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798 Horizon Dr, Pittsboro
$780,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS ⋅ ACTIVE Status
Thoughtfully repriced to align with current market conditions, this distinguished home with over an acre of peaceful natural beauty is located in one of Pittsboro's most desirable locations. Enjoy main floor living in a semi open layout with hardwoods, custom inlays, a chef's kitchen with THOR six burner range, granite counters, custom cabinetry and two pantries. The formal and casual dining areas flow into a warm living room with fireplace and detailed molding. The main level includes a bright Primary Suite plus two additional bedrooms offering abundant light. Upstairs offers new LVP flooring, an oversized bedroom/office, a large bonus room with sink and storage, and a full bath. A massive epoxy floored garage and walk in encapsulated crawl space with water filtration add valuable utility. The back yard oasis features an ideal setting for relaxing or entertaining, and includes a cascading waterfall, pond, winding paths, gazebo, and expansive deck. The curb appeal in front offers a sophisticated first impression with refined landscaping and thoughtful design. Pittsboro blends small town charm with steady growth, just 40 minutes to RTP and RDU, with easy access to Fearrington Village, Mosaic, The Plant, Shakori Hills, Jordan Lake, and the Haw River. With generous square footage, refined custom touches and a private outdoor oasis. This stately home blends seamlessly with its natural surroundings, offering a peaceful, grounded feel from the moment you arrive.

798 Horizon Dr, Pittsboro

105 Mitchells Chapel Rd, Pittsboro
$425,000
10183750 MLS ⋅ ACTIVE Status
Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 2 — A Spacious Estate Homesite at Braxton Hill Set on 4.159 acres, Lot 2 offers a generous homesite within the Braxton Hill community, fronting along Mitchells Chapel Road in Pittsboro. This expansive estate lot provides dedicated road frontage and ample space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage and peaceful setting, Lot 2 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

105 Mitchells Chapel Rd, Pittsboro

458 Old Siler City Rd, Pittsboro
$450,000
10183736 MLS ⋅ ACTIVE Status
Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 3 — The Signature Homesite of Braxton Hill Set on 5.009 acres, Lot 3 is a truly exceptional homesite and a standout offering within the Braxton Hill community. Positioned at the prominent corner of Old Siler City Road and Mitchells Chapel Road, this expansive estate lot offers impressive road frontage, enhanced visibility, and the space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage, peaceful setting, and prime corner location, Lot 3 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

458 Old Siler City Rd, Pittsboro

189 Mitchells Chapel Rd, Pittsboro
$265,000
10183703 MLS ⋅ ACTIVE Status
Braxton Hill Estate Lots — A Premier Pittsboro Address... Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 1 — 2.825 Acres Lot 1 presents a beautiful opportunity to create your own private estate in the prestigious Braxton Hill community. This peaceful 2.825-acre homesite offers ample space for a custom-built residence, outdoor living areas, and the privacy desired for estate-style living. With road frontage on Mitchells Chapel Road and a 5-bedroom septic permit already on file, this property is ready for your vision. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of a countryside retreat. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

189 Mitchells Chapel Rd, Pittsboro

49 Donald Dr, Pittsboro
$849,000
3 Beds ⋅ 3 Baths ⋅ 10183392 MLS ⋅ ACTIVE Status
Welcome to a meticulously maintained, one-owner home in Pittsboro, NC, set on nearly 1.5 acres of flat, beautifully cared-for property in Chatham County with convenient access to UNC-Chapel Hill and the Triangle. The home features four bedrooms—one on the main level and three on the second level. With abundant living and entertainment space, a three-car garage and remarkably low HOA dues of just $150 per year, this property offers the space and flexibility increasingly difficult to find near Chapel Hill. Hardwood floors extend throughout the main level, where thoughtful architectural details include wainscoting and a bay window in the dining room, an inviting family room and a beautifully appointed kitchen with new appliances. The main-level bedroom provides valuable flexibility for guests, a home office or multigenerational living, while three additional bedrooms are located upstairs. Beyond the bedrooms, this home is made for living and entertaining. A large bonus room with pool table is complemented by a separate media room—ideal for movie nights, gaming, fitness, hobbies or work-from-home needs. Entertainment furnishings and items in these spaces may convey at the buyer's preference. A third floor walk up storage space perfect to store all you need, or finish the space based on your needs. An oversized laundry room and three-car garage add exceptional everyday functionality. Outside, a covered porch and deck overlook the expansive, level backyard and nearly 1.5-acre setting. Established landscaping adds character throughout, including a bricked front flower garden, raised rear garden bed, mulched walkway and a stone walking path accented by trailing thyme and moss. A separate outbuilding provides valuable additional storage. Pride of ownership is evident throughout this one-owner home. Recent improvements include exterior painting of the home and outbuilding, new kitchen appliances, updated upstairs bathroom lighting and lawn reseeding. The roofs on both the home and outbuilding were replaced in 2018, and the HVAC systems have been regularly maintained. Experience this beautiful home now: https://vimeo.com/1213401628?share=copy&fl=sv&fe=c

49 Donald Dr, Pittsboro

978 Cabin Crk, Pittsboro
$999,000
4 Beds ⋅ 5 Baths ⋅ 10182874 MLS ⋅ ACTIVE Status
SHOWSTOPPER! NEW CONSTRUCTION. IMPROVED! Custom-built. Thoughtfully enhanced. Impeccably maintained. Presented through Coldwell Banker Global Luxury, this exceptional custom residence is perfectly positioned near the quiet end of a cul-de-sac in Chapel Ridge Golf Community, with protected woodlands creating a peaceful natural backdrop. Offering 3,851 square feet, 4 bedrooms and 4.5 baths, it combines the appeal of recent construction with extensive owner enhancements and meticulous maintenance. Every meaningful investment has already been made—beautifully finished, established and truly move-in ready. A welcoming covered front porch opens to a light-filled interior with wide-plank European oak flooring, extensive crown molding and custom trim, plantation shutters, recessed lighting and quality craftsmanship throughout. A beautifully detailed front room offers flexibility as a music room, sitting room, library or office. The open kitchen, dining and living areas were designed for effortless everyday living and entertaining. Custom built-ins surround the fireplace while expansive windows frame peaceful wooded views. The kitchen features custom white cabinetry, Silestone quartz countertops, a large center island with integrated farmhouse sink, Bosch and KitchenAid appliances, gas cooktop, designer vent hood and walk-in pantry. The adjoining dining area flows seamlessly to the screened porch and rear deck overlooking protected woodlands. The spacious 17' × 18' main-level primary suite is a true retreat with tray ceiling, abundant natural light and serene wooded views. The spa-inspired bath features separate vanities, freestanding soaking tub, oversized designer-tiled shower with built-in bench, private water closet and two separate walk-in closets. A thoughtfully designed mudroom features custom cabinetry and bench seating, while the adjacent laundry room offers abundant cabinetry, generous workspace and utility sink. Upstairs are three spacious bedrooms, including a private guest suite with ensuite bath and walk-in closet, an additional full bath, a generous 15'11" × 15'7" family room and adjoining 13' × 16'3" recreation area. The finished third-floor 19'3" × 21' flex space with full bath offers extraordinary versatility for guests, media, fitness, work or creative pursuits. The architecturally distinctive exterior blends fiber-cement clapboard siding, shingle accents, brick veneer and standing-seam metal roof details. The oversized two-car garage features epoxy flooring, custom overhead storage and generous space for golf equipment, bicycles, hobbies and storage. Quality extends well beyond what is immediately visible: 26 KW Generac whole-house generator, professionally sealed and conditioned crawl space, dual-zone Lennox HVAC, Rinnai natural-gas tankless water heater, Hunter irrigation, radon mitigation, plantation shutters, professional landscaping and extensive owner enhancements. More than a beautiful home, this is an opportunity to enjoy the lifestyle of Chapel Ridge Golf Community, featuring a Fred Couples Signature Golf Course, resort-style pool, fitness center, tennis, pickleball, playground and an active social community. The best of both worlds—recent custom construction, thoughtfully improved and completely ready to enjoy. Welcome home.

978 Cabin Crk, Pittsboro

748 Valley Ln, Pittsboro
$1,500,000
10182781 MLS ⋅ ACTIVE Status
25.9-acre exclusive estate homesite in an exceptional LOCATION with access through the prestigious Monterrane community. This beautiful, mostly flat and private property is ready for your custom dream home. Fully designed architectural plans are available upon request, or bring your own vision and builder. The property features a driveway, a valid 4-bedroom septic permit, access to public water and natural gas, high speed internet available and offers the rare opportunity to subdivide once into two estate lots. Wooded lot with many hardwoods. Ideally located just off Mt. Gilead Road between US-15/501 and Highway 64, you'll enjoy convenient access to downtown Pittsboro, Chatham Park, Mosaic's dining, shopping, and entertainment, as well as Jordan Lake and the Haw River for boating, hiking, and outdoor recreation. A truly one-of-a-kind opportunity to create a private luxury estate while remaining close to everything Chatham County has to offer.

748 Valley Ln, Pittsboro

748 Valley Ln, Pittsboro
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 10182779 MLS ⋅ ACTIVE Status
25.9-acres! Excellent location. Proposed luxury custom home by award-winning Dunning Custom Homes on an exceptional 25.9-acre estate homesite that can be divided into two lots. Choose this stunning Country French Manor design or work with the builder to create your own custom masterpiece. Situated atop a private, mostly flat homesite with access through the prestigious Monterrane community—without the HOA and with minimal restrictions—this remarkable property offers the perfect blend of luxury, privacy, and convenience. The proposed home features 5 bedrooms, 5.5 baths, soaring ceilings, a grand fireplace, chef's kitchen with professional appliances, impressive scullery, main-level owner's suite with private study, guest suite, and three additional bedroom suites upstairs, plus flex space. Crafted with the exceptional quality and timeless design Dunning Custom Homes is known for, this home is designed for elegant everyday living and effortless entertaining. Conveniently located just off Mt. Gilead Road between US-15/501 and Hwy. 64, minutes from downtown Pittsboro, Chatham Park, Mosaic, Jordan Lake, and the Haw River. A rare opportunity to build a private luxury estate in one of Chatham County's most desirable locations. This extraordinary home features five spacious bedrooms, five and a half private bathrooms, ensuring comfort and privacy for every resident and guest. The main level welcomes you with soaring ceilings and stunning fireplace, the property exudes warmth, character, and charm. Discover the perfect blend of elegance and relaxation, ideal for both entertaining and personal retreat. Designed to impress with high end finishes. This French masterpiece blends cutting-edge luxury with warm, livable design. The heart of the home is a chef's kitchen with a professional range, oven, built-in refrigerator and stunning scullery—complete with second sink. Main level primary suite with private owners' study, plus a personal guest suite. Second floor offers three bedrooms each with its own private bathroom. Comfortable flex space and a study. Dunning Custom Homes delivers consistent, dedication to quality and reputation as an industry leader, they have set the benchmark for quality in home building and unmatched craftsmanship.

748 Valley Ln, Pittsboro

20 Plenty Ct, Pittsboro
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182767 MLS ⋅ ACTIVE Status
Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beauty offering the perfect blend of timeless charm and modern luxury. This 4-bedroom, 2.5-bath home has been meticulously upgraded and impeccably maintained — truly better than new! Step onto the covered front porch and into an expansive open-concept main level featuring durable LVP flooring throughout. The gourmet kitchen is a chef's dream, boasting a recently upgraded stainless steel appliance package with gas range, sweeping granite countertops, and a striking black subway tile backsplash. A charming barn door conceals the walk-in pantry, while the designer dining room showcases custom built-in cabinetry perfect for entertaining. Work from home in style in the French door entry office, complete with a floating built-in desk. Upstairs, a versatile loft bonus room ready to convert to your own dream space. The owner's suite is a true retreat, featuring a tray-trimmed ceiling and custom built-in closet shelving, while generously sized secondary bedrooms offer comfort for family or guests. Throughout the home, discover incredible trim customization, shiplap-trimmed walls, and upgraded lighting and plumbing fixtures that elevate every room. Outside, the incredible landscaping continues to impress with a large stone paver patio, lush Bermuda sod lawn, black aluminum fencing, irrigation system, and landscape lighting — all overlooked from the covered back porch. A 2-car garage completes this exceptional property. This home has it all — style, function, and flawless finishes throughout. Schedule your private showing today!

20 Plenty Ct, Pittsboro

915 Cabin Crk, Pittsboro
$775,000
4 Beds ⋅ 3 Baths ⋅ 10182238 MLS ⋅ ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located in one of Pittsboro's premier golf course communities, this beautiful brick home offers more than 3,500 square feet, quality craftsmanship, and exceptional indoor-outdoor living. The property backs to wooded acreage, creating a scenic natural backdrop, with the adjacent lot also available for separate purchase. Inside, the hardwood flooring, plantation shutters and custom built-ins add timeless character. The spacious living room features a fireplace and opens into the breakfast area and kitchen with abundant cabinetry, generous prep space, and pantry storage. A formal dining room and additional office provide additional main-level living and workspace options. The main-level primary suite features dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Upstairs, three secondary bedrooms, a generous bonus room, and dedicated storage room offer plenty of flexibility for guests, recreation, hobbies, or additional workspace. Enjoy the oversized screened porch featuring Trex decking. Conveniently located with access to shopping, dining, parks, and major commuter routes, this Pittsboro home combines generous living space, thoughtful details, and a peaceful setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro

74 Eagles Crst, Pittsboro
$185,000
10181351 MLS ⋅ ACTIVE Status
Build the home you've always envisioned on this exceptional 1.5+ acre homesite in the desirable Cedar Grove community of Pittsboro! Offering the rare combination of NO HOA, low Chatham County taxes, and a peaceful wooded setting, this property provides the perfect canvas for your custom dream home. Bring your own builder and design the ranch floor plan you've been dreaming of, with ample space for three bedrooms, outdoor living, a detached garage, workshop, pool, or private retreat. Ideally located just minutes from Downtown Chapel Hill, Carrboro, UNC-Chapel Hill, Chatham Park, Jordan Lake, and all the shopping, dining, and conveniences of the Triangle, you'll enjoy the best of both worlds—privacy and convenience. Whether you're looking to build your forever home or invest in one of the area's fastest-growing locations, opportunities like this are becoming increasingly rare. No HOA. Bring your own builder. Endless possibilities.

74 Eagles Crst, Pittsboro

251 William Dr, Pittsboro
$320,855
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This end unit townhome features an open concept living space with modern finishes. Enjoy your spacious primary bedroom with a tray ceiling, dual closets, a dual vanity, and tiled roman shower. Steps from the primary bedroom is a spacious laundry room with the option to add a laundry tub. The two additional bedrooms allow for extra flexibility to fit your needs. Features in this home include LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, gourmet kitchen with gas cooktop, and a spacious kitchen island. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro

259 William Dr, Pittsboro
$306,670
3 Beds ⋅ 3 Baths ⋅ 10181240 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury town home is perfectly positioned on a wooded homesite with natural views. The main level boasts an open concept and features modern finishes throughout including a spacious kitchen island, a tiled roman shower in the primary bath, dual closets in the primary bedroom, a spacious laundry room with the option to add a laundry tub, and more. Designed with comfort and functionality in mind, this home includes LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

259 William Dr, Pittsboro

267 William Dr, Pittsboro
$311,165
3 Beds ⋅ 3 Baths ⋅ 10181238 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

267 William Dr, Pittsboro

271 William Dr, Pittsboro
$322,850
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit townhome includes a 1-car garage with a 2-car driveway for added convenience. Situated on a wooded homesite, this townhome features modern finishes and a thoughtfully curated design package. The main level boasts an open concept with a gourmet kitchen, beautiful oat-colored cabinets and a sage-colored kitchen island, LVP flooring, and more. Upstairs houses the spacious bedrooms and laundry room with the option to add the laundry tub. The primary retreat is that star of this home with dual closets, a tray ceiling, dual vanity, and tiled roman shower. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

271 William Dr, Pittsboro

862 Hatfield, Pittsboro
$875,000
3 Beds ⋅ 3 Baths ⋅ 10180964 MLS ⋅ ACTIVE Status
Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in desirable Fearrington Village. Hardwood, parquet, and carpeted flooring combine warmth and character throughout the home.The spacious primary suite features an extraordinary 11' x 11' walk-in closet complete with a custom organization system and center island. The inviting family room is anchored by a fireplace and framed by two full walls of custom built-in cabinetry, providing abundant storage and display space. Designed for both everyday living and entertaining, the expansive kitchen offers a large center island with storage on all sides, extensive cabinetry, and a beautiful furniture-style cabinet featuring glass display doors and a plate rack. A remarkable custom pantry includes wall-to-wall cabinetry with roll-out lower drawers, a full countertop, and an additional sink for exceptional storage and workspace. The well-appointed laundry room is equally impressive with a full wall of upper and lower cabinetry, an organization system, and a utility sink. Enjoy outdoor living on the screened porch and adjoining grilling deck overlooking a peaceful wooded setting that provides exceptional privacy with minimal yard maintenance. The walk-out lower level offers an additional 1,164 square feet of finished space featuring a kitchenette with dining area, flex space, two bedrooms, and a full bath. This finished area was completed without permits and is not included in the home's reported living square footage. The lower level also includes an abundance of unfinished storage, multiple workshop areas, and a utility sink, making it ideal for hobbies, projects, or additional storage. Additional features include a new roof (2025), new water heater (2023), plantation shutters throughout, wide doorways designed for aging in place, and numerous storage closets throughout the home. Fearrington Village is renowned for its vibrant social atmosphere, walking trails, beautiful surroundings, and community amenities. Galloway Ridge Fitness is conveniently located on the adjoining property, offering additional wellness opportunities just steps away.

862 Hatfield, Pittsboro

71 Caz Trce, Pittsboro
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 10180831 MLS ⋅ ACTIVE Status
Nestled on a private, wooded 1.63-acre homesite just 3 miles from charming downtown Pittsboro, this stunning new construction home offers the perfect blend of tranquility and convenience. Designed for effortless living, this thoughtfully crafted single-level home features 3 bedrooms, 3.5 baths, and an open-concept floor plan with exceptional craftsmanship throughout. The gourmet kitchen boasts a large center island, walk-in pantry, and wet bar, flowing seamlessly into the spacious great room with soaring 12-foot ceilings and decorative beams. Retreat to the luxurious owner's suite featuring a vaulted ceiling, spa-inspired bath, and oversized walk-in closet. Each secondary bedroom includes its own en-suite bath, offering comfort and privacy for family or guests. Enjoy year-round outdoor living on the expansive covered rear porch overlooking the peaceful wooded setting. With a formal dining room, oversized laundry room, abundant storage, and a spacious 3-car garage, this home combines timeless design with modern convenience in one of Pittsboro's most desirable locations.

71 Caz Trce, Pittsboro

53 Spring Hollow Ct, Pittsboro
$724,900
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS ⋅ ACTIVE Status
Seller is offering up to $11,500 toward the buyer's interest rate buydown or closing costs with an acceptable offer. Nestled on a quiet street in the gated Estates section of Chapel Ridge, this home sits on 1.45 acres with a fenced backyard and woods behind for added privacy. Inside, a hard-to-find floor plan offers 3 bedrooms on the main level, including the primary suite, plus a 1st-floor laundry room with a utility sink. The primary bedroom has a tray ceiling and ceiling fan, while the bath features a double vanity and walk-in shower with bench and dual shower heads, including a handheld. A walk-in closet completes the suite. Hardwoods and extensive crown molding run throughout the 1st floor. The kitchen features granite counters, an island and gas cooking, opening to the breakfast room and family room with gas fireplace, with a tray-ceiling dining room nearby. The screened porch overlooks the fenced backyard and wooded backdrop. Reverse-osmosis taps at the kitchen sink and primary suite provide filtered drinking water right from the faucet. Upstairs adds a 4th bedroom, full bath, spacious bonus room and walk-in attic. The 3rd garage bay holds a conditioned, keypad-entry wine cellar that keeps your collection at temperature and converts back to garage space whenever you like. A 24 kW Generac can power the entire house when needed. Chapel Ridge amenities include a pool, fitness center, courts, playground and clubhouse, across the street from the golf club and its bar and grill.

53 Spring Hollow Ct, Pittsboro

41 Firefly Overlook Rd, Pittsboro
$2,595,000
4 Beds ⋅ 6 Baths ⋅ 10180435 MLS ⋅ ACTIVE Status ⋅ The Glenmore BLDG.
Welcome to The Glenmore, an exquisite custom estate home built by award-winning Hearthstone Luxury Homes, on Lot 2 in the prestigious Firefly Overlook at Jordan Lake community in Pittsboro. This stunning residence, currently under construction, spans 5,359 square feet with 4 bedrooms, 5.5 bathrooms, and a 3-car garage on a beautiful 1.62-acre wooded homesite. Perfectly blending architectural elegance with modern luxury, this home is also featured in this year's Triangle Parade of Homes—don't miss your chance to experience it! Step inside to a spacious great room featuring a gas fireplace and a dramatic wall of sliding glass doors opening to a covered porch with an outdoor kitchen and motorized screens—ideal for year-round outdoor entertaining. The gourmet chef's kitchen boasts an expansive island, walk-in pantry, and casual dining area, making it perfect for both everyday living and grand gatherings. The main-level primary suite offers a serene retreat with a spa-inspired bath and oversized walk-in closet. A first-floor guest suite provides additional privacy and convenience for visitors. Upstairs, discover two more bedrooms with private baths, a flexible bonus room with wet bar, and a versatile office (or potential fifth bedroom), plus ample unfinished storage space for future customization. Firefly Overlook is a boutique luxury community of just 30 private homesites (1.6-5+ acres) nestled amid rolling hills and streams, with easy walking distance to Jordan Lake. Enjoy nearby Vista Point Park with hiking trails, beach access, picnic areas, and boat launch—offering the ultimate in lakeside living while being conveniently located to Chatham County schools and amenities. This is luxury living at its finest in one of the Triangle's most sought-after new communities. Schedule your private tour today!

41 Firefly Overlook Rd, Pittsboro

396 Lyndfield Close, Pittsboro
$469,000
3 Beds ⋅ 2 Baths ⋅ 10180426 MLS ⋅ ACTIVE Status
Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro

258 Millennium Dr, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10180362 MLS ⋅ ACTIVE Status
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Refrigerator, washer and dryer all convey. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro

39 High Ridge Ln, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10180348 MLS ⋅ ACTIVE Status
Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro

93 Kenwood Ln, Pittsboro
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 10180014 MLS ⋅ ACTIVE Status
A rare opportunity to build your custom dream home in the sought-after Stonecrest at Norwood community. This lovely proposed custom home features universal design features to help you age in place. Two primary bedroom suites, the ability to add an elevator and more. One of the last remaining estate lots available, this stunning 2.63-acre homesite offers exceptional privacy, accessed by a long, meandering driveway that sets the tone for the retreat that awaits. Picturesque Wilkinson Creek runs along the property, providing tranquil views and soothing natural ambiance. Embrace the natural beauty of the surrounding woods. Stonecrest at Norwood strikes the perfect balance of peaceful, private living with convenient access to surrounding amenities. Community features include scenic walking trails and a beautifully appointed pavilion with a fireplace -- an idyllic setting from the moment you arrive. Other plans available. This lot is also available for private sale without home construction.

93 Kenwood Ln, Pittsboro

26 Shadymont Dr, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10179814 MLS ⋅ ACTIVE Status
SELLERS ARE OFFERING $10,000 TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUY-DOWN WITH AN ACCEPTABLE OFFER! Privacy, space, flexibility, and timeless Southern charm come together beautifully in this stunning Cape Cod-inspired home situated on 2.81 private acres. Offering over 4,000 square feet, 4 bedrooms, 3 full bathrooms, and an exceptionally versatile floor plan, this is a home designed to live as beautifully as it looks. From the moment you step inside, the details make an impression. Soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves add character and craftsmanship throughout. The spacious living room is anchored by an electric fireplace, creating a warm and inviting gathering space. The beautifully appointed kitchen offers the perfect combination of function and style with granite countertops, stainless steel appliances, abundant workspace, and plenty of room for preparing meals and entertaining. One of this home's standout features is its two primary suites, offering exceptional flexibility for multi-generational living, extended family, guests, or anyone looking for additional privacy and space. Upstairs, finished bonus rooms open the door to even more possibilities—home offices, a media or game room, fitness space, playroom, hobby room, or additional guest accommodations. And the outdoor living is just as inviting. Start your morning with coffee on the rocking-chair front porch and porch swing, or unwind on the screened porch while enjoying the peaceful wooded surroundings and privacy of nearly three acres. Need room for vehicles, hobbies, storage, or projects? You've got it. In addition to the attached double garage, the property features a detached garage/workshop, providing valuable extra space with endless possibilities. Major improvements have already been taken care of, including a new roof in 2025 and both heat pumps replaced in 2026. A Ring® doorbell and security camera system add another layer of convenience. With easy access to Highway 64, you can enjoy the privacy and breathing room of country living without giving up convenience. Over 4,000 square feet. 2.81 private acres. Two primary suites. Multiple bonus spaces. Two garages. Major recent improvements. And now, $10,000 from the sellers toward closing costs or an interest rate buy-down with an acceptable offer. This isn't simply a home with more space—it's a home with more possibilities.

26 Shadymont Dr, Pittsboro

71 Highpointe Dr, Pittsboro
$679,900
5 Beds ⋅ 4 Baths ⋅ 10179756 MLS ⋅ ACTIVE Status
Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro

20 Quietwood Way, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
SCENIC GREEN VIEWS at Townes at NoVi in Chatham Park! This beautifully upgraded Wilson townhome at 20 Quietwood Way offers peaceful green views from both the kitchen and primary bedroom, along with a prime location near NoVi Lawn. The bright, open-concept interior features quartz countertops, a statement fireplace, champagne bronze fixtures, designer finishes, a spacious primary suite, and a 2-car garage. Enjoy low-maintenance living with easy access to the Chatham Park YMCA, parks, trails, MOSAIC, dining, entertainment, and community events. Convenient to Downtown Pittsboro, Chapel Hill, Durham, and RTP. A beautifully finished new home, scenic setting, and Chatham Park lifestyle all in one. Schedule your tour today!

20 Quietwood Way, Pittsboro

87 Englehart Ct, Pittsboro
$606,700
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status
Welcome to the Sweetfern, a thoughtfully designed home where warm, inviting finishes meet effortless everyday living. The heart of the home features an upgraded cooktop kitchen with warm wood tones, elegant touches of green, and brushed brass accents that create a sophisticated yet comfortable feel. The open-concept family room is highlighted by impressive 12' sliding glass doors, bringing in abundant natural light and creating a seamless connection to the outdoor living space. A private enclosed study with French doors offers the perfect space for a home office, reading room, or flex space. Retreat to the spacious Owner's Suite, enhanced by an elegant tray ceiling, while the mudroom adds everyday functionality with a utility sink and countertop. With its beautiful blend of warmth, style, and carefully selected upgrades, this Sweetfern is designed to feel welcoming from the moment you step inside. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm. Design upgrades were added as of 8/17/26 reflecting the recent increase in listing price.

87 Englehart Ct, Pittsboro

Hamlets Chapel Rd, Pittsboro
$140,000
10178457 MLS ⋅ ACTIVE Status
Every vision starts with a place. At 0 Hamlets Chapel Road, that beginning is 2.2 acres of rural land in Pittsboro, with room to imagine what comes next. Picture visiting the property, taking in the peaceful setting and considering how a potential homesite might fit your plans. With no HOA or subdivision restrictions, this Pittsboro land for sale offers space to explore your vision while evaluating the property's possibilities for your intended use. A rural setting doesn't have to mean leaving everyday destinations behind. Downtown Pittsboro's restaurants, shops, parks, schools and essential services are conveniently accessible, making it possible to pair time on the land with a meal in town or a stop at a local shop. US-64 connects the area to Apex, Cary, Raleigh and Chapel Hill. Whether your search for land in Pittsboro is just beginning or you've been waiting for a property to consider more closely, this 2.2-acre lot offers a place to start the next chapter. Visit 0 Hamlets Chapel Road, to explore its setting and potential in person.

Hamlets Chapel Rd, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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