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Newest Homes for Sale in Pittsboro, NC

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  • 125 Masonic St, Pittsboro, NC 27312
    125 Masonic St, Pittsboro, NC 27312
    125 Masonic St, Pittsboro, NC 27312
    /9

    $110,000

    • Land
    • 0.77 Acre
    • $142,857 per Acre

    125 Masonic St, Pittsboro, NC 27312

    Prime location within walking distance of charming downtown Pittsboro. Enjoy easy access to shops, restaurants, a bakery, art galleries, offices, places of worship, and the downtown social district—just two blocks away. This residential lot offers an excellent opportunity to build your dream home, with an existing property on the lot that may facilitate an opportunity for an investor. Public

    Leonard Beaudry SANFORD REALTY

    125 Masonic St, Pittsboro, NC 27312
  • 125 S Masonic St, Pittsboro, NC 27312
    125 S Masonic St, Pittsboro, NC 27312
    125 S Masonic St, Pittsboro, NC 27312
    /9

    $110,000

    • Land
    • 0.77 Acre
    • $142,857 per Acre

    125 S Masonic St, Pittsboro, NC 27312

    Prime location within walking distance of charming downtown Pittsboro. Enjoy easy access to shops, restaurants, a bakery, art galleries, offices, places of worship, and the downtown social district—just two blocks away. This residential lot offers an excellent opportunity to build your dream home, with an existing property on the lot that may facilitate an opportunity for an investor. Public

    Leonard Beaudry Sanford Realty, LLC

    125 S Masonic St, Pittsboro, NC 27312
  • 7 Tall Grass Rd, Pittsboro, NC 27312

    $493,930 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
  • 97 Fox Oak Trail, Pittsboro, NC 27312
    97 Fox Oak Trail, Pittsboro, NC 27312
    97 Fox Oak Trail, Pittsboro, NC 27312
    /30

    $1,065,400 New Construction

    • 4 Beds
    • 5.5 Baths
    • 2,632 Sq Ft

    97 Fox Oak Trail, Pittsboro, NC 27312

    Massive veranda style wrapped covered porch sets the tone of this Classic Modern Farmhouse on 4+ wooded acres at the back of a cul de sac - final opportunity in Pittsboro intimate Fox Oak neighborhood.Covenants but no HOA. Semi detached 3 car garage. Huge screen porch. Two story ceiling in great room. Bonus room. Photos are of homes by same builder. Build to be underway shortly - still time

    Lara Travars Costello Real Estate & Investm

    97 Fox Oak Trail, Pittsboro, NC 27312
  • 4604 Montgomery, Pittsboro, NC 27312
    4604 Montgomery, Pittsboro, NC 27312
    4604 Montgomery, Pittsboro, NC 27312
    /46

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,650 Sq Ft

    4604 Montgomery, Pittsboro, NC 27312

    This essentially new, completed in Dec 2023, custom built, one-level home is located in a Fearrington Village neighborhood of newer homes designed to balance neighborhood connection and privacy. It is located on a quiet, low traffic cul-de-sac within walking distance to the many Village amenities and The Duke Center for Living. The home has extensive upgrades including, appliances, extra

    Tony Hall Berkshire Hathaway HomeService

    4604 Montgomery, Pittsboro, NC 27312
  • 4064 Harnett, Pittsboro, NC 27312
    4064 Harnett, Pittsboro, NC 27312
    4064 Harnett, Pittsboro, NC 27312
    /43

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft

    4064 Harnett, Pittsboro, NC 27312

    You won't believe this one-owner home has been lived in! This immaculate, one-level home has a comfortable cottage fee to it. The inviting front of the house features a covered front porch. There are reliable perennials including vinca, calla lilies, cleome, and a lavender bush. A small window with a plantation shutter, which matches the plantation shutters throughout the house, and a matching

    Tony Hall Berkshire Hathaway HomeService

    4064 Harnett, Pittsboro, NC 27312
  • 263 Russell Chapel Church Rd, Pittsboro, NC 27312
    263 Russell Chapel Church Rd, Pittsboro, NC 27312
    263 Russell Chapel Church Rd, Pittsboro, NC 27312
    /9

    $842,400 New Construction

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

    263 Russell Chapel Church Rd, Pittsboro, NC 27312

    Breaking ground shortly in prime location near downtown Pittsboro and Mosaic on 1.65 wooded acres in Pittsboro, Two offices in addition to 3 bedrooms. Vaulted bonus room. Front and back porches. Huge pantry. Island kitchen. Soaring foyer. Big laundry room with natural light. Photos are homes by same builder. Photos of this new construction will be posted as build progresses. Still time to make

    Lara Travars Costello Real Estate & Investm

    263 Russell Chapel Church Rd, Pittsboro, NC 27312
  • 35 Big Bear Dr, Pittsboro, NC 27312
    35 Big Bear Dr, Pittsboro, NC 27312
    35 Big Bear Dr, Pittsboro, NC 27312
    /23

    $1,425,200 New Construction

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

    35 Big Bear Dr, Pittsboro, NC 27312

    Beautiful custom home now breaking ground on 2.5 wooded acres near Jordan Lake and Seaforth High School - still time to make some selections! 3,688 heated sq ft (5,025 sq ft under roof). First floor primary suite and guest. Ensuite baths in every bedroom. Spacious entertainment 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
  • 41 Hillway Rd, Pittsboro, NC 27312

    $479,830 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,883 Sq Ft

    41 Hillway Rd, Pittsboro, NC 27312

    Welcome to 41 Hillway Road - a beautifully designed home that offers the perfect blend of style, comfort, and functionality in the sought-after NoVi Chatham Park community. This Chestfield 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

    David Weekley Homes Builder
    41 Hillway Rd, Pittsboro, NC 27312
  • 32 Relaxing Way, Pittsboro, NC 27312

    $499,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,883 Sq Ft

    32 Relaxing Way, Pittsboro, NC 27312

    Welcome to 32 Relaxing -Where coming home is the best part of every day in this beautifully designed Whitmer B floor plan. This stunning 1.5 story home boasts 1,689 square feet of thoughtfully designed living space, featuring your Owner's Retreat on the main level, 2 additional bedrooms on the upper level, 2.5 bathrooms, a spacious loft area, and a 2-Car Garage. Step inside to discover a bright

    David Weekley Homes Builder
    32 Relaxing Way, Pittsboro, NC 27312
  • 72 Rainfall Dr, Pittsboro, NC 27312

    $524,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,223 Sq Ft

    72 Rainfall Dr, Pittsboro, NC 27312

    72 Rainfall Dr, Pittsboro, NC 27312: Welcome to 72 Rainfall Drive! The Brockway combines timeless curb appeal with a smart, open-concept layout designed for modern living. The main floor offers a spacious and inviting flow between the kitchen, dining, and family rooms, perfect for both entertaining and everyday life. The kitchen features a large island and a pantry with wood shelving for

    David Weekley Homes Builder
    72 Rainfall Dr, Pittsboro, NC 27312
  • 114 Tantara Bend, Pittsboro, NC 27312

    $464,660 New Construction

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

    114 Tantara Bend, Pittsboro, NC 27312

    114 Tantara Bend, Pittsboro, NC 27312: Discover effortless living in The Ambition, a beautifully crafted paired villa thoughtfully positioned in the sought-after Encore at Chatham Park community. Designed for comfort and style, this home welcomes you with an inviting front courtyard that leads into a bright, open floor plan ideal for both everyday living and entertaining. At the heart of the

    David Weekley Homes Builder
    114 Tantara Bend, Pittsboro, NC 27312
  • 108 Tantara Bend, Pittsboro, NC 27312

    $479,690 New Construction

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

    108 Tantara Bend, Pittsboro, NC 27312

    Welcome to The Ambition, a thoughtfully designed paired ranch villa in the heart of Encore at Chatham Park. This low-maintenance home blends comfort and sophistication, offering a lifestyle tailored for easy living and stylish entertaining. From the moment you step through the charming front courtyard, you’re greeted by open, sun-filled living spaces that invite connection and relaxation. The

    David Weekley Homes Builder
    108 Tantara Bend, Pittsboro, NC 27312
  • 476 Pete Thomas Rd, Pittsboro, NC 27312
    476 Pete Thomas Rd, Pittsboro, NC 27312
    476 Pete Thomas Rd, Pittsboro, NC 27312
    /16

    $300,000

    • Land
    • 9.63 Acres
    • $31,153 per Acre

    476 Pete Thomas Rd, Pittsboro, NC 27312

    Fabulous 9.63-acre vacant land opportunity in Pittsboro, with No HOA or Restrictions. This wooded parcel features level, and slightly sloped terrain with just enough road frontage. Imagine a blank canvas for your dreams, whether you envision a small retreat surrounded by beautiful nature, or a large, expansive home or small farm. This parcel offers the space and flexibility to make your dreams

    Tedi Vail Tedi Vail Realty

    476 Pete Thomas Rd, Pittsboro, NC 27312
  • 264 Mountaintop Cir, Pittsboro, NC 27312
    264 Mountaintop Cir, Pittsboro, NC 27312
    264 Mountaintop Cir, Pittsboro, NC 27312
    /7

    $650,000

    • Land
    • 1.38 Acres
    • $471,014 per Acre

    264 Mountaintop Cir, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.38 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream!This is a legacy home community with country estate living, while located close to many of the Triangle-area's top

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 873-3088

    264 Mountaintop Cir, Pittsboro, NC 27312
  • 288 Mountaintop Cir, Pittsboro, NC 27312
    288 Mountaintop Cir, Pittsboro, NC 27312
    288 Mountaintop Cir, Pittsboro, NC 27312
    /7

    $650,000

    • Land
    • 1.38 Acres
    • $471,014 per Acre

    288 Mountaintop Cir, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.37 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream!This is a legacy home community with country estate living, while located close to many of the Triangle-area's top

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 415-1669

    288 Mountaintop Cir, Pittsboro, NC 27312
  • 300 Rabbit Run, Pittsboro, NC 27312
    300 Rabbit Run, Pittsboro, NC 27312
    300 Rabbit Run, Pittsboro, NC 27312
    /45

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,014 Sq Ft

    300 Rabbit Run, Pittsboro, NC 27312

    This property offers numerous possibilities. If you are looking for a very nice single-family home with an in law suite in place this is your property. This property is just minutes from US1. The property is very quiet and surrounded by beautiful trees. This property is close to the town of Pittsboro, Cary and Raleigh. It is also a short drive to Jordan Lake.

    Paul Goins National Land Realty Central N

    300 Rabbit Run, Pittsboro, NC 27312
  • 310 Mountaintop Cir, Pittsboro, NC 27312
    310 Mountaintop Cir, Pittsboro, NC 27312
    310 Mountaintop Cir, Pittsboro, NC 27312
    /7

    $650,000

    • Land
    • 1.1 Acres
    • $590,909 per Acre

    310 Mountaintop Cir, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.13 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream!This is a legacy home community with country estate living, while located close to many of the Triangle-area's top

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 689-4807

    310 Mountaintop Cir, Pittsboro, NC 27312
  • 543 Westhampton Dr, Pittsboro, NC 27312
    543 Westhampton Dr, Pittsboro, NC 27312
    543 Westhampton Dr, Pittsboro, NC 27312
    /7

    $625,000

    • Land
    • 1.41 Acres
    • $443,262 per Acre

    543 Westhampton Dr, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.4 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is near the top of the Mountain, which will provide excellent views well beyond the Summit.This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 636-7667

    543 Westhampton Dr, Pittsboro, NC 27312
  • 571 Westhampton Dr, Pittsboro, NC 27312
    571 Westhampton Dr, Pittsboro, NC 27312
    571 Westhampton Dr, Pittsboro, NC 27312
    /7

    $625,000

    • Land
    • 1.3 Acres
    • $480,769 per Acre

    571 Westhampton Dr, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.38 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is near the top of the Mountain, which will provide excellent views well beyond the Summit.This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 249-7491

    571 Westhampton Dr, Pittsboro, NC 27312
  • 339 Westhampton Dr, Pittsboro, NC 27312
    339 Westhampton Dr, Pittsboro, NC 27312
    339 Westhampton Dr, Pittsboro, NC 27312
    /7

    $575,000

    • Land
    • 1.84 Acres
    • $312,500 per Acre

    339 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.8 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 568-5538

    339 Westhampton Dr, Pittsboro, NC 27312
  • 383 Westhampton Dr, Pittsboro, NC 27312
    383 Westhampton Dr, Pittsboro, NC 27312
    383 Westhampton Dr, Pittsboro, NC 27312
    /7

    $650,000

    • Land
    • 2.97 Acres
    • $218,855 per Acre

    383 Westhampton Dr, Pittsboro, NC 27312

    This site is 2.974 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 752-3828

    383 Westhampton Dr, Pittsboro, NC 27312
  • 4025 Hamlets Chapel Rd, Pittsboro, NC 27312
    4025 Hamlets Chapel Rd, Pittsboro, NC 27312
    4025 Hamlets Chapel Rd, Pittsboro, NC 27312
    /15

    $997,600 New Construction

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

    4025 Hamlets Chapel Rd, Pittsboro, NC 27312

    Enjoy your view on the big screen porch with a cozy stacked stone outdoor fireplace next Fall. Still time to make selections or changes: Framing begins shortly on foundation in place for this 3 car modern farmhouse on 1.5 wooded acres near Chapel Hill, Chatham County. First floor has 10' ceilings and dramatic 2 story foyer. Main floor primary suite and guest suite. Chef kitchen with 36'' 5-burner

    Lara Travars Costello Real Estate & Investm

    4025 Hamlets Chapel Rd, Pittsboro, NC 27312
  • 309 Westhampton Dr, Pittsboro, NC 27312
    309 Westhampton Dr, Pittsboro, NC 27312
    309 Westhampton Dr, Pittsboro, NC 27312
    /7

    $625,000

    • Land
    • 1.59 Acres
    • $393,082 per Acre

    309 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.59 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 374-1491

    309 Westhampton Dr, Pittsboro, NC 27312
  • 558 Chapel Ridge Dr, Pittsboro, NC 27312
    558 Chapel Ridge Dr, Pittsboro, NC 27312
    558 Chapel Ridge Dr, Pittsboro, NC 27312
    /31

    $1,199,795 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,090 Sq Ft

    558 Chapel Ridge Dr, Pittsboro, NC 27312

    Custom Drees Homes PreSale Opportunity on this mature Golf Course Lot in Chapel Ridge. The ''MaraBelle'' Floorplan offers 5 Bedrooms with a First Floor Owners Suite and 6 Baths. Included options featuring 10' Ceilings on first floor, 20' tall ceiling in dining room (2 story), COURTYARD off dining room and kitchen, vaulted ceiling with stained beams in family room with windows overlooking golf

    Christopher Baker Assist 2 Sell

    558 Chapel Ridge Dr, Pittsboro, NC 27312
  • 127 Tantara Bend, Pittsboro, NC 27312

    $459,910 New Construction

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

    127 Tantara Bend, 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
    127 Tantara Bend, Pittsboro, NC 27312
  • 121 Tantara Bend, Pittsboro, NC 27312

    $456,180 New Construction

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

    121 Tantara Bend, 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
    121 Tantara Bend, Pittsboro, NC 27312
  • 247 Westhampton Dr, Pittsboro, NC 27312
    247 Westhampton Dr, Pittsboro, NC 27312
    247 Westhampton Dr, Pittsboro, NC 27312
    /5

    $625,000

    • Land
    • 1.05 Acres
    • $595,238 per Acre

    247 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.07 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 207-3777

    247 Westhampton Dr, Pittsboro, NC 27312
  • 60 Clear Springs Ct, Pittsboro, NC 27312
    60 Clear Springs Ct, Pittsboro, NC 27312
    60 Clear Springs Ct, 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
  • 137 Westhampton Dr, Pittsboro, NC 27312
    137 Westhampton Dr, Pittsboro, NC 27312
    137 Westhampton Dr, Pittsboro, NC 27312
    /6

    $610,000

    • Land
    • 1.62 Acres
    • $376,543 per Acre

    137 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.6 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 230-2115

    137 Westhampton Dr, Pittsboro, NC 27312
  • 77 Westhampton Dr, Pittsboro, NC 27312
    77 Westhampton Dr, Pittsboro, NC 27312
    77 Westhampton Dr, Pittsboro, NC 27312
    /6

    $600,000

    • Land
    • 1.95 Acres
    • $307,692 per Acre

    77 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.9 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 339-1687

    77 Westhampton Dr, Pittsboro, NC 27312
  • 29 Westhampton Dr, Pittsboro, NC 27312
    29 Westhampton Dr, Pittsboro, NC 27312
    29 Westhampton Dr, Pittsboro, NC 27312
    /6

    $575,000

    • Land
    • 1.12 Acres
    • $513,393 per Acre

    29 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.2 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 750-0467

    29 Westhampton Dr, Pittsboro, NC 27312
  • 235 Cottage Way, Pittsboro, NC 27312
    235 Cottage Way, Pittsboro, NC 27312
    235 Cottage Way, Pittsboro, NC 27312
    /53

    $1,049,000

    • 5 Beds
    • 3.5 Baths
    • 3,756 Sq Ft

    235 Cottage Way, Pittsboro, NC 27312

    This stunning 4-bedroom, 3.5-bath Parade of Homes masterpiece sits on a rare double lot in one of the Triangle's most sought-after master-planned communities. Designed with impeccable attention to detail, this modern home blends elevated style, comfort, and functionality. Step inside to an open, airy floor plan featuring a dramatic two-story foyer, 10-foot ceilings on the main level, and 9-foot

    Chris Crumpler Keller Williams Legacy

    235 Cottage Way, Pittsboro, NC 27312
  • 227 Deep Creek, Pittsboro, NC 27312
    227 Deep Creek, Pittsboro, NC 27312
    227 Deep Creek, Pittsboro, NC 27312
    /12

    $185,000

    • Land
    • 0.33 Acre
    • $560,606 per Acre

    227 Deep Creek, Pittsboro, NC 27312

    This is a beautiful, flat lot on a very private cul-de-sac street which backs up to #12 par 3 tee box. VERY RARE to find a cul-de-sac lot with a golf course view in Chapel Ridge! This stunning lot will not last long! Walk it today! No time frame to build & bring your own builder. With resort-like amenities ranging from the Fred Couples designed semi-private golf course, pro shop, restaurant &

    Kelli Meyer SOLD BUY ME REALTY

    227 Deep Creek, Pittsboro, NC 27312
  • 44 Relaxing Way, Pittsboro, NC 27312
    44 Relaxing Way, Pittsboro, NC 27312
    44 Relaxing Way, Pittsboro, NC 27312
    /19

    $464,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft

    44 Relaxing Way, Pittsboro, NC 27312

    Welcome to 44 Relaxing Way, where modern elegance meets functional design in this beautifully crafted Brockway A floor plan. This stunning two-story home, 1,710 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 is

    Natalie Alexander Weekley Homes, LLC

    44 Relaxing Way, Pittsboro, NC 27312
  • 11 Grey Oak Ct, Pittsboro, NC 27312
    11 Grey Oak Ct, Pittsboro, NC 27312
    11 Grey Oak Ct, Pittsboro, NC 27312
    /96

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 5,386 Sq Ft

    11 Grey Oak Ct, Pittsboro, NC 27312

    Discover the pinnacle of luxury living in this one-of-a-kind custom craftsman farmhouse tucked away on a private, wooded lot in the prestigious Chapel Ridge community. With 5,300+ sq.ft., 5 bedrooms, 4.5 bathrooms, and standout architectural details at every turn, this home truly has it all.Step through the front door and prepare to be wowed by the soaring 23-ft coffered ceilings and the

    Lauren Keleher Meidinger Pave Realty

    11 Grey Oak Ct, Pittsboro, NC 27312
  • 44 Broadoak Ln, Pittsboro, NC 27312
    44 Broadoak Ln, Pittsboro, NC 27312
    44 Broadoak Ln, Pittsboro, NC 27312
    /17

    $519,410 New Construction

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

    44 Broadoak Ln, Pittsboro, NC 27312

    Discover the Onyx D by award-winning Homes by Dickerson, a thoughtfully designed 4-bedroom, 2.5-bath Energy Star Certified home in the sought-after NoVi neighborhood of Chatham Park. Scheduled for completion in February 2026, this home blends architectural charm, modern efficiency, and premium finishes—all within walking distance of the brand-new Chatham YMCA. The exterior showcases a striking

    Claire Jackson Homes by Dickerson Real Estate

    44 Broadoak Ln, Pittsboro, NC 27312
  • 121 Chapel Ridge Dr, Pittsboro, NC 27312
    121 Chapel Ridge Dr, Pittsboro, NC 27312
    121 Chapel Ridge Dr, Pittsboro, NC 27312
    /100

    $1,045,000

    • 4 Beds
    • 4 Baths
    • 3,908 Sq Ft

    121 Chapel Ridge Dr, Pittsboro, NC 27312

    There's something about this home that just feels right. Maybe it's the way the sunlight pours through the Carolina room, the vaulted ceilings that make every gathering feel grand, or the quiet calm that settles over the fairway at dusk. Whatever it is — 121 Chapel Ridge Drive is a home that welcomes you in and makes you want to stay awhile. Designed for connection and comfort, the open layout

    Rebecca Ellis Keller Williams Legacy

    121 Chapel Ridge Dr, Pittsboro, NC 27312
  • 7837 U S Highway 64, Pittsboro, NC 27312
    7837 U S Highway 64, Pittsboro, NC 27312
    7837 U S Highway 64, Pittsboro, NC 27312
    /3

    $450,000

    • Land
    • 11.5 Acres
    • $39,130 per Acre

    7837 U S Highway 64, Pittsboro, NC 27312

    Don't miss this turnkey opportunity to build your dream home on 11.5 acres of hilltop pasture!! Amazing sunsets and privacy with mature trees bordering the property. Established fescue pasture perfect grazing for your horses or cattle. Four Bedroom septic permit is available for you to get started planning your dream home. Looking for more land or a larger multi home estate?. Conveniently located

    Ben Parker Keller Williams Legacy

    7837 U S Highway 64, Pittsboro, NC 27312
  • 7841 U S Highway 64, Pittsboro, NC 27312
    7841 U S Highway 64, Pittsboro, NC 27312
    7841 U S Highway 64, Pittsboro, NC 27312
    /4

    $1,125,000

    • Land
    • 37.53 Acres
    • $29,976 per Acre

    7841 U S Highway 64, Pittsboro, NC 27312

    Don't miss this turnkey opportunity to build your dream home on approximately 37.5 acres of beautiful Chatham County property!! Amazing sunsets and privacy with mature trees bordering the property. Established fescue pasture perfect grazing for your horses or cattle. Circular driveway and a four-bedroom septic permit are available for you to get started planning your dream home. Potential Pond

    Ben Parker Keller Williams Legacy

    7841 U S Highway 64, Pittsboro, NC 27312

Showing Results 1 - 40, Page 1 of 7

North Carolina Chatham County Pittsboro

Newest Listings for Sale in Pittsboro, NC

Frequently Asked Questions

What is the average home price in Pittsboro, NC?
Homes for sale in Pittsboro, NC have an average home price of $807,428.
How many homes have sold over the last 12 months in Pittsboro, NC?
190 homes have sold in Pittsboro, NC over the last 12 months.
Is Pittsboro, NC a safe city?
In general, the safest neighborhoods in Pittsboro, NC with lower crime scores are Legacy at Jordan Lake and The Preserve at Jordan Lake.
What are the most popular zip codes in Pittsboro, NC?
The most popular zip codes in Pittsboro, NC include 27312, 27516, 27559, 27517 and 28902.
What are the most popular neighborhoods in Pittsboro, NC?
The most popular neighborhoods in Pittsboro, NC with the most homes for sale are Legacy at Jordan Lake and The Preserve at Jordan Lake.
How much do you need to make to afford a house in Pittsboro?
The median home price in Pittsboro is $599,450. If you put a 20% down payment of $119,900 and had a 30-year fixed mortgage with an interest rate of 6.15%, your estimated principal and interest payment would be $2,920 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $125K a year to afford the median home price in Pittsboro. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Pittsboro, NC?
Pittsboro, NC has highly rated public and private schools. Some of the best schools in Pittsboro based on Niche Grades are Haw River Christian Academy, George Moses Horton Middle School and Northwood High. The neighborhoods in Pittsboro with the highest rated schools are Legacy at Jordan Lake and The Preserve at Jordan Lake. Browse all the schools in Pittsboro, NC to learn more.

Home Trends in Pittsboro, NC

On average, homes in Pittsboro, NC sell after 44 days on the market compared to the national average of 53 days. The median sale price for homes in Pittsboro, NC over the last 12 months is $565,292, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$565,292
Median Single Family Sale Price
$625,500
Median Townhouse Sale Price
$399,500
Median 2 Bedroom Sale Price
$485,000
Median 1 Bedroom Sale Price
$394,750
Average Price Per Sq Ft
$286
Number of Homes for Sale
45
Last 12 months Home Sales
190
Months of Supply
2.80
Median List Price
$599,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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