Not In A Subdivision Homes with Chatham - Perry W Harrison Elementary Elementary School

Not In A Subdivision Homes with Chatham - Perry W Harrison Elementary Elementary School

Welcome to the charming community of Pittsboro, North Carolina, where the allure of country living meets the convenience of modern amenities. Nestled in Chatham County, this area is not part of a subdivision, allowing for a unique blend of privacy and space that many homebuyers desire. Here, you’ll find homes that boast generous lots, offering ample room for outdoor activities, gardening, and personal retreats.

Pittsboro is not just about beautiful landscapes; it’s also home to families who value education. The area is served by the highly regarded Chatham - Perry W Harrison Elementary School, making it an ideal location for families with young children. The school is known for its dedicated staff, engaging curriculum, and a strong sense of community, ensuring that your little ones receive a quality education right in your backyard.

As you explore the homes available in this picturesque region, you’ll discover a variety of architectural styles, from charming ranch homes to modern builds, all designed to cater to diverse tastes and lifestyles. With its close-knit community atmosphere, Pittsboro offers a peaceful retreat while still being just a short drive from the vibrant cities of Chapel Hill and Cary.

Whether you’re looking to settle down in a spacious home with room to grow or seeking a serene environment to enjoy nature, Pittsboro is the perfect place to call home. Experience the best of North Carolina living, where community spirit and educational excellence come together seamlessly. Welcome to your new beginning in Pittsboro!

Newest Not In A Subdivision Homes with Chatham - Perry W Harrison Elementary Elementary School

$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10184244 MLS ⋅ ACTIVE Status
Parade Home | Move-In Ready Mid-October Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom-built home—ready for move in after it will be featured in the Chatham County Parade of Homes this October—offers the perfect blend of timeless architecture, modern luxury, and peaceful privacy. A striking exterior showcases expansive outdoor living spaces, highlighted by a stunning stacked-stone fireplace in the screen porch, creating the ideal setting for year-round entertaining or quiet evenings surrounded by nature. Inside, soaring 10-foot ceilings and a dramatic two-story foyer welcome you into a home designed with elegance, comfort, and everyday livability. The thoughtfully crafted floor plan features four spacious bedrooms and four beautifully appointed bathrooms, including a luxurious main-level owner's retreat and a private first-floor guest suite. At the heart of the home is an impressive chef's kitchen featuring a 36-inch, five-burner cooktop, oversized island designed for gathering and entertaining, and expansive walk-in pantry with custom wood shelving that provides exceptional storage and convenience. Upstairs, flexible living spaces include a spacious media room, open loft, and charming princess suite with private bath. A hidden secret room adds a unique and exciting element, offering endless possibilities as a lounge, gym, studio, wine cellar, playroom, hobby room, or additional storage. Beautifully designed with exceptional craftsmanship and luxurious finishes throughout, this remarkable new construction home delivers the rare combination of privacy, sophistication, and convenience in one of the Triangle's most desirable locations.

4025 Hamlets Chapel Rd, Pittsboro
$1,500,000
10182781 MLS ⋅ ACTIVE Status
25.9-acre exclusive estate homesite in an exceptional LOCATION with access through the prestigious Monterrane community. This beautiful, mostly flat and private property is ready for your custom dream home. Fully designed architectural plans are available upon request, or bring your own vision and builder. The property features a driveway, a valid 4-bedroom septic permit, access to public water and natural gas, high speed internet available and offers the rare opportunity to subdivide once into two estate lots. Wooded lot with many hardwoods. Ideally located just off Mt. Gilead Road between US-15/501 and Highway 64, you'll enjoy convenient access to downtown Pittsboro, Chatham Park, Mosaic's dining, shopping, and entertainment, as well as Jordan Lake and the Haw River for boating, hiking, and outdoor recreation. A truly one-of-a-kind opportunity to create a private luxury estate while remaining close to everything Chatham County has to offer.

748 Valley Ln, Pittsboro
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 10182779 MLS ⋅ ACTIVE Status
25.9-acres! Excellent location. Proposed luxury custom home by award-winning Dunning Custom Homes on an exceptional 25.9-acre estate homesite that can be divided into two lots. Choose this stunning Country French Manor design or work with the builder to create your own custom masterpiece. Situated atop a private, mostly flat homesite with access through the prestigious Monterrane community—without the HOA and with minimal restrictions—this remarkable property offers the perfect blend of luxury, privacy, and convenience. The proposed home features 5 bedrooms, 5.5 baths, soaring ceilings, a grand fireplace, chef's kitchen with professional appliances, impressive scullery, main-level owner's suite with private study, guest suite, and three additional bedroom suites upstairs, plus flex space. Crafted with the exceptional quality and timeless design Dunning Custom Homes is known for, this home is designed for elegant everyday living and effortless entertaining. Conveniently located just off Mt. Gilead Road between US-15/501 and Hwy. 64, minutes from downtown Pittsboro, Chatham Park, Mosaic, Jordan Lake, and the Haw River. A rare opportunity to build a private luxury estate in one of Chatham County's most desirable locations. This extraordinary home features five spacious bedrooms, five and a half private bathrooms, ensuring comfort and privacy for every resident and guest. The main level welcomes you with soaring ceilings and stunning fireplace, the property exudes warmth, character, and charm. Discover the perfect blend of elegance and relaxation, ideal for both entertaining and personal retreat. Designed to impress with high end finishes. This French masterpiece blends cutting-edge luxury with warm, livable design. The heart of the home is a chef's kitchen with a professional range, oven, built-in refrigerator and stunning scullery—complete with second sink. Main level primary suite with private owners' study, plus a personal guest suite. Second floor offers three bedrooms each with its own private bathroom. Comfortable flex space and a study. Dunning Custom Homes delivers consistent, dedication to quality and reputation as an industry leader, they have set the benchmark for quality in home building and unmatched craftsmanship.

748 Valley Ln, Pittsboro
$150,000
10178457 MLS ⋅ ACTIVE Status
2.2-acre buildable lot in Pittsboro, NC 27312 with no HOA and no subdivision restrictions. 0 Hamlets Chapel Road, Lot 1 is a rare opportunity to own unrestricted land in Chatham County, one of North Carolina's fastest-growing counties, at a moment when parcels like this are becoming increasingly hard to find. With 2.2 acres and zero deed restrictions, you have the freedom to build a custom primary residence, a private retreat, or an investment property entirely on your own terms. The parcel offers ample space for a generously sized home, a workshop, outbuildings, a garden, or whatever your vision calls for, without an HOA dictating the details. No subdivision, no timeline, no restrictions. The setting delivers the peace and privacy of a rural Chatham County homesite while keeping you connected to everyday life. Downtown Pittsboro is just minutes away, with locally owned restaurants, shops, parks, schools, and essential services. US-64 provides straightforward access throughout the Triangle, putting Apex, Cary, Raleigh, and Chapel Hill within easy commuting distance. Chatham County's rapid growth, driven in part by the Chatham Park master-planned development and sustained investment across the region, has made unrestricted acreage in Pittsboro increasingly scarce. Buyers searching for land near Raleigh and Research Triangle Park are finding that Pittsboro, NC is one of the last markets where rural privacy, Triangle access, and buildable acreage come together at a compelling price point. This is the kind of parcel that gets harder to find every year. Explore the possibilities at 0 Hamlets Chapel Road and secure your place in one of North Carolina's most sought-after growth corridors.

Hamlets Chapel Rd, Pittsboro
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 10175188 MLS ⋅ ACTIVE Status
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple approved 5-bedroom perk sites (potentially more) already in place, significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 3 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With approved perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting all 3 living areas on a month-to-month basis for a total of $2,900/month - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro
$10,750,000
10172752 MLS ⋅ ACTIVE Status
Seller will consider a long-term ground lease. Don't miss out on this 43-acre parcel with unlimited potential. It's located on the corner of 15-501 and Hamlets Chapel creating exceptional access to the highway which makes traveling to Pittsboro or Chapel Hill easy. There are several developments being constructed up and down Hamlets Chapel proving that this location is highly desirable. Being a corner lot provides plenty of road frontage and accessibility. It's currently zoned R-1, but you could apply to subdivide the front portion for commercial use, use the whole thing for commercial use or build a well-appointed housing development. Pittsboro is the home of Chatham Park and Disney's Asteria planned community. The Mosaic of Chatham Park is 3.5 miles south and Fearrington Village is 2.5 miles north which both provide unique shopping and dining options. These two communities plus the nearby Briar Chapel and Chapel Ridge will provide any business enough traffic in order to thrive. County water is at the street and natural gas is available as well.

Tbd Us 15 501 N, Pittsboro
$695,000
10172741 MLS ⋅ ACTIVE Status
Opportunity to own 25 acres of peaceful privacy in a prime location with direct access from Windsor Road. This versatile tract offers multiple homesite options with mature hardwoods, making it ideal for an estate, horse farm, or other farm or recreational use. Although the heavily wooded setting provides exceptional privacy, the property is easily accessible via Windsor Road. With a Chapel Hill address but Pittsboro schools, the property offers the rare advantage of easy access to both towns—just minutes from the charm of Pittsboro and the culture and conveniences of Chapel Hill. A unique blend of seclusion, accessibility, and natural beauty, this property is ready to bring your vision to life.

Windsor Rd, Chapel Hill
$750,000
4 Beds ⋅ 4 Baths ⋅ 10172128 MLS ⋅ ACTIVE Status
Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro
$480,000
10154127 MLS ⋅ ACTIVE Status
BUILD-READY homesite with a 5-bedroom IMPROVEMENT PERMIT on file (septic), creek frontage, and a prime location across from Fearrington Village. This beautiful west-facing property captures warm afternoon light and peaceful sunset views over Pokeberry Creek, creating the perfect setting for a future back porch where you can relax and take in the natural surroundings. A key step in the building process has already been completed, with an approved SEPTIC PERMIT for a 5-bedroom home, saving valuable time and allowing future owners to move more quickly from land purchase to working with a builder. The landscape offers flexibility for homesite placement, giving you the opportunity to design a home that takes full advantage of privacy, views, and natural light. Zoned R-1 with NO HOA, the property also allows for an ADU up to 1,500 square feet, offering space for guests, extended family, or a private studio. Conveniently located along the US Highway 15-501 corridor, you're just minutes from the charm of Pittsboro and the culture and dining of Chapel Hill. A rare opportunity to build a custom home surrounded by nature while staying close to some of Chatham County's most beloved destinations. WATCH VIDEO HERE: https://youtu.be/XUURwmrkHHo

411 Auburn Ln, Pittsboro
$350,000
10152745 MLS ⋅ ACTIVE Status
Your private sanctuary awaits! Imagine waking up every morning surrounded by towering trees and the soothing sounds of nature on your very own 3 acre retreat. This is country living at its finest, and it is closer than you think, just 9 miles from Chapel Hill with easy access to vibrant dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. The best part? This property is truly ready to build! A recent survey has been completed, a perk site has been identified, and a 6 bedroom septic permit is already in hand. No HOA, no restrictions, just the freedom to bring your dream home to life exactly the way you envision it. And if you have ever dreamed of keeping loved ones close, two adjacent lots are also available, making this the perfect opportunity to create a family compound, a retreat for friends, or your own little slice of heaven. This is more than a lot. It is the beginning of something extraordinary!

2430 Jones Ferry Rd, Pittsboro
$364,000
10139392 MLS ⋅ ACTIVE Status
SAVE BIG! Seller is offering up to $10,000 toward closing cost or an interest buy down when financing is obtained through the preferred lender-- making ownership more affordable with lower monthly payments!! A rare estate-home site in one of Chatham County's most desirable corridors. Cleared land ready to build. Perk approved for a 4-bedroom home, with excellent public road frontage. Ideally located just minutes from Chapel Hill, Carrboro, and the rapidly growing Chatham Park, while offering easy access to nature with the new Haw River canoe and kayak launch nearby and Jordan Lake within a short drive. An outstanding opportunity for a private custom residence with both convenience and outdoor lifestyle.

318 Jones Ferry Rd, Pittsboro
$260,000
10109252 MLS ⋅ ACTIVE Status
Secluded & private homesite - minutes from town! Tucked away off a quiet road, this unrestricted vacant land backs up to Pokeberry Creek and offers the perfect setting for your dream home or private retreat. Surrounded by mature vegetation, the property provides exceptional privacy and seclusion - yet remains just a short drive to downtown Pittsboro, Chatham Park, Chapel Hill, Apex, Cary, RTP, and RDU. A 4 bedroom perc permit is on file and with no limit to build, you have the freedom to plan and build at your own pace. The nearby Haw River and Jordan Lake offer excellent opportunities for boating, kayaking, fishing, and hiking. The peaceful setting, natural beauty, and unmatched location make this a rare and valuable opportunity.

177 Karen Calhoun 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 .