Pittsboro, NC Homes

• 

  

  

  /30

  $329,000

  • 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 features a HUGE WIC. The open floor plan has a

  

  Terri McCall

  Chatham Homes Realty

  (919) 750-8557

  317 Wood Rd, Pittsboro, NC 27312
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  /11

  $1,800 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  106 Nooe St, Pittsboro, NC 27312

  Charming 3-Bedroom Bungalow Home for Rent in Pittsboro, NC. Located just steps from the heart of downtown Pittsboro, this home offers comfort, convenience, and character. Situated on a quiet side street just off Hwy. 64 East, you'll enjoy a peaceful setting with easy access to shops, restaurants, and local attractions.Features include: Cozy den, Inviting covered front porchSide sun

  Shannon Plummer Chatham Homes Realty

  106 Nooe St, Pittsboro, NC 27312
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  /76

  $925,000 Sold Sep 10, 2025

  • 3,241 Sq Ft
  • $285/SF
  • 517 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  95 Colonial Trail Ct, Pittsboro, NC 27312

  Beautiful custom home by Walker Design Build in the highly desirable Chapel Ridge neighborhood. The first floor master and guest bedroom are on the first floor with two additional bedrooms upstairs. This wonderful open floor plan gives you plenty of room to entertain. Beautiful lot with a golf course view and flat lot to utilize outdoor space. Enjoy the many community amenities including golf

  Sandy Savage Carolina One Realty

  95 Colonial Trail Ct, Pittsboro, NC 27312
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  /25

  Est $828,153 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  842 Horizon Dr, Pittsboro, NC 27312

  842 Horizon Dr, 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
• 

  

  /13

  $1,049 per month

  Allendale Cottages

  2 Beds

  20 Allendale Dr, Pittsboro, NC 27312

  Discover 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 an air conditioner, ceiling fan, W/D hookup, and ample driveway and off-street parking.

  20 Allendale Dr, Pittsboro, NC 27312
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  /26

  $178,000 Sold Sep 09, 2025

  • Land
  • 0.68 Acre
  • $261,765 per Acre

  • 37 Days On Market

  69 Sweet Meadow Ln, Pittsboro, NC 27312

  Imagine waking up every morning to sweeping golf course views, birdsong from a nearby nature preserve, and the peaceful serenity of a quiet cul-de-sac. Welcome to 69 Sweet Meadow Lane, an incredible opportunity to build your custom dream home on a .68-acre golf course lot in the prestigious Chapel Ridge community, near the tee box. Located on a quiet cul-de-sac with an extended driveway,

  Candy Johnson Fathom Realty NC, LLC

  69 Sweet Meadow Ln, Pittsboro, NC 27312
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  /16

  Est $347,887 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,645 Sq Ft

  80 Millbrook Dr, Pittsboro, NC 27312

  80 Millbrook Dr, Pittsboro, NC 27312
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  /29

  $530,000

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

  23 Lauren Ct, Pittsboro, NC 27312

  *Sellers are offering up to $10,000.00 toward interest rate buy down. Offer Expires 9/30/25*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

  

  Ray Posada

  Coldwell Banker - HPW

  (919) 944-8843

  23 Lauren Ct, Pittsboro, NC 27312
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  /38

  $2,505 per month

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit B1, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit B1, Pittsboro, NC 27312
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  /58

  $930,000 Sold Sep 09, 2025

  • 3,663 Sq Ft
  • $254/SF
  • 35 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2018

  147 Gentry Dr, Pittsboro, NC 27312

  Welcome to 147 Gentry Dr., Pittsboro, NC, where luxury meets affordability in theprestigious Pennington at Jordan Lake community. Priced under appraised value, appraisal from August 2023, appraisal available upon request. This stunning custom-built home offers 3,663 sq. ft. of refined living space on a sprawling 1.26-acre lot, providing the perfect blend of elegance and tranquility.Step

  Sheena Frost Fathom Realty NC, LLC

  147 Gentry Dr, Pittsboro, NC 27312
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  /43

  Est $464,088 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,992 Sq Ft

  1567 Hadley Mill Rd, Pittsboro, NC 27312

  1567 Hadley Mill Rd, Pittsboro, NC 27312
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  /4

  $461,500

  • Land
  • 7.1 Acres
  • $65,000 per Acre

  2b Lucy Mae Page Rd, Pittsboro, NC 27312

  7.10 acres only 4 miles from Pittsboro. Wooded lot on private road. Seller says he keeps up the road and neighbors' chip in when needed. No HOA and not a subdivision. Lots of privacy and nature surrounding you. Creek at back right corner. The 30 ft road frontage is where sign is and that wooded strip is where the driveway would go in. OK to park and walk property.

  

  Joni Williams

  Straight Up Realty, LLC

  (919) 626-3998

  2b Lucy Mae Page Rd, Pittsboro, NC 27312
• 

  

  /20

  $6,037 per month

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit ID1055517P, Pittsboro, NC 27312

  Experience the charm of North Carolina with this unique treehouse community, featuring two enchanting retreats: Galaxy and Full Bloom. Nestled amidst nature, this cozy getaway offers a perfect blend of comfort and tranquility, embodying the essence of North Carolina's beauty.This listing grants access to two individual units on the property, each with its own theme. The Galaxy unit boasts a

  288 Stonewall Rd Unit ID1055517P, Pittsboro, NC 27312
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  /52

  $890,000 Sold Sep 09, 2025

  • 2,730 Sq Ft
  • $326/SF
  • 139 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  4034 S Mcdowell, Pittsboro, NC 27312

  What a beauty... come and fall in love with the best home that will come up in Fearrington this year. Back on the market at an improved price. Please reach out to me with questions about the previous contract or see notes in the agent remarks. Beautifully maintained, and well loved one-owner home on what is arguably the sweetest little street in Fearrington. South McDowell. So quiet and tucked

  Lee Waters Waters Real Estate Brokerage

  4034 S Mcdowell, Pittsboro, NC 27312
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  /38

  Est $867,130 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,932 Sq Ft

  100 Roads End, Pittsboro, NC 27312

  100 Roads End, Pittsboro, NC 27312
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  /69

  $2,289,000

  • 4 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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  /38

  $2,120 per month

  • 1 Bed
  • 1 Bath
  • 838 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit A2, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit A2, Pittsboro, NC 27312
• 

  

  /20

  $65,000 Sold Sep 09, 2025

  • Land
  • 1 Acre
  • $65,000 per Acre

  • 385 Days On Market

  37 E Cotton Rd, Pittsboro, NC 27312

  Between Pittsboro/Chatham Park and Chapel Hill/Briar Chapel. Directly across from Hamlets Chapel Road (SR 1525). Relatively flat. Strong line of sight. No municipal sewer at this property. Engineered private septic system required.

  Eric Andrews Realty World Carolina Prop

  37 E Cotton Rd, Pittsboro, NC 27312
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  /26

  Est $325,682 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,354 Sq Ft

  52 Millbrook Dr, Pittsboro, NC 27312

  52 Millbrook Dr, Pittsboro, NC 27312
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  /37

  $225,000

  • Land
  • 2.52 Acres
  • $89,286 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
• 

  

  /20

  $3,132 per month

  • 1 Bed
  • 1 Bath
  • 495 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit ID1055516P, Pittsboro, NC 27312

  Escape to a world of enchantment and romance in this Full Bloom Treehouse, nestled amidst the lush embrace of nature. Perfect for couples seeking a private getaway, this charming haven offers a serene blend of natural beauty and cozy comfort. Inside, the treehouse exudes a warm and intimate ambiance, complete with flower-themed decor that brings a touch of blossoming charm to every corner. The

  288 Stonewall Rd Unit ID1055516P, Pittsboro, NC 27312
• 

  

  /45

  $549,000 Sold Sep 08, 2025

  • 2,968 Sq Ft
  • $185/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  83 Clarks Creek Rd, Pittsboro, NC 27312

  Welcome to 83 Clarks Creek Road, a beautiful Craftsman-style home tucked away at the end of a quiet street in the idyllic Powell Place community.Inside, the home features a thoughtful and flexible floorplan with a main floor primary suite, complete with an extra-large en suite bath and a windowed walk-in closet. The open-concept kitchen is a dream for entertaining, with granite

  Matt Martin Compass -- Raleigh

  83 Clarks Creek Rd, Pittsboro, NC 27312
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  /8

  Est $864,655 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,282 Sq Ft

  587 Chapel Ridge Dr, Pittsboro, NC 27312

  587 Chapel Ridge Dr, Pittsboro, NC 27312
• 

  

  /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
• 

  

  /38

  $2,020 per month

  • 1 Bed
  • 1 Bath
  • 688 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit A1, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit A1, Pittsboro, NC 27312
• 

  

  /92

  $837,000 Sold Sep 08, 2025

  • 2,725 Sq Ft
  • $307/SF
  • 146 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2008

  601 Golfers View, Pittsboro, NC 27312

  A fresh opportunity! Back on the market due to the buyers no longer needing to move. Welcome to this luxury executive custom-built ranch home! Main floor living at its finest with natural light throughout and a view that is unsurpassed. This stately home has incredible custom details throughout that simply puts it at a different level. The incredible landscaping is the final touch to the

  Melanie Thompson Absolute Realty Company, LLC

  601 Golfers View, Pittsboro, NC 27312
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  /58

  Est $805,858 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  152 Roads End, Pittsboro, NC 27312

  152 Roads End, Pittsboro, NC 27312
• 

  

  /66

  $1,225,000

  • 5 Beds
  • 4 Baths
  • 6,149 Sq Ft

  3680 Us Highway 15 501 N, Pittsboro, NC 27312

  Back on market with drastic price reduction! Spectacular home on 4.047 acres in prime location North of Pittsboro. This home is truly one of a kind and meticulously maintained. 5 bedrooms, Cedar lined closets in owners suite and linen closet, formal living room-dining room, den with builtins and gas logs, Quartz stone countertops in kitchen 2018. New appliances in kitchen 2018, Sunroom off

  

  Joni Williams

  Straight Up Realty, LLC

  (984) 309-3961

  3680 Us Highway 15 501 N, Pittsboro, NC 27312
• 

  

  /20

  $11,999 per month

  • 4 Beds
  • 4 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit ID1055518P, Pittsboro, NC 27312

  Elevate your stay in North Carolina with this unique treehouse retreat, nestled amidst nature's beauty. This enchanting getaway offers a perfect blend of comfort and tranquility, embodying the essence of North Carolina's charm. Whether you seek a space or hive-inspired haven or a plant and water-themed oasis, this treehouse provides an idyllic escape.This reservation grants you access to all

  288 Stonewall Rd Unit ID1055518P, Pittsboro, NC 27312
• 

  

  /51

  $650,000 Sold Sep 08, 2025

  • 1,994 Sq Ft
  • $326/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2001

  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

  675 Whitehurst, Pittsboro, NC 27312
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  /40

  Est $794,607 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,728 Sq Ft

  501 Old Country Rd, Pittsboro, NC 27312

  501 Old Country Rd, Pittsboro, NC 27312
• 

  

  /4

  $679,000

  • Land
  • 5 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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  /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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  /5

  $1,091,354 Sold Sep 05, 2025

  • 3,768 Sq Ft
  • $290/SF

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  84 Caz Trace, Pittsboro, NC 27312

  For comp puporpose only.

  Mary Jo Young Drees Homes

  84 Caz Trace, Pittsboro, NC 27312
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  /12

  Est $375,273 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  12 Danbury Ct, Pittsboro, NC 27312

  12 Danbury Ct, Pittsboro, NC 27312
• 

  

  /33

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,921 Sq Ft

  140 Norwell Ln, Pittsboro, NC 27312

  Discover this exceptional opportunity! This new, end-unit townhome in Chatham Park is perfectly situated with stunning wooded views for added privacy and serenity. The spacious Onslow Plan offers a wider layout, extra windows, and abundant light. Step onto the roomy, covered front porch--ideal for outdoor seating--and enter a welcoming entryway with a built-in drop zone, leading into an

  

  Wendy Thompson

  Just Be Home Realty

  (984) 360-8170

  140 Norwell Ln, Pittsboro, NC 27312
• 

  

  /20

  $2,772 per month

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Condo for Rent

  96 Buteo Ridge Unit ID1055521P, Pittsboro, NC 27312

  Escape to a serene retreat nestled on just under five wooded acres, offering a peaceful getaway from the hustle and bustle of daily life. This charming home provides the perfect setting for relaxation, family bonding, or completing a project, while still being conveniently close to town for dining and work. Enjoy the comfort of our DreamCloud mattresses, with the primary bedroom featuring a

  96 Buteo Ridge Unit ID1055521P, Pittsboro, NC 27312
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  /4

  $1,345,129 Sold Sep 05, 2025

  • 5,168 Sq Ft
  • $260/SF

  • 6 Beds
  • 5.5 Baths
  • Built 2025

  239 John Williams Ln, Pittsboro, NC 27312

  For comp purposes.

  Mary Jo Young Drees Homes

  239 John Williams Ln, Pittsboro, NC 27312
• 

  

  /19

  Est $494,882 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft

  381 Wintercrest W, Pittsboro, NC 27312

  381 Wintercrest W, Pittsboro, NC 27312

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