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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 $245,000 ▼

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 the perfect starter home. It...

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  • 2 Beds
  • 1 Baths
  • 10164258 MLS
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26 Danbury Ct, Pittsboro image
26 Danbury Ct, Pittsboro $300,000

Fantastic opportunity to get into this Craftsman Style Home in Powell Place! Hardwood floors, tile and Certified Green Building practices! 42'' cabinets, SS applicances ....

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  • 3 Beds
  • 3 Baths
  • 10177429 MLS
  • ACTIVE Status
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8 Hawks Spiral Way, Pittsboro image
8 Hawks Spiral Way, Pittsboro $340,000

Priced to sell! This 3-bedroom, 2-bath ranch offers 1,570 sq ft of comfortable living space on a 0.27-acre lot. Formal dining room, flat-surface countertops, a cozy gas f...

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  • 3 Beds
  • 2 Baths
  • 10181905 MLS
  • ACTIVE Status
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94 Silverstone Dr, Pittsboro image
94 Silverstone Dr, Pittsboro — Anderson Homes $375,000

This Rare Sunlit Updated Split Level on .31 Acre Lot w/Fenced Backyard within 1 Mile of Downtown Pittsboro's Historic Traffic Circle is Sure to Check a Lot of Boxes!! Per...

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  • 3 Beds
  • 3 Baths
  • 10155773 MLS
  • Anderson Homes Bldg.
  • ACTIVE Status
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497 Turn, Pittsboro image
497 Turn, Pittsboro $375,000 ▼

Magical treehouse retreat just minutes from downtown Pittsboro. Perched among the trees, the main living spaces are located on the upper level, where expansive skylights ...

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  • 2 Beds
  • 2 Baths
  • 10168731 MLS
  • ACTIVE Status
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2251 Castle Rock Farm Rd, Pittsboro image
2251 Castle Rock Farm Rd, Pittsboro $400,000

*Calling all Cash Buyers* 2 parcels - 5.99 acres in total! Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, inco...

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  • 3 Beds
  • 2 Baths
  • 10156977 MLS
  • ACTIVE Status
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166 Wintersage, Pittsboro image
166 Wintersage, Pittsboro $400,000

3 Bed | 2 Bath | True Single-Level Living on a Private Wooded Lot Between Pittsboro & Chapel Hill Experience the ease of true single-level living in this light-filled ho...

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  • 3 Beds
  • 2 Baths
  • 10171914 MLS
  • ACTIVE Status
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710 Vine Pkwy, Pittsboro image
710 Vine Pkwy, Pittsboro $425,000 ▼

710 Vine Parkway is a modern farmhouse - move in ready - Garman build in the heart of Chatham Park. You'll love the 2 bedroom/ 2.5 bath with plenty of upgrades. The gourm...

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  • 2 Beds
  • 3 Baths
  • 10150085 MLS
  • ACTIVE Status
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682 Vine Pkwy, Pittsboro image
682 Vine Pkwy, Pittsboro $429,000 ▼

NEW PRICE! Don't miss this incredible opportunity to own a beautiful home in the heart of sought-after Chatham Park. Built by Garman Homes in 2022 with EcoSelect Green Ce...

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  • 3 Beds
  • 3 Baths
  • 10175324 MLS
  • ACTIVE Status
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4 Matchwood, Pittsboro image
4 Matchwood, Pittsboro $450,000

Beautifully designed contemporary home on a naturally wooded lot in Fearrington Village. Vaulted ceilings, skylights, and abundant windows fill the home with natural ligh...

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  • 3 Beds
  • 2 Baths
  • 10181660 MLS
  • ACTIVE Status
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509 Wendover Pkwy, Pittsboro image
509 Wendover Pkwy, Pittsboro — Tripointe Homes $459,900

Impeccably Maintained and Beautifully Designed! This light-filled home features; Stainless Appliances, Gorgeous backsplash & Oversized Island in the Kitchen that overlo...

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  • 3 Beds
  • 3 Baths
  • 10170671 MLS
  • Tripointe Homes Bldg.
  • ACTIVE Status
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40 Fox Chapel Ln, Pittsboro image
40 Fox Chapel Ln, Pittsboro $473,000 ▼

Beautifully maintained 3-bedroom, 2.5-bath home nestled in the welcoming and established community of Chatham Forest. In contrast to many of today's higher-density develo...

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  • 3 Beds
  • 3 Baths
  • 10174692 MLS
  • ACTIVE Status
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1695 Buckner Clark Rd, Pittsboro image
1695 Buckner Clark Rd, Pittsboro $475,000

Welcome to your private retreat on nearly 2 acres! This adorable Cape Cod style home with rocking chair front porch was expanded to 4 bedrooms and 3 full baths. Enjoy a f...

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  • 4 Beds
  • 3 Baths
  • 10177951 MLS
  • ACTIVE Status
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44 Benchmark, Pittsboro image
44 Benchmark, Pittsboro $479,000 ▼

This contemporary home showcases distinctive architectural details, including vaulted ceilings, an open staircase and landing overlooking the living room, and abundant wi...

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  • 3 Beds
  • 2 Baths
  • 10168862 MLS
  • ACTIVE Status
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39 Banning Dr, Pittsboro image
39 Banning Dr, Pittsboro $485,000 ▼

Located in the heart of sought-after Chatham Park, Vineyards collection. Like new, 3-bedroom, 2.5-bath home, upscale living with high-end finishes at every turn. Walk to...

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  • 3 Beds
  • 3 Baths
  • 10147709 MLS
  • ACTIVE Status
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76 Fox Chapel Ln, Pittsboro image
76 Fox Chapel Ln, Pittsboro $490,000 ▼

Welcome to 76 Fox Chapel Lane, a beautifully updated home with private outdoor retreat. This inviting 3b, 2.5b residence offers the perfect blend of comfort, functiona...

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  • 3 Beds
  • 3 Baths
  • 10170528 MLS
  • ACTIVE Status
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512 Chatham Forest Dr, Pittsboro image
512 Chatham Forest Dr, Pittsboro $490,000

Discover the versatility and comfort of this smartly designed home in popular Chatham Forest.with spacious yard and tree buffer behind. Enjoy one level living with open ...

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  • 3 Beds
  • 3 Baths
  • 10173471 MLS
  • ACTIVE Status
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200 Imagine Way, Pittsboro image
200 Imagine Way, Pittsboro $495,000 ▼

Skip the wait for new construction and settle right into this like-new ranch home in the highly desirable 55+ community of Encore at Chatham Park. Designed with comfort a...

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  • 2 Beds
  • 2 Baths
  • 10170573 MLS
  • ACTIVE Status
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37 Millennium, Pittsboro image
37 Millennium, Pittsboro $559,000 ▼

Welcome home to this beautifully maintained, like-new gem nestled in one of the area's most thoughtfully planned communities. Perfectly positioned just steps from excepti...

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  • 3 Beds
  • 3 Baths
  • 10170599 MLS
  • ACTIVE Status
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538 May Farm Rd, Pittsboro image
538 May Farm Rd, Pittsboro $559,000

Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre ...

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  • 4 Beds
  • 3 Baths
  • 10182271 MLS
  • ACTIVE Status
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119 Banning Dr, Pittsboro image
119 Banning Dr, Pittsboro $564,000 ▼

Take advantage of a $10,000 seller concession! Use the credit to buy down the interest rate, cover closing costs, or allocate a portion to each. The dining room is highl...

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  • 4 Beds
  • 4 Baths
  • 10156586 MLS
  • ACTIVE Status
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98 Bridle Path, Pittsboro image
98 Bridle Path, Pittsboro $569,000

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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369 River Rd, Pittsboro image
369 River Rd, Pittsboro $569,995 ▼

A rare offering of privacy, intelligent design, and understated luxury--this is a home for those who value space, sustainability, craftsmanship, and a meaningful connecti...

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  • 3 Beds
  • 3 Baths
  • 10176704 MLS
  • ACTIVE Status
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136 Windsong Dr, Pittsboro image
136 Windsong Dr, Pittsboro $570,000

Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just minutes from vibrant downtown Pittsboro and th...

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  • 3 Beds
  • 4 Baths
  • 10176384 MLS
  • ACTIVE Status
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246 Fox Ridge Rd, Pittsboro image
246 Fox Ridge Rd, Pittsboro $574,900

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
  • 3 Baths
  • 10172837 MLS
  • ACTIVE Status
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239 Autumn Chase, Pittsboro image
239 Autumn Chase, Pittsboro $575,000

Beautiful ranch home in Chapel Ridge, Pittsboro's Premier golf course community. This turnkey home has had many recent updates! A true RANCH home - it features three bedr...

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  • 3 Beds
  • 2 Baths
  • 10179712 MLS
  • ACTIVE Status
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63 Green Meadow Ct, Pittsboro image
63 Green Meadow Ct, Pittsboro $580,000

Welcome to this 4-bedroom, 2.5-bath single-family residence in the desirable Potterstone Village community of Pittsboro, NC. This home offers comfortable living with ampl...

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  • 4 Beds
  • 3 Baths
  • 10171255 MLS
  • ACTIVE Status
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268 Mindees Ln, Pittsboro image
268 Mindees Ln, Pittsboro $585,000

Set on an oversized lot, this beautifully appointed home offers the perfect blend of comfort, functionality, and curb appeal. Relax on the extended front porch, an inviti...

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  • 4 Beds
  • 3 Baths
  • 10181726 MLS
  • ACTIVE Status
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1287 Hadley Mill Rd, Pittsboro image
1287 Hadley Mill Rd, Pittsboro $599,000

Welcome home to this beautiful farmhouse, built in 2018, offering the perfect blend of modern comfort and peaceful country living. Situated on 2 private acres in desirabl...

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  • 3 Beds
  • 2 Baths
  • 10178576 MLS
  • ACTIVE Status
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298 E Salisbury St, Pittsboro image
298 E Salisbury St, Pittsboro $600,000

This historic home in Pittsboro is included in The Architectural Heritage of Chatham County as the Thomas Hackney House. Close to restaurants and shops and all that Downt...

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  • 3 Beds
  • 2 Baths
  • 10159806 MLS
  • ACTIVE Status
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1396 Bynum Ridge Rd, Pittsboro image
1396 Bynum Ridge Rd, Pittsboro $610,000

Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of priv...

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  • 3 Beds
  • 2 Baths
  • 10177049 MLS
  • ACTIVE Status
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51 Millennium Dr, Pittsboro image
51 Millennium Dr, Pittsboro $610,000

Experience the award-winning 'No Little Plans' Garman Homes floor plan, celebrated for its thoughtful design and exceptional livability. This versatile home features a fi...

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  • 4 Beds
  • 4 Baths
  • 10179531 MLS
  • ACTIVE Status
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438 May Farm Rd, Pittsboro image
438 May Farm Rd, Pittsboro $615,000 ▼

From the moment you step through the front door, you'll feel it—this is more than a house; it's a home where love has flourished, laughter has echoed through every room, ...

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  • 4 Beds
  • 3 Baths
  • 10181040 MLS
  • ACTIVE Status
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128 Lauren Rose Ln, Pittsboro image
128 Lauren Rose Ln, Pittsboro $624,900

Enjoy privacy, space and room to breathe on more than three acres in desirable Bobcat Point—with no HOA, no city taxes and horses allowed. This beautiful home offers thre...

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  • 3 Beds
  • 3 Baths
  • 10181691 MLS
  • ACTIVE Status
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115 Circle City Way, Pittsboro image
115 Circle City Way, Pittsboro $629,000 ▼

New Large Price Improvement! Now the lowest dollar per sq ft larger home in Chatham Park, don't miss this opportunity! With its designer upgrades, custom details and in l...

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  • 4 Beds
  • 4 Baths
  • 10145757 MLS
  • ACTIVE Status
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154 Birdie Ct, Pittsboro image
154 Birdie Ct, Pittsboro $675,000 ▼

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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2929 Seaforth Rd, Pittsboro image
2929 Seaforth Rd, Pittsboro $675,000

This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will rema...

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  • 4 Beds
  • 1 Baths
  • 10166325 MLS
  • ACTIVE Status
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1274 The Parks Dr Unit 1274, Pittsboro image
1274 The Parks Dr Unit 1274, Pittsboro $689,999 ▼

Thanks to these MOTIVATED SELLERS, the lucky buyers of this amazing home will be getting a huge discount comparable to the other homes in this neighborhood. Away from i...

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  • 5 Beds
  • 4 Baths
  • 10160755 MLS
  • ACTIVE Status
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145 Windstone, Pittsboro image
145 Windstone, Pittsboro $699,000 ▼

PRICE IMPROVEMENT! A truly RARE offering in the historic section of Fearrington Village--this a one-of-a-kind property is the definition of a ''UNICORN.'' The MAIN RESIDE...

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  • 4 Beds
  • 3 Baths
  • 10152923 MLS
  • ACTIVE Status
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71 Highpointe Dr, Pittsboro image
71 Highpointe Dr, Pittsboro $699,500

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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304 Wrights Way, Pittsboro image
304 Wrights Way, Pittsboro $700,000

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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967 Bynum Rd, Pittsboro image
967 Bynum Rd, Pittsboro — The Snipes House $725,000

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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52 Shergold Dr, Pittsboro image
52 Shergold Dr, Pittsboro $725,000 ▼

There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Seller offering a $10,000 buyer concession with an acceptab...

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  • 3 Beds
  • 3 Baths
  • 10157338 MLS
  • ACTIVE Status
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18 Cloudview Ct, Pittsboro image
18 Cloudview Ct, Pittsboro — Ashton Woods $726,000

Stunning 5-bedroom, 3-car garage home in a gated community in Pittsboro. This like -new home offers an open-concept layout with soaring 10' ceiling and highly upgraded k...

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  • 5 Beds
  • 4 Baths
  • 10173122 MLS
  • Ashton Woods Bldg.
  • ACTIVE Status
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1963 Buckner Clark Rd, Pittsboro image
1963 Buckner Clark Rd, Pittsboro $733,000 ▼

Explore 1963 Buckner Clark Rd, a residence where functional design meets everyday practicality. A central fireplace provides a comfortable ambiance. The kitchen includes ...

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  • 4 Beds
  • 3 Baths
  • 10169591 MLS
  • ACTIVE Status
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224 Buteo Rdg, Pittsboro image
224 Buteo Rdg, Pittsboro $739,900

Updated rustic style home in popular Redbud neighborhood in Pittsboro on wooded 3.5 acres with privacy and 700 sq ft of decking including wrap-around decking on 3 sides. ...

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  • 3 Beds
  • 4 Baths
  • 10164090 MLS
  • ACTIVE Status
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1379 Bradford Pl, Pittsboro image
1379 Bradford Pl, Pittsboro $750,000

Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect co...

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  • 4 Beds
  • 3 Baths
  • 10179343 MLS
  • ACTIVE Status
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767 Redbud, Pittsboro image
767 Redbud, Pittsboro $775,000

*DECK IS BEING REPLACED WILL BE NICE AND NEW SOON!* Tucked away on 5.3 acres of peaceful, wooded surroundings, this 3-bedroom, 3.5-bath home offers a private retreat ju...

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  • 3 Beds
  • 4 Baths
  • 10158519 MLS
  • ACTIVE Status
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743 Bowman Bare Rd, Pittsboro image
743 Bowman Bare Rd, Pittsboro $775,000 ▼

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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53 Spring Hollow Ct, Pittsboro image
53 Spring Hollow Ct, Pittsboro $789,000

Behind the gates of Chapel Ridge Estates, this home offers 3 main-level bedrooms, including a primary suite with double vanity, walk-in shower with bench and handheld spr...

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  • 4 Beds
  • 3 Baths
  • 10180739 MLS
  • ACTIVE Status
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804 Millcroft, Pittsboro image
804 Millcroft, Pittsboro $789,000

A Fearrington Village sanctuary in the popular Bush Creek neighborhood with an idyllic garden and .81 acre lot. One-level and spacious, this home features natural light a...

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  • 3 Beds
  • 4 Baths
  • 10181569 MLS
  • ACTIVE Status
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316 Ross Dr, Pittsboro image
316 Ross Dr, Pittsboro $799,000

Welcome to 316 Ross Drive, where timeless craftsmanship, modern updates, and room to grow come together on a stunning 2.8-acre homesite in one of Pittsboro's most desirab...

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  • 3 Beds
  • 3 Baths
  • 10177395 MLS
  • ACTIVE Status
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89 Lauren Ct, Pittsboro image
89 Lauren Ct, Pittsboro $799,900 ▼

Every day is a vacation at this marvelous 4 bedroom 3 1/2 bath Chatham County home! Let's start with the outside: A 24' diameter pool, hot and cold water shower with chan...

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  • 4 Beds
  • 4 Baths
  • 10163391 MLS
  • ACTIVE Status
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915 Cabin Crk, Pittsboro image
915 Cabin Crk, Pittsboro $799,900

CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3...

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  • 4 Beds
  • 3 Baths
  • 10182238 MLS
  • ACTIVE Status
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23 Turkey Creek Trl, Pittsboro image
23 Turkey Creek Trl, Pittsboro $815,000 ▼

Price improvement at Log Barn Acres! Now offered at $815,000, this exceptional property presents an even greater opportunity for buyers seeking space, privacy, and versat...

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  • 3 Beds
  • 2 Baths
  • 10166720 MLS
  • ACTIVE Status
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26 Shadymont Dr, Pittsboro image
26 Shadymont Dr, Pittsboro $815,000

Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres, offering over 4,000 square feet of beautifully designed living space. With 4 be...

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  • 4 Beds
  • 3 Baths
  • 10179814 MLS
  • ACTIVE Status
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231 High Ridge Ln, Pittsboro image
231 High Ridge Ln, Pittsboro $825,000 ▼

Spacious, light-filled living in the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park with easy access to Apex, Cary, Chapel H...

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  • 4 Beds
  • 4 Baths
  • 10157591 MLS
  • ACTIVE Status
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798 Horizon Dr, Pittsboro image
798 Horizon Dr, Pittsboro $825,000 ▼

Being in a prime location in one of the area's most coveted neighborhoods, this recently reduced custom-built residence offers the perfect balance of elegance, comfort, a...

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  • 4 Beds
  • 3 Baths
  • 10152623 MLS
  • ACTIVE Status
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20 Brushwood Ct, Pittsboro image
20 Brushwood Ct, Pittsboro $835,000 ▼

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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33 Imagine Way, Pittsboro image
33 Imagine Way, Pittsboro $839,900 ▼

Set on one of the most coveted homesites in Encore at Chatham Park, this exceptional residence offers refined, single-level living at its finest. The largest single level...

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  • 3 Beds
  • 3 Baths
  • 10165069 MLS
  • ACTIVE Status
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175 Deep Crk, Pittsboro image
175 Deep Crk, Pittsboro $848,999 ▼

Set at the end of a cul-de-sac on the golf course in the sought-after Chapel Ridge community, this home offers a thoughtfully designed open floor plan -main-floor primary...

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  • 4 Beds
  • 4 Baths
  • 10153241 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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210 Lookout Rdg, Pittsboro image
210 Lookout Rdg, Pittsboro $850,000 ▼

What a stunner! This gorgeous, well-maintained home is located in the desirable Chapel Ridge golf community, just minutes from Chatham Park. The ideal layout features 2 b...

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  • 4 Beds
  • 3 Baths
  • 10154106 MLS
  • ACTIVE Status
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464 Deer Mountain Rd, Pittsboro image
464 Deer Mountain Rd, Pittsboro $850,000 ▼

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
  • 10153145 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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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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89 N Parkside Dr, Pittsboro image
89 N Parkside Dr, Pittsboro $887,000 ▼

Welcome to this exceptional 2023-built walk-out BASEMENT home in the GATED preserve of The Parks at Meadowview where privacy, space, and thoughtful design come together b...

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  • 6 Beds
  • 5 Baths
  • 10156650 MLS
  • ACTIVE Status
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36 Nuthatch Dr, Pittsboro image
36 Nuthatch Dr, Pittsboro $925,000

Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. From the expansive front porch, enjoy vie...

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

Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship...

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  • 4 Beds
  • 3 Baths
  • 10178637 MLS
  • ACTIVE Status
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32 Old, Pittsboro image
32 Old, Pittsboro $949,000

Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offeri...

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  • 5 Beds
  • 3 Baths
  • 10179863 MLS
  • ACTIVE Status
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92 Margaret Mann Way, Pittsboro image
92 Margaret Mann Way, Pittsboro $950,000 ▼

A private backyard retreat, thoughtfully renovated interiors, and timeless custom craftsmanship come together in this exceptional home in the sought-after Manns Crossing ...

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  • 4 Beds
  • 3 Baths
  • 10161964 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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12 Crosswinds Estates Dr, Pittsboro image
12 Crosswinds Estates Dr, Pittsboro $970,000 ▼

**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property ...

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  • 5 Beds
  • 4 Baths
  • 10168044 MLS
  • ACTIVE Status
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378 Crimson Way, Pittsboro image
378 Crimson Way, Pittsboro $975,000 ▼

Rare value in Chapel Ridge: 5 bedrooms, 4 baths, and 4,249 square feet on a private 1.78-acre homesite. This house is priced well below the neighborhood average per squar...

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  • 5 Beds
  • 4 Baths
  • 10156639 MLS
  • ACTIVE Status
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1390 Bradford Pl, Pittsboro image
1390 Bradford Pl, Pittsboro $997,000 ▼

Unique, Fully Custom Fearrington Village ''Gem'' for Sale located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies t...

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  • 3 Beds
  • 2 Baths
  • 10168414 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 $1,000,000 ▼

NEW GREAT PRICE These homes are sold as a package with their counterparts Full Bloom & Galaxy in MLS # 10175240 - four homes for this one asking price . Each home is 1030...

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  • 1 Beds
  • 1 Baths
  • 10174990 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 — Full Bloom & Galaxy $1,000,000 ▼

NEW GREAT PRICE- These two homes are sold as a package with their two other counterparts BEE HIVE & OASIS in MLS # 10174990 for a total of four homes for the one asking p...

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  • 1 Beds
  • 1 Baths
  • 10175240 MLS
  • Full Bloom & Galaxy Bldg.
  • ACTIVE Status
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11 Grey Oak Ct, Pittsboro image
11 Grey Oak Ct, Pittsboro $1,050,000 ▼

PRICE IMPROVEMENT - Sellers are highly motivated and have positioned this exceptional property aggressively for a quick sale, creating a rare opportunity to own one of Ch...

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  • 5 Beds
  • 5 Baths
  • 10136128 MLS
  • ACTIVE Status
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267 Bald Eagle Dr, Pittsboro image
267 Bald Eagle Dr, Pittsboro $1,100,000 ▼

While many luxury homes in the Triangle are constrained by tight lot sizes, 267 Bald Eagle Drive stands apart with 5.67 acres of true privacy and purposeful outdoor livin...

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  • 4 Beds
  • 4 Baths
  • 10151608 MLS
  • ACTIVE Status
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79 Lindsay Burke Pl, Pittsboro image
79 Lindsay Burke Pl, Pittsboro $1,100,000

If you've been looking for true main-level living without giving up space, this one hits a combination that's hard to find. Set on just over an acre with a private, woode...

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  • 4 Beds
  • 4 Baths
  • 10179012 MLS
  • ACTIVE Status
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148 Tobacco Rd, Pittsboro image
148 Tobacco Rd, Pittsboro $1,150,000 ▼

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 P...

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  • 4 Beds
  • 4 Baths
  • 10163447 MLS
  • ACTIVE Status
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242 Henrys Ridge Rd, Pittsboro image
242 Henrys Ridge Rd, Pittsboro $1,160,000

Updated custom home in Henry's Ridge with a first-floor primary suite, designated office, formal dining room and oversized sunroom on 1.6 private acres. Offering 4 bedroo...

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  • 4 Beds
  • 5 Baths
  • 10181215 MLS
  • ACTIVE Status
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160 Roberson Creek Rd, Pittsboro image
160 Roberson Creek Rd, Pittsboro $1,170,000 ▼

Amazing opportunity to own a practically brand-new, barely lived in custom home set on a private 3-acre homesite with no HOA. This stunning home offers the perfect blend ...

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  • 3 Beds
  • 4 Baths
  • 10177716 MLS
  • ACTIVE Status
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4200 Henderson Pl, Pittsboro image
4200 Henderson Pl, Pittsboro $1,173,000

Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 bath executive home offers the perfect blend of luxury, comfort, and thoughtful ...

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  • 3 Beds
  • 3 Baths
  • 10182181 MLS
  • COMING SOON Status
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1624 Cedar Grove Rd, Pittsboro image
1624 Cedar Grove Rd, Pittsboro $1,250,000

Perched atop a scenic hill in Cedar Mountain, this extraordinary custom retreat blends refined mountain-lodge architecture with breathtaking long-range views, exceptional...

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  • 4 Beds
  • 4 Baths
  • 10182398 MLS
  • ACTIVE Status
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66 Romie Ct, Pittsboro image
66 Romie Ct, Pittsboro $1,295,000 ▼

**PRICE REDUCED to $1,295,000. Tons of functional upgrades and a beautiful acre lot within a 15 minute drive to downtown Chapel Hill. Bring your questions and your best o...

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  • 5 Beds
  • 5 Baths
  • 10165584 MLS
  • ACTIVE Status
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417 Laurel Knoll Dr, Pittsboro image
417 Laurel Knoll Dr, Pittsboro $1,495,000 ▼

The pool is OPEN and this stunner is ready for Summer and outdoor entertaining! A private retreat on over 2 acres tucked away on a cul-de-sac in The Hamptons complete wi...

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  • 4 Beds
  • 3 Baths
  • 10159461 MLS
  • ACTIVE Status
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49 Harrison Pond Dr, Pittsboro image
49 Harrison Pond Dr, Pittsboro — Easterling Benson Fine Homes 2, Llc $1,499,500 ▼

Experience luxury living in this move-in ready custom home - a 2025 Parade of Homes Gold Medal winner. Thoughtfully designed with exceptional craftsmanship and resort-sty...

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  • 4 Beds
  • 5 Baths
  • 10168964 MLS
  • Easterling Benson Fine Homes 2, Llc Bldg.
  • ACTIVE Status
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48 Stevens Creek Dr, Pittsboro image
48 Stevens Creek Dr, Pittsboro $1,749,999 ▼

Welcome to your slice of paradise! Nestled on a sprawling 2-acre lot, this exquisite French Country estate is a masterpiece created by a local custom builder. Every corne...

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  • 4 Beds
  • 5 Baths
  • 10164040 MLS
  • ACTIVE Status
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548 Double N Rd, Pittsboro image
548 Double N Rd, Pittsboro $2,100,000

Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Po...

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  • 3 Beds
  • 5 Baths
  • 10157478 MLS
  • ACTIVE Status
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865 Marshall Rd, Pittsboro image
865 Marshall Rd, Pittsboro $2,100,000

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 uni...

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  • 4 Beds
  • 3 Baths
  • 10175188 MLS
  • ACTIVE Status
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196 Mountaintop Cir, Pittsboro image
196 Mountaintop Cir, Pittsboro $3,195,000

Luxury, privacy, and timeless elegance come together in this extraordinary custom-built estate on 2 private acres just minutes from Jordan Lake. Designed to impress at ev...

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  • 5 Beds
  • 6 Baths
  • 10176685 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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