Refine Search
Sort by
20 Plenty Ct, Pittsboro
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182767 MLS ⋅ ACTIVE Status
Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beauty offering the perfect blend of timeless charm and modern luxury. This 4-bedroom, 2.5-bath home has been meticulously upgraded and impeccably maintained — truly better than new! Step onto the covered front porch and into an expansive open-concept main level featuring durable LVP flooring throughout. The gourmet kitchen is a chef's dream, boasting a recently upgraded stainless steel appliance package with gas range, sweeping granite countertops, and a striking black subway tile backsplash. A charming barn door conceals the walk-in pantry, while the designer dining room showcases custom built-in cabinetry perfect for entertaining. Work from home in style in the French door entry office, complete with a floating built-in desk. Upstairs, a versatile loft bonus room ready to convert to your own dream space. The owner's suite is a true retreat, featuring a tray-trimmed ceiling and custom built-in closet shelving, while generously sized secondary bedrooms offer comfort for family or guests. Throughout the home, discover incredible trim customization, shiplap-trimmed walls, and upgraded lighting and plumbing fixtures that elevate every room. Outside, the incredible landscaping continues to impress with a large stone paver patio, lush Bermuda sod lawn, black aluminum fencing, irrigation system, and landscape lighting — all overlooked from the covered back porch. A 2-car garage completes this exceptional property. This home has it all — style, function, and flawless finishes throughout. Schedule your private showing today!

20 Plenty Ct, Pittsboro

258 Millennium Dr, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10180362 MLS ⋅ ACTIVE Status
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Refrigerator, washer and dryer all convey. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro

20 Quietwood Way, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
SCENIC GREEN VIEWS at Townes at NoVi in Chatham Park! This beautifully upgraded Wilson townhome at 20 Quietwood Way offers peaceful green views from both the kitchen and primary bedroom, along with a prime location near NoVi Lawn. The bright, open-concept interior features quartz countertops, a statement fireplace, champagne bronze fixtures, designer finishes, a spacious primary suite, and a 2-car garage. Enjoy low-maintenance living with easy access to the Chatham Park YMCA, parks, trails, MOSAIC, dining, entertainment, and community events. Convenient to Downtown Pittsboro, Chapel Hill, Durham, and RTP. A beautifully finished new home, scenic setting, and Chatham Park lifestyle all in one. Schedule your tour today!

20 Quietwood Way, Pittsboro

87 Englehart Ct, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status
Welcome to the Sweetfern, a thoughtfully designed home where warm, inviting finishes meet effortless everyday living. The heart of the home features an upgraded cooktop kitchen with warm wood tones, elegant touches of green, and brushed brass accents that create a sophisticated yet comfortable feel. The open-concept family room is highlighted by impressive 12' sliding glass doors, bringing in abundant natural light and creating a seamless connection to the outdoor living space. A private enclosed study with French doors offers the perfect space for a home office, reading room, or flex space. Retreat to the spacious Owner's Suite, enhanced by an elegant tray ceiling, while the mudroom adds everyday functionality with a utility sink and countertop. With its beautiful blend of warmth, style, and carefully selected upgrades, this Sweetfern is designed to feel welcoming from the moment you step inside. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm. Design upgrades were added as of 8/17/26 reflecting the recent increase in listing price.

87 Englehart Ct, Pittsboro

241 Millennium Dr, Pittsboro
$440,000
3 Beds ⋅ 3 Baths ⋅ 10177016 MLS ⋅ ACTIVE Status
Experience refined, low-maintenance living at 241 Millennium Drive, a beautifully appointed 3-bedroom, 2.5-bath end unit townhome in the heart of the award-winning Chatham Park community. Situated on a 3,180-square-foot lot, this thoughtfully designed residence offers spacious, flexible living, a 2-car garage, and a lifestyle that seamlessly blends luxury with convenience. Additional upgrades include plantation shutters and a professionally painted garage with protective coating on the floor. Just moments from MOSAIC at Chatham Park, residents enjoy boutique shopping, exceptional dining, entertainment, fitness, parks, scenic trails, and year-round community events. Outdoor recreation at Jordan Lake and the charm of historic downtown Pittsboro are only minutes away, while Chapel Hill, Cary, Raleigh, and Durham are within an easy commute. Adding to the area's exceptional appeal, the home is also near the future Storyliving by Disney® Asteria community, a highly anticipated Disney-designed neighborhood that is further elevating Chatham Park as one of the Southeast's most exciting destinations for luxury living and long-term investment. Offering the perfect balance of sophisticated comfort, modern amenities, and an unmatched location, 241 Millennium Drive presents an exceptional opportunity to enjoy the best of Pittsboro's vibrant and rapidly growing community.

241 Millennium Dr, Pittsboro

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

116 N Village Pkwy, Pittsboro

37 Millennium, Pittsboro
$554,000
3 Beds ⋅ 3 Baths ⋅ 10170599 MLS ⋅ ACTIVE Status
Back on the market, due to a buyer financing hiccup! Lucky buyers can be welcomed 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

128 Tantara Bnd, Pittsboro
$449,900
2 Beds ⋅ 2 Baths ⋅ 10155933 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.
*** Back on the Market*** Now includes Fridge and washer dryer!! \Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

128 Tantara Bnd, Pittsboro

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 .

How much is your home worth?

Get instant property value now!