Pittsboro Homes with Chatham - Pittsboro Elementary Elementary School

Pittsboro Homes with Chatham - Pittsboro Elementary Elementary School

Welcome to Pittsboro, North Carolina, a charming town nestled in the heart of Chatham County. Known for its rich history and vibrant community, Pittsboro offers a delightful blend of small-town charm and modern conveniences. With its picturesque landscapes and friendly atmosphere, it’s no wonder that families and individuals alike are drawn to this enchanting locale.

Pittsboro is home to a variety of homes that cater to diverse lifestyles, from quaint cottages to spacious family residences. One of the standout features of this community is its proximity to Chatham - Pittsboro Elementary School, a highly regarded institution that emphasizes a nurturing learning environment. Families will appreciate the convenience of having quality education just a stone's throw away, making it easier for children to thrive both academically and socially.

The town itself boasts a vibrant downtown area filled with unique shops, local eateries, and cultural attractions. Enjoy leisurely strolls along the historic streets, where you can immerse yourself in the local art scene or savor a delicious meal at one of the charming restaurants. Outdoor enthusiasts will also find plenty to love, with nearby parks and natural spaces perfect for hiking, picnicking, and enjoying the beautiful North Carolina weather.

Whether you’re looking for a place to plant roots or a serene retreat from the hustle and bustle of city life, Pittsboro offers an inviting community that feels like home. Explore the possibilities and discover why so many are choosing to call this delightful town their own!

Newest Pittsboro Homes with Chatham - Pittsboro Elementary Elementary School

2317 Alex Cockman Rd, Pittsboro
$899,000
4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status
For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro
60 Farmingdale Ln, Pittsboro
$515,000
4 Beds ⋅ 3 Baths ⋅ 10199851 MLS ⋅ ACTIVE Status
Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approval and agreed-upon contract terms. See documents for financing incentive details. Lovingly cared for and thoughtfully updated, this Potterstone Village home welcomes you with a rocking-chair front porch and spaces that invite you to settle in and stay awhile. From morning coffee on the deck to evenings gathered around the fireplace, it's easy to imagine the everyday moments that will make it yours. With four bedrooms, 2.5 baths, and 2,156 square feet, the layout offers room to gather and space to retreat. Hardwood floors flow throughout the main level, connecting a welcoming family room with gas-log fireplace to the kitchen and sunny breakfast area. White cabinetry, a subway-tile backsplash, and a new dishwasher complement the kitchen, while a separate dining room with a bay window and decorative molding sets the scene for holiday dinners and everyday celebrations. Upstairs, all four bedrooms are together, along with a convenient laundry room and newly installed Mohawk PureTech Plus waterproof plank flooring and carpet. The spacious primary suite features a vaulted ceiling and an adjoining sitting room with double doors... perfect for a home office, a favorite book, or a quiet start to the day. The beautifully renovated primary bath brings a little luxury to your routine with a 4-by-5-foot tiled walk-in shower, ceiling-mounted rainfall showerhead, handheld sprayer, heated towel bars, and a new double vanity with updated faucets and lighting. Step outside to an oversized, recently stained deck with built-in seating overlooking a large, level backyard. Raised garden beds offer space to grow your favorites, and the neighborhood pool is a short walk away. The recently stained front porch provides another inviting spot to unwind and greet neighbors. A roof replaced in 2021, updated lighting throughout, and a two-car garage round out the home's features. Set on .33 acre just minutes from downtown Pittsboro's shops, restaurants, and small-town charm, this is a home ready for new memories... and your next chapter.

60 Farmingdale Ln, Pittsboro
1765 Nc 902nd Hwy, Pittsboro
$260,000
10199730 MLS ⋅ ACTIVE Status
4.0770 Acres in the ETJ of Charming Pittsboro. Close to town for shopping, dining and activities. Easy access to Highways 87, 15/501 and 64. A great lot for your new home. There is an existing 2 bedroom septic installed from an old manufactured home that was removed 10 years ago. There is an existing well on the property that is currently in use and being used by Lot 6A. There is a small 1800s historic cemetery on the property.

1765 Nc 902nd Hwy, Pittsboro
137 Evergreen Dr, Pittsboro
$449,000
3 Beds ⋅ 3 Baths ⋅ 10199504 MLS ⋅ ACTIVE Status
Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely renovated it offers 3 bedrooms, 2.5 baths, and inviting curb appeal with a metal roof and easy-care landscaping. The main-floor primary suite features a beautifully updated bath with a walk-in shower. Upstairs, two additional bedrooms share a newly renovated, light-filled full bath. The ample kitchen shines with new maple cabinetry, quartz countertops, all new appliances. LVP flooring throughout adds style and everyday practicality. Rocking chair front porch. A spacious back deck overlooks the generous backyard, creating a welcoming spot to relax or entertain. New Windows and Blinds thru-out. Enjoy a small-subdivision feel with convenient access to Pittsboro's shopping, dining, parks, and in-town activities, plus easy connections to Highways 15/501, 87, 64, and 902.

137 Evergreen Dr, Pittsboro
231 High Ridge Ln, Pittsboro
$795,000
4 Beds ⋅ 4 Baths ⋅ 10199464 MLS ⋅ ACTIVE Status
Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com. Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com.

231 High Ridge Ln, Pittsboro
Alston Horton Service Rd, Pittsboro
$2,200,000
3 Baths ⋅ 10199325 MLS ⋅ ACTIVE Status
Pittsboro is growing! What could you do with a 26 acre lot in Chatham County? This one is located in the Pittsboro ETJ, zoned R-A-2. This sizable lot is minutes to downtown Pittsboro and convenient to Hwy 64 and 15-501. Parcel 0005902, see GIS Map for lot location. Secure your piece of Pittsboro, and realize the possibilities!

Alston Horton Service Rd, Pittsboro
100 Freemont Ave Unit 214, Pittsboro
$579,900
4 Beds ⋅ 3 Baths ⋅ 10199120 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combination of comfort and flexibility. The main level features an inviting Great Room, Dining/Study area and gourmet Kitchen with staggered cabinetry, Lyra quartz countertops, designer tile backsplash, gas cooktop and wall oven/microwave combination. A private main-level bedroom with full bath offers an ideal retreat for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead and dual vanity. Two additional bedrooms, convenient Laundry and a generous Bonus Room provide space for work, entertainment or relaxation. Enjoy designer black lighting, upgraded flooring, a covered front porch and rear patio. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro and Chatham Park.

100 Freemont Ave Unit 214, Pittsboro
115 Freemont Ave Unit 375, Pittsboro
$614,900
5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, Pittsboro
910 Nc-902 And 902 Hwy, Pittsboro
$550,000
10198913 MLS ⋅ ACTIVE Status
Unique opportunity to purchase a large 1.47 acre lot and a 1.3 acre lot for a total of 2.7 acres located1.3 miles from the circle in downtown Pittsboro! Additional layout also potentially available (2.135 total acres for $475k). Lot 2 Homesite is level, with rolling contour through the trees. Lot 1 homesite is level and sits high overlooking pond. Very private setting, nestled within a mature hardwood forest ecosystem with a neighboring large spring-fed pond. Very minimal restrictions (chickens are allowed!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and Osprey have visited in the last two months. Monarch butterfly visited yesterday. Mature Beech and Oak trees abound. This is a wonderful setting with a country feel yet extremely close to town. You can zip in and zip out and be back within minutes! Biking or walking to downtown is also easy to do. Access off of Hwy 902. Lots this size this close to town are very unique and rare. It is an incredible opportunity to purchase here in this growing town that is the next to boom... the population of Pittsboro has hovered around 5,000 and is now expected to reach 85,000 in the next 15 years. The value of these lots appreciates tremendously each year.

910 Nc-902 And 902 Hwy, Pittsboro
15 Breezewood Ct, Pittsboro
$530,000
4 Beds ⋅ 3 Baths ⋅ 10198596 MLS ⋅ ACTIVE Status
There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this home offers 4 bedrooms, 2.5 bathrooms, 2,316 square feet, and thoughtful updates that make this home ready for its next chapter. Step inside to discover FRESHLY PAINTED interior (OCT 2026) , beautiful trim work, and hardwood floors that have just been buffed and finished with a fresh clear coat (OCT 2026). The kitchen features a brand-new stainless steel refrigerator (OCT 2026) and a newer electric range (2025). Upstairs, you'll find four bedrooms, an additional bonus room/office, and laminate flooring throughout the second level. Brand new laminate on the stairs. (OCT 2026) Whether you need space for hobbies, guests, or working from home, the flexible floor plan offers plenty of possibilities. One of this home's most appealing features is its outdoor living space. The wraparound front porch offers a wonderful place to enjoy your morning coffee, while the spacious screened porch provides a comfortable spot for relaxing or gathering with friends. Large fenced backyard and an additional parking pad adds everyday convenience. And there's more! A large unfinished third floor with walk-up access offers exciting possibilities for future use, subject to applicable permits and approvals. WATER HEATER: 2023, ROOF: 2022. Exterior Painted- 2020. Potterstone Village residents enjoy neighborhood amenities including a community clubhouse, swimming pool, and pond. Downtown Pittsboro, local restaurants, shopping, and schools are just minutes away, with convenient access to Highways 87, 15/501, and 64. Ready for it's next owner!

15 Breezewood Ct, Pittsboro
60 Rosefield Ct, Pittsboro
$1,900,000
5 Beds ⋅ 7 Baths ⋅ 10198589 MLS ⋅ ACTIVE Status
A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and resort-inspired living in the prestigious Chapel Ridge Estates golf course community. Custom built by Morningstar, it makes an unforgettable first impression with a striking stone and brick façade, graceful architectural details, circular drive, and beautifully landscaped grounds. Inside, graciously proportioned living spaces unfold across three expansive levels, showcasing rich Brazilian cherry hardwoods, 10-foot main-level ceilings, intricate millwork, coffered and tray ceilings, custom built-ins, and refined finishes throughout. Designed to accommodate both intimate gatherings and grand-scale entertaining, the home offers a seamless balance of sophistication and comfort. At the heart of the residence, a beautifully appointed chef's kitchen features a professional Wolf six-burner range with griddle, Sub-Zero refrigeration, dual dishwashers, and a butler's pantry—an exceptional setting for everything from quiet mornings to memorable dinner parties. A richly detailed private study, elegant formal dining room, and inviting gathering spaces elevate the experience of everyday living. The main-level primary retreat offers a serene escape with a spa-inspired bath featuring natural slate, a soaking tub, and dual showerheads. A second main-level guest suite with an accessible, curbless shower provides exceptional flexibility for guests or multigenerational living. Upstairs, additional bedroom accommodations, a private balcony, and an extraordinary boutique-inspired dressing room with custom cabinetry and display storage add another dimension of luxury and personalization. The finished lower level is an entertainer's destination of its own, complete with a custom bar, recreation area, distinctive stone-clad wine cellar, fitness room, and private guest accommodations—ideal for extended stays, recreation, or multigenerational living. Outdoors, the estate transforms into a private entertaining retreat. An expansive terrace, fully equipped outdoor kitchen, covered gathering spaces, motorized retractable screens, and multiple balconies create an inviting atmosphere for alfresco dining, sunset cocktails, and evenings beneath the stars. A striking exterior spiral staircase connects the outdoor living levels, while mature landscaping provides a beautiful natural backdrop. More than a residence, 60 Rosefield Court offers a distinctive lifestyle—where timeless architecture, thoughtful design, and effortless entertaining come together in one remarkable Chapel Ridge estate.

60 Rosefield Ct, Pittsboro
766 Chapel Ridge Dr, Pittsboro
$1,060,000
5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status
Stunning 5 Bedroom, 4 Bath Home in Chapel Ridge. Discover this beautiful home featuring an open floor plan, soaring ceilings, and abundant natural light. With numerous upgrades and in pristine condition, this property is a true gem. Enjoy all the amenities that Chapel Ridge has to offer, including on-site golf, pickleball, and a pool.

766 Chapel Ridge Dr, Pittsboro
Start Your Search

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 .

How much is your home worth?

Get instant property value now!