Pittsboro NC Real Estate - Pittsboro Homes for Sale

10200970 MLS ⋅ ACTIVE Status

Another beautiful home is planned for this neighborhood by custom home builder Gaylord Design Build! This presale opportunity is moving closer to the construction phase as plans, specifications, and approvals are being finalized. The exciting part? The opportunity to make it your own! Buyers will work directly with the builder's interior designer to personalize selections and finishes. Gaylord Design Build is a true custom builder, so if you have ideas or would like to explore modifications to the current plans, don't hesitate to ask. Interested in learning more? I'd be happy to coordinate a meeting with the builder to review the plans, discuss customization options, and walk you through the building process. Don't miss the opportunity to create a home that's uniquely yours!

36 Bur Oak Ct, Pittsboro

$599,900

3 Beds ⋅ 2 Baths ⋅ 10200939 MLS ⋅ ACTIVE Status

Nestled among mature trees and established gardens in the Camden Park section of sought-after Fearrington Village, this 3BR, 2BA home offers 2,166 square feet of comfortable, one-level living filled with warmth and character. A brick walkway, white picket fence, and covered front porch create a welcoming first impression, while gardenias, azaleas, and a magnolia add color and interest throughout the seasons. Step inside beneath a stained-glass transom to discover nine-foot ceilings, crown molding, detailed trim, and distinctive parquet flooring that lend timeless appeal to the home's spacious, easy-flowing layout. The generous living and dining areas come together in a spacious great room, where a wall of windows fills the space with natural light. A gas fireplace flanked by built-in shelving and cabinetry creates an appealing focal point, with room to display treasured collections, favorite books, and artwork. There's ample space for both comfortable seating and a full dining area, making it equally suited to quiet evenings or gathering with friends and family. Just beyond, the kitchen combines charm and practicality with white cabinetry, quartz countertops, tile backsplash, and a butcher-block island with downdraft cooktop and hanging pot rack. Abundant counter and cabinet space, instant hot water, and a plant shelf above the sink add thoughtful touches, while the sunny breakfast nook offers a relaxed spot for morning coffee or casual meals while enjoying the view. Adjacent to the kitchen, a cozy den with built-in cabinetry and a quartz-topped desk provides a versatile space for reading, working, or pursuing favorite hobbies. From here, a glass door topped by another stained-glass transom opens directly to the oversized screened porch—one of the home's most appealing features and an extension of the living space for much of the year. With its brick floor, ceiling fan, and room for both dining and lounging, it's an ideal spot for birdwatching, relaxing in the morning shade, or soaking up the afternoon sun. The primary suite features a large walk-in closet with built-ins and a bath with dual vanities, plentiful storage, and a spacious shower. Two additional bedrooms share a full bath with a jetted tub, while a separate flex room with an oversized closet offers additional possibilities for hobbies, projects, or storage. Other highlights include a dedicated laundry room with utility sink, an attached garage with built-in storage and finished floor, a tankless gas water heater, Icynene foam insulation, irrigation system, and a PerfectAire fresh-air exchanger. Updates include multiple Andersen windows (2025), HVAC (2020), and a new roof (2019). Just a few doors down, peaceful Caswell Square offers a lovely neighborhood gathering place beneath stately trees, complete with tables and chairs. Enjoy a leisurely stroll to the heart of Fearrington Village, with its distinctive shops, acclaimed dining, and beloved Belted Galloway cows grazing in nearby pastures. Chapel Hill, Pittsboro, UNC, RDU, and excellent medical care are all within easy reach. With its spacious yet comfortable interiors, inviting screened porch, beautiful landscaping, and wonderful village setting, this home offers a chance to slow down, settle in, and enjoy the best of Fearrington living.

18 Caswell, Pittsboro

$650,000

3 Beds ⋅ 4 Baths ⋅ 10200892 MLS ⋅ ACTIVE Status

Nestled among the trees on nearly 3 acres in Pittsboro, this home offers a peaceful setting with room to think, create, and breathe. Stained glass, soaring cathedral ceilings, and skylights bring character and natural light into the home, while three bedrooms, 3.5 bathrooms, and two generously sized upstairs bonus rooms offer endless possibilities. One bonus room served as an art studio, making this an especially inspiring space for artists, makers, writers, or anyone who dreams of having room for their creative pursuits. Enjoy the quiet of the woods, the privacy of your own natural retreat, and the convenience of a location close to everyday essentials. Convenient access to Pittsboro, Fearrington Village. Chapel Hill, 15-501, Highway 64, the Haw River, Jordan Lake boating & hiking trails.

62 Sierra Trl, Pittsboro

$399,990

3 Beds ⋅ 3 Baths ⋅ 10200787 MLS ⋅ ACTIVE Status

MOVE-IN READY CORNER HOME at Townes at NoVi in Chatham Park! This upgraded Sampson offers abundant natural light, additional windows, 3 bedrooms, a spacious loft, private brick courtyard, and low-maintenance living. The open-concept main level features a gourmet kitchen with quartz countertops, upgraded cabinetry, designer backsplash, large island, and GE appliances, including a 36-inch gas cooktop, double wall ovens and a French door SS refrigerator. Upstairs, the primary suite features a tiled walk-in shower and designer finishes, while two additional bedrooms and a loft offer flexible living space. Enjoy convenient access to the Chatham Park YMCA, NoVi Green, parks, trails, MOSAIC, and Downtown Pittsboro, with Chapel Hill, Durham, RTP, and Jordan Lake within easy reach. Ask about available closing cost assistance with the preferred lender. Restrictions apply. Schedule your tour today! Pictures are of the Sampson model, up to date photos coming soon.

133 Parkland Dr, Pittsboro

$2,100,000

3 Baths ⋅ 10200459 MLS ⋅ ACTIVE Status

There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites potential (see agent), significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 2 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro

$395,000

3 Beds ⋅ 3 Baths ⋅ 10200417 MLS ⋅ ACTIVE Status

Discover the charm and convenience of Fearrington Village living in this spacious end-unit townhome, offering an abundance of natural light, generous living spaces, and a great pond view! Nestled among mature landscaping, this one-owner home presents a wonderful opportunity to add your personal touches and updates while enjoying an established community known for its exceptional lifestyle. Step inside to find soaring vaulted ceilings, beautiful hardwood floors throughout the main level, and a versatile floor plan designed for comfortable everyday living and entertaining. The inviting living room features a cozy gas fireplace and flows seamlessly into a light-filled sunroom with access to a private side deck. A cheerful breakfast area complements the kitchen, while the separate dining room provides the perfect setting for gatherings. The spacious main-level primary suite offers the ease of first-floor living, complete with a generous walk-in closet. Upstairs, two additional generously sized bedrooms or flexible living spaces offer endless possibilities for guests, a home office, or hobbies, along with abundant walk-in storage. Enjoy low-maintenance living with HOA-maintained exterior features, allowing more time to explore Fearrington Village's scenic walking trails, charming shops, restaurants, and vibrant community activities. Additional conveniences include a half bath and a detached one-car garage maintained by the HOA, which is not separately deeded, and a dedicated parking space directly in front of the home. Ideally located just minutes from Chapel Hill, UNC, RTP, RDU, and Jordan Lake, this property offers a rare opportunity to create your own retreat in one of the area's most beloved communities.

458 Beechmast, Pittsboro

$675,000

2 Baths ⋅ 10200390 MLS ⋅ ACTIVE Status

Over 12 acres in downtown Pittsboro, with beautiful mature hardwoods, rock escarpments, moderate slopes and a small traversing stream with native botanicals. One mile from the historic center of Pittsboro, with a neighborhood route available to avoid walking on 15-501. The house in photos has been abandoned for several years with no guarantees made, but the house is connected to water and electricity. Please see easement explainer in MLS documents section detailing multiple access points and utility easements. Corners are marked and agents can help show. Gate access is locked and showings are by appointment only. Please do not drive up to the listing without an appointment.

Hillcrest Dr, Pittsboro

$260,000

3 Beds ⋅ 1 Baths ⋅ LP771437 MLS ⋅ ACTIVE Status

Discover the charm of country living with the convenience of a desirable Chatham County location! Situated on approximately 0.96 acres, this single-story home offers three bedrooms, one full bathroom, and approximately 800 square feet of living space.Newer HVAC, new well and well pump. The property provides an opportunity to enjoy a peaceful rural setting with room for outdoor activities, gardening, or creating your own backyard retreat. Whether you’re looking for a primary residence, investment property, or a home to make your own, this property offers possibilities in an attractive location.Location is a standout feature! Conveniently situated between Pittsboro and Chapel Hill, the property offers access to the shopping, dining, and amenities of both communities. Enjoy proximity to Jordan Lake, Fearrington Village, and the University of North Carolina at Chapel Hill, while appreciating the quieter atmosphere of Chatham County.With nearly an acre of land and a location convenient to some of the area’s most desirable destinations, 132 Penny Lane presents an opportunity to enjoy country living without sacrificing accessibility.

132 Penny Ln, Pittsboro

$325,000

3 Beds ⋅ 2 Baths ⋅ 10200083 MLS ⋅ ACTIVE Status

Welcome home to this 3-bedroom, 2-bathroom single-family residence in Forest Creek, Pittsboro. Set on a generous lot of almost one acre, this property offers substantial outdoor space and privacy for those seeking room to grow. The well-proportioned home provides comfortable living quarters with practical design. The expansive grounds present endless possibilities for landscaping, recreation, or future development according to your vision. Close proximity to schools and shopping. This is an excellent opportunity to own a solid residential property with ample land in an established community.

139 Prestonwood Dr, Pittsboro

$785,000

3 Beds ⋅ 2 Baths ⋅ 10199970 MLS ⋅ ACTIVE Status

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-style modern farmhouse designed and appointed to fit the Fearrington Village ethos. The home was fully upgraded in 2022. The main level consists of approximately 2533 square feet. Additionally, approximately 1234 square feet of living area are found on the lower level of the home, this area is accessed by a path that leads to the back patio. The home sits on a .5-acre lot with dense forest and a creek. The home's main entrance overlooks a generously irrigated, a very private and lush courtyard populated with dozens of vines, flowers, and trees. Anchoring the courtyard is a mature Cherry tree providing ample shade and stunning blossoms. The charming courtyard features a large brick terrace beneath a grapevine covered pergola, ideal for morning coffee or evening wine with birdsong. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees, and butterflies. The small, raised-bed garden is perfect for growing herbs. The forest can be seen upon entering the home and can be enjoyed by all spaces on the west side including the 3-sided window-walled dining room, open deck and screened porch which lend a "Tree House" feel to the upper living level. "Apricot Sunsets" can be seen through the trees. The foyer gives access to the fully private main suite including a large main bedroom with a window wall overlooking the forest and perfect for peaceful sleep. Aromatic, dual cedar-lined closets with built-ins, a spacious bath with windows opening onto the lush courtyard, a large tiled shower, a claw foot tub, two furniture-style vanity sinks, a large built-in storage cabinet, and a separate, private WC. The main wing hallway features floor-to-ceiling cabinets for generous storage that complete the main suite. Also, from the foyer lies a large, bright, and sunny flex room featuring a bay window with views of the courtyard. Butterfly bushes grace the view to provide a "Butterfly Ballet" when in season. The main level provides a spacious great room with soaring ceilings and views of the forest through the adjoining window-walled dining area. A custom stone fireplace anchors the room and features a 400-year-old historic mantle and is flanked on both sides with generous built-in bookcase/cabinets. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung "Smart" refrigerator, a new oven (2025). The hallway from the kitchen features two large pantries, a cedar-lined coat closet and access to the large, fully appointed laundry room all leading to the garage entrance. The spacious, light-filled laundry room features built ins, a custom, tiled dog shower, and pet feeding area. A pair of Maytag machines are included. Two more spacious bedroom/office rooms (one opens to the large, screened porch) and a charming full hall bath lie directly off the kitchen. The hall opens to a double garage with custom, epoxy coated floors and ample storage. Ample and convenient outdoor space is provided for pets. A door leads to a fenced, yard/dog run which extends the entire length of the southern side of the home. The other garage side door gives access to the courtyard for ease with gardening projects. The spacious lower level has been fully appointed with many custom finishes and a custom "Fearrington" mural to create a unique retreat complete with a bar, gaming, and TV area. The area is separated from a workshop space and high-ceilinged storage that houses dual HVAC systems. Located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping has been selected and is maintained by an extensive drip system.

1390 Bradford Pl, Pittsboro

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 10199904 MLS ⋅ ACTIVE Status

Discover a curated expression of modern luxury and timeless Tudor architecture in this exceptional home, featuring a custom plan by renowned architect Chuck Frusterio and built by award-winning Dunning Custom Homes. Situated at the end of a cul-de-sac on a 1+ acre homesite in beautiful Stonecrest at Norwood, this property offers a peaceful setting framed by mature trees for added privacy. From the striking arched front door to the cozy library nook, every detail has been carefully selected by the owners to create a home that is both distinctive and inviting. Offering 4 bedrooms, 4 full baths, a media room, and a sunroom, this remarkable residence showcases custom, elevated finishes, and exceptional craftsmanship throughout. The chef's kitchen features inset cabinetry, a Thermador range, a Bosch dishwasher, built-in Thermador refrigerator AND freezer, an oversized cherry wood island custom crafted by Raleigh Reclaimed, and a 5-foot galley sink with dual faucets. The adjoining scullery adds a beverage refrigerator, instant-hot water faucet, and so much storage! The sizable family room flows into a serene sunroom, where a shared two-sided fireplace creates a seamless connection between the spaces. Surrounded by views of trees and nature, the sunroom offers an inviting retreat to unwind and enjoy the peaceful setting. A main-level guest suite with an adjacent full bath offers a welcoming retreat for visitors or those needing first-floor living. Upstairs, the primary suite is a private sanctuary with automated Lutron shades and a spa-inspired bath featuring custom tilework, multi-head shower system, and inset cabinetry. A secondary bedroom with upgraded carpeting and Lutron shades offers its own ensuite bath. The media room is designed for entertaining with blackout drapery, a wet bar, beverage refrigerator, and an 85-inch Samsung LED TV. Another bedroom, full bath, and conditioned storage complete the second floor. Additional designer details include Visual Comfort lighting, Coppersmith exterior fixtures, a copper entry roof, and custom window treatments throughout. Modern comforts and thoughtful technology include a custom Brinks security system with five exterior cameras, solar panels, a Tesla Powerwall, an EV charger, and a 3-car garage. This private homesite with a fenced backyard offers a peaceful setting with a nearby trailhead, community walking trails, and a beautifully appointed pavilion with a fireplace, all within convenient reach. This is a truly distinctive modern estate where architectural character, personalized design, and luxury come together beautifully. Video walkthrough: bit.ly/650Stonecrest-Video

650 Stonecrest Way, Pittsboro

$575,000

3 Beds ⋅ 3 Baths ⋅ 10199766 MLS ⋅ ACTIVE Status

Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpet, fresh interior paint, and updated bathrooms with new tile and lighting give the home a fresh, move-in-ready feel. The kitchen features granite countertops, an eat-in island, and tile backsplash, and opens to the family room, where a gas fireplace creates a warm and welcoming gathering space. A separate living room opens to the dining room, offering additional space for relaxing and entertaining. The primary suite features a spacious bath with a separate shower and corner tub, along with a walk-in closet. The laundry room includes built-in cabinetry, a new countertop, and new tile for added style and convenience. Outside, a large deck overlooks the beautiful, wooded backyard, while a custom fire pit area with hand-selected boulders creates a special place to gather with family and friends or simply unwind in the peaceful surroundings. Ample parking provides plenty of space for family, friends, and guests. With no HOA, you can enjoy added flexibility in how you use your property. Conveniently located just minutes from downtown Pittsboro and Chapel Hill, this home is ready for you to move in and enjoy!

120 Hamlet Grove Dr, Pittsboro

$899,000

4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status

For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro

$515,000

4 Beds ⋅ 3 Baths ⋅ 10199851 MLS ⋅ ACTIVE Status

Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approval and agreed-upon contract terms. See documents for financing incentive details. Lovingly cared for and thoughtfully updated, this Potterstone Village home welcomes you with a rocking-chair front porch and spaces that invite you to settle in and stay awhile. From morning coffee on the deck to evenings gathered around the fireplace, it's easy to imagine the everyday moments that will make it yours. With four bedrooms, 2.5 baths, and 2,156 square feet, the layout offers room to gather and space to retreat. Hardwood floors flow throughout the main level, connecting a welcoming family room with gas-log fireplace to the kitchen and sunny breakfast area. White cabinetry, a subway-tile backsplash, and a new dishwasher complement the kitchen, while a separate dining room with a bay window and decorative molding sets the scene for holiday dinners and everyday celebrations. Upstairs, all four bedrooms are together, along with a convenient laundry room and newly installed Mohawk PureTech Plus waterproof plank flooring and carpet. The spacious primary suite features a vaulted ceiling and an adjoining sitting room with double doors... perfect for a home office, a favorite book, or a quiet start to the day. The beautifully renovated primary bath brings a little luxury to your routine with a 4-by-5-foot tiled walk-in shower, ceiling-mounted rainfall showerhead, handheld sprayer, heated towel bars, and a new double vanity with updated faucets and lighting. Step outside to an oversized, recently stained deck with built-in seating overlooking a large, level backyard. Raised garden beds offer space to grow your favorites, and the neighborhood pool is a short walk away. The recently stained front porch provides another inviting spot to unwind and greet neighbors. A roof replaced in 2021, updated lighting throughout, and a two-car garage round out the home's features. Set on .33 acre just minutes from downtown Pittsboro's shops, restaurants, and small-town charm, this is a home ready for new memories... and your next chapter.

60 Farmingdale Ln, Pittsboro

$260,000

10199730 MLS ⋅ ACTIVE Status

4.0770 Acres in the ETJ of Charming Pittsboro. Close to town for shopping, dining and activities. Easy access to Highways 87, 15/501 and 64. A great lot for your new home. There is an existing 2 bedroom septic installed from an old manufactured home that was removed 10 years ago. There is an existing well on the property that is currently in use and being used by Lot 6A. There is a small 1800s historic cemetery on the property.

1765 Nc 902nd Hwy, Pittsboro

Pittsboro NC Real Estate & Homes for Sale

Pittsboro Homes for Sale

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