Not In A Subdivision Homes with Chatham - Pittsboro Elementary Elementary School

Welcome to the enchanting countryside of Chatham County, North Carolina, where tranquility meets opportunity in a place that truly feels like home. Nestled in the charming town of Pittsboro, this area is not just a location; it’s a lifestyle. Here, you’ll find homes that are not in a subdivision, offering you the freedom to embrace your unique vision. With spacious lots surrounded by lush greenery and stunning views, you can create your own sanctuary away from the hustle and bustle of city life.

Families will appreciate the proximity to Chatham - Pittsboro Elementary School, a well-regarded institution that emphasizes a nurturing and engaging educational environment. This school is dedicated to fostering creativity and academic excellence in young learners, making it an ideal choice for families looking to plant roots in a supportive community.

Living in this serene area means you can enjoy the beauty of nature while still being conveniently close to local amenities, shops, and restaurants. Whether you’re exploring the picturesque downtown Pittsboro or taking a leisurely stroll along the nearby trails, this location offers a perfect blend of rural charm and modern convenience.

If you’re seeking a home that allows for personal expression and a connection to nature, look no further than this exceptional area in Chatham County. Here, you’ll find the perfect backdrop for your family’s story, where memories are made, and dreams come to life. Welcome to your future in Pittsboro, where the possibilities are as vast as the open skies above.

Newest Not In A Subdivision Homes with Chatham - Pittsboro Elementary Elementary School

$549,900

4 Beds ⋅ 2 Baths ⋅ 10197844 MLS ⋅ ACTIVE Status

Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up -- home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc-87, Pittsboro

$249,500

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

$185,000

10196679 MLS ⋅ ACTIVE Status

Build Your Vision in the Heart of Pittsboro! Discover the opportunity to build on this approximately 0.93-acre homesite, located just minutes from the exciting growth of Chatham Park and less than 2 miles from Historic Downtown Pittsboro. The property offers flexibility for building a single-family home or duplex, with septic approval allowing for a 6-bedroom home. A private well and septic system will be needed. Enjoy the space and privacy of your own homesite while being conveniently located near shopping, dining, entertainment, parks, and everything Pittsboro has to offer. Whether you're looking to build your dream home or explore an investment opportunity, this property offers excellent potential in a rapidly growing area of Chatham County. You can type in 183 Dark Oaks Dr. on a GPS and the lot is to the right of that property.

Dark Oaks, Pittsboro

$799,000

10196396 MLS ⋅ ACTIVE Status

Discover the possibilities with this beautiful 37.5-acre property conveniently located along US Highway 64 West between Pittsboro and Siler City. Offering a blend of open pasture, mature hardwoods, and natural beauty, this property provides an ideal setting for your dream home, multiple resdences or as a land investment. Enjoy breathtaking sunsets, exceptional privacy, and mature trees bordering the property. The established fescue pasture is well suited for horses or cattle, while the abundant wildlife, creeks, and hardwood forests offer excellent opportunities for hunting and outdoor recreation. Much of the groundwork for your future homesite is already in place, with a circular driveway and a four-bedroom septic permit available. A potential pond site adds another opportunity to enhance the property. If you are looking for a land investment this property is directly adjacent to the Bramblewood 60 home single family residential community that has been approved by Chatham County. Schedule your private showing today and experience everything this exceptional property has to offer.

514 Lavender Hill Rd, 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

$115,000

3 Beds ⋅ 2 Baths ⋅ 10195708 MLS ⋅ ACTIVE Status

**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

$650,000

10195482 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! Rare opportunity to own 23.7 acres directly across from Chatham Park in one of Pittsboro's most desirable and rapidly growing areas. Enjoy the best of both worlds—beautiful acreage and privacy while remaining incredibly convenient to everything Pittsboro and Chatham Park have to offer. Whether you're looking to create a private estate, build your dream home surrounded by nature, or simply secure a substantial piece of land in an exceptional location, this property offers tremendous possibilities. Want even more? The adjoining custom-built all-brick estate at 147 Oldham Place, situated on 6 acres with a 40x60 heated and cooled steel-beam barn, is also available separately. Purchase both properties for an incredible opportunity to own approximately 29.7 contiguous acres directly across from Chatham Park. Large acreage in this location is increasingly difficult to find—bring your vision and explore the possibilities!

Tbd Oldham Place, Pittsboro

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 10195250 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! Rare opportunity directly across from Chatham Park! A private drive leads you to this custom-built, all-brick estate situated on 6 beautiful acres, offering privacy and space in an exceptional Pittsboro location. Inside, you'll find a spacious chef's kitchen with a large center island and plenty of room for gathering and entertaining. The generous sunroom brings in abundant natural light, while the main-level primary suite features a comfortable sitting area. A guest bedroom and full bath are also conveniently located on the main floor. Enjoy peaceful views of the property from the expansive screened porch or step out onto the grilling deck for outdoor entertaining. A standout feature is the impressive 40x60 steel-beam barn, complete with heating and cooling—ideal for a workshop, car collection, equipment, hobbies, or additional flexible space. Additional features include a tankless water heater, sealed crawl and quality custom construction throughout. Want even more land? The adjacent 23.7 acres may be purchased separately for an additional $550,000 creating the opportunity to own approximately 29.7 acres in total. Privacy, acreage, a custom home, substantial barn, and an incredible location directly across from Chatham Park—properties like this are hard to find!

147 Oldham Pl, Pittsboro

$1,125,000

2 Baths ⋅ 10195009 MLS ⋅ ACTIVE Status

25.2± ACRES OF PRIVATE WOODED LAND JUST NORTH OF PITTSBORO! Discover the opportunity to create your own private retreat across two parcels in a serene, wooded setting with no HOA. A single private road provides access into the property, offering privacy and a peaceful atmosphere while remaining conveniently located just north of Pittsboro and near Chatham Ridge Golf Course. Power lines extend to the center of the property, providing an existing utility advantage for future development. The property includes an existing house in disrepair, along with workshop and greenhouse structures that offer potential for storage, hobbies, or agricultural use. Whether you're looking to build a private estate, create a secluded homestead, or hold land for future possibilities, this expansive tract offers a rare combination of acreage, privacy, natural surroundings, and convenient location. Enjoy quiet country living while being within easy reach of Pittsboro, Chapel Hill, Raleigh, and the surrounding Triangle.

7192 Nc 87 N, Pittsboro

$535,000

3 Beds ⋅ 2 Baths ⋅ 10194490 MLS ⋅ ACTIVE Status

One family. More than six decades. One very special Pittsboro property. Set on approximately 1.25 acres (per tax records) with mature trees, established landscaping and an expansive lawn, this beautifully maintained 1964 brick ranch has remained in the same family since it was built. Offering 3 bedrooms, 2 full baths and approximately 1,551 square feet per professional measurement, the home features comfortable single-level living with a wonderfully functional floor plan. A spacious living room, separate dining room and inviting den/family room with wood-paneled walls, built-ins and a gas fireplace provide multiple gathering spaces. Pocket doors add to the home's original character while offering flexibility between the living areas. The kitchen retains its classic all-wood cabinetry, while the large laundry room provides abundant cabinetry, counter space and a utility sink. Two rear bedrooms share a Jack-and-Jill full bath, while the second full bath with shower serves the third bedroom and main living areas. Replacement windows allow plenty of natural light throughout, and hardwood flooring is visible in portions of the home and believed to be present beneath some existing carpet. Outdoor space is where this property really shines. Enjoy the deck, established garden area, mature trees and generous lawn, along with a detached two-car garage, detached carport, separate storage building and pull-down attic access for additional storage. Public water and sewer add everyday convenience. Lovingly maintained and largely original, this home offers a rare opportunity to preserve its character, update at your own pace and create the next chapter of a property that has been cared for by the same family for generations. Property is being offered as-is; seller will make no repairs.

798 Sanford Rd, Pittsboro

$360,000

2 Beds ⋅ 3 Baths ⋅ 10193030 MLS ⋅ ACTIVE Status

You really can live in Bynum, just a 10 minute walk to the Haw River! This 2 bedroom 2.5 bath home built in 2007 was well maintained by its original owner and is move-in ready. First floor houses a large one car garage with workshop space and an entrance foyer. Second floor is an open plan kitchen/dining/living area - with a efficient Jotul wood stove! Custom cabinetry and stainless steel appliances feature in the kitchen. Through the french doors are a welcoming rear screened porch and deck with peaceful views of the terraced garden area. The third level has two bedrooms, two full baths and a generous laundry closet. Oh, and the primary bedroom has a great walk-in closet! Outside are fruit trees, a storage shed and fenced chickens coops and more. No restrictions or HOA here... And you are just a quick walk downhill to the famous Bynum Pedestrian Bridge over the Haw River, Chatham County's Bynum Beach Park and the Lower Haw River State Natural Area. Another 10 minutes of walking will bring you to the Bynum General Store, home of the Bynum Front Porch music series, Mill Town Yarns, Community Coffee on Wednesday mornings, Bluegrass Jams, Game Nights and more! Come see this home and sit a spell - it's dynamite to be a Bynumite!

126 Bynum Rd, Pittsboro

$265,000

10192576 MLS ⋅ ACTIVE Status

Quiet 5.36 ac. lot. Zoned R-A2 (res-agri), use-det. single-family res. dwelling units & light farming uses. You can build 1 home on entire lot or subdivide in the future and build 2 homes. This property is inside of the Pittsboro ETJ area, abuts Chatham Park and is part of the Pittsboro school district. Property has 390 feet of road frontage and has been previously permitted for a 4 bedrm home. The permit has expired but can be re-permitted. 5-minute drive to downtown Pittsboro, where all the action is! **1 gig fiber for internet is now available.

132 Bill Thomas Rd, Moncure

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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 .