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82 Arthur Alston Rd, Pittsboro
$225,000
2 Beds ⋅ 2 Baths ⋅ 10197100 MLS ⋅ ACTIVE Status
Looking for space, privacy, and the freedom to make a property your own? This 2-acre retreat offers it all—with no HOA and no restrictions! Enjoy the peace and privacy of a spacious lot while being just 10 minutes from downtown Pittsboro and approximately 30 minutes from Sanford or Chapel Hill. It's a great location for enjoying a quieter lifestyle without giving up convenient access to town, shopping, dining, and surrounding communities. Built in 1998, this well-maintained single-wide has had many upgrades and offers 2 bedrooms, 2 full baths, and generously sized rooms throughout. The open kitchen and dining area features stainless steel appliances and provides a comfortable space for everyday living and entertaining. The separate family room offers a cozy gathering space with an electric fireplace, while the dedicated laundry room adds everyday convenience. Outside is where this property truly shines. The level front and back yards provide plenty of usable space for gardening, pets, play, entertaining, or future projects. Enjoy morning coffee or evening gatherings on the front and back decks, and take advantage of the sturdy double storage shed for tools, equipment, and hobbies. With 2 acres of privacy, no HOA, no restrictions, numerous improvements, and a convenient location, this property offers the space and flexibility you've been looking for. Come see the privacy, the land, and all the possibilities this property has to offer!

82 Arthur Alston Rd, Pittsboro
144 Golden Leaf Dr Unit 331, 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
61 Hillway Rd, 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
97 Fox Oak Trl, Pittsboro
$1,172,000
4 Beds ⋅ 3 Baths ⋅ 10196801 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom residence presents a rare opportunity to create a personalized luxury retreat on four private acres within Pittsboro's intimate Fox Oak neighborhood. As the build begins, a limited opportunity remains to collaborate with this award-winning design/build custom builder to personalize select finishes and details. Timeless elegance is elevated with sophisticated estate influences, beautifully proportioned living space, abundant natural light, and refined architectural details. Designed for gracious entertaining and effortless everyday living, the home offers an inviting sense of scale while maintaining the warmth and livability of a thoughtfully crafted custom home. At its heart, an impressive 21' x 17' Grand Room with soaring 12' ceilings creates a dramatic gathering space and flows seamlessly into the chef's kitchen, where a generous statement island and walk-in pantry combine sophisticated layout with exceptional functionality. The primary suite is envisioned as a private sanctuary, featuring a spa-inspired bath with dual vanities, freestanding soaking tub, expansive walk-in shower, and beautifully appointed custom walk-in closets with built-in wood shelving. Beyond the residence, the four-acre wooded homesite offers extraordinary privacy and the opportunity to create a true estate setting, with ample space to envision exceptional outdoor living while preserving the natural beauty and tranquility of the surroundings. Tucked at the back of the cul-de-sac in Fox Oak, an established enclave of distinctive custom homes, this property offers the privacy and presence increasingly difficult to find in desirable Pittsboro. Four private acres. Timeless architecture. Exceptional craftsmanship. A coveted cul-de-sac setting. And a limited opportunity to personalize the details before construction advances. A rare offering for the discerning buyer seeking more than a beautiful home—an opportunity to create a private estate that feels distinctly their own.

97 Fox Oak Trl, Pittsboro
Dark Oaks, Pittsboro
$185,000
10196679 MLS ⋅ ACTIVE Status
Build Your Vision in the Heart of Pittsboro! Discover the opportunity to build on this approximately 0.93-acre homesite, located just minutes from the exciting growth of Chatham Park and less than 2 miles from Historic Downtown Pittsboro. The property offers flexibility for building a single-family home or duplex, with septic approval allowing for a 6-bedroom home. A private well and septic system will be needed. Enjoy the space and privacy of your own homesite while being conveniently located near shopping, dining, entertainment, parks, and everything Pittsboro has to offer. Whether you're looking to build your dream home or explore an investment opportunity, this property offers excellent potential in a rapidly growing area of Chatham County. You can type in 183 Dark Oaks Dr. on a GPS and the lot is to the right of that property.

Dark Oaks, Pittsboro
473 Lila Dr, Pittsboro
$1,799,000
4 Beds ⋅ 6 Baths ⋅ 10196605 MLS ⋅ ACTIVE Status
This is one of the last opportunities to call Ryan's Crossing home! Beautiful architecture, an inviting layout, and room to spread out make this a compelling opportunity in a sought Ryan's Crossing. Situated over and acre on a private cul-de-sac with a private backyard, this beautiful home has three bedrooms on the first floor and a wide-open floor plan that connects the kitchen, dining area, and family room. This home has an amazing first floor living space that provides exceptional space for entertaining or spending time with family. The large kitchen centers around an impressive, oversized island with ample room for meal prep, casual dining, and gathering PLUS a large scullery equipped with ovens, a sink, and a dishwasher providing a separate workspace for cooking and cleanup, keeping the main kitchen ready for guests. You will love the closet space and zero entry showers downstairs and upstairs has flex space (media lounge, home office, hobbies, or recreation) and an extended Jack and Jill bathroom. Unwind on the screened porch overlooking the private backyard and enjoy an oversized three car garage with plenty of room for vehicles, equipment, and storage. Located in Ryan's Crossing, one of the Triangle's premier custom home communities, residents enjoy 114 acres of preserved natural beauty with walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, UNC, and major commuter routes.

473 Lila Dr, Pittsboro
386 Brook Green Ln, Pittsboro
$3,195,000
5 Beds ⋅ 6 Baths ⋅ 10196449 MLS ⋅ ACTIVE Status
2026 Chatham County Parade Home | Award-Winning Cotton Custom Homes A striking modern prairie masterpiece by award-winning Cotton Custom Homes, set on more than five beautifully wooded acres in The Estates at Laurel Ridge. The stone exterior, circular drive, soaring ceilings, and exceptional architectural details create an unforgettable first impression. Designed for sophisticated living and effortless entertaining, this five-bedroom, six-full-bath residence features a luxurious main-level primary suite with separate his-and-her closets and a spectacular spa-inspired bath with an oversized shower and wet area and elegant soaking tub. The chef's kitchen is complemented by a dedicated scullery, while the main level also offers a private office. Outdoor living takes center stage with a fireside sitting porch and a separate dining porch featuring a full outdoor kitchen. Upstairs, a loft game room with bar and dedicated theater room provide exceptional spaces for gathering and entertaining. Adding to the rarity of this extraordinary property, the home enjoys both water and sewer despite its expansive five-plus-acre homesite—an uncommon advantage that combines acreage and privacy with the convenience of modern utilities. And there is a well for irrigation! From the custom trim work and elevated finishes to the thoughtful architectural design, this exceptional Parade Home brings together refined craftsmanship, modern prairie style, and the tranquility of one of Chatham County's most distinctive communities.

386 Brook Green Ln, Pittsboro
449 Millbrook Dr, 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
514 Lavender Hill Rd, 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
40 Fox Chapel Ln, 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
4025 Hamlets Chapel 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
117 Parkland 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
53 Wandering Way, 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
62 Broadoak Ln, 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
58 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
47 Wandering Way, 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
164 E Cornwallis St, 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
378 Crimson Way, 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
121 Gardenview Dr Unit 396p, 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
113 Gardenview Dr Unit 395p, 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
103 Gardenview Dr Unit 394p, 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
59 Wandering Way, 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
Tbd Oldham Place, 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
271 Parkland Dr, 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
7192 Nc 87 N, 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
122 Charlie Fields Rd, 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
798 Sanford 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
131 Whispering Meadows Ln, 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
43 Tallgrass 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
286 Cottage Way, 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

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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