Pittsboro Townhomes for Sale

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Newest Pittsboro Townhomes for Sale

$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

$490,660

2 Beds ⋅ 2 Baths ⋅ 10189565 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.

Exceptional craftsmanship meets effortless sophistication in The Clarity by David Weekley Homes at Encore at Chatham Park. Designed for both everyday comfort and memorable gatherings, this thoughtfully appointed home features an open-concept layout filled with natural light. The streamlined kitchen offers an ideal workspace for the home chef while overlooking the sunny family room, dining area, and study. Retreat to the spacious Owner's Retreat with a Super Shower and walk-in closet. A versatile additional bedroom provides the perfect guest space. Beautifully designed with comfort, functionality, and flexibility in mind, The Clarity is ready to make every day feel exceptional.

201 Tantara Bnd, 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

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .