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865 Marshall Rd, Pittsboro
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 10175188 MLS ⋅ ACTIVE Status
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites and potentially more, significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 3 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting all 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro

116 N Village Pkwy, Pittsboro
$472,000
4 Beds ⋅ 3 Baths ⋅ 10174035 MLS ⋅ ACTIVE Status ⋅ Alder A BLDG.
Move in this October! Homes by Dickerson brings you the Alder plan, thoughtfully designed as part of our Horizon Collection with keeping comfort and convenience in mind with features like lever door handles, comfort height toilets, and a zero-entry shower in the primary bathroom. The main-level primary suite features a stunning vaulted ceiling, while the kitchen, dining, and family room area are designed with a bright open layout, perfect for entertaining. Upstairs you will find three additional bedrooms, offering the flexibility for family, guests, or home office space. To add even more charm and convenience, a covered breezeway leads to the detached two-car garage. All of these thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

116 N Village Pkwy, Pittsboro

Tbd Us 15 501 N, Pittsboro
$10,750,000
10172752 MLS ⋅ ACTIVE Status
Seller will consider a long-term ground lease. Don't miss out on this 43-acre parcel with unlimited potential. It's located on the corner of 15-501 and Hamlets Chapel creating exceptional access to the highway which makes traveling to Pittsboro or Chapel Hill easy. There are several developments being constructed up and down Hamlets Chapel proving that this location is highly desirable. Being a corner lot provides plenty of road frontage and accessibility. It's currently zoned R-1, but you could apply to subdivide the front portion for commercial use, use the whole thing for commercial use or build a well-appointed housing development. Pittsboro is the home of Chatham Park and Disney's Asteria planned community. The Mosaic of Chatham Park is 3.5 miles south and Fearrington Village is 2.5 miles north which both provide unique shopping and dining options. These two communities plus the nearby Briar Chapel and Chapel Ridge will provide any business enough traffic in order to thrive. County water is at the street and natural gas is available as well.

Tbd Us 15 501 N, Pittsboro

743 Bowman Bare Rd, Pittsboro
$715,000
4 Beds ⋅ 4 Baths ⋅ 10172128 MLS ⋅ ACTIVE Status
Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro

334 Deer Run, Pittsboro
$295,000
10169800 MLS ⋅ ACTIVE Status
Discover the perfect setting for your custom home in the wooded surroundings of Mount Gilead Woods. This rare 5-acre homesite offers a beautiful level landscape with mature hardwoods, partial clearing already completed, and over 700 feet of road frontage for exceptional privacy and flexibility. A new gravel drive and private gated entrance are already in place, creating an easy path to start building immediately. Major infrastructure is already completed with a well, electricity, and a 4-bedroom septic permit active through April 2027. Private and secluded, yet conveniently located with easy access to Pittsboro, Apex, Cary, Jordan Lake, and the growing Chatham County corridor. A hard-to-find opportunity to enjoy space, privacy, and convenience all in one property.

334 Deer Run, Pittsboro

205 Anolis Dr, Pittsboro
$857,000
3 Beds ⋅ 3 Baths ⋅ 10168889 MLS ⋅ ACTIVE Status
Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro

411 Auburn Ln, Pittsboro
$480,000
10154127 MLS ⋅ ACTIVE Status
BUILD-READY homesite with a 5-bedroom IMPROVEMENT PERMIT on file (septic), creek frontage, and a prime location across from Fearrington Village. This beautiful west-facing property captures warm afternoon light and peaceful sunset views over Pokeberry Creek, creating the perfect setting for a future back porch where you can relax and take in the natural surroundings. A key step in the building process has already been completed, with an approved SEPTIC PERMIT for a 5-bedroom home, saving valuable time and allowing future owners to move more quickly from land purchase to working with a builder. The landscape offers flexibility for homesite placement, giving you the opportunity to design a home that takes full advantage of privacy, views, and natural light. Zoned R-1 with NO HOA, the property also allows for an ADU up to 1,500 square feet, offering space for guests, extended family, or a private studio. Conveniently located along the US Highway 15-501 corridor, you're just minutes from the charm of Pittsboro and the culture and dining of Chapel Hill. A rare opportunity to build a custom home surrounded by nature while staying close to some of Chatham County's most beloved destinations. WATCH VIDEO HERE: https://youtu.be/XUURwmrkHHo

411 Auburn Ln, Pittsboro

36 Blufftonwood Dr, Pittsboro
$300,000
10075868 MLS ⋅ ACTIVE Status
Build your dream home on 3.3 private acres in the prestigious Estates at Laurel Ridge. This exceptional homesite offers the rare combination of expansive acreage, a peaceful pastoral setting, and convenient access to everything Pittsboro and Chatham Park have to offer. Partner with JP Swain, Co. to create a thoughtfully designed home tailored to your lifestyle. Enjoy the freedom and privacy of a large acreage homesite without the need for a well or septic! Ideally located just minutes from downtown Pittsboro, Chatham Park's vibrant Mosaic district with its dining, shopping and entertainment, as well as the outdoor recreation of the Haw River and Jordan Lake. Minimum build package: $1,500,000. Bring your vision and create an extraordinary home in one of Chatham County's most distinctive communities.

36 Blufftonwood Dr, Pittsboro

186 Evington Dr, Pittsboro
$1,895,000
5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status
Bring Your Vision to Life on 3.01 Acres Backing to NC Park Land! This exceptional homesite in highly desirable Riverstone Estates offers a rare opportunity to design and build the home you've always imagined. The 3.01-acre property backs to NC Park Land, providing a beautiful natural setting, privacy, and a peaceful backdrop that will remain protected. The featured home is one exciting possibility, or create a custom design tailored entirely to your lifestyle with Paragon Building Group, the Triangle's premier Southern Living Custom Builder. Incorporate Universal Design elements or create a home uniquely suited to your needs and vision—the possibilities are yours. Just beyond the Haw River, and Jordan Lake, picturesque Riverstone Estates offers easy access to Highway 64 and is only minutes from Apex, Chatham Park, the vibrant Mosaic entertainment district, and historic downtown Pittsboro. A truly special homesite where the land sets the stage and your vision becomes home.

186 Evington Dr, Pittsboro

2430 Jones Ferry Rd, Pittsboro
$350,000
10152745 MLS ⋅ ACTIVE Status
Your private sanctuary awaits! Imagine waking up every morning surrounded by towering trees and the soothing sounds of nature on your very own 3 acre retreat. This is country living at its finest, and it is closer than you think, just 9 miles from Chapel Hill with easy access to vibrant dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. The best part? This property is truly ready to build! A recent survey has been completed, a perk site has been identified, and a 6 bedroom septic permit is already in hand. No HOA, no restrictions, just the freedom to bring your dream home to life exactly the way you envision it. And if you have ever dreamed of keeping loved ones close, two adjacent lots are also available, making this the perfect opportunity to create a family compound, a retreat for friends, or your own little slice of heaven. This is more than a lot. It is the beginning of something extraordinary!

2430 Jones Ferry Rd, Pittsboro

181 Westhampton Dr, Pittsboro
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status
JUST IN - This Home won the GOLD Award in the Parade of Homes! Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for outdoor living extras. Room for pool and so much more! Nearly 7000 Square Feet of living space, 5 Bedrooms 5 1/2 Baths. Archways throughout the downstairs with soaring ceiling heights, 2 Main bedrooms office space and an incredible Great Room and kitchen feature oversized island and a large Scullery. This home has a stone veneer exterior and simulates a French manor design. Pella Windows and Custom trim and Custom Ceiling beams. Look for the custom cast stone mantel in the Great Room! European Oak Engineered Hardwood floors installed in a Herringbone pattern in Foyer, Dining, Kitchen and Great Room. A massive Primary Closet with incredible cabinetry, shelving and even a wine fridge and sink! Three Car oversized Garage and Plenty of Storage in the home!

181 Westhampton Dr, Pittsboro

213 Westhampton Dr, Pittsboro
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 2542676 MLS ⋅ ACTIVE Status
Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella 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 patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton Dr, Pittsboro

429 Westhampton Dr, Pittsboro
$850,000
10137251 MLS ⋅ ACTIVE Status
This site is 4.22 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is near the top of the Mountain, which will provide excellent views well beyond the Summit. Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, accessory dwelling units and yes, even a pickle ball court or basketball court! Two fiber-optic internet providers available within the community. Municipal water service eliminates the need for private wells, with fire hydrants conveniently located throughout the neighborhood. Home sites are permitted for 5+ bedroom luxury plans. No city taxes. Whether large or small, every home is built to the highest standards of luxury, craftsmanship, and quality. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to be gently stair-stepped into the mountainside for stunning views.. Summit is an exclusive new home community located just a couple miles from the Stunning Jordan Lake Preserve. Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-area's top destinations. We have nearly 30 Home-sites to choose from including Rolling Wooded Sites overlooking a Mountain Stream as well as well as open sites sitting high above the street and sites overlooking the Meadow. Each home is custom built to compliment the chosen site and will always include meticulous landscaping, Irrigation and low voltage lighting the driveways and even the mailboxes. The entryway design includes meticulously maintained areas, painted brick walls which welcome you to a truly magnificent place to build any legacy home with unlimited size and architectural designs. Located in an Excellent School District, including the New 74-million-dollar Seaforth High School only 6 Minutes away! Easy drive to RDU, Raleigh Executive Jetport, UNC Hospitals, and Campus, as well as RTP. The New I-540 is very convenient and the newest portion of the I-540 outer loop for easy access to I-40 towards the NC Coastal Areas and Great access to RDU and Durham.

429 Westhampton Dr, Pittsboro

58 Mint Springs Rd, Pittsboro
$1,795,000
4 Beds ⋅ 6 Baths ⋅ 10149158 MLS ⋅ ACTIVE Status
Now offered at an incredible new price, this exceptional newly constructed residence, framed by more than five acres of rolling countryside, offers a rare sanctuary of space, privacy, and calm. Here, light, landscape, and thoughtful design come together in perfect harmony. Crafted by award-winning Bost Custom Homes, this four-bedroom, six-bath estate was designed to be far more than a house, it is a retreat. Every architectural line, carefully selected finish, and considered detail reflects understated luxury and intentional design, creating a home that feels both expansive and deeply personal. Sunlight pours through generous windows, illuminating refined yet welcoming living spaces designed equally for vibrant gatherings and quiet moments. The main level offers the ease of first-floor living, anchored by a serene primary suite that feels like a private haven. A secondary ensuite bedroom provides elegant accommodations for guests or extended family and lends itself beautifully to multigenerational living. At the heart of the home, the chef's kitchen showcases Wolf appliances, bespoke cabinetry, and a layout designed for gathering. Two spacious living areas provide wonderful flexibility for entertaining, while a hidden room adds an unexpected element of discovery and delight. The lower level unfolds into a world of curated leisure, with two additional bedrooms, a collector-worthy wine cellar, private fitness studio, and flexible spaces ready to become a cinema lounge, executive office, or creative retreat. A pre-planned elevator shaft provides the opportunity for future accessibility, making the home as forward-thinking as it is timeless. Outside, the landscape becomes an extension of the living space. Sweeping views unfold from the expansive porch, where mornings invite a quiet cup of tea and evenings end beneath the Carolina sky. With ample room for a future pool, the property offers the opportunity to create a truly private resort surrounded by more than five acres of peace and privacy. Yet this remarkable setting never feels removed. Downtown Pittsboro, Chatham Park, Chapel Hill, Briar Chapel, Perry Harrison Elementary, shopping, dining, and everyday conveniences are all within easy reach. A private countryside retreat without sacrificing connection, newly built, beautifully considered, and now offered at an exceptional new price.

58 Mint Springs Rd, Pittsboro

1312 Langdon Pl, Pittsboro
$499,900
3 Beds ⋅ 2 Baths ⋅ 10159108 MLS ⋅ ACTIVE Status
Discover effortless one-level living in one of the Triangle's most beloved communities. Nestled within Fearrington Village, this beautifully maintained and low maintenance 3 bedroom, 2 full bathroom ranch townhome blends timeless character with thoughtful updates, offering high ceilings, abundant natural light, inviting gathering spaces, beautifully designed landscaping and a private courtyard retreat. Whether you are entertaining friends, enjoying peaceful mornings with coffee, strolling all the walking trails to Village center, enjoying the lush gardens, attending community events, shopping at The Belted Goat, enjoying a meal at the Fearrington House Restaurant or a day at the Spa at Fearrington, this home offers the lifestyle so many buyers are searching for. Come experience it for yourself! Check out Fearrington Village and schedule your showing today!

1312 Langdon Pl, Pittsboro

128 Tantara Bnd, Pittsboro
$459,000
2 Beds ⋅ 2 Baths ⋅ 10155933 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.
*** Back on the Market*** Now includes Fridge and washer dryer!! \Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

128 Tantara Bnd, Pittsboro

177 Karen Calhoun Rd, Pittsboro
$260,000
10109252 MLS ⋅ ACTIVE Status
Secluded & private homesite - minutes from town! Tucked away off a quiet road, this unrestricted vacant land backs up to Pokeberry Creek and offers the perfect setting for your dream home or private retreat. Surrounded by mature vegetation, the property provides exceptional privacy and seclusion - yet remains just a short drive to downtown Pittsboro, Chatham Park, Chapel Hill, Apex, Cary, RTP, and RDU. A 4 bedroom perc permit is on file and with no limit to build, you have the freedom to plan and build at your own pace. The nearby Haw River and Jordan Lake offer excellent opportunities for boating, kayaking, fishing, and hiking. The peaceful setting, natural beauty, and unmatched location make this a rare and valuable opportunity.

177 Karen Calhoun Rd, Pittsboro

2310 Jones Ferry Rd, Pittsboro
$180,000
10152738 MLS ⋅ ACTIVE Status
Your private sanctuary awaits! Imagine waking up every morning surrounded by towering trees and the soothing sounds of nature on your very own 3 acre retreat. This is country living at its finest, and it is closer than you think, just 9 miles from Chapel Hill with easy access to vibrant dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. The best part? This property is truly ready to build! A recent survey has been completed, a perk site has been identified, and a 4 bedroom septic permit is already in hand. No HOA, no restrictions, just the freedom to bring your dream home to life exactly the way you envision it. And if you have ever dreamed of keeping loved ones close, two adjacent lots are also available, making this the perfect opportunity to create a family compound, a retreat for friends, or your own little slice of heaven. This is more than a lot. It is the beginning of something extraordinary!

2310 Jones Ferry Rd, Pittsboro

52 Shergold Dr, Pittsboro
$679,000
3 Beds ⋅ 3 Baths ⋅ 10157338 MLS ⋅ ACTIVE Status
There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Built by the highly regarded Homes By Dickerson, this Green Certified ranch in Chatham Park is where thoughtful design meets effortless living. From the moment you walk in, you feel it, the warmth of engineered hardwood floors stretching across the main level, the natural flow of an open layout, and the kind of light that makes every space feel inviting. At the heart of the home, a true chef's kitchen steals the show: crisp white cabinetry, a striking gray island, quartz countertops, and stainless steel appliances, all perfectly positioned to keep you connected to the dining area and living room with custom built-ins. The main-level owner's suite is more than just a bedroom, it's your private retreat. Think spa-like bath, designer tile, and an oversized walk-in shower that makes everyday routines feel elevated. Add a second bedroom and a dedicated office on the first floor, and you have the flexibility today's buyers are searching for. Upstairs offers even more: a private bedroom and full bath, plus a massive unfinished storage area, ready to become whatever your future needs demand (bonus room, gym, studio... you name it). And then there's the porch. Screened, serene, and overlooking the woods. Your own quiet escape for morning coffee or evening unwinding. Living in Chatham Park means stepping into one of the Triangle's most exciting and thoughtfully planned communities. Enjoy parks, playgrounds, splash pad, dog park, sports fields, zip line, pickleball courts, a private pool, and over 30 miles of greenways. All just minutes from Jordan Lake State Recreation Area, downtown Pittsboro, and easy access to University of North Carolina at Chapel Hill. This isn't just a home! it's the next chapter you've been waiting for.

52 Shergold Dr, Pittsboro

281 Karen Calhoun Rd, Pittsboro
$240,000
10109253 MLS ⋅ ACTIVE Status
Secluded & private homesite - minutes from town! Tucked away off a quiet road, this unrestricted vacant land backs up to Pokeberry Creek and offers the perfect setting for your dream home or private retreat. Surrounded by mature vegetation, the property provides exceptional privacy and seclusion - yet remains just a short drive to downtown Pittsboro, Chatham Park, Chapel Hill, Apex, Cary, RTP, and RDU. A 4 bedroom perc permit is on file and with no limit to build, you have the freedom to plan and build at your own pace. The nearby Haw River and Jordan Lake offer excellent opportunities for boating, kayaking, fishing, and hiking. The peaceful setting, natural beauty, and unmatched location make this a rare and valuable opportunity.

281 Karen Calhoun Rd, Pittsboro

75 Kenwood Ln, Pittsboro
$425,000
10166451 MLS ⋅ ACTIVE Status
Rare 3.8-acre Estate Lot in the exclusive Stonecrest at Norwood community -- the best remaining lot in the Estate Section of Stonecrest, and one of the final opportunities to own one of the largest homesites in this prestigious development. Located just minutes from Chapel Hill and Chatham Park, this expansive wooded property offers the perfect blend of privacy, natural beauty, and convenience. Situated in the most secluded section of Stonecrest, the Estate Lots are designed for luxury indoor-outdoor living. Homesites are thoughtfully positioned along and adjacent to Wilkinson Creek, surrounded by preserved woodlands and accessible nature trails. Direct access to Wilkinson Creek Park and Stonecrest Park connects you to historic landmarks including a centuries-old grist mill, Boulder Cliff, and natural springheads -- all within a short drive of world-class amenities, dining, and entertainment. What sets this lot apart? The opportunity to build with BOLD Construction -- the Triangle's premier custom home builder. BOLD has earned the title of Best Custom Home Builder in the Best of Chapel Hill Awards seven consecutive years, including 2025, with a portfolio featuring Gold Award-winning homes in the Parade of Homes and national recognition from Best of Houzz and Home Builder Digest. With BOLD, your vision becomes reality through expert design, transparent fixed pricing, and unmatched craftsmanship. This is not just a place to build. It's a place to live well -- surrounded by nature, immersed in history, and connected to the very best of North Carolina living.

75 Kenwood Ln, Pittsboro

115 Circle City Way, Pittsboro
$629,000
4 Beds ⋅ 4 Baths ⋅ 10145757 MLS ⋅ ACTIVE Status
New Large Price Improvement! Up to $6000 in lender paid closing costs or use to buy down the rate! Now the lowest dollar per sq ft single family home in Chatham Park, don't miss this opportunity! With its designer upgrades, beautiful backdrop and yard, custom details and in like-new condition, you can't go wrong. Having a recent large price adjustment, this pristine home won't last much longer! This like-new 2024 built home is both stunning and thoughtfully designed! Spacious with lots of storage and great views. This 4-bedroom, 3 and a half bath home is situated on a lot with a beautiful view and privacy. It offers both exceptional functionality and luxurious finishes throughout, showcasing an upgraded design. The flexible floor plan includes a main-level primary bedroom with an upgraded luxury bathroom. Also on the main level you will find a study, dedicated office nook, large dining area, half bath and spacious kitchen. Upstairs are 3 more bedrooms, 2 full bathrooms, 2 large walk-in storage rooms, and a large bonus room providing additional living or recreational space. The gourmet kitchen is well appointed with granite countertops, stainless steel appliances, under-sink reverse osmosis system, upgraded lighting and a large pantry, Additional custom trim work is featured within the home highlighting the high-end design. Situated on a beautiful lot, the outdoor spaces include a large deck, and screened-in porch, perfect to take in the view of the park, and further outdoor enjoyment. Situated to enjoy your sunrise view with your morning coffee! Even the crawlspace is conditioned and sealed for peace of mind. Located in Chatham Park, the community offers access to nature trails, parks, splash pad, dog park, and option to join the private swimming pool and pickleball courts. This beautiful home is located in close proximity to trails and the new YMCA. Custom features, great location, and the privacy to enjoy your beautiful home are just some of the key features.

115 Circle City Way, Pittsboro

114 Mountaintop Cir, Pittsboro
$7,689,900
5 Beds ⋅ 8 Baths ⋅ 10112060 MLS ⋅ ACTIVE Status ⋅ Overlook BLDG.
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 screened deck features a motorized phantom screening system. The main level living includes an ensuite / guest haven with designer closet and fully equipped bath with shower. Walk up or travel by elevator to the second-floor lounge with access to the star gazing deck and grand suite terrace. The grand suite is 21' x 18' and features his and hers closets including the LG styler steam closet, a spa inspired Bath and networking room. Also enjoy access to the grand suite terrace with sliding doors. But wait...there is a private sunbathing balcony accessed through the spa! Across the hall you will find a generously appointed ensuite 3 and 4 each with full bath and easy access to the second laundry area. The entertainment mecca is located in the lower level featuring a bedroom with the 20 x 12 Au pair suite. Across the hall is the laundry/gift wrapping craft room as well as the exercise yoga studio with sports storage, sauna and locker room with shower. The main attraction to the lower level is the theater room and game areas serviced by a kitchen area and separate wine/cigar room. All of this has easy access to the 36' x 15' phantom screened porch and the oversized sunrise deck. Step off the sunrise deck to the infinity pool and outdoor living spaces. Lastly you will of course be thrilled with an oversized 3 car garage with dog washing station and EV charging. Come see this amazing home site of nearly two acres and personalize this custom one of a kind original plan and legacy home available only by Sage Built and the Summit Community located here overlooking beautiful Chatham County NC.

114 Mountaintop Cir, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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