Pittsboro, NC Homes for Sale with Pool

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  /19

  $469,900 New Construction

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

  44 Relaxing Way, Pittsboro, NC 27312

  Welcome to 44 Relaxing Way, where modern elegance meets functional design in this beautifully crafted Brockway A floor plan. This stunning two-story home, 1,710 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to discover an inviting open-concept layout that seamlessly blends comfort and style. The gourmet kitchen is

  Natalie Alexander Weekley Homes, LLC

  44 Relaxing Way, Pittsboro, NC 27312
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  /53

  $1,049,000

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

  235 Cottage Way, Pittsboro, NC 27312

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

  Chris Crumpler Keller Williams Legacy

  235 Cottage Way, Pittsboro, NC 27312
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  /13

  $455,900 New Construction

  • 2 - 3 Beds
  • 2 - 3 Baths
  • 1,599+ Sq Ft

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

  Enjoy living at its finest in the wonderfully stylish Wake floor plan by David Weekley Homes. Gather with friends and loved ones for a fun-filled evening or spend an hour with a great book and your favorite beverage in the shade of your big covered porch. Your open living spaces provides an impeccable place to play host to picture-perfect memories and brilliant social gatherings. Your Owner’s

  David Weekley Homes Builder

  175 Prospect Place Unit 36480517, Pittsboro, NC 27312
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  $1,109,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,121 Sq Ft

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

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969040, Pittsboro, NC 27312
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  /34

  $469,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  13 Tallgrass Rd, Pittsboro, NC 27312

  Welcome to 13 Tallgrass Road, where modern elegance meets functional design in this beautifully crafted Brockway A floor plan. This stunning two-story home, 1,656 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to discover an inviting open-concept layout that seamlessly blends comfort and style. The gourmet kitchen

  Natalie Alexander Weekley Homes, LLC

  13 Tallgrass Rd, Pittsboro, NC 27312
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  /24

  $467,900 New Construction

  • 2 - 4 Beds
  • 2 - 3 Baths
  • 1,761+ Sq Ft

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

  Elegance combines with genuine comforts to make each day delightful in The Carroway by David Weekley floor plan. A multi-function island and expansive view of the sunny living and dining spaces contribute to the culinary layout of the glamorous kitchen. Refresh and relax in the Owner’s Retreat, complete with an en suite bathroom and walk-in closet. A guest room provides ample privacy and a

  David Weekley Homes Builder

  175 Prospect Place Unit 36476262, 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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  $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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  /54

  $850,000

  • 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 has

  Cynthia Jones Fathom Realty NC

  354 Crimson Way, Pittsboro, NC 27312
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  /63

  $669,900

  • 3 Beds
  • 3 Baths
  • 2,438 Sq Ft

  65 Abundance Ln, Pittsboro, NC 27312

  This home is truly the crown jewel of the neighborhood. Sellers are highly motivated!!! Thoughtfully upgraded with discerning buyers in mind, it showcases high-end finishes and carefully selected enhancements at every turn. One of its most exceptional features is the premium cul-de-sac lot—quiet, private, and uniquely positioned with no future development to the left, offering rare and lasting

  Ann Matteson Berkshire Hathaway HomeService

  65 Abundance Ln, Pittsboro, NC 27312
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  /35

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 2,566 Sq Ft

  915 Woodham, Pittsboro, NC 27312

  A HIDDEN COURTYARD HAVEN WITH A COTTAGE SURPRISE Step through the gates and into something unexpected - a Mediterranean inspired retreat tucked deep in the community on nearly an acre of wooded serenity. Everything centers around a spacious , brick paved courtyard that connects the elegant main home, a charming 2 bedroom cottage, and outdoor spaces designed for gathering, relaxing and quiet

  Brigitte Condoret Century 21 Southern Lifestyles

  915 Woodham, Pittsboro, NC 27312
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  /25

  $637,970 New Construction

  • 2 Beds
  • 2 Baths
  • 2,414 Sq Ft

  356 Aspen Ave, Pittsboro, NC 27312

  356 Aspen Avenue, Pittsboro, NC 27312: Enjoy low-maintenance living and thoughtful design in this beautifully appointed story and a half Sweetfern Quick Move-In home, created with the 55+ lifestyle in mind. This home offers the perfect balance of open, airy living spaces and private retreats—ideal for entertaining friends, welcoming family, or simply relaxing at home. The main level features a

  David Weekley Homes Builder

  356 Aspen Ave, Pittsboro, NC 27312
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  /81

  $1,295,000

  • 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 a main-floor primary and a guest suite, various living

  Betsy Simmons Simmons Realty Group

  41 Cottage Way, Pittsboro, NC 27312
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  /12

  $534,900 New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 2,297+ Sq Ft

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

  Elegance and sophistication combine with the genuine comforts that make each day delightful with The Glenwood Encore by David Weekley floor plan in Chatham Park. Split countertops and ample storage bring function to the contemporary kitchen. Explore your interior design style in the remarkably open and sunny living spaces and enjoy your leisure time in the shade of your covered porch. Your

  David Weekley Homes Builder

  175 Prospect Place Unit 36471395, Pittsboro, NC 27312
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  /16

  $1,031,200 New Construction

  • 5 Beds
  • 5.5 - 7 Baths
  • 4,827+ Sq Ft

  MARABELLE Plan at Corbett Landing, Pittsboro, NC 27312

  Step through double front doors into the Marabelle, a striking new two-story home with a soaring foyer and elegant two-story dining room. The main level features a spacious family room with optional beams, a private home office and a luxurious primary suite with tray ceiling. Upstairs, enjoy a gameroom with optional media room, while flexible spaces like the family ready room and outdoor living

  Drees Homes Builder

  116 Gaines Trail Unit 37455767, Pittsboro, NC 27312
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  $1,090,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,006 Sq Ft

  Oakmont American Farmhouse Plan at Corbett Landing, Pittsboro, NC 27312

  Homes By Dickerson Builder

  111 Gaines Trail Unit 36969043, Pittsboro, NC 27312
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  /49

  $390,000

  • 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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  /92

  $1,010,000 New Construction

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

  111 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. Located in Pittsboro, this stunning

  Homes By Dickerson Builder

  111 Gaines Trail, 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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  /90

  $869,000

  • 4 Beds
  • 3.5 Baths
  • 3,686 Sq Ft

  1074 Golfers View, Pittsboro, NC 27312

  Nestled in a prestigious golf course community, this custom-built home offers the perfect blend of luxury, comfort, and functionality. Designed with attention to detail, the residence features an open and thoughtfully planned layout with two spacious bedrooms on the main level, complemented by two additional bedrooms upstairs, along with a dedicated office space and a generous recreation room.

  Melanie Thompson Absolute Realty Company, LLC

  1074 Golfers View, Pittsboro, NC 27312
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  /24

  $449,630 New Construction

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

  115 Tantara Bend, Pittsboro, NC 27312

  115 Tantara Bend, Pittsboro, NC 27312: Welcome to 115 Tantara Bend, where modern design meets timeless comfort in this beautifully crafted paired Villa home by David Weekley Homes. The Inspiration is perfectly positioned in the heart of Encores phase Two. This single-level residence offers an inviting balance of elegance, function, and low-maintenance living. The gourmet kitchen serves as the

  David Weekley Homes Builder

  115 Tantara Bend, Pittsboro, NC 27312
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  $669,670 New Construction

  • 3 Beds
  • 3 Baths
  • 2,409 Sq Ft

  396 Aspen Ave, Pittsboro, NC 27312

  396 Aspen Avenue, Pittsboro, NC 27312: Experience the perfect blend of contemporary style and effortless living the Moorefield Quick Move-In home, thoughtfully designed for today’s active 55+ lifestyle. The striking modern exterior sets the tone for a home that is both stylish and highly functional—ideal for those ready to simplify without sacrificing luxury. Inside, expansive 12’ sliding glass

  David Weekley Homes Builder

  396 Aspen Ave, Pittsboro, NC 27312
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  /33

  $1,345,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 5,166 Sq Ft

  1245 Golfers View, Pittsboro, NC 27312

  Luxurious Walkout Basement Home in Chapel Ridge. Stunning L2 plan with an 850 sqft finished walkout basement featuring 4 bedrooms, 3.5 baths, and a spacious open layout. First-floor primary suite offers main-level living convenience, while the second floor includes 3 bedrooms and a large loft—perfect for additional living or work-from-home space. The chef's kitchen features cabinets boxed to

  Julian Jahoo LPT Realty, LLC

  1245 Golfers View, Pittsboro, NC 27312
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  /31

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  155 Norwell Ln, Pittsboro, NC 27312

  Location! Welcome to the destination community of Chatham Park with trails, parks, a pool, pickleball, music events, farmers market, and so much more. All exterior and landscaping cared for. This Mitchell plan on homesite 580 features 1,775 sqft with a gourmet gas kitchen and an electric fireplace. Includes resilient flooring throughout main level areas, upgraded cabinet construction, modern

  Kelsi Sisam Roland Julie Roland Realty Inc

  155 Norwell Ln, Pittsboro, NC 27312
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  /69

  $1,400,000

  • 5 Beds
  • 4.5 Baths
  • 4,183 Sq Ft

  316 Chapel Ridge Dr, Pittsboro, NC 27312

  You will be HOME as soon as you walk into this exquisite custom home in Chapel Ridge! Once you see the views from your private screened porch or the amazing fire pit - you will not want to leave! Everything about this home says designed luxury from the gorgeous primary suite with spa bath to each bathroom's unbelievable tile work! New lighting throughout the home will take your breath away! Feels

  Donna O'neill Keller Williams Legacy

  316 Chapel Ridge Dr, Pittsboro, NC 27312
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  /54

  $573,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,837 Sq Ft

  338 Aspen Ave, Pittsboro, NC 27312

  338 Aspen Avenue, Pittsboro, NC 27312: Design exquisite living spaces and build cherished memories together in the vibrant Sweetfern floor plan by David Weekley Homes in Encore at Chatham Park. A walk-in closet and serene en suite bathroom make your Owner’s Retreat a private vacation at the end of each day. Your open-concept living spaces present an distinguished first impression from the front

  David Weekley Homes Builder

  338 Aspen Ave, Pittsboro, NC 27312
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  /66

  $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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  /38

  $489,900 Open Sun 1PM - 4PM

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

  32 Relaxing Way, Pittsboro, NC 27312

  Welcome to 32 Relaxing Way. Located on the corner homesite, this Chestfield A 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

  32 Relaxing Way, Pittsboro, NC 27312
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  /11

  $543,900 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,333+ Sq Ft

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

  Bring your design and decor ideas to life in the spacious and sophisticated Edgemont floor plan from Encore by David Weekley Homes. A splendid Owner’s Bath and walk-in closet contribute to the everyday vacation of your Owner’s Retreat. Conversations with loved ones and quiet evenings to yourself are equally serene in the shade of your covered porch. Your open floor plan provides a sensational

  David Weekley Homes Builder

  175 Prospect Place Unit 36472215, Pittsboro, NC 27312
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  /89

  $1,017,000 New Construction

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

  162 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. Discover timeless elegance in this

  Homes By Dickerson Builder

  162 Gaines Trail, Pittsboro, NC 27312
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  /45

  $1,450,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,650 Sq Ft

  64 Barn Owl Ln, Pittsboro, NC 27312

  Discover elegance and comfort in this stunning new construction home, nestled in the vibrant Chapel Ridge golf course community. This residence boasts an inviting 3,650 square feet of luxurious living space with four bedrooms and four-and-a-half bathrooms, promising ample room for relaxation and privacy. The unfinished basement allows for future growth.Built to HERO code this homes offers energy

  Lisa Skumpija Absolute Realty Company, LLC

  64 Barn Owl Ln, Pittsboro, NC 27312
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  /17

  $477,900 New Construction

  • 2 - 4 Beds
  • 2 - 3 Baths
  • 1,837+ Sq Ft

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

  Design exquisite living spaces and build cherished memories together in the vibrant Sweetfern floor plan by David Weekley Homes in Encore at Chatham Park. A walk-in closet and serene en suite bathroom make your Owner’s Retreat a private vacation at the end of each day. Your open-concept living spaces present an distinguished first impression from the front door and offer superb comforts for quiet

  David Weekley Homes Builder

  175 Prospect Place Unit 36493369, Pittsboro, NC 27312
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  /25

  $464,580 New Construction

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

  94 Tantara Bend, Pittsboro, NC 27312

  Welcome to 94 Tantara Bend, where style and serenity come together in this beautifully crafted paired ranch villa. Perfectly situated on a peaceful homesite surrounded by nature, this home offers a seamless blend of elegance and comfort. The gourmet kitchen is the heart of the home, featuring an oversized island, built-in stainless steel wall oven and microwave, and tasteful upgrades

  David Weekley Homes Builder

  94 Tantara Bend, 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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  /19

  $1,100,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,426 Sq Ft

  45 Quail Point, Pittsboro, NC 27312

  Ranch with Finished Walkout Basement in Chapel Ridge. This stunning R1 Plan offers nearly 2,600 sqft above ground plus an 850 sqft finished walkout basement, combining spacious design with high-end features.The open layout includes 3 bedrooms and soaring 10-16 ft ceilings throughout. The chef's kitchen features ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances,

  Julian Jahoo LPT Realty, LLC

  45 Quail Point, 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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  /13

  $553,900 New Construction

  • 3 Beds
  • 3 - 4.5 Baths
  • 2,452+ Sq Ft

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

  Coming home is the best part of every day with the lovely and impressive Moorefield by David Weekley floor plan. Create cherished memories and host unforgettable celebrations in the sunlit elegance of your open family and dining spaces. The streamlined kitchen presents an expansive center island and a stylish culinary atmosphere. Cherish your relaxing sunsets and breezy weekends from the shade of

  David Weekley Homes Builder

  175 Prospect Place Unit 36461384, Pittsboro, NC 27312
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  /45

  $705,000

  • 3 Beds
  • 2.5 Baths
  • 2,374 Sq Ft

  112 Imagine Way, Pittsboro, NC 27312

  BETTER THAN NEW in Encore at Chatham Park! This beautifully designed 'Edgemont' plan by David Weekley sits on a premium homesite with OPEN SPACE on two sides, NO construction noise/vehicles & NO retaining walls! The main floor features a bright, open-concept living and dining space with a GAS FIREPLACE, private study w/ French doors, powder room, and a spacious 10x23 screened porch. The chef's

  Peter Winkler Keller Williams Elite Realty

  112 Imagine Way, Pittsboro, NC 27312
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  /15

  $564,900 New Construction

  • 3 - 4 Beds
  • 2 - 3.5 Baths
  • 2,503+ Sq Ft

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

  Achieve the lifestyle you’ve been dreaming of in the elegant and exquisite Arrowspring floor plan from Encore by David Weekley Homes in Pittsboro, NC. The expansive study presents sunlit opportunity for additional gathering space or the personally-designed office or workshop you’ve been dreaming of. Leave the outside world behind and lavish in your Owner’s Retreat, featuring an en suite Owner’s

  David Weekley Homes Builder

  175 Prospect Place Unit 36466712, Pittsboro, NC 27312
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  /96

  $1,250,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,018 Sq Ft

  509 Cabin Creek, Pittsboro, NC 27312

  Remarkable New Construction! Gorgeous Retreat in Popular Chapel Ridge Golf Community on .53 acres. Custom-built Home with an Amazing Floorplan and all the Custom Styles you desire. 4 Bedrooms, 3.5 Bathrooms with Master Bedroom and Secondary Bedroom on the Main Level. Additional 2 Bedrooms on the Second Floor plus Loft/2nd Family Rm and Additional Bonus Room. 10 ft Ceilings throughout downstairs/

  Myers Smith TriSmith Realty

  509 Cabin Creek, Pittsboro, NC 27312

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