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$440,000
3 Beds ⋅ 3 Baths ⋅ 10177016 MLS ⋅ ACTIVE Status
Experience refined, low-maintenance living at 241 Millennium Drive, a beautifully appointed 3-bedroom, 2.5-bath end unit townhome in the heart of the award-winning Chatham Park community. Situated on a 3,180-square-foot lot, this thoughtfully designed residence offers spacious, flexible living, a 2-car garage, and a lifestyle that seamlessly blends luxury with convenience. Additional upgrades include plantation shutters and a professionally painted garage with protective coating on the floor. Just moments from MOSAIC at Chatham Park, residents enjoy boutique shopping, exceptional dining, entertainment, fitness, parks, scenic trails, and year-round community events. Outdoor recreation at Jordan Lake and the charm of historic downtown Pittsboro are only minutes away, while Chapel Hill, Cary, Raleigh, and Durham are within an easy commute. Adding to the area's exceptional appeal, the home is also near the future Storyliving by Disney® Asteria community, a highly anticipated Disney-designed neighborhood that is further elevating Chatham Park as one of the Southeast's most exciting destinations for luxury living and long-term investment. Offering the perfect balance of sophisticated comfort, modern amenities, and an unmatched location, 241 Millennium Drive presents an exceptional opportunity to enjoy the best of Pittsboro's vibrant and rapidly growing community.

241 Millennium Dr, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10176944 MLS ⋅ ACTIVE Status ⋅ Sampson B BLDG.
Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most talked about communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and ask about our current builder incentives. Ask about our exclusive builder incentives, including closing cost assistance, and discover how affordable owning a new home in Chatham Park can be. Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most sought after communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities, with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and experience the NoVi lifestyle for yourself.

147 Parkland Dr, Pittsboro
$2,999,000
5 Beds ⋅ 6 Baths ⋅ 10176685 MLS ⋅ ACTIVE Status
Set on nearly 1.8 wooded acres in The Hamptons Summit, this exceptional custom home offers a rare combination of sophisticated design, remarkable space and privacy. All just minutes from Jordan Lake and convenient to Chapel Hill, Pittsboro and the Triangle. Built in 2024 and offering approximately 5,744 square feet, the home was thoughtfully designed for both everyday living and effortless entertaining. Expansive windows fill the main living spaces with natural light while framing the surrounding trees, creating a sense of privacy and connection to the outdoors. At the heart of the home is a beautifully appointed chef's kitchen featuring a Wolf gas range, Wolf wall oven and Wolf microwave, an oversized island, abundant custom cabinetry and generous gathering space. A separate second kitchen provides additional prep, cooking and storage space; an exceptional feature for entertaining, hosting family and friends, or simply keeping the main kitchen beautifully organized. The main level offers two bedroom suites, including a spacious primary retreat with a spa inspired bath and generous walk-in closet. A second main-level bedroom with its own private bath provides flexibility for guests, multi-generational living or a private home office. Upstairs, additional bedrooms are complemented by an expansive bonus room, loft/flex space and access to an upper-level balcony, providing plenty of room to spread out, work, relax or entertain. Adding to the home's thoughtful functionality are two separate laundry rooms - one on each floor; making everyday living remarkably convenient in a home of this scale. Outside, the private setting becomes an extension of the living space. Surrounded by mature trees, the backyard features a swimming pool and generous areas for gathering, relaxing and enjoying the peaceful surroundings. With nearly two acres, the property offers a level of privacy increasingly difficult to find while remaining connected to everything the Triangle has to offer. A four car garage, EV charging capability, extensive storage and thoughtful details throughout complete a home that is as functional as it is beautiful. 196 Mountaintop Circle isn't simply about square footage or finishes; it is a home designed for how people truly want to live: room to gather, room to retreat, exceptional spaces for entertaining and a private setting that feels worlds away without being far from anything.

196 Mountaintop Cir, Pittsboro
$550,000
3 Beds ⋅ 3 Baths ⋅ 10176622 MLS ⋅ ACTIVE Status ⋅ Atkinson BLDG.
READY NOW! *Lawncare and landscaping included in your $90/mo HOA dues* Welcome to 402 North Village Parkway, a beautifully designed home offering comfort, style, and versatility in the sought-after NoVi Chatham Park community. This Atkinson A floor plan features 2,000 square feet of well-planned living space, including 3 bedrooms, 2.5 bathrooms, a first-floor owner's retreat, a first-floor study, and a spacious 2-car garage. Step inside to a welcoming open-concept layout, where the bright and airy family room seamlessly connects to the dining area and a well-appointed kitchen perfect for entertaining or everyday living. The chef-inspired kitchen boasts modern finishes, ample storage, and a large island to make meal prep a breeze. The first-floor owner's retreat provides a private sanctuary with a spa-like en-suite bathroom and a generous walk-in closet, offering convenience and comfort. A versatile first-floor study adds flexibility, making it an ideal home office, reading nook, or creative space. Upstairs, two additional bedrooms provide plenty of space for family, guests, or a second home office, all with easy access to a stylish full bathroom. Enjoy the convenience and lifestyle of NoVi Chatham Park, where green spaces, community amenities, and nearby shopping and dining enhance your daily life. This stunning home won't last long. Schedule your tour today!

402 N Village Pkwy, Pittsboro
$560,000
3 Beds ⋅ 4 Baths ⋅ 10176384 MLS ⋅ ACTIVE Status
Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just minutes from vibrant downtown Pittsboro and the exciting growth of Chatham Park. This beautiful home offers the ease of main-level living paired with versatile spaces for entertaining, working, and relaxing. Hardwood floors, elegant architectural details, and abundant natural light create a warm and inviting atmosphere throughout. The open kitchen features granite countertops, a tile backsplash, stainless steel appliances, and seamless access to the butler's pantry and dining room featuring decorative wainscoting, crown molding and coffered ceiling. You're sure to enjoy the enclosed sun porch, multi-level deck, and private fenced backyard—perfect for gatherings or peaceful evenings outdoors. The first-floor master suite serves as a private retreat with a tray ceiling, spa-like bath, and spacious walk-in closet. Upstairs, you'll find two additional bedrooms, a generous loft area, a large bonus room ideal for home entertainment or recreation space, and extensive walk-in attic storage. Complete with a covered front porch, two-car garage, and access to neighborhood amenities including a clubhouse, pool, pond and hiking trails this move-in-ready home offers the perfect blend of refined living, everyday comfort, and investment in one of Pittsboro's most desirable communities. Easy commuting to Pittsboro's surrounding areas including Sanford, Chapel Hill, Raleigh & Chatham Co.

136 Windsong Dr, Pittsboro
$499,900
3 Beds ⋅ 3 Baths ⋅ 10175873 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.
Ready Now! Don't miss this beautifully designed new home located beside open community space and a walking path in NoVi Chatham Park. The popular Haddington floor plan offers 1,989 square feet with 3 bedrooms, 2.5 bathrooms, a private study, spacious upstairs loft and 2-car garage. The open-concept main level connects the kitchen, dining and family areas, creating a bright, comfortable space for everyday living and entertaining. The kitchen features a large island, walk-in pantry, abundant cabinetry and designer finishes. Upstairs, the Owner's Retreat includes a spa-inspired bath with dual sinks and an oversized walk-in closet. Two additional bedrooms, a full bath and versatile loft provide plenty of room for guests, hobbies or a second living area. Enjoy the covered rear porch and breezeway, along with the added privacy and views provided by the neighboring green space. Lawn care and landscaping are included for easy, low-maintenance living. Located near the Chatham Park YMCA, parks, trails, Mosaic and community events, 21 Tallgrass offers a special combination of thoughtful design, convenience and an exceptional homesite.

21 Tallgrass Rd, Pittsboro
$499,900
4 Beds ⋅ 3 Baths ⋅ 10175813 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.
*Ready now* 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.

17 Tallgrass Rd, Pittsboro
$90,000
2 Beds ⋅ 1 Baths ⋅ 10175756 MLS ⋅ ACTIVE Status
Located in the heart of Chatham County's rapidly growing corridor, this property offers the perfect blend of rural charm and future opportunity. Enjoy a peaceful country setting just minutes from downtown Pittsboro, Chatham Park, and major commuter routes including US-64 and NC-87. Surrounded by rolling countryside, farms, and acreage properties, the location provides privacy and flexibility while remaining convenient to Chapel Hill, Apex, RTP, and Jordan Lake recreation. With established well and septic infrastructure already in place, this property presents an excellent opportunity for homeowners, investors, or those seeking a foothold in one of North Carolina's most desirable growth markets.

1920 Alston Chapel Rd, Pittsboro
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 10175188 MLS ⋅ ACTIVE Status
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites and potentially more, significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 3 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting all 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro
$699,000
10175001 MLS ⋅ ACTIVE Status
Amazing investment opportunity!! 12.78+/- acres of prime Chatham County property with 850+/- feet of highway frontage on US 64 in Pittsboro, NC. The development potential is outstanding. Contact Chatham County for more information and potential use opportunities for the future. Majority of the property is open hay pasture ready to be developed. The opportunities are endless with direct access to US 64.

Us 64 W, Pittsboro
$469,000
3 Beds ⋅ 3 Baths ⋅ 10174692 MLS ⋅ ACTIVE Status
Beautifully maintained 3-bedroom, 2.5-bath home nestled in the welcoming and established community of Chatham Forest. In contrast to many of today's higher-density developments, Chatham Forest is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere. An open lot beside the home enhances the sense of privacy, while the large fenced backyard provides plenty of space to relax, garden, or entertain. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, all three bedrooms offer generous space along with two full baths designed for comfortable everyday living. And then comes the grand finale—the third floor. While it currently provides excellent storage space, its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom, media room, playroom, home office, workout space, or whatever best fits your lifestyle. A home filled with charm, warmth, and room to grow, all within one of Pittsboro's most beloved neighborhoods.

40 Fox Chapel Ln, Pittsboro
$225,000
10174604 MLS ⋅ ACTIVE Status
COMING SOON! We just broke ground on this lot with another beautiful custom build by Gaylord Design Build. Construction is underway, and you'll soon see a stunning new home start to take shape. The best part? There's plenty of time to personalize it. You can select the finishes and features that perfectly fit your lifestyle. Interested in making it yours? I'd be happy to open the door to meet the builder and walk through the steps to make it happen! Thanks- Brad

453 Golfers Vw, Pittsboro
$1,190,000
4 Beds ⋅ 4 Baths ⋅ 10174176 MLS ⋅ ACTIVE Status
This thoughtfully designed 3,505 sqft home features an open and airy layout with 10 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 3.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy, and the full unfinished basement allows for creativity and possibilities. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with wooded privacy. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, a 3 car garage, and a tankless water heater for efficiency. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and of course, championship golf.

79 Lookout Rdg, Pittsboro
$472,000
4 Beds ⋅ 3 Baths ⋅ 10174035 MLS ⋅ ACTIVE Status ⋅ Alder A BLDG.
Homes by Dickerson have begun construction on our brand new Alder plan, thoughtfully designed as part of our Horizon Collection with keeping comfort and convenience in mind with features like lever door handles, comfort height toilets, and a zero-entry shower in the primary bathroom. The main-level primary suite features a stunning vaulted ceiling, while the kitchen, dining, and family room area are designed with a bright open layout, perfect for entertaining. Upstairs you will find three additional bedrooms, offering the flexibility for family, guests, or home office space. To add even more charm and convenience, a covered breezeway leads to the detached two-car garage. All of these thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

116 N Village Pkwy, Pittsboro
$539,000
3 Beds ⋅ 3 Baths ⋅ 10173474 MLS ⋅ ACTIVE Status
Move in ready! Bright and updated home on large corner lot in leafy Potterstone Village. Fantastic location convenient to Chatham Park, Jordan Lake, Chapel Hill, Apex and surrounding areas! New interior paint and carpet, Electric car charger in garage. 3 bedrooms and light-filled loft/office upstairs. Main living area on first floor includes custom built-ins, gas fireplace, and breakfast nook with bay window. Granite countertops in kitchen and master bath. So many ways to enjoy the outdoors - watch the world go by from the front porch; relax at the neighborhood pool, or unwind in your screened-in back porch, overlooking the fenced-in backyard and natural buffer. See it before it's gone! Broker is property owner.

98 Bridle Path, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10173471 MLS ⋅ ACTIVE Status
Discover the versatility and comfort of this smartly designed home in popular Chatham Forest.with spacious yard and tree buffer behind. Enjoy one level living with open spaces while natural light pours onto gleaming hardwood floors. Plus the perfectly finished lower level; will it be the ideal entertainment area or shall you go with a full media array for the best watch parties? With a bathroom in place, perhaps add a fourth bedroom. Add plenty of storage space along with great location close to downtown and easy access to the highway. It's all here.

512 Chatham Forest Dr, Pittsboro
$3,000,000
10173242 MLS ⋅ ACTIVE Status
Rare opportunity to acquire 31+ acres of prime in-town acreage in one of North Carolina's fastest-growing markets. Ideally situated adjacent to a major residential subdivision, this property features frontage on a paved public road in a high-growth corridor. Public water and sewer utilities, creating exceptional development potential. Located just minutes from Chatham Park and the planned Disney community investment area, the property lies within a path of significant residential and commercial expansion. The Town of Pittsboro has expressed strong interest in quality infill development, making this a compelling opportunity for a residential subdivision, mixed-use project, or future investment hold. The site's size, utility access, and strategic location support substantial residential development potential. Convenient access to schools, shopping, employment centers, and regional transportation routes further enhances the property's appeal. A rare chance to secure a large-scale development tract in the heart of Pittsboro's growth corridor.

1350 Hillsboro St, Pittsboro
$10,750,000
10172752 MLS ⋅ ACTIVE Status
Seller will consider a long-term ground lease. Don't miss out on this 43-acre parcel with unlimited potential. It's located on the corner of 15-501 and Hamlets Chapel creating exceptional access to the highway which makes traveling to Pittsboro or Chapel Hill easy. There are several developments being constructed up and down Hamlets Chapel proving that this location is highly desirable. Being a corner lot provides plenty of road frontage and accessibility. It's currently zoned R-1, but you could apply to subdivide the front portion for commercial use, use the whole thing for commercial use or build a well-appointed housing development. Pittsboro is the home of Chatham Park and Disney's Asteria planned community. The Mosaic of Chatham Park is 3.5 miles south and Fearrington Village is 2.5 miles north which both provide unique shopping and dining options. These two communities plus the nearby Briar Chapel and Chapel Ridge will provide any business enough traffic in order to thrive. County water is at the street and natural gas is available as well.

Tbd Us 15 501 N, Pittsboro
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 10172726 MLS ⋅ ACTIVE Status
Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, Pittsboro
$720,000
4 Beds ⋅ 4 Baths ⋅ 10172128 MLS ⋅ ACTIVE Status
Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro
$1,079,999
4 Beds ⋅ 4 Baths ⋅ 10172053 MLS ⋅ ACTIVE Status
Remarkable New Construction! Gorgeous Retreat in Popular Chapel Ridge Golf Community on .53 acres. Custom-built Home with an Amazing Floorplan and all the Custom Styles you desire. 4 Bedrooms, 3.5 Bathrooms with Master Bedroom and Secondary Bedroom on the Main Level. Additional 2 Bedrooms on the Second Floor plus Loft/2nd Family Rm and Additional Bonus Room. 10 ft Ceilings throughout downstairs/ 9 ft. upstairs. Stunning! Massive Gourmet Kitchen w/ Quartz Countertops, Custom Double Cabinets and Updated Appliances, including 2 Large Ovens. Large Eloquent Dining Area for Gatherings plus Kitchen Nook/ Keeping Room Area. Private, Large Master Suite w/ Vaulted Ceilings. Access from Master Suite to the Screen Porch. Impressive Master Bath! Beautiful Cabinetry, Free-standing Tub and Huge Master Shower. Master Closet is Extraordinary! Built-ins, Custom Vanity, etc.! Beautiful Hickory REAL Hardwood Floors throughout. 2nd Story Loft Area is terrific for 2nd Family/Gathering Rm, Teen Suite, etc. complete with Wet Bar. 2nd Story Bonus Room is very spacious with access to HUGE Walk-in Unfinished Storage Area. Custom Butcher Block Tops and Cedar Shelving add so much warmth to this home. Garage is OVERSIZED, large enough for 2 full sized trucks + golf cart + riding lawn mower! Outdoor Space is ideal for Entertaining- Huge Screened Porch that leads down to Patio - great for Grilling and Entertaining. Large Front Porch. Beautifully Landscaped Yard with Irrigation System. Long Driveway. The scenery is Exquisite from every angle. The property backs up to a creek buffer and cow pasture through the woods so TOTAL privacy from your back yard! Backyard also allows for pool and/or detached garage/workshop. This house has it ALL and is a MUST SEE!

509 Cabin Creek Crk, Pittsboro
$825,000
6 Beds ⋅ 4 Baths ⋅ 10170894 MLS ⋅ ACTIVE Status
Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro
$229,900
10169859 MLS ⋅ ACTIVE Status
Great Lot in Desirable Chapel Ridge Subdivision. Located on the 5th tee box. Bring your own builder

65 High Ridge Ln, Pittsboro
$299,000
10169800 MLS ⋅ ACTIVE Status
Discover the perfect setting for your custom home in the wooded surroundings of Mount Gilead Woods. This rare 5-acre homesite offers a beautiful level landscape with mature hardwoods, partial clearing already completed, and over 700 feet of road frontage for exceptional privacy and flexibility. A new gravel drive and private gated entrance are already in place, creating an easy path to start building immediately. Major infrastructure is already completed with a well, electricity, and a 4-bedroom septic permit active through April 2027. Private and secluded, yet conveniently located with easy access to Pittsboro, Apex, Cary, Jordan Lake, and the growing Chatham County corridor. A hard-to-find opportunity to enjoy space, privacy, and convenience all in one property.

334 Deer Run, Pittsboro
$649,900
4 Beds ⋅ 4 Baths ⋅ 10169552 MLS ⋅ ACTIVE Status ⋅ Pickney BLDG.
Final opportunity in NoVi Chatham Park to own a home with a finished bonus room and full bath above the detached garage. With more than 3,000 square feet, this thoughtfully designed home features 4 bedrooms and 4 full baths, including a first floor guest bedroom with full bath nearby. The flexible layout offers incredible versatility for multigenerational living, long term guests, a private office, media room, fitness space, or separate retreat area. The open concept main living area is filled with natural light and designed for both entertaining and everyday living. Upstairs, a spacious loft provides an additional gathering space, while the oversized Owner's Retreat features a spa inspired bath and massive walk in closet. Located just across from the YMCA and future park, this home offers one of the most unique and versatile layouts remaining in North Village at Chatham Park

416 N Village Pkwy, Pittsboro
$857,000
3 Beds ⋅ 3 Baths ⋅ 10168889 MLS ⋅ ACTIVE Status
Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro
$1,250,000
10168795 MLS ⋅ ACTIVE Status
Prime 3.53 acre lot in rapidly growing Chatham Park. Zoned O & I Commercial with potential for subdivision. Mostly level topography and partially cleared. Adjacent to MOSAIC & future Disney Asteria community, offering exceptional growth and investment potential. Ideal for retail, office, mixed-use or future development. Convenient to downtown Pittsboro and Chapel Hill. Do not miss the opportunity for this prime location in rapidly growing Pittsboro.

Pittsboro
$849,900
5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status
Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro
$949,900
5 Beds ⋅ 4 Baths ⋅ 10168044 MLS ⋅ ACTIVE Status
**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, Pittsboro
$335,000
10167483 MLS ⋅ ACTIVE Status
Build your dream home with an approved custom builder on this stunning, 3+ acres homesite in the exclusive Firefly Overlook Community. Firefly Overlook at Jordan Lake is a new luxury home community within walking distance to Jordan Lake in Chatham County. This stunning community featuring rolling hills and beautiful streams is located less than a mile from Vista Point Park which offers convenient access to hiking trails, beach access, picnic shelters, and a boat launch.

56 Firefly Overlook, 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 .