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$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
$409,990
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
$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

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 .