Pittsboro Homes under $400,000

Pittsboro Homes under $400,000

Welcome to Pittsboro, North Carolina – a hidden gem nestled in the heart of Chatham County, where small-town charm meets modern conveniences. Just a short drive from the bustling cities of Raleigh and Chapel Hill, Pittsboro offers a serene escape from the hustle and bustle while still being close enough to enjoy all the amenities of urban life. With its rich history, vibrant community, and stunning landscapes, this quaint town is the perfect place to call home.

Pittsboro boasts a variety of recreational activities, from exploring the scenic beauty of the Haw River to enjoying the local parks and trails that invite outdoor enthusiasts to hike, bike, and unwind. The town is also home to a thriving arts scene, with local galleries, craft shops, and farmers' markets that celebrate the creativity and spirit of its residents.

For those seeking their dream home in this idyllic setting, Pittsboro offers an array of charming properties under $400,000. Whether you’re looking for a cozy bungalow, a spacious family home, or a quaint cottage, you’ll find a diverse selection of affordable options that cater to various lifestyles. Each home reflects the warmth and character of the community, providing a welcoming atmosphere for families, retirees, and everyone in between.

Experience the best of both worlds in Pittsboro – a peaceful retreat with easy access to urban amenities, all while enjoying the affordability of homes under $400,000. Discover your perfect slice of North Carolina today!

Newest Pittsboro Homes under $400,000

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
$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
179 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
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
464 Beechmast, 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
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
53 Grove Pt, 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
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
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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 .

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