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$388,500
3 Beds ⋅ 3 Baths ⋅ 10185650 MLS ⋅ ACTIVE Status ⋅ Flint C BLDG.
Still time to personalize!! Homes by Dickerson presents the Flint plan, thoughtfully designed with comfort and convenience in mind - with a detached 2 car, rear entry garage. The main level of the home features an open floorplan for living and dining with a stainless-steel gas range, microwave, dishwasher and generous kitchen island with pendant lighting. The upper-level features 3 bedrooms, 2 baths and a loft perfect for a desk or reading nook. The owners bath features a double vanity and tiled shower for comfort and elegance. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

66 Broadoak Ln, Pittsboro
$700,000
3 Beds ⋅ 3 Baths ⋅ 10185538 MLS ⋅ ACTIVE Status
Enjoy wooded, forest-like views from this updated one-level contemporary home in Fearrington Village's "The Woods" section. Set on a .84-acre lot with mature trees and natural landscaping, the home offers a flexible floor plan suited to a variety of needs. The spacious main living room features a high ceiling, fireplace, and ample space for both dining and additional seating. The remodeled kitchen includes a walk-in pantry. A quiet office or flex space with two walls of windows is ideal for working from home or reading, while the enclosed porch functions well as either a screened porch or sunroom. The primary bedroom includes two walk-in closets and a private bath. A second full bedroom also has a private bath, and a third smaller bedroom or study is served by a third bathroom. Large front porch. Additional features include an oversized two-car garage and paved driveway.

672 Spindlewood, Pittsboro
$549,999
3 Beds ⋅ 3 Baths ⋅ 10185428 MLS ⋅ ACTIVE Status
Experience timeless elegance in this immaculate French Provincial-style home, thoughtfully designed and meticulously maintained. Built in 2010, this stunning residence offers three spacious bedrooms, two-and-a-half bathrooms, a generous bonus room, an elegant formal dining room, and a charming breakfast area. The luxurious main-level primary suite provides a private retreat, while beautiful hardwood floors flow throughout the main living spaces. A screened-in porch creates the perfect setting for relaxing or entertaining. Enjoy access to the neighborhood pool and an exceptional location just minutes from historic downtown Pittsboro, dining, shopping, and more.

28 Old Post Ct, Pittsboro
$400,000
3 Beds ⋅ 1 Baths ⋅ 10185418 MLS ⋅ ACTIVE Status
This 3-bedroom, 1-bathroom single-family residence in Pittsboro sits on an expansive 10-acre lot, offering substantial privacy and land ownership potential. The generous acreage provides flexibility for personal projects, outdoor pursuits, or future development possibilities. Whether you seek a quiet rural retreat or value the freedom that comes with significant acreage, this residence presents a solid foundation for your next chapter.

982 Castle Rock Farm Rd, Pittsboro
$549,900
4 Beds ⋅ 2 Baths ⋅ 10185253 MLS ⋅ ACTIVE Status
Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up — home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc 87 N, Pittsboro
$859,000
4 Beds ⋅ 4 Baths ⋅ LP767349 MLS ⋅ ACTIVE Status
Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offering up to $8,000 toward buyer closing costs, creating an exciting opportunity to make this exceptional home yours.Designed with both everyday comfort and entertaining in mind, this home features a thoughtful floor plan and elevated finishes throughout. The designer kitchen offers abundant cabinetry, premium appliances, and a spacious walk-in pantry, while the adjoining breakfast area flows effortlessly to the covered, screened-in porch for easy indoor-outdoor living. A separate formal dining room with a coffered ceiling provides an elegant space for hosting and special occasions.The main-level primary suite is a true retreat, featuring a generous walk-in closet with convenient direct access to the laundry room, complete with a utility sink. The spa-inspired en-suite bath includes a freestanding soaking tub, separate walk-in shower, and plenty of space to unwind. A dedicated powder room completes the main level.Upstairs, you’ll find three additional bedrooms, a spacious bonus room, and a versatile loft—ideal for guests, a home office, playroom, media space, or additional living area.Additional features include a three-car garage and a sealed, temperature-controlled crawlspace offering exceptional storage and future possibilities.Enjoy the lifestyle that makes this location so special. Chapel Ridge offers resort-style amenities including a Fred Couples Signature golf course, clubhouse with dining, pro shop, swimming pool, fitness center, tennis and pickleball courts, walking trails, playgrounds, picnic areas, and community gathering spaces. Nearby Chatham Park adds even more opportunities for parks, trails, recreation, shopping, dining, community events, and green space, all with convenient access to downtown Pittsboro, Jordan Lake, Raleigh, and Durham.

55 Bob White, Pittsboro
$724,900
3 Beds ⋅ 4 Baths ⋅ 10184986 MLS ⋅ ACTIVE Status
Welcome to a one-of-a-kind Chatham County property offering the space, privacy, character, and updates that are increasingly difficult to find in the Triangle. This home is ideal for buyers who want to stay connected to the Raleigh-Durham-Chapel Hill area while enjoying a quieter setting, more room to spread out, and a home that feels anything but cookie-cutter. Inside, the home has a warm, distinctive personality with architectural details such as wood ceilings, high ceilings, abundant windows, a fireplace, and a loft area that give the interior character that is hard to replicate in newer construction. Natural light is an important part of the home's appeal, with windows that bring in the surrounding wooded views and create an inviting connection between the indoors and outdoors. The home has also undergone significant updates - new flooring throughout, new kitchen cabinets, quartz countertops, stainless-steel appliances, and updated bathrooms. The result is a home that combines rustic character with a fresh, more modern look and feel. The finished daylight walk-out lower level substantially expands the usable living space. This level includes bedrooms, a full bathroom, laundry area, and flex space that could be used for guests, home office, a workout room, media room, hobby space, playroom, or separate living areas for those who appreciate a little more independence. Walk-out access to the backyard also gives the lower level a more open and connected feel than a typical basement. Outdoor living is another standout feature. The home offers approximately 700 square feet of decking on three sides of the property. A fenced portion of the backyard adds even more functionality and can be accessed from both the deck and lower level. Location highlights: Historic downtown Pittsboro, Jordan Lake State Recreation Area, Chatham Park Community, Chapel Hill, Apex, Cary, Durham, Raleigh, and Research Triangle Park are all accessible from this part of Chatham County. The Redbud community has walking trails and the HOA dues include high speed internet!

224 Buteo Rdg, Pittsboro
$650,000
3 Beds ⋅ 2 Baths ⋅ 10184862 MLS ⋅ ACTIVE Status
Check out this marvelous homeplace just east of downtown Pittsboro- 3 bedrooms, 2 full baths, open floorplan on over 3 acres. But wait, there's much more! Killer attached garage space for 6 cars, or 4 cars and a workshop or 2 cars and a work-palace. Outside we have two separate backyard fenced areas, fruit trees, greenhouse, and a huge chicken coop with fenced in area. And the yard's fairly level with plenty of room for a garden. Oh, and there's two detached carports for your boat, RV, tractor or other toys. And what a location- 5 minutes to beautiful downtown Pittsboro and 30 minutes to either Chapel Hill, RDU Airport or Cary! Showings begin Friday August 7th at 3pm- don't miss this one...

387 Hanks Chapel Rd, Pittsboro
$649,900
3 Beds ⋅ 3 Baths ⋅ 10184833 MLS ⋅ ACTIVE Status
Updated price on this beautiful home in Chatham Park's Premier 55+ Community. 166 Imagine Way, a meticulously maintained Sweetfern floor plan nestled in a highly sought after community. This 3 bedroom, 3 bath home offers single level living with second level flexibility. This turn-key residence delivers the perfect balance of open space, functional design, and high end updates. An intuitive open concept layout connects the primary living areas creating an inviting space for both everyday living and entertaining. It features a chefs kitchen with high end finishes including a reverse-osmosis water filtration system to the sink and fridge. The kitchen is open to the family room and over looks the extended patio with a raised bed. Remote controlled Hunter Douglas Luminette Privacy Sheer Drapes frame the wall of windows in FR. Light filtering blinds and ceiling fans have been added through out the home as well. The primary bedroom features a spacious layout designed for comfort and privacy. It has a spacious en-suite bathroom with large zero entry shower and walk in closet. The main floor includes a dedicated office / study ideal for remote work or hobbies, plus a bright secondary bedroom. The large laundry room has an owner added utility sink and great storage. Upstairs has a large bonus space and private third bedroom with full bath. The front and rear doors have Provia Storm / Screen doors added to invite fresh air into the home. An expanded back patio paired with a custom raised garden bed are ready for your morning coffee or outdoor entertaining. The garage interior has been painted and includes an EV charger. A Ring camera has been installed. You'll also notice little touches through out that help to make this home "better than new". Desirable amenities include as a pool, spa, clubhouse, putting green and lighted Pickleball courts. The social director in this community is an asset according to the owners. She has a way of bringing people together. There are a lot of groups to become involved with as well. This is a great community to mingle and meet your neighbors. Convenient location close to Chapel Hill, RDU Airport, Raleigh, Durham and Sanford. This home is move in ready. Why wait to buy?

166 Imagine Way, Pittsboro
$734,000
5 Beds ⋅ 5 Baths ⋅ 10184621 MLS ⋅ ACTIVE Status
354 Crimson Way is a two-story Pittsboro single-family home built in 2016 on a cul-de-sac lot. The kitchen centers on an island that adds prep space and casual seating, with stainless steel appliances for everyday cooking. A fireplace anchors the main living area, adding warmth and a natural focal point. The primary bedroom pairs with a primary bathroom featuring double sinks for shared morning routines, a soaking tub for relaxation, and a separate walk-in shower. Outdoors, a paver patio extends the living space into the backyard for gatherings and outdoor cooking, while an attached two-car garage provides covered parking and storage. Clean interior finishes throughout complete this well-maintained residence with practical amenities in every room.

354 Crimson Way, Pittsboro
$1,925,000
5 Beds ⋅ 7 Baths ⋅ 10184073 MLS ⋅ ACTIVE Status
A Modern Estate Home Designed for Luxury Living Welcome to one of Summit Terrace's signature homes—an extraordinary custom residence that blends timeless architecture with modern luxury in one of Chatham County's most desirable settings. Perfectly positioned on a 1.27-acre homesite backing to more than 15 acres of protected wooded common area, this exceptional property offers the privacy, tranquility, and natural beauty that discerning buyers rarely find. Encompassing approximately 4,493 square feet of heated living space, this thoughtfully designed home features five bedrooms, four full bathrooms, two powder rooms, a spacious bonus room, and an open loft overlooking the spectacular two-story great room. Every detail has been carefully considered to create a home that is equally suited for elegant entertaining and comfortable everyday living. The striking exterior showcases an elegant combination of brick veneer and premium cement fiber siding, highlighted by steep architectural rooflines, dramatic front-facing gables, oversized windows, and refined architectural detailing. The welcoming covered front porch leads into an impressive foyer where soaring ceilings and expansive sightlines immediately reveal the home's exceptional craftsmanship and scale. At the heart of the home is a spectacular gourmet kitchen featuring an oversized center island, professional-style appliance layout, abundant cabinetry, a separate scullery pantry, and a spacious dining area that flows seamlessly into the dramatic two-story great room. Large glass doors open onto a vaulted covered rear porch, creating the perfect indoor-outdoor living experience while overlooking the peaceful wooded backdrop. The luxurious first-floor owner's suite is designed as a private retreat with a cathedral ceiling, oversized walk-in closet, spa-inspired bath featuring a freestanding soaking tub, zero-entry shower, and direct access to the outdoor living spaces. A private guest suite on the main level provides exceptional comfort for overnight visitors or multi-generational living. Upstairs, family and guests will enjoy three additional bedrooms, each with convenient bath access, a generous loft overlooking the great room, and a large bonus room that can easily serve as a media room, fitness studio, home office, or playroom. The intelligent floor plan offers outstanding flexibility for today's lifestyle while maintaining an elegant flow throughout the home. Car enthusiasts and hobbyists will appreciate the oversized three-car garage, offering generous storage and flexibility for vehicles, golf carts, or workshop space. The setting is every bit as impressive as the home itself. The backyard opens to over 15 acres of preserved wooded common area, providing exceptional privacy, beautiful natural views, and the feeling of owning a private estate without the maintenance of additional acreage. Whether enjoying morning coffee on the covered porch, entertaining family and friends, or simply taking in the peaceful surroundings, this homesite offers a level of serenity that is increasingly difficult to find. This remarkable residence represents the perfect balance of sophisticated design, luxury finishes, generous living spaces, and an unmatched natural setting—an exceptional opportunity to own a custom-crafted estate home in the prestigious Summit Terrace community.

98 Summit Terrace Dr, Pittsboro
$815,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS ⋅ ACTIVE Status
Newly adjusted pricing positions this custom home perfectly for 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. Outside, over an acre of natural beauty features a cascading waterfall, pond, winding paths, gazebo, and expansive deck—an ideal setting for relaxing or entertaining. 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
$725,000
4 Beds ⋅ 3 Baths ⋅ 10183487 MLS ⋅ ACTIVE Status
Welcome to this spacious 4-bedroom, 3-bathroom craftsman inspired home nestled in the Horizon community just north of Pittsboro. Quality built with first floor primary suite, a cook's kitchen with granite and stainless, 2 car attached side entry garage, screened porch, and soaring ceilings that set off the 2 story stone fireplace. Upstairs are additional bedrooms, conditioned storage and walk in attic space. This home strikes the perfect balance of cozy meets elegance. Set on a generous acre plus lot, there's plenty of room to spread out both inside and out! OPEN HOUSE! August 23, 1pm-3pm

67 Coley Ct, 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
$599,999
3 Beds ⋅ 2 Baths ⋅ 10183185 MLS ⋅ ACTIVE Status
Nestled on a peaceful one-acre lot and shaded by mature hardwoods along a quiet, private road, this beautifully maintained custom-built ranch offers the perfect blend of privacy, comfort, and convenience—just minutes from Chapel Hill. Lovingly cared for since it was built, this 3-bedroom, 2-bath home welcomes you with freshly refinished hardwood floors, fresh interior paint, and an easy, flowing floor plan designed for everyday living. The spacious living areas are complemented by generous closet space throughout, while the unfinished upstairs provides abundant storage today and exciting potential for future expansion. Enjoy your morning coffee on the inviting front porch or relax in the fantastic screened porch overlooking the tranquil surroundings. A new roof offers added peace of mind, and with no HOA or restrictive covenants, you'll have the freedom to enjoy your property your way. Tucked away in a serene setting yet conveniently located near Chapel Hill, Pittsboro, and the many amenities of the surrounding area, this special property offers the rare combination of privacy, flexibility, and location.

10 Sourwood Ln, 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
$760,000
4 Beds ⋅ 4 Baths ⋅ 10182780 MLS ⋅ ACTIVE Status
Come take a look at this charming custom built home located in the highly desirable Chapel Ridge Golf Club neighborhood. Perched on a hill at the end of a secluded cul-de-sac, this beautifully designed home is thoughtfully built. The spacious kitchen, traditional powder room, hardwood floors, and French doors leading to the backyard give ample opportunity for your hosting dreams. Not one but two suites located on the main floor give multiple easily accessible options. Upstairs you will find two bedrooms, a large bathroom, flex space and a walk-in attic that could easily be converted into a gym or theater. Step outside on the large lanai with additional patio and market lights ready for family nights under the stars. Venturing out into the neighborhood amenities, you'll find resort style living with an oversized pool, owner's clubhouse, complete gym, tennis and pickleball courts, and an optional golf membership at the Fred Couples designed course! Home is broker owned. Local lender credit available!

56 Mist Wood Ct, 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
$599,000
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
$1,749,000
4 Beds ⋅ 7 Baths ⋅ 10182713 MLS ⋅ ACTIVE Status
2026 Parade of Homes Entry! No backyard neighbors. Ever. This stunning new home was completed Summer 2026. Tour this exceptional Triple A Homes residence before Parade of Homes begins this fall. One of the first things you'll notice is how peaceful and quiet it is. You can hear the sounds of nature and yet you're still just five minutes from Chapel Hill and everyday conveniences. A timeless stone exterior creates an elegant first impression, while oversized windows throughout the home capture abundant natural sunlight. Backing to permanently protected conservation land, the property offers wooded views, exceptional privacy, and the peace of mind that your backyard will never be developed. With room for your dream pool, this home is designed for those who value luxury, peace and privacy. Designed for both everyday living and elegant entertaining, the main level features a dramatic two story foyer with a floating staircase, a soaring two story great room with a fireplace, and a gourmet kitchen with high-end JennAir appliances and an adjoining fully appointed scullery and pantry. The bright family room opens to a private screened porch with a fireplace, creating the perfect place to relax while overlooking the peaceful wooded backyard and conservation views. The luxurious main level primary suite features vaulted ceilings, a spa inspired bath, and a generous walk in closet. A private office or guest suite with its own full ensuite bath provides additional flexibility, while a well appointed mudroom adds everyday convenience. Upstairs, three additional bedrooms each feature a private ensuite bath and walk in closet, PLUS a bonus or rec room and an additional half bath. Professionally curated designer finishes create a timeless, sophisticated aesthetic throughout. Located in one of the area's premier custom home communities, residents enjoy 114 acres of preserved woodlands, walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, and major commuter routes. Square footage is based on architectural plans. Pool image is for illustrative purposes only.

346 Lila Dr, Pittsboro
$785,000
4 Beds ⋅ 3 Baths ⋅ 10182238 MLS ⋅ ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3,500 square feet of living space, quality craftsmanship, and exceptional indoor-outdoor living. Backing to additional wooded acreage, this property enjoys scenic natural views and a rare opportunity to purchase the adjacent lot separately for added space and flexibility. Inside, rich hardwood flooring, detailed millwork, plantation shutters, and custom built-ins create timeless character throughout. The spacious living room features a fireplace and flows seamlessly into the breakfast area and well-appointed kitchen, complete with abundant cabinetry, generous prep space, and pantry storage. The main-level primary suite offers a spacious bedroom, dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Additional main-floor spaces include a formal dining room and dedicated office. Upstairs, three secondary bedrooms, a large bonus room, and a dedicated storage room provide flexibility for a variety of uses. Enjoy year-round outdoor living from the oversized screened porch with Trex decking overlooking the wooded backdrop. Additional highlights include a walk-in crawl space with exceptional storage, tankless water heater, water filtration system, encapsulated and conditioned crawlspace and an oversized three-car garage. Conveniently located near Chapel Ridge Golf Club, shopping, dining, parks, and major commuter routes, this property combines spacious living, quality construction, and a desirable community setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro
$427,500
3 Beds ⋅ 2 Baths ⋅ 10181660 MLS ⋅ ACTIVE Status
Beautifully designed contemporary home on a naturally wooded lot in Fearrington Village. Vaulted ceilings, skylights, and abundant windows fill the home with natural light and frame views of the wooded setting. The front door opens to an entry foyer, leading to a living room with a fireplace and a dining area with sliding glass doors to the rear deck. The spacious kitchen includes a pantry and gas stove, with an adjoining laundry room that offers a second pantry. The main-level primary bedroom features a walk-in closet and full bathroom. Upstairs are two additional bedrooms and another full bath. Recent updates include fresh interior paint and new bedroom carpet. Exterior storage closet included.

4 Matchwood, 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
$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
$745,000
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS ⋅ ACTIVE Status
Tucked 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 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
$2,475,000
5 Beds ⋅ 8 Baths ⋅ 10180609 MLS ⋅ ACTIVE Status
Welcome to this exceptional new single-family residence in The Summit. This five-bedroom, 6.5-bathroom home offers abundant space for versatile living arrangements and entertaining. Set on a generous 1-Acre home site near the top of Burnette Mountain, the property provides ample outdoor space and privacy. The residence features two downstairs bedrooms, a grand Formal Dining Room, Study, Scullery and a breakfast area. The primary bedroom features to very spacious His/her Closets. A three-car garage, ensures convenient vehicle storage and protection. Located in The Hamptons Summit community, this home presents an outstanding opportunity for those seeking quality and substance in their real estate investment.

95 Mountaintop Cir, Pittsboro
$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
$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
$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
$949,000
5 Beds ⋅ 3 Baths ⋅ 10179863 MLS ⋅ ACTIVE Status
Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, Pittsboro

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 .