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$500,000
1 Beds ⋅ 1 Baths ⋅ 10188981 MLS ⋅ ACTIVE Status
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property does not have access to the detached Storage unit. There is a shared well agreement with the 260-262 set of stone wall homes.

286 Stone Wall Rd, Pittsboro
$3,075,000
5 Beds ⋅ 6 Baths ⋅ 10188976 MLS ⋅ ACTIVE Status
Dream Home on Top of the Hill — Luxury Presale Opportunity A rare presale opportunity to create an extraordinary modern estate by Dunning Custom Homes, beautifully positioned atop more than 10 acres in one of Chatham County's most stunning settings. Close to the lake and overlooking acres of natural beauty, this exceptional homesite offers the seclusion and serenity of a mountain retreat while remaining convenient to the Triangle and rapidly growing Chatham Park. Designed with dramatic architectural details and sophisticated finishes, the home will feature a stunning wood-clad ceiling anchoring the great room, complemented by a commanding black stone fireplace. The chef's kitchen is designed for both everyday living and entertaining with a professional-grade range, expansive waterfall stone island with seating, and a dedicated scullery providing additional prep and storage space. The formal dining room, with gallery-quality proportions, connects seamlessly to an impressive covered outdoor living area featuring a built-in stone grill kitchen and peaceful views into the surrounding tree canopy. The main-level primary suite is designed as a private retreat, with a wall of windows bringing the outdoors in. The spa-inspired bath will showcase a dramatic matte-black freestanding soaking tub, while the designer walk-in closet features custom built-in cabinetry and a distinctive library ladder. One of the home's architectural signatures, a striking circular staircase, descends to the finished daylight lower level, where the exceptional entertaining and guest spaces continue. Plans include a stone-accented wet bar, spacious family room, private study, and additional bedrooms with en-suite baths. An oversized three-car side-entry garage provides generous parking and storage while maintaining the home's impressive approach and architectural presence. Because construction has not yet begun, a buyer who chooses to build with Dunning Custom Homes will have the opportunity to fully customize the floor plan and selections from top to bottom, creating a home uniquely suited to their vision and lifestyle. The current pricing reflects an estimated cost for a buyer choosing to build this home as presented, using the builder's standard level of quality, products, and finishes. 10+ acres. Privacy. Views. Architectural distinction. Luxury new construction. All within convenient reach of the Triangle and the exciting growth of Chatham County. A remarkable opportunity to make this Dream Home on Top of the Hill your own.

388 Talon Dr, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188873 MLS ⋅ ACTIVE Status ⋅ Bee Hive Tree House And Oasis Tree House BLDG.
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property come with a large detached Storage unit. There is a shared well agreement with the 286-288 set of stone wall homes.

260 Stone Wall Rd, Pittsboro
$1,290,000
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
$700,000
3 Beds ⋅ 2 Baths ⋅ 10188676 MLS ⋅ ACTIVE Status
"Nature is not a place to visit, it is home." Set within the picturesque, walkable community of Fearrington Village, 4127 The Knolls Close embodies the serenity, charm, and timeless appeal of Carolina living. Tucked along a quiet street framed by mature trees and beautifully maintained landscapes, this welcoming residence offers an ideal setting for relaxed everyday living and effortless entertaining. Inside, a bright and thoughtfully designed one level layout lives comfortably and intuitively. Generous windows fill each room with natural light, creating warm, inviting spaces perfect for morning coffee, quiet reading, or gathering with friends. The main living area flows seamlessly into the dining and kitchen spaces, giving the home an easy, open feel. The spacious family room features tall ceilings, built ins, and a fireplace—an ideal backdrop for cozy evenings. The large kitchen will delight any cook with abundant cabinetry, ample workspace, granite counters, and stainless steel appliances. The well appointed primary suite offers a generous walk in closet and a beautifully updated bath with an expansive tiled shower. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Outdoor living is a highlight: a private screened porch overlooking lush greenery, plus a charming courtyard patio and garden that extend the home's peaceful ambiance. This homesite is borders dedicated greenspace. Life in Fearrington Village is truly unique—tree lined paths, friendly neighbors, and beloved amenities including the Fearrington House Inn & Restaurant, The Belted Goat, boutique shops, walking trails, and year round community events. All just minutes from Chapel Hill, Pittsboro, and Jordan Lake.

4127 The Knolls Cl, Pittsboro
$309,990
3 Beds ⋅ 3 Baths ⋅ 10188633 MLS ⋅ ACTIVE Status
To be built! Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view which can be enjoyed from the rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

255 William Dr, Pittsboro
$1,395,000
4 Beds ⋅ 7 Baths ⋅ 10188358 MLS ⋅ ACTIVE Status ⋅ Icg Homes Llc BLDG.
Welcome to 1267 Golfers View A stunning golf-course-view home designed for elevated everyday living and unforgettable entertaining. Offering 4 spacious bedrooms, 5 full bathrooms, 2 half bathrooms, and a 3-car garage, this exceptional residence combines generous space, thoughtful amenities, and beautiful surroundings. Enjoy relaxing or entertaining on the screened porch, complete with a fireplace and peaceful golf course views. Inside, a dedicated study provides the perfect setting for working from home, while the recreation room and game room offer abundant space for movie nights, hobbies, gaming, and gatherings with family and friends. Beyond the home, enjoy an impressive array of community amenities designed for an active, connected lifestyle, including a resort-style pool, playground, community center, sport court, tennis courts, and volleyball. Whether you're relaxing at home, enjoying the outdoors, or taking advantage of the many recreational options, this property offers something for everyone. With its spacious floor plan, multiple entertaining spaces, luxurious bath count, 3-car garage, golf course views, and outstanding community amenities, 1267 Golfers View is an opportunity you won't want to miss.

1267 Golfers Vw, Pittsboro
$1,750,000
5 Beds ⋅ 7 Baths ⋅ 10188297 MLS ⋅ ACTIVE Status
Grand Opening Open House this weekend!! Welcome to 33 Blackhorn Court, a truly one of a kind opportunity in Chapel Ridge that you do not want to miss! Situated on a premium cul-de-sac lot in the prestigious Chapel Ridge Golf Course community, this 4,830-square-foot home offers unparalleled privacy and sweeping views of holes 1, 9, and 18 from nearly every room. Designed for the most discerning buyer, this five-bedroom, six-and-a-half-bath home seamlessly blends open-concept living with sophisticated architectural details and flawless craftsmanship. Step through the grand two-story foyer into a breathtaking great room anchored by a custom fireplace and flooded with natural light. The heart of the home is a spectacular gourmet kitchen featuring illuminated custom cabinetry, quartz countertops, and a professional 48-inch, eight-burner dual-fuel range. For the ultimate entertainer, a fully equipped scullery kitchen--complete with a second refrigerator, dishwasher, oven, and sink--keeps the main kitchen showroom-perfect while hosting. The main level also boasts a luxurious primary suite with a freestanding soaking tub and separate shower, a private guest office suite with its own bath, an elegant dining room, a dedicated drop zone/mudroom, and a sprawling screen porch and two decks that blur the line between indoor and outdoor living. A stunning hand-crafted oak staircase leads to the second floor, where you will find three additional bedrooms, each with its own private en-suite bath. The upper level is an entertainer's dream, featuring a dedicated media room, an oversized bonus room with a wet bar and full bath, and abundant storage space. Living in Chapel Ridge means enjoying resort-style amenities, including an 18-hole championship golf course designed by Fred Couples, a clubhouse, a swim and tennis center, sand volleyball, and regulation basketball courts. This masterpiece was built by the father/son duo of 20/20 Construction Company, who brought their decades of craftsmanship to this home. You can feel their attention to detail as you walk through the door. With its rare combination of a private cul-de-sac setting, dual-kitchen capability, all en-suite bedrooms, and panoramic fairway views, 33 Blackhorn Court is more than a home--it is a lifestyle. Schedule your private tour today and experience the pinnacle of Pittsboro luxury living.

33 Blackhorn Ct, Pittsboro
$499,900
4 Beds ⋅ 3 Baths ⋅ 10188126 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.
*Ready in October* Lawncare included in the monthly at $78/mo dues. Located in brand new NoVi Chatham Park, this home offers a true lifestyle with community events on the lawn, including Saturday morning yoga, Games on the Green, and weekend coffee trucks. Enjoy views of the rolling hills of Pittsboro and easy access to trails, parks, the YMCA, and future resort-style amenities. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. This stunning new construction home features a first-floor guest bedroom with full bath, open-concept layout, and designer finishes throughout. The chef's kitchen includes a large island, walk-in pantry, and abundant storage, flowing seamlessly into the bright family and dining areas. Upstairs, the Owner's Suite offers a spa-like bath with dual vanities and a large walk-in closet. Two additional bedrooms, a full bath, and a versatile loft provide flexible living space. Outdoor living includes a covered rear porch and breezeway connecting to the two-car garage--perfect for everyday convenience and relaxing evenings.

45 Hillway Rd, Pittsboro
$667,900
5 Beds ⋅ 4 Baths ⋅ 10188095 MLS ⋅ ACTIVE Status
MAIN-LEVEL GUEST SUITE + FULL BATH! The Callan offers 4,052 SF with 5 bedrooms, 3.5 baths, a dedicated Study, Game Room, Loft and attached 2-car garage. The open main level features a spacious Great Room, Dining Room and Nook alongside an upgraded gourmet Kitchen with quartz countertops, staggered cabinetry, tile backsplash, contemporary island, gas cooktop, wall oven/microwave and vented hood. A private Bedroom 5 with full bath provides flexible main-level accommodations, while the Study features a distinctive coffered ceiling. Upstairs, the Primary Suite offers a walk-in closet and luxury bath with dual vanity, tiled shower and separate garden tub, joined by three additional bedrooms, full bath, Game Room, Loft and convenient laundry. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

26 Hawks View Pt Unit 391, Pittsboro
$629,900
5 Beds ⋅ 4 Baths ⋅ 10188059 MLS ⋅ ACTIVE Status
GOURMET KITCHEN + MAIN-LEVEL GUEST SUITE! Under construction in Meadowview, the Winslow offers 3,670 SF with 5 bedrooms, 4 full baths and a versatile Game Room. The main level features a private guest bedroom with full bath, open Great Room, Dining Room and gourmet Kitchen with quartz countertops, staggered cabinetry, gas cooktop, wall oven, vented hood and designer backsplash. Upstairs, the spacious Primary Suite includes a Sitting Area and luxury bath with tiled shower, garden tub and dual vanity, plus 3 additional bedrooms and Game Room. Enjoy upgraded flooring, covered rear porch and 2-car garage. Meadowview features a pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. Secure before completion!

14 Hawks View Pt Unit 392, Pittsboro
$385,000
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
$534,900
3 Beds ⋅ 3 Baths ⋅ 10188001 MLS ⋅ ACTIVE Status
There is a lot to appreciate about 250 May Farm Road, especially if first-floor living, a little extra room, and an easy connection to Pittsboro are on your list. This 3-bedroom, 3-bath home offers 2,326 square feet, with all three bedrooms conveniently located on the main level. The interior has been freshly painted throughout and features new carpet in the bonus room, and new laminate flooring in all 3 bedrooms, along with gorgeous hardwood floors accented by decorative inlay. The living room has built-ins and a fireplace, creating a comfortable space for everyday living or gathering with friends. Just beyond, the screened porch overlooks the generous .83-acre property and offers a peaceful place to enjoy your morning coffee or unwind at the end of the day. Upstairs, a bonus room and full bath provide flexible space for guests, hobbies, a home office, or whatever fits your needs. Solar panels are another thoughtful addition, and the gas furnace was replaced in January 2026. New roof in 2024, gas water heater- 2024, dishwasher 2024. Ramp into house from garage for accessibility. Located in a community with a pool, clubhouse, and pond, this home also puts you close to downtown Pittsboro for restaurants, shopping, local events, and everyday conveniences. With easy access to 15/501, 87, and 64, getting around Chatham County and beyond is straightforward. If you're looking for a home that combines comfortable first-floor living, a spacious yard, and convenient Pittsboro access, 250 May Farm Road is worth a look. Pre-inspection report is available and receipts for all repairs completed.

250 May Farm Rd, Pittsboro
$409,900
3 Beds ⋅ 2 Baths ⋅ 10187659 MLS ⋅ ACTIVE Status
Welcome to this inviting home in the heart of Pittsboro in the desired Powell Place community! With a comfortable layout and plenty of space, this home is a great fit for everyday living, entertaining, or simply enjoying a quiet evening at home. The floorplan includes 3 bedrooms total, with 2 bedrooms and a full bath on the main level. The home features an enormous primary suite on the second level with 4 areas of unfinished walk-in attic space for storage. Recent updates include a whole house water filtration system (2025-7K), new refrigerator (2025), updated kitchen cabinets (2025), dual zoned HVAC with updated with smart thermostats, new roof (2022), washer/dryer (2025). Unwind in your backyard oasis, an inviting private outdoor back patio, well maintained landscaping, and a detached 2 car garage. The community includes some great amenities, including parks, ponds, and nature walks. Conveniently located near the YMCA, restaurants, parks, highway access, and downtown Pittsboro, you'll have easy access to everything the area has to offer!

607 Millbrook Dr, Pittsboro
$635,000
2 Beds ⋅ 2 Baths ⋅ 10187535 MLS ⋅ ACTIVE Status
Truly better than new! Just ten months old, this beautiful David Weekley home offers the best of new construction without the wait, hassle, or added expense—with upgrades that are already complete. Located in the beautiful Encore at Chatham Park, the Triangles premier 55+ active adult community. This home feels warm and sophisticated, and the Mosley floor plan balances open-concept living with private retreats. French doors open to a dedicated study, or additional guest room when needed. Gorgeous rich wood plantation shutters throughout. The kitchen is the heart of the home and is as beautiful as it is functional, with Quartz countertops, a striking glass tile backsplash, and SS appliances that are nearly new and remain under warranty. With decorative pendant lighting, a generous center island, and a walk-in corner pantry this space is designed for both everyday living and effortless entertaining. The porch provides another "room" for entertaining, with finished epoxy floor, overlooking the fenced backyard and peaceful views of mature trees, your private sanctuary. The primary suite, situated at the back of the home provides a quiet escape. The luxurious bath features a zero-entry walk-in shower, and the newly done, professionally designed custom closet is a standout, complete with built-in cabinetry, dresser drawers, and exceptional shoe storage—thoughtfully designed to maximize both beauty and function. The spacious laundry room is impressive, offering built-in cabinetry, generous countertop workspace, a dedicated folding station, drop zone, storage closet, and nearly new washer and dryer that convey. Even the garage has been elevated with professionally painted walls, durable epoxy flooring, and is already wired for an EV charging station. With a tankless water heater, there isn't anything that was missed in this gorgeous home. Exceptional value with thousands invested in thoughtful post construction upgrades. Skip the construction. Skip the projects. Simply move in and enjoy!

236 Aspen Ave, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10187353 MLS ⋅ ACTIVE Status
Elegance meets everyday comfort in The Carroway, a floor plan designed to make every day feel effortless. At its heart is a glamorous kitchen, anchored by a multi-function island and opening onto sunlit living and dining spaces — perfect for cooking, entertaining, or simply gathering together. The Owner's Retreat offers a true escape, featuring an en suite bathroom and spacious walk-in closet for a private, restorative haven. A well-appointed guest room with its own bathroom ensures visitors enjoy comfort and privacy of their own. Step outside to the covered porch, an inviting extension of the home ideal for quiet evenings or lively gatherings with friends and family.

39 Englehart Ct, Pittsboro
$399,990
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
$609,900
4 Beds ⋅ 4 Baths ⋅ 10187089 MLS ⋅ ACTIVE Status
The Wayne by True Homes pairs a main-level Primary Suite with flexible living and standout upgrades in Meadowview. Offering approx. 2,867 SF, this 4BR/3.5BA home features an open Great Room and dining area, private Study with glass doors, plus a finished Bonus Room upstairs. The upgraded kitchen showcases quartz countertops, 42" cabinetry, tile backsplash, gas range, microwave drawer and oversized island with statement pendants. Retreat to the main-level Primary Suite with a tiled walk-in shower, separate garden tub and dual vanity. A spacious rear covered porch extends living outdoors. Meadowview offers a pool, clubhouse, playground and pickleball courts in a wooded Chatham County setting near Chapel Ridge, just minutes from Downtown Pittsboro and Chatham Park with access to Chapel Hill, Durham, Raleigh, RTP and RDU. Secure now before completion!

34 Hawks View Pt Unit 390, Pittsboro
$719,900
5 Beds ⋅ 4 Baths ⋅ 10187015 MLS ⋅ ACTIVE Status
Welcome to this spacious five-bedroom, four-bathroom home offering a bright, open layout with flexible spaces designed for everyday living and entertaining. Tons of natural light fills the main level, where an open-concept floor plan creates an easy flow between the living area and kitchen. A dedicated first-floor office with French doors provides a comfortable space for working from home, while a main-level guest bedroom and full bathroom offer added flexibility for overnight guests. The spacious kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, a large center island, and plenty of room for gathering and meal prep. Custom window shades can be found throughout the home, with motorized shades in the living room, dining room, and office that can conveniently be controlled from a phone or app, adding an extra touch of comfort and functionality. Upstairs, generously sized bedrooms provide plenty of personal space, along with a spacious loft that offers additional living space and flexibility for a media area, home gym, play space, or second sitting area. The primary suite offers a relaxing retreat with a spa-like en-suite bathroom complete with dual vanities, a glass-enclosed shower, and garden tub. Outdoor living is just as inviting with a screened-in back porch that extends to a spacious deck, creating multiple areas to relax, dine, or entertain. With five bedrooms, four full bathrooms, a dedicated office, versatile loft, upgraded window treatments, and thoughtfully designed indoor and outdoor spaces, this home offers an abundance of room, comfort, and flexibility!

568 The Parks Dr, Pittsboro
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 10187009 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Exceptional Custom Estate in the Heart of Chatham County Set on a breathtaking 2.5-acre wooded homesite moments from Jordan Lake and within the highly sought-after Seaforth High School district, this extraordinary custom estate embodies timeless luxury, exceptional craftsmanship, and sophisticated Carolina living. Designed to impress while remaining effortlessly inviting, the residence showcases 3,688 heated square feet and 5,025 square feet under roof, with expansive windows, elevated architectural details, and beautifully curated finishes throughout. Every space has been thoughtfully conceived to bring together refined design, natural light, and an unparalleled sense of comfort. At the center of the home is a spectacular designer kitchen, created as both a culinary destination and a natural gathering place. An oversized statement island commands the space, surrounded by custom cabinetry and tile to the ceiling and premium Café™ smart appliances to deliver professional-level performance with distinctive style. The main-level owner's retreat offers a private sanctuary with a spa-like feel. The first floor guest suite is tucked into the back of the home for privacy. All four bedrooms in the home have private baths, with an additional powder room for guests. The expansive screened back porches include one with a vaulted ceiling and the other designed for outdoor dining. Hand-crafted designer touches and detailed craftsmanship throughout the home are exquisite. With space for a future pool and additional outdoor living, the property offers an exceptional foundation for creating a private resort-style retreat. Nestled within an enclave of distinguished custom residences, the estate offers the increasingly rare combination of privacy, acreage, no HOA, and minimal covenants, preserving both freedom and the character of this exclusive community. To be showcased in the 2026 Chatham County Parade of Homes and move-in ready in mid-October, this stunning residence represents a rare opportunity to own a newly crafted luxury home in one of the Triangle's most desirable and rapidly evolving areas. Minutes from Jordan Lake, Seaforth High School, and the vibrant amenities of the Triangle, this is Carolina luxury living—beautifully designed, masterfully crafted, and created for the way you live.

35 Big Bear Dr, Pittsboro
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 10186847 MLS ⋅ ACTIVE Status ⋅ Icg Homes Llc BLDG.
GOLF COURSE VIEW - Welcome to 147 Colonial Trail Court in Pittsboro! This beautiful home offers plenty of space and an easy, comfortable layout with 4 bedrooms, 4 full bathrooms, and 1 half bath, plus a 3-car garage. The spacious layout provides plenty of room for entertaining, relaxing, and enjoying time with family and friends. A standout feature is the screened porch with a cozy fireplace—the perfect year-round retreat for morning coffee, evening gatherings, or relaxing after a long day. Inside, you'll find a dedicated study, ideal for working from home or creating a quiet office space, along with a spacious recreation room that offers endless possibilities for a media room, game room, or additional gathering space. The 3-car garage provides ample room for vehicles, storage, and all the extras that come with an active lifestyle. Located in a desirable Pittsboro community with outstanding amenities, residents can enjoy golf, a community pool, playground, and sport court, creating a true resort-style living experience right at home. With its thoughtful floor plan, exceptional outdoor living space, impressive amenities, and prime Pittsboro location, 147 Colonial Trail Court is a home you won't want to miss.

147 Colonial Trail Ct, Pittsboro
$735,000
3 Beds ⋅ 3 Baths ⋅ 10186387 MLS ⋅ ACTIVE Status
Set in the beautiful golf community of Chapel Ridge, this custom 3-bedroom, 3-bath home offers 3,188 square feet of thoughtfully designed living space with multiple additional flexible rooms to accommodate a variety of needs. The main level features a spacious studio that could also serve as an additional bedroom, office, or creative space. Upstairs, the theatre room provides a dedicated space for entertainment, while a unique hidden bookcase opens to a generous walk-in attic, offering exceptional storage. The primary suite includes direct access to a private screened porch, creating a peaceful retreat overlooking the wooded backyard. Large windows throughout the home bring in abundant natural light and provide views of the surrounding trees and nature. Outside, the private wooded lot offers a tranquil setting while still providing convenient access to the amenities of Chapel Ridge. Backed by community assocation land, it will continue to provide pricacy and a peaceful setting. With its custom construction, flexible spaces, large windows, wooded setting, sealed crawlspace and attractive price point, this home offers a distinctive opportunity within Chapel Ridge. Chapel Ridge is a resort-style community with amazing amenities of pool, clubhouse, sports courts, gym, playground and more! For community covenants and documents please visit https://www.casnc.com/communities/chapel-ridge-community/ Do not convey: 2 small bar refrigerators, stand alone speakers in the theatre room, and outdoor speakers. Movie projector, kitchen refrigerator and washer/dryer to convey.

647 Chapel Ridge Dr, Pittsboro
$794,900
4 Beds ⋅ 3 Baths ⋅ 10186104 MLS ⋅ ACTIVE Status
Situated in a prime Pittsboro location just moments from Chatham Park, Pittsboro Town Center, and curated shopping and dining, this custom built Whispering Meadows residence offers an exceptional blend of luxury and convenience. Inside, wide European oak flooring sets a sophisticated tone across four bedrooms, three full baths, and expansive living areas. The kitchen serves as a refined focal point, showcasing custom cabinetry, upgraded stainless appliances, beautifully finished quartz countertops, and a dedicated pantry for elevated functionality. A large bonus room provides flexible space for work, play, or retreat, while ample storage throughout the home ensures effortless organization. All of this is wrapped in a serene setting that enhances the home's modern comfort and refined craftsmanship.

130 Whispering Mdws Ln, Pittsboro
$550,000
3 Beds ⋅ 3 Baths ⋅ 10185979 MLS ⋅ ACTIVE Status
I love the way 73 Knobhill Lane brings together comfortable everyday living and the things that make a home feel easy to enjoy. Located in Potterstone Village, this 3-bedroom, 2.5-bath home offers 2,578 square feet with a spacious open floor plan and a first-floor primary suite. The primary bathroom has been thoughtfully updated with a new shower & floor tile, along with added handrails for extra comfort and convenience. The two-story great room is a natural gathering space, and remote shades were added in 2019 to make managing the abundant natural light simple. Outside, the fenced backyard gives you room to relax, grill, garden, or simply enjoy some time outdoors. There is a grilling deck as well as a patio, creating several spots for morning coffee, afternoon gatherings, or dinner outside. Potterstone Village offers a friendly community setting with a clubhouse, pool, walking areas, and community pond. And when you are ready to head into town, downtown Pittsboro restaurants, shops, and local conveniences are just minutes away. This lovely home offers a thoughtful floor plan, a first-floor primary bedroom, useful updates, and a backyard designed for enjoying home. If you have been looking at Pittsboro homes for sale and want a home where the layout works well for both everyday life and entertaining this is one you want to see!

73 Knobhill Ln, Pittsboro
$735,000
3 Beds ⋅ 2 Baths ⋅ 10185946 MLS ⋅ ACTIVE Status
MOVE IN READY HOME! LIST OF UPDATES AVAILABLE. A Private, Modern Retreat backing to 247 Acres of Forever Protected Woods. Some homes feel tucked away, this one feels like a world of it's own. Set on a private homesite and backing directly to 247 acres of permanently protected Triangle Land Conservancy land, this updated one-level home delivers the kind of wooded view you simply cannot replicate and will never lose. Step into the tree-top deck and you're surrounded by quiet, filtered light, and the sense that nature is part of your everyday life. Inside, the home is bright, open and move-in ready: 3 Bedrooms, 2 updated baths, fresh paint, smooth ceilings, new skylights, and a long list of improvements that have been thoughtfully documented for buyers who appreciate quality. The layout lives comfortably and efficiently, with natural light pouring in from every angle. A standout bonus: the oversized garage with its own mini-split system, giving you a heated and cooled flex space for hobbies, workouts, storage, or the workshop you've always wanted. And while the setting feels private, you're still in the heart of the community everyone loves. Here, you are minutes from: Our Village Center with restaurants, the greatest independent bookstore, and a weekend pub with live music. Walking trails and paths that weave through the neighborhood. The park and lake, perfect for morning walks or sunset strolls. And of course, our iconic Belted Cows and Goats that make this place feel like nowhere else . It's the kind of neighborhood where you truly have everything you need and never feel the need to leave. A modern, move-in ready home. A forever wooded backdrop. A community with a heart. This is the lifestyle buyers are searching for and it's waiting right here.

686 Spindlewood, Pittsboro
$399,900
4 Beds ⋅ 2 Baths ⋅ 10185919 MLS ⋅ ACTIVE Status
New Price! Great location in growing Pittsboro, NC. 38 Silverstone Dr. offers 4 bedrooms, with 2 on the main floor, 2 bathrooms and a fabulous wall of windows. Plenty of natural light for the main living area creates an inviting open living space. A special feature is a beautiful artisanal live edge kitchen bar counter not to miss! Plenty of storage with a huge walk in pantry and a kitchen that will inspire the creative chef or entertainer. Partially fenced yard backs to common space that enhances the privacy of the home. COME SEE!

38 Silverstone Dr, Pittsboro
$599,999
4 Beds ⋅ 3 Baths ⋅ 10185800 MLS ⋅ ACTIVE Status
Beautifully updated and thoughtfully designed, this home blends timeless style with modern comfort in every detail. Rich "Bellawood" hardwood flooring throughout the entire first floor. The dining room features a tray ceiling and classic wainscoting. The impressive great room showcases vaulted ceilings, custom built-in cabinetry, and a gas-log fireplace with a blower. The kitchen is equipped with Kitchenaid & GE Profile stainless steel appliances, ample workspace, and a breakfast nook featuring a custom-built storage bench. A split-bedroom floor plan provides separation between the primary suite and the secondary bedrooms. The spacious primary suite includes a glass door leading to the expansive deck. The spa-inspired bath offers a soaking tub, a separate shower with dual shower heads. The primary bath has dedicated water heater. Designer lighting has been thoughtfully selected throughout the home, including elegant pendant lighting in the primary bedroom. Access onto a spacious deck from primary bedroom and living room provides a seamless transition between indoor and outdoor living. The backyard is lush and private surrounded by mature trees and established landscaping. Enjoy seasonal blueberries and blackberries, blooming peonies, hydrangeas, and tulips, or unwind beside the tranquil pond featuring a fountain and a handcrafted Toro lantern imported from Japan. The second floor provides exceptional flexibility with a large bonus room featuring a closet, generous walk-in attic storage, a dedicated office or flex room, a beautifully updated full bathroom, and a spacious fourth bedroom overlooking the neighborhood pond. Conveniently located just minutes from Jordan Lake, outdoor recreation including boating, fishing, hiking, and water activities is easily accessible. The planned Disney Story living community is also expected to be nearby, bringing future shopping, dining, entertainment, and recreational opportunities to the area. Extensively maintained and thoughtfully updated, this home offers a unique combination of quality craftsmanship, functional design, and inviting indoor and outdoor living spaces. Schedule your private tour to experience everything this remarkable property has to offer.

438 May Farm Rd, Pittsboro
$388,500
3 Beds ⋅ 3 Baths ⋅ 10185650 MLS ⋅ ACTIVE Status ⋅ Flint C BLDG.
Still time to personalize!! Homes by Dickerson presents the Flint plan, thoughtfully designed with comfort and convenience in mind - with a detached 2 car, rear entry garage. The main level of the home features an open floorplan for living and dining with a stainless-steel gas range, microwave, dishwasher and generous kitchen island with pendant lighting. The upper-level features 3 bedrooms, 2 baths and a loft perfect for a desk or reading nook. The owners bath features a double vanity and tiled shower for comfort and elegance. 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!

66 Broadoak Ln, Pittsboro
$700,000
3 Beds ⋅ 3 Baths ⋅ 10185538 MLS ⋅ ACTIVE Status
Enjoy wooded, forest-like views from this updated one-level contemporary home in Fearrington Village's "The Woods" section. Set on a .84-acre lot with mature trees and natural landscaping, the home offers a flexible floor plan suited to a variety of needs. The spacious main living room features a high ceiling, fireplace, and ample space for both dining and additional seating. The remodeled kitchen includes a walk-in pantry. A quiet office or flex space with two walls of windows is ideal for working from home or reading, while the enclosed porch functions well as either a screened porch or sunroom. The primary bedroom includes two walk-in closets and a private bath. A second full bedroom also has a private bath, and a third smaller bedroom or study is served by a third bathroom. Large front porch. Additional features include an oversized two-car garage and paved driveway.

672 Spindlewood, Pittsboro
$549,999
3 Beds ⋅ 3 Baths ⋅ 10185428 MLS ⋅ ACTIVE Status
Experience timeless elegance in this immaculate French Provincial-style home, thoughtfully designed and meticulously maintained. Built in 2010, this stunning residence offers three spacious bedrooms, two-and-a-half bathrooms, a generous bonus room, an elegant formal dining room, and a charming breakfast area. The luxurious main-level primary suite provides a private retreat, while beautiful hardwood floors flow throughout the main living spaces. A screened-in porch creates the perfect setting for relaxing or entertaining. Enjoy access to the neighborhood pool and an exceptional location just minutes from historic downtown Pittsboro, dining, shopping, and more.

28 Old Post Ct, 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 .