Chatham Park Homes for Sale | Pittsboro NC Real Estate

5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status

Impressive Modern Contemporary 3 Car Garage on 1/2 Cul De Sac Backing to Permanent Wooded Open Space w/Incredibly Huge Master Suite!!! Cozy Flagstone Floor Front Porch w/Double Door Entry to Nicely Wall Accented Large Foyer!! Large 12x14.75 Guest Bedroom w/Private Full Bath!! Generous Trayed 20x20 Family Rm w/FP Accented w/Cabinets & Shelves & 4 Panel Glass Slider Overlooking 15.75x14 Vaulted Covered Back Porch w/OMG Wooded View!! Gourmet Kitchen w/Cabinets to the Ceiling, Stainless Steel Appliances, Vented Gas Cook Top & HUGE 5'x10.5' Island!!! Large 14x14 Dining Rm w/Great View Too & Overlooking Vaulted Back Porch!! Wow 15.25x18 Primary w/Incredible Wooded View Via Picture Window & Incredible 13x14 Primary Bath w/Separate Tub & Zero Entry Shower & Large Picture Window for Natural Lighting & Huge 13x14 WIC w/Extensive Shelving & Quartz Top Island & Transoms for Natural Lighting Connected to Laundry w/Generous Cabinetry & Sink Connected to Mudroom w/Bench & Cubbies!! Nice Wide Staircase to 2nd Floor w/Large Landing Area!! Generous 15.75x20.75 Bonus/Media Rm w/Great View Accented with a 11x13.25 Office Space w/Direct Access to 11x13 Finished Flex/Storage Rm!! 15x13 Bdrm 3 w/Direct Access to 12x15 Finished Flex/Storage Area Ideal for Guests w/Children because it could be a Bedroom Off a Bedroom & Direct Full Bath Access!!! Fantastic Hall Area Storage!! On the Front Side of the House it has 2 Nearly Identical 12x14.75 & 12x13.75 Bedrooms w/Private Baths/ WIC's w/ Benches!! Generous Backyard w/Incredible Permanent Wooded Views!! Large 3 Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community w/Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

114 Autumn Gate St, Pittsboro

$570,000

4 Beds ⋅ 3 Baths ⋅ 10192846 MLS ⋅ ACTIVE Status

Set on an oversized lot, this home is loaded with upgrades! Outside, there is an extended front porch. The living room features built-ins around the fireplace. and there is beautiful slow -closing cabinetry in the kitchen. Luxury louvered blinds have been installed on all of the windows. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro

$599,900

2 Beds ⋅ 2 Baths ⋅ 10192550 MLS ⋅ ACTIVE 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

$1,199,000

5 Beds ⋅ 6 Baths ⋅ 10192393 MLS ⋅ ACTIVE Status

2026 Parade of Home Entry!! Are You Ready to Check Some Boxes!! How About 5 Bedrooms w/5 Separate Direct Access Full Baths!! Primary & Guest Bdrm on Main!! How about a Glass Enclosed Double Door Entry Study on Entry!! An 11' Ceiling 18x21 Trayed Family Rm w/FP Accented w/Cabinets, Shelving & Transoms!! Gourmet Kitchen w/Cabinets to Ceiling!! Stainless Steel Appliances & Vented Gas Cooktop w/7x7.5 Pantry/Scullery & Impressive Color Accented Island!! Next to a Vaulted Wall Accented Dining Rm!! Along with a 20x14 Wall Accented Primary w/an Incredibly Huge Wood Grain Looking Tile in the Oversized Glass Enclosed Zero Entry Shower w/Transom Window & Double Vanity Bath w/TALL Mirrors w/Large Free Standing Tub in between!! Large WIC w/His & Her Built-in Dressers & Natural Lighting via Nice Transom Window!! Mudroom w/Bench & Cubbies!! Laundry w/Cabinets w/Sink & Shelving on 2 Walls!! Upstairs Features 3 Adult Size Bedrooms w/Nice Views w/Full Baths & Nice WICs!! How about a Step Up Double Door 17.5x18.5 Game Room w/Nice View!! 2nd Floor Study/Flex Space!! Storage off Bedroom 4 WIC Closet!! OH! How about a Double Sky Light Vaulted Covered Back Porch w/Fire Place Pre Wired for TV!!! Large 21.5'x25.5' Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community with Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

130 Autumn Gate St, Pittsboro

$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

$535,000

3 Beds ⋅ 3 Baths ⋅ 10191826 MLS ⋅ ACTIVE Status

BETTER THAN NEW HOME FOR SALE IN CHATHAM PARK! Built in 2022 by David Weekley Homes, and meticulously maintained by the original owners, this pet-free, smoke-free 3BR/2.5BA home offers an exceptional combination of modern efficiency, natural light and Chatham Park greenway living. The open-concept main level features a spacious kitchen flowing into the dining and living areas, plus a dedicated office/flex space. Upstairs, a generous loft provides a second living area surrounded by all 3 bedrooms. Relax on the covered rear porch overlooking the greenway and paved walking trail or enjoy the large covered front porch in this highly walkable Pittsboro community. Upgrades include a Kinetico K5 water filtration system with reverse osmosis, tankless gas water heater, encapsulated crawl space, whole-home surge protector, extended HVAC warranty and excellent garage storage. Remaining portion of the 10-year builder structural warranty conveys. ENERGY STAR®, EcoSelect Plus and Environments for Living® certified. Enjoy Chatham Park swimming, pickleball and trails, with Thales Academy within walking distance. Minutes to Jordan Lake for boating, hiking, fishing and camping and approximately 30 minutes to RDU International Airport and the Research Triangle. Why wait to build? Start enjoying the Chatham Park lifestyle in Pittsboro, NC today!

261 Mindees Ln, Pittsboro

$385,000

3 Beds ⋅ 3 Baths ⋅ 10190656 MLS ⋅ ACTIVE Status

Welcome to 284 Millennium Drive, where modern comfort meets the vibrant lifestyle of Chatham Park! Built in 2022, this beautifully maintained 3-bedroom, 2.5-bath townhome offers 1,817 square feet of thoughtfully designed living space with the features and finishes today's buyers are looking for. Step inside to an open and inviting main level filled with natural light and designed for both everyday living and entertaining. The spacious kitchen is the heart of the home, featuring granite countertops, a large center island, stainless steel appliances, gas range, and pantry. Beautiful coffered ceiling details add an elevated touch to the living space, while the open layout makes hosting friends and family effortless. Upstairs, you'll find three comfortable bedrooms, including a spacious primary suite, along with convenient second-floor laundry. Step outside to the screened-in rear porch, the perfect place to enjoy your morning coffee, unwind after a long day, or take in the peaceful surroundings. An attached one-car garage and driveway provide convenient parking and additional storage, while the low-maintenance townhome lifestyle gives you more time to enjoy everything Chatham Park has to offer. Located just minutes from downtown Pittsboro, this home puts you close to parks, trails, restaurants, shopping, and the growing collection of amenities throughout Chatham Park. It's the perfect combination of modern living, convenience, and community. If you're looking for a newer home with beautiful finishes, functional living space, and an incredible location, 284 Millennium Drive is ready to welcome you home!

284 Millennium Dr, Pittsboro

$535,000

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

$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

$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

$620,000

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