Pittsboro Homes under $350,000

Welcome to Pittsboro, North Carolina—a charming town nestled in the heart of Chatham County that perfectly blends Southern hospitality with a vibrant community spirit. Known for its picturesque landscapes and rich history, Pittsboro offers a delightful small-town atmosphere while being just a short drive from the bustling cities of Raleigh and Chapel Hill. Here, you can enjoy the tranquility of rural living without sacrificing access to urban amenities.

Pittsboro is surrounded by lush greenery and scenic views, making it a haven for outdoor enthusiasts. The nearby Jordan Lake is a popular destination for fishing, boating, and hiking, while the town itself boasts a variety of local shops, restaurants, and farmers' markets that celebrate the region's agricultural heritage. The historic downtown area is a treasure trove of quaint boutiques and art galleries, providing a perfect backdrop for leisurely strolls and community events.

For those seeking their dream home, Pittsboro offers a range of affordable options, with many charming properties available for under $350,000. Whether you're a first-time buyer, a growing family, or looking to downsize, you’ll find a diverse selection of homes that cater to various lifestyles and preferences. From cozy bungalows to modern townhouses, the real estate market in Pittsboro is ripe with opportunities.

With its friendly community, beautiful surroundings, and affordable housing, Pittsboro is the ideal place to call home. Come explore all that this delightful town has to offer, and discover why so many are choosing to make Pittsboro their forever home!

Newest Pittsboro Homes under $350,000

$299,985

3 Beds ⋅ 3 Baths ⋅ 10197207 MLS

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

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

$249,500

2 Beds ⋅ 2 Baths ⋅ 10197100 MLS

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

$325,000

2 Beds ⋅ 2 Baths ⋅ 10196738 MLS

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

$159,900

2 Beds ⋅ 1 Baths ⋅ 10195910 MLS

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

$115,000

3 Beds ⋅ 2 Baths ⋅ 10195708 MLS

**Nearly 1 Acre of Secluded Land with City Water & Septic in Place!** Discover the possibilities at 808 Hillsboro Street in Pittsboro. This nearly 1-acre, heavily shaded lot offers a peaceful rural setting with plenty of privacy and room to create your ideal homesite. A septic system is already in place, providing a valuable head start for your future plans. The existing manufactured home is in poor condition and is being conveyed **as-is with no contributory value**. The primary value of this property is in the land and its potential. Buyers may explore replacing the existing home with a new manufactured home or constructing a new residence, subject to applicable Chatham County zoning, permitting, septic, and other requirements. Tucked away in a quiet rural area, the property offers a natural setting with mature trees and plenty of shade. Whether you're looking for a private homesite or an opportunity to create something new, this property offers a blank slate with infrastructure already in place. **Property is being sold as-is. Buyer to determine all information, permitted uses, building requirements, and the condition and functionality of the existing well and septic system with the appropriate county and/or local authorities.**

808 Hillsboro St, Pittsboro

$249,900

3 Beds ⋅ 2 Baths ⋅ 10194841 MLS

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

$324,500

2 Beds ⋅ 2 Baths ⋅ 10194211 MLS

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

$300,000

3 Beds ⋅ 2 Baths ⋅ 10193707 MLS

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

$310,000

3 Beds ⋅ 3 Baths ⋅ 10192416 MLS

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

$299,999

3 Beds ⋅ 3 Baths ⋅ 10191962 MLS

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

$349,990

3 Beds ⋅ 3 Baths ⋅ 10189454 MLS ⋅ 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

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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 .