Chatham, NC Homes

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  /51

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 2,668 Sq Ft

  34 Millennium Dr, Pittsboro, NC 27312

  Welcome to Chatham Park living at its finest! This 2-year-old Garman-built home blends thoughtful design with modern functionality and energy efficiency.An inviting front porch sets the tone for what's inside—an open floor plan designed for the way we live today. The main level features a private guest suite, two dedicated home offices, and a light-filled living room that flows seamlessly

  

  Pat Serkedakis

  Coldwell Banker HPW Pittsboro

  (919) 897-7575

  34 Millennium Dr, Pittsboro, NC 27312
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  Explore Pittsboro

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  /31

  $1,430 - $2,125 per month

  Medley at Northwood Landing

  1 - 3 Beds

  80 Haven Creek Rd, Pittsboro, NC 27312

  Located in Northwood Landing across from the gateway to Chatham Park, brand new and pet-friendly Medley provides walkable access to grocery shopping, medical care and veterinary care, schools, as well as dining and entertainment options. Medley offers an on-site dog park, pet wash station, business center, collaborative workspaces, a fitness center, yoga room and golf simulator. We can provide an

  80 Haven Creek Rd, Pittsboro, NC 27312
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  /72

  $705,000 Sold Aug 01, 2025

  • 2,099 Sq Ft
  • $336/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  128 Shadowbrook, Pittsboro, NC 27312

  One-level living at its finest! This 3 bed/3 bath home has been touched inside and out for carefree, low maintenance living. Sitting on a corner lot with .85 acre and just 1/2 mile walk to the village center, you'll experience soaring ceilings and natural light throughout. One-of-a-kind touches at every turn. A beautiful new, massive, screened porch and extensive decking system built to enjoy the

  Colleen Jelley, CSA, PSA Dwell Real Estate

  128 Shadowbrook, Pittsboro, NC 27312
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  /71

  Est $724,969 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,511 Sq Ft

  8 W Madison, Pittsboro, NC 27312

  8 W Madison, Pittsboro, NC 27312
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  /62

  $739,444 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,168 Sq Ft

  115 Circle City Way, Pittsboro, NC 27312

  Discover exceptional comfort and modern design in this stunning 4-bedroom, 3.5-bath home nestled in the sought-after Chatham Park community. Thoughtfully designed with both elegance and functionality in mind, this home features luxury vinyl plank flooring throughout the main living areas, a private study with French doors, and an open-concept layout that's perfect for entertaining.The

  

  April Auman

  Coldwell Banker Advantage

  (919) 636-6640

  115 Circle City Way, Pittsboro, NC 27312
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  /15

  $1,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Townhouse for Rent

  301 Danbury Ct, Pittsboro, NC 27312

  Discover comfort and convenience in this well-kept 3-bedroom, 2-bath end-unit townhome located in the highly sought-after Powell Place community in Pittsboro. Nestled on a quiet cul-de-sac, this home offers extra privacy, natural light, and a spacious layout perfect for easy living.Step inside to an open-concept living area with plenty of room to relax or entertain. The kitchen comes

  Nicole Galiger Park Real Estate Management

  301 Danbury Ct, Pittsboro, NC 27312
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  /41

  $875,000 Sold Aug 01, 2025

  • 3,296 Sq Ft
  • $265/SF
  • 286 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2022

  123 Cottage Way, Pittsboro, NC 27312

  Custom built by Walker Design Build. Step into a home where every detail has been thoughtfully designed, offering features that truly stand out! The gourmet kitchen boasts ceiling-height cabinetry, stunning quartz counters, under-cabinet lighting, a high-end Bertazzoni gas range, and a large walk-in pantry, making it both beautiful and functional. The first-floor owners' suite impresses with a

  Ryan Ford Triangle Real Estate Journal

  123 Cottage Way, Pittsboro, NC 27312
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  /42

  Est $396,750 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,349 Sq Ft

  199 W Salisbury St, Pittsboro, NC 27312

  199 W Salisbury St, Pittsboro, NC 27312
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  /51

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,994 Sq Ft

  675 Whitehurst, Pittsboro, NC 27312

  Wow! Very special completely custom built one-level home on large lot in the back part of Fearrington. So many intentional and quality choices made in the design and construction PLUS if you love being outside and/or gardening you will love this property! Special walkways, a footbridge over a tiny stream. Many charming spots to sit peacefully or share with guests all around the spacious lot.

  

  Kathy Underhill

  Fathom Realty NC, LLC

  (984) 384-6821

  675 Whitehurst, Pittsboro, NC 27312
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  /55

  $1,193 - $3,676 per month

  Sanctuary at Powell Place

  1 - 3 Beds

  145 Retreat Dr, Pittsboro, NC 27312

  Welcome to Sanctuary at Powell Place, the ultimate destination for comfort living in Pittsboro, NC. Conveniently located with quick and easy access to Chapel Hill, Raleigh, and the entire Triangle area, our community is designed specifically for modern living. With state-of-the-art amenities and a prime location, Sanctuary at Powell Place is the perfect place to call home.As a

  145 Retreat Dr, Pittsboro, NC 27312
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  /78

  $676,565 Sold Jul 31, 2025

  • 3,221 Sq Ft
  • $210/SF
  • 18 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2013

  344 Colonial Ridge Dr, Pittsboro, NC 27312

  Have you dreamed of living nestled in the tall pines? Have you wanted to live in a gated golf course community? Access all the amenities such as a Jr. Olympic size pool, covered BBQ area, tennis, basketball and pickle ball courts and 24 hour access to a state of the art work out center, Now you can! Welcome to The Estate at Chapel Ridge. This home sits on just over one acre of tall pines,

  Jim Bradford Berkshire Hathaway HomeService

  344 Colonial Ridge Dr, Pittsboro, NC 27312
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  /66

  Est $1,266,983 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,354 Sq Ft

  67 Rolling Woods Ct, Pittsboro, NC 27312

  67 Rolling Woods Ct, Pittsboro, NC 27312
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  /34

  $395,000

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  384 Lyndfield Close W, Pittsboro, NC 27312

  Enjoy the sweet spot in Fearrington Village, Countryhouse, where convenience is wrapped in beautiful, natural park-like settings and friendliness abounds. These beloved townhomes offer main level living with the primary suite on the main floor, entertaining size rooms, light-filled spaces with well-placed skylights, and plentiful temperature controlled storage. In this special, lovingly

  

  Dianne Gray

  Coldwell Banker - HPW

  (919) 551-3473

  384 Lyndfield Close W, Pittsboro, NC 27312
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  /37

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • House for Rent

  356 Bynum Church Rd, Pittsboro, NC 27312

  Welcome to 356 Bynum Church Road, a fully furnished, move-in-ready home in the heart of historic Bynum Village—just northeast of Pittsboro, NC. Originally built circa 1910 and beautifully renovated in 2015, this home offers a rare blend of vintage charm and modern convenience, ideal for short- or long-term stays.Inside, you'll find carefully curated furnishings that complement the home's

  Nicole Galiger Park Real Estate Management

  356 Bynum Church Rd, Pittsboro, NC 27312
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  /3

  $919,515 Sold Jul 30, 2025

  • 2,907 Sq Ft
  • $316/SF
  • 28 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2025

  497 Corbett Dr, Pittsboro, NC 27312

  For comp purposes only.

  Mary Jo Young Drees Homes

  497 Corbett Dr, Pittsboro, NC 27312
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  /47

  Est $524,279 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,745 Sq Ft

  66 Cobble Ridge Dr, Pittsboro, NC 27312

  66 Cobble Ridge Dr, Pittsboro, NC 27312
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  /61

  $825,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,865 Sq Ft

  31 W Madison, Pittsboro, NC 27312

  One of Camden Park's finest! This beautifully designed custom home in Fearrington Village offers elegant timeless charm and modern comfort just steps from shops, dining, and community amenities. Featuring 3 spacious bedrooms—all with walk-in or twin closets—2 full baths, and a main-level powder room, this thoughtfully designed residence includes a luxurious owner's suite on the main floor and a

  

  Dana Cantrell

  Coldwell Banker - HPW

  (919) 739-4293

  31 W Madison, Pittsboro, NC 27312
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  /35

  $1,345 - $3,696 per month

  Knoll at Briar Chapel

  Studio - 3 Beds

  135 Ballentrae Ct, Pittsboro, NC 27312

  Elegant and modern farmhouse chic await you at Knoll at Briar Chapel, the areas first apartment community of its kind. Explore our beautifully appointed studio, one-, two-, and three-bedroom layouts. Discover a variety of amenities that help you relax, recharge and re-connect. Experience an idyllic setting and a warm welcome. Come home to Knoll at Briar Chapel.

  135 Ballentrae Ct, Pittsboro, NC 27312
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  /23

  $500,590 Sold Jul 30, 2025

  • 2,084 Sq Ft
  • $240/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  283 Beacon Dr, Pittsboro, NC 27312

  Our Happy plan is a cozy home featuring a screened porch that faces a tree line providing breathtaking views morning and night; the same view can be found from the window above the kitchen sink! Speaking of the kitchen, check out the built-in oven, microwave, gas cooktop, and range hood ... chef's kiss! A pocket office is a plus for anyone working from home. Upstairs, a massive Primary Suite

  Jessie Krieger Garman Homes LLC

  283 Beacon Dr, Pittsboro, NC 27312
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  /26

  Est $390,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  29 Blair Ln, Pittsboro, NC 27312

  29 Blair Ln, Pittsboro, NC 27312
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  /4

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  66 Toomer Loop Rd, Pittsboro, NC 27312

  Attention Investors and contractors! Bring your paint brush and hammer for this Diamond in the Rough. With a little Imagination and Elbow Grease you will bring this Ranch in an amazing Pittsboro Location back to life and to the stunner it once was! Seller has completed some of the work for you by replacing windows, roof and vinyl siding. Time for your personal touches to make it home! Sold as is.

  

  Stephanie Anson

  Northside Realty Inc.

  (919) 804-1831

  66 Toomer Loop Rd, Pittsboro, NC 27312
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  /28

  $1,750 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  260 W Cornwallis St, Pittsboro, NC 27312

  Ranch style home in Pittsboro. Open floor plan has 3 bedrooms, 2 baths, a 1 car garage, a nice size deck and backyard for gardening or play. The bedrooms are split with the master on one side and bedrooms 2 & 3 on the other. The main floor master has a large WI closet. The home is leased with all kitchen appliances and W/D. Close to downtown Pittsboro for restaurants and shopping. Convenient

  Rudy Vitaro Chatham Homes Realty

  260 W Cornwallis St, Pittsboro, NC 27312
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  /12

  $250,000 Sold Jul 29, 2025

  • Land
  • 4.00 Acres
  • $62,500 per Acre

  • 9 Days On Market

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312

  Perhaps the most beautiful piece of land in all of Chatham County is quietly tucked behind the ever-growing Chatham Park. This picturesque, peaceful little neighborhood held out against the tide of growth in Pittsboro, yet still benefits from all of it. In this little sweet sacred spot, one can see giant trees of varying species and a vast variety of birds, plants and flowers- experience

  Jodi Tata Coldwell Banker - HPW

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312
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  /2

  Est $487,801 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft

  127 Cobble Ridge Dr, Pittsboro, NC 27312

  127 Cobble Ridge Dr, Pittsboro, NC 27312
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  /62

  $2,295,000

  • 4 Beds
  • 7 Baths
  • 5,064 Sq Ft

  240 Riverstone Dr, Pittsboro, NC 27312

  Welcome to your private paradise—this stunning home lives like a vacation retreat! Situated on a spacious 2.62 acre lot, step into the backyard oasis, where a sparkling in-ground pool and spa, outdoor kitchen, and generous patio space set the scene for unforgettable gatherings. Whether you're hosting weekend barbecues, relaxing by the pool, or enjoying an evening under the stars, this home is

  

  Linda Craft

  Linda Craft Team, REALTORS

  (919) 925-4559

  240 Riverstone Dr, Pittsboro, NC 27312
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  /7

  $1,299 per month

  Allendale Cottages

  2 Beds

  20 Allendale Dr, Pittsboro, NC 27312

  Allendale Cottages: Your Tranquil Retreat in Pittsboro, NC - 50% OFF FIRST MONTHS RENTDiscover the perfect blend of comfort and convenience at Allendale Cottages, nestled in a serene, wooded landscape. Built in 1983 and newly renovated, our charming cottages feature a spacious kitchen, private deck with extra storage, cozy carpeting, and elegant LVP flooring. Enjoy modern amenities like

  20 Allendale Dr, Pittsboro, NC 27312
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  /49

  $850,000 Sold Jul 29, 2025

  • 2,043 Sq Ft
  • $416/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  197 Country Routt Brown Rd, Pittsboro, NC 27312

  Looking for The Perfect Scenario? 8 acres with gorgeous views, multiple new construction build sites on which to build your Dream Home, an existing house that is a country charmer, with a huge multi-purpose barn; all in an idyllic setting, within walking distance of all Chatham Park and Pittsboro have to offer. Where Country Meets Convenience! Allow the heart to relax and the

  Jodi Tata Coldwell Banker - HPW

  197 Country Routt Brown Rd, Pittsboro, NC 27312
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  /58

  Est $859,569 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,854 Sq Ft

  27 Margaret Mann Way, Pittsboro, NC 27312

  27 Margaret Mann Way, Pittsboro, NC 27312
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  /30

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  317 Wood Rd, Pittsboro, NC 27312

  Away from the hustle and bustle, you'll find 317 Wood Rd where privacy abounds and nature is the view thru every window. This home is tucked away on outside of Pittsboro in a small neighborhood with larger wooded lots. Inside this home you'll find a split floor plan with primary on one side and additional bedrooms on the other. The primary suite offers a closet so large you could have a dance

  

  Terri McCall

  Chatham Homes Realty

  (919) 750-8557

  317 Wood Rd, Pittsboro, NC 27312
• 

  

  /23

  $3,900 per month

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft
  • House for Rent

  177 Chapel Ridge Dr, Pittsboro, NC 27312

  Executive home Custom built, Prime Golf community . Lg front porch overlooking8th fairway. Hardwoods/Bamboo floors throughout, cherry cabinets, pocket doors,Panelled flex room with coffered ceiling. Custom features abound. Large screened porch, vaulted ceilings, Laundry Rm up. stn faced fireplace, sep office. 3 side load garage, Tankless WH, central vac,walk up 3rd floor storage Custom Builtins.

  Anjana Kennedy Barton Estate Realty

  177 Chapel Ridge Dr, Pittsboro, NC 27312
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  /36

  $525,000 Sold Jul 28, 2025

  • 1,619 Sq Ft
  • $324/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  28 Benchmark, Pittsboro, NC 27312

  Nicely updated home on a half-acre lot in the Fearrington Village ''historic district.'' This property has two driveways, one in front of the house and one in back of the house where there is a one-car garage and additional parking. This classic contemporary has vaulted ceilings, many windows and glass doors, and hardwood floors. The front door opens to an entry foyer. The living room has a gas

  Tony Hall Tony Hall & Associates

  28 Benchmark, Pittsboro, NC 27312
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  /35

  Est $543,963 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  50 Old Post Ct, Pittsboro, NC 27312

  50 Old Post Ct, Pittsboro, NC 27312
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  /74

  $1,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,232 Sq Ft

  541 Sunset Grove Dr, Pittsboro, NC 27312

  Tucked into a gently rolling landscape just minutes from Jordan Lake, this former award-winning Parade Home by Halcyon Homes blends custom craftsmanship with natural beauty. A moody exterior with warm wood accents welcomes you, while expansive windows frame serene views of mature trees and a private, landscaped backyard.The open floor plan features gleaming hardwoods, a show-stopping

  

  Gretchen Coley

  Compass -- Raleigh

  (919) 887-7945

  541 Sunset Grove Dr, Pittsboro, NC 27312
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  /20

  $3,850 per month

  • 4 Beds
  • 4 Baths
  • 3,287 Sq Ft
  • House for Rent

  93 Lookout Ridge, Pittsboro, NC 27312

  Property Id: 2006694GORGEOUS like new SFH in Chapel Ridge. All the amenities you could ever want. Upgrades galore. W/D hookups and pets negotiable. Please note: All applications must be submitted at : Note:We do not accept applications through TurboTenant.

  93 Lookout Ridge, Pittsboro, NC 27312
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  /3

  $1,022,572 Sold Jul 25, 2025

  • 3,622 Sq Ft
  • $282/SF

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  535 Corbett Dr, Pittsboro, NC 27312

  For comp purposed only.

  Mary Jo Young Drees Homes

  535 Corbett Dr, Pittsboro, NC 27312
• 

  

  /35

  Est $462,864 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  584 Woodbury, Pittsboro, NC 27312

  584 Woodbury, Pittsboro, NC 27312
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  /44

  $575,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,327 Sq Ft

  1331 Langdon Place, Pittsboro, NC 27312

  Welcome to 1331 Langdon Place in the coveted Bush Creek Townhomes at Fearrington Village—a serene, tree-lined enclave tucked deep in the Village. This one-level home (1-step entry) offers 2,327 square feet of light-filled living, freshly updated with new paint, new carpet, luxury vinyl plank flooring in the main living areas and newer kitchen cabinets.Step through the private red-brick

  

  Dianne Gray

  Coldwell Banker - HPW

  (919) 893-0278

  1331 Langdon Place, Pittsboro, NC 27312
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  /48

  $3,450 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  152 Highpointe Dr, Pittsboro, NC 27312

  Be the first to live in this brand new, never-occupied 5BR, 4BA Valleybrook home in the sought-after Vineyards at Chatham Park! Designed for flexibility and comfort, this spacious layout features a main-level guest suite, a formal dining area or flexible space, an open-concept living area, a planning center, and a light-filled sunroom perfect for entertaining. Enjoy premium upgrades, including

  Ravi Varma Blockchain Realty Inc.

  152 Highpointe Dr, Pittsboro, NC 27312
• 

  

  /12

  $650,000 Sold Jul 25, 2025

  • 2,674 Sq Ft
  • $243/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  1123 Poplar Forest Ln, Pittsboro, NC 27312

  Charming Country Home on 5.7 Acres - New Roof & Fresh Updates!Dreaming of peaceful country living? This inviting 3 bedroom, 2.5 bath home (plus bonus room) sits on nearly 6 private acres at the end of a quiet cul-de-sac in desirable Bobcat Point. Inside, enjoy a bright, open layout with gleaming hardwood floors, a cozy family room with gas-log fireplace, and a gourmet kitchen with quartz

  Don Gomez C-A-RE Realty

  1123 Poplar Forest Ln, Pittsboro, NC 27312
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  /5

  Est $355,721 Not Listed For Sale

  43 Mist Wood Ct, Pittsboro, NC 27312

  43 Mist Wood Ct, Pittsboro, NC 27312

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