Pittsboro Real Estate | Pittsboro Single Family Homes for Sale

2817 Silk Hope Gum Springs Rd, Pittsboro

4 Beds ⋅ 4 Baths ⋅ 10119230 MLS ⋅ ACTIVE Status

This stunning quality, built house of 4-bedroom, 3.5-bath home offers over 3,200 square feet, well designed living space, nestled on a serene 2-acre parcel. NO HOA! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat, while still being just minutes from town. Step onto the inviting front porch and into a light-filled interior where soaring ceilings, expansive windows, and a cozy fireplace create a warm, open atmosphere. CUSTOM HARDWOOD FLOORS, throughout the entire home---NO CARPET. The heart of the home features brand-new appliances and sleek finishes, blending modern convenience with classic comfort. Whether you're sipping morning coffee on the screened-in back porch or hosting guests in the spacious living areas, this home is built for both relaxation and connection. With generous bedrooms, well-appointed primary suite, and seamless indoor-outdoor flow, it's a perfect match for those seeking peaceful, country living without sacrificing accessibility. Move in Ready! Be the First Homeowner of this Custom Built Home!! This stunning quality, built house of 4-bedroom, 3.5-bath home offers over 3,200 square feet, well designed living space, nestled on a serene 2-acre parcel. NO HOA! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat, while still being just minutes from town. Step onto the inviting front porch and into a light-filled interior where soaring ceilings, expansive windows, and a cozy fireplace create a warm, open atmosphere. CUSTOM HARDWOOD FLOORS, throughout the entire home---NO CARPET. The heart of the home features brand-new appliances and sleek finishes, blending modern convenience with classic comfort. Whether you're sipping morning coffee on the screened-in back porch or hosting guests in the spacious living areas, this home is built for both relaxation and connection. With generous bedrooms, well-appointed primary suite, and seamless indoor-outdoor flow, it's a perfect match for those seeking peaceful, country living without sacrificing accessibility. Move in Ready! Be the First Homeowner of this Custom Built Home!!

2817 Silk Hope Gum Springs Rd, Pittsboro

$525,000

3 Beds ⋅ 2 Baths ⋅ 10159806 MLS ⋅ ACTIVE Status

NEWLY REZONED O&I — RESIDENTIAL FLEXIBILITY WITH EXCITING COMMERCIAL POTENTIAL! Offered for the first time in 40 years, the historic Thomas Hackney House (c. 1899), recognized in The Architectural Heritage of Chatham County, presents a rare opportunity just three blocks from downtown Pittsboro's shops, restaurants, and growing business district. Now approved for O&I zoning, this distinctive property offers new possibilities for a variety of office and professional uses while retaining the flexibility and character of a residential setting. Whether envisioned as a private residence, professional office, boutique business, studio, or other permitted O&I use, the possibilities are exceptional. Set on a secluded 0.4-acre lot shaded by mature hardwoods, this timeless bright house offers approximately 2,100 square feet featuring 2 bedrooms plus a spacious office/studio that could easily serve as a third bedroom, 2 full baths, soaring 10' ceilings, formal parlor with fireplace, library, and beautiful original heart pine craftsmanship throughout. An expansive 40' front porch, screened side porch, custom two-car garage, hand-dug well, natural gas, whole-house fan, large floored attic, and numerous original architectural details preserve the home's historic character. With its newly approved O&I zoning, historic significance, walkable downtown location, ample parking/garage space, and continued residential appeal, this one-of-a-kind property offers a rare opportunity to create a home, business, or uniquely flexible combination of the two in the heart of Pittsboro.

298 E Salisbury St, Pittsboro

$1,175,000

4 Beds ⋅ 4 Baths ⋅ 10134874 MLS ⋅ ACTIVE Status

Attractive Brick Accented Elevation w/Relaxing Sunny Sunrise Front Porch!! Inviting Spacious Entry Foyer w/Window Accented Sun Lit Staircase! Large Formal Dining Rm w/Extensive Trim Accenting & Lighted Glass Butler Pantry!! Gourmet Kitchen w/Large Island!! Stainless Steel Appliances!! Nice Food Pantry!! Breakfast Nook w/door to Screen Porch Over Looking Grilling & Chilling Patio!! Generous Family Rm w/Built-ins Accenting FP & 4 Panel Slider Overlooking Screen Porch!! Large Trayed Primary on Main w/Great View & Champagne Bath w/Relaxing Free Standing Tub & Zero Entry Shower & Double Vanities w/Tower Cabinet in Center w/ Direct Access to WIC w/Custom Shelving & Built-in Mirror w/Pocket Door to Nice Laundry Rm w/Sink and Folding Area & Upper Cabinets!! Inviting Sunlit Loft at Top of Stairs Ideal for Study Area!! 3 Generous Size Bedrooms w/Great WICs & Direct Full Bath Access!! HUGE BONUS RM w/Double Door Entry to Perfect Home Office & Fantastic Storage Area!! Truck Worthy Garage Depth!! Private Relaxing Screen Porch w/Patio Perfect for Entertaining!! Eco Select Plus Certification!! Natural Gas Heat/Logs/Cooktop & Tankless H2O!! Sealed Crawlspace!! 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 #1Visited State Park Lake Jordan Minute Away!!

142 Autumn Gate St, Pittsboro

$1,195,000

4 Beds ⋅ 5 Baths ⋅ 10166299 MLS ⋅ ACTIVE Status ⋅ Brighton BLDG.

Homes By Dickerson is building the Brighton in Corbett Landing, ideally situated on a coveted cul-de-sac lot adjacent to a neighborhood pocket park. This custom luxury home features a main-level primary suite and study, along with a powder room and laundry room with sink. The second floor offers three bedrooms, three full bathrooms, and a spacious rec room. The main living areas showcase a vaulted kitchen and dining space with exposed beams, opening to a screened porch with fireplace. Thoughtful details include custom trim work in the study, built-in bookcases flanking the family room fireplace, and a scullery complete with base and wall cabinetry, sink, and beverage refrigerator. Additional highlights include lockers in the owner's entry, designer wallpaper in the powder room, and hard surface flooring throughout the main level. The home is finished with custom features throughout and a fully landscaped yard with irrigation.

81 Loggers Run, Pittsboro

$2,150,000

5 Beds ⋅ 7 Baths ⋅ 10142171 MLS ⋅ ACTIVE Status

Your custom sanctuary in Firefly Overlook awaits. Discover the serenity and sophistication of Firefly Overlook at Jordan Lake—a premier new large-lot subdivision featuring just 30 exclusive homesites in the rapidly growing and highly desirable Chatham County. Perfectly positioned for effortless access to Apex, Pittsboro, Cary, and RDU Airport, this thoughtfully planned community places you moments from the pristine shores of Jordan Lake while offering a peaceful, nature-immersed retreat with rolling hills, panoramic views, and tranquil natural surroundings. This exceptional pre-sale opportunity on Lot 27—a beautifully central 1.55-acre homesite that enjoys prime visibility and prominence within the neighborhood—invites you to collaborate with renowned Triple A Homes to create your fully customized dream residence. The inspiring proposed design draws from Triple A Homes' award-winning plan, previously celebrated for its timeless elegance and innovative layout, and can be tailored entirely to your vision with personal selections, modifications, or unique enhancements. Envision this magnificent to-be-built custom home: a light-filled masterpiece featuring 5 luxurious bedrooms, including a serene primary suite and convenient main-level guest suite for ultimate comfort and privacy. The heart of the home is an expansive two-story great room with dramatic open-to-above volume, complemented by abundant oversized windows and large retractable doors that seamlessly blend indoor and outdoor living—flooding the spaces with natural light and creating the sensation of being enveloped by nature year-round. The gourmet designer kitchen flows into a dedicated scullery for effortless entertaining, while a bespoke wine cellar adds sophisticated charm. Step outside through the retractable doors to a spacious covered patio complete with a cozy fireplace—perfect for al fresco gatherings and quiet evenings under the stars. Lot 27's central location offers exceptional curb appeal and easy connection to the community's natural beauty, making your future home a standout landmark in this intimate enclave. Secure this rare central homesite today and partner with Triple A Homes to bring your personalized legacy residence to life. Construction timeline and customization details available upon inquiry.

372 Firefly Overlook Rd, Pittsboro

$625,000

3 Beds ⋅ 3 Baths ⋅ 10162363 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained custom home nestled on the golf course in the sought-after Chapel Ridge community in Pittsboro. Perfectly situated on a quiet cul-de-sac within the renowned Chapel Ridge Golf Club--a Fred Couples-designed course--this home offers both tranquility, scenic views and accessibility. Designed for easy single-level living, all bedrooms are conveniently located on the main floor. The open-concept layout is filled with natural light and spacious living area, and a large kitchen perfect for entertaining. An office area provides the ideal work-from-home space, while the expansive upstairs bonus room with a half bath offers endless possibilities for a media room, guest retreat, or playroom. Additional highlights include a two-car garage, abundant storage throughout, and conveniently located near downtown Pittsboro, with easy access to Chapel Hill, Apex, and Raleigh, Enjoy resort-style living with neighborhood amenities such as a pool, pickleball courts, tennis courts, and fitness center--all just steps from your door. This is golf course living at its finest--peaceful, private, and move-in ready!

154 Birdie Ct, Pittsboro

$1,095,000

5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status

Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Functional upgrades include a 24KW Generac whole-home generator, a whole-home reverse osmosis filtration system, an under-counter UV filtration tap, a robust Guardian home security system, a sealed crawlspace, a Rinnai tankless water heater, and hard-wired data ports throughout for seamless working, streaming, and gaming. Fresh interior paint and recessed lighting welcome you into a sunny, open downstairs floor plan designed for comfortable daily working, living, and effortless entertaining. The four-season room with large sliding glass doors off the main living area invites you to breathe deeply, slow down, and take in the wooded surroundings in every month of the year. A downstairs en-suite bedroom gives you a perfect place for guests or anyone who needs a more accessible space. Upstairs, a spacious primary suite with a second three-season room, brand new carpet, a soaking tub, and a huge walk-in closet echoes the calm of the space downstairs. Three additional upstairs bedrooms give everyone ample room to spread out. Head up to the third level for over 700 square feet of flex space to meet any need, including a built-in projector and sound bar for a luxe home entertainment experience. The 3-car garage and widened driveway make it easy to get in and out and provide tons of storage. When you're ready to get outdoors, head down to your 15'x30' deck-level pool, complete with a built-in stone grill, dining and lounge space, mature trees, and a privacy fence for total seclusion. Gardeners will love the bounty of 10+ mature blueberry bushes and two magnificent 30-foot "Fruit Cocktail" trees bearing plums, nectarines, peaches, and apricots throughout the year, and four raised garden beds with drip irrigation for easy, sustainable growing. With approximately 40 homes spread across 1+ acre lots, this North Chatham neighborhood offers the rare combination of true privacy and genuine community, all within easy reach of Chapel Hill, RTP, and growing downtown Pittsboro.

66 Romie Ct, Pittsboro

$499,900

3 Beds ⋅ 3 Baths ⋅ 10143280 MLS ⋅ ACTIVE Status ⋅ Atkinson BLDG.

BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. READY NOW with a FIRST-FLOOR OWNER'S RETREAT and private study! This brand-new Atkinson offers 2,000 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. The open main level connects the kitchen, dining and family rooms, while the private Owner's Retreat includes a spacious bath and walk-in closet. Two upstairs bedrooms and a full bath give family or guests their own space. Enjoy low-maintenance living in NoVi at Chatham Park.

422 N Village Pkwy, Pittsboro

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 10079735 MLS ⋅ ACTIVE Status

Build your new custom home in the established and sought after neighborhood of Fieldstone located minutes from Chapel Hill/Carrboro and Pittsboro. Build this plan, one of the builder's other plans or bring your own! This floorplan features the primary suite on the main level along with his and hers closets, family room with gas fireplace and access to the screened porch, study with access to the large front porch, eat in kitchen with pantry, sunroom, mud room and laundry. Upstairs are three additional bedrooms each with access to a full bath. The sizeable loft is perfect for a bonus room. With a flexible floorplan many options exist. The study on the main floor adjoining the half bath could be converted to a second bedroom with a fullbath. The sunroom could be used as a breakfast room or office. The unfinished attic could be partially or fully finished for more living area - second bonus room, gym, office space, etc. Possibilities are endless!

431 Fieldstone Ln, Pittsboro

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 10160197 MLS ⋅ ACTIVE Status

This stunning Prewitt-Douglas Custom Homes 2026 Parade Home offers over 4,000 square feet of luxurious living space on a picturesque 1.5-acre lot in the gated community of Chapel Ridge Estates. Elegant design and extensive trim work create a distinctive backdrop for everyday living and memorable entertaining. Four spacious bedrooms and 3½ baths provide room to unwind, while the inviting hearth room offers a comfortable gathering space. A hidden pantry and scullery bring thoughtful functionality to the kitchen, keeping preparation and storage conveniently tucked away. An outdoor kitchen extends the entertaining possibilities, and a three-car garage completes this exceptional home. Experience custom craftsmanship, refined details, and generous living spaces in a beautiful Pittsboro setting.

60 Willow Creek Ct, Pittsboro

$1,299,950

4 Beds ⋅ 5 Baths ⋅ 10160405 MLS ⋅ ACTIVE Status

Grading is complete and permits are in place now is your chance to have your dream home overlooking Hole #2 of the highly sought-after Fred Couples Signature 18-hole golf course in the next 12 months. This thoughtfully designed 4,323 sqft home features an open and airy layout with 10 ft and 19 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 4.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with beautiful golf course views. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, and a tankless water heater for efficiency. A dedicated gym or media room and a spacious loft overlooking the main level provide flexible living and entertainment spaces. Situated on a private homesite, the property also includes a 3-car garage. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and, of course, championship golf.

45 Quail Pt, Pittsboro

$2,199,000

5 Beds ⋅ 8 Baths ⋅ 10109349 MLS ⋅ ACTIVE Status

2026 Parade Homes Gold Winner! A contemporary estate retreat on 3 private acres in The Estates at Laurel Ridge, crafted by award-winning Triple A Homes. A dramatic charcoal tray ceiling and modern chandelier set the tone in the great room, where floating wood shelving flanks a linear fireplace and wide-plank white oak floors run throughout. The kitchen pairs waterfall quartz counters with natural wood cabinetry and black-framed windows framing the wooded lot beyond. Five bedrooms each have private bath access, plus an additional private bath off the downstairs study - flexible space for guests, family, or a home office. The primary suite's wet-room bath is a standout: floor-to-ceiling marble-look tile wraps a curbless glass shower and freestanding soaking tub in one seamless space. Outside, an oversized screened porch with a wood plank ceiling, skylights, and a fireplace extends living space nearly year-round via multi-panel sliding doors. Minutes from Chapel Ridge Golf Club, Chatham Park, and Jordan Lake, with no well or septic required - scenic acreage with none of the compromises.

213 Brook Green Ln Unit 11, Pittsboro

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 10160918 MLS ⋅ ACTIVE Status

A great opportunity for a beautiful custom home in the luxury resort-style golf community of Chapel Ridge! Make your own selections and create the home you have always dreamed about. This custom-built home offers a thoughtfully designed layout with the primary bedroom suite conveniently located on the main level, featuring an expansive bath and generous closet space. A second guest suite is also situated on the main floor, along with a dedicated study, creating flexible options for work or relaxation. The two-story family room includes a fireplace and opens to a screened-in porch with an outdoor fireplace, providing inviting spaces for indoor and outdoor living. Upstairs, you'll find two additional bedrooms, each with access to full baths, a spacious recreation room, and abundant unfinished storage. The property is set on a desirable homesite backing to wooded HOA-owned land no to be built on, offering a natural backdrop. Located near the community's golf clubhouse, dining, and resort-style amenities, residents have access to features such as a pool with water slide, sports courts, fitness center, and more. This is a pre-sale opportunity with award winning custom builder Triple A Homes.

791 Chapel Ridge Dr, Pittsboro

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 10152747 MLS ⋅ ACTIVE Status

Your perfect escape awaits on 3 magnificent acres, just 9 miles from Chapel Hill! Wake up each morning surrounded by nature's beauty and the peaceful sounds of the outdoors, all while enjoying effortless access to incredible dining, shopping, live music, cultural events, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. No HOA, no restrictions, just the freedom to build your dream home exactly as you envision it! Make that dream a reality with Paragon Custom Homes, proudly selected as the Triangle's builder member in the exclusive Southern Living Custom Builder Network. This prestigious program brings together a select group of highly respected builders across the South, recognized for exceptional craftsmanship and thoughtful design that reflects the timeless character of Southern living. Paragon is known for incorporating Adaptive Design principles, creating homes that are elegant, intuitive, and thoughtfully designed to support the way you live today and for every season of life that follows. Two adjacent lots are also available, offering the rare opportunity to create a private family compound or secluded retreat. This is more than a homesite. It is the beginning of a home designed to serve you beautifully for a lifetime. This is Quality for Life.''

2430 Jones Ferry Rd, Pittsboro

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