Pittsboro Real Estate | Pittsboro Properties for Sale

3 Beds ⋅ 3 Baths ⋅ 10196421 MLS ⋅ ACTIVE Status

Welcome to your dream home! Located in a highly desirable neighborhood just minutes from downtown Pittsboro and a quick 15-minute drive to Jordan Lake this beautifully updated property sits on a corner lot and has been meticulously renovated from top to bottom. The heart of the home is the kitchen featuring gorgeous new granite countertops and brand new stainless appliances - even a frig! The open concept living and dining areas are anchored by a spectacular 2-sided fireplace-creating a warm, sophisticated ambiance perfect for hosting gatherings or enjoying quiet evenings. Every bathroom is remodeled with an elegant farmhouse flair. All new flooring and lighting also!

449 Millbrook Dr, Pittsboro

$799,000

10196396 MLS ⋅ ACTIVE Status

Discover the possibilities with this beautiful 37.5-acre property conveniently located along US Highway 64 West between Pittsboro and Siler City. Offering a blend of open pasture, mature hardwoods, and natural beauty, this property provides an ideal setting for your dream home, multiple resdences or as a land investment. Enjoy breathtaking sunsets, exceptional privacy, and mature trees bordering the property. The established fescue pasture is well suited for horses or cattle, while the abundant wildlife, creeks, and hardwood forests offer excellent opportunities for hunting and outdoor recreation. Much of the groundwork for your future homesite is already in place, with a circular driveway and a four-bedroom septic permit available. A potential pond site adds another opportunity to enhance the property. If you are looking for a land investment this property is directly adjacent to the Bramblewood 60 home single family residential community that has been approved by Chatham County. Schedule your private showing today and experience everything this exceptional property has to offer.

514 Lavender Hill Rd, Pittsboro

$445,000

3 Beds ⋅ 3 Baths ⋅ 10196351 MLS ⋅ ACTIVE Status

New pricing offered..,. here's your opportunity to buy a meticulously maintained home, nestled in the welcoming and established community of Chatham Forest. This neighborhood is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere.... nothing like the mass construction taking place all over the Triangle. An open parcel beside the home enhances the view from an inviting front porch, while the fenced backyard provides plenty of space to relax, garden, or for your furry family members to run. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, three bedrooms offer generous space along with two full baths designed for comfortable everyday living. Third floor currently provides extensive, walk-up, storage space, but its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom or whatever flex space 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

$691,350

10196249 MLS ⋅ ACTIVE Status

Showings by Appointment Only Tract 1 offers 20.95 +/- acres with a beautiful combination of open pasture and wooded acreage, giving you space, privacy, and plenty of possibilities. Potential homesites toward the back of the property offer an elevated setting with views overlooking the pasture, woods, and surrounding countryside. With nearly 21 acres to work with, there's plenty of room to bring your plans to life. Build your home farther off the road for added privacy, create a homestead or farm, bring the horses, or simply enjoy having your own piece of the country. And while the setting feels private, you're still within an easy drive of Pittsboro, Chapel Hill, Apex, Siler City, Raleigh, and Greensboro. The property has been evaluated by a soil scientist for septic suitability for residential use; however, no septic permit has been applied for or issued. And if 20.95 acres isn't quite enough, there's room to think bigger. Adjoining Tracts 2 and 3 are also being offered separately, giving buyers the option to purchase additional acreage and create a larger property. Buy one tract, combine two, or explore the opportunity to purchase all three.

Tbd 1 Henderson Tanyard Rd, Pittsboro

$1,140,000

4 Beds ⋅ 4 Baths ⋅ 10196141 MLS ⋅ ACTIVE Status

PRIVATE WOODED RETREAT | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Tucked away from the road beneath a beautiful, wooded canopy, this extraordinary one-of-a-kind custom home offers a rare sense of privacy and connection on acreage off Hamlets Chapel Road—just minutes from Chapel Hill. Surrounded by mature trees and thoughtfully positioned within its natural setting, the property feels wonderfully secluded while remaining convenient to everything the Chapel Hill and greater Triangle area have to offer. Designed with character at every turn, perhaps most memorable are the home's unexpected touches. A hidden secret room is accessed through a concealed doorway integrated into custom wall paneling, while a whimsical Narnia-style closet adds another element of discovery and personality. These imaginative details, combined with sophisticated craftsmanship throughout, make the home truly unlike any other. The thoughtfully designed kitchen serves as a natural gathering place, with generous dedicated spaces complemented by a big island and beautifully appointed pantry featuring additional cabinetry—adding both function as well as more of the custom detailing that further distinguishes the home. The private primary suite is designed as a retreat, with a wonderful spa-like bath. Indoor living flows naturally outdoors to an exceptional screened porch, where a dramatic stacked-stone fireplace creates an inviting setting for cool Carolina evenings, entertaining with friends or simply enjoying the privacy of the surrounding woods. With no HOA and no covenants, the property offers a level of freedom increasingly difficult to find this close to Chapel Hill in Chatham County. A gorgeous custom home tucked behind the trees on the adjacent property was crafted by the same builder, creating an attractive setting of distinctive homes while preserving the privacy and individuality of each residence. Private and beautifully crafted, this distinctive custom home has the feel of a secluded countryside oaisis filled with character, craftsmanship and wonderfully unexpected details, all within easy reach of Chapel Hill.

4025 Hamlets Chapel Rd, Pittsboro

$1,450,000

4 Beds ⋅ 5 Baths ⋅ 10196140 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.

PARADE HOME | 2.5 PRIVATE ACRES | 5025 SF UNDER ROOF | NEAR JORDAN LAKE & NC 540 TRIANGLE EXPRESSWAY CORRIDOR TO RTP Expansive windows fill this extraordinary estate-style residence with natural light and frame the wooded surroundings. Unparallelled craftsmanship from exquisite tile alongside cabinetry to the ceiling in the showpiece chef's kitchen to detailed artistry throughout the residence in this one-of-a-kind truly custom home. Main-level owner's retreat offers a private sanctuary with a beautifully appointed spa-inspired bath. A secluded first-floor guest suite is thoughtfully positioned. All four bedrooms feature private baths, plus a separate powder room for guests. Exceptional outdoor living includes expansive screened porches with a dramatic vaulted gathering space alongside an al fresco dining area overlooking the peaceful setting. Generous acreage provides ample space for a future pool and additional outdoor living. Set among distinguished custom residences with no HOA and minimal covenants, this exceptional property is located in the sought-after Seaforth High School district, close to Jordan Lake boat access and within easy reach of Raleigh and the RTP corridor. To be showcased in the 2026 Chatham County Parade of Homes this month, with move-in to follow. Rare opportunity to own a newly crafted luxury estate style home where privacy, acreage, architectural distinction and an exceptional location come together beautifully.

35 Big Bear Dr, Pittsboro

$504,000

3 Beds ⋅ 3 Baths ⋅ 10196108 MLS ⋅ ACTIVE Status ⋅ Alder C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. Perfectly situated on a spacious corner homesite, The Alder is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina. Offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step inside and the first floor flows effortlessly from a welcoming family room into an open-concept kitchen and dining space, the kind of layout built for everyday ease and easy entertaining. Tucked privately at the back of the main level, the first-floor primary suite offers a peaceful retreat complete with a walk-in closet and a private bath, so single-level living is always within reach. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Upstairs, two spacious bedrooms flank a versatile loft, the perfect bonus space for a home office, a hobby room, a guest getaway, or simply relaxing together. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

117 Parkland Dr, Pittsboro

$478,000

3 Beds ⋅ 3 Baths ⋅ 10196099 MLS ⋅ ACTIVE Status ⋅ Onyx A BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

53 Wandering Way, Pittsboro

$476,500

3 Beds ⋅ 3 Baths ⋅ 10196096 MLS ⋅ ACTIVE Status ⋅ Onyx C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

62 Broadoak Ln, Pittsboro

$488,000

3 Beds ⋅ 3 Baths ⋅ 10196091 MLS ⋅ ACTIVE Status ⋅ Evergreen C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

58 Broadoak Ln, Pittsboro

$475,000

3 Beds ⋅ 3 Baths ⋅ 10196085 MLS ⋅ ACTIVE Status ⋅ Evergreen A BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

47 Wandering Way, Pittsboro

$159,900

2 Beds ⋅ 1 Baths ⋅ 10195910 MLS ⋅ ACTIVE Status

One level living in lovely Pittsboro, North Carolina. A quick walk or drive to Downtown with shopping, dining, and entertainment. Super convenient location and a great layout. Bring your design ideas and make this one your own. Please see private remarks for offer instructions.

164 E Cornwallis St, Pittsboro

$950,000

5 Beds ⋅ 4 Baths ⋅ 10195843 MLS ⋅ ACTIVE Status

RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 baths, 4,249 square feet, a huge recreation room, tons of storage, an oversized 3-car garage, and a private 1.78-acre homesite. Priced at ONLY $224 PER SQUARE FOOT -- significantly below the neighborhood average -- this is a rare opportunity to enjoy more home, more land, and an impressive collection of desirable features for the money. Set on an expansive 1.78-acre lot, the property offers wonderful privacy, with much of the rear acreage preserved as mature woods. Enjoy the peaceful, natural setting and beautiful canopy of mature hardwoods as it is, or explore clearing portions of the property to create additional usable yard space. Extensive professional landscaping and beautiful stonework enhance the home's curb appeal and complement the natural surroundings. The home has been immaculately maintained and shows beautifully, with thoughtful features and upgrades throughout. A highly desirable Generac whole-house generator provides added comfort and peace of mind during power outages and severe weather--a valuable feature not commonly found in the neighborhood. Two professionally installed French drains help manage water flow across the property, while an annual termite inspection contract provides ongoing professional monitoring. The home is also still under structural warranty. Inside, the spacious open floor plan is ideal for both everyday living and entertaining, featuring elegant coffered ceilings, a chef's kitchen, custom-built closets, and a desirable first-floor primary suite. The home offers tons of storage throughout, with thoughtfully designed spaces that make it easy to stay organized while maximizing usable living space. Upstairs, a huge recreation room adds an exceptional amount of additional living space and offers endless possibilities as a media room, game room, playroom, home gym, second family room, or a combination of uses. With five bedrooms PLUS the oversized recreation room and abundant storage, there is tremendous flexibility for family, guests, home offices, hobbies, or multigenerational living. The oversized 3-car garage provides even more valuable space for vehicles, storage, recreational equipment, a workshop, or hobbies--another desirable feature that helps set this property apart. Residents enjoy access to the sought-after Chapel Ridge amenities, including the community pool, tennis facilities, fitness center, and clubhouse, along with the added appeal of the gated section. The location also offers convenient access to historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. With 4,249 square feet, 5 bedrooms, 3.5 baths, a huge recreation room, tons of storage, custom-built closets, an oversized 3-car garage, Generac whole-house generator, extensive landscaping and stonework, and a private 1.78-acre homesite -- ALL AT ONLY $224 PER SQUARE FOOT -- this immaculately maintained home offers an exceptional combination of SPACE, PRIVACY, FEATURES, AND VALUE in Chapel Ridge.

378 Crimson Way, Pittsboro

$599,900

4 Beds ⋅ 3 Baths ⋅ 10195765 MLS ⋅ ACTIVE Status

DESIGN THE WINSLOW AROUND THE WAY YOU LIVE! Starting with 3,641 SF, the standard Winslow offers 4 bedrooms, 2.5 baths, a private Study, Game Room and 2-car garage. The main level features an open Great Room, Kitchen and Nook plus a separate Dining Room and Butler's Pantry. Upstairs, the spacious Primary Suite includes a private Sitting Room, joined by three additional bedrooms, Laundry and Game Room. Then personalize the plan: available options include a main-level Bedroom 5 with full bath, Hearth Room or Sunroom, covered or screened porch, fireplace, alternate bath configurations and multiple Primary Bath designs. Want even more space? An optional third floor can add a Media/Game Room, Bedroom 6 and optional bath. Choose the spaces, finishes and details that fit your lifestyle, then build your Winslow at Meadowview. Visit the Sales Center and start designing yours today!

121 Gardenview Dr Unit 396p, Pittsboro

$504,900

3 Beds ⋅ 3 Baths ⋅ 10195764 MLS ⋅ ACTIVE Status

BUILD YOUR LENOX IN MEADOWVIEW! This proposed 2,542 SF home offers 3 bedrooms, 2.5 baths, a dedicated Study, spacious Bonus Room and attached 2-car garage. The open main level brings the Kitchen, Dining area and Great Room together for easy everyday living, while the private Study provides valuable space for working from home. Upstairs, the spacious Primary Suite is joined by two additional bedrooms, a full bath and an oversized Bonus Room for flexible living space. True Homes' semi-custom approach gives you opportunities to personalize your home with available structural and design options, including a fourth bedroom in lieu of the Bonus Room, covered or screened porch, fireplace and Primary Bath choices. Choose your finishes and create the home that works for you. Proposed construction—let's build your dream home!

113 Gardenview Dr Unit 395p, Pittsboro

$576,900

4 Beds ⋅ 3 Baths ⋅ 10195763 MLS ⋅ ACTIVE Status

BUILD YOUR MONTCREST IN MEADOWVIEW! This proposed 2,757 SF home offers a spacious design with 4 bedrooms, 3 full baths and an attached 2-car garage. The standard plan features a main-level Primary Suite plus two additional main-level bedrooms, an open Great Room, Kitchen and Dining area, Nook, convenient Laundry and covered rear porch. Upstairs, a private fourth bedroom, full bath and versatile Loft provide additional living space. Want to personalize it? True Homes' semi-custom approach offers available structural and design choices, including additional bedroom configurations, Study, Sitting Room, expanded outdoor living and Primary Bath options. Choose your finishes and create a home that fits the way you live. Proposed construction—let's build your dream home!

103 Gardenview Dr Unit 394p, Pittsboro

$483,500

3 Beds ⋅ 3 Baths ⋅ 10195673 MLS ⋅ ACTIVE Status ⋅ Lumen C BLDG.

Welcome to our Lumen C in Chatham Park, built by local, award winning, top green builder, Homes by Dickerson. Light is the story here, with tall windows drawing the outdoors in and filling the open living spaces with a bright, welcoming glow. The layout is designed for real life, with room to gather with friends and family and quiet corners to retreat when the day is done. Three bedrooms and 2.5 baths across 2,136 square feet include a main-level primary suite that feels like a private escape. The clean, modern exterior and stone accents give the home a fresh, inviting presence, and a two-car garage adds everyday convenience. It's a home designed with intention, where every detail is considered and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here.

59 Wandering Way, Pittsboro

$650,000

10195482 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! Rare opportunity to own 23.7 acres directly across from Chatham Park in one of Pittsboro's most desirable and rapidly growing areas. Enjoy the best of both worlds—beautiful acreage and privacy while remaining incredibly convenient to everything Pittsboro and Chatham Park have to offer. Whether you're looking to create a private estate, build your dream home surrounded by nature, or simply secure a substantial piece of land in an exceptional location, this property offers tremendous possibilities. Across from Chatham Park. Large acreage in this location is increasingly difficult to find—bring your vision and explore the possibilities!

Tbd Oldham Place, Pittsboro

$499,900

3 Beds ⋅ 3 Baths ⋅ 10195125 MLS ⋅ ACTIVE Status

Welcome to 271 Parkland Drive, a beautifully appointed home in the sought-after NoVi community of Chatham Park. Thoughtfully enhanced and originally selected as a builders home, this residence offers a level of attention to detail and finished touches that make it truly special. The open-concept design is complemented by carefully selected upgrades throughout, including a custom-built fireplace feature with an electric fireplace and surrounding lime-wash wall, creating a warm and inviting focal point for cozy evenings at home. Designer light fixtures, crown molding, custom window shades and curtains, and solid wood shelving in the closets add to the elevated feel throughout. The kitchen opens seamlessly to the living and dining spaces, while the custom pantry has been thoughtfully designed with built-in cabinetry and dedicated electrical outlets—creating an exceptionally functional space for organization and small appliances. Additional cabinetry in the laundry room adds even more everyday storage and convenience. Outside, the fully fenced backyard provides a private space to relax, entertain, garden, or enjoy a morning coffee. With the outdoor space already established, you can simply move in and enjoy it from day one. The garage has also been thoughtfully finished with painted walls, adding a polished touch to an often-overlooked space. And the location is hard to beat. Situated directly across from the new Pittsboro Town Park currently under development, you'll have an exciting new recreational destination across the street, with planned soccer fields, playgrounds and additional amenities. The Chatham Park YMCA is also just across the way, making fitness, recreation and an active lifestyle remarkably convenient. Add the trails, parks, green spaces, MOSAIC, Downtown Pittsboro, dining and shopping nearby, this is a place that puts an incredible range of everyday experiences close to home. With its custom improvements, inviting fireplace, established outdoor space and exceptional location, this is more than a beautiful home—it is a home where the details have already been thoughtfully taken care of!

271 Parkland Dr, Pittsboro

$1,125,000

2 Baths ⋅ 10195009 MLS ⋅ ACTIVE Status

25.2± ACRES OF PRIVATE WOODED LAND JUST NORTH OF PITTSBORO! Discover the opportunity to create your own private retreat across two parcels in a serene, wooded setting with no HOA. A single private road provides access into the property, offering privacy and a peaceful atmosphere while remaining conveniently located just north of Pittsboro and near Chatham Ridge Golf Course. Power lines extend to the center of the property, providing an existing utility advantage for future development. The property includes an existing house in disrepair, along with workshop and greenhouse structures that offer potential for storage, hobbies, or agricultural use. Whether you're looking to build a private estate, create a secluded homestead, or hold land for future possibilities, this expansive tract offers a rare combination of acreage, privacy, natural surroundings, and convenient location. Enjoy quiet country living while being within easy reach of Pittsboro, Chapel Hill, Raleigh, and the surrounding Triangle.

7192 Nc 87 N, Pittsboro

$375,000

3 Beds ⋅ 3 Baths ⋅ 10194897 MLS ⋅ ACTIVE Status

Lovely Move-In-Ready End-Unit Townhome with wooded views, 3BR/2.5BA, Main Level Primary Suite and 1-car Garage! New LVP (9", oak, 22-mil) covers the entire Main Level including all bathrooms. Freshly painted throughout. Pristine like-new carpeting covers stairs and bedrooms on Level 2. Nicely shaded yard plus sunny garden areas. Front Porch, Side Deck (HOA to replace), Walk-in conditioned Workshop/Storage in crawl space. Spacious Kitchen with recessed lighting and all NEW: Samsung Bespoke counter depth French door fridge, Whirlpool dishwasher, and oversized Kohler SS sink with Pfister faucet. Also featuring a JennAir Electric downdraft range, tiled backsplash with mosaic accents, solid-surface counter tops, under-cabinet lighting and lots of working spaces. A bright corner Breakfast Area faces the front & side yards. The Laundry Room with Pantry offers new Samsung washer & dryer and is conveniently located in the Kitchen. Large Family Room has a vaulted ceiling with two skylights, new handsomely trimmed gas log fireplace and bank of 3 windows with plantation shutters overlooking the back yard. Nearby Sun Room, with Deck access, is open to the FR and Dining Room which features a chandelier and more plantation shutters. Primary Suite offers a spacious custom walk-in closet, Sitting Area and Ensuite with large vanity featuring a new Kohler sink and Moen faucet; Lightly used ReBath glass shower was recently re-caulked by ReBath and is in excellent condtion. Half Bath is located in the foyer. Carpeted staircase leads to an open Balcony overlooking the naturally bright Family Room! Two Bedrooms with large WICs share the Full Bath with tub/shower combo and large vanity. Loft area is ideal for a Studio, Office, etc. Nearby walk-in conditioned Attic Storage. Services/Systems: Whole-house HEPA filtration; HVAC is professionally service twice yearly; Quarterly professional pest control.

464 Beechmast, Pittsboro

$249,900

3 Beds ⋅ 2 Baths ⋅ 10194841 MLS ⋅ ACTIVE Status

Welcome to 122 Charlie Fields Road, where refreshed interiors meet one of Pittsboro's most charming pockets. Just minutes from the heart of historic Bynum, this 3 bed, 2 bath home offers something increasingly hard to find: space and privacy at home with a genuine sense of community right outside your door. Inside, thoughtful updates include refreshed flooring, an updated kitchen and bathrooms, and a truly oversized primary bathroom that gives the primary suite a retreat-like feel. The home is fresh, comfortable and move-in ready while still leaving room to make it your own. But the location may be the real standout. Bynum is one of those special places that feels tucked away while remaining deeply connected to Pittsboro. Enjoy easy access to the Haw River, nearby recreation and trails, the Bynum General Store and the community events that regularly bring people from across Pittsboro to this little corner of Chatham County. It's a lifestyle that blends nature, community and convenience: mornings enjoying local recreation, afternoons by the river and evenings gathering at community events with neighbors, all just outside your front door. 122 Charlie Fields offers the opportunity to live close to what makes this part of Pittsboro so special.

122 Charlie Fields Rd, Pittsboro

$499,900

3 Beds ⋅ 2 Baths ⋅ 10194490 MLS ⋅ ACTIVE Status

One family. More than six decades. One very special Pittsboro property. Set on approximately 1.25 acres (per tax records) with mature trees, established landscaping and an expansive lawn, this beautifully maintained 1964 brick ranch has remained in the same family since it was built. Offering 3 bedrooms, 2 full baths and approximately 1,551 square feet per professional measurement, the home features comfortable single-level living with a wonderfully functional floor plan. A spacious living room, separate dining room and inviting den/family room with wood-paneled walls, built-ins and a gas fireplace provide multiple gathering spaces. Pocket doors add to the home's original character while offering flexibility between the living areas. The kitchen retains its classic all-wood cabinetry, while the large laundry room provides abundant cabinetry, counter space and a utility sink. Two rear bedrooms share a Jack-and-Jill full bath, while the second full bath with shower serves the third bedroom and main living areas. Replacement windows allow plenty of natural light throughout, and hardwood flooring is visible in portions of the home and believed to be present beneath some existing carpet. Outdoor space is where this property really shines. Enjoy the deck, established garden area, mature trees and generous lawn, along with a detached two-car garage, detached carport, separate storage building and pull-down attic access for additional storage. Public water and sewer add everyday convenience. Lovingly maintained and largely original, this home offers a rare opportunity to preserve its character, update at your own pace and create the next chapter of a property that has been cared for by the same family for generations. Property is being offered as-is; seller will make no repairs.

798 Sanford Rd, Pittsboro

$644,000

4 Beds ⋅ 3 Baths ⋅ 10194484 MLS ⋅ ACTIVE Status

***New Custom Home*** Modern design with custom finishes define this beautifully crafted home. The main level features an open living area with a stunning kitchen showcasing custom cabinetry, quartz countertops, and a walk-in pantry. Sliding doors from the main living area lead to a covered porch, creating an easy indoor outdoor flow. The primary suite offers a spa like bath with a standalone soaking tub, tiled shower, and a spacious walk-in closet. A dedicated first floor office provides essential everyday functionality Upstairs includes three comfortable bedrooms and a full bath. Additional features include a welcoming foyer, mudroom, laundry room, and an oversized two car garage. A smart layout, elevated finishes, and effortless livability make this home a standout. Located near downtown Pittsboro, Chatham Park, shopping and dining are minutes away. East commute to Cary, Chapel Hill, and RTP. A must see!

131 Whispering Meadows Ln, Pittsboro

$499,840

3 Beds ⋅ 3 Baths ⋅ 10194355 MLS ⋅ ACTIVE Status

BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. NOW $475,000! Brand-new Chestfield in NoVi at Chatham Park offering 1,892 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Thoughtfully designed living spaces and modern finishes give you the benefits of new construction without the long wait. Estimated ready October 2026. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

43 Tallgrass Rd, Pittsboro

$2,545,000

4 Beds ⋅ 5 Baths ⋅ 10194353 MLS ⋅ ACTIVE Status

Crafted by Hearthstone Luxury Homes and recognized as a Silver Winner in the Parade of Homes, The Alexandria is a remarkable expression of modern English design, timeless craftsmanship, and effortless indoor-outdoor living. From the moment you arrive, the home sets a distinctive tone with its light natural-brick exterior and elegant arched steel entry door, whose glass shifts from clear to private at the touch of a button. Inside, the signature stone accent wall rises through the foyer to the second-floor landing, creating a dramatic architectural thread that continues into the kitchen. Stained-oak stair treads, oversized windows, and locally produced handmade cabinetry further reflect the home's exceptional attention to detail. At the heart of the residence, the Great Room, Casual Dining area, and Kitchen flow together beneath soaring 10-foot ceilings. White-oak beams add warmth overhead, while a breathtaking 24-foot wall of sliding glass doors draws natural light deep into the home and frames the wooded rear setting. A beautiful white-oak pocket door opens to a fully appointed Pantry/Scullery with custom cabinetry, shelving, sink, dishwasher, and refrigerator space—an ideal blend of beauty and function. The main-level Owner's Suite offers a private retreat with refined wall-paneling details, a freestanding tub, spacious walk-in shower, and an oversized custom-fitted closet. A separate Guest Suite with ensuite bath and a rear office with expansive windows provide comfort and flexibility for everyday living or extended stays. Upstairs, the home continues to impress with a spacious Media/Game Room and wet bar, two additional ensuite bedrooms, a generous flex room over the garage, and conditioned storage with an A/V closet. Outdoors, the covered Porch invites lingering evenings by the fireplace, with a retractable screen and built-in grill ready for effortless entertaining. The home and septic system have also been thoughtfully positioned to allow space for a future pool. The Alexandria is more than a home—it is a carefully composed experience where craftsmanship, architecture, and the surrounding landscape come together beautifully.

65 Firefly Overlook, Pittsboro

$324,500

2 Beds ⋅ 2 Baths ⋅ 10194211 MLS ⋅ ACTIVE Status

Discover easy, low-maintenance living in this charming 2-bedroom, 2-bath cottage in Chatham Park. Thoughtfully designed and beautifully refreshed, this 828-square-foot home offers an efficient floorplan, stylish updates, and the convenience of having restaurants, shops, parks, groceries and more close by. Inside, you'll find a bright, welcoming home with new flooring, fresh paint, and stylish new lighting. The smart floorplan makes excellent use of every square foot! Designed for today's lifestyle, the home features an energy-efficient design, EV charger, sealed crawl space, on-demand hot water, and upgraded standing-seam roof. Outside, let the HOA take care of the work. Landscaping and common areas are maintained for you, making this an ideal lock-and-leave home. Seller is licensed Real Estate Agent.

286 Cottage Way, Pittsboro

$2,999,999

5 Beds ⋅ 6 Baths ⋅ 10193908 MLS ⋅ ACTIVE Status

Coming Soon! This 5-bedroom, 5.5-bathroom residence in The Summit offers substantial living space with nearly two acres of Land with mature Hardwood trees and a beautiful stream at the backside of the property. Your own private pool and surrounding patio areas create a most private estate. The four-car garage provides ample parking and storage for the discerning homeowner. Located near Apex, Chapel Hill and Pittsboro, this ultra-luxury home delivers the room and privacy many buyers seek when building lasting equity. The generous lot size creates a meaningful buffer from surrounding properties, while the multiple bedrooms and baths accommodate varied household needs and guest accommodations.

196 Mountaintop Cir, Pittsboro

$364,500

3 Beds ⋅ 2 Baths ⋅ 10193817 MLS ⋅ ACTIVE Status

**Brand New LG Glass Air Fry Convection Range Oven installed!** Minutes from downtown Pittsboro restaurants & shops! Easy One-Level Living on a Quiet Cul-de-Sac - Welcome to 53 Grove Point! This is the one you've been waiting for! Tucked away on a quiet cul-de-sac, 53 Grove Point is a beautifully maintained 3-bedroom, 2-bath, 1252 sq feet one-story home offering comfort, convenience, and inviting indoor-outdoor living—all at an exceptional price point. From the moment you arrive, the welcoming front porch and classic porch swing set the tone. Picture slow mornings with coffee, relaxed evenings with someone you love, and the ease of coming home to a place that simply feels good. Step inside to a bright, comfortable living room where a vaulted ceiling and cozy fireplace create an airy yet inviting gathering space. The open layout keeps everyone connected, with easy sight lines between the living area, kitchen, and dining nook. The kitchen features an **Brand New LG Glass Air Fry Convection Range Oven installed!** Then almost-new stainless steel refrigerator. Peace of mind with new and almost brand new appliances! The engineered hardwood flooring adds warmth and character throughout portions of the home. One of this home's greatest advantages is its single-level floor plan. With no need to navigate multiple stories, 53 Grove Point offers the kind of easy everyday living that works beautifully for all ages and stages of life. Whole house water filtration system and an R/O system in the kitchen. The spacious primary bedroom features its own vaulted ceiling, creating a light and relaxing retreat. Two additional bedrooms, two full bathrooms, and the laundry area are conveniently located along the home's private bedroom wing, providing comfortable separation from the main gathering spaces. And the living doesn't stop indoors. Step through the back kitchen door onto the freshly re-stained deck, complete with evening lighting and overlooking a large backyard with partial wood privacy fencing. There's plenty of room to grill, entertain, garden, play, or simply unwind at the end of the day. And then there's the shed! This charming backyard addition provides valuable storage today with plenty of potential for whatever you imagine tomorrow. One story. Three bedrooms. Two full baths. Vaulted ceilings. Fireplace. Cul-de-sac setting. Large yard. Wonderful outdoor living. 53 Grove Point brings together the features buyers are searching for in a home designed for easy living. Come see why 53 Grove Point just might be the one you've been waiting to call home.

53 Grove Pt, Pittsboro

$875,000

4 Beds ⋅ 4 Baths ⋅ 10193772 MLS ⋅ ACTIVE Status

Built and offered by Baywood Builders, Inc. Under construction, 99% complete with few final finish selections available to choose. This beautiful new 2 story modern farmhouse is located 4 miles west of the circle in historic downtown Pittsboro on some of Chatham County's finest country farm land. The property features over 3 acres of scenic open rolling pasture on private Dairymont Dr. Welcome loved ones and friends to an expansive open floor plan with a 16-foot ceiling in the great room, and craftsman style doors and trims. The large front porch faces west to enjoy the setting sun. The back porch is centered on the back of the great room looking east out over the back pasture to the wood line at the creek. The large 2 car garage has plenty of room for storage and work areas. There is over 500 sf. of unfinished second floor bonus space ready to be finished, potentially totaling an all combined 4,694 sf. under roof. The gourmet kitchen is superbly appointed and wide open to the dining area and great room. There is separate office space located behind the kitchen with high-speed fiber internet. The 3 guest bedrooms are all located on the second floor and feature plenty of room and closet space, with 2 bathrooms to share, all with views of the natural landscape. Between these bedrooms is a loft/recreation area for the perfect spot to hang out. The spacious master bedroom is privately located on the first floor, including a wonderful high vaulted ceiling. The master bathroom features separate sinks, water closet, soaking tub, along with a large walk-in shower and closet.

171 Dairymont Dr, Pittsboro

$290,000

3 Beds ⋅ 2 Baths ⋅ 10193707 MLS ⋅ ACTIVE Status

*Listed BELOW appraisal value* Discover the possibilities with this 3-bedroom, 2-bath brick ranch nestled on 4.36 acres. Offering plenty of room to spread out, this property provides a great opportunity for someone looking for acreage, privacy, and a home they can make their own. The home could use some updating and TLC, making it a great candidate for buyers who want to add their personal style and improvements over time. The spacious layout includes a fireplace with gas logs; the gas logs are in working condition but will need to be serviced. Outside, the property offers plenty of flexibility. A covered shelter behind the home could provide storage or be useful for those wanting to keep animals. A carport offers covered parking, while the expansive acreage gives you room for gardening, recreation, outdoor projects, or simply enjoying the surrounding space. Additional features include a whole-house generator for added peace of mind and a shared well. If you're looking for a brick ranch with acreage and the opportunity to build equity through updates, this property is ready for its next chapter. This property was previously listed together with 2225 Castle Rock Farm Road but is now being offered separately. The sellers have established a well easement for 2251 Castle Rock Farm Road. The property shares a well with 2225 Castle Rock Farm Road. Come see the potential and imagine what you can create here!

2251 Castle Rock Farm Rd, Pittsboro

$1,400,000

3 Beds ⋅ 4 Baths ⋅ 10193626 MLS ⋅ ACTIVE Status

Set in an established equestrian neighborhood, this thoughtfully updated 15-acre mini farm offers country living with exceptional recreational and homesteading amenities. Fresh interior paint and newly refinished hardwoods complement the open floor plan and newly built pantry area. Enjoy the backyard oasis with a pool, hot tub and gas fire pit, plus a convenient pool house with bathroom. The property also features an irrigation system, fenced pastures, stables, double-gated chicken coops and a duck house. The custom four-stall barn has been rebuilt and enhanced with two storage rooms. Electricity serves the barn, stables, coops and pool house. Additional upgrades include HVAC, a whole-house generator, water filtration, crawl-space protection, French drains, expanded propane capacity and a separate garage/storage building. With no HOA or city taxes, this property is a dream come true.

755 Arrowhead Loop, Pittsboro

$761,000

4 Beds ⋅ 4 Baths ⋅ 10193584 MLS ⋅ ACTIVE Status

RARE FIND! Private 2.77-acre property surrounded by an abundance of mature plants, foliage, and flowers, offering a peaceful setting with plenty of room to enjoy the outdoors. This custom-built 3,519 sq. ft. home features a welcoming rocking-chair front porch and an open-flow main level with beautiful hardwood floors and impressive 9-foot-plus ceilings. The main level offers a formal dining room and spacious great room with gas fireplace, flowing into a well-appointed kitchen featuring granite countertops, wood cabinetry, tile backsplash, stainless steel appliances, breakfast bar, and a separate eating area. Three bedrooms, two full baths, and a convenient laundry area with half bath complete the main living space. The living area continues upstairs to a bonus room and additional attic storage. A 24' x 24' attached double garage provides ample parking and storage. Enjoy the outdoors from the covered screened porch and deck, which lead to a fire-pit area surrounded by comfortable sitting space—perfect for entertaining or relaxing in your private surroundings. The walk-out finished basement adds exceptional versatility and includes a private-entry in-law suite with a large bedroom, full bath, living area, and space that could accommodate a kitchen. Additional basement space includes a workshop and storage areas, providing endless possibilities for hobbies, projects, home business, or extended living arrangements. Outside, you'll find an on-site greenhouse, garden area, and storage building for lawn-maintenance equipment. With privacy, spacious living areas, versatile basement accommodations, and abundant outdoor amenities, this property offers a unique opportunity that truly needs to be seen to be appreciated!

89 Cloverdale Dr, Pittsboro

$531,900

3 Beds ⋅ 3 Baths ⋅ 10193575 MLS ⋅ ACTIVE Status

Welcome home to this practically brand-new Chatham Park gem, ideally situated in one of Pittsboro's most desirable and thoughtfully planned communities! Built in October 2025, this beautifully maintained home offers the feel, style and finishes of a brand-new home without the wait, while combining modern design, comfortable living spaces and an exceptional outdoor setting. Step inside to a bright, open-concept layout designed for both everyday living and effortless entertaining. The spacious main living area flows seamlessly into the dining space and stunning chef's kitchen, creating the perfect gathering space for family and friends. The kitchen is a true standout, featuring crisp modern cabinetry, beautiful quartz countertops, stainless steel appliances, a built-in oven and microwave, gas cooktop and sleek range hood. The combination of modern finishes and gas cooking provides both style and functionality. The inviting living room is anchored by a beautiful fireplace, creating a warm and welcoming space to relax and unwind. Step outside to enjoy the landscaped, tree-lined backyard and peaceful views, with no homes directly behind you! The enclosed outdoor living space provides an inviting extension of the home for relaxing, entertaining, enjoying your morning coffee, or unwinding at the end of the day. The picturesque tree-lined setting can even be enjoyed from the kitchen window, creating a beautiful backdrop throughout the main living space. The first floor also features a dedicated office, providing a convenient and flexible space for working from home, studying, or managing everyday life. Upstairs, the spacious primary suite provides a wonderful private retreat, while the additional bedrooms offer plenty of flexibility for family, guests, or hobbies. A bright and versatile loft adds even more living space and can easily serve as a second office, lounge, reading area, hobby space or additional gathering room. Thoughtfully designed spaces throughout the home provide plenty of room to spread out while still maintaining a comfortable, connected feel. Additional highlights include a convenient 2-car garage with an added workbench/workspace area, modern fixtures and finishes throughout, and the peace of mind that comes with a home built in 2025. Beyond the home itself, enjoy all that the highly sought-after Chatham Park community has to offer, with an abundance of parks, trails, greenways, gathering spaces and recreational amenities designed to make everyday life feel like home. Conveniently located in the heart of the growing Pittsboro area, Chatham Park offers an incredible blend of community, convenience and natural beauty.

280 Beacon Dr, Pittsboro

$1,425,000

4 Beds ⋅ 3 Baths ⋅ 10193509 MLS ⋅ ACTIVE Status

Set on more than two private acres, this Pittsboro home feels like a retreat of its own while still being just minutes from Fearrington Village and downtown Pittsboro, and less than 20 minutes from Chapel Hill. Mature landscaping, a fully fenced backyard, and a peaceful setting create the kind of privacy that is increasingly hard to find. Step inside to a spacious foyer and dramatic two story living room, where abundant windows fill the home with natural light. The updated kitchen sits at the heart of the home, with a spacious dining room just off the kitchen offering plenty of room to gather and beautiful natural light. Thoughtfully selected designer lighting adds a custom feel throughout the home. With more than 3,700 total square feet, there is plenty of room to come together and space to spread out. The first floor primary suite offers the convenience of main level living, complete with a beautifully renovated primary bath and built in sound system. A second bedroom on the main floor is perfect for guests or can easily serve as a private home office. Upstairs, two additional bedrooms share a Jack and Jill bath, while the large bonus room offers even more flexibility for a media room, playroom, home office, or hangout space. Outside is where this home really shines. Start your morning with coffee on the screened porch, enjoy an extended pool season thanks to the heated saltwater pool, and end the day gathered around the outdoor fireplace or covered outdoor kitchen and bar. Surrounded by mature landscaping and more than two acres, the backyard feels like your own private escape with plenty of room to entertain, unwind, and simply enjoy the peace and quiet. Private without feeling remote, this is the kind of home that gives you room to breathe while keeping Fearrington Village, downtown Pittsboro, Chapel Hill, dining, shopping, and everyday conveniences within easy reach.

417 Laurel Knoll Dr, Pittsboro

$787,000

4 Beds ⋅ 4 Baths ⋅ 10193297 MLS ⋅ ACTIVE Status

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

640 Cabin Crk, Pittsboro

$625,000

2 Beds ⋅ 2 Baths ⋅ 10193250 MLS ⋅ ACTIVE Status ⋅ Creek House BLDG.

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

180 Hobbs Rd, Pittsboro

$585,000

4 Beds ⋅ 3 Baths ⋅ 10193108 MLS ⋅ ACTIVE Status

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

30 Circle City Way, Pittsboro

$1,275,000

5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status

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

114 Autumn Gate St, Pittsboro

$560,000

4 Beds ⋅ 3 Baths ⋅ 10192846 MLS ⋅ ACTIVE Status

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

268 Mindees Ln, Pittsboro

$1,000,000

3 Beds ⋅ 3 Baths ⋅ 10192842 MLS ⋅ ACTIVE Status

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

757 Turtle Creek Dr, Pittsboro

$785,000

5 Beds ⋅ 4 Baths ⋅ 10192707 MLS ⋅ ACTIVE Status

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

1050 The Parks Dr, Pittsboro

$845,000

3 Beds ⋅ 4 Baths ⋅ 10192555 MLS ⋅ ACTIVE Status

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

464 Deer Mountain Rd, Pittsboro

$890,000

10192533 MLS ⋅ ACTIVE Status

Great opportunity to own a beautiful 32.988 acre tract of unrestricted land in Pittsboro. This fabulous tract of land features established pasture with extensive fencing, some mature hardwoods, well, 3-sided pole barn, shed, and has public road frontage. County Water is Available. Build your dream home, family compound, horse or dairy farm, recreational retreat, or future development. As per county, the property is zoned R-1 and is located within the Rural node of the county's land use plan. There is public water available so it can be subdivided. County approval is needed. Bring your own builder and build on your timeline—there is no time limit to begin construction. The land currently was perked for 5- 4 BR houses if someone wanted to do a minor subdivision. Seller has drawn up a map for potential 5 homesites, which is in documents. Enjoy the freedom, privacy, and flexibility that come with owning unrestricted acreage with endless possibilities. Property is currently being leased by a farmer and has cows on the land. 24 hour notice is required for a showing so the cows can be moved. Automatic waterers on the land are connected to the well but have not been used in many years so I do not know if they work as the farmer does not use them.

859 Pittsboro Goldston Rd, Pittsboro

$300,000

3 Beds ⋅ 3 Baths ⋅ 10192416 MLS ⋅ ACTIVE Status

Adorable townhouse in desirable Powell Place- close to downtown and 15501/64 bypass for easy commute to Chapel Hill, Cary, Apex, 540. Open floor plan on first level with family room, large dining room and open kitchen. Upstairs boasts roomy master bedroom with full bath and two secondary bedrooms sharing another bath. No carpet, patio outside, landscaped yard, frig, washer, dryer convey. Great rental opportunity! Seller is licensed real estate agent/listing agent.

306 Danbury Ct, Pittsboro

$1,199,000

5 Beds ⋅ 6 Baths ⋅ 10192393 MLS ⋅ ACTIVE Status

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

130 Autumn Gate St, Pittsboro

$788,000

5 Beds ⋅ 4 Baths ⋅ 10192347 MLS ⋅ ACTIVE Status

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

1664 The Parks Dr, Pittsboro

$749,000

3 Beds ⋅ 3 Baths ⋅ 10192091 MLS ⋅ ACTIVE Status

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

208 Tobacco Rd, Pittsboro

$299,999

3 Beds ⋅ 3 Baths ⋅ 10191962 MLS ⋅ ACTIVE Status

Welcome to 26 Danbury Ct. In fast growing Pittsboro NC, this home is convenient to downtown, shopping and dining. This is a McNeill Burbank home, a well respected Triangle builder w/green building practices. Great value! Main level includes wood floors, open living, front and back porches, with fenced low maintenance yard. Second floor has Primary with en-suite bath and 2 additional bedrooms/office space. Come see!

26 Danbury Ct, Pittsboro

$525,000

3 Beds ⋅ 3 Baths ⋅ 10191826 MLS ⋅ ACTIVE Status

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

261 Mindees Ln, Pittsboro

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