Newest Homes for Sale in Pittsboro, NC

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  /29

  $800,000

  • 4 Beds
  • 3.5 Baths
  • 2,699 Sq Ft

  743 Bowman Bare Rd, Pittsboro, NC 27312

  Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and

  Tracy Wright Just Be Home Realty

  743 Bowman Bare Rd, Pittsboro, NC 27312
• Explore Pittsboro

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  /97

  $1,099,999

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,018 Sq Ft

  509 Cabin Creek, Pittsboro, NC 27312

  Remarkable New Construction! Gorgeous Retreat in Popular Chapel Ridge Golf Community on .53 acres. Custom-built Home with an Amazing Floorplan and all the Custom Styles you desire. 4 Bedrooms, 3.5 Bathrooms with Master Bedroom and Secondary Bedroom on the Main Level. Additional 2 Bedrooms on the Second Floor plus Loft/2nd Family Rm and Additional Bonus Room. 10 ft Ceilings throughout downstairs/

  Myers Smith TriSmith Realty

  509 Cabin Creek, Pittsboro, NC 27312
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  /49

  $1,325,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 4,703 Sq Ft

  59 Berry Patch Ln, Pittsboro, NC 27312

  Move in just in time for summer and enjoy your own private resort—this exceptional "like new" luxury estate with a heated PebbleTec pool, hot tub, sauna, and ultimate privacy on 1.27 wooded acres is the staycation you've been dreaming of. Nestled within the gated Estates at Chapel Ridge, this custom-built masterpiece by Absolut Construction showcases exceptional craftsmanship, thoughtful design,

  Amy Ballard Navigate Realty

  59 Berry Patch Ln, Pittsboro, NC 27312
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  /100

  $725,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  967 Bynum Rd, Pittsboro, NC 27312

  This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on

  

  Sandy Savage

  Carolina One Realty

  (984) 646-5694

  967 Bynum Rd, Pittsboro, NC 27312
• 

  

  /2

  $473,940

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  33 Tall Grass Rd, Pittsboro, NC 27312

  Corner homesite charm meets thoughtful design in this beautiful Whitmer plan by David Weekley Homes. Huge windows fill the open concept living spaces with natural light, creating an airy and inviting feel throughout the main living area. The spacious kitchen flows seamlessly into the dining and family rooms, making this home ideal for both everyday living and entertaining.The first floor

  David Weekley Homes Builder

  33 Tall Grass Rd, Pittsboro, NC 27312
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  /24

  $1,140,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 2,986 Sq Ft

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312

  PARADE HOME | Move-In Ready Mid-October | Chatham County Privately tucked away on 1.5 wooded acres just minutes from Chapel Hill, this custom-built estate home offers an exceptional blend of timeless architecture, modern luxury, and serene privacy. A striking exterior welcomes you with expansive outdoor living spaces anchored by a stunning stacked-stone fireplace--perfect for year-round

  Lara Travars Costello Real Estate & Investm

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312
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  /46

  $799,999

  Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,750 Sq Ft

  223 Colonial Ridge Dr, Pittsboro, NC 27312

  You've just found your piece of paradise in this stunning custom-built home nestled within the exclusive gated golf community of Chapel Ridge Estates. Offering just under 2,800 square feet of thoughtfully designed living space, this beautifully appointed 4-bedroom, 3-bath residence perfectly blends the ease of main-level living with the flexibility to comfortably host family and guests. The main

  

  Tamera O'Wesney

  Carolina One Realty

  (984) 230-3383

  223 Colonial Ridge Dr, Pittsboro, NC 27312
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  /53

  $716,000

  • 5 Beds
  • 4 Baths
  • 3,285 Sq Ft

  1706 the Parks Dr, Pittsboro, NC 27312

  Ideally situated just before the gates entering Chapel Ridge, this beautiful home enjoys a uniquely private setting with natural buffers to the the rear and side, along with access to walking trails, a neighborhood park, and a welcoming community atmosphere. Combining space, privacy, and an exceptional location, this home offers the perfect blend of comfort and convenience.Inside you'll find

  Lori Golden Century 21 Southern Lifestyles

  1706 the Parks Dr, Pittsboro, NC 27312
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  /96

  $860,000

  Open Sat 2PM - 4PM

  • 6 Beds
  • 3.5 Baths
  • 3,989 Sq Ft

  20 Brushwood, Pittsboro, NC 27312

  Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 1⁄2 bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious

  Kendall Johnson Kimberly Real Estate

  20 Brushwood, Pittsboro, NC 27312
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  /39

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft

  438 Crossvine Close, Pittsboro, NC 27312

  First level primary with renovated bath featuring walk in shower with seat. Primary also has walk-in closet as well as 2 additional closets. Updated kitchen, laundry, huge living and dining areas open to each other and enclosed heated/cooled sunroom all on the main level. Upstairs is a cozy office overlooking the great room and 2 additional bedrooms with a shared bath, small patio area out back

  

  Jaye Kreller

  Dwell Real Estate

  (919) 642-4241

  438 Crossvine Close, Pittsboro, NC 27312
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  /71

  $1,850,000

  • 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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  /79

  $990,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,109 Sq Ft

  443 Valley Ln, Pittsboro, NC 27312

  Nestled in Monterrane, one of Chatham County's most coveted neighborhoods, this exceptional custom-built home blends timeless English cottage charm with warm, inviting living spaces designed for comfort and connection. Featuring 4 bedrooms, 2 full and 2 half baths, and situated on just under 3 private acres, this cedar shake-sided home with an architectural roof showcases quality construction and

  Katy McReynolds Chatham Homes Realty

  443 Valley Ln, Pittsboro, NC 27312
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  /23

  $320,000

  • Land
  • 5.08 Acres
  • $62,967 per Acre

  334 Deer Run, Pittsboro, NC 27312

  Discover the perfect setting for your custom home in the wooded surroundings of Mount Gilead Woods. This rare 5-acre homesite offers a beautiful level landscape with mature hardwoods, partial clearing already completed, and over 700 feet of road frontage for exceptional privacy and flexibility. A new gravel drive and private gated entrance are already in place, creating an easy path to start

  Dennis de Jong Redfin Corporation

  334 Deer Run, Pittsboro, NC 27312
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  /29

  $459,900

  Open Sun 2AM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  509 Wendover Pkwy, Pittsboro, NC 27312

  Impeccably Maintained and Beautifully Designed! This light-filled home features; Stainless Appliances, Gorgeous backsplash & Oversized Island in the Kitchen that overlooks a lovely OPEN CONCEPT Dining and Living Room. Enjoy the linear fireplace in the family room on chilly nights or retire to the peaceful patio adjoining the family room on a summer evening. There is a great DROP ZONE as you enter

  Judy Thanhauser Pinnacle Group Realty

  509 Wendover Pkwy, Pittsboro, NC 27312
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  /65

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,822 Sq Ft

  309 Danbury Ct, Pittsboro, NC 27312

  Welcome to 309 Danbury Ct, ideally located in the heart of Pittsboro and just minutes from Historic Downtown Pittsboro, Chatham Park, Jordan Lake, and the Haw River. Enjoy the perfect blend of small town charm and convenience of local shops, restaurants, live music, walking trails, and outdoor recreation all nearby. Jordan Lake and public beach access are approximately 5 miles away, while the Haw

  Tina Caul EXP Realty LLC

  309 Danbury Ct, Pittsboro, NC 27312
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  /34

  $515,000

  • 2 Beds
  • 2 Baths
  • 1,571 Sq Ft

  200 Imagine Way, Pittsboro, NC 27312

  Why wait for new construction when you can move right into this practically new ranch home in the highly sought-after 55+ community of Encore at Chatham Park? Thoughtfully designed for easy everyday living, this home offers 2 bedrooms, 2 full baths, and a dedicated office/den--perfect for working from home, hobbies, or welcoming overnight guests. The open-concept floor plan is ideal for both

  

  Vicki Diprofio

  DiProfio Homes

  (984) 337-2324

  200 Imagine Way, Pittsboro, NC 27312
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  /29

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,433 Sq Ft

  37 Millennium Dr, Pittsboro, NC 27312

  Welcome home to this beautifully maintained, like-new gem nestled in one of the area's most thoughtfully planned communities. Perfectly positioned just steps from exceptional neighborhood amenities, this charming two-level home combines comfort, convenience, and timeless style. Inside, you'll find an inviting open-concept layout designed for everyday living and effortless entertaining. The

  Meredith Howell Peak, Swirles & Cavallito

  37 Millennium Dr, 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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  /36

  $504,000

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  76 Fox Chapel Ln, Pittsboro, NC 27312

  Welcome to 76 Fox Chapel Lane, a beautifully updated home with private outdoor retreat. This inviting 3b, 2.5b residence offers the perfect blend of comfort, functionality, and peaceful outdoor living. Natural light fills the thoughtfully designed layout. On the first floor, you'll find a spacious kitchen and dining room, a warm and welcoming high ceiling living room, and a hidden master bedroom

  Aisha Liu Southern Properties Group Inc.

  76 Fox Chapel Ln, Pittsboro, NC 27312
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  /10

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  197 Oak Hill Rd, Pittsboro, NC 27312

  Lovely 4.16 acres of wooded rolling property in a park like setting with beautiful boulders, a creek, trails and a 1 story brick home in need of significant repair. Fix and Flip or Tear Down and start over to create your own dream home in the woods of your own private park. Sold AS-IS with contents. Very conveniently located half way between Chapel Hill and Pittsboro off Mann's Chapel

  Becky Fricke Fathom Realty NC, LLC

  197 Oak Hill Rd, Pittsboro, NC 27312
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  /42

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,677 Sq Ft

  46 Whispering Meadows Ln, Pittsboro, NC 27312

  Model-home perfection in the highly desirable Whispering Meadows community of Pittsboro, NC. This beautifully upgraded custom home offers the perfect blend of luxury finishes, thoughtful functionality, and an unbeatable location near Jordan Lake, booming Chatham Park, major highways, and just 30 minutes to Cary. Inside, White Oak hardwoods, designer paint colors, heavy trim detail, plantation

  Tina Caul EXP Realty LLC

  46 Whispering Meadows Ln, Pittsboro, NC 27312
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  /42

  $425,000

  New Construction $40K PRICE DROP

  • 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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  /45

  $990,000

  • 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
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  /11

  $260,000

  • Land
  • 21,780 Sq Ft
  • $520,000 per Acre

  65 High Ridge Ln, Pittsboro, NC 27312

  Great Lot in Desirable Chapel Ridge Subdivision. Located on the 5th tee box. Bring your own builder

  Myers Smith TriSmith Realty

  65 High Ridge Ln, Pittsboro, NC 27312
• 

  

  /54

  $1,194,000

  • 3 Beds
  • 4 Baths
  • 2,926 Sq Ft

  160 Roberson Creek Rd, Pittsboro, NC 27312

  Amazing opportunity to own a practically brand-new, barely lived in custom home set on a private 3-acre homesite with no HOA. This stunning home offers the perfect blend of peaceful country living and everyday convenience. Located just under 2 miles from charming downtown Pittsboro, with easy access to Highway 64. Nestled in a serene natural setting with Roberson Creek running alongside the

  Tracy Hobbs Keller Williams Elite Realty

  160 Roberson Creek Rd, Pittsboro, NC 27312
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  /97

  $2,150,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,897 Sq Ft

  316 Firefly Overlook, Pittsboro, NC 27312

  Move-In Ready Custom Masterpiece by Wagoner Homes at Firefly Overlook - 316 Firefly Overlook, Pittsboro, NC MOVE IN READY! Step into this brand-new, completed custom home by award-winning Wagoner Homes, nestled on a private 1.55-acre homesite (Homesite 28) in the exclusive Firefly Overlook community at Jordan Lake. This exquisite residence spans 4,897 square feet of thoughtfully designed heated

  Johnathan Stroud The Real Estate Company

  316 Firefly Overlook, Pittsboro, NC 27312
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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 Sat 9AM - 7PM

  • 4 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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  /95

  $845,000

  Open Sun 2PM - 4PM $10K PRICE DROP

  • 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

  $489,000

  $10K PRICE DROP

  • 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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  /87

  $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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  /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
• 

  

  /90

  $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
• 

  

  /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
• 

  

  /46

  $765,000

  $10K PRICE DROP

  • 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
• 

  /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
• 

  

  /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

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