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$473,000
3 Beds 3 Baths 10174692 MLS
Beautifully maintained 3-bedroom, 2.5-bath home nestled in the welcoming and established community of Chatham Forest. In contrast to many of today's higher-density developments, Chatham Forest is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere. An open lot beside the home enhances the sense of privacy, while the large fenced backyard provides plenty of space to relax, garden, or entertain. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, all three bedrooms offer generous space along with two full baths designed for comfortable everyday living. And then comes the grand finale—the third floor. While it currently provides excellent storage space, its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom, media room, playroom, home office, workout space, or whatever best fits your lifestyle. A home filled with charm, warmth, and room to grow, all within one of Pittsboro's most beloved neighborhoods.

40 Fox Chapel Ln, Pittsboro

$1,450,000
4 Beds 5 Baths 10174472 MLS
Set on a breathtaking 2.5-acre wooded homesite just moments from Jordan Lake, Seaforth High School, and the vibrant heart of the Triangle, this extraordinary custom estate is a showcase of timeless luxury, exceptional craftsmanship, and inspired design. Scheduled for completion in October 2026 after being showcased in the Chatham County Parade of Homes, the residence has been thoughtfully envisioned to blend sophistication with warmth, creating spaces that are both grand and inviting. Expansive windows fill the home with natural light, further emphasizing carefully curated finishes and architectural details that elevate everyday living. At the heart of the home, a spectacular designer kitchen is crafted for gathering and celebration. An oversized statement island anchors the space, complemented by bespoke custom cabinetry and premium Café™ smart appliances that combine professional-grade performance with enduring style. The main-level owner's retreat serves as a private sanctuary, featuring a spa-inspired bath designed for relaxation and renewal. A dedicated guest suite and ensuite baths for every bedroom help ensure comfort and privacy for family and guests. Outdoor living is equally impressive. Vaulted screened porches and elegant outdoor entertaining spaces create a seamless connection to the natural surroundings, offering peaceful, wooded views and a perfect setting for enjoying Carolina evenings year-round. Nestled within an enclave of distinguished custom homes, this exceptional property offers the rare advantage of no HOA and minimal covenants, preserving both privacy and community character. Encompassing 3,688 heated square feet and 5,025 square feet under roof, the home reflects the builder's renowned commitment to quality, craftsmanship, and attention to detail. Located in one of the region's most desirable areas, it provides the perfect balance of tranquility, convenience, and luxury living. Current photographs showcase both construction progress and the remarkable level of artistry that will define the completed residence.

35 Big Bear Dr, Pittsboro

$1,190,000
4 Beds 4 Baths 10174176 MLS
This thoughtfully designed 3,505 sqft home features an open and airy layout with 10 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 3.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy, and the full unfinished basement allows for creativity and possibilities. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with wooded privacy. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, a 3 car garage, and a tankless water heater for efficiency. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and of course, championship golf.

79 Lookout Rdg, Pittsboro

$1,000,000
10174112 MLS
Rare opportunity to own a beautiful acreage tract with rolling topography, mature hardwoods, and exceptional potential. This unrestricted property offers extensive pasture areas, public road frontage, and a private setting ideal for a custom estate, family compound, mini-farm, recreational retreat, or future development. Bring your own builder and build on your timeline—there is no time limit to begin construction. Multiple potential homesites and favorable soil maps provide flexibility for a variety of uses. The property may be suitable for subdivision or a small residential development, subject to buyer verification and approvals. An intermittent stream enhances the natural character of the land, while easement access via Friendly Pooch Lane provides additional access to the rear portion of the tract. Enjoy the freedom, privacy, and flexibility that come with owning unrestricted acreage with endless possibilities.

477 Jay Shambley Rd, Pittsboro

$472,000
4 Beds 3 Baths 10174035 MLS Alder A BLDG.
Homes by Dickerson have begun construction on our brand new 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

$400,000
3 Beds 2 Baths 10173655 MLS
Enjoy easy living in this end-unit townhouse set in a park-like setting. The front door opens to a welcoming entry hall. The spacious living room features a vaulted ceiling with skylights and a ceiling fan, a gas fireplace, and large windows overlooking the backyard. A formal dining room connects to the living room. The updated kitchen offers warm wood cabinetry, quartz countertops, and stainless-steel appliances, including a one-year-old stove. A skylight brightens the sunny breakfast area. The main-level primary suite includes three closets, one of them a large walk-in. The adjoining bath features a linen closet, a tile shower with a built-in seat, and a double-sink vanity. Upstairs are two additional bedrooms, a study, and a full bath with skylight and tile flooring. Both bedrooms upstairs have large walk-in closets. Additional living space is available in the sunroom, which has brick flooring and views of the landscaped yard with blooming Rose of Sharon, camellias and azaleas. One-car garage plus assigned parking.

438 Crossvine Close, Pittsboro

$569,000
3 Beds 3 Baths 10173474 MLS
Move in ready! Bright and updated home on large corner lot in leafy Potterstone Village. Fantastic location convenient to Chatham Park, Jordan Lake, Chapel Hill, Apex and surrounding areas! New interior paint and carpet, Electric car charger in garage. 3 bedrooms and light-filled loft/office upstairs. Main living area on first floor includes custom built-ins, gas fireplace, and breakfast nook with bay window. Granite countertops in kitchen and master bath. So many ways to enjoy the outdoors - watch the world go by from the front porch; relax at the neighborhood pool, or unwind in your screened-in back porch, overlooking the fenced-in backyard and natural buffer. See it before it's gone! Broker is property owner.

98 Bridle Path, Pittsboro

$3,000,000
10173242 MLS
Rare opportunity to acquire 31+ acres of prime in-town acreage in one of North Carolina's fastest-growing markets. Ideally situated adjacent to a major residential subdivision, this property features frontage on a paved public road in a high-growth corridor. Public water and sewer utilities, creating exceptional development potential. Located just minutes from Chatham Park and the planned Disney community investment area, the property lies within a path of significant residential and commercial expansion. The Town of Pittsboro has expressed strong interest in quality infill development, making this a compelling opportunity for a residential subdivision, mixed-use project, or future investment hold. The site's size, utility access, and strategic location support substantial residential development potential. Convenient access to schools, shopping, employment centers, and regional transportation routes further enhances the property's appeal. A rare chance to secure a large-scale development tract in the heart of Pittsboro's growth corridor.

1350 Hillsboro St, Pittsboro

$473,000
3 Beds 3 Baths 10173058 MLS Lumen C BLDG.
Homes by Dickerson have begun construction on our popular Lumen C Plan. This thoughtfully designed home showcases modern craftsman inspired architecture. Enjoy the ease of main-floor living with a spacious primary suite on the first floor, while two additional bedrooms and a versatile loft upstairs provide flexible space for guests, family, or hobbies. Designed with future accessibility in mind, this home is part of our Horizon Collection, featuring wider doorways, lever door hardware, comfort-height toilets, a zero-entry primary shower, and rough-ins for a future additional washer and dryer in the primary closet. 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!

110 N Village Pkwy, Pittsboro

$574,900
3 Beds 3 Baths 10172837 MLS
Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Ridge Rd, Pittsboro

$10,750,000
10172752 MLS
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

$1,475,000
4 Beds 5 Baths 10172726 MLS
Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, Pittsboro

$750,000
4 Beds 4 Baths 10172128 MLS
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

$1,089,999
4 Beds 4 Baths 10172053 MLS
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/ 9 ft. upstairs. Stunning! Massive Gourmet Kitchen w/ Quartz Countertops, Custom Double Cabinets and Updated Appliances, including 2 Large Ovens. Large Eloquent Dining Area for Gatherings plus Kitchen Nook/ Keeping Room Area. Private, Large Master Suite w/ Vaulted Ceilings. Access from Master Suite to the Screen Porch. Impressive Master Bath! Beautiful Cabinetry, Free-standing Tub and Huge Master Shower. Master Closet is Extraordinary! Built-ins, Custom Vanity, etc.! Beautiful Hickory REAL Hardwood Floors throughout. 2nd Story Loft Area is terrific for 2nd Family/Gathering Rm, Teen Suite, etc. complete with Wet Bar. 2nd Story Bonus Room is very spacious with access to HUGE Walk-in Unfinished Storage Area. Custom Butcher Block Tops and Cedar Shelving add so much warmth to this home. Garage is OVERSIZED, large enough for 2 full sized trucks + golf cart + riding lawn mower! Outdoor Space is ideal for Entertaining- Huge Screened Porch that leads down to Patio - great for Grilling and Entertaining. Large Front Porch. Beautifully Landscaped Yard with Irrigation System. Long Driveway. The scenery is Exquisite from every angle. The property backs up to a creek buffer and cow pasture through the woods so TOTAL privacy from your back yard! Backyard also allows for pool and/or detached garage/workshop. This house has it ALL and is a MUST SEE!

509 Cabin Creek Crk, Pittsboro

$400,000
3 Beds 2 Baths 10171914 MLS
3 Bed | 2 Bath | True Single-Level Living on a Private Wooded Lot Between Pittsboro & Chapel Hill Experience the ease of true single-level living in this light-filled home, ideally situated between Pittsboro and Chapel Hill in a desirable Village community. Designed with both comfort and accessibility in mind, the home features zero-step entry from the oversized two-car garage, allowing seamless access without navigating interior or exterior stairs—an exceptional feature for those seeking long-term convenience and aging-in-place functionality. Inside, cathedral ceilings and multiple skylights fill the home with an abundance of natural light, creating an open, airy atmosphere throughout the spacious living and dining areas. A versatile flex room overlooking the front yard offers endless possibilities as a home office, art studio, library, or hobby space. Set on a private, wooded 0.81-acre cul-de-sac lot, the expansive deck provides the perfect place to enjoy morning coffee, entertain guests, or simply relax while taking in the peaceful natural surroundings. A large concrete driveway, oversized garage, and newer roof add to the home's everyday functionality and value. Residents also enjoy access to the community pool and the highly regarded Fearrington Cares program, which offers a variety of complimentary services and support designed to enhance everyday living. Offering privacy, accessibility, abundant natural light, and an unbeatable location just minutes from shopping, dining, and all that Pittsboro and Chapel Hill have to offer, this home is a rare opportunity. Home is being sold as-is.

166 Wintersage, Pittsboro

$835,000
6 Beds 4 Baths 10170894 MLS
Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro

$559,000
3 Beds 3 Baths 10170599 MLS
Welcome home to this beautifully maintained, like-new gem nestled in one of the area's most thoughtfully planned communities. Perfectly positioned just steps from exceptional neighborhood amenities, this charming two-level home combines comfort, convenience, and timeless style. Inside, you'll find an inviting open-concept layout designed for everyday living and effortless entertaining. The main-floor primary retreat offers privacy and ease, while the gorgeous kitchen, spacious walk-in pantry, functional mud room, and attached garage add practical touches throughout. Enjoy quiet mornings or relaxing evenings on the screened porch overlooking the peaceful surroundings. Meticulously cared for and truly move-in ready, this home features three spacious bedrooms plus a versatile second-floor bonus room that could easily serve as a fourth bedroom, home office, or playroom. With two and a half bathrooms and flexible living spaces, there's room for everyone to feel at home. Beyond the front door, residents enjoy access to an incredible lifestyle-centered community featuring miles of scenic walking trails, playgrounds, dog parks, pickleball courts, and a swim club -- available through additional membership. This is more than a home -- it's a lifestyle in a community designed to connect, relax, and thrive.

37 Millennium, Pittsboro

$495,000
2 Beds 2 Baths 10170573 MLS
Skip the wait for new construction and settle right into this like-new ranch home in the highly desirable 55+ community of Encore at Chatham Park. Designed with comfort and convenience in mind, this thoughtfully planned home offers 2 bedrooms, 2 full baths, and a dedicated office/den that's perfect for working from home, pursuing hobbies, or accommodating overnight guests. The open-concept layout makes everyday living and entertaining effortless. At the heart of the home, the gourmet kitchen features a large center island, abundant cabinet and counter space, a gas cooktop, and stainless steel appliances, all flowing seamlessly into the dining area and family room. A gas log fireplace creates a warm and inviting focal point in the spacious family room. The primary suite is a true retreat, featuring a generous walk-in closet with direct access to the laundry room, a double vanity, and a zero-entry tile shower. Additional upgrades include a convenient drop zone off the garage, epoxy-coated garage floors, and a covered rear patio that's perfect for enjoying North Carolina's beautiful seasons. Looking for extra space? The expansive walk-in attic has already been upgraded with additional insulation and includes a workbench, offering endless possibilities for a workshop, hobby room, or exceptional storage. Best of all, lawn maintenance is included through the HOA, leaving you more time to enjoy Encore's outstanding resort-style amenities. Residents have access to a stunning 5,000-square-foot clubhouse with fitness and gathering spaces, a resort-style pool and hot tub, putting green, cornhole area, tennis and pickleball courts, and a vibrant calendar of social activities. Located within walking distance of Mosaic at Chatham Park, you'll enjoy easy access to restaurants, breweries, a coffee shop, shopping, concerts, fitness classes, and community events. More than just a home, this is an opportunity to embrace an active and connected lifestyle.

200 Imagine Way, Pittsboro

$480,000
3 Beds 3 Baths 10170528 MLS
Welcome to 76 Fox Chapel Lane, a beautifully updated home with private outdoor retreat. This inviting 3b, 2.5b residence offers the perfect blend of comfort, functionality, and peaceful outdoor living. Natural light fills the thoughtfully designed layout. On the first floor, you'll find a spacious kitchen and dining room, a warm and welcoming high ceiling living room, and a hidden master bedroom featuring a bright bathroom and a walk-in closet. The second floor includes two additional bedrooms situated on each side of a cozy loft-style living area. A beautifully finished bonus room offers endless flexibility ,ideal for a home office, meditation space, hobby room, or anything you envision. A standout feature of this property is the newly upgraded private backyard retreat. Enhanced with extensive significant landscaping and outdoor improvements. This place is perfect for morning coffee, family gatherings, gardening, quiet reflection, or simply enjoying the natural surroundings. The backyard has been intentionally designed to create a peaceful escape that feels like your own personal sanctuary. Located just minutes from historic downtown Pittsboro, local shops, dining, Chatham Park, and convenient access to Chapel Hill, RTP, and surrounding Triangle areas. 10-minute walk through the small woods to reach Chatham Mills and the weekly Saturday Farmers Market. 76 Fox Chapel offers the ideal balance of small town tranquility and modern convenience. Major upgrades include fresh interior and exterior paint(2026), high-quality carpet(2026), fence(2023), private backyard retreat(2025), HVAC upstairs(2024), tankless water heater(2023), vapor Barrier in crawlspace(2026). Early possession is available. Seller can work out a flexible closing timeline to support a seamless transition for buyers to sell another house. Whether you're looking for a comfortable family home, a peaceful retreat, or a property with beautifully upgraded outdoor living space, 76 Fox Chapel Lane is a rare opportunity you won't want to miss!

76 Fox Chapel Ln, Pittsboro

$310,000
10169800 MLS
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

$659,900
4 Beds 4 Baths 10169552 MLS Pickney BLDG.
Final opportunity in NoVi Chatham Park to own a home with a finished bonus room and full bath above the detached garage. With more than 3,000 square feet, this thoughtfully designed home features 4 bedrooms and 4 full baths, including a first floor guest bedroom with full bath nearby. The flexible layout offers incredible versatility for multigenerational living, long term guests, a private office, media room, fitness space, or separate retreat area. The open concept main living area is filled with natural light and designed for both entertaining and everyday living. Upstairs, a spacious loft provides an additional gathering space, while the oversized Owner's Retreat features a spa inspired bath and massive walk in closet. Located just across from the YMCA and future park, this home offers one of the most unique and versatile layouts remaining in North Village at Chatham Park

416 N Village Pkwy, Pittsboro

$469,990
2 Beds 2 Baths 10168926 MLS
The Inspiration by David Weekley Homes offers thoughtfully designed living spaces with the flexibility to fit your family's evolving lifestyle. Abundant natural light fills the open-concept family and dining areas through energy-efficient windows, creating a bright and welcoming atmosphere. At the heart of the home, the chef-inspired kitchen features a spacious dine-up island, and generous prep space, ideal for everyday living and entertaining alike. Step outside to the covered porch, a perfect space for relaxing or gathering with family and friends. The private Owner's Retreat provides a peaceful escape with an en suite bath and oversized walk-in closet. A secondary bedroom is thoughtfully positioned near a full bath, offering comfort and privacy for guests or family members.

134 Tantara Bnd, Pittsboro

$857,000
3 Beds 3 Baths 10168889 MLS
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

$479,000
3 Beds 2 Baths 10168862 MLS
This contemporary home showcases distinctive architectural details, including vaulted ceilings, an open staircase and landing overlooking the living room, and abundant windows with peaceful views of the wooded, nearly half-acre lot. Sustainable bamboo flooring on the main level. The living room features a gas fireplace and sliding glass doors that open to the sunroom. A separate dining room sits next to the remodeled kitchen, which offers maple cabinetry with soft-close doors, stainless steel appliances, granite countertops, a tile backsplash, and a pantry. The home includes three bedrooms, with one on the main level and two upstairs, along with two full bathrooms, one on each level. The sunroom opens to a deck and a private fenced backyard. Mature trees, natural landscaping, and distinctive shrubs and plantings enhance the outdoor setting. Located in the heart of Fearrington Village's historic district, the home is close to the Village Center, tennis and pickleball courts, the playground, and wooded nature trails in the community greenspace.

44 Benchmark, Pittsboro

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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 .