Pittsboro, NC 2-Story Homes for Sale

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  $563,000

  • 3 Beds
  • 2.5 Baths
  • 1,991 Sq Ft

  39 Banning Dr, Pittsboro, NC 27312

  Why wait for a new build when you can move into this impeccably upgraded masterpiece today? Located in the heart of sought-after Chatham Park, this 3-bedroom, 2.5-bath home transcends standard living with high-end finishes at every turn.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

  Devin G Home Team Realty Robbins and Associates Realty

  39 Banning Dr, Pittsboro, NC 27312
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  $1,090,000

  • 4 Beds
  • 6 Baths
  • 6,011 Sq Ft

  701 Spindlewood, Pittsboro, NC 27312

  TIMELESS DESIGN. EXCEPTIONAL SPACE. FEARRINGTON LIVING AT ITS BEST! Resting on just over an acre and positioned well back from the road for privacy and presence, this impressive residence welcomes you with a generous driveway leading to a gated front courtyard. A brick walkway sets an elegant tone from the very first step. Inside, the main level unfolds with exceptional flow, abundant light, and

  Brigitte Condoret Century 21 Southern Lifestyles

  701 Spindlewood, Pittsboro, NC 27312
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  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  8 Crosswinds Estates Dr, Pittsboro, NC 27312

  Private wooded retreat on 4.49 acres. In excellent location!This charming home blends nature with thoughtful updates. The main level features a large family room with wood-burning, stacked stone fireplace. Main level primary suite, large full bath with garden tub and separate shower. Wood flooring throughout, a cozy sunroom heated and cooled. The beautiful kitchen shines with thoughtful

  Julie Roland Julie Roland Realty Inc

  8 Crosswinds Estates Dr, Pittsboro, NC 27312
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  $850,000

  • 4 Beds
  • 2.5 Baths
  • 3,515 Sq Ft

  915 Cabin Creek, Pittsboro, NC 27312

  Exceptional custom brick home offering over 3,500 square feet of refined living space in the highly sought after Chapel Ridge Golf Community. Positioned just under a half an acre and backing to mature hardwoods, this home delivers rare privacy and a tranquil (HOA) wooded backdrop that creates a true retreat setting. The adjacent lot is also available for purchase, presenting a rare opportunity to

  Ashley Wilson DeWeese Keller Williams Legacy

  915 Cabin Creek, Pittsboro, NC 27312
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  $619,900

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  246 Fox Ridge Rd, Pittsboro, NC 27312

  Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 21⁄2-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside,

  Jed Gronewald Relevate Real Estate Inc.

  246 Fox Ridge Rd, Pittsboro, NC 27312
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  $883,000

  • 4 Beds
  • 3.5 Baths
  • 3,349 Sq Ft

  55 Bob White, Pittsboro, NC 27312

  Welcome to your stunning new home in the Chapel Ridge section of the larger Chatham Park community—a vibrant, master-planned setting in Pittsboro, North Carolina that blends thoughtful design, natural beauty, and convenient access to recreation, shopping, schools and main roadways. This beautifully appointed residence offers gourmet finishes throughout and a thoughtful layout ideal for both

  Alexander Sims KELLER WILLIAMS REALTY (FAYETTEVILLE)

  55 Bob White, Pittsboro, NC 27312
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  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  64 Winthrop Rd, Pittsboro, NC 27312

  Set on 1.3 private acres in the established Peppertree community, 64 Winthrop offers a rare combination of space, privacy, and convenience, while being just minutes from some of the Triangle's most important destinations. You're close enough to stay connected, yet far enough away to truly unwind. Enjoy an easy commute to major hospitals, universities, Chatham Park, and RTP. ~20 minutes to UNC

  Cory Sherman Keller Williams Elite Realty

  64 Winthrop Rd, Pittsboro, NC 27312
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  $685,444

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

  115 Circle City Way, Pittsboro, NC 27312

  This like-new 2024 built home is both stunning and thoughtfully designed! Spacious with lots of storage and great views. This 4-bedroom, 3 and a half bath home is situated on a lot with a beautiful open view. It offers both exceptional functionality and luxurious finishes throughout, showcasing an upgraded design. The flexible floor plan includes a main-level primary bedroom with an upgraded

  Melanie Thompson Absolute Realty Company, LLC

  115 Circle City Way, Pittsboro, NC 27312
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  /45

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  4 Macon, Pittsboro, NC 27312

  Nestled in Camden South, one of Fearrington Village's most desirable neighborhoods, you will find this charming home with privacy, views, and convenience! For 20 years, there have only been two owners who meticulously maintained this property. Flooded with sunlight from South, East, North, and West facing windows. The larger than usual Camden lot is a gardener's delight with lovely flowering

  Tony Hall Berkshire Hathaway HomeService

  4 Macon, Pittsboro, NC 27312
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  $539,000

  • 3 Beds
  • 3.5 Baths
  • 2,356 Sq Ft

  46 Rosedale Way, Pittsboro, NC 27312

  Welcome to 46 Rosedale Way in Chatham Park, where modern design meets everyday comfort in one of the Triangle's most sought-after master-planned communities. This beautifully designed house built by Homes by Dickerson showcases a bright, open-concept layout with upscale finishes, clean architectural lines, and an abundance of natural light. The chef-inspired kitchen features sleek cabinetry,

  Shannon Plummer Chatham Homes Realty

  46 Rosedale Way, Pittsboro, NC 27312
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  $497,500

  • 4 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  125 Beacon Dr, Pittsboro, NC 27312

  The perfect Pittsboro home is right here and ready for you! This gorgeous ''Happy'' floor plan by Garman Homes was completed in August 2024 and was a solid rental in 2025. You'll have all the space you need with 4 bedrooms and 2.5 baths, including a flex area perfect for a work station or hobbies on the main level. Stainless appliances and granite countertops in the kitchen, and quartz

  Brandon Yopp The Oceanaire Realty

  125 Beacon Dr, Pittsboro, NC 27312
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  $2,275,000

  • 4 Beds
  • 5.5 Baths
  • 4,831 Sq Ft

  60 Citori Ct, Pittsboro, NC 27312

  Luxury. Location. Leverage. Rare opportunity in the heart of North Carolina's Research Triangle. Offered at $ $2.275,000, an elite value in a $3.790M+ neighborhood. Dive into your heated saltwater Gunite pool, gather fireside under the stars, and let the curated landscaping frame every moment. Thoughtful architecture, real craftsmanship, and upgrades that matter - every detail has been elevated

  Mary Jo Coppola Allen Tate / Durham

  60 Citori Ct, Pittsboro, NC 27312
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  /19

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  26 Danbury Ct, Pittsboro, NC 27312

  Fantastic opportunity to get into this Craftsman Style Home in Powell Place! Hardwood floors, tile and Certified Green Building practices! 42'' cabinets, SS applicances . HOA includes cable and high speed internet.

  Michele Hobaugh LSS REALTY & INVESTMENTS LLC

  26 Danbury Ct, Pittsboro, NC 27312
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  $865,000

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

  1074 Golfers View, Pittsboro, NC 27312

  Nestled in a prestigious golf course community, this custom-built home offers the perfect blend of luxury, comfort, and functionality. Designed with attention to detail, the residence features an open and thoughtfully planned layout with two spacious bedrooms on the main level, complemented by two additional bedrooms upstairs, along with a dedicated office space and a generous recreation room.

  Melanie Thompson Absolute Realty Company, LLC

  1074 Golfers View, Pittsboro, NC 27312
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  $1,275,000

  • 5 Beds
  • 4.5 Baths
  • 4,144 Sq Ft

  41 Cottage Way, Pittsboro, NC 27312

  NEW PRICE Estate living in Chatham Park with luxury finishes, spa-style outdoor living, and smart energy upgrades. This exceptional 5-bedroom, 4.5-bath home offers over 4,100 square feet with three private en-suites, including a main-floor primary and guest suite, plus a dedicated main-floor office, loft, and spacious bonus room. Solar panels with whole-home battery backup reduce electric bills

  Betsy Simmons Simmons Realty Group

  41 Cottage Way, Pittsboro, NC 27312
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  $489,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  7 Tall Grass Rd, Pittsboro, NC 27312

  The Chestfield offers a modern open concept design with three bedrooms, two and a half baths, and beautifully connected living spaces. The main level begins with a welcoming front study that leads into an open and spacious kitchen, family, and dining area. Large windows along the rear of the home bring in abundant natural light, creating an airy and uplifting atmosphere throughout. The kitchen

  David Weekley Homes Builder

  7 Tall Grass Rd, Pittsboro, NC 27312
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  $983,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,969 Sq Ft

  Castlegrove Plan at Flatiron Forest, Pittsboro, NC 27312

  4br, 4.5ba, 3gr: A fresh perspective on two-story design is waiting for you in The Castlegrove floor plan by David Weekley Homes in Flatiron Forest.

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39971013, Pittsboro, NC 27312
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  $925,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,696 Sq Ft

  Hillbrook Plan at Flatiron Forest, Pittsboro, NC 27312

  A strong sense of connection carries through The Hillbrook floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas create a welcoming first impression for guests and a lovely atmosphere for each day’s little joys. The showcase kitchen’s cabinetry extends into an out-of-sight prep area and walk-in pantry, making it easy to maintain style and connection without sacrificing

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970998, Pittsboro, NC 27312
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  $860,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,908 Sq Ft

  Laneview Plan at Flatiron Forest, Pittsboro, NC 27312

  Layered design elements expand the sensory experience of depth, light and style in The Laneview floor plan by David Weekley Homes in Flatiron Forest. The family and dining spaces are nestled within conversational range of the tasteful kitchen, creating a cohesive social setting for life’s everyday joys. A front study, covered porch and upstairs bonus room bring wonderful spaces to watch the big

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970924, Pittsboro, NC 27312
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  $885,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,270 Sq Ft

  Greenstone Plan at Flatiron Forest, Pittsboro, NC 27312

  Sunlight and openness shape the experience of The Greenstone floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas create a bright and comfortable setting, ideal for easing elevating each day. Overlooking these areas, the kitchen features a large island and practical storage arranged for culinary convenience. A spacious covered porch, front study and two upstairs flex

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970926, Pittsboro, NC 27312
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  $875,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,172 Sq Ft

  Normont Plan at Flatiron Forest, Pittsboro, NC 27312

  Openness across two levels brings a sense of balance to The Normont floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas form a focal gathering point ready to adapt to your lifestyle and decorative flair. Designed for daily use, the kitchen showcases center island and generous storage while maintaining an easy connection to the main-level living spaces. The open study

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970922, Pittsboro, NC 27312
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  $945,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,764 Sq Ft

  Ellicott Plan at Flatiron Forest, Pittsboro, NC 27312

  4br, 4.5ba, 3gr: Intentional layout choices bring clarity to The Ellicott floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas create a cohesive setting that enhances the flow of the home.

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970923, Pittsboro, NC 27312
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  $915,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,560 Sq Ft

  Maplewick Plan at Flatiron Forest, Pittsboro, NC 27312

  Every level contributes to a cohesive experience in The Maplewick floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas are arranged to maximize comfort and natural light. A graceful kitchen overlooks the heart of the home while providing a wonderful layout for preparing quick snacks or holiday feasts. With a covered porch, two studies on the main level, and multiple

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970921, Pittsboro, NC 27312
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  $900,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,473 Sq Ft

  Oakcroft Plan at Flatiron Forest, Pittsboro, NC 27312

  Refined proportions and open elegance define The Oakcroft floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas provide a sunlit place to host everyday leisure and special celebrations with equal ease. The contemporary kitchen overlooks these spaces from behind a center island, as well as a butler’s pantry conveniently nested just inches from the door to the 4-car

  David Weekley Homes Builder

  74 Flatiron Forest Dr Unit 39970925, Pittsboro, NC 27312
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  $949,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,232 Sq Ft

  2817 Silk Hope Gum Springs Rd, Pittsboro, NC 27312

  MOVE IN NOW! This stunning 4-bedroom, 3.5-bath home offers over 3,200 square feet of thoughtfully designed living space, nestled on a serene 2-acre parcel. NO HOA'S! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat--while still being just minutes from town.Step onto the inviting front porch and into a light-filled interior where soaring ceilings,

  Lori Golden Century 21 Southern Lifestyles

  2817 Silk Hope Gum Springs Rd, Pittsboro, NC 27312
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  $449,990 New Construction

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

  16 Quietwood Way, Pittsboro, NC 27312

  Move-in ready. Connected green space. A lifestyle that feels different. This home offers a rare opportunity to step into a finished, thoughtfully designed space in Chatham Park, one of the Southeast's most exciting master-planned communities. The front courtyard with a brick planter divider creates a private outdoor setting that flows naturally into the NoVi greenspace, giving you an extended

  Gabriell Taylor Tri Pointe Homes Inc

  16 Quietwood Way, Pittsboro, NC 27312
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  $557,770 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,963 Sq Ft

  422 N Village Pkwy, Pittsboro, NC 27312

  Welcome to 422 North Village Parkway, a beautifully designed home offering comfort, style, and versatility in the sought-after NoVi Chatham Park community. This Atkinson A floor plan features 1,963 square feet of well-planned living space, including 3 bedrooms, 2.5 bathrooms, a first-floor owner's retreat, a first-floor study, and a spacious 2-car garage. Step inside to a welcoming open-concept

  David Weekley Homes Builder

  422 N Village Pkwy, Pittsboro, NC 27312
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  $1,011,400 New Construction

  • 4 Beds
  • 4 Baths
  • 2,860 Sq Ft

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312

  From the stacked stone outdoor fireplace to the 4 bedroom, 4 bath spacious home with 10' ceilings and dramatic 2 story foyer, this incredible custom home is scheduled for move-in this Fall. Main floor primary suite and guest suite. Chef kitchen with 36'' 5-burner cooktop, expansive island, walk-in pantry. Huge media room, loft, and ''princess suite'' with private bath. Secret room! 1.5 acres near

  Lara Travars Costello Real Estate & Investm

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312
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  /23

  $1,429,400 New Construction

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

  35 Big Bear Dr, Pittsboro, NC 27312

  Stonework now underway on this stunning custom home scheduled for completion this Fall on 2.5 wooded acres near Jordan Lake and Seaforth High School. 3,688 heated sq ft (5,025 sq ft under roof). First floor primary suite and guest. Every bedroom ensuite baths. Spacious gathering areas. Chef's kitchen with oversized island, extensive cabinetry and walk-in pantry opens to huge vaulted screen porch

  Lara Travars Costello Real Estate & Investm

  35 Big Bear Dr, Pittsboro, NC 27312
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  $399,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  143 Parkland Dr, Pittsboro, NC 27312

  Under $400K. Move-in ready. Designer finishes. Welcome to 143 Parkland Drive in Chatham Park, located in the sought-after Townes at NoVi. This Sampson townhome offers a rare combination of finished design, functional space, and value that's hard to find at this price point. Inside, the main level is open, bright, and designed for everyday living. The kitchen stands out immediately with quartz

  Gabriell Taylor Tri Pointe Homes Inc

  143 Parkland Dr, Pittsboro, NC 27312
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  $1,200,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,439 Sq Ft

  431 Fieldstone Ln, Pittsboro, NC 27312

  Build your new custom home in the established and sought after neighborhood of Fieldstone located minutes from Chapel Hill/Carrboro and Pittsboro. Build this plan, one of the builder's other plans or bring your own!This floorplan features the primary suite on the main level along with his and hers closets, family room with gas fireplace and access to the screened porch, study with access to

  Sharon Clarke Accord Realty Group

  431 Fieldstone Ln, Pittsboro, NC 27312
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  $2,100,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 6 Baths
  • 4,884 Sq Ft

  58 Mint Springs Rd, Pittsboro, NC 27312

  Set gently beyond the road and framed by more than five acres of rolling countryside, this extraordinary newly built residence is a sanctuary of calm -- a place where space, light, and landscape exist in perfect harmony.Crafted by the award-winning Bost Custom Homes, this four-bedroom, six-bath estate was conceived not merely as a house, but as a retreat. Every architectural line, every

  Claire Pope Hodge&KittrellSothebysIntlRlty

  58 Mint Springs Rd, Pittsboro, NC 27312
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  $404,632 New Construction

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

  68 Wandering Way, Pittsboro, NC 27312

  Pre-sale opportunity. Personalize your finishes. Incentives available. Welcome to 68 Wandering Way in Chatham Park, located in Townes at NoVi, one of the Triangle's fastest-growing communities. This Wilson plan offers 3 bedrooms, 2.5 baths, and over 1,800 square feet of open, functional living space designed for how buyers live today. The main level is bright and connected, with a spacious

  Gabriell Taylor Tri Pointe Homes Inc

  68 Wandering Way, Pittsboro, NC 27312
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  $610,180 New Construction

  • 4 Beds
  • 3 Baths
  • 2,457 Sq Ft

  368 N Village Pkwy, Pittsboro, NC 27312

  368 North Village Parkway, Pittsboro, NC 27312: Thoughtfully designed with an emphasis on craftsmanship and livability, the Pickney plan by David Weekley Homes offers open sight lines and an easy, natural flow through the kitchen, dining, and family room, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen blends style and function while maintaining

  David Weekley Homes Builder

  368 N Village Pkwy, Pittsboro, NC 27312
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  $474,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  24 Quietwood Way, Pittsboro, NC 27312

  Move-in ready. End unit. Great Lawn views. Welcome to one of the best opportunities in Chatham Park, located in the sought-after Townes at NoVi. This 3-bedroom, 2.5-bath townhome offers the light, privacy, and openness buyers are having a hard time finding right now. Inside, the layout is simple, functional, and designed for everyday living. The main level is open and filled with natural light,

  Gabriell Taylor Tri Pointe Homes Inc

  24 Quietwood Way, Pittsboro, NC 27312
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  $474,990 New Construction

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

  8 Quietwood Way, Pittsboro, NC 27312

  Corner lot. Open views. Move-in ready. Welcome to this 3-bedroom, 2.5-bath townhome in Chatham Park, located in the sought-after Townes at NoVi. This home offers a rare combination of natural light, added privacy, and unobstructed views of the NoVi Great Lawn, creating a more open, connected feel than most townhomes. From the moment you walk in, the difference is clear. The main level is bright

  Gabriell Taylor Tri Pointe Homes Inc

  8 Quietwood Way, Pittsboro, NC 27312
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  $489,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  7 Tallgrass Rd, Pittsboro, NC 27312

  Welcome to 7 Tallgrass Road. Located on the corner homesite, this Chestfield B floor plan features 1,883 sq ft of well-appointed living space, including 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to an inviting open-concept layout, where the bright and airy family room seamlessly connects to the dining area and a modern kitchen perfect for hosting gatherings or enjoying

  Natalie Alexander Weekley Homes, LLC

  7 Tallgrass Rd, Pittsboro, NC 27312
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  $469,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  13 Tallgrass Rd, Pittsboro, NC 27312

  Welcome to 13 Tallgrass Road, where modern elegance meets functional design in this beautifully crafted Brockway A floor plan. This stunning two-story home, 1,656 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to discover an inviting open-concept layout that seamlessly blends comfort and style. The gourmet kitchen

  Natalie Alexander Weekley Homes, LLC

  13 Tallgrass Rd, Pittsboro, NC 27312
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  $2,225,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,253 Sq Ft

  37 Green Turtle Ln, Pittsboro, NC 27312

  **2025 Parade of Homes Silver Winner** Maison des Arches - House of Arches - by award-winning Triple A Homes is a stunning 5,253-square-foot custom residence nestled in the serene Firefly Overlook at Jordan Lake, a boutique community of just 30 acreage homesites. Spanning nearly 2 acres of pristine land, this elegant home backs up to a picturesque stream and is within strolling distance of Jordan

  Johnathan Stroud The Real Estate Company

  37 Green Turtle Ln, Pittsboro, NC 27312
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  $875,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,027 Sq Ft

  171 Dairymont Dr, Pittsboro, NC 27312

  Built and offered by Baywood Builders, Inc. Under construction, 80% complete with many final finish selections available to choose. This beautiful new 2 story modern farmhouse is located 4 miles west of the circle in historic downtown Pittsboro on some of Chatham County's finest country farm land. The property features over 3 acres of scenic open rolling pasture on private Dairymont Dr. Welcome

  Andrea Ochoa Collective Realty LLC

  171 Dairymont Dr, Pittsboro, NC 27312

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