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$405,000
3 Beds ⋅ 3 Baths ⋅ 10182540 MLS ⋅ ACTIVE Status
Exceptional opportunity in the Vineyards of Chatham Park! A beautifully positioned end unit townhome offering modern comforts, wooded privacy, and the best of Chatham Park living. This thoughtfully designed home combines modern convenience with a peaceful setting and an exceptional outdoor retreat. Enjoy your own private escape on the beautiful flagstone patio overlooking a wooded backdrop — the perfect setting for morning coffee or unwinding while taking in the natural surroundings. The tranquil views and mature landscape create a rare sense of privacy while still keeping you connected to everything the neighborhood has to offer. Located within one of Pittsboro's most innovative and sought-after communities, this home provides access to the trails, green spaces, and vibrant destinations, including Novi and the Mosaic with nearby dining, shopping, community events, and gathering spaces that make it easy to experience all the conveniences and amenities this exceptional community provides. With its peaceful wooded views, inviting outdoor spaces, and prime location, 92 Norwell Lane offers a rare opportunity to enjoy the perfect balance of nature, community, and convenience.

92 Norwell Ln, Pittsboro
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182271 MLS ⋅ ACTIVE Status
Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre fenced lot, this turnkey home offers 2,665 square feet of thoughtfully designed living space with extensive recent updates throughout. The entire interior was freshly painted in July 2026 and features gorgeous refinished hardwood floors (July 2026) on the main level, brand-new carpet on the stairs and second floor, and an exterior freshly painted in October 2025. The spacious floor plan is perfect for everyday living and entertaining, while the bright sunroom—converted & featuring windows installed in 2019—provides the perfect place to relax year-round, and the sunroom furniture conveys! The updated primary suite includes a new vanity cabinet, faucets, and a semi-frameless glass shower enclosure, creating a fresh, spa-like retreat. The kitchen has also been updated with a new oven, dishwasher and microwave (2026), making this home truly move-in ready. Step outside to enjoy the private backyard oasis complete with lush landscaping, a patio, and a storage shed with upgraded drainage completed in 2019. With too many improvements to list, this meticulously maintained home offers peace of mind and exceptional value. Enjoy neighborhood amenities including a community pool, clubhouse, and scenic pond, all just minutes from historic downtown Pittsboro, shopping, restaurants, and convenient access to US-64, US-15/501, and NC-87. Turnkey, beautifully updated, and ready for its next owner—this is one you won't want to miss!

538 May Farm Rd, Pittsboro
$799,900
4 Beds ⋅ 3 Baths ⋅ 10182238 MLS ⋅ ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3,500 square feet of living space, quality craftsmanship, and exceptional indoor-outdoor living. Backing to additional wooded acreage, this property enjoys scenic natural views and a rare opportunity to purchase the adjacent lot separately for added space and flexibility. Inside, rich hardwood flooring, detailed millwork, plantation shutters, and custom built-ins create timeless character throughout. The spacious living room features a fireplace and flows seamlessly into the breakfast area and well-appointed kitchen, complete with abundant cabinetry, generous prep space, and pantry storage. The main-level primary suite offers a spacious bedroom, dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Additional main-floor spaces include a formal dining room and dedicated office. Upstairs, three secondary bedrooms, a large bonus room, and a dedicated storage room provide flexibility for a variety of uses. Enjoy year-round outdoor living from the oversized screened porch with Trex decking overlooking the wooded backdrop. Additional highlights include a walk-in crawl space with exceptional storage, tankless water heater, water filtration system, and an oversized three-car garage. Conveniently located near Chapel Ridge Golf Club, shopping, dining, parks, and major commuter routes, this property combines spacious living, quality construction, and a desirable community setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro
$1,173,000
3 Beds ⋅ 3 Baths ⋅ 10182181 MLS ⋅ COMING SOON Status
Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 bath executive home offers the perfect blend of luxury, comfort, and thoughtful design. From the stunning stone and fiber cement exterior to the impeccably maintained interior, every detail has been carefully crafted for elegant everyday living. The heart of the home is the gourmet cook's kitchen featuring granite countertops, a large center island with dual disposals, natural gas cooktop, built-in oven/microwave combination, Energy Star appliances, and a spacious walk-in pantry. Enjoy casual meals in the charming breakfast area overlooking the lot's wooded and private back yard or entertain guests in the separate formal dining room. Hardwood floors flow throughout the main level, leading into the inviting family room with custom built-in bookshelves and a cozy natural gas log fireplace. A second gas log fireplace enhances the screened porch, complete with custom shades for year-round enjoyment and relaxation. The exquisite owner's suite provides a luxurious retreat with a spa-inspired bath featuring a walk-in shower, soaking tub, and generous space for comfort and privacy. Additional highlights include ceiling fans, Plantation shutters, a convenient main-level utility room, low-flow plumbing fixtures, and a tankless water heater with circulating hot water system. Spacious and versatile, this beautifully designed home offers room for everyone with a thoughtfully finished lower level perfect for multi-generational living, entertaining or guest accommodations. Enjoy a large finished recreation room ideal for movie nights, game days, or a home gym, along with 2 spacious bedrooms and a full bath providing comfort and privacy for family or visitors. The lower level also features access to a huge unfinished storage area with endless possibilities - perfect for a workshop, hobby space, or fitness area. With abundant storage and flexible living spaces throughout, this home combines functionality and comfort in every detail. Outdoor living is equally impressive with a fenced backyard, irrigation system and ample space to enjoy nature's peaceful surroundings. Additional features include a sealed crawlspace, county water, community sewer, durable 30-year shingle roof warranty and natural gas fuel service. Designed by Home by Dickerson with future convenience in mind, the home's construction also incorporates space and options for a potential elevator installation if desired. This remarkable property combines timeless style, energy efficiency, and modern functionality in a serene setting you'll love coming home to.

4200 Henderson Pl, Pittsboro
$585,000
4 Beds ⋅ 3 Baths ⋅ 10181726 MLS ⋅ ACTIVE Status
Set on an oversized lot, this beautifully appointed home offers the perfect blend of comfort, functionality, and curb appeal. Relax on the extended front porch, an inviting space to enjoy your morning coffee, greet neighbors, or unwind in the evening. Inside, the bright, open-concept floor plan is enhanced by custom built-in cabinetry around the fireplace in the living room, adding both character and practical storage while creating a stunning focal point for everyday living and entertaining. Designer finishes and quality craftsmanship are evident throughout the home. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro
$624,900
3 Beds ⋅ 3 Baths ⋅ 10181691 MLS ⋅ PENDING Status
Enjoy privacy, space and room to breathe on more than three acres in desirable Bobcat Point—with no HOA, no city taxes and horses allowed. This beautiful home offers three bedrooms, including a main-level primary suite with a fireplace, plus a flexible room ideal for a home office or guests. The spacious bonus room provides even more versatility, while over 1,000 square feet of unfinished third-floor space offers incredible potential for future expansion. Relax on the rocking-chair front porch or enjoy the peaceful backyard from the screened porch and expansive deck. The property also features a fenced area, garden space and plenty of room for RVs, boats and recreational toys. A detached two-car garage with unfinished space above creates additional possibilities for storage, a workshop or future finished space. Recent improvements include refinished hardwood floors, new carpet, fresh interior paint, refinished countertops and tile, and newly stained porches and deck. A truly special home and setting with exceptional indoor and outdoor space.

128 Lauren Rose Ln, Pittsboro
$367,990
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This beautiful end-unit 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.

251 William Dr, Pittsboro
$346,990
3 Beds ⋅ 3 Baths ⋅ 10181244 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This beautiful 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.

255 William Dr, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10181240 MLS ⋅ ACTIVE 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, maple colored 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. Photos are of similar home for illustrative purposes only.

259 William Dr, Pittsboro
$354,990
3 Beds ⋅ 3 Baths ⋅ 10181239 MLS ⋅ ACTIVE 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, 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. Photos are of similar home for illustrative purposes only.

263 William Dr, Pittsboro
$364,990
3 Beds ⋅ 3 Baths ⋅ 10181238 MLS ⋅ ACTIVE 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
$374,990
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS ⋅ ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit 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 and stair tred, oat colored exterior cabinets with a sage colored island, 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.

271 William Dr, Pittsboro
$998,875
4 Beds ⋅ 3 Baths ⋅ 10181186 MLS ⋅ ACTIVE Status ⋅ Normont BLDG.
Under Construction! Enjoy peaceful living on a 1+ acre wooded homesite in the beautifully designed Normont. This open-concept home features a first-floor owner's retreat, spacious designer kitchen, expansive family room, flexible secondary bedrooms, and a covered rear porch—perfect for taking in the private, tree-lined surroundings. The ideal combination of modern comfort, functional living, and the privacy of a spacious wooded homesite. Enjoy peaceful living on a 1+ acre wooded homesite in the beautifully designed Normont. This open-concept home features a first-floor owner's retreat, spacious designer kitchen, expansive family room, flexible secondary bedrooms, and a covered rear porch—perfect for taking in the private, tree-lined surroundings. The ideal combination of modern comfort, functional living, and the privacy of a spacious wooded homesite.

236 Flatiron Frst Dr, Pittsboro
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 10181175 MLS ⋅ PENDING Status
Back on the market due to change in job circumstance. Don't miss out on this special opportunity. Situated on a picturesque 1.33-acre homesite, 4233 Henderson Place offers the perfect blend of comfort, space, and lifestyle in the heart of Fearrington Village--a community celebrated for its charming village center, boutique shopping, dining, and scenic surroundings. This 3-bedroom, 2.5-bath home features a thoughtfully designed layout with a dedicated office and a large upstairs bonus room, ideal for a media space, playroom, or guest retreat. The main living areas are filled with natural light and flow seamlessly into a beautiful kitchen, designed to be both functional and inviting--perfect for everyday living and entertaining. A standout feature of the home is the living room's multi-fold doors, which open fully to the screened-in porch--creating a seamless indoor-outdoor living experience. Whether hosting guests or enjoying a quiet evening, this unique design allows the living space to expand effortlessly and brings the outdoors in. The spacious primary suite serves as a true retreat, highlighted by a large walk-in closet and a luxurious en-suite bath featuring an expansive walk-in shower. Each additional bedroom offers comfort and flexibility, while the home's layout provides room to grow and adapt to your needs. Upstairs, a generous walk-in attic presents excellent storage or the opportunity to create additional finished living space. A walk-in crawl space adds even more convenience and accessibility. Step outside to enjoy the peaceful setting and expansive yard, complete with an irrigation system to maintain the landscape year-round. Surrounded by natural beauty, it's not uncommon to spot deer and local wildlife passing through, adding to the serene, retreat-like atmosphere. Whether relaxing at home or exploring all that Fearrington Village has to offer, this property delivers a rare combination of privacy, charm, and modern comfort.

4233 Henderson Pl, Pittsboro
$615,000
4 Beds ⋅ 3 Baths ⋅ 10181040 MLS ⋅ ACTIVE Status
From the moment you step through the front door, you'll feel it—this is more than a house; it's a home where love has flourished, laughter has echoed through every room, tiny footsteps became confident strides, and countless memories have been made. Every space tells a story, and now it's ready for its next chapter with you. Beautifully and thoughtfully updated, this exceptional home combines timeless elegance with modern comfort. Rich Bellawood hardwood flooring flows throughout the entire first floor, creating warmth and continuity. The elegant dining room showcases a tray ceiling and classic wainscoting, perfect for hosting holiday dinners and special celebrations. The breathtaking great room welcomes you with soaring vaulted ceilings, custom built-in cabinetry, and a cozy gas-log fireplace with a blower that makes winter evenings especially inviting. The heart of the home—the kitchen—features premium KitchenAid stainless steel appliances and an inviting breakfast nook complete with a custom-built storage bench, creating the perfect place for morning coffee, family breakfasts, or helping with homework. Designed with privacy and comfort in mind, the split-bedroom floor plan offers a peaceful primary suite tucked away from the secondary bedrooms. The luxurious spa-inspired primary bath features a soaking tub, a separate shower with dual shower heads, and even its own dedicated water heater for added convenience. French doors from both the great room and the primary suite open onto an expansive deck, seamlessly blending indoor and outdoor living. Every lighting fixture throughout the home has been meticulously selected and updated, including elegant pendant lighting that gracefully frames the primary bedroom, adding warmth, sophistication, and designer appeal. Step outside, and you'll discover what many have described as a magical private park. This extraordinary backyard is a peaceful sanctuary surrounded by mature trees and beautifully curated landscaping. Relax in the hammock beneath the shade, gather fresh blueberries and blackberries, or stroll among blooming peonies, hydrangeas, and tulips. At its heart is your own tranquil pond with a graceful fountain and a Toro lantern, carefully brought from Japan, creating a setting that feels both serene and unforgettable. Upstairs offers incredible flexibility with an expansive bonus room complete with a closet, generous walk-in attic storage, a dedicated office or flex room, a beautifully remodeled full bathroom, and a spacious fourth bedroom with peaceful views overlooking the neighborhood pond. The location is just as impressive. Jordan Lake is only 10 minutes away, offering endless opportunities for boating, fishing, hiking, and recreation. The future Disney STORYLIVING community will be just five minutes away, bringing exciting new restaurants, shopping, entertainment, and amenities to the area. Families will appreciate the excellent educational options, including highly regarded public schools, Thales Academy, Haw River Christian Academy, Woods Charter School, and Chatham School of Science & Engineering. Every improvement has been made with care. Every room has been loved. Every corner invites you to imagine the memories still waiting to be made. Come experience this impeccable modern home for yourself—and prepare to fall in love.

438 May Farm Rd, Pittsboro
$875,000
3 Beds ⋅ 3 Baths ⋅ 10180964 MLS ⋅ ACTIVE Status
Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in desirable Fearrington Village. Hardwood, parquet, and carpeted flooring combine warmth and character throughout the home.The spacious primary suite features an extraordinary 11' x 11' walk-in closet complete with a custom organization system and center island. The inviting family room is anchored by a fireplace and framed by two full walls of custom built-in cabinetry, providing abundant storage and display space. Designed for both everyday living and entertaining, the expansive kitchen offers a large center island with storage on all sides, extensive cabinetry, and a beautiful furniture-style cabinet featuring glass display doors and a plate rack. A remarkable custom pantry includes wall-to-wall cabinetry with roll-out lower drawers, a full countertop, and an additional sink for exceptional storage and workspace. The well-appointed laundry room is equally impressive with a full wall of upper and lower cabinetry, an organization system, and a utility sink. Enjoy outdoor living on the screened porch and adjoining grilling deck overlooking a peaceful wooded setting that provides exceptional privacy with minimal yard maintenance. The walk-out lower level offers an additional 1,164 square feet of finished space featuring a kitchenette with dining area, flex space, two bedrooms, and a full bath. This finished area was completed without permits and is not included in the home's reported living square footage. The lower level also includes an abundance of unfinished storage, multiple workshop areas, and a utility sink, making it ideal for hobbies, projects, or additional storage. Additional features include a new roof (2025), new water heater (2023), plantation shutters throughout, wide doorways designed for aging in place, and numerous storage closets throughout the home. Fearrington Village is renowned for its vibrant social atmosphere, walking trails, beautiful surroundings, and community amenities. Galloway Ridge Fitness is conveniently located on the adjoining property, offering additional wellness opportunities just steps away.

862 Hatfield, Pittsboro
$789,000
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS ⋅ ACTIVE Status
Behind the gates of Chapel Ridge Estates, this home offers 3 main-level bedrooms, including a primary suite with double vanity, walk-in shower with bench and handheld sprayer, walk-in closet and reverse-osmosis water spigot. The kitchen features granite counters, an island, gas cooking, stainless refrigerator, under-cabinet lighting and RO water at the sink. A tray-ceiling dining room, breakfast room, hardwood floors and family room with gas fireplace offer flexible gathering spaces. Relax on the screened porch or deck overlooking the fenced yard. Upstairs adds a bonus room, 4th bedroom, full bath and walk-in attic. The laundry room has a utility sink. A conditioned wine cellar occupies part of the 3rd garage bay and was designed for easy removal if needed. A 24 kW Generac provides whole-home backup power. Community perks include a pool, clubhouse, fitness center, courts, playground, golf, and bar and grill.

53 Spring Hollow Ct, Pittsboro
$424,500
3 Beds ⋅ 3 Baths ⋅ 10180362 MLS ⋅ ACTIVE Status
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Frigerator conveys. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro
$379,000
3 Beds ⋅ 3 Baths ⋅ 10180160 MLS ⋅ ACTIVE Status
Welcome home to this spacious 2,200+ sq ft end-unit townhome in coveted Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake. Offering generous space at a terrific value, this home features vaulted ceilings and skylights that fill the interior with natural light, while hardwood floors flow throughout the main level. The living room opens to a sunny flex space—perfect for a home office or sunroom—with direct access to the side deck, ideal for morning coffee or evening unwinding. The first-floor owners' suite offers a peaceful retreat with a large walk-in closet. Two additional generously sized bedrooms complete the plan, including one with a wood-floored side room perfect for a craft room, office, or reading nook. Surrounded by mature, established landscaping, this end unit offers comfort, convenience, and effortless low-maintenance living—the HOA covers roof, garage, exterior maintenance, and mow & blow. A one-car detached garage adds everyday convenience. Enjoy all that Fearrington Village has to offer: tennis and pickleball courts, scenic walking trails, charming shops and restaurants, and a vibrant calendar of clubs and activities. A rare opportunity to live low-maintenance without compromising on space, light, or lifestyle.

484 Beechmast, Pittsboro
$949,000
5 Beds ⋅ 3 Baths ⋅ 10179863 MLS ⋅ ACTIVE Status
Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, Pittsboro
$815,000
4 Beds ⋅ 3 Baths ⋅ 10179814 MLS ⋅ ACTIVE Status
Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres, offering over 4,000 square feet of beautifully designed living space. With 4 bedrooms, 3 full bathrooms, and an exceptional floor plan, this home combines timeless elegance with modern comfort. Step inside to discover soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves that add warmth and character throughout. The spacious living room is anchored by an electric fireplace, creating a cozy gathering space for family and friends. The beautifully appointed kitchen is designed for both function and style, featuring granite countertops, stainless steel appliances, and generous workspace for preparing meals and entertaining guests. A rare and highly desirable feature, this home offers two primary suites, providing flexibility for multi-generational living, extended family, or private guest accommodations The second floor features finished bonus rooms, offering endless possibilities for a home office, media room, playroom, fitness space, or additional guest accommodations. Enjoy peaceful mornings on the inviting rocking chair front porch complete with a porch swing, or relax year-round on the screened porch overlooking the peaceful wooded surroundings. The property also includes an attached double garage along with a detached garage/workshop, providing abundant space for vehicles, hobbies, storage, or projects. Recent improvements offer added peace of mind, including a new roof installed in 2025 and both heat pumps replaced in 2026. Additional features include a Ring® doorbell and security camera system. Conveniently located with easy access to Highway 64, this property offers the perfect balance of privacy, convenience, and country living.

26 Shadymont Dr, Pittsboro
$354,990
3 Beds ⋅ 3 Baths ⋅ 10179782 MLS ⋅ ACTIVE 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. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and black finishes. 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.

250 William Dr, Pittsboro
$347,990
3 Beds ⋅ 3 Baths ⋅ 10179778 MLS ⋅ ACTIVE 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 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.

246 William Dr, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10179772 MLS ⋅ ACTIVE 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, LVP flooring, white cabinets, 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 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.

242 William Dr, Pittsboro
$324,990
3 Beds ⋅ 3 Baths ⋅ 10179766 MLS ⋅ ACTIVE 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 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. Photos are of similar home for illustrative purposes only.

236 William Dr, Pittsboro
$379,990
3 Beds ⋅ 3 Baths ⋅ 10179408 MLS ⋅ ACTIVE Status
Quick move-in - Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome is and end unit and includes a 1-car garage and is situated on a wooded homesite with a natural view with a rear patio. Professionally curated design for comfort and modern convenience with LVP flooring, upgraded cabinets including a spacious sage colored island, stainless steel appliances, quartz countertops, gas range, soft close drawers, and LVP stair tred. 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.

254 William Dr, Pittsboro
$750,000
4 Beds ⋅ 3 Baths ⋅ 10179343 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect combination of comfort, flexibility, and peaceful surroundings. Freshly painted throughout with brand-new carpet as well! The light-filled interior features an inviting, open layout with vaulted ceilings and skylights, custom built-ins, and a fireplace that creates a warm gathering space for family and friends. Large windows frame serene views of the natural landscape, bringing the outdoors inside. A standout feature is the detached guest cottage, offering exceptional versatility for visiting family and friends, a private home office, art studio, fitness space, or hobby room. The spacious primary suite provides a relaxing retreat, while additional living spaces offer room to spread out and entertain with ease. Step outside to enjoy the quiet setting and privacy of a backyard that borders undeveloped land, creating a peaceful backdrop that's increasingly hard to find. The front features a private courtyard. You'll enjoy easy access to walking trails, parks, shops, restaurants, and all the charm this award-winning community has to offer, while remaining just minutes from Pittsboro, Chapel Hill, and the greater Triangle. Flexible living spaces, and an exceptional setting make this a rare opportunity in one of Chatham County's most sought-after communities. Come take a look today.

1379 Bradford Pl, Pittsboro
$429,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Wilson BLDG.
Opportunities to own a brand-new home in Chatham Park for under $430,000 are becoming increasingly limited. Wake up overlooking NoVi Green, one of Chatham Park's signature gathering spaces, and enjoy a walkable lifestyle with the YMCA, parks, scenic trails, Mosaic's restaurants and entertainment, live music, and year-round community events just moments from your front door. Inside, this beautifully upgraded Wilson townhome features an open-concept layout with quartz countertops, a statement fireplace, designer champagne bronze fixtures, and a spacious primary suite. With low-maintenance living, thoughtful designer finishes, and a two-car garage, you'll have more time to enjoy everything Chatham Park has to offer. Located in one of North Carolina's fastest-growing master-planned communities, this home offers the rare opportunity to enjoy today's lifestyle while investing in tomorrow's growth, all in one of the few remaining new construction homes in Chatham Park priced under $430,000. Schedule your private tour today and discover why so many buyers are choosing to call Chatham Park home.

20 Quietwood Way, Pittsboro
$465,000
3 Beds ⋅ 3 Baths ⋅ 10178794 MLS ⋅ PENDING Status
A peaceful woodland setting, updated interiors, and the ease of main-level living, this comforting 3-bedroom, 2.5-bath townhome is nestled in the desirable Weathersfield neighborhood of Fearrington Village. You'll enjoy approximately 2,500 square feet of thoughtfully designed living where timeless flow meets effortless comfort. The sought-after main-level primary suite provides a peaceful retreat, while two generously sized upstairs bedrooms offer welcoming accommodations for guests, a home office, or creative pursuits. Many thoughtful updates over the last 2 years include gorgeous wide plank luxury vinyl flooring in several rooms and painted accent walls throughout the home. Modern, attractive hardware has been updated throughout the kitchen and baths, along with the lever door handles. Custom built-ins in the dining room, family room and upper hallway provide plentiful storage and showcase space for your treasured collections. The heart of the home is the inviting family room, where a soaring vaulted ceiling and cozy gas fireplace create a warm yet dramatic gathering space filled with natural light. Gracious living and dining areas flow beautifully for everyday living and entertaining. Just beyond, a stunning sunroom becomes a true showpiece. Designer-inspired curated wall colors, a chic statement chandelier, and panoramic views of the surrounding landscape create an unforgettable space for morning coffee, afternoon reading, or evening conversations. Surrounded by mature trees and lush natural landscaping, the exceptionally private homesite offers a peaceful backdrop that changes beautifully with the seasons. Weathersfield is one of Fearrington Village's popular townhome neighborhoods, prized for its attractive streetscape, thoughtful design, and easy, low-maintenance lifestyle. Beyond your front door awaits the exceptional Fearrington Village lifestyle. Stroll shaded walking trails, enjoy fitness and wellness programs, gather with friends through community clubs and activities, browse charming boutiques, relax in cafés, visit the Village Center, and attend author events at McIntyre's Books. Enjoy fine dining at The Fearrington House Restaurant or a luxurious getaway at The Fearrington House Inn. Here, natural beauty, exceptional amenities, and a welcoming sense of community create one of North Carolina's most distinctive places to call home.

513 Swim And Croquet Rd, Pittsboro
$945,000
4 Beds ⋅ 3 Baths ⋅ 10178637 MLS ⋅ ACTIVE Status
Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship with a breathtaking backyard retreat. Offering 3,270 square feet of thoughtfully designed living space, this masterfully crafted residence features 4 bedrooms, 3 bathrooms, and an abundance of natural light. Expansive windows throughout the home create a seamless connection to your own resort-style backyard, making the stunning landscape a part of your daily living. Property Highlights: The Ultimate Backyard Retreat: Spend sunny afternoons beside the sparkling in-ground pool, unwind in the cascading spa, or host unforgettable gatherings under the stars in total tranquility. Gourmet Kitchen & Living: A wonderful, chef-friendly kitchen flows effortlessly into the main living spaces, perfect for both effortless entertaining and quiet family nights. Private Primary Suite: A serene sanctuary designed for ultimate relaxation, completely separated from the hustle and bustle of the home. Bonus 3rd Floor Living: A massive third-floor bonus room offers endless flexibility—ideal for a home theater, executive office, gym, or game room. Modern Efficiency & Craftsmanship: Enjoy the peace of mind that comes with custom architectural details paired with modern, energy-efficient systems. This remarkable Pittsboro property offers a rare combination of custom luxury, peaceful privacy, and resort-inspired indoor-outdoor living. Don't miss the opportunity to experience your own private slice of paradise. The house is not visible from the road. When turning left onto Silk Hope Gum Spring Rd, the house will be on the right hand side

2946 Silk Hope Gum Spring 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 .