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102 Twin Oaks Ct, Pittsboro
$375,000
3 Beds ⋅ 2 Baths ⋅ 10127362 MLS ⋅ CLOSED Status
Charming 3-bedroom, 2-bath contemporary cottage offering 1,348 sq ft of comfortable living on a peaceful wooded .92 acre lot. Enjoy the open feel of vaulted ceilings and a cozy wood-burning fireplace in the living room. The home features hardwood, tile, and carpet flooring throughout. The eat-in kitchen includes stainless steel appliances, perfect for everyday meals or entertaining. Guest bedroom includes custom built-ins, while the primary suite offers a walk-in closet and ensuite bath with a soaking tub and separate shower. Relax on the covered front or rear porch surrounded by nature. Additional highlights include a storage building with wood storage, a new roof (2025), and freshly stained exterior wood siding—making this home move-in ready and full of rustic charm.

102 Twin Oaks Ct, Pittsboro

119 Hillsboro St, Pittsboro
$375,000
10160135 MLS ⋅ CLOSED Status
Pittsboro Main Street! Prime commercial opportunity in the heart of Downtown Pittsboro! This one-level brick building offers excellent visibility along Hillsboro Street with strong line-of-sight exposure in a rapidly growing area. Ideal for retail, office, or service-based businesses seeking a high-traffic location with public parking nearby. Property features a recorded survey for added confidence and ease of transaction. Open interior layout provides flexibility for a variety of uses. Please note: no kitchen or grease trap - perfect for concepts that do not require food prep infrastructure. Surrounded by ongoing development and increasing foot traffic such as Chatham Park, Disney/Asteria, this location presents outstanding rental income potential for investors or owner-occupants looking to establish a presence in one of the region's most dynamic downtown corridors.

119 Hillsboro St, Pittsboro

372 Firefly Overlook, Pittsboro
$374,500
10042677 MLS ⋅ CLOSED Status
Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its location at the intersection of N. Pea Ridge Rd and Seaforth Rd, easily accessed from HWY-64, Firefly Overlook offers its residents convenient access to Apex, Pittsboro, Chapel Hill, Cary, and RDU Airport. While enjoying this convenience, residents will also be able to easily walk/bike/golf cart to nearby by Vista Point Park. Vista Point Park offers amenities including a boat launch, hiking trials, and beach & picnic areas. Lot 27 is a side slope lot, almost at the crest of the hill overlooking the community. This lot has many mature hardwoods, making for a picturesque setting. On top of being well located, inside the community residents will enjoy a mountain like setting with rolling hills, panoramic views, and serene natural creeks. This makes for stunning homesites that will support your custom built home by a member of our Exclusive Builder Team: Hurst Home Company, Triple A Homes, Wagoner Homes, Poythress Construction, and Hearthstone Luxury Homes. Contact us for additional maps, septic info, and HOA information.

372 Firefly Overlook, Pittsboro

595 Wethersfield Unit A, Pittsboro
$371,500
3 Beds ⋅ 3 Baths ⋅ 10082141 MLS ⋅ CLOSED Status
Absolutely beautiful DESIRABLE End-Unit townhome in very popular Fearrington Village. GREAT investment opportunity! VACANT & READY TO MOVE INTO! Set in a secluded cul-de-sac for privacy, yet close to everything! Spacious detached (1) car garage. Light & bright thru-out. Vaulted ceiling & gas-logs fireplace in living room with built-in shelves on wall! Sunroom w/parquet floor. Extra room for dining room or office. Large eat-in kitchen w/vaulted ceiling, skylights. Owners suite on FIRST level. 2BRs upstairs - with 1BR w/oversized storage room/spacious closet. Kitchen appliances, refrigerator & washer/dryer included. Close to Fearrington Village for restaurants, shopping, gift shops, book store, walking trails and a unique setting. Pool and tennis available! Minutes from Chapel Hill, Pittsboro, Carrboro, Durham and Apex! Chatham Park and Mosaic are close by as well for amenities such as shopping, groceries, restaurants, medical, parks, entertainment and parks.

595 Wethersfield Unit A, Pittsboro

917 Roads End, Pittsboro
$371,000
3 Beds ⋅ 2 Baths ⋅ 10168648 MLS ⋅ CLOSED Status
Tucked away on 5 beautiful acres, this charming cabin offers the kind of lifestyle people dream about--peaceful mornings filled with birdsong, gentle rain dancing through the trees, and nature all around you. Equal parts cozy retreat and welcoming gathering place, this home captures the warmth and simplicity of country living without sacrificing comfort or convenience. Inside, heart pine floors and stunning wood throughout. There is a soaring vaulted ceiling, and a spacious kitchen and dining area. Everything is thoughtfully created to foster an inviting atmosphere perfect for both quiet evenings and lively get-togethers. Rich interior log walls add timeless character and rustic charm throughout the home. Step outside onto the expansive deck, where fresh Chatham County air, wooded views, and starry night skies make every moment feel like a getaway.

917 Roads End, Pittsboro

484 Beechmast, Pittsboro
$370,000
3 Beds ⋅ 3 Baths ⋅ 10180160 MLS ⋅ CLOSED Status
Welcome home to this spacious 2,200+ sq ft end-unit townhome in coveted Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake. Offering generous space at a terrific value, this home features vaulted ceilings and skylights that fill the interior with natural light, while hardwood floors flow throughout the main level. The living room opens to a sunny flex space—perfect for a home office or sunroom—with direct access to the side deck, ideal for morning coffee or evening unwinding. The first-floor owners' suite offers a peaceful retreat with a large walk-in closet. Two additional generously sized bedrooms complete the plan, including one with a wood-floored side room perfect for a craft room, office, or reading nook. Surrounded by mature, established landscaping, this end unit offers comfort, convenience, and effortless low-maintenance living—the HOA covers roof, garage, exterior maintenance, and mow & blow. A one-car detached garage adds everyday convenience. Enjoy all that Fearrington Village has to offer: tennis and pickleball courts, scenic walking trails, charming shops and restaurants, and a vibrant calendar of clubs and activities. A rare opportunity to live low-maintenance without compromising on space, light, or lifestyle.

484 Beechmast, Pittsboro

66 Bellemont Rd, Pittsboro
$367,000
3 Beds ⋅ 2 Baths ⋅ 10148201 MLS ⋅ CLOSED Status
Welcome to 66 Bellemont Rd, a polished ranch home in much sought after Chatham Forest. Stroll up to this single owner, single level home featuring 3 bedrooms , 2 baths. Cozy up to the formal slate surround F/P while you admire the gleaming hardwoods in the Foyer, LR and separate DR. Two great size bathrooms have every appointment to suit you. This inviting home has recent updates that include a new shower in the primary bath that will have you singing, new carpet in the bedrooms that invite you to sink your toes in and new interior paint throughout for all your works of art. There is a considerable amount of floor space for storage in the attic of this home. It is accessed by pull down stairs. After you grill your burgers on the 12 x 10 back deck you can picnic back there to watch the birds or hang out on the newly refreshed front porch.! Other upgrades in recent years include a new roof in 2020, HVAC replaced in 2019 HVAC along with a Gas Water Heater in 2019. Outside you have LP Smart siding complimented by cedar shakes that'll have you relaxin' instead of paintin'. Pack your patio table and chairs, wine glasses, bird feeders and a good book because the outdoor spaces here will ask you for them! This established community will have you cruising the sidewalks, gazing at the beautiful trees or walking to downtown Pittsboro or Chatham Park. Great Pittsboro location within 30 minutes of Sanford, Pittsboro, Apex, Cary, Raleigh, RTP or 35 to RDU! Come Home!

66 Bellemont Rd, Pittsboro

56 W Cornwallis St, Pittsboro
$360,000
3 Beds ⋅ 2 Baths ⋅ 10183829 MLS ⋅ CLOSED Status
Welcome to this charming and inviting home in desirable Pittsboro, perfectly blending cozy comfort with modern convenience. The open floor plan creates a welcoming flow ideal for everyday living and effortless entertaining. Hardwood floors and durable ceramic tile run throughout—no carpet anywhere—delivering easy maintenance and timeless appeal. The generous, well-equipped kitchen shines as the heart of the home, featuring a gas cooktop, wall oven, abundant cabinetry and storage, making meal prep a delight. Just steps away, the living room anchors around a stunning stone fireplace. Additional highlights include smooth ceilings and a convenient separate laundry closet. Step outside to your private outdoor oasis: a screened side porch for peaceful mornings, a spacious deck, patio for dining al fresco, and a large fenced backyard complete with a handy shed. This setup is ideal for pets, play, gardening, or entertaining in complete privacy. Best of all, enjoy walkable access to vibrant Downtown Pittsboro shops, dining, and top-rated schools. This move-in ready gem also includes a washer, dryer, refrigerator, and Reverse Osmosis drinking water system that convey with the sale—saving you time and money from day one.

56 W Cornwallis St, Pittsboro

166 Wintersage, Pittsboro
$360,000
3 Beds ⋅ 2 Baths ⋅ 10171914 MLS ⋅ CLOSED Status
3 Bed | 2 Bath | True Single-Level Living on a Private Wooded Lot Between Pittsboro & Chapel Hill Experience the ease of true single-level living in this light-filled home, ideally situated between Pittsboro and Chapel Hill in a desirable Village community. Designed with both comfort and accessibility in mind, the home features zero-step entry from the oversized two-car garage, allowing seamless access without navigating interior or exterior stairs—an exceptional feature for those seeking long-term convenience and aging-in-place functionality. Inside, cathedral ceilings and multiple skylights fill the home with an abundance of natural light, creating an open, airy atmosphere throughout the spacious living and dining areas. A versatile flex room overlooking the front yard offers endless possibilities as a home office, art studio, library, or hobby space. Set on a private, wooded 0.81-acre cul-de-sac lot, the expansive deck provides the perfect place to enjoy morning coffee, entertain guests, or simply relax while taking in the peaceful natural surroundings. A large concrete driveway, oversized garage, and newer roof add to the home's everyday functionality and value. Residents also enjoy access to the community pool and the highly regarded Fearrington Cares program, which offers a variety of complimentary services and support designed to enhance everyday living. Offering privacy, accessibility, abundant natural light, and an unbeatable location just minutes from shopping, dining, and all that Pittsboro and Chapel Hill have to offer, this home is a rare opportunity. Home is being sold as-is.

166 Wintersage, Pittsboro

1684 Castle Rock Farm Rd, Pittsboro
$360,000
10122961 MLS ⋅ CLOSED Status
Welcome to a well-developed 8.52 acres in beautiful Pittsboro, NC. with Chapel Hill only 30-minutes away. Castle Rock Farm Road is one road that still feels like old Chatham County with woods, farms, and sparsely populated homes. This land has been part of a farm for 45 years. There is pasture, an 8-stall barn (72x48ft), a dressage arena, wire fencing, a wired workshop (36x24ft), and a tractor shed (36x24ft). Also there is a 3-bedroom convential perc on file and a recent survey. NO RESTRICTIONS! Build what you want! Put a tiny home or a mobile home or a custom home if you want. There is no well or septic. DRONE PHOTOS SHOW OUTLINE FOR 5 ACRES. NOW SELLING 8.48 ACRES. NEW SURVEY OF 8.52 ACRES IS IN THE DOCUMENTS.

1684 Castle Rock Farm Rd, Pittsboro

250 William Dr, Pittsboro
$352,490
3 Beds ⋅ 3 Baths ⋅ 10179782 MLS ⋅ CLOSED Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and black finishes. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

250 William Dr, Pittsboro

639 Hills Of The Haw Rd, Pittsboro
$350,000
10069635 MLS ⋅ CLOSED Status
Welcome to this stunning 5-acre residential tract located near the picturesque Haw River, offering a perfect blend of privacy and convenience. Situated in the Hills of the Haw subdivision in Pittsboro, this property is a rare opportunity for those looking to build their dream home in a tranquil and scenic setting. This expansive parcel offers multiple ideal homesites, providing flexibility for your custom dream home. A 5-bedroom perc permit ensures the suitability for a spacious family home. Surrounded by mature hardwoods and bordered by a perennial stream, this property offers a serene and wooded environment, perfect for nature lovers. Enjoy peace of mind with protective covenants in place, ensuring the preservation of the area's natural beauty and maintaining the high standards of the neighborhood. The proximity of the Haw River and Jordan Lake offer great opportunities for boating, kayaking, fishing, and hiking. Convenient to Pittsboro, Chatham Park, Disney, Chapel Hill, RTP, and RDU.

639 Hills Of The Haw Rd, Pittsboro

79 Parkland Dr, Pittsboro
$350,000
3 Beds ⋅ 3 Baths ⋅ 10110920 MLS ⋅ CLOSED Status
High-quality, Energy Star® Certified new construction in Chatham Park NoVi. Welcome to the Flint A by award-winning Homes by Dickerson—a thoughtfully designed home that blends modern efficiency, timeless architecture, and the custom-quality craftsmanship the builder is known for. Scheduled for completion January 2026, this well-planned two-story home offers 3 bedrooms, 2.5 baths, and a versatile loft, ideal for a home office, media room, or flex space. With 1,569 square feet of intentionally designed living space, every detail balances style, comfort, and functionality. The open-concept main level is perfect for everyday living and entertaining, featuring designer lighting, quartz countertops, premium cabinetry, and curated finishes throughout. Upstairs, you'll find generously sized secondary bedrooms and a serene primary suite designed for comfort and retreat. Exterior details include eye-catching vertical siding, brick accents, and a detached 2-car garage, delivering classic neighborhood charm and enduring curb appeal. Located in the vibrant NoVi neighborhood of Chatham Park, residents enjoy walkable access to the new YMCA and pool, with shopping, dining, parks, and miles of trails just minutes away. Energy Star® Certified for enhanced comfort, efficiency, and long-term savings. Newly priced at $399,900—the lowest-priced home currently available in the community. A rare opportunity to own a designer-crafted new home in one of Pittsboro's fastest-growing and most sought-after communities. This home will not last.

79 Parkland Dr, Pittsboro

143 Parkland Dr, Pittsboro
$345,990
3 Beds ⋅ 3 Baths ⋅ 10151905 MLS ⋅ CLOSED Status ⋅ Sampson D BLDG.
Move-in ready now and priced under $400K in Chatham Park! Don't miss this opportunity to own a beautifully upgraded Sampson townhome at 143 Parkland Drive—complete and ready for its new owner. The bright, open-concept main level features a gourmet kitchen with quartz countertops and GE appliances, a cozy fireplace, designer finishes, and a private brick courtyard perfect for morning coffee or relaxing after work. Upstairs, the spacious primary suite includes a spa-inspired bath with a tiled walk-in shower, bench seating, dual vanities, and generous closet space. A versatile loft plus two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the Chatham Park lifestyle with NoVi Green, the YMCA, parks, trails, and Mosaic's dining, entertainment, and events nearby, plus convenient access to Chapel Hill, Durham, RTP, UNC, and Jordan Lake. Why wait to build? This home is ready now. Schedule your tour today and ask about available builder incentives, including closing cost assistance! Builder incentives available, including closing cost assistance. Contact onsite sales team for current incentive details.

143 Parkland Dr, Pittsboro

309 Baneberry Close, Pittsboro
$345,000
3 Beds ⋅ 2 Baths ⋅ 10140948 MLS ⋅ CLOSED Status
This Fearrington Village townhome is in the Countryhouse section - the first townhome complex built in the Village.309 Baneberry is the middle unit in a 3-unit building. It has 5 skylights making the home very bright. There is a bay window in the front and a wall of windows across the back keeping it bright and light filled. The great floor plan includes a spacious kitchen and breakfast room. There is a main level primary bedroom. The living room has a soaring ceiling and a gas log fireplace. Spacious dining room overlooks the screened porch. Two more bedrooms plus another full bath and a loft office with built-in bookcases on the second level. Walk-in closets and lots of storage space. Roof replaced in 2023. Private back yard. New carpeting throughout and parquet floors refurbished. Countryhouse Townhouses are well manages and solvent. This fairly priced home is waiting for a buyer who is ready make this wonderful house their own. Friendly neighbors await you. Fearrington offers restaurants, shopping,etc.

309 Baneberry Close, Pittsboro

94 Silverstone Dr, Pittsboro
$340,000
3 Beds ⋅ 3 Baths ⋅ 10155773 MLS ⋅ CLOSED Status ⋅ Anderson Homes BLDG.
This Rare Sunlit Updated Split Level on .31 Acre Lot w/Fenced Backyard within 1 Mile of Downtown Pittsboro's Historic Traffic Circle is Sure to Check a Lot of Boxes!! Perfect for Today's Style of Living!! With this Home Facing Directly West You get Sunlit Mornings on your Backyard Deck/Large Fenced Dog Friendly Backyard & Rear Windows! Plus Incredible Evening Sunsets Daily off the Front of the Home!! Now You Enter this Home to a Beautiful Open Vaulted Living Rm, Kitchen, & Dining Rm Family Combination Gathering Space! The Gourmet Kitchen Features Granite Counter Tops & Updated Stainless Steel Appliances!! Nice Food Pantry! Breakfast Bar! French Door to Deck off Dining Rm! Upper Floor Features a Private Sleeping Oasis w/Primary Bedroom Featuring 2 Closets & Updated Private Full Bath! Also Bdrm 2 up w/Full Bath next to it!! No Shared Bedroom Walls! Down Below Main Level is a Private Oasis Perfect for Extended Stay Guest Suite/Adult Children/ Children's Play Space w/Private Bedroom & Bonus Rm w/Gas Log FP!! Laundry Rm! Full Bath w/Nice Shower!! Direct Access to Backyard! This Home Also Features Updated Flooring, Granite Tops, Toilets, Paint Accenting and More!! Out Back you have a Nice Grilling Deck and Wooded Tree Line on Back Line of a Large Private Backyard! Great Lot Size & Plan! Less Than a Mile Walk to Downtown Pittsboro! Jordan Lake Right Around the Corner! Welcome Home!

94 Silverstone Dr, Pittsboro

246 William Dr, Pittsboro
$339,990
3 Beds ⋅ 3 Baths ⋅ 10179778 MLS ⋅ CLOSED Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully created for comfort and modern convenience with a professionally curated design package, stainless steel appliances, quartz countertops, gas range, and spacious kitchen island. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and soft closed cabinets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

246 William Dr, Pittsboro

80 Millbrook Dr, Pittsboro
$338,000
3 Beds ⋅ 3 Baths ⋅ 10145214 MLS ⋅ CLOSED Status
This well-maintained two-story home is located in the highly walkable Powell Place neighborhood, known for its sidewalks, multiple parks, ponds, and playgrounds. Freshly painted! Conveniently situated near all the amenities of Pittsboro, the home also offers easy access to Highway 64, making for an approximate 20-minute drive to Apex. High-speed fiber internet is available, making working from home or streaming a breeze. The home features three bedrooms and two and a half bathrooms with a thoughtful, functional layout. The main level offers a bright, open living and dining area, ideal for everyday living and entertaining. The eat-in kitchen is equipped with stainless steel appliances, a tile backsplash, 42-inch cabinets, a pantry, and newly installed kitchen flooring (February 2025). A mix of carpet, hardwood, tile, and vinyl flooring provides comfort and durability throughout. All bedrooms are located on the second level, including a spacious primary suite with a walk-in closet and a relaxing garden tub. The second-floor laundry room adds everyday convenience. Recent updates include a new hot water heater (December 2025), fully replaced HVAC condenser, coil, fan, and handler (August 2024), a new dishwasher (February 2025), and new carpet throughout (February 2026). Light fixtures throughout the first floor and the half-bath vanity were upgraded in 2025. Outdoor living is enhanced by a covered front porch, rear patio, rear attached storage, and a fenced backyard featuring a custom wood privacy fence installed in July 2024. The HOA covers all exterior maintenance, offering low-maintenance living. This move-in-ready home combines modern updates, comfort, and an excellent location.

80 Millbrook Dr, Pittsboro

31 Lockville St N, Pittsboro
$325,000
3 Beds ⋅ 2 Baths ⋅ 10135676 MLS ⋅ CLOSED Status
Discover effortless living in this beautifully updated 3-bedroom, 2-bath turnkey home just moments from the heart of downtown Pittsboro. Thoughtfully maintained and move-in ready, this single-level property offers a bright, open layout with modern finishes, spacious bedrooms, and a warm, inviting feel throughout. Enjoy the convenience of being within walking distance to charming downtown Pittsboro, local shops, restaurants, parks, and schools—everything you need is right at your doorstep. The property's layout and location make it an ideal choice for a comfortable primary residence, a low-maintenance investment property, or even a potential short-term rental. With its blend of charm, convenience, and excellent condition, 31 Lockville St N is ready to welcome its next owner.

31 Lockville St N, 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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