Pittsboro NC Real Estate - Pittsboro Homes for Sale

2.2-acre buildable lot in Pittsboro, NC 27312 with no HOA and no subdivision restrictions. 0 Hamlets Chapel Road, Lot 1 is a rare opportunity to own unrestricted land in Chatham County, one of North Carolina's fastest-growing counties, at a moment when parcels like this are becoming increasingly hard to find. With 2.2 acres and zero deed restrictions, you have the freedom to build a custom primary residence, a private retreat, or an investment property entirely on your own terms. The parcel offers ample space for a generously sized home, a workshop, outbuildings, a garden, or whatever your vision calls for, without an HOA dictating the details. No subdivision, no timeline, no restrictions. The setting delivers the peace and privacy of a rural Chatham County homesite while keeping you connected to everyday life. Downtown Pittsboro is just minutes away, with locally owned restaurants, shops, parks, schools, and essential services. US-64 provides straightforward access throughout the Triangle, putting Apex, Cary, Raleigh, and Chapel Hill within easy commuting distance. Chatham County's rapid growth, driven in part by the Chatham Park master-planned development and sustained investment across the region, has made unrestricted acreage in Pittsboro increasingly scarce. Buyers searching for land near Raleigh and Research Triangle Park are finding that Pittsboro, NC is one of the last markets where rural privacy, Triangle access, and buildable acreage come together at a compelling price point. This is the kind of parcel that gets harder to find every year. Explore the possibilities at 0 Hamlets Chapel Road and secure your place in one of North Carolina's most sought-after growth corridors.

Hamlets Chapel Rd, 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

$749,000

3 Beds ⋅ 3 Baths ⋅ 10177395 MLS ⋅ ACTIVE Status

ASSUMABLE VA LOAN BY QUALIFIED BUYERS!!! 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. 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. This home is due to be completed in December 2026. 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

$579,900

3 Beds ⋅ 2 Baths ⋅ 10177049 MLS ⋅ ACTIVE Status

Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of privacy, comfort, and country living. An inviting front deck welcomes you into an open foyer and spacious family room featuring a stunning cathedral ceiling with exposed wood ceiling and beams, creating a warm and inviting atmosphere. The main level offers two bedrooms, including the primary suite with two closets. As well as a first floor guest bedroom. Upstairs, you'll find the third bedroom, and a versatile office/media/bonus room, and a second full bath—providing flexible space for working from home, hobbies, or guests. The kitchen opens to the family room and features granite countertops, stainless steel appliances, a smooth top cooktop, convection wall oven, microwave and a refrigerator. A separate dining room with a chandelier is perfect for gatherings, while a cozy breakfast nook just off the family room makes an ideal spot for morning coffee or quiet reading. Additional interior features include a spacious laundry room with a utility sink and ample shelving for pantry or storage needs. An Amazing amout of hardwood flooring thoughout living areas and bedrooms. No carpet anywhere in the home. Step outside to enjoy the screened porch overlooking the peaceful backyard, which opens onto a large deck—perfect for entertaining or relaxing while taking in the natural surroundings. The fenced backyard includes a fire pit, two storage sheds (one with a welcoming front porch), and plenty of open space for gardening, raising chickens, or simply enjoying the outdoors. Additional features include a water softener system and reverse osmosis system for added convenience and peace of mind. If you're looking for privacy, character, and room to spread out while still being conveniently located between Pittsboro and Chapel Hill and a short ride to Jordan Lake, this one-of-a-kind property is a must-see!

1396 Bynum Ridge Rd, Pittsboro

$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 with first floor owner's suite and private study. Lawncare and landscaping included. This beautifully designed home offers 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

$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

$460,000

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

Pittsboro NC Real Estate & Homes for Sale

Pittsboro Homes for Sale