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Chatham Park Homes for Sale

Located in Pittsboro, North Carolina, Chatham Park is a forward-thinking, master-planned community that redefines convenience, sustainability, and modern living. Spanning thousands of acres, this ambitious development blends residential neighborhoods, commercial centers, green space, and cutting‑edge infrastructure—all designed to create a walkable, connected lifestyle just minutes from downtown Pittsboro.

At the heart of Chatham Park’s appeal is its thoughtful layout, where sidewalks, bike paths, and scenic greenways link homes to shops, restaurants, offices, and recreational amenities. Residents enjoy parks, community pools, sports courts, and gathering spaces that foster connection and belonging—all while the development embraces sustainability through energy‑efficient homes and smart growth planning.

Chatham Park real estate offers a wide range of options to suit various lifestyles and budgets. Entry‑level homes start around $450,000, while custom‑built estates can exceed $2 million. Floor plans vary from two to five or more bedrooms, with many homes showcasing open‑concept designs, energy‑efficient systems, and high‑end finishes. With easy access to major Triangle destinations—5 minutes to Downtown Pittsboro, 25 minutes to Chapel Hill and UNC, 30 minutes to RTP, 35 minutes to Downtown Durham, and 40 minutes to RDU—Chatham Park is a lifestyle destination for those seeking innovation, community, and quality living.

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33 Imagine Way, Pittsboro
$799,900
3 Beds ⋅ 3 Baths ⋅ 10201385 MLS ⋅ ACTIVE Status
Feels Better Than New! Nearly 2,700 square feet—all on one level, with three bedrooms, three full baths, and accessible features including a zero-entry primary shower. Add a dedicated craft room, a 10-foot kitchen island, and outdoor living backed by woods, and 33 Imagine Way offers space to gather, create, and settle in at Pittsboro's premier 55+ Encore at Chatham Park. Built in 2024, the home puts everyday living on the same floor without asking every room to do double duty. The craft room lets you leave a project in progress. A separate sitting room offers a quiet place to read or recharge. Three bedrooms keep space available for guests. The primary suite pairs practical comfort with personal style: a custom-organized walk-in closet, quartz-topped double vanity, and a tray ceiling accented in gold. Its zero-entry shower features ceiling-height tile, two shower heads, and transom windows. The kitchen deserves a closer look. Chestnut oak wraps the substantial island and coordinating vent hood, bringing warmth to the quartz countertops, custom backsplash, and Currey & Co. pendants. Cabinet pull-outs, a coffee bar, walk-in pantry, five-burner gas cooktop, and wall oven make the space work as well as it looks. Open sightlines connect it to the great room, while the adjoining dining area has its own focal point: a stone-enclosed Valor fireplace and custom chestnut oak wrapped hardwood display cabinet. Outside, stone walls frame the front garden. The covered rear porch extends to a permeable patio with a sitting wall, water feature, and fig tree. Take dinner outside. Let the conversation run long. Encore's clubhouse, fitness center, pool, hot tub, pickle ball, tennis, and putting green expand the possibilities, with dining, shopping, and entertainment nearby at MOSAIC. An attached two-car garage adds an EV charger and attic storage. Bring the hobbies, host the dinner, keep a guest room ready. There's room for it here.

33 Imagine Way, Pittsboro

499 Wendover Pkwy, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10201372 MLS ⋅ ACTIVE Status
Step into a lifestyle of ease, light, and modern refinement at 499 Wendover Parkway, situated in the highly desirable Vineyards at Chatham Park. Constructed in 2024 and lovingly maintained, this home offers all the advantages of new construction with true turnkey simplicity. From the moment you arrive, charming exterior curb appeal and a lovely covered porch sets a welcoming tone. The thoughtfully designed layout features 9-foot ceilings on both levels, amplifying the abundance of natural light and creating an airy, expansive feeling throughout. At the heart of the home, the open-concept living space is crafted for both everyday relaxation and effortless hosting. The chef-inspired kitchen stands out with Fantasy Brown marble countertops, a Daltile undulated ceramic tile backsplash, timeless white shaker cabinetry, and a walk-in pantry enhanced with solid shelving. Enjoy stainless steel appliances which include a gas cooktop with range hood, built-in wall oven, and counter-depth refrigerator, all in the GE line. Gather in the living room around the cozy gas fireplace, bordered by custom built-ins that add rich visual depth and functional storage. Step out onto the expansive, privately nestled back patio; a tranquil outdoor retreat perfect for morning coffee, evening dining, or quietly soaking in the fresh North Carolina air. Upstairs, custom closet organizers bring intentional functionality to everyday living. The primary suite serves as a peaceful retreat, highlighted by a spa-inspired en-suite bath featuring classic tile flooring and a beautifully tiled walk-in shower. Spacious guest bedrooms offer generous closets and flexible utility for work or rest. Practical upgrades abound: 2-inch faux wood blinds provide tailored privacy throughout, while alley access leads to an attached two-car garage complete with built-in storage cabinets. The washer, dryer, and refrigerator are all negotiable for a seamless move-in experience. Living in Chatham Park means living connected. Enjoy proximity to local parks, splash pads, miles of greenway trails and the nearby dining and shopping at MOSAIC & the charm of downtown Pittsboro, all just moments from your front door. Welcome home!

499 Wendover Pkwy, Pittsboro

125 Prospect Pl, Pittsboro
$499,900
2 Beds ⋅ 2 Baths ⋅ 10199016 MLS ⋅ ACTIVE Status
LOCATION, LIFESTYLE & THOUGHTFUL UPGRADES! Discover the perfect blend of comfort, convenience and low-maintenance living in the premier 55+ community of Encore at Chatham Park! Ideally situated just steps from the community amenity center, this beautifully appointed home offers an exceptional location with the central mailbox station and convenient guest parking directly across the street. Designed for easy living and entertaining, the open-concept floor plan features luxury vinyl plank flooring, a spacious kitchen with quartz countertops, oversized island, stainless steel appliances and abundant storage. The inviting primary suite offers a tray ceiling, dual vanities and an oversized zero-entry shower. A standout interior upgrade is the versatile den/second bedroom featuring a custom Murphy bed wall unit with additional built-in storage—perfect for accommodating overnight guests while maximizing everyday living space. Another highlight is the beautiful three-season sunroom with a cozy fireplace overlooking peaceful green space, creating an inviting retreat for morning coffee, relaxing afternoons or evening gatherings. Enjoy resort-style amenities including a clubhouse, swimming pool, fitness center, pickleball and tennis courts, along with an active social calendar. Leave the car at home and enjoy golf cart access to nearby restaurants, MOSAIC's outdoor entertainment venues, shopping and UNC Health medical services! This exceptional golf-cart-friendly lifestyle puts dining, entertainment and everyday conveniences within easy reach. More than a home, this is an opportunity to enjoy an exceptional active adult lifestyle where convenience, community and comfort come together!

125 Prospect Pl, 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 .

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