Pittsboro Real Estate | Pittsboro 3 Bedroom Properties for Sale

3 Beds ⋅ 1 Baths ⋅ LP771437 MLS ⋅ ACTIVE Status

Discover the charm of country living with the convenience of a desirable Chatham County location! Situated on approximately 0.96 acres, this single-story home offers three bedrooms, one full bathroom, and approximately 800 square feet of living space.Newer HVAC, new well and well pump. The property provides an opportunity to enjoy a peaceful rural setting with room for outdoor activities, gardening, or creating your own backyard retreat. Whether you’re looking for a primary residence, investment property, or a home to make your own, this property offers possibilities in an attractive location.Location is a standout feature! Conveniently situated between Pittsboro and Chapel Hill, the property offers access to the shopping, dining, and amenities of both communities. Enjoy proximity to Jordan Lake, Fearrington Village, and the University of North Carolina at Chapel Hill, while appreciating the quieter atmosphere of Chatham County.With nearly an acre of land and a location convenient to some of the area’s most desirable destinations, 132 Penny Lane presents an opportunity to enjoy country living without sacrificing accessibility.

132 Penny Ln, Pittsboro

$325,000

3 Beds ⋅ 2 Baths ⋅ 10200083 MLS ⋅ ACTIVE Status

Welcome home to this 3-bedroom, 2-bathroom single-family residence in Forest Creek, Pittsboro. Set on a generous lot of almost one acre, this property offers substantial outdoor space and privacy for those seeking room to grow. The well-proportioned home provides comfortable living quarters with practical design. The expansive grounds present endless possibilities for landscaping, recreation, or future development according to your vision. Close proximity to schools and shopping. This is an excellent opportunity to own a solid residential property with ample land in an established community.

139 Prestonwood Dr, Pittsboro

$785,000

3 Beds ⋅ 2 Baths ⋅ 10199970 MLS ⋅ ACTIVE Status

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-style modern farmhouse designed and appointed to fit the Fearrington Village ethos. The home was fully upgraded in 2022. The main level consists of approximately 2533 square feet. Additionally, approximately 1234 square feet of living area are found on the lower level of the home, this area is accessed by a path that leads to the back patio. The home sits on a .5-acre lot with dense forest and a creek. The home's main entrance overlooks a generously irrigated, a very private and lush courtyard populated with dozens of vines, flowers, and trees. Anchoring the courtyard is a mature Cherry tree providing ample shade and stunning blossoms. The charming courtyard features a large brick terrace beneath a grapevine covered pergola, ideal for morning coffee or evening wine with birdsong. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees, and butterflies. The small, raised-bed garden is perfect for growing herbs. The forest can be seen upon entering the home and can be enjoyed by all spaces on the west side including the 3-sided window-walled dining room, open deck and screened porch which lend a "Tree House" feel to the upper living level. "Apricot Sunsets" can be seen through the trees. The foyer gives access to the fully private main suite including a large main bedroom with a window wall overlooking the forest and perfect for peaceful sleep. Aromatic, dual cedar-lined closets with built-ins, a spacious bath with windows opening onto the lush courtyard, a large tiled shower, a claw foot tub, two furniture-style vanity sinks, a large built-in storage cabinet, and a separate, private WC. The main wing hallway features floor-to-ceiling cabinets for generous storage that complete the main suite. Also, from the foyer lies a large, bright, and sunny flex room featuring a bay window with views of the courtyard. Butterfly bushes grace the view to provide a "Butterfly Ballet" when in season. The main level provides a spacious great room with soaring ceilings and views of the forest through the adjoining window-walled dining area. A custom stone fireplace anchors the room and features a 400-year-old historic mantle and is flanked on both sides with generous built-in bookcase/cabinets. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung "Smart" refrigerator, a new oven (2025). The hallway from the kitchen features two large pantries, a cedar-lined coat closet and access to the large, fully appointed laundry room all leading to the garage entrance. The spacious, light-filled laundry room features built ins, a custom, tiled dog shower, and pet feeding area. A pair of Maytag machines are included. Two more spacious bedroom/office rooms (one opens to the large, screened porch) and a charming full hall bath lie directly off the kitchen. The hall opens to a double garage with custom, epoxy coated floors and ample storage. Ample and convenient outdoor space is provided for pets. A door leads to a fenced, yard/dog run which extends the entire length of the southern side of the home. The other garage side door gives access to the courtyard for ease with gardening projects. The spacious lower level has been fully appointed with many custom finishes and a custom "Fearrington" mural to create a unique retreat complete with a bar, gaming, and TV area. The area is separated from a workshop space and high-ceilinged storage that houses dual HVAC systems. Located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping has been selected and is maintained by an extensive drip system.

1390 Bradford Pl, Pittsboro

$575,000

3 Beds ⋅ 3 Baths ⋅ 10199766 MLS ⋅ ACTIVE Status

Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpet, fresh interior paint, and updated bathrooms with new tile and lighting give the home a fresh, move-in-ready feel. The kitchen features granite countertops, an eat-in island, and tile backsplash, and opens to the family room, where a gas fireplace creates a warm and welcoming gathering space. A separate living room opens to the dining room, offering additional space for relaxing and entertaining. The primary suite features a spacious bath with a separate shower and corner tub, along with a walk-in closet. The laundry room includes built-in cabinetry, a new countertop, and new tile for added style and convenience. Outside, a large deck overlooks the beautiful, wooded backyard, while a custom fire pit area with hand-selected boulders creates a special place to gather with family and friends or simply unwind in the peaceful surroundings. Ample parking provides plenty of space for family, friends, and guests. With no HOA, you can enjoy added flexibility in how you use your property. Conveniently located just minutes from downtown Pittsboro and Chapel Hill, this home is ready for you to move in and enjoy!

120 Hamlet Grove Dr, Pittsboro

$449,000

3 Beds ⋅ 3 Baths ⋅ 10199504 MLS ⋅ ACTIVE Status

Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely renovated it offers 3 bedrooms, 2.5 baths, and inviting curb appeal with a metal roof and easy-care landscaping. The main-floor primary suite features a beautifully updated bath with a walk-in shower. Upstairs, two additional bedrooms share a newly renovated, light-filled full bath. The ample kitchen shines with new maple cabinetry, quartz countertops, all new appliances. LVP flooring throughout adds style and everyday practicality. Rocking chair front porch. A spacious back deck overlooks the generous backyard, creating a welcoming spot to relax or entertain. New Windows and Blinds thru-out. Enjoy a small-subdivision feel with convenient access to Pittsboro's shopping, dining, parks, and in-town activities, plus easy connections to Highways 15/501, 87, 64, and 902.

137 Evergreen Dr, Pittsboro

$539,900

3 Beds ⋅ 2 Baths ⋅ 10198340 MLS ⋅ ACTIVE Status

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Rdg, Pittsboro

$2,900,000

3 Beds ⋅ 3 Baths ⋅ 10197637 MLS ⋅ ACTIVE Status

A Majestic Haven on the Haw. Welcome to an extraordinary riverside sanctuary less than 20 minutes from the heart of Chapel Hill and the University of North Carolina. This gated almost 22-acre estate, gracing the banks of the majestic Haw River, seamlessly blends luxury living with natural splendor. The property features nearly a mile of private riverside trails, perfect for hiking or accessing the river for canoeing, kayaking, and fishing--with abundant bass, carp, crappie, sunfish, and bluegill. This enchanting refuge teems with wildlife. Deer regularly graze the grounds, while otters and beavers make their home along the riverbank. Bird enthusiasts will marvel at the diverse avian population, including majestic bald eagles, great blue herons, ospreys, warblers, and kingfishers. You may never see such beautiful sunsets as you do right at the comfort of your own home. Your home is comparable to this natural environment's beauty. Built in 2020 and designed by acclaimed architect Arielle Schechter--recognized among Forbes Magazine's 200 Best Residential Architects of 2025--this contemporary masterpiece showcases sophisticated design that harmonizes with its stunning setting. Breathtaking views of what many consider the river's most picturesque section are displayed through expansive windows, seemingly dissolving the boundary between indoors and out. Environmental consciousness meets luxury in this near net-zero residence, featuring: * Rooftop solar array * Geothermal heating and cooling * Triple-glazed European passive house windows and doors * Advanced water catchment system with dual 5,000-gallon cisterns * Solar reflective shades The property's resort-like amenities include: * Infinity pool with spa * Sauna * Steam shower * Separate workshop building with exercise room and upstairs bonus room * Private yurt with fenced yard. This secluded residential resort offers an unparalleled living experience that must be seen to be truly appreciated.

196 Paces Mill Trl, Pittsboro

$598,500

3 Beds ⋅ 3 Baths ⋅ 10197403 MLS ⋅ ACTIVE Status

Seller is offering a $10,000 credit at closing toward the buyer's mortgage interest-rate buydown, subject to lender approval, loan-program limits, and agreed contract terms. Custom finishes and flexible living spaces distinguish this Chatham Park home in Pittsboro. At 220 Wendover Parkway, an added butler's pantry, updated paint, a custom half bath and detailed trim bring character to everyday living. The bonus room features wood flooring selected to match the first floor and a rich, dark palette that creates a cozy space for movies, hobbies or a home office. Added trim in the primary bedroom gives the room a finished, tailored feel. Garage built-ins provide organized storage alongside space currently used as a home gym. With 3 bedrooms, 2.5 baths and 2,412 square feet, the layout offers room to gather and space to spread out. Schedule a showing to see the finishes and layout in person.

220 Wendover Pkwy, Pittsboro

$299,985

3 Beds ⋅ 3 Baths ⋅ 10197207 MLS ⋅ ACTIVE Status

To be built. Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. This luxury townhome is a must see with an open concept first floor featuring plenty of storage and a spacious island elevating the kitchen space. Upstairs features a spacious primary suite with two walk-in closets, while the primary bath has a double vanity and luxurious tiled roman shower. The secondary bedrooms provide flexible living space for a home office, guest suite, or whatever fits your lifestyle. The laundry room is conveniently located on the second floor and has the option to add the laundry tub Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

169 William Dr, Pittsboro

$279,990

3 Beds ⋅ 3 Baths ⋅ 10197200 MLS ⋅ ACTIVE Status

To be built. Discover the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. Situated on a wooded homesite, this townhome is the perfect blend of luxury and comfort, with an open concept first floor. The second floor includes a spacious primary suite with a tray ceiling, 2 walk-in closets, and a tiled walk-in shower Thoughtfully designed with modern finishes including LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and a gas range. Located 1 mile from downtown Pittsboro with easy access to Chapel Hill & RTP. Start your homebuying journey today.

179 William Dr, Pittsboro

$409,900

3 Beds ⋅ 3 Baths ⋅ 10197053 MLS ⋅ ACTIVE Status

DESIGNER UPGRADES + FLEXIBLE LIVING IN MEADOWVIEW! This Advent townhome offers 2,174 SF, 3 bedrooms, 2.5 baths and a 2-car garage with a layout designed for the way you live today. The open main level features a spacious Great Room, Dining area and upgraded Kitchen with Palisades Gold quartz, staggered cabinetry, tile backsplash, porcelain farmhouse sink, matte-black fixtures and stainless gas range. A dedicated Tech Center creates the perfect spot for working or studying from home. Upstairs, the Primary Suite features a walk-in closet and upgraded bath with dual vanity, tiled shower and frameless shower door, joined by two additional bedrooms, dual-vanity full bath, convenient Laundry and spacious Game Room. Upgraded flooring, designer lighting and an extended 140-SF rear patio complete the home. Enjoy Meadowview's pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. New construction—come see why the Advent is more than a townhome; it's room to live, work and unwind!

144 Golden Leaf Dr Unit 331, Pittsboro

$498,930

3 Beds ⋅ 3 Baths ⋅ 10197019 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. 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 January 2027. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

61 Hillway Rd, Pittsboro

$445,000

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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$1,000,000

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

$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

$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

$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

$499,900

3 Beds ⋅ 2 Baths ⋅ 10191548 MLS ⋅ ACTIVE Status

Imagine waking up to the tranquil sound of a gentle creek flowing just beyond your back door, sipping morning coffee from your sun-drenched dining space, and ending the day immersed in pure relaxation. Set in desired Fearrington Village, this turnkey retreat offers an elevated, low-maintenance lifestyle where you can easily get to village shops, seasonal markets, and enjoy all the vibrant community amenities, like the creekside walking trail right outside your door. Inside, natural light pours through expanded windows onto seamless LVP flooring and a cozy fireplace featuring a custom granite surround and live-edge mantel. The kitchen is designed for effortless living with granite countertops and instant hot water, while the primary suite serves as a true sanctuary with sliding barn doors, plantation shutters, and a spa-like bath with a corner jetted tub. Outdoor living is framed by nature—relax on the screened-in porch or entertain on the expansive Trex deck with custom privacy screening overlooking the woods. You will also love the rare, fully sealed walk-in lower level providing vast, clean, and dry storage space. Please see the complete list of major improvements in MLS docs, as there are too many upgrades to fit here! Don't just imagine this life—come feel the peace and fall in love with your new home today.

50 Trestle Leaf, Pittsboro

$435,000

3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ ACTIVE Status

Price improvement on this thoughtfully Renovated Ranch on over 5 acres! Built in 1970 and refreshed from top to bottom, this 3 bedroom, 2 bathroom home sits on 5.5 acres in Pittsboro, offering comfort, space, and peace of mind. Recent upgrades include a heat pump and central AC system installed October 2022 with a thermostat, a metal roof installed in 2018, and a mold-remediated, sealed crawlspace with a dehumidifier. Inside, the sellers opened up the main living space, creating a bright, free-flowing layout accented by crown molding in the dining room. Popcorn ceilings have been removed and freshly painted throughout with beautiful wood flooring, and the kitchen features replaced countertops with freshly painted cabinets. Both bathrooms have been updated, and the hall bath was enlarged to include a new closet. You'll also find updated interior doors, baseboards, light fixtures, outlets, switches, and covers throughout.

978 Elmer Keck Rd, Pittsboro

$1,075,000

3 Beds ⋅ 3 Baths ⋅ 10191158 MLS ⋅ ACTIVE Status

This beautiful ''Henderson Farmhouse'' model is located on .98/acres in coveted Fearrington Village. Sliding glass doors open to the spacious screened porch overlooking the wooded and private back yard. The owner's suite, 2 guest rooms, and 2.5 baths are on the main level. Quartz counter tops and large island in the kitchen, upgraded appliances, beautiful open floor plan!The huge bonus room on the second level is ideal TV or game room! Over 1800 sq. ft. of walk-in, unfinished storage/attic space off second floor; walk-in closets, whole house generator and water filtration system, Plantation shutters, hardwood floors, Tankless hot water heater, sealed crawl space too! Professional landscaping completed in 2026. Carpeting and home professionally cleaned 9/2026.

4246 Henderson Pl, Pittsboro

$375,000

3 Beds ⋅ 2 Baths ⋅ 10190815 MLS ⋅ ACTIVE Status

A sweet downtown Pittsboro home with space, updates, a fenced yard, and a setting that is increasingly hard to find. Tucked at the end of a cul-de-sac, this charming 3-bedroom, 2-bath cottage offers a bright, comfortable interior with hardwood floors throughout the main living areas. The kitchen features white cabinetry, granite countertops, and stainless steel appliances. The main-level primary bedroom has a vaulted ceiling, Palladian window, walk-in closet, and convenient access to a full bath. Upstairs are two spacious bedrooms and a second full bath. Recent improvements include a newer roof, HVAC system, hot water heater, and fresh interior paint. Outside, enjoy a large elevated deck overlooking the fenced backyard, along with a separate storage shed. All this just minutes from downtown Pittsboro's restaurants and shops, the library, schools, and nearby walking trails.

51 W Field St, Pittsboro

$379,900

3 Beds ⋅ 3 Baths ⋅ 10190656 MLS ⋅ ACTIVE Status

Welcome to 284 Millennium Drive, where modern comfort and low-maintenance living come together in the heart of Chatham Park! Built in 2022, this beautifully maintained 3-bedroom, 2.5-bath townhome offers 1,817 square feet of inviting living space, stylish finishes, and a layout designed for the way you live today. Step inside to a light-filled, open-concept main level that feels welcoming from the moment you arrive. The spacious kitchen is sure to impress, featuring granite countertops, a large center island, stainless steel appliances, a gas range, and a pantry. Coffered ceiling details add an elegant touch to the living area, while the seamless flow between spaces makes everyday living and entertaining a breeze. Upstairs, you'll find three comfortable bedrooms, including a spacious primary suite, along with the convenience of second-floor laundry. When it's time to unwind, step onto the screened-in rear porch and enjoy a quiet morning coffee or a relaxing evening outdoors. An attached one-car garage and private driveway provide convenient parking and extra storage, while the low-maintenance townhome lifestyle leaves more time to enjoy the things you love. Ideally located just minutes from downtown Pittsboro, you'll enjoy convenient access to parks, trails, shopping, dining, and the growing array of amenities throughout Chatham Park. Stylish, comfortable, and thoughtfully designed, this home offers an inviting opportunity to enjoy modern living in one of Pittsboro's growing communities. Come see all that 284 Millennium Drive has to offer!

284 Millennium Dr, Pittsboro

$399,000

3 Beds ⋅ 3 Baths ⋅ 10190550 MLS ⋅ ACTIVE Status

**PRICE IMPROVEMENT** Welcome to 95 Roberts Street! This spacious 3-bedroom, 2.5-bath home offers multiple living areas, a formal dining space, and a roomy kitchen with plenty of cabinet and counter space. Enjoy the covered front porch, large covered back deck, and fenced backyard. Conveniently located just minutes from downtown Pittsboro with easy access to Chapel Hill, Cary, Raleigh, and Sanford. A great combination of space, comfort, and location!

95 Roberts St, Pittsboro

$583,000

3 Beds ⋅ 2 Baths ⋅ 10190377 MLS ⋅ ACTIVE Status

Welcome to 497 Turn Key Way! A nature lovers dream, this peaceful and inviting home is tucked away in a beautiful wooded setting just minutes from Pittsboro. Set on 2.7 acres surrounded by mature gardens and expansive decks, this light-filled home offers the perfect blend of privacy, space, and convenience. Step inside to a generous open layout with vaulted ceilings, hardwood flooring, and a spacious main-level living area. Three bedrooms are located on the main level, including a comfortable primary suite with a walk-in closet and laundry nook, and a convenient office space. Sliding glass doors open from all 3 bedrooms to the decks, adding easy access to the beautiful outdoor spaces. The cook's kitchen features custom wood cabinetry and durable concrete countertops, offering both style and function. Upstairs, a 20x14 mezzanine loft provides flexible space for a home office, studio, additional living area, or playroom. Outside, enjoy your morning coffee on one of the expansive decks overlooking the serene and natural surroundings, or gather with friends and family for a barbecue in the huge backyard. A shed on the property provides additional storage, or can be outfitted as a small office or man/she cave. With more than 2,200 square feet of living space, this unique property offers the welcoming feel of a country home while remaining just minutes from the conveniences of Pittsboro. A wonderful opportunity to enjoy nature, privacy, and comfortable living in a truly special setting.

497 Turn, Pittsboro

$1,125,000

3 Beds ⋅ 4 Baths ⋅ 10190305 MLS ⋅ ACTIVE Status

Luxury, privacy, and exceptional craftsmanship await in this beautiful transitional executive home, built in 2024 and nestled on 3 private acres. Thoughtfully designed for both everyday living and sophisticated entertaining, this home showcases impressive architectural details and high-end finishes throughout. The gourmet kitchen features smart-enabled GE Café appliances, a 36" six-burner dual-fuel range, double-door dishwasher, custom cabinetry, oversized island, quartz countertops, and walk-in pantry. The open living spaces are highlighted by 20' cathedral ceilings, engineered hardwood floors, custom built-ins, and exquisite ceiling woodwork in the dining and family rooms. The luxurious owner's suite includes custom closet built-ins, while gas-log fireplaces in the family room and screened porch create inviting spaces for relaxing year-round. Outdoor living shines with a custom-designed fire pit area and canopy-covered grilling patio, perfect for entertaining or enjoying the privacy of the expansive property. Additional exceptional features include a whole-house salt-based water filtration system, AprilAire whole-house de-humidification, Rain Bird 10-zone irrigation, tankless hot water, 250-gallon underground propane tank, and premium no-slip epoxy garage flooring with a lifetime warranty. A rare combination of privacy, luxury, modern technology, and thoughtful design—this exceptional 2025 home is truly move-in ready and must be seen to be appreciated.

160 Roberson Creek Rd, Pittsboro

$370,000

3 Beds ⋅ 2 Baths ⋅ 10190084 MLS ⋅ ACTIVE Status

Terrific Value & Reduced Price in Fabulous Fearrington! This end-unit townhome boasts hardwood floors throughout, a screened porch, main floor primary suite & a living room with vaulted ceiling & gas fireplace. Step into this Fearrington Village beauty and enjoy life the easy way. Just down the street from the Swim & Croquet club and the village shops, you can enjoy the quiet and convenience of townhome living on Whisperwood Close. Contemporary styling, recent hvac (2025), and gleaming white oak floors make this a welcoming space. The kitchen boasts tons of cabinet space, solid-surface tops, gas range, stainless fridge, and a bright breakfast nook. The main floor primary suite overlooks the front garden, and features an ensuite bath & oversized walk-in closet. Upstairs you will find 2 more bedrooms, guest bath, and a cozy balcony overlooking the spacious living room. Relax out back on your brick-floored screened porch overlooking blooming crepe myrtles. Detached garage (owned by HOA). Come see 334 Whisperwood Close today!

334 Whisperwood Close, Pittsboro

$349,990

3 Beds ⋅ 3 Baths ⋅ 10189454 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.

MOVE-IN READY NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering 3 bedrooms, 2.5 baths, a spacious loft, private brick courtyard, and rear-load 2-car garage. The open-concept main level features an upgraded kitchen with a large island, designer cabinetry, stainless steel appliances, and generous counter space. Luxury vinyl plank flooring and upgraded stair rails with stained treads and metal balusters add stylish finishing touches throughout. Upstairs, the versatile loft provides additional space for a home office, media room, fitness area, or playroom. Enjoy low-maintenance living with convenient access to Chatham Park parks and trails, the YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, Jordan Lake, and more. Convenient to Chapel Hill, Apex, Holly Springs, and RTP. Schedule your tour today and ask about available builder incentives and financing opportunities.

72 Wandering Way, Pittsboro

$599,000

3 Beds ⋅ 4 Baths ⋅ 10189120 MLS ⋅ ACTIVE Status

NEW PRICE! Come home to this beautiful property on more than 2.5 acres with brand new ROOF! Enjoy the gracious wrap-around front porch, 9-ft ceilings, site finished hardwoods, & updated kitchen with new cabinets and quartz counters. Host Thanksgiving in the spacious dining room with a large bay window. On the 2nd floor there is a large primary suite & three additional rooms w/closets that can be used as bedrooms, home offices, or bonus space. On the 3rd floor you'll find a full bath & two more rooms, perfect for a guest or teen suite. Outside enjoy the screened porch & deck overlooking the fenced back yard w/plenty of sun for gardening. Fiber internet connected and all appliances convey!

535 Poplar Forest Ln, Pittsboro

$294,375

3 Beds ⋅ 3 Baths ⋅ 10188633 MLS ⋅ ACTIVE Status

To be built. Discover the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. Situated on a wooded homesite, this townhome is the perfect blend of luxury and comfort. Thoughtfully designed with modern finishes including LVP flooring, white cabinets, stainless steel appliances, granite countertops, gas range, and a tiled primary shower. Enjoy an open concept main level and luxurious primary suite with a tray ceiling and two walk-in closets on the second floor. Plus, two additional bedrooms for added flexibility. Located 1 mile from downtown Pittsboro with easy access to Chapel Hill & RTP. Start your homebuying journey today.

255 William Dr, Pittsboro

$394,900

3 Beds ⋅ 3 Baths ⋅ 10188085 MLS ⋅ ACTIVE Status

MAIN-LEVEL PRIMARY + COVERED REAR PORCH! The Karver offers a spacious two-story townhome design with 3 bedrooms, 2.5 baths and an attached garage. The open main level connects the Great Room, dining area and upgraded kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and designer gold fixtures. The main-level Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower with niche and frameless glass, with laundry conveniently located nearby. Step outside to the covered rear porch for additional everyday living space. Upstairs, two secondary bedrooms, a full bath and versatile loft/game room provide room to spread out. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

112 Golden Leaf Dr Unit 325, Pittsboro

$467,000

3 Beds ⋅ 3 Baths ⋅ 10188003 MLS ⋅ ACTIVE Status

Welcome to 552 Weathersfield, located in desirable Fearrington Village. This spacious and light-filled home offers a wonderful combination of character, flexibility, and exceptional storage. An open, flowing floor plan connects the main living spaces, while large windows throughout bring in abundant natural light and beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry and shelving, creating an inviting focal point for the home. Just beyond, a bright sunroom is surrounded by windows and topped with a skylight—an ideal spot for morning coffee, reading, hobbies, or simply enjoying the peaceful setting. Peering out the windows enjoy an abundance of green space and even a small pond with a stacked-stone surround. It is rare for a townhome in Fearrington to have this much privacy and green space! The dining area provides generous space for entertaining and flows easily into the kitchen and adjoining breakfast area. The kitchen offers an abundance of white shaker-style cabinetry, extensive counter space, a center island with cooktop, and a large walk-in pantry with built-in shelving. The sunny breakfast area features walls of windows, a vaulted ceiling, and a skylight, making everyday meals feel anything but ordinary. The spacious primary suite provides plenty of room for a sitting area and includes a private bath with a double vanity and an oversized tiled walk-in shower with frameless glass enclosure. The extensive walk-in closet is outfitted with a closet organizing system, and the stack washer-dryer is conveniently located in this space. Upstairs, find two additional large bedrooms; each feature their own walk-in closet with organizing systems, providing storage rarely found in secondary bedrooms. An attached bonus/flex room with built-in shelving and a window adds even more versatility—perfect for a home office, craft room, reading room, hobby space, or additional storage. Beautiful parquet flooring extends through much of the home, while built-ins, skylights, vaulted ceilings, generous room sizes, and an abundance of windows give the interior its distinctive character. With multiple gathering spaces and flexible rooms, this home offers plenty of opportunity to make each space your own. Located in the highly desirable Fearrington Village community, this is a home with the space, natural light, storage, and flexibility to accommodate the way you want to live. Fearrington has multiple clubs and social opportunities. Duke Center for Living is on the adjoining property, providing a convenient fitness center enjoyed by many Fearrington residents.

552 Weathersfield, Pittsboro

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