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33 Willow Creek Ct, Pittsboro
$200,000
10200783 MLS ⋅ COMING SOON Status
Wooded 1.15-acre cul-de-sac homesite in Chapel Ridge Estates, Pittsboro (Chatham County). This quiet, private lot offers room for a custom home, a large yard, and outdoor living. Chapel Ridge Estates owners enjoy Chapel Ridge amenities, including a community pool, tennis and basketball courts, and a playground. Optional memberships are available at The Golf Club at Chapel Ridge, a course designed by Bob Moore (ASGCA) with Masters champion Fred Couples, set on rolling terrain just south of Chapel Hill. Fearrington Village, Lowes Foods, and downtown Pittsboro are each within about 15 minutes. Jordan Lake, with fishing, boating, and camping, is under 30 minutes away. Bring your own builder or work with the seller's selected builder, and ask about the seller's home plans. HOA covenants available on request. No for sale sign is allowed per HOA covenants.

33 Willow Creek Ct, Pittsboro
Hillcrest Dr, Pittsboro
$675,000
2 Baths ⋅ 10200390 MLS ⋅ ACTIVE Status
Over 12 acres in downtown Pittsboro, with beautiful mature hardwoods, rock escarpments, moderate slopes and a small traversing stream with native botanicals. One mile from the historic center of Pittsboro, with a neighborhood route available to avoid walking on 15-501. The house in photos has been abandoned for several years with no guarantees made, but the house is connected to water and electricity. Please see easement explainer in MLS documents section detailing multiple access points and utility easements. Corners are marked and agents can help show. Gate access is locked and showings are by appointment only. Please do not drive up to the listing without an appointment.

Hillcrest Dr, Pittsboro
2317 Alex Cockman Rd, Pittsboro
$899,000
4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status
For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro
60 Farmingdale Ln, Pittsboro
$515,000
4 Beds ⋅ 3 Baths ⋅ 10199851 MLS ⋅ ACTIVE Status
Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approval and agreed-upon contract terms. See documents for financing incentive details. Lovingly cared for and thoughtfully updated, this Potterstone Village home welcomes you with a rocking-chair front porch and spaces that invite you to settle in and stay awhile. From morning coffee on the deck to evenings gathered around the fireplace, it's easy to imagine the everyday moments that will make it yours. With four bedrooms, 2.5 baths, and 2,156 square feet, the layout offers room to gather and space to retreat. Hardwood floors flow throughout the main level, connecting a welcoming family room with gas-log fireplace to the kitchen and sunny breakfast area. White cabinetry, a subway-tile backsplash, and a new dishwasher complement the kitchen, while a separate dining room with a bay window and decorative molding sets the scene for holiday dinners and everyday celebrations. Upstairs, all four bedrooms are together, along with a convenient laundry room and newly installed Mohawk PureTech Plus waterproof plank flooring and carpet. The spacious primary suite features a vaulted ceiling and an adjoining sitting room with double doors... perfect for a home office, a favorite book, or a quiet start to the day. The beautifully renovated primary bath brings a little luxury to your routine with a 4-by-5-foot tiled walk-in shower, ceiling-mounted rainfall showerhead, handheld sprayer, heated towel bars, and a new double vanity with updated faucets and lighting. Step outside to an oversized, recently stained deck with built-in seating overlooking a large, level backyard. Raised garden beds offer space to grow your favorites, and the neighborhood pool is a short walk away. The recently stained front porch provides another inviting spot to unwind and greet neighbors. A roof replaced in 2021, updated lighting throughout, and a two-car garage round out the home's features. Set on .33 acre just minutes from downtown Pittsboro's shops, restaurants, and small-town charm, this is a home ready for new memories... and your next chapter.

60 Farmingdale Ln, Pittsboro
1765 Nc 902nd Hwy, Pittsboro
$260,000
10199730 MLS ⋅ ACTIVE Status
4.0770 Acres in the ETJ of Charming Pittsboro. Close to town for shopping, dining and activities. Easy access to Highways 87, 15/501 and 64. A great lot for your new home. There is an existing 2 bedroom septic installed from an old manufactured home that was removed 10 years ago. There is an existing well on the property that is currently in use and being used by Lot 6A. There is a small 1800s historic cemetery on the property.

1765 Nc 902nd Hwy, Pittsboro
137 Evergreen Dr, Pittsboro
$449,000
3 Beds ⋅ 3 Baths ⋅ 10199504 MLS ⋅ ACTIVE Status
Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely renovated it offers 3 bedrooms, 2.5 baths, and inviting curb appeal with a metal roof and easy-care landscaping. The main-floor primary suite features a beautifully updated bath with a walk-in shower. Upstairs, two additional bedrooms share a newly renovated, light-filled full bath. The ample kitchen shines with new maple cabinetry, quartz countertops, all new appliances. LVP flooring throughout adds style and everyday practicality. Rocking chair front porch. A spacious back deck overlooks the generous backyard, creating a welcoming spot to relax or entertain. New Windows and Blinds thru-out. Enjoy a small-subdivision feel with convenient access to Pittsboro's shopping, dining, parks, and in-town activities, plus easy connections to Highways 15/501, 87, 64, and 902.

137 Evergreen Dr, Pittsboro
231 High Ridge Ln, Pittsboro
$795,000
4 Beds ⋅ 4 Baths ⋅ 10199464 MLS ⋅ ACTIVE Status
Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com. Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com.

231 High Ridge Ln, Pittsboro
Alston Horton Service Rd, Pittsboro
$2,200,000
3 Baths ⋅ 10199325 MLS ⋅ ACTIVE Status
Pittsboro is growing! What could you do with a 26 acre lot in Chatham County? This one is located in the Pittsboro ETJ, zoned R-A-2. This sizable lot is minutes to downtown Pittsboro and convenient to Hwy 64 and 15-501. Parcel 0005902, see GIS Map for lot location. Secure your piece of Pittsboro, and realize the possibilities!

Alston Horton Service Rd, Pittsboro
100 Freemont Ave Unit 214, Pittsboro
$579,900
4 Beds ⋅ 3 Baths ⋅ 10199120 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combination of comfort and flexibility. The main level features an inviting Great Room, Dining/Study area and gourmet Kitchen with staggered cabinetry, Lyra quartz countertops, designer tile backsplash, gas cooktop and wall oven/microwave combination. A private main-level bedroom with full bath offers an ideal retreat for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead and dual vanity. Two additional bedrooms, convenient Laundry and a generous Bonus Room provide space for work, entertainment or relaxation. Enjoy designer black lighting, upgraded flooring, a covered front porch and rear patio. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro and Chatham Park.

100 Freemont Ave Unit 214, Pittsboro
115 Freemont Ave Unit 375, Pittsboro
$614,900
5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, Pittsboro
910 Nc-902 And 902 Hwy, Pittsboro
$550,000
10198913 MLS ⋅ ACTIVE Status
Unique opportunity to purchase a large 1.47 acre lot and a 1.3 acre lot for a total of 2.7 acres located1.3 miles from the circle in downtown Pittsboro! Additional layout also potentially available (2.135 total acres for $475k). Lot 2 Homesite is level, with rolling contour through the trees. Lot 1 homesite is level and sits high overlooking pond. Very private setting, nestled within a mature hardwood forest ecosystem with a neighboring large spring-fed pond. Very minimal restrictions (chickens are allowed!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and Osprey have visited in the last two months. Monarch butterfly visited yesterday. Mature Beech and Oak trees abound. This is a wonderful setting with a country feel yet extremely close to town. You can zip in and zip out and be back within minutes! Biking or walking to downtown is also easy to do. Access off of Hwy 902. Lots this size this close to town are very unique and rare. It is an incredible opportunity to purchase here in this growing town that is the next to boom... the population of Pittsboro has hovered around 5,000 and is now expected to reach 85,000 in the next 15 years. The value of these lots appreciates tremendously each year.

910 Nc-902 And 902 Hwy, Pittsboro
15 Breezewood Ct, Pittsboro
$530,000
4 Beds ⋅ 3 Baths ⋅ 10198596 MLS ⋅ ACTIVE Status
There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this home offers 4 bedrooms, 2.5 bathrooms, 2,316 square feet, and thoughtful updates that make this home ready for its next chapter. Step inside to discover FRESHLY PAINTED interior (OCT 2026) , beautiful trim work, and hardwood floors that have just been buffed and finished with a fresh clear coat (OCT 2026). The kitchen features a brand-new stainless steel refrigerator (OCT 2026) and a newer electric range (2025). Upstairs, you'll find four bedrooms, an additional bonus room/office, and laminate flooring throughout the second level. Brand new laminate on the stairs. (OCT 2026) Whether you need space for hobbies, guests, or working from home, the flexible floor plan offers plenty of possibilities. One of this home's most appealing features is its outdoor living space. The wraparound front porch offers a wonderful place to enjoy your morning coffee, while the spacious screened porch provides a comfortable spot for relaxing or gathering with friends. Large fenced backyard and an additional parking pad adds everyday convenience. And there's more! A large unfinished third floor with walk-up access offers exciting possibilities for future use, subject to applicable permits and approvals. WATER HEATER: 2023, ROOF: 2022. Exterior Painted- 2020. Potterstone Village residents enjoy neighborhood amenities including a community clubhouse, swimming pool, and pond. Downtown Pittsboro, local restaurants, shopping, and schools are just minutes away, with convenient access to Highways 87, 15/501, and 64. Ready for it's next owner!

15 Breezewood Ct, Pittsboro
60 Rosefield Ct, Pittsboro
$1,900,000
5 Beds ⋅ 7 Baths ⋅ 10198589 MLS ⋅ ACTIVE Status
A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and resort-inspired living in the prestigious Chapel Ridge Estates golf course community. Custom built by Morningstar, it makes an unforgettable first impression with a striking stone and brick façade, graceful architectural details, circular drive, and beautifully landscaped grounds. Inside, graciously proportioned living spaces unfold across three expansive levels, showcasing rich Brazilian cherry hardwoods, 10-foot main-level ceilings, intricate millwork, coffered and tray ceilings, custom built-ins, and refined finishes throughout. Designed to accommodate both intimate gatherings and grand-scale entertaining, the home offers a seamless balance of sophistication and comfort. At the heart of the residence, a beautifully appointed chef's kitchen features a professional Wolf six-burner range with griddle, Sub-Zero refrigeration, dual dishwashers, and a butler's pantry—an exceptional setting for everything from quiet mornings to memorable dinner parties. A richly detailed private study, elegant formal dining room, and inviting gathering spaces elevate the experience of everyday living. The main-level primary retreat offers a serene escape with a spa-inspired bath featuring natural slate, a soaking tub, and dual showerheads. A second main-level guest suite with an accessible, curbless shower provides exceptional flexibility for guests or multigenerational living. Upstairs, additional bedroom accommodations, a private balcony, and an extraordinary boutique-inspired dressing room with custom cabinetry and display storage add another dimension of luxury and personalization. The finished lower level is an entertainer's destination of its own, complete with a custom bar, recreation area, distinctive stone-clad wine cellar, fitness room, and private guest accommodations—ideal for extended stays, recreation, or multigenerational living. Outdoors, the estate transforms into a private entertaining retreat. An expansive terrace, fully equipped outdoor kitchen, covered gathering spaces, motorized retractable screens, and multiple balconies create an inviting atmosphere for alfresco dining, sunset cocktails, and evenings beneath the stars. A striking exterior spiral staircase connects the outdoor living levels, while mature landscaping provides a beautiful natural backdrop. More than a residence, 60 Rosefield Court offers a distinctive lifestyle—where timeless architecture, thoughtful design, and effortless entertaining come together in one remarkable Chapel Ridge estate.

60 Rosefield Ct, Pittsboro
766 Chapel Ridge Dr, Pittsboro
$1,060,000
5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status
Spectacular golf course views, exceptional upgrades, and outstanding outdoor living await at this beautifully appointed Chapel Ridge home! Offering 4,071 square feet with five bedrooms and four full baths, this stunning residence pairs generous living spaces with the warmth and comfort of home. Abundant natural light enhances the open floor plan, creating an inviting setting for everyday living and memorable gatherings. Extensive upgrades throughout add distinction, while amazing golf course views provide a breathtaking backdrop. Enjoy morning coffee on the screened porch, host dinner on the patio, or gather around the firepit as evening settles over the course—outdoor living is a true highlight here! The spacious main-level primary suite offers a relaxing retreat, with an additional main-level bedroom and dedicated office providing flexibility. A fireplace anchors the generous living room, and the three-car garage adds convenience. Ideally located near the clubhouse, with community recreation including a pool, fitness center, tennis, and pickleball, plus on-site golf. An exceptional blend of space, style, and indoor-outdoor living in Chapel Ridge!

766 Chapel Ridge Dr, Pittsboro
14 Brushwood Ct, Pittsboro
$1,349,000
5 Beds ⋅ 5 Baths ⋅ 10198102 MLS ⋅ ACTIVE Status
Situated in the established Chapel Ridge community, this to-be-built home presents a solid ownership opportunity with the space and amenities to serve a variety of needs for years to come. The sooner you go under contract on this home, the more customization options you'll have. Additional square footage above the garage can simply be unfinished storage, a future Theatre Room or your dream playroom or home office right now. SummerWind Homes will tailor it it to be exactly what you need and want it to be! This thoughtfully designed new-construc tion home will be ENERGY STAR certified, featuring spray-foam insulation, and a sealed crawlspace. These upgrades work together to deliver exceptional energy performance, consistant indoor comfort in every season, imporooved air quality and lower utility costs while helping protect the structure against moisture and enhancing long-term durability.

14 Brushwood Ct, Pittsboro
174 Carillon Dr, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10198073 MLS ⋅ ACTIVE Status
Luxury, privacy, and exceptional craftsmanship come together on just over 10 serene wooded acres. Tucked away at the end of a private drive, this custom all-brick home offers a thoughtfully designed floor plan with primarily main-level living and incredible spaces for entertaining. The spacious living room flows into the keeping room and gourmet kitchen featuring an oversized eat-in island, abundant cabinetry and countertop space, plus a dream-worthy scullery. A formal dining room and dedicated home office provide additional flexibility. The private owner's wing is truly a retreat, featuring two spacious walk-in closets, two separate bath areas with individual vanities—one with a walk-in shower and the other with a soaking tub—plus an additional adjoining room ideal for a private office, reading room or nursery. Upstairs, two generous guest bedrooms share a hall bath. A separate bonus room with full bath above the three-car garage features its own entrance, creating an exceptional option for an in-law suite, private guest quarters or home business. Outside, enjoy your own private oasis with an in-ground fiberglass saltwater pool surrounded by the peaceful wooded setting. A whole-home generator and three-car garage add even more convenience. With over 10 acres, a private setting, flexible living spaces and custom details throughout, this is more than a home—it's a private retreat designed for the way you want to live.

174 Carillon Dr, Pittsboro
988 Nc-87, Pittsboro
$544,900
4 Beds ⋅ 2 Baths ⋅ 10197844 MLS ⋅ ACTIVE Status
Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up -- home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc-87, Pittsboro
169 William Dr, Pittsboro
$289,985
3 Beds ⋅ 3 Baths ⋅ 10197207 MLS ⋅ ACTIVE Status
To be built. Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. This luxury townhome is a must see with an open concept first floor featuring plenty of storage and a spacious island elevating the kitchen space. Upstairs features a spacious primary suite with two walk-in closets, while the primary bath has a double vanity and luxurious tiled roman shower. The secondary bedrooms provide flexible living space for a home office, guest suite, or whatever fits your lifestyle. The laundry room is conveniently located on the second floor and has the option to add the laundry tub Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

169 William Dr, Pittsboro
179 William Dr, Pittsboro
$269,990
3 Beds ⋅ 3 Baths ⋅ 10197200 MLS ⋅ ACTIVE Status
To be built. Discover the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. Situated on a wooded homesite, this townhome is the perfect blend of luxury and comfort, with an open concept first floor. The second floor includes a spacious primary suite with a tray ceiling, 2 walk-in closets, and a tiled walk-in shower Thoughtfully designed with modern finishes including LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and a gas range. Located 1 mile from downtown Pittsboro with easy access to Chapel Hill & RTP. Start your homebuying journey today.

179 William Dr, Pittsboro
82 Arthur Alston Rd, Pittsboro
$225,000
2 Beds ⋅ 2 Baths ⋅ 10197100 MLS ⋅ ACTIVE Status
Looking for space, privacy, and the freedom to make a property your own? This 2-acre retreat offers it all—with no HOA and no restrictions! Enjoy the peace and privacy of a spacious lot while being just 10 minutes from downtown Pittsboro and approximately 30 minutes from Sanford or Chapel Hill. It's a great location for enjoying a quieter lifestyle without giving up convenient access to town, shopping, dining, and surrounding communities. Built in 1998, this well-maintained single-wide has had many upgrades and offers 2 bedrooms, 2 full baths, and generously sized rooms throughout. The open kitchen and dining area features stainless steel appliances and provides a comfortable space for everyday living and entertaining. The separate family room offers a cozy gathering space with an electric fireplace, while the dedicated laundry room adds everyday convenience. Outside is where this property truly shines. The level front and back yards provide plenty of usable space for gardening, pets, play, entertaining, or future projects. Enjoy morning coffee or evening gatherings on the front and back decks, and take advantage of the sturdy double storage shed for tools, equipment, and hobbies. With 2 acres of privacy, no HOA, no restrictions, numerous improvements, and a convenient location, this property offers the space and flexibility you've been looking for. Come see the privacy, the land, and all the possibilities this property has to offer!

82 Arthur Alston Rd, Pittsboro
144 Golden Leaf Dr Unit 331, Pittsboro
$409,900
3 Beds ⋅ 3 Baths ⋅ 10197053 MLS ⋅ ACTIVE Status
DESIGNER UPGRADES + FLEXIBLE LIVING IN MEADOWVIEW! This Advent townhome offers 2,174 SF, 3 bedrooms, 2.5 baths and a 2-car garage with a layout designed for the way you live today. The open main level features a spacious Great Room, Dining area and upgraded Kitchen with Palisades Gold quartz, staggered cabinetry, tile backsplash, porcelain farmhouse sink, matte-black fixtures and stainless gas range. A dedicated Tech Center creates the perfect spot for working or studying from home. Upstairs, the Primary Suite features a walk-in closet and upgraded bath with dual vanity, tiled shower and frameless shower door, joined by two additional bedrooms, dual-vanity full bath, convenient Laundry and spacious Game Room. Upgraded flooring, designer lighting and an extended 140-SF rear patio complete the home. Enjoy Meadowview's pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. New construction—come see why the Advent is more than a townhome; it's room to live, work and unwind!

144 Golden Leaf Dr Unit 331, Pittsboro
Dark Oaks, Pittsboro
$185,000
10196679 MLS ⋅ ACTIVE Status
Build Your Vision in the Heart of Pittsboro! Discover the opportunity to build on this approximately 0.93-acre homesite, located just minutes from the exciting growth of Chatham Park and less than 2 miles from Historic Downtown Pittsboro. The property offers flexibility for building a single-family home or duplex, with septic approval allowing for a 6-bedroom home. A private well and septic system will be needed. Enjoy the space and privacy of your own homesite while being conveniently located near shopping, dining, entertainment, parks, and everything Pittsboro has to offer. Whether you're looking to build your dream home or explore an investment opportunity, this property offers excellent potential in a rapidly growing area of Chatham County. You can type in 183 Dark Oaks Dr. on a GPS and the lot is to the right of that property.

Dark Oaks, Pittsboro
386 Brook Green Ln, Pittsboro
$3,195,000
5 Beds ⋅ 6 Baths ⋅ 10196449 MLS ⋅ ACTIVE Status
2026 Chatham County Parade Home | Award-Winning Cotton Custom Homes A striking modern prairie masterpiece by award-winning Cotton Custom Homes, set on more than five beautifully wooded acres in The Estates at Laurel Ridge. The stone exterior, circular drive, soaring ceilings, and exceptional architectural details create an unforgettable first impression. Designed for sophisticated living and effortless entertaining, this five-bedroom, six-full-bath residence features a luxurious main-level primary suite with separate his-and-her closets and a spectacular spa-inspired bath with an oversized shower and wet area and elegant soaking tub. The chef's kitchen is complemented by a dedicated scullery, while the main level also offers a private office. Outdoor living takes center stage with a fireside sitting porch and a separate dining porch featuring a full outdoor kitchen. Upstairs, a loft game room with bar and dedicated theater room provide exceptional spaces for gathering and entertaining. Adding to the rarity of this extraordinary property, the home enjoys both water and sewer despite its expansive five-plus-acre homesite—an uncommon advantage that combines acreage and privacy with the convenience of modern utilities. And there is a well for irrigation! From the custom trim work and elevated finishes to the thoughtful architectural design, this exceptional Parade Home brings together refined craftsmanship, modern prairie style, and the tranquility of one of Chatham County's most distinctive communities.

386 Brook Green Ln, Pittsboro
449 Millbrook Dr, Pittsboro
$445,000
3 Beds ⋅ 3 Baths ⋅ 10196421 MLS ⋅ ACTIVE Status
Welcome to your dream home! Located in a highly desirable neighborhood just minutes from downtown Pittsboro and a quick 15-minute drive to Jordan Lake this beautifully updated property sits on a corner lot and has been meticulously renovated from top to bottom. The heart of the home is the kitchen featuring gorgeous new granite countertops and brand new stainless appliances - even a frig! The open concept living and dining areas are anchored by a spectacular 2-sided fireplace-creating a warm, sophisticated ambiance perfect for hosting gatherings or enjoying quiet evenings. Every bathroom is remodeled with an elegant farmhouse flair. All new flooring and lighting also!

449 Millbrook Dr, Pittsboro
514 Lavender Hill Rd, Pittsboro
$799,000
10196396 MLS ⋅ ACTIVE Status
Discover the possibilities with this beautiful 37.5-acre property conveniently located along US Highway 64 West between Pittsboro and Siler City. Offering a blend of open pasture, mature hardwoods, and natural beauty, this property provides an ideal setting for your dream home, multiple resdences or as a land investment. Enjoy breathtaking sunsets, exceptional privacy, and mature trees bordering the property. The established fescue pasture is well suited for horses or cattle, while the abundant wildlife, creeks, and hardwood forests offer excellent opportunities for hunting and outdoor recreation. Much of the groundwork for your future homesite is already in place, with a circular driveway and a four-bedroom septic permit available. A potential pond site adds another opportunity to enhance the property. If you are looking for a land investment this property is directly adjacent to the Bramblewood 60 home single family residential community that has been approved by Chatham County. Schedule your private showing today and experience everything this exceptional property has to offer.

514 Lavender Hill Rd, Pittsboro
40 Fox Chapel Ln, Pittsboro
$445,000
3 Beds ⋅ 3 Baths ⋅ 10196351 MLS ⋅ ACTIVE Status
New pricing offered..,. here's your opportunity to buy a meticulously maintained home, nestled in the welcoming and established community of Chatham Forest. This neighborhood is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere.... nothing like the mass construction taking place all over the Triangle. An open parcel beside the home enhances the view from an inviting front porch, while the fenced backyard provides plenty of space to relax, garden, or for your furry family members to run. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, three bedrooms offer generous space along with two full baths designed for comfortable everyday living. Third floor currently provides extensive, walk-up, storage space, but its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom or whatever flex space 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
35 Big Bear Dr, Pittsboro
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 10196140 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
PARADE HOME | 2.5 PRIVATE ACRES | 5025 SF UNDER ROOF | NEAR JORDAN LAKE & NC 540 TRIANGLE EXPRESSWAY CORRIDOR TO RTP Expansive windows fill this extraordinary estate-style residence with natural light and frame the wooded surroundings. Unparallelled craftsmanship from exquisite tile alongside cabinetry to the ceiling in the showpiece chef's kitchen to detailed artistry throughout the residence in this one-of-a-kind truly custom home. Main-level owner's retreat offers a private sanctuary with a beautifully appointed spa-inspired bath. A secluded first-floor guest suite is thoughtfully positioned. All four bedrooms feature private baths, plus a separate powder room for guests. Exceptional outdoor living includes expansive screened porches with a dramatic vaulted gathering space alongside an al fresco dining area overlooking the peaceful setting. Generous acreage provides ample space for a future pool and additional outdoor living. Set among distinguished custom residences with no HOA and minimal covenants, this exceptional property is located in the sought-after Seaforth High School district, close to Jordan Lake boat access and within easy reach of Raleigh and the RTP corridor. To be showcased in the 2026 Chatham County Parade of Homes this month, with move-in to follow. Rare opportunity to own a newly crafted luxury estate style home where privacy, acreage, architectural distinction and an exceptional location come together beautifully.

35 Big Bear Dr, Pittsboro
164 E Cornwallis St, Pittsboro
$159,900
2 Beds ⋅ 1 Baths ⋅ 10195910 MLS ⋅ ACTIVE Status
One level living in lovely Pittsboro, North Carolina. A quick walk or drive to Downtown with shopping, dining, and entertainment. Super convenient location and a great layout. Bring your design ideas and make this one your own. Please see private remarks for offer instructions.

164 E Cornwallis St, Pittsboro
378 Crimson Way, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10195843 MLS ⋅ ACTIVE Status
RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 baths, 4,249 square feet, a huge recreation room, tons of storage, an oversized 3-car garage, and a private 1.78-acre homesite. Priced at ONLY $224 PER SQUARE FOOT -- significantly below the neighborhood average -- this is a rare opportunity to enjoy more home, more land, and an impressive collection of desirable features for the money. Set on an expansive 1.78-acre lot, the property offers wonderful privacy, with much of the rear acreage preserved as mature woods. Enjoy the peaceful, natural setting and beautiful canopy of mature hardwoods as it is, or explore clearing portions of the property to create additional usable yard space. Extensive professional landscaping and beautiful stonework enhance the home's curb appeal and complement the natural surroundings. The home has been immaculately maintained and shows beautifully, with thoughtful features and upgrades throughout. A highly desirable Generac whole-house generator provides added comfort and peace of mind during power outages and severe weather--a valuable feature not commonly found in the neighborhood. Two professionally installed French drains help manage water flow across the property, while an annual termite inspection contract provides ongoing professional monitoring. The home is also still under structural warranty. Inside, the spacious open floor plan is ideal for both everyday living and entertaining, featuring elegant coffered ceilings, a chef's kitchen, custom-built closets, and a desirable first-floor primary suite. The home offers tons of storage throughout, with thoughtfully designed spaces that make it easy to stay organized while maximizing usable living space. Upstairs, a huge recreation room adds an exceptional amount of additional living space and offers endless possibilities as a media room, game room, playroom, home gym, second family room, or a combination of uses. With five bedrooms PLUS the oversized recreation room and abundant storage, there is tremendous flexibility for family, guests, home offices, hobbies, or multigenerational living. The oversized 3-car garage provides even more valuable space for vehicles, storage, recreational equipment, a workshop, or hobbies--another desirable feature that helps set this property apart. Residents enjoy access to the sought-after Chapel Ridge amenities, including the community pool, tennis facilities, fitness center, and clubhouse, along with the added appeal of the gated section. The location also offers convenient access to historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. With 4,249 square feet, 5 bedrooms, 3.5 baths, a huge recreation room, tons of storage, custom-built closets, an oversized 3-car garage, Generac whole-house generator, extensive landscaping and stonework, and a private 1.78-acre homesite -- ALL AT ONLY $224 PER SQUARE FOOT -- this immaculately maintained home offers an exceptional combination of SPACE, PRIVACY, FEATURES, AND VALUE in Chapel Ridge.

378 Crimson Way, Pittsboro
121 Gardenview Dr Unit 396p, Pittsboro
$599,900
4 Beds ⋅ 3 Baths ⋅ 10195765 MLS ⋅ ACTIVE Status
DESIGN THE WINSLOW AROUND THE WAY YOU LIVE! Starting with 3,641 SF, the standard Winslow offers 4 bedrooms, 2.5 baths, a private Study, Game Room and 2-car garage. The main level features an open Great Room, Kitchen and Nook plus a separate Dining Room and Butler's Pantry. Upstairs, the spacious Primary Suite includes a private Sitting Room, joined by three additional bedrooms, Laundry and Game Room. Then personalize the plan: available options include a main-level Bedroom 5 with full bath, Hearth Room or Sunroom, covered or screened porch, fireplace, alternate bath configurations and multiple Primary Bath designs. Want even more space? An optional third floor can add a Media/Game Room, Bedroom 6 and optional bath. Choose the spaces, finishes and details that fit your lifestyle, then build your Winslow at Meadowview. Visit the Sales Center and start designing yours today!

121 Gardenview Dr Unit 396p, 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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