Pittsboro Real Estate Search

Pittsboro 4 Bedroom Properties for Sale

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Newest Pittsboro 4 Bedroom Properties for Sale

650 Stonecrest Way, Pittsboro
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 10199904 MLS ⋅ ACTIVE Status
Discover a curated expression of modern luxury and timeless Tudor architecture in this exceptional home, featuring a custom plan by renowned architect Chuck Frusterio and built by award-winning Dunning Custom Homes. Situated at the end of a cul-de-sac on a 1+ acre homesite in beautiful Stonecrest at Norwood, this property offers a peaceful setting framed by mature trees for added privacy. From the striking arched front door to the cozy library nook, every detail has been carefully selected by the owners to create a home that is both distinctive and inviting. Offering 4 bedrooms, 4 full baths, a media room, and a sunroom, this remarkable residence showcases custom, elevated finishes, and exceptional craftsmanship throughout. The chef's kitchen features inset cabinetry, a Thermador range, a Bosch dishwasher, built-in Thermador refrigerator AND freezer, an oversized cherry wood island custom crafted by Raleigh Reclaimed, and a 5-foot galley sink with dual faucets. The adjoining scullery adds a beverage refrigerator, instant-hot water faucet, and so much storage! The sizable family room flows into a serene sunroom, where a shared two-sided fireplace creates a seamless connection between the spaces. Surrounded by views of trees and nature, the sunroom offers an inviting retreat to unwind and enjoy the peaceful setting. A main-level guest suite with an adjacent full bath offers a welcoming retreat for visitors or those needing first-floor living. Upstairs, the primary suite is a private sanctuary with automated Lutron shades and a spa-inspired bath featuring custom tilework, multi-head shower system, and inset cabinetry. A secondary bedroom with upgraded carpeting and Lutron shades offers its own ensuite bath. The media room is designed for entertaining with blackout drapery, a wet bar, beverage refrigerator, and an 85-inch Samsung LED TV. Another bedroom, full bath, and conditioned storage complete the second floor. Additional designer details include Visual Comfort lighting, Coppersmith exterior fixtures, a copper entry roof, and custom window treatments throughout. Modern comforts and thoughtful technology include a custom Brinks security system with five exterior cameras, solar panels, a Tesla Powerwall, an EV charger, and a 3-car garage. This private homesite with a fenced backyard offers a peaceful setting with a nearby trailhead, community walking trails, and a beautifully appointed pavilion with a fireplace, all within convenient reach. This is a truly distinctive modern estate where architectural character, personalized design, and luxury come together beautifully. Video walkthrough: bit.ly/650Stonecrest-Video

650 Stonecrest Way, Pittsboro

2317 Alex Cockman Rd, Pittsboro
$899,000
4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status
For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro

60 Farmingdale Ln, Pittsboro
$515,000
4 Beds ⋅ 3 Baths ⋅ 10199851 MLS ⋅ ACTIVE Status
Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approval and agreed-upon contract terms. See documents for financing incentive details. Lovingly cared for and thoughtfully updated, this Potterstone Village home welcomes you with a rocking-chair front porch and spaces that invite you to settle in and stay awhile. From morning coffee on the deck to evenings gathered around the fireplace, it's easy to imagine the everyday moments that will make it yours. With four bedrooms, 2.5 baths, and 2,156 square feet, the layout offers room to gather and space to retreat. Hardwood floors flow throughout the main level, connecting a welcoming family room with gas-log fireplace to the kitchen and sunny breakfast area. White cabinetry, a subway-tile backsplash, and a new dishwasher complement the kitchen, while a separate dining room with a bay window and decorative molding sets the scene for holiday dinners and everyday celebrations. Upstairs, all four bedrooms are together, along with a convenient laundry room and newly installed Mohawk PureTech Plus waterproof plank flooring and carpet. The spacious primary suite features a vaulted ceiling and an adjoining sitting room with double doors... perfect for a home office, a favorite book, or a quiet start to the day. The beautifully renovated primary bath brings a little luxury to your routine with a 4-by-5-foot tiled walk-in shower, ceiling-mounted rainfall showerhead, handheld sprayer, heated towel bars, and a new double vanity with updated faucets and lighting. Step outside to an oversized, recently stained deck with built-in seating overlooking a large, level backyard. Raised garden beds offer space to grow your favorites, and the neighborhood pool is a short walk away. The recently stained front porch provides another inviting spot to unwind and greet neighbors. A roof replaced in 2021, updated lighting throughout, and a two-car garage round out the home's features. Set on .33 acre just minutes from downtown Pittsboro's shops, restaurants, and small-town charm, this is a home ready for new memories... and your next chapter.

60 Farmingdale Ln, Pittsboro

231 High Ridge Ln, Pittsboro
$795,000
4 Beds ⋅ 4 Baths ⋅ 10199464 MLS ⋅ ACTIVE Status
Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com. Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com.

231 High Ridge Ln, Pittsboro

3477 Castle Rock Farm Rd, 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

15 Breezewood Ct, Pittsboro
$530,000
4 Beds ⋅ 3 Baths ⋅ 10198596 MLS ⋅ ACTIVE Status
There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this home offers 4 bedrooms, 2.5 bathrooms, 2,316 square feet, and thoughtful updates that make this home ready for its next chapter. Step inside to discover FRESHLY PAINTED interior (OCT 2026) , beautiful trim work, and hardwood floors that have just been buffed and finished with a fresh clear coat (OCT 2026). The kitchen features a brand-new stainless steel refrigerator (OCT 2026) and a newer electric range (2025). Upstairs, you'll find four bedrooms, an additional bonus room/office, and laminate flooring throughout the second level. Brand new laminate on the stairs. (OCT 2026) Whether you need space for hobbies, guests, or working from home, the flexible floor plan offers plenty of possibilities. One of this home's most appealing features is its outdoor living space. The wraparound front porch offers a wonderful place to enjoy your morning coffee, while the spacious screened porch provides a comfortable spot for relaxing or gathering with friends. Large fenced backyard and an additional parking pad adds everyday convenience. And there's more! A large unfinished third floor with walk-up access offers exciting possibilities for future use, subject to applicable permits and approvals. WATER HEATER: 2023, ROOF: 2022. Exterior Painted- 2020. Potterstone Village residents enjoy neighborhood amenities including a community clubhouse, swimming pool, and pond. Downtown Pittsboro, local restaurants, shopping, and schools are just minutes away, with convenient access to Highways 87, 15/501, and 64. Ready for it's next owner!

15 Breezewood Ct, Pittsboro

174 Carillon Dr, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10198073 MLS ⋅ ACTIVE Status
Luxury, privacy, and exceptional craftsmanship come together on just over 10 serene wooded acres. Tucked away at the end of a private drive, this custom all-brick home offers a thoughtfully designed floor plan with primarily main-level living and incredible spaces for entertaining. The spacious living room flows into the keeping room and gourmet kitchen featuring an oversized eat-in island, abundant cabinetry and countertop space, plus a dream-worthy scullery. A formal dining room and dedicated home office provide additional flexibility. The private owner's wing is truly a retreat, featuring two spacious walk-in closets, two separate bath areas with individual vanities—one with a walk-in shower and the other with a soaking tub—plus an additional adjoining room ideal for a private office, reading room or nursery. Upstairs, two generous guest bedrooms share a hall bath. A separate bonus room with full bath above the three-car garage features its own entrance, creating an exceptional option for an in-law suite, private guest quarters or home business. Outside, enjoy your own private oasis with an in-ground fiberglass saltwater pool surrounded by the peaceful wooded setting. A whole-home generator and three-car garage add even more convenience. With over 10 acres, a private setting, flexible living spaces and custom details throughout, this is more than a home—it's a private retreat designed for the way you want to live.

174 Carillon Dr, Pittsboro

4230 Henderson Pl, Pittsboro
$1,175,000
4 Beds ⋅ 5 Baths ⋅ 10197735 MLS ⋅ ACTIVE Status
Discover exceptional comfort and timeless elegance in this fabulous 4-bedroom, 4.5-bath executive home, built by Homes by Dickerson in 2019. Offering over 3,400 square feet of beautifully designed living space on a professionally landscaped .96-acre lot, this home features an inviting open-concept floor plan, double front doors, rich red oak hardwood floors, crown molding, a formal dining room, and custom built-in bookshelves. The gourmet kitchen is a cook's dream, boasting granite countertops, a large center island, gas cooktop, walk-in pantry, and beverage center/coffee bar. Relax by the natural gas fireplace or enjoy the sunroom overlooking the beautifully maintained grounds. The owner's suite offers a recently remodeled spa bath, custom clothes closet, and thoughtful accessibility features. Exceptional upgrades include a Generac whole-house generator, tankless water heater, whole-house air purification and humidity control, encapsulated crawl space, irrigation system, and extensive drainage improvements. Enjoy outdoor living on the Tennessee Orchard stone patio, with a fenced backyard and gas hookup for grilling. The expanded garage and over 2,600 square feet of floored attic space provide outstanding storage and flexibility. Green Certified and meticulously maintained, this remarkable home combines luxury, efficiency, and convenience—all just minutes from Fearrington Marketplace, restaurants, and shopping. A truly special opportunity to enjoy the best of Fearrington Village living!

4230 Henderson Pl, Pittsboro

509 Cabin Crk, Pittsboro
$999,999
4 Beds ⋅ 4 Baths ⋅ 10197169 MLS ⋅ ACTIVE Status
MOTIVATED BUILDER NEEDS TO SELL ASAP TO MOVE ONTO OTHER PROJECTS! OPPORTUNITIES DO NOT COME AROUND LIKE THIS EVERYDAY! REDUCED FROM ORIGINAL PRICE OF $1,200,000 TO UNDER A MILLION! STUNNING NEW CONSTRUCTION CUSTOM HOME IN CHAPEL RIDGE! This beautifully crafted 4-bedroom, 3.5-bath custom home is ideally situated on .53 acres in the highly sought-after Chapel Ridge Golf Community. Thoughtfully designed with exceptional attention to detail, this home offers 2 bedrooms on the main level, including a spectacular Primary Suite with vaulted ceilings and a spa-inspired Primary Bath that is truly a masterpiece. Enjoy a beautifully tiled shower, luxurious soaking tub, dual vanities, and modern lighting. There are 2 electric water heaters to augment getting quick hot water. The impressive walk-in closet features custom built-ins and a huge center island/workspace perfect for folding, organizing, and storing clothing. The second main-level bedroom offers excellent flexibility for guests, an office, or additional living space. 10-foot ceilings on the first floor and 9-foot ceilings upstairs create an expansive and airy atmosphere throughout the home. The massive gourmet kitchen is designed to impress, featuring beautiful quartz countertops, generous counter space, abundant cabinetry, and exceptional storage. The spacious eat-in kitchen flows into a charming kitchen nook/keeping room area, creating the perfect space for casual dining and everyday gatherings. The Family Room provides a warm and inviting atmosphere centered around the fireplace—perfect for relaxing with family and friends. A thoughtfully positioned mudroom provides a practical drop zone for shoes, coats, and everyday essentials, while the main-level laundry room offers additional space for folding and organization. The oversized garage is an incredible bonus and offers room for two large trucks, a golf cart, and a riding mower—ideal for homeowners who need serious storage and workspace. Step outside to enjoy the screened-in porch, perfectly suited for outdoor entertaining and relaxing. The porch leads to a patio ready for grilling and additional outdoor gatherings. The wooded rear setting provides privacy, while the spacious backyard offers room for a future pool. Beyond the property, enjoy the peaceful natural setting with a creek buffer and neighboring cow pasture, creating a beautiful sense of privacy and country charm. Beautifully landscaped with irrigation system and engineered drainage. This exceptional custom-built home combines luxury, functionality, thoughtful design, and incredible outdoor living in one of Chapel Ridge's most desirable golf communities. A truly special home that must be seen to appreciate all it has to offer!

509 Cabin Crk, Pittsboro

97 Fox Oak Trl, Pittsboro
$1,172,000
4 Beds ⋅ 3 Baths ⋅ 10196801 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom residence presents a rare opportunity to create a personalized luxury retreat on four private acres within Pittsboro's intimate Fox Oak neighborhood. As the build begins, a limited opportunity remains to collaborate with this award-winning design/build custom builder to personalize select finishes and details. Timeless elegance is elevated with sophisticated estate influences, beautifully proportioned living space, abundant natural light, and refined architectural details. Designed for gracious entertaining and effortless everyday living, the home offers an inviting sense of scale while maintaining the warmth and livability of a thoughtfully crafted custom home. At its heart, an impressive 21' x 17' Grand Room with soaring 12' ceilings creates a dramatic gathering space and flows seamlessly into the chef's kitchen, where a generous statement island and walk-in pantry combine sophisticated layout with exceptional functionality. The primary suite is envisioned as a private sanctuary, featuring a spa-inspired bath with dual vanities, freestanding soaking tub, expansive walk-in shower, and beautifully appointed custom walk-in closets with built-in wood shelving. Beyond the residence, the four-acre wooded homesite offers extraordinary privacy and the opportunity to create a true estate setting, with ample space to envision exceptional outdoor living while preserving the natural beauty and tranquility of the surroundings. Tucked at the back of the cul-de-sac in Fox Oak, an established enclave of distinctive custom homes, this property offers the privacy and presence increasingly difficult to find in desirable Pittsboro. Four private acres. Timeless architecture. Exceptional craftsmanship. A coveted cul-de-sac setting. And a limited opportunity to personalize the details before construction advances. A rare offering for the discerning buyer seeking more than a beautiful home—an opportunity to create a private estate that feels distinctly their own.

97 Fox Oak Trl, Pittsboro

473 Lila Dr, Pittsboro
$1,799,000
4 Beds ⋅ 6 Baths ⋅ 10196605 MLS ⋅ ACTIVE Status
This is one of the last opportunities to call Ryan's Crossing home! Beautiful architecture, an inviting layout, and room to spread out make this a compelling opportunity in a sought Ryan's Crossing. Situated over and acre on a private cul-de-sac with a private backyard, this beautiful home has three bedrooms on the first floor and a wide-open floor plan that connects the kitchen, dining area, and family room. This home has an amazing first floor living space that provides exceptional space for entertaining or spending time with family. The large kitchen centers around an impressive, oversized island with ample room for meal prep, casual dining, and gathering PLUS a large scullery equipped with ovens, a sink, and a dishwasher providing a separate workspace for cooking and cleanup, keeping the main kitchen ready for guests. You will love the closet space and zero entry showers downstairs and upstairs has flex space (media lounge, home office, hobbies, or recreation) and an extended Jack and Jill bathroom. Unwind on the screened porch overlooking the private backyard and enjoy an oversized three car garage with plenty of room for vehicles, equipment, and storage. Located in Ryan's Crossing, one of the Triangle's premier custom home communities, residents enjoy 114 acres of preserved natural beauty with walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, UNC, and major commuter routes.

473 Lila Dr, Pittsboro

4025 Hamlets Chapel Rd, Pittsboro
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10196141 MLS ⋅ ACTIVE Status
PRIVATE WOODED RETREAT | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Tucked away from the road beneath a beautiful, wooded canopy, this extraordinary one-of-a-kind custom home offers a rare sense of privacy and connection on acreage off Hamlets Chapel Road—just minutes from Chapel Hill. Surrounded by mature trees and thoughtfully positioned within its natural setting, the property feels wonderfully secluded while remaining convenient to everything the Chapel Hill and greater Triangle area have to offer. Designed with character at every turn, perhaps most memorable are the home's unexpected touches. A hidden secret room is accessed through a concealed doorway integrated into custom wall paneling, while a whimsical Narnia-style closet adds another element of discovery and personality. These imaginative details, combined with sophisticated craftsmanship throughout, make the home truly unlike any other. The thoughtfully designed kitchen serves as a natural gathering place, with generous dedicated spaces complemented by a big island and beautifully appointed pantry featuring additional cabinetry—adding both function as well as more of the custom detailing that further distinguishes the home. The private primary suite is designed as a retreat, with a wonderful spa-like bath. Indoor living flows naturally outdoors to an exceptional screened porch, where a dramatic stacked-stone fireplace creates an inviting setting for cool Carolina evenings, entertaining with friends or simply enjoying the privacy of the surrounding woods. With no HOA and no covenants, the property offers a level of freedom increasingly difficult to find this close to Chapel Hill in Chatham County. A gorgeous custom home tucked behind the trees on the adjacent property was crafted by the same builder, creating an attractive setting of distinctive homes while preserving the privacy and individuality of each residence. Private and beautifully crafted, this distinctive custom home has the feel of a secluded countryside oaisis filled with character, craftsmanship and wonderfully unexpected details, all within easy reach of Chapel Hill.

4025 Hamlets Chapel Rd, Pittsboro

35 Big Bear Dr, Pittsboro
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 10196140 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
PARADE HOME | 2.5 PRIVATE ACRES | 5025 SF UNDER ROOF | NEAR JORDAN LAKE & NC 540 TRIANGLE EXPRESSWAY CORRIDOR TO RTP Expansive windows fill this extraordinary estate-style residence with natural light and frame the wooded surroundings. Unparallelled craftsmanship from exquisite tile alongside cabinetry to the ceiling in the showpiece chef's kitchen to detailed artistry throughout the residence in this one-of-a-kind truly custom home. Main-level owner's retreat offers a private sanctuary with a beautifully appointed spa-inspired bath. A secluded first-floor guest suite is thoughtfully positioned. All four bedrooms feature private baths, plus a separate powder room for guests. Exceptional outdoor living includes expansive screened porches with a dramatic vaulted gathering space alongside an al fresco dining area overlooking the peaceful setting. Generous acreage provides ample space for a future pool and additional outdoor living. Set among distinguished custom residences with no HOA and minimal covenants, this exceptional property is located in the sought-after Seaforth High School district, close to Jordan Lake boat access and within easy reach of Raleigh and the RTP corridor. To be showcased in the 2026 Chatham County Parade of Homes this month, with move-in to follow. Rare opportunity to own a newly crafted luxury estate style home where privacy, acreage, architectural distinction and an exceptional location come together beautifully.

35 Big Bear Dr, 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

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

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

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

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

226 Evington Dr, Pittsboro
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 10191808 MLS ⋅ ACTIVE Status
Welcome to 226 Evington Drive, an extraordinary custom property set on 2.3 acres in Riverstone Estates, one of Chatham County's most distinguished luxury communities, backing to protected North Carolina State Park land. This one-owner residence offers exceptional privacy, a serene natural backdrop and convenient access to Jordan Lake, Wake County, UNC-Chapel Hill, Duke and RDU International Airport. Originally built by Sadler Construction, the home makes a striking first impression with its timeless white-brick exterior, dark-framed windows and professionally designed grounds. Inside, 10-foot ceilings, site-finished white oak floors, white oak trim, extensive custom millwork, architectural arches, ceiling beams, specialty cabinetry and upgraded Emtek hardware reflect an extraordinary level of craftsmanship. Thoughtful universal-design features including wide passageways, zero-entry main-level living and garage access, accessible baths and planning for a future elevator allow the home to live beautifully through every season of life. At its heart, the chef's kitchen showcases custom Harrison Vintson cabinetry, quartz countertops and backsplash, a full Thermador appliance package, XO wine refrigeration, integrated wine storage and a hand-finished plaster range hood designed to coordinate with the living room fireplace. A beautifully appointed butler's pass-through and thoughtfully designed cabinetry make entertaining effortless. The living room is equally compelling, featuring a custom plaster fireplace, white oak built-ins, Dekton surfaces and integrated color-changing lighting. Oversized sliding doors reveal the home's signature indoor-outdoor sightline, extending from the living room to the vaulted screened porch, where continuing ceiling beams and warm cedar detailing create a seamless architectural connection. Two bedrooms are conveniently located on the main level, including a private guest suite with its own exterior entrance and en suite bath, ideal for multigenerational living, extended-stay guests or an au pair. The primary suite features remote-controlled Lutron shades, custom built-ins and a spa-inspired bath wrapped in floor-to-ceiling marble tile. Remote-controlled Phantom screens open to a private resort-style backyard anchored by a 40-by-20-foot saltwater pool with a tanning ledge, approximately seven-foot depth and app-controlled lighting. Electrical infrastructure is already in place for a future pool heater. A white-brick outdoor gas fireplace, custom patio flooring, generous lounging areas and an upper-level Trex deck overlooking the pool provide exceptional spaces for gathering, entertaining and relaxing. Approximately $150,000 in professionally designed landscaping surrounds the residence with remarkable beauty. Bermuda grass, drip irrigation, extensive landscape lighting, mature ornamental trees and layered flowering gardens create the atmosphere of a secluded retreat. Iron fencing, a fully enclosed backyard and the protected wooded backdrop provide a degree of privacy rarely found this close to the Triangle's major destinations. Additional highlights include a beautifully designed mudroom, an exceptionally appointed laundry room with an upstairs laundry chute, a playroom or flex space, professional-grade gym flooring, walk-in closets, abundant attic storage, a water softener, epoxy-finished garage floors, built-in garage storage, upgraded heavy-duty garage doors and electric-vehicle charging. 226 Evington Drive presents a rare opportunity to own a private Pittsboro luxury estate where architectural distinction, thoughtful accessibility, resort-caliber outdoor living and effortless Triangle connectivity come together.

226 Evington Dr, Pittsboro

450 Ryan Rd, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10191572 MLS ⋅ ACTIVE Status
Secluded Jordan Lake home, beautifully maintained 1.5-story living on a park-like 3.5 acres with a pool and hot tub. Freshly updated and painted, this exceptional custom-built residence features a gourmet chef's kitchen with a center island, rich hardwood floors, and a stunning stone fireplace that anchors the warm, inviting living space. Enjoy year-round relaxation on the expansive screened porch, the front porch with swing, or meals on the back-dining porch. The spacious primary suite offers direct access to the deck and pool area. With four bedrooms and permits in place for an additional bedroom, the home offers incredible flexibility--including potential for an ADU or multigenerational living. Immaculate condition throughout, with Spectrum fiber, Starlink, and dual-fuel generator. Step outside and experience a true outdoor sanctuary with a fenced vegetable garden and mature perennial irrigated landscaping. Entertain with ease in the resort-style backyard featuring a saltwater inground pool, 8-person hot tub, flagstone patio with fire pit, and a tranquil Koi pond with blooming lotuses. Walk to Jordan Lake on a private trail/easement and enjoy boating, wildlife sightings, hiking trails, and even a nearby bald eagle's nest. Two 24-hour boat/kayak ramps are only 5 minutes away. At the end of a peaceful gravel country road yet located just minutes from downtown Pittsboro and 30 minutes from Chapel Hill and RDU, this one-of-a-kind property offers the perfect blend of tranquil HOA-free rural living with convenient access to dining, shopping, and amenities. Inspection report, repairs/improvements and invoices available.

450 Ryan Rd, Pittsboro

89 Lauren Ct, Pittsboro
$819,000
4 Beds ⋅ 4 Baths ⋅ 10191393 MLS ⋅ ACTIVE Status
Meticulously maintained 4-bedroom home tucked away in a private wooded setting, encompassed by mature trees, situated on over 2 acres of secluded land. This property offers a perfect blend of convenience, peaceful countryside living, and modern comfort with a dynamic combination of indoor and outdoor living. As you walk through the front door you'll be greeted by an open family room featuring gas fireplace and surround sound speakers with a sitting/reading nook. Newly updated kitchen with new SS appliances, wall oven+microwave, 5-burner gas range with range hood, Corian countertops, custom pantries and cabinets, large breakfast nook, formal dining room, and access to sunroom with HVAC and surround sound speakers. Main level primary suite with vaulted 14' ceilings, gas fireplace, large custom closets, surround sound speakers, custom built-ins, Brazilian cherry hardwood floors, and gorgeous spa bath with huge frameless walk-in-shower, towel heater bar, and dual vanity. Laundry room with cabinets, counters, sink, and powder room completes the main level. Upstairs you'll find a 2nd primary suite with en-suite bath and huge WIC, 2 additional bedrooms and shared full bath with skylights. Walk out basement with large entertainment/rec room featuring surround sound speakers, pool table and bar. Rec room can be converted into 2-car garage. Basement also includes 1 car garage with custom shelving, workshop, exercise/storage room, and newly encapsulated crawlspace. Pool table and fridge in rec room + safe in workshop convey with the home. Incredible outdoor living! Expansive back deck and brick wraparound patio with outdoor grill and composite decking tops, 24 ft diameter 15,000 gallon pool with water slide and zipline, poolside shower with hot and cold water, pool house, and also plumbed for heated pool! 2 more outbuildings on the property, all hooked up with electricity. Charming front porch with swing. Other features include: expansive parking for RV, boats, cars, etc. Private well water with filter and upgraded 1-hp pump. Water iron remover tank in workshop. CPI alarm system. Dimmer lights throughout home. Situated on a high pitch/elevation for flood and rainwater aversion. All natural gas appliances. All additions are permitted. Freshly graveled driveway. New interior paint. Natural gas generator. Invisible fence. Irrigation system. Trail with bridge around the lot for walking or biking. This home is truly a retreat, don't miss your chance, schedule a showing today!

89 Lauren Ct, Pittsboro

410 Berry Patch Ln, Pittsboro
$1,165,000
4 Beds ⋅ 5 Baths ⋅ 10191378 MLS ⋅ ACTIVE Status
Privacy is the luxury you'll feel first at 410 Berry Patch Lane. Custom built in 2023 on 1.19 wooded acres in gated Chapel Ridge Estates, this home pairs the freshness of recent construction with the mature trees and settled character of an established neighborhood. Even in winter, the woods screen neighboring homes.Start the day on the screened porch, listening to birdsong and watching for deer in the yard. In fall, fold the accordion doors completely open and settle in for a movie on the porch, with the sound of the wood-burning fireplace crackling inside. At sunset, unwind in the included saltwater hot tub as the clouds take on the evening's color. Inside, 11-foot main-floor ceilings and wood beams bring modern farmhouse character to the kitchen, living room, and primary suite. Custom accent walls add personality, while the kitchen's generous island makes room for conversation. The 4,202-square-foot layout offers four bedrooms and 4.5 baths, including two main-floor suites. The primary suite opens privately to the porch and has two custom walk-in closets, one connected by a pocket door directly to the laundry room. Upstairs, one oversized bonus room serves as a wellness and recreation space. Another is a large home office, with distinctive ceiling details and room for a substantial desk and separate sitting area. These are spaces to shape around your routines, with room for focused work and time to recharge. Custom closet built-ins throughout, substantial walk-in storage upstairs, an accessible sealed crawl space, and a three-car garage with epoxy floors make daily life easier. A whole-house generator adds backup power. The property extends to a creek and backs near the fourth tee of Chapel Ridge's championship course, with seasonal golf views through the trees. Convenient access to US 15-501, US 64, shopping, restaurants, and MOSAIC keeps everyday essentials within reach. Come sit on the porch and experience the quiet for yourself. More details Architecture and gathering spaces A flagstone front porch and arched wood entry door introduce the home's farmhouse character. Wood beams continue through the kitchen, living room, and primary bedroom. Accent walls added in the primary bedroom, study, upstairs media room, and upstairs office give individual spaces their own character. A stone surround, hearth, wood mantel, shelving, and cabinetry make the wood-burning fireplace a natural focal point. The French-door study on the main floor provides another separate space The kitchen includes Café cooking appliances and two built-in ovens, a Bosch refrigerator, Fisher & Paykel double-drawer dishwasher, a farmhouse sink, and a pot filler. Tall soft-close cabinetry and a walk-in pantry with custom wood shelving provide generous storage. The laundry room includes a sink and folding surface; its pocket-door connection to a primary closet makes putting laundry away particularly convenient. Custom built-ins throughout the closets help make the storage useful from the start. Suites and space upstairs The main-floor primary suite combines private porch access, two walk-in closets, a soaking tub, and a custom tiled shower with Moen temperature-setting controls. A second main-floor suite gives guests their own bedroom and bath. Upstairs are two additional bedrooms, a media room, and the oversized spaces currently used for wellness/recreation and a large office. The wellness room accommodates yoga, exercise, and recreation; the office has room for both a generous desk and a sitting area beneath its distinctive ceiling lines. Outdoor living and the wooded setting The screened porch has a wood ceiling, two ceiling fans, and a pull-down movie screen. Fully opening accordion doors connect it to the living room, and the primary suite has its own porch entrance. An adjoining open deck offers another place to enjoy the outdoors. The new Caldera saltwater hot tub with waterfall. Home is back on market due to no fault of the seller. Home also has 3 electrical boxes with one being pre-wired for a built-in swimming pool. Flagstone design driveway across the entryway. Gutter guards, Beadboard for outdoor patio and front porch ceilings, Design Wall in Office on left upon entry, Wood Beams in Living space, Primary Bedroom with wood Beams, Flagstone Porch and Flagstone steps, French doors, Breakfast Bar, Walk-in Pantry with Coffee Bar, Oversized Leathered Granite island and Granite countertops. 11 foot ceilings. Designer Lighting, Walk in Crawl Space with plenty of storage. There is a utility 30 ft clearance that is cleaned yearly. See documents. There is a Utility & Conservation zone so that no one will be building right next to you.

410 Berry Patch Ln, Pittsboro

319 Wrights Way, Pittsboro
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status
This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro

67 Rolling Woods Ct, Pittsboro
$1,595,000
4 Beds ⋅ 5 Baths ⋅ 10190841 MLS ⋅ ACTIVE Status
Luxury awaits at 67 Rolling Woods Court! Set on a beautifully landscaped homesite in The Hamptons of Pittsboro, this highly amenitized custom home with ELEVATOR offers more than 4,000 square feet designed for comfortable everyday living and easy entertaining. Site-finished hardwoods, extensive trimwork and abundant natural light carry throughout the main level, where the spacious kitchen opens seamlessly to the dining and family rooms. A large center island, custom cabinetry and walk-in pantry make the kitchen as functional as it is inviting, while the family room's fireplace and built-ins create a natural gathering place. The main-level primary suite is a retreat of its own with a generous walk-in closet, dual vanities and zero-entry shower. A second main-level bedroom and full bath offer added flexibility for guests, an office or whatever life calls for next. An elevator with self-closing doors provides convenient access between levels, where three additional bedrooms, a dedicated home theater, flex space and multiple walk-in closets provide plenty of room to spread out. Outside, the covered veranda with phantom screen and expansive patio with linear gas fireplace overlook a beautifully maintained backyard with space to gather, entertain and unwind. Every upgrade imaginable: whole home generator, sealed crawlspace, HVAC replaced in 2024 with dehumidifier, Moen smart auto-temp in primary shower, centralized surge protector, reverse osmosis water filtration, and the list goes on. A side-load three-car garage, and abundant storage complete this thoughtfully designed home, tucked into a peaceful Pittsboro setting with convenient access to Chapel Hill and Apex.

67 Rolling Woods Ct, Pittsboro

93 Wild Rose Ln, Pittsboro
$844,500
4 Beds ⋅ 4 Baths ⋅ 10190765 MLS ⋅ ACTIVE Status
Set on more than two wooded acres, this custom-built home offers privacy and quality finishes at every turn. Fresh interior paint and new carpet complement the home's already-rich hardwood floors, detailed trim, and crown molding. The kitchen anchors the main floor w/ stainless appliances, granite counters, custom cabinetry, a center island with bar seating, spacious pantry, and a breakfast nook that catches the morning sun. A see-through gas fireplace opens the kitchen and breakfast area to the two-story family room, where a wall of windows keeps the whole space bright. The dining room and living room/office add flexibility to this level. A guest bedroom and full bath round out the first floor, along with a laundry room w/ cabinets, utility sink, and tile floors. Upstairs, the owner's suite has hardwood floors, crown molding, a walk-in closet with custom shelving, and a bath with a double vanity, jetted tub, walk-in shower, and separate water closet. Bedrooms three and four share a Jack-and-Jill bath with two vanities; bedroom five has its own walk-in closet and direct access to the hall bath. The third floor adds a bonus room with two closets and access to floored attic storage. The backyard oasis has a large deck, stone patio, and gazebo tucked into the trees. Behind the property, an additional 2.7 acres of HOA-owned open space includes a 1.5-2 mile trail, reachable from the garden at the top of the yard. This one-owner home has been well-cared for and now move-in ready. Downtown Pittsboro, Chapel Hill, and Jordan Lake are all a short drive away!

93 Wild Rose Ln, Pittsboro

55 Lookout Rdg, Pittsboro
$820,000
4 Beds ⋅ 4 Baths ⋅ 10190708 MLS ⋅ ACTIVE Status
See Video Walk-through - Set on a private .43-acre wooded homesite in the sought-after golf community of Chapel Ridge, this spacious 3,474 sq ft home offers a wonderful combination of comfortable living, flexible space and a peaceful natural setting. The light-filled family room features a vaulted ceiling and gas fireplace, while the gourmet kitchen is beautifully appointed with white shaker cabinetry, quartz countertops, tile backsplash, gas cooktop and double ovens. The first-floor primary suite provides a relaxing retreat with serene wooded views, complemented by a dedicated home office and an oversized screened porch with tile flooring - an ideal place to unwind and enjoy the surroundings. The daylight basement significantly expands the living space with a large bonus/flex room, kitchenette, three additional bedrooms and two full baths, making it well suited for guests, recreation or multigenerational living. A lower patio, private wooded backyard and three-car garage complete the home. Beyond the property, Chapel Ridge offers a distinctive lifestyle amid rolling countryside, centered around an 18-hole championship golf course designed by JMP Golf Design and Fred Couples. Community amenities include a clubhouse, swimming, tennis, pickleball, fitness and athletic facilities, along with dining at the Golf Club. Enjoy the relaxed feel of country living while remaining convenient to Pittsboro, Chapel Hill and the greater Triangle.

55 Lookout Rdg, Pittsboro

116 Gaines Trl, Pittsboro
$1,190,000
4 Beds ⋅ 6 Baths ⋅ 10190451 MLS ⋅ ACTIVE Status
Welcome to the award-winning Ballentine model by Drees Homes in the prestigious Corbett Landing community, one of Pittsboro's most desirable neighborhoods. Professionally designed and loaded with upgrades, this one-of-a-kind showcase home offers an exceptional opportunity to own one of Drees Homes' finest models. A dramatic two-story foyer welcomes you into an open-concept design featuring a stunning family room with cedar beams, a fireplace, and an oversized sliding glass door leading to the spacious screened porch, perfect for seamless indoor/outdoor living. A spectacular gourmet kitchen with soaring 11-foot ceilings, an oversized island, abundant cabinetry, a spacious butler's pantry, and a walk-in pantry. Perfect for entertaining and everyday living. The main level features a luxurious owner's suite with a spa-inspired bath and an oversized private guest suite with its own full bath, ideal for visitors or multigenerational living. Upstairs, you'll find an expansive game room that opens to a covered second-floor porch, creating the perfect place to relax or entertain. Additional media room provided for an additional gathering space. Not to mention a 2nd floor powder while two generously sized secondary bedrooms each feature their own private en-suite bath. This incredible home is offered with designer touches throughout. Included with the sale are all kitchen appliances, two refrigerators, washer and dryer, custom draperies, designer wall art, and all area rugs, making this a truly move-in-ready luxury home. This model home will have a delayed closing of February 2027.Contact Mary Jo Young for a private showing. 919-616-6264 mjyoung@dreeshomes.com

116 Gaines Trl, Pittsboro

475 Deer Mountain Rd, Pittsboro
$685,000
4 Beds ⋅ 4 Baths ⋅ 10190411 MLS ⋅ ACTIVE Status ⋅ Alpha Omega Homes BLDG.
3 Private Acres + Attached Apartment — Minutes from Carrboro Set on 3 private, wooded acres just minutes from Carrboro, this spacious home offers an unusual combination of privacy, versatility, and potential. One of its most significant features is the attached apartment, providing a separate living space that greatly expands the ways this property can be used. Whether for extended family, multigenerational living, adult children, long-term guests, a caregiver, or a private work-from-home arrangement, this additional space adds tremendous flexibility and value to the property. The main home offers generous living areas, hardwood flooring, abundant natural light, and plenty of room to create something special. The kitchen, baths, and some finishes are dated, and rather than completing renovations simply to bring the property to market, the seller has chosen to offer the home as-is and price it accordingly. That creates an opportunity for the next owner to invest in the improvements they want and choose their own finishes, rather than paying a premium for someone else's renovations. The pricing has been positioned with those anticipated improvements in mind, allowing a buyer to update and personalize the home while keeping their overall investment more in line with other homes in the community. Outside, mature trees surround the home, creating a peaceful and private setting across approximately 3 acres. An attached two-car garage provides convenient parking and storage, while the location offers the best of both worlds—a wooded, tucked-away setting with Carrboro and Chapel Hill just minutes away. The exterior was originally Masonite siding, with the front elevation replaced with fiber-cement siding. For a buyer who needs more than just a traditional single-family home, the combination of acreage, privacy, an attached apartment, generous living space, and the ability to renovate to their own taste makes this property a particularly compelling opportunity.

475 Deer Mountain Rd, Pittsboro

67 Bingham Ridge Dr, Pittsboro
$1,159,000
4 Beds ⋅ 4 Baths ⋅ 10189854 MLS ⋅ ACTIVE Status
Start checking boxes! Custom Craftsman tucked away from traffic. CHECK! Quiet 15.4 private wooded acres. CHECK! Covered RV or boat shelter. CHECK! This 4-bedroom, 3.5-bath, 3,221 sq ft home has been freshly updated with new carpet, new paint throughout, all recessed lighting converted to LED, and a completed pre-listing inspection with repairs made. CHECK! Primary suite and main living are all on the main level, with a finished walk-out lower level. Inside: abundant natural light, tray ceilings, custom cabinetry and display shelving, slate foyer, walk-in pantry, dual-fuel range, gas fireplace, central vacuum, radiant-heated primary bath floor, cedar closet, 7x14 laundry room, and ample attic and basement storage. Built for efficiency: passive and active solar, solar-charged battery backup power (batteries replaced 2022), a deep high-GPM well, water softener, metal roof, and recently replaced front windows. Flexible living spaces and handicap-accessible features suit a range of lifestyles. Outdoors: screened porch, multi-level deck and patio, fenced garden, two landscape ponds, and native low-maintenance landscaping, deer- and drought-resistant. Detached two-car garage, an RV or boat shelter with double doors and 14-foot clearance, plus an open carport. Shaded two-mile community walking trail. AT&T fiber. Less than 8 miles to Chapel Hill, close to RDU, RTP and 15/501. Come sit for a spell on the screened porch and see.

67 Bingham Ridge Dr, Pittsboro

116 Emelia Ln, Pittsboro
$1,245,000
4 Beds ⋅ 4 Baths ⋅ 10188780 MLS ⋅ ACTIVE Status
Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously designed and maintained, this home features numerous high-end upgrades completed both during and after construction, creating a truly serene and luxurious feel from the moment you walk through the door. Detailed information is available outlining the property's extensive upgrades, including a whole-home generator, custom blinds, remote-controlled shades, and numerous audio, and technology enhancements. With a thoughtful layout ideal for entertaining and multigenerational living, the home includes two en-suite bedrooms on the main floor, including a spa-like primary suite retreat. In the living room, a 12-foot stacking door opens completely to a vaulted, light-filled screened porch, creating a seamless indoor-outdoor living experience. The upgraded chef's kitchen features custom-designed cabinetry and provides a warm, welcoming space for friends and family to gather. Several additional flex spaces allow the home to adapt to your specific needs. The upstairs flex room includes a closet and can serve as an optional fifth bedroom, office, or media room. A separate bonus room and dedicated workout room provide even more flexibility. This beautiful home is located in Ryan's Crossing, Pittsboro's premier conservation neighborhood. This exceptional community is centered around 47 acres of conserved open space, providing a lush, green environment and generously sized lots. Residents enjoy direct access to the Briar Chapel trail system for miles of hiking and biking, as well as a private half-mile walking trail with a yoga pavilion. With the final homes in Ryan's Crossing priced from $1.4M to $2M, this property offers exceptional value along with an extensive collection of upgrades. The location is also highly convenient, just minutes from Chapel Hill, Pittsboro, and Jordan Lake. A 3D tour is available. Welcome home!

116 Emelia Ln, Pittsboro

570 West St, Pittsboro
$359,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS ⋅ ACTIVE Status
See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina Community College, the Chatham County Agricultural & Conference Center, Library, Schools and nearby parks. Updated top to bottom, this home offers the space and value of new construction without the new-construction price tag. Inside you'll find brand-new LVP flooring, fresh paint, and updated light and plumbing fixtures throughout. The kitchen features new cabinetry, stainless steel appliances, and quartz countertops, and all three bathrooms are new with contemporary finishes. Much of the electrical and plumbing has also been updated, along with a brand-new water heater - major systems done and move-in ready. This home offers exceptional flexibility. A huge Bedroom room/guest suite above the garage - with its own full bath, private staircase, and brand new mini-split system. A separate finished room with vaulted ceilings adds even more possibility as a home office, gym or flex space. Outside, a durable metal roof (2018), covered front porch, and rear deck round out the low-maintenance appeal, with a one-car garage featuring a brand-new door/opener and epoxy floor, plus additional carport parking. Whether you want exceptional space and updated finishes at a great value, or a turnkey property with built-in flexibility, this home delivers rare versatility in a walkable, in-town Pittsboro location.

570 West St, Pittsboro

319 Danbury Ct, Pittsboro
$389,990
4 Beds ⋅ 3 Baths ⋅ 10187148 MLS ⋅ ACTIVE Status
Welcome to 319 Danbury Court, where timeless Charleston charm meets comfortable everyday living. Tucked away on a quiet street in one of Pittsboro's most desirable neighborhoods, this beautiful home offers 2,028 square feet of thoughtfully designed living space with 4 bedrooms, 2.5 bathrooms, and exceptional flexibility for today's lifestyle. The fourth bedroom on the finished third floor can easily serve as a bonus room, home office, media room, or options for hobbies, guests, or recreation. A spacious walk-in attic offers valuable additional storage. The inviting wrap-around rocking chair front porch sets the tone for the warm, light-filled interior. Inside, you'll find comfortable living spaces with a functional layout designed for both everyday living and entertaining. The spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous workspace, flowing seamlessly into the main living areas. Luxury vinyl plank flooring extends throughout the main level, while carpet and tile provide comfort upstairs. The sellers are offering up to a $2,000 paint allowance at closing, providing a wonderful opportunity for the next owner to personalize the home's interior to their own style. Situated on a .10-acre homesite, the property includes a concrete driveway parking pad along with additional on-street parking. Enjoy an unbeatable location just minutes from Historic Downtown Pittsboro, Chatham Park, Jordan Lake, and the Haw River. Explore local shops, restaurants, breweries, live music, walking trails, parks, kayaking, fishing, and countless outdoor recreation opportunities. Jordan Lake public beach access is approximately five miles away, while nearby Chatham Park continues to expand with dining, entertainment, recreation, and future retail destinations. Convenient access to Chapel Hill, Apex, Cary, and Raleigh allows you to enjoy the best of the Triangle while experiencing the welcoming charm and character that make Pittsboro such a sought-after place to call home. Whether you're looking for flexible living space, room to grow, or a home in one of Chatham County's most desirable locations, 319 Danbury Court offers an outstanding opportunity to enjoy everything Pittsboro has to offer.

319 Danbury Ct, Pittsboro

55 Bob White, Pittsboro
$859,000
4 Beds ⋅ 4 Baths ⋅ LP767349 MLS ⋅ ACTIVE Status
Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offering up to $8,000 toward buyer closing costs, creating an exciting opportunity to make this exceptional home yours.Designed with both everyday comfort and entertaining in mind, this home features a thoughtful floor plan and elevated finishes throughout. The designer kitchen offers abundant cabinetry, premium appliances, and a spacious walk-in pantry, while the adjoining breakfast area flows effortlessly to the covered, screened-in porch for easy indoor-outdoor living. A separate formal dining room with a coffered ceiling provides an elegant space for hosting and special occasions.The main-level primary suite is a true retreat, featuring a generous walk-in closet with convenient direct access to the laundry room, complete with a utility sink. The spa-inspired en-suite bath includes a freestanding soaking tub, separate walk-in shower, and plenty of space to unwind. A dedicated powder room completes the main level.Upstairs, you’ll find three additional bedrooms, a spacious bonus room, and a versatile loft—ideal for guests, a home office, playroom, media space, or additional living area.Additional features include a three-car garage and a sealed, temperature-controlled crawlspace offering exceptional storage and future possibilities.Enjoy the lifestyle that makes this location so special. Chapel Ridge offers resort-style amenities including a Fred Couples Signature golf course, clubhouse with dining, pro shop, swimming pool, fitness center, tennis and pickleball courts, walking trails, playgrounds, picnic areas, and community gathering spaces. Nearby Chatham Park adds even more opportunities for parks, trails, recreation, shopping, dining, community events, and green space, all with convenient access to downtown Pittsboro, Jordan Lake, Raleigh, and Durham.

55 Bob White, Pittsboro

798 Horizon Dr, Pittsboro
$780,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS ⋅ ACTIVE Status
Thoughtfully repriced to align with current market conditions, this distinguished home with over an acre of peaceful natural beauty is located in one of Pittsboro's most desirable locations. Enjoy main floor living in a semi open layout with hardwoods, custom inlays, a chef's kitchen with THOR six burner range, granite counters, custom cabinetry and two pantries. The formal and casual dining areas flow into a warm living room with fireplace and detailed molding. The main level includes a bright Primary Suite plus two additional bedrooms offering abundant light. Upstairs offers new LVP flooring, an oversized bedroom/office, a large bonus room with sink and storage, and a full bath. A massive epoxy floored garage and walk in encapsulated crawl space with water filtration add valuable utility. The back yard oasis features an ideal setting for relaxing or entertaining, and includes a cascading waterfall, pond, winding paths, gazebo, and expansive deck. The curb appeal in front offers a sophisticated first impression with refined landscaping and thoughtful design. Pittsboro blends small town charm with steady growth, just 40 minutes to RTP and RDU, with easy access to Fearrington Village, Mosaic, The Plant, Shakori Hills, Jordan Lake, and the Haw River. With generous square footage, refined custom touches and a private outdoor oasis. This stately home blends seamlessly with its natural surroundings, offering a peaceful, grounded feel from the moment you arrive.

798 Horizon Dr, Pittsboro

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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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