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 enchanting area of Pittsboro, North Carolina, where you can find the perfect blend of serene countryside living and vibrant community life. Nestled in Chatham County, this charming locale is not bound by the confines of a subdivision, allowing homeowners the freedom to embrace their own unique style and vision. Here, you’ll discover spacious lots and picturesque landscapes that invite you to create your dream home.

One of the standout features of this region is its proximity to Chatham-Perry W. Harrison Elementary School, making it an ideal choice for families. This highly regarded school is known for its commitment to fostering a nurturing and inclusive learning environment, ensuring that your children receive a quality education just a stone's throw from home. Picture your family enjoying weekend picnics at nearby parks or engaging in community events, all while knowing that your little ones are thriving in a supportive academic setting.

Living in Pittsboro means you’re also just a short drive away from the vibrant cultural scene and amenities of the surrounding areas, including charming shops, delicious dining options, and outdoor recreational activities. Whether you’re sipping coffee at a local café or exploring the scenic beauty of the nearby parks, there’s always something new to discover.

Embrace the freedom of not being in a subdivision and the opportunity to create a lifestyle that reflects your aspirations. Pittsboro offers a unique chance to build not just a home, but a cherished life in a community that values connection and growth. Come and explore the possibilities today!

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

$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10192094 MLS ⋅ ACTIVE Status
PARADE HOME | MOVE-IN READY MID-OCTOBER | 1.5 WOODED ACRES Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom residence—to be featured in the Chatham County Parade of Homes in October—offers a sophisticated blend of timeless architecture, elevated craftsmanship, and serene privacy, with move-in availability following the Parade. Designed for refined yet comfortable living, the striking exterior introduces exceptional outdoor spaces, including an expansive screened porch anchored by a dramatic stacked-stone fireplace—an inviting setting for year-round entertaining, relaxed evenings, and enjoying the peaceful wooded surroundings. Inside, soaring 10-foot ceilings and a dramatic two-story foyer create an impressive sense of arrival. Thoughtfully designed for both elegant entertaining and effortless everyday living, the home offers four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and private first-floor guest suite. At the heart of the home, the chef's kitchen pairs sophisticated design with exceptional functionality, featuring a 36-inch five-burner cooktop, oversized gathering island, and expansive walk-in pantry with custom wood shelving. Open, light-filled living spaces create a natural flow for entertaining while maintaining an inviting sense of warmth and comfort. Upstairs, thoughtfully curated spaces include a spacious media room, open loft, and private ensuite bedroom. A hidden "secret room" adds an unexpected and memorable element, offering endless possibilities as a private lounge, fitness studio, wine room, creative space, playroom, hobby room, or discreet additional storage. Exceptional craftsmanship, refined finishes, impressive indoor-outdoor living, and a private wooded setting distinguish this remarkable new construction custom home. Offering the rare combination of luxury, privacy, and proximity to Chapel Hill and Triangle amenities, this Parade Home presents an exceptional opportunity for buyers seeking a one-of-a-kind extraordinary residence.

4025 Hamlets Chapel Rd, Pittsboro
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status
This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro
$299,000
10190170 MLS ⋅ ACTIVE Status
Incredible vacant land opportunity in Chatham Co. Accessed by well maintained private road, this 8.417 acres of beautifully wooded rolling terrain can be your new homestead, mini farm, multi family compound, etc. Let your dreams go wild! Sellers have done a lot of the heavy lifting with recent survey, soil evaluation, and defined recorded access easement. The current R-1 zoning allows for a wide range of residential and agricultural uses. The land is sloping with a great mix of hardwoods and evergreens. What does your future dream look like on this amazing piece of property?

Redgate 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
$140,000
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 perk sites and potentially more, 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 potential 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 2 of the living areas on a month-to-month basis - 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
$720,000
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
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 .