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Pittsboro, NC Homes for Sale with Pool

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  • /33

    $420,000 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
  • /59

    $749,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    450 Ryan Rd, Pittsboro, NC 27312

    Discover your own totally private oasis right next to Jordan Lake in this beautifully maintained 1.5-story home, where comfort and elegance blend seamlessly. Freshly updated with new paint and designed for effortless living, this exceptional custom-built residence features a gourmet chef's kitchen with a center island, rich hardwood floors, and a stunning stone fireplace that anchors the warm,

    Kris Howard Chatham Homes Realty

    450 Ryan Rd, Pittsboro, NC 27312
  • /65

    $750,000

    • 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
  • /20

    $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
  • /83

    $1,315,000 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 with additional cart garage for your favorite golf cart! 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.

    Gavin Mekemson Windjam Properties

    25 Blackhorn Ct, Pittsboro, NC 27312
  • /61

    $1,295,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,109 Sq Ft

    208 Gaines Trail, Pittsboro, NC 27312

    Homes By Dickerson presents The Nash in Corbett Landing, a custom luxury home offering 4,109 square feet of thoughtfully designed living space. The main level features a spacious primary suite and a private guest bedroom, along with a study, laundry room, and powder room. A dramatic two-story foyer welcomes you into the home, leading to open living areas and a screened porch with fireplace.

    Nick Thagard Homes by Dickerson Real Estate

    208 Gaines Trail, Pittsboro, NC 27312
  • /11

    $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

    2br, 2ba, 2gr: 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.

    David Weekley Homes Builder
    175 Prospect Place Unit 36475305, Pittsboro, NC 27312
  • /47

    $845,000

    • 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
  • /14

    $1,091,000 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
  • /16

    $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
  • /68

    $1,595,000

    • 4 Beds
    • 5 Baths
    • 3,966 Sq Ft

    139 Henrys Watch Ln, Pittsboro, NC 27312

    Exceptional luxury estate with saltwater pool and private guest house on a secluded 2-acre wooded cul-de-sac lot just minutes from Jordan Lake. The detached Guest House / Accessory Dwelling Unit - ADU features a private entrance, full kitchen, laundry, living and dining areas, and screened porch--ideal for multigenerational living, guests, or private home office. Main residence features 4

    Kathy Gibbons Coldwell Banker HPW

    139 Henrys Watch Ln, Pittsboro, NC 27312
  • /41

    $484,900

    • 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
  • /23

    $430,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,469 Sq Ft

    127 Tantara Bend, Pittsboro, NC 27312

    Welcome to The Ambition, an elegantly designed paired villa located in the highly desirable Encore at Chatham Park. Crafted with both comfort and functionality in mind, this home greets you with a charming front courtyard and opens into a light-filled, open-concept layout perfect for relaxed living and effortless entertaining. The chef-inspired kitchen serves as the centerpiece of the home,

    David Weekley Homes Builder
    127 Tantara Bend, Pittsboro, NC 27312
  • /38

    $630,000 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
  • /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
  • /3

    $195,000

    • Land
    • 21,344 Sq Ft
    • $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
  • /18

    $1,136,500 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
  • /21

    $1,450,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,149 Sq Ft

    280 Rexford Ln, Pittsboro, NC 27312

    Discover refined one-story living at 280 Rexford Lane in Corbett Landing, where luxury design meets the serenity of wooded acre homesites in one of Pittsboro's most desirable communities. Perfectly positioned for privacy without sacrificing convenience, this home is just minutes from Pittsboro, Jordan Lake, Chatham Park, UNC and Chapel Hill.Inside, the modern open floor plan showcases

    Chanel D'Aprix LPT Realty, LLC

    280 Rexford Ln, Pittsboro, NC 27312
  • /47

    $1,239,900

    • 6 Beds
    • 5 Baths
    • 4,668 Sq Ft

    67 Nuthatch Dr, Pittsboro, NC 27312

    In a word--stunning! From the eye-catching curb appeal and idyllic landscaping to the beautifully designed interior and resort-style backyard with a heated and cooled pool, this better than new custom home showcases exceptional craftsmanship and thoughtful detail throughout. Located on a quiet cul-de-sac near Chapel Ridge Golf Course and backing to a wooded buffer, it offers both privacy and

    Michelle Roberts Keller Williams Legacy

    67 Nuthatch Dr, Pittsboro, NC 27312
  • /46

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 3,515 Sq Ft

    915 Cabin Creek, Pittsboro, NC 27312

    Exceptional custom brick home offering over 3,500 square feet of refined living space in the highly sought after Chapel Ridge Golf Community. Positioned just under a half an acre and backing to mature hardwoods, this home delivers rare privacy and a tranquil (HOA) wooded backdrop that creates a true retreat setting. The adjacent lot is also available for purchase, presenting a rare opportunity to

    Ashley Wilson DeWeese Keller Williams Legacy

    915 Cabin Creek, Pittsboro, NC 27312
  • /4

    $1,160,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,341 Sq Ft

    154 Colonial Trail Ct, Pittsboro, NC 27312

    Discover this beautifully crafted luxury custom home, built by an award-winning builder. Offering a thoughtfully designed layout and quality finishes throughout. The main level features a spacious primary bedroom suite along with an additional bedroom and full bath, providing flexible living arrangements. A dedicated study offers a private workspace or quiet retreat. The open living areas connect

    Melanie Thompson Absolute Realty Company, LLC

    154 Colonial Trail Ct, Pittsboro, NC 27312
  • /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
  • /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
  • /27

    $150,000

    • Land
    • 24,959 Sq Ft
    • $261,780 per Acre

    16 Deep Creek, Pittsboro, NC 27312

    Located in the prestigious Chapel Ridge golf course community this lot offers a unique build envelope to accomodate side load garage and circular drive. Slope allows for daylight walk out baement. Enjoy the resort-style amenities that come with living in Chapel Ridge, including a pool, gym, playground, tennis, volleyball, and basketball courts, as well as a restaurant and bar. This is the perfect

    Lisa Skumpija Absolute Realty Company, LLC

    16 Deep Creek, Pittsboro, NC 27312
  • /39

    $539,000

    • 3 Beds
    • 3.5 Baths
    • 2,356 Sq Ft

    46 Rosedale Way, Pittsboro, NC 27312

    Welcome to 46 Rosedale Way in Chatham Park, where modern design meets everyday comfort in one of the Triangle's most sought-after master-planned communities. This beautifully designed house built by Homes by Dickerson showcases a bright, open-concept layout with upscale finishes, clean architectural lines, and an abundance of natural light. The chef-inspired kitchen features sleek cabinetry,

    Shannon Plummer Chatham Homes Realty

    46 Rosedale Way, Pittsboro, NC 27312
  • /35

    $625,000 New Construction

    • 3 Beds
    • 3 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
  • /73

    $1,224,900

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

    41 Cottage Way, Pittsboro, NC 27312

    PRICE IMPROVEMENT Estate living in Chatham Park with luxury finishes, spa-style outdoor living, and smart energy upgrades. This exceptional 5-bedroom, 4.5-bath home offers over 4,100 square feet with three private en-suites, including a main-floor primary and guest suite, plus a dedicated main-floor office, loft, and spacious bonus room. Solar panels with whole-home battery backup reduce electric

    Betsy Simmons Simmons Realty Group

    41 Cottage Way, Pittsboro, NC 27312
  • /16

    $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
  • /12

    $1,036,200 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
  • /53

    $849,900 Open Sun 2PM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,668 Sq Ft

    33 Imagine Way, Pittsboro, NC 27312

    Set on one of the most coveted homesites in Encore at Chatham Park, this exceptional residence offers refined, single-level living at its finest. The largest single level ''Morefield'' model in the community, the home spans approximately 2,668 square feet and is enhanced by a thoughtfully added 175-square-foot flex or craft room, providing both elegance and versatility.Designed with a keen

    Barbara Pater Coldwell Banker Advantage

    33 Imagine Way, Pittsboro, NC 27312
  • /48

    $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
  • /75

    $1,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,572 Sq Ft

    23 Crimson Way, Pittsboro, NC 27312

    An extraordinary custom home inside the gates of the exclusive Chapel Ridge Estates built in 2023, gracefully set on over an acre on a premier corner homesite, offering a rare blend of privacy, scale and sophistication. Spanning three impeccably designed levels, this residence features 5 bedrooms, 5 full baths, 1 half bath and a 4-car garage. Every bedroom is thoughtfully designed as a private en

    Kristine Holm Bold Real Estate

    23 Crimson Way, Pittsboro, NC 27312
  • /71

    $1,600,000

    • 4 Beds
    • 3 Baths
    • 3,610 Sq Ft

    417 Laurel Knoll Dr, Pittsboro, NC 27312

    The pool is OPEN and this stunner is ready for Summer and outdoor entertaining! A private retreat on over 2 acres tucked away on a cul-de-sac in The Hamptons complete with covered outdoor grilling and dining area, a beautiful pool, outdoor stone fireplace, screened porch and owner's suite and guest bedrooms on the first floor with 2 additional bedrooms upstairs with a bonus. The perfect location

    Laura Siegmund Luxe Residential, LLC

    417 Laurel Knoll Dr, Pittsboro, NC 27312
  • /24

    $420,000 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
  • /38

    $649,000 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
  • /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
  • /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
  • /47

    $1,450,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,607 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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