Refine Search
Map
Sort by
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10192094 MLS ⋅ ACTIVE Status
PARADE HOME | MOVE-IN READY MID-OCTOBER | 1.5 WOODED ACRES Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom residence—to be featured in the Chatham County Parade of Homes in October—offers a sophisticated blend of timeless architecture, elevated craftsmanship, and serene privacy, with move-in availability following the Parade. Designed for refined yet comfortable living, the striking exterior introduces exceptional outdoor spaces, including an expansive screened porch anchored by a dramatic stacked-stone fireplace—an inviting setting for year-round entertaining, relaxed evenings, and enjoying the peaceful wooded surroundings. Inside, soaring 10-foot ceilings and a dramatic two-story foyer create an impressive sense of arrival. Thoughtfully designed for both elegant entertaining and effortless everyday living, the home offers four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and private first-floor guest suite. At the heart of the home, the chef's kitchen pairs sophisticated design with exceptional functionality, featuring a 36-inch five-burner cooktop, oversized gathering island, and expansive walk-in pantry with custom wood shelving. Open, light-filled living spaces create a natural flow for entertaining while maintaining an inviting sense of warmth and comfort. Upstairs, thoughtfully curated spaces include a spacious media room, open loft, and private ensuite bedroom. A hidden "secret room" adds an unexpected and memorable element, offering endless possibilities as a private lounge, fitness studio, wine room, creative space, playroom, hobby room, or discreet additional storage. Exceptional craftsmanship, refined finishes, impressive indoor-outdoor living, and a private wooded setting distinguish this remarkable new construction custom home. Offering the rare combination of luxury, privacy, and proximity to Chapel Hill and Triangle amenities, this Parade Home presents an exceptional opportunity for buyers seeking a one-of-a-kind extraordinary residence.

4025 Hamlets Chapel Rd, 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
$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
$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
$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 for reading, conversation, or work. Kitchen and everyday organization 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 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
$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
$1,168,000
4 Beds ⋅ 3 Baths ⋅ 10191052 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom home represents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's intimate Fox Oak neighborhood. With construction beginning soon, there is a limited opportunity to reflect your personal tastes, in collaboration with this award-winning design/build custom builder. Inspired by timeless modern farmhouse architecture and elevated with sophisticated estate influences, the residence is thoughtfully designed for elegant entertaining and effortless everyday living, with beautifully proportioned living spaces filled with natural light. At the heart of the home, a 21'x17' Grand Room with 12' ceiling flows seamlessly into an impressive chef's kitchen with island and walk in pantry. The luxurious primary suite is designed as a serene private sanctuary, with a spa-inspired bath featuring dual vanities, soaking tub, walk-in shower, and his and custom walk-in closet with built-in wood shelving. Beyond the residence, the four-acre setting offers remarkable privacy and an extraordinary canvas for a private retreat. Set at the back of the cul de sac in Fox Oak, an established enclave of distinctive custom homes, this exceptional property combines the presence of an estate style setting with a short window to personalize your home as it comes to life. A rare opportunity to create something truly your own—where timeless architecture, exceptional craftsmanship, four private acres, and thoughtfully curated design come together in desirable Pittsboro.

97 Fox Oak Trl, 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 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 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
$990,000
4 Beds ⋅ 3 Baths ⋅ 10190826 MLS ⋅ ACTIVE Status
Convenient to the amenities, this lovely lot backs up to a wooded area for lots of privacy and has views of the small park area from the front. Bring your own builder or use ours.

12 Cabin Creek Crk, Pittsboro
$849,500
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
$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
$545,000
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
$1,299,900
4 Beds ⋅ 6 Baths ⋅ 10190451 MLS ⋅ ACTIVE Status
Welcome to the award-winning Ballentine model by Drees Homes in the prestigious Corbett Landing community, one of Pittsboro's most desirable neighborhoods. Professionally designed and loaded with upgrades, this one-of-a-kind showcase home offers an exceptional opportunity to own one of Drees Homes' finest models. A dramatic two-story foyer welcomes you into an open-concept design featuring a stunning family room with cedar beams, a fireplace, and an oversized sliding glass door leading to the spacious screened porch, perfect for seamless indoor/outdoor living. A spectacular gourmet kitchen with soaring 11-foot ceilings, an oversized island, abundant cabinetry, a spacious butler's pantry, and a walk-in pantry. Perfect for entertaining and everyday living. The main level features a luxurious owner's suite with a spa-inspired bath and an oversized private guest suite with its own full bath, ideal for visitors or multigenerational living. Upstairs, you'll find an expansive game room that opens to a covered second-floor porch, creating the perfect place to relax or entertain. Additional media room provided for an additional gathering space. Not to mention a 2nd floor powder while two generously sized secondary bedrooms each feature their own private en-suite bath. This incredible home is offered with designer touches throughout. Included with the sale are all kitchen appliances, two refrigerators, washer and dryer, custom draperies, designer wall art, and all area rugs, making this a truly move-in-ready luxury home. This model home will have a delayed closing of February 2027.Contact Mary Jo Young for a private showing. 919-616-6264 mjyoung@dreeshomes.com

116 Gaines Trl, Pittsboro
$685,000
4 Beds ⋅ 4 Baths ⋅ 10190411 MLS ⋅ ACTIVE Status ⋅ Alpha Omega Homes BLDG.
3 Private Acres + Attached Apartment — Minutes from Carrboro Set on 3 private, wooded acres just minutes from Carrboro, this spacious home offers an unusual combination of privacy, versatility, and potential. One of its most significant features is the attached apartment, providing a separate living space that greatly expands the ways this property can be used. Whether for extended family, multigenerational living, adult children, long-term guests, a caregiver, or a private work-from-home arrangement, this additional space adds tremendous flexibility and value to the property. The main home offers generous living areas, hardwood flooring, abundant natural light, and plenty of room to create something special. The kitchen, baths, and some finishes are dated, and rather than completing renovations simply to bring the property to market, the seller has chosen to offer the home as-is and price it accordingly. That creates an opportunity for the next owner to invest in the improvements they want and choose their own finishes, rather than paying a premium for someone else's renovations. The pricing has been positioned with those anticipated improvements in mind, allowing a buyer to update and personalize the home while keeping their overall investment more in line with other homes in the community. Outside, mature trees surround the home, creating a peaceful and private setting across approximately 3 acres. An attached two-car garage provides convenient parking and storage, while the location offers the best of both worlds—a wooded, tucked-away setting with Carrboro and Chapel Hill just minutes away. The exterior was originally Masonite siding, with the front elevation replaced with fiber-cement siding. For a buyer who needs more than just a traditional single-family home, the combination of acreage, privacy, an attached apartment, generous living space, and the ability to renovate to their own taste makes this property a particularly compelling opportunity.

475 Deer Mountain Rd, Pittsboro
$945,000
4 Beds ⋅ 3 Baths ⋅ 10190273 MLS ⋅ ACTIVE Status
Pittsboro Custom Home with Pool & Spa on 2.67 Park-Like Acres Tucked into a wooded backdrop with a true sense of privacy, this home was designed for easy indoor-outdoor living. Step outside to the pool and spa, framed by peaceful, park-like acreage — the kind of setting that makes every afternoon feel like a retreat. Inside, 3,270 heated square feet offer thoughtful craftsmanship and multiple gathering spaces, including a spacious third-floor bonus room ready for movie nights, a home gym, or whatever you need it to be. The heart of the home is the kitchen and great room, seamlessly connected from the large island to the fireplace — made for everyday living and effortless entertaining alike. A guest suite on the main floor offers privacy for visitors, while the remaining bedrooms upstairs create quiet, separate retreats of their own. This is a home that welcomes you in — and welcomes everyone you invite to join you. Directions: A private drive leads to the home, intentionally set back from the road. Turning left onto Silk Hope Gum Spring Rd, the driveway will be on the right.

2946 Silk Hope Gum Springs Rd, Pittsboro
$1,170,000
4 Beds ⋅ 4 Baths ⋅ 10189854 MLS ⋅ ACTIVE Status
Start checking boxes! Custom Craftsman tucked away from traffic. CHECK! Quiet 15.4 private wooded acres. CHECK! Covered RV or boat shelter. CHECK! This 4-bedroom, 3.5-bath, 3,221 sq ft home has been freshly updated with new carpet, new paint throughout, all recessed lighting converted to LED, and a completed pre-listing inspection with repairs made. CHECK! Primary suite and main living are all on the main level, with a finished walk-out lower level. Inside: abundant natural light, tray ceilings, custom cabinetry and display shelving, slate foyer, walk-in pantry, dual-fuel range, gas fireplace, central vacuum, radiant-heated primary bath floor, cedar closet, 7x14 laundry room, and ample attic and basement storage. Built for efficiency: passive and active solar, solar-charged battery backup power (batteries replaced 2022), a deep high-GPM well, water softener, metal roof, and recently replaced front windows. Flexible living spaces and handicap-accessible features suit a range of lifestyles. Outdoors: screened porch, multi-level deck and patio, fenced garden, two landscape ponds, and native low-maintenance landscaping, deer- and drought-resistant. Detached two-car garage, an RV or boat shelter with double doors and 14-foot clearance, plus an open carport. Shaded two-mile community walking trail. AT&T fiber. Less than 8 miles to Chapel Hill, close to RDU, RTP and 15/501. Come sit for a spell on the screened porch and see.

67 Bingham Ridge Dr, Pittsboro
$975,000
4 Beds ⋅ 4 Baths ⋅ 10189348 MLS ⋅ ACTIVE Status
Welcome to this beautifully designed four bedroom, four bathroom home offering an inviting open-concept layout, abundant natural light, and beautiful hardwood floors throughout the main living areas. The spacious living room features a fireplace with impressive coffered ceiling that adds character and architectural detail. The bright kitchen offers white cabinetry, stainless steel appliances, ample counter space, and a large center island with seating, all flowing seamlessly into the dining and living spaces. Large windows showcase the peaceful, wooded surroundings, while mature landscaping enhances the home's curb appeal. With comfortable gathering spaces and thoughtful finishes throughout, this home is perfect for both everyday living and entertaining.

335 Sweet Pine Cir, Pittsboro
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 10188780 MLS ⋅ ACTIVE Status
Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously designed and maintained, this home features numerous high-end upgrades completed both during and after construction, creating a truly serene and luxurious feel from the moment you walk through the door. Detailed information is available outlining the property's extensive upgrades, including a whole-home generator, custom blinds, remote-controlled shades, and numerous audio, and technology enhancements. With a thoughtful layout ideal for entertaining and multigenerational living, the home includes two en-suite bedrooms on the main floor, including a spa-like primary suite retreat. In the living room, a 12-foot stacking door opens completely to a vaulted, light-filled screened porch, creating a seamless indoor-outdoor living experience. The upgraded chef's kitchen features custom-designed cabinetry and provides a warm, welcoming space for friends and family to gather. Several additional flex spaces allow the home to adapt to your specific needs. The upstairs flex room includes a closet and can serve as an optional fifth bedroom, office, or media room. A separate bonus room and dedicated workout room provide even more flexibility. This beautiful home is located in Ryan's Crossing, Pittsboro's premier conservation neighborhood. This exceptional community is centered around 47 acres of conserved open space, providing a lush, green environment and generously sized lots. Residents enjoy direct access to the Briar Chapel trail system for miles of hiking and biking, as well as a private half-mile walking trail with a yoga pavilion. With the final homes in Ryan's Crossing priced from $1.4M to $2M, this property offers exceptional value along with an extensive collection of upgrades. The location is also highly convenient, just minutes from Chapel Hill, Pittsboro, and Jordan Lake. A 3D tour is available. Welcome home!

116 Emelia Ln, Pittsboro
$1,395,000
4 Beds ⋅ 7 Baths ⋅ 10188358 MLS ⋅ ACTIVE Status ⋅ Icg Homes Llc BLDG.
Welcome to 1267 Golfers View A stunning golf-course-view home designed for elevated everyday living and unforgettable entertaining. Offering 4 spacious bedrooms, 5 full bathrooms, 2 half bathrooms, and a 3-car garage, this exceptional residence combines generous space, thoughtful amenities, and beautiful surroundings. Enjoy relaxing or entertaining on the screened porch, complete with a fireplace and peaceful golf course views. Inside, a dedicated study provides the perfect setting for working from home, while the recreation room and game room offer abundant space for movie nights, hobbies, gaming, and gatherings with family and friends. Beyond the home, enjoy an impressive array of community amenities designed for an active, connected lifestyle, including a resort-style pool, playground, community center, sport court, tennis courts, and volleyball. Whether you're relaxing at home, enjoying the outdoors, or taking advantage of the many recreational options, this property offers something for everyone. With its spacious floor plan, multiple entertaining spaces, luxurious bath count, 3-car garage, golf course views, and outstanding community amenities, 1267 Golfers View is an opportunity you won't want to miss.

1267 Golfers Vw, Pittsboro
$499,900
4 Beds ⋅ 3 Baths ⋅ 10188126 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.
*Ready in October* Lawncare included in the monthly at $78/mo dues. Located in brand new NoVi Chatham Park, this home offers a true lifestyle with community events on the lawn, including Saturday morning yoga, Games on the Green, and weekend coffee trucks. Enjoy views of the rolling hills of Pittsboro and easy access to trails, parks, the YMCA, and future resort-style amenities. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. This stunning new construction home features a first-floor guest bedroom with full bath, open-concept layout, and designer finishes throughout. The chef's kitchen includes a large island, walk-in pantry, and abundant storage, flowing seamlessly into the bright family and dining areas. Upstairs, the Owner's Suite offers a spa-like bath with dual vanities and a large walk-in closet. Two additional bedrooms, a full bath, and a versatile loft provide flexible living space. Outdoor living includes a covered rear porch and breezeway connecting to the two-car garage--perfect for everyday convenience and relaxing evenings.

45 Hillway Rd, Pittsboro
$459,900
4 Beds ⋅ 3 Baths ⋅ 10188088 MLS ⋅ ACTIVE Status
MAIN-LEVEL BEDROOM + FULL BATH! The Ansley offers 2,483 SF with 4 bedrooms, 3 full baths, a dedicated Study, Game Room and attached 2-car garage. The open main level connects the spacious Great Room, Dining Room and upgraded Kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and stainless steel appliances. A separate Study plus Bedroom 4 and a full bath provide valuable flexibility for guests, work or everyday living. Upstairs, the private Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower, joined by two additional bedrooms, full bath, convenient laundry and versatile Game Room. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

106 Golden Leaf Dr Unit 324, Pittsboro
$385,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS ⋅ ACTIVE Status
See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina Community College, the Chatham County Agricultural & Conference Center, Library, Schools and nearby parks. Updated top to bottom, this home offers the space and value of new construction without the new-construction price tag. Inside you'll find brand-new LVP flooring, fresh paint, and updated light and plumbing fixtures throughout. The kitchen features new cabinetry, stainless steel appliances, and quartz countertops, and all three bathrooms are new with contemporary finishes. Much of the electrical and plumbing has also been updated, along with a brand-new water heater - major systems done and move-in ready. This home offers exceptional flexibility. A huge Bedroom room/guest suite above the garage - with its own full bath, private staircase, and brand new mini-split system. A separate finished room with vaulted ceilings adds even more possibility as a home office, gym or flex space. Outside, a durable metal roof (2018), covered front porch, and rear deck round out the low-maintenance appeal, with a one-car garage featuring a brand-new door/opener and epoxy floor, plus additional carport parking. Whether you want exceptional space and updated finishes at a great value, or a turnkey property with built-in flexibility, this home delivers rare versatility in a walkable, in-town Pittsboro location.

570 West St, Pittsboro
$399,990
4 Beds ⋅ 3 Baths ⋅ 10187148 MLS ⋅ ACTIVE Status
Welcome to 319 Danbury Court, where timeless Charleston charm meets comfortable everyday living. Tucked away on a quiet street in one of Pittsboro's most desirable neighborhoods, this beautiful home offers 2,028 square feet of thoughtfully designed living space with 4 bedrooms, 2.5 bathrooms, and exceptional flexibility for today's lifestyle. The fourth bedroom on the finished third floor can easily serve as a bonus room, home office, media room, or options for hobbies, guests, or recreation. A spacious walk-in attic offers valuable additional storage. The inviting wrap-around rocking chair front porch sets the tone for the warm, light-filled interior. Inside, you'll find comfortable living spaces with a functional layout designed for both everyday living and entertaining. The spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous workspace, flowing seamlessly into the main living areas. Luxury vinyl plank flooring extends throughout the main level, while carpet and tile provide comfort upstairs. The sellers are offering up to a $2,000 paint allowance at closing, providing a wonderful opportunity for the next owner to personalize the home's interior to their own style. Situated on a .10-acre homesite, the property includes a concrete driveway parking pad along with additional on-street parking. Enjoy an unbeatable location just minutes from Historic Downtown Pittsboro, Chatham Park, Jordan Lake, and the Haw River. Explore local shops, restaurants, breweries, live music, walking trails, parks, kayaking, fishing, and countless outdoor recreation opportunities. Jordan Lake public beach access is approximately five miles away, while nearby Chatham Park continues to expand with dining, entertainment, recreation, and future retail destinations. Convenient access to Chapel Hill, Apex, Cary, and Raleigh allows you to enjoy the best of the Triangle while experiencing the welcoming charm and character that make Pittsboro such a sought-after place to call home. Whether you're looking for flexible living space, room to grow, or a home in one of Chatham County's most desirable locations, 319 Danbury Court offers an outstanding opportunity to enjoy everything Pittsboro has to offer.

319 Danbury Ct, Pittsboro
$609,900
4 Beds ⋅ 4 Baths ⋅ 10187089 MLS ⋅ ACTIVE Status
The Wayne by True Homes pairs a main-level Primary Suite with flexible living and standout upgrades in Meadowview. Offering approx. 2,867 SF, this 4BR/3.5BA home features an open Great Room and dining area, private Study with glass doors, plus a finished Bonus Room upstairs. The upgraded kitchen showcases quartz countertops, 42" cabinetry, tile backsplash, gas range, microwave drawer and oversized island with statement pendants. Retreat to the main-level Primary Suite with a tiled walk-in shower, separate garden tub and dual vanity. A spacious rear covered porch extends living outdoors. Meadowview offers a pool, clubhouse, playground and pickleball courts in a wooded Chatham County setting near Chapel Ridge, just minutes from Downtown Pittsboro and Chatham Park with access to Chapel Hill, Durham, Raleigh, RTP and RDU. Secure now before completion!

34 Hawks View Pt Unit 390, Pittsboro
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 10187009 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Exceptional Custom Estate in the Heart of Chatham County Set on a breathtaking 2.5-acre wooded homesite moments from Jordan Lake and within the highly sought-after Seaforth High School district, this extraordinary custom estate embodies timeless luxury, exceptional craftsmanship, and sophisticated Carolina living. Designed to impress while remaining effortlessly inviting, the residence showcases 3,688 heated square feet and 5,025 square feet under roof, with expansive windows, elevated architectural details, and beautifully curated finishes throughout. Every space has been thoughtfully conceived to bring together refined design, natural light, and an unparalleled sense of comfort. At the center of the home is a spectacular designer kitchen, created as both a culinary destination and a natural gathering place. An oversized statement island commands the space, surrounded by custom cabinetry and tile to the ceiling and premium Café™ smart appliances to deliver professional-level performance with distinctive style. The main-level owner's retreat offers a private sanctuary with a spa-like feel. The first floor guest suite is tucked into the back of the home for privacy. All four bedrooms in the home have private baths, with an additional powder room for guests. The expansive screened back porches include one with a vaulted ceiling and the other designed for outdoor dining. Hand-crafted designer touches and detailed craftsmanship throughout the home are exquisite. With space for a future pool and additional outdoor living, the property offers an exceptional foundation for creating a private resort-style retreat. Nestled within an enclave of distinguished custom residences, the estate offers the increasingly rare combination of privacy, acreage, no HOA, and minimal covenants, preserving both freedom and the character of this exclusive community. To be showcased in the 2026 Chatham County Parade of Homes and move-in ready in mid-October, this stunning residence represents a rare opportunity to own a newly crafted luxury home in one of the Triangle's most desirable and rapidly evolving areas. Minutes from Jordan Lake, Seaforth High School, and the vibrant amenities of the Triangle, this is Carolina luxury living—beautifully designed, masterfully crafted, and created for the way you live.

35 Big Bear Dr, Pittsboro
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 10186847 MLS ⋅ ACTIVE Status ⋅ Icg Homes Llc BLDG.
GOLF COURSE VIEW - Welcome to 147 Colonial Trail Court in Pittsboro! This beautiful home offers plenty of space and an easy, comfortable layout with 4 bedrooms, 4 full bathrooms, and 1 half bath, plus a 3-car garage. The spacious layout provides plenty of room for entertaining, relaxing, and enjoying time with family and friends. A standout feature is the screened porch with a cozy fireplace—the perfect year-round retreat for morning coffee, evening gatherings, or relaxing after a long day. Inside, you'll find a dedicated study, ideal for working from home or creating a quiet office space, along with a spacious recreation room that offers endless possibilities for a media room, game room, or additional gathering space. The 3-car garage provides ample room for vehicles, storage, and all the extras that come with an active lifestyle. Located in a desirable Pittsboro community with outstanding amenities, residents can enjoy golf, a community pool, playground, and sport court, creating a true resort-style living experience right at home. With its thoughtful floor plan, exceptional outdoor living space, impressive amenities, and prime Pittsboro location, 147 Colonial Trail Court is a home you won't want to miss.

147 Colonial Trail Ct, Pittsboro
$794,900
4 Beds ⋅ 3 Baths ⋅ 10186104 MLS ⋅ ACTIVE Status
Situated in a prime Pittsboro location just moments from Chatham Park, Pittsboro Town Center, and curated shopping and dining, this custom built Whispering Meadows residence offers an exceptional blend of luxury and convenience. Inside, wide European oak flooring sets a sophisticated tone across four bedrooms, three full baths, and expansive living areas. The kitchen serves as a refined focal point, showcasing custom cabinetry, upgraded stainless appliances, beautifully finished quartz countertops, and a dedicated pantry for elevated functionality. A large bonus room provides flexible space for work, play, or retreat, while ample storage throughout the home ensures effortless organization. All of this is wrapped in a serene setting that enhances the home's modern comfort and refined craftsmanship.

130 Whispering Mdws Ln, Pittsboro
$399,900
4 Beds ⋅ 2 Baths ⋅ 10185919 MLS ⋅ ACTIVE Status
New Price! Great location in growing Pittsboro, NC. 38 Silverstone Dr. offers 4 bedrooms, with 2 on the main floor, 2 bathrooms and a fabulous wall of windows. Plenty of natural light for the main living area creates an inviting open living space. A special feature is a beautiful artisanal live edge kitchen bar counter not to miss! Plenty of storage with a huge walk in pantry and a kitchen that will inspire the creative chef or entertainer. Partially fenced yard backs to common space that enhances the privacy of the home. COME SEE!

38 Silverstone Dr, Pittsboro
$599,999
4 Beds ⋅ 3 Baths ⋅ 10185800 MLS ⋅ ACTIVE Status
Beautifully updated and thoughtfully designed, this home blends timeless style with modern comfort in every detail. Rich "Bellawood" hardwood flooring throughout the entire first floor. The dining room features a tray ceiling and classic wainscoting. The impressive great room showcases vaulted ceilings, custom built-in cabinetry, and a gas-log fireplace with a blower. The kitchen is equipped with Kitchenaid & GE Profile stainless steel appliances, ample workspace, and a breakfast nook featuring a custom-built storage bench. A split-bedroom floor plan provides separation between the primary suite and the secondary bedrooms. The spacious primary suite includes a glass door leading to the expansive deck. The spa-inspired bath offers a soaking tub, a separate shower with dual shower heads. The primary bath has dedicated water heater. Designer lighting has been thoughtfully selected throughout the home, including elegant pendant lighting in the primary bedroom. Access onto a spacious deck from primary bedroom and living room provides a seamless transition between indoor and outdoor living. The backyard is lush and private surrounded by mature trees and established landscaping. Enjoy seasonal blueberries and blackberries, blooming peonies, hydrangeas, and tulips, or unwind beside the tranquil pond featuring a fountain and a handcrafted Toro lantern imported from Japan. The second floor provides exceptional flexibility with a large bonus room featuring a closet, generous walk-in attic storage, a dedicated office or flex room, a beautifully updated full bathroom, and a spacious fourth bedroom overlooking the neighborhood pond. Conveniently located just minutes from Jordan Lake, outdoor recreation including boating, fishing, hiking, and water activities is easily accessible. The planned Disney Story living community is also expected to be nearby, bringing future shopping, dining, entertainment, and recreational opportunities to the area. Extensively maintained and thoughtfully updated, this home offers a unique combination of quality craftsmanship, functional design, and inviting indoor and outdoor living spaces. Schedule your private tour to experience everything this remarkable property has to offer.

438 May 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

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 .