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132 Penny Ln, Pittsboro
$260,000
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
139 Prestonwood Dr, 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
169 William Dr, Pittsboro
$289,985
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
179 William Dr, Pittsboro
$269,990
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
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
401 Lyndfield Close, Pittsboro
$325,000
2 Beds ⋅ 2 Baths ⋅ 10196738 MLS ⋅ ACTIVE Status
This is your chance to live in the sought after Fearrington community! This neighborhood boasts a Swim & Croquet Club, charming Shops, Restaurants, scenic Walking Trails, lots of community activities & so much more! This lovely 2 Bedroom home lives large at 1,694 Square Feet! An oversized Sunroom gives you extra room to spread out or you can enjoy your outdoor space on your large deck! Located minutes from Chapel Hill, UNC, RTP, RDU Airport & Jordan Lake makes this an excellent location! Home has been very well cared for; next owners may want to update to their tastes so home has been priced accordingly. Detached 1 Car Garage is maintained by the HOA & is not deeded separately. Come take a peek!

401 Lyndfield Close, 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
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
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
2251 Castle Rock Farm Rd, 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
306 Danbury Ct, 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
26 Danbury Ct, 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
72 Wandering Way, 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
255 William Dr, 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
570 West St, Pittsboro
$339,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS ⋅ ACTIVE Status
See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina Community College, the Chatham County Agricultural & Conference Center, Library, Schools and nearby parks. Updated top to bottom, this home offers the space and value of new construction without the new-construction price tag. Inside you'll find brand-new LVP flooring, fresh paint, and updated light and plumbing fixtures throughout. The kitchen features new cabinetry, stainless steel appliances, and quartz countertops, and all three bathrooms are new with contemporary finishes. Much of the electrical and plumbing has also been updated, along with a brand-new water heater - major systems done and move-in ready. This home offers exceptional flexibility. A huge Bedroom room/guest suite above the garage - with its own full bath, private staircase, and brand new mini-split system. A separate finished room with vaulted ceilings adds even more possibility as a home office, gym or flex space. Outside, a durable metal roof (2018), covered front porch, and rear deck round out the low-maintenance appeal, with a one-car garage featuring a brand-new door/opener and epoxy floor, plus additional carport parking. Whether you want exceptional space and updated finishes at a great value, or a turnkey property with built-in flexibility, this home delivers rare versatility in a walkable, in-town Pittsboro location.

570 West St, Pittsboro
120 Mosaic Blvd Unit 308, Pittsboro
$345,000
1 Beds ⋅ 1 Baths ⋅ 10187202 MLS ⋅ ACTIVE Status
Perched above The Works Yard with long, elevated views, Unit 308 offers stylish, light-filled living in the heart of MOSAIC at Chatham Park. This 1-bedroom "Jade" plan is in an exclusive, secure building with just 11 residences—all on the third floor. Soaring 11' ceilings and oversized windows fill the open living space with natural light. The kitchen features a large island, quartz countertops, tile backsplash, gas cooking and stainless steel appliances, including refrigerator. Contemporary finishes continue throughout with light LVP flooring, tiled bath and a custom-designed closet. Washer and dryer included. Enjoy an assigned covered parking space, private storage in the climate-controlled basement and an exclusive rooftop resident Club Room with wine bar, TV lounge and kitchenette/dining area—perfect for relaxing or entertaining. Step outside to the restaurants, shops and events of MOSAIC, with Lowes Foods just across the street and 79°West coworking and innovation hub in the same building. Concerts, movies, markets and community events add to the walkable lifestyle, while nearby US 64 and 15-501 provide easy access throughout the Triangle. A rare opportunity to LIVE, WORK & PLAY in the heart of Chatham Park!

120 Mosaic Blvd Unit 308, Pittsboro
90 Anthony St, Pittsboro
$193,000
3 Beds ⋅ 1 Baths ⋅ 10186441 MLS ⋅ ACTIVE Status
90 Anthony St is a single-story Pittsboro home built in 1940 with three bedrooms, a full bathroom, and a half bathroom. The kitchen has cabinetry, a tile backsplash, and appliances arranged in an efficient galley layout for meal preparation. Plank flooring runs through the kitchen and main living area, where a ceiling fan supports year-round air circulation, and the bedrooms are finished for quiet rest. The full bathroom pairs a vanity with a tub and shower. A covered front porch and a rear deck extend the living space outdoors, and a fully fenced backyard encloses the grassy lot, rounding out this well-kept home with practical finishes throughout.

90 Anthony St, Pittsboro
251 William Dr, Pittsboro
$330,855
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This end unit townhome features an open concept living space with modern finishes. Enjoy your spacious primary bedroom with a tray ceiling, dual closets, a dual vanity, and tiled roman shower. Steps from the primary bedroom is a spacious laundry room with the option to add a laundry tub. The two additional bedrooms allow for extra flexibility to fit your needs. Features in this home include LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, gourmet kitchen with gas cooktop, and a spacious kitchen island. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro
259 William Dr, Pittsboro
$316,670
3 Beds ⋅ 3 Baths ⋅ 10181240 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury town home is perfectly positioned on a wooded homesite with natural views. The main level boasts an open concept and features modern finishes throughout including a spacious kitchen island, a tiled roman shower in the primary bath, dual closets in the primary bedroom, a spacious laundry room with the option to add a laundry tub, and more. Designed with comfort and functionality in mind, this home includes LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

259 William Dr, Pittsboro
267 William Dr, Pittsboro
$321,165
3 Beds ⋅ 3 Baths ⋅ 10181238 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

267 William Dr, Pittsboro
271 William Dr, Pittsboro
$332,850
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit townhome includes a 1-car garage with a 2-car driveway for added convenience. Situated on a wooded homesite, this townhome features modern finishes and a thoughtfully curated design package. The main level boasts an open concept with a gourmet kitchen, beautiful oat-colored cabinets and a sage-colored kitchen island, LVP flooring, and more. Upstairs houses the spacious bedrooms and laundry room with the option to add the laundry tub. The primary retreat is that star of this home with dual closets, a tray ceiling, dual vanity, and tiled roman shower. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

271 William Dr, Pittsboro
254 William Dr, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10179408 MLS ⋅ ACTIVE Status
Quick move-in. Welcome to the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This end unit townhome sits on beautifully tree-lined homesite. The main level features a spacious open concept with a gourmet kitchen. The luxurious primary retreat features double closets, a tray ceiling, double vanity, and tiled roman shower. The laundry room is just steps from the primary bedroom and has the option to add a laundry tub. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and LVP stairs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

254 William Dr, Pittsboro
762 Hillsboro St, Pittsboro
$240,000
2 Beds ⋅ 1 Baths ⋅ 10164258 MLS ⋅ ACTIVE Status
Seller offering concessions! Affordable AND located only 3 minutes to downtown Pittsboro?? It really doesn't get better than this! This charming 2 bedroom, 1 bath home is the perfect starter home. It's been beautifully renovated with a new roof, exterior paint, new HVAC, new cabinets, quartz countertops, tile bathroom and backsplash and much more. All the work has been done for you so start packing now! This Pittsboro cutie is a definite must see. Contact the listing agent for your private showing!

762 Hillsboro St, Pittsboro
173 Credle St Unit B, Pittsboro
$250,000
2 Beds ⋅ 2 Baths ⋅ 10162061 MLS ⋅ ACTIVE Status
A charming, well-maintained property offering both comfort and convenience. This inviting home features a thoughtfully designed layout with abundant natural light, creating a warm and welcoming atmosphere throughout. The living space, with its easy flow between the living room, dining area, and kitchen, is ideal for both relaxing and entertaining. The kitchen offers ample cabinet and counter space, making meal preparation both functional and enjoyable. Outside, enjoy a peaceful setting perfect for morning coffee or evening unwinding. Conveniently located near downtown Pittsboro, local shops, dining, and major commuting routes, this home offers the perfect balance of small-town charm and accessibility.

173 Credle St Unit B, Pittsboro
800 Hamlets Chapel Rd, Pittsboro
$130,000
1 Beds ⋅ 1 Baths ⋅ 10156476 MLS ⋅ ACTIVE Status
Affordable opportunity on a spacious 0.86-acre lot in a quiet setting. Property includes a 1-bedroom, 1-bath mobile home equipped with heat and A/C, range, microwave, and refrigerator--ideal for simple living, a weekend retreat, or potential rental use. The lot is improved with an existing well and septic system. County water is available with paid water service connection fee. Also on the property is a separate shed/outbuilding with washer/dryer hookups, providing additional utility and storage space. Important disclosures: The mobile home was manufactured prior to 1976 and does not have a HUD sticker title and has not been converted to real property. Seller does not have DMV title. The shed contains unpermitted electrical and plumbing, and the shed plumbing is currently straight-piped. Buyers are advised to verify all systems and improvements to their satisfaction and consult appropriate professionals regarding intended use. Property is being sold as-is. Great potential for cash buyers, investors, or those seeking land with existing infrastructure in place.

800 Hamlets Chapel Rd, 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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