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$419,500
3 Beds ⋅ 3 Baths ⋅ 10191853 MLS ⋅ ACTIVE Status
Welcome to 299 Millennium Drive, a pristine 3-year-old townhouse in the highly sought-after Chatham Park community of Pittsboro, NC. Offered at the incredible price of $419,500, this home has been lovingly cared for, offering a turn-key, like-new living experience with premier upgrades and total convenience. Home Highlights & Custom Upgrades Move-In Ready Quality: Meticulously maintained 3-year-old construction with a walk-in pantry, epoxy-finished garage floor, and an active HVAC maintenance agreement for total peace of mind. EV-Ready Garage: Equipped with an outlet in the garage ready for your electric vehicle charger. Private Outdoor Retreat: Features a backyard and a side privacy fence that backs up to peaceful, serene woods. Enjoy quiet forest views from your screened-in back porch, plus plenty of room for pets to exercise. Location & Community Chatham Park Amenities: Situated in Chatham Park, giving you instant access to all the vibrant entertainment, parks, and events the development has to offer. Active Lifestyle: Located near Paddles Swim and Pickleball Club! Unbeatable Convenience: Tucked away in a private, quiet neighborhood while remaining convenient to Hwy 64 and just minutes from local restaurants, shopping, and charming downtown Pittsboro.

299 Millennium Dr, Pittsboro
$385,000
3 Beds ⋅ 3 Baths ⋅ 10190656 MLS ⋅ ACTIVE Status
Welcome to 284 Millennium Drive! This 3-bedroom, 2.5-bath townhome is ready to welcome you home. With an open and inviting layout, there's plenty of space to relax, entertain, and enjoy everyday life. Located in Chatham Park, you'll be close to parks, restaurants, shopping, and all the fun that comes with being part of this growing community. Just minutes from downtown Pittsboro, this home gives you the perfect mix of convenience, comfort, and community. Come take a look. You might just find your next favorite place to be!

284 Millennium Dr, Pittsboro
$385,000
3 Beds ⋅ 2 Baths ⋅ 10190084 MLS ⋅ ACTIVE Status
Fabulous Fearrington! This end-unit townhome boasts hardwood floors throughout, a screened porch, main floor primary suite & a living room with vaulted ceiling & gas fireplace. Step into this Fearrington Village beauty and enjoy life the easy way. Just down the street from the Swim & Croquet club and the village shops, you can enjoy the quiet and convenience of townhome living on Whisperwood Close. Contemporary styling, recent hvac (2025), and gleaming white oak floors make this a welcoming space. The kitchen boasts tons of cabinet space, solid-surface tops, gas range, stainless fridge, and a bright breakfast nook. The main floor primary suite overlooks the front garden, and features an ensuite bath & oversized walk-in closet. Upstairs you will find 2 more bedrooms, guest bath, and a cozy balcony overlooking the spacious living room. Relax out back on your brick-floored screened porch overlooking blooming crepe myrtles. Detached garage (owned by HOA). Come see 334 Whisperwood Close today!

334 Whisperwood Close, Pittsboro
$495,000
2 Beds ⋅ 2 Baths ⋅ 10189623 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.
MODEL HOME FOR SALE — MOVE-IN READY! Experience the beautifully designed Inspiration by David Weekley Homes in Encore at Chatham Park. This exceptional model home offers an open-concept layout with a sun-filled family and dining space, a chef's kitchen featuring a dine-up island, abundant cabinetry, plus a covered porch perfect for relaxing or entertaining. The spacious Owner's Retreat includes a luxurious en suite bath and walk-in closet, while the secondary bedroom enjoys convenient access to a full bath privately positioned in the front of the home for added comfort and privacy. Designed with flexibility and energy efficiency in mind, this home features EnergySaver™ innovations throughout. Best of all, the appliances and furniture are included, making this a truly move-in-ready opportunity to own a professionally appointed David Weekley Model Home in the highly desirable Encore at Chatham Park community.

151 Prospect Pl, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10189454 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering the perfect blend of style, space, and low-maintenance living in one of the Triangle's most exciting master-planned communities. This thoughtfully designed home features 3 bedrooms, 2.5 baths, a spacious loft, and an open-concept main level designed for everyday living and entertaining. The upgraded kitchen is anchored by a large island and features designer cabinetry, stainless steel appliances, and generous counter space, flowing seamlessly into the dining and living areas. Luxury vinyl plank flooring, upgraded stair rails with stained treads and metal balusters, and a private brick courtyard add elevated details throughout. Upstairs, the flexible loft offers valuable additional living space—perfect for a home office, media room, fitness area, or playroom. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer plenty of flexibility. Enjoy a rear-load 2-car garage and the lifestyle that makes Chatham Park so desirable. Explore nearby parks, greenways and trails, the Chatham Park YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, dining, entertainment, and year-round community events. Convenient to Chapel Hill, Apex, Holly Springs, RTP, and Jordan Lake, 72 Wandering Way puts work, recreation, and the best of the Triangle within easy reach. Brand-new construction, designer-selected finishes, and Chatham Park living—all ready for you. Schedule your private tour today and ask about available builder incentives and financing opportunities. NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering the perfect blend of style, space, and low-maintenance living in one of the Triangle's most exciting master-planned communities. This thoughtfully designed home features 3 bedrooms, 2.5 baths, a spacious loft, and an open-concept main level designed for everyday living and entertaining. The upgraded kitchen is anchored by a large island and features designer cabinetry, stainless steel appliances, and generous counter space, flowing seamlessly into the dining and living areas. Luxury vinyl plank flooring, upgraded stair rails with stained treads and metal balusters, and a private brick courtyard add elevated details throughout. Upstairs, the flexible loft offers valuable additional living space—perfect for a home office, media room, fitness area, or playroom. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer plenty of flexibility. Enjoy a rear-load 2-car garage and the lifestyle that makes Chatham Park so desirable. Explore nearby parks, greenways and trails, the Chatham Park YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, dining, entertainment, and year-round community events. Convenient to Chapel Hill, Apex, Holly Springs, RTP, and Jordan Lake, 72 Wandering Way puts work, recreation, and the best of the Triangle within easy reach. Brand-new construction, designer-selected finishes, and Chatham Park living—all ready for you. Schedule your private tour today and ask about available builder incentives and financing opportunities.

72 Wandering Way, Pittsboro
$440,000
3 Beds ⋅ 2 Baths ⋅ 10188737 MLS ⋅ ACTIVE Status
FULLY UPDATED. COMPLETELY TURN-KEY. Welcome to this beautifully updated home in the highly sought-after Fearrington community, perfectly designed for effortless main-level living. The main floor features a spacious primary suite and convenient laundry room, while the inviting living room serves as a cozy centerpiece with a warm fireplace and custom built-in shelving. At the heart of the home, the upgraded kitchen showcases sleek quartz countertops, stainless steel appliances, and a bright eat-in area. Home comes with a detached garage offering additional storage and parking. Beyond the home, enjoy an active and vibrant lifestyle with an array of community amenities just steps away, including a swimming pool, clubhouse, playground, and scenic walking trails.

449 Crossvine Close, Pittsboro
$459,900
4 Beds ⋅ 3 Baths ⋅ 10188088 MLS ⋅ ACTIVE Status
MAIN-LEVEL BEDROOM + FULL BATH! The Ansley offers 2,483 SF with 4 bedrooms, 3 full baths, a dedicated Study, Game Room and attached 2-car garage. The open main level connects the spacious Great Room, Dining Room and upgraded Kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and stainless steel appliances. A separate Study plus Bedroom 4 and a full bath provide valuable flexibility for guests, work or everyday living. Upstairs, the private Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower, joined by two additional bedrooms, full bath, convenient laundry and versatile Game Room. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

106 Golden Leaf Dr Unit 324, Pittsboro
$399,900
3 Beds ⋅ 3 Baths ⋅ 10188085 MLS ⋅ ACTIVE Status
MAIN-LEVEL PRIMARY + COVERED REAR PORCH! The Karver offers a spacious two-story townhome design with 3 bedrooms, 2.5 baths and an attached garage. The open main level connects the Great Room, dining area and upgraded kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and designer gold fixtures. The main-level Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower with niche and frameless glass, with laundry conveniently located nearby. Step outside to the covered rear porch for additional everyday living space. Upstairs, two secondary bedrooms, a full bath and versatile loft/game room provide room to spread out. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

112 Golden Leaf Dr Unit 325, Pittsboro
$467,000
3 Beds ⋅ 3 Baths ⋅ 10188003 MLS ⋅ ACTIVE Status
Welcome to 552 Weathersfield, located in desirable Fearrington Village. This spacious and light-filled home offers a wonderful combination of character, flexibility, and exceptional storage. An open, flowing floor plan connects the main living spaces, while large windows throughout bring in abundant natural light and beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry and shelving, creating an inviting focal point for the home. Just beyond, a bright sunroom is surrounded by windows and topped with a skylight—an ideal spot for morning coffee, reading, hobbies, or simply enjoying the peaceful setting. Peering out the windows enjoy an abundance of green space and even a small pond with a stacked-stone surround. It is rare for a townhome in Fearrington to have this much privacy and green space! The dining area provides generous space for entertaining and flows easily into the kitchen and adjoining breakfast area. The kitchen offers an abundance of white shaker-style cabinetry, extensive counter space, a center island with cooktop, and a large walk-in pantry with built-in shelving. The sunny breakfast area features walls of windows, a vaulted ceiling, and a skylight, making everyday meals feel anything but ordinary. The spacious primary suite provides plenty of room for a sitting area and includes a private bath with a double vanity and an oversized tiled walk-in shower with frameless glass enclosure. The extensive walk-in closet is outfitted with a closet organizing system, and the stack washer-dryer is conveniently located in this space. Upstairs, find two additional large bedrooms; each feature their own walk-in closet with organizing systems, providing storage rarely found in secondary bedrooms. An attached bonus/flex room with built-in shelving and a window adds even more versatility—perfect for a home office, craft room, reading room, hobby space, or additional storage. Beautiful parquet flooring extends through much of the home, while built-ins, skylights, vaulted ceilings, generous room sizes, and an abundance of windows give the interior its distinctive character. With multiple gathering spaces and flexible rooms, this home offers plenty of opportunity to make each space your own. Located in the highly desirable Fearrington Village community, this is a home with the space, natural light, storage, and flexibility to accommodate the way you want to live. Fearrington has multiple clubs and social opportunities. Duke Center for Living is on the adjoining property, providing a convenient fitness center enjoyed by many Fearrington residents.

552 Weathersfield, Pittsboro
$395,000
3 Beds ⋅ 3 Baths ⋅ 10187805 MLS ⋅ ACTIVE Status
Spacious townhouse in a wooded enclave of just three units. The home offers generously sized rooms and ample closet space. The front door opens to an entry hall leading to the living and dining rooms. The living room features a vaulted ceiling, skylights, a fireplace, and built ins. A den/sunroom opens to the back porch. The bright kitchen includes a breakfast area and pantry/laundry room. The main-level primary bedroom suite has a private bath and large walk-in closet. There is also a main floor powder room for guests. Upstairs, a hallway landing/flex space leads to two large bedrooms, both with walk-in closets, a full bath, and a small bonus room ideal for a study or craft room. Zoned HVAC keeps both levels comfortable. One-car garage with storage space.

486 Beechmast, Pittsboro
$469,730
2 Beds ⋅ 2 Baths ⋅ 10187330 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.
Welcome to the Ambition, a thoughtfully designed villa currently under construction in Encore at Chatham Park, Pittsboro's premier 55+ community. This open-concept home makes everyday living easy with a spacious gourmet kitchen overlooking the dining and family rooms, creating a comfortable space for both relaxing and entertaining. The private Owner's Retreat offers a peaceful escape with a well-appointed bath, super shower and generous closet space, while the secondary bedroom provides flexibility for guests or a home office. Enjoy outdoor living from the covered porch and the ease of a low-maintenance villa lifestyle. Designer-selected finishes throughout give this home a polished, cohesive look, all without the wait of starting from scratch. Encore residents enjoy an exceptional amenity package and a full-time Lifestyle Director, with lawn maintenance included. An exciting opportunity to own a brand-new Ambition villa while this final collection of homes is still available!

194 Tantara Bnd, Pittsboro
$400,000
3 Beds ⋅ 3 Baths ⋅ 10186842 MLS ⋅ ACTIVE Status
This 3-bedroom, 2.5-bathroom townhouse in Chatham Park offers efficient living in Pittsboro with a practical floor plan suited to modern ownership. The unit features a single-car garage and sits on a 2,222-square-foot lot, providing both convenience and defined outdoor space. Located within the established Chatham Park community, this townhouse presents a solid residential investment with clear value for homeowners seeking low-maintenance ownership. Easily accessible to shopping, restaurants, parks, and walking trails. This 3-bedroom, 2.5-bathroom townhouse in Chatham Park offers efficient living in Pittsboro with a practical floor plan suited to modern ownership. The unit features a single-car garage and sits on a 2,222-square-foot lot, providing both convenience and defined outdoor space. Located within the established Chatham Park community, this townhouse presents a solid residential investment with clear value for homeowners seeking low-maintenance ownership. Easily accessible to shopping, restaurants, parks, and walking trails. Contact Eric Andrews at (919) 542-0523 or at eric@ericandrewsrealtor.com

48 Norwell Ln, Pittsboro
$386,000
3 Beds ⋅ 3 Baths ⋅ 10185687 MLS ⋅ ACTIVE Status
SELLERS ARE WILLING TO CONSIDER CLOSING-COST ASSISTANCE WITH AN ACCEPTABLE OFFER. MOVE-IN READY AND LIKE NEW, this beautifully maintained townhome is located in THE VINEYARDS AT CHATHAM PARK. The OPEN, LIGHT-FILLED LAYOUT features numerous windows, LVP flooring, installed blinds, and an upgraded kitchen with QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, upgraded cabinetry, and a LARGE CENTER ISLAND. Additional highlights include SPACIOUS BEDROOMS, GENEROUS CLOSET SPACE, OAK STAIRS, a PRIVATE SCREENED PORCH, REFRIGERATOR, WASHER AND DRYER INCLUDED, and an EV-READY OUTLET in the one-car garage. The Vineyards offers a low-maintenance lifestyle with paved trails, Knight Farm Community Park, playgrounds, a dog park, sports fields, and a school located within the community. Paddles Swim & Pickleball Club is nearby and available through separate membership. Convenient to historic downtown Pittsboro, Jordan Lake, US-64, Chapel Hill, Apex, and RTP.

140 Millennium Dr, Pittsboro
$395,000
3 Beds ⋅ 3 Baths ⋅ 10183952 MLS ⋅ ACTIVE Status
Welcome to this spacious 2,200+ sq. ft. end-unit townhome in the highly desirable Fearrington Village, offering an exceptional combination of space, natural light, and low-maintenance living. Surrounded by mature landscaping, this one-owner home is in need of updating, but is solid. The home features vaulted ceilings, hardwood floors throughout the main level, and a flexible floor plan designed to accommodate today's lifestyle. The inviting living room with a gas fireplace opens to a bright sunroom and side deck, creating comfortable spaces to relax or entertain. The kitchen includes a cheerful breakfast area, while the separate dining room is ideal for hosting family and friends. The main-level primary suite offers the convenience of first-floor living with a spacious walk-in closet. Upstairs, two generously sized bedrooms/versatile flex rooms, and abundant walk-in storage provide endless possibilities for a home office, hobby space, or guest accommodations. Outside, enjoy the beauty and convenience of Fearrington Village, where the HOA maintains the exterior, allowing more time to enjoy scenic walking trails, charming shops, restaurants and a vibrant calendar of community activities. Located just minutes from Chapel Hill, UNC, RTP, RDU, and Jordan Lake, this home offers an exceptional blend of comfort, quality, convenience, and lifestyle. Detached one-car garage is maintained by the HOA and is not deeded separately. Home includes a dedicated parking space directly in front of the townhome.

458 Beechmast, Pittsboro
$367,990
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This beautiful end-unit townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10181240 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, maple colored cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

259 William Dr, Pittsboro
$354,990
3 Beds ⋅ 3 Baths ⋅ 10181239 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

263 William Dr, Pittsboro
$374,990
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level and stair tred, oat colored exterior cabinets with a sage colored island, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only. "Highly sought-after end unit offering the largest sense of openness, scenic views, and minimal neighboring exposure"

271 William Dr, Pittsboro
$469,000
3 Beds ⋅ 2 Baths ⋅ 10180426 MLS ⋅ ACTIVE Status
Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro
$419,500
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
$344,990
3 Beds ⋅ 3 Baths ⋅ 10179772 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and spacious kitchen island. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and soft closed cabinets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

242 William Dr, Pittsboro
$299,990
3 Beds ⋅ 3 Baths ⋅ 10179766 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

236 William Dr, Pittsboro
$369,990
3 Beds ⋅ 3 Baths ⋅ 10179408 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome is and end unit and includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and LVP stair tred. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

254 William Dr, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
Imagine starting your morning in the kitchen with coffee and a view of the green, then waking up to that same peaceful scenery from your primary bedroom. At 20 Quietwood Way, the setting is just as special as the home itself. Located at Townes at NoVi in the heart of Chatham Park, this beautifully upgraded Wilson townhome puts you steps from the NoVi Lawn and within a community designed around connection, convenience, and enjoying more of life outside your front door. Walk to the YMCA, explore parks and scenic trails, meet friends for dinner or entertainment at Mosaic, or enjoy live music and community events without having to leave Chatham Park. Inside, the open-concept design feels bright and spacious, with quartz countertops, a statement fireplace, champagne bronze fixtures, thoughtful designer finishes, a generous primary suite, and a two-car garage. And with low-maintenance townhome living, weekends can be spent enjoying the community instead of maintaining a yard. What truly sets this home apart is the opportunity to pair a brand-new, beautifully finished home with scenic green views and the Chatham Park lifestyle, all in one of the Triangle's most exciting master-planned communities.. Come experience 20 Quietwood Way in person. The home is beautiful, but it's the lifestyle around it that may make you want to stay. Ask about our closing costs incentives, including rate buy down options! Imagine starting your morning in the kitchen with coffee and a view of the green, then waking up to that same peaceful scenery from your primary bedroom. At 20 Quietwood Way, the setting is just as special as the home itself. Located at Townes at NoVi in the heart of Chatham Park, this beautifully upgraded Wilson townhome puts you steps from the NoVi Lawn and within a community designed around connection, convenience, and enjoying more of life outside your front door. Walk to the YMCA, explore parks and scenic trails, meet friends for dinner or entertainment at Mosaic, or enjoy live music and community events without having to leave Chatham Park. Inside, the open-concept design feels bright and spacious, with quartz countertops, a statement fireplace, champagne bronze fixtures, thoughtful designer finishes, a generous primary suite, and a two-car garage. And with low-maintenance townhome living, weekends can be spent enjoying the community instead of maintaining a yard. What truly sets this home apart is the opportunity to pair a brand-new, beautifully finished home with scenic green views and the Chatham Park lifestyle, all in one of the Triangle's most exciting master-planned communities.. Come experience 20 Quietwood Way in person. The home is beautiful, but it's the lifestyle around it that may make you want to stay.

20 Quietwood Way, 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
$399,990
3 Beds ⋅ 3 Baths ⋅ 10176944 MLS ⋅ ACTIVE Status ⋅ Sampson B BLDG.
Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most talked about communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and ask about our current builder incentives. Ask about our exclusive builder incentives, including closing cost assistance, and discover how affordable owning a new home in Chatham Park can be. Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most sought after communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities, with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and experience the NoVi lifestyle for yourself.

147 Parkland Dr, Pittsboro
$410,000
3 Beds ⋅ 3 Baths ⋅ 10163581 MLS ⋅ ACTIVE Status
This beautifully maintained end-unit townhome in the highly sought-after Chatham Park community still feels brand new, owned by its original 2023 owners. Designed with an open and inviting layout, the home features luxury vinyl plank flooring on the main level, hardwood stairs, and a cozy electric fireplace that anchors the living space. The kitchen is both stylish and functional, showcasing quartz countertops, a tile backsplash, gas cooktop, and built-in wall oven-perfect for everyday living and entertaining alike. Upstairs, the spacious primary suite offers a spa-like bathroom with a large walk-in tile shower, double vanities, and generous walk-in closet. Secondary bedrooms include walk-in closets, providing ample storage throughout. Step outside to enjoy the oversized front courtyard, while the rear-facing garage offers a long driveway with additional parking. The garage itself is immaculate, featuring durable polyurea flooring, built-in storage, an EV charger for electric vehicles, a dedicated 20-amp outlet, & a velcro garage bug net. Since purchasing, the owners have thoughtfully enhanced the home with custom upgrades including elegant window moldings, a built-in spice rack and kitchen shelving, and added cabinetry in the bathroom and laundry areas. This home is truly move-in ready and impeccably maintained-an exceptional opportunity in one of the area's most desirable communities.

277 Wendover Pkwy, Pittsboro
$410,000
3 Beds ⋅ 3 Baths ⋅ 10162327 MLS ⋅ ACTIVE Status
WOW! Look what your money can buy now at an improved price! This beautifully maintained Upper Beechmast townhome in Fearrington Village now offers even greater value! Nestled in the desirable Upper Beechmast neighborhood of Fearrington Village, this charming townhome is surrounded by mature, established landscaping and offers a wonderful blend of comfort, convenience, and low-maintenance living. The beautiful kitchen parquet flooring has been professionally restored, the primary bathroom has been updated with new luxury vinyl plank flooring, and both the front and back porches have been freshly painted—allowing the next owner to simply move in and enjoy. The bright, sunny kitchen features a cheerful breakfast area, while a separate dining room provides the perfect setting for entertaining. The inviting sunroom showcases a wall of windows and is beautifully accented by built-in bookcases and display shelving, creating a warm and versatile living space. In the living room, the fireplace is flanked by custom cabinetry and display shelves, adding both character and functionality. The first-floor primary suite offers the ease of main-level living and includes an oversized walk-in closet with a custom organizing system. Upstairs, you'll find two generously sized bedrooms, each with walk-in closets. Bedroom #3 also features an additional 10' x 11' flex space—ideal for a home office, nursery, hobby room, peaceful retreat, or storage. Additional built-in shelving in the upstairs landing and hallway provides abundant space for books, décor, and treasured belongings. Enjoy truly low-maintenance living with the HOA handling exterior upkeep, allowing you to spend more time enjoying everything Fearrington Village has to offer. The HOA also maintains the detached one-car garage for added convenience. Just moments away, the Duke Center for Living offers a fitness center and indoor pool, while Fearrington Village features tennis and pickleball courts, scenic walking trails, charming shops, restaurants, and a wide variety of clubs and activities. This is more than a home—it's an exceptional lifestyle.

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

1312 Langdon Pl, Pittsboro
$389,990
3 Beds ⋅ 3 Baths ⋅ 10121202 MLS ⋅ ACTIVE Status ⋅ Sampson A BLDG.
Corner homesite. More windows. More natural light. More privacy. Welcome to 56 Wandering Way, where thoughtful design meets one of the Triangle's most exciting master planned communities. This move in ready Sampson townhome offers an open concept layout filled with natural light, creating a home that feels bright, spacious, and inviting from the moment you walk in. The gourmet kitchen features quartz countertops, upgraded cabinetry, a designer backsplash, a large island, and premium GE Profile appliances including a 36 inch gas cooktop, double wall ovens, and a stainless steel vent hood. The living room flows seamlessly to a private brick courtyard, giving you the perfect space to relax, entertain, or simply enjoy low maintenance outdoor living. Upstairs, the spacious primary suite offers a spa inspired bath with a beautifully tiled walk in shower, quartz countertops, and designer finishes. Two additional bedrooms and a versatile loft provide flexible space for guests, a home office, a workout room, or whatever fits your lifestyle. Life at NoVi is about more than a beautiful home. Walk to the Chatham Park YMCA, NoVi Green, parks, scenic trails, and community events, or spend an evening at Mosaic enjoying restaurants, the brewery, shopping, concerts, and entertainment. With convenient access to Chapel Hill, Durham, RTP, and Jordan Lake, you'll enjoy everything the Triangle has to offer just minutes from home. Corner homesites with this level of natural light, privacy, and designer upgrades are limited. Schedule your private tour today and experience why so many buyers are choosing to call NoVi home. Up to $5,000 toward closing costs with our preferred lender. Contact the onsite sales team for details and eligibility.

56 Wandering Way, 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 .