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47 Wandering Way, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10196085 MLS ⋅ ACTIVE Status ⋅ Evergreen A BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

47 Wandering Way, Pittsboro

378 Crimson Way, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10195843 MLS ⋅ ACTIVE Status
RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 baths, 4,249 square feet, a huge recreation room, tons of storage, an oversized 3-car garage, and a private 1.78-acre homesite. Priced at ONLY $224 PER SQUARE FOOT -- significantly below the neighborhood average -- this is a rare opportunity to enjoy more home, more land, and an impressive collection of desirable features for the money. Set on an expansive 1.78-acre lot, the property offers wonderful privacy, with much of the rear acreage preserved as mature woods. Enjoy the peaceful, natural setting and beautiful canopy of mature hardwoods as it is, or explore clearing portions of the property to create additional usable yard space. Extensive professional landscaping and beautiful stonework enhance the home's curb appeal and complement the natural surroundings. The home has been immaculately maintained and shows beautifully, with thoughtful features and upgrades throughout. A highly desirable Generac whole-house generator provides added comfort and peace of mind during power outages and severe weather--a valuable feature not commonly found in the neighborhood. Two professionally installed French drains help manage water flow across the property, while an annual termite inspection contract provides ongoing professional monitoring. The home is also still under structural warranty. Inside, the spacious open floor plan is ideal for both everyday living and entertaining, featuring elegant coffered ceilings, a chef's kitchen, custom-built closets, and a desirable first-floor primary suite. The home offers tons of storage throughout, with thoughtfully designed spaces that make it easy to stay organized while maximizing usable living space. Upstairs, a huge recreation room adds an exceptional amount of additional living space and offers endless possibilities as a media room, game room, playroom, home gym, second family room, or a combination of uses. With five bedrooms PLUS the oversized recreation room and abundant storage, there is tremendous flexibility for family, guests, home offices, hobbies, or multigenerational living. The oversized 3-car garage provides even more valuable space for vehicles, storage, recreational equipment, a workshop, or hobbies--another desirable feature that helps set this property apart. Residents enjoy access to the sought-after Chapel Ridge amenities, including the community pool, tennis facilities, fitness center, and clubhouse, along with the added appeal of the gated section. The location also offers convenient access to historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. With 4,249 square feet, 5 bedrooms, 3.5 baths, a huge recreation room, tons of storage, custom-built closets, an oversized 3-car garage, Generac whole-house generator, extensive landscaping and stonework, and a private 1.78-acre homesite -- ALL AT ONLY $224 PER SQUARE FOOT -- this immaculately maintained home offers an exceptional combination of SPACE, PRIVACY, FEATURES, AND VALUE in Chapel Ridge.

378 Crimson Way, Pittsboro

121 Gardenview Dr Unit 396p, Pittsboro
$599,900
4 Beds ⋅ 3 Baths ⋅ 10195765 MLS ⋅ ACTIVE Status
DESIGN THE WINSLOW AROUND THE WAY YOU LIVE! Starting with 3,641 SF, the standard Winslow offers 4 bedrooms, 2.5 baths, a private Study, Game Room and 2-car garage. The main level features an open Great Room, Kitchen and Nook plus a separate Dining Room and Butler's Pantry. Upstairs, the spacious Primary Suite includes a private Sitting Room, joined by three additional bedrooms, Laundry and Game Room. Then personalize the plan: available options include a main-level Bedroom 5 with full bath, Hearth Room or Sunroom, covered or screened porch, fireplace, alternate bath configurations and multiple Primary Bath designs. Want even more space? An optional third floor can add a Media/Game Room, Bedroom 6 and optional bath. Choose the spaces, finishes and details that fit your lifestyle, then build your Winslow at Meadowview. Visit the Sales Center and start designing yours today!

121 Gardenview Dr Unit 396p, Pittsboro

113 Gardenview Dr Unit 395p, Pittsboro
$504,900
3 Beds ⋅ 3 Baths ⋅ 10195764 MLS ⋅ ACTIVE Status
BUILD YOUR LENOX IN MEADOWVIEW! This proposed 2,542 SF home offers 3 bedrooms, 2.5 baths, a dedicated Study, spacious Bonus Room and attached 2-car garage. The open main level brings the Kitchen, Dining area and Great Room together for easy everyday living, while the private Study provides valuable space for working from home. Upstairs, the spacious Primary Suite is joined by two additional bedrooms, a full bath and an oversized Bonus Room for flexible living space. True Homes' semi-custom approach gives you opportunities to personalize your home with available structural and design options, including a fourth bedroom in lieu of the Bonus Room, covered or screened porch, fireplace and Primary Bath choices. Choose your finishes and create the home that works for you. Proposed construction—let's build your dream home!

113 Gardenview Dr Unit 395p, Pittsboro

103 Gardenview Dr Unit 394p, Pittsboro
$576,900
4 Beds ⋅ 3 Baths ⋅ 10195763 MLS ⋅ ACTIVE Status
BUILD YOUR MONTCREST IN MEADOWVIEW! This proposed 2,757 SF home offers a spacious design with 4 bedrooms, 3 full baths and an attached 2-car garage. The standard plan features a main-level Primary Suite plus two additional main-level bedrooms, an open Great Room, Kitchen and Dining area, Nook, convenient Laundry and covered rear porch. Upstairs, a private fourth bedroom, full bath and versatile Loft provide additional living space. Want to personalize it? True Homes' semi-custom approach offers available structural and design choices, including additional bedroom configurations, Study, Sitting Room, expanded outdoor living and Primary Bath options. Choose your finishes and create a home that fits the way you live. Proposed construction—let's build your dream home!

103 Gardenview Dr Unit 394p, Pittsboro

59 Wandering Way, Pittsboro
$483,500
3 Beds ⋅ 3 Baths ⋅ 10195673 MLS ⋅ ACTIVE Status ⋅ Lumen C BLDG.
Welcome to our Lumen C in Chatham Park, built by local, award winning, top green builder, Homes by Dickerson. Light is the story here, with tall windows drawing the outdoors in and filling the open living spaces with a bright, welcoming glow. The layout is designed for real life, with room to gather with friends and family and quiet corners to retreat when the day is done. Three bedrooms and 2.5 baths across 2,136 square feet include a main-level primary suite that feels like a private escape. The clean, modern exterior and stone accents give the home a fresh, inviting presence, and a two-car garage adds everyday convenience. It's a home designed with intention, where every detail is considered and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here.

59 Wandering Way, Pittsboro

271 Parkland Dr, Pittsboro
$499,900
3 Beds ⋅ 3 Baths ⋅ 10195125 MLS ⋅ ACTIVE Status
Welcome to 271 Parkland Drive, a beautifully appointed home in the sought-after NoVi community of Chatham Park. Thoughtfully enhanced and originally selected as a builders home, this residence offers a level of attention to detail and finished touches that make it truly special. The open-concept design is complemented by carefully selected upgrades throughout, including a custom-built fireplace feature with an electric fireplace and surrounding lime-wash wall, creating a warm and inviting focal point for cozy evenings at home. Designer light fixtures, crown molding, custom window shades and curtains, and solid wood shelving in the closets add to the elevated feel throughout. The kitchen opens seamlessly to the living and dining spaces, while the custom pantry has been thoughtfully designed with built-in cabinetry and dedicated electrical outlets—creating an exceptionally functional space for organization and small appliances. Additional cabinetry in the laundry room adds even more everyday storage and convenience. Outside, the fully fenced backyard provides a private space to relax, entertain, garden, or enjoy a morning coffee. With the outdoor space already established, you can simply move in and enjoy it from day one. The garage has also been thoughtfully finished with painted walls, adding a polished touch to an often-overlooked space. And the location is hard to beat. Situated directly across from the new Pittsboro Town Park currently under development, you'll have an exciting new recreational destination across the street, with planned soccer fields, playgrounds and additional amenities. The Chatham Park YMCA is also just across the way, making fitness, recreation and an active lifestyle remarkably convenient. Add the trails, parks, green spaces, MOSAIC, Downtown Pittsboro, dining and shopping nearby, this is a place that puts an incredible range of everyday experiences close to home. With its custom improvements, inviting fireplace, established outdoor space and exceptional location, this is more than a beautiful home—it is a home where the details have already been thoughtfully taken care of!

271 Parkland Dr, Pittsboro

7192 Nc 87 N, 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

464 Beechmast, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10194897 MLS ⋅ ACTIVE Status
Lovely Move-In-Ready End-Unit Townhome with wooded views, 3BR/2.5BA, Main Level Primary Suite and 1-car Garage! New LVP (9", oak, 22-mil) covers the entire Main Level including all bathrooms. Freshly painted throughout. Pristine like-new carpeting covers stairs and bedrooms on Level 2. Nicely shaded yard plus sunny garden areas. Front Porch, Side Deck (HOA to replace), Walk-in conditioned Workshop/Storage in crawl space. Spacious Kitchen with recessed lighting and all NEW: Samsung Bespoke counter depth French door fridge, Whirlpool dishwasher, and oversized Kohler SS sink with Pfister faucet. Also featuring a JennAir Electric downdraft range, tiled backsplash with mosaic accents, solid-surface counter tops, under-cabinet lighting and lots of working spaces. A bright corner Breakfast Area faces the front & side yards. The Laundry Room with Pantry offers new Samsung washer & dryer and is conveniently located in the Kitchen. Large Family Room has a vaulted ceiling with two skylights, new handsomely trimmed gas log fireplace and bank of 3 windows with plantation shutters overlooking the back yard. Nearby Sun Room, with Deck access, is open to the FR and Dining Room which features a chandelier and more plantation shutters. Primary Suite offers a spacious custom walk-in closet, Sitting Area and Ensuite with large vanity featuring a new Kohler sink and Moen faucet; Lightly used ReBath glass shower was recently re-caulked by ReBath and is in excellent condtion. Half Bath is located in the foyer. Carpeted staircase leads to an open Balcony overlooking the naturally bright Family Room! Two Bedrooms with large WICs share the Full Bath with tub/shower combo and large vanity. Loft area is ideal for a Studio, Office, etc. Nearby walk-in conditioned Attic Storage. Services/Systems: Whole-house HEPA filtration; HVAC is professionally service twice yearly; Quarterly professional pest control.

464 Beechmast, Pittsboro

122 Charlie Fields Rd, 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

798 Sanford 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

131 Whispering Meadows Ln, Pittsboro
$644,000
4 Beds ⋅ 3 Baths ⋅ 10194484 MLS ⋅ ACTIVE Status
***New Custom Home*** Modern design with custom finishes define this beautifully crafted home. The main level features an open living area with a stunning kitchen showcasing custom cabinetry, quartz countertops, and a walk-in pantry. Sliding doors from the main living area lead to a covered porch, creating an easy indoor outdoor flow. The primary suite offers a spa like bath with a standalone soaking tub, tiled shower, and a spacious walk-in closet. A dedicated first floor office provides essential everyday functionality Upstairs includes three comfortable bedrooms and a full bath. Additional features include a welcoming foyer, mudroom, laundry room, and an oversized two car garage. A smart layout, elevated finishes, and effortless livability make this home a standout. Located near downtown Pittsboro, Chatham Park, shopping and dining are minutes away. East commute to Cary, Chapel Hill, and RTP. A must see!

131 Whispering Meadows Ln, Pittsboro

65 Firefly Overlook, Pittsboro
$2,545,000
4 Beds ⋅ 5 Baths ⋅ 10194353 MLS ⋅ ACTIVE Status
Crafted by Hearthstone Luxury Homes and recognized as a Silver Winner in the Parade of Homes, The Alexandria is a remarkable expression of modern English design, timeless craftsmanship, and effortless indoor-outdoor living. From the moment you arrive, the home sets a distinctive tone with its light natural-brick exterior and elegant arched steel entry door, whose glass shifts from clear to private at the touch of a button. Inside, the signature stone accent wall rises through the foyer to the second-floor landing, creating a dramatic architectural thread that continues into the kitchen. Stained-oak stair treads, oversized windows, and locally produced handmade cabinetry further reflect the home's exceptional attention to detail. At the heart of the residence, the Great Room, Casual Dining area, and Kitchen flow together beneath soaring 10-foot ceilings. White-oak beams add warmth overhead, while a breathtaking 24-foot wall of sliding glass doors draws natural light deep into the home and frames the wooded rear setting. A beautiful white-oak pocket door opens to a fully appointed Pantry/Scullery with custom cabinetry, shelving, sink, dishwasher, and refrigerator space—an ideal blend of beauty and function. The main-level Owner's Suite offers a private retreat with refined wall-paneling details, a freestanding tub, spacious walk-in shower, and an oversized custom-fitted closet. A separate Guest Suite with ensuite bath and a rear office with expansive windows provide comfort and flexibility for everyday living or extended stays. Upstairs, the home continues to impress with a spacious Media/Game Room and wet bar, two additional ensuite bedrooms, a generous flex room over the garage, and conditioned storage with an A/V closet. Outdoors, the covered Porch invites lingering evenings by the fireplace, with a retractable screen and built-in grill ready for effortless entertaining. The home and septic system have also been thoughtfully positioned to allow space for a future pool. The Alexandria is more than a home—it is a carefully composed experience where craftsmanship, architecture, and the surrounding landscape come together beautifully.

65 Firefly Overlook, Pittsboro

286 Cottage Way, 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

53 Grove Pt, 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

171 Dairymont Dr, Pittsboro
$875,000
4 Beds ⋅ 4 Baths ⋅ 10193772 MLS ⋅ ACTIVE Status
Built and offered by Baywood Builders, Inc. Under construction, 99% complete with few final finish selections available to choose. This beautiful new 2 story modern farmhouse is located 4 miles west of the circle in historic downtown Pittsboro on some of Chatham County's finest country farm land. The property features over 3 acres of scenic open rolling pasture on private Dairymont Dr. Welcome loved ones and friends to an expansive open floor plan with a 16-foot ceiling in the great room, and craftsman style doors and trims. The large front porch faces west to enjoy the setting sun. The back porch is centered on the back of the great room looking east out over the back pasture to the wood line at the creek. The large 2 car garage has plenty of room for storage and work areas. There is over 500 sf. of unfinished second floor bonus space ready to be finished, potentially totaling an all combined 4,694 sf. under roof. The gourmet kitchen is superbly appointed and wide open to the dining area and great room. There is separate office space located behind the kitchen with high-speed fiber internet. The 3 guest bedrooms are all located on the second floor and feature plenty of room and closet space, with 2 bathrooms to share, all with views of the natural landscape. Between these bedrooms is a loft/recreation area for the perfect spot to hang out. The spacious master bedroom is privately located on the first floor, including a wonderful high vaulted ceiling. The master bathroom features separate sinks, water closet, soaking tub, along with a large walk-in shower and closet.

171 Dairymont Dr, Pittsboro

2251 Castle Rock Farm Rd, 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

755 Arrowhead Loop, Pittsboro
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 10193626 MLS ⋅ ACTIVE Status
Set in an established equestrian neighborhood, this thoughtfully updated 15-acre mini farm offers country living with exceptional recreational and homesteading amenities. Fresh interior paint and newly refinished hardwoods complement the open floor plan and newly built pantry area. Enjoy the backyard oasis with a pool, hot tub and gas fire pit, plus a convenient pool house with bathroom. The property also features an irrigation system, fenced pastures, stables, double-gated chicken coops and a duck house. The custom four-stall barn has been rebuilt and enhanced with two storage rooms. Electricity serves the barn, stables, coops and pool house. Additional upgrades include HVAC, a whole-house generator, water filtration, crawl-space protection, French drains, expanded propane capacity and a separate garage/storage building. With no HOA or city taxes, this property is a dream come true.

755 Arrowhead Loop, Pittsboro

89 Cloverdale Dr, Pittsboro
$761,000
4 Beds ⋅ 4 Baths ⋅ 10193584 MLS ⋅ ACTIVE Status
RARE FIND! Private 2.77-acre property surrounded by an abundance of mature plants, foliage, and flowers, offering a peaceful setting with plenty of room to enjoy the outdoors. This custom-built 3,519 sq. ft. home features a welcoming rocking-chair front porch and an open-flow main level with beautiful hardwood floors and impressive 9-foot-plus ceilings. The main level offers a formal dining room and spacious great room with gas fireplace, flowing into a well-appointed kitchen featuring granite countertops, wood cabinetry, tile backsplash, stainless steel appliances, breakfast bar, and a separate eating area. Three bedrooms, two full baths, and a convenient laundry area with half bath complete the main living space. The living area continues upstairs to a bonus room and additional attic storage. A 24' x 24' attached double garage provides ample parking and storage. Enjoy the outdoors from the covered screened porch and deck, which lead to a fire-pit area surrounded by comfortable sitting space—perfect for entertaining or relaxing in your private surroundings. The walk-out finished basement adds exceptional versatility and includes a private-entry in-law suite with a large bedroom, full bath, living area, and space that could accommodate a kitchen. Additional basement space includes a workshop and storage areas, providing endless possibilities for hobbies, projects, home business, or extended living arrangements. Outside, you'll find an on-site greenhouse, garden area, and storage building for lawn-maintenance equipment. With privacy, spacious living areas, versatile basement accommodations, and abundant outdoor amenities, this property offers a unique opportunity that truly needs to be seen to be appreciated!

89 Cloverdale Dr, Pittsboro

280 Beacon Dr, Pittsboro
$531,900
3 Beds ⋅ 3 Baths ⋅ 10193575 MLS ⋅ ACTIVE Status
Welcome home to this practically brand-new Chatham Park gem, ideally situated in one of Pittsboro's most desirable and thoughtfully planned communities! Built in October 2025, this beautifully maintained home offers the feel, style and finishes of a brand-new home without the wait, while combining modern design, comfortable living spaces and an exceptional outdoor setting. Step inside to a bright, open-concept layout designed for both everyday living and effortless entertaining. The spacious main living area flows seamlessly into the dining space and stunning chef's kitchen, creating the perfect gathering space for family and friends. The kitchen is a true standout, featuring crisp modern cabinetry, beautiful quartz countertops, stainless steel appliances, a built-in oven and microwave, gas cooktop and sleek range hood. The combination of modern finishes and gas cooking provides both style and functionality. The inviting living room is anchored by a beautiful fireplace, creating a warm and welcoming space to relax and unwind. Step outside to enjoy the landscaped, tree-lined backyard and peaceful views, with no homes directly behind you! The enclosed outdoor living space provides an inviting extension of the home for relaxing, entertaining, enjoying your morning coffee, or unwinding at the end of the day. The picturesque tree-lined setting can even be enjoyed from the kitchen window, creating a beautiful backdrop throughout the main living space. The first floor also features a dedicated office, providing a convenient and flexible space for working from home, studying, or managing everyday life. Upstairs, the spacious primary suite provides a wonderful private retreat, while the additional bedrooms offer plenty of flexibility for family, guests, or hobbies. A bright and versatile loft adds even more living space and can easily serve as a second office, lounge, reading area, hobby space or additional gathering room. Thoughtfully designed spaces throughout the home provide plenty of room to spread out while still maintaining a comfortable, connected feel. Additional highlights include a convenient 2-car garage with an added workbench/workspace area, modern fixtures and finishes throughout, and the peace of mind that comes with a home built in 2025. Beyond the home itself, enjoy all that the highly sought-after Chatham Park community has to offer, with an abundance of parks, trails, greenways, gathering spaces and recreational amenities designed to make everyday life feel like home. Conveniently located in the heart of the growing Pittsboro area, Chatham Park offers an incredible blend of community, convenience and natural beauty.

280 Beacon Dr, Pittsboro

417 Laurel Knoll Dr, Pittsboro
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 10193509 MLS ⋅ ACTIVE Status
Set on more than two private acres, this Pittsboro home feels like a retreat of its own while still being just minutes from Fearrington Village and downtown Pittsboro, and less than 20 minutes from Chapel Hill. Mature landscaping, a fully fenced backyard, and a peaceful setting create the kind of privacy that is increasingly hard to find. Step inside to a spacious foyer and dramatic two story living room, where abundant windows fill the home with natural light. The updated kitchen sits at the heart of the home, with a spacious dining room just off the kitchen offering plenty of room to gather and beautiful natural light. Thoughtfully selected designer lighting adds a custom feel throughout the home. With more than 3,700 total square feet, there is plenty of room to come together and space to spread out. The first floor primary suite offers the convenience of main level living, complete with a beautifully renovated primary bath and built in sound system. A second bedroom on the main floor is perfect for guests or can easily serve as a private home office. Upstairs, two additional bedrooms share a Jack and Jill bath, while the large bonus room offers even more flexibility for a media room, playroom, home office, or hangout space. Outside is where this home really shines. Start your morning with coffee on the screened porch, enjoy an extended pool season thanks to the heated saltwater pool, and end the day gathered around the outdoor fireplace or covered outdoor kitchen and bar. Surrounded by mature landscaping and more than two acres, the backyard feels like your own private escape with plenty of room to entertain, unwind, and simply enjoy the peace and quiet. Private without feeling remote, this is the kind of home that gives you room to breathe while keeping Fearrington Village, downtown Pittsboro, Chapel Hill, dining, shopping, and everyday conveniences within easy reach.

417 Laurel Knoll Dr, Pittsboro

640 Cabin Crk, Pittsboro
$787,000
4 Beds ⋅ 4 Baths ⋅ 10193297 MLS ⋅ ACTIVE Status
I may not be able to hit a hole-in-one, but I know one when I see it. This home in Pittsboro's prestigious Chapel Ridge golf course community delivers on space, lifestyle, and value. Inside, it's all about easy, first-floor living. Soaring ceilings and a warm brick fireplace anchor the family room, while the beamed dining room and open kitchen, complete with an oversized island, quartz countertops, and premium cabinetry, bring everyone together for dinner and memories. Holiday meals will be a breeze with two full-size ovens and a separate gas cooktop. Sorry, it looks like you're hosting! Step outside to enjoy morning coffee with the birds on the large screened-in porch, overlooking your flat, fully fenced, irrigated backyard shaded by mature trees. Later, gather around the patio firepit on a chilly fall evening for s'mores and laughs. When it's time to retreat, the easy first-floor living continues with the primary suite, two additional bedrooms, and 2.5 baths all on the main level. The primary suite features a tray ceiling, tons of natural light, a large walk-in closet, and a spa-style bath with dual marble vanities and a spacious walk-in shower. When you're ready for a change of scenery, or simply need more space, head upstairs. A fourth bedroom and full bath, finished bonus room, and walk-in attic provide plenty of room to work, stretch out, host guests, and store everything you would rather keep out of sight. Beyond your front door, Chapel Ridge makes the neighborhood part of the experience. Play a round on the Fred Couples-designed championship golf course, cool off at the resort-style pool and waterslide, hit the fitness center, or head to the tennis and pickleball courts, sports courts, playground, and soccer fields, all just moments away. This is the hole-in-one you've been after.

640 Cabin Crk, Pittsboro

180 Hobbs 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

30 Circle City Way, Pittsboro
$585,000
4 Beds ⋅ 3 Baths ⋅ 10193108 MLS ⋅ ACTIVE Status
Set against a wooded backdrop with a walking trail beyond, this 4-bedroom, 3-full-bath home in highly desirable Chatham Park offers thoughtfully designed living space with standout seller updates throughout. The main level features a spacious family room with fireplace and abundant natural light, open to a beautifully appointed kitchen with a quartz island, gas range, stainless steel appliances, large one-bowl sink, and two pantries, plus a convenient mudroom with built-ins and a dedicated office/work zone. A main-level guest suite with full bath adds flexibility for guests or multigenerational living. Upstairs, the primary suite includes a private sitting/retreat area and a spa-inspired bath with dual sinks, walk-in tiled shower, and soaking tub, while two additional bedrooms, a loft/bonus room, full bath, and laundry room with utility sink provide plenty of space for everyday living. Outdoor living shines with a large front porch, screened porch, and deck overlooking the wooded setting. Additional highlights include wide-plank LVP on the main level, tankless water heater, great storage, and 2-car garage. Located in popular Chatham Park, residents enjoy convenient access to greenways, parks, pool, pickle ball, tennis courts, Chatham Park YMCA, and the growing selection of shopping, dining, services, and community events at MOSAIC, while historic downtown Pittsboro is just minutes away. Easy access to Jordan Lake, RTP, RDU Airport, Chapel Hill, and more. Great location!

30 Circle City Way, Pittsboro

114 Autumn Gate St, Pittsboro
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status
Impressive Modern Contemporary 3 Car Garage on 1/2 Cul De Sac Backing to Permanent Wooded Open Space w/Incredibly Huge Master Suite!!! Cozy Flagstone Floor Front Porch w/Double Door Entry to Nicely Wall Accented Large Foyer!! Large 12x14.75 Guest Bedroom w/Private Full Bath!! Generous Trayed 20x20 Family Rm w/FP Accented w/Cabinets & Shelves & 4 Panel Glass Slider Overlooking 15.75x14 Vaulted Screen Porch w/OMG Wooded View!! Gourmet Kitchen w/Cabinets to the Ceiling, Stainless Steel Appliances, Vented Gas Cook Top & HUGE 5'x10.5' Island!!! Large 14x14 Dining Rm w/Great View Too & Overlooking Vaulted Screen Porch!! Wow 15.25x18 Primary w/Incredible Wooded View Via Picture Window & Incredible 13x14 Primary Bath w/Separate Tub & Zero Entry Shower & Large Picture Window for Natural Lighting & Huge 13x14 WIC w/Extensive Shelving & Quartz Top Island & Transoms for Natural Lighting Connected to Laundry w/Generous Cabinetry & Sink Connected to Mudroom w/Bench & Cubbies!! Nice Wide Staircase to 2nd Floor w/Large Landing Area!! Generous 15.75x20.75 Bonus/Media Rm w/Great View Accented with a 11x13.25 Office Space w/Direct Access to 11x13 Finished Flex/Storage Rm!! 15x13 Bdrm 3 w/Direct Access to 12x15 Finished Flex/Storage Area Ideal for Guests w/Children because it could be a Bedroom Off a Bedroom & Direct Full Bath Access!!! Fantastic Hall Area Storage!! On the Front Side of the House it has 2 Nearly Identical 12x14.75 & 12x13.75 Bedrooms w/Private Baths/ WIC's w/Benches!! Generous Backyard w/Incredible Permanent Wooded Views!! Large 3 Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community w/Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

114 Autumn Gate St, Pittsboro

268 Mindees Ln, Pittsboro
$560,000
4 Beds ⋅ 3 Baths ⋅ 10192846 MLS ⋅ ACTIVE Status
Set on an oversized lot, this home is loaded with upgrades! Outside, there is an extended front porch. The living room features built-ins around the fireplace. and there is beautiful slow -closing cabinetry in the kitchen. Luxury louvered blinds have been installed on all of the windows. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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