Pittsboro, NC Homes

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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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  /66

  $1,995 - $3,430 per month

  Inspire Briar Chapel - 55+ Active Adult Co...

  1-2 Beds

  152 Market Chapel Rd, Pittsboro, NC 27312

  Just outside Raleigh, NC in the beautiful, wooded city of Pittsboro, our 55+ Apartment Community features 1 and 2 bedroom floor plans with upscale amenities so you can live the lifestyle you love. Relax in luxury with chef-inspired kitchens enhanced by granite countertops, vinyl wood flooring, in-unit washer and dryer, oversized closets, and private balconies. Inspiration is just outside your

  152 Market Chapel Rd, 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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  /10

  Not Listed For Sale

  0 Russell Chapel Church Rd, Pittsboro, NC 27312

  0 Russell Chapel Church Rd, Pittsboro, NC 27312
• 

  

  

  /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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  /27

  $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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  /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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  /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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  /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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  /55

  $1,214 - $3,662 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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  /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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  /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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  /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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  /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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  /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
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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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  /29

  $530,000

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  23 Lauren Ct, Pittsboro, NC 27312

  Welcome to 23 Lauren Court in the heart of Pittsboro — a charming one-story home nestled on nearly 1.5 acres of beautifully wooded land. Located in a quiet, established community, this 3-bedroom, 2-bath home offers a warm, inviting layout filled with natural light and surrounded by the beauty of nature.The thoughtfully designed floor plan features spacious living areas with large windows

  

  Ray Posada

  Coldwell Banker - HPW

  (919) 944-8843

  23 Lauren Ct, Pittsboro, NC 27312
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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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  /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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  /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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  /69

  $2,495,000

  • 5 Beds
  • 6 Baths
  • 4,700 Sq Ft

  387 Riverstone Dr, Pittsboro, NC 27312

  Discover this rare Southern Living Magazine Showcase custom home in the prestigious Riverstone Estates of Pittsboro—where timeless architecture meets with unmatched privacy and modern functionality on nearly 2.5 acres. This East-facing estate home offers 5 spacious ensuite bedrooms, an elevator, and a flexible floor plan perfect for multigenerational living. The gourmet kitchen is equipped with a

  

  Joe Matthews

  Real Triangle Properties LLC

  (919) 689-4547

  387 Riverstone Dr, 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
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  /11

  $190,000 Sold Jul 25, 2025

  • Land
  • 0.57 Acre
  • $333,333 per Acre

  • 125 Days On Market

  791 Chapel Ridge Dr, Pittsboro, NC 27312

  Perfectly positioned, just steps from the amenities, this level, wooded lots offers amazing potential! There are no fears of rogue golf balls in this backyard! Bring your own builder or work with our luxury custom builder to create your oasis in the trees. Chapel Ridge offers incredible recreational opportunities! The Golf Club at Chapel Ridge offers premier facilities including an 18-hole

  Lindy Mauney EXP Realty LLC

  791 Chapel Ridge 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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  /35

  $250,000

  • Land
  • 2.52 Acres
  • $99,206 per Acre

  40 Ross Dr, Pittsboro, NC 27312

  INCREDIBLE opportunity to build the home you've been dreaming of here on this quiet peaceful parcel in highly sought after neighborhood Ross Ridge. If you are looking for over 2.5 buildable acres, this is the lot for you. Two different potential homesites have been identified as possibilities. There is a lovely wet weather creek meandering along the interior of the lot. It is a serene and

  

  Terri McCall

  Chatham Homes Realty

  (984) 367-3448

  40 Ross Dr, Pittsboro, NC 27312
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  /35

  $1,310 - $3,707 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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  /12

  $110,000 Sold Jul 25, 2025

  • Land
  • 0.41 Acre
  • $268,293 per Acre

  • 126 Days On Market

  154 Colonial Trail Ct, Pittsboro, NC 27312

  A quiet cul-de-sac gently embraces this relaxing retreat, nestled amongst the trees. There are no fears of rogue golf balls in this backyard! Bring your own builder or work with our luxury custom builder to create your basement oasis in the trees. Chapel Ridge offers incredible recreational opportunities! The Golf Club at Chapel Ridge offers premier facilities including an 18-hole championship

  Lindy Mauney EXP Realty LLC

  154 Colonial Trail Ct, 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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  /39

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 2,073 Sq Ft

  117 Banning Dr, Pittsboro, NC 27312

  Built by the locally-owned and trusted Homes By Dickerson, this beautifully designed green-certified home in Chatham Park features an open-concept layout with 3 spacious bedrooms. Just off the kitchen, you'll find a versatile space ideal for a study, playroom, or flex room. The kitchen is the heart of the home, boasting soft-close cabinetry, quartz countertops, and a stylish tile

  

  Dana Cantrell

  Coldwell Banker - HPW

  (984) 230-4720

  117 Banning Dr, Pittsboro, NC 27312
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  /18

  $2,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,275 Sq Ft
  • House for Rent

  156 Cottage Way, Pittsboro, NC 27312

  Quaint 3 bedroom, 2.5 bath home in Chatham Park in Pittsboro! Open floor plan with primary suite on the 1st level. Kitchen with granite countertops, tile backsplash, SS appliances & white cabinetry. Storage drawers in the stairs. Spacious bedrooms on the 2nd level & bathroom with dual vanities. Washer/Dryer included. Small to medium size dogs negotiable/case by case. No Cats. Must see!

  Cindy Cirillo Block & Associates Realty

  156 Cottage Way, Pittsboro, NC 27312
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  /9

  $1,104,093 Sold Jul 25, 2025

  • 3,534 Sq Ft
  • $312/SF
  • 53 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  172 Quail Point, Pittsboro, NC 27312

  NEW CONSTRUCTION - This beautiful home is currently under construction and will be completed in time for the start of the 2025 school year! Built by custom builder Gaylord Design Build, this home features a spacious open floor plan, including a large kitchen island, family room, breakfast nook and formal dining area. The main level offers a primary suite and two additional bedrooms, along with a

  Bradley Phelps Long & Foster Real Estate INC/Raleigh

  172 Quail Point, 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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  /70

  $1,250,000

  • 4 Beds
  • 4 Baths
  • 3,657 Sq Ft

  197 Boxwood Dr, Pittsboro, NC 27312

  Welcome to 197 Boxwood Drive—a tranquil street featuring a craftsman-style home, surrounded by lush hardwood trees and meticulously maintained grounds. Enjoy the soothing sounds of nature while being just minutes from Jordan Lake, all nestled within the rolling hills of Pittsboro, offering a sense of seclusion. In the sought-after community of Sunset Grove, which exemplifies sophisticated country

  

  Gretchen Coley

  Compass -- Raleigh

  (919) 635-9426

  197 Boxwood 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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  /57

  $1,275,000 Sold Jul 24, 2025

  • 3,717 Sq Ft
  • $343/SF
  • 1 Day On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2022

  20 Delia Ln, Pittsboro, NC 27312

  Better Than New in Ryan's Crossing | Modern Farmhouse Charm Meets Custom Luxury.Welcome to this stunning custom-built home in the highly sought-after Ryan's Crossing community, perfectly nestled between Chapel Hill and Pittsboro with no city taxes and just minutes to shopping and the vibrant Mosaic at Chatham Park.This thoughtfully designed home lives like a dream, featuring an

  Christina Morris RE/MAX United

  20 Delia Ln, Pittsboro, NC 27312
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  /35

  Est $509,953 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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  /4

  $679,000

  • Land
  • 5.00 Acres
  • $135,800 per Acre

  517 Westhampton Dr, Pittsboro, NC 27312

  LIVE ABOVE....ON BURNETTE MOUNTAIN IN CHATHAM COUNTY WITH FAR-REACHING VIEWS OF CHAPEL HILL The Summit is an exclusive new home community Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-areas top destinations. This homesite is over 5 Acres near the elevation peak rising 600-feet above the

  

  Rex Osborne

  Windjam Properties

  (919) 739-4373

  517 Westhampton Dr, Pittsboro, NC 27312
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  /35

  $3,900 per month

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft
  • House for Rent

  215 Harrison Pond Dr, Pittsboro, NC 27312

  Splendid 4-bedroom, 3-bathroom Harrison Pond home in Pittsboro-- SWIMMING POOL!Available Mid-August! Discover the perfect blend of elegance, comfort, and functionality in this stunning 4-bedroom, 3-bathroom home nestled in the desirable Harrison Pond community. Thoughtfully designed with both relaxation and entertaining in mind, this residence offers a luxurious lifestyle in a peaceful

  Nicole Galiger Park Real Estate Management

  215 Harrison Pond Dr, Pittsboro, NC 27312
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  /36

  $550,000 Sold Jul 24, 2025

  • Land
  • 34 Acres
  • $16,087 per Acre

  • 90 Days On Market

  0 Lothlorien Ln, Pittsboro, NC 27312

  A beautiful parcel of deep rich diverse woodlands, with extensive creek border, beaver ponds, and more. Just 13 miles from Carrboro, it adjoins a large beaver-augmented pond which is part of a significant conservation easement. Please see photos and documents.This property is composed of two tracts, a 5-acre subdivision lot and an adjoining parcel of 28.92 acres, which will be subject to a

  Gary Phillips Weaver Street Realty & Auction

  0 Lothlorien Ln, Pittsboro, NC 27312
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  /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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