Pittsboro Homes with Chatham - Northwood High High School

Pittsboro Homes with Chatham - Northwood High High School

Welcome to Pittsboro, North Carolina, a charming town nestled in the heart of Chatham County. Known for its picturesque landscapes and vibrant community, Pittsboro offers a unique blend of small-town charm and modern conveniences. With its rich history, friendly atmosphere, and an array of outdoor activities, it’s no wonder that Pittsboro is becoming a sought-after destination for families and individuals alike.

One of the standout features of this delightful town is its proximity to Northwood High School, which is highly regarded for its commitment to academic excellence and community involvement. Families looking to settle down in Pittsboro will appreciate the educational opportunities available for their children, as Northwood High School is known for fostering a supportive learning environment. The school’s emphasis on holistic development ensures that students are well-prepared for their future endeavors.

The real estate market in Pittsboro is as diverse as its residents. From charming historic homes to modern new builds, there’s something for everyone. The neighborhoods surrounding Northwood High are particularly appealing, offering spacious yards, friendly neighbors, and a sense of community that makes it easy to call this place home.

In addition to its excellent schools, Pittsboro boasts an array of local shops, restaurants, and parks, making it a wonderful place to enjoy both relaxation and recreation. Whether you’re exploring the scenic beauty of nearby Jordan Lake or savoring the local cuisine, Pittsboro is a town that invites you to create lasting memories. Come discover the charm and warmth of Pittsboro—your new home awaits!

Newest Pittsboro Homes with Chatham - Northwood High High School

650 Stonecrest Way, Pittsboro
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 10199904 MLS ⋅ ACTIVE Status
Discover a curated expression of modern luxury and timeless Tudor architecture in this exceptional home, featuring a custom plan by renowned architect Chuck Frusterio and built by award-winning Dunning Custom Homes. Situated at the end of a cul-de-sac on a 1+ acre homesite in beautiful Stonecrest at Norwood, this property offers a peaceful setting framed by mature trees for added privacy. From the striking arched front door to the cozy library nook, every detail has been carefully selected by the owners to create a home that is both distinctive and inviting. Offering 4 bedrooms, 4 full baths, a media room, and a sunroom, this remarkable residence showcases custom, elevated finishes, and exceptional craftsmanship throughout. The chef's kitchen features inset cabinetry, a Thermador range, a Bosch dishwasher, built-in Thermador refrigerator AND freezer, an oversized cherry wood island custom crafted by Raleigh Reclaimed, and a 5-foot galley sink with dual faucets. The adjoining scullery adds a beverage refrigerator, instant-hot water faucet, and so much storage! The sizable family room flows into a serene sunroom, where a shared two-sided fireplace creates a seamless connection between the spaces. Surrounded by views of trees and nature, the sunroom offers an inviting retreat to unwind and enjoy the peaceful setting. A main-level guest suite with an adjacent full bath offers a welcoming retreat for visitors or those needing first-floor living. Upstairs, the primary suite is a private sanctuary with automated Lutron shades and a spa-inspired bath featuring custom tilework, multi-head shower system, and inset cabinetry. A secondary bedroom with upgraded carpeting and Lutron shades offers its own ensuite bath. The media room is designed for entertaining with blackout drapery, a wet bar, beverage refrigerator, and an 85-inch Samsung LED TV. Another bedroom, full bath, and conditioned storage complete the second floor. Additional designer details include Visual Comfort lighting, Coppersmith exterior fixtures, a copper entry roof, and custom window treatments throughout. Modern comforts and thoughtful technology include a custom Brinks security system with five exterior cameras, solar panels, a Tesla Powerwall, an EV charger, and a 3-car garage. This private homesite with a fenced backyard offers a peaceful setting with a nearby trailhead, community walking trails, and a beautifully appointed pavilion with a fireplace, all within convenient reach. This is a truly distinctive modern estate where architectural character, personalized design, and luxury come together beautifully. Video walkthrough: bit.ly/650Stonecrest-Video

650 Stonecrest Way, Pittsboro
120 Hamlet Grove Dr, Pittsboro
$575,000
3 Beds ⋅ 3 Baths ⋅ 10199766 MLS ⋅ ACTIVE Status
Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpet, fresh interior paint, and updated bathrooms with new tile and lighting give the home a fresh, move-in-ready feel. The kitchen features granite countertops, an eat-in island, and tile backsplash, and opens to the family room, where a gas fireplace creates a warm and welcoming gathering space. A separate living room opens to the dining room, offering additional space for relaxing and entertaining. The primary suite features a spacious bath with a separate shower and corner tub, along with a walk-in closet. The laundry room includes built-in cabinetry, a new countertop, and new tile for added style and convenience. Outside, a large deck overlooks the beautiful, wooded backyard, while a custom fire pit area with hand-selected boulders creates a special place to gather with family and friends or simply unwind in the peaceful surroundings. Ample parking provides plenty of space for family, friends, and guests. With no HOA, you can enjoy added flexibility in how you use your property. Conveniently located just minutes from downtown Pittsboro and Chapel Hill, this home is ready for you to move in and enjoy!

120 Hamlet Grove Dr, Pittsboro
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
125 Prospect Pl, Pittsboro
$499,900
2 Beds ⋅ 2 Baths ⋅ 10199016 MLS ⋅ ACTIVE Status
Stunning 2 bed 2 bath ranch style residence located in the highly desirable Encore at Chatham Park 55+ community. Open floor plan with luxury vinyl planking floors flowing throughout the home. Spacious family room. Bright & open eat-in kitchen offers massive center island, quartz countertops, designer tile backsplash, stainless steel appliances & generous pantry. Separate dining area includes built-in cabinetry. Large primary suite has tray ceiling, quartz top dual vanities, oversized zero entry tile shower & walk in closet. Fantastic sunroom/4 season room with electric fireplace and beautiful pond views. 2 car garage. Low maintenance living & resort style amenities with the clubhouse directly across the street offering a sparkling pool, state of the art fitness center, pickle ball/tennis courts, clubs/social events, parks and greenways.

125 Prospect Pl, 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
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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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