Refine Search
Sort by
41 Hillway Rd, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10145068 MLS ⋅ PENDING Status
Ready Now in NoVi Chatham Park! Enjoy the walkable, low-maintenance lifestyle buyers are looking for, with lawn care and landscaping included in the HOA and the Chatham Park YMCA, parks, trails, and community events just steps from your front door. The Chestfield floor plan offers 1,883 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. The open-concept main level is filled with natural light and features a bright family room, dining area, and chef-inspired kitchen complete with a gas cooktop, wall oven, oversized island, and abundant cabinet space, making it ideal for both everyday living and entertaining. Upstairs, the private Owner's Suite provides a relaxing retreat with a spa-like bath and generous walk-in closet. Two additional bedrooms offer flexibility for guests, a home office, hobbies, or growing households. Located in NoVi at Chatham Park, residents enjoy community events on the lawn, weekend coffee trucks, Saturday yoga, Games on the Green, and convenient access to Mosaic, the YMCA, trails, parks, and future amenities. Discover a lifestyle centered around connection, convenience, and low-maintenance living in one of the Triangle's most exciting master-planned communities.

41 Hillway Rd, Pittsboro

134 Tantara Bnd, Pittsboro
$469,990
2 Beds ⋅ 2 Baths ⋅ 10168926 MLS ⋅ PENDING Status
The Inspiration by David Weekley Homes offers thoughtfully designed living spaces with the flexibility to fit your family's evolving lifestyle. Abundant natural light fills the open-concept family and dining areas through energy-efficient windows, creating a bright and welcoming atmosphere. At the heart of the home, the chef-inspired kitchen features a spacious dine-up island, and generous prep space, ideal for everyday living and entertaining alike. Step outside to the covered porch, a perfect space for relaxing or gathering with family and friends. The private Owner's Retreat provides a peaceful escape with an en suite bath and oversized walk-in closet. A secondary bedroom is thoughtfully positioned near a full bath, offering comfort and privacy for guests or family members.

134 Tantara Bnd, Pittsboro

194 Tantara Bnd, Pittsboro
$469,730
2 Beds ⋅ 2 Baths ⋅ 10187330 MLS ⋅ PENDING 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

164 N Vlg Pkwy, Pittsboro
$467,705
3 Beds ⋅ 3 Baths ⋅ 10191126 MLS ⋅ PENDING Status ⋅ Alder A BLDG.
Homes by Dickerson have begun construction on our brand new Alder plan, thoughtfully designed as part of our Horizon Collection with keeping comfort and convenience in mind with features like lever door handles, comfort height toilets, and a zero-entry shower in the primary bathroom. The main-level primary suite features a stunning vaulted ceiling, while the kitchen, dining, and family room area are designed with a bright open layout, perfect for entertaining. Upstairs you will find three additional bedrooms, offering the flexibility for family, guests, or home office space. To add even more charm and convenience, a covered breezeway leads to the detached two-car garage. All of these thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

164 N Vlg Pkwy, Pittsboro

160 Windstone, Pittsboro
$465,000
3 Beds ⋅ 2 Baths ⋅ 10194951 MLS ⋅ PENDING Status
Welcome to 160 Windstone, tucked away on a quiet cul-de-sac and situated on approximately 1.6 wooded acres. Surrounded by mature trees and natural beauty, this property offers a peaceful, private setting with plenty of space to enjoy the outdoors. The expansive lot provides a sense of seclusion while still offering convenient access to the surrounding area. Enjoy the wooded views, established landscape, and serene setting with room to make the property your own. Whether relaxing outdoors or simply enjoying the privacy of a larger homesite, this property offers a setting that can be hard to find. Ideally located with convenient access to Chapel Hill, Pittsboro, and the growing Chatham Park area, 160 Windstone combines a private cul-de-sac setting with proximity to shopping, dining, recreation, and everyday conveniences. Come experience the space, privacy, and natural surroundings this property has to offer. Schedule your showing today!

160 Windstone, Pittsboro

595 Wathrsfild Unit E, Pittsboro
$460,000
3 Beds ⋅ 3 Baths ⋅ 10189406 MLS ⋅ PENDING Status
This spacious, light-filled Fearrington Village townhome offers an exceptional combination of character, privacy, flexibility, and storage. Large windows frame beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry, opening to a bright sunroom with walls of windows and a skylight—perfect for relaxing, reading, or hobbies. The Dining Room flows into the well-appointed kitchen with abundant white cabinetry, quartz counters, extensive counter space, and a large walk-in pantry. A sunny breakfast area features lovely wooded views. The main level primary suite includes room for a sitting area, custom bookshelves, oversized and generous walk-in closet. Upstairs, two large bedrooms each offer walk-in closets plus a versatile bonus/flex room - ideal for an office, craft room, reading room, or additional storage. Beautiful parquet flooring, vaulted ceilings, skylights, built-ins, and generous room sizes add distinctive character throughout. Enjoy all that Fearrington Village has to offer including well curated shops and various eateries. Enjoy pizza and music at the Roost Beer & Wine Garden- a lovely outdoor spot. The Belted Goat is great for casual ding and the Fearrington House offers first class accomodations and Fine Dining! There are numerous neighborhood clubs and social activities, with Duke Center for Living conveniently located on the adjoining property. There you can join the indoor Pool and fitness cenetr. Welcome to a new way of life!

595 Wathrsfild Unit E, Pittsboro

106 Golden Leaf Dr Unit 324, Pittsboro
$459,900
4 Beds ⋅ 3 Baths ⋅ 10188088 MLS ⋅ PENDING 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

71 Wandering Way, Pittsboro
$430,000
4 Beds ⋅ 3 Baths ⋅ 10195690 MLS ⋅ PENDING Status ⋅ Ember B BLDG.
Homes by Dickerson has begun construction on The Ember B as a custom pre-sale home for another great Homes by Dickerson Client! This client will enjoy all the great lifestyle amenities of Chatham Park. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. They are going to love it here!

71 Wandering Way, Pittsboro

124 Golden Leaf Dr Unit 328, Pittsboro
$419,900
3 Beds ⋅ 3 Baths ⋅ 10188064 MLS ⋅ PENDING Status
END-UNIT TOWNHOME + 2-CAR GARAGE! The Advent offers 2,174 SF with 3 bedrooms, 2.5 baths and flexible living spaces on both levels. The open main floor connects the spacious Great Room, Dining Room and designer Kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, stainless appliances, gas range and matte-black fixtures. A dedicated Tech Center provides the perfect spot for a home office, homework station or everyday organization. Upstairs, the private Primary Suite features a walk-in closet, dual vanity and upgraded 5' tiled shower, joined by two additional bedrooms, full bath, convenient laundry and a 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!

124 Golden Leaf Dr Unit 328, Pittsboro

299 Millennium Dr, Pittsboro
$390,000
3 Beds ⋅ 3 Baths ⋅ 10191853 MLS ⋅ PENDING Status
Welcome to 299 Millennium Drive, a pristine 3-year-old townhouse in the highly sought-after Chatham Park community of Pittsboro, NC. Now offered at the incredible price of $400,000, this home has been lovingly cared for, offering a turn-key, like-new living experience with premier upgrades and total convenience. Sellers offering $5,000 credit toward closing costs and a one year home warranty (valued up to $650)! In addition, preferred lender incentive: up to $3,000 in lender paid closing costs if buyer uses preferred lender, Jason Harris with Advantage Lending (some restrictions may apply). That's a potential of $8,000 in closing costs! Home Highlights & Custom Upgrades Move-In Ready Quality: Meticulously maintained 3-year-old construction with a walk-in pantry, epoxy-finished garage floor, and an active HVAC maintenance agreement for total peace of mind. EV-Ready Garage: Equipped with an outlet in the garage ready for your electric vehicle charger. Private Outdoor Retreat: Features a backyard and a side privacy fence that backs up to peaceful, serene woods. Enjoy quiet forest views from your screened-in back porch, plus plenty of room for pets to exercise. Location & Community Chatham Park Amenities: Situated in Chatham Park, giving you instant access to all the vibrant entertainment, parks, and events the development has to offer. Active Lifestyle: Located near Paddles Swim and Pickleball Club! Unbeatable Convenience: Tucked away in a private, quiet neighborhood while remaining convenient to Hwy 64 and just minutes from local restaurants, shopping, and charming downtown Pittsboro.

299 Millennium Dr, Pittsboro

48 Danbury Ct, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10192649 MLS ⋅ PENDING Status
If you're looking for a home in Powell Place that feels comfortable, practical, and easy to live in, 48 Danbury Ct is one I'd love for you to see. This 3-bedroom, 2.5-bath home sits on a corner lot and offers 1,510 square feet with an open floorplan that makes everyday living and entertaining feel simple. The living room features an electric fireplace with stone detail, upgraded light fixtures, while the kitchen offers a breakfast bar and a brand-new gas range. Step outside to the back deck and fenced backyard, where mature peach and apple trees add a little something special to the outdoor space. There is room to relax or simply enjoy your morning coffee. Multiple big- ticket items are already taken care of, including brand new gas range, a NEW GAS FURNACE in 2024, BRAND NEW CARPET on stairs & 2nd floors, and a water heater replaced around 2022. TV's will stay! Powell Place is one of those neighborhoods I enjoy recommending because it offers sidewalks, multiple community ponds, a playground, and access to Town of Pittsboro Park, all while being just minutes from downtown Pittsboro and Chatham Park. Shopping, restaurants, schools, and convenient access to Highways 64 and 15/501 are all close by. This is a great opportunity to own in a desirable Pittsboro neighborhood. 48 Danbury Ct is worth putting on your list.

48 Danbury Ct, Pittsboro

68 Wandering Way, Pittsboro
$359,990
3 Beds ⋅ 3 Baths ⋅ 10148192 MLS ⋅ PENDING Status ⋅ Wilson BLDG.
MOVE-IN READY in Townes at NoVi at Chatham Park! This beautifully designed Wilson offers over 1,800 square feet with 3 bedrooms, 2.5 baths, a spacious loft, and rear-entry 2-car garage. The light-filled, open-concept main level features a designer kitchen overlooking the dining and living areas, plus a private brick-enclosed courtyard ideal for relaxing or entertaining. Enjoy low-maintenance living with convenient access to Chatham Park trails, parks, green spaces, the YMCA, MOSAIC, and Downtown Pittsboro. Convenient to Chapel Hill, Durham, Jordan Lake, RTP, and RDU Airport. Ask about available builder incentives and financing opportunities with the preferred lender. Schedule your tour today!

68 Wandering Way, Pittsboro

267 William Dr, Pittsboro
$356,485
3 Beds ⋅ 3 Baths ⋅ 10181238 MLS ⋅ PENDING Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, 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. Photos are of similar home for illustrative purposes only.

267 William Dr, Pittsboro

215 Bynum Rd, Pittsboro
$355,000
3 Beds ⋅ 2 Baths ⋅ 10161543 MLS ⋅ PENDING Status
This is an unusual property with an unusual history, with many graces. First of all it's in Bynum, one of the most interesting historic mill villages in the Triangle. Second, it has frontage on the mighty Haw River (look at the pictures) at a significant point very near the beautiful old pedestrian bridge, with miles of trails in both directions. There is a house built in the 1970s, very livable but with some deferred maintenance issues, with fireplaces and a large great room/library and three bedrooms and two baths and good trees and views and a kind of abandoned inground pool which was once obviously beautiful. The house is very high above the river and has a good little barn and a well and decks and balconies and great windows and you can stroll across the river at dusk just down below the house and count your blessings. This property is being sold by Special Warranty Deed. Please read the Attorney Letter and Special Warranty Deed. House Inspection available upon Request. Be careful around pool. It has a deep end! Showings begin April 23.

215 Bynum Rd, Pittsboro

105 Oldsmobile Dr, Pittsboro
$340,000
3 Beds ⋅ 2 Baths ⋅ 10145629 MLS ⋅ PENDING Status
Move-in ready home on private 1.8 acre lot! This home has a new roof, new flooring, fresh paint and new fixtures throughout. Beautiful covered front porch overlooks large front yard. As you enter the home, you'll appreciate the spacious floor plan. Bright kitchen includes new quartz countertops, stainless steel appliances and eat-in area. Two large living rooms in the home provide excellent space to spread out and to entertain. Primary suite has a walk-in closet and bath with dual vanity and oversized shower. Two additional bedrooms have close access to another full bath with new vanity. New sliding door of the kitchen leads to a new deck and overlooks backyard. Wired building in backyard is ideal for storage or workshop. Owner is licensed real estate agent.

105 Oldsmobile Dr, Pittsboro

246 William Dr, Pittsboro
$339,990
3 Beds ⋅ 3 Baths ⋅ 10179778 MLS ⋅ PENDING Status
Quick move-in - 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 with a rear patio. Thoughtfully created for comfort and modern convenience with a professionally curated design package, stainless steel appliances, quartz countertops, gas range, and spacious kitchen island. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and soft closed cabinets 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. Photos are of similar home for illustrative purposes only.

246 William Dr, Pittsboro

242 William Dr, Pittsboro
$324,990
3 Beds ⋅ 3 Baths ⋅ 10179772 MLS ⋅ PENDING Status
Quick move-in. Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome is a must see with an open concept first floor featuring plenty of storage and a spacious island elevating the kitchen space. Upstairs features a spacious primary suite with two walk-in closets, while the primary bath has a double vanity and luxurious tiled roman shower. The secondary bedrooms provide flexible living space for a home office, guest suite, or whatever fits your lifestyle. The laundry room is conveniently located on the second floor and features a laundry tub for added convenience. Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

242 William Dr, Pittsboro

236 William Dr, Pittsboro
$279,990
3 Beds ⋅ 3 Baths ⋅ 10179766 MLS ⋅ PENDING Status
Quick move-in - 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 your 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 a tray ceiling 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 with easy access to Chapel Hill & RTP. Start your homebuying journey today.

236 William Dr, Pittsboro

100 Rolling Acres Ln, Pittsboro
$198,000
10160171 MLS ⋅ PENDING Status
Do not miss the opportunity to own approximately 5 acres of land in Pittsboro. The property includes an existing mobile home structure that has not been occupied in over 15 years and is not considered livable. The home is being conveyed at no value. The property is equipped with a well and septic system; however, the seller makes no representations or guarantees regarding their condition or functionality. Buyers are encouraged to conduct their own inspections and due diligence. Do not enter the mobile home under any circumstances. Property is being sold as-is. Ideal for those seeking land with potential for future use, subject to local regulations and approvals. For more information or to schedule a viewing of the land, please contact the listing agent.

100 Rolling Acres Ln, Pittsboro

Goathouse Rd, Pittsboro
$159,900
10118452 MLS ⋅ PENDING Status
Calling all artists, animal and nature lovers, hobby farmers, and entrepreneurs! Bring your vision to this flat, versatile 5+ acre lot—peacefully tucked away, yet only 10 minutes from downtown Pittsboro. Create your own private retreat while enjoying a sense of community alongside the neighboring Goathouse animal sanctuary and artist's studio. A county-approved, four-bedroom shared septic system is already in place; the buyer simply needs to connect. No HOA. Zoned R-1, the property offers a variety of possibilities: • Approximately 1 acre on the northern portion provides road access and potential space for a small home-based business, artist's studio, farm stand, pasture, or barn. • Approximately 4 acres on the southern portion offer a flat, spacious setting for a private primary residence. An option to purchase only this 4+ acre portion may also be available. • Additional possibilities may include an income-producing primary residence, such as a single-family duplex or bed-and-breakfast. All proposed uses are subject to county approval. House and outbuilding images are for illustrative purposes only and are not included in the purchase price. The greater Pittsboro area blends small-town Southern charm and natural beauty with access to UNC-Chapel Hill, Duke University, world-class healthcare, and the Research Triangle's renowned centers of research and innovation. With a thriving arts scene, diverse cuisine, and Pittsboro's growing 79° West Innovation Hub, this is an inviting place to live, create, and grow.

Goathouse Rd, Pittsboro

16 Deep Crk, Pittsboro
$135,000
10122811 MLS ⋅ PENDING Status
Located in the prestigious Chapel Ridge golf course community this lot offers a unique build envelope to accomodate side load garage and circular drive. Slope allows for daylight walk out baement. Enjoy the resort-style amenities that come with living in Chapel Ridge, including a pool, gym, playground, tennis, volleyball, and basketball courts, as well as a restaurant and bar. This is the perfect community for people who enjoy golf and outdoor activities. The property is conveniently located close to Chatham Park, which offers a variety of shopping, dining, and entertainment options. Pittsboro is a charming town that boasts a rich history, natural beauty, and a thriving arts scene. With easy access to major highways, you can enjoy the best of both worlds - a peaceful and scenic retreat in Chapel Ridge and all the amenities of the city just a short drive away. Don't miss this opportunity to own a piece of paradise in Chapel Ridge. Listing agent works with a variety of builders and can help navigate the build/ARB process.

16 Deep Crk, Pittsboro

808 Hillsboro St, Pittsboro
$115,000
3 Beds ⋅ 2 Baths ⋅ 10195708 MLS ⋅ PENDING Status
**Nearly 1 Acre of Secluded Land with City Water & Septic in Place!** Discover the possibilities at 808 Hillsboro Street in Pittsboro. This nearly 1-acre, heavily shaded lot offers a peaceful rural setting with plenty of privacy and room to create your ideal homesite. A septic system is already in place, providing a valuable head start for your future plans. The existing manufactured home is in poor condition and is being conveyed **as-is with no contributory value**. The primary value of this property is in the land and its potential. Buyers may explore replacing the existing home with a new manufactured home or constructing a new residence, subject to applicable Chatham County zoning, permitting, septic, and other requirements. Tucked away in a quiet rural area, the property offers a natural setting with mature trees and plenty of shade. Whether you're looking for a private homesite or an opportunity to create something new, this property offers a blank slate with infrastructure already in place. **Property is being sold as-is. Buyer to determine all information, permitted uses, building requirements, and the condition and functionality of the existing well and septic system with the appropriate county and/or local authorities.**

808 Hillsboro St, 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 .

How much is your home worth?

Get instant property value now!