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53 Spring Hollow Ct, Pittsboro
$724,900
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS
Seller is offering up to $11,500 toward the buyer's interest rate buydown or closing costs with an acceptable offer. Nestled on a quiet street in the gated Estates section of Chapel Ridge, this home sits on 1.45 acres with a fenced backyard and woods behind for added privacy. Inside, a hard-to-find floor plan offers 3 bedrooms on the main level, including the primary suite, plus a 1st-floor laundry room with a utility sink. The primary bedroom has a tray ceiling and ceiling fan, while the bath features a double vanity and walk-in shower with bench and dual shower heads, including a handheld. A walk-in closet completes the suite. Hardwoods and extensive crown molding run throughout the 1st floor. The kitchen features granite counters, an island and gas cooking, opening to the breakfast room and family room with gas fireplace, with a tray-ceiling dining room nearby. The screened porch overlooks the fenced backyard and wooded backdrop. Reverse-osmosis taps at the kitchen sink and primary suite provide filtered drinking water right from the faucet. Upstairs adds a 4th bedroom, full bath, spacious bonus room and walk-in attic. The 3rd garage bay holds a conditioned, keypad-entry wine cellar that keeps your collection at temperature and converts back to garage space whenever you like. A 24 kW Generac can power the entire house when needed. Chapel Ridge amenities include a pool, fitness center, courts, playground and clubhouse, across the street from the golf club and its bar and grill.

53 Spring Hollow Ct, Pittsboro

41 Firefly Overlook Rd, Pittsboro
$2,595,000
4 Beds ⋅ 6 Baths ⋅ 10180435 MLS ⋅ The Glenmore BLDG.
Welcome to The Glenmore, an exquisite custom estate home built by award-winning Hearthstone Luxury Homes, on Lot 2 in the prestigious Firefly Overlook at Jordan Lake community in Pittsboro. This stunning residence, currently under construction, spans 5,359 square feet with 4 bedrooms, 5.5 bathrooms, and a 3-car garage on a beautiful 1.62-acre wooded homesite. Perfectly blending architectural elegance with modern luxury, this home is also featured in this year's Triangle Parade of Homes—don't miss your chance to experience it! Step inside to a spacious great room featuring a gas fireplace and a dramatic wall of sliding glass doors opening to a covered porch with an outdoor kitchen and motorized screens—ideal for year-round outdoor entertaining. The gourmet chef's kitchen boasts an expansive island, walk-in pantry, and casual dining area, making it perfect for both everyday living and grand gatherings. The main-level primary suite offers a serene retreat with a spa-inspired bath and oversized walk-in closet. A first-floor guest suite provides additional privacy and convenience for visitors. Upstairs, discover two more bedrooms with private baths, a flexible bonus room with wet bar, and a versatile office (or potential fifth bedroom), plus ample unfinished storage space for future customization. Firefly Overlook is a boutique luxury community of just 30 private homesites (1.6-5+ acres) nestled amid rolling hills and streams, with easy walking distance to Jordan Lake. Enjoy nearby Vista Point Park with hiking trails, beach access, picnic areas, and boat launch—offering the ultimate in lakeside living while being conveniently located to Chatham County schools and amenities. This is luxury living at its finest in one of the Triangle's most sought-after new communities. Schedule your private tour today!

41 Firefly Overlook Rd, Pittsboro

396 Lyndfield Close, Pittsboro
$469,000
3 Beds ⋅ 2 Baths ⋅ 10180426 MLS
Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro

258 Millennium Dr, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10180362 MLS
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Refrigerator, washer and dryer all convey. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro

39 High Ridge Ln, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10180348 MLS
Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro

93 Kenwood Ln, Pittsboro
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 10180014 MLS
A rare opportunity to build your custom dream home in the sought-after Stonecrest at Norwood community. This lovely proposed custom home features universal design features to help you age in place. Two primary bedroom suites, the ability to add an elevator and more. One of the last remaining estate lots available, this stunning 2.63-acre homesite offers exceptional privacy, accessed by a long, meandering driveway that sets the tone for the retreat that awaits. Picturesque Wilkinson Creek runs along the property, providing tranquil views and soothing natural ambiance. Embrace the natural beauty of the surrounding woods. Stonecrest at Norwood strikes the perfect balance of peaceful, private living with convenient access to surrounding amenities. Community features include scenic walking trails and a beautifully appointed pavilion with a fireplace -- an idyllic setting from the moment you arrive. Other plans available. This lot is also available for private sale without home construction.

93 Kenwood Ln, Pittsboro

26 Shadymont Dr, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10179814 MLS
SELLERS ARE OFFERING $10,000 TOWARD BUYER CLOSING COSTS OR AN INTEREST RATE BUY-DOWN WITH AN ACCEPTABLE OFFER! Privacy, space, flexibility, and timeless Southern charm come together beautifully in this stunning Cape Cod-inspired home situated on 2.81 private acres. Offering over 4,000 square feet, 4 bedrooms, 3 full bathrooms, and an exceptionally versatile floor plan, this is a home designed to live as beautifully as it looks. From the moment you step inside, the details make an impression. Soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves add character and craftsmanship throughout. The spacious living room is anchored by an electric fireplace, creating a warm and inviting gathering space. The beautifully appointed kitchen offers the perfect combination of function and style with granite countertops, stainless steel appliances, abundant workspace, and plenty of room for preparing meals and entertaining. One of this home's standout features is its two primary suites, offering exceptional flexibility for multi-generational living, extended family, guests, or anyone looking for additional privacy and space. Upstairs, finished bonus rooms open the door to even more possibilities—home offices, a media or game room, fitness space, playroom, hobby room, or additional guest accommodations. And the outdoor living is just as inviting. Start your morning with coffee on the rocking-chair front porch and porch swing, or unwind on the screened porch while enjoying the peaceful wooded surroundings and privacy of nearly three acres. Need room for vehicles, hobbies, storage, or projects? You've got it. In addition to the attached double garage, the property features a detached garage/workshop, providing valuable extra space with endless possibilities. Major improvements have already been taken care of, including a new roof in 2025 and both heat pumps replaced in 2026. A Ring® doorbell and security camera system add another layer of convenience. With easy access to Highway 64, you can enjoy the privacy and breathing room of country living without giving up convenience. Over 4,000 square feet. 2.81 private acres. Two primary suites. Multiple bonus spaces. Two garages. Major recent improvements. And now, $10,000 from the sellers toward closing costs or an interest rate buy-down with an acceptable offer. This isn't simply a home with more space—it's a home with more possibilities.

26 Shadymont Dr, Pittsboro

71 Highpointe Dr, Pittsboro
$679,900
5 Beds ⋅ 4 Baths ⋅ 10179756 MLS
Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro

20 Quietwood Way, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ Sampson BLDG.
SCENIC GREEN VIEWS at Townes at NoVi in Chatham Park! This beautifully upgraded Wilson townhome at 20 Quietwood Way offers peaceful green views from both the kitchen and primary bedroom, along with a prime location near NoVi Lawn. The bright, open-concept interior features quartz countertops, a statement fireplace, champagne bronze fixtures, designer finishes, a spacious primary suite, and a 2-car garage. Enjoy low-maintenance living with easy access to the Chatham Park YMCA, parks, trails, MOSAIC, dining, entertainment, and community events. Convenient to Downtown Pittsboro, Chapel Hill, Durham, and RTP. A beautifully finished new home, scenic setting, and Chatham Park lifestyle all in one. Schedule your tour today!

20 Quietwood Way, Pittsboro

87 Englehart Ct, Pittsboro
$606,700
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS
Welcome to the Sweetfern, a thoughtfully designed home where warm, inviting finishes meet effortless everyday living. The heart of the home features an upgraded cooktop kitchen with warm wood tones, elegant touches of green, and brushed brass accents that create a sophisticated yet comfortable feel. The open-concept family room is highlighted by impressive 12' sliding glass doors, bringing in abundant natural light and creating a seamless connection to the outdoor living space. A private enclosed study with French doors offers the perfect space for a home office, reading room, or flex space. Retreat to the spacious Owner's Suite, enhanced by an elegant tray ceiling, while the mudroom adds everyday functionality with a utility sink and countertop. With its beautiful blend of warmth, style, and carefully selected upgrades, this Sweetfern is designed to feel welcoming from the moment you step inside. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm. Design upgrades were added as of 8/17/26 reflecting the recent increase in listing price.

87 Englehart Ct, Pittsboro

316 Ross Dr, Pittsboro
$719,000
3 Beds ⋅ 3 Baths ⋅ 10177395 MLS
One-level living. 2.81 acres. Space for what comes next. Discover 316 Ross Drive in Pittsboro's established Ross Ridge community, where a thoughtfully maintained home pairs everyday comfort with exceptional room to grow. With 2,643 square feet of finished living space, three bedrooms, two full baths, a half bath and a dedicated study, the main level offers a spacious, inviting layout. High ceilings and abundant natural light complement the stone fireplace and custom built-ins, while the primary suite features a generous bath and dual closets. Recent improvements include a new HVAC system, a roof with 50-year shingles and updated fixtures. Beyond the finished living area, a full unfinished walk-up attic and walk-out basement offer substantial storage and possibilities for future expansion, subject to applicable approvals. Enjoy the space and privacy of a 2.81-acre homesite with convenient access to downtown Pittsboro, MOSAIC and the Triangle. An assumable VA loan may be available to qualified buyers, subject to lender approval—ask for details. Rare opportunity! Seller's existing VA loan may be assumable by qualified buyers, potentially offering significant savings compared to current market interest rates. Assumption subject to lender approval, qualification requirements, and applicable VA guidelines. Contact listing agent for additional details.

316 Ross Dr, Pittsboro

377 Lila Dr, Pittsboro
$1,575,000
4 Beds ⋅ 5 Baths ⋅ 10177168 MLS
If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. This home is due to be completed in December 2026. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila Dr, Pittsboro

1396 Bynum Ridge Rd, Pittsboro
$539,000
3 Beds ⋅ 2 Baths ⋅ 10177049 MLS
Motivated Sellers!!! Price just adjusted!!! Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of privacy, comfort, and country living. An inviting front deck welcomes you into an open foyer and spacious family room featuring a stunning cathedral ceiling with exposed wood ceiling and beams, creating a warm and inviting atmosphere. The main level offers two bedrooms, including the primary suite with two closets. As well as a first floor guest bedroom. Upstairs, you'll find the third bedroom, and a versatile office/media/bonus room, and a second full bath—providing flexible space for working from home, hobbies, or guests. The kitchen opens to the family room and features granite countertops, stainless steel appliances, a smooth top cooktop, convection wall oven, microwave and a refrigerator. A separate dining room with a chandelier is perfect for gatherings, while a cozy breakfast nook just off the family room makes an ideal spot for morning coffee or quiet reading. Additional interior features include a spacious laundry room with a utility sink and ample shelving for pantry or storage needs. An Amazing amout of hardwood flooring thoughout living areas and bedrooms. No carpet anywhere in the home. Step outside to enjoy the screened porch overlooking the peaceful backyard, which opens onto a large deck—perfect for entertaining or relaxing while taking in the natural surroundings. The fenced backyard includes a fire pit, two storage sheds (one with a welcoming front porch), and plenty of open space for gardening, raising chickens, or simply enjoying the outdoors. Additional features include a water softener system and reverse osmosis system for added convenience and peace of mind. If you're looking for privacy, character, and room to spread out while still being conveniently located between Pittsboro and Chapel Hill and a short ride to Jordan Lake, this one-of-a-kind property is a must-see!

1396 Bynum Ridge Rd, Pittsboro

241 Millennium Dr, Pittsboro
$440,000
3 Beds ⋅ 3 Baths ⋅ 10177016 MLS
Experience refined, low-maintenance living at 241 Millennium Drive, a beautifully appointed 3-bedroom, 2.5-bath end unit townhome in the heart of the award-winning Chatham Park community. Situated on a 3,180-square-foot lot, this thoughtfully designed residence offers spacious, flexible living, a 2-car garage, and a lifestyle that seamlessly blends luxury with convenience. Additional upgrades include plantation shutters and a professionally painted garage with protective coating on the floor. Just moments from MOSAIC at Chatham Park, residents enjoy boutique shopping, exceptional dining, entertainment, fitness, parks, scenic trails, and year-round community events. Outdoor recreation at Jordan Lake and the charm of historic downtown Pittsboro are only minutes away, while Chapel Hill, Cary, Raleigh, and Durham are within an easy commute. Adding to the area's exceptional appeal, the home is also near the future Storyliving by Disney® Asteria community, a highly anticipated Disney-designed neighborhood that is further elevating Chatham Park as one of the Southeast's most exciting destinations for luxury living and long-term investment. Offering the perfect balance of sophisticated comfort, modern amenities, and an unmatched location, 241 Millennium Drive presents an exceptional opportunity to enjoy the best of Pittsboro's vibrant and rapidly growing community.

241 Millennium Dr, Pittsboro

136 Windsong Dr, Pittsboro
$539,000
3 Beds ⋅ 4 Baths ⋅ 10176384 MLS
*$7,000 PAINT CREDIT + 1 YEAR HOME WARRANTY* Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just minutes from vibrant downtown Pittsboro and the exciting growth of Chatham Park. This beautiful home offers the ease of main-level living paired with versatile spaces for entertaining, working, and relaxing. Hardwood floors, elegant architectural details, and abundant natural light create a warm and inviting atmosphere throughout. The open kitchen features granite countertops, a tile backsplash, stainless steel appliances, and seamless access to the butler's pantry and dining room featuring decorative wainscoting, crown molding and coffered ceiling. You're sure to enjoy the enclosed sun porch, multi-level deck, and private fenced backyard—perfect for gatherings or peaceful evenings outdoors. The first-floor master suite serves as a private retreat with a tray ceiling, spa-like bath, and spacious walk-in closet. Upstairs, you'll find two additional bedrooms, a generous loft area, a large bonus room ideal for home entertainment or recreation space, and extensive walk-in attic storage. Complete with a covered front porch, two-car garage, and access to neighborhood amenities including a clubhouse, pool, pond and hiking trails this move-in-ready home offers the perfect blend of refined living, everyday comfort, and investment in one of Pittsboro's most desirable communities. Easy commuting to Pittsboro's surrounding areas including Sanford, Chapel Hill, Raleigh & Chatham Co.

136 Windsong Dr, Pittsboro

865 Marshall Rd, Pittsboro
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 10175188 MLS
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites and potentially more, significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 3 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting all 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro

79 Lookout Rdg, Pittsboro
$1,190,000
4 Beds ⋅ 4 Baths ⋅ 10174176 MLS
This thoughtfully designed 3,505 sqft home features an open and airy layout with 10 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 3.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy, and the full unfinished basement allows for creativity and possibilities. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with wooded privacy. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, a 3 car garage, and a tankless water heater for efficiency. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and of course, championship golf.

79 Lookout Rdg, Pittsboro

116 N Village Pkwy, Pittsboro
$472,000
4 Beds ⋅ 3 Baths ⋅ 10174035 MLS ⋅ Alder A BLDG.
Move in this October! Homes by Dickerson brings you the Alder plan, thoughtfully designed as part of our Horizon Collection with keeping comfort and convenience in mind with features like lever door handles, comfort height toilets, and a zero-entry shower in the primary bathroom. The main-level primary suite features a stunning vaulted ceiling, while the kitchen, dining, and family room area are designed with a bright open layout, perfect for entertaining. Upstairs you will find three additional bedrooms, offering the flexibility for family, guests, or home office space. To add even more charm and convenience, a covered breezeway leads to the detached two-car garage. All of these thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

116 N Village Pkwy, Pittsboro

98 Bridle Path, Pittsboro
$539,000
3 Beds ⋅ 3 Baths ⋅ 10173474 MLS
Move in ready! Bright and updated home on large corner lot in leafy Potterstone Village. Fantastic location convenient to Chatham Park, Jordan Lake, Chapel Hill, Apex and surrounding areas! New interior paint and carpet, Electric car charger in garage. 3 bedrooms and light-filled loft/office upstairs. Main living area on first floor includes custom built-ins, gas fireplace, and breakfast nook with bay window. Granite countertops in kitchen and master bath. So many ways to enjoy the outdoors - watch the world go by from the front porch; relax at the neighborhood pool, or unwind in your screened-in back porch, overlooking the fenced-in backyard and natural buffer. See it before it's gone! Broker is property owner.

98 Bridle Path, Pittsboro

1350 Hillsboro St, Pittsboro
$3,000,000
10173242 MLS
Rare opportunity to acquire 31+ acres of prime in-town acreage in one of North Carolina's fastest-growing markets. Ideally situated adjacent to a major residential subdivision, this property features frontage on a paved public road in a high-growth corridor. Public water and sewer utilities, creating exceptional development potential. Located just minutes from Chatham Park and the planned Disney community investment area, the property lies within a path of significant residential and commercial expansion. The Town of Pittsboro has expressed strong interest in quality infill development, making this a compelling opportunity for a residential subdivision, mixed-use project, or future investment hold. The site's size, utility access, and strategic location support substantial residential development potential. Convenient access to schools, shopping, employment centers, and regional transportation routes further enhances the property's appeal. A rare chance to secure a large-scale development tract in the heart of Pittsboro's growth corridor.

1350 Hillsboro St, Pittsboro

Tbd Us 15 501 N, Pittsboro
$10,750,000
10172752 MLS
Seller will consider a long-term ground lease. Don't miss out on this 43-acre parcel with unlimited potential. It's located on the corner of 15-501 and Hamlets Chapel creating exceptional access to the highway which makes traveling to Pittsboro or Chapel Hill easy. There are several developments being constructed up and down Hamlets Chapel proving that this location is highly desirable. Being a corner lot provides plenty of road frontage and accessibility. It's currently zoned R-1, but you could apply to subdivide the front portion for commercial use, use the whole thing for commercial use or build a well-appointed housing development. Pittsboro is the home of Chatham Park and Disney's Asteria planned community. The Mosaic of Chatham Park is 3.5 miles south and Fearrington Village is 2.5 miles north which both provide unique shopping and dining options. These two communities plus the nearby Briar Chapel and Chapel Ridge will provide any business enough traffic in order to thrive. County water is at the street and natural gas is available as well.

Tbd Us 15 501 N, Pittsboro

307 August Trace Dr, Pittsboro
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 10172726 MLS
Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, Pittsboro

743 Bowman Bare Rd, Pittsboro
$715,000
4 Beds ⋅ 4 Baths ⋅ 10172128 MLS
Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro

20 Brushwood Ct, Pittsboro
$825,000
6 Beds ⋅ 4 Baths ⋅ 10170894 MLS
Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro

205 Anolis Dr, Pittsboro
$857,000
3 Beds ⋅ 3 Baths ⋅ 10168889 MLS
Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro

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

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