Refine Search
Map
Sort by
$775,000
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
$1,089,999
4 Beds ⋅ 4 Baths ⋅ 10172053 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$459,900
3 Beds ⋅ 3 Baths ⋅ 10170671 MLS ⋅ ACTIVE Status ⋅ Tripointe Homes BLDG.
Impeccably Maintained and Beautifully Designed! This light-filled home features; Stainless Appliances, Gorgeous backsplash & Oversized Island in the Kitchen that overlooks a lovely OPEN CONCEPT Dining and Living Room. Enjoy the linear fireplace in the family room on chilly nights or retire to the peaceful patio adjoining the family room on a summer evening. There is a great DROP ZONE as you enter from the garage too. The second floor has a Primary Bedroom w/ motorized shades and a closet that is ample for two. Chatham Park is a rare community designed to bring neighbors together. Hurry to see this amazing ''Like New'' home!

509 Wendover Pkwy, Pittsboro
$559,000
3 Beds ⋅ 3 Baths ⋅ 10170599 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$490,000
3 Beds ⋅ 3 Baths ⋅ 10170528 MLS ⋅ ACTIVE Status
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
$2,150,000
5 Beds ⋅ 6 Baths ⋅ 10169823 MLS ⋅ ACTIVE Status
Move-In Ready Custom Masterpiece by Wagoner Homes at Firefly Overlook - 316 Firefly Overlook, Pittsboro, NC MOVE IN READY! Step into this brand-new, completed custom home by award-winning Wagoner Homes, nestled on a private 1.55-acre homesite (Homesite 28) in the exclusive Firefly Overlook community at Jordan Lake. This exquisite residence spans 4,897 square feet of thoughtfully designed heated living space, featuring 5 spacious bedrooms, 5.5 luxurious bathrooms, and exceptional storage throughout. The open-concept layout is filled with abundant natural light, showcasing impeccable craftsmanship and high-end finishes that are ready for immediate enjoyment.  Surrounded by mature hardwoods, this serene retreat offers privacy and natural beauty while being just steps from the tranquil shores of Jordan Lake. As part of an intimate boutique community of only 30 acreage homesites, it perfectly balances seclusion with convenience. Pittsboro is experiencing exciting growth with major developments on the horizon, including the transformative Chatham Park master-planned community. This expansive project will bring new homes, commercial spaces, schools, amenities, and infrastructure, enhancing the area's appeal and long-term value.  Skip the wait and uncertainties of new construction--this Wagoner Homes masterpiece is fully completed and move-in ready today. Don't miss this rare opportunity to own a luxury custom home in a prime location.

316 Firefly Overlook Rd, Pittsboro
$733,000
4 Beds ⋅ 3 Baths ⋅ 10169591 MLS ⋅ ACTIVE Status
Explore 1963 Buckner Clark Rd, a residence where functional design meets everyday practicality. A central fireplace provides a comfortable ambiance. The kitchen includes all stainless steel appliances, a generous kitchen island, and an accent backsplash, enhancing usability. The primary bathroom features double sinks, alongside a separate tub and shower, designed for daily comfort. Outside, a spacious deck provides an area for outdoor enjoyment. This property combines refined comfort with functional outdoor space.

1963 Buckner Clark Rd, Pittsboro
$659,900
4 Beds ⋅ 4 Baths ⋅ 10169552 MLS ⋅ ACTIVE Status ⋅ 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
$1,499,500
4 Beds ⋅ 5 Baths ⋅ 10168964 MLS ⋅ ACTIVE Status ⋅ Easterling Benson Fine Homes 2, Llc BLDG.
Experience luxury living in this move-in ready custom home - a 2025 Parade of Homes Gold Medal winner. Thoughtfully designed with exceptional craftsmanship and resort-style outdoor living, this home is truly a must-see. A sprawling front porch overlooks the stocked pond with tranquil water feature, creating the perfect setting to relax and unwind. Inside, the open-concept floor plan is filled with natural light and showcases stunning views from both the front and back of the home. Designed for everyday living and effortless entertaining, the chef's kitchen features high-end finishes, a spacious scullery, and walk-in pantry. The main-floor primary suite offers a private retreat, while the dedicated office on the first floor provides ideal work-from-home flexibility. Step outside and discover your own private oasis. The backyard was made for year-round enjoyment with a pool, oversized screened porch with retractable screens and heaters, and a built-in grill perfect for entertaining in every season. Additional highlights include an oversized 2-car garage plus convenient access from the pool area to a full bath and sauna. Every detail of this award-winning custom home was carefully curated to combine luxury, comfort, and functionality.

49 Harrison Pond 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
$479,000
3 Beds ⋅ 2 Baths ⋅ 10168862 MLS ⋅ ACTIVE Status
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
$375,000
2 Beds ⋅ 2 Baths ⋅ 10168731 MLS ⋅ ACTIVE Status
Magical treehouse retreat just minutes from downtown Pittsboro. Perched among the trees, the main living spaces are located on the upper level, where expansive skylights fill the home with natural light and create a bright, airy escape that inspires creativity and imagination. The lower-level studio offers flexible space for hobbies, work, or guests. A sunny clearing provides endless possibilities for a future homesite, workshop, gardens, or orchard. Build your dream home and use the existing structure for rental income, multi-generational living, or a private retreat. Surrounded by large tracts of land, the property feels peaceful and secluded, with a beaver pond adding to its natural beauty. Oversized 4-bedroom septic system already in place. No HOA or restrictive timelines. New roof and mini-split HVAC systems installed in 2024.

497 Turn, Pittsboro
$849,900
5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status
Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a 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 charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro
$997,000
3 Beds ⋅ 2 Baths ⋅ 10168414 MLS ⋅ ACTIVE Status
Unique, Fully Custom Fearrington Village ''Gem'' for Sale located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos. Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek. There is a 1170 sq ft unfinished for workshop, exercise equipment, or storage. The forest can be seen upon entering and can be enjoyed by all spaces on the west side of the home including the window-walled dining room, open deck and screened porch which lend a ''Tree House'' feel to the upper living level. ''Apricot Sunsets'' can be seen through the trees. Upon entering, a foyer accesses a private main suit including a large bedroom with plenty of light from large windows that open onto the forest offering peaceful sleep, dual cedar-lined closets with built-ins, a spacious bath with windows that open onto the lush courtyard that includes a large shower, a claw foot tub and two furniture-style vanity sinks, a custom brick wall and a separate private toilet. The main wing hallway is lined with floor-to-ceiling cabinets for generous storage. From the foyer lies a large, bright and sunny flex room featuring a bay window with views of the front courtyard populated with multiple varieties of trees, flowers, and vines. Butterfly bushes grace the view to provide a ''Butterfly Ballet'' when in season. A massive Cherry tree provides shade and blooms that ''snow'' in spring. Tucked into the corner of the courtyard is a pergola which is covered with lush grape vines during spring, summer and early fall. The brick seating area provides wonderful views of all growing zones and for enjoyment of the songbirds who frequent the feeders in the gardens. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees and butterflies. A small raised-bed garden is included and perfect for growing herbs. The main level provides a spacious great room with vaulted ceilings and views of the forest through the window-walled dining area. Built-ins flank a custom stone fireplace which showcases an historic, 400-year-old beam mantle. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung ''Smart'' refrigerator, a new oven (2025,) and views to the deck and forest. Two more bedroom/office rooms and a full hall bath lie directly off the kitchen, one with access to the screened porch The hallway from the kitchen has 2 large pantries. A cedar-lined coat closet is near the garage entrance. A spacious, light-filled laundry room with built ins, a custom dog shower and pet feeding area completes the hallway. A pair of Maytag machines are included. One garage side door leads to a fenced, side yard/dog run which extends the length of the home. The home provides ample outdoor spaces for pets. The other garage side door gives access to the courtyard for ease with gardening projects. Another fabulous feature this home offers is the walk-out basement. The finished portion provides a versatile space that is perfect for a private office, exercise area, yoga studio, or hobby room—the possibilities are endless. Complete with a partial kitchen, it's easy to stock your favorite beverages and snacks while enjoying this flexible living space. The unfinished area offers abundant storage or can serve as an ideal workshop for projects or fresh and clean storage space with a dual HVAC systems and located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping in the courtyard is maintained by an extensive drip system. HOA manages grounds outside the courtyard.

1390 Bradford Pl, Pittsboro
$970,000
5 Beds ⋅ 4 Baths ⋅ 10168044 MLS ⋅ ACTIVE Status
**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, Pittsboro
$3,269,000
5 Beds ⋅ 6 Baths ⋅ 10093254 MLS ⋅ ACTIVE Status
Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the convenience of the Triangle. The main level opens to soaring ceilings and floor-to-ceiling glass panel walls that frame panoramic views of the wooded landscape. A wood-clad ceiling anchors the great room, where a dramatic black stone fireplace wall draws the eye and oversized pendant lighting sets a warm, modern tone. The chef's kitchen features a professional-grade range, waterfall stone island with seating, custom dark wood cabinetry, and a dedicated scullery - purpose-built for serious entertaining. A formal dining room with gallery-quality proportions connects to a covered outdoor living space with a built-in stone grill kitchen, cable-rail detailing, and views into the tree canopy. The main-level primary suite is a true retreat: a wall of windows overlooking the creek, a spa-inspired bathroom with black matte freestanding soaking tub, natural stone and oak paneling, dual vanities, and a designer walk-in closet with built-in cabinetry and library ladder. Additional main-level bedrooms and or office each have private baths, and a mudroom drop zone keeps the entry organized. A striking circular staircase -one of the home's architectural signatures -descends to the finished daylight lower level, where the entertaining continues with a stone-accented wet bar, family room, game room, yoga or flex space, study, and additional bedrooms with private baths. A second laundry room on this level adds everyday convenience. A residential elevator serves both floors. The oversized three-car side-entry garage offers generous storage. Outside, a winding stone path leads through the wooded acreage down to the creek - a private nature trail on your own property. Laurel Ridge is located just five minutes from Chapel Ridge Golf Club and ten minutes from the shops, restaurants, and entertainment of Chatham Park and Mosaic. Jordan Lake recreation and the Haw River are minutes away, with downtown Chapel Hill and the western Raleigh-RTP corridor each roughly 20 minutes. Connected to Aqua water and sewer - no well or septic required, a rarity for estate-sized lots in Chatham County. This is luxury new construction with acreage, privacy, and proximity that is exceptionally difficult to find in today's Triangle market.

481 Brook Green Ln, Pittsboro
$992,251
5 Beds ⋅ 3 Baths ⋅ 10064032 MLS ⋅ ACTIVE Status
Simply Stunning Drees Homes ''to be built'' Vanderburgh plan! Just the plan that you have been looking for with all the following Options - 10' Ceilings on first floor, bay window at formal dining room, enlarged kitchen, beams in family room, 12'x16' screened porch with outdoor gas fireplace, first floor bedroom, 2 car side entry garage plus carriage to total 3, UNFINISHED BASEMENT, 4 additional bedrooms upstairs plus game room! Floor Plan attached in MLS. Chapel Ridge has resort-like amenities ranging from the Fred Couples designed semi-private golf course, pro shop, restaurant & bar, to an Olympic sized pool with water slide, tennis, basketball, volleyball courts, and playground, look no further! Chatham Park is close by as well for amenities such as shopping, restaurants, medical, parks, entertainment and parks. Mosaic is also nearby for all of your shopping and entertainment needs! Floorplan is attached in documents.

149 Brandy Ml, Pittsboro
$990,000
4 Beds ⋅ 3 Baths ⋅ 10150041 MLS ⋅ ACTIVE Status
An exceptional opportunity to own a brand-new Prewitt-Douglas custom home in the upscale Chapel Ridge golf course community. Currently in the pre-sale planning stage, this 4 bedroom residence offers the rare chance to personalize finishes and selections from the ground up. The thoughtfully designed open floor plan delivers the space, flow, and livability today's buyers demand -- with the quality craftsmanship and attention to detail Prewitt-Douglas is known for.

12 Cabin Crk, Pittsboro
$425,000
2 Beds ⋅ 3 Baths ⋅ 10150085 MLS ⋅ ACTIVE Status
710 Vine Parkway is a modern farmhouse - move in ready - Garman build in the heart of Chatham Park. You'll love the 2 bedroom/ 2.5 bath with plenty of upgrades. The gourmet kitchen with an open concept downstairs living area provides natural light and space. Enjoy your coffee on the front porch or the added back porch. Upstairs, the primary suite has two large closets and plenty of space and a second bedroom with it's own bathroom for your family or as an office. Thoughtfully designed on a corner lot with a 2 car detached garage. Chatham Park and this home specifically, offer great live, play, work options in Chatham Park and nearby Pittsboro. Easy travel to UNC-Chapel Hill, highways and 15-501. Local restaurants, many amenities, trails, dog parks and more are waiting for you!

710 Vine Pkwy, Pittsboro
$850,000
3 Beds ⋅ 4 Baths ⋅ 10153145 MLS ⋅ ACTIVE Status
Located in a highly desirable North Chatham neighborhood, this beautiful home sits on 2 private acres and features a flexible main-floor living design with three bedrooms on the primary level. Inside, the home offers high ceilings, wonderful natural light, and an easy-flow floor plan designed for comfortable everyday living and entertaining. The gourmet kitchen with wormy maple countertop opens to the main living spaces and connects seamlessly to the outdoor areas. Enjoy quiet mornings or evening gatherings on the screened porch that opens to a spacious deck overlooking the property. An unfinished 2nd floor and daylight basement provides exceptional opportunity for future expansion, allowing the next owner to easily add significant square footage if desired.

464 Deer Mountain Rd, Pittsboro
$469,900
3 Beds ⋅ 3 Baths ⋅ 10144588 MLS ⋅ ACTIVE Status ⋅ The Brockway BLDG.
Own a move-in ready home in Chatham Park for under $470,000 with lawn maintenance included, walkable access to the Chatham Park YMCA, and a low-maintenance lifestyle just minutes from Mosaic, trails, and future North Village amenities. Welcome to 13 Tallgrass Road, where modern elegance meets functional design in this beautifully crafted Brockway C floor plan. This stunning two-story home offers 1,706 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. A standout feature of this home is the exceptional storage--offering pull-down attic access both inside the home and in the garage, a rare find in this community. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. Step inside to discover an inviting open-concept layout that seamlessly blends comfort and style. The gourmet kitchen is a chef's dream, complete with high-end finishes, ample cabinetry, and a large island perfect for entertaining. The bright and airy family room flows effortlessly to the dining area, making it an ideal space for gatherings. Retreat to the luxurious owner's suite, where relaxation awaits with a spa-inspired en-suite bathroom and generous closet space. Additional bedrooms offer privacy and comfort, each with access to their own well-appointed bathrooms. Enjoy the vibrant community of NoVi Chatham Park, where amenities, green spaces, and convenience come together to create a truly exceptional living experience. Don't miss the opportunity to make this beautiful home yours! Contact us today to schedule a tour.

13 Tallgrass Rd, Pittsboro
$1,895,000
5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status
Build this stunner or a plan of your choosing with Paragon Building Group the Triangle's premier Southern Living Custom Builder. 3.01 acres backs to NC Park Land in highly desirable Riverstone Estates and offers Universal Design elements that welcome all. Located just past the Haw River, picturesque Riverstone Estates is accessed easily from highway 64 and is just minutes from Chatham Park and it's entertainment district, Mosaic, as well as historic downtown Pittsboro.

186 Evington Dr, Pittsboro
$2,100,000
3 Beds ⋅ 5 Baths ⋅ 10157478 MLS ⋅ ACTIVE Status
Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro
$1,120,000
4 Beds ⋅ 4 Baths ⋅ 10042208 MLS ⋅ ACTIVE Status
Move In Ready Bristol Plan! Don't miss the opportunity to make The Bristol English Cottage your dream home. This home is located in Corbett Landing, a new custom neighborhood located inside the town-limits of Pittsboro, North Carolina. Nestled on this wooded lot, this enchanting English Cottage-style home combines timeless charm with modern amenities. Step into a welcoming foyer that leads to a formal dining room. Adjacent to the dining room is a convenient butler's pantry. The heart of the home boasts a well-appointed kitchen with ample counter space and storage. Upstairs, you will find a luxurious primary bedroom complete with an en-suite bathroom and spacious walk-in closet. Two more generously sized bedrooms and a versatile rec room provides options for entertaining. On the third floor you will find an additional flex room with full bath and walk in attic storage. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

162 Gaines Trl, Pittsboro
$2,900,000
5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status
Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for out door 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. Three Car oversized Garage and Plenty of Storage in the home!

181 Westhampton Dr, Pittsboro
$965,000
4 Beds ⋅ 4 Baths ⋅ 10084591 MLS ⋅ ACTIVE Status
Beautiful custom home in the highly desirable Chapel Ridge neighborhood. The primary suite and guest bedroom are on the first floor with two additional bedrooms upstairs. This wonderful open floor plan gives you plenty of room to entertain. Walking distance to the many community amenities including the pool, golf and tennis.

829 Chapel Ridge 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

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 .