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640 Cabin Crk, Pittsboro
$787,000
4 Beds ⋅ 4 Baths ⋅ 10193297 MLS ⋅ ACTIVE Status
I may not be able to hit a hole-in-one, but I know one when I see it. This home in Pittsboro's prestigious Chapel Ridge golf course community delivers on space, lifestyle, and value. Inside, it's all about easy, first-floor living. Soaring ceilings and a warm brick fireplace anchor the family room, while the beamed dining room and open kitchen, complete with an oversized island, quartz countertops, and premium cabinetry, bring everyone together for dinner and memories. Holiday meals will be a breeze with two full-size ovens and a separate gas cooktop. Sorry, it looks like you're hosting! Step outside to enjoy morning coffee with the birds on the large screened-in porch, overlooking your flat, fully fenced, irrigated backyard shaded by mature trees. Later, gather around the patio firepit on a chilly fall evening for s'mores and laughs. When it's time to retreat, the easy first-floor living continues with the primary suite, two additional bedrooms, and 2.5 baths all on the main level. The primary suite features a tray ceiling, tons of natural light, a large walk-in closet, and a spa-style bath with dual marble vanities and a spacious walk-in shower. When you're ready for a change of scenery, or simply need more space, head upstairs. A fourth bedroom and full bath, finished bonus room, and walk-in attic provide plenty of room to work, stretch out, host guests, and store everything you would rather keep out of sight. Beyond your front door, Chapel Ridge makes the neighborhood part of the experience. Play a round on the Fred Couples-designed championship golf course, cool off at the resort-style pool and waterslide, hit the fitness center, or head to the tennis and pickleball courts, sports courts, playground, and soccer fields, all just moments away. This is the hole-in-one you've been after.

640 Cabin Crk, Pittsboro

180 Hobbs Rd, Pittsboro
$625,000
2 Beds ⋅ 2 Baths ⋅ 10193250 MLS ⋅ ACTIVE Status ⋅ Creek House BLDG.
One of the most iconic houses in Chatham County, the Creek House was built in 1973 and boasts over 2000 square feet on two floors, with seven distinctive rooms, central fireplaces on both levels and a glass-walled great room overlooking Terrell's Creek, which surrounds 3 sides of the house. 3.74 acres of creek and mature woodlands just 10 miles from Chapel Hill, the end of a small community road, a lovely setting which neighbors an 18c stone-ground mill which is still functional. Historic storm-of-the-century Chantal deposited over 10 inches of rain into the Terrell's Creek watershed and inundated a portion of the house, but the owners flood insurance quickly responded and renovated the house to its best state. Come out and look over this significant property. It could be yours.

180 Hobbs Rd, Pittsboro

30 Circle City Way, Pittsboro
$585,000
4 Beds ⋅ 3 Baths ⋅ 10193108 MLS ⋅ ACTIVE Status
Set against a wooded backdrop with a walking trail beyond, this 4-bedroom, 3-full-bath home in highly desirable Chatham Park offers thoughtfully designed living space with standout seller updates throughout. The main level features a spacious family room with fireplace and abundant natural light, open to a beautifully appointed kitchen with a quartz island, gas range, stainless steel appliances, large one-bowl sink, and two pantries, plus a convenient mudroom with built-ins and a dedicated office/work zone. A main-level guest suite with full bath adds flexibility for guests or multigenerational living. Upstairs, the primary suite includes a private sitting/retreat area and a spa-inspired bath with dual sinks, walk-in tiled shower, and soaking tub, while two additional bedrooms, a loft/bonus room, full bath, and laundry room with utility sink provide plenty of space for everyday living. Outdoor living shines with a large front porch, screened porch, and deck overlooking the wooded setting. Additional highlights include wide-plank LVP on the main level, tankless water heater, great storage, and 2-car garage. Located in popular Chatham Park, residents enjoy convenient access to greenways, parks, pool, pickle ball, tennis courts, Chatham Park YMCA, and the growing selection of shopping, dining, services, and community events at MOSAIC, while historic downtown Pittsboro is just minutes away. Easy access to Jordan Lake, RTP, RDU Airport, Chapel Hill, and more. Great location!

30 Circle City Way, Pittsboro

114 Autumn Gate St, Pittsboro
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status
Impressive Modern Contemporary 3 Car Garage on 1/2 Cul De Sac Backing to Permanent Wooded Open Space w/Incredibly Huge Master Suite!!! Cozy Flagstone Floor Front Porch w/Double Door Entry to Nicely Wall Accented Large Foyer!! Large 12x14.75 Guest Bedroom w/Private Full Bath!! Generous Trayed 20x20 Family Rm w/FP Accented w/Cabinets & Shelves & 4 Panel Glass Slider Overlooking 15.75x14 Vaulted Screen Porch w/OMG Wooded View!! Gourmet Kitchen w/Cabinets to the Ceiling, Stainless Steel Appliances, Vented Gas Cook Top & HUGE 5'x10.5' Island!!! Large 14x14 Dining Rm w/Great View Too & Overlooking Vaulted Screen Porch!! Wow 15.25x18 Primary w/Incredible Wooded View Via Picture Window & Incredible 13x14 Primary Bath w/Separate Tub & Zero Entry Shower & Large Picture Window for Natural Lighting & Huge 13x14 WIC w/Extensive Shelving & Quartz Top Island & Transoms for Natural Lighting Connected to Laundry w/Generous Cabinetry & Sink Connected to Mudroom w/Bench & Cubbies!! Nice Wide Staircase to 2nd Floor w/Large Landing Area!! Generous 15.75x20.75 Bonus/Media Rm w/Great View Accented with a 11x13.25 Office Space w/Direct Access to 11x13 Finished Flex/Storage Rm!! 15x13 Bdrm 3 w/Direct Access to 12x15 Finished Flex/Storage Area Ideal for Guests w/Children because it could be a Bedroom Off a Bedroom & Direct Full Bath Access!!! Fantastic Hall Area Storage!! On the Front Side of the House it has 2 Nearly Identical 12x14.75 & 12x13.75 Bedrooms w/Private Baths/ WIC's w/Benches!! Generous Backyard w/Incredible Permanent Wooded Views!! Large 3 Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community w/Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

114 Autumn Gate St, Pittsboro

268 Mindees Ln, Pittsboro
$560,000
4 Beds ⋅ 3 Baths ⋅ 10192846 MLS ⋅ ACTIVE Status
Set on an oversized lot, this home is loaded with upgrades! Outside, there is an extended front porch. The living room features built-ins around the fireplace. and there is beautiful slow -closing cabinetry in the kitchen. Luxury louvered blinds have been installed on all of the windows. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro

757 Turtle Creek Dr, Pittsboro
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 10192842 MLS ⋅ ACTIVE Status
This rare, extremely private, 11.27 acre parcel with cozy farmhouse is now available. The land connects to Seaforth High School property. Included is a separate custom barn with approved commercial commissary. The home features an entire wraparound porch, sitting/sunroom and office in the master bedroom, red oak flooring, cathedral ceiling, bay windows, wood burning fireplace, and is placed at the top of the hill overlooking a beautiful landscape. Garden beds follow the wrap around porch. There is a deep garage bay to fit a large vehicle. The home is very efficient with a new dual fuel furnace and heat pump with smart stats. There is an invisible fence already installed on the property. The custom barn is extremely functional with workshop, 2 vehicle bays, and commercial kitchen featuring a GE profile flat cooktop, Arctic Air Fridge/Freezer, microwave, double oven, and 20 gallon water heater. The land provides a plethora of privacy, a great view, and an absolute ton of potential. Owners have already had a home inspection and no repairs are required. This is a beautiful place and fantastic opportunity.

757 Turtle Creek Dr, Pittsboro

1050 The Parks Dr, Pittsboro
$785,000
5 Beds ⋅ 4 Baths ⋅ 10192707 MLS ⋅ ACTIVE Status
There is something special about a home that feels elevated from the moment you walk through the door. Where modern design, beautiful finishes, and effortless comfort come together seamlessly. Thoughtfully designed for the way you live, 1050 The Parks Drive offers a refined blend of luxury, comfort, and effortless everyday living. From the moment you enter, custom details and elevated finishes set this home apart, including striking black windows, custom blinds, and an extended 36-inch fireplace with natural gas that creates a beautiful focal point in the living space. The gourmet kitchen is designed to impress with generous cabinetry, quality finishes, and an inviting layout perfect for both everyday living and entertaining. The spacious primary suite offers a true retreat, with thoughtfully upgraded finishes in the primary bath and a beautifully enhanced shower. Step outside and enjoy an extended deck with a screened-in porch, creating the perfect setting for morning coffee, al fresco dining, or relaxing with friends and family while enjoying natural setting of the backyard. Ideally located 0.9 miles from the Chapel Ridge Golf Course, this home offers the perfect combination of sophisticated living, outdoor enjoyment, and convenient access to everything the surrounding area has to offer. 12 minutes to downtown Pittsboro, 30 minutes to UNC Schools, and 40 minutes to RDU Airport. Beautifully finished, meticulously maintained, and move-in ready, this is a home designed to be enjoyed from day one. Showings to begin 9/23/26. Virtual tour found here: https://youriguide.com/1050_the_parks_dr_pittsboro_nc

1050 The Parks Dr, Pittsboro

464 Deer Mountain Rd, Pittsboro
$845,000
3 Beds ⋅ 4 Baths ⋅ 10192555 MLS ⋅ ACTIVE Status
Located in a highly desirable North Chatham neighborhood, this beautiful home sits on 2 private acres and features a flexible main-floor living design with three bedrooms on the primary level. Inside, the home offers high ceilings, wonderful natural light, and an easy-flow floor plan designed for comfortable everyday living and entertaining. The gourmet kitchen with wormy maple countertop opens to the main living spaces and connects seamlessly to the outdoor areas. Enjoy quiet mornings or evening gatherings on the screened porch that opens to a spacious deck overlooking the property. An unfinished 2nd floor and daylight basement provides exceptional opportunity for future expansion, allowing the next owner to easily add significant square footage if desired. Please see pictures of renderings of proposed construction for these rooms.

464 Deer Mountain Rd, Pittsboro

130 Autumn Gate St, Pittsboro
$1,199,000
5 Beds ⋅ 6 Baths ⋅ 10192393 MLS ⋅ ACTIVE Status
2026 Parade of Homes GOLD WINNER!! Are You Ready to See Why & Check Some Boxes!! How About 5 Bedrooms w/5 Separate Direct Access Full Baths!! Primary & Guest Bdrm on Main!! How about a Glass Enclosed Double Door Entry Study on Entry!! An 11' Ceiling 18x21 Trayed Family Rm w/FP Accented w/Cabinets, Shelving & Transoms!! Gourmet Kitchen w/Cabinets to Ceiling!! Stainless Steel Appliances & Vented Gas Cooktop w/7x7.5 Pantry/Scullery & Impressive Color Accented Island!! Next to a Vaulted Wall Accented Dining Rm!! Along with a 20x14 Wall Accented Primary w/an Incredibly Huge Wood Grain Looking Tile in the Oversized Glass Enclosed Zero Entry Shower w/Transom Window & Double Vanity Bath w/TALL Mirrors w/Large Free Standing Tub in between!! Large WIC w/His & Her Built-in Dressers & Natural Lighting via Nice Transom Window!! Mudroom w/Bench & Cubbies!! Laundry w/Cabinets w/Sink & Shelving on 2 Walls!! Upstairs Features 3 Adult Size Bedrooms w/Nice Views w/Full Baths & Nice WICs!! How about a Step Up Double Door 17.5x18.5 Game Room w/Nice View!! 2nd Floor Study/Flex Space!! Storage off Bedroom 4 WIC Closet!! OH! How about a Double Sky Light Vaulted Screen Porch w/Fire Place Pre Wired for TV!!! Large 21.5'x25.5' Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community with Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

130 Autumn Gate St, Pittsboro

1664 The Parks Dr, Pittsboro
$788,000
5 Beds ⋅ 4 Baths ⋅ 10192347 MLS ⋅ ACTIVE Status
Welcome home to this stunning property in the gated Parks at Meadowview community. Custom double front doors open into a light-filled, open layout featuring a first-floor guest suite. The beautiful gourmet kitchen shines with Dove Grey cabinets, quartz counters, an oversized island and abundant natural light. A three seasons porch and grilling deck overlook the wooded backyard and offers the perfect spot to enjoy nature year-round. Upstairs, the spacious primary suite includes a freestanding tub and walk-in closet, complemented by three additional bedrooms (all with walk-in closets) and a large bonus loft. Residents enjoy lovely green spaces, sidewalks, and a playground within the community. Conveniently located just 2 minutes from Chapel Ridge Golf Course, 22 minutes to Jordan Lake, and 30 minutes to UNC. Future neighborhood amenities are expected to include a pool, sports courts, and playgrounds.

1664 The Parks Dr, Pittsboro

208 Tobacco Rd, Pittsboro
$749,000
3 Beds ⋅ 3 Baths ⋅ 10192091 MLS ⋅ ACTIVE Status
Custom-Built Home on 1.06 Acres Convenient to Chapel Hill, Carrboro & Pittsboro.Welcome to 208 Tobacco Road, a beautifully maintained home offering an exceptional combination of space, privacy, and convenience. Set on just over an acre, this split-ranch provides the ease of one-level living with additional flexible space upstairs. The main level features an inviting open living area with beautiful solid oak flooring, 9-foot ceilings, a spacious kitchen with granite countertops and stainless-steel appliances, and a comfortable primary suite. Two additional bedrooms are also located on the main level, making the floor plan especially appealing for those seeking convenient first-floor living. One of the home's standout features is the large screened-in porch, creating a wonderful outdoor living space overlooking the private, low-maintenance property. The upstairs bonus room offers valuable flexibility for a home office, media room, exercise space, guest area, or hobby room. Additional highlights include an oversized two-car garage, generous storage, high ceilings, attractive landscaping, and a thoughtful floor plan designed for comfortable everyday living and entertaining. The location is equally appealing—convenient to downtown Pittsboro, Chapel Hill and Carrboro, with easy access to shopping, dining, Jordan Lake and the many amenities of the Triangle. Move-in ready, beautifully situated, and offering the rare combination of acreage, modern construction and convenient access to Chapel Hill and Pittsboro—208 Tobacco Road is a home you'll want to see.

208 Tobacco Rd, Pittsboro

261 Mindees Ln, Pittsboro
$525,000
3 Beds ⋅ 3 Baths ⋅ 10191826 MLS ⋅ ACTIVE Status
BETTER THAN NEW HOME FOR SALE IN CHATHAM PARK! Built in 2022 by David Weekley Homes, and meticulously maintained by the original owners, this pet-free, smoke-free 3BR/2.5BA home offers an exceptional combination of modern efficiency, natural light and Chatham Park greenway living. The open-concept main level features a spacious kitchen flowing into the dining and living areas, plus a dedicated office/flex space. Upstairs, a generous loft provides a second living area surrounded by all 3 bedrooms. Relax on the covered rear porch overlooking the greenway and paved walking trail or enjoy the large covered front porch in this highly walkable Pittsboro community. Upgrades include a Kinetico K5 water filtration system with reverse osmosis, tankless gas water heater, encapsulated crawl space, whole-home surge protector, extended HVAC warranty and excellent garage storage. Remaining portion of the 10-year builder structural warranty conveys. ENERGY STAR®, EcoSelect Plus and Environments for Living® certified. Enjoy Chatham Park swimming, pickleball and trails, with Thales Academy within walking distance. Minutes to Jordan Lake for boating, hiking, fishing and camping and approximately 30 minutes to RDU International Airport and the Research Triangle. Why wait to build? Start enjoying the Chatham Park lifestyle in Pittsboro, NC today!

261 Mindees Ln, Pittsboro

226 Evington Dr, Pittsboro
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 10191808 MLS ⋅ ACTIVE Status
Welcome to 226 Evington Drive, an extraordinary custom property set on 2.3 acres in Riverstone Estates, one of Chatham County's most distinguished luxury communities, backing to protected North Carolina State Park land. This one-owner residence offers exceptional privacy, a serene natural backdrop and convenient access to Jordan Lake, Wake County, UNC-Chapel Hill, Duke and RDU International Airport. Originally built by Sadler Construction, the home makes a striking first impression with its timeless white-brick exterior, dark-framed windows and professionally designed grounds. Inside, 10-foot ceilings, site-finished white oak floors, white oak trim, extensive custom millwork, architectural arches, ceiling beams, specialty cabinetry and upgraded Emtek hardware reflect an extraordinary level of craftsmanship. Thoughtful universal-design features including wide passageways, zero-entry main-level living and garage access, accessible baths and planning for a future elevator allow the home to live beautifully through every season of life. At its heart, the chef's kitchen showcases custom Harrison Vintson cabinetry, quartz countertops and backsplash, a full Thermador appliance package, XO wine refrigeration, integrated wine storage and a hand-finished plaster range hood designed to coordinate with the living room fireplace. A beautifully appointed butler's pass-through and thoughtfully designed cabinetry make entertaining effortless. The living room is equally compelling, featuring a custom plaster fireplace, white oak built-ins, Dekton surfaces and integrated color-changing lighting. Oversized sliding doors reveal the home's signature indoor-outdoor sightline, extending from the living room to the vaulted screened porch, where continuing ceiling beams and warm cedar detailing create a seamless architectural connection. Two bedrooms are conveniently located on the main level, including a private guest suite with its own exterior entrance and en suite bath, ideal for multigenerational living, extended-stay guests or an au pair. The primary suite features remote-controlled Lutron shades, custom built-ins and a spa-inspired bath wrapped in floor-to-ceiling marble tile. Remote-controlled Phantom screens open to a private resort-style backyard anchored by a 40-by-20-foot saltwater pool with a tanning ledge, approximately seven-foot depth and app-controlled lighting. Electrical infrastructure is already in place for a future pool heater. A white-brick outdoor gas fireplace, custom patio flooring, generous lounging areas and an upper-level Trex deck overlooking the pool provide exceptional spaces for gathering, entertaining and relaxing. Approximately $150,000 in professionally designed landscaping surrounds the residence with remarkable beauty. Bermuda grass, drip irrigation, extensive landscape lighting, mature ornamental trees and layered flowering gardens create the atmosphere of a secluded retreat. Iron fencing, a fully enclosed backyard and the protected wooded backdrop provide a degree of privacy rarely found this close to the Triangle's major destinations. Additional highlights include a beautifully designed mudroom, an exceptionally appointed laundry room with an upstairs laundry chute, a playroom or flex space, professional-grade gym flooring, walk-in closets, abundant attic storage, a water softener, epoxy-finished garage floors, built-in garage storage, upgraded heavy-duty garage doors and electric-vehicle charging. 226 Evington Drive presents a rare opportunity to own a private Pittsboro luxury estate where architectural distinction, thoughtful accessibility, resort-caliber outdoor living and effortless Triangle connectivity come together.

226 Evington Dr, Pittsboro

450 Ryan Rd, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10191572 MLS ⋅ ACTIVE Status
Secluded Jordan Lake home, beautifully maintained 1.5-story living on a park-like 3.5 acres with a pool and hot tub. Freshly updated and painted, this exceptional custom-built residence features a gourmet chef's kitchen with a center island, rich hardwood floors, and a stunning stone fireplace that anchors the warm, inviting living space. Enjoy year-round relaxation on the expansive screened porch, the front porch with swing, or meals on the back-dining porch. The spacious primary suite offers direct access to the deck and pool area. With four bedrooms and permits in place for an additional bedroom, the home offers incredible flexibility--including potential for an ADU or multigenerational living. Immaculate condition throughout, with Spectrum fiber, Starlink, and dual-fuel generator. Step outside and experience a true outdoor sanctuary with a fenced vegetable garden and mature perennial irrigated landscaping. Entertain with ease in the resort-style backyard featuring a saltwater inground pool, 8-person hot tub, flagstone patio with fire pit, and a tranquil Koi pond with blooming lotuses. Walk to Jordan Lake on a private trail/easement and enjoy boating, wildlife sightings, hiking trails, and even a nearby bald eagle's nest. Two 24-hour boat/kayak ramps are only 5 minutes away. At the end of a peaceful gravel country road yet located just minutes from downtown Pittsboro and 30 minutes from Chapel Hill and RDU, this one-of-a-kind property offers the perfect blend of tranquil HOA-free rural living with convenient access to dining, shopping, and amenities. Inspection report, repairs/improvements and invoices available.

450 Ryan Rd, Pittsboro

50 Trestle Leaf, Pittsboro
$499,900
3 Beds ⋅ 2 Baths ⋅ 10191548 MLS ⋅ ACTIVE Status
Imagine waking up to the tranquil sound of a gentle creek flowing just beyond your back door, sipping morning coffee from your sun-drenched dining space, and ending the day immersed in pure relaxation. Set in desired Fearrington Village, this turnkey retreat offers an elevated, low-maintenance lifestyle where you can easily get to village shops, seasonal markets, and enjoy all the vibrant community amenities, like the creekside walking trail right outside your door. Inside, natural light pours through expanded windows onto seamless LVP flooring and a cozy fireplace featuring a custom granite surround and live-edge mantel. The kitchen is designed for effortless living with granite countertops and instant hot water, while the primary suite serves as a true sanctuary with sliding barn doors, plantation shutters, and a spa-like bath with a corner jetted tub. Outdoor living is framed by nature—relax on the screened-in porch or entertain on the expansive Trex deck with custom privacy screening overlooking the woods. You will also love the rare, fully sealed walk-in lower level providing vast, clean, and dry storage space. Please see the complete list of major improvements in MLS docs, as there are too many upgrades to fit here! Don't just imagine this life—come feel the peace and fall in love with your new home today.

50 Trestle Leaf, Pittsboro

89 Lauren Ct, Pittsboro
$819,000
4 Beds ⋅ 4 Baths ⋅ 10191393 MLS ⋅ ACTIVE Status
Meticulously maintained 4-bedroom home tucked away in a private wooded setting, encompassed by mature trees, situated on over 2 acres of secluded land. This property offers a perfect blend of convenience, peaceful countryside living, and modern comfort with a dynamic combination of indoor and outdoor living. As you walk through the front door you'll be greeted by an open family room featuring gas fireplace and surround sound speakers with a sitting/reading nook. Newly updated kitchen with new SS appliances, wall oven+microwave, 5-burner gas range with range hood, Corian countertops, custom pantries and cabinets, large breakfast nook, formal dining room, and access to sunroom with HVAC and surround sound speakers. Main level primary suite with vaulted 14' ceilings, gas fireplace, large custom closets, surround sound speakers, custom built-ins, Brazilian cherry hardwood floors, and gorgeous spa bath with huge frameless walk-in-shower, towel heater bar, and dual vanity. Laundry room with cabinets, counters, sink, and powder room completes the main level. Upstairs you'll find a 2nd primary suite with en-suite bath and huge WIC, 2 additional bedrooms and shared full bath with skylights. Walk out basement with large entertainment/rec room featuring surround sound speakers, pool table and bar. Rec room can be converted into 2-car garage. Basement also includes 1 car garage with custom shelving, workshop, exercise/storage room, and newly encapsulated crawlspace. Pool table and fridge in rec room + safe in workshop convey with the home. Incredible outdoor living! Expansive back deck and brick wraparound patio with outdoor grill and composite decking tops, 24 ft diameter 15,000 gallon pool with water slide and zipline, poolside shower with hot and cold water, pool house, and also plumbed for heated pool! 2 more outbuildings on the property, all hooked up with electricity. Charming front porch with swing. Other features include: expansive parking for RV, boats, cars, etc. Private well water with filter and upgraded 1-hp pump. Water iron remover tank in workshop. CPI alarm system. Dimmer lights throughout home. Situated on a high pitch/elevation for flood and rainwater aversion. All natural gas appliances. All additions are permitted. Freshly graveled driveway. New interior paint. Natural gas generator. Invisible fence. Irrigation system. Trail with bridge around the lot for walking or biking. This home is truly a retreat, don't miss your chance, schedule a showing today!

89 Lauren Ct, Pittsboro

410 Berry Patch Ln, Pittsboro
$1,165,000
4 Beds ⋅ 5 Baths ⋅ 10191378 MLS ⋅ ACTIVE Status
Privacy is the luxury you'll feel first at 410 Berry Patch Lane. Custom built in 2023 on 1.19 wooded acres in gated Chapel Ridge Estates, this home pairs the freshness of recent construction with the mature trees and settled character of an established neighborhood. Even in winter, the woods screen neighboring homes.Start the day on the screened porch, listening to birdsong and watching for deer in the yard. In fall, fold the accordion doors completely open and settle in for a movie on the porch, with the sound of the wood-burning fireplace crackling inside. At sunset, unwind in the included saltwater hot tub as the clouds take on the evening's color. Inside, 11-foot main-floor ceilings and wood beams bring modern farmhouse character to the kitchen, living room, and primary suite. Custom accent walls add personality, while the kitchen's generous island makes room for conversation. The 4,202-square-foot layout offers four bedrooms and 4.5 baths, including two main-floor suites. The primary suite opens privately to the porch and has two custom walk-in closets, one connected by a pocket door directly to the laundry room. Upstairs, one oversized bonus room serves as a wellness and recreation space. Another is a large home office, with distinctive ceiling details and room for a substantial desk and separate sitting area. These are spaces to shape around your routines, with room for focused work and time to recharge. Custom closet built-ins throughout, substantial walk-in storage upstairs, an accessible sealed crawl space, and a three-car garage with epoxy floors make daily life easier. A whole-house generator adds backup power. The property extends to a creek and backs near the fourth tee of Chapel Ridge's championship course, with seasonal golf views through the trees. Convenient access to US 15-501, US 64, shopping, restaurants, and MOSAIC keeps everyday essentials within reach. Come sit on the porch and experience the quiet for yourself. More details Architecture and gathering spaces A flagstone front porch and arched wood entry door introduce the home's farmhouse character. Wood beams continue through the kitchen, living room, and primary bedroom. Accent walls added in the primary bedroom, study, upstairs media room, and upstairs office give individual spaces their own character. A stone surround, hearth, wood mantel, shelving, and cabinetry make the wood-burning fireplace a natural focal point. The French-door study on the main floor provides another separate space The kitchen includes Café cooking appliances and two built-in ovens, a Bosch refrigerator, Fisher & Paykel double-drawer dishwasher, a farmhouse sink, and a pot filler. Tall soft-close cabinetry and a walk-in pantry with custom wood shelving provide generous storage. The laundry room includes a sink and folding surface; its pocket-door connection to a primary closet makes putting laundry away particularly convenient. Custom built-ins throughout the closets help make the storage useful from the start. Suites and space upstairs The main-floor primary suite combines private porch access, two walk-in closets, a soaking tub, and a custom tiled shower with Moen temperature-setting controls. A second main-floor suite gives guests their own bedroom and bath. Upstairs are two additional bedrooms, a media room, and the oversized spaces currently used for wellness/recreation and a large office. The wellness room accommodates yoga, exercise, and recreation; the office has room for both a generous desk and a sitting area beneath its distinctive ceiling lines. Outdoor living and the wooded setting The screened porch has a wood ceiling, two ceiling fans, and a pull-down movie screen. Fully opening accordion doors connect it to the living room, and the primary suite has its own porch entrance. An adjoining open deck offers another place to enjoy the outdoors. The new Caldera saltwater hot tub with waterfall. Home is back on market due to no fault of the seller. Home also has 3 electrical boxes with one being pre-wired for a built-in swimming pool. Flagstone design driveway across the entryway. Gutter guards, Beadboard for outdoor patio and front porch ceilings, Design Wall in Office on left upon entry, Wood Beams in Living space, Primary Bedroom with wood Beams, Flagstone Porch and Flagstone steps, French doors, Breakfast Bar, Walk-in Pantry with Coffee Bar, Oversized Leathered Granite island and Granite countertops. 11 foot ceilings. Designer Lighting, Walk in Crawl Space with plenty of storage. There is a utility 30 ft clearance that is cleaned yearly. See documents. There is a Utility & Conservation zone so that no one will be building right next to you.

410 Berry Patch Ln, Pittsboro

319 Wrights Way, Pittsboro
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status
This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro

148 Hidden Creek Ct, Pittsboro
$1,195,000
5 Beds ⋅ 5 Baths ⋅ 10191264 MLS ⋅ ACTIVE Status
Welcome home to Chapel Ridge. Nestled on 2.84 private acres at the end of a cul-de-sac in one of Chatham County's most sought-after communities, this exceptional property offers the perfect blend of comfort, luxury, and tranquility. The thoughtfully designed main level features an open floor plan with both formal and casual living spaces, including a family room anchored by a gas fireplace and a chef's kitchen built for entertaining. The kitchen showcases a large center island, premium appliances, abundant cabinetry and counter space, and a generous walk-in pantry. A spacious laundry room and drop zone connect conveniently to the side-entry garage.The light-filled primary suite serves as a private retreat, complete with a spa-inspired bath and an oversized walk-in closet. Upstairs, you'll find three additional bedrooms and a dedicated home office. The finished basement expands the living space with a fifth bedroom, full bath, bonus room, flexible recreation area, and ample storage.Outdoor living is equally impressive. A large deck overlooks the expansive patio and stunning outdoor fireplace, creating an ideal setting for relaxing or entertaining. A charming water feature enhances the peaceful atmosphere, while a small stream beyond the fenced yard adds natural beauty to the property. (A portion of the land near the stream lies within a flood zone; the home itself is not affected. Conservation restrictions apply to the stream area.) Residents enjoy access to Chapel Ridge's outstanding amenities, including a pool, fitness center, tennis courts, and a variety of recreational offerings included in the HOA fee. Golf memberships are available separately.

148 Hidden Creek Ct, Pittsboro

978 Elmer Keck Rd, Pittsboro
$435,000
3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ ACTIVE Status
Price improvement on this thoughtfully Renovated Ranch on over 5 acres! Built in 1970 and refreshed from top to bottom, this 3 bedroom, 2 bathroom home sits on 5.5 acres in Pittsboro, offering comfort, space, and peace of mind. Recent upgrades include a heat pump and central AC system installed October 2022 with a thermostat, a metal roof installed in 2018, and a mold-remediated, sealed crawlspace with a dehumidifier. Inside, the sellers opened up the main living space, creating a bright, free-flowing layout accented by crown molding in the dining room. Popcorn ceilings have been removed and freshly painted throughout with beautiful wood flooring, and the kitchen features replaced countertops with freshly painted cabinets. Both bathrooms have been updated, and the hall bath was enlarged to include a new closet. You'll also find updated interior doors, baseboards, light fixtures, outlets, switches, and covers throughout.

978 Elmer Keck Rd, Pittsboro

4055 Sampson, Pittsboro
$615,000
2 Beds ⋅ 2 Baths ⋅ 10191033 MLS ⋅ ACTIVE Status
$40,000 in Upgrades & Improvements! FLEXIBLE FLOOR PLAN to suit your lifestyle -- whether it's 2/2 + office, 3/2 or 2/2 + dining room! This beautifully updated ONE-LEVEL home has the most amazing light bathing the space in sunshine. The high ceilings and casement windows offer a clear view to the wooded backyard and surrounding private cul-de-sac. NEW water heater, NEW furnace and AC. STAINLESS KITCHEN appliances - KitchenAid refrigerator and dishwasher, GE built-in wall oven, separate built-in microwave and electric cooktop on the kitchen island. Bathrooms were beautifully UPDATED; Guest Bath now has a beautiful tub and handsome tiled surround. And, the Primary Bathroom has a WALK-IN TILED SHOWER with a bench. CUSTOM SHELVING in the walk-in kitchen pantry and primary closet. ENGINEERED HARDWOODS through most of the home with carpet only in the primary closet. The BRICK-FLOORED 4-SEASON ROOM is both heated and cooled for year-round use. It's the perfect space to set up a multitude of ways; your dining room, have your morning coffee or entertain friends while you're grilling outside under the awning. Enjoy a partially FENCED private backyard. 4055 Sampson is close to Fearrington Village center to enjoy all of the shops, restaurants and events going on. It's an easy walk to the park to visit with friends, have pizza at The Roost or listen to live music. Don't sleep on this one!

4055 Sampson, Pittsboro

67 Rolling Woods Ct, Pittsboro
$1,595,000
4 Beds ⋅ 5 Baths ⋅ 10190841 MLS ⋅ ACTIVE Status
Luxury awaits at 67 Rolling Woods Court! Set on a beautifully landscaped homesite in The Hamptons of Pittsboro, this highly amenitized custom home with ELEVATOR offers more than 4,000 square feet designed for comfortable everyday living and easy entertaining. Site-finished hardwoods, extensive trimwork and abundant natural light carry throughout the main level, where the spacious kitchen opens seamlessly to the dining and family rooms. A large center island, custom cabinetry and walk-in pantry make the kitchen as functional as it is inviting, while the family room's fireplace and built-ins create a natural gathering place. The main-level primary suite is a retreat of its own with a generous walk-in closet, dual vanities and zero-entry shower. A second main-level bedroom and full bath offer added flexibility for guests, an office or whatever life calls for next. An elevator with self-closing doors provides convenient access between levels, where three additional bedrooms, a dedicated home theater, flex space and multiple walk-in closets provide plenty of room to spread out. Outside, the covered veranda with phantom screen and expansive patio with linear gas fireplace overlook a beautifully maintained backyard with space to gather, entertain and unwind. Every upgrade imaginable: whole home generator, sealed crawlspace, HVAC replaced in 2024 with dehumidifier, Moen smart auto-temp in primary shower, centralized surge protector, reverse osmosis water filtration, and the list goes on. A side-load three-car garage, and abundant storage complete this thoughtfully designed home, tucked into a peaceful Pittsboro setting with convenient access to Chapel Hill and Apex.

67 Rolling Woods Ct, Pittsboro

51 W Field St, Pittsboro
$375,000
3 Beds ⋅ 2 Baths ⋅ 10190815 MLS ⋅ ACTIVE Status
A sweet downtown Pittsboro home with space, updates, a fenced yard, and a setting that is increasingly hard to find. Tucked at the end of a cul-de-sac, this charming 3-bedroom, 2-bath cottage offers a bright, comfortable interior with hardwood floors throughout the main living areas. The kitchen features white cabinetry, granite countertops, and stainless steel appliances. The main-level primary bedroom has a vaulted ceiling, Palladian window, walk-in closet, and convenient access to a full bath. Upstairs are two spacious bedrooms and a second full bath. Recent improvements include a newer roof, HVAC system, hot water heater, and fresh interior paint. Outside, enjoy a large elevated deck overlooking the fenced backyard, along with a separate storage shed. All this just minutes from downtown Pittsboro's restaurants and shops, the library, schools, and nearby walking trails.

51 W Field St, Pittsboro

93 Wild Rose Ln, Pittsboro
$844,500
4 Beds ⋅ 4 Baths ⋅ 10190765 MLS ⋅ ACTIVE Status
Set on more than two wooded acres, this custom-built home offers privacy and quality finishes at every turn. Fresh interior paint and new carpet complement the home's already-rich hardwood floors, detailed trim, and crown molding. The kitchen anchors the main floor w/ stainless appliances, granite counters, custom cabinetry, a center island with bar seating, spacious pantry, and a breakfast nook that catches the morning sun. A see-through gas fireplace opens the kitchen and breakfast area to the two-story family room, where a wall of windows keeps the whole space bright. The dining room and living room/office add flexibility to this level. A guest bedroom and full bath round out the first floor, along with a laundry room w/ cabinets, utility sink, and tile floors. Upstairs, the owner's suite has hardwood floors, crown molding, a walk-in closet with custom shelving, and a bath with a double vanity, jetted tub, walk-in shower, and separate water closet. Bedrooms three and four share a Jack-and-Jill bath with two vanities; bedroom five has its own walk-in closet and direct access to the hall bath. The third floor adds a bonus room with two closets and access to floored attic storage. The backyard oasis has a large deck, stone patio, and gazebo tucked into the trees. Behind the property, an additional 2.7 acres of HOA-owned open space includes a 1.5-2 mile trail, reachable from the garden at the top of the yard. This one-owner home has been well-cared for and now move-in ready. Downtown Pittsboro, Chapel Hill, and Jordan Lake are all a short drive away!

93 Wild Rose Ln, Pittsboro

55 Lookout Rdg, Pittsboro
$820,000
4 Beds ⋅ 4 Baths ⋅ 10190708 MLS ⋅ ACTIVE Status
See Video Walk-through - Set on a private .43-acre wooded homesite in the sought-after golf community of Chapel Ridge, this spacious 3,474 sq ft home offers a wonderful combination of comfortable living, flexible space and a peaceful natural setting. The light-filled family room features a vaulted ceiling and gas fireplace, while the gourmet kitchen is beautifully appointed with white shaker cabinetry, quartz countertops, tile backsplash, gas cooktop and double ovens. The first-floor primary suite provides a relaxing retreat with serene wooded views, complemented by a dedicated home office and an oversized screened porch with tile flooring - an ideal place to unwind and enjoy the surroundings. The daylight basement significantly expands the living space with a large bonus/flex room, kitchenette, three additional bedrooms and two full baths, making it well suited for guests, recreation or multigenerational living. A lower patio, private wooded backyard and three-car garage complete the home. Beyond the property, Chapel Ridge offers a distinctive lifestyle amid rolling countryside, centered around an 18-hole championship golf course designed by JMP Golf Design and Fred Couples. Community amenities include a clubhouse, swimming, tennis, pickleball, fitness and athletic facilities, along with dining at the Golf Club. Enjoy the relaxed feel of country living while remaining convenient to Pittsboro, Chapel Hill and the greater Triangle.

55 Lookout Rdg, Pittsboro

453 Golfers Vw, Pittsboro
$1,185,000
5 Beds ⋅ 4 Baths ⋅ 10190532 MLS ⋅ ACTIVE Status
Another Custom Home Being Built by Gaylord Design Build! Now is a great time to walk this home and make it yours. See firsthand what's behind the walls, the attention to detail, and how well this home is being built....great bones, to say the least! No need to try to visualize the floor plan from a set of plans. Print the floor plan, walk through the home, and get a real feel for the room sizes, layout, furniture placement, and how the space works for you. Best of all, at this stage of construction, the home is still WIDE OPEN for personalization. Selections have not been finalized, giving you the opportunity to choose the finishes, colors, fixtures, and other details to make the home your own. Don't wait too long. As construction continues, those decisions will begin to be made. Right now is the perfect time to walk the home, see the quality of construction for yourself, and take advantage of the opportunity to personalize it before it's too late.

453 Golfers Vw, Pittsboro

221 Beacon Dr, Pittsboro
$524,000
4 Beds ⋅ 4 Baths ⋅ 10190524 MLS ⋅ ACTIVE Status
Welcome to easy living in the heart of Chatham Park, where a thoughtful floor plan, modern finishes, and inviting indoor-outdoor spaces come together beautifully. And the best part? It's practically brand new—so what could be better? The highly sought-after primary suite on the main level makes everyday living comfortable and convenient, while the open-concept kitchen, dining, and living areas create an easy flow for both everyday life and entertaining. Step outside to the screened-in porch, the perfect spot for morning coffee, dinner outside, or winding down at the end of the day. Upstairs, three additional bedrooms offer plenty of flexibility for family, guests, a home office, or whatever fits your lifestyle. With a two-car garage, a fantastic layout, and newer construction, you get all the benefits of a nearly new home without the wait of building from the ground up. Located in Chatham Park, one of Pittsboro's most exciting communities, you'll have trails, green spaces, community amenities, and everything that makes this growing area so special right at your fingertips. Primary down, three bedrooms up, a screened porch, and practically brand-new construction—this one checks all the boxes!

221 Beacon Dr, 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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