedroom on the first floor, ideal for visitors or multigenerational living. Upstairs, junior bedrooms and additional gathering space create room for growing households to spread out and relax. The Owner's Retreat is a peaceful escape, featuring a spacious bath and an oversized walk in closet designed to elevate daily routines. With flexible spaces, smart design, and comfortable separation of living areas, the Pickney plan offers both functionality and timeless appeal.

396 N Village Pkwy, Pittsboro

$245,000

2 Beds ⋅ 1 Baths ⋅ 10164258 MLS ⋅ ACTIVE Status

Affordable AND located only 3 minutes to downtown Pittsboro?? It really doesn't get better than this! This charming 2 bedroom, 1 bath home is the perfect starter home. It's been beautifully renovated with a new roof, exterior paint, new HVAC, new cabinets, quartz countertops, tile bathroom and backsplash and much more. All the work has been done for you so start packing now! This Pittsboro cutie is a definite must see. Contact the listing agent for your private showing!

762 Hillsboro St, Pittsboro

$950,000

4 Beds ⋅ 3 Baths ⋅ 10161964 MLS ⋅ ACTIVE Status

A private backyard retreat, thoughtfully renovated interiors, and timeless custom craftsmanship come together in this exceptional home in the sought-after Manns Crossing community. Set on 1.2 beautifully landscaped acres just minutes from Chapel Hill and Pittsboro, this move-in-ready residence offers desirable main-level living with three bedrooms on the first floor, including a luxurious primary suite, plus a private upstairs guest suite with a fourth bedroom, full bath, and walk-in closet. The open-concept floor plan is filled with natural light and features hardwood floors throughout the main level, plantation shutters, extensive crown molding, and custom millwork. At the heart of the home, the renovated gourmet kitchen showcases custom Integrity cabinetry, quartz countertops, a large center island, stainless steel appliances, and a 36-inch Café range. The adjoining family room is anchored by a German smear brick gas fireplace with shiplap accents, while the sunroom provides a relaxing space with peaceful views of the professionally landscaped backyard. The main-level primary suite offers a spa-inspired bath with a custom-tiled walk-in shower, freestanding soaking tub, and custom walk-in closet. Upstairs, the private guest suite includes a fourth bedroom, full bath, and walk-in closet, ideal for guests, a home office, or multigenerational living. Outdoor living is designed for year-round enjoyment with a Trex deck, screened porch, outdoor stone fireplace, stamped concrete patio, pergola, and lush professional landscaping that creates a resort-like sense of privacy. The aluminum-fenced backyard is surrounded by mature plantings, with additional usable land extending beyond the fenced area. Exceptional upgrades include a new roof, whole-house generator, renovated laundry room with custom cabinetry, custom garage doors, and a fully organized garage with Husky storage system and built-in cabinetry. Additional features include a premium Tuff Shed, encapsulated crawl space with standing storage, and handcrafted solid wood front doors by Carolina Doors. Every detail reflects quality, comfort, and lasting craftsmanship in one of Chatham County's most desirable locations.

92 Margaret Mann Way, 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

$1,199,999

4 Beds ⋅ 4 Baths ⋅ 10147914 MLS ⋅ ACTIVE Status

Stunning New Basement Home in Chapel Ridge. Welcome to luxury living in the highly sought-after Chapel Ridge community. This exceptional home makes a statement from the moment you walk in, featuring dramatic cypress beams in the family room and soaring floor-to-ceiling windows that flood the space with natural light. Built by Capstone Builders, renowned for their exquisite craftsman trim work and attention to detail, this home is thoughtfully designed with upscale finishes throughout. The chef's kitchen offers abundant cabinetry, a beautifully appointed walk-in pantry, and a layout ideal for both everyday living and entertaining. The primary suite is truly a retreat, showcasing a spacious spa-like shower and an impressive walk-in closet that must be seen in person. A private main-floor office with French doors provides the perfect work-from-home space. Upstairs, you'll find three generously sized bedrooms, two full bathrooms, and a large loft area ideal for a media room, playroom, or second living space. The stylish drop zone and well-designed laundry room add both convenience and charm. Designed for entertaining, the home includes a surround sound system and double rear deck porches perfect for enjoying the outdoors. The full unfinished basement offers even more potential, already framed with plumbing roughed in--ready for you to complete with your vision. Located in the prestigious Chapel Ridge community, residents enjoy resort-style amenities including a Fred Couples-designed golf course, swimming pool, lighted tennis and basketball courts, fitness center, restaurant and bar, and beach volleyball. Live where every day feels like a getaway.

20 Canvasback Ct, Pittsboro

$725,000

4 Beds ⋅ 2 Baths ⋅ 10093658 MLS ⋅ ACTIVE Status ⋅ The Snipes House BLDG.

This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on Friday evenings May to September & additional events. ''The Snipes House'' built in 1908, offers generous outdoor space with a one-acre lot, perfect for enjoying the great outdoors. Let this be your perfect family home or your next great investment. (This is a beautiful historic house. The square footage listed at 2460 does not include the delightful and useful 2nd floor flex room that is 399 square feet due to a partially low ceiling height. The useful, livable square footage of the home is 2859 sf. )

967 Bynum Rd, Pittsboro

$700,000

4 Beds ⋅ 3 Baths ⋅ 10165183 MLS ⋅ ACTIVE Status

Complete privacy in highly sought-after North Chatham, where peace and tranquility define everyday living--yet you're just a short drive to Pittsboro, Carrboro, Chapel Hill, and Chatham Park. Designed to embrace its serene surroundings, the home offers exceptional outdoor living with a welcoming wraparound porch and a spacious screened porch--perfect for relaxing, entertaining, and taking in the natural beauty. Inside, enjoy convenient main-level living with two bedrooms and a dedicated office on the first floor, all complemented by an open-concept layout filled with natural light. Upstairs, you'll find two generously sized bedrooms with large closets, along with abundant storage throughout the home. The expansive property provides ample opportunity to customize, with plenty of space to add a garage, workshop, or additional outbuildings. A rare combination of privacy, flexibility, and proximity--this is North Chatham living at its finest.

304 Wrights Way, Pittsboro

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 10152729 MLS ⋅ ACTIVE Status

PROPOSED NEW CONSTRUCTION Your private sanctuary awaits! Imagine waking up every morning surrounded by towering trees and the soothing sounds of nature on your very own 3 acre retreat. This is country living at its finest, and it is closer than you think, just 9 miles from Chapel Hill with easy access to vibrant dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. No HOA, no restrictions, just the freedom to bring your dream home to life exactly the way you envision it! Make that dream a reality with Paragon Custom Homes, proudly selected as the Triangle's builder member in the exclusive Southern Living Custom Builder Network. This prestigious program brings together a select group of highly respected builders across the South, recognized for exceptional craftsmanship and thoughtful design that reflects the timeless character of Southern living. Paragon is known for incorporating Adaptive Design principles, creating homes that are elegant, intuitive, and thoughtfully designed to support the way you live today and for every season of life that follows. Two adjacent lots are also available, offering the rare opportunity to create a private family compound or secluded retreat. This is more than a homesite. It is the beginning of a home designed to serve you beautifully for a lifetime. This is Quality for Life.''

2310 Jones Ferry Rd, Pittsboro

$1,230,000

4 Beds ⋅ 9 Baths ⋅ 10159657 MLS ⋅ ACTIVE Status

Exceptional Prewitt-Douglas custom home overlooking Chapel Ridge golf course. This 3,365 SF residence offers 4 bedrooms, 4.5 baths, a 2-car garage, and a dedicated golf viewing room ideal for entertaining. Quality craftsmanship throughout with sweeping golf course views. A rare find in a premier setting -this one won't last long.

227 Deep Crk, 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

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 10152743 MLS ⋅ ACTIVE Status

Your private sanctuary awaits on this wooded 3-acre retreat, just 9 miles from Chapel Hill. Enjoy the peace of country living with quick access to dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. With no HOA and no restrictions, you have the freedom to design the home and lifestyle you truly want. Make that dream a reality with Paragon Custom Homes, proudly selected as the Triangle's builder member in the exclusive Southern Living Custom Builder Network. This prestigious program brings together a select group of highly respected builders across the South, recognized for exceptional craftsmanship and thoughtful design that reflects the timeless character of Southern living. Paragon is known for incorporating Adaptive Design principles, creating homes that are elegant, intuitive, and thoughtfully designed to support the way you live today and for every season of life that follows. Two adjacent lots are also available, offering the rare opportunity to create a private family compound or secluded retreat. This is more than a homesite. It is the beginning of a home designed to serve you beautifully for a lifetime. This is Quality for Life.''

2354 Jones Ferry Rd, Pittsboro

$830,000

4 Beds ⋅ 4 Baths ⋅ 10147021 MLS ⋅ ACTIVE Status

NEW BUILDER INCENTIVES FOR BUYERS. Offered for Closing costs for the new buyer. New Construction: Newly completed home in Chapel Ridge. Sunny family room with open concept, 10' ceilings, and 8' doors. GE Profile appliances Double oven, Microwave drawer, Gas Range, Dishwasher, and Refrigerator. Waterfall countertops on large island. Sunroom with large sliding door that opens to deck. Natural Gas hook up for your grill already installed. Wintertime view of the golf course. Great owner's suite with freestanding tub, multi-choice shower, heated floors. 1st floor office or bedroom with additional full bathroom. Hardwood floors throughout. Upstairs has 2 additional bedrooms and full bathrooms plus huge bonus room. Lot of Storage space. Oversized garage with epoxy floors. Lots of amenities available in the neighborhood. Golf, Pool, playground, tennis, pickleball, fitness center, and restaurant.

4 Brandon Pines Ct, Pittsboro

$848,999

4 Beds ⋅ 4 Baths ⋅ 10153241 MLS ⋅ ACTIVE Status

Set at the end of a cul-de-sac on the golf course in the sought-after Chapel Ridge community, this home offers a thoughtfully designed open floor plan -main-floor primary suite has a sitting room and walk through to laundry room. Large living spaces flow effortlessly together, creating a comfortable setting for both everyday living and entertaining. Step outside to the bluestone patio and enjoy a peaceful setting, perfect for morning coffee or evening gatherings. Residents of Chapel Ridge enjoy resort-style amenities including a Junior Olympic swimming pool, tennis and pickleball courts, basketball and volleyball courts, plus a restaurant and bar, all within a vibrant and social golf course community just minutes from Chatham Park. Home Warranty included!

175 Deep Crk, Pittsboro

$564,000

4 Beds ⋅ 4 Baths ⋅ 10156586 MLS ⋅ ACTIVE Status

Take advantage of a $10,000 seller concession! Use the credit to buy down the interest rate, cover closing costs, or allocate a portion to each. The dining room is highlighted by striking brick accent walls, complemented by extensive trim, custom paint, and engineered hardwoods that flow seamlessly through the home. Plantation shutters add timeless elegance and warmth. Step outside to your private outdoor oasis featuring a pergola and fully fenced yard--perfect for relaxing or entertaining. Above the garage, a versatile 375 square foot bonus space offers endless possibilities for a home office, fitness studio, guest suite, or creative retreat. Walking distance to the YMCA, easy access to 64/540, minutes to Chatham Park restaurants/shops. A rare opportunity--there is simply nothing like this in Chatham Park! 375 square feet are in the finished room above the garage accessed by a different entrance. This space has 1 bedroom and 1 full bath.

119 Banning Dr, Pittsboro

$485,000

3 Beds ⋅ 3 Baths ⋅ 10147709 MLS ⋅ ACTIVE Status

Located in the heart of sought-after Chatham Park, Vineyards collection. Like new, 3-bedroom, 2.5-bath home, upscale living with high-end finishes at every turn. Walk to amenities, pool, playground plus much more! The open-concept main level is a showstopper, featuring gleaming hardwoods and a chef's kitchen anchored by an oversized marble island and a premium gas range. The living room exudes warmth with a fireplace framed by custom built-in shelving, while a dedicated drop zone keeps daily life organized. Upstairs, the luxury continues with spacious bedrooms and a designer owners suite , complete with a spa-inspired ensuite bath featuring sophisticated tile work, walk in shower. Even the 2-car detached garage is finished to perfection with durable epoxy floors. Don't miss this one! Priced to sell, schedule a showing today!

39 Banning Dr, Pittsboro

$1,650,000

4 Beds ⋅ 5 Baths ⋅ 10080780 MLS ⋅ ACTIVE Status ⋅ Easterling Benson Fine Homes, Llc BLDG.

New construction in gated estate section of Chapel Ridge golf community. Unfinished basement gives you so much space to customize. Work with the builder to truly make this your own. 2 fireplaces, outdoor cooking area, hardwooods/tile on main, living room beams, floor to ceiling tile in all bathroom showers, solid core doors. Built with meticulous attention to detail and designed to meet high energy-efficient standards, this home offers a blend of comfort, style, and sustainability. MAKE ALL YOUR SELECTIONS. BUILDER HAS OTHER LOTS AND PLANS.

297 Colonial Ridge Dr, Pittsboro

$825,000

4 Beds ⋅ 4 Baths ⋅ 10157591 MLS ⋅ ACTIVE Status

Spacious, light-filled living in the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers both convenience and a true resort-style lifestyle. Designed for comfortable everyday living and effortless entertaining, the open floor plan features abundant natural light, a large kitchen island, and a spacious pantry. The main level includes a private office, flexible living space, and a primary suite for easy one-level living. Upstairs, the fourth bedroom with a wet bar offers incredible versatility--perfect as a bonus room, guest suite, or media space. You'll love the extensive walk-in storage and the oversized garage, ideal for a workshop, hobbies, or additional storage needs. Koi pond is an added bonus! Enjoy all that Chapel Ridge has to offer with resort-style amenities including a restaurant and bar, fitness center, pool, amenity center, and courts for pickleball, volleyball, tennis, and basketball. A perfect blend of space, functionality, and community living!

231 High Ridge Ln, Pittsboro

$775,000

3 Beds ⋅ 4 Baths ⋅ 10158519 MLS ⋅ ACTIVE Status

*DECK IS BEING REPLACED WILL BE NICE AND NEW SOON!* Tucked away on 5.3 acres of peaceful, wooded surroundings, this 3-bedroom, 3.5-bath home offers a private retreat just 5-10 minutes from downtown Pittsboro! A winding setting with a trail leading down to the river creates a rare opportunity to enjoy nature right outside your door. Inside, the living room features soaring vaulted ceilings with exposed wood beams and a cozy fireplace, bringing warmth and character to the heart of the home. The main-level primary suite provides convenience and comfort, while the second floor offers two additional bedrooms and a versatile loft space--ideal for a reading nook, office, or additional lounge area. Step outside to a sprawling deck designed for entertaining, complete with multiple areas to gather, relax, and take in the wooded views. Whether hosting or enjoying a quiet morning, the setting delivers a true sense of escape. The expansive unfinished basement (1,936 sq ft) offers incredible potential, with multiple flex spaces ready to be customized to fit your needs--whether for hobbies, storage, or future expansion. A unique blend of privacy, natural beauty, and proximity to Pittsboro--this property is ready to be enjoyed as-is or taken to the next level!

767 Redbud, Pittsboro

$839,900

3 Beds ⋅ 3 Baths ⋅ 10165069 MLS ⋅ ACTIVE Status

Set on one of the most coveted homesites in Encore at Chatham Park, this exceptional residence offers refined, single-level living at its finest. The largest single level ''Moorefield'' model in the community, the home spans approximately 2,668 square feet and is enhanced by a thoughtfully added 175-square-foot flex or craft room, providing both elegance and versatility. Designed with a keen eye for detail, the home features three spacious bedrooms and three beautifully appointed full bathrooms. The dining room is anchored by a sophisticated Valor fireplace, creating a warm yet elevated ambiance ideal for entertaining. The gourmet kitchen is a true centerpiece, showcasing upgraded cabinetry, a custom designer backsplash, striking countertops, and an impressive 10-foot chestnut oak hardwood-wrapped island--perfect for gatherings both intimate and grand. Outdoors, the property is equally captivating. Lush, meticulously curated landscaping graces both the front and rear grounds, complemented by a charming stone wall that enhances the home's distinguished presence. A mature, fruit-bearing fig tree adds a rare and delightful touch, completing this one-of-a-kind offering in one of Pittsboro's most desirable communities.

33 Imagine Way, Pittsboro

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 10151608 MLS ⋅ ACTIVE Status

While many luxury homes in the Triangle are constrained by tight lot sizes, 267 Bald Eagle Drive stands apart with 5.67 acres of true privacy and purposeful outdoor living. Designed for those who love adventure, the property includes a dedicated onsite boat/RV barn, with the convenience of being just five minutes from Jordan Lake. This eliminates the need for offsite storage that many neighborhoods' restrictive HOA rules would prohibit. Nestled in a small community with large lots and thoughtful protective covenants, this tract ensures natural privacy and quiet, along with night skies. The backyard is an entertainer's dream, featuring a covered porch, open deck, 6-person hot tub, and fire pit, with ample space should a future owner wish to add a pool. For gardeners, the property is nothing short of exceptional. The grounds are beautifully landscaped with seasonal interest and custom lighting and include a fenced garden area with its own potter's shed, creating a perfect environment for growing, cultivating, and unwinding. This picturesque home sits atop a ridgeline among predominantly hardwood trees. Bordered by a seasonal roadside creek, the property offers a serene escape just minutes from downtown Pittsboro and a short drive to major highways with access to Chatham Park, Apex, and Chapel Hill within 10 to 25 minutes. Two of the 5.67 acres are fenced with a three-rail wood fence, and a gated asphalt driveway leads up to spacious cement parking and sidewalk. This custom-built 4,406-sf home boasts 4 bedrooms, 3.5 bathrooms, including the 1,103-sf finished basement with a gym, media, and bonus room alongside 543-sf of unfinished space. The house is complete with a new roof and HVAC systems, and is connected with Spectrum high-speed fiber internet with incredibly fast speeds. Interior highlights include oak hardwood and tile flooring, casement windows, solid wood doors and glass doors. This home showcases a gorgeous formal dining room, a living room with a 2-story natural stone, wood-burning fireplace, and a home office with custom cherry cabinetry and a natural stone, gas log fireplace. The kitchen features custom natural maple cabinets accented with under-cabinet lighting, granite countertops, a high-end Wolf gas range with two ovens and a griddle, and stainless steel appliances. Just off the kitchen, the spacious utility suite has a double-door pantry, housekeeping storage, cabinetry for kitchen and laundry needs, laundry appliances, countertops, a utility sink, and a bathroom. The primary suite has a vaulted ceiling, a glassed-in vaulted ceiling porch, a walk-in closet, and is equipped with a steam shower and a jetted tub. The home's exterior is detailed with cedar shakes and natural stone, which are complemented by low-maintenance Brazilian Ipe hardwood on the rear deck, covered porch off the breakfast room, and the primary suite's enclosed porch.

267 Bald Eagle Dr, Pittsboro

$1,749,999

4 Beds ⋅ 5 Baths ⋅ 10164040 MLS ⋅ ACTIVE Status

Welcome to your slice of paradise! Nestled on a sprawling 2-acre lot, this exquisite French Country estate is a masterpiece created by a local custom builder. Every corner of this home reflects unparalleled craftsmanship and attention to detail, making it a true sanctuary for modern living. As you enter, you'll be greeted by a stunning library featuring built-in bookshelves and a custom wine rack, perfect for your collection. The inviting family room boasts a gas log fireplace and charming built-ins, ideal for family gatherings. The home is flooded with natural light, even on cloudy days you don't need harsh overhead lighting with the abundance of windows! The heart of the home is the chef's kitchen, which delights with quartz countertops, custom cabinetry, a massive center island, high-end stainless steel Jenn Aire appliances, and a farmhouse sink. For added convenience, the scullery is equipped with an extra dishwasher and ample storage for all your culinary needs. Retreat to the first-floor primary suite, a serene space featuring a coffered ceiling, a relaxing soaking tub, and a spa-like walk-in shower complete with a rain shower head. The fantastic walk-in closet/dressing room connects seamlessly to the laundry room, ensuring ultimate convenience. Additionally, a first-floor guest suite offers comfort for your visitors. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a large bonus room complete with a wet bar, perfect for entertaining. Zero entry from the oversized three-car garage enhances the practicality of this beautiful home making in and out a breeze. Other special features include a water softener/filter, landscape lighting, a sealed crawl space, an irrigation system, an elevator shaft, and a tankless water heater. Step outside to discover a wonderful covered back porch with retractable Phantom screens and a cozy fireplace, overlooking an extensively landscaped ''pool-ready'' backyard--your private oasis for relaxation and entertaining. Conveniently located near Downtown Pittsboro and Downtown Apex, this estate offers the perfect blend of tranquil living and accessibility to local amenities.

48 Stevens Creek Dr, Pittsboro

$887,000

6 Beds ⋅ 5 Baths ⋅ 10156650 MLS ⋅ ACTIVE Status

Welcome to this exceptional 2023-built walk-out BASEMENT home in the GATED preserve of The Parks at Meadowview where privacy, space, and thoughtful design come together beautifully. If you are looking for a restful retreat loaded with beautiful trees, stunning parks, pedestrian sidewalks that encourage community and being near all of the amenities of small town Pittsboro this is it! Situated on a generous wooded lot, this 4,833 sq ft residence offers 6 bedrooms and 5 full bathrooms, providing both comfort and flexibility for modern living. The fully finished basement is a rare find in North Carolina, offering expansive living space for recreation, a home gym, a music room, or multi-generational living. Inside, durable and stylish LVP flooring flows throughout most of the home, with select carpet in basement rooms offering added comfort. The main level features a bright office with elegant French doors, a functional mudroom with bench and storage, and a living area with custom built-ins around the fireplace. The expansive primary bedroom suite beckons as an oasis with a free standing soaking tub, generous shower, two separate large vanities with individual sinks and a spacious custom designed closet. The beautifully designed gourmet kitchen is a true centerpiece, highlighted by designer pendants centered over a large island with to ''die for'' jet black kitchen cabinets with designer hardware, farm sink with a decorator gold colored teardrop faucet. And, in addition, an exquisite butler's pantry. Step outside to enjoy the screened-in porch, plus an extended open-air section ideal for dining, grilling or entertaining. Every detail in this home reflects quality, style, and thoughtful design making it a standout in one of North Carolina's most desirable communities. This home blends modern construction, rare basement living, and elevated finishes for a truly exceptional living experience.

89 N Parkside Dr, Pittsboro

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 10163447 MLS ⋅ ACTIVE Status

Tucked away on almost two private acres with room for a pool, this custom designed Craftsman estate blends timeless architecture with refined luxury. The MAIN FLOOR PRIMARY SUITE with vaulted ceilings, his & her walk-in closets and spa bath make for a wonderful retreat. Also on the MAIN FLOOR is an IN-LAW/GUEST SUITE with it's own spa bath, living area, kitchen and private entrance. The open concept layout on the main floor ensures easy flow and great site lines between the family room, chef's kitchen, dining area and the gorgeous, renovated sunroom. Upstairs are TWO additional bedrooms, a huge OFFICE with custom closet space and a large bonus room. There is even 43 x 37 feet of floored attic space! Rich architectural details, custom millwork, and expansive windows create a warm yet sophisticated atmosphere throughout this home. Outdoor living is equally impressive. Stone patio and fire pit, a covered front porch, deck space for grilling and a covered hot tub offer many opportunities for relaxation or entertaining with friends. In addition to the 2-car attached garage, there is a detached garage with lots of space for cars, boats or wood working toys! And upstairs is a finished and conditioned room to be used however your heart desires! Close to Chapel Hill and Pittsboro, 148 Tobacco Road is just minutes from shopping and restaurants. With luxury finishes at every turn and a layout that can accommodate family and guests easily - you don't want to miss the opportunity to become the next lucky owner!

148 Tobacco Rd, Pittsboro

$699,000

4 Beds ⋅ 3 Baths ⋅ 10152923 MLS ⋅ ACTIVE Status

PRICE IMPROVEMENT! A truly RARE offering in the historic section of Fearrington Village--this a one-of-a-kind property is the definition of a ''UNICORN.'' The MAIN RESIDENCE features over 2,800 square feet with 4 beds/3 baths, including a private wing ideal for a family room, guest suite, or flexible living space. Beyond the main home, a detached, HEATED AND COOLED THREE CAR GARAGE adds exceptional value, complete with an appox. 800 sq ft STUDIO APARTMENT on the MAIN level. This inviting space includes a full kitchen, washer and dryer, fireplace , and a charming screened-in porch. Upstairs, a spacious 1200+sq ft TWO BEDROOM APARTMENT offers exceptional flexibility---well-suited for extended stays, private guest quarters, creative workspace or other potential uses. The upper level includes a full kitchen, full bath, dining area, sitting room and living room. Positioned on a unique homesite with DUAL STREET ACCESS, the property features two separate driveways and abundant additional parking---an uncommon convenience in this coveted community. A truly special and versatile property...waiting for it's new owners to put their special touches on it!

145 Windstone, Pittsboro

$955,000

4 Beds ⋅ 4 Baths ⋅ 10132755 MLS ⋅ ACTIVE Status

Exceptional custom home in the sought-after Chapel Ridge community. This thoughtfully designed 4 bedroom, 4 bath residence offers an ideal layout with a main-level primary suite and secondary bedroom, perfect for single-level convenience. The open-concept living area flows seamlessly into a beautifully appointed kitchen, creating an inviting space for everyday living and entertaining. Upstairs, two additional bedrooms each feature private en suite baths, while a bonus room and flexible flex space provide endless possibilities for work, play, or relaxation. All of this set within Chapel Ridge -- a premier community offering resort-style amenities just moments from your door. A rare combination of thoughtful design, quality craftsmanship, and an unmatched lifestyle.

191 High Ridge Ln, Pittsboro

$1,290,000

4 Beds ⋅ 5 Baths ⋅ 10161733 MLS ⋅ ACTIVE Status

Beautiful Prewitt-Douglas Custom 4 bedroom 4.5 bath custom built golf course home on the 14th fairway. Enjoy expansive views from the rear porch and the many amenities in Chapel Ridge including pool, tennis, pickle ball, volleyball, and golf.

774 Golfers Vw, Pittsboro

$949,800

4 Beds ⋅ 4 Baths ⋅ 10119230 MLS ⋅ ACTIVE Status

Ready for YOU to MOVE IN!! This stunning quality built house of 4-bedroom, 3.5-bath home offers over 3,200 square feet, well designed living space, nestled on a serene 2-acre parcel. NO HOA'S! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat--while still being just minutes from town. Step onto the inviting front porch and into a light-filled interior where soaring ceilings, expansive windows, and a cozy fireplace create a warm, open atmosphere. CUSTOM HARDWOOD FLOORS, throughout the entire home---NO CARPET. The heart of the home features brand-new appliances and sleek finishes, blending modern convenience with classic comfort. Whether you're sipping morning coffee on the screened-in back porch or hosting guests in the spacious living areas, this home is built for both relaxation and connection. With generous bedrooms, well-appointed primary suite, and seamless indoor-outdoor flow, it's a perfect match for those seeking peaceful, country living without sacrificing accessibility.

2817 Silk Hope Gum Springs Rd, 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

$600,000

3 Beds ⋅ 2 Baths ⋅ 10159806 MLS ⋅ ACTIVE Status

This historic home in Pittsboro is included in The Architectural Heritage of Chatham County as the Thomas Hackney House. Close to restaurants and shops and all that Downtown Pittsboro has to offer. Abundant natural light throughout, living room, downstairs primary bedroom, library with built-in bookshelves, separate dining room. Two bedrooms and bath on second floor. Two natural gas fireplaces, oak floors, wood wainscoting, trim and moldings. Whole-house fan reduces the need for air conditioning. Two car detached garage. Close to Hwy 64, Hwy 15/501, Chatham Park, Chapel Hill and Raleigh. Sellers will consider a rezoning contingency for Office and Industrial or some other commercial application. Ideal for Multiple Office or Home/Office Mixed Use.

298 E Salisbury St, Pittsboro

$1,175,000

4 Beds ⋅ 4 Baths ⋅ 10134874 MLS ⋅ ACTIVE Status

Attractive Painted Brick Accented Elevation w/Relaxing Sunny Sunrise Front Porch!! Inviting Spacious Entry Foyer w/Window Accented Sun Lit Staircase! Large Formal Dining Rm & Butler Pantry!! Gourmet Kitchen w/Large Island!! Stainless Steel Appliances!! Nice Food Pantry!! Breakfast Nook w/ door to Screen Porch Over Looking Grilling & Chilling Patio!! Generous Family Rm w/Builtins Accenting FP & 4 Panel Slider Overlooking Screen Porch!! Large Trayed Primary on Main w/Great View & Champagne Bath w/Relaxing Free Standing Tub & Zero Entry Shower & Double Vanities w/Tower Cabinet in Center!! Inviting Sunlit Loft at Top of Stairs Ideal for Study Area!! 3 Generous Size Bedrooms w/Great WICs & Direct Full Bath Access!! HUGE BONUS RM w/Double Door Entry to Perfect Home Office & Fantastic Storage Area!! Truck Worthy Garage Depth!! Private Relaxing Screen Porch w/Patio Perfect for Entertaining!! EcoSelect Plus Certification!! Natural Gas Heat/Logs/Cooktop & Tankless H2O!! Sealed Crawlspace!! Downtown, YMCA, Shopping, Restaurants, Parks and Jordan Lake Minutes Away!

142 Autumn Gate St, Pittsboro

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 10159461 MLS ⋅ ACTIVE Status

The pool is OPEN and this stunner is ready for Summer and outdoor entertaining! A private retreat on over 2 acres tucked away on a cul-de-sac in The Hamptons complete with covered outdoor grilling and dining area, a beautiful pool, outdoor stone fireplace, screened porch and owner's suite and guest bedrooms on the first floor with 2 additional bedrooms upstairs with a bonus. The perfect location that is convenient to Chapel Hill, Durham, Cary, Apex & RDU Int'l. W/D, Refrg, Comm Freezer in garage and garage shelving convey

417 Laurel Knoll Dr, Pittsboro

$950,000

4 Beds ⋅ 4 Baths ⋅ 10161198 MLS ⋅ ACTIVE Status

Tucked into the natural beauty of Chatham County, the Mattie plan by Pine State Construction Group delivers the kind of custom detail that's impossible to overlook. 1.33 acre lot and plenty of privacy. Cedar timber bracket accents, soft sage lap siding, and a warm wood entry door set against a canopy of mature trees create curb appeal that's as inviting as it is distinctive. Inside, natural oak engineered hardwood floors and crisp white crown moulding carry through light-filled, open living spaces designed for both everyday comfort and effortless entertaining. A cozy gas fireplace anchors the main living room, flanked by custom built-ins and floating shelves — a warmth that carries through every corner of the home. The kitchen is the undeniable heart of it all. A sage green island with dramatic Taj Mahal quartz countertops and backsplash, an apron farmhouse sink, and a gold bridge faucet make a statement, while stained cabinetry, a painted statement hood, and a tiled coffee bar with open shelving keep the space feeling curated rather than overdone. Bi-parting doors off the main living area open to a covered rear deck — natural wood decking, white railings, and nothing but trees beyond. The main floor owner's suite is a calm retreat with a double vanity, white quartz countertops, gold fixtures, and lighted mirrors. Every finish feels intentional because it was. Guest suite on the main floor and additional private office. Quiet surroundings, mature trees, and less than 10 minutes to downtown Pittsboro. This is Chatham County living at its best. Thoughtfully designed. Beautifully built. Ready to welcome you home.

2317 Alex Cockman Rd, Pittsboro

$1,195,000

4 Beds ⋅ 5 Baths ⋅ 10166299 MLS ⋅ ACTIVE Status ⋅ Brighton BLDG.

Homes By Dickerson is building the Brighton in Corbett Landing, ideally situated on a coveted cul-de-sac lot adjacent to a neighborhood pocket park. This custom luxury home features a main-level primary suite and study, along with a powder room and laundry room with sink. The second floor offers three bedrooms, three full bathrooms, and a spacious rec room. The main living areas showcase a vaulted kitchen and dining space with exposed beams, opening to a screened porch with fireplace. Thoughtful details include custom trim work in the study, built-in bookcases flanking the family room fireplace, and a scullery complete with base and wall cabinetry, sink, and beverage refrigerator. Additional highlights include lockers in the owner's entry, designer wallpaper in the powder room, and hard surface flooring throughout the main level. The home is finished with custom features throughout and a fully landscaped yard with irrigation.

81 Loggers Run, 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

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