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$379,000
3 Beds ⋅ 3 Baths ⋅ 10180160 MLS ⋅ ACTIVE Status
Welcome home to this spacious 2,200+ sq ft end-unit townhome in coveted Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake. Offering generous space at a terrific value, this home features vaulted ceilings and skylights that fill the interior with natural light, while hardwood floors flow throughout the main level. The living room opens to a sunny flex space—perfect for a home office or sunroom—with direct access to the side deck, ideal for morning coffee or evening unwinding. The first-floor owners' suite offers a peaceful retreat with a large walk-in closet. Two additional generously sized bedrooms complete the plan, including one with a wood-floored side room perfect for a craft room, office, or reading nook. Surrounded by mature, established landscaping, this end unit offers comfort, convenience, and effortless low-maintenance living—the HOA covers roof, garage, exterior maintenance, and mow & blow. A one-car detached garage adds everyday convenience. Enjoy all that Fearrington Village has to offer: tennis and pickleball courts, scenic walking trails, charming shops and restaurants, and a vibrant calendar of clubs and activities. A rare opportunity to live low-maintenance without compromising on space, light, or lifestyle.

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

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

32 Old, Pittsboro
$815,000
4 Beds ⋅ 3 Baths ⋅ 10179814 MLS ⋅ ACTIVE Status
Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres, offering over 4,000 square feet of beautifully designed living space. With 4 bedrooms, 3 full bathrooms, and an exceptional floor plan, this home combines timeless elegance with modern comfort. Step inside to discover soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves that add warmth and character throughout. The spacious living room is anchored by an electric fireplace, creating a cozy gathering space for family and friends. The beautifully appointed kitchen is designed for both function and style, featuring granite countertops, stainless steel appliances, and generous workspace for preparing meals and entertaining guests. A rare and highly desirable feature, this home offers two primary suites, providing flexibility for multi-generational living, extended family, or private guest accommodations The second floor features finished bonus rooms, offering endless possibilities for a home office, media room, playroom, fitness space, or additional guest accommodations. Enjoy peaceful mornings on the inviting rocking chair front porch complete with a porch swing, or relax year-round on the screened porch overlooking the peaceful wooded surroundings. The property also includes an attached double garage along with a detached garage/workshop, providing abundant space for vehicles, hobbies, storage, or projects. Recent improvements offer added peace of mind, including a new roof installed in 2025 and both heat pumps replaced in 2026. Additional features include a Ring® doorbell and security camera system. Conveniently located with easy access to Highway 64, this property offers the perfect balance of privacy, convenience, and country living.

26 Shadymont Dr, Pittsboro
$354,990
3 Beds ⋅ 3 Baths ⋅ 10179782 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and black finishes. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

250 William Dr, Pittsboro
$347,990
3 Beds ⋅ 3 Baths ⋅ 10179778 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully created for comfort and modern convenience with a professionally curated design package, stainless steel appliances, quartz countertops, gas range, and spacious kitchen island. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

246 William Dr, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10179772 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and spacious kitchen island. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

242 William Dr, Pittsboro
$324,990
3 Beds ⋅ 3 Baths ⋅ 10179766 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

236 William Dr, Pittsboro
$699,500
5 Beds ⋅ 4 Baths ⋅ 10179756 MLS ⋅ ACTIVE Status
Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10179712 MLS ⋅ ACTIVE Status
Beautiful ranch home in Chapel Ridge, Pittsboro's Premier golf course community. This turnkey home has had many recent updates! A true RANCH home - it features three bedrooms all on one level. The open floor plan lends itself to comfortable living and aging in place. The gourmet kitchen features extensive cabinetry, large island with breakfast bar, gas range and walk in pantry. Spacious dining room accommodates a large table and overlooks the great room with dual sided gas fireplace. Oversized primary suite features dual vanities, soaking tub, walk-in shower, and his/her closets. Enjoy outdoor living in the spacious screen porch overlooking the flat backyard and private wooded area beyond. Some of the many upgrades include a new roof installed in 2021, sealed crawlspace with dehumidifier (2025), top of the line HVAC installed in 2025, improved drainage, new sod in the backyard, cycloVac Vacuum system featuring hidden hose and sweep kick plates, gladiator garage system, LiftMaster WiFi garage door system, Plantation Shutters throughout, KitchenAid 3 level dishwasher (2021). Chapel Ridge patio Homes feature low maintenance living, lawn maintenance and upkeep included! Close to community amenities - walk to fitness center, pool, tennis/pickle ball court, playground and more!

239 Autumn Chase, Pittsboro
$469,990
2 Beds ⋅ 2 Baths ⋅ 10179669 MLS ⋅ ACTIVE Status
Welcome to the Inspiration at 160 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. Soft gray and white designer finishes create a bright, timeless interior that feels both elegant and inviting. The gourmet kitchen serves as the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and a sophisticated palette of soft gray and white finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or host family and friends while enjoying the outdoors in comfort. The spacious Owner's Retreat offers a private sanctuary complete with a spa-inspired bath featuring a zero-entry Super Shower, dual-bowl vanities, and a walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, a putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and year-round community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the active, connected lifestyle you've been looking for.

160 Tantara Bnd, Pittsboro
$1,199,000
4 Beds ⋅ 5 Baths ⋅ 10179589 MLS ⋅ ACTIVE Status ⋅ Hamilton BLDG.
Under Construction - Ready in February 2027. Nestled on a private 1.14-acre wooded homesite in the highly sought-after Corbett Landing community, this Hamilton Modern Farmhouse offers exceptional craftsmanship, thoughtful design, and elevated custom finishes throughout. Designed for both everyday living and entertaining, this home features a highly desirable main-level layout with a luxurious primary suite, private guest bedroom, dedicated study, and expansive walk-in pantry. The open-concept living spaces showcase custom details throughout, including upgraded trim, elegant wainscoting, built-in cabinetry, designer wallpaper in the powder room, and a stunning upgraded fireplace with a stained white oak mantle. The gourmet kitchen is thoughtfully appointed with cabinetry extending to the ceiling, upgraded quartz countertops, additional cabinetry, and premium finishes designed for both beauty and functionality. The main-level laundry room provides exceptional convenience with additional cabinetry, countertop space, and a dedicated sink. The luxurious primary suite features a spa-inspired bath with upgraded tile selections, premium countertops, upgraded plumbing fixtures, and durable hard flooring. The second floor offers incredible flexibility with two additional bedrooms, a spacious flex room, a large recreation room, and a walk-in attic providing abundant storage space. Every detail has been carefully selected, from upgraded tile and countertops throughout to designer plumbing fixtures and custom finishes that elevate the home's overall feel. Surrounded by mature trees and offering a rare sense of privacy, this exceptional home combines modern farmhouse charm with the quality and craftsmanship expected in Corbett Landing. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

375 Gaines Trl, Pittsboro
$610,000
4 Beds ⋅ 4 Baths ⋅ 10179531 MLS ⋅ ACTIVE Status
Experience the award-winning 'No Little Plans' Garman Homes floor plan, celebrated for its thoughtful design and exceptional livability. This versatile home features a first-floor guest suite with a full bath and double doors that lead you straight from the suite to the covered front porch! Across the hall, you can find a flex room with a custom shiplap accent wall enclosed with French doors, ideal for a home office, playroom, or additional living space. Designed for both everyday living and entertaining, the open-concept layout centers around a gourmet kitchen featuring quartz countertops, stainless steel appliances, a spacious walk-in pantry, and a convenient pocket office. The kitchen flows into the family room and upgraded screened porch, creating a seamless indoor-outdoor living space. Large sliding glass doors open to the screened porch and fenced backyard, perfect for relaxing or entertaining. Durable LVP flooring extends throughout the main level, stairs, and upstairs hallways, adding warmth and continuity throughout the home. Upstairs, you'll find three additional bedrooms including a spacious primary suite with a private sitting area filled with beautiful natural light. All appliances convey with this home! The thoughtfully designed mudroom off the 2 car garage offers built-in cubbies, hooks, and additional storage, creating a functional drop zone to keep everyday essentials neatly organized. Located in sought-after Chatham Park, residents enjoy an unmatched lifestyle surrounded by miles of greenways, parks, playgrounds, community events, dining, and more! The location is hard to beat, with the newly opened YMCA, Thales Academy, and Knight Farm Community Park all just minutes away and connected by paved, extra-wide greenways throughout the community. Enjoy the convenience of easy access to Downtown Pittsboro, Jordan Lake, Chapel Hill, Apex, and the greater Triangle area, with quick connections to major routes including Highway 64 and 15-501. Experience the amenities and vibrant lifestyle that make Chatham Park one of the Triangle's most desirable places to call home!

51 Millennium Dr, Pittsboro
$379,990
3 Beds ⋅ 3 Baths ⋅ 10179408 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome is and end unit and includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and LVP stair tred. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

254 William Dr, Pittsboro
$750,000
4 Beds ⋅ 3 Baths ⋅ 10179343 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect combination of comfort, flexibility, and peaceful surroundings. Freshly painted throughout with brand-new carpet as well! The light-filled interior features an inviting, open layout with vaulted ceilings and skylights, custom built-ins, and a fireplace that creates a warm gathering space for family and friends. Large windows frame serene views of the natural landscape, bringing the outdoors inside. A standout feature is the detached guest cottage, offering exceptional versatility for visiting family and friends, a private home office, art studio, fitness space, or hobby room. The spacious primary suite provides a relaxing retreat, while additional living spaces offer room to spread out and entertain with ease. Step outside to enjoy the quiet setting and privacy of a backyard that borders undeveloped land, creating a peaceful backdrop that's increasingly hard to find. The front features a private courtyard. You'll enjoy easy access to walking trails, parks, shops, restaurants, and all the charm this award-winning community has to offer, while remaining just minutes from Pittsboro, Chapel Hill, and the greater Triangle. Flexible living spaces, and an exceptional setting make this a rare opportunity in one of Chatham County's most sought-after communities. Come take a look today.

1379 Bradford Pl, Pittsboro
$375,000
1 Baths ⋅ 10179146 MLS ⋅ ACTIVE Status
Magical treehouse retreat just minutes from downtown Pittsboro. Live on site while you build. Perched among the trees, the current living spaces are located on the upper level, where expansive skylights fill the home with natural light and create a bright, airy escape that inspires creativity and imagination. The lower-level studio offers flexible space for hobbies, work, or guests. A sunny clearing provides endless possibilities for a future homesite, workshop, gardens, or orchard. Build your dream home and use the existing structure for rental income, multi-generational living, or a private retreat. Surrounded by large tracts of land, the property feels peaceful and secluded, with a beaver pond adding to its natural beauty. Oversized 4-bedroom septic system already in place. No HOA or restrictive timelines. New roof and mini-split HVAC systems installed in 2024.

497 Turn, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10179012 MLS ⋅ ACTIVE Status
If you've been looking for true main-level living without giving up space, this one hits a combination that's hard to find. Set on just over an acre with a private, wooded backdrop, this 4,200 square foot, 4 bedroom, 3.5 bath craftsman built in 2015 offers a layout that lives comfortably day to day while still giving you room to spread out when you need it. The main level is anchored by an open kitchen, family room, and dining area that flows naturally together, with a large island, gas range, double ovens, and built-in appliances creating a space that works just as well for everyday living as it does when you have people over. Interior details carry throughout with coffered and beamed ceilings, built-ins, crown molding, and a wet bar that adds both function and character, and it's clear this home has been maintained at a level you don't see often, the kind where a home inspector might walk through and wonder how he's going to earn his fee. The primary suite and additional bedrooms on the main level offer the convenience many buyers are looking for, while upstairs becomes a true second living space with a large bonus room and its own wet bar, creating the perfect setup for entertaining, movie nights, or a completely separate hangout space. In addition, the home offers multiple flex spaces that can adapt to office, workout, or hobby use, along with several oversized storage closets and a large unfinished walk-in attic that gives you storage capacity most homes simply cannot match. Outdoor living is just as strong with covered, screened, and open areas that extend how the home lives, all overlooking a private, tree-lined setting. A three-car garage, outbuildings, and a usable lot round out the functionality, creating a home that offers flexibility, privacy, and space in a way that stands out in this price range in Pittsboro.

79 Lindsay Burke Pl, Pittsboro
$429,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Wilson BLDG.
Opportunities to own a brand-new home in Chatham Park for under $430,000 are becoming increasingly limited. Wake up overlooking NoVi Green, one of Chatham Park's signature gathering spaces, and enjoy a walkable lifestyle with the YMCA, parks, scenic trails, Mosaic's restaurants and entertainment, live music, and year-round community events just moments from your front door. Inside, this beautifully upgraded Wilson townhome features an open-concept layout with quartz countertops, a statement fireplace, designer champagne bronze fixtures, and a spacious primary suite. With low-maintenance living, thoughtful designer finishes, and a two-car garage, you'll have more time to enjoy everything Chatham Park has to offer. Located in one of North Carolina's fastest-growing master-planned communities, this home offers the rare opportunity to enjoy today's lifestyle while investing in tomorrow's growth, all in one of the few remaining new construction homes in Chatham Park priced under $430,000. Schedule your private tour today and discover why so many buyers are choosing to call Chatham Park home.

20 Quietwood Way, Pittsboro
$578,300
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status
Welcome to the Sweetfern by David Weekley Homes, an exceptional opportunity to create your dream home in the award-winning Encore at Chatham Park. Construction has not yet begun, giving you a limited-time chance to personalize your home with selections from our professional Design Studio. This thoughtfully designed floor plan already includes an impressive collection of upgraded features, including a gourmet kitchen with a gas cooktop, elegant French doors leading to the private study, a spacious roll-in shower in the Owner's Bath, a tray ceiling in the luxurious Owner's Retreat, expansive 7-foot sliding glass doors opening to the covered rear porch, and a utility sink with countertop in the laundry room. For a limited time, buyers can also take advantage of an outstanding Design Studio incentive—receive $10,000 toward your personalized selections when you invest up to $20,000 in Design Studio upgrades. This is the perfect opportunity to create a home that reflects your unique style while enjoying significant savings. The opportunity to personalize this home is available only through July 19, after which construction selections will be finalized. Don't miss your chance to build a home that's uniquely yours while taking advantage of this exceptional incentive. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm, and cannot be changed.

87 Englehart Ct, Pittsboro
$945,000
4 Beds ⋅ 3 Baths ⋅ 10178637 MLS ⋅ ACTIVE Status
Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship with a breathtaking backyard retreat. Offering 3,270 square feet of thoughtfully designed living space, this masterfully crafted residence features 4 bedrooms, 3 bathrooms, and an abundance of natural light. Expansive windows throughout the home create a seamless connection to your own resort-style backyard, making the stunning landscape a part of your daily living. Property Highlights: The Ultimate Backyard Retreat: Spend sunny afternoons beside the sparkling in-ground pool, unwind in the cascading spa, or host unforgettable gatherings under the stars in total tranquility. Gourmet Kitchen & Living: A wonderful, chef-friendly kitchen flows effortlessly into the main living spaces, perfect for both effortless entertaining and quiet family nights. Private Primary Suite: A serene sanctuary designed for ultimate relaxation, completely separated from the hustle and bustle of the home. Bonus 3rd Floor Living: A massive third-floor bonus room offers endless flexibility—ideal for a home theater, executive office, gym, or game room. Modern Efficiency & Craftsmanship: Enjoy the peace of mind that comes with custom architectural details paired with modern, energy-efficient systems. This remarkable Pittsboro property offers a rare combination of custom luxury, peaceful privacy, and resort-inspired indoor-outdoor living. Don't miss the opportunity to experience your own private slice of paradise. The house is not visible from the road. When turning left onto Silk Hope Gum Spring Rd, the house will be on the right hand side

2946 Silk Hope Gum Spring Rd, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10178576 MLS ⋅ ACTIVE Status
Welcome home to this beautiful farmhouse, built in 2018, offering the perfect blend of modern comfort and peaceful country living. Situated on 2 private acres in desirable Pittsboro, this 3-bedroom, 2-bath home features 1,648 square feet of thoughtfully designed living space with easy, one story living. Relax on the spacious front porch overlooking the large front yard or entertain family and friends on the expansive back patio. The property also includes a detached wired workshop, a two-car garage, and plenty of room to create the garden you've always wanted. With no HOA, you'll enjoy the freedom to make this property your own. Horses are allowed and the property is partially fenced and pastured already! Conveniently located with easy access to Highway 64, this home offers a quiet rural setting while remaining close to shopping, dining, and commuting routes. If you're looking for space, privacy, and the charm of farmhouse living, this is a property you won't want to miss!

1287 Hadley Mill Rd, Pittsboro
$150,000
10178457 MLS ⋅ ACTIVE Status
Discover the potential of this 2.2-acre vacant land parcel at 0 Hamlets Chapel Rd in Pittsboro, NC. Offering plenty of space for a custom home or future investment, this property is located in desirable Chatham County and features no HOA or subdivision restrictions, providing added flexibility for your plans. Enjoy the privacy and versatility of this spacious homesite while remaining just minutes from downtown Pittsboro's shopping, dining, parks, schools, and everyday conveniences. Its convenient location also offers easy access to surrounding communities throughout the Triangle region. Whether you're looking to build a primary residence, create a weekend getaway, or invest in North Carolina land, this buildable lot presents an excellent opportunity. Contact us today to learn more or schedule a visit.

Hamlets Chapel Rd, Pittsboro
$469,590
2 Beds ⋅ 2 Baths ⋅ 10178301 MLS ⋅ ACTIVE Status
Welcome to 142 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Ambition Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. The gourmet kitchen is the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and designer finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect space to enjoy your morning coffee, relax with a good book, or entertain guests while enjoying the outdoors in comfort. The spacious Owner's Retreat provides a private sanctuary with a spa-inspired bath featuring a zero-entry Super Shower, dual vanities, and an expansive walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the lifestyle you've been looking for. The model home is located at 175 Prospect Place and open Monday through Saturday, 10:00 am - 6:00 pm, and Sunday 12:00 pm - 6:00 pm.

142 Tantara Bnd, Pittsboro
$1,315,000
5 Beds ⋅ 4 Baths ⋅ 10178088 MLS ⋅ ACTIVE Status
Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company is proud to offer this 5 Bedroom 4 Bath beauty with a very oversized 2 car courtyard garage with additional cart garage for your favorite golf cart! This home has a friendship entry in addition to the large front porch. Guest suite and Master on main, Open feel with two -story Great Rm. Large breakfast nook. You can easily have dining room converted to 1st floor office. Double door entry. We love the upstairs stairway tucked away in the side wing of the home. The bonus room upstairs is absolutely massive. Excellent Cul-De-Sac Location on the 9th hole! Enjoy easy access to the awesome Golf Course and Amenity Center with Pool, Tennis, Soccer, Gym, Clubhouse, Pickle Ball, Basketball and a whole lot more. Several new amenities are available nearby.

25 Blackhorn Ct, Pittsboro
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10178037 MLS ⋅ ACTIVE Status
PARADE HOME | Move-In Ready Mid-October | Chatham County Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom-built home to be featured in the Chatham County Parade of Homes offers the perfect balance of timeless architecture, modern luxury, and peaceful privacy. A striking exterior showcases expansive outdoor living spaces highlighted by a stunning stacked-stone fireplace, creating an inviting setting for year-round entertaining or quiet evenings surrounded by nature. Inside, soaring 10-foot ceilings and a dramatic two-story foyer introduce a home designed with elegance, comfort, and everyday livability. The thoughtfully crafted floor plan features four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and a private first-floor guest suite. The heart of the home is an impressive chef's kitchen featuring a 36-inch five-burner cooktop, oversized island designed for gathering and entertaining, and expansive walk-in pantry with wood shelving that combines exceptional storage with everyday convenience. Upstairs, flexible living spaces include a spacious media room, open loft, and charming princess suite with private bath. A hidden secret room adds a fascinating touch, offering endless possibilities as a media lounge, home gym, creative studio, wine room, playroom, hobby space, or storage. Thoughtfully designed with exceptional craftsmanship and luxurious finishes throughout, this remarkable new construction delivers the rare combination of privacy, sophistication, and convenience in one of the Triangle's most desirable locations. Current photos include construction progress along with examples of the builder's exceptional craftsmanship from previously completed homes. Move-in ready by mid-October.

4025 Hamlets Chapel Rd, Pittsboro
$475,000
4 Beds ⋅ 3 Baths ⋅ 10177951 MLS ⋅ ACTIVE Status
Welcome to your private retreat on nearly 2 acres! This adorable Cape Cod style home with rocking chair front porch was expanded to 4 bedrooms and 3 full baths. Enjoy a first floor primary bedroom and another bedroom downstairs while the upstairs boasts 2 large bedrooms and a full bath. Use the 4th bedroom as a bonus room if you wish. The gorgeous kitchen has new cabinets, a large island, quartz countertops, stainless steel appliances, pendant lighting, beautiful hardware, and a large eating space. The separate dining room provides even more space for dinner guests and holiday meals. A spacious family room provides a comfortable place to relax, watch TV, or read a book. When you initially drive up to this fully renovated home, you'll appreciate the circular driveway and established oak trees. Park in the shade under the oaks where there is space for you and your guests. Add a swing to the front porch and enjoy the peacefulness of this quiet street. This beautiful home has an ALL NEW Roof, upstairs HVAC, Kitchen, Lighting, Water Heater, LVP Flooring, and exterior doors including the rear sliding door. All bathrooms have been updated. New front porch columns and railings. The septic permit was expanded to 4 bedrooms and the upstairs bedrooms and bathroom were added. All work done with permits by a licensed General Contractor. Located just 1.7 miles from Hwy 64, this home provides easy access to main roads, Pittsboro, Jordan Lake, and modern conveniences. Just a short commute to Apex, Cary, Raleigh, RTP, RDU, and Chapel Hill. This home is move in ready! No HOA!

1695 Buckner Clark Rd, Pittsboro
$1,170,000
3 Beds ⋅ 4 Baths ⋅ 10177716 MLS ⋅ ACTIVE Status
Amazing opportunity to own a practically brand-new, barely lived in custom home set on a private 3-acre homesite with no HOA. This stunning home offers the perfect blend of peaceful country living and everyday convenience. Located just under 2 miles from charming downtown Pittsboro, with easy access to Highway 64. Nestled in a serene natural setting with Roberson Creek running alongside the property, this home provides a rare combination of privacy, space, and accessibility. Designed with both comfort and functionality in mind, this home showcases a bright and airy open floor plan ideal for modern living and entertaining. The main living areas are highlighted by impressive 22' vaulted ceilings and expansive sightlines that seamlessly connect the gourmet kitchen, large dining area, and living space. A stunning quad sliding glass door opens to a spacious screened-in porch, perfect for indoor-outdoor living as both areas boast gas fireplaces. The Master Bedroom and Bath also highlight 22' Cathedral Ceilings. The custom gourmet kitchen features high-end finishes, modern smart appliances, and ample space for cooking, gathering, and entertaining. A dedicated home office provides a quiet and flexible workspace, making the home well-suited for today's lifestyle. Outside, enjoy the tranquility of your own private retreat, enjoying the open acreage, or taking advantage of the generous space to bring your boat, RV, or future outdoor additions. Additional premium upgrades include Quartz Tops, Hardwood Floors, Rainbird Irrigation System, Whole-house Water Filtration and Dehumidification Systems, Smart Whole House Water Monitoring System, Epoxy Flooring in the 3-car garage, and much more. The home is thoughtfully appointed throughout and can be sold nearly fully furnished for a truly turnkey opportunity. Chiminea and fountains convey. Please see documents for a full list of upgrades and available furnishings.

160 Roberson Creek Rd, Pittsboro
$300,000
3 Beds ⋅ 3 Baths ⋅ 10177429 MLS ⋅ ACTIVE Status
Fantastic opportunity to get into this Craftsman Style Home in Powell Place! Hardwood floors, tile and Certified Green Building practices! 42'' cabinets, SS applicances . Close to shopping, schools and interstate, this excellent choice is the best value in the area!!

26 Danbury Ct, Pittsboro
$799,000
3 Beds ⋅ 3 Baths ⋅ 10177395 MLS ⋅ ACTIVE Status
Welcome to 316 Ross Drive, where timeless craftsmanship, modern updates, and room to grow come together on a stunning 2.8-acre homesite in one of Pittsboro's most desirable established communities. Offering approximately 2,800 square feet of beautifully maintained living space, this home has been thoughtfully updated and meticulously cared for. Recent improvements include a new HVAC system, updated finishes, and a durable 50-year roof, providing peace of mind for years to come. Inside, you'll find spacious living areas, abundant natural light, and a floor plan designed for both everyday living and entertaining. The updated kitchen and inviting gathering spaces create a warm and welcoming atmosphere, while the generous bedrooms offer comfort and flexibility for family, guests, or home office needs. What truly sets this property apart is its incredible expansion potential. A massive walk-up attic and full walk-out basement provide the opportunity to create substantial additional finished living space tailored to your needs, whether you envision a media room, guest suite, home gym, hobby space, multigenerational living area, or additional bedrooms and baths. Step outside and discover one of the property's most impressive features: a gorgeous 2.8-acre lot offering privacy, mature landscaping, and endless possibilities. The expansive backyard provides ample room for a future swimming pool, outdoor entertaining spaces, gardens, or simply enjoying the peaceful surroundings. Ideally located just minutes from charming downtown Pittsboro, Chatham Park, Jordan Lake, Chapel Hill, and the Research Triangle Park region, this home offers the perfect balance of privacy and convenience. Rarely does a property combine move-in-ready condition, significant future expansion opportunities, and such a beautiful homesite. 316 Ross Drive is more than a home, it's an investment in your lifestyle and your future. Rare opportunity! Seller's existing VA loan may be assumable by qualified buyers, potentially offering significant savings compared to current market interest rates. Assumption subject to lender approval, qualification requirements, and applicable VA guidelines. Contact listing agent for additional details.

316 Ross Dr, Pittsboro
$1,575,000
4 Beds ⋅ 5 Baths ⋅ 10177168 MLS ⋅ ACTIVE Status
If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila 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 .