Pittsboro NC Real Estate - Pittsboro Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 10199504 MLS ⋅ ACTIVE Status

Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely renovated it offers 3 bedrooms, 2.5 baths, and inviting curb appeal with a metal roof and easy-care landscaping. The main-floor primary suite features a beautifully updated bath with a walk-in shower. Upstairs, two additional bedrooms share a newly renovated, light-filled full bath. The ample kitchen shines with new maple cabinetry, quartz countertops, all new appliances. LVP flooring throughout adds style and everyday practicality. Rocking chair front porch. A spacious back deck overlooks the generous backyard, creating a welcoming spot to relax or entertain. New Windows and Blinds thru-out. Enjoy a small-subdivision feel with convenient access to Pittsboro's shopping, dining, parks, and in-town activities, plus easy connections to Highways 15/501, 87, 64, and 902.

137 Evergreen Dr, Pittsboro

$795,000

4 Beds ⋅ 4 Baths ⋅ 10199464 MLS ⋅ ACTIVE Status

Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com. Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com.

231 High Ridge Ln, Pittsboro

$2,200,000

3 Baths ⋅ 10199325 MLS ⋅ ACTIVE Status

Pittsboro is growing! What could you do with a 26 acre lot in Chatham County? This one is located in the Pittsboro ETJ, zoned R-A-2. This sizable lot is minutes to downtown Pittsboro and convenient to Hwy 64 and 15-501. Parcel 0005902, see GIS Map for lot location. Secure your piece of Pittsboro, and realize the possibilities!

Alston Horton Service Rd, Pittsboro

$579,900

4 Beds ⋅ 3 Baths ⋅ 10199120 MLS ⋅ ACTIVE Status

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combination of comfort and flexibility. The main level features an inviting Great Room, Dining/Study area and gourmet Kitchen with staggered cabinetry, Lyra quartz countertops, designer tile backsplash, gas cooktop and wall oven/microwave combination. A private main-level bedroom with full bath offers an ideal retreat for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead and dual vanity. Two additional bedrooms, convenient Laundry and a generous Bonus Room provide space for work, entertainment or relaxation. Enjoy designer black lighting, upgraded flooring, a covered front porch and rear patio. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro and Chatham Park.

100 Freemont Ave Unit 214, Pittsboro

$614,900

5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, 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

$550,000

10198913 MLS ⋅ ACTIVE Status

Unique opportunity to purchase a large 1.47 acre lot and a 1.3 acre lot for a total of 2.7 acres located1.3 miles from the circle in downtown Pittsboro! Additional layout also potentially available (2.135 total acres for $475k). Lot 2 Homesite is level, with rolling contour through the trees. Lot 1 homesite is level and sits high overlooking pond. Very private setting, nestled within a mature hardwood forest ecosystem with a neighboring large spring-fed pond. Very minimal restrictions (chickens are allowed!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and Osprey have visited in the last two months. Monarch butterfly visited yesterday. Mature Beech and Oak trees abound. This is a wonderful setting with a country feel yet extremely close to town. You can zip in and zip out and be back within minutes! Biking or walking to downtown is also easy to do. Access off of Hwy 902. Lots this size this close to town are very unique and rare. It is an incredible opportunity to purchase here in this growing town that is the next to boom... the population of Pittsboro has hovered around 5,000 and is now expected to reach 85,000 in the next 15 years. The value of these lots appreciates tremendously each year.

910 Nc-902 And 902 Hwy, Pittsboro

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 10198647 MLS ⋅ ACTIVE Status

RARE FIND! A peaceful retreat in Chatham County! This beautiful 42+ acre property offers the perfect combination of privacy, convenience, and endless possibilities, located just 25 minutes from Chapel Hill, 20 minutes from downtown Pittsboro and Chatham Park, and 5 minutes from Chapel Ridge Golf Course. This updated 4-bedroom home is move-in ready and offers beautiful views from nearly every window. The main level features two guest bedrooms, an inviting living room with a woodburning fireplace and soaring ceilings overlooking the deck and private, tree-lined backyard, formal dining area, and an updated kitchen with new appliances. Upstairs you'll find the spacious primary bedroom with a sitting area, large walk in closet and a "secret" room, an additional guest bedroom, and office space overlooking the serene front yard. Recent updates include fresh interior paint, new downstairs HVAC, updated bathrooms. There is abundant storage and a water treatment system. Outside, the property offers fenced pastures, mature hardwood trees, open acreage, road frontage, and multiple existing structures. The possibilities are truly exceptional. The property could lend itself to a multigenerational setup, private family compound, equestrian or agricultural use, guest accommodations, "barndominium" event or retreat space, short-term rental opportunities, or simply a peaceful private homestead. The existing accessory dwelling offers additional potential and includes its own well and septic (this second septic needs repair), washer/dryer hookups, and a charming claw foot tub. The pole barn provides additional storage and could potentially be converted into a large garage, workshop, equipment storage, or collector's space. Enjoy the main home today while taking your time to envision the future of this remarkable property. Whether you're looking for room to spread out, space for animals, additional living options, or a property with long-term potential, this is a rare opportunity to own 42+ acres in a beautiful and convenient Chatham County setting. A property with this much land, privacy, infrastructure, and versatility doesn't come along often! Don't let this little slice of paradise slip away schedule your private tour today! There is no for sale sign look for the red mailbox.

3477 Castle Rock Farm Rd, Pittsboro

$465,920

2 Beds ⋅ 2 Baths ⋅ 10198640 MLS ⋅ ACTIVE Status

Rare Opportunity in Encore at Chatham Park! One of the few remaining Inspiration Villas, this beautifully designed quick move-in home offers effortless, low-maintenance living in Pittsboro, NC. Designed for a 55+ lifestyle, the open, light-filled layout features a spacious kitchen that flows seamlessly into the main living and dining areas. The main-level Owner's Suite offers a relaxing retreat with a spa-inspired bath and ample closet space. A secondary bedroom and enclosed flex study provide versatility for guests, hobbies, or working from home. Enjoy thoughtful design, everyday comfort, and more time for what matters most. Don't wait—discover the Inspiration lifestyle at Encore while this limited opportunity remains!

189 Tantara Bnd, Pittsboro

$517,960

2 Beds ⋅ 2 Baths ⋅ 10198629 MLS ⋅ ACTIVE Status

One of only two Clarity floorplans remaining in Encore at Chatham Park! Discover the perfect blend of comfort, style, and thoughtful design in this beautiful David Weekley Homes floorplan, ideally situated on a cul-de-sac. The well-appointed kitchen features a cooktop, perfect for everyday living and entertaining, while the enclosed study offers versatile space for a home office, library, art studio, or hobby room. An elegant tray ceiling adds a touch of sophistication to the dining room. Beyond your front door, enjoy the exceptional lifestyle of Encore at Chatham Park, a vibrant 55+ community designed for connection, relaxation, and recreation. The impressive 5,200-square-foot clubhouse features a fitness center, inviting gathering spaces, and a full calendar of activities coordinated by a full-time Lifestyle Director. Enjoy the resort-style pool and hot tub, challenge friends to pickleball or tennis, practice your short game on the putting green, or unwind in the peaceful meditation garden. With social events, fitness opportunities, and activities for every interest, there is always something to enjoy. Don't miss this opportunity to own one of the last remaining Clarity homes and experience the comfort, community, and active lifestyle that make Encore at Chatham Park so special!

211 Tantara Bnd, Pittsboro

$530,000

4 Beds ⋅ 3 Baths ⋅ 10198596 MLS ⋅ ACTIVE Status

There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this home offers 4 bedrooms, 2.5 bathrooms, 2,316 square feet, and thoughtful updates that make this home ready for its next chapter. Step inside to discover FRESHLY PAINTED interior (OCT 2026) , beautiful trim work, and hardwood floors that have just been buffed and finished with a fresh clear coat (OCT 2026). The kitchen features a brand-new stainless steel refrigerator (OCT 2026) and a newer electric range (2025). Upstairs, you'll find four bedrooms, an additional bonus room/office, and laminate flooring throughout the second level. Brand new laminate on the stairs. (OCT 2026) Whether you need space for hobbies, guests, or working from home, the flexible floor plan offers plenty of possibilities. One of this home's most appealing features is its outdoor living space. The wraparound front porch offers a wonderful place to enjoy your morning coffee, while the spacious screened porch provides a comfortable spot for relaxing or gathering with friends. Large fenced backyard and an additional parking pad adds everyday convenience. And there's more! A large unfinished third floor with walk-up access offers exciting possibilities for future use, subject to applicable permits and approvals. WATER HEATER: 2023, ROOF: 2022. Exterior Painted- 2020. Potterstone Village residents enjoy neighborhood amenities including a community clubhouse, swimming pool, and pond. Downtown Pittsboro, local restaurants, shopping, and schools are just minutes away, with convenient access to Highways 87, 15/501, and 64. Ready for it's next owner!

15 Breezewood Ct, Pittsboro

$300,000

10198592 MLS ⋅ ACTIVE Status

Unleash the potential of this serene, wooded 5 acre homesite located at 96 Deer Run Rd in desirable Pittsboro. Offering privacy, mature trees, and a tranquil rural atmosphere, this property is the perfect canvas for your custom home, private retreat, or future investment project. Conveniently situated in Chatham County with easy access to downtown Pittsboro, Jordan Lake, Apex, and the Triangle area, this residential lot features an existing well and septic on site (buyer to verify condition and capacity). The property is being sold strictly as-is for land value and includes an existing, non-habitable single-wide mobile home that will not be removed by the seller, making this an ideal project for cash buyers, investors, or land renovators. Bring your builder and your vision—cash or specialty land financing is preferred due to the condition of the structure. Please note that buyers are responsible for site clearing and verifying all land-use regulations, zoning, and utility suitability with Chatham County, and visitors should not attempt to enter the existing structure. Contact the listing agent today for more information or to schedule a private walk of the lot!

96 Deer Run, Pittsboro

$1,900,000

5 Beds ⋅ 7 Baths ⋅ 10198589 MLS ⋅ ACTIVE Status

A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and resort-inspired living in the prestigious Chapel Ridge Estates golf course community. Custom built by Morningstar, it makes an unforgettable first impression with a striking stone and brick façade, graceful architectural details, circular drive, and beautifully landscaped grounds. Inside, graciously proportioned living spaces unfold across three expansive levels, showcasing rich Brazilian cherry hardwoods, 10-foot main-level ceilings, intricate millwork, coffered and tray ceilings, custom built-ins, and refined finishes throughout. Designed to accommodate both intimate gatherings and grand-scale entertaining, the home offers a seamless balance of sophistication and comfort. At the heart of the residence, a beautifully appointed chef's kitchen features a professional Wolf six-burner range with griddle, Sub-Zero refrigeration, dual dishwashers, and a butler's pantry—an exceptional setting for everything from quiet mornings to memorable dinner parties. A richly detailed private study, elegant formal dining room, and inviting gathering spaces elevate the experience of everyday living. The main-level primary retreat offers a serene escape with a spa-inspired bath featuring natural slate, a soaking tub, and dual showerheads. A second main-level guest suite with an accessible, curbless shower provides exceptional flexibility for guests or multigenerational living. Upstairs, additional bedroom accommodations, a private balcony, and an extraordinary boutique-inspired dressing room with custom cabinetry and display storage add another dimension of luxury and personalization. The finished lower level is an entertainer's destination of its own, complete with a custom bar, recreation area, distinctive stone-clad wine cellar, fitness room, and private guest accommodations—ideal for extended stays, recreation, or multigenerational living. Outdoors, the estate transforms into a private entertaining retreat. An expansive terrace, fully equipped outdoor kitchen, covered gathering spaces, motorized retractable screens, and multiple balconies create an inviting atmosphere for alfresco dining, sunset cocktails, and evenings beneath the stars. A striking exterior spiral staircase connects the outdoor living levels, while mature landscaping provides a beautiful natural backdrop. More than a residence, 60 Rosefield Court offers a distinctive lifestyle—where timeless architecture, thoughtful design, and effortless entertaining come together in one remarkable Chapel Ridge estate.

60 Rosefield Ct, Pittsboro

$1,060,000

5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status

Spectacular golf course views, exceptional upgrades, and outstanding outdoor living await at this beautifully appointed Chapel Ridge home! Offering 4,071 square feet with five bedrooms and four full baths, this stunning residence pairs generous living spaces with the warmth and comfort of home. Abundant natural light enhances the open floor plan, creating an inviting setting for everyday living and memorable gatherings. Extensive upgrades throughout add distinction, while amazing golf course views provide a breathtaking backdrop. Enjoy morning coffee on the screened porch, host dinner on the patio, or gather around the firepit as evening settles over the course—outdoor living is a true highlight here! The spacious main-level primary suite offers a relaxing retreat, with an additional main-level bedroom and dedicated office providing flexibility. A fireplace anchors the generous living room, and the three-car garage adds convenience. Ideally located near the clubhouse, with community recreation including a pool, fitness center, tennis, and pickleball, plus on-site golf. An exceptional blend of space, style, and indoor-outdoor living in Chapel Ridge!

766 Chapel Ridge Dr, Pittsboro

$410,000

2 Beds ⋅ 3 Baths ⋅ 10198519 MLS ⋅ ACTIVE Status

OVER $120K IN UPGRADES! Beautifully Renovated End-Unit Townhome in Sought-After Fearrington Village in Pittsboro, NC! Welcome home to this beautifully updated 2-bedroom, 2-bath end-unit townhome offering 1,968 square feet of spacious living and over $120,000 in improvements! Combining modern finishes, extensive renovations, and inviting indoor-outdoor living, this exceptional property offers comfort, style, and peace of mind. The updated kitchen shines with new cabinetry, quartz countertops, and new appliances. Both bathrooms have been refreshed with new antimicrobial showers, cultured marble countertops, and new tile flooring. New carpeting throughout, fresh paint, updated lighting, and smooth ceilings create a clean, modern feel throughout the home. Beyond the cosmetic enhancements, major improvements include new electrical wiring, new plumbing, and an encapsulated crawlspace. The end-unit location offers added privacy, while the enclosed sunroom provides versatile additional living space to enjoy year-round. Step out onto the deck to relax or enjoy your morning coffee. Parking is convenient with an oversized one-car garage, an additional parking space outside the garage, and an extra parking space on the premises. With generous square footage, extensive updates, and desirable indoor-outdoor living spaces, this move-in-ready townhome is an outstanding opportunity in a sought-after Fearrington neighborhood. Extensive upgrades, stylish finishes, and spacious living . . . all in one exceptional home! Don't miss this opportunity to make it yours.

308 Baneberry Close, Pittsboro

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