Pittsboro, NC Homes for Sale under $500,000

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  /52

  $469,000

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

  303 Wendover Pkwy, Pittsboro, NC 27312

  This beautifully designed home blends contemporary finishes with everyday functionality, nestled within one of Pittsboro's most vibrant, walkable communities.Step inside from the inviting front porch to an open-concept main level featuring engineered hardwoods, abundant natural light, and thoughtful upgrades throughout. The kitchen impresses with quartz countertops, a porcelain farmhouse

  Melanie Asbury

  AzBerrie Group, LLC

  (919) 849-5147

  303 Wendover Pkwy, Pittsboro, NC 27312
• Explore Pittsboro

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  /4

  $461,500

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

  2b Lucy Mae Page Rd, Pittsboro, NC 27312

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

  

  Joni Williams

  Straight Up Realty, LLC

  (919) 626-3998

  2b Lucy Mae Page Rd, Pittsboro, NC 27312
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  /31

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  24 Cynthia Ln, Pittsboro, NC 27312

  Lovely home with hardwood floors on first level. Breakfast area with large picture window. Also, a formal dining room. Living room features gas log fireplace. The owner's suite has a large walk-in closet, double vanity and large tub/shower combination. 3 bedrooms and a large bonus room on second floor. Bonus room has vinyl plank flooring. Deck with lovely, wooded view. 2 car garage with paved

  

  Joni Williams

  Straight Up Realty, LLC

  (984) 768-8587

  24 Cynthia Ln, Pittsboro, NC 27312
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  /17

  $409,900 New Construction

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

  Ambition Plan at Encore at Chatham Park - Villa Series, 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

  Builder

  175 Prospect Place Unit 36501534, Pittsboro, NC 27312
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  $435,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  122 Norwell Ln, Pittsboro, NC 27312

  Welcome to your private retreat in the heart of Chatham Park—where modern design meets wooded tranquility. This stunning end-unit townhome offers some of the best views in all of Chatham Park, backing to a fully wooded preserve for unmatched privacy and a peaceful, nature-filled setting. Flooded with natural light, this home perfectly balances beauty and function, showcasing elegant upgrades and

  Lorrie Marro Century 21 Southern Lifestyles

  122 Norwell Ln, Pittsboro, NC 27312
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  /28

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  36 Somerleigh Way, Pittsboro, NC 27312

  Resort-style living with a luxury home interior available NOW in the highly desirable Chatham Park community! This 2023 ''premium corner lot'' build has upgrades throughout the home such as luxury vinyl plank floors, quartz countertops, upgraded lighting, gas fireplace, tankless water heater, EV charging 2-car garage, stainless steel appliances and so much more! The main floor boasts an open

  Nick Frade Better Homes & Gardens Real Es

  36 Somerleigh Way, Pittsboro, NC 27312
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  /39

  $477,000 New Construction

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

  113 Parkland Dr, Pittsboro, NC 27312

  Discover Axis, a thoughtfully designed home at the center of our Elements Collection. Inspired by the idea of balance and connection, Axis blends modern architecture with natural materials and purposeful functionality. From the spacious kitchen and walk-in pantry to the serene first-floor guest suite and primary bath, every space is intentional. Clean lines, custom lighting, and an open-concept

  

  Homes By Dickerson

  Builder

  113 Parkland Dr, Pittsboro, NC 27312
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  /25

  $462,146 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  40 Wandering Way, Pittsboro, NC 27312

  Elegant Wilson Townhome in Chatham Park's Newest Phase Welcome to 40 Wandering Way, where the sought-after Wilson Plan brings together elegance, warmth, and modern convenience in NoVi at the Park, Chatham Park's newest phase. With 1,814 sq. ft., 3 bedrooms, 2.5 baths, and a versatile loft, this home is perfectly designed for both comfort and connection.The gourmet kitchen is a

  Gabriell Taylor Tri Pointe Homes Inc

  40 Wandering Way, Pittsboro, NC 27312
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  /16

  $471,063 New Construction

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

  56 Wandering Way, Pittsboro, NC 27312

  Bright and Airy Corner Homesite Sampson Plan at NoVi in Chatham ParkAt 56 Wandering Way, every detail of the Sampson Plan is designed to brighten your day. Perfectly positioned on a corner homesite in NoVi at the Park, this home enjoys extra windows, added privacy, and a location that feels open and inviting, ideal for both quiet mornings and lively gatherings.The kitchen is the

  Gabriell Taylor Tri Pointe Homes Inc

  56 Wandering Way, Pittsboro, NC 27312
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  /16

  $468,462 New Construction

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

  12 Quietwood Way, Pittsboro, NC 27312

  Live Brightly in the Sampson Plan at NoVi at the ParkNoVi at the Park isn't just Pittsboro's newest neighborhood, it's the heartbeat of Chatham Park's next chapter. And at its center, the Sampson Plan delivers a home that blends modern design, everyday comfort, and the kind of lifestyle today's buyers crave.Step inside and you'll feel it instantly: wide-open living areas that flow

  Gabriell Taylor Tri Pointe Homes Inc

  12 Quietwood Way, Pittsboro, NC 27312
• 

  $471,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

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

  The Terra 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 36974258, Pittsboro, NC 27312
• 

  $469,000 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
• 

  $471,000 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
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  /16

  $467,900 New Construction

  • 2 - 4 Beds
  • 2 - 3 Baths
  • 1,761+ Sq Ft

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

  Elegance combines with genuine comforts to make each day delightful in The Carroway by David Weekley floor plan. A multi-function island and expansive view of the sunny living and dining spaces contribute to the culinary layout of the glamorous kitchen. Refresh and relax in the Owner’s Retreat, complete with an en suite bathroom and walk-in closet. A guest room provides ample privacy and a

  

  David Weekley Homes

  Builder

  175 Prospect Place Unit 36476262, Pittsboro, NC 27312
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  /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
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  /40

  $409,000

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

  230 Oakwood Dr, Pittsboro, NC 27312

  This mid-century ranch blends timeless character with thoughtful updates—all just minutes from downtown Pittsboro. Featuring 4 bedrooms and 2 full baths, this home sits on nearly half an acre backing up to a private tree line, offering both space and serenity.Inside, you'll find a fully renovated kitchen with granite countertops, updated cabinetry, and stainless steel

  Gabriella Encinas EXP Realty LLC

  230 Oakwood Dr, Pittsboro, NC 27312
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  $499,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  132 Hudson Hills Rd, Pittsboro, NC 27312

  Looking for natural serenity? 132 Hudson Hills offers a rare opportunity to own a well-kept home on over an acre of land in a sought-after yet quiet neighborhood at a price that won't break the bank. This 3 bedroom gem even has an all-weather sunroom and expansive decking so that you can enjoy the peaceful views any time. Fantastic fenced in back yard! Get cozy by the fire ring or the gas

  Shenandoah Nieuwsma Compass -- Chapel Hill - Durham

  132 Hudson Hills Rd, Pittsboro, NC 27312
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  /5

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  10 Lakestone Estates, Pittsboro, NC 27312

  Calling all HGTV lovers, visionaries, and savvy investors! This 3-bedroom, 2.5-bathroom home with a bonus room over the garage is your canvas for creating something truly special. Nestled on 6.75 acres of private, wooded land, this property offers the perfect balance of serene seclusion and unbeatable convenience. This home is located just minutes from Jordan Lake and the Robeson Creek boat ramp,

  Laura Deitsch Grow Local Realty, LLC

  10 Lakestone Estates, Pittsboro, NC 27312
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  /43

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  120 Mosaic Blvd Unit 306, Pittsboro, NC 27312

  Experience the best of modern urban living in Tessera at Mosaic at Chatham Park. This stunning 2-bedroom, 2-bath condo offers 1,165 sq. ft. of stylish comfort in the sought-after Pearl floor plan. Private lobby entrance and elevator. With soaring 11' ceilings, sleek black-framed windows, quartz countertops, a spacious island, designer closets, and tiled spa-inspired baths, every detail feels

  Tanya Papandrea Absolute Realty Company, LLC

  120 Mosaic Blvd Unit 306, Pittsboro, NC 27312
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  /58

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  499 Beechmast, Pittsboro, NC 27312

  Fearrington Village is a special place and so is the lovely townhome with its first floor owners' suite, updated kitchen with nice breakfast area, large living room, sun room and private deck to enjoy the leaves as they change colors. Upstairs is a private guest area with its own bath in addition to another bedroom or office and a great storage area as well. The community is renowned for its

  Kitty Stockton Space Exchange Realty

  499 Beechmast, Pittsboro, NC 27312
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  /47

  $440,000

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  57 Merriville Rd, Pittsboro, NC 27312

  PRICE IMPROVEMENT!! Looking for a stunning and affordable home in a 55+ community? Look no further than this slighty used home built at the end of 2023. Sellers lived in it for just over a year.Fenced in backyard was added by the sellers, perfect for a short visit with the grandkids. Check with the sales office, as there are breed specifications on dogs, but smaller dogs will

  Michael Hudson Real Broker, LLC

  57 Merriville Rd, Pittsboro, NC 27312
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  /7

  $450,000

  • Land
  • 5 Acres
  • $90,000 per Acre

  Unlisted Address

  This property consists of three, single wide mobile home rentals on two adjoining parcels. If potential buyers are not interested in mobile home rentals, then, as personal property, they can be sold and easily removed. 134 Lonesome Dove is subject to a one year lease starting on Sept 25, 2025. The other two mobile homes are on a month to month rental basis. 134 and 193 Lonesome Dove Lane are on

  Michael Hubbard Jordan Lake Land Sales

  Unlisted Address
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  /16

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,915 Sq Ft

  94 Meadow Run, Pittsboro, NC 27312

  READ THIS! Home was built as a three BR but former owner removed a wall to have his office open to the rest of the house. If you really need three BR you could add the wall back. If you need it for a syudy or office it still works. one level home in ''historic district'' of Fearrington. Open plan with huge sunroom overlooking very private backyard. Bedrooms are on opposite sides of the house.

  Sammy Martin Franklin Street Realty

  94 Meadow Run, Pittsboro, NC 27312
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  /23

  $450,000

  • Land
  • 15.25 Acres
  • $29,508 per Acre

  1545 Alex Cockman Rd, Pittsboro, NC 27312

  Rare large residential acreage, offering public paved road frontage and excellent flexibility for building or investment. This wooded property features a shared pond, access to public county water and a four bedroom perc permit on file, making it ready for your dream home or next project. With the potential to subdivide and develop into a small subdivision, this property is ideal for builders,

  Eric Andrews Realty World Carolina Prop

  1545 Alex Cockman Rd, Pittsboro, NC 27312
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  /41

  $439,000

  • 2 Beds
  • 1 Bath
  • 730 Sq Ft

  10 Bynum Beach Rd, Pittsboro, NC 27312

  One-of-a-Kind Riverfront Gem! Step back in time with this unique 1900 cabin set on 3.87 private acres along the Haw River, right next to the iconic Bynum Bridge and Bynum River Access Point. Cast a line, relax by the water, and soak in the charm and history this cabin offers. Recently approved for a new 4-bedroom septic permit build your dream home while preserving the beauty of this historic

  Peggy Jennings Compass -- Chapel Hill - Durham

  10 Bynum Beach Rd, Pittsboro, NC 27312
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  /16

  $415,000

  • Land
  • 3.78 Acres
  • $109,788 per Acre

  75 Kenwood Ln, Pittsboro, NC 27312

  Location: Stonecrest at Norwood, near Chapel Hill, NCLot Size: Approx. 3.8 AcresLot Type: Estate Lot (One of the Largest & Last Remaining)Builder: Custom Build Opportunity with Award-Winning BOLD ConstructionListing 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

  Lew Hendricks Bold Real Estate

  75 Kenwood Ln, Pittsboro, NC 27312
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  /2

  $475,000

  • Land
  • 2.96 Acres
  • $160,473 per Acre

  281 Mt Gilead Church Rd, Pittsboro, NC 27312

  This lovely wooded lot boasts mature hardwood trees and includes a creek that flows along the rear boundary. Notably, this property is not governed by the restrictive covenants of Henrys Ridge, giving you greater flexibility in building options. You have the freedom to select your own builder. Property can be subdivided.

  Pamela Wiggs BROWN PROPERTY GROUP

  281 Mt Gilead Church Rd, Pittsboro, NC 27312
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  /20

  $425,000

  • Land
  • 6.49 Acres
  • $65,485 per Acre

  33 Versailles Ln, Pittsboro, NC 27312

  This exceptional estate home lot is located in a premier boutique subdivision, where parcels are thoughtfully designed to feature a prime level build box, natural buffers, and a spacious paved private road. It comes with a Chatham County-approved AOWE septic permit for six bedrooms. The setting is a beautiful countryside with hardwood trees, pasture land, and abundant privacy, making it a natural

  Sandy Savage Carolina One Realty

  33 Versailles Ln, Pittsboro, NC 27312
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  /24

  $412,000

  • Land
  • 2.63 Acres
  • $156,654 per Acre

  93 Kenwood Ln, Pittsboro, NC 27312

  Here is your exclusive opportunity to build your custom dream home in exclusive Stonecrest at Norwood. Discover one of the last available estate lots in this highly sought-after community. Nestled on 2.63 acres, this one-of-a-kind property offers unmatched privacy with a long, meandering driveway leading to your private homesite. This is a rare find. Bring your own builder or use one of our

  Sandy Savage Carolina One Realty

  93 Kenwood Ln, Pittsboro, NC 27312
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  /31

  $435,000

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  710 Vine Pkwy, Pittsboro, NC 27312

  Discover this charming modern farmhouse with contemporary amenities in the heart of Chatham Park. This 2 bedroom/ 2.5 bath Garman crafted home includes a primary suite, gourmet kitchen and a beautiful back porch. Thoughtfully designed on a corner lot with a 2 car detached garage -- 710 Vine Pkway offers great live, play, work options in Chatham Park and nearby. Easy to get to UNC , highways and

  Carolyn Kinneen Nest Realty of the Triangle

  710 Vine Pkwy, Pittsboro, NC 27312
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  /46

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  206 Rocky Hills Rd, Pittsboro, NC 27312

  3.2 ACRES with NO HOA - MODERN HOME + BASEMENT WORKSHOP + MASSIVE DETACHED SHOP (24.2x27.2 PLUS Overhang for parking!This is the one you've been waiting for—3.2 wooded acres of privacy with NO HOA, a modern updated home, and not one, but TWO workshop spaces, including a MASSIVE DETACHED WORKSHOP with a pull-up door—perfect for indoor parking, projects, hobbies, or weekend fun!Enjoy the outdoors

  James Hutson Ninja Realty

  206 Rocky Hills Rd, Pittsboro, NC 27312
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  /14

  $400,000

  • Land
  • 5.77 Acres
  • $69,324 per Acre

  140 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 5.8-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

  Lew Hendricks Bold Real Estate

  140 Noble Reserve Way, Pittsboro, NC 27312
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  /49

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  595 Weathersfield Unit A, Pittsboro, NC 27312

  Absolutely beautiful DESIRABLE End-Unit townhome in very popular Fearrington Village. GREAT investment opportunity! VACANT & READY TO MOVE INTO! Set in a secluded cul-de-sac for privacy, yet close to everything! Spacious detached (1) car garage. Light & bright thru-out. Vaulted ceiling & gas-logs fireplace in living room with built-in shelves on wall! Sunroom w/parquet floor. Extra room for

  Donna O'neill Keller Williams Legacy

  595 Weathersfield Unit A, Pittsboro, NC 27312
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  /8

  $400,000

  • Land
  • 3.07 Acres
  • $130,293 per Acre

  186 Evington Dr, Pittsboro, NC 27312

  Back on the market! Final opportunity! Design and Build your dream home with Paragon Building Group on this stunning 3.3 acre homesite that backs to protected NC parkland! Situated in a majestic enclave minutes from Jordan Lake and the Haw River, just outside downtown Pittsboro off US-64. All construction in Riverstone Estates is done with Universal Design concept. Minimum package build price is

  Kerrie Bornkessel Fonville Morisey & Barefoot

  186 Evington Dr, Pittsboro, NC 27312
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  /19

  $414,000

  • Land
  • 3.99 Acres
  • $103,759 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. Contact us for additional maps,

  Johnathan Stroud The Real Estate Company

  178 Green Turtle Ln, Pittsboro, NC 27312
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  /12

  $479,500

  • Land
  • 3.49 Acres
  • $137,393 per Acre

  60 White Sound Way, Pittsboro, NC 27312

  Lot 14 is a large 3.49 acre homesite, nestled at the back of the community. Lot 14 offers great privacy will still being in a community. This lot is great for someone looking for a long driveway (which includes a creek crossing) and an idyllic building site. The developer is clearing for the driveway and homesite. Contact us for additional maps, septic info, and HOA information.

  Johnathan Stroud The Real Estate Company

  60 White Sound Way, Pittsboro, NC 27312
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  /16

  $440,799 New Construction

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

  44 Wandering Way, Pittsboro, NC 27312

  Stylish Sampson Plan in NoVi at the Park At 44 Wandering Way, the Sampson Plan blends timeless charm with fresh, modern design. Featuring 3 bedrooms, 2.5 baths, a flexible loft, and a private brick courtyard, every space is made to feel open, stylish, and effortlessly livable.The gourmet kitchen shines with upgraded white cabinetry, a bold Admiral blue island, Freedom Calacatta

  Gabriell Taylor Tri Pointe Homes Inc

  44 Wandering Way, Pittsboro, NC 27312
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  /16

  $485,578 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  34 Wandering Way, Pittsboro, NC 27312

  Corner Elegance in the Wilson Plan at NoVi at the ParkWelcome to 34 Wandering Way, where the Wilson Plan shines on a coveted corner homesite in Chatham Park's newest phase, NoVi at the Park. This home offers more, extra windows, abundant natural light, enhanced privacy, and quick access to the community green space, giving everyday living a fresh, elevated feel.Inside, the gourmet

  Gabriell Taylor Tri Pointe Homes Inc

  34 Wandering Way, Pittsboro, NC 27312
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  /25

  $479,047 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  16 Quietwood Way, Pittsboro, NC 27312

  Discover the perfect blend of modern style and everyday convenience in this beautifully designed Wilson townhome at Townes at NoVi, offering 3 bedrooms, 2.5 baths, and approximately 1,814 sq. ft. of thoughtfully planned living space. With its prime location overlooking the community's signature grand courtyard, this home provides the ideal setting for connection and relaxation. Inside, you'll

  Gabriell Taylor Tri Pointe Homes Inc

  16 Quietwood Way, Pittsboro, NC 27312
• 

  

  /25

  $439,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  291 Wendover Pkwy, Pittsboro, NC 27312

  The beautifully curated Wilson Model townhome at Chatham Park's Vineyards is now available partially furnished and designed, offering the ultimate move-in ready experience at an unbeatable value. This 3BR/2.5BA/2-car garage home spans over 1,850 sq. ft. of modern living and features gourmet upgrades throughout, including a wall oven and microwave combo, Stone Gray cabinetry with quartz

  Gabriell Taylor Tri Pointe Homes Inc

  291 Wendover Pkwy, Pittsboro, NC 27312

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