Newest Homes for Sale in Pittsboro, NC

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  /45

  $990,000

  Open Sat 11AM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,719 Sq Ft

  12 Crosswinds Estates Dr, Pittsboro, NC 27312

  **More photos to be added 5/26**Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still

  Jonathan Szabady Howard Hanna Allen Tate Durham

  12 Crosswinds Estates Dr, Pittsboro, NC 27312
• Explore Pittsboro

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  /44

  $1,165,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,109 Sq Ft

  Nash Plan at Corbett Landing, Pittsboro, NC 27312

  None

  Homes By Dickerson Builder

  111 Gaines Trail Unit 40664873, Pittsboro, NC 27312
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  /21

  $750,000

  Open Wed 9AM - 7PM

  • 5 Beds
  • 2.5 Baths
  • 2,869 Sq Ft

  1963 Buckner Clark Rd, Pittsboro, NC 27312

  Explore 1963 Buckner Clark Rd, a residence where functional design meets everyday practicality. A central fireplace provides a comfortable ambiance. The kitchen includes all stainless steel appliances, a generous kitchen island, and an accent backsplash, enhancing usability. The primary bathroom features double sinks, alongside a separate tub and shower, designed for daily comfort. Outside, a

  Thomas Shoupe Opendoor Brokerage LLC

  1963 Buckner Clark Rd, Pittsboro, NC 27312
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  /45

  $585,000

  • 2 Beds
  • 2 Baths
  • 2,266 Sq Ft

  118 Crows Creek Rd, Pittsboro, NC 27312

  Talk about a Gorgeous home! This stunning log home, thoughtfully placed on its 5.294 acre lot and bordering Crows Creek, is a nature lover's paradise. Modern infrastructure meets rural bliss with high-speed Spectrum fiber internet in the home, a double carport detached from the home, two storage sheds, one with an attached chicken coop, and a Greenhouse that will be the envy of every avid

  Bryan Guarnieri Coldwell Banker HPW

  118 Crows Creek Rd, Pittsboro, NC 27312
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  /95

  $855,000

  Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,686 Sq Ft

  1074 Golfers View, Pittsboro, NC 27312

  Located in the sought-after golf course community of Chapel Ridge, this custom-built home blends luxury, comfort, and everyday functionality with an ideal layout designed for both entertaining and daily living. Featuring two spacious bedrooms on the main level plus two additional bedrooms upstairs, a dedicated office, and a large recreation room with wet bar and beverage refrigerator, the home

  Derrick Lasley Coldwell Banker Advantage

  1074 Golfers View, Pittsboro, NC 27312
• 

  /2

  $659,900

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,030 Sq Ft

  416 N Village Pkwy, Pittsboro, NC 27312

  Tucked away on a quiet street near the back of the community, this beautifully designed home offers peaceful wooded views and the kind of layout that’s hard to find. Relax on the spacious covered front porch while enjoying the year round greenery of the evergreen tree buffer directly across the street.With over 3,030 square feet, this thoughtfully designed home offers the perfect blend of

  David Weekley Homes Builder

  416 N Village Pkwy, Pittsboro, NC 27312
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  /28

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  44 Benchmark, Pittsboro, NC 27312

  This contemporary home showcases distinctive architectural details, including vaulted ceilings, an open staircase and landing overlooking the living room, and abundant windows with peaceful views of the wooded, nearly half-acre lot. Sustainable bamboo flooring on the main level. The living room features a gas fireplace and sliding glass doors that open to the sunroom. A separate dining room sits

  Tony Hall Berkshire Hathaway HomeService

  44 Benchmark, Pittsboro, NC 27312
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  /84

  $857,000

  • 3 Beds
  • 3 Baths
  • 2,065 Sq Ft

  205 Anolis, Pittsboro, NC 27312

  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 at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the

  

  Catherine Hobbs

  Chatham Homes Realty

  (984) 313-9532

  205 Anolis, Pittsboro, NC 27312
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  /54

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,166 Sq Ft

  497 Turn Key Way, Pittsboro, NC 27312

  Peaceful, eclectic, and full of possibility. Perched at tree-house level, the main living space is filled with natural light from expansive skylights, creating a bright and airy retreat. Thoughtfully sized for easy living, the home offers privacy, flexibility, and room to pursue your passions--whether in the downstairs studio, on the land, or nearby in town. A sunny clearing opens up endless

  Amy Pulliam Boro Realty

  497 Turn Key Way, Pittsboro, NC 27312
• 

  /2

  $509,570

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  21 Tall Grass Rd, Pittsboro, NC 27312

  Welcome to 21 Tallgrass Road in NoVi Chatham Park, a beautifully designed new construction home that blends style, comfort and functionality. This thoughtfully planned layout offers flexible living spaces and designer finishes throughout. The main level features a spacious study and an open layout that connects the kitchen, dining and family areas. The kitchen includes a large island, a walk in

  David Weekley Homes Builder

  21 Tall Grass Rd, Pittsboro, NC 27312
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  /71

  $1,850,000

  Coming Soon

  • 4 Beds
  • 5 Baths
  • 4,662 Sq Ft

  49 Harrison Pond Dr, Pittsboro, NC 27312

  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-style outdoor living, this home is truly a must-see. A sprawling front porch overlooks the stocked pond with tranquil water feature, creating the perfect setting to relax and unwind. Inside, the open-concept floor plan is filled

  Lisa Skumpija Absolute Realty Company, LLC

  49 Harrison Pond Dr, Pittsboro, NC 27312
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  /49

  $870,000

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft

  800 Golfers View, Pittsboro, NC 27312

  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 style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown

  Linda Trevor Compass -- Cary

  800 Golfers View, Pittsboro, NC 27312
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  /100

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  360 Roberson Creek Rd, Pittsboro, NC 27312

  Tucked away on 4.5 beautiful acres just 2 miles from downtown Pittsboro, this light-filled 3-bedroom, 2-bath brick ranch blends simple living with room to dream. Beyond the large fenced yard, the land stretches toward a peaceful pond where herons, ducks, and deer visit daily, creating a true retreat-like setting. Long windows line the main living and dining area, anchored by a cozy brick-hearth

  

  Catherine Hobbs

  Chatham Homes Realty

  (984) 600-4975

  360 Roberson Creek Rd, Pittsboro, NC 27312
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  /43

  $1,150,240

  • 3 Beds
  • 2 Baths
  • 3,640 Sq Ft

  1390 Bradford Place, Pittsboro, NC 27312

  Unique, Fully Custom Fearrington Village ''Gem'' for Sale''Two Homes in One,'' located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos.Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek.

  

  Jo Ann Gardner

  All About U Real Estate

  (984) 310-8853

  1390 Bradford Place, Pittsboro, NC 27312
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  /54

  $1,100,000

  • 3 Beds
  • 3.5 Baths
  • 3,616 Sq Ft

  2390 Lamont Norwood Rd, Pittsboro, NC 27312

  Custom built contemporary home, 15 minutes from downtown Chapel Hill, located on a private 4.23 acre wooded sanctuary, (two lots already subdivided, 2.162 includes house and 2.068 extra lot. Both lots included in the list price)! Walls of windows, custom wood finishes, large decks, Office and Sunroom. Chef's kitchen with 5 burner propane cooktop, large island, granite, stainless, and walk in

  Russ Cole Long & Foster Real Estate INC

  2390 Lamont Norwood Rd, Pittsboro, NC 27312
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  /11

  $230,000

  • Land
  • 2.26 Acres
  • $101,770 per Acre

  65 Willow Creek Ct, Pittsboro, NC 27312

  Located in the sought-after Chapel Ridge neighborhood of Pittsboro, this 2.26-acre lot at 65 Willow Creek Ct offers an excellent opportunity in a peaceful, well-established community. Zoned R-1, the property is well-suited while providing privacy, space, and a natural setting. Situated in growing Chatham County, this lot offers the perfect balance of quiet neighborhood living with convenient

  Anderson Horton Prosper Real Estate

  65 Willow Creek Ct, Pittsboro, NC 27312
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  /43

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,542 Sq Ft

  64 Shergold Dr, Pittsboro, NC 27312

  Nestled against a serene wooded backdrop, this stunning custom home with daylight walk-out basement delivers the perfect blend of quality construction and today's most sought-after features. From the moment you arrive the attention to detail is undeniable. The main level flows beautifully with a thoughtfully designed open layout for effortless everyday living and entertaining. A private home

  Laurene Sieli Redfin Corporation

  64 Shergold Dr, Pittsboro, NC 27312
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  /2

  $335,000

  • Land
  • 3.76 Acres
  • $89,143 per Acre

  56 Firefly Overlook, Pittsboro, NC 27312

  Build your dream home with an approved custom builder on this stunning, 3+ acres homesite in the exclusive Firefly Overlook Community. Firefly Overlook at Jordan Lake is a new luxury home community within walking distance to Jordan Lake in Chatham County. This stunning community featuring rolling hills and beautiful streams is located less than a mile from Vista Point Park which offers convenient

  Jeff Logsdon Skyview Realty, Inc.

  56 Firefly Overlook, Pittsboro, NC 27312
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  /64

  $1,325,000

  • 4 Beds
  • 4 Baths
  • 4,019 Sq Ft

  116 Emelia Ln, Pittsboro, NC 27312

  Crafted by award-winning ICG Homes, with main-floor primary and 4 additional bedrooms, this custom residence delivers refined luxury. Set on a private wooded homesite in Ryan's Crossing where clean architectural lines meet warm, modern finishes including wide-plank hardwoods, curated lighting, and expansive windows that pull natural light and landscape views into every space; the heart of the

  Dennis de Jong Redfin Corporation

  116 Emelia Ln, Pittsboro, NC 27312
• 

  /2

  $508,580

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,987 Sq Ft

  17 Tall Grass Rd, Pittsboro, NC 27312

  Welcome to 17 Tallgrass Road in NoVi Chatham Park, a beautifully designed new construction home offering thoughtful spaces and modern finishes throughout. This home blends functionality and comfort with a layout designed for everyday living and entertaining. The main level features a guest bedroom with a full bath and an open layout that connects the kitchen, dining and family areas. The kitchen

  David Weekley Homes Builder

  17 Tall Grass Rd, Pittsboro, NC 27312
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  /82

  $835,000

  • 3 Beds
  • 2 Baths
  • 2,771 Sq Ft

  660 Log Barn Rd, Pittsboro, NC 27312

  Tucked away on 5.13 peaceful acres in highly desirable Log Barn Acres, this rambler-style home offers exceptional flexibility with multiple living and gathering spaces designed to fit your lifestyle. The vaulted living room showcases exposed beams and a dramatic full brick fireplace extending to the ceiling -- a warm and inviting space that could also serve beautifully as a large dining room. A

  Bonnie Strowd NorthGroup Real Estate, Inc.

  660 Log Barn Rd, Pittsboro, NC 27312
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  /19

  $175,000

  • Land
  • 18,425 Sq Ft
  • $413,712 per Acre

  1006 Cabin Creek, Pittsboro, NC 27312

  Located in the prestigious Chapel Ridge golf course community this lot offers great location at the end of a cul-de-sac street with natural buffer in the back. Relatively flat lot allows for easier build. Enjoy the resort-style amenities that come with living in Chapel Ridge, including a pool, gym, playground, tennis, volleyball, and basketball courts, as well as a restaurant and bar. This is the

  Lisa Skumpija Absolute Realty Company, LLC

  1006 Cabin Creek, Pittsboro, NC 27312
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  /30

  $1,450,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,688 Sq Ft

  35 Big Bear Dr, Pittsboro, NC 27312

  To be spotlighted in the 2026 Parade of Homes! This extraordinary custom-crafted residence amplifies refined luxury on a 2.5 acre wooded lot just moments from Jordan Lake, Seaforth High and the dynamic energy of the Triangle. Upon completion in October, this stunning estate style home will center on warmth, sophistication, and intentional design interlaced with artistry. Sunlight through

  Lara Travars Costello Real Estate & Investm

  35 Big Bear Dr, Pittsboro, NC 27312
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  /16

  $425,000

  • Land
  • 3.78 Acres
  • $112,523 per Acre

  75 Kenwood Ln, Pittsboro, NC 27312

  Location: Stonecrest at Norwood, near Chapel Hill, NC Lot Size: Approx. 3.8 Acres Lot Type: Estate Lot (One of the Largest & Last Remaining) Builder: Custom Build Opportunity with Award-Winning BOLD Construction Listing Remarks: Rare 3.8-acre Estate Lot in the exclusive Stonecrest at Norwood community — one of the final opportunities to own one of the largest homesites in this prestigious

  Lew Hendricks Bold Real Estate

  75 Kenwood Ln, Pittsboro, NC 27312
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  $675,000

  • 4 Beds
  • 1 Bath
  • 856 Sq Ft

  2929 Seaforth Rd, Pittsboro, NC 27312

  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 remain forever wild. Just a short walk away, you'll discover several beautiful, upscale neighborhoods. This storybook cottage serves as the perfect weekend getaway. Alternatively, consider living here full-time or while you construct

  

  Sandy Savage

  Carolina One Realty

  (984) 288-1228

  2929 Seaforth Rd, Pittsboro, NC 27312
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  /61

  $1,295,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,109 Sq Ft

  208 Gaines Trail, Pittsboro, NC 27312

  Homes By Dickerson presents The Nash in Corbett Landing, a custom luxury home offering 4,109 square feet of thoughtfully designed living space. The main level features a spacious primary suite and a private guest bedroom, along with a study, laundry room, and powder room. A dramatic two-story foyer welcomes you into the home, leading to open living areas and a screened porch with fireplace.

  Nick Thagard Homes by Dickerson Real Estate

  208 Gaines Trail, Pittsboro, NC 27312
• 

  

  /17

  $1,272,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,332 Sq Ft

  97 Fox Oak Trail, Pittsboro, NC 27312

  Privately nestled at the end of a cul-de-sac beneath a wooded canopy, this extraordinary custom home presents a rare opportunity to create a deeply personalized luxury residence on four acres in Pittsboro's exclusive Fox Oak community. As construction begins, discerning buyers have the unique ability to collaborate directly with the builder to tailor finishes, refine spaces, and shape a custom

  Lara Travars Costello Real Estate & Investm

  97 Fox Oak Trail, Pittsboro, NC 27312
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  /38

  $1,195,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,738 Sq Ft

  81 Loggers Run, Pittsboro, NC 27312

  Homes By Dickerson is building the Brighton in Corbett Landing, ideally situated on a coveted cul-de-sac lot adjacent to a neighborhood pocket park. This custom luxury home features a main-level primary suite and study, along with a powder room and laundry room with sink. The second floor offers three bedrooms, three full bathrooms, and a spacious rec room. The main living areas showcase a

  Nick Thagard Homes by Dickerson Real Estate

  81 Loggers Run, Pittsboro, NC 27312
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  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 3,573 Sq Ft

  4203 Henderson Place, Pittsboro, NC 27312

  Tucked within Henderson Place, a charming enclave in sought-after Fearrington Village, this exceptional home offers access to quaint shops, acclaimed dining, scenic trails, parks, and the community's iconic belted cows. Situated on a beautifully manicured 0.93-acre homesite with a generous wooded buffer, this thoughtfully designed Oakmont floor plan by Homes by Dickerson blends comfort, elegance,

  Debbie McCormick Berkshire Hathaway HomeService

  4203 Henderson Place, Pittsboro, NC 27312
• 

  

  /16

  $465,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  54 Broadoak Ln, Pittsboro, NC 27312

  Lock in a 30-Year Fixed Rate at 1% Below Today’s Average! With the use of our preferred lender and attorney, you can secure financing at a rate one percent lower than the daily average. No hassle. No gimmicks. Just a straightforward opportunity designed to give you peace of mind, confidence, and long-term security as you take the next step toward your new home. The Lumen brings a fresh, modern

  Homes By Dickerson Builder

  54 Broadoak Ln, Pittsboro, NC 27312
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  /11

  $1,850,000

  • Land
  • 49.62 Acres
  • $37,283 per Acre

  1099 N Pea Ridge Rd, Pittsboro, NC 27312

  Rare opportunity to own approximately 50 acres of beautiful, wooded land in Pittsboro with endless possibilities for a private retreat, hobby farm, family compound, luxury estate, small subdivision, or future investment opportunity. Offered as two parcels to be sold together, the property features approximately 250 feet of road frontage on North Pea Ridge Road with the 4+ acre lot providing

  Diane Donnelly RE/MAX United

  1099 N Pea Ridge Rd, Pittsboro, NC 27312
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  /89

  $829,900

  • 4 Beds
  • 2.5 Baths
  • 3,899 Sq Ft

  14 Caswell, Pittsboro, NC 27312

  Situated on a beautifully landscaped corner lot in the Camden Park section of sought-after Fearrington Village, this 4BR, 2.5BA custom-built Fitch home offers nearly 3,900 square feet of light-filled living designed for both everyday comfort and effortless connection. From the welcoming front porch to the moment you step inside, there is a sense of space, warmth, and intention--where soaring

  Michelle Delin Flex Realty

  14 Caswell, Pittsboro, NC 27312
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  /64

  $1,335,000

  • 5 Beds
  • 4.5 Baths
  • 4,403 Sq Ft

  66 Romie Ct, Pittsboro, NC 27312

  Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Fresh interior paint and recessed lighting welcome you into a sunny, open floor plan designed for comfortable daily living and effortless entertaining.

  Kathleen Jasinskas Flex Realty

  66 Romie Ct, Pittsboro, NC 27312
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  /73

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1153 Log Barn Rd, Pittsboro, NC 27312

  Welcome to 1153 Log Barn Rd--an inviting log cabin set on 5.6 picturesque acres in the heart of this spacious, nature-filled neighborhood. Surrounded by a canopy of mature trees, the wraparound porch offers the perfect spot for bird watching, morning coffee, or simply soaking in the peaceful setting. For those who enjoy an active lifestyle, the scenic Log Barn loop is ideal for walking, running,

  Kris Howard Chatham Homes Realty

  1153 Log Barn Rd, Pittsboro, NC 27312
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  /53

  $849,900

  Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft

  33 Imagine Way, Pittsboro, NC 27312

  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 ''Moorefield'' model in the community, the home spans approximately 2,668 square feet and is enhanced by a thoughtfully added 175-square-foot flex or craft room, providing both elegance and versatility.Designed with a keen

  Barbara Pater Coldwell Banker Advantage

  33 Imagine Way, Pittsboro, NC 27312
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  /55

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,169 Sq Ft

  304 Wrights Way, Pittsboro, NC 27312

  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 Hill, and Chatham Park. Designed to embrace its serene surroundings, the home offers exceptional outdoor living with a welcoming wraparound porch and a spacious screened porch--perfect for relaxing, entertaining, and taking in the

  Lisa Skumpija Absolute Realty Company, LLC

  304 Wrights Way, Pittsboro, NC 27312
• 

  

  /7

  $600,000

  • Land
  • 5.8 Acres
  • $103,448 per Acre

  TBD Alston Horton Service Rd, Pittsboro, NC 27312

  This 5.8-acre property features two road-front parcels (#0006055,#0072125) and offers a rare opportunity to enjoy the quiet feel of the countryside while being zoned within the town district (RA2). With no easements and excellent road frontage, the property provides outstanding flexibility for both residential and agricultural use. Ideally located with quick access to Hwy 64 Bypass, you'll be

  Shannon Reaves Coldwell Banker HPW Pittsboro

  TBD Alston Horton Service Rd, Pittsboro, NC 27312
• 

  /2

  $165,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  1302 Hillsboro St, Pittsboro, NC 27312

  Fantastic opportunity! Own close to Downtown Pittsboro and Chatham Park. Nearly 3/4 acre lot in prime location. Opportunity to partner with Custom Builder

  Kevin Stephens Costello Real Estate & Investm

  1302 Hillsboro St, Pittsboro, NC 27312
• 

  

  /9

  $319,000

  • Land
  • 1.57 Acres
  • $203,185 per Acre

  17 Firefly Overlook, Pittsboro, NC 27312

  Discover the serenity and sophistication of Firefly Overlook at Jordan Lake--a premier new large-lot subdivision in the rapidly growing and highly desirable Chatham County. This thoughtfully planned community is progressing beautifully, with 10+ homes already under construction by our Exclusive Builder Team and new residents beginning to call it home. Perfectly positioned at the intersection of

  Johnathan Stroud The Real Estate Company

  17 Firefly Overlook, Pittsboro, NC 27312
• 

  

  /75

  $897,000

  • 3 Beds
  • 2.5 Baths
  • 2,574 Sq Ft

  115 Persimmon Hill Rd, Pittsboro, NC 27312

  This stunning property in trendy Chatham County has it ALL - space, function and beauty. Located 15 mins to UNC, 30 mins to RTP. Live your best life in this well-crafted, light filled home set on 3.5+ acres of expertly landscaped oasis. The welcoming home features a bright comfortable family room with fireplace, upgraded open kitchen, dining room, inviting living room with fireplace, spacious

  Mary Shell Ride Realty, LLC

  115 Persimmon Hill Rd, Pittsboro, NC 27312

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