Pittsboro Real Estate | Pittsboro Properties for Sale

3 Beds ⋅ 2 Baths ⋅ 10188737 MLS ⋅ ACTIVE Status

FULLY UPDATED. COMPLETELY TURN-KEY. Welcome to this beautifully updated home in the highly sought-after Fearrington community, perfectly designed for effortless main-level living. The main floor features a spacious primary suite and convenient laundry room, while the inviting living room serves as a cozy centerpiece with a warm fireplace and custom built-in shelving. At the heart of the home, the upgraded kitchen showcases sleek quartz countertops, stainless steel appliances, and a bright eat-in area. Home comes with a detached garage offering additional storage and parking. Beyond the home, enjoy an active and vibrant lifestyle with an array of community amenities just steps away, including a swimming pool, clubhouse, playground, and scenic walking trails.

449 Crossvine Close, 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

$459,900

4 Beds ⋅ 3 Baths ⋅ 10188088 MLS ⋅ ACTIVE Status

MAIN-LEVEL BEDROOM + FULL BATH! The Ansley offers 2,483 SF with 4 bedrooms, 3 full baths, a dedicated Study, Game Room and attached 2-car garage. The open main level connects the spacious Great Room, Dining Room and upgraded Kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and stainless steel appliances. A separate Study plus Bedroom 4 and a full bath provide valuable flexibility for guests, work or everyday living. Upstairs, the private Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower, joined by two additional bedrooms, full bath, convenient laundry and versatile Game Room. 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!

106 Golden Leaf Dr Unit 324, Pittsboro

$399,900

3 Beds ⋅ 3 Baths ⋅ 10188085 MLS ⋅ ACTIVE Status

MAIN-LEVEL PRIMARY + COVERED REAR PORCH! The Karver offers a spacious two-story townhome design with 3 bedrooms, 2.5 baths and an attached garage. The open main level connects the Great Room, dining area and upgraded kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and designer gold fixtures. The main-level Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower with niche and frameless glass, with laundry conveniently located nearby. Step outside to the covered rear porch for additional everyday living space. Upstairs, two secondary bedrooms, a full bath and versatile loft/game room provide room to spread out. 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!

112 Golden Leaf Dr Unit 325, 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

$467,000

3 Beds ⋅ 3 Baths ⋅ 10188003 MLS ⋅ ACTIVE Status

Welcome to 552 Weathersfield, located in desirable Fearrington Village. This spacious and light-filled home offers a wonderful combination of character, flexibility, and exceptional storage. An open, flowing floor plan connects the main living spaces, while large windows throughout bring in abundant natural light and beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry and shelving, creating an inviting focal point for the home. Just beyond, a bright sunroom is surrounded by windows and topped with a skylight—an ideal spot for morning coffee, reading, hobbies, or simply enjoying the peaceful setting. Peering out the windows enjoy an abundance of green space and even a small pond with a stacked-stone surround. It is rare for a townhome in Fearrington to have this much privacy and green space! The dining area provides generous space for entertaining and flows easily into the kitchen and adjoining breakfast area. The kitchen offers an abundance of white shaker-style cabinetry, extensive counter space, a center island with cooktop, and a large walk-in pantry with built-in shelving. The sunny breakfast area features walls of windows, a vaulted ceiling, and a skylight, making everyday meals feel anything but ordinary. The spacious primary suite provides plenty of room for a sitting area and includes a private bath with a double vanity and an oversized tiled walk-in shower with frameless glass enclosure. The extensive walk-in closet is outfitted with a closet organizing system, and the stack washer-dryer is conveniently located in this space. Upstairs, find two additional large bedrooms; each feature their own walk-in closet with organizing systems, providing storage rarely found in secondary bedrooms. An attached bonus/flex room with built-in shelving and a window adds even more versatility—perfect for a home office, craft room, reading room, hobby space, or additional storage. Beautiful parquet flooring extends through much of the home, while built-ins, skylights, vaulted ceilings, generous room sizes, and an abundance of windows give the interior its distinctive character. With multiple gathering spaces and flexible rooms, this home offers plenty of opportunity to make each space your own. Located in the highly desirable Fearrington Village community, this is a home with the space, natural light, storage, and flexibility to accommodate the way you want to live. Fearrington has multiple clubs and social opportunities. Duke Center for Living is on the adjoining property, providing a convenient fitness center enjoyed by many Fearrington residents.

552 Weathersfield, 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

$395,000

3 Beds ⋅ 3 Baths ⋅ 10187805 MLS ⋅ ACTIVE Status

Spacious townhouse in a wooded enclave of just three units. The home offers generously sized rooms and ample closet space. The front door opens to an entry hall leading to the living and dining rooms. The living room features a vaulted ceiling, skylights, a fireplace, and built ins. A den/sunroom opens to the back porch. The bright kitchen includes a breakfast area and pantry/laundry room. The main-level primary bedroom suite has a private bath and large walk-in closet. There is also a main floor powder room for guests. Upstairs, a hallway landing/flex space leads to two large bedrooms, both with walk-in closets, a full bath, and a small bonus room ideal for a study or craft room. Zoned HVAC keeps both levels comfortable. One-car garage with storage space.

486 Beechmast, 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

$499,000

2 Baths ⋅ 10187560 MLS ⋅ ACTIVE Status

Prime location within walking distance to quaint downtown Pittsboro. Shops, restaurants, places of Worship, Bakery, Art Galleries, offices and downtown Social district is only 3 blocks away! Wonderful level residential lot to build your dream home or rare investment opportunity with multi-family use potential.

30 Midway St, 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

$469,730

2 Beds ⋅ 2 Baths ⋅ 10187330 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.

Welcome to the Ambition, a thoughtfully designed villa currently under construction in Encore at Chatham Park, Pittsboro's premier 55+ community. This open-concept home makes everyday living easy with a spacious gourmet kitchen overlooking the dining and family rooms, creating a comfortable space for both relaxing and entertaining. The private Owner's Retreat offers a peaceful escape with a well-appointed bath, super shower and generous closet space, while the secondary bedroom provides flexibility for guests or a home office. Enjoy outdoor living from the covered porch and the ease of a low-maintenance villa lifestyle. Designer-selected finishes throughout give this home a polished, cohesive look, all without the wait of starting from scratch. Encore residents enjoy an exceptional amenity package and a full-time Lifestyle Director, with lawn maintenance included. An exciting opportunity to own a brand-new Ambition villa while this final collection of homes is still available!

194 Tantara Bnd, Pittsboro

$345,000

1 Beds ⋅ 1 Baths ⋅ 10187202 MLS ⋅ ACTIVE Status

Fantastic 1-bedroom ''Jade'' plan condo in the heart of Mosaic at Chatham Park. There are just 11 units in this exclusive, secure building, all on the 3rd floor. Unit 308 sits high above the ''Works Yard' with long views. Let the light in with 11' foot ceilings and oversized windows flooding the light LVP flooring. Open kitchen features a large island, gas cooking, quartz counters, tile backsplash and stainless steel appliances, including a refrigerator. Tiled bathroom, designer closets and contemporary designer touches throughout. Washer and dryer also included. Assigned covered parking space and a storage unit in the climate-controlled basement. On the roof is a private resident Club Room with a wine bar, large screen TV lounge and a kitchenette/ dining area for socializing and entertaining. Choice of restaurants and retail within walking distance with more to come. Brand new Lowes Foods across the street. Easy access to all of the Triangle with 64 and 15-501 at your doorstep. Mosaic features many events including Friday concerts and movies with food trucks, art fairs, farmers markets and more. In the same building is 79 West, which is an innovation hub and co-working space. This is truly a place to live, work, play, learn and eat!

120 Mosaic Blvd Unit 308, Pittsboro

$395,000

10187178 MLS ⋅ ACTIVE Status

Every extraordinary home begins with an extraordinary homesite. Welcome to 93 Firefly Overlook (Lot 4), one of Firefly Overlook's most desirable 2.16-acre homesites. Mature hardwoods, a peaceful natural creek, and exceptional privacy come together to create an extraordinary setting for your future custom home. Unlike many homesites, the beauty here is already established. Towering hardwoods create a picturesque canopy, while the natural creek meanders through the rear portion of the property, creating a peaceful setting and a lasting natural backdrop. Depending on your home's design and placement, you may enjoy the soothing sounds of the creek while relaxing outdoors and taking in the beauty of your wooded surroundings. The groundwork for your dream home has already begun with a 5-bedroom septic construction permit in place, allowing you to focus on designing the home—not wondering whether the lot can support it. Whether you dream of a modern architectural masterpiece, a timeless farmhouse, or a luxury estate designed specifically for your lifestyle, this homesite is ready for your vision. Firefly Overlook's thoughtfully curated builder program allows you to partner with one of five exceptional custom builders—Hurst Home Company, Triple A Homes, Wagoner Homes, Poythress Construction, or Hearthstone Luxury Homes—each known for crafting distinctive luxury residences that complement the beauty of the community. Whether you envision walls of windows overlooking the trees, a covered porch surrounded by nature, or outdoor spaces designed for gathering with family and friends, this homesite offers the opportunity to build a home that's as extraordinary as the setting itself. Firefly Overlook is an intimate community of just 30 estate homesites, ideally located just minutes from Jordan Lake's Vista Point Recreation Area, where boating, kayaking, fishing, swimming, hiking, and lakeside sunsets become part of everyday life. Enjoy the tranquility of country living while remaining conveniently close to Apex, Cary, Chapel Hill, Pittsboro, and RDU Airport. With homes already under construction and new neighbors beginning to call Firefly Overlook home, this is your opportunity to secure one of the community's most desirable remaining homesites and begin planning the custom home you've always imagined. Some buyers begin with a floor plan. Others begin with the perfect homesite. This is where your story begins. The right house starts with the right homesite.

93 Firefly Overlook Rd, 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

$714,900

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

$349,000

10181682 MLS ⋅ ACTIVE Status

Approximately 4 Acres Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Build your dream home, farm on these beautiful 4 acres (approx) property in peaceful countryside of Pittsboro, NC! Potential to subdivide! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located near Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy. Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home or farm, a weekend retreat, or investment. Enjoy the best of both worlds - country living with the convenience nearby amenities! Approximately 4 Acres Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Build your dream home, farm on these beautiful 4 acre (approx) property in peaceful countryside of Pittsboro, NC! Potential to subdivide! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located near Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy. Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home or farm, a weekend retreat, or investment. Enjoy the best of both worlds - country living with the convenience nearby amenities!

2185 Hanks Chapel Rd, 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

$400,000

3 Beds ⋅ 3 Baths ⋅ 10186842 MLS ⋅ ACTIVE Status

This 3-bedroom, 2.5-bathroom townhouse in Chatham Park offers efficient living in Pittsboro with a practical floor plan suited to modern ownership. The unit features a single-car garage and sits on a 2,222-square-foot lot, providing both convenience and defined outdoor space. Located within the established Chatham Park community, this townhouse presents a solid residential investment with clear value for homeowners seeking low-maintenance ownership. Easily accessible to shopping, restaurants, parks, and walking trails. This 3-bedroom, 2.5-bathroom townhouse in Chatham Park offers efficient living in Pittsboro with a practical floor plan suited to modern ownership. The unit features a single-car garage and sits on a 2,222-square-foot lot, providing both convenience and defined outdoor space. Located within the established Chatham Park community, this townhouse presents a solid residential investment with clear value for homeowners seeking low-maintenance ownership. Easily accessible to shopping, restaurants, parks, and walking trails. Contact Eric Andrews at (919) 542-0523 or at eric@ericandrewsrealtor.com

48 Norwell Ln, Pittsboro

$400,000

10186775 MLS ⋅ ACTIVE Status

Final 2 lots available in Noble Reserve, an exclusive enclave of just 4 custom estate homes, half already claimed. This private, heavily wooded 6.2-acre homesite offers breathtaking natural views, a prime Chapel Hill location, and lower Chatham County taxes, all minutes from shopping, dining, and top medical facilities near UNC and RTP. Paved road and high-speed internet available. Every home is built exclusively by BOLD Construction, the area's premier custom homebuilder, giving Noble Reserve a level of consistency and craftsmanship few small enclaves can offer. With only 2 lots remaining, this rare opportunity won't last. Schedule your visit today. All homes in Noble Reserve are built by BOLD Construction, the area's premier custom homebuilder, ensuring consistent quality and strong long-term resale value. Ideally situated near UNC, RTP, Pittsboro, and top medical facilities. Secure your piece of paradise today!

140 Noble Reserve Way, 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

$386,000

3 Beds ⋅ 3 Baths ⋅ 10185687 MLS ⋅ ACTIVE Status

SELLERS ARE WILLING TO CONSIDER CLOSING-COST ASSISTANCE WITH AN ACCEPTABLE OFFER. MOVE-IN READY AND LIKE NEW, this beautifully maintained townhome is located in THE VINEYARDS AT CHATHAM PARK. The OPEN, LIGHT-FILLED LAYOUT features numerous windows, LVP flooring, installed blinds, and an upgraded kitchen with QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, upgraded cabinetry, and a LARGE CENTER ISLAND. Additional highlights include SPACIOUS BEDROOMS, GENEROUS CLOSET SPACE, OAK STAIRS, a PRIVATE SCREENED PORCH, REFRIGERATOR, WASHER AND DRYER INCLUDED, and an EV-READY OUTLET in the one-car garage. The Vineyards offers a low-maintenance lifestyle with paved trails, Knight Farm Community Park, playgrounds, a dog park, sports fields, and a school located within the community. Paddles Swim & Pickleball Club is nearby and available through separate membership. Convenient to historic downtown Pittsboro, Jordan Lake, US-64, Chapel Hill, Apex, and RTP.

140 Millennium Dr, 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

$400,000

3 Beds ⋅ 1 Baths ⋅ 10185418 MLS ⋅ ACTIVE Status

This 3-bedroom, 1-bathroom single-family residence in Pittsboro sits on an expansive 10-acre lot, offering substantial privacy and land ownership potential. The generous acreage provides flexibility for personal projects, outdoor pursuits, or future development possibilities. Whether you seek a quiet rural retreat or value the freedom that comes with significant acreage, this residence presents a solid foundation for your next chapter.

982 Castle Rock Farm Rd, Pittsboro

$549,900

4 Beds ⋅ 2 Baths ⋅ 10185253 MLS ⋅ ACTIVE Status

Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up — home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc 87 N, Pittsboro

$859,000

4 Beds ⋅ 4 Baths ⋅ LP767349 MLS ⋅ ACTIVE Status

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

55 Bob White, Pittsboro

$724,900

3 Beds ⋅ 4 Baths ⋅ 10184986 MLS ⋅ ACTIVE Status

Welcome to a one-of-a-kind Chatham County property offering the space, privacy, character, and updates that are increasingly difficult to find in the Triangle. This home is ideal for buyers who want to stay connected to the Raleigh-Durham-Chapel Hill area while enjoying a quieter setting, more room to spread out, and a home that feels anything but cookie-cutter. Inside, the home has a warm, distinctive personality with architectural details such as wood ceilings, high ceilings, abundant windows, a fireplace, and a loft area that give the interior character that is hard to replicate in newer construction. Natural light is an important part of the home's appeal, with windows that bring in the surrounding wooded views and create an inviting connection between the indoors and outdoors. The home has also undergone significant updates - new flooring throughout, new kitchen cabinets, quartz countertops, stainless-steel appliances, and updated bathrooms. The result is a home that combines rustic character with a fresh, more modern look and feel. The finished daylight walk-out lower level substantially expands the usable living space. This level includes bedrooms, a full bathroom, laundry area, and flex space that could be used for guests, home office, a workout room, media room, hobby space, playroom, or separate living areas for those who appreciate a little more independence. Walk-out access to the backyard also gives the lower level a more open and connected feel than a typical basement. Outdoor living is another standout feature. The home offers approximately 700 square feet of decking on three sides of the property. A fenced portion of the backyard adds even more functionality and can be accessed from both the deck and lower level. Location highlights: Historic downtown Pittsboro, Jordan Lake State Recreation Area, Chatham Park Community, Chapel Hill, Apex, Cary, Durham, Raleigh, and Research Triangle Park are all accessible from this part of Chatham County. The Redbud community has walking trails and the HOA dues include high speed internet!

224 Buteo Rdg, Pittsboro

$375,000

10184970 MLS ⋅ ACTIVE Status

Imagine waking up to the gentle rustle of mature hardwoods and the feeling of total seclusion, all while being just a morning walk from the banks of the Haw River. This stunning 10-acre homesite at 100 Sloping Pond Road offers a rare opportunity to build a custom retreat in one of Pittsboro's most serene settings. The land itself is a natural masterpiece. Dramatic rock outcroppings emerge from the forest floor, offering incredible ready-made focal points for creative landscaping or a striking backdrop for a back deck. The canopy of trees provides both privacy and a sense of timelessness that's hard to find. Whether you're envisioning a modern architectural marvel or a classic woodland cabin, this acreage provides the perfect canvas to bring that vision to life. Practicality meets potential here, as the lot has a perc test for a four-bedroom home, and electrical service is available and ready for connection. You'll have plenty of space to breathe and explore your own private woods, yet you're close enough to the river to enjoy all it has to offer. Lot has access by deed to perpetual easement to Haw River for canoeing, fishing, and recreational purposes. At $375,000, this is more than just a piece of land—it's the starting point for a lifestyle defined by nature and tranquility. Bring your builder and discover the possibilities waiting in the heart of Chatham County.

100 Sloping Pond Rd, Pittsboro

$650,000

3 Beds ⋅ 2 Baths ⋅ 10184862 MLS ⋅ ACTIVE Status

Check out this marvelous homeplace just east of downtown Pittsboro- 3 bedrooms, 2 full baths, open floorplan on over 3 acres. But wait, there's much more! Killer attached garage space for 6 cars, or 4 cars and a workshop or 2 cars and a work-palace. Outside we have two separate backyard fenced areas, fruit trees, greenhouse, and a huge chicken coop with fenced in area. And the yard's fairly level with plenty of room for a garden. Oh, and there's two detached carports for your boat, RV, tractor or other toys. And what a location- 5 minutes to beautiful downtown Pittsboro and 30 minutes to either Chapel Hill, RDU Airport or Cary! Showings begin Friday August 7th at 3pm- don't miss this one...

387 Hanks Chapel Rd, Pittsboro

$649,900

3 Beds ⋅ 3 Baths ⋅ 10184833 MLS ⋅ ACTIVE Status

Updated price on this beautiful home in Chatham Park's Premier 55+ Community. 166 Imagine Way, a meticulously maintained Sweetfern floor plan nestled in a highly sought after community. This 3 bedroom, 3 bath home offers single level living with second level flexibility. This turn-key residence delivers the perfect balance of open space, functional design, and high end updates. An intuitive open concept layout connects the primary living areas creating an inviting space for both everyday living and entertaining. It features a chefs kitchen with high end finishes including a reverse-osmosis water filtration system to the sink and fridge. The kitchen is open to the family room and over looks the extended patio with a raised bed. Remote controlled Hunter Douglas Luminette Privacy Sheer Drapes frame the wall of windows in FR. Light filtering blinds and ceiling fans have been added through out the home as well. The primary bedroom features a spacious layout designed for comfort and privacy. It has a spacious en-suite bathroom with large zero entry shower and walk in closet. The main floor includes a dedicated office / study ideal for remote work or hobbies, plus a bright secondary bedroom. The large laundry room has an owner added utility sink and great storage. Upstairs has a large bonus space and private third bedroom with full bath. The front and rear doors have Provia Storm / Screen doors added to invite fresh air into the home. An expanded back patio paired with a custom raised garden bed are ready for your morning coffee or outdoor entertaining. The garage interior has been painted and includes an EV charger. A Ring camera has been installed. You'll also notice little touches through out that help to make this home "better than new". Desirable amenities include as a pool, spa, clubhouse, putting green and lighted Pickleball courts. The social director in this community is an asset according to the owners. She has a way of bringing people together. There are a lot of groups to become involved with as well. This is a great community to mingle and meet your neighbors. Convenient location close to Chapel Hill, RDU Airport, Raleigh, Durham and Sanford. This home is move in ready. Why wait to buy?

166 Imagine Way, Pittsboro

$734,000

5 Beds ⋅ 5 Baths ⋅ 10184621 MLS ⋅ ACTIVE Status

354 Crimson Way is a two-story Pittsboro single-family home built in 2016 on a cul-de-sac lot. The kitchen centers on an island that adds prep space and casual seating, with stainless steel appliances for everyday cooking. A fireplace anchors the main living area, adding warmth and a natural focal point. The primary bedroom pairs with a primary bathroom featuring double sinks for shared morning routines, a soaking tub for relaxation, and a separate walk-in shower. Outdoors, a paver patio extends the living space into the backyard for gatherings and outdoor cooking, while an attached two-car garage provides covered parking and storage. Clean interior finishes throughout complete this well-maintained residence with practical amenities in every room.

354 Crimson Way, Pittsboro

$214,900

LP767108 MLS ⋅ ACTIVE Status

**Build Your Dream Home in a Golf Course Community in Pittsboro**Looking to custom build your future home in a fast-growing area? Look no further! This beautiful 0.57-acre corner lot is the perfect place to start your next chapter. Located in the beautiful Chapel Ridge gated golf course community, you’ll enjoy incredible amenities including a swimming pool, clubhouse, and hot tub all surrounded by scenic views.

17 Sweet Meadow Ln, Pittsboro

$187,900

1 Baths ⋅ 10184134 MLS ⋅ ACTIVE Status

Build your dream home on this beautiful approximately 1-acre R-1 residential lot in rapidly growing Pittsboro! Ideally located just minutes from Chatham Park, one of North Carolina's largest master-planned communities and downtown Pittsboro with convenient access to Chapel Hill, Cary, Apex, RTP, RDU, and Raleigh. A rare opportunity to own a buildable homesite in a rapidly appreciating area. Beautiful approximately 1-acre by Chatham County record, but 1.229 acre by the unrecorded survey offering a rare combination of NO HOA and low Chatham County taxes. The property previously had a 640 sqft home, which has been removed under permit . The site is partially cleared and ready for your plans. Existing well location and former homesite are shown on the unrecorded survey. Property is being sold As-Is. Buyer is responsible for verifying acreage, boundaries, easements, survey, well, septic, utilities, access, and intended use. Bring your vision and unlock the potential of this unique property. Listing agent has ownership interest in the property and is one of the sellers.

117 Nash Baldwin Rd, Pittsboro

$1,925,000

5 Beds ⋅ 7 Baths ⋅ 10184073 MLS ⋅ ACTIVE Status

A Modern Estate Home Designed for Luxury Living Welcome to one of Summit Terrace's signature homes—an extraordinary custom residence that blends timeless architecture with modern luxury in one of Chatham County's most desirable settings. Perfectly positioned on a 1.27-acre homesite backing to more than 15 acres of protected wooded common area, this exceptional property offers the privacy, tranquility, and natural beauty that discerning buyers rarely find. Encompassing approximately 4,493 square feet of heated living space, this thoughtfully designed home features five bedrooms, four full bathrooms, two powder rooms, a spacious bonus room, and an open loft overlooking the spectacular two-story great room. Every detail has been carefully considered to create a home that is equally suited for elegant entertaining and comfortable everyday living. The striking exterior showcases an elegant combination of brick veneer and premium cement fiber siding, highlighted by steep architectural rooflines, dramatic front-facing gables, oversized windows, and refined architectural detailing. The welcoming covered front porch leads into an impressive foyer where soaring ceilings and expansive sightlines immediately reveal the home's exceptional craftsmanship and scale. At the heart of the home is a spectacular gourmet kitchen featuring an oversized center island, professional-style appliance layout, abundant cabinetry, a separate scullery pantry, and a spacious dining area that flows seamlessly into the dramatic two-story great room. Large glass doors open onto a vaulted covered rear porch, creating the perfect indoor-outdoor living experience while overlooking the peaceful wooded backdrop. The luxurious first-floor owner's suite is designed as a private retreat with a cathedral ceiling, oversized walk-in closet, spa-inspired bath featuring a freestanding soaking tub, zero-entry shower, and direct access to the outdoor living spaces. A private guest suite on the main level provides exceptional comfort for overnight visitors or multi-generational living. Upstairs, family and guests will enjoy three additional bedrooms, each with convenient bath access, a generous loft overlooking the great room, and a large bonus room that can easily serve as a media room, fitness studio, home office, or playroom. The intelligent floor plan offers outstanding flexibility for today's lifestyle while maintaining an elegant flow throughout the home. Car enthusiasts and hobbyists will appreciate the oversized three-car garage, offering generous storage and flexibility for vehicles, golf carts, or workshop space. The setting is every bit as impressive as the home itself. The backyard opens to over 15 acres of preserved wooded common area, providing exceptional privacy, beautiful natural views, and the feeling of owning a private estate without the maintenance of additional acreage. Whether enjoying morning coffee on the covered porch, entertaining family and friends, or simply taking in the peaceful surroundings, this homesite offers a level of serenity that is increasingly difficult to find. This remarkable residence represents the perfect balance of sophisticated design, luxury finishes, generous living spaces, and an unmatched natural setting—an exceptional opportunity to own a custom-crafted estate home in the prestigious Summit Terrace community.

98 Summit Terrace Dr, Pittsboro

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