Pittsboro Real Estate | Pittsboro Single Family Homes for Sale

2 Beds ⋅ 1 Baths ⋅ 10164258 MLS ⋅ ACTIVE Status

Seller offering concessions! 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

Private resort-style living meets timeless craftsmanship in this exceptional fully furnished, custom-crafted turnkey home in the highly sought-after Manns Crossing community in Chatham County, with no city taxes. Nestled on 1.2 beautifully landscaped acres just minutes from Chapel Hill, Pittsboro, Jordan Lake, and the thriving Chatham Park corridor, this thoughtfully renovated residence offers an exceptional combination of luxury, privacy, convenience, and effortless living. Designed for both everyday living and entertaining, the home features main-level living with three first-floor bedrooms, including a luxurious primary suite. A private upstairs guest suite with a fourth bedroom, full bath, and walk-in closet provides the perfect space for guests, a home office, or multigenerational living. Sun-filled living spaces showcase hardwood floors, plantation shutters, extensive crown molding, and exceptional custom millwork that reflect the home's timeless craftsmanship. At the heart of the home, the renovated gourmet kitchen features custom Integrity cabinetry, quartz countertops, a spacious center island, stainless steel appliances, and a 36-inch Café range. The adjoining family room is centered around a striking German smear brick gas fireplace, while the inviting sunroom offers peaceful views of the professionally landscaped backyard. The luxurious primary suite serves as a private retreat, featuring a freestanding soaking tub, custom-tiled walk-in shower, and thoughtfully designed custom walk-in closet. Step outside to your own private resort-style retreat, featuring a screened porch, Trex deck, outdoor stone fireplace, stamped concrete patio, pergola, and professionally landscaped grounds designed for year-round enjoyment. The aluminum-fenced backyard is surrounded by mature plantings for exceptional privacy, 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, fully organized garage with Husky storage system and built-in cabinetry, encapsulated crawl space with standing storage, premium Tuff Shed, and handcrafted solid wood front doors by Carolina Doors. Being offered fully furnished, this rare turnkey opportunity allows you to move in and immediately enjoy every thoughtfully curated space. Whether you're relocating to the Chapel Hill/Pittsboro area, seeking a luxury primary residence, or searching for an elegant second home near Jordan Lake and Chatham Park, this exceptional property offers a rare combination of craftsmanship, comfort, privacy, and convenience in one of Chatham County's most desirable communities.

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

$1,150,000

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

$629,900

3 Beds ⋅ 3 Baths ⋅ 10154185 MLS ⋅ ACTIVE Status

Welcome to your NextHome! You will fall in love with this peaceful retreat. It's just minutes away from Jordan Lake with nearby hiking trails, including ones that connect to the lake from the neighborhood, and kayak/boat access as well as a short drive to charming downtown Pittsboro. This quiet community is equestrian-friendly and has no neighborhood restrictions. Your new home features fresh paint, new carpet, and beautifully refinished hardwood floors throughout the main living areas. The vaulted ceiling and tall windows offer a light-filled layout which provides warmth and invites comfort, both for everyday living as well as for entertaining. The primary suite includes private access to the upper deck - an ideal spot for morning coffee or unwinding in the evening surrounded by nature. It truly feels like you're in a tree house! The walkout basement provides additional living space, a modern-style full bathroom, finished and unfinished storage, a workshop, as well as garage access. Enjoy the perfect balance of tranquility and convenience in this idyllic spot.

130 Turtle Creek Dr, 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

$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

$1,650,000

5 Beds ⋅ 5 Baths ⋅ 10080780 MLS ⋅ ACTIVE Status

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

297 Colonial Ridge Dr, Pittsboro

$800,000

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

$824,900

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

**BACK ON THE MARKET within 4 days of going under contract, due to no fault of the sellers.** 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 on site boat/RV barn, with the convenience of being just five minutes from Jordan Lake. This eliminates the need for off site 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

$849,000

6 Beds ⋅ 5 Baths ⋅ 10156650 MLS ⋅ ACTIVE Status

Just reduced $50,000! Let's make a deal, MOTIVATED seller's. House is LOADED with upgrades. Welcome to 89 N Parkside Drive, a beautifully appointed 2023-built home in the gated preserve of The Parks at Meadowview. Offering 4,833 square feet of finished living space, this home combines modern design with an unusually flexible floor plan designed for everyday living, entertaining and multigenerational needs. The standout feature is the 1,317-square-foot finished WALK-OUT BASEMENT, complete with a bedroom and full bath, an exceptional amount of additional living space that can easily adapt to a recreation room, home gym, media space, guest retreat or second living area. On the main level, an inviting open-concept living area features custom built-ins surrounding the fireplace, while the designer kitchen makes a statement with striking black cabinetry, a large island, farmhouse sink, designer lighting and a spacious butler's pantry. A main-level bedroom and full bath add even more flexibility. Upstairs, the spacious primary suite offers a peaceful retreat with a freestanding soaking tub, oversized shower, dual vanities and an expansive custom closet. Additional bedrooms provide plenty of room for family, guests or dedicated office space. Extend your living outdoors onto the screened porch and adjoining open-air deck, surrounded by the privacy of a wooded .39-acre homesite. Located within the gated Parks at Meadowview, residents enjoy sidewalks, parks and a neighborhood setting while remaining close to everything Pittsboro has to offer. If you've been looking for a newer home with exceptional space, a rare finished walk-out basement and room for everyone, this one deserves a closer look.

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

$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

$585,000

3 Beds ⋅ 2 Baths ⋅ 10159806 MLS ⋅ ACTIVE Status

Offered for the first time in 40 years, the historic Thomas Hackney House (c. 1899), recognized in The Architectural Heritage of Chatham County, is a rare opportunity just three blocks from downtown Pittsboro's shops and restaurants. Situated on a secluded 0.4-acre lot shaded by mature hardwoods, this timeless bright house offers approximately 2,100 square feet with 2 bedrooms plus a spacious office/studio that can easily serve as a third bedroom, 2 full baths, soaring 10' ceilings, a formal parlor with fireplace, library, and beautiful original heart pine craftsmanship throughout. Expansive 40' front porch, screened side porch, custom two-car garage, hand-dug well, natural gas, whole-house fan, large floored attic, and numerous original architectural details preserve the home's historic character. Zoned for residential use with potential commercial rezoning (buyer to verify). A truly one-of-a-kind property combining walkable downtown convenience with exceptional privacy and a legacy built to last.

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

$925,000

4 Beds ⋅ 4 Baths ⋅ 10161198 MLS ⋅ ACTIVE Status

Newly completed and ready to welcome you home, The Mattie Plan by Pine State Construction Group is a stunning custom residence nestled on 1.33 private acres in Pittsboro, just 2 miles off HWY 64. Surrounded by mature hardwoods and just minutes from the charm of downtown Pittsboro, this exceptional home blends timeless craftsmanship with elevated modern design. Designed for everyday living and effortless entertaining, the open-concept family room features a cozy gas fireplace framed by custom built-ins and floating shelves. At the center of the home, the designer kitchen is truly unforgettable, featuring a striking sage green island topped with luxurious Taj Mahal quartz that continues seamlessly up the backsplash. An apron-front farmhouse sink, elegant gold bridge faucet, stained cabinetry, custom painted vent hood, and thoughtfully designed coffee bar with open shelving complete this one-of-a-kind gathering space. The main-level owner's retreat offers a private sanctuary with a spa-inspired bath featuring dual vanities, quartz countertops, designer gold fixtures, illuminated mirrors, and carefully selected finishes throughout. A guest suite and dedicated home office on the main floor provide exceptional flexibility, while the second level offers additional living space for family and guests. Expansive bi-parting sliding doors open to a covered rear deck overlooking peaceful wooded views, creating a seamless connection between indoor and outdoor living. Offering privacy, luxury finishes, and custom craftsmanship on over an acre of land, this completed home delivers the perfect balance of peaceful country living with the convenience of being less than 10 minutes from historic downtown Pittsboro, dining, shopping, and the growing Chatham Park Comes Complete with front load washer and dryer, Bosch range, and dishwasher. https://www.enbridgegas.com/chathamcountysystemexpansion Embridge Natural Gas Expanding to Chatham County. See Documents attached.

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

$850,000

4 Beds ⋅ 3 Baths ⋅ 10154106 MLS ⋅ ACTIVE Status

What a stunner! This gorgeous, well-maintained home is located in the desirable Chapel Ridge golf community, just minutes from Chatham Park. The ideal layout features 2 bedrooms and an office on the main floor. A grand entry leads into a light-filled living room that opens to a deluxe kitchen and oversized covered porch--perfect for everyday living and entertaining. Full of character, this home showcases barn doors, shiplap accents, wood mantel and hood cover, and wide-plank barnwood-style RevWood floors. Huge walk-in storage offers excellent potential for future expansion. Sealed crawl space adds peace of mind. Refrigerator, washer, and dryer convey with an acceptable offer. This one won't last!

210 Lookout Rdg, Pittsboro

$649,000

3 Beds ⋅ 3 Baths ⋅ 10162363 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained custom home nestled on the golf course in the sought-after Chapel Ridge community in Pittsboro. Perfectly situated on a quiet cul-de-sac within the renowned Chapel Ridge Golf Club--a Fred Couples-designed course--this home offers both tranquility, scenic views and accessibility. Designed for easy single-level living, all bedrooms are conveniently located on the main floor. The open-concept layout is filled with natural light and spacious living area, and a large kitchen perfect for entertaining. An office area provides the ideal work-from-home space, while the expansive upstairs bonus room with a half bath offers endless possibilities for a media room, guest retreat, or playroom. Additional highlights include a two-car garage, abundant storage throughout, and conveniently located near downtown Pittsboro, with easy access to Chapel Hill, Apex, and Raleigh, Enjoy resort-style living with neighborhood amenities such as a pool, pickleball courts, tennis courts, and fitness center--all just steps from your door. This is golf course living at its finest--peaceful, private, and move-in ready!

154 Birdie Ct, Pittsboro

$1,290,000

5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status

**Seller is now offering a $20,000 credit at closing toward a rate buy-down or closing costs** Country quiet + city close = perfection. This move-in ready home sits on a secluded 1-acre lot, upgraded and ready for you to relax and enjoy, all while being a short 15 minutes from both downtown Chapel Hill and Pittsboro. Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury — and it's equipped to prove it. Functional upgrades include a 24KW Generac whole-home generator, a whole-home reverse osmosis filtration system, an under-counter UV filtration tap, a robust Guardian home security system, a sealed crawlspace, a Rinnai tankless water heater, and hard-wired data ports throughout for seamless working, streaming, and gaming. Fresh interior paint and recessed lighting welcome you into a sunny, open downstairs floor plan designed for comfortable daily working, living, and effortless entertaining. The four-season room with large sliding glass doors off the main living area invites you to breathe deeply, slow down, and take in the wooded surroundings in every month of the year. A downstairs en-suite bedroom gives you a perfect place for guests or anyone who needs a more accessible space. Upstairs A spacious primary suite with a second three-season room, brand new carpet, a soaking tub, and a huge walk-in closet echoes the calm of the space downstairs. Three additional upstairs bedrooms give everyone ample room to spread out. Head up to the third level for over 700 square feet of flex space to meet any need, including a built-in projector and sound bar for a luxe home entertainment experience. The 3-car garage and widened driveway make it easy to get in and out and provide tons of storage. When you're ready to get outdoors, head down to your 15'x30' deck-level pool, complete with a built-in stone grill, dining and lounge space, mature trees, and a privacy fence for total seclusion. Gardeners will love the bounty of 10+ mature blueberry bushes and two magnificent 30-foot "Fruit Cocktail" trees bearing plums, nectarines, peaches, and apricots throughout the year — plus four raised garden beds with drip irrigation for easy, sustainable growing. With approximately 40 homes spread across one-plus acre lots, this North Chatham neighborhood offers the rare combination of true privacy and genuine community, all within easy reach of Chapel Hill, RTP, and growing downtown Pittsboro. This home has been waiting for you - come claim it!

66 Romie Ct, Pittsboro

$549,900

3 Beds ⋅ 3 Baths ⋅ 10143280 MLS ⋅ ACTIVE Status ⋅ Atkinson BLDG.

Ready now! Rare first-floor owner's suite in NoVi Chatham Park! The Atkinson offers approximately 2,000 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a private study, and a spacious two-car garage. Ideally located in Chatham Park, NoVi is approximately 4 minutes from shopping and dining at MOSAIC, 5 minutes from Downtown Pittsboro, 14 minutes from the Chapel Hill area, and 20 minutes from Beaver Creek Commons in Apex. This versatile floor plan lives like a ranch, with the owner's retreat conveniently located on the main level and additional guest bedrooms upstairs. Luxury vinyl plank throughout the first floor, upgraded countertops and cabinets, spacious study with picture windows. The open-concept layout features a bright family room, dining area, and well-appointed kitchen with modern finishes, abundant storage, and a large island ideal for everyday living and entertaining. Enjoy a low-maintenance lifestyle with lawn care included, along with convenient access to Chatham Park's parks, trails, shopping, dining, and recreational amenities. Located just minutes from Mosaic and the Chatham Park YMCA, this home offers the perfect blend of comfort, convenience, and community living.

422 N Village Pkwy, Pittsboro

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 10079735 MLS ⋅ ACTIVE Status

Build your new custom home in the established and sought after neighborhood of Fieldstone located minutes from Chapel Hill/Carrboro and Pittsboro. Build this plan, one of the builder's other plans or bring your own! This floorplan features the primary suite on the main level along with his and hers closets, family room with gas fireplace and access to the screened porch, study with access to the large front porch, eat in kitchen with pantry, sunroom, mud room and laundry. Upstairs are three additional bedrooms each with access to a full bath. The sizeable loft is perfect for a bonus room. With a flexible floorplan many options exist. The study on the main floor adjoining the half bath could be converted to a second bedroom with a fullbath. The sunroom could be used as a breakfast room or office. The unfinished attic could be partially or fully finished for more living area - second bonus room, gym, office space, etc. Possibilities are endless!

431 Fieldstone Ln, Pittsboro

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 10160197 MLS ⋅ ACTIVE Status

Wow! This gorgeous 4070 sf Prewitt-Douglas Custom home located in Chapel Ridge Estates sits on a rare one and one half acre lot. Featuring 4 bedrooms, 3.5 bathrooms, a fabulous hearth room and 3 car garage, this one will be truly stunning.

60 Willow Creek Ct, Pittsboro

$1,299,950

4 Beds ⋅ 5 Baths ⋅ 10160405 MLS ⋅ ACTIVE Status

Grading is complete and permits are in place now is your chance to have your dream home overlooking Hole #2 of the highly sought-after Fred Couples Signature 18-hole golf course in the next 12 months. This thoughtfully designed 4,323 sqft home features an open and airy layout with 10 ft and 19 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 4.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with beautiful golf course views. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, and a tankless water heater for efficiency. A dedicated gym or media room and a spacious loft overlooking the main level provide flexible living and entertainment spaces. Situated on a private homesite, the property also includes a 3-car garage. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and, of course, championship golf.

45 Quail Pt, Pittsboro

$2,225,000

5 Beds ⋅ 8 Baths ⋅ 10109349 MLS ⋅ ACTIVE Status

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

213 Brook Green Ln Unit 11, Pittsboro

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 10160918 MLS ⋅ ACTIVE Status

A great opportunity for a beautiful custom home in the luxury resort-style golf community of Chapel Ridge! Make your own selections and create the home you have always dreamed about. This custom-built home offers a thoughtfully designed layout with the primary bedroom suite conveniently located on the main level, featuring an expansive bath and generous closet space. A second guest suite is also situated on the main floor, along with a dedicated study, creating flexible options for work or relaxation. The two-story family room includes a fireplace and opens to a screened-in porch with an outdoor fireplace, providing inviting spaces for indoor and outdoor living. Upstairs, you'll find two additional bedrooms, each with access to full baths, a spacious recreation room, and abundant unfinished storage. The property is set on a desirable homesite backing to wooded HOA-owned land no to be built on, offering a natural backdrop. Located near the community's golf clubhouse, dining, and resort-style amenities, residents have access to features such as a pool with water slide, sports courts, fitness center, and more. This is a pre-sale opportunity with award winning custom builder Triple A Homes.

791 Chapel Ridge Dr, Pittsboro

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 10152747 MLS ⋅ ACTIVE Status

Your perfect escape awaits on 3 magnificent acres, just 9 miles from Chapel Hill! Wake up each morning surrounded by nature's beauty and the peaceful sounds of the outdoors, all while enjoying effortless access to incredible dining, shopping, live music, cultural events, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. No HOA, no restrictions, just the freedom to build your dream home exactly as 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.''

2430 Jones Ferry Rd, Pittsboro

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