Pittsboro NC Cottage Style Homes for Sale

4 Beds ⋅ 5 Baths ⋅ 10177168 MLS ⋅ ACTIVE Status

If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila Dr, Pittsboro

$429,000

3 Beds ⋅ 3 Baths ⋅ 10175324 MLS ⋅ ACTIVE Status

NEW PRICE! Don't miss this incredible opportunity to own a beautiful home in the heart of sought-after Chatham Park. Built by Garman Homes in 2022 with EcoSelect Green Certification, this move-in-ready 3-bedroom, 2.5-bath home offers 1,838 square feet of stylish, low-maintenance living. The open-concept design features luxury vinyl plank flooring, granite countertops, stainless steel appliances, abundant natural light, and modern finishes throughout. Sip your morning coffee on the welcoming covered front porch or unwind after a day of exploring all that Chatham Park has to offer. Enjoy an unmatched lifestyle just minutes from Thales Academy, Knight Farm Community Park and splash pad, scenic walking trails, the dog park, and Paddles Swim & Pickleball Club (membership required). With a detached 2-car garage, energy-efficient construction, and an unbeatable location close to Pittsboro's growing dining, shopping, and entertainment destinations, this home offers the perfect blend of comfort, convenience, and community.

682 Vine Pkwy, Pittsboro

$1,000,000

1 Beds ⋅ 1 Baths ⋅ 10175240 MLS ⋅ ACTIVE Status ⋅ Full Bloom & Galaxy BLDG.

NEW GREAT PRICE- These two homes are sold as a package with their two other counterparts BEE HIVE & OASIS in MLS # 10174990 for a total of four homes for the one asking price. Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ). Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: â€¢ Custom bee mural â€¢ Oversized luxury shower â€¢ Loft sleeping area â€¢ Private covered porch â€¢ Swing structure â€¢ Fire pit access â€¢ Starlink internet â€¢ Mini-split HVAC â€¢ Granite & quartz countertops â€¢ Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: â€¢ Established rental history â€¢ 3.72 acres â€¢Walking trails and community amenities â€¢ Minutes from Chapel Hill and Jordan Lake. Full Bloom Home- Full Bloom is both bright, cheerful, and full of character and connected to nature. The private deck overlooks the surrounding woodland setting and provides a peaceful place to enjoy the sights and sounds of the property. There are community trails and water features to enjoy. Floral-inspired details and colorful accents create a space that feels welcoming without sacrificing comfort. Large windows allow natural light to fill the home throughout the day, while the open layout helps every room feel connected and easy to enjoy. There are two spacious living areas, full kitchen, private bedroom, loft sleeping space adds flexibility to the floorplan, and luxury bath. The hanging lounge chairs are a favorite feature. The floral details throughout the home give the space a playful energy while still feeling polished and comfortable. Every inch has been designed to feel comfortable, functional, and memorable. The result is a home that feels uplifting, creative, and easy to settle into. Galaxy Home- Your Little Corner of the Universe.One of the best things about Galaxy is the contrast between what's inside and what's outside. A private deck overlooks the surrounding woods & provides a quiet place to begin or end the day. Walking trails, large hammock, outdoor swinging benches & fire pit under a canopy of trees are of this home's private features. Galaxy is truly out of this world. Bold design choices, dramatic finishes, and custom details give the home a personality unlike any other treehouse in the community. Despite its unique look, the home remains comfortable, functional, and easy to enjoy. This home features spacious living areas, full kitchen, private bedroom, loft sleeping area, and oversized luxury shower with celestial themes. Large windows bring natural light into the home and balance the darker design elements throughout.Celestial artwork and custom details contin NEW GREAT PRICE These two homes on this property will be sold with as a package with MLS # 10174990 for this price listed.- four homes total for this one asking price. Each home was professionally measured as 1030+- HtSqFt. The Det Storage building services all 4 homes.

286 Stone Wall Rd, Pittsboro

$1,000,000

1 Beds ⋅ 1 Baths ⋅ 10174990 MLS ⋅ ACTIVE Status ⋅ Bee Hive Tree House And Oasis Tree House BLDG.

NEW GREAT PRICE These homes are sold as a package with their counterparts Full Bloom & Galaxy in MLS # 10175240 - four homes for this one asking price . Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ).Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences These two homes on this property will be sold with as a package with MLS # 10175240- four homes for this one asking price . Each home was professionally measured as 1030+- HtSqFt. The Det Storage building services all 4 homes.

260 Stone Wall Rd, Pittsboro

$500,000

4 Beds ⋅ 3 Baths ⋅ 10173518 MLS ⋅ PENDING Status

Charm meets convenience in this adorable home located on almost an acre just minutes from Downtown Pittsboro shops. Enter the long gravel driveway to uncover a fenced in front yard with blooming trees, fresh landscaping, firepit and play area. This summer, enjoy sipping lemonade on your large front porch as you rock on the porch swing, or invite friends over for a cookout in the large back yard. The setting is picturesque and with no HOA, you can let your dreams unfold. The main floor flows room to room, offering a large living room with recently refinished hardwood flooring, built-ins and a wood-burning fireplace. The dining area is open to both the living room and kitchen, making it perfect for conversations with guests. Prepare your favorite dishes in the kitchen with plenty of counter space plus bar seating, gas range, refrigerator and new microwave. Just down the hall, you'll find the pantry, coat closet, powder room and laundry room with new 2025 washer and dryer. After a long day, head upstairs to unwind in one of the four bedrooms. The primary bedroom offers an ensuite bathroom with two vanities and there's another full bathroom off the hallway for the three other bedrooms... and don't miss the storage in the fourth bedroom! Additional home features include a brand new 2026 first floor HVAC, water filtration and water softener system, hook up for a generator (hook up only), overhead storage in the garage, newer well liner, encapsulated crawlspace, and a new ceiling fan. If you are looking for a charmer to put your final touches on... this could be the one! Come see it for yourself.

1149 Nc Hwy 87 N, Pittsboro

$990,000

4 Beds ⋅ 4 Baths ⋅ 10170344 MLS ⋅ PENDING Status

Nestled in Monterrane, one of Chatham County's most coveted neighborhoods, this exceptional custom-built home blends timeless English cottage charm with warm, inviting living spaces designed for comfort and connection. Featuring 4 bedrooms, 2 full and 2 half baths, and situated on just under 3 private acres, this cedar shake-sided home with an architectural roof showcases quality construction and attention to detail throughout with extensive custom built ins, 2 masonary fireplaces, chef's kitchen offering double Viking wall ovens, JennAir gas cooktop and ample quartz countertops. The main floor primary retreat has direct access to the brick screened porch overlooking the patio with firepit and lush private grounds that radiate peace and tranquility. Additional highlights include second floor with 2 bedrooms sharing jack and jill bath and another large bedroom/bonus with ensuite 1/2 bath, huge walk-in attic adding to the already abundant storage, irrigation and security systems and Generac whole house generator. Plus CUSTOM conditioned WORKSHOP that is ''to die for'' (currently used for high end woodworking) that offers many possibilities. A truly special property where character, craftsmanship, and nature come together in one exceptional setting. Explore neighborhood trails in this thoughtfully developed subdivision. This impeccably maintained home offers a rare opportunity. Convenient access to Chapel Hill, Pittsboro, Apex, Cary... Great location!

443 Valley Ln, Pittsboro

$379,900

3 Beds ⋅ 2 Baths ⋅ 10168648 MLS ⋅ PENDING Status

Tucked away on 5 beautiful acres, this charming cabin offers the kind of lifestyle people dream about--peaceful mornings filled with birdsong, gentle rain dancing through the trees, and nature all around you. Equal parts cozy retreat and welcoming gathering place, this home captures the warmth and simplicity of country living without sacrificing comfort or convenience. Inside, heart pine floors and stunning wood throughout. There is a soaring vaulted ceiling, and a spacious kitchen and dining area. Everything is thoughtfully created to foster an inviting atmosphere perfect for both quiet evenings and lively get-togethers. Rich interior log walls add timeless character and rustic charm throughout the home. Step outside onto the expansive deck, where fresh Chatham County air, wooded views, and starry night skies make every moment feel like a getaway.

917 Roads End, Pittsboro

$857,000

3 Beds ⋅ 3 Baths ⋅ 10168889 MLS ⋅ ACTIVE Status

Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro

$1,675,000

4 Beds ⋅ 7 Baths ⋅ 10119323 MLS ⋅ PENDING Status

This home offers idyllic living in the community's final phase and has room for a POOL! The main level includes a primary suite with a spa-inspired bath, zero-entry shower, and oversized walk-in closet, plus a second en-suite bedroom ideal for guests or multigenerational living. The gourmet kitchen features professional-grade Thermador appliances and a spacious walk-in scullery with sink. Upstairs offers flexible living with additional bedrooms, rec rooms, a study, and generous storage. Peaceful outdoor living with a covered porch and fireplace overlooking a wooded lot with room for a POOL! A rare opportunity to create your own private retreat. Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands complete with trails, a open air pavilion, and more. Please note: photos are examples only, square footage is based on architectural plans, & property taxes are based on vacant lot.

405 Lila Dr, Pittsboro

$800,000

3 Beds ⋅ 3 Baths ⋅ 10143371 MLS ⋅ CLOSED Status

A HOME THAT LIVES BEAUTIFULLY AND FEELS UNFORGETTABLE. With a sweeping park view that delivers show-stopping sunsets, this residence sits in one of the community's most coveted locations, steps from the village's favorite restaurants, shops, and everyday conveniences. Inside, gorgeous oak flooring, two fireplaces, and a private courtyard set the tone for relaxed elegance. The layout shines with versatility. A welcoming living and dining room for gatherings, plus a separate family room that opens directly to the courtyard, perfect for morning coffee, evening wine, or effortless indoor-outdoor living. Storage lovers will be in heaven. Built-ins line nearly every corner, offering smart, stylish organization throughout. The first floor primary suite provides comfort and privacy, while two upstairs bedrooms feature extensive built-ins ideal for hobbies, crafts or a dedicated workspace. Guests enjoy the convenience of a powder room, and everyday life is made easier with a large laundry room and a spacious two car garage, both offering exceptional storage. This home blends warmth, character, and modern practicality. An inviting retreat with the best of village living right outside your door.

19 E Camden, Pittsboro

$775,000

2 Beds ⋅ 1 Baths ⋅ 10014651 MLS ⋅ CLOSED Status

Nestled in the serene farm-like Fearrington Village area, this rare opportunity property promises a blend of rustic charm and modern potential. Featuring a quaint cottage with a distinctive copper roof, envision residing here while crafting your dream home amidst the sprawling 6.3 acres. Perfect for a family enclave; the sizable three-vehicle garage includes a workshop area, ideal for creators and hobbyists alike. Nearby, esteemed Woods Charter School and the conveniences of popular groceries and restaurants enhance daily life. Bask in or develop the expansive landscape & partake in nearby attractions and opportunities like Fearrington Village, Jordan Lake and Haw River Water Sports, world class education opportunities at UNC-Chapel Hill, Duke and NC State. This offering is not just a residence but a canvas for your future and an open book for architects, designers and builders. RECENT SOIL STUDY AVAILABLE SHOWING SUITABLE SOILS ON EITHER SIDE OF DRIVEWAY FOR ADDITIONAL DWELLINGS. SEE DOCUMENTS OR CALL AGENT FOR DETAILS. COUNTY WATER AVAILABLE HERE!

300 Morris Rd, Pittsboro

$1,520,000

4 Beds ⋅ 10 Baths ⋅ 10054258 MLS ⋅ CLOSED Status

This beautiful home, situated on just over an acre, is being crafted by award-winning ICG Homes and will be ready for you in late Spring 2025. With no immediate neighbors to the left and stunning views of the adjacent conservation area, this home offers peaceful privacy. The first-floor living design features an open-concept layout, a spacious kitchen with top of the line Thermador appliance and a luxurious master suite. Relax on the screened-in porch and enjoy the serene surroundings. The versatile second floor includes three additional bedrooms all with walk-in closets, a rec room, and a playroom, offering endless possibilities. A 3-car garage completes this thoughtfully designed home, Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands, complete with trails, a yoga pavilion, and more. Please note: photos are examples only, square footage is based on architectural plans, & property taxes are based on vacant lot.

142 Lila Dr, Pittsboro

$1,793,931

4 Beds ⋅ 7 Baths ⋅ 10072221 MLS ⋅ CLOSED Status

Nestled on a private cul-de-sac lot in the highly desired Ryan's Crossing neighborhood, this beautiful home, built by the award-winning ICG Homes, offers the ultimate blend of luxury, comfort, and functionality. Designed with convenience and style in mind, this property is perfect for empty-nesters, growing families, or multi-generational living. The main floor living layout features a spacious primary suite with a massive walk-in closet and serene, private wooded views, plus an additional bedroom and a study for added versatility. The large gourmet kitchen, outfitted with top-of-the-line Thermador appliances, opens to a light-filled living area, perfect for entertaining or cozy family gatherings. Upstairs, you'll find even more flexibility with additional bedrooms, each boasting their own walk-in closets, and a generous recreation room with endless possibilities. The home is thoughtfully designed with ample closet space throughout, ensuring everything has its place. Step outside to enjoy the tranquility of your private backyard, with plenty of space to add a pool and create your dream outdoor oasis. Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands, complete with trails, a yoga pavilion, and more. Please note: photos are examples only, square footage is based on architectural plans, & property taxes are based on vacant lot.

131 Evander Way, Pittsboro

$735,000

3 Beds ⋅ 3 Baths ⋅ 10121513 MLS ⋅ CLOSED Status

Elegant, Updated & Full of Charm! Welcome to Your Fearrington Retreat This beautifully maintained 3-bedroom, 2.5-bath home blends timeless character with thoughtful updates — all just a short stroll from the vibrant Fearrington Village Center and the Swim and Croquet Club. More than just a home, this is a lifestyle. Located on a quiet no-through road. Light-filled and inviting, every room has been carefully refreshed to create a warm, welcoming atmosphere. The main level features a spacious primary suite, a formal living room with fireplace, a charming dining room, and a cozy office with its own fireplace — perfect for quiet evenings or working from home. The kitchen is a cook's delight, offering a generous island with gas cooktop, breakfast area, and ample cabinet space. An oversized laundry room adds both style and practicality. Upstairs, you'll find two additional bedrooms and a full shared bath — ideal for guests or family. Step outside into your enclosed brick courtyard — a private, serene retreat perfect for morning coffee or unwinding at sunset. Additional highlights include: an attached 2-car garage with epoxy floors, custom bookshelves in FR,LR and BR2, roof replaced in 2017, new water heater, and gutter guards for easy maintenance. Enjoy the peaceful, established beauty of Fearrington Village. Fearrington Village is a wonderful and unique place to live. The Fearrington HOA and Fearrington Cares association host a number of interest clubs, a village choir, film nights, and the weekly farmers market. There is a weekly social meet-up in the Yancey Gazebo for the nearby East Camden neighborhood, and a book club meeting weekly in the same place. The boutique hotel features a restaurant and a café, a bar, and a very popular pub. In addition, there is a spa and shopping available. The adjacent area is growing, with groceries and other shops nearby. Don't miss this elegant gem! Move-in ready and waiting for you!

29 E Madison, Pittsboro

$600,000

3 Beds ⋅ 2 Baths ⋅ 10123790 MLS ⋅ CLOSED Status

A COURTYARD WELCOME, in the heart of Fearrington village, Camden neighborhood. Step through the charming gated entry and follow the brick path to the front door, just 2 easy steps up, and you'll feel the quiet elegance of this one level home unfold. Nestled behind a private courtyard, it offers a peaceful retreat just minutes to our elegant boutiques, favorite restaurants, our beloved indie bookstore. Peaceful parks and ponds are just moments away. Inside, the layout is both classic and cozy: three bedrooms, two full baths, and a thoughtful flow from living to dining to den. The living room invites you to linger with its built-in reading banquette, shelves and a gas fireplace, perfect for curling up with a good book or enjoying a quiet evening in. Throughout the home, custom shutters adorn every window, adding timeless style and privacy. The second bedroom features its own built-ins and a sunny window seat, ideal for guests or a creative workspace. The kitchen blends style and function with granite and butcher block counters, a brand new electric cooktop, and sleek built-in wall oven and microwave. Just off the kitchen, the den opens directly to the courtyard, offering a seamless indoor-outdoor connection. A laundry room with sink adds convenience without sacrificing charm. Whether you're entertaining relaxing or simply enjoying the rhythm of everyday life, this home offers a graceful balance of privacy, comfort and proximity to everything that makes Fearrington special.

19 Caldwell, Pittsboro

$382,000

3 Beds ⋅ 3 Baths ⋅ 10032660 MLS ⋅ CLOSED Status

Enjoy coffee on the porch swing with a view of lawns - not the street! 60 Cottage Way's layout is ultra low maintenance with a primary bedroom suite downstairs and 2 bedrooms/bath upstairs. You'll love the open plan downstairs and well thought out kitchen for relaxing or entertaining. The porch is North facing for lovely afternoon shade - and is one of the few homes in Chatham Park that doesn't look out to the street! Even better? This quiet community's cottages Include EV chargers for your cars and a fenced little dog park just for the cottages. The Greenway gives you access to miles of biking or hiking. Paddles Swim & Pickleball club is down the street (membership not included). Only 1 mile to the historic town of Pittsboro, minutes to the Haw River and Jordan Lake. So many restaurants, music venues, coffee shops and markets nearby. If you commute, Chatham Park has easy access to highways into the Triangle, Apex, UNC and more!

60 Cottage Way, Pittsboro

$1,662,524

4 Beds ⋅ 6 Baths ⋅ 2527214 MLS ⋅ CLOSED Status

Stunning new construction home by ICG Homes! This luxury home was created by the award-winning designers at Frazier Home Design. This stunning home sits on over an acre and has room for a pool! Expect to find beautiful finishes in this wide open floor plan with large kitchen, Thermador applicances AND scullery plus office, guest bedroom and primary bedroom all on the main floor. The primary bedroom has two separate walk-in closets. All the bedrooms have walk-in closets and connect to a bathroom. Large, open kitchen and great room with a fireplace that open up to a covered patio with outdoor fireplace and Phantom screen for you to enjoy nature at Ryan's Crossing. Note: since this is new construction, the square footage is based on architectural drawings.

29 Lila Dr, Pittsboro

$449,000

3 Beds ⋅ 2 Baths ⋅ 10164219 MLS ⋅ CLOSED Status

Tucked away in the woods just minutes from downtown Pittsboro, this fun and funky Chatham County NC retreat offers a peaceful setting with a charming story to match. Overlooking a neighbor's sparkling pond, the property was once part of a drive fondly known as ''lover's lane''--adding a touch of romance and nostalgia to its serene surroundings. Set on over an acre, this 3-bedroom, 2-bath home features a flexible layout with two bedrooms on the main level. Inside, you'll find artisanal built-ins, a beautifully renovated kitchen, and the comfort of radiant heated floors. Outdoor living shines with a spacious deck perfect for relaxing or entertaining. A standout feature is the large workshop with attached carport, complete with a service pit--ideal for car enthusiasts or hobbyists. A truly unique property where character, creativity, and a sense of place come together--ready for you to write its next chapter. Hurry while this one is still available!

174 Woodberry Frst, Pittsboro

$720,000

3 Beds ⋅ 3 Baths ⋅ 10127952 MLS ⋅ CLOSED Status

Savor sunset views and timeless elegance in this beautiful home. The inviting front porch and private brick courtyard offer lovely views of adjacent fields and serene outdoor spaces framed by shrubs and shade trees—perfect for quiet mornings or evening gatherings. The thoughtfully arranged floor plan includes three bedrooms, each equipped with walk-in closets for ample storage. There are two and a half bathrooms, with the owner's suite conveniently located on the main level. The spacious kitchen seamlessly connects with the family or sitting room, which features a cozy gas starter fireplace. A large formal dining room provides an elegant setting, overlooking the inviting living room. The two-car garage includes a spacious 11 x 5 storage closet, providing extra room for belongings and organizational needs. •New roof installed in 2018 •Water heater replaced in 2014 •HVAC Updates in2014 and 2019 ***Refrigerator, Washer & Dryer convey. Enjoy the enviable Fearrington lifestyle with shady walking trails, a wide variety of clubs and social activities at The Gathering Place, well care programs and services from Fearrington Cares. The Village Center shops and Jenny's Park are conveniently adjacent to this Camden Park neighborhood, Inviting you to connect with neighbors at the park, charming cafés, the local wine shop, and the acclaimed Fearrington House Restaurant—one of North Carolina's finest (Relais & Châteaux). Explore boutique gift shops featuring seasonal trunk shows and discover literary treasures at McIntyre's Books, known for its weekly author events and vibrant community spirit.

28 W Madison, Pittsboro

$1,120,000

4 Beds ⋅ 4 Baths ⋅ 10042208 MLS ⋅ ACTIVE Status

Move In Ready Bristol Plan! Don't miss the opportunity to make The Bristol English Cottage your dream home. This home is located in Corbett Landing, a new custom neighborhood located inside the town-limits of Pittsboro, North Carolina. Nestled on this wooded lot, this enchanting English Cottage-style home combines timeless charm with modern amenities. Step into a welcoming foyer that leads to a formal dining room. Adjacent to the dining room is a convenient butler's pantry. The heart of the home boasts a well-appointed kitchen with ample counter space and storage. Upstairs, you will find a luxurious primary bedroom complete with an en-suite bathroom and spacious walk-in closet. Two more generously sized bedrooms and a versatile rec room provides options for entertaining. On the third floor you will find an additional flex room with full bath and walk in attic storage. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

162 Gaines Trl, Pittsboro

$490,000

3 Beds ⋅ 1 Baths ⋅ 10069452 MLS ⋅ CLOSED Status

Nestled on an expansive, rare piece of land, this exceptional property offers 14 +/- acres of natural beauty and endless possibilities. This tranquil setting provides the perfect blend of privacy and historic charm. The existing two-bedroom, one-bathroom historic home boasts character and provides a cozy retreat with views of the surrounding landscape. This property is uniquely situated with protective covenants in place, ensuring its future preservation and offering peace of mind for potential owners. Whether you are looking for a weekend getaway or an investment opportunity, this rare offering provides the perfect foundation to build your dream. Experience the beauty of the one-of-a-kind acreage, where history, nature and privacy converge. Additional acreage is available.

1115 Manco Dairy Rd, Pittsboro

$299,000

2 Beds ⋅ 2 Baths ⋅ 2541404 MLS ⋅ CLOSED Status

Welcome to your dream cottage in the heart of Chatham Park! Introducing "The Hot Chocolate," a cozy 2-bed, 2-bath home brimming with craftsman charm and modern amenities. The heart of this home is a kitchen that boasts a large island with granite countertops, sleek stainless steel appliances, and a quaint barn door pantry. Not to mention the custom-built table area—perfect for saving space and adding character. Crafted for comfort and style, this home features engineered hardwoods in the living areas, plush carpeting in the bedrooms for your barefoot pleasure, and elegant tiled bathrooms. The thoughtful floor plan offers privacy with bedrooms situated at opposite ends of the home. Efficiency is key with a sealed crawlspace, a tankless water heater, and fiber internet to keep you connected. Step outside to a welcoming front porch or stroll down to the community pavilion with a wood-burning fireplace, bench swings, and BBQ grills—perfect for social evenings. Just a short walk away, Knight Farm Park offers a dog park, splash pad & more, while the Paddles Swim and Pickleball club awaits your leisurely afternoons.

54 Cottage Way, Pittsboro

$575,000

2 Beds ⋅ 2 Baths ⋅ 10126885 MLS ⋅ CLOSED Status

A PRIVATE COTTAGE WITH THOUGHTFUL UPDATES. This charming two bedroom, two bath home offers comfort, privacy and a well designed layout. Both bathrooms have been tastefully renovated and the primary bedroom features a gas log fireplace for added warmth and ambiance. Natural light enhances the interior through solar tubes, creating a bright and welcoming atmosphere. The kitchen includes a breakfast nook and an induction cooktop, ideal for everyday living. The exterior is clad in cedar and Hardieplank, blending durability with timeless appeal. A covered porch sets a gracious tone , while the inner courtyard provides a secluded outdoor space perfect for quiet enjoyment. The two car garage adds convenience and functionality. This home feels tucked away yet totally connected to the community. The neighborhood? Well, one of those rare spots where people wave and you'll start recognizing dogs before their owners. Convenient to our restaurants, boutiques and a delightful bookstore. Duke Center For Living, a fitness and wellness facility is also very convenient, and you are only a few miles to downtown Pittsboro or downtown Chapel Hill. This place isn't just livable, it's loveable. Come see if it feels like home.

10 Yancey Sq, Pittsboro

$405,000

2 Beds ⋅ 2 Baths ⋅ 10055522 MLS ⋅ CLOSED Status

PRICE IMPROVEMENT -Did you ever want to live in a treehouse, and surround yourself with birdsong and spring peepers? This is one of those sorts of homes that so rarely come along because most neighborhoods require the Bigger is Better lifestyle- Not here in Saralyn! Harmony with nature is appreciated and this sweet homestead is just the ticket for slowing down and truly LIVING. Unique floorplan with two bedroom spaces, small office passthrough, 1.5 baths, cozy common space, and best of all- two massive screened porches - one for sleeping and one as a kitchen porch for entertaining- Not to mention a large deck that spans the two. If you are an out of the box thinker, this lovely wooded parcel could be for you. the Briggs and Stratton Whole House Generator is hardwired so you will never be without power. The On Demand Water Heater was installed in 2022. There are three modern minisplit units for energy efficiency and comfort, along with a small wood stove if you prefer wood heat. Don't forget to check out the organic garden- multiple adult fig trees. berry bushes, flowering natives and even a Bee condo!

393 East Rd, Pittsboro

$525,000

3 Beds ⋅ 2 Baths ⋅ 10146329 MLS ⋅ CLOSED Status

Surround yourself with the gifts of the persimmon - abundance, harmony, and good luck - at 109 Persimmon Hill Road. Nature lover? Artist? Gardener? This serene sanctuary is meant to nurture, nourish, and inspire. So loved is the Persimmon Hill community that homes in this neighborhood rarely come on the market. This is a wonderful opportunity for buyers who love the outdoors. Delightful neighbors include deer, foxes, hawks, owls, hummingbirds, and blue heron. This woodland cottage, nestled on a private 2-acre lot, has a main level primary ensuite, open floor plan, detached studio/workshop, 2 car garage, garden pond, and endless potential. The open floor plan and extensive outdoor spaces were designed for cozy gatherings and outdoor adventures. Drink your morning coffee on the enclosed porch, get cozy with your favorite book in the upstairs reading nook, spread out on the back deck, or spend the day building the garden of your dreams. After a day of yoga, woodworking, or painting in the garage loft workshop/studio, enjoy the evening with friends star gazing from the outdoor hot tub, telling stories by the backyard firepit, or invite everyone indoors for game night by the fireplace. 2023 roof, 2023 skylights, 2024 water heater, all new interior paint, hardwood floors, downstairs primary ensuite, stainless appliances, outdoor shower, boats and RVs welcome. Outdoor storage includes two wired sheds and a flex space above the garage (not included in the heated square footage). Washer/Dryer connections on first floor of the house and in the garage. Septic pumped April 2025. HOA dues include private road maintenance.

109 Persimmon Hill Rd, Pittsboro

$1,650,000

4 Beds ⋅ 7 Baths ⋅ 10119335 MLS ⋅ PENDING Status

This well-appointed home by ICG's award-winning designer is located in the Estate Section of Ryan's Crossing with room for a pool! The main level offers fabulous first-floor living with a primary suite featuring a spa-like bath and generous walk-in closet. An additional bedroom and a versatile study both complete with a full bath and walk-in closets, making the layout ideal for guests or multi-generational living. At the heart of the home is a gourmet kitchen outfitted with Thermador appliances and a walk-in scullery with sink. Upstairs, you'll find two additional bedrooms with large walk-in closets, along with a spacious flex spaces that can serve as a rec room, office, exercise room, etc. This exceptional property combines elegance and practicality in one of the Triangle's most desirable neighborhoods. Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands complete with trails, a open air pavilion, and more. Please note: photos are examples only, square footage is based on architectural plans, & property taxes are based on vacant lot.

339 Lila Dr, Pittsboro

$675,000

4 Beds ⋅ 1 Baths ⋅ 10166325 MLS ⋅ ACTIVE Status

This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will remain forever wild. Just a short walk away, you'll discover several beautiful, upscale neighborhoods. This storybook cottage serves as the perfect weekend getaway. Alternatively, consider living here full-time or while you construct your custom home across from the cottage. Option of additional five-acre adjacent building lot (currently under review) for a total of $995k. Additional structures on the property feature the original barn from the 1890s, a pack house, and a second cottage. Enjoy convenient access to Jordan Lake, various beaches, and boat ramps.

2929 Seaforth Rd, Pittsboro

$425,000

3 Beds ⋅ 2 Baths ⋅ 10060482 MLS ⋅ CLOSED Status

Charming Pittsboro Retreat with Endless Possibilities!! Nestled on 2.6 serene acres in Pittsboro, this property combines natural beauty with modern comforts. Enjoy complete freedom with no HOA—raise chickens, park your camper or boat, and create a flourishing garden. A small wet weather creek meanders through the back of the property, adding to the idyllic landscape. Inside, true hardwood floors span the main living areas, lending warmth and substance to the home, while a whole-house water filtration system ensures fresh, clean water at every tap, along with reverse osmosis at the kitchen sink! Relax on the spacious screened porch, then gather around the firepit for cozy evenings under the stars. This is more than a home; it's a countryside retreat with all the conveniences you need.

133 Olde Farm Rd, Pittsboro

$713,448

3 Beds ⋅ 3 Baths ⋅ 2456413 MLS ⋅ CLOSED Status

ASK ABOUT $10,000 INCENTIVE + $58,000 in SAVINGS! Ready Summer 2023: this Rosemary II Green Certified home in Chatham Park is by locally owned Homes By Dickerson. This 1.5 story home offers both a first floor guest room AND Primary suite making life a breeze! Second Floor bedroom leads out to MASSIVE amounts of additional storage making this the perfect home! Get work done in the first floor study while enjoying the screen porch sunsets over the trees! ABuilder offering $10,000 Incentive on Quick Move-In Homes or $20,000 on Presale Opportunities!

52 Shergold Dr, Pittsboro

$472,000

3 Beds ⋅ 3 Baths ⋅ 10031449 MLS ⋅ CLOSED Status

Gorgeous light filled open concept Garman home in vibrant Chatham Park. Entertain most of the year on your beautiful screened-in porch, upgraded kitchen with a large island. Open concept downstairs creates an easy flow. Upstairs your spacious primary suite offers peace, comfort and privacy. Upgrades include full home water purification system, permitted screened in porch, upgraded lighting, plantings, smart home appliances, garage storage and more! Alley access to parking and great yard space. Savor the outdoors with close access to walking trails, Paddles Swim and Pickleball club (accessible w/ paid membership), Thales Academy and Knight Farm Community Park. Easy access to downtown Pittsboro, Chapel Hill, Jordan Lake and so much more!

706 Vine Pkwy, Pittsboro

$387,500

4 Beds ⋅ 3 Baths ⋅ 2525942 MLS ⋅ CLOSED Status

$*** New Price!!! *** Don't miss out on this opportunity! Now with a newly refreshed painted interior. Seller is offering up to an additional $2,000 discount on NEW flooring or towards closing cost. This charming, 1.5-story cottage boasts about 2,000 square feet and sits on a 0.5-acre lot! With motivated sellers and loads of character, don’t miss out on this gem! Vaulted ceilings and large windows welcome abundant natural light. The updated kitchen features a farmhouse sink, granite countertops, and recent appliances. The owner’s suite offers a spacious closet and en-suite. Two additional bedrooms complete the downstairs, and a spacious bonus room with its own air system and half-bath bursts with potential. Outside, a covered porch overlooks a brick patio with a pergola and stone-paved firepit. The lot also includes a work shed to host all your tools and equipment. A new roof (2018) and central air/heat pump (2022) ensure peace of mind. Schedule a viewing today!

126 Evergreen Dr, Pittsboro

$750,000

3 Beds ⋅ 3 Baths ⋅ 2525963 MLS ⋅ CLOSED Status

Beautifully landscaped 3 bedroom 2-1/2 bath home in highly sought-after E. Camden in Fearrington. Corner lot with peaceful park across from entry; on a street with minimal traffic yet within walking distance to all of the amenities! SPACIOUS main bedroom, bath and walk-in closet. Up-to-date eat-in kitchen overlooking beautifully landscaped patio. Bonus room over garage with wall-to-wall cabinets. Plenty of storage. Garage is extra-deep with epoxy garage floors. Great home for entertaining or enjoying your privacy! Many upgrades--too many to mention; see documents.

13 Mcdowell Sq, Pittsboro

$1,295,000

4 Beds ⋅ 5 Baths ⋅ 10166300 MLS ⋅ PENDING Status

Homes By Dickerson presents The Nash in Corbett Landing, a custom luxury home offering 4,109 square feet of thoughtfully designed living space. The main level features a spacious primary suite and a private guest bedroom, along with a study, laundry room, and powder room. A dramatic two-story foyer welcomes you into the home, leading to open living areas and a screened porch with fireplace. Upstairs includes two additional bedrooms, two full bathrooms, a rec room, and a walk-in attic for ample storage. The kitchen is complemented by a well-appointed scullery with base and wall cabinetry, a beverage refrigerator, and sink. Custom finishes and features are showcased throughout, and the home includes a full irrigation system. Photos of finished home are from previously built Nash Floor Plan. This home is under construction.

208 Gaines Trl, Pittsboro

$700,000

4 Beds ⋅ 3 Baths ⋅ 10165183 MLS ⋅ ACTIVE Status

Complete privacy in highly sought-after North Chatham, where peace and tranquility define everyday living--yet you're just a short drive to Pittsboro, Carrboro, Chapel Hill, and Chatham Park. Designed to embrace its serene surroundings, the home offers exceptional outdoor living with a welcoming wraparound porch and a spacious screened porch--perfect for relaxing, entertaining, and taking in the natural beauty. Inside, enjoy convenient main-level living with two bedrooms and a dedicated office on the first floor, all complemented by an open-concept layout filled with natural light. Upstairs, you'll find two generously sized bedrooms with large closets, along with abundant storage throughout the home. The expansive property provides ample opportunity to customize, with plenty of space to add a garage, workshop, or additional outbuildings. A rare combination of privacy, flexibility, and proximity--this is North Chatham living at its finest.

304 Wrights Way, Pittsboro

$470,000

2 Beds ⋅ 2 Baths ⋅ 2538337 MLS ⋅ CLOSED Status

FABULOUS ARTIST’S COTTAGE - FULLY RENNOVATED, UPDATED, MOVE-IN READY! BIG 22.5’ x 17.4' STUDIO is perfect for a Weaver, Painter, Quilter, Seamstress, or Potter. Or it could be HUGE 2nd MASTER SUITE! Front door leads to the current Primary Bedroom, Dining Area, & GOURMET CHEF’S KITCHEN. Side entry brings you to LARGE 21.1’ x 19.9’ FAMILY ROOM/LIVING ROOM. QUARTZ COUNTERTOPS in updated baths & Kitchen! CENTER ISLAND KITCHEN has very CUSTOM CABINETRY featuring unique pull outs, soft close drawers, & a MIXER LIFT. Appliances feature new WOLFE RANGE/ OVEN, a GE ADVANTIUM OVEN, dishwasher, disposal, & POT FILLER. NO STEP SIDE ENTRY makes this ONE LEVEL HOME perfect for anyone challenged by stairs! BIG LAUNDRY ROOM has lots of storage. STUDIO HAS TONS OF LIGHT & a CUTTING COUNTER w/ built-in storage. GAS HEAT, CITY WATER & SEWER. NEW HVAC in 2022! NEW ROOF in 2022 on the addition. GENERAC WHOLE HOUSE GENERATOR! TANKLESS WATER HEATER NEW 2022. CAPSULATED CRAWL SPACE! Security System in place! FIREPIT! The LARGE LOT has room for a GUEST/CARETAKER COTTAGE. NO HOA DUES! Short walk to stores, Drug Store, Downtown Pittsboro!

107 Nooe St, Pittsboro

$385,000

3 Beds ⋅ 2 Baths ⋅ 10103026 MLS ⋅ CLOSED Status

Enjoy the sweet spot in Fearrington Village, Countryhouse, where convenience is wrapped in beautiful, natural park-like settings and friendliness abounds. These beloved townhomes offer main level living with the primary suite on the main floor, entertaining size rooms, light-filled spaces with well-placed skylights, and plentiful temperature controlled storage. In this special, lovingly customized home, both the front and rear views of towering mature shrubs and trees offer serene privacy, while social time is just steps away in the neighborhood, and all of the convenient dining and shopping in FV are only a gravel trail or short drive down the country lane. This delightful, spacious TH has been continually updated, offering many sought-after features! Enjoy your kitchen with all the most desirable features: Bosch 5-burner gas range, stone tile backsplash, granite countertops, under cabinet lighting, glass front featured cabinets, s/s french door refrigerator, breakfast nook, vaulted ceiling- all overlooking your front garden where birds often gather. No need to bring heavy furniture because both the family room and dining room offer plentiful built-in cabinetry and upper shelving. The dining room buffet offers both above and below dramatic cabinet lighting as well as a modern farmhouse chandelier. You may never want to leave the relaxing nature of the family room with its grand openness as the vaulted ceiling connects the upstairs office and balcony. The 3 skylights make cloudy days bright, bringing sunshine while allowing the home to be surrounded by shade trees. The generously sized primary bedroom offers a cafe window privately overlooking the front garden, a walk-in closet plus 2 closets (linen +) en route to the newer ensuite bathroom. The comforting, neutral styling with twin sinks, wide shower, new medicine cabinet, support bars, and modern lighting are ready for you. The 2nd floor offers additional living and storage spaces: an office, 2 bedrooms each with walk-in closets, and a full bath. The office welcomes you with built-in L-shaped desks and 2 walls of shelving. To complete your comfort there is an enclosed back porch that has been enjoyed as a 3 season room with the family room door left open. Bring your favorite outdoor chair to sit on the back deck (or covered front porch) and enjoy bird and bunny watching under the Carolina blue skies!

384 Lyndfield Cl W, Pittsboro

$1,360,000

4 Beds ⋅ 4 Baths ⋅ 10054290 MLS ⋅ CLOSED Status

Come see this stunning 4-bedroom, 4-bathroom luxury home, offering an open-concept design on a spacious .81-acre lot. With room for a future pool, the home features large multi-door sliders that stack to one side, seamlessly blending indoor and outdoor living. The main level boasts a luxurious primary suite with a generous walk-in closet, a versatile study, and a gourmet kitchen complete with Thermador appliances and a walk-in pantry. Upstairs, you'll find three additional bedrooms, each with a walk-in closet, complemented by a generous game/rec room with drybar and minifridge plus a bonus area and plenty of storage. Revel in the serene natural surroundings from your private deck, set amidst the tranquil woods of Ryan's Crossing. Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands, complete with trails, a yoga pavilion, and more. Please note that the square footage is based on architectural plans.

26 Evander Way, Pittsboro

$783,372

4 Beds ⋅ 3 Baths ⋅ 2525697 MLS ⋅ CLOSED Status

Ready in early-2024: Homes By Dickerson's green-certified "Harper II" custom plan in Chatham Park. Owner's suite, first floor guest bedroom, great room & 22x14 screened porch w/ separate grilling deck on main level. Additional beds & rec space upstairs w/ buddy bath and walk-in storage space! Custom built-ins & trim work, upgraded quartz countertops & tile backsplash, professional appliance package, hardwood steps, tankless hot water, sealed crawlspace & more!

80 Shergold Dr, Pittsboro

$659,000

4 Beds ⋅ 4 Baths ⋅ 10080788 MLS ⋅ CLOSED Status

Stunning Craftsman-Style Home by Award-Winning Garman Homes! This spacious 4-bedroom, 3.5-bath home offers 2,769 sq. ft. of bright, open living space, including a 2-car garage. The first-floor guest bedroom with a full bath and walk-in shower provides convenience and privacy. Enjoy a chef-inspired gourmet kitchen, modern fireplace with a custom 10' mantel, and a 9' slider leading to a covered porch. The family rear-entry mudroom features built-ins, a closet, sink, and refrigerator hookup. The office, conveniently located off the kitchen, includes a pocket door and built-in desk. Upgrades include custom lighting in the kitchen, dining room, family room, and more, as well as upgraded bathroom lighting and hardware throughout. Additional features include a tankless water heater, ceiling fans in all upstairs bedrooms, roller shades/blinds on all windows, and a frameless shower in the master bath. Enjoy the outdoors with a new aluminum fence in the backyard (HOA approved), two gates, and easy access to amenities. Located in the Vineyards in Chatham Park, a walkable community with a perfect balance of nature, neighborhood, and small-town charm. Walk to downtown Pittsboro, connect via trail to nearby parks, and enjoy amenities like Paddles Swim & Pickleball, Knight Farm Community Park, and Thales Academy. A true gem!

705 Vine Pkwy, Pittsboro

$399,000

4 Beds ⋅ 2 Baths ⋅ 10086259 MLS ⋅ CLOSED Status

Nestled in the heart of downtown Pittsboro, NC, this charming home, built in 1948, exudes timeless character and warmth. With its rich wood floors and cozy wood-burning fireplace, 55 Lindsey St offers a welcoming atmosphere perfect for relaxing or entertaining. The home features 4 bedrooms and 2 full bathrooms, plus a living room, dining area, and kitchen. Any of the secondary bedrooms would make the perfect office space as well. The garage below the home can house one car and offers over 1,000 square feet of unheated space for storage or a workshop. It also includes a beautiful antique farm sink in working condition. Additionally, there is a small workshop attached to the garage with a separate entrance from the main level of the home. The workshop is heated, allowing for a variety of uses. No need to hop in the car to head downtown—just one street over and you're there! Pittsboro offers a wide variety of shopping, dining, and entertainment, and it continues to grow, adding even more for community members to enjoy. You're only 25 minutes from UNC and just blocks from Hwy 64, making it easy to head toward Cary or Raleigh. Nearby, the Jordan Lake recreational areas abound, offering opportunities for hiking, boating and site-seeing. You may not want to leave, though, because this home is complemented by four distinct porches, each offering serene views of the beautiful front and back yards, graced with mature trees that provide both privacy and natural beauty. The trees are breathtaking, and there's still plenty of opportunity to make the yard your own. Whether you're enjoying a morning coffee on the front porch or unwinding on the screened-in porch surrounded by lush greenery, this home offers a tranquil retreat. With its blend of vintage charm and inviting outdoor spaces, it's a true gem in the heart of Pittsboro. This kind of opportunity does not come often, schedule a showing today!

55 Lindsey St, Pittsboro

$337,300

2 Beds ⋅ 2 Baths ⋅ 10094389 MLS ⋅ CLOSED Status

Living close to the vibrant downtown Pittsboro scene on your wishlist? You've found the one! Check out this updated one level brick charmer with a finished basement - perfectly blending comfort, convenience, and character! Step inside to discover an airy open floor plan on the main level, ideal for both relaxing and entertaining. Downstairs, the finished basement offers bonus space for a rec room, home office, or guest suite. Both bathrooms include updated vanities, tile and lighting. Recent interior paint. Heat pump 2020. Beautiful updated luxury vinyl flooring. Situated in a fantastic location, you're just a short stroll from the heart of downtown Pittsboro—home to a vibrant food scene with local favorites like West End Kitchen, Aye! Toro Tacos and Tequila, The Beagle, City Tap, and food trucks galore. Unwind at the nearby brewery with outdoor seating or step back in time at the iconic S&T Soda Shoppe. Love staying active? The new YMCA and the shops at Mosaic are just around the corner. And with easy access to Hwy 64, Hwy 15/501, and Hwy 87, you're perfectly positioned for commuting to the Triangle or the growing Triad.

34 Johnston St, Pittsboro

$365,000

2 Beds ⋅ 1 Baths ⋅ 10032841 MLS ⋅ CLOSED Status

Charming two-bedroom, one-bath home nestled on over 3 acres of land, offering abundant opportunities. This home boasts a delightful interior with contemporary enhancements. Outside, a delightful singlewide structure (without a permanent foundation - conveys as personal property) provides an ideal space to get away, a workspace or storage area, while the large barn structure can be tailored to accommodate equipment, horses or other critters of your choice. Ample space is available for pasture development, accompanied by a serene outdoor setting featuring a pool, perfect for relaxation and tranquility.

2620 Alston Chapel Rd, Pittsboro

$1,200,481

4 Beds ⋅ 5 Baths ⋅ 10022667 MLS ⋅ CLOSED Status

Welcome to another exceptional home crafted by award winning Horizon Custom Builders! This beautiful new home is nestled within the coveted Ryan's Crossing community. Boasting 4 bedrooms and 4.5 baths, this home offers an impeccable layout designed for seamless main floor living. Enticing features include an expansive open floor plan complemented by a walk-in pantry, a thoughtfully crafted study with cathedral ceiiling, a convenient mudroom, a versatile rec room, and ample storage space throughout. Downstairs discover a large master bedroom suite and an additional bedroom plus well-appointed study. Upstairs finds two additional bedrooms, a generously sized bonus/rec room, and even more storage options. Embrace the serenity of nature within Ryan's Crossing, an environmentally conscious community featuring amenities such as an open-air yoga pavilion, 46 acres of conservation and picturesque nature trails planned for neighborhood completion.

23 Delia Ln, Pittsboro

$330,000

2 Beds ⋅ 2 Baths ⋅ 10010824 MLS ⋅ CLOSED Status

Custom built cottage on acreage in the highly sought after Silk Hope Community of Chatham County. Two story stacked - main floor primary bedroom with full bath and second floor loft, bedroom and full bath. Covered porch overlooking acreage, patio and open area. Close to new Wolfspeed facility in Siler City, Toyota Battery, Chatham Park and easy commute to UNC - Hospital.

35 Hedgecock Farm Rd, Pittsboro

$800,000

3 Beds ⋅ 3 Baths ⋅ 10102549 MLS ⋅ CLOSED Status

One of Camden Park's finest! This beautifully designed custom home in Fearrington Village offers elegant timeless charm and modern comfort just steps from shops, dining, and community amenities. Featuring 3 spacious bedrooms—all with walk-in or twin closets—2 full baths, and a main-level powder room, this thoughtfully designed residence includes a luxurious owner's suite on the main floor and a generous, private office. The exquisite living room features a gas log fireplace flanked by custom built-ins—ideal for showcasing books, art, or treasured keepsakes—anchored by a dramatic wall of windows. The generous formal dining room opens seamlessly to the living area, creating an elegant space for entertaining. The open-concept kitchen boasts a generous center island and storage, casual dining overlooking the courtyard gardens, and flows seamlessly into the inviting family room with a cozy gas log fireplace. Enjoy peaceful evenings in the private, landscaped courtyard or take a short stroll over to the Fearrington meadow or to Jenny's Park for gorgeous sunset views. Additional highlights include a 2-car attached garage with an 11' x 5' storage closet and professionally designed floral gardens that create a warm welcome at both the front entry and rear garage. From the Brazilian cherry hardwood floors to the classic window shutters, and the countless upgrades, this property is sure to please! The generously sized office and laundry-utility rooms offer plentiful functional main level living. Enjoy the enviable Fearrington lifestyle with shady walking trails, pickleball, tennis, bocce, a state-of-the-art fitness center at the Duke Center for Living, and a wide variety of clubs and social activities at The Gathering Place. Just a short stroll away, the Village Center invites you to connect with neighbors at charming cafés, the local wine shop, and the acclaimed Fearrington House Restaurant—one of North Carolina's finest (Relais & Châteaux). Explore boutique gift shops featuring seasonal trunk shows and discover literary treasures at McIntyre's Books, known for its weekly author events and vibrant community spirit.

31 W Madison, Pittsboro

$619,000

3 Beds ⋅ 2 Baths ⋅ 10022242 MLS ⋅ CLOSED Status

Every detail is done beautifully- this Charming 3 bed home has it all and then some! Too many lovely features to mention everything but here is just the start: Remodel of kitchen, dining and opening up the floor plan, new flooring throughout, built ins and built ups, sealed crawl space, vintage farm sink, hand crafted lighting, annually serviced HVAC, 3 car detached garage shop, paved driveway, and all just minutes to Jordan lake or the Haw river! Come Home to Hudson Hills, a sought after neighborhood close to it all!

103 Tripp Rd, Pittsboro

$790,000

2 Beds ⋅ 2 Baths ⋅ 10045060 MLS ⋅ CLOSED Status

Stunning log and Cyprus home on over 7 acres of privacy and tranquility comprised of gardens and forest in the coveted Saralyn environmentally oriented community. Covenants governing Saralyn assure that this corner of paradise will be preserved as a forested haven supporting its abundant biodiversity for 100 years to come. Residents of Saralyn enjoy privacy and seclusion as well as lively and supportive neighborhood exchange. As for the house: a brilliant, reflective, updated copper colored metal roof provides long term durability and energy efficiency. Well designed, updated kitchen features unique, green veined quartzite countertops, custom hickory cabinetry, marble tiling, cork flooring and stainless steel appliances including a split oven for baking options. The open kitchen concept is adjacent to a potential dining area. Beautifully updated, spacious bathroom with large whirlpool tub and adjacent tiled shower with overhead and handheld appliances, overlooks the greenery. Charming and unique log cabin closed-door room in an otherwise open floor plan with high, wood beam ceilings and abundant natural lighting. Quadrafire, glass fronted wood-burning stove. Beautiful, hardwood flooring throughout this 2 story gem. Upstairs balcony nook and overlook leading into a large, light filled room with ample closet space and adjacent updated, spacious bathroom. Updated plumbing with waterlines replaced just 2 years ago. Enjoy the sun-filled, tree protected, extensive back deck for relaxation or entertaining looking out over the verdant beauty of the forest. You might also wander into the adjacent fenced in field, past the large blueberry patch and flower garden to a forest cabin with a screened in sitting area overlooking a small frog pond to contemplate the serenity of nature. These 7 acres of beauty are just minutes from the new Chatham Park development which features UNC medical facilities, restaurants and shopping options as well as Pittsboro's quaint downtown. In the midst of this convenient development, the covenants assure that the haven that is Saralyn will not change and can only increase in value.

558 East Rd, Pittsboro

$365,000

3 Beds ⋅ 2 Baths ⋅ 10132546 MLS ⋅ PENDING Status

Stick built construction with lots of upgrades, walkable to downtown Pittsboro- Shop, Sip, Stroll, schools, music etc! This 3 bed 2 bath single story open concept with private fenced backyard is located in the pocket neighborhood of Magnolia Trace, minutes from the heart of PBO! Primary bedroom and living room have vaulted ceilings, New Roof, new LVP flooring, fresh paint throughout, new lighting, granite counters in kitchen, Separate laundry room, large back deck space. Owner is licensed Realtor.

15 Juniper Ct, Pittsboro

$386,000

2 Beds ⋅ 2 Baths ⋅ 10042036 MLS ⋅ CLOSED Status

WAIT! THIS ONE HAS A GARAGE? YEP. This immaculate cottage with it's soaring Kitchen/Living Room ceiling and modern open-concept design is all that and more. Live the lush life in Chatham Park and get ready to explore your surroundings. Whether it's a walk on the nearby trails or a bike ride to downtown Pittsboro for a couple of used CDs at Circle City Books & Music, you'll be within striking distance to tons of nature, commerce or just plain hanging out with friends on the front porch! There's also upgraded built-in bookcases/shelving, a tankless water heater plus a sweet encapsulated/conditioned crawlspace. Come visit this gorgeous 2021 Garman Homes beauty and see for yourself and then understand with a bit more clarity why Pittsboro is shape-shifting our Triangle into a Quadrilateral.

148 Cottage Way Unit 37, Pittsboro

$478,000

4 Beds ⋅ 3 Baths ⋅ 10093909 MLS ⋅ CLOSED Status

Thoughtful Updates in this 4BR/2.5BA Home on Nearly an Acre in Desirable Pittsboro! Set on a peaceful .96-acre wooded lot, this charming home offers the perfect mix of space and modern updates in the Triangle's favorite small town! The fenced front yard and welcoming front porch set the tone for what's inside—an inviting open floorplan filled with natural light and thoughtful finishes for low maintenance living. Enjoy refinished oak hardwood floors, new carpet in all bedrooms, fresh interior paint, and a brand-new roof. The spacious living room features a masonry fireplace with built-ins, while the kitchen is outfitted with solid surface countertops and ample solid wood cabinetry. A sealed crawl space adds efficiency and peace of mind. With four bedrooms, 2.5 baths, and nearly an acre of wooded surroundings, this home offers room to grow in a vibrant small-town setting close to shops, parks, and schools. Don't miss your chance to make this move-in-ready gem yours!

1149 Hwy Nc 87, Pittsboro

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