Pittsboro, NC Homes for Sale with Pool

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  $1,010,000

  • 5 Beds
  • 3.5 Baths
  • 4,249 Sq Ft

  378 Crimson Way, Pittsboro, NC 27312

  Welcome to The Estates at Chapel Ridge, a premier gated community offering resort-style amenities and an exceptional lifestyle. This immaculately maintained stunning home sits on 1.78 acres and features 5 bedrooms, 4 baths plus a bonus room and dedicated office, providing both space and flexibility. The expansive open floorplan is anchored by a first-floor primary suite, while the chef's kitchen

  

  Don Anthony Gomez

  C-A-RE Realty

  (919) 726-0764

  378 Crimson Way, Pittsboro, NC 27312
• Explore Pittsboro

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  $210,000

  • Land
  • 0.45 Acre
  • $466,667 per Acre

  453 Golfers View, Pittsboro, NC 27312

  Rare Chapel Ridge Golf Course lot. This beautiful lot is ready for your dream home. Bring your own builder or use one from our award winning build team! Chapel Ridge features golf, tennis, pickle ball, a clubhouse, and much more!

  

  Sandy Savage

  Carolina One Realty

  (919) 891-6146

  453 Golfers View, Pittsboro, NC 27312
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  $1,025,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,446 Sq Ft

  72 Hazelwood Dr, Pittsboro, NC 27312

  This stunning four-bedroom, three-bathroom custom home sits on a cul-de-sac lot in Chapel Ridge, adjacent to expansive undeveloped land. Experience peaceful evenings at their finest! Key features include a first-floor primary suite, open kitchen and living areas, a first-floor guest suite, an expansive screened-in porch, and a patio for outdoor relaxation. As a bonus, with an acceptable offer,

  

  Sandy Savage

  Carolina One Realty

  (984) 214-8468

  72 Hazelwood 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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  $889,900

  • 5 Beds
  • 4 Baths
  • 3,245 Sq Ft

  961 Cabin Creek, Pittsboro, NC 27312

  **FLAT LOT WITH POOL POTENTIAL** Step into modern elegance with this 2023 ICG-built residence, perfectly situated in Pittsboro's coveted Chapel Ridge—an award-winning golf course community offering resort-style amenities including a pool, fitness center, tennis courts, and easy access to Chatham Park, premier healthcare, and vibrant shopping and dining. This contemporary 5-bedroom, 4-bath home

  Lori Golden Century 21 Southern Lifestyles

  961 Cabin Creek, 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 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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  /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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  /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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  $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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  /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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  $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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  $989,000 Open Sun 12PM - 2PM

  • 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
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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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  $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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  $2,100,000

  • 4 Beds
  • 4 Baths
  • 4,510 Sq Ft

  226 Evington Dr, Pittsboro, NC 27312

  Why put yourself through the stress of building-your custom, nearly new home is ready! Welcome to 226 Evington Drive in the prestigious Riverstone Estates, Chatham County's most coveted luxury community. Nestled within an enclave of wooded beauty and bordered on two sides by protected North Carolina State Park land, this estate ensures lifetime privacy with uninterrupted views of nature and

  Candy Johnson Fathom Realty NC, LLC

  226 Evington Dr, 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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  $559,000

  • 3 Beds
  • 2.5 Baths
  • 2,953 Sq Ft

  353 Windsong Dr, Pittsboro, NC 27312

  Set in Potterstone Village and just minutes from Chatham Park, 353 Windsong offers refined, flexible living with thoughtful updates and an exceptional floor plan designed for modern lifestyles. this home combines main-level ease with generous secondary spaces that adapt beautifully to work, play, and entertaining.Hardwood floors extend throughout the first-floor living areas, kitchen, and

  Chanel D'Aprix LPT Realty, LLC

  353 Windsong Dr, Pittsboro, NC 27312
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  $815,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  56 Mist Wood Ct, Pittsboro, NC 27312

  Move in with instant equity! Listed below appraised value! Beautiful, well built custom home located in the highly desirable Chapel Ridge Golf Club Community. From the moment you step into the foyer, you'll notice the red oak floors, spacious entertainment space as well as the custom kitchen. The French doors give easy access to the back porch and yard with a formal dining room in case you need

  Christian Moss Moss & Associates Real Estate Co

  56 Mist Wood Ct, Pittsboro, NC 27312
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  $989,000 New Construction

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

  289 Gaines Trail, Pittsboro, NC 27312

  Lock in a 30-Year Fixed Rate at 1% Below Today’s Average! With the use of our preferred lender and attorney, you can secure financing at a rate one percent lower than the daily average. No hassle. No gimmicks. Just a straightforward opportunity designed to give you peace of mind, confidence, and long-term security as you take the next step toward your new home. Stunning 3489 sq ft home with

  Homes By Dickerson Builder

  289 Gaines Trail, Pittsboro, NC 27312
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  /22

  $1,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,951 Sq Ft

  684 Golfers View, Pittsboro, NC 27312

  Luxurious J3 Plan with Finished Walkout Basement in Chapel Ridge. The J3 Plan offers an open and spacious layout with 4 bedrooms and an 850 sq ft finished walkout basement. The first-floor owner's suite provides convenient main-level living, while the second floor includes 3 additional bedrooms and a large loft—with an optional balcony for added outdoor space.Enjoy a chef's kitchen featuring

  Julian Jahoo LPT Realty, LLC

  684 Golfers View, Pittsboro, NC 27312
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  $950,000

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

  4604 Montgomery, Pittsboro, NC 27312

  Why put yourself through the stress of building a new home. Your custom, nearly new home is ready! 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

  Tony Hall Berkshire Hathaway HomeService

  4604 Montgomery, Pittsboro, NC 27312
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  $487,600

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  480 Beechmast, Pittsboro, NC 27312

  PRICE IMPROVED TO $487,600! MOVE-IN READY End-Unit Townhome in Fearrington Village, with over $90K in upgrades. Nestled in a serene wooded setting, this beautifully maintained home offers the perfect blend of charm, comfort, and sophistication. Enjoy the quintessential Southern front porch, ideal for relaxing with neighbors and morning coffee. The living room features a vaulted ceiling, a cozy

  Dana Harshaw Bold Real Estate

  480 Beechmast, Pittsboro, NC 27312
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  $449,450 New Construction

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

  107 Tantara Bend, Pittsboro, NC 27312

  107 Tantara Bend, Pittsboro, NC 27312: Discover effortless living at 107 Tantara Bend. A beautifully designed paired Villa home in Encore at Chatham Park that balances refined style with everyday comfort. Thoughtfully crafted for low-maintenance living, this single-level residence invites you to relax and entertain with ease. At the heart of the home, the gourmet kitchen showcases an expansive

  David Weekley Homes Builder

  107 Tantara Bend, 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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  $3,147,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 6.5 Baths
  • 5,192 Sq Ft

  1309 Montvale Ridge Dr, Pittsboro, NC 27312

  One of the last opportunities in popular Montvale located in West Cary. Parade of Homes 2025 winner. Custom, high end luxury finishes built by Upright Builders on the American Tobacco Trail. This home has it all! Main floor living flooded with light. Beautiful back yard oasis includes in ground pool and spa & conveniently located pool bath has outdoor access, retractable screen back porch with

  Lynda Edwards-Foster Coldwell Banker HPW New Homes

  1309 Montvale Ridge Dr, Pittsboro, NC 27312
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  $466,900 New Construction

  • 2 - 3 Beds
  • 2 - 3 Baths
  • 1,719+ Sq Ft

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

  Classic, contemporary, and innovative design elements come together in The Mosley by David Weekley Homes floor plan. Flex your interior design skills in the limitless lifestyle potential of the sunny family and dining area. Birthday cakes, impressive dinners, and shared memories of holiday treats all begin in the tasteful kitchen nestled at the heart of this home. Greet guests from the inviting

  David Weekley Homes Builder

  175 Prospect Place Unit 36480935, Pittsboro, NC 27312
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  $1,250,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,564 Sq Ft

  25 Blackhorn Ct, Pittsboro, NC 27312

  Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company is proud to offer this 5 Bedroom 4 Bath beauty with a very oversized 2 car courtyard garage. This home has a friendship entry in addition to the large front porch. Guest suite and Master on main, Open feel with two -story Great Rm. Large breakfast nook. You can easily have dining room converted to 1st floor

  Gavin Mekemson Windjam Properties

  25 Blackhorn Ct, Pittsboro, NC 27312
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  $487,900 New Construction

  • 2 - 4 Beds
  • 2 - 3 Baths
  • 1,873+ Sq Ft

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

  Make your new home dreams a reality with the innovative Rosebay floor plan by David Weekley Homes of Raleigh. The open-concept gathering spaces on the offer elegant opportunities to apply your interior decor style. Culinary masterpieces and quick, easy meals are equally suited to the gourmet kitchen, which includes an impressive center island overlooking the study, sunny family room and keeping

  David Weekley Homes Builder

  175 Prospect Place Unit 36475305, Pittsboro, NC 27312
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  $1,086,000 New Construction

  • 5 - 6 Beds
  • 5.5 - 8 Baths
  • 5,046+ Sq Ft

  ELMSDALE Plan at Corbett Landing, Pittsboro, NC 27312

  The Elmsdale is truly one-of-a-kind! With over 5,000 square feet, you can get lost in the luxurious amenities at each turn. Impressive front doors lead to a gorgeous foyer with adjacent dining room, wine bar, and butler's pantry. The stunning family room, kitchen and breakfast room beckon guests further into the heart of the home. Family members will appreciate the family ready room off the

  Drees Homes Builder

  116 Gaines Trail Unit 37455762, Pittsboro, NC 27312
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  $409,900 New Construction

  • 2 - 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

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

  The Inspiration by David Weekley floor plan presents optimized gathering spaces and the versatility to adapt to a family’s lifestyle changes throughout the years. Sunlight filters in through energy-efficient windows to shine on the open-concept family and dining areas. The chef’s kitchen provides a dine-up island and plenty of storage and prep space. A lovely covered porch adds a great place to

  David Weekley Homes Builder

  175 Prospect Place Unit 36460030, Pittsboro, NC 27312
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  $649,000

  • 3 Beds
  • 2 Baths
  • 2,822 Sq Ft

  260 Clover Thatch, Pittsboro, NC 27312

  SPACIOUS, INVITING, AND FULL OF POSSIBILITY. Set on a beautiful homesite, this larger 3 bedroom , 2 bath home offers a comfortable layout with plenty of room to spread out. The front courtyard welcomes you with a brick patio and decking, perfect for morning coffee or a quiet evening. Inside, the kitchen features, granite counters, a brand new wall oven and new cooktop. Just off the kitchen, the

  Brigitte Condoret Century 21 Southern Lifestyles

  260 Clover Thatch, 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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  $669,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,297 Sq Ft

  328 Aspen Ave, Pittsboro, NC 27312

  328 Aspen Avenue, Pittsboro, NC 27312: Discover the Glenwood at Encore at Chatham Park — a home where timeless elegance meets everyday comfort. This thoughtfully designed 3-bedroom, 2.5-bath residence with a dedicated study blends sophisticated style with modern livability. The heart of the home is a gourmet kitchen featuring ample countertop space, an impressive walk in pantry, abundant cabinet

  David Weekley Homes Builder

  328 Aspen Ave, Pittsboro, NC 27312
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  /18

  $508,900 New Construction

  • 2 - 4 Beds
  • 2 - 3.5 Baths
  • 2,119+ Sq Ft

  Darien Plan at Encore at Chatham Park - Tradition Series, Pittsboro, NC 27312

  Timeless luxuries and top-quality craftsmanship come together in The Darian Encore by David Weekley Homes floor plan in Chatham Park. The elegant Owner’s Retreat offers an everyday escape from the outside world with an en suite Owner’s Bath and a walk-in closet. Create cherished memories and host unforgettable celebrations in the sunlit elegance of your open floor plan. Enjoy refreshments and

  David Weekley Homes Builder

  175 Prospect Place Unit 36472796, Pittsboro, NC 27312
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  $195,000

  • Land
  • 0.49 Acre
  • $397,959 per Acre

  217 Cabin Creek, Pittsboro, NC 27312

  Golf course community lot for sale, Pittsboro NC.49 acre lot sits on the 11th fairway of beautiful Chapel Ridge golf course.Community amenities include: tennis, volleyball, and basketball courts, swimming pool, clubhouse, golf, fitness center, and athletic fields.The Chapel Ridge golf course community is located in Chatham County NC and within a few minutes of historic

  Ralph Harvey ListWithFreedom.com

  217 Cabin Creek, Pittsboro, NC 27312
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  /18

  $1,131,500 New Construction

  • 5 - 7 Beds
  • 5.5 - 10 Baths
  • 5,213+ Sq Ft

  DRESDEN Plan at Corbett Landing, Pittsboro, NC 27312

  The Dresden is a spacious 5 bedroom, 5 and half-bath home designed for comfort and flexibility. Featuring a first floor primary suite, home office, and two-story foyer, this home offers both elegance and functionality. The family ready room and working pantry create extra space to keep the main living areas clean and organized. This home comes standard with a the three-car garage for convenice

  Drees Homes Builder

  116 Gaines Trail Unit 36898735, Pittsboro, NC 27312
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  $524,900 Open Sun 12PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  72 Rainfall Dr, Pittsboro, NC 27312

  Welcome to 72 Rainfall Drive, where modern elegance meets functional design in this beautifully crafted Brockway A floor plan. This stunning two-story home on a corner lot boasts 2,240 square feet of thoughtfully designed living space, featuring 3 bedrooms, 3.5 bathrooms, a versatile bonus room, and a spacious 2-car garage. Step inside to discover an inviting open-concept layout that seamlessly

  Heather Salem Weekley Homes, LLC

  72 Rainfall Dr, Pittsboro, NC 27312
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  $1,070,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,999 Sq Ft

  Chatham Forest English Cottage Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969049, Pittsboro, NC 27312
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  $1,029,000 Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 3,314 Sq Ft

  811 Golfers View, Pittsboro, NC 27312

  SHE IS BACK. Here is the return of one of Chapel Ridge's most intentional custom builds. On the 17th hole, this Absolute Construction home balances sophisticated luxury with a ''Main Character'' view. THE LAYOUT: A rare find featuring TWO full private suites on the main floor—perfect for multi-generational living or the ultimate guest experience. THE VIBE: A custom layout meets a phenomenal

  Allison Fountain Fathom Realty NC, LLC

  811 Golfers View, 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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