Pittsboro, NC Homes for Sale under $500,000

• 

  

  

  /24

  $399,999

  $12K PRICE DROP

  • Land
  • 2.63 Acres
  • $152,091 per Acre

  93 Kenwood Ln, Pittsboro, NC 27312

  A rare opportunity to build your custom dream home in the sought-after Stonecrest at Norwood community. One of the last remaining estate lots available, this stunning 2.63-acre homesite offers exceptional privacy, accessed by a long, meandering driveway that sets the tone for the retreat that awaits. Picturesque Wilkinson Creek runs along the property, providing tranquil views and soothing

  

  Sandy Savage

  Carolina One Realty

  93 Kenwood Ln, Pittsboro, NC 27312
• Explore Pittsboro

• 

  

  

  /17

  $364,000

  $15K PRICE DROP

  • Land
  • 3.9 Acres
  • $93,333 per Acre

  318 Jones Ferry Rd, Pittsboro, NC 27312

  SAVE BIG! Seller is offering up to $10,000 toward closing cost or an interest buy down when financing is obtained through the preferred lender-- making ownership more affordable with lower monthly payments!! A rare estate-home site in one of Chatham County's most desirable corridors. Cleared land ready to build. Perk approved for a 4-bedroom home, with excellent public road frontage. Ideally

  

  Philip Mathew

  Ideal Home Realty

  318 Jones Ferry Rd, Pittsboro, NC 27312
• 

  

  

  /37

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 2,487 Sq Ft

  513 Swim and Croquet Rd, Pittsboro, NC 27312

  A peaceful woodland setting, updated interiors, and the ease of main-level living, this comforting 3-bedroom, 2.5-bath townhome is nestled in the desirable Weathersfield neighborhood of Fearrington Village. You'll enjoy approximately 2,500 square feet of thoughtfully designed living where timeless flow meets effortless comfort. The sought-after main-level primary suite provides a peaceful

  

  Dianne Gray

  Coldwell Banker - HPW

  513 Swim and Croquet Rd, Pittsboro, NC 27312
• 

  

  

  /11

  $424,900

  $50K PRICE DROP

  • Land
  • 10.86 Acres
  • $39,114 per Acre

  388 Talon Dr, Pittsboro, NC 27312

  Build Your Dream Home on Top of the Hill!!! Discover this beautiful 10+ acre wooded lot in the established, upscale community of Eagles Ridge. Perfectly situated, this property offers both privacy and convenience—just minutes from Jordan Lake, Pittsboro, and the exciting growth of Chatham Park. The lot features a picturesque rocky creek along the back boundary and a gentle slope, ideal for

  

  Donna Thomas

  Coldwell Banker HPW Pittsboro

  388 Talon Dr, Pittsboro, NC 27312
• 

  

  

  /6

  $350,000

  $25K PRICE INCREASE

  • Land
  • 12.11 Acres
  • $28,909 per Acre

  Lot 1 C Turkey Buzzard Ln, Pittsboro, NC 27312

  Discover the perfect blend of privacy and potential with this secluded wooded acreage bordered by creek frontage along Harlands Creek! Tucked away in a peaceful setting, this beautiful parcel offers a serene natural backdrop ideal for your dream home or weekend retreat. With a 4-bedroom perc permit on file and no time limit to build, you have the freedom to plan at your own pace. Enjoy the

  Eric Andrews Realty World Carolina Prop

  Lot 1 C Turkey Buzzard Ln, Pittsboro, NC 27312
• 

  

  /43

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,967 Sq Ft

  241 Millennium Dr, Pittsboro, NC 27312

  Experience refined, low-maintenance living at 241 Millennium Drive, a beautifully appointed 3-bedroom, 2.5-bath end unit townhome in the heart of the award-winning Chatham Park community. Situated on a 3,180-square-foot lot, this thoughtfully designed residence offers spacious, flexible living, a 2-car garage, and a lifestyle that seamlessly blends luxury with convenience. Additional upgrades

  Carl Penny Fathom Realty NC, LLC

  241 Millennium Dr, Pittsboro, NC 27312
• 

  

  /3

  $499,000

  • Land
  • 26,136 Sq Ft
  • $831,667 per Acre

  30 Midway St, Pittsboro, NC 27312

  Prime location within walking distance to quaint downtown Pittsboro. Shops, restaurants, places of Worship, Bakery, Art Galleries, offices and downtown Social district is only 3 blocks away! Wonderful level residential lot to build your dream home or rare investment opportunity with multi-family use potential.

  Shannon Plummer Chatham Homes Realty

  30 Midway St, Pittsboro, NC 27312
• 

  

  /78

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  2251 Castle Rock Farm Rd, Pittsboro, NC 27312

  *Calling all Cash Buyers* 2 parcels - 5.99 acres in total! Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, income potential, and rural charm. Situated on a SHARED WELL, this property includes a spacious primary residence and a singlewide home--both being sold together as one package! The primary home provides comfortable living with ample

  Lauren Rhodes Everything Pines Partners Sanf

  2251 Castle Rock Farm Rd, Pittsboro, NC 27312
• 

  

  /13

  $434,960

  New Construction Open Sat 1PM - 4PM

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

  147 Tantara Bend, Pittsboro, NC 27312

  Welcome to The Ambition, a beautifully designed paired villa in the highly sought-after Encore at Chatham Park, offering elegant one-level living with upscale finishes and abundant natural light. A private front courtyard welcomes you into an open-concept floor plan centered around a gourmet kitchen featuring a gas cooktop, built-in wall oven, oversized island, walk-in pantry, and premium

  Tracey Riordan Weekley Homes, LLC

  147 Tantara Bend, Pittsboro, NC 27312
• 

  

  /12

  $480,000

  • Land
  • 11.12 Acres
  • $43,165 per Acre

  411 Auburn Ln, Pittsboro, NC 27312

  BUILD-READY homesite with a 5-bedroom IMPROVEMENT PERMIT on file (septic), creek frontage, and a prime location across from Fearrington Village. This beautiful west-facing property captures warm afternoon light and peaceful sunset views over Pokeberry Creek, creating the perfect setting for a future back porch where you can relax and take in the natural surroundings. A key step in the building

  Kristen Spruill Choice Residential Real Estate

  411 Auburn Ln, Pittsboro, NC 27312
• 

  

  /10

  $398,000

  • Land
  • 2.16 Acres
  • $184,259 per Acre

  93 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 homes already under construction by our Exclusive Builder Team and new residents beginning to call it home. Perfectly positioned at the intersection of N.

  Johnathan Stroud The Real Estate Company

  93 Firefly Overlook, Pittsboro, NC 27312
• 

  

  /19

  $414,000

  $5K PRICE INCREASE

  • Land
  • 3.99 Acres
  • $103,811 per Acre

  178 Green Turtle Ln, Pittsboro, NC 27312

  Lot 24 is a 3.98 acre homesite, tucked away in the back of the community. Lot 24 is one of the most private lots in the community. The lot is a great size for those looking to escape the typical in-town subdivisions. The developer has cleared and laid gravel for the shared drive between 23 and 24. A Road Maintenance agreement will be established for Lots 23 and 24. Additional maps, septic info,

  Johnathan Stroud The Real Estate Company

  178 Green Turtle Ln, Pittsboro, NC 27312
• 

  

  /8

  $375,000

  • Land
  • 5.26 Acres
  • $71,293 per Acre

  60 Clear Springs Ct, Pittsboro, NC 27312

  Design and Build your dream home featuring Universal Design with award winning Sadler Construction, Inc. on this 5.3 acre homesite in exclusive Estates at Laurel Ridge! Situated in a pastoral setting just outside downtown Pittsboro and Chatham Park's downtown dining and entertainment center, Mosaic. Haw River and Jordan Lake recreation are just minutes away. Enjoy Large acreage WITHOUT the need

  Kerrie Bornkessel Fonville Morisey & Barefoot

  60 Clear Springs Ct, Pittsboro, NC 27312
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  /27

  $500,000

  $75K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  39 Banning Dr, Pittsboro, NC 27312

  Located in the heart of sought-after Chatham Park, Vineyards collection. Like new, 3-bedroom, 2.5-bath home, upscale living with high-end finishes at every turn. Walk to amenities, pool, playground plus much more! The open-concept main level is a showstopper, featuring gleaming hardwoods and a chef's kitchen anchored by an oversized marble island and a premium gas range. The living room exudes

  Devin G Home Team Realty Robbins and Associates Realty

  39 Banning Dr, Pittsboro, NC 27312
• 

  

  /23

  $310,000

  $10K PRICE DROP

  • Land
  • 5.08 Acres
  • $61,000 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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  /36

  $429,990

  New Construction Open Sat 12PM - 5PM $39K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft

  56 Wandering Way, Pittsboro, NC 27312

  Corner homesite. Extra windows. Light-filled living. Welcome to 56 Wandering Way in Chatham Park, located in NoVi at the Park. This Sampson plan stands out with its corner positioning, offering more natural light, added privacy, and a more open, inviting feel than typical townhomes. Inside, the main level is bright and connected, designed for both everyday living and entertaining. The kitchen

  Gabriell Taylor Tri Pointe Homes Inc

  56 Wandering Way, Pittsboro, NC 27312
• 

  

  /29

  $459,900

  • 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
• 

  

  /16

  $250,000

  $30K PRICE DROP

  • Land
  • 5.01 Acres
  • $49,900 per Acre

  100 Rolling Acres, Pittsboro, NC 27312

  Do not miss the opportunity to own approximately 5 acres of land in Pittsboro. The property includes an existing mobile home structure that has not been occupied in over 15 years and is not considered livable. The home is being conveyed at no value. The property is equipped with a well and septic system; however, the seller makes no representations or guarantees regarding their condition or

  Bobbie Boghosian RE/MAX One Hundred

  100 Rolling Acres, Pittsboro, NC 27312
• 

  

  /17

  $260,000

  $15K PRICE DROP

  • Land
  • 8.36 Acres
  • $31,100 per Acre

  177 Karen Calhoun Rd, Pittsboro, NC 27312

  Secluded & private homesite - minutes from town! Tucked away off a quiet road, this unrestricted vacant land backs up to Pokeberry Creek and offers the perfect setting for your dream home or private retreat. Surrounded by mature vegetation, the property provides exceptional privacy and seclusion - yet remains just a short drive to downtown Pittsboro, Chatham Park, Chapel Hill, Apex, Cary, RTP,

  Eric Andrews Realty World Carolina Prop

  177 Karen Calhoun Rd, Pittsboro, NC 27312
• 

  

  /19

  $354,900

  $55K PRICE INCREASE

  • Land
  • 1.62 Acres
  • $219,074 per Acre

  70 White Sound Way, Pittsboro, NC 27312

  Lot 12 is a 1.64 acre homesite, sitting at the back of the community. Lot 12 offers a great basement homesite that slopes gently down to a natural stream. The developer is clearing for the driveway and homesite. Additional maps, septic info, and HOA information available upon request. Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its

  Johnathan Stroud The Real Estate Company

  70 White Sound Way, Pittsboro, NC 27312
• 

  

  /25

  $469,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,467 Sq Ft

  134 Tantara Bend, Pittsboro, NC 27312

  The Inspiration by David Weekley Homes offers thoughtfully designed gathering spaces and the flexibility to grow with your family’s changing lifestyle. Natural light pours through energy-efficient windows, illuminating the open-concept family and dining areas to create a bright, welcoming environment. The chef-inspired kitchen is the heart of the home, featuring a spacious dine-up island along

  David Weekley Homes Builder

  134 Tantara Bend, Pittsboro, NC 27312
• 

  $445,500

  New Construction

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

  Lumen B Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Lumen plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 36973963, Pittsboro, NC 27312
• 

  

  /13

  $350,000

  • Land
  • 6.18 Acres
  • $56,634 per Acre

  85 Noble Reserve Way, Pittsboro, NC 27312

  Noble Reserve: Only 3 premium lots remain in this luxury custom home subdivision! Don't miss your chance to build your dream home on an expansive 6.2-acre, heavily wooded, private lot with breathtaking nature views. Enjoy the perfect blend of tranquility and convenience with a prime Chapel Hill location and lower Chatham County taxes. This natural retreat offers ultimate privacy, yet is just

  Lew Hendricks Bold Real Estate

  85 Noble Reserve Way, Pittsboro, NC 27312
• 

  

  /28

  $429,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,739 Sq Ft

  147 Parkland Dr, Pittsboro, NC 27312

  Corner homesite. More windows. More light. More privacy. Welcome to one of the most desirable opportunities in Chatham Park's NoVi District. This move-in-ready townhome blends designer finishes, an open-concept layout, and a private brick courtyard with a lifestyle that's difficult to find elsewhere in the Triangle. Walk to the YMCA, NoVi Lawn, parks, and miles of greenways. Spend evenings at

  Gabriell Taylor Tri Pointe Homes Inc

  147 Parkland Dr, Pittsboro, NC 27312
• 

  $435,500

  New Construction

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

  Lumen A Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Lumen plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 36973964, Pittsboro, NC 27312
• 

  $443,500

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,973 Sq Ft

  Evergreen C Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Evergreen plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 40971392, Pittsboro, NC 27312
• 

  

  /21

  $490,000

  • 3 Beds
  • 3 Baths
  • 2,826 Sq Ft

  512 Chatham Forest Dr, Pittsboro, NC 27312

  Discover the versatility and comfort of this smartly designed home in popular Chatham Forest.with spacious yard and tree buffer behind. Enjoy one level living with open spaces while natural light pours onto gleaming hardwood floors. Plus the perfectly finished lower level; will it be the ideal entertainment area or shall you go with a full media array for the best watch parties? With a bathroom

  Tricia Watson Coldwell Banker HPW

  512 Chatham Forest Dr, Pittsboro, NC 27312
• 

  

  /20

  $466,900

  New Construction

  • 2 - 3 Beds
  • 2 - 3 Baths
  • 1,719+ Sq Ft

  Mosley Plan at Encore at Chatham Park - Classic Series, Pittsboro, NC 27312

  Classic, contemporary, and innovative design elements come together in The Mosley by David Weekley Homes floor plan. Flex your interior design skills in the limitless lifestyle potential of the sunny family and dining area. Birthday cakes, impressive dinners, and shared memories of holiday treats all begin in the tasteful kitchen nestled at the heart of this home. Greet guests from the inviting

  David Weekley Homes Builder

  175 Prospect Place Unit 36480935, Pittsboro, NC 27312
• 

  

  /11

  $487,900

  New Construction

  • 2 - 4 Beds
  • 2 - 3 Baths
  • 1,873+ Sq Ft

  Rosebay Plan at Encore at Chatham Park - Classic Series, Pittsboro, NC 27312

  2br, 2ba, 2gr: Make your new home dreams a reality with the innovative Rosebay floor plan by David Weekley Homes of Raleigh. The open-concept gathering spaces on the offer elegant opportunities to apply your interior decor style.

  David Weekley Homes Builder

  175 Prospect Place Unit 36475305, Pittsboro, NC 27312
• 

  

  /19

  $300,000

  • Land
  • 1.47 Acres
  • $204,082 per Acre

  910 N Carolina 902, Pittsboro, NC 27312

  Unique opportunity to purchase a large 1.47 acre lot approximately 1 mile from downtown Pittsboro! Homesite is level, with rolling contour through the trees. Very private, pond view, nestled within a mature hardwood forest ecosystem with a neighboring spring-fed pond. Very minimal restrictions (chickens are okay!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and

  Gavin Mekemson Windjam Properties

  910 N Carolina 902, Pittsboro, NC 27312
• 

  $425,000

  New Construction

  • 3 - 4 Beds
  • 3 Baths
  • 1,876 Sq Ft

  Ember B Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Ember plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 36973959, Pittsboro, NC 27312
• 

  

  /35

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,123 Sq Ft

  438 Crossvine Close, Pittsboro, NC 27312

  Enjoy easy living in this end-unit townhouse set in a park-like setting. The front door opens to a welcoming entry hall. The spacious living room features a vaulted ceiling with skylights and a ceiling fan, a gas fireplace, and large windows overlooking the backyard. A formal dining room connects to the living room. The updated kitchen offers warm wood cabinetry, quartz countertops, and

  Tony Hall Berkshire Hathaway HomeService

  438 Crossvine Close, Pittsboro, NC 27312
• 

  

  /10

  $439,000

  $261K PRICE DROP

  • Land
  • 20 Acres
  • $21,950 per Acre

  0 N Carolina 902, Pittsboro, NC 27312

  Nestled in the country side, right outside of booming Pittsboro Downtown. A prime location and a corner lot at NC 902 HWY & Richardson Rd intersection. Perfect for investors in the middle of growth and modernization. Plenty of main road access on two sides of the property on two main roads. Recent Perc Test report available.

  Narsa Gaddam Primus Realty LLC

  0 N Carolina 902, Pittsboro, NC 27312
• 

  

  /19

  $466,980

  New Construction

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

  156 Tantara Bend, Pittsboro, NC 27312

  Discover effortless living in this Ambition Quick Move-In Home, perfectly positioned to back up to a private common area—offering peaceful views, added privacy, and a serene setting you’ll enjoy every day. Designed for comfort and connection, this thoughtfully crafted home blends open-concept living with stylish finishes, creating an ideal space for both relaxing and entertaining. Natural light

  David Weekley Homes Builder

  156 Tantara Bend, Pittsboro, NC 27312
• 

  $455,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  Onyx D Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Onyx plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 36974266, Pittsboro, NC 27312
• 

  

  /61

  $425,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,491 Sq Ft

  490 Beechmast, Pittsboro, NC 27312

  Nestled in the desirable Upper Beechmast neighborhood of Fearrington Village, this charming townhome is surrounded by mature, established landscaping and offers a wonderful blend of comfort and convenience. The bright, sunny kitchen features a cheerful breakfast area, while a separate dining room provides the perfect setting for entertaining. The inviting sunroom showcases a wall of windows and

  Bonnie Strowd NorthGroup Real Estate, Inc.

  490 Beechmast, Pittsboro, NC 27312
• 

  

  /3

  $375,000

  • Land
  • 5.61 Acres
  • $66,845 per Acre

  58 E Hawfields Rd, Pittsboro, NC 27312

  UNIQUE PROPERTY SIZE FOR PERSON WANTING PRIVACY AND ROOM FOR STORAGE OUTSIDE AND ENTERTAINMENT.SOIL TEST NOT DONE BUT LOOKING AT ADJOINING SUBDIVISIO HAVING 1 ACRE LOTS MAY BE POSSIBLE TO DIVIDE INTO 3 OR 4 LOTS WITH PRIVATE UTILITIES.THIS SHOULD BE A GOOD INVESTMENT AS LAND PRICES KEEP GOING UP.ACCESS TO LARGE SHARED POND!!!!

  Bob Atkinson Atkinson Properties Group

  58 E Hawfields Rd, Pittsboro, NC 27312
• 

  

  /16

  $409,900

  New Construction

  • 2 - 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  Inspiration Plan at Encore at Chatham Park - Villa Series, Pittsboro, NC 27312

  The Inspiration by David Weekley floor plan presents optimized gathering spaces and the versatility to adapt to a family’s lifestyle changes throughout the years. Sunlight filters in through energy-efficient windows to shine on the open-concept family and dining areas. The chef’s kitchen provides a dine-up island and plenty of storage and prep space. A lovely covered porch adds a great place to

  David Weekley Homes Builder

  175 Prospect Place Unit 36460030, Pittsboro, NC 27312
• 

  $427,000

  New Construction

  • 3 - 4 Beds
  • 3 Baths
  • 1,876 Sq Ft

  Ember C Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Ember plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 36973961, Pittsboro, NC 27312
• 

  $434,500

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  Alder A Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

  The Alder plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

  Homes By Dickerson Builder

  36 Rosedale Way Unit 40971394, Pittsboro, NC 27312

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