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Moving to Pittsboro, NC?

Pittsboro has a true small-town feel, with a population of just under 5,000 people. Just 16 miles south of Chapel Hill, Pittsboro residents enjoy the peace of country living while being close to larger cities, universities, and an international airport. You’ll find a welcoming and diverse community in Pittsboro, a mix of families, students, farmers, retirees, and artisans. 

Pittsboro provides easy access to a variety of outdoor recreational opportunities and is just a short drive from the Haw River and the Jordan Lake State Recreation Area, which is a great place for all great outdoor activities - hiking, camping, and boating...another great plus!

Its charming Main Street features unique retail shopping, with everything from antiques, baked goods, boutique dress shops to handcrafted jewelry, and a classic soda shop. 

Several eclectic restaurants, breweries, wine shops, and even a distillery make up the downtown area. Interesting restaurants include Small B&B Cafe, an affordable breakfast and lunch place focused on farm-to-table practices. Virlie’s Grill is a charming southern diner known for its attentive staff and good home cooking.

Located in the old Pittsboro Post Office, the Postal Fish Company is a casual full-service seafood restaurant whose personnel personally travel twice a week to the coast to procure the best fish & shellfish. Wood-fired pizzas and sandwiches are the order of the day at The Mod while The City Tap is a mellow bar that features local craft beers and live music.  

Pittsboro has several year-round farmers’ markets. Chatham Mills Farmers’ Market is the largest, open each Saturday and offering special events throughout the year.  

Chatham Marketplace, located at the front of the historic Chatham Mills, is a co-op grocery store featuring local fruits and vegetables, local wines and beer.  It also houses the Co-op Cafe, which serves up tasty breakfast and lunch items with both indoor and outdoor seating. 

A town steeped in historic traditions, Pittsboro has more historic buildings and houses than any other town its size in North Carolina. Its iconic traffic circle surrounds a historic courthouse. Even with strong roots in the past, Pittsboro has built its own modern traditions through local events such as a holiday parade, October Street Fair, and an annual tree lighting event. 

Change is coming to Pittsboro, though, in a dramatic way, with the arrival of Chatham Park, a 7-000 acre “live, work, play, learn” development just east of town. Chatham Park is expected to add significant growth - up to 60,000 new residents - over the next several decades, and we expect the real estate prices to increase as a result of all the growth.

Why I like Pittsboro

Builders are busy creating new homes for sale in Pittsboro, with a range of amenities and price points to fit any family. These new construction options are great for those looking for a low maintenance home or lifestyle - new homes require a lot less work!

And Pittsboro is less expensive than neighboring cities in the Triangle such as Raleigh, Durham, Chapel Hill. For example, a $550,000 house in Raleigh would be closer to $400,000 in Pittsboro. Yes, it's a little extra drive if you want to go to the bigger cities for a concert or event, but you will have many, many, local options for restaurants, shops and grocery stores.

Like a lot of NC real estate, home values are holding strong and in Pittsboro, you have a good chance of finding a home with a great lot size and an expansive yard. With all the growth planned here, buyers will probably do well, house value wise,  over the long term.

Here are my picks for the top 10 neighborhoods in (and close to) Pittsboro.

Top 10 Neighborhoods in Pittsboro, NC 

Chatham Park

Since Chatham Park is the 800-pound gorilla in the room, let’s start there! Although it seems that a development of this size could just swallow Pittsboro whole, Chatham Park has positioned itself as an enhancement to the area, with no intention of detracting from the charm and tight knit community that is Pittsboro. Chatham Park is also planning to improve infrastructure that will benefit all residents - not to mention expanding the tax base! 

If you’re an environmentalist at heart, Chatham Park bills itself as a “green, diverse, sustainable, walkable, inclusive, all-in-one, collective identity.” Its plans include many environmentally friendly features, including its own 46-acre solar farm to power up to 750 homes, energy-efficient houses, a water system that provides a sustainable source of water for irrigation, and a promise that nearly ⅓ of the community will be parks or open space.

As a “work, work, play, learn” community, Chatham Park is focusing on buyers who consider time as their most precious commodity. With amenities for entertainment, dining, outdoor activities, and even medical care, residents of Chatham Park will have quick, convenient access to many of the things that traditionally meant a lengthy drive time. 

There is a range of commercial office space - both pre-built and build-to-design - available in the master plan. 22,000 homes are currently planned in Chatham Park - let’s look at the two offerings available now. 

Chatham Park - Vineyards

Vineyards consists of approximately 550 single-family detached homes and townhomes. A variety of styles will be available from cozy cottages to homes with open floor plans designed for entertaining. Prices for single-family homes will start in the mid $370s for new homes and start around $600k for custom builds. 

Builders for the Vineyards include four different floor plans from Garman Homes. Custom home builders are Prewitt Custom Homes, Walker DesignBuild, Upton & Co., and Upright Builders. 

Chatham Park - Mosaic

Mosaic is a 44-acre, $180 million development, a mixed-use blend of retail, office, and residential space. To build out the business profile, MOSAIC is partnering with UNC’s Innovate Carolina to create the ultimate innovation hub in the community, designed to enhance and invigorate the businesses housed there. 

On the lifestyle side, Mosaic will include a performing arts theater, casual and fine dining, fitness club, medical services, spa and salon, plus easy access to miles of trails and parks and greenways. There is a high-end apartment complex on-site as well as one, two, and three-bedroom condominiums built by Montgomery Contracting, which will be priced from the mid $260s to $600. 

Learn more about Chatham Park.

Seaforth Landing

Looking for a lot of space? In Seaforth Landing, you’ll have our own personal oasis on wooded homesites of 1.4 to 5+ acres. Not only that, but Jordan Lake at Vista Point is right outside the neighborhood, offering camping, a beach, walking/hiking trails, and access to a boating ramp. 

The builders—Poythress Construction Co., Medallion Construction, J.P. Swain Company, and Cotton Custom Homes—are building homes with amenities like oversized breakfast rooms and porches with fireplaces. Homes for sale will range from the $700s to $1.5 million. 

Homes in this community are often featured in the Triangle Parade of Homes. 

Learn more about Seaforth Landing.

Chatham Forest

Here’s a reasonably priced, well-established, community with single-family homes ranging from $290,000 to over $500k for 1,400 to 4,800 square feet. And it’s friendly, with community events throughout the year and a website that often features photos of the wildlife that share the area! 

You’ll enjoy features like covered porches and decks and luxury bathrooms and will be less than five miles from a good variety of shopping options, restaurants, and fitness centers. Outdoor recreation is easily accessed at Mary Hayes Barber Holmes Park, which is a 10-acre neighborhood park, and the Lower Haw River State Natural Area.

Learn more about Chatham Forest.

Cedar Mountain

If privacy is a priority, you’ll like the Cedar Mountain community, where each home is located on at least 1.5 acres - some are close to 5 acres. Situated in mature hardwood forest surrounded by creeks and hills, you’re still just a short drive to all the conveniences of Raleigh, Durham, and Chapel Hill, including shopping, recreational activities, and three major universities.

The average homes are larger here, sized from 2,750 to 5,812 square feet, and are available from the $380s. You can also buy a lot starting at $80,000 to build any home plan. There are no HOA fees in this community.

Learn more about Cedar Mountain at one of the builder’s sites, Lewis Building Co. The other builder in this community is Tuscan Group. Both are husband and wife teams!

Chapel Ridge

Just north of Pittsboro is Chapel Ridge, is a planned residential community of over 1,000 acres. This is an upscale atmosphere with tremendous amenities, including a Fred Couples signature golf course, clubhouse with restaurant, sports courts, fitness center, and pool. Properties are spacious, usually on lots of 1 to 3+acres, situated around the golf course, creekfront, or wooded sites. 

The community has a good mix of retirees and working families, and young professionals who appreciate the close proximity to the Research Triangle, UNC, and Duke.  The Chapel Ridge HOA organizes several regularly scheduled events and resident social groups also host get-togethers to build community.

The homes, built by Capital City Homes, start in the $400s, are sized from 1804 to 3186 square feet, and are on lots of 1 to 3+ acres.

Learn more about Chapel Ridge.

Sunset Grove

For sophisticated and private country living, take a look at Sunset Grove! Your meticulously crafted home will be situated on a 1+ acre homesite in a tranquil setting, Homes built here are sized in the upper 2000s for square feet and at price points ranging from the $650s to the $800s. 

This community, situated in rolling hills, is just 1-½ miles from two major highways, giving you a quick commute to Research Triangle Park, Pittsboro, Apex, Chapel Hill, and Cary. 

The homes, from builders Halcyon Homes, Poythress Construction Co., Clarity Design Build, and Walker DesignBuild, are doing brisk business, but the community’s interactive map shows there are still a handful of finished homes available with about 13 lots still for sale for custom build. 

Learn more about Sunset Grove.

Fearrington Village

For many Triangle residents, “Fearrington Village'' means a wedding venue, a spa, a beautiful inn, and restaurants. In fact, it has a rich history, dating back to 1786 when the 600+ acres that would eventually become Fearrington Village, were sold for $80. 

In 1974, R.B. Fitch and his wife turned what had become a dairy farm and the surrounding land into a country village. Since then, the original farmhouse and outbuildings have been converted into shops (including an indie bookstore), pristine gardens, and restaurants ranging from quaint to grand. 

Many people call Fearrington Village “home” and it boasts residents from all over the world. Surrounding the Village Center are a variety of neighborhoods offering townhomes and single-family homes. The average home price is $400,000, and homes range from small and low maintenance to large, wooded estates. 

Fearrington Village is proud that its growth has been slow and thoughtful, emphasizing community and natural surroundings. It has kept its small-town feel with walking paths and trails, community groups, and a farmers’ market held each Tuesday throughout the year. But even though the community has a secluded feel, you’re still close to all the Triangle amenities and about ½ hour from RDU.

Learn more about Fearrington Village.

Pennington at Jordan Lake

For those who love lakeside activities like fishing and swimming, Pennington at Jordan Lake is only two minutes from Jordan Lake’s nearest boat launch. You’ll enjoy private, wooded lots, winding roads, and beautiful views—but you’ll also have easy access to the charming shops and incredible dining of downtown Apex, as well as Pittsboro and Chapel Hill. 

Got kids? Seaforth High School is slated to open in the fall of 2021 right next to the community.

Custom homes from ICG Homes, Triple A Homes, Sage Built, WT Barker, Clarity Homes, and Arroyo Custom Homes start in the $600s with sizes starting at 3,200 square feet. Average lots around 1.23 acres start at $120k. You can also “bring your own builder” and have your dream-home plan approved by Pennington at Jordan Lake. 

Learn more about Pennington at Jordan Lake.

Stonecrest at Norwood

This community is in the northern part of Chatham County. With big, open floor plans that highlight the outdoors, these homes offer seclusion and peace. Heavily wooded one to four-acre lots are designed to fit right into the forest that surrounds them. 

The entire community was built to meld seamlessly into the environment, which includes Wilkinson Creek and its tributaries. There are biking, running, and walking trails meandering along the streams, as well as a community park. 

Recently, Stonecrest finished a new pavilion that is a meeting place, a “front porch” for the community. Many residents meet for planned Saturday evening events, or spontaneously during the week, to get to know each other.

Custom homes for sale are in the $700s+ and all homes are designed and built by local, hand-selected custom home builders: Bold Construction, Horizon Custom Builders, and Wagoner Homes.

Learn more about Stonecrest at Norwood.

Ready to find your new home in Pittsboro? Use our advanced search or map search to check out the homes for sale, or contact us for a consultation.

Homes for Sale in Pittsboro NC

762 Hillsboro St, Pittsboro image
762 Hillsboro St, Pittsboro $240,000 ▼

Seller offering concessions! Affordable AND located only 3 minutes to downtown Pittsboro?? It really doesn't get better than this! This charming 2 bedroom, 1 bath home is...

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  • 2 Beds
  • 1 Baths
  • 10164258 MLS
  • ACTIVE Status
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132 Penny Ln, Pittsboro image
132 Penny Ln, Pittsboro $260,000

Discover the charm of country living with the convenience of a desirable Chatham County location! Situated on approximately 0.96 acres, this single-story home offers thre...

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  • 3 Beds
  • 1 Baths
  • LP771437 MLS
  • ACTIVE Status
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2251 Castle Rock Farm Rd, Pittsboro image
2251 Castle Rock Farm Rd, Pittsboro $290,000 ▼

*Listed BELOW appraisal value* Discover the possibilities with this 3-bedroom, 2-bath brick ranch nestled on 4.36 acres. Offering plenty of room to spread out, this prope...

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  • 3 Beds
  • 2 Baths
  • 10193707 MLS
  • ACTIVE Status
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26 Danbury Ct, Pittsboro image
26 Danbury Ct, Pittsboro $299,999

Welcome to 26 Danbury Ct. In fast growing Pittsboro NC, this home is convenient to downtown, shopping and dining. This is a McNeill Burbank home, a well respected Triang...

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  • 3 Beds
  • 3 Baths
  • 10191962 MLS
  • ACTIVE Status
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286 Cottage Way, Pittsboro image
286 Cottage Way, Pittsboro $324,500 ▼

Discover easy, low-maintenance living in this charming 2-bedroom, 2-bath cottage in Chatham Park. Thoughtfully designed and beautifully refreshed, this 828-square-foot ho...

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  • 2 Beds
  • 2 Baths
  • 10194211 MLS
  • ACTIVE Status
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139 Prestonwood Dr, Pittsboro image
139 Prestonwood Dr, Pittsboro $325,000

Welcome home to this 3-bedroom, 2-bathroom single-family residence in Forest Creek, Pittsboro. Set on a generous lot of almost one acre, this property offers substantial ...

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  • 3 Beds
  • 2 Baths
  • 10200083 MLS
  • ACTIVE Status
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570 West St, Pittsboro image
570 West St, Pittsboro $339,000 ▼

See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina...

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  • 4 Beds
  • 3 Baths
  • 10188021 MLS
  • ACTIVE Status
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53 Grove Pt, Pittsboro image
53 Grove Pt, Pittsboro $364,500 ▼

**Brand New LG Glass Air Fry Convection Range Oven installed!** Minutes from downtown Pittsboro restaurants & shops! Easy One-Level Living on a Quiet Cul-de-Sac - Welcome...

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  • 3 Beds
  • 2 Baths
  • 10193817 MLS
  • ACTIVE Status
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51 W Field St, Pittsboro image
51 W Field St, Pittsboro $375,000

A sweet downtown Pittsboro home with space, updates, a fenced yard, and a setting that is increasingly hard to find. Tucked at the end of a cul-de-sac, this charming 3-be...

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  • 3 Beds
  • 2 Baths
  • 10190815 MLS
  • ACTIVE Status
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319 Danbury Ct, Pittsboro image
319 Danbury Ct, Pittsboro $389,990 ▼

Welcome to 319 Danbury Court, where timeless Charleston charm meets comfortable everyday living. Tucked away on a quiet street in one of Pittsboro's most desirable neighb...

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  • 4 Beds
  • 3 Baths
  • 10187148 MLS
  • ACTIVE Status
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95 Roberts St, Pittsboro image
95 Roberts St, Pittsboro $399,000 ▼

**PRICE IMPROVEMENT** Welcome to 95 Roberts Street! This spacious 3-bedroom, 2.5-bath home offers multiple living areas, a formal dining space, and a roomy kitchen with p...

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  • 3 Beds
  • 3 Baths
  • 10190550 MLS
  • ACTIVE Status
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38 Silverstone Dr, Pittsboro image
38 Silverstone Dr, Pittsboro $399,900 ▼

SELLER OFFERING $5000 towards CLOSING COSTS with acceptable offer! Welcome home to 38 Silverstone Drive, where inviting living spaces, thoughtful features, and a peacefu...

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  • 4 Beds
  • 2 Baths
  • 10185919 MLS
  • ACTIVE Status
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982 Castle Rock Farm Rd, Pittsboro image
982 Castle Rock Farm Rd, Pittsboro $400,000

This 3-bedroom, 1-bathroom single-family residence in Pittsboro sits on an expansive 10-acre lot, offering substantial privacy and land ownership potential. The generous ...

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  • 3 Beds
  • 1 Baths
  • 10185418 MLS
  • ACTIVE Status
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978 Elmer Keck Rd, Pittsboro image
978 Elmer Keck Rd, Pittsboro $435,000 ▼

Price improvement on this thoughtfully Renovated Ranch on over 5 acres! Built in 1970 and refreshed from top to bottom, this 3 bedroom, 2 bathroom home sits on 5.5 acres ...

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  • 3 Beds
  • 2 Baths
  • 10191225 MLS
  • ACTIVE Status
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40 Fox Chapel Ln, Pittsboro image
40 Fox Chapel Ln, Pittsboro $445,000

New pricing offered..,. here's your opportunity to buy a meticulously maintained home, nestled in the welcoming and established community of Chatham Forest. This neighbo...

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  • 3 Beds
  • 3 Baths
  • 10196351 MLS
  • ACTIVE Status
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449 Millbrook Dr, Pittsboro image
449 Millbrook Dr, Pittsboro $445,000

Welcome to your dream home! Located in a highly desirable neighborhood just minutes from downtown Pittsboro and a quick 15-minute drive to Jordan Lake this beautifully up...

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  • 3 Beds
  • 3 Baths
  • 10196421 MLS
  • ACTIVE Status
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137 Evergreen Dr, Pittsboro image
137 Evergreen Dr, Pittsboro $449,000 ▲

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 r...

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  • 3 Beds
  • 3 Baths
  • 10199504 MLS
  • ACTIVE Status
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271 Parkland Dr, Pittsboro image
271 Parkland Dr, Pittsboro $485,900 ▼

Welcome to 271 Parkland Drive, a beautifully appointed home in the sought-after NoVi community of Chatham Park. Thoughtfully enhanced and originally selected as a builder...

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  • 3 Beds
  • 3 Baths
  • 10195125 MLS
  • ACTIVE Status
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50 Trestle Leaf, Pittsboro image
50 Trestle Leaf, Pittsboro $499,900 ▼

Imagine waking up to the tranquil sound of a gentle creek flowing just beyond your back door, sipping morning coffee from your sun-drenched dining space, and ending the d...

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  • 3 Beds
  • 2 Baths
  • 10191548 MLS
  • ACTIVE Status
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798 Sanford Rd, Pittsboro image
798 Sanford Rd, Pittsboro $499,900 ▼

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 ...

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  • 3 Beds
  • 2 Baths
  • 10194490 MLS
  • ACTIVE Status
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260 Stone Wall Rd, Pittsboro image
260 Stone Wall Rd, Pittsboro — Bee Hive Tree House And Oasis Tree House $500,000

Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability...

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  • 1 Beds
  • 1 Baths
  • 10188873 MLS
  • Bee Hive Tree House And Oasis Tree House Bldg.
  • ACTIVE Status
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286 Stone Wall Rd, Pittsboro image
286 Stone Wall Rd, Pittsboro $500,000

Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capabilit...

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  • 1 Beds
  • 1 Baths
  • 10188981 MLS
  • ACTIVE Status
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60 Farmingdale Ln, Pittsboro image
60 Farmingdale Ln, Pittsboro $515,000

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 approv...

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  • 4 Beds
  • 3 Baths
  • 10199851 MLS
  • ACTIVE Status
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221 Beacon Dr, Pittsboro image
221 Beacon Dr, Pittsboro $524,000 ▼

Welcome to easy living in the heart of Chatham Park, where a thoughtful floor plan, modern finishes, and inviting indoor-outdoor spaces come together beautifully. And the...

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  • 4 Beds
  • 4 Baths
  • 10190524 MLS
  • ACTIVE Status
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298 E Salisbury St, Pittsboro image
298 E Salisbury St, Pittsboro $525,000 ▼

NEWLY REZONED O&I — RESIDENTIAL FLEXIBILITY WITH EXCITING COMMERCIAL POTENTIAL! Offered for the first time in 40 years, the historic Thomas Hackney House (c. 1899), recog...

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  • 3 Beds
  • 2 Baths
  • 10159806 MLS
  • ACTIVE Status
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261 Mindees Ln, Pittsboro image
261 Mindees Ln, Pittsboro $525,000 ▼

BETTER THAN NEW HOME FOR SALE IN CHATHAM PARK! Built in 2022 by David Weekley Homes, and meticulously maintained by the original owners, this pet-free, smoke-free 3BR/2....

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  • 3 Beds
  • 3 Baths
  • 10191826 MLS
  • ACTIVE Status
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15 Breezewood Ct, Pittsboro image
15 Breezewood Ct, Pittsboro $530,000

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 hom...

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  • 4 Beds
  • 3 Baths
  • 10198596 MLS
  • ACTIVE Status
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280 Beacon Dr, Pittsboro image
280 Beacon Dr, Pittsboro $531,900

Welcome home to this practically brand-new Chatham Park gem, ideally situated in one of Pittsboro's most desirable and thoughtfully planned communities! Built in October ...

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  • 3 Beds
  • 3 Baths
  • 10193575 MLS
  • ACTIVE Status
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73 Knobhill Ln, Pittsboro image
73 Knobhill Ln, Pittsboro $535,000 ▼

This lovely home offers a thoughtful floor plan, a first-floor primary bedroom, useful updates, and a backyard designed for enjoying home. If you have been looking at Pit...

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  • 3 Beds
  • 3 Baths
  • 10185979 MLS
  • ACTIVE Status
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400 River View Rd, Pittsboro image
400 River View Rd, Pittsboro $536,000

Picture yourself in the peace and beauty of a heart home. Inspired by hospitality and comfort. Surrounded by the healing essence of nature and crafted carefully into ever...

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  • 2 Beds
  • 2 Baths
  • 10198382 MLS
  • ACTIVE Status
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98 Bridle Path, Pittsboro image
98 Bridle Path, Pittsboro $539,000 ▼

Move in ready! Bright and updated home on large corner lot in leafy Potterstone Village. Fantastic location convenient to Chatham Park, Jordan Lake, Chapel Hill, Apex and...

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  • 3 Beds
  • 3 Baths
  • 10173474 MLS
  • ACTIVE Status
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136 Windsong Dr, Pittsboro image
136 Windsong Dr, Pittsboro $539,000 ▼

*$7,000 PAINT CREDIT + 1 YEAR HOME WARRANTY* Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just m...

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  • 3 Beds
  • 4 Baths
  • 10176384 MLS
  • ACTIVE Status
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1396 Bynum Ridge Rd, Pittsboro image
1396 Bynum Ridge Rd, Pittsboro $539,000 ▼

Motivated Sellers!!! Price just adjusted!!! Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charmin...

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  • 3 Beds
  • 2 Baths
  • 10177049 MLS
  • ACTIVE Status
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246 Fox Rdg, Pittsboro image
246 Fox Rdg, Pittsboro $539,900

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, a...

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  • 3 Beds
  • 2 Baths
  • 10198340 MLS
  • ACTIVE Status
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988 Nc-87, Pittsboro image
988 Nc-87, Pittsboro $544,900 ▼

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 kitche...

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  • 4 Beds
  • 2 Baths
  • 10197844 MLS
  • ACTIVE Status
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28 Old Post Ct, Pittsboro image
28 Old Post Ct, Pittsboro $549,999

Experience the charm and sophistication of this impeccably maintained French Provincial-style home, thoughtfully designed for both everyday comfort and elegant entertaini...

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  • 3 Beds
  • 3 Baths
  • 10185428 MLS
  • ACTIVE Status
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20 Plenty Ct, Pittsboro image
20 Plenty Ct, Pittsboro $559,000 ▼

Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beauty offering the perfect blend of timeless charm and modern luxury. This 4-bedroo...

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  • 4 Beds
  • 3 Baths
  • 10182767 MLS
  • ACTIVE Status
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268 Mindees Ln, Pittsboro image
268 Mindees Ln, Pittsboro $560,000 ▼

Set on an oversized lot, this home is loaded with upgrades! Outside, there is an extended front porch. The living room features built-ins around the fireplace. and there ...

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  • 4 Beds
  • 3 Baths
  • 10192846 MLS
  • ACTIVE Status
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250 Hamamelis Ln, Pittsboro image
250 Hamamelis Ln, Pittsboro $565,000

An ENCHANTING oasis that inspires imagination, oneness with nature and serenity. This former artist's home is set beautifully on over 7 acres with direct access (and owne...

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  • 2 Beds
  • 2 Baths
  • 10197827 MLS
  • ACTIVE Status
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120 Hamlet Grove Dr, Pittsboro image
120 Hamlet Grove Dr, Pittsboro $575,000

Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpe...

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  • 3 Beds
  • 3 Baths
  • 10199766 MLS
  • ACTIVE Status
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497 Turn, Pittsboro image
497 Turn, Pittsboro $583,000

Welcome to 497 Turn Key Way! A nature lovers dream, this peaceful and inviting home is tucked away in a beautiful wooded setting just minutes from Pittsboro. Set on 2.7 ...

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  • 3 Beds
  • 2 Baths
  • 10190377 MLS
  • ACTIVE Status
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30 Circle City Way, Pittsboro image
30 Circle City Way, Pittsboro $585,000 ▼

Set against a wooded backdrop with a walking trail beyond, this 4-bedroom, 3-full-bath home in highly desirable Chatham Park offers thoughtfully designed living space wit...

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  • 4 Beds
  • 3 Baths
  • 10193108 MLS
  • ACTIVE Status
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220 Wendover Pkwy, Pittsboro image
220 Wendover Pkwy, Pittsboro $588,500 ▼

Custom finishes and flexible living spaces distinguish this Chatham Park home in Pittsboro. At 220 Wendover Parkway, an added butler's pantry, updated paint, a custom hal...

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  • 3 Beds
  • 3 Baths
  • 10197403 MLS
  • ACTIVE Status
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180 Hobbs Rd, Pittsboro image
180 Hobbs Rd, Pittsboro — Creek House $595,000 ▼

One of the most iconic houses in Chatham County, the Creek House was built in 1973 and boasts over 2000 square feet on two floors, with seven distinctive rooms, cent...

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  • 2 Beds
  • 2 Baths
  • 10193250 MLS
  • Creek House Bldg.
  • ACTIVE Status
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535 Poplar Forest Ln, Pittsboro image
535 Poplar Forest Ln, Pittsboro $599,000 ▼

NEW PRICE! Come home to this beautiful property on more than 2.5 acres with brand new ROOF! Enjoy the gracious wrap-around front porch, 9-ft ceilings, site finished hardw...

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  • 3 Beds
  • 4 Baths
  • 10189120 MLS
  • ACTIVE Status
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236 Aspen Ave, Pittsboro image
236 Aspen Ave, Pittsboro $599,900 ▼

Exceptional Value at Encore at Chatham Park! Why settle for a builder's quick move-in when you can enjoy a beautifully finished home with over $30,000 in post-constructio...

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  • 2 Beds
  • 2 Baths
  • 10187535 MLS
  • ACTIVE Status
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4055 Sampson, Pittsboro image
4055 Sampson, Pittsboro $615,000 ▲

$40,000 in Upgrades & Improvements! FLEXIBLE FLOOR PLAN to suit your lifestyle -- whether it's 2/2 + office, 3/2 or 2/2 + dining room! This beautifully updated ONE-LEVEL ...

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  • 2 Beds
  • 2 Baths
  • 10191033 MLS
  • ACTIVE Status
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154 Birdie Ct, Pittsboro image
154 Birdie Ct, Pittsboro $625,000 ▼

Welcome to this beautifully maintained custom home nestled on the golf course in the sought-after Chapel Ridge community in Pittsboro. Perfectly situated on a quiet cul-d...

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  • 3 Beds
  • 3 Baths
  • 10162363 MLS
  • ACTIVE Status
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387 Hanks Chapel Rd, Pittsboro image
387 Hanks Chapel Rd, Pittsboro $625,000 ▼

Check out this marvelous homeplace just east of downtown Pittsboro- 3 bedrooms, 2 full baths, open floorplan on over 3 acres. But wait, there's much more! Killer attached...

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  • 3 Beds
  • 2 Baths
  • 10184862 MLS
  • ACTIVE Status
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115 Circle City Way, Pittsboro image
115 Circle City Way, Pittsboro $629,000 ▼

New Large Price Improvement! Up to $6000 in lender paid closing costs or use to buy down the rate! Now the lowest dollar per sq ft single family home in Chatham Park, don...

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  • 4 Beds
  • 4 Baths
  • 10145757 MLS
  • ACTIVE Status
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166 Imagine Way, Pittsboro image
166 Imagine Way, Pittsboro $649,900 ▼

HOA PAID for 1 Year plus 10K for Patio Enclosure, Rate Buy Down, Closing Costs or Backyard Plantings for Screening with acceptable offer. Enjoy modern living in this bea...

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  • 3 Beds
  • 3 Baths
  • 10184833 MLS
  • ACTIVE Status
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304 Wrights Way, Pittsboro image
304 Wrights Way, Pittsboro $675,000 ▼

Complete privacy in highly sought-after North Chatham, where peace and tranquility define everyday living--yet you're just a short drive to Pittsboro, Carrboro, Chapel Hi...

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  • 4 Beds
  • 3 Baths
  • 10165183 MLS
  • ACTIVE Status
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52 Shergold Dr, Pittsboro image
52 Shergold Dr, Pittsboro $679,000 ▼

There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Built by the highly regarded Homes By Dickerson, this Gree...

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  • 3 Beds
  • 3 Baths
  • 10157338 MLS
  • ACTIVE Status
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71 Highpointe Dr, Pittsboro image
71 Highpointe Dr, Pittsboro $679,900 ▼

Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and ...

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  • 5 Beds
  • 4 Baths
  • 10179756 MLS
  • ACTIVE Status
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23 Turkey Creek Trl, Pittsboro image
23 Turkey Creek Trl, Pittsboro $680,000 ▼

MAJOR PRICE IMPROVEMENT — NOW $680,000! If you've been dreaming of acreage, privacy, and the opportunity to create a home that reflects your own style, this new price mak...

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  • 3 Beds
  • 2 Baths
  • 10166720 MLS
  • ACTIVE Status
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475 Deer Mountain Rd, Pittsboro image
475 Deer Mountain Rd, Pittsboro — Alpha Omega Homes $685,000

3 Private Acres + Attached Apartment — Minutes from Carrboro Set on 3 private, wooded acres just minutes from Carrboro, this spacious home offers an unusual combination o...

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  • 4 Beds
  • 4 Baths
  • 10190411 MLS
  • Alpha Omega Homes Bldg.
  • ACTIVE Status
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967 Bynum Rd, Pittsboro image
967 Bynum Rd, Pittsboro — The Snipes House $695,000 ▼

This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead ...

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  • 4 Beds
  • 2 Baths
  • 10093658 MLS
  • The Snipes House Bldg.
  • ACTIVE Status
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568 The Parks Dr, Pittsboro image
568 The Parks Dr, Pittsboro $708,000 ▼

Welcome to this spacious five-bedroom, four-bathroom home offering a bright, open layout with flexible spaces designed for everyday living and entertaining. Tons of natur...

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  • 5 Beds
  • 4 Baths
  • 10187015 MLS
  • ACTIVE Status
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354 Crimson Way, Pittsboro image
354 Crimson Way, Pittsboro $710,000 ▼

354 Crimson Way is a two-story Pittsboro single-family home built in 2016 on a cul-de-sac lot. The kitchen centers on an island that adds prep space and casual seating, w...

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  • 5 Beds
  • 5 Baths
  • 10184621 MLS
  • ACTIVE Status
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743 Bowman Bare Rd, Pittsboro image
743 Bowman Bare Rd, Pittsboro $715,000 ▼

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 expa...

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  • 4 Beds
  • 4 Baths
  • 10172128 MLS
  • ACTIVE Status
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647 Chapel Ridge Dr, Pittsboro image
647 Chapel Ridge Dr, Pittsboro $715,000 ▼

Set in the beautiful golf community of Chapel Ridge, this custom 3-bedroom, 3-bath home offers 3,188 square feet of thoughtfully designed living space with multiple addit...

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  • 3 Beds
  • 3 Baths
  • 10186387 MLS
  • ACTIVE Status
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316 Ross Dr, Pittsboro image
316 Ross Dr, Pittsboro $719,000 ▼

One-level living. 2.81 acres. Space for what comes next. Discover 316 Ross Drive in Pittsboro's established Ross Ridge community, where a thoughtfully maintained home pa...

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  • 3 Beds
  • 3 Baths
  • 10177395 MLS
  • ACTIVE Status
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67 Coley Ct, Pittsboro image
67 Coley Ct, Pittsboro $719,000 ▼

Welcome to this spacious 4-bedroom, 3-bathroom craftsman inspired home nestled in the Horizon community just north of Pittsboro. Quality built with first floor primary su...

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  • 4 Beds
  • 3 Baths
  • 10183487 MLS
  • ACTIVE Status
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53 Spring Hollow Ct, Pittsboro image
53 Spring Hollow Ct, Pittsboro $724,900 ▼

Seller is offering up to $11,500 toward the buyer's interest rate buydown or closing costs with an acceptable offer. Nestled on a quiet street in the gated Estates sectio...

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  • 4 Beds
  • 3 Baths
  • 10180739 MLS
  • ACTIVE Status
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224 Buteo Rdg, Pittsboro image
224 Buteo Rdg, Pittsboro $724,900

**Sellers offering $10,000 towards closing costs, buydown or off the price with an acceptable offer** Welcome to a one-of-a-kind Chatham County property offering the spac...

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  • 3 Beds
  • 4 Baths
  • 10184986 MLS
  • ACTIVE Status
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26 Shadymont Dr, Pittsboro image
26 Shadymont Dr, Pittsboro $725,000 ▼

SELLERS ARE OFFERING $10,000 TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUY-DOWN WITH AN ACCEPTABLE OFFER! Privacy, space, flexibility, and timeless Southern charm c...

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  • 4 Beds
  • 3 Baths
  • 10179814 MLS
  • ACTIVE Status
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450 Ryan Rd, Pittsboro image
450 Ryan Rd, Pittsboro $725,000

Secluded Jordan Lake home, beautifully maintained 1.5-story living on a park-like 3.5 acres with a pool and hot tub. Freshly updated and painted, this exceptional custom-...

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  • 4 Beds
  • 3 Baths
  • 10191572 MLS
  • ACTIVE Status
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208 Tobacco Rd, Pittsboro image
208 Tobacco Rd, Pittsboro $749,000 ▼

Custom-Built Home on 1.06 Acres Convenient to Chapel Hill, Carrboro & Pittsboro.Welcome to 208 Tobacco Road, a beautifully maintained home offering an exceptional combina...

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  • 3 Beds
  • 3 Baths
  • 10192091 MLS
  • ACTIVE Status
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89 Cloverdale Dr, Pittsboro image
89 Cloverdale Dr, Pittsboro $761,000

RARE FIND! Private 2.77-acre property surrounded by an abundance of mature plants, foliage, and flowers, offering a peaceful setting with plenty of room to enjoy the outd...

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  • 4 Beds
  • 4 Baths
  • 10193584 MLS
  • ACTIVE Status
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915 Cabin Crk, Pittsboro image
915 Cabin Crk, Pittsboro $775,000 ▼

CUSTOM BRICK HOME IN CHAPEL RIDGE! Located in one of Pittsboro's premier golf course communities, this beautiful brick home offers more than 3,500 square feet, quality cr...

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  • 4 Beds
  • 3 Baths
  • 10182238 MLS
  • ACTIVE Status
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798 Horizon Dr, Pittsboro image
798 Horizon Dr, Pittsboro $780,000 ▼

Thoughtfully repriced to align with current market conditions, this distinguished home with over an acre of peaceful natural beauty is located in one of Pittsboro's most ...

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  • 4 Beds
  • 3 Baths
  • 10183987 MLS
  • ACTIVE Status
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1050 The Parks Dr, Pittsboro image
1050 The Parks Dr, Pittsboro $785,000 ▼

There is something special about a home that feels elevated from the moment you walk through the door. Where modern design, beautiful finishes, and effortless comfort com...

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  • 5 Beds
  • 4 Baths
  • 10192707 MLS
  • ACTIVE Status
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1390 Bradford Pl, Pittsboro image
1390 Bradford Pl, Pittsboro $785,000

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-s...

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  • 3 Beds
  • 2 Baths
  • 10199970 MLS
  • ACTIVE Status
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640 Cabin Crk, Pittsboro image
640 Cabin Crk, Pittsboro $787,000

I may not be able to hit a hole-in-one, but I know one when I see it. This home in Pittsboro's prestigious Chapel Ridge golf course community delivers on space, lifestyle...

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  • 4 Beds
  • 4 Baths
  • 10193297 MLS
  • ACTIVE Status
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1664 The Parks Dr, Pittsboro image
1664 The Parks Dr, Pittsboro $788,000

Welcome home to this stunning property in the gated Parks at Meadowview community. Custom double front doors open into a light-filled, open layout featuring a first-floor...

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  • 5 Beds
  • 4 Baths
  • 10192347 MLS
  • ACTIVE Status
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231 High Ridge Ln, Pittsboro image
231 High Ridge Ln, Pittsboro $795,000

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 ...

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  • 4 Beds
  • 4 Baths
  • 10199464 MLS
  • ACTIVE Status
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89 Lauren Ct, Pittsboro image
89 Lauren Ct, Pittsboro $799,900 ▼

Meticulously maintained 4-bedroom home tucked away in a private wooded setting, encompassed by mature trees, situated on over 2 acres of secluded land. This property offe...

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  • 4 Beds
  • 4 Baths
  • 10191393 MLS
  • ACTIVE Status
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92 Margaret Mann Way, Pittsboro image
92 Margaret Mann Way, Pittsboro $800,000 ▼

Completely Renovated, Move-In Ready, and Select Furnishings Available, this exceptional custom home offers a rare turnkey opportunity in the highly sought-after Manns Cro...

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  • 4 Beds
  • 3 Baths
  • 10161964 MLS
  • ACTIVE Status
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55 Lookout Rdg, Pittsboro image
55 Lookout Rdg, Pittsboro $820,000

See Video Walk-through - Set on a private .43-acre wooded homesite in the sought-after golf community of Chapel Ridge, this spacious 3,474 sq ft home offers a wonderful c...

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  • 4 Beds
  • 4 Baths
  • 10190708 MLS
  • ACTIVE Status
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20 Brushwood Ct, Pittsboro image
20 Brushwood Ct, Pittsboro $825,000 ▼

Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of b...

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  • 6 Beds
  • 4 Baths
  • 10170894 MLS
  • ACTIVE Status
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93 Wild Rose Ln, Pittsboro image
93 Wild Rose Ln, Pittsboro $844,500 ▼

Set on more than two wooded acres, this custom-built home offers privacy and quality finishes at every turn. Fresh interior paint and new carpet complement the home's alr...

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  • 4 Beds
  • 4 Baths
  • 10190765 MLS
  • ACTIVE Status
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464 Deer Mountain Rd, Pittsboro image
464 Deer Mountain Rd, Pittsboro $845,000 ▼

Located in a highly desirable North Chatham neighborhood, this beautiful home sits on 2 private acres and features a flexible main-floor living design with three bedrooms...

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  • 3 Beds
  • 4 Baths
  • 10192555 MLS
  • ACTIVE Status
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49 Donald Dr, Pittsboro image
49 Donald Dr, Pittsboro $849,000

Welcome to a meticulously maintained, one-owner home in Pittsboro, NC, set on nearly 1.5 acres of flat, beautifully cared-for property in Chatham County with convenient a...

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  • 3 Beds
  • 3 Baths
  • 10183392 MLS
  • ACTIVE Status
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800 Golfers Vw, Pittsboro image
800 Golfers Vw, Pittsboro $849,900 ▼

Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and ...

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  • 5 Beds
  • 3 Baths
  • 10168502 MLS
  • ACTIVE Status
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55 Bob White, Pittsboro image
55 Bob White, Pittsboro $850,000 ▼

Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offe...

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  • 4 Beds
  • 4 Baths
  • LP767349 MLS
  • ACTIVE Status
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205 Anolis Dr, Pittsboro image
205 Anolis Dr, Pittsboro $857,000

Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked ...

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  • 3 Beds
  • 3 Baths
  • 10168889 MLS
  • ACTIVE Status
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55 Bob White, Pittsboro image
55 Bob White, Pittsboro $859,000 ▼

Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offe...

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  • 4 Beds
  • 4 Baths
  • 10146367 MLS
  • ACTIVE Status
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862 Hatfield, Pittsboro image
862 Hatfield, Pittsboro $875,000

Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in d...

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  • 3 Beds
  • 3 Baths
  • 10180964 MLS
  • ACTIVE Status
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36 Nuthatch Dr, Pittsboro image
36 Nuthatch Dr, Pittsboro $920,000 ▼

Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. Up to $8500 offered in lender paid closin...

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  • 5 Beds
  • 4 Baths
  • 10157457 MLS
  • ACTIVE Status
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2946 Silk Hope Gum Springs Rd, Pittsboro image
2946 Silk Hope Gum Springs Rd, Pittsboro $945,000

Pittsboro Custom Home with Pool & Spa on 2.67 Park-Like Acres Tucked into a wooded backdrop with a true sense of privacy, this home was designed for easy indoor-outdoor ...

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  • 4 Beds
  • 3 Baths
  • 10190273 MLS
  • ACTIVE Status
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148 Tobacco Rd, Pittsboro image
148 Tobacco Rd, Pittsboro $950,000 ▼

Tucked away on almost two private acres with room for a pool, this custom designed Craftsman estate blends timeless architecture with refined luxury. The MAIN FLOOR PRI...

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  • 4 Beds
  • 4 Baths
  • 10163447 MLS
  • ACTIVE Status
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39 High Ridge Ln, Pittsboro image
39 High Ridge Ln, Pittsboro $950,000

Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone f...

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  • 5 Beds
  • 4 Baths
  • 10180348 MLS
  • ACTIVE Status
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378 Crimson Way, Pittsboro image
378 Crimson Way, Pittsboro $950,000

RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 ...

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  • 5 Beds
  • 4 Baths
  • 10195843 MLS
  • ACTIVE Status
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335 Sweet Pine Cir, Pittsboro image
335 Sweet Pine Cir, Pittsboro $975,000

Welcome to this beautifully designed four bedroom, four bathroom home offering an inviting open-concept layout, abundant natural light, and beautiful hardwood floors thro...

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  • 4 Beds
  • 4 Baths
  • 10189348 MLS
  • ACTIVE Status
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978 Cabin Crk, Pittsboro image
978 Cabin Crk, Pittsboro $999,000 ▼

SHOWSTOPPER! NEW CONSTRUCTION. IMPROVED! Custom-built. Thoughtfully enhanced. Impeccably maintained. Presented through Coldwell Banker Global Luxury, this exceptional cu...

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  • 4 Beds
  • 5 Baths
  • 10182874 MLS
  • ACTIVE Status
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757 Turtle Creek Dr, Pittsboro image
757 Turtle Creek Dr, Pittsboro $1,000,000

This rare, extremely private, 11.27 acre parcel with cozy farmhouse is now available. The land connects to Seaforth High School property. Included is a separate custom ...

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  • 3 Beds
  • 3 Baths
  • 10192842 MLS
  • ACTIVE Status
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97 Cottage Way, Pittsboro image
97 Cottage Way, Pittsboro $1,035,000

Welcome to this stunning home featuring an attractive board-and-batten exterior with elegant stone accents, an inviting arched double-door entry, and a charming stone-flo...

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  • 5 Beds
  • 4 Baths
  • 10198458 MLS
  • ACTIVE Status
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766 Chapel Ridge Dr, Pittsboro image
766 Chapel Ridge Dr, Pittsboro $1,060,000

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 up...

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  • 5 Beds
  • 4 Baths
  • 10198579 MLS
  • ACTIVE Status
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66 Romie Ct, Pittsboro image
66 Romie Ct, Pittsboro $1,095,000 ▼

Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamles...

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  • 5 Beds
  • 5 Baths
  • 10165584 MLS
  • ACTIVE Status
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267 Bald Eagle Dr, Pittsboro image
267 Bald Eagle Dr, Pittsboro $1,100,000 ▼

**BACK ON THE MARKET within 4 days of going under contract, due to no fault of the sellers.** While many luxury homes in the Triangle are constrained by tight lot sizes, ...

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  • 4 Beds
  • 4 Baths
  • 10151608 MLS
  • ACTIVE Status
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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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