Chatham Park Real Estate

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Newest Listings in Chatham Park

$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

$545,000

4 Beds ⋅ 4 Baths ⋅ 10190524 MLS ⋅ ACTIVE Status

Welcome to easy living in the heart of Chatham Park, where a thoughtful floor plan, modern finishes, and inviting indoor-outdoor spaces come together beautifully. And the best part? It's practically brand new—so what could be better? The highly sought-after primary suite on the main level makes everyday living comfortable and convenient, while the open-concept kitchen, dining, and living areas create an easy flow for both everyday life and entertaining. Step outside to the screened-in porch, the perfect spot for morning coffee, dinner outside, or winding down at the end of the day. Upstairs, three additional bedrooms offer plenty of flexibility for family, guests, a home office, or whatever fits your lifestyle. With a two-car garage, a fantastic layout, and newer construction, you get all the benefits of a nearly new home without the wait of building from the ground up. Located in Chatham Park, one of Pittsboro's most exciting communities, you'll have trails, green spaces, community amenities, and everything that makes this growing area so special right at your fingertips. Primary down, three bedrooms up, a screened porch, and practically brand-new construction—this one checks all the boxes!

221 Beacon Dr, Pittsboro

$485,000

2 Beds ⋅ 2 Baths ⋅ 10189843 MLS ⋅ ACTIVE Status

Skip the wait for new construction and settle right into this like-new ranch home in the highly desirable 55+ community of Encore at Chatham Park. Designed with comfort and convenience in mind, this thoughtfully planned home offers 2 bedrooms, 2 full baths, and a dedicated office/den that's perfect for working from home, pursuing hobbies, or accommodating overnight guests. The open-concept layout makes everyday living and entertaining effortless. At the heart of the home, the gourmet kitchen features a large center island, abundant cabinet and counter space, a gas cooktop, and stainless steel appliances, all flowing seamlessly into the dining area and family room. A gas log fireplace creates a warm and inviting focal point in the spacious family room. The primary suite is a true retreat, featuring a generous walk-in closet with direct access to the laundry room, a double vanity, and a zero-entry tile shower. Additional upgrades include a convenient drop zone off the garage, epoxy-coated garage floors, and a covered rear patio that's perfect for enjoying North Carolina's beautiful seasons. Looking for extra space? The expansive walk-in attic has already been upgraded with additional insulation and includes a workbench, offering endless possibilities for a workshop, hobby room, or exceptional storage. Best of all, lawn maintenance is included through the HOA, leaving you more time to enjoy Encore's outstanding resort-style amenities. Residents have access to a stunning 5,000-square-foot clubhouse with fitness and gathering spaces, a resort-style pool and hot tub, putting green, cornhole area, tennis and pickleball courts, and a vibrant calendar of social activities. Located within walking distance of Mosaic at Chatham Park, you'll enjoy easy access to restaurants, breweries, a coffee shop, shopping, concerts, fitness classes, and community events. More than just a home, this is an opportunity to embrace an active and connected lifestyle.

200 Imagine Way, 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

$576,000

2 Beds ⋅ 2 Baths ⋅ 10188798 MLS ⋅ ACTIVE 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

$499,900

4 Beds ⋅ 3 Baths ⋅ 10188126 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.

*Ready in October* Lawncare included in the monthly at $78/mo dues. Located in brand new NoVi Chatham Park, this home offers a true lifestyle with community events on the lawn, including Saturday morning yoga, Games on the Green, and weekend coffee trucks. Enjoy views of the rolling hills of Pittsboro and easy access to trails, parks, the YMCA, and future resort-style amenities. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. This stunning new construction home features a first-floor guest bedroom with full bath, open-concept layout, and designer finishes throughout. The chef's kitchen includes a large island, walk-in pantry, and abundant storage, flowing seamlessly into the bright family and dining areas. Upstairs, the Owner's Suite offers a spa-like bath with dual vanities and a large walk-in closet. Two additional bedrooms, a full bath, and a versatile loft provide flexible living space. Outdoor living includes a covered rear porch and breezeway connecting to the two-car garage--perfect for everyday convenience and relaxing evenings.

45 Hillway Rd, Pittsboro

$635,000

2 Beds ⋅ 2 Baths ⋅ 10187535 MLS ⋅ ACTIVE Status

Truly better than new! Just ten months old, this beautiful David Weekley home offers the best of new construction without the wait, hassle, or added expense—with upgrades that are already complete. Located in the beautiful Encore at Chatham Park, the Triangles premier 55+ active adult community. This home feels warm and sophisticated, and the Mosley floor plan balances open-concept living with private retreats. French doors open to a dedicated study, or additional guest room when needed. Gorgeous rich wood plantation shutters throughout. The kitchen is the heart of the home and is as beautiful as it is functional, with Quartz countertops, a striking glass tile backsplash, and SS appliances that are nearly new and remain under warranty. With decorative pendant lighting, a generous center island, and a walk-in corner pantry this space is designed for both everyday living and effortless entertaining. The porch provides another "room" for entertaining, with finished epoxy floor, overlooking the fenced backyard and peaceful views of mature trees, your private sanctuary. The primary suite, situated at the back of the home provides a quiet escape. The luxurious bath features a zero-entry walk-in shower, and the newly done, professionally designed custom closet is a standout, complete with built-in cabinetry, dresser drawers, and exceptional shoe storage—thoughtfully designed to maximize both beauty and function. The spacious laundry room is impressive, offering built-in cabinetry, generous countertop workspace, a dedicated folding station, drop zone, storage closet, and nearly new washer and dryer that convey. Even the garage has been elevated with professionally painted walls, durable epoxy flooring, and is already wired for an EV charging station. With a tankless water heater, there isn't anything that was missed in this gorgeous home. Exceptional value with thousands invested in thoughtful post construction upgrades. Skip the construction. Skip the projects. Simply move in and enjoy!

236 Aspen Ave, Pittsboro

$599,900

2 Beds ⋅ 2 Baths ⋅ 10187353 MLS ⋅ ACTIVE Status

Elegance meets everyday comfort in The Carroway, a floor plan designed to make every day feel effortless. At its heart is a glamorous kitchen, anchored by a multi-function island and opening onto sunlit living and dining spaces — perfect for cooking, entertaining, or simply gathering together. The Owner's Retreat offers a true escape, featuring an en suite bathroom and spacious walk-in closet for a private, restorative haven. A well-appointed guest room with its own bathroom ensures visitors enjoy comfort and privacy of their own. Step outside to the covered porch, an inviting extension of the home ideal for quiet evenings or lively gatherings with friends and family.

39 Englehart Ct, 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 .