Pittsboro, NC Homes for Sale with Pool

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  $697,444

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

  115 Circle City Way, Pittsboro, NC 27312

  Price improvement and $3,000 closing cost credit available from preferred lender. Discover exceptional comfort and modern design in this stunning 4-bedroom, 3.5-bath home nestled in the sought-after Chatham Park community. Thoughtfully designed with both elegance and functionality in mind, this home features luxury vinyl plank flooring throughout the main living areas, a private study with French

  

  April Auman

  Coldwell Banker Advantage

  (919) 636-6640

  115 Circle City Way, Pittsboro, NC 27312
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  Explore Pittsboro

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  /69

  $2,289,000

  • 4 Beds
  • 6 Baths
  • 4,700 Sq Ft

  387 Riverstone Dr, Pittsboro, NC 27312

  Discover this rare Southern Living Magazine Showcase custom home in the prestigious Riverstone Estates of Pittsboro—where timeless architecture meets with unmatched privacy and modern functionality on nearly 2.5 acres. This East-facing estate home offers 5 spacious ensuite bedrooms, an elevator, and a flexible floor plan perfect for multigenerational living. The gourmet kitchen is equipped with a

  

  Joe Matthews

  Real Triangle Properties LLC

  (919) 689-4547

  387 Riverstone Dr, Pittsboro, NC 27312
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  $585,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,904 Sq Ft

  329 Windsong Dr, Pittsboro, NC 27312

  Lovingly maintained in highly sought-after Potterstone Village, this meticulous one-and-a-half-story home offers a thoughtful layout and unbeatable Pittsboro location. With three bedrooms on the main level — including a spacious primary suite featuring lighted tray ceiling, ensuite bath, and walk-in closet — plus two additional full bathrooms (one on the main level and one upstairs), the home

  

  Catherine Hobbs

  Chatham Homes Realty

  (919) 849-3772

  329 Windsong Dr, Pittsboro, NC 27312
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  $629,500

  • 3 Beds
  • 3 Baths
  • 2,220 Sq Ft

  91 Imagine Way, Pittsboro, NC 27312

  Easy living awaits you at 91 Imagine Way. A 55+ community of Chatham Park. This lovely home features an open floor plan where you'll always be a part of the conversation. The Mosley floor plan offers a great layout with a guest bedroom and bath near the front of the home. Next a great study / library / music room with glassed French doors. The large laundry mudroom is conveniently located at the

  

  Terri McCall

  Chatham Homes Realty

  (984) 251-1971

  91 Imagine Way, Pittsboro, NC 27312
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  $2,195,000

  • 4 Beds
  • 7 Baths
  • 5,064 Sq Ft

  240 Riverstone Dr, Pittsboro, NC 27312

  Welcome to your private paradise—this stunning home lives like a vacation retreat! Situated on a spacious 2.62 acre lot, step into the backyard oasis, where a sparkling in-ground pool and spa, outdoor kitchen, and generous patio space set the scene for unforgettable gatherings. Whether you're hosting weekend barbecues, relaxing by the pool, or enjoying an evening under the stars, this home is

  

  Linda Craft

  Linda Craft Team, REALTORS

  (919) 925-4559

  240 Riverstone Dr, 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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  /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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  $974,000

  • 4 Beds
  • 4.5 Baths
  • 3,806 Sq Ft

  112 Golfers View, Pittsboro, NC 27312

  Experience the Chapel Ridge lifestyle and luxury living in this stunning, custom-built home, blending beauty, privacy, community, and world-class amenities. Walk to the pool, golf course, tennis courts, pickleball, and more! This home was completed November 2022, less than 3 years old, has been beautifully maintained in pristine, like-new condition and showcases an abundance of upgrades, special

  Emma Douglass Costello Real Estate & Investm

  112 Golfers View, Pittsboro, NC 27312
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  /22

  $831,100 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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  $935,500 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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  /2

  $1,001,700 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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  $999,000 New Construction

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

  BALLENTINE Plan at Corbett Landing, Pittsboro, NC 27312

  A Drees Universal 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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  /17

  $940,800 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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  /20

  $921,700 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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  $859,400 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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  $888,300 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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  $1,075,000

  • 4 Beds
  • 4.5 Baths
  • 4,154 Sq Ft

  25 High Ridge Ln, Pittsboro, NC 27312

  Welcome to this stunning and spacious home nestled in a premier golf course community, offering exceptional living in a resort-style setting. With four generously sized bedrooms, four full bathrooms, and a half bath, this well-designed custom built residence provides both comfort and functionality. Inside, you'll find a thoughtfully laid-out floor plan featuring a gourmet kitchen with high-end

  Melanie Thompson Absolute Realty Company, LLC

  25 High Ridge Ln, Pittsboro, NC 27312
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  $950,000

  • 4 Beds
  • 3.5 Baths
  • 3,899 Sq Ft

  120 Fox Trail Ct, Pittsboro, NC 27312

  Step into your own private oasis! This stunning Cape Cod is a rare find, perfectly blending classic style with modern amenities. Relax on the oversized southern brick porch overlooking over an acre of private wooded land. This is a home built for living and entertaining. The beautiful kitchen is the heart of the home, featuring high end finishes and quartz countertops. You'll love the warmth of

  Claire Murtaugh Triangle Home Team Realty

  120 Fox Trail Ct, Pittsboro, NC 27312
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  $1,330,000

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

  41 Cottage Way, Pittsboro, NC 27312

  Estate living in Chatham Park with luxury finishes, spa-style outdoor living, and a lifestyle of comfort and connection. This exceptional 5-bedroom, 4.5-bath estate home seamlessly combines timeless style with modern convenience, offering over 4,100 square feet of thoughtfully designed living space. With three private en-suites, including main-floor primary and guest suites, various living

  Betsy Simmons Simmons Realty Group

  41 Cottage Way, Pittsboro, NC 27312
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  $1,099,000

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

  235 Cottage Way, Pittsboro, NC 27312

  Gorgeous custom 4Br, 3.5Ba parade of homes property situated on double lot located in the highly desirable Chatham Park community! Open floor plan w/ two story foyer, 10ft ceilings (9ft ceilings upstairs), enormous natural light filled family room & elegant gas fireplace. Kitchen features reverse osmosis water filtration, quartz countertops, SS appliances, six burner gas stove, huge center

  Chris Crumpler Keller Williams Legacy

  235 Cottage Way, Pittsboro, NC 27312
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  /98

  $1,024,000

  • 5 Beds
  • 4.5 Baths
  • 4,334 Sq Ft

  374 Crimson Way, Pittsboro, NC 27312

  Stunning 5BR/4.5BA Estate in Gated Section of Chapel Ridge! Nestled in the prestigious Estates of Chapel Ridge, this beautifully updated 4,334 sf home offers refined living on a private 1.5-acre lot. Flooded with natural light, the interior features gleaming hardwood floors, intricate molding, and a brand-new front door for added curb appeal. Freshly painted throughout, with new Red Oak hardwoods

  Rob Partin Long & Foster Real Estate INC/Raleigh

  374 Crimson Way, Pittsboro, NC 27312
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  /52

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 3,549 Sq Ft

  354 Crimson Way, Pittsboro, NC 27312

  Gorgeous Cul-de-sac Home with just over 3500 SF, 5 Bedrooms & 4.5 Bathrooms on One Acre in the highly sought after Chapel Ridge Community in Pittsboro! Open concept with spacious Living & Dining Rooms, in addition to a Keeping Room off the Kitchen. The Main Floor Primary Suite includes its own Sitting Room and a gracious amount of space for you to relax and unwind. A Second Main Floor Bedroom

  Cynthia Jones Fathom Realty NC

  354 Crimson Way, Pittsboro, NC 27312
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  $1,049,000

  • 4 Beds
  • 3.5 Baths
  • 3,540 Sq Ft

  749 Golfers View, Pittsboro, NC 27312

  This stunning property, completed June 2023, offers you the laidback luxury you've always desired, perfectly positioned with views of the 16th green and the 17th tee.Step inside this 'like new' home and you'll find an array of high-end finishes and thoughtful features. From the expansive gourmet kitchen equipped with a reverse osmosis water filter, SubZero panel refrigerator and a Bosch

  Lisa Skumpija Absolute Realty Company, LLC

  749 Golfers View, Pittsboro, NC 27312
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  /21

  $906,600 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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  $925,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,044 Sq Ft

  57 Hazelwood Ct, Pittsboro, NC 27312

  Discover this stunning 3000 sf custom parade home in Chapel Ridge, featuring four bedrooms and three-and-a-half baths with a wealth of upscale finishes. The Prewitt-Douglas Custom home offers a primary suite on the first floor and open-concept kitchen and living areas. It also includes a covered porch, deck, and a sealed crawl space. Take advantage of the bonus room upstairs or host gatherings

  Sandy Savage Carolina One Realty

  57 Hazelwood Ct, Pittsboro, NC 27312
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  /25

  $882,600 New Construction

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

  259 August Trce Dr, Pittsboro, NC 27312

  Stunning 'TO BE BUILT' Branford Plan! Build time is 9-11 months. Listing price reflects the BASE PRICE of the Branford C floorplan and does not include any lot premium. Many structural options to choose from to fit your needs and lifestyle. Exterior pictures shown include the optional 3 car side entry garage and included guest suite. Included garage option is a 2 car side entry. This home is

  Mary Jo Young Drees Homes

  259 August Trce Dr, Pittsboro, NC 27312
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  $590,000

  • 4 Beds
  • 2.5 Baths
  • 2,853 Sq Ft

  122 Bridle Path, Pittsboro, NC 27312

  Stunning two-story home in the sought-after Potterstone Village subdivision, featuring 4 bedrooms, 2.5 baths, and numerous recent updates! A freshly painted front porch greets you and leads into a grand two-story foyer with hardwood floors and wainscoting. The formal dining room with tray ceiling flows into the living room with a cozy fireplace. The spacious kitchen shines with stainless steel

  Tiffany Williamson Navigate Realty

  122 Bridle Path, Pittsboro, NC 27312
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  /74

  $645,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  863 Hatfield, Pittsboro, NC 27312

  Nestled on a quiet cul-de-sac in the highly desirable Fearrington Village, this lovely single-story home offers comfort, charm, and thoughtful design tailored for long-term living. With 36-inch wide doorways, level flooring throughout, and a no-step layout, the home is ideal for aging in place—combining independence with peace of mind. The open-concept layout is filled with natural light and

  Bonnie Strowd NorthGroup Real Estate, Inc.

  863 Hatfield, Pittsboro, NC 27312
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  /28

  $489,000

  • 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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  /25

  $539,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  23 Caldwell, Pittsboro, NC 27312

  Discover effortless living in this beautifully maintained 3-bedroom, 2-bath home located in the heart of Camden Park, one of Fearrington Village's most desirable neighborhoods. Just a short stroll from Caldwell Square and Camden Park, this home blends charm, comfort, and convenience.Standout Features Include:•Soaring ceilings and classic parquet floors in the spacious great room•Gas

  Bill Pekala Coldwell Banker - HPW

  23 Caldwell, Pittsboro, NC 27312
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  /39

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  255 Morris Rd, Pittsboro, NC 27312

  Welcome to your private retreat on 1.31 acres in charming Pittsboro! This beautifully updated 3-bedroom, 3-bath home offers 2,200 sq ft of thoughtfully renovated living space, including a finished bonus room and stylish open layout. Updates include a fully remodeled kitchen and baths, removed interior walls for improved flow, a rebuilt staircase, and gorgeous hardwood floors

  Lindsay Thomas-Byrd Mark Spain Real Estate

  255 Morris Rd, Pittsboro, NC 27312
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  /6

  $178,000

  • Land
  • 0.49 Acre
  • $363,265 per Acre

  21 Bob White Way, Pittsboro, NC 27312

  Imagine the incredible views awaiting you from your future home on this prime lot near the 5th green! With the potential for a basement offering sweeping scenery of the fairway, green, and beyond, this property is perfect for bringing your dream home to life. Choose your own builder you'll enjoy the tranquility of a quiet cul-de-sac street just steps from the main entrance. Chapel Ridge offers

  Harivansh Mareddy EXP Realty LLC

  21 Bob White Way, Pittsboro, NC 27312
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  /57

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,163 Sq Ft

  67 Crimson Way, Pittsboro, NC 27312

  See Video Walk-through! Rare opportunity to own a stunning one-level ranch home in the highly sought after Estates at Chapel Ridge golf community in Pittsboro! Nestled on 1.37 acres of wooded privacy, this beautifully designed home offers an open, airy layout with soaring vaulted and tall ceilings throughout. The gourmet kitchen is a chef's dream, featuring white shaker cabinetry, granite

  Andy Leyva TruBlu Realty

  67 Crimson Way, Pittsboro, NC 27312
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  /9

  $195,000

  • Land
  • 0.42 Acre
  • $464,286 per Acre

  123 Bur Oak Ct, Pittsboro, NC 27312

  Presale Opportunity!This vacant lot is available to build a custom home with Gaylord Design Build, LLC — a premier builder known for thoughtful design and quality craftsmanship. We already have the perfect house plan ready to bring to life, and you'll have the unique opportunity to collaborate with our interior designer to personalize every detail to your taste. Come walk the lot and see the

  Bradley Phelps Long & Foster Real Estate INC/Raleigh

  123 Bur Oak Ct, 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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  /63

  $4,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,874 Sq Ft

  196 Paces Mill Trail, Pittsboro, NC 27312

  A Majestic Haven on the Haw Welcome to an extraordinary riverside sanctuary less than 20 minutes from the heart of Chapel Hill and the University of North Carolina. This 21-acre estate, gracing the banks of the majestic Haw River, seamlessly blends luxury living with natural splendor. The property features nearly a mile of private riverside trails, perfect for hiking or accessing the river for

  Laura Whayne RE/MAX United

  196 Paces Mill Trail, Pittsboro, NC 27312
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  /53

  $167,000

  • Land
  • 0.36 Acre
  • $463,889 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 available with a custom home by Prewitt-Douglas Custom Homes.

  Sandy Savage Carolina One Realty

  12 Cabin Creek, Pittsboro, NC 27312
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  /55

  $749,000

  • 3 Beds
  • 4 Baths
  • 3,151 Sq Ft

  135 Weatherbend, Pittsboro, NC 27312

  Welcome Home to historic Weatherbend in desirable Fearrington Village! *Situated on a private cul-de-sac up on a gorgeous all level rear .86 acre lot backing to wooded views *This remodeled & updated 3 BR/4 FULL BATH home has a 2014 effective date age & offers so much versatility including a SEPARATE APARTMENT above the garage perfect for guests, in-laws, home healthcare givers, rental income or

  Chad Lloyd Long & Foster Real Estate INC

  135 Weatherbend, Pittsboro, NC 27312
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  /76

  $190,000

  • Land
  • 0.48 Acre
  • $395,833 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 Jr.-Olympic size swimming pool, covered patio and grill area, gym, lighted tennis and basketball courts, sand volleyball court, restaurant/bar and semi-private golf course. Available only with a Prewitt-Douglas Custom Homes.

  Sandy Savage Carolina One Realty

  130 Bur Oak Ct, Pittsboro, NC 27312
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  /33

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,921 Sq Ft

  140 Norwell Ln, Pittsboro, NC 27312

  Discover this exceptional opportunity! This new, end-unit townhome in Chatham Park is perfectly situated with stunning wooded views for added privacy and serenity. The spacious Onslow Plan offers a wider layout, extra windows, and abundant light. Step onto the roomy, covered front porch--ideal for outdoor seating--and enter a welcoming entryway with a built-in drop zone, leading into an

  Wendy Thompson Just Be Home Realty

  140 Norwell Ln, Pittsboro, NC 27312

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