Pittsboro Real Estate | Pittsboro 2 Bathroom Properties for Sale

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

$689,000

2 Beds ⋅ 2 Baths ⋅ 10199602 MLS ⋅ ACTIVE Status

THIS CHARMING HOME welcomes you with a private front courtyard, setting the tone for a space that feels both inviting and beautifully functional. Inside, the flexible dining room space has been transformed into a bright, efficient office with extensive built-ins, creating a perfect work from home set- up. A cheerful sunroom opens onto the courtyard , filling the home with natural light and serving as an ideal dining space. The living room features soaring ceilings and a cozy gas fireplace, flowing seamlessly into the kitchen where a large island, breakfast nook and the convenient pass through with bar sink, could be the coffee bar or cocktail bar. The Primary ensuite offers a walk-in shower and comfortable privacy, while the guest bedroom has convenient access to the hall bath. Through the separate laundry room, you can access the spacious outdoor space, fenced patio with pergola for shade and two gated points of entry, a perfect spot for relaxing outdoors. A 2 car garage, with cooling, lots of storage throughout and a layout that feels bright, open, and easy to live in. Come see it this weekend and experience how bright, welcoming and thoughtfully designed this home truly is. All this is just a short distance from the Village Center, convenient to the park, Belted Goat Cafe and our beloved bookstore....

12 Macon, 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

$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

$536,000

2 Beds ⋅ 2 Baths ⋅ 10198382 MLS ⋅ ACTIVE Status

Picture yourself in the peace and beauty of a heart home. Inspired by hospitality and comfort. Surrounded by the healing essence of nature and crafted carefully into every detail of the home. A place to live, create and nurture. Known lovingly as Birds Nest, this cherished home is ready for its next generation. A magical refuge of almost 6 acres of forest with trails, a meandering creek, and open space for gardens and play. Custom built by hand of live edge pine clapboard, the home embraces the elements of wood, stone and mountain allure. Enter the rustic welcome deck made for tales, tonics, bird songs and gentle breezes. Step inside and admire the lodge-like two-story fireplace of hand stacked stones gathered from the land, the centerpiece of the open living room, kitchen and dining area. Bask in the mosaic light that flows through the rich colors of stained glass and feel the warmth of the artsy shiplap walls. Make your way up to the loft rooms for rest or retreat. Escape to the spa-like primary en-suite where you find privacy and provision with windows that showcase the outdoors as your living canvas. Located in the coveted Chatham County Haw River area in a sought-after large parcel neighborhood. Convenient to Pittsboro, Chapel Hill/Carrboro, Durham, UNC, RTP and RDU. Embrace the cabin life. Nothing about this property is ordinary or untouched by grace. This is home.

400 River View Rd, Pittsboro

$539,900

3 Beds ⋅ 2 Baths ⋅ 10198340 MLS ⋅ ACTIVE Status

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Rdg, Pittsboro

$474,820

2 Beds ⋅ 2 Baths ⋅ 10197958 MLS ⋅ ACTIVE Status

Experience refined, low-maintenance living in this beautifully designed paired Inspiration villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual bowl vanity, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

217 Tantara Bend Bnd, Pittsboro

$499,570

2 Beds ⋅ 2 Baths ⋅ 10197876 MLS ⋅ ACTIVE Status

One of only Two Clarities remaining in Encore. Discover the perfect blend of comfort, style, and thoughtful design in the beautiful Clarity floorplan by David Weekley Homes, ideally situated on a desirable corner homesite in Encore at Chatham Park! The stunning cooktop kitchen is perfect for culinary enthusiasts and entertaining alike, while the inviting fireplace creates a warm and welcoming gathering space. An elegant tray ceiling in the dining room adds a touch of sophistication, making every meal feel special. Beyond your front door, discover a lifestyle designed to inspire! Encore at Chatham Park is a vibrant 55+ community where neighbors become friends and every day brings new opportunities to connect, relax, and enjoy life. The spectacular 5,200-square-foot clubhouse serves as the heart of the community, featuring a fitness center, gathering spaces, and an exciting calendar of activities coordinated by a full-time Lifestyle Director. Spend sunny afternoons lounging by the resort-style pool, unwind in the hot tub, challenge friends to a game of pickleball or tennis, practice your short game on the putting green, or find a peaceful moment in the meditation garden. From social gatherings and special events to fitness activities and casual get-togethers, there's always something to look forward to! Experience more than just a beautiful home, discover an exceptional lifestyle, meaningful connections, and the freedom to enjoy your next chapter at Encore at Chatham Park!

179 Tantara Bnd, Pittsboro

$471,260

2 Beds ⋅ 2 Baths ⋅ 10197867 MLS ⋅ ACTIVE Status

Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

200 Tantara Bend Bnd, Pittsboro

$544,900

4 Beds ⋅ 2 Baths ⋅ 10197844 MLS ⋅ ACTIVE Status

Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up -- home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc-87, Pittsboro

$565,000

2 Beds ⋅ 2 Baths ⋅ 10197827 MLS ⋅ ACTIVE Status

An ENCHANTING oasis that inspires imagination, oneness with nature and serenity. This former artist's home is set beautifully on over 7 acres with direct access (and ownership) to the community lake. Redbud, a unique neighborhood that prides itself on a common respect for the environment, is 30 minutes from Chapel Hill and 15 minutes from downtown Pittsboro. As you drive into Redbud and pass the pristine community lake turn onto Hamamelis and feel like you've transported to a mountain retreat. The home is perched perfectly past the circular driveway, waiting for your arrival. Take the meandering stone path to the screened front porch. The main level features a soaring ceiling with huge windows letting natural light dance off the walls and the gorgeous refinished hardwood floors. Living and dining are combined with walls of windows and a wood burning fireplace. An office or small bedroom, full bath and studio/bedroom/flex room are also on the main level. The former art studio is staged as a potential main level primary bedroom or guest space. It is perced for 2 bedrooms with many possibilities for how to use the rooms in this home be it for work, play or meditation. Upstairs you'll find a large bonus room, another full bathroom with a garden tub surrounded by windows overlooking the vegetable garden area and yard. On the other side of the hall is another bedroom plus a sweet terrace overlooking the deck below and, of course, the expanse of rolling woods that make up this incredible lot. There's a custom built shed that's a work of art in itself plus another shed giving you lots of storage and workspace. The woods slope down along the creek inviting you to walk to the community lake for a picnic or perhaps to pick up a book in the community book box. 250 Hamamelis feels like home, where you fall asleep to the sounds of the cicadas and wake up to sip your coffee by the fireplace with full view of the majestic hardwoods and all their splendor. High speed internet through the HOA makes working from home feel like working from heaven. The sellers have provided a brand new Kinetico water filtration system, septic already pumped, refinished hardwoods, new carpet, fresh paint inside and out and a chance to own a home of your dreams.

250 Hamamelis Ln, Pittsboro

$225,000

2 Beds ⋅ 2 Baths ⋅ 10197100 MLS ⋅ ACTIVE Status

Looking for space, privacy, and the freedom to make a property your own? This 2-acre retreat offers it all—with no HOA and no restrictions! Enjoy the peace and privacy of a spacious lot while being just 10 minutes from downtown Pittsboro and approximately 30 minutes from Sanford or Chapel Hill. It's a great location for enjoying a quieter lifestyle without giving up convenient access to town, shopping, dining, and surrounding communities. Built in 1998, this well-maintained single-wide has had many upgrades and offers 2 bedrooms, 2 full baths, and generously sized rooms throughout. The open kitchen and dining area features stainless steel appliances and provides a comfortable space for everyday living and entertaining. The separate family room offers a cozy gathering space with an electric fireplace, while the dedicated laundry room adds everyday convenience. Outside is where this property truly shines. The level front and back yards provide plenty of usable space for gardening, pets, play, entertaining, or future projects. Enjoy morning coffee or evening gatherings on the front and back decks, and take advantage of the sturdy double storage shed for tools, equipment, and hobbies. With 2 acres of privacy, no HOA, no restrictions, numerous improvements, and a convenient location, this property offers the space and flexibility you've been looking for. Come see the privacy, the land, and all the possibilities this property has to offer!

82 Arthur Alston Rd, Pittsboro

$325,000

2 Beds ⋅ 2 Baths ⋅ 10196738 MLS ⋅ ACTIVE Status

This is your chance to live in the sought after Fearrington community! This neighborhood boasts a Swim & Croquet Club, charming Shops, Restaurants, scenic Walking Trails, lots of community activities & so much more! This lovely 2 Bedroom home lives large at 1,694 Square Feet! An oversized Sunroom gives you extra room to spread out or you can enjoy your outdoor space on your large deck! Located minutes from Chapel Hill, UNC, RTP, RDU Airport & Jordan Lake makes this an excellent location! Home has been very well cared for; next owners may want to update to their tastes so home has been priced accordingly. Detached 1 Car Garage is maintained by the HOA & is not deeded separately. Come take a peek!

401 Lyndfield Close, Pittsboro

$1,125,000

2 Baths ⋅ 10195009 MLS ⋅ ACTIVE Status

25.2± ACRES OF PRIVATE WOODED LAND JUST NORTH OF PITTSBORO! Discover the opportunity to create your own private retreat across two parcels in a serene, wooded setting with no HOA. A single private road provides access into the property, offering privacy and a peaceful atmosphere while remaining conveniently located just north of Pittsboro and near Chatham Ridge Golf Course. Power lines extend to the center of the property, providing an existing utility advantage for future development. The property includes an existing house in disrepair, along with workshop and greenhouse structures that offer potential for storage, hobbies, or agricultural use. Whether you're looking to build a private estate, create a secluded homestead, or hold land for future possibilities, this expansive tract offers a rare combination of acreage, privacy, natural surroundings, and convenient location. Enjoy quiet country living while being within easy reach of Pittsboro, Chapel Hill, Raleigh, and the surrounding Triangle.

7192 Nc 87 N, Pittsboro

$249,900

3 Beds ⋅ 2 Baths ⋅ 10194841 MLS ⋅ ACTIVE Status

Welcome to 122 Charlie Fields Road, where refreshed interiors meet one of Pittsboro's most charming pockets. Just minutes from the heart of historic Bynum, this 3 bed, 2 bath home offers something increasingly hard to find: space and privacy at home with a genuine sense of community right outside your door. Inside, thoughtful updates include refreshed flooring, an updated kitchen and bathrooms, and a truly oversized primary bathroom that gives the primary suite a retreat-like feel. The home is fresh, comfortable and move-in ready while still leaving room to make it your own. But the location may be the real standout. Bynum is one of those special places that feels tucked away while remaining deeply connected to Pittsboro. Enjoy easy access to the Haw River, nearby recreation and trails, the Bynum General Store and the community events that regularly bring people from across Pittsboro to this little corner of Chatham County. It's a lifestyle that blends nature, community and convenience: mornings enjoying local recreation, afternoons by the river and evenings gathering at community events with neighbors, all just outside your front door. 122 Charlie Fields offers the opportunity to live close to what makes this part of Pittsboro so special.

122 Charlie Fields Rd, Pittsboro

$499,900

3 Beds ⋅ 2 Baths ⋅ 10194490 MLS ⋅ ACTIVE Status

One family. More than six decades. One very special Pittsboro property. Set on approximately 1.25 acres (per tax records) with mature trees, established landscaping and an expansive lawn, this beautifully maintained 1964 brick ranch has remained in the same family since it was built. Offering 3 bedrooms, 2 full baths and approximately 1,551 square feet per professional measurement, the home features comfortable single-level living with a wonderfully functional floor plan. A spacious living room, separate dining room and inviting den/family room with wood-paneled walls, built-ins and a gas fireplace provide multiple gathering spaces. Pocket doors add to the home's original character while offering flexibility between the living areas. The kitchen retains its classic all-wood cabinetry, while the large laundry room provides abundant cabinetry, counter space and a utility sink. Two rear bedrooms share a Jack-and-Jill full bath, while the second full bath with shower serves the third bedroom and main living areas. Replacement windows allow plenty of natural light throughout, and hardwood flooring is visible in portions of the home and believed to be present beneath some existing carpet. Outdoor space is where this property really shines. Enjoy the deck, established garden area, mature trees and generous lawn, along with a detached two-car garage, detached carport, separate storage building and pull-down attic access for additional storage. Public water and sewer add everyday convenience. Lovingly maintained and largely original, this home offers a rare opportunity to preserve its character, update at your own pace and create the next chapter of a property that has been cared for by the same family for generations. Property is being offered as-is; seller will make no repairs.

798 Sanford Rd, Pittsboro

$324,500

2 Beds ⋅ 2 Baths ⋅ 10194211 MLS ⋅ ACTIVE Status

Discover easy, low-maintenance living in this charming 2-bedroom, 2-bath cottage in Chatham Park. Thoughtfully designed and beautifully refreshed, this 828-square-foot home offers an efficient floorplan, stylish updates, and the convenience of having restaurants, shops, parks, groceries and more close by. Inside, you'll find a bright, welcoming home with new flooring, fresh paint, and stylish new lighting. The smart floorplan makes excellent use of every square foot! Designed for today's lifestyle, the home features an energy-efficient design, EV charger, sealed crawl space, on-demand hot water, and upgraded standing-seam roof. Outside, let the HOA take care of the work. Landscaping and common areas are maintained for you, making this an ideal lock-and-leave home. Seller is licensed Real Estate Agent.

286 Cottage Way, Pittsboro

$364,500

3 Beds ⋅ 2 Baths ⋅ 10193817 MLS ⋅ ACTIVE Status

**Brand New LG Glass Air Fry Convection Range Oven installed!** Minutes from downtown Pittsboro restaurants & shops! Easy One-Level Living on a Quiet Cul-de-Sac - Welcome to 53 Grove Point! This is the one you've been waiting for! Tucked away on a quiet cul-de-sac, 53 Grove Point is a beautifully maintained 3-bedroom, 2-bath, 1252 sq feet one-story home offering comfort, convenience, and inviting indoor-outdoor living—all at an exceptional price point. From the moment you arrive, the welcoming front porch and classic porch swing set the tone. Picture slow mornings with coffee, relaxed evenings with someone you love, and the ease of coming home to a place that simply feels good. Step inside to a bright, comfortable living room where a vaulted ceiling and cozy fireplace create an airy yet inviting gathering space. The open layout keeps everyone connected, with easy sight lines between the living area, kitchen, and dining nook. The kitchen features an **Brand New LG Glass Air Fry Convection Range Oven installed!** Then almost-new stainless steel refrigerator. Peace of mind with new and almost brand new appliances! The engineered hardwood flooring adds warmth and character throughout portions of the home. One of this home's greatest advantages is its single-level floor plan. With no need to navigate multiple stories, 53 Grove Point offers the kind of easy everyday living that works beautifully for all ages and stages of life. Whole house water filtration system and an R/O system in the kitchen. The spacious primary bedroom features its own vaulted ceiling, creating a light and relaxing retreat. Two additional bedrooms, two full bathrooms, and the laundry area are conveniently located along the home's private bedroom wing, providing comfortable separation from the main gathering spaces. And the living doesn't stop indoors. Step through the back kitchen door onto the freshly re-stained deck, complete with evening lighting and overlooking a large backyard with partial wood privacy fencing. There's plenty of room to grill, entertain, garden, play, or simply unwind at the end of the day. And then there's the shed! This charming backyard addition provides valuable storage today with plenty of potential for whatever you imagine tomorrow. One story. Three bedrooms. Two full baths. Vaulted ceilings. Fireplace. Cul-de-sac setting. Large yard. Wonderful outdoor living. 53 Grove Point brings together the features buyers are searching for in a home designed for easy living. Come see why 53 Grove Point just might be the one you've been waiting to call home.

53 Grove Pt, Pittsboro

$290,000

3 Beds ⋅ 2 Baths ⋅ 10193707 MLS ⋅ ACTIVE Status

*Listed BELOW appraisal value* Discover the possibilities with this 3-bedroom, 2-bath brick ranch nestled on 4.36 acres. Offering plenty of room to spread out, this property provides a great opportunity for someone looking for acreage, privacy, and a home they can make their own. The home could use some updating and TLC, making it a great candidate for buyers who want to add their personal style and improvements over time. The spacious layout includes a fireplace with gas logs; the gas logs are in working condition but will need to be serviced. Outside, the property offers plenty of flexibility. A covered shelter behind the home could provide storage or be useful for those wanting to keep animals. A carport offers covered parking, while the expansive acreage gives you room for gardening, recreation, outdoor projects, or simply enjoying the surrounding space. Additional features include a whole-house generator for added peace of mind and a shared well. If you're looking for a brick ranch with acreage and the opportunity to build equity through updates, this property is ready for its next chapter. This property was previously listed together with 2225 Castle Rock Farm Road but is now being offered separately. The sellers have established a well easement for 2251 Castle Rock Farm Road. The property shares a well with 2225 Castle Rock Farm Road. Come see the potential and imagine what you can create here!

2251 Castle Rock Farm Rd, Pittsboro

$625,000

2 Beds ⋅ 2 Baths ⋅ 10193250 MLS ⋅ ACTIVE Status ⋅ Creek House BLDG.

One of the most iconic houses in Chatham County, the Creek House was built in 1973 and boasts over 2000 square feet on two floors, with seven distinctive rooms, central fireplaces on both levels and a glass-walled great room overlooking Terrell's Creek, which surrounds 3 sides of the house. 3.74 acres of creek and mature woodlands just 10 miles from Chapel Hill, the end of a small community road, a lovely setting which neighbors an 18c stone-ground mill which is still functional. Historic storm-of-the-century Chantal deposited over 10 inches of rain into the Terrell's Creek watershed and inundated a portion of the house, but the owners flood insurance quickly responded and renovated the house to its best state. Come out and look over this significant property. It could be yours.

180 Hobbs Rd, Pittsboro

$499,900

3 Beds ⋅ 2 Baths ⋅ 10191548 MLS ⋅ ACTIVE Status

Imagine waking up to the tranquil sound of a gentle creek flowing just beyond your back door, sipping morning coffee from your sun-drenched dining space, and ending the day immersed in pure relaxation. Set in desired Fearrington Village, this turnkey retreat offers an elevated, low-maintenance lifestyle where you can easily get to village shops, seasonal markets, and enjoy all the vibrant community amenities, like the creekside walking trail right outside your door. Inside, natural light pours through expanded windows onto seamless LVP flooring and a cozy fireplace featuring a custom granite surround and live-edge mantel. The kitchen is designed for effortless living with granite countertops and instant hot water, while the primary suite serves as a true sanctuary with sliding barn doors, plantation shutters, and a spa-like bath with a corner jetted tub. Outdoor living is framed by nature—relax on the screened-in porch or entertain on the expansive Trex deck with custom privacy screening overlooking the woods. You will also love the rare, fully sealed walk-in lower level providing vast, clean, and dry storage space. Please see the complete list of major improvements in MLS docs, as there are too many upgrades to fit here! Don't just imagine this life—come feel the peace and fall in love with your new home today.

50 Trestle Leaf, Pittsboro

$435,000

3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ ACTIVE Status

Price improvement on this thoughtfully Renovated Ranch on over 5 acres! Built in 1970 and refreshed from top to bottom, this 3 bedroom, 2 bathroom home sits on 5.5 acres in Pittsboro, offering comfort, space, and peace of mind. Recent upgrades include a heat pump and central AC system installed October 2022 with a thermostat, a metal roof installed in 2018, and a mold-remediated, sealed crawlspace with a dehumidifier. Inside, the sellers opened up the main living space, creating a bright, free-flowing layout accented by crown molding in the dining room. Popcorn ceilings have been removed and freshly painted throughout with beautiful wood flooring, and the kitchen features replaced countertops with freshly painted cabinets. Both bathrooms have been updated, and the hall bath was enlarged to include a new closet. You'll also find updated interior doors, baseboards, light fixtures, outlets, switches, and covers throughout.

978 Elmer Keck Rd, Pittsboro

$615,000

2 Beds ⋅ 2 Baths ⋅ 10191033 MLS ⋅ ACTIVE Status

$40,000 in Upgrades & Improvements! FLEXIBLE FLOOR PLAN to suit your lifestyle -- whether it's 2/2 + office, 3/2 or 2/2 + dining room! This beautifully updated ONE-LEVEL home has the most amazing light bathing the space in sunshine. The high ceilings and casement windows offer a clear view to the wooded backyard and surrounding private cul-de-sac. NEW water heater, NEW furnace and AC. STAINLESS KITCHEN appliances - KitchenAid refrigerator and dishwasher, GE built-in wall oven, separate built-in microwave and electric cooktop on the kitchen island. Bathrooms were beautifully UPDATED; Guest Bath now has a beautiful tub and handsome tiled surround. And, the Primary Bathroom has a WALK-IN TILED SHOWER with a bench. CUSTOM SHELVING in the walk-in kitchen pantry and primary closet. ENGINEERED HARDWOODS through most of the home with carpet only in the primary closet. The BRICK-FLOORED 4-SEASON ROOM is both heated and cooled for year-round use. It's the perfect space to set up a multitude of ways; your dining room, have your morning coffee or entertain friends while you're grilling outside under the awning. Enjoy a partially FENCED private backyard. 4055 Sampson is close to Fearrington Village center to enjoy all of the shops, restaurants and events going on. It's an easy walk to the park to visit with friends, have pizza at The Roost or listen to live music. Don't sleep on this one!

4055 Sampson, Pittsboro

$375,000

3 Beds ⋅ 2 Baths ⋅ 10190815 MLS ⋅ ACTIVE Status

A sweet downtown Pittsboro home with space, updates, a fenced yard, and a setting that is increasingly hard to find. Tucked at the end of a cul-de-sac, this charming 3-bedroom, 2-bath cottage offers a bright, comfortable interior with hardwood floors throughout the main living areas. The kitchen features white cabinetry, granite countertops, and stainless steel appliances. The main-level primary bedroom has a vaulted ceiling, Palladian window, walk-in closet, and convenient access to a full bath. Upstairs are two spacious bedrooms and a second full bath. Recent improvements include a newer roof, HVAC system, hot water heater, and fresh interior paint. Outside, enjoy a large elevated deck overlooking the fenced backyard, along with a separate storage shed. All this just minutes from downtown Pittsboro's restaurants and shops, the library, schools, and nearby walking trails.

51 W Field St, Pittsboro

$583,000

3 Beds ⋅ 2 Baths ⋅ 10190377 MLS ⋅ ACTIVE Status

Welcome to 497 Turn Key Way! A nature lovers dream, this peaceful and inviting home is tucked away in a beautiful wooded setting just minutes from Pittsboro. Set on 2.7 acres surrounded by mature gardens and expansive decks, this light-filled home offers the perfect blend of privacy, space, and convenience. Step inside to a generous open layout with vaulted ceilings, hardwood flooring, and a spacious main-level living area. Three bedrooms are located on the main level, including a comfortable primary suite with a walk-in closet and laundry nook, and a convenient office space. Sliding glass doors open from all 3 bedrooms to the decks, adding easy access to the beautiful outdoor spaces. The cook's kitchen features custom wood cabinetry and durable concrete countertops, offering both style and function. Upstairs, a 20x14 mezzanine loft provides flexible space for a home office, studio, additional living area, or playroom. Outside, enjoy your morning coffee on one of the expansive decks overlooking the serene and natural surroundings, or gather with friends and family for a barbecue in the huge backyard. A shed on the property provides additional storage, or can be outfitted as a small office or man/she cave. With more than 2,200 square feet of living space, this unique property offers the welcoming feel of a country home while remaining just minutes from the conveniences of Pittsboro. A wonderful opportunity to enjoy nature, privacy, and comfortable living in a truly special setting.

497 Turn, Pittsboro

$397,900

2 Beds ⋅ 2 Baths ⋅ 10190275 MLS ⋅ ACTIVE Status

Find your favorite cozy nook at 482 Beechmast, nestled among the trees in Fearrington Village. From the moment you step inside, this home invites you to settle in and stay The foyer opens to a welcoming living room with a beautiful working fireplace. Beyond it, the sunroom is wrapped in windows overlooking the trees. It is the sort of place where morning coffee turns into one more chapter of a book. Skylights bring light into the home, adding to its open, airy feel. In the kitchen, new quartz countertops, a brand new stove and refrigerator, and a stainless steel sink with an upgraded faucet make everyday tasks a pleasure. There is a breakfast area by the windows, charming cabinetry tucked into the corner, and a generous pantry with room to step inside. A beautiful laundry room with a new washer and dryer adds another everyday convenience. Two large bedrooms and two bathrooms offer space and flexibility, with the living areas on the main level. Both showers have been upgraded, while new luxury vinyl plank flooring and carpet give the home a fresh feel. Upstairs, an unfinished area offers additional space and possibilities for a future owner to explore. Step into the side yard to enjoy the porch and the surrounding trees. A separate garage maintained by the HOA provides covered parking. Beyond your front door, Fearrington Village offers walking trails, green spaces, shops, dining, and community activities. Offered at $397,900. Come see the sunroom in person, picture a quiet evening by the fire, and imagine making this place your own. Offers are welcome.

482 Beechmast, Pittsboro

$370,000

3 Beds ⋅ 2 Baths ⋅ 10190084 MLS ⋅ ACTIVE Status

Terrific Value & Reduced Price in Fabulous Fearrington! This end-unit townhome boasts hardwood floors throughout, a screened porch, main floor primary suite & a living room with vaulted ceiling & gas fireplace. Step into this Fearrington Village beauty and enjoy life the easy way. Just down the street from the Swim & Croquet club and the village shops, you can enjoy the quiet and convenience of townhome living on Whisperwood Close. Contemporary styling, recent hvac (2025), and gleaming white oak floors make this a welcoming space. The kitchen boasts tons of cabinet space, solid-surface tops, gas range, stainless fridge, and a bright breakfast nook. The main floor primary suite overlooks the front garden, and features an ensuite bath & oversized walk-in closet. Upstairs you will find 2 more bedrooms, guest bath, and a cozy balcony overlooking the spacious living room. Relax out back on your brick-floored screened porch overlooking blooming crepe myrtles. Detached garage (owned by HOA). Come see 334 Whisperwood Close today!

334 Whisperwood Close, Pittsboro

$489,000

2 Baths ⋅ 10187560 MLS ⋅ ACTIVE Status

Prime location within walking distance to quaint downtown Pittsboro. Shops, restaurants, places of Worship, Bakery, Art Galleries, offices and downtown Social district is only 3 blocks away! Wonderful level residential lot to build your dream home or rare investment opportunity with multi-family use potential.

30 Midway St, Pittsboro

$599,900

2 Beds ⋅ 2 Baths ⋅ 10187535 MLS ⋅ ACTIVE Status

Exceptional Value at Encore at Chatham Park! Why settle for a builder's quick move-in when you can enjoy a beautifully finished home with over $30,000 in post-construction improvements already complete? Plus ask about our new Preferred Lender Incentive with first year payment reduction of $326/mo! Offered at just $599,900, this exceptional Mosley floor plan combines thoughtfully designed one-level living with sophisticated upgrades, a fabulous screened porch, and a private fenced backyard overlooking mature trees. Recently completed 11-month inspection adds peace of mind. No construction delays, no additional projects, and no waiting to begin enjoying the exceptional 55+ lifestyle at Encore! Warm, sophisticated, and beautifully appointed, the Mosley floor plan combines effortless one-level living with thoughtfully designed private spaces. A welcoming guest suite with its own bath is situated at the front of the home, while French doors open to a dedicated study that can easily accommodate additional guests. The spacious primary suite enjoys a private location at the rear, featuring a luxurious bath with zero-entry shower and a stunning, professionally designed custom closet with built-in cabinetry, dresser drawers, and exceptional shoe storage. Rich wood plantation shutters throughout add timeless elegance. At the heart of the home, the gorgeous kitchen features quartz countertops, striking glass tile backsplash, stainless steel appliances, decorative pendant lighting, a generous center island, and walk-in pantry. Open, inviting living spaces are ideal for relaxed everyday living and entertaining. Extend your living outdoors to the beautiful screened porch with finished epoxy flooring, overlooking a fenced backyard and peaceful views of mature trees. A private retreat for morning coffee, quiet afternoons, or evenings with friends. Even the practical spaces are exceptional! The spacious laundry room features custom cabinetry, generous countertops, folding station, drop zone, and storage closet. Nearly new washer and dryer convey. The beautifully finished garage boasts professionally painted walls, epoxy flooring, and wiring for an EV charging station. A tankless water heater adds everyday convenience. Enjoy the lifestyle Encore at Chatham Park is known for, with opportunities for recreation, relaxation, and connection, all within easy reach of the shopping, dining, and conveniences of Pittsboro and the greater Triangle. Skip the construction. Skip the projects. Simply move in and start enjoying the lifestyle you've been waiting for!

236 Aspen Ave, Pittsboro

$399,900

4 Beds ⋅ 2 Baths ⋅ 10185919 MLS ⋅ ACTIVE Status

Welcome home to 38 Silverstone Drive, where inviting living spaces, thoughtful features, and a peaceful setting come together in growing Pittsboro, NC. This appealing 4-bedroom, 2-bath home offers the convenience of two bedrooms on the main level and a bright, open living area highlighted by a fabulous wall of windows that fills the space with natural light. The kitchen is sure to impress, featuring a beautiful artisanal live-edge wood bar countertop that adds warmth, character, and a one-of-a-kind touch. A spacious walk-in pantry provides plenty of storage, while the kitchen's inviting design is perfect for everyday cooking, entertaining guests, or letting your culinary creativity shine. Step outside to enjoy the partially fenced backyard, which backs to a wooded common area that will remain wooded, offering a lovely natural backdrop and an added sense of privacy. Charming details, an open and light-filled interior, and a peaceful setting make this home one to see. Come discover all that 38 Silverstone Drive has to offer!

38 Silverstone Dr, Pittsboro

$625,000

3 Beds ⋅ 2 Baths ⋅ 10184862 MLS ⋅ ACTIVE Status

Check out this marvelous homeplace just east of downtown Pittsboro- 3 bedrooms, 2 full baths, open floorplan on over 3 acres. But wait, there's much more! Killer attached garage space for 6 cars, or 4 cars and a workshop or 2 cars and a work-palace. Outside we have two separate backyard fenced areas, fruit trees, greenhouse, and a huge chicken coop with fenced in area. And the yard's fairly level with plenty of room for a garden. Oh, and there's two detached carports for your boat, RV, tractor or other toys. And what a location- 5 minutes to beautiful downtown Pittsboro and 30 minutes to either Chapel Hill, RDU Airport or Cary! Showings begin Friday August 7th at 3pm- don't miss this one...

387 Hanks Chapel Rd, Pittsboro

$399,000

3 Beds ⋅ 2 Baths ⋅ 10181660 MLS ⋅ ACTIVE Status

Beautifully designed contemporary home on a naturally wooded lot in Fearrington Village. Vaulted ceilings, skylights, and abundant windows fill the home with natural light and frame views of the wooded setting. The front door opens to an entry foyer, leading to a living room with a fireplace and a dining area with sliding glass doors to the rear deck. The spacious kitchen includes a pantry and gas stove, with an adjoining laundry room that offers a second pantry. The main-level primary bedroom features a walk-in closet and full bathroom. Upstairs are two additional bedrooms and another full bath. Recent updates include fresh interior paint and new bedroom carpet. Exterior storage closet included.

4 Matchwood, Pittsboro

$469,000

3 Beds ⋅ 2 Baths ⋅ 10180426 MLS ⋅ ACTIVE Status

Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro

$606,700

2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status

Welcome to the Sweetfern, a thoughtfully designed home where warm, inviting finishes meet effortless everyday living. The heart of the home features an upgraded cooktop kitchen with warm wood tones, elegant touches of green, and brushed brass accents that create a sophisticated yet comfortable feel. The open-concept family room is highlighted by impressive 12' sliding glass doors, bringing in abundant natural light and creating a seamless connection to the outdoor living space. A private enclosed study with French doors offers the perfect space for a home office, reading room, or flex space. Retreat to the spacious Owner's Suite, enhanced by an elegant tray ceiling, while the mudroom adds everyday functionality with a utility sink and countertop. With its beautiful blend of warmth, style, and carefully selected upgrades, this Sweetfern is designed to feel welcoming from the moment you step inside. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm. Design upgrades were added as of 8/17/26 reflecting the recent increase in listing price.

87 Englehart Ct, Pittsboro

$539,000

3 Beds ⋅ 2 Baths ⋅ 10177049 MLS ⋅ ACTIVE Status

Motivated Sellers!!! Price just adjusted!!! Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of privacy, comfort, and country living. An inviting front deck welcomes you into an open foyer and spacious family room featuring a stunning cathedral ceiling with exposed wood ceiling and beams, creating a warm and inviting atmosphere. The main level offers two bedrooms, including the primary suite with two closets. As well as a first floor guest bedroom. Upstairs, you'll find the third bedroom, and a versatile office/media/bonus room, and a second full bath—providing flexible space for working from home, hobbies, or guests. The kitchen opens to the family room and features granite countertops, stainless steel appliances, a smooth top cooktop, convection wall oven, microwave and a refrigerator. A separate dining room with a chandelier is perfect for gatherings, while a cozy breakfast nook just off the family room makes an ideal spot for morning coffee or quiet reading. Additional interior features include a spacious laundry room with a utility sink and ample shelving for pantry or storage needs. An Amazing amout of hardwood flooring thoughout living areas and bedrooms. No carpet anywhere in the home. Step outside to enjoy the screened porch overlooking the peaceful backyard, which opens onto a large deck—perfect for entertaining or relaxing while taking in the natural surroundings. The fenced backyard includes a fire pit, two storage sheds (one with a welcoming front porch), and plenty of open space for gardening, raising chickens, or simply enjoying the outdoors. Additional features include a water softener system and reverse osmosis system for added convenience and peace of mind. If you're looking for privacy, character, and room to spread out while still being conveniently located between Pittsboro and Chapel Hill and a short ride to Jordan Lake, this one-of-a-kind property is a must-see!

1396 Bynum Ridge Rd, Pittsboro

$499,900

3 Beds ⋅ 2 Baths ⋅ 10159108 MLS ⋅ ACTIVE Status

Discover effortless one-level living in one of the Triangle's most beloved communities. Nestled within Fearrington Village, this beautifully maintained and low maintenance 3 bedroom, 2 full bathroom ranch townhome blends timeless character with thoughtful updates, offering high ceilings, abundant natural light, inviting gathering spaces, beautifully designed landscaping and a private courtyard retreat. Whether you are entertaining friends, enjoying peaceful mornings with coffee, strolling all the walking trails to Village center, enjoying the lush gardens, attending community events, shopping at The Belted Goat, enjoying a meal at the Fearrington House Restaurant or a day at the Spa at Fearrington, this home offers the lifestyle so many buyers are searching for. Come experience it for yourself! Check out Fearrington Village and schedule your showing today!

1312 Langdon Pl, Pittsboro

$459,000

2 Beds ⋅ 2 Baths ⋅ 10155933 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.

*** Back on the Market*** Now includes Fridge and washer dryer!! \Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

128 Tantara Bnd, Pittsboro

$680,000

3 Beds ⋅ 2 Baths ⋅ 10166720 MLS ⋅ ACTIVE Status

MAJOR PRICE IMPROVEMENT — NOW $680,000! If you've been dreaming of acreage, privacy, and the opportunity to create a home that reflects your own style, this new price makes 23 Turkey Creek Trail an exceptional opportunity. Now offered at $680,000, this property features 5.13 private acres in Log Barn Acres, offering space, privacy, and possibilities that are increasingly difficult to find this close to Pittsboro. With its spacious layout, unique amenities, and substantial price adjustment, buyers have greater flexibility to make updates and personalize the home over time. AI-generated renovation renderings have been included to showcase just one of the many ways the home could be transformed to reflect your own style and vision. Tucked away on 5.13 peaceful acres, this rambler-style home offers exceptional flexibility with multiple living and gathering spaces designed to fit your lifestyle. The vaulted living room showcases exposed beams and a dramatic floor-to-ceiling brick fireplace, creating a warm and inviting focal point. This space could also serve beautifully as a grand dining room for entertaining. A second gathering room offers endless possibilities as a family room, flex space, or additional dining area, while the keeping room just off the kitchen provides another cozy retreat. The spacious bonus room is ready to become whatever you envision—a theater room, game room, playroom, home office, fitness room, or hobby space. The kitchen offers a functional layout with a sunny breakfast nook, and all bedrooms are generously sized. The primary suite has already been tastefully updated with a walk-in tile shower, new vanity, updated lighting, and additional cabinetry for enhanced storage. Outdoor living is just as impressive, featuring a welcoming front porch with a porch swing, an expansive screened porch with a vinyl window system for nearly year-round enjoyment, and a spacious deck perfect for entertaining. The large yard offers room to roam, including a fenced rear section ideal for pets, gardening, or play. Additional highlights include a partially sealed crawl space, detached workshop/storage building with electricity, covered RV parking pad with power hookup, natural gas service, and room for horses. Enjoy the peace and privacy of country living while remaining just minutes from historic downtown Pittsboro, shopping, dining, and everyday conveniences.

23 Turkey Creek Trl, Pittsboro

$1,100,000

2 Beds ⋅ 2 Baths ⋅ 10157726 MLS ⋅ ACTIVE Status

This is a unique opportunity to live on one side of the unit and rent out the other apartment and commercial grade workshop that boasts a hydraulic lift, diesel tank w/ pump (per seller), MULTIPLE storage/ outbuildings, a pole barn and SO MUCH more on approx. 36 acres featuring amany hardwoods, babbling creek(s) and a historic homesite

9402 N Nc 87 N, Pittsboro

$695,000

4 Beds ⋅ 2 Baths ⋅ 10093658 MLS ⋅ ACTIVE Status ⋅ The Snipes House BLDG.

This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on Friday evenings May to September & additional events. ''The Snipes House'' built in 1908, offers generous outdoor space with a one-acre lot, perfect for enjoying the great outdoors. Let this be your perfect family home or your next great investment. (This is a beautiful historic house. The square footage listed at 2460 does not include the delightful and useful 2nd floor flex room that is 399 square feet due to a partially low ceiling height. The useful, livable square footage of the home is 2859 sf. )

967 Bynum Rd, Pittsboro

$250,000

2 Beds ⋅ 2 Baths ⋅ 10162061 MLS ⋅ ACTIVE Status

A charming, well-maintained property offering both comfort and convenience. This inviting home features a thoughtfully designed layout with abundant natural light, creating a warm and welcoming atmosphere throughout. The living space, with its easy flow between the living room, dining area, and kitchen, is ideal for both relaxing and entertaining. The kitchen offers ample cabinet and counter space, making meal preparation both functional and enjoyable. Outside, enjoy a peaceful setting perfect for morning coffee or evening unwinding. Conveniently located near downtown Pittsboro, local shops, dining, and major commuting routes, this home offers the perfect balance of small-town charm and accessibility.

173 Credle St Unit B, 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

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