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356 Aspen Ave, Pittsboro
$615,000
3 Beds ⋅ 3 Baths ⋅ 10140664 MLS
Welcome to the Sweetfern floor plan by David Weekley Homes in Encore at Chatham Park. This thoughtfully designed home features an open-concept layout with spacious living and dining areas, ideal for everyday living and entertaining. The kitchen includes a large center island, ample cabinetry, and an oversized corner pantry. The main-level Owner's Retreat offers a walk-in closet and en suite bath with a functional, private layout. Outdoor living is enhanced by a screened in rear porch, providing additional space for relaxation or gatherings. The second floor includes a guest bedroom, full bath, and bonus area, offering flexibility for visitors, office space, or recreation. Additional features include included washer, dryer, refrigerator, and whole-home blinds. This home is move-in ready. Located in Encore at Chatham Park with convenient access to community amenities, shopping, and dining.

356 Aspen Ave, Pittsboro

515 Roberson Creek Rd, Pittsboro
$615,000
3 Beds ⋅ 2 Baths ⋅ 10160921 MLS
Discover the perfect blend of comfort and convenience in this charming easy living one story home set on a beautiful 2-acre wooded lot just minutes from Downtown Pittsboro. Enjoy peaceful outdoor living with a cozy fire pit, grilling patio and a large screened porch with fireplace is perfect for relaxing and entertaining. Inside, an open floor plan creates a bright, welcoming space that connects the kitchen, dining and living areas- perfect for everyday living or hosting friends and family. Surrounded by nature and frequent visits from local wildlife this home offers the tranquility of the country with the ease of nearby shops and restaurants. Other tidbits: Rinnai instant hot water heater, insulated garage and conditioned crawlspace

515 Roberson Creek Rd, Pittsboro

Lamont Norwood Road Rd, Pittsboro
$610,000
10167308 MLS
Discover the perfect blend of country living and opportunity with this beautiful 14-acre tract in desirable Pittsboro in Chatham County, North Carolina. Offering a mix of open pastureland and gently rolling terrain, this versatile property is ideal for a private residential homesite, mini farm, equestrian estate, or agricultural venture. With plenty of open space for horses, cattle, crops, gardens, or recreational use, the possibilities are endless. Whether you are looking to build your dream home surrounded by peaceful rural scenery or establish a working farm, this property provides the flexibility and setting to bring your vision to life. The expansive acreage offers room for barns, fencing, riding areas, and additional outbuildings while still maintaining privacy and wide-open views of the countryside. Enjoy the charm of Chatham County living with convenient access to nearby towns, dining, shopping, and major commuting routes. Soils work in progress.

Lamont Norwood Road Rd, Pittsboro

64 Winthrop Rd, Pittsboro
$600,000
3 Beds ⋅ 3 Baths ⋅ 10173812 MLS
Imagine 1.3 acres of private, wooded serenity with everything you need just a short drive away. This 2,320 sqft Peppertree home delivers the rare sweet spot: genuine retreat meets genuine convenience. Tree-lined and tucked away, yet minutes from RTP, major medical centers, and universities. ~20 minutes to UNC Hospital, ~20 minutes to Chatham Hospital, ~35 minutes to Duke University Hospital. The covered wrap-around porch, expansive deck, fire pit, and wooded backdrop create the perfect setting for morning coffee, weekend gatherings, or quiet evenings. The open, flat yard invites play, pets, and friends. Inside, you'll find two distinct living areas plus a massive bonus room. Home office? Gym? Media room? Play space? Choose your own adventure. Soaring 9-ft ceilings and natural light flood through, making every room feel generous and bright. The big-ticket items are already handled: BRAND NEW ROOF, updated kitchen, whole-house water filtration, and fresh interior paint. A two-car garage features a Tesla charger and workshop-ready space. Positioned in one of the Triangle's fastest-growing corridors just 15 minutes from downtown Pittsboro and Chatham Park. This home is a true one-of-a-kind gem ready for its new owner.

64 Winthrop Rd, Pittsboro

368 N Village Pkwy, Pittsboro
$599,900
4 Beds ⋅ 3 Baths ⋅ 10142333 MLS ⋅ Pickney BLDG.
Ready Now in NoVi Chatham Park! Featuring a private first-floor guest suite, dedicated study, spacious loft, and one of the final opportunities to own the popular Pickney floor plan. This thoughtfully designed home offers an open-concept layout filled with natural light, creating a seamless flow between the family room, dining area, and expansive island kitchen, ideal for both everyday living and entertaining. The flexible floor plan provides space for guests, remote work, hobbies, and multi-generational living. Upstairs, additional bedrooms and a generous loft offer comfort and versatility to fit a variety of lifestyles. Enjoy a low-maintenance lifestyle with convenient access to Chatham Park's parks, trails, community events, shopping, dining, and recreational amenities. Located just minutes from the Chatham Park YMCA and Mosaic, this move-in ready home combines modern design, functional living spaces, and the connected lifestyle that makes Chatham Park one of the Triangle's most desirable destinations.

368 N Village Pkwy, Pittsboro

33 Holly Run, Pittsboro
$599,000
4 Beds ⋅ 3 Baths ⋅ 10145845 MLS
**Back on market due to no fault of the property because buyer financing fell through.** Farmhouse Oasis on 10 Acres: Fully Updated 4-Bedroom Home with Room for Horses! Welcome to your private 10-acre retreat, a beautifully updated home that perfectly balances comfort with a serene, country lifestyle. This exceptional 4-bedroom, 3-bathroom property has been meticulously enhanced and is truly move-in ready. Equipped with a whole-house generator and a cozy wood-burning stove, the home is designed to provide peace of mind and uninterrupted comfort during storms and power outages. Step inside this light-filled 2,832 sq. ft. home to discover a flowing floor plan accentuated by fresh paint and elegant crown molding throughout, showcasing a sense of quality and style. The primary suite is a true sanctuary, featuring a charming Juliet balcony--the perfect spot for morning coffee or quiet evening stargazing. The exterior is an outdoor enthusiast's dream. A new porch invites you to enjoy the partially wooded surroundings, leading to a dedicated fire pit area for relaxing evenings. The property is ideal for animal lovers, complete with a ready-to-use horse paddock and chicken coop. Substantial outbuildings provide ample space for storage, a workshop, or potential conversion to a barn or studio.

33 Holly Run, Pittsboro

46 Whispering Meadows Ln, Pittsboro
$595,000
3 Beds ⋅ 3 Baths ⋅ 10170072 MLS
Model-home perfection in the highly desirable Whispering Meadows community of Pittsboro, NC. This beautifully upgraded custom home offers the perfect blend of luxury finishes, thoughtful functionality, and an unbeatable location near Jordan Lake, booming Chatham Park, major highways, and just 30 minutes to Cary. Inside, White Oak hardwoods, designer paint colors, heavy trim detail, plantation shutters, upgraded lighting, and extra windows create a bright, elevated feel throughout the main level. The thoughtfully designed floorplan features a dedicated first-floor office and a luxurious first-floor primary suite, ideal for everyday convenience and long-term flexibility. The stunning chef's kitchen is truly the heart of the home, featuring quartz countertops, a designer tile backsplash, vented encased range hood, gas oven, oversized island with added storage, etched-glass walk-in pantry door, and custom wood shelving throughout the pantry and closets with no wire racks anywhere. The gorgeous living room and eat-in kitchen overlook the professionally landscaped backyard and screened porch, now upgraded with EZ Breeze windows for year-round enjoyment. The dramatic primary suite features soaring ceilings and a spa-inspired bath with frameless walk-in shower, vessel tub, and double vanities. Upstairs offers two additional bedrooms, a spacious bonus/media room, large hallway bath, and huge walk-in storage area. Outdoor living is equally impressive with Zoysia grass, fenced backyard, fire pit area, paver patio, 8x8 rear deck, irrigation system, and a 12x12 storage shed. Additional upgrades include a tankless gas water heater, EV charger and adapter in the garage, upgraded light fixtures and fans, and all upstairs carpet replaced with LVP flooring in 2026. With low HOA dues, exceptional craftsmanship, and a location surrounded by growth and recreation, this Pittsboro home delivers the lifestyle today's buyers are searching for.

46 Whispering Meadows Ln, Pittsboro

67 Circle City Way, Pittsboro
$595,000
4 Beds ⋅ 3 Baths ⋅ 10155908 MLS
Welcome to this beautifully designed home in the Vineyards at Chatham Park, where thoughtful design meets an unbeatable location. The main level features an open-concept living area, a stunning kitchen with quartz countertops and a large island, a dedicated pocket office/planning center, and a main-level bedroom with full bath. Step into the Carolina room and out to your back porch, where you'll wake up to gorgeous sunrise views overlooking a private pocket park. Upstairs, you'll find three bedrooms, including an extra spacious primary suite with a sitting area, an oversized second bathroom with double vanities, a convenient laundry room, and a bonus room. The primary bath features a premium walk-in shower with double shower heads, dual vanities, and excellent storage, with granite countertops carried throughout the home's bathrooms. Every bedroom features a spacious walk-in closet. This home is loaded with upgrades throughout, including a real white oak staircase, EV charging port in the garage, an inviting front porch, and a rare front-entry two-car garage with driveway parking. At just under 2,700 square feet, every inch of this layout is well-considered and flexible. The location is hard to beat. The newly opened YMCA, Thales Academy, and Knight Farm Community Park are all within roughly a mile, accessible via paved extra wide greenways that connect the neighborhood throughout. You're also minutes from neighborhood parks and all the shops, dining, and amenities Chatham Park has to offer.

67 Circle City Way, Pittsboro

260 Clover Thatch, Pittsboro
$595,000
3 Beds ⋅ 2 Baths ⋅ 10157370 MLS
This beautiful one level Fearrington home situated on a large flat landscaped lot has been painted inside and out, new roof 2025, HVAC updated 2024, new wall oven, cooktop and refrigerator, new carpet in the bedrooms and living room. Plenty of room for entertaining in large dining room with fire place, living room and family room includes wet bar and access to the beautiful brick back patio with pergola perfect for outdoor dining. This home has much natural light with large windows, plantation shutters, skylights, Saltillo Mexican tile, and is an easy walk to the pool and croquet/swimming just down the street (separate optional fee). Come enjoy the privacy of this home while still being connected to all that Fearrington Village has to offer!

260 Clover Thatch, Pittsboro

53 Shadymont Dr, Pittsboro
$594,000
4 Beds ⋅ 3 Baths ⋅ 10148844 MLS
Nestled on just over two private acres in a quiet rural setting, this beautifully maintained 4-bedroom, 3-bath home offers 3,130 square feet of comfortable and flexible living space. A welcoming rocking chair front porch overlooks peaceful woods, setting the tone for the privacy and charm found throughout. Inside, hardwood floors, updated light fixtures, a spacious foyer, and a formal dining room create an inviting first impression, while three fireplaces add warmth and character across multiple living areas. The thoughtfully designed layout features a first-floor primary suite along with one additional bedroom and a dedicated office, while upstairs offers two more bedrooms and a generous bonus room. The eat-in kitchen is equipped with stainless steel appliances and double ovens, perfect for both everyday living and entertaining. Enjoy outdoor living year-round on the screened-in porch or gather around the patio fire pit, with a fenced backyard where you can enjoy the most beautiful sunset views from the back of the house. A storage shed provides added functionality. Recent updates include a freshly painted interior (February 2026), new carpet in the primary and first-floor guest bedroom (2026), roof (2024), first-floor heat pump (2022), two water heaters replaced in 2024 and 2025, crawlspace encapsulation (Fall 2025), and new foundation landscaping (Fall 2025). Complete with a laundry room featuring cabinets and sink, this home blends space, privacy, and thoughtful updates in a serene setting ready for its next chapter. Just under 10 minutes to downtown Pittsboro, shopping & restaurants. Easy access to HWY 64.

53 Shadymont Dr, Pittsboro

182 Hedgerow, Pittsboro
$590,000
3 Beds ⋅ 2 Baths ⋅ 10162905 MLS
Enjoy easy living in this charming single-story home tucked away on a quiet cul-de-sac, just a short stroll to Fearrington Village Center. Set on a spectacular homesite, the yard offers abundant space for outdoor enjoyment, gardening, or simply relaxing in peaceful surroundings. Designed with both comfort and versatility in mind, the flexible room just off the kitchen and breakfast area can serve as a keeping room, family room, playroom, or cozy den--adapting beautifully to your lifestyle. The spacious family room and dining room flow seamlessly together, creating an inviting setting for everyday living and entertaining. The generous primary suite features a walk-in closet with organized shelving plus a second closet for added storage. A standout feature of the home is the expansive screened porch with vaulted ceiling, multiple transom windows, and skylights that fill the space--and the home--with natural light. A flexible vinyl window system easily transforms the porch into a comfortable three-season room, complete with multiple ceiling fans for year-round enjoyment. Warm, welcoming, and wonderfully flexible, this home offers cozy living spaces and the adaptability today's buyers are looking for.

182 Hedgerow, Pittsboro

251 Fox Ridge Rd, Pittsboro
$581,000
3 Beds ⋅ 2 Baths ⋅ 10155636 MLS
Welcome to the Fearrington Fox at 251 Fox Ridge in Pittsboro - where cozy meets classy. This enchanting 3-bedroom, 2-bathroom, one-story home is basically giving you a warm hug (but, like, with really good taste). The kitchen and primary bath? Oh, they've had a glow-up and are ready to turn heads. And let's talk about that sunroom - it's practically begging you to sip coffee, bask in sunlight, and maybe exchange judging looks with a squirrel or two. Need fresh air? Step out to not one, but TWO dreamy decks - perfect for everything from stargazing to snack-eating. Plus, there's a garage with a workbench, so you can finally try that Pinterest DIY project (or just pretend to). This house isn't just a home, it's the foxiest spot in Fearrington. Don't miss your chance to make it yours - tails and all!

251 Fox Ridge Rd, Pittsboro

223 Windlestraw, Pittsboro
$580,000
3 Beds ⋅ 2 Baths ⋅ 10161334 MLS
*Now Under Contract* 223 Windlestraw sits on a deep, wooded lot offering exceptional privacy and scenic views in the Fearrington Village Historic District. This one-level contemporary home features high ceilings, abundant natural light from expansive windows, and parquet wood floors. A front walkway leads to a deck with seating and a welcoming foyer that opens to a spacious living room with a fireplace, along with a separate dining room. The remodeled kitchen includes stainless-steel appliances, a breakfast area, and adjacent laundry room with ample pantry storage. The primary suite, located at the rear of the home, offers a private bath and two walk-in closets, complemented by two additional bedrooms and a full bath. A sunroom with three walls of windows overlooks the natural landscape. An oversized two-car garage with workshop space is connected by a covered walkway, and a lower-level workshop/storage area opens to the backyard. The mature landscaping - featuring rhododendrons, camellias, azaleas, dogwoods, and a cherry tree - ensures seasonable color from late winter through summer, with brick walkways and a patio completing the setting.

223 Windlestraw, Pittsboro

1329 Langdon Pl, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10188894 MLS
Enjoy the ease of one-level living in this Fearrington Village end-unit townhome with attached 2 car garage, offering a thoughtfully designed floor plan, spacious rooms, and abundant natural light. Ideally positioned within the Langdon Place neighborhood, this well-maintained home offers inviting interior spaces and private outdoor living surrounded by mature landscaping. Enter through the classic Fearrington black iron gate into a private courtyard featuring a brick patio framed by blooming pink azaleas. The foyer opens to living and dining rooms enhanced by plantation shutters, gas fireplace, crown molding, raised-panel trim, and views of the surrounding gardens. At the center of the home, the open kitchen, family room, and breakfast area provide a comfortable and functional space for everyday living and entertaining. The kitchen features a 5-burner gas range, kitchen island with seating for four, premium-brand appliances, wall oven, microwave, and raised-panel white cabinetry with pull-out drawers. The kitchen sink overlooks the low-maintenance garden. The adjoining breakfast room opens to a private side brick patio. All three bedrooms overlook the private backyard with mature shrubs and flowering trees, with protected land beyond. The spacious primary suite includes four walk-in closets and a private bath with separate tub and shower and double vanity. The two secondary bedrooms offer generous closet space and share a conveniently located full bath. The laundry room, located just off the garage, includes cabinetry, a clothes-drying bar, washer, dryer and sink. The attached garage has an epoxy floor and custom storage. Fearrington Village is a popular community where residents enjoy miles of walking trails, a pool, croquet, community activities (numerous clubs, pickleball), wellness facilities, cafés, shops, gardens, and a welcoming lifestyle centered around connection, nature, and convenience.

1329 Langdon Pl, Pittsboro

556 Jamestown Rd, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10176899 MLS
Thoughtfully maintained and beautifully upgraded, this move-in ready 3-bedroom, 2-bath home with a spacious 2-car garage offers comfort, convenience, and peace of mind. Designed with accessibility in mind, the home features a functional, easy-living floor plan which includes a second floor bonus/bedroom. This home boasts numerous high-value upgrades, including a whole-house generator, on-demand tankless water heater, water filtration system, and a brand-new HVAC system for the primary ensuite sun-room installed in June 2026. Step outside to enjoy the private hot tub and landscaped yard with great curb appeal, all nestled within a quiet neighborhood loop that offers a peaceful setting for relaxing or entertaining. This well-cared-for home is a truly exceptional opportunity. Conveniently located just minutes from Pittsboro, Chapel Hill, and the growing Chatham Park area.

556 Jamestown Rd, Pittsboro

603 Oak Hill Rd, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10165684 MLS
This peaceful property offers a brick ranch set on a private 1.9 acre wooded lot, offering three generously sized bedrooms, two full bathrooms, and a huge family room that can be tailored to your needs. The large family room provides flexible use options, while the dining room offers a lovely view of the property. The cozy living room features a fireplace, and the home includes a two car garage with NO HOA restriction! Enjoy the private setting, perfectly positioned between Chapel Hill and Pittsboro. The property is ideal for gardening, with space ready for raised beds and plenty of areas to relax outdoors. A large wired workshop provides an excellent space for hobbies, projects, or additional storage, and includes RV or boat parking with its own driveway. The fenced backyard keeps pets secure, and the recently updated kitchen with a scullery that adds modern convenience. Don't miss the inviting screened in porch, perfect for enjoying the outdoors year round.

603 Oak Hill Rd, Pittsboro

130 Turtle Creek Dr, Pittsboro
$575,000
3 Beds ⋅ 3 Baths ⋅ 10154185 MLS
Welcome to your NextHome! You will fall in love with this peaceful retreat. It's just minutes away from Jordan Lake with nearby hiking trails, including ones that connect to the lake from the neighborhood, and kayak/boat access as well as a short drive to charming downtown Pittsboro. This quiet community is equestrian-friendly and has no neighborhood restrictions. Your new home features fresh paint, new carpet, and beautifully refinished hardwood floors throughout the main living areas. The vaulted ceiling and tall windows offer a light-filled layout which provides warmth and invites comfort, both for everyday living as well as for entertaining. The primary suite includes private access to the upper deck - an ideal spot for morning coffee or unwinding in the evening surrounded by nature. It truly feels like you're in a tree house! The walkout basement provides additional living space, a modern-style full bathroom, finished and unfinished storage, a workshop, as well as garage access. Enjoy the perfect balance of tranquility and convenience in this idyllic spot.

130 Turtle Creek Dr, Pittsboro

206 Imagine Way, Pittsboro
$570,000
2 Beds ⋅ 2 Baths ⋅ 10186144 MLS
Why wait for new construction when you can enjoy the upgrades, privacy, and outdoor living you want today? Welcome to Encore at Chatham Park, where thoughtful design meets effortless 55+ living in one of the Triangle's most exciting communities. This beautifully appointed home offers an open, light-filled floor plan, exceptional finishes, flexible living spaces, and a beautifully finished outdoor retreat—all ready for you to enjoy from day one. Inside, the spacious main living areas feature luxury vinyl plank flooring and plantation shutters, creating a polished yet comfortable setting for everyday living and entertaining. At the heart of the home, the gourmet kitchen combines style and functionality with quartz countertops, gas cooking, stainless steel appliances, a built-in microwave, and a reverse-osmosis filtration fountain at the sink. The open-concept design seamlessly connects the kitchen to the living and dining areas, making it easy to cook, gather, and enjoy time with family and friends. The spacious primary suite offers a peaceful retreat with thoughtful features designed for comfort and accessibility, including wider doorways, comfort-height vanities, level door hardware, and a roll-in super shower. A generously sized laundry room adds convenience with direct access to the owner's bath. Two spacious bedrooms are complemented by a versatile flex room that can be customized to fit your lifestyle—a craft room, home office, reading room, fitness space, or favorite hobby. An additional extended area off the living room provides even more flexibility for relaxing, entertaining, or simply enjoying a little extra space. Step outside and enjoy multiple spaces designed for outdoor living. Start your morning on the welcoming front porch, relax year-round on the fully screened-in back porch, or gather with friends on the outdoor patio. The fenced and beautifully landscaped backyard is already finished and ready to enjoy, offering a private setting for gardening, entertaining, relaxing, or simply soaking up the outdoors. The Encore lifestyle extends well beyond your front door. The beautiful clubhouse features a fitness center, swimming pool, gathering spaces, and an abundance of social clubs and activities, making it easy to stay active, connect with neighbors, and enjoy an engaging social calendar. Located in the heart of Chatham Park, Encore offers convenient access to greenways, walking paths, parks, dining, entertainment, and recreation, giving you plenty to explore close to home. Comfortable. Flexible. Thoughtfully designed. Ready to enjoy.If you've been searching for an Encore home that offers more than a blank canvas of new construction, this one is ready to welcome you home.

206 Imagine Way, Pittsboro

302 Poplar Forest Ln, Pittsboro
$565,000
4 Beds ⋅ 3 Baths ⋅ 10182949 MLS
Welcome to 302 Poplar Forest Lane in Bobcat Point. Located on a private 2-acre lot in Pittsboro, this beautiful Cape Cod home offers an ideal mix of peaceful living & functional updates. The main level features hardwood flooring, while the second level boasts brand-new carpet (2026) for added comfort. Recent improvements provide turnkey convenience, including a brand-new roof (2026), fresh interior paint throughout the home(2026), and freshly updated cabinetry (2026) that gives the kitchen and bathrooms a refreshed, modern feel. Need extra space? You've got it. A finished third-level bonus room offers additional flex space, ideal for a home office, playroom, or additional guest space. Outside, enjoy a freshly landscaped yard surrounded by mature trees on two acres, ideal for private enjoyment. This truly is a stunning property!

302 Poplar Forest Ln, Pittsboro

230 Spring View Ln, Pittsboro
$565,000
3 Beds ⋅ 2 Baths ⋅ 10152003 MLS
Bring your horses home to this private and perfectly set up home. Sitting on 4 acres with 2 pastures, run-in shelter and shed row barn, your horses care will be at your fingertips. The barn features a 7x47 covered area, 2 stalls, enclosed tack/feed room and 3rd bay for washing, hay storage, or 3rd stall if desired. A solar powered shed also sits on the property for additional storage or create a separate feed room. The 2,200-square-foot home is just as impressive. A welcoming rocking chair front porch sets the tone before you even step inside. Once through the door, you're greeted by a bright, expansive open floor plan filled with natural light and oversized windows. A cleverly hidden sliding farmhouse door reveals a mudroom complete with built-in bench seating and cubbies. Perfect for keeping boots, gear, and everyday essentials neatly organized and out of sight. The kitchen was designed for someone who truly loves to cook. Stainless steel appliances, abundant cabinetry and extensive storage mean there's a place for everything from everyday cookware to every gadget in your collection. Custom built-ins in the dining area include a built-in wine refrigerator, creating a perfect setting for gatherings and entertaining. Behind the kitchen, a spacious 7 x 19 laundry and pantry area adds even more functionality. With cabinetry, countertop workspace, a utility sink and hanging space for air-drying clothes, this area keeps your kitchen clutter-free while providing room for small appliances and extra storage. The home offers three bedrooms and two bathrooms, all designed with practical storage solutions to keep spaces organized. The primary suite features a spa-like bath with a soaking tub and separate shower, creating a comfortable retreat at the end of the day. Need additional living space? The nearly 900 square-foot walk-up attic is ready for your vision. Finish it into a bonus room, office, studio, or keep part of it as generous storage. Out back, the lifestyle continues. A large entertainment-ready deck with hot tub makes the perfect place to unwind after a day in the barn. The fenced backyard provides a secure space for pets to run and enjoy the outdoors. The home also offers solar panels for reduced energy bills. Opportunities to own a budget friendly move-in-ready equestrian property with this level of thoughtful design, privacy, and functionality do not come around often. If you've been waiting for the right horse property this may be the one that checks every box.

230 Spring View Ln, Pittsboro

369 River Rd, Pittsboro
$560,000
3 Beds ⋅ 3 Baths ⋅ 10176704 MLS
A rare offering of privacy, intelligent design, and understated luxury--this is a home for those who value space, sustainability, craftsmanship, and a meaningful connection to the natural surroundings. Tucked away on a serene 2.01-acre homesite between Pittsboro and Chapel Hill, this custom-designed 3-bedroom, 3-bath passive solar residence offers approximately 2,429 square feet of artfully planned living space where privacy, craftsmanship, and sustainability come together beautifully. Thoughtfully oriented to capture natural light and enhance energy efficiency, the home showcases sophisticated passive solar design elements including strategic window placement, brick flooring, underground concrete walls, roof overhangs, and natural shade that work in harmony with the landscape. Inside, refined details create a warm yet distinctive sense of place, from the renovated kitchen with granite countertops, hand-laid tile, and an adjoining herb garden into the dining and family room anchored by a handcrafted wood-burning fireplace. A partially underground family room with a Baby Bear woodstove adds architectural character while supporting the home's efficient solar performance. The living room has hardwood flooring, access to deck overlooking back yard, and masonry wood-burning fireplace. The spacious primary suite offers a tranquil retreat with a cedar walk-in closet and custom bath including separate shower, jetted tub and custom cabinetry. Recent enhancements, including a new roof and new hot water heater, complement two regularly maintained Trane HVAC heat pump systems for year-round comfort. Outdoors, the property continues to impress with a fenced backyard, wired workshop with air compressor, multiple storage buildings for vehicles, boats, and equipment, and Duke Energy-approved wiring for a portable generator. A rare blend of quiet luxury, intelligent design, and natural beauty--just minutes from the conveniences of Pittsboro and Chapel HIll.

369 River Rd, Pittsboro

23 Whitehall Dr, Pittsboro
$557,000
3 Beds ⋅ 3 Baths ⋅ 10146027 MLS
Discover the ultimate in single-level convenience and upscale comfort at 23 Whitehall Dr -- a thoughtfully designed home where every detail supports an elevated, low-maintenance lifestyle. Step inside to an open, airy floor plan anchored by a cozy gas fireplace and flooded with natural light. The chef-inspired kitchen stuns with quartz countertops, a butler's pantry, and a generous walk-in pantry, offering both beauty and exceptional storage for everyday living and entertaining alike. The true showpiece of this home is its seamless first-floor living experience -- featuring a first-floor primary suite, first-floor laundry, and all the everyday essentials right where you need them, eliminating the need to navigate stairs for your daily routine. Step outside and enjoy the best of indoor-outdoor living with covered porches on both the front and back of the home -- perfect for morning coffee, evening relaxation, or alfresco entertaining year-round. The fully fenced backyard offers privacy and a secure outdoor retreat, while the attached two-car garage adds everyday convenience and curb appeal. This home is loaded with premium upgrades that reflect true quality: a whole-home water filtration system, tankless water heater, and a dedicated electric vehicle charger -- delivering efficiency, sustainability, and peace of mind for years to come. Beyond the front door, the location is second to none. Enjoy a walkable, amenity-rich neighborhood with pickleball courts, a community pool, and the brand-new YMCA all within easy reach. The Thales Academy campus is also just a short stroll away, adding exceptional educational access to this already well-appointed address. This is more than a home -- it's a lifestyle upgrade waiting for its next chapter. Schedule your private tour today.

23 Whitehall Dr, Pittsboro

538 May Farm Rd, Pittsboro
$555,000
4 Beds ⋅ 3 Baths ⋅ 10182271 MLS
Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre fenced lot, this turnkey home offers 2,665 square feet of thoughtfully designed living space with extensive recent updates throughout. The entire interior was freshly painted in July 2026 and features gorgeous refinished hardwood floors (July 2026) on the main level, brand-new carpet on the stairs and second floor, and an exterior freshly painted in October 2025. The spacious floor plan is perfect for everyday living and entertaining, while the bright sunroom—converted & featuring windows installed in 2019—provides the perfect place to relax year-round, and the sunroom furniture conveys! The updated primary suite includes a new vanity cabinet, faucets, and a semi-frameless glass shower enclosure, creating a fresh, spa-like retreat. The kitchen has also been updated with a new oven, dishwasher and microwave (2026), making this home truly move-in ready. Step outside to enjoy the private backyard oasis complete with lush landscaping, a patio, and a storage shed with upgraded drainage completed in 2019. With too many improvements to list, this meticulously maintained home offers peace of mind and exceptional value. Enjoy neighborhood amenities including a community pool, clubhouse, and scenic pond, all just minutes from historic downtown Pittsboro, shopping, restaurants, and convenient access to US-64, US-15/501, and NC-87. Turnkey, beautifully updated, and ready for its next owner—this is one you won't want to miss!

538 May Farm Rd, Pittsboro

109 Creekwood, Pittsboro
$553,000
3 Beds ⋅ 2 Baths ⋅ 10185729 MLS
This single-level, three-bedroom, two-bath home has a spacious floor plan, a large screened porch, and a deck. Located on a cul-de-sac and surrounded by mature plantings, the home is nestled in a woodland garden. Wooded views are visible from most every window in the home. Guests are greeted by a slate walkway and architectural stairs leading to the reeded glass front door. Once inside the home, many large windows and skylights fill the spaces with natural light. The family room boasts soaring ceilings and adjoins the dining room and kitchen. The jewel of the home is the spacious cook's kitchen. This space includes ample designer cabinetry, lovely granite counters, two sinks, wine storage, and large windows that overlook a fenced area that could be used as a kitchen garden. The home's generously sized screened porch, with cathedral ceiling, is accessed through the dining area. There are three large bedrooms in the home, one bedroom is currently being used as a den/media room. The primary bedroom boasts an en suite bath, walk-in closet and a door which leads to the deck. The deck joins the space between the primary bedroom and the screened porch. Built-in office space is located in the laundry room. Two desk areas are found here, perfect for a craft or artist space. The two-bay, economy garage offers space for vehicles and storage. A storage loft has been built in the upper part of the garage. Additional features of the home include many large closets, ceiling fans in most every room and on the screened porch, a whole house fan, and designer light fixtures. Fearrington Village boasts many options for recreation. Walking trails, tennis courts and a swimming pool are located in the community, and the home is only a short distance from the Village shops and restaurants. This home features a livable floor plan, lovely views and is coupled with Fearrington Village's many amenities.

109 Creekwood, Pittsboro

70 Ramsey Ln, Pittsboro
$550,000
4 Beds ⋅ 3 Baths ⋅ 10151272 MLS
Excellent location! in desired Chatham Forest. With great walkable score This charming home blends nature with thoughtful updates. The main level features a large family room with wood-burning, stacked stone fireplace. Main level guest bedroom, (we use for an office) with access to full bath. Large bonus room on main level. Engineered wood floors on main level. The beautiful kitchen shines with thoughtful colors, quality cabinets, kitchen island, granite countertop, tile backsplash and a gas range. 2nd floor has a large primary suite primary bath with jacuzzi tub and double head shower, walk-in closet with organizer. Two bedrooms and a laundry room, lots of storage areas. Relax on the serene private screened porch and beautiful belgard patio. Fenced yard for pets or privacy Walk to downtown Pittsboro. Enjoy low county taxes and convenient access to Fearington Village, Jordan Lake boat ramp, Haw River Canoe launch and trailheads, Chatham Park/Mosaic, and countless shopping, dining, and entertainment options. In desirable Chatham County. Experience the peace with modern convenience--this property has it all!

70 Ramsey Ln, Pittsboro

298 Forest Ln, Pittsboro
$550,000
2 Beds ⋅ 2 Baths ⋅ 10165128 MLS
Whether you're looking to build your dream home, create a weekend getaway, or invest in land with long-term potential, this versatile parcel offers endless possibilities. Tucked behind a solar-powered gate and set on just over 5 private acres, this unique Pittsboro property offers an exceptional opportunity for those seeking space, flexibility, and future potential. Surrounded by mature hardwoods, the setting has been thoughtfully opened over time to create a balance of wooded privacy and sunlit, usable land. The existing home is permitted for 2 bedrooms and features 3 bedrooms and 2 bathrooms with an open-concept layout filled with natural light, providing a comfortable living space or an ideal foundation while planning your next vision. Outdoor living is a standout, with an enormous wrap-around deck overlooking a pool and expansive grassy areas perfect for recreation or relaxation. Beyond the home, the property truly shines. A private pond offers irrigation potential, while a powered workshop is equipped with a professional-grade vehicle lift, ideal for car enthusiasts or those needing versatile workspace and additional parking solutions. The rear portion of the property presents a compelling opportunity for future expansion. A large, level area was previously envisioned as the site for a 4 to 5 bedroom custom home, with plans that included a bridge spanning a small creek. An estimate is available for constructing a pond dam, which would also create a 16-foot-wide access road leading to this potential homesite. Alternatively, the area can be accessed with a standard driveway without expanding the pond, offering flexibility to suit a variety of plans and preferences. Adding to the long-term appeal, high-end homes are currently being developed beyond the rear of the property, introducing a luxury presence to the surrounding area and further enhancing overall value. Whether you're looking for a private retreat, a homestead with room to grow, or a future build opportunity, this property presents exceptional possibilities in a peaceful, natural setting. No HOA!

298 Forest Ln, Pittsboro

374 N Vlg Pkwy, Pittsboro
$549,900
3 Beds ⋅ 3 Baths ⋅ 10177072 MLS ⋅ Atkinson BLDG.
Ready now! Rare first-floor owner's suite in NoVi Chatham Park! The Atkinson offers approximately 2,000 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a private study, and a spacious two-car garage. This versatile floor plan lives like a ranch, with the owner's retreat conveniently located on the main level and additional guest bedrooms upstairs. The open-concept layout features a bright family room, dining area, and well-appointed kitchen with modern finishes, abundant storage, and a large island ideal for everyday living and entertaining. Enjoy a low-maintenance lifestyle with lawn care included, along with convenient access to Chatham Park's parks, trails, shopping, dining, and recreational amenities. Located just minutes from Mosaic and the Chatham Park YMCA, this home offers the perfect blend of comfort, convenience, and community living.

374 N Vlg Pkwy, Pittsboro

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