Chatham, NC Homes

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  /8

  $7,689,900 New Construction

  • 5 Beds
  • 8 Baths
  • 8,999 Sq Ft

  114 Mountaintop Cir, Pittsboro, NC 27312

  Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The

  

  Rex Osborne

  Windjam Properties

  (919) 646-6592

  114 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  

  /20

  $12,180 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 community nestled amidst nature. This enchanting retreat offers a perfect blend of comfort and tranquility, providing an idyllic escape that embodies the essence of North Carolina's beauty.Reserving this listing grants you access to all four individual units on the property, each with a distinct theme: Beehive, Oasis, Galaxy, and

  288 Stonewall Rd Unit ID1055518P, Pittsboro, NC 27312
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  /95

  $1,540,000 Sold Jul 16, 2025

  • 4,468 Sq Ft
  • $345/SF
  • 15 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2004

  123 Beech Forest Way, Pittsboro, NC 27312

  Discover the perfect blend of style, comfort, and nature in Saralyn, a community dedicated to thoughtful living just minutes from downtown Pittsboro. Set on 10+ acres, this beautifully crafted home offers refined rustic charm with the conveniences of modern living, creating a true retreat from the everyday. Whether you're seeking a peaceful countryside lifestyle, or a home designed for family

  Joan Mueller Nest Realty of the Triangle

  123 Beech Forest Way, Pittsboro, NC 27312
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  /21

  Est $448,342 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,945 Sq Ft

  74 Wickham Dr, Pittsboro, NC 27312

  74 Wickham Dr, Pittsboro, NC 27312
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  /24

  $1,060,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,521 Sq Ft

  8 Pin Tail Ct, Pittsboro, NC 27312

  Move In-Ready September 2025.Experience refined living in this beautifully designed 5 bedroom courtyard home, perfectly situated on a beautiful, corner, landscaped lot within the prestigious golf course community, Chapel Ridge. Crafted with quality and comfort in mind, this new construction residence blends thoughtful luxury with modern convenience in every detail.The main level

  

  Tamera O'Wesney

  Carolina One Realty

  (919) 899-1625

  8 Pin Tail Ct, Pittsboro, NC 27312
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  /10

  $2,995 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  316 Hillsboro St, Pittsboro, NC 27312

  Is being walking distance to all the shops and restaurants in downtown Pittsboro appealing to you? If so, you have to check out this newly renovated house that is only a couple hundred yards away from the heart of downtown. The kitchen has been completely redone with new cabinets, new island, new appliances, and new countertops. With a large screened in porch, big yard, and mature

  Lew Hendricks Bold Real Estate

  316 Hillsboro St, Pittsboro, NC 27312
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  /49

  $695,000 Sold Jul 15, 2025

  • 1,987 Sq Ft
  • $350/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1997

  145 Ryan Rd, Pittsboro, NC 27312

  Unique opportunity in Pittsboro. Stunning passive solar home with solar panels on gorgeous 7.92 acre property bordering Jordan Lake Army Corp land (no further development!). 1st floor is fully tiled with a vaulted ceiling family room featuring floor to ceiling windows and a wood stove. Open eat-in kitchen offers butcher block top, lots of cabinet space, double oven, gas cooktop, walk-in pantry &

  David Wilson Carolina's Choice Real Estate

  145 Ryan Rd, Pittsboro, NC 27312
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  /13

  Est $380,631 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  36 Danbury Ct, Pittsboro, NC 27312

  36 Danbury Ct, Pittsboro, NC 27312
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  /63

  $675,000

  • 4 Beds
  • 3 Baths
  • 2,832 Sq Ft

  33 Holly Run, Pittsboro, NC 27312

  Welcome to your rare 10+ acre private paradise in Pittsboro with windows wrapping around the first floor. But don't worry about your privacy because your home is surrounded by thick, mature trees. Your new home welcomes animals of all shapes and sizes and the property already has a pasture fence. Want to raise alpacas to spin yarn? The LOA welcomes animal agriculture and small businesses. When

  Barbara Cain Redfin Corporation

  33 Holly Run, Pittsboro, NC 27312
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  /56

  $645,000 Sold Jul 15, 2025

  • 2,756 Sq Ft
  • $234/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2016

  21 Botanical Way, Pittsboro, NC 27312

  Located in the desirable Parks at Meadowview community, this beautifully maintained home sits on a wonderfully landscaped corner lot and offers lots of features both inside and out. A welcoming front porch sets the tone, while the screened back porch, deck with meal prep area, and firepit space create an outdoor haven for relaxing or entertaining. Inside, you'll find a stunning two-story foyer

  Heather Morton Hill eXp Realty, LLC #2

  21 Botanical Way, Pittsboro, NC 27312
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  /6

  Est $376,090 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,485 Sq Ft

  221 Millbrook Dr, Pittsboro, NC 27312

  221 Millbrook Dr, Pittsboro, NC 27312
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  /51

  $475,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft

  303 Wendover Pkwy, Pittsboro, NC 27312

  Welcome to your dream carriage-style home in the heart of Chatham Park!This beautifully upgraded residence blends timeless charm with modern convenience, set within one of Pittsboro's most visionary and vibrant communities.Enjoy a welcoming covered front porch and an open floor plan with engineered hardwoods throughout the main level. The chef's kitchen impresses with quartz

  Josh Oleary EXP Realty LLC

  303 Wendover Pkwy, Pittsboro, NC 27312
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  /57

  $700,000 Sold Jul 15, 2025

  • 2,260 Sq Ft
  • $310/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  289 Stoneview, Pittsboro, NC 27312

  Single story home with EVERYTHING YOU WANT in Fearrington. Built in 2016, all hard flooring (except bedrooms) two custom baths with walk in showers and HEATED tile floors. Cherry kitchen cabinets with all the bells and whistles! Huge pantry, separate laundry and mud rooms. Large casement windows provide tons of light throughout the home. All passage doors are wide for aging in place.

  Bonnie Strowd NorthGroup Real Estate, Inc.

  289 Stoneview, Pittsboro, NC 27312
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  /8

  Est $146,129 Not Listed For Sale

  36 Bur Oak Ct, Pittsboro, NC 27312

  36 Bur Oak Ct, Pittsboro, NC 27312
• 

  

  /69

  $1,300,000

  • 5 Beds
  • 4.5 Baths
  • 3,697 Sq Ft

  140 Blufftonwood Dr, Pittsboro, NC 27312

  This attractive custom-built home by the award-winning Poythress Homes is situated on a picturesque 7-acre lot in The Estates at Laurel Ridge. Set within a community spanning over 300 acres, The Estates at Laurel Ridge features 51 generous homesites. Residents enjoy the rare combination of expansive lots and full access to municipal utilities like water, sewer, natural gas, and high-speed fiber

  Loci Zsuppan Zsuppan Realty

  140 Blufftonwood Dr, Pittsboro, NC 27312
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  /33

  $1,520,000 Sold Jul 15, 2025

  • 4,482 Sq Ft
  • $339/SF
  • 162 Days On Market

  • 4 Beds
  • 10 Baths
  • Built 2025

  142 Lila Dr, Pittsboro, NC 27312

  This beautiful home, situated on just over an acre, is being crafted by award-winning ICG Homes and will be ready for you in late Spring 2025. With no immediate neighbors to the left and stunning views of the adjacent conservation area, this home offers peaceful privacy. The first-floor living design features an open-concept layout, a spacious kitchen with top of the line Thermador appliance and

  Amy Diamond United Real Estate Triangle

  142 Lila Dr, Pittsboro, NC 27312
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  /40

  Est $902,054 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,141 Sq Ft

  41 Quail Point, Pittsboro, NC 27312

  41 Quail Point, Pittsboro, NC 27312
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  /66

  $949,900

  • 5 Beds
  • 4 Baths
  • 3,245 Sq Ft

  961 Cabin Creek, Pittsboro, NC 27312

  Move-inready, two-year-old ICG built, contemporary and comfortable 5 bedroom, 4 bathroom home inChapel Ridge, Pittsboro's award-winning golf course community, with access to resort-styleamenities including a community pool, gym, and tennis courts, and in close proximity toChatham Park, medical, and retail facilities. The 3,245 sq. ft. home, situated on a 0.39-acre lot, backs onto

  Kelli Meyer SOLD BUY ME REALTY

  961 Cabin Creek, Pittsboro, NC 27312
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  /17

  $225,000 Sold Jul 15, 2025

  • Land
  • 4.60 Acres
  • $48,913 per Acre

  • 370 Days On Market

  9311 N Carolina 87, Pittsboro, NC 27312

  Discover the perfect spot to build your dream home or start your next venture! This 4.062 acre plot offers a harmonious blend of level ground and woodland, providing both space and privacy. Nestled along Hwy 87 N in Pittsboro, it is an ideal location for those seeking tranquility without sacrificing accessibility. Choose your own builder with no time limit to build. 5-bedroom perc permit on

  Eric Andrews Realty World Carolina Prop

  9311 N Carolina 87, Pittsboro, NC 27312
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  /36

  Est $376,060 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,373 Sq Ft

  35 Hedgecock Farm, Pittsboro, NC 27312

  35 Hedgecock Farm, Pittsboro, NC 27312
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  /54

  $549,000

  • 4 Beds
  • 3 Baths
  • 3,002 Sq Ft

  322 Bellemont Rd, Pittsboro, NC 27312

  Welcome to 322 Bellemont Road, a stunning 4 bed/3 bath, nearly 3,000 sq ft home built in 2006, nestled in the coveted Chatham Forest neighborhood of Pittsboro. This residence offers a thoughtfully designed open floor plan, great features like a first-floor primary suite with tray ceilings, spacious closets, soaking tub and separate shower. Gourmet

  Adam Dickinson Nest Realty of the Triangle

  322 Bellemont Rd, Pittsboro, NC 27312
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  /15

  $225,000 Sold Jul 15, 2025

  • Land
  • 6 Acres
  • $39,964 per Acre

  • 370 Days On Market

  9231 N Carolina 87, Pittsboro, NC 27312

  Introducing 5.630 acres of pure potential nestled along Highway 87 N in Pittsboro. This parcel boasts level, wooded terrain with convenient road frontage and offers a canvas for your dreams to unfold. Whether you envision a tranquil retreat surrounded by nature's embrace or a great investment opportunity, this prime location delivers. Choose your builder. No time limit to build. 5-bedroom

  Eric Andrews Realty World Carolina Prop

  9231 N Carolina 87, Pittsboro, NC 27312
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  /28

  Est $389,232 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  366 Linden Close, Pittsboro, NC 27312

  366 Linden Close, Pittsboro, NC 27312
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  /59

  $900,000 Open Sat 3PM - 5PM

  • 4 Beds
  • 3.5 Baths
  • 3,357 Sq Ft

  109 Henrys Ridge Rd, Pittsboro, NC 27312

  Welcome home to your perfect, private oasis. Minutes to Jordan Lake, Apex & Pittsboro, but a world away from the hustle of everyday life. Only 9 years old, this custom built home is nestled on over 1.5 acres, surrounded by trees yet offers plentiful open spaces for gardens, pets and outdoor living. Spend your free time on your patio with your firepit and custom pizza oven, or on your grilling

  Cara Pierce Compass -- Raleigh

  109 Henrys Ridge Rd, Pittsboro, NC 27312
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  /40

  $221,000 Sold Jul 11, 2025

  • Land
  • 0.51 Acre
  • $433,333 per Acre

  • 63 Days On Market

  33 Blackhorn Ct, Pittsboro, NC 27312

  If you dream of a spectacular view - this is it - your beautiful golf course lot. A RARE FIND and the BEST lot left on the golf course! .506 acre. Perfect for the placement of your forever home - encompassing or expansive high perched views of Hole 1, driving range and clubhouse. GREAT views of 1st - 9th holes! A VERY SHORT WALK to the clubhouse, restaurant and golf range! Potential for walk-out

  Donna O'neill Keller Williams Legacy

  33 Blackhorn Ct, Pittsboro, NC 27312
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  /21

  Est $296,328 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  364 West St Unit H, Pittsboro, NC 27312

  364 West St Unit H, Pittsboro, NC 27312
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  /44

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  56 Mist Wood Ct, Pittsboro, NC 27312

  Seller offering a home warranty!There's a lot to love about 56 Mist Wood Court! Greet guests in your foyer which opens directly into the large living room with access out to the back deck and yard. The luxury kitchen features custom cabinetry including space designed especially for spices, pots, pans, and your prep tools. As if that wasn't enough space, Mist Wood has a walk in pantry

  Christian Moss LAMCO Associates, LLC

  56 Mist Wood Ct, Pittsboro, NC 27312
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  /69

  $1,420,000 Sold Jul 11, 2025

  • 3,650 Sq Ft
  • $389/SF
  • 196 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2013

  204 Harvest Ln, Pittsboro, NC 27312

  Nestled on the most coveted homesite in The Hamptons, this exceptional custom-built home offers nearly 3 acres of tranquil beauty, combining privacy with luxury. Designed for both comfort and entertaining, the expansive layout ensures that you can savor the serene surroundings from nearly every room, including the generous screened porch or while relaxing by the sparkling saltwater pool.The

  AnnMarie Janni Allen Tate/Apex-Center Street

  204 Harvest Ln, Pittsboro, NC 27312
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  /37

  Est $734,029 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,372 Sq Ft

  904 Ashton, Pittsboro, NC 27312

  904 Ashton, Pittsboro, NC 27312
• 

  

  /80

  $1,870,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,874 Sq Ft

  92 Bluffside Ct, Pittsboro, NC 27312

  Now Offering 20k concession towards buydown and price improvement!! Stunning elegance! Nestled on 3 acres in a tranquil cul-de-sac, this stunning luxury home located in The Estates at Laurel Ridge boasts an impressive 4,874 square feet of brand-new construction, thoughtfully designed for modern living. Set on a sprawling 3-acre lot, the property offers both privacy and space, surrounded by lush

  Alton Tyndall Dickerson Brady Realty, Inc.

  92 Bluffside Ct, Pittsboro, NC 27312
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  /42

  $649,900 Sold Jul 10, 2025

  • 2,457 Sq Ft
  • $265/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2025

  277 Parkland Dr, Pittsboro, NC 27312

  Comp purposes only!

  Brianda Lopez Weekley Homes, LLC

  277 Parkland Dr, Pittsboro, NC 27312
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  /51

  Est $776,912 Not Listed For Sale

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

  798 Horizon Dr, Pittsboro, NC 27312

  798 Horizon Dr, Pittsboro, NC 27312
• 

  

  /17

  $409,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  Ambition, Pittsboro, NC 27312

  Comfort and luxury inspire every lifestyle refinement of The Ambition floor plan by David Weekley Homes. Craft a social lounge, game night HQ or home office in the inviting study. A tasteful kitchen rests at the heart of this home, balancing impressive style with easy function, all while maintaining an open design that flows throughout the living spaces. The serene covered porch expands your

  David Weekley Homes

  Ambition, Pittsboro, NC 27312
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  /29

  $543,000 Sold Jul 10, 2025

  • 2,287 Sq Ft
  • $237/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2013

  3822 Chicken Bridge Rd, Pittsboro, NC 27312

  Welcome to 3822 Chicken Bridge Road, a one-of-a-kind barndominium nestled on 4 private, wooded acres in beautiful Pittsboro, NC. This unique and stylish home offers the perfect blend of rustic charm and modern comfort—an ideal retreat for full-time living, a weekend getaway, or a savvy investment opportunity.Currently operating as a wildly successful Airbnb bringing in over $50k last

  Bill Stevenson Compass -- Chapel Hill - Durham

  3822 Chicken Bridge Rd, Pittsboro, NC 27312
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  /33

  Est $720,147 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,902 Sq Ft

  82 James Rd, Pittsboro, NC 27312

  82 James Rd, Pittsboro, NC 27312
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  /51

  $739,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,653 Sq Ft

  47 Blue Jay Ct, Pittsboro, NC 27312

  Welcome to 47 Blue Jay Court! This meticulously and lovingly maintained home on 1.97 acres features 4 bedrooms, 3.5 bathrooms, an elegant, dedicated dining room, keeping room off of the eat-in kitchen with a fireplace and refreshing natural light, living room with a floor to ceiling fireplace accompanied by a wood beamed, vaulted ceiling, and a second master suite upstairs. The beautiful kitchen

  Alison Miller EXP Realty LLC

  47 Blue Jay Ct, Pittsboro, NC 27312
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  /45

  $949,000 Sold Jul 09, 2025

  • 3,810 Sq Ft
  • $249/SF
  • 4 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2007

  639 Cedar Grove Rd, Pittsboro, NC 27312

  Craving privacy and convenience? Welcome to your no-HOA haven with room to breathe and quick access to everything you need. This home blends easy living with standout entertaining—think jaw-dropping indoor/outdoor fireplace and a screened porch that feels endless.Enjoy true main-level living with rich oak floors, a dream kitchen, cozy keeping room, and a flexible office or bonus space. The

  Mary Jo Coppola Allen Tate / Durham

  639 Cedar Grove Rd, Pittsboro, NC 27312
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  /39

  Est $725,383 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,504 Sq Ft

  45 Blarney Stone Cir, Pittsboro, NC 27312

  45 Blarney Stone Cir, Pittsboro, NC 27312
• 

  

  /60

  $599,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,597 Sq Ft

  92 Summer Dawn, Pittsboro, NC 27312

  Lovely 3-bedroom, 2.5-bathroom home on 2.192 acres. This home offers the perfect blend of space, comfort, and privacy. From the moment you arrive, the rocking chair front porch invites you to relax, swing on the swing and take in the peaceful, quiet surroundings. Inside features plenty of natural light, large family room, which flows seamlessly into the kitchen to make it perfect for

  Tedi Vail Tedi Vail Realty

  92 Summer Dawn, Pittsboro, NC 27312
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  /30

  $540,800 Sold Jul 08, 2025

  • 2,489 Sq Ft
  • $217/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  257 Beacon Dr, Pittsboro, NC 27312

  Follow your Bliss home to this unique plan that backs up to trees and offers a first-floor Primary Suite. Imagine opening the door to a home that provides all the warm and fuzzies in main floor living. The second floor welcomes you with a huge loft, begging for your wall-to-wall TV. Three additional bedrooms and two additional baths make this a home run for you and yours! Home is under

  Jessie Krieger Garman Homes LLC

  257 Beacon Dr, Pittsboro, NC 27312

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