Pittsboro, NC 2-Story Homes for Sale

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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) 629-0978

  378 Crimson Way, Pittsboro, NC 27312
• Explore Pittsboro

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  /31

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,519 Sq Ft

  23 Whitehall Dr, Pittsboro, NC 27312

  Better than new and only 3 years young, this beautifully maintained 3-bedroom home in the highly sought-after Chatham Park community is ready for its next owner! Thoughtfully designed with everyday comfort and convenience in mind, the main level features a spacious primary suite, offering privacy and easy living. Upstairs, you'll find two additional bedrooms, a full bathroom, and a versatile

  

  Jeff Peterson

  Choice Residential Real Estate

  (984) 367-2270

  23 Whitehall Dr, Pittsboro, NC 27312
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  /74

  $3,295,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 6,968 Sq Ft

  213 Westhampton Dr, Pittsboro, NC 27312

  Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The SummitStella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive

  

  Rex Osborne

  Windjam Properties

  (984) 360-6934

  213 Westhampton Dr, Pittsboro, NC 27312
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  $813,000 New Construction

  • 3 Beds
  • 4 Baths
  • 3,200 Sq Ft

  62 Raspberry Run, Pittsboro, NC 27312

  BRAND NEW Encore at Chatham Park home is available. 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 the sage green kitchen cabinets, custom backsplash and gorgeous countertops to the upgraded flooring and tile selections in the

  

  Dana Wicker Cantrell

  Coldwell Banker - HPW

  (984) 251-3275

  62 Raspberry Run, 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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  /46

  $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 a upscale golf course community.

  

  Sandy Savage

  Carolina One Realty

  (984) 230-9312

  12 Cabin Creek, 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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  $1,795,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,891 Sq Ft

  126 Harvest Ln, Pittsboro, NC 27312

  Over 1-acre level homesite ideal for adding amazing outdoor living areas. The Hamptons, an exciting community of luxury homes on sprawling sites with convenience to UNC, Jordan Lake, Chapel Hill and Historic Pittsboro.Proudly presented by award winning Homestead Building Company and McMillan Design with a blend of cultured stone and vertical siding accented with cedar beams. This wonderful

  

  Rex Osborne

  Windjam Properties

  (984) 985-2859

  126 Harvest Ln, 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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  /59

  $739,000

  • 3 Beds
  • 3.5 Baths
  • 2,585 Sq Ft

  340 Andrews Store Rd, Pittsboro, NC 27312

  Beautiful Colonial charm meets modern comfort at 340 Andrews Store Rd. Set on 4.45 acres with NO HOA, this exceptional property offers the perfect blend of peaceful country living and everyday convenience--ideally located between Briar Chapel and Fearrington Village. This versatile home lives like a 5-bedroom and features dual primary suites on both the main and second floors, making it ideal for

  Laurene Sieli Redfin Corporation

  340 Andrews Store Rd, Pittsboro, NC 27312
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  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  530 Alston Chapel Rd, Pittsboro, NC 27312

  Rare opportunity to own an exceptional equestrian farm nestled on 19.51 picturesque acres just minutes from downtown Pittsboro, with no restrictive covenants or HOA. A scenic, wandering driveway leads to this beautiful custom built, 4-bedroom, 3.5-bathroom home which features an open floor plan, gourmet kitchen with double oven, 5 burner LP cooktop, wet bar and first floor primary bedroom, large

  Tedi Vail Tedi Vail Realty

  530 Alston Chapel Rd, Pittsboro, NC 27312
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  /65

  $924,900

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

  216 Colonial Ridge Dr, Pittsboro, NC 27312

  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 oversized island overlooking the

  Jameelah Jordan Real Broker, LLC

  216 Colonial Ridge Dr, Pittsboro, NC 27312
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  /35

  $799,900

  • 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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  /27

  $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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  /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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  $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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  /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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  /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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  $679,000

  • 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.The sellers will consider any

  Paul Goins National Land Realty Central N

  300 Rabbit Run, Pittsboro, NC 27312
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  /42

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  231 High Ridge Ln, Pittsboro, NC 27312

  Spacious, light-filled living in the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers both convenience and a true resort-style lifestyle. Designed for comfortable everyday living and effortless entertaining, the open floor plan features abundant natural light, a large kitchen

  Lisa Skumpija Absolute Realty Company, LLC

  231 High Ridge Ln, Pittsboro, NC 27312
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  /30

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  203 Beacon Dr, Pittsboro, NC 27312

  Welcome to 203 Beacon Drive, a thoughtfully designed home in the heart of Chatham Park, one of the Triangle's most exciting and rapidly growing communities. Offering approximately 2,510 square feet, this 3 bedroom, 2.5 bath home blends comfort, functionality, and modern living in a way that truly feels effortless.Inside, you'll find a layout designed for both everyday living and entertaining,

  Davida Hamilton Major Keller Williams Elite Realty

  203 Beacon Dr, Pittsboro, NC 27312
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  $615,000

  • 4 Beds
  • 3 Baths
  • 2,747 Sq Ft

  67 Circle City Way, Pittsboro, NC 27312

  Welcome to this beautifully designed home in the Vineyards at Chatham Park, where thoughtful design meets an unbeatable location. The main level features an open-concept living area, a stunning kitchen with quartz countertops and a large island, a dedicated pocket office/planning center, and a main-level bedroom with full bath. Step into the Carolina room and out to your back porch, where you'll

  Dawn Lee Chatham Homes Realty

  67 Circle City Way, Pittsboro, NC 27312
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  /47

  $575,000

  • 4 Beds
  • 3.5 Baths
  • 1,904 Sq Ft

  119 Banning Dr, Pittsboro, NC 27312

  Like-new and truly move-in ready, this stunning home showcases exceptional upgrades and designer touches throughout. The dining room is highlighted by striking brick accent walls, complemented by extensive trim, custom paint, and engineered hardwoods that flow seamlessly through the home. Plantation shutters add timeless elegance and warmth. Step outside to your private outdoor oasis featuring a

  Lisa Skumpija Absolute Realty Company, LLC

  119 Banning Dr, Pittsboro, NC 27312
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  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  214 Norwell Ln, Pittsboro, NC 27312

  This better than new end-unit townhome in desirable Chatham Park welcomes you with wonderful natural light and thoughtful upgrades throughout. Being an end unit means extra windows and added greenspace beside your home, giving everything an open and airy feel.The first floor offers generous living space with a chef's kitchen, dedicated dining area, family room with an electric fireplace, a

  Alicia Dixon RE/MAX United

  214 Norwell Ln, Pittsboro, NC 27312
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  /59

  $900,000

  • 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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  /39

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  51 Westfield St, Pittsboro, NC 27312

  Downtown Pittsboro gem just blocks from Historic Main Street charm, this sweet cottage-style home is tucked on a cul-de-sac and offers a surprisingly spacious, light-filled interior.Recent major updates provide peace of mind, including a NEW ROOF, NEW HVAC, AND NEW HOT WATER HEATER, along with fresh interior paint, making this home truly move-in ready.Inside, the main level features

  Laura Grace Fathom Realty NC, LLC

  51 Westfield St, Pittsboro, NC 27312
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  /46

  $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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  $799,000

  • 7 Beds
  • 5 Baths
  • 4,862 Sq Ft

  145 Windstone, Pittsboro, NC 27312

  A truly RARE offering in the historic section of Fearrington Village--this a one-of-a-kind property is the definition of a ''UNICORN.'' The MAIN RESIDENCE features over 2,800 square feet with 4 beds/3 baths, including a private wing ideal for a family room, guest suite, or flexible living space.Beyond the main home, a detached, HEATED AND COOLED THREE CAR GARAGE adds exceptional value,

  Lori Golden Century 21 Southern Lifestyles

  145 Windstone, Pittsboro, NC 27312
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  /41

  $499,000

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  451 Wendover Pkwy, Pittsboro, NC 27312

  Welcome to 451 Wendover Parkway, a beautifully maintained 2023-built single-family home in the highly sought-after Chatham Park area of Pittsboro--offering thoughtful upgrades and modern finishes rarely found in comparable homes.One of the home's standout features is the luxury vinyl plank flooring throughout the entire home--including all bedrooms--creating a seamless, stylish, and highly

  Ford D Aprix LPT Realty, LLC

  451 Wendover Pkwy, Pittsboro, NC 27312
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  /36

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  40 Somerleigh Way, Pittsboro, NC 27312

  This thoughtfully designed 3 bedroom, 2.5 bath home earned a Bronze award in the 2023 Parade of Homes, showcasing the craftsmanship and attention to detail throughout. The bright, open layout is filled with natural light and centered around a 10 foot quartz kitchen island, perfect for gathering and entertaining. Recent updates include a Kinetico whole house water filtration system, a fenced

  Desiree Goldman Bold Real Estate

  40 Somerleigh Way, Pittsboro, NC 27312
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  /36

  $310,000

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  72 Millbrook Dr, Pittsboro, NC 27312

  MOTIVATED SELLER!! A QUIET, GREEN SETTING JUST MINUTES FROM TOWN! WELCOME to a townhouse that lives effortlessly and feels connected to everything. With a front porch overlooking a 10 acre community park, you get the rare blend of nature, privacy and convenience, buffered by mature trees that create a peaceful, tucked away feel. Inside, warm wood floors flow through a bright, inviting layout with

  Brigitte Condoret Century 21 Southern Lifestyles

  72 Millbrook Dr, Pittsboro, NC 27312
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  $795,000

  • 3 Beds
  • 3 Baths
  • 3,100 Sq Ft

  238 Bingham Ridge Dr, Pittsboro, NC 27312

  Easy one-story living meets thoughtful design in this well-maintained home built in 2014, offering 3 bedrooms and 3 full baths. The spacious, open layout connects the kitchen, dining, and living areas, creating an inviting setting for everyday living and entertaining. Hardwood floors run through the main living spaces, and the kitchen features granite countertops with generous prep space, with

  Sally Clark Berkshire Hathaway HomeService

  238 Bingham Ridge Dr, Pittsboro, NC 27312
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  /46

  $500,000 Open Sun 12PM - 2PM

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

  194 Wendover Pkwy, Pittsboro, NC 27312

  MOVE-IN READY! Located in the more established Vineyards at Chatham Park, this beautifully designed, green-certified 'Rue Royal' plan from Homes By Dickerson is located 0.5 mile from UNC Health's new 43-acre medical campus that will feature ~850,000sf of medical office space! This high-performance home features a sealed crawlspace, tankless water heater & 6-inch exterior walls making it ~44% more

  Peter Winkler Keller Williams Elite Realty

  194 Wendover Pkwy, Pittsboro, NC 27312
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  /25

  $540,000

  • 4 Beds
  • 3 Baths
  • 2,296 Sq Ft

  92 Fox Chapel Ln, Pittsboro, NC 27312

  Spacious 4-bedroom home in Chatham Forest featuring 9-foot ceilings, hardwood floors, and a large primary suite, just 3 minutes from downtown Pittsboro with easy access to Chapel Hill and Apex. A welcoming covered front porch and two mature shade trees create inviting curb appeal. The main level offers a bright living and dining space with a double-sided fireplace, perfect for entertaining. The

  Susan Ayers HomeZu

  92 Fox Chapel Ln, Pittsboro, NC 27312
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  /52

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,788 Sq Ft

  70 Ramsey Ln, Pittsboro, NC 27312

  Excellent location! in desired Chatham Forest. With great walkable scoreThis charming home blends nature with thoughtful updates. The main level features a large family room with wood-burning, stacked stone fireplace. Main level guest bedroom, (we use for an office) with access to full bath. Large bonus room on main level. Engineered wood floors on main level. The beautiful kitchen shines

  Julie Roland Julie Roland Realty Inc

  70 Ramsey Ln, Pittsboro, NC 27312
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  /57

  $1,825,000

  • 5 Beds
  • 5.5 Baths
  • 4,809 Sq Ft

  92 Bluffside Ct, Pittsboro, NC 27312

  Experience elevated living in The Estates at Laurel Ridge, where this exceptional like-new, never-lived-in home is privately positioned on a quiet cul-de-sac on an expansive three-acre homesite. The thoughtfully designed floor plan features a luxurious primary suite, private guest suite, and dedicated study on the main level, offering both comfort and convenience. The open-concept living spaces

  Cynthia Quarantello Real Broker LLC

  92 Bluffside Ct, Pittsboro, NC 27312
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  /49

  $875,000 Open House 4/18

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft

  800 Golfers View, Pittsboro, NC 27312

  Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown

  Linda Trevor Compass -- Cary

  800 Golfers View, Pittsboro, NC 27312
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  /82

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,160 Sq Ft

  67 Bingham Ridge Dr, Pittsboro, NC 27312

  Tucked away on a private, wooded homesite in a sought-after large acreage community with protective covenants, this gorgeous custom four-bedroom/3.5-bathroom with passive and active solar home offers the perfect blend of sustainability, comfort, and convenience. Thoughtfully designed for energy efficiency, the home features abundant natural light, a back-up power supply, deep high-gpm well, water

  Eric Andrews Realty World Carolina Prop

  67 Bingham Ridge Dr, Pittsboro, NC 27312
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  /31

  $435,000

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  710 Vine Pkwy, Pittsboro, NC 27312

  710 Vine Parkway is a modern farmhouse - move in ready - Garman build in the heart of Chatham Park. You'll love the 2 bedroom/ 2.5 bath with plenty of upgrades. The gourmet kitchen with an open concept downstairs living area provides natural light and space. Enjoy your coffee on the front porch or the added back porch. Upstairs, the primary suite has two large closets and plenty of space and a

  Carolyn Kinneen Nest Realty of the Triangle

  710 Vine Pkwy, Pittsboro, NC 27312
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  /43

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,091 Sq Ft

  309 Baneberry Close, Pittsboro, NC 27312

  Lovely Fearrington Village town home with wooded back yard in a park like setting. Fearrington Village has many interest groups and activities to suit your interests. New carpeting and parquet floors refurbished. Roof replaced in 2023. Plenty of skylights making this home bright and light filled. Primary suite is on the main level. There is a bow window in the primary bedroom adding interest to

  Barbara Levine Coldwell Banker Advantage

  309 Baneberry Close, Pittsboro, NC 27312

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