Pittsboro, NC Homes for Sale with Pool

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  /50

  $1,399,000

  • 4 Beds
  • 4.5 Baths
  • 4,402 Sq Ft

  58 S Julip Ct, Pittsboro, NC 27312

  Nearly 2.5 private acres, a resort-style pool, and over 4,400 square feet of Craftsman elegance! Welcome to your own retreat within the Triangle. 58 S Julip Ct is an exceptional home nestled within the prestigious Pennington at Jordan Lake community, where thoughtful design and refined living come together seamlessly. Built in 2017, this stunning 4 bedroom, 4.5 bath residence offers the space and

  

  Valerie Deloach

  Keller Williams Elite Realty

  (984) 265-8271

  58 S Julip Ct, Pittsboro, NC 27312
• Explore Pittsboro

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  /53

  $175,000

  • Land
  • 15,812 Sq Ft
  • $482,094 per Acre

  12 Cabin Creek, Pittsboro, NC 27312

  Convenient to the amenities, this lovely lot backs up to a wooded area for lots of privacy and has views of the small park area from the front. This lot is only available with Prewitt-Douglas custom presale home.

  

  Sandy Savage

  Carolina One Realty

  (984) 223-0131

  12 Cabin Creek, Pittsboro, NC 27312
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  $195,000

  • Land
  • 21,083 Sq Ft
  • $402,893 per Acre

  130 Bur Oak Ct, Pittsboro, NC 27312

  Gorgeous flat golf course lot with stunning views on cul-de-sac street in Chapel Ridge. Enjoy resort-like amenities with a swimming pool, covered patio and grill area, gym, lighted tennis and basketball courts, sand volleyball court, restaurant/bar and semi-private golf course. Enjoy walking the community and sitting to enjoy the beautiful golf course views. This lot is only available with a

  

  Sandy Savage

  Carolina One Realty

  (919) 373-6044

  130 Bur Oak Ct, Pittsboro, NC 27312
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  $7,689,900 New Construction

  • 5 Beds
  • 8 Baths
  • 8,999 Sq Ft

  114 Mountaintop Cir, Pittsboro, NC 27312

  Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The

  

  Rex Osborne

  Windjam Properties

  (919) 646-6592

  114 Mountaintop Cir, Pittsboro, NC 27312
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  /47

  $990,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,961 Sq Ft

  12 Cabin Creek, Pittsboro, NC 27312

  Prewitt-Douglas Custom Homes pre-sale construction. This lovely, stylish 4 bedroom home is in planning stages and ready to start construction. This open floor plan home has everything included that one could want. Chapel Ridge is an upscale golf course community.

  

  Sandy Savage

  Carolina One Realty

  (984) 230-9312

  12 Cabin Creek, Pittsboro, NC 27312
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  /42

  $1,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft

  490 Chapel Ridge Dr, Pittsboro, NC 27312

  Beautiful custom home in the highly desirable Chapel Ridge neighborhood. The primary suite and guest bedroom are on the first floor with two additional bedrooms upstairs. This wonderful open floor plan gives you plenty of room to entertain. Walking distance to the many community amenities including the pool, golf and tennis.

  

  Sandy Savage

  Carolina One Realty

  (984) 273-2875

  490 Chapel Ridge Dr, Pittsboro, NC 27312
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  /40

  $1,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,470 Sq Ft

  64 Mist Wood Ct, Pittsboro, NC 27312

  Gorgeous 4 bed 3.5 bath home in Chapel Ridge located on a cul-de-sac. Open and spacious floor plan with tons of space to entertain indoors and out. Chapel Ridge offers many amenities including golf, tennis, and a pool.

  

  Sandy Savage

  Carolina One Realty

  (919) 873-4317

  64 Mist Wood Ct, Pittsboro, NC 27312
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  $1,120,950 New Construction

  • 4 Beds
  • 9 Baths
  • 3,365 Sq Ft

  227 Deep Creek, Pittsboro, NC 27312

  This gorgeous custom 3365 sf home overlooking Chapel Ridge Golf Course features 4 bedrooms, a 2 car garage, 4.5 bathrooms and a fabulous golf viewing room.

  

  Sandy Savage

  Carolina One Realty

  (984) 213-4913

  227 Deep Creek, Pittsboro, NC 27312
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  $1,200,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  36 Rosefield Ct, Pittsboro, NC 27312

  On almost an acre, this beautiful 4 bed 3.5 bath home is located on one of the last lots in the Estates at Chapel Ridge. Over 3500 square feet of high end finishes and a desirable main level primary suite with his and hers closets. Chapel Ridge has plenty of amenities to keep all members of the family entertained.

  

  Sandy Savage

  Carolina One Realty

  (984) 253-8897

  36 Rosefield Ct, Pittsboro, NC 27312
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  $798,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 3,090 Sq Ft

  62 Raspberry Run, Pittsboro, NC 27312

  BRAND NEW Encore at Chatham Park : Immediate occupancy. Home on private, premiere lot that's move-in ready. Skip the wait of the building process and benefit from numerous upgrades. Homeowner's plans changed and their dream home can now be yours! Located on a premium lot backing up to woods, this 3 bedroom, 4 bathroom home with bonus room is loaded with custom details and a fantastic layout. From

  

  Dana Wicker Cantrell

  Coldwell Banker - HPW

  (984) 251-3275

  62 Raspberry Run, Pittsboro, NC 27312
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  /32

  $893,300 New Construction

  • 4 - 6 Beds
  • 3.5 - 5.5 Baths
  • 3,067+ Sq Ft

  BRANFORD Plan at Corbett Landing, Pittsboro, NC 27312

  The Branford offers modern living spaces with a convenient layout. Off the two-story foyer lies a tray-ceiling dining room - a perfect setting for dinner parties. The dining room opens to the spacious two-story family room and airy kitchen. The kitchen features an oversized island, tons of counter space, and a large walk-in pantry. An optional guest suite can be added off the kitchen for

  Drees Homes Builder

  116 Gaines Trail Unit 36898485, Pittsboro, NC 27312
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  /99

  $875,000

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

  121 Chapel Ridge Dr, Pittsboro, NC 27312

  Now priced at Zestimate. Fred Couples Signature golf community. Pre-inspected. Move-in ready. 121 Chapel Ridge sits on a corner-lot half-acre with golf course views, a three-car garage, and a layout that quietly does everything a 4-bedroom, 4-bath home should do in 2026 main-level primary, dedicated study, bonus room, and a Carolina room that's the reason buyers fall in love. The home. 3,908 sq

  Rebecca Ellis Keller Williams Legacy

  121 Chapel Ridge Dr, Pittsboro, NC 27312
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  /20

  $926,700 New Construction

  • 5 - 7 Beds
  • 4.5 - 6.5 Baths
  • 3,522+ Sq Ft

  CHANLEY Plan at Corbett Landing, Pittsboro, NC 27312

  The Chanley is a brand-new design from Drees Homes and features multiple levels of functional living. The main level boasts two separate dining areas, an open and airy living area and easy entry to the large outdoor living space. A guest suite with a full bath and walk-in closet also is found on the main level. On the second level, multiple bedroom suites including the expansive primary, bath and

  Drees Homes Builder

  116 Gaines Trail Unit 36898522, Pittsboro, NC 27312
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  /2

  $1,006,700 New Construction

  • 5 - 7 Beds
  • 4.5 - 6.5 Baths
  • 4,046+ Sq Ft

  CHAMPLAIN Plan at Corbett Landing, Pittsboro, NC 27312

  The Champlain boasts two impressive levels with the option for a versatile third level! Options and upgrades can be found throughout, including on the first level with three-car garage opportunities, upgraded outdoor living area and multiple ceiling upgrades. Standard highlights include a two-story foyer and family room, second-level primary suite and bath, and a convenient main-level guest

  Drees Homes Builder

  116 Gaines Trail Unit 36898703, Pittsboro, NC 27312
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  $864,400 New Construction

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

  SEBASTIAN Plan at Corbett Landing, Pittsboro, NC 27312

  If you're looking for a plan that has it all, look no further than the Sebastian! This home showcases an inviting entrance foyer that opens to a large family room, kitchen with a generous island, and spacious dining room with a tray ceiling. You'll expand your living to the outdoors with a covered patio. You'll appreciate the private primary suite with a spectacular spa bath and enormous walk-in

  Drees Homes Builder

  116 Gaines Trail Unit 36898478, Pittsboro, NC 27312
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  $1,004,000 New Construction

  • 4 - 5 Beds
  • 4.5 - 7 Baths
  • 3,953+ Sq Ft

  BALLENTINE Plan at Corbett Landing, Pittsboro, NC 27312

  A Drees signature design, the Ballentine features an expansive, easily accessible floor plan for all residents. Two wide front doors lead guests into an open living arrangement of a large family room, dining area, and kitchen with a working pantry. A private primary suite connects to an impressive primary suite bath with a garden tub and super-shower. Additional highlights of the Ballentine

  Drees Homes Builder

  116 Gaines Trail Unit 36898555, Pittsboro, NC 27312
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  /23

  $836,100 New Construction

  • 3 - 5 Beds
  • 3 - 5.5 Baths
  • 2,273+ Sq Ft

  PARKETTE Plan at Corbett Landing, Pittsboro, NC 27312

  Explore the Parkette, the two-story plan of your dreams. With stunning exterior options with brick, stone and wood accents, the interior of the home offers the same breathtaking views. Highlights include a large, open living area with optional ceiling features and a seamless transition from the family room to the screened-in outdoor living space with an optional fireplace. The second level hosts

  Drees Homes Builder

  116 Gaines Trail Unit 37349940, Pittsboro, NC 27312
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  /17

  $945,800 New Construction

  • 5 - 7 Beds
  • 4.5 - 6.5 Baths
  • 3,635 Sq Ft

  KENDALL Plan at Corbett Landing, Pittsboro, NC 27312

  The Kendall is maximum comfort and functionality in the form of a three-level home. The tone of luxury is set upon entry, with a gorgeous foyer, study, and access to the versatile family foyer. An open and airy centralized living area awaits, featuring access to a family room, kitchen, and outdoor living area with upgradable add-ons. Guests will love the privacy of the main-level guest suite with

  Drees Homes Builder

  116 Gaines Trail Unit 36898551, Pittsboro, NC 27312
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  $940,500 New Construction

  • 5 - 6 Beds
  • 4.5 - 5.5 Baths
  • 3,618+ Sq Ft

  THEODORE Plan at Corbett Landing, Pittsboro, NC 27312

  Named after Drees founding father, this amazing home perfectly blends traditional space in an open layout that is cherished today. The large kitchen features a convenient walk-in pantry and expansive island that is every chef's dream. This area flows openly to the dining room, grand two-story family room, and a covered outdoor living area. The first floor offers a private guest suite along with a

  Drees Homes Builder

  116 Gaines Trail Unit 36898712, Pittsboro, NC 27312
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  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 3,210 Sq Ft

  4233 Henderson Place, Pittsboro, NC 27312

  Situated on a picturesque 1.33-acre homesite, 4233 Henderson Place offers the perfect blend of comfort, space, and lifestyle in the heart of Fearrington Village--a community celebrated for its charming village center, boutique shopping, dining, and scenic surroundings.This 3-bedroom, 2.5-bath home features a thoughtfully designed layout with a dedicated office and a large upstairs bonus room,

  Alyssa Glogowski LPT Realty, LLC

  4233 Henderson Place, Pittsboro, NC 27312
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  $1,053,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  Shelby Modern Farmhouse Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969054, Pittsboro, NC 27312
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  $1,335,000 Open Wed 12PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,403 Sq Ft

  66 Romie Ct, Pittsboro, NC 27312

  Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Fresh interior paint and recessed lighting welcome you into a sunny, open floor plan designed for comfortable daily living and effortless entertaining.

  Kathleen Jasinskas Flex Realty

  66 Romie Ct, Pittsboro, NC 27312
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  /64

  $1,260,000

  • 5 Beds
  • 4.5 Baths
  • 5,256 Sq Ft

  148 Hidden Creek Ct, Pittsboro, NC 27312

  Welcome to the Estates at Chapel Ridge, a gated community with so much to offer. This large 3 level home boasts 5256 sq. ft. with 5 bedrooms, 4.5 bathrooms, 2 fireplaces, all siting on 2.84 acres at the end of wooded cul de sac street. You can not truly appreciate all this home offers until you visit in person. A few other items you will enjoy is the waterfall stream running along the home and

  Jim Bradford Berkshire Hathaway HomeService

  148 Hidden Creek Ct, Pittsboro, NC 27312
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  /52

  $888,000

  • 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 & convenient access to recreation, shopping, schools & main roadways. This beautifully appointed residence offers gourmet finishes throughout & thoughtful layout ideal for both everyday

  Alexander Sims Keller Williams Realty

  55 Bob White, Pittsboro, NC 27312
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  /25

  $459,000 New Construction

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

  120 Tantara Bend, Pittsboro, NC 27312

  Designed to support the way you live today, this Inspiration quick move in home in Chatham Park in Pittsboro, NC offers a blend of comfort, flexibility and low maintenance living. Every detail is thoughtfully planned to create a welcoming and refined environment. The open living area creates a natural gathering space where the kitchen, dining and family room connect in a bright and inviting

  David Weekley Homes Builder

  120 Tantara Bend, Pittsboro, NC 27312
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  /65

  $925,000

  • 5 Beds
  • 4 Baths
  • 3,704 Sq Ft

  36 Nuthatch, Pittsboro, NC 27312

  Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. Up to $8500 offered in lender paid closing cost options, to include a rate buy down! From the expansive front porch, enjoy views overlooking the nearby golf course, creating a tranquil and open setting. Inside, the light-filled home features a two story family room,

  Melanie Thompson Absolute Realty Company, LLC

  36 Nuthatch, Pittsboro, NC 27312
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  $1,023,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,391 Sq Ft

  Hamilton Craftsman Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969067, Pittsboro, NC 27312
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  /25

  $968,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,219 Sq Ft

  BELVIDERE Plan at Corbett Landing, Pittsboro, NC 27312

  The Belvidere is a grand floorplan with over 4,000 square feet of beautifully designed living space. A spacious foyer welcomes you with elegance. It opens into a stunning two?story family room filled with natural light and clear views of the expansive outdoor living area. The main level features a private primary suite with a remarkably large walk?in closet. A separate guest suite offers its own

  Drees Homes Builder

  116 Gaines Trail Unit 40042697, Pittsboro, NC 27312
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  $995,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,049 Sq Ft

  Brassfield Craftsman Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969068, Pittsboro, NC 27312
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  /59

  $895,000

  • 4 Beds
  • 3 Baths
  • 3,651 Sq Ft

  210 Lookout Ridge, Pittsboro, NC 27312

  What a stunner! This gorgeous, well-maintained home is located in the desirable Chapel Ridge golf community, just minutes from Chatham Park. The ideal layout features 2 bedrooms and an office on the main floor. A grand entry leads into a light-filled living room that opens to a deluxe kitchen and oversized covered porch--perfect for everyday living and entertaining. Full of character, this home

  Lisa Skumpija Absolute Realty Company, LLC

  210 Lookout Ridge, Pittsboro, NC 27312
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  /14

  $443,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,724+ Sq Ft

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

  Exceptional craftsmanship and sophistication combine with genuine comforts to make each day delightful in The Clarity floor plan by David Weekley Homes in Encore at Chatham Park. Escape to your superb Owner’s Retreat, which includes a private bathroom and walk-in closet. Natural light and boundless interior design possibilities create a picture-perfect setting for the cherished memories you’ll

  David Weekley Homes Builder

  175 Prospect Place Unit 36496575, Pittsboro, NC 27312
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  $924,900

  • 5 Beds
  • 3.5 Baths
  • 3,530 Sq Ft

  216 Colonial Ridge Dr, Pittsboro, NC 27312

  Assumable Loan for 2.75%!!!! Welcome to an exceptional custom home nestled on nearly an acre in the prestigious gated community of Chapel Ridge Estates. Designed for both elegance and comfort, this residence offers soaring 10-foot ceilings, 8-foot doors, and a beautifully flowing layout that blends open-concept living with intimate, thoughtfully crafted spaces. Enjoy a chef's kitchen with an

  Jameelah Jordan Real Broker, LLC

  216 Colonial Ridge Dr, Pittsboro, NC 27312
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  $989,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,489 Sq Ft

  Bristol English Cottage Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969051, Pittsboro, NC 27312
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  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,451 Sq Ft

  175 Deep Creek, Pittsboro, NC 27312

  Set at the end of a cul-de-sac on the golf course in the sought-after Chapel Ridge community, this home offers a thoughtfully designed open floor plan -main-floor primary suite has a sitting room and walk through to laundry room. Large living spaces flow effortlessly together, creating a comfortable setting for both everyday living and entertaining. Step outside to the bluestone patio and enjoy a

  Lisa Skumpija Absolute Realty Company, LLC

  175 Deep Creek, Pittsboro, NC 27312
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  /21

  $911,600 New Construction

  • 5 - 6 Beds
  • 4.5 - 5.5 Baths
  • 3,437+ Sq Ft

  KAITLYN Plan at Corbett Landing, Pittsboro, NC 27312

  The Kaitlyn boasts a perfect combination of luxury and modern functionality in a multi-level plan. French doors welcome guests into a beautiful foyer, leading to an open living area, convenient half bath, and wine bar. Relaxing evenings can be spent in the family room, with plenty of add-ons like a fireplace and tray ceiling. Other add-on considerations include a carriage garage, covered porch

  Drees Homes Builder

  116 Gaines Trail Unit 36898764, Pittsboro, NC 27312
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  $525,000

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

  39 Banning Dr, Pittsboro, NC 27312

  Price Improvement!!!Located in the heart of sought-after Chatham Park, Vineyards collection. Like new, 3-bedroom, 2.5-bath home transcends standard 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

  Devin G Home Team Realty Robbins and Associates Realty

  39 Banning Dr, Pittsboro, NC 27312
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  /90

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,657 Sq Ft

  89 Lauren Ct, Pittsboro, NC 27312

  Every day is a vacation at this marvelous 4 bedroom 3 1/2 bath Chatham County home! Let's start with the outside: A 24' diameter pool, hot and cold water shower with changing room plus a water slide with custom surround decking and clubhouse anchors the backyard, a wooded setting perfect for big gatherings or just relaxing with the family. There's also a deck and patio near the grill, and all the

  Ken Tunnell Weaver Street Realty & Auction

  89 Lauren Ct, Pittsboro, NC 27312
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  /47

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  194 Wendover Pkwy, Pittsboro, NC 27312

  MOVE-IN READY + PERFECT OFFICE + LOW-MAINTENANCE LIVING! Located in the established Vineyards at Chatham Park, this beautifully crafted, green-certified ''Rue Royal'' plan by Homes By Dickerson offers high-quality, energy-efficient living just 0.5 mile from UNC Health's new 43-acre medical campus (~850,000 SF planned). Perfect for today's lifestyle, the main level features a highly desirable

  Peter Winkler Keller Williams Elite Realty

  194 Wendover Pkwy, Pittsboro, NC 27312
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  /51

  $1,750,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 4,830 Sq Ft

  33 Blackhorn Ct, Pittsboro, NC 27312

  Welcome to 33 Blackhorn Court, an extraordinary new construction masterpiece by the acclaimed 20/20 Site Development. Situated on a premium 0.51-acre cul-de-sac lot in the prestigious Chapel Ridge Golf Course community, this 4,830-square-foot estate offers unparalleled privacy and sweeping, unobstructed golf course views from nearly every room. Designed for the most discerning buyer, this

  Johnathan Stroud The Real Estate Company

  33 Blackhorn Ct, Pittsboro, NC 27312
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  $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

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