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71 Wandering Way, Pittsboro
$430,000
4 Beds ⋅ 3 Baths ⋅ 10195690 MLS ⋅ PENDING Status ⋅ Ember B BLDG.
Homes by Dickerson has begun construction on The Ember B as a custom pre-sale home for another great Homes by Dickerson Client! This client will enjoy all the great lifestyle amenities of Chatham Park. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. They are going to love it here!

71 Wandering Way, Pittsboro

167 Prospect Pl, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10192550 MLS ⋅ PENDING Status
ROSEBAY MODEL HOME OPPORTUNITY | Leaseback Option Available. Please call listing agents for more information on terms of sale. Welcome to the Rosebay by David Weekley Homes in award-winning Encore at Chatham Park! This exceptional model home opportunity offers the rare chance to own a professionally designed home with an impressive collection of upgrades and finishes. The thoughtfully designed Rosebay features a gourmet kitchen with gas cooktop, an open concept study, spacious roll-in shower in the Owner's Bath, tray ceilings in the Owner's Retreat and dining room, and expansive 8-foot sliding glass doors leading to the covered rear porch with a lovely view. Enjoy exceptional design, quality craftsmanship, and the lifestyle of Encore at Chatham Park. Don't miss your opportunity to make the Rosebay your new home!

167 Prospect Pl, Pittsboro

299 Millennium Dr, Pittsboro
$390,000
3 Beds ⋅ 3 Baths ⋅ 10191853 MLS ⋅ PENDING Status
Welcome to 299 Millennium Drive, a pristine 3-year-old townhouse in the highly sought-after Chatham Park community of Pittsboro, NC. Now offered at the incredible price of $400,000, this home has been lovingly cared for, offering a turn-key, like-new living experience with premier upgrades and total convenience. Sellers offering $5,000 credit toward closing costs and a one year home warranty (valued up to $650)! In addition, preferred lender incentive: up to $3,000 in lender paid closing costs if buyer uses preferred lender, Jason Harris with Advantage Lending (some restrictions may apply). That's a potential of $8,000 in closing costs! 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

164 N Vlg Pkwy, Pittsboro
$467,705
3 Beds ⋅ 3 Baths ⋅ 10191126 MLS ⋅ PENDING Status ⋅ Alder A BLDG.
Homes by Dickerson have begun construction on our brand new 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!

164 N Vlg Pkwy, Pittsboro

18 Candlelit Way, Pittsboro
$576,000
2 Beds ⋅ 2 Baths ⋅ 10188798 MLS ⋅ PENDING Status
Discover the timeless appeal of The Mosley by David Weekley Homes, thoughtfully designed for comfortable, stylish living in the 55+ community of Encore at Chatham Park in Pittsboro, NC. An open and inviting layout brings the sunny family room and dining area together, creating an ideal space for entertaining, relaxing, and enjoying everyday life. At the heart of the home, the well-appointed kitchen offers a beautiful setting for preparing everything from casual meals to holiday gatherings. The welcoming front porch provides an inviting space to greet neighbors, while the flexible study offers the perfect opportunity for a home office, hobby room, or creative space. A comfortable secondary bedroom provides privacy and convenience for overnight guests. At the end of the day, retreat to the spacious Owner's Suite, featuring a contemporary en-suite bath and generous walk-in closet. With thoughtful design, versatile living spaces, and the lifestyle amenities of Encore at Chatham Park, The Mosley offers an exceptional opportunity to enjoy the best of low-maintenance 55+ living. Built by David Weekley Homes, this home combines quality craftsmanship with award-winning customer service in one of Pittsboro's most exciting communities. Discover the timeless appeal of The Mosley by David Weekley Homes, thoughtfully designed for comfortable, stylish living in the 55+ community of Encore at Chatham Park in Pittsboro, NC. An open and inviting layout brings the sunny family room and dining area together, creating an ideal space for entertaining, relaxing, and enjoying everyday life. At the heart of the home, the well-appointed kitchen offers a beautiful setting for preparing everything from casual meals to holiday gatherings. The welcoming front porch provides an inviting space to greet neighbors, while the flexible study offers the perfect opportunity for a home office, hobby room, or creative space. A comfortable secondary bedroom provides privacy and convenience for overnight guests. At the end of the day, retreat to the spacious Owner's Suite, featuring a contemporary en-suite bath and generous walk-in closet. With thoughtful design, versatile living spaces, and the lifestyle amenities of Encore at Chatham Park, The Mosley offers an exceptional opportunity to enjoy the best of low-maintenance 55+ living. Built by David Weekley Homes, this home combines quality craftsmanship with award-winning customer service in one of Pittsboro's most exciting communities.

18 Candlelit Way, Pittsboro

194 Tantara Bnd, Pittsboro
$469,730
2 Beds ⋅ 2 Baths ⋅ 10187330 MLS ⋅ PENDING 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

37 Millennium, Pittsboro
$554,000
3 Beds ⋅ 3 Baths ⋅ 10170599 MLS ⋅ PENDING Status
Welcome home to this beautifully maintained, like-new gem nestled in one of the area's most thoughtfully planned communities. Perfectly positioned just steps from exceptional neighborhood amenities, this charming two-level home combines comfort, convenience, and timeless style. Inside, you'll find an inviting open-concept layout designed for everyday living and effortless entertaining. The main-floor primary retreat offers privacy and ease, while the gorgeous kitchen, spacious walk-in pantry, functional mud room, and attached garage add practical touches throughout. Enjoy quiet mornings or relaxing evenings on the screened porch overlooking the peaceful surroundings. Meticulously cared for and truly move-in ready, this home features three spacious bedrooms plus a versatile second-floor bonus room that could easily serve as a fourth bedroom, home office, or playroom. With two and a half bathrooms and flexible living spaces, there's room for everyone to feel at home. Beyond the front door, residents enjoy access to an incredible lifestyle-centered community featuring miles of scenic walking trails, playgrounds, dog parks, pickleball courts, and a swim club -- available through additional membership. This is more than a home -- it's a lifestyle in a community designed to connect, relax, and thrive.

37 Millennium, Pittsboro

134 Tantara Bnd, Pittsboro
$469,990
2 Beds ⋅ 2 Baths ⋅ 10168926 MLS ⋅ PENDING Status
The Inspiration by David Weekley Homes offers thoughtfully designed living spaces with the flexibility to fit your family's evolving lifestyle. Abundant natural light fills the open-concept family and dining areas through energy-efficient windows, creating a bright and welcoming atmosphere. At the heart of the home, the chef-inspired kitchen features a spacious dine-up island, and generous prep space, ideal for everyday living and entertaining alike. Step outside to the covered porch, a perfect space for relaxing or gathering with family and friends. The private Owner's Retreat provides a peaceful escape with an en suite bath and oversized walk-in closet. A secondary bedroom is thoughtfully positioned near a full bath, offering comfort and privacy for guests or family members.

134 Tantara Bnd, Pittsboro

41 Hillway Rd, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10145068 MLS ⋅ PENDING Status
Ready Now in NoVi Chatham Park! Enjoy the walkable, low-maintenance lifestyle buyers are looking for, with lawn care and landscaping included in the HOA and the Chatham Park YMCA, parks, trails, and community events just steps from your front door. The Chestfield floor plan offers 1,883 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. The open-concept main level is filled with natural light and features a bright family room, dining area, and chef-inspired kitchen complete with a gas cooktop, wall oven, oversized island, and abundant cabinet space, making it ideal for both everyday living and entertaining. Upstairs, the private Owner's Suite provides a relaxing retreat with a spa-like bath and generous walk-in closet. Two additional bedrooms offer flexibility for guests, a home office, hobbies, or growing households. Located in NoVi at Chatham Park, residents enjoy community events on the lawn, weekend coffee trucks, Saturday yoga, Games on the Green, and convenient access to Mosaic, the YMCA, trails, parks, and future amenities. Discover a lifestyle centered around connection, convenience, and low-maintenance living in one of the Triangle's most exciting master-planned communities.

41 Hillway Rd, Pittsboro

396 N Village Pkwy, Pittsboro
$575,000
4 Beds ⋅ 3 Baths ⋅ 10159701 MLS ⋅ PENDING Status ⋅ Pickney BLDG.
Thoughtfully designed with an emphasis on craftsmanship and livability, the Pickney plan by David Weekley Homes offers open sight lines and an easy, natural flow through the kitchen, dining, and family room, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen blends style and function while maintaining connection to the main living spaces. A front study with views of the welcoming porch provides the flexibility to serve as a home office, creative space, or quiet retreat. This four bedroom, three full bath home includes a private guest bedroom on the first floor, ideal for visitors or multigenerational living. Upstairs, junior bedrooms and additional gathering space create room for growing households to spread out and relax. The Owner's Retreat is a peaceful escape, featuring a spacious bath and an oversized walk in closet designed to elevate daily routines. With flexible spaces, smart design, and comfortable separation of living areas, the Pickney plan offers both functionality and timeless appeal.

396 N Village Pkwy, Pittsboro

68 Wandering Way, Pittsboro
$359,990
3 Beds ⋅ 3 Baths ⋅ 10148192 MLS ⋅ PENDING Status ⋅ Wilson BLDG.
MOVE-IN READY in Townes at NoVi at Chatham Park! This beautifully designed Wilson offers over 1,800 square feet with 3 bedrooms, 2.5 baths, a spacious loft, and rear-entry 2-car garage. The light-filled, open-concept main level features a designer kitchen overlooking the dining and living areas, plus a private brick-enclosed courtyard ideal for relaxing or entertaining. Enjoy low-maintenance living with convenient access to Chatham Park trails, parks, green spaces, the YMCA, MOSAIC, and Downtown Pittsboro. Convenient to Chapel Hill, Durham, Jordan Lake, RTP, and RDU Airport. Ask about available builder incentives and financing opportunities with the preferred lender. Schedule your tour today!

68 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 .

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