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160 Windstone, Pittsboro
$435,000
3 Beds ⋅ 2 Baths ⋅ 10194951 MLS ⋅ CLOSED Status
Welcome to 160 Windstone, tucked away on a quiet cul-de-sac and situated on approximately 1.6 wooded acres. Surrounded by mature trees and natural beauty, this property offers a peaceful, private setting with plenty of space to enjoy the outdoors. The expansive lot provides a sense of seclusion while still offering convenient access to the surrounding area. Enjoy the wooded views, established landscape, and serene setting with room to make the property your own. Whether relaxing outdoors or simply enjoying the privacy of a larger homesite, this property offers a setting that can be hard to find. Ideally located with convenient access to Chapel Hill, Pittsboro, and the growing Chatham Park area, 160 Windstone combines a private cul-de-sac setting with proximity to shopping, dining, recreation, and everyday conveniences. Come experience the space, privacy, and natural surroundings this property has to offer. Schedule your showing today!

160 Windstone, Pittsboro

277 Millbrook Dr, Pittsboro
$435,000
3 Beds ⋅ 3 Baths ⋅ 10163140 MLS ⋅ CLOSED Status
Welcome to a beautiful and well-maintained 3-bedroom, 2.5-bath home with a dedicated office, detached 2-car garage, and private fenced backyard oasis at 277 Millbrook Drive in Pittsboro's desirable Powell Place community -- just minutes from Chatham Park, downtown Pittsboro, Chapel Hill, and the Triangle. This thoughtfully updated home offers approximately 1,900 square feet with replacement windows, hardwood floors, high ceilings, granite countertops, stainless steel appliances, gas fireplace, crown molding, and flexible living spaces ideal for today's lifestyle. The separate office/flex room is perfect for working from home, a study, hobby room, or additional entertaining space. The spacious kitchen features abundant cabinetry, breakfast bar seating, stainless steel appliances, and opens seamlessly to the dining and living areas, creating an inviting flow for everyday living and entertaining. Step outside and discover one of the home's standout features -- a beautifully landscaped fenced backyard with a peaceful ''zen garden'' atmosphere, native plants, courtyard-style outdoor living, and multiple spaces to relax, garden, entertain, or simply unwind. Located in one of Pittsboro's established neighborhoods with sidewalks, parks, trails, and community green spaces, this home offers the warmth and character often missing in newer construction communities. Enjoy convenient access to Chatham Park, UNC, Jordan Lake, Durham, RTP, and major commuter routes including US-15-501 and US-64. If you are searching for a Pittsboro home with charm, privacy, flexible space, outdoor living, and an ideal location near Chatham Park, this Powell Place home deserves your attention.

277 Millbrook Dr, Pittsboro

555 Weathersfield, Pittsboro
$434,900
3 Beds ⋅ 2 Baths ⋅ 10163731 MLS ⋅ CLOSED Status
Charming home with an inviting brick porch and easy two-step entry into the main level. This well-maintained residence features a spacious main-level owner's suite with a large walk-in closet and private en suite bath. A welcoming foyer opens to a bright office and leads to a living room with vaulted ceilings, gas-log fireplace, and built-in cabinetry. The living room flows seamlessly into a generous dining area surrounded by windows, creating a light-filled space ideal for everyday living and entertaining. Hardwood floors extend throughout the main living areas. The well-appointed kitchen offers white shaker-style cabinetry, stainless steel appliances, solid surface countertops, and LED under-cabinet lighting. Enjoy peaceful wooded views from most windows and relax on the rear deck with low-maintenance composite decking. Upstairs features two large bedrooms, each with walk-in closets, and a spacious guest bath. Recent updates include new carpet in the upstairs hallway, bedrooms, and closets, as well as the main-level owner's suite and closet, fresh paint, and smooth ceilings throughout. Custom shutters enhance the main bedroom and office. Ceiling fans are installed in four rooms. Additional highlights include updated composite rear decking and a tankless water heater, roof replaced 2025. A perfect blend of comfort, space, and serene surroundings! Additional upgrades include newer compositions rear decking and tankless hot water heater. A perfect blend of comfort, space, and serene surroundings!

555 Weathersfield, Pittsboro

57 Merriville Rd, Pittsboro
$432,500
2 Beds ⋅ 2 Baths ⋅ 10123072 MLS ⋅ CLOSED Status
PRICE IMPROVEMENT!! Looking for a stunning and affordable home in a 55+ community? Look no further than this slighty used home built at the end of 2023. Sellers lived in it for just over a year. Fenced in backyard was added by the sellers, perfect for a short visit with the grandkids. Check with the sales office, as there are breed specifications on dogs, but smaller dogs will enjoy this backyard as well. The master suite boasts and large walk-in shower with a double vanity, private toilet and a large walk-in closet. Let the sunshine in through the 3 tall windows in the master bedroom. Bring your Electric Vehicle as well. The garage was wired for charging EV's when this home was built. Enjoy a large kitchen island for meal prepping along with ''reverse osmosis'' filter on the tap for drinking water. The screen porch with the ceiling fan makes an ideal place to sit and sip a beverage while reading a novel. Let's not forget those cooler nights, when you can turn on the fireplace and sit back in front of the tv. The community center has tons to offer along with a community pool.

57 Merriville Rd, Pittsboro

121 Tantara Bnd, Pittsboro
$430,000
2 Beds ⋅ 2 Baths ⋅ 10155963 MLS ⋅ CLOSED Status ⋅ David Weekley Homes BLDG.
Elevated Everyday Living in Encore at Chatham Park Discover a home where thoughtful design and effortless living come together in this beautifully appointed paired villa by David Weekley Homes. Located in the sought-after 55+ community of Encore at Chatham Park, this single-level residence offers a refined yet comfortable lifestyle tailored for today's active adult. Step inside to a bright, open layout where the main living spaces feel both connected and inviting, creating an ideal setting for everything from quiet mornings to lively gatherings. At the center of the home, the designer kitchen shines with a large island, built-in stainless steel appliances, and stylish finishes, perfectly suited for everyday living and entertaining alike. The living and dining areas are filled with natural light and transition seamlessly to the covered rear porch, offering a peaceful extension of your living space and a perfect place to relax or host guests. Tucked away for privacy, the Owner's Retreat provides a calming escape with a spa-inspired bath featuring a zero-entry Super Shower and a spacious walk-in closet designed for comfort and convenience. Beyond the home, Encore delivers a truly resort-style, low-maintenance lifestyle, with lawn care included and access to exceptional amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, resort-style pool and spa, tennis and pickleball courts, putting green, meditation garden, firepits, and a full calendar of social events led by a dedicated Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally located with quick access to US-64, 15-501, I-540, and RDU, this home places you close to top-tier healthcare, shopping, dining, and recreation--so you can spend less time commuting and more time enjoying life. A perfect blend of style, simplicity, and community, 121 Tantara Bend is ready to welcome you home.

121 Tantara Bnd, Pittsboro

16 Quietwood Way, Pittsboro
$429,990
3 Beds ⋅ 3 Baths ⋅ 10155951 MLS ⋅ CLOSED Status
Move-in ready. Connected green space. A lifestyle that feels different. This home offers a rare opportunity to step into a finished, thoughtfully designed space in Chatham Park, one of the Southeast's most exciting master-planned communities. The front courtyard with a brick planter divider creates a private outdoor setting that flows naturally into the NoVi greenspace, giving you an extended front yard feel for relaxing, entertaining, or connecting with neighbors. A rear-load two-car garage keeps the streetscape clean and walkable, creating a true village-style community experience. Located in North Village at Chatham Park, you're close to scenic parks, greenways, and the nearby YMCA, with shopping, dining, and entertainment just minutes away at MOSAIC at Chatham Park. With convenient access to Raleigh, Durham, and Chapel Hill, this location offers both lifestyle and connectivity. In today's market, move-in ready homes that combine design, convenience, and long-term value stand out, and this is one of those opportunities. Schedule your visit and experience the NoVi courtyard lifestyle for yourself.

16 Quietwood Way, Pittsboro

480 Beechmast, Pittsboro
$426,000
3 Beds ⋅ 3 Baths ⋅ 10148960 MLS ⋅ CLOSED Status
Set within a well-established village, this impeccably maintained end-unit townhome in Fearrington offers more than $90,000 in meaningful system and infrastructure improvements designed to reduce future expense and increase buyer confidence. In today's cautious market, buyers will appreciate the peace of mind this home provides--where major components and critical areas have already been thoughtfully addressed and exterior maintenance is handled by the HOA, simplifying ownership and reducing ongoing upkeep. Significant updates include a high-efficiency Daikin HVAC system, new electric water heater, high-end Toto toilets in all three baths, reverse osmosis drinking water system, professionally encapsulated crawlspace for enhanced comfort and long-term protection, and a sealed attic contributing to energy efficiency, along with additional high-quality improvements not fully listed here. Unlike many homes of similar age, this property has already addressed the costly items buyers typically face after purchase. Set in a serene wooded setting, this end-unit offers exceptional natural light and privacy, featuring a welcoming Southern front porch, vaulted living room with gas fireplace, open dining area, sunroom, and multiple outdoor living spaces. The kitchen includes a bright breakfast nook overlooking professionally landscaped grounds. Comfortable main-level living is enhanced by additional upstairs space for guests, hobbies, storage, or quiet separation. Upstairs, two additional rooms feature built-in bookcases and offer flexibility for guest space, office, or study. All three bedrooms offer large closets, complemented by a spacious large walk-in storage area providing exceptional storage. Professionally maintained inside and out, this home stands out for its level of care, thoughtful investment, and overall condition, offering a rare combination of comfort, efficiency, and long-term value in Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake.

480 Beechmast, Pittsboro

147 Tantara Bnd, Pittsboro
$425,000
2 Beds ⋅ 2 Baths ⋅ 10177027 MLS ⋅ CLOSED Status
Welcome to The Ambition, a beautifully designed paired villa in the highly sought-after Encore at Chatham Park, offering elegant one-level living with upscale finishes and abundant natural light. A private front courtyard welcomes you into an open-concept floor plan centered around a gourmet kitchen featuring a gas cooktop, built-in wall oven, oversized island, walk-in pantry, and premium finishes—perfect for both everyday living and entertaining. The spacious family room flows seamlessly into the generous dining area, creating an inviting space for gatherings. The luxurious Owner's Suite serves as a private retreat with a spa-inspired bath featuring a zero-entry Super Shower and a walk-in closet. A secondary bedroom and full bath provide flexibility for guests, a home office, or additional living space. Step outside to the covered rear porch, ideal for relaxing or enjoying your morning coffee. Experience the ease of low-maintenance living in a vibrant community just minutes from parks, walking trails, shopping, dining, and all that Chatham Park has to offer.

147 Tantara Bnd, Pittsboro

1545 Alex Cockman Rd, Pittsboro
$425,000
10117413 MLS ⋅ CLOSED Status
Rare large residential acreage, offering public paved road frontage and excellent flexibility for building or investment. This wooded property features a shared pond, access to public county water and a four bedroom perc permit on file, making it ready for your dream home or next project. With the potential to subdivide and develop into a small subdivision, this property is ideal for builders, investors, or those seeking privacy with future possibilities. Conveniently located just minutes from Highway 64 and Downtown Pittsboro, you'll enjoy both seclusion and easy access to shopping, schools, and commuter routes. Don't miss out on this versatile piece of land in the heart of Chatham County, bring your vision and make it a reality! Adjacent property available.

1545 Alex Cockman Rd, Pittsboro

2424 Buckner Clark Rd, Pittsboro
$425,000
3 Beds ⋅ 2 Baths ⋅ 10158887 MLS ⋅ CLOSED Status
Welcome to 2424 Buckner Clark Road, an almost-new ranch home offering privacy, functionality, and thoughtfully designed indoor and outdoor living in the heart of Pittsboro. Situated on a permanent crawlspace foundation, this 3-bedroom, 2-bath home features a desirable split floor plan with the primary suite tucked privately on one side and the secondary bedrooms on the other. Inside, you'll find a bright, open-concept kitchen and living area perfect for everyday living and entertaining. The spacious primary suite is a true retreat complete with a massive walk-in closet and an oversized walk-in shower featuring dual shower heads for a spa-like experience. Enjoy your morning coffee or evening unwind on not one, but two custom-built decks. The front deck features a charming pergola for shaded relaxation while the expansive rear deck is already framed and ready to be screened in, ideal for creating your dream outdoor living space. The fully fenced backyard offers room to spread out along with a 14x40 workshop that can double as a garage, accommodating two vehicles in tandem or serving as the perfect space for hobbies, storage, or projects. Set back with a long gravel driveway, this property offers the privacy you've been looking for while still being convenient to all that Pittsboro has to offer. A truly unique opportunity, there is nothing else like it on the market.

2424 Buckner Clark Rd, Pittsboro

107 Parkland Dr, Pittsboro
$423,000
3 Beds ⋅ 3 Baths ⋅ 10113626 MLS ⋅ CLOSED Status
Price reduced and newly staged! Welcome to the Terra C plan, a beautifully designed new construction home in the heart of Chatham Park. Located just a short walk from the new YMCA and surrounding open spaces, this home offers the perfect combination of style, comfort, and convenience. With 1,676 square feet of thoughtfully crafted living space, this two story home features an open main level with a spacious living area, designer kitchen, and convenient powder room. Upstairs, you'll find the private owner's suite along with two additional bedrooms and a second full bathroom, ideal for families, guests, or flexible work from home space. Interior highlights include quartz countertops, white shaker cabinets, and a stylish tile backsplash. The exterior features a light color palette with light stone accents, large windows, a covered front porch, and a detached 2 car garage that adds both charm and functionality. Situated in a vibrant, growing community this home is an incredible opportunity to enjoy modern living in a walkable, amenity rich setting.

107 Parkland Dr, Pittsboro

8 Quietwood Way, Pittsboro
$421,000
3 Beds ⋅ 3 Baths ⋅ 10144575 MLS ⋅ CLOSED Status
MOVE-IN READY END UNIT with Great Lawn views at Townes at NoVi in Chatham Park! Enjoy added privacy, abundant natural light, additional windows, and open green space views from this beautifully finished home. The bright, open-concept main level features a chef-inspired kitchen with quartz countertops, stained cabinetry, large island, gas cooktop, and wall oven, plus a modern linear fireplace. Upstairs, the spacious primary suite includes a tiled walk-in shower with bench, while two additional bedrooms and a versatile loft provide flexible living space. Enjoy convenient access to MOSAIC, the Chatham Park YMCA, parks, trails, dining, and more. Convenient to Chapel Hill, Durham, RTP, and Jordan Lake. Schedule your tour today!

8 Quietwood Way, Pittsboro

291 Wendover Pkwy, Pittsboro
$420,000
3 Beds ⋅ 3 Baths ⋅ 10118988 MLS ⋅ CLOSED Status
The beautifully curated Wilson Model townhome at Chatham Park's Vineyards is now available partially furnished and designed, offering the ultimate move-in ready experience at an unbeatable value. This 3BR/2.5BA/2-car garage home spans over 1,850 sq. ft. of modern living and features gourmet upgrades throughout, including a wall oven and microwave combo, Stone Gray cabinetry with quartz countertops, GE Profile™ stainless appliances with a counter-depth refrigerator, sleek matte black Delta Trinsic fixtures, wide-plank hardwood floors, a 43'' electric fireplace with a custom tile surround, and designer lighting that creates a warm, elevated ambiance. Upstairs, the primary suite impresses with a tray ceiling and a spa-inspired bath featuring a frameless glass shower, quartz countertops, and stylish tile details. A flexible loft, two secondary bedrooms, and a laundry room with washer and dryer included complete the thoughtful layout. Outdoor living is seamless with a covered front porch, fenced courtyard, and a rear-load garage for clean curb appeal. Located in Pittsboro's visionary Chatham Park, this home offers easy access to parks, greenways, MOSAIC's dining and retail, and is just minutes from Jordan Lake, RTP, Chapel Hill, and Raleigh. Professionally furnished, thoughtfully designed, and priced to sell. This is one of the best opportunities in the Triangle. Schedule your tour today!

291 Wendover Pkwy, Pittsboro

127 Tantara Bnd, Pittsboro
$420,000
2 Beds ⋅ 2 Baths ⋅ 10159088 MLS ⋅ CLOSED Status ⋅ David Weekley Homes BLDG.
Welcome to 127 Tantara Bend, where modern design meets timeless comfort in this beautifully crafted paired Villa home by David Weekley Homes.This single-level residence offers an inviting balance of elegance, function, and low-maintenance living. The gourmet kitchen serves as the centerpiece of the home, featuring an oversized island, built-in stainless steel appliances, and designer finishes that make both daily meals and entertaining a joy. Sun-filled living and dining areas flow effortlessly to the covered rear porch, providing a tranquil space to unwind or gather with friends. The Owner's Retreat is a serene escape with a spa-inspired bath showcasing a zero-entry Super Shower and an expansive walk-in closet. Every detail of this home reflects the thoughtful craftsmanship and livable luxury that define the Encore lifestyle. Encore offers a resort-style, maintenance-free lifestyle, with lawn care included and exclusive access to the Amenity Center featuring a full time lifestyle director, 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, putting green, pool and hot tub, meditation garden, gas firepits, indoor and outdoor gathering spaces, miles of trails for walking, biking or quite access to nearby Mosaic, a mixed used dining and entertaining venue. Ideally located with convenient access to US-64, 15-501, I-540 and RDU, this home is just minutes to world-class medical care, shopping, dining, fitness, recreation, and travel, allowing you to spend more time living!

127 Tantara Bnd, Pittsboro

122 Norwell Ln, Pittsboro
$420,000
3 Beds ⋅ 3 Baths ⋅ 10126201 MLS ⋅ CLOSED Status
Special financing offered on this property thru Preferred Lender Guild Mortgage. 2-1 temporary rate buydown. Take advantage of a 4.25% interest rate year one with a monthly payment savings of $484.59 for qualified buyers. Welcome to your private retreat in the heart of Chatham Park—where modern design meets wooded tranquility. This stunning end-unit townhome offers some of the best views in all of Chatham Park, backing to a fully wooded preserve for unmatched privacy and a peaceful, nature-filled setting. Flooded with natural light, this home perfectly balances beauty and function, showcasing elegant upgrades and thoughtful details throughout. Step inside and be greeted by a bright, open floor plan that's ideal for entertaining or relaxing, featuring a modern kitchen with quartz countertops, sleek cabinetry, and stainless steel appliances. The inviting living area flows effortlessly to your private patio, where you can unwind and take in the quiet views that make this end unit truly one of a kind! Upstairs, the spacious primary suite feels like a retreat with its wooded views, walk-in closet, and spa-inspired bathroom complete with tiled shower and modern fixtures. Additional features include oak stair treads, designer lighting, and a convenient mudroom bench area for easy everyday living. The painted garage comes with trim work and an EV outlet, while smart home features, and a tankless water heater add comfort and efficiency. Outside, all exterior maintenance and landscaping are cared for—giving you more time to enjoy everything Chatham Park has to offer. From scenic trails and parks to a resort-style pool, pickleball courts, farmers markets, and live music events, this community is designed for those who want it all—connection, convenience, and natural beauty. Whether you're sipping coffee on your patio surrounded by trees or heading out to explore the neighborhood's vibrant amenities, this home captures the perfect blend of privacy and lifestyle. Move-in ready, beautifully upgraded, and set in one of the most desirable locations in Pittsboro, this exceptional end-unit townhome is a must-see for anyone seeking style, serenity, and community all in one.

122 Norwell Ln, Pittsboro

85 Parkland Dr, Pittsboro
$420,000
4 Beds ⋅ 3 Baths ⋅ 10113612 MLS ⋅ CLOSED Status
Welcome to the Lumen A plan by Homes by Dickerson—a highly sought-after Solution Home designed to meet today's strongest buyer demand for main-level living. Located in the heart of Chatham Park's desirable NoVi section, this home offers the largest square footage in The Element Collection, making it a standout opportunity. With 2,140 square feet, this thoughtfully designed new construction home features 4 bedrooms and 2.5 bathrooms, anchored by a first-floor owner's suite that delivers the ease and comfort buyers are actively seeking. The owner's retreat offers privacy and convenience, ideal for long-term living without sacrificing space. The open-concept main level is filled with natural light and showcases elevated finishes throughout, including designer cabinetry, quartz countertops, curated lighting selections, and upscale details that reflect Homes by Dickerson's signature craftsmanship. The seamless flow of the living, dining, and kitchen spaces makes everyday living and entertaining effortless. Upstairs, three additional bedrooms and a full bath provide flexible space for guests, family members, or work-from-home needs—without compromising the home's main-level living appeal. Exterior features include dark windows, panel siding, and a brick foundation, creating modern yet timeless curb appeal. A detached two-car garage adds both functionality and architectural charm. Ideally situated steps from the new YMCA, community pool, and amenities, and just minutes from dining, shopping, parks, and greenways, this home delivers an exceptional combination of lifestyle, convenience, and value in one of Chatham Park's most popular neighborhoods. A rare opportunity for main-level living in a proven, buyer-favorite plan.

85 Parkland Dr, Pittsboro

150 Tinderwood, Pittsboro
$419,000
2 Beds ⋅ 2 Baths ⋅ 10161084 MLS ⋅ CLOSED Status
Welcome to 150 Tinderwood in Fearrington Village--a rare opportunity to own a charming one-level home on over an acre in one of Chatham County's most sought-after communities, Fearrington. Tucked away at the end of a quiet cul-de-sac, this two-bedroom residence offers exceptional privacy and a peaceful setting, backing to a beautiful open pasture that creates a serene, countryside backdrop. This one-owner home is filled with potential and ready for its next chapter. Whether you're looking to update, renovate, or simply personalize, the layout provides an ideal canvas to bring your vision to life. A separate detached garage adds versatility--perfect for storage, a workshop, or additional parking. Living in Fearrington Village means embracing a lifestyle unlike any other in the Triangle. Known for its iconic Belted Galloway cows, picturesque walking trails, and thoughtfully designed village setting, residents enjoy access to boutique shops, casual and fine dining, a farmers market and a true sense of community. From the renowned Fearrington House Restaurant to the charming Village Center, every detail reflects a curated, elevated lifestyle. Conveniently located just minutes from University of North Carolina at Chapel Hill, the vibrant growth of Chatham Park, and all that Chatham County has to offer, this property combines tranquility with accessibility. Enjoy low county taxes, expansive space, and the kind of privacy that is increasingly hard to find--while still being within easy reach of Duke Center for Living, Chapel Hill, Pittsboro, and the greater Triangle area. With HOA dues of only $300 per year, this is a unique opportunity to secure a home in Fearrington Village at an attractive price point and create something truly special in an unmatched location.

150 Tinderwood, Pittsboro

91 Parkland Dr, Pittsboro
$417,000
3 Beds ⋅ 3 Baths ⋅ 10113619 MLS ⋅ CLOSED Status
Welcome to the Lumen B plan by Homes By Dickerson, a thoughtfully designed new construction home in the heart of Chatham Park's Novi section. With 2,140 square feet of well-appointed living space, this home features 3 bedrooms and 2.5 bathrooms, including a first-floor owner's suite for easy main-level living. Upstairs, you'll find two additional bedrooms, a loft, and a shared bath, creating the perfect layout for family, guests, or work-from-home flexibility. The open-concept main floor is full of natural light and showcases custom finishes and upscale details throughout, including designer cabinetry, quartz countertops, and elegant lighting selections. The exterior features stone and panel siding, giving the home a modern yet timeless look. A detached 2-car garage enhances the charm and function of this beautifully planned property. Located just steps from the new YMCA facility and community pool, and within easy reach of dining, shopping, and green space, this home offers the perfect balance of lifestyle and convenience. Completion is late December.

91 Parkland Dr, Pittsboro

40 Wandering Way, Pittsboro
$409,990
3 Beds ⋅ 3 Baths ⋅ 10121216 MLS ⋅ CLOSED Status
Lowest-priced move-in ready opportunity currently available in NoVi at Chatham Park. 40 Wandering Way features the popular Wilson plan with 3 bedrooms, 2.5 baths, a spacious loft, 2-car garage, and designer finishes already complete, no construction timeline to navigate. The open-concept layout features a gourmet kitchen with stained cabinetry, Liberty Gold quartz countertops, chevron tile backsplash, pendant lighting, large island, and fireplace-centered living area designed for both everyday living and entertaining. Upstairs, the versatile loft offers the flexibility buyers are looking for, ideal for a home office, media room, fitness space, or second living area. The primary suite showcases spa-inspired finishes including Calacatta Gold tile and champagne bronze fixtures. Enjoy a private brick courtyard with low-maintenance outdoor living plus included incentives. Located minutes from Mosaic, the YMCA, trails, greenways, dining, and convenient Chapel Hill/RTP access. Self-guided tours available. Move in now and experience Chatham Park living without the wait.

40 Wandering Way, Pittsboro

41 Maple Cir, Pittsboro
$408,000
3 Beds ⋅ 2 Baths ⋅ 10145922 MLS ⋅ CLOSED Status
Thoughtfully redesigned for easy, low-maintenance living, this fully updated home delivers effortless comfort inside and out. Set on nearly 1.5 tranquil acres — and served by public water — it offers the rare combination of space, convenience, and simplicity. Nearly every detail has been improved with longevity in mind, creating a truly move-in ready property without a lingering to-do list. The outdoor spaces were intentionally enhanced to function as true extensions of the home. The carport doubles as a covered living and entertaining area, complete with high-end ceiling fans for year-round comfort. Custom millwork is showcased throughout, including wood-encased galvanized posts at the carport and front porch that add architectural warmth and a charming cottage feel. Custom-designed, wood-stained shutters further elevate the curb appeal, while a large, fully wired storage building with electricity adds everyday practicality. Inside, cohesive and timeless finishes continue the story. A stunning custom millwork feature wall in the primary bedroom introduces character and architectural interest, while the updated deck — complete with built-in seating and planter boxes — creates a private outdoor oasis ideal for gathering with friends or enjoying quiet evenings surrounded by nature. A rare opportunity to own a fully renovated retreat offering privacy, craftsmanship, and extended outdoor living — all just minutes from Downtown Chapel Hill, UNC, Downtown Pittsboro, Chatham Park and major highways. Act fast! This gem will go fast!!

41 Maple Cir, Pittsboro

607 Millbrook Dr, Pittsboro
$405,000
3 Beds ⋅ 2 Baths ⋅ 10187659 MLS ⋅ CLOSED Status
Welcome to this inviting home in the heart of Pittsboro in the desired Powell Place community! With a comfortable layout and plenty of space, this home is a great fit for everyday living, entertaining, or simply enjoying a quiet evening at home. The floorplan includes 3 bedrooms total, with 2 bedrooms and a full bath on the main level. The home features an enormous primary suite on the second level with 4 areas of unfinished walk-in attic space for storage. Recent updates include a whole house water filtration system (2025-7K), new refrigerator (2025), updated kitchen cabinets (2025), dual zoned HVAC with updated with smart thermostats, new roof (2022), washer/dryer (2025). Unwind in your backyard oasis, an inviting private outdoor back patio, well maintained landscaping, and a detached 2 car garage. The community includes some great amenities, including parks, ponds, and nature walks. Conveniently located near the YMCA, restaurants, parks, highway access, and downtown Pittsboro, you'll have easy access to everything the area has to offer!

607 Millbrook Dr, Pittsboro

92 Norwell Ln, Pittsboro
$405,000
3 Beds ⋅ 3 Baths ⋅ 10182540 MLS ⋅ CLOSED Status
Exceptional opportunity in the Vineyards of Chatham Park! A beautifully positioned end unit townhome offering modern comforts, wooded privacy, and the best of Chatham Park living. This thoughtfully designed home combines modern convenience with a peaceful setting and an exceptional outdoor retreat. Enjoy your own private escape on the beautiful flagstone patio overlooking a wooded backdrop — the perfect setting for morning coffee or unwinding while taking in the natural surroundings. The tranquil views and mature landscape create a rare sense of privacy while still keeping you connected to everything the neighborhood has to offer. Located within one of Pittsboro's most innovative and sought-after communities, this home provides access to the trails, green spaces, and vibrant destinations, including Novi and the Mosaic with nearby dining, shopping, community events, and gathering spaces that make it easy to experience all the conveniences and amenities this exceptional community provides. With its peaceful wooded views, inviting outdoor spaces, and prime location, 92 Norwell Lane offers a rare opportunity to enjoy the perfect balance of nature, community, and convenience.

92 Norwell Ln, Pittsboro

104 Cynthia Ln, Pittsboro
$405,000
3 Beds ⋅ 3 Baths ⋅ 10158827 MLS ⋅ CLOSED Status
Tucked into the desirable Chatham Forest neighborhood, this lovingly maintained, original-owner home offers the perfect blend of comfort, convenience, and natural beauty--just 1 mile from downtown Pittsboro and less than a mile to Knight Farm Community Park and the Chatham Park. Situated on a .25-acre lot backing to HOA buffer and peaceful woods, this 3-bedroom, 2.5-bath home provides both privacy and a serene setting to enjoy everyday living. The lush front yard with vibrant gardens, and blooming flowers creates standout curb appeal from the moment you arrive. Inside, you'll find 1500 square feet of thoughtfully refreshed space, featuring hardwood floors throughout the main living areas and a long list of recent updates that make this home truly move-in ready. The kitchen shines with brand-new stainless steel appliances (2025) and a stylish new backsplash, complemented by updated plumbing fixtures. The home has been freshly painted (March 2026) and features brand-new carpet upstairs (2026), creating a clean, modern feel throughout. Major systems have been well cared for, including a new roof (2025), water heater (2021), first-floor HVAC (2021), and second-floor heat pump (2016)--giving peace of mind for years to come. Additional updates include a repaired and repainted deck (2025) and new smoke detectors (2025). Enjoy the ease of everyday living with a 1-car garage and the added bonus of the refrigerator, washer, and dryer conveying. With easy access to Hwy 64 and 15/501, plus proximity to shopping, dining, parks, and trails, this home offers an unbeatable combination of location, lifestyle, and value in one of Pittsboro's most established communities. Move right in and start enjoying all that Pittsboro living has to offer!

104 Cynthia Ln, Pittsboro

95 Parkland Dr, Pittsboro
$404,866
3 Beds ⋅ 3 Baths ⋅ 10154590 MLS ⋅ CLOSED Status
Price reduced and newly staged! Discover The Terra B Plan at 95 Parkland - a beautifully crafted new construction single-family home in the heart of Chatham Park's NoVi. This thoughtfully designed layout includes a detached garage and a seamless flow throughout the main level. The first floor features a modern kitchen, dining area, and spacious family room, along with a convenient powder room--perfect for everyday living and entertaining. Upstairs, you'll find the primary suite, complete with a well-appointed bath, along with additional bedrooms designed for comfort and versatility. This home showcases the Driftwood design package, part of the curated Elements Collection by Homes by Dickerson's award-winning design team. Each finish and selection has been intentionally chosen to create a cohesive, timeless aesthetic that not only looks beautiful but lives beautifully, too. Experience inspired living in Chatham Park--where design, comfort, and community come together.

95 Parkland Dr, 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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