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70 Raspberry Run, Pittsboro
$678,240
3 Beds ⋅ 3 Baths ⋅ 10142046 MLS ⋅ CLOSED Status
With its blend of style, comfort, and smart design, the Glenwood by David Weekley Homes delivers a truly delightful living experience in the heart of Encore at Chatham Park. The heart of the home is a gourmet kitchen featuring ample countertop space, an impressive walk in pantry, abundant cabinet storage, and an effortless connection to the bright, open living and dining areas—perfect for entertaining or quiet evenings in. Unwind in the Owner's Retreat, complete with a spa-inspired en suite bath and a generous walk-in closet offering daily serenity and organization. Two spacious guest bedrooms provide the ideal setting for visiting family or overnight guests, while the front study offers a flexible space for work or creativity. Step outside to the covered porch, where you can enjoy morning coffee or evening breezes in the shade. Come discover the Glenwood at Encore at Chatham Park — a home where timeless elegance meets everyday comfort. This thoughtfully designed 3-bedroom, 2.5-bath residence with a dedicated study blends sophisticated style with modern livability.

70 Raspberry Run, Pittsboro

4 Macon, Pittsboro
$665,000
3 Beds ⋅ 3 Baths ⋅ 10145724 MLS ⋅ CLOSED Status
*Now Under Contract* Nestled in Camden South, one of Fearrington Village's most desirable neighborhoods, you will find this charming home with privacy, views, and convenience! For 20 years, there have only been two owners who meticulously maintained this property. Flooded with sunlight from South, East, North, and West facing windows. The larger than usual Camden lot is a gardener's delight with lovely flowering trees; songbirds, hummingbirds, and butterflies abound. Living room with fireplace and high ceiling has French doors that open to a screened porch with a view of the manicured yard that is maintained by the HOA, and there is a peaceful view of the protected woods. Separate dining area. Hardwood flooring in living room, dining room, and kitchen. Kitchen with island has updated (2020-2024) dishwasher, refrigerator, and Thermador range. Glass doors open from the kitchen to a courtyard garden with a water feature and garden with many perennials and other unique plantings. Separate laundry room with premium LG washer and dryer, both on back-saving pedestals (new in 2020). Main-level primary suite with built-in shelving and desk. Primary bath features a tile shower with Kohler Purist plumbing fixtures and knobs/pulls. Upstairs there are two spacious bedrooms and a full bathroom. Two-car garage with built-ins. Rainbird irrigation system. Recent updates include new roof, new Berber carpet in primary bedroom and upstairs, newer water heater (2019), new toilets, Hunter Douglas Powerview electric blinds in the primary suite and kitchen, and new HVAC systems for first and second floors. Camden South is an easy walk to the Fearrington Village center featuring a gourmet café and market, a luxury inn, boutique shops, a nationally known bookstore, a bank, a beauty salon, and a spa. The excellent Farmer's Market draws shoppers from throughout the community. The friendly, close-knit community of Camden South has monthly gatherings.

4 Macon, Pittsboro

348 N Village Pkwy, Pittsboro
$664,900
4 Beds ⋅ 4 Baths ⋅ 10131505 MLS ⋅ CLOSED Status ⋅ Pickney BLDG.
Welcome to 348 North Village Parkway! This stunning Pickney plan offers timeless curb appeal and a layout designed for the way you live, all directly across from a beautiful new park currently being built! This two-story home features 4 bedrooms, 4 full baths, a dedicated study, and a spacious upstairs retreat. The open-concept main floor includes a cooktop kitchen with wall oven and built-in microwave, upgraded cabinets, quartz countertops throughout, and designer tile selections. The large kitchen island flows seamlessly into the dining and family rooms, creating the perfect setup for everyday living and entertaining. A first-floor bedroom and full bath provide a private space for guests or multigenerational living. Upstairs, the Owner's Retreat offers a spa-like bath and walk-in closet, while two additional bedrooms share a full bath and connect to a versatile retreat space. Over the detached 2-car garage, a finished bonus room with a full bath adds flexible space perfect for a home office, hangout room, or private guest suite. Located in Chatham Park's sought-after North Village, this home is just down the street from the brand-new YMCA and just steps from the future park, with access to miles of trails, local shops, and resort-style amenities.

348 N Village Pkwy, Pittsboro

255 Morris Rd, Pittsboro
$660,000
3 Beds ⋅ 3 Baths ⋅ 10162130 MLS ⋅ CLOSED Status
Welcome to a rare private retreat on 1.31 acres in highly sought after Pittsboro.This is a hard to find combination of space, upgrades, and flexibility. This beautifully updated 3 bedroom, 2.5 bath home offers 2,238 sq ft of thoughtfully renovated living, featuring a stylish open layout and finished bonus room. Inside, no detail has been overlooked--fully remodeled kitchen and baths, removed interior walls for seamless flow, a rebuilt staircase, and stunning hardwood floors throughout create a move-in-ready home that lives modern and bright. The true standout is the oversized 1,300 sq ft detached garage an incredibly rare feature complete with a 10x12 ft door, 4030 wiring, and mini-split prep. Whether you envision a workshop, gym, storage, home business, man cave, or she shed, the possibilities here are unmatched. Even better, HOA covenants allow for a permitted beauty shop, adding unique income or business potential. The property continues to deliver with two additional sheds, a fenced yard, and a finished bonus room, offering exceptional versatility both inside and out. Enjoy peace of mind with major systems already handled: 15-year-old roof with 30-year shingles, HVAC just 11 years old, new upstairs air ducts, tankless gas water heater, septic pumped just less than a year ago, and county water, all with no city taxes! Low HOA dues of just $100/year with minimal restrictions add even more value. Whether you're looking for a full time residence or a private weekend escape, this is a truly unique opportunity in Pittsboro; updated, versatile, and increasingly hard to find. Come see today!

255 Morris Rd, Pittsboro

11 W Madison, Pittsboro
$660,000
3 Beds ⋅ 2 Baths ⋅ 10125854 MLS ⋅ CLOSED Status
Welcome home to a charming 3-bedroom, 2-bathroom single-level ranch home nestled in the prestigious Camden Park neighborhood of the highly sought-after Fearrington Village. This delightful home features a private courtyard, providing a serene oasis for relaxation. Its prime location offers easy access to the picturesque Camden Park, perfect for leisurely strolls, and a quick hop over to the village, where you can explore its vibrant shops, delectable restaurants, rejuvenating spa, and captivating bookstore. There is even a pocket-park/ square across the street. The home boasts spacious hardwood floors, warm tone wood cabinets, newly installed carpet, new microwave and freshly painted walls, creating a warm and inviting atmosphere. This home is well suited for aging-in-place with no steps from the garage, single level living, wide doorways and only one step to the front door. nThe open-concept kitchen, complete with a cozy breakfast nook and a Keeping Room, seamlessly flows into a spacious dining room and living room, providing ample space for family gatherings and entertaining guests. The primary bedroom features an ensuite bath and a generous walk-in closet, ensuring comfort and convenience. Two additional bedrooms offer versatile options for accommodating guests or creating flexible living spaces. The home conveniently connects to a two-car garage, providing easy access to your vehicles. Immerse yourself in the vibrant community of Fearrington Village, renowned for its numerous clubs, groups, and activities, making it one of the most lively and popular places to reside in Chatham County, if not the entire South!

11 W Madison, Pittsboro

114 Autumn Chase, Pittsboro
$659,000
3 Beds ⋅ 3 Baths ⋅ 10148658 MLS ⋅ CLOSED Status
Perfectly positioned above the 10th tee and rolling fairways of Chapel Ridge's Fred Couples Signature Course, this beautifully maintained one-owner patio home offers over 3,000 square feet of refined, low-maintenance living with breathtaking golf course views. Thoughtfully designed and lovingly cared for, the home features rich hardwood floors, cherry cabinetry, granite countertops, and three spacious bedrooms with three full baths, blending timeless finishes with exceptional comfort. A large Easy Breeze enclosed porch captures sweeping fairways views and opens to a stunning flagstone patio with stone walls and fire pit, creating a private outdoor retreat ideal for relaxing or entertaining under the Carolina sky. A walk-in workshop and storage area beneath the home offers the perfect space for hobbies, gardening or additional flexibility. The patio section includes maintained grounds, providing a true lock-and-leave lifestyle--ideal for effortless everyday living or travel with peace of mind. Numerous upgrades and features are available on the attached improvements sheet, and a pre-listing inspection has been completed for buyer review, reflecting the exceptional care and preparation of this special home. Rarely does a patio home with this level of care, privacy, and panoramic golf course setting become available in Chapel Ridge--where luxury, lifestyle, and community come together beautifully.

114 Autumn Chase, Pittsboro

4 Macon, Pittsboro
$655,000
3 Beds ⋅ 3 Baths ⋅ 10183839 MLS ⋅ CLOSED Status
Welcome to 4 Macon at Camden South, one of Fearrington Village's most sought-after neighborhoods, where privacy, natural beauty and walkable village living come together. Carefully maintained, this light-filled home enjoys abundant natural light from windows on all four sides. The property offers a garden-inspired setting filled with flowering trees, established perennials and frequent visits from songbirds, hummingbirds and butterflies. The living room features hardwood floors, a fireplace and soaring ceiling, while French doors open to a screened porch overlooking the HOA-maintained lawn and protected woods beyond. A separate dining area provides an inviting space for meals and entertaining. The kitchen includes hardwood flooring, a center island, an electric range and updated appliances, including the dishwasher and refrigerator. Glass doors connect the kitchen to a private courtyard garden complete with a water feature and distinctive plantings—an ideal spot for morning coffee or a quiet evening outdoors. The main-level primary suite features built-in shelving, a desk area, Berber carpet and Hunter Douglas Powerview electric blinds. The primary bath includes a tiled shower and Kohler Purist fixtures and hardware. Upstairs, two generously sized bedrooms and a full bath offer comfortable space for guests, hobbies or a home office. Additional highlights include a separate laundry room with premium washer and dryer on pedestals, a two-car garage with built-in storage and a Rain Bird irrigation system. From Camden South, enjoy an easy walk to the heart of Fearrington Village, home to acclaimed dining, a gourmet café and market, McIntyre's Books, boutique shopping, The Fearrington House Inn, spa services and the popular weekly farmers' market. Miles of walking trails, green spaces, resident-led clubs and community activities add to the distinctive Fearrington lifestyle, while Camden South residents enjoy regular neighborhood gatherings and a welcoming sense of connection.

4 Macon, Pittsboro

5509 Rutherford Cl, Pittsboro
$654,000
2 Beds ⋅ 2 Baths ⋅ 10190286 MLS ⋅ CLOSED Status
Located in the heart of sought-after Fearrington Village, this beautiful home offers the perfect combination of charm, comfort, and an exceptional community lifestyle. With its desirable floor plan, newer construction, fabulous location, and exceptional condition, this home represents a rare opportunity in the Fearrington community. Step inside to an open-concept floor plan filled with natural light, featuring hardwood floors and spacious living areas. The kitchen flows naturally into the dining and living spaces, creating an ideal layout for everyday living and entertaining. A light-filled sunroom surrounded by windows provides wonderful additional living space while overlooking the peaceful wooded surroundings. The convenient one-level floor plan features 2 bedrooms and 2 full baths, along with an attached garage and welcoming covered front porch. One of the home's standout features is the impressive 1,320 square feet of unfinished space, accessed by stairs from the garage. Perfect for storage, this expansive area also provides tremendous flexibility and potential for future finished space. Fearrington Village: Set in the scenic countryside near Chapel Hill, combines pastoral beauty with exceptional hospitality and a vibrant residential community. Here, you'll find a welcoming neighborhood surrounded by preserved woods, meadows, and miles of walking trails. At the heart of the Village are the Relais & Châteaux inn, fine dining restaurant and spa, boutique shops, inviting casual dining, and stunning gardens—all crafted to create a destination as warm as it is memorable. Located in the heart of sought-after Fearrington Village, this beautiful home offers the perfect combination of charm, comfort, and an exceptional community lifestyle. With its desirable floor plan, newer construction, fabulous location, and exceptional condition, this home represents a rare opportunity in the Fearrington community. Step inside to an open-concept floor plan filled with natural light, featuring hardwood floors and spacious living areas. The kitchen flows naturally into the dining and living spaces, creating an ideal layout for everyday living and entertaining. A light-filled sunroom surrounded by windows provides wonderful additional living space while overlooking the peaceful wooded surroundings. The convenient one-level floor plan features 2 bedrooms and 2 full baths, along with an attached garage and welcoming covered front porch. One of the home's standout features is the impressive 1,320 square feet of unfinished space, accessed by stairs from the garage. Perfect for storage, this expansive area also provides tremendous flexibility and potential for future finished space. Fearrington Village: Set in the scenic countryside near Chapel Hill, combines pastoral beauty with exceptional hospitality and a vibrant residential community. Here, you'll find a welcoming neighborhood surrounded by preserved woods, meadows, and miles of walking trails. At the heart of the Village are the Relais & Châteaux inn, fine dining restaurant and spa, boutique shops, inviting casual dining, and stunning gardens—all crafted to create a destination as warm as it is memorable.

5509 Rutherford Cl, Pittsboro

300 Rabbit Run, Pittsboro
$650,000
2 Beds ⋅ 2 Baths ⋅ 10177095 MLS ⋅ CLOSED Status
Long before it was a modern sanctuary, this authentic LOG CABIN was custom-built for an author and architecturally designed so the moon and stars could be viewed from inside to inspire the creative soul. Tucked away on a private, 5-ACRE wooded lot, this property sits just 5 minutes from Jordan Lake, yet feels like a secluded mountain getaway. While the vibe is historic, the infrastructure is completely fresh with a NEW ROOF, NEW EXPANSIVE DECK, NEW HVAC, and NEW WATER HEATERS, plus a whole-house generator to ensure you're never left in the dark. Need more space? The detached 655 sq. ft. ADU offers ultimate flexibility as a guest house, remote studio, or multi-generational suite. As a testament to its charm, the property is currently operating as a highly successful, top-rated short-term retreat. For those looking for a seamless transition, the curated furnishings can remain, allowing you to walk right into a fully operational sanctuary or turn-key investment from day one.

300 Rabbit Run, Pittsboro

1153 Log Barn Rd, Pittsboro
$650,000
3 Beds ⋅ 2 Baths ⋅ 10165597 MLS ⋅ CLOSED Status
Welcome to 1153 Log Barn Rd--an inviting log cabin set on 5.6 picturesque acres in the heart of this spacious, nature-filled neighborhood. Surrounded by a canopy of mature trees, the wraparound porch offers the perfect spot for bird watching, morning coffee, or simply soaking in the peaceful setting. For those who enjoy an active lifestyle, the scenic Log Barn loop is ideal for walking, running, or jogging--making it easy to enjoy the outdoors right from your doorstep. This 3 bedrooms with the Primary bedroom on the main floor, 2 full baths. This charming home boasts a remodeled kitchen and great updated full bathroom, a cozy masonry fireplace with gas logs, new vinyl windows (2025), freshly sealed logs (2025), durable metal roof and an encapsulated crawl space. As a bonus the detached 2 car garage has an unfinished room above. With no restrictions and located just 1.5 miles from the courthouse and downtown for shopping, dining and entertainment, this property offers the perfect balance of privacy, charm and convenience.

1153 Log Barn Rd, Pittsboro

125 Bellemont Rd, Pittsboro
$650,000
4 Beds ⋅ 3 Baths ⋅ 10158195 MLS ⋅ CLOSED Status
This is a unique opportunity for a stunning turn-key home in Chatham Forest, a highly sought-after neighborhood. This meticulously maintained, non-toxic home and garden have been lovingly updated and improved, both inside and out. The home seamlessly integrates with its natural surroundings, featuring a beautiful fish pond and extensive landscaping that transforms the back garden into a serene oasis bathed in sunlight. Step into the 4-season sunroom, complete with a fireplace and large windows, offering breathtaking views of the surrounding natural beauty. Chatham Forest is a peaceful and diverse neighborhood that welcomes pets. It's just a short walk to downtown Pittsboro, where you'll find charming shops, restaurants, and weekly grower's markets. The neighborhood also boasts numerous walking trails through the nearby woods, abundant wildlife, and easy access to Chapel Hill, Carrboro, Chatham Park, Apex, Siler City, Sanford, and more.

125 Bellemont Rd, Pittsboro

65 Abundance Ln, Pittsboro
$650,000
3 Beds ⋅ 3 Baths ⋅ 10139493 MLS ⋅ CLOSED Status
This home is truly the crown jewel of the neighborhood. Sellers are highly motivated!!! Thoughtfully upgraded with discerning buyers in mind, it showcases high-end finishes and carefully selected enhancements at every turn. One of its most exceptional features is the premium cul-de-sac lot—quiet, private, and uniquely positioned with no future development to the left, offering rare and lasting privacy. The sellers actually won the ''lot lottery,'' securing one of the finest parcels in the community. Approximately $50,000 was invested to add an upstairs bedroom, full bath, and office, significantly expanding the home's livable space and versatility. Additional upgrades further elevate the property, including elegant plantation shutters, a custom-designed primary suite closet (no wire shelving here—$8,500), and a custom pantry with wood shelving. Extensive hardwood flooring, plush high-end Berber carpeting, and over $9,000 in upgraded tile create a seamless blend of style and comfort throughout. The chef's kitchen is equally impressive, featuring an Electrolux six-burner cooktop, upgraded appliances, quartz countertops, Level 6 tile backsplash, and upgraded cabinetry. The owners even purchased their own fabulous hardware for the cabinets. Practical luxury continues with a utility sink in the laundry room, excellent storage on both the main level and second floor, reverse osmosis water in the kitchen, and a tankless hot water system. Modern conveniences abound, including an electric vehicle charger and additional outlets throughout the home—thoughtful details that enhance everyday living. Washer & dryer convey. The current cooktop will be replaced with the original Electrolux cooktop. With this level of upgrades, finishes, and an irreplaceable lot, recreating this home at today's prices would be impossible. This property represents an exceptional value and a rare opportunity. Welcome to the golden chapter where the only snow you shovel is off your margarita glass. In a vibrant 55+ active adult community, the carefree lifestyle isn't just a promise—it's your new daily reality. Say goodbye to yard work! Here, low-maintenance living means the HOA handles the hassle while you handle the fun. The clubhouse is outstanding offering an event space, a full kitchen, a yoga studio, a fully equipped exercise room, a large pool, pickleball & tennis courts, a hot tub, walking trails, a putting green, corn hole, and a full-time Lifestyle Director who will ensure you have the time of your life!

65 Abundance Ln, Pittsboro

546 Oak Hill Rd, Pittsboro
$650,000
2 Beds ⋅ 2 Baths ⋅ 10155012 MLS ⋅ CLOSED Status
Set on 5 private acres, this luxury log cabin offers the perfect blend of comfort, charm, and North Carolina beauty. Surrounded by fruit orchards, vegetable beds, and cut flower gardens, this property feels like your own peaceful retreat--yet it's just minutes from everything. Inside, you'll find gorgeous hardwood floors, soaring ceilings, and recessed lighting throughout spacious, light-filled rooms. The home centers around a truly stunning Great Room, anchored by a soaring stone fireplace and designed for both relaxation and gathering. The large open kitchen offers plenty of space for cooking and entertaining, while the screened porch invites you to unwind and take in the serene surroundings. Freshly painted with new tile floors in both bathrooms Downstairs, a generous basement provides abundant storage or the potential for a home office, gym, or additional living space. Additional features include an electric vehicle charger and a convenient carport. Private, peaceful, and full of possibility--this is more than a home, it's a lifestyle. Just 10 minutes to Southern Village and 15 minutes to UNC, with easy access to schools, shops, and restaurants. Maybe it's time to start living your North Carolina dream.

546 Oak Hill Rd, Pittsboro

127 Creekwood, Pittsboro
$645,000
3 Beds ⋅ 2 Baths ⋅ 10106545 MLS ⋅ CLOSED Status
One-level contemporary home with a separate guest house/office/studio on a .9-acre lot in the ''historic district'' of Fearrington Village. This home blends into a wooded, natural setting and it has great privacy and views. Beautifully maintained and updated. The main house has an entry foyer, large living room with a wall of built-in shelving, fireplace, and vaulted ceiling with clerestory windows. The dining room can be at one end of the living room or in another space currently used as a sitting area adjacent to the kitchen. The kitchen features a well-organized pantry, an island, and a breakfast nook with a glass door that opens to the front deck. The primary bedroom suite is at one end of the house and includes a vaulted ceiling, private bath, walk-in closet, and a sunroom. The laundry room is conveniently located near the primary bedroom closet and provides a lot of storage space. The other two bedrooms and full bath are at the opposite end of the house. One of these bedrooms is quite large with room for a sitting area or study. There's a deck at the back of the house overlooking the woods. The separate guest house/office/studio has a full bath and a kitchenette. There is a walk-in area under the main house for storage and workshop space. Exterior storage closet for garden equipment. The main house has a 3-zone HVAC system, and the guest house has two mini-split HVAC units. Tankless water heater. Handicap accessible with cleverly placed ramps at the front entry deck and guest house.

127 Creekwood, Pittsboro

396 Aspen Ave, Pittsboro
$644,000
3 Beds ⋅ 3 Baths ⋅ 10132173 MLS ⋅ CLOSED Status
Welcome to the Moorefield in Encore at Chatham Park, a premier 55+ active adult community offering resort-style living and low-maintenance, single-level homes in one of the Triangle's most sought-after locations. Built by David Weekley Homes, this ranch-style home features a thoughtfully designed open-concept floor plan with a bright and spacious family room, dining area, and a gourmet kitchen ideal for entertaining. The kitchen showcases a large center island, quartz countertops, tile backsplash, stainless steel appliances, and abundant cabinetry-blending modern design with everyday functionality. This home has main character energy! The private Owner's Suite on the main level offers a peaceful retreat with a spa-like bathroom, featuring a zero-entry walk-in shower, dual vanities, and a generous walk-in closet. A separate guest suite and an additional guest bedroom provides comfort and privacy for visitors, making this home perfect for hosting family and friends. Enjoy seamless indoor-outdoor living with a covered rear porch and double sliding glass doors are ideal for relaxing or entertaining. The low-maintenance yard and included lawn care allow for a true lock-and-leave lifestyle, perfect for travel and active living. Additional features include an oversized 2-car garage, ample storage, walk up attic, and high-quality finishes throughout, along with the peace of mind of a David Weekley Homes warranty. Encore at Chatham Park offers exceptional amenities, including a 5,200 sq ft clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, walking trails, putting green, and a full-time lifestyle director coordinating social events and activities. Residents also enjoy convenient access to Mosaic at Chatham Park, featuring dining, shopping, and entertainment. Located near US-64, 15-501, I-540, and RDU Airport, this home provides easy access to Raleigh, Durham, Chapel Hill, top-rated healthcare, golf, recreation, and more.

396 Aspen Ave, Pittsboro

7 E Camden, Pittsboro
$640,000
3 Beds ⋅ 3 Baths ⋅ 10123947 MLS ⋅ CLOSED Status
LOCATION! Charleston-style Fearrington home ideally situated just across from the park, pond, Village Center & beloved farmer's market. Enjoy timeless Southern charm with a covered front porch & private patio/courtyard, perfect for quiet mornings or entertaining. Inside, soaring ceilings, skylights & generous windows fill the home with natural light. The 2014 updated kitchen features Silestone counters, tile backsplash, cooktop, wall oven & microwave —ready for your favorite meals. Flexible floor plan includes formal dining room that doubles as home office or TV room, plus main-level primary suite with 10-ft ceilings plus 2 additional BRs upstairs. 2 gas log fireplaces provide comfort & ambiance. Practical touches include laundry room with sink & storage, newer roof (less than 5 years old) & alley-access double garage with private bonus room above—perfect for hobbies, guests, or home gym. All this in a welcoming community just minutes from Chapel Hill & Chatham Park.

7 E Camden, Pittsboro

835 Buck Branch Rd, Pittsboro
$640,000
4 Beds ⋅ 3 Baths ⋅ 10132587 MLS ⋅ CLOSED Status
Here's your chance to own a custom built Chatham County home on 5 secluded acres! This meticulously maintained home by original owners has 4 bedrooms and three full baths. The welcoming wrap-around front porch is just right for enjoying morning coffee or entertaining friends. The open floorplan on the first floor features a beautiful kitchen with large island and custom cabinetry. A full bath compliments the first floor bedroom, which can be a wonderful office space. The dining area is balanced by the Living Room with wood burning fireplace and southwest light. Up the open staircase are two bedrooms that share a full bath. Then there's the large primary bedroom and bath - over 350sqft! And there's a second floor covered balcony. Outside there's a fenced garden area, a chicken coop and landscaping for all seasons featuring perennials, spring bulbs, and many more native plants and trees. Plus a detached heated and cooled Studio with water for all your creative energies! There's also a 5.1kw solar array, storage building, high speed internet, sealed crawlspace - so much to offer! Come see this one soon.

835 Buck Branch Rd, Pittsboro

191 Weatherbend, Pittsboro
$637,500
2 Beds ⋅ 2 Baths ⋅ 10167371 MLS ⋅ CLOSED Status
Tucked away on a private cul-de-sac lot in the heart of Fearrington Village, this thoughtfully designed one-story home offers the rare combination of newer construction, wooded privacy, and walkable village living. Built in 2014 and located less than half a mile from the beloved shops, restaurants, cafés, and gathering spaces of Fearrington, this home embraces the lifestyle that has made the community one of the Triangle's most cherished destinations. Inside, the 1,708 square foot layout is designed for comfortable everyday living with fresh paint, new carpet, abundant natural light, and an easy flowing open floorplan all on one level. Vaulted ceilings, oversized picture windows, and expansive sliding glass doors create a bright and airy atmosphere while seamlessly blending the indoors with the beautifully manicured grounds outside, making you almost feel connected to nature from the comfort of your living room. Mature landscaping, thoughtfully accented by landscape lighting, further enhances the home's peaceful setting and evening ambiance. The kitchen features quartz countertops, under-cabinet lighting, roll-out shelving, and timeless finishes that blend functionality with style. The adjoining living spaces center around a cozy fireplace and flow effortlessly to the screened porch overlooking peaceful wooded views, creating a natural extension of the home for morning coffee or relaxed evenings outdoors. A dedicated office or flex space provides versatility for working from home, hobbies, or additional guest accommodations. Additional highlights include ceiling fans throughout, a garage with utility sink, and a storage shed offering practical space for tools, gardening, or outdoor equipment. Beyond the home itself, life in Fearrington Village is centered around connection, walkability, and beautifully preserved surroundings. Enjoy easy access to walking trails, gardens, boutique shopping, acclaimed dining, McIntyre's Books, The Belted Goat, and the distinctive village atmosphere that makes Fearrington unlike anywhere else in the Triangle.

191 Weatherbend, Pittsboro

8 Crosswinds Estates Dr, Pittsboro
$635,000
3 Beds ⋅ 3 Baths ⋅ 10147434 MLS ⋅ CLOSED Status
Private wooded retreat on 4.49 acres. In excellent location! This charming home blends nature with thoughtful updates. The main level features a large family room with wood-burning, stacked stone fireplace. Main level primary suite, large full bath with garden tub and separate shower. Wood flooring throughout, a cozy sunroom heated and cooled. The beautiful kitchen shines with thoughtful colors, quality cabinets, kitchen island, leathered granite countertop, and subway tile backsplash. 2nd floor has 3 bedrooms, a bonus room, laundry chute, and lots of storage areas. House features a central vac and LED lighting throughout. Recently renovated. Relax in the cozy sunroom or entertain on the expansive deck, surrounded by mature woods. Just off Hwy 64! Enjoy low county taxes and convenient access to Fearington Village, Jordan Lake boat ramp, Haw River Canoe launch and trailheads, Chatham Park/Mosaic, and countless shopping, dining, and entertainment options. In desirable Chatham County. Experience the peace and privacy of country living with modern convenience--this property has it all!

8 Crosswinds Estates Dr, Pittsboro

1324 Emerson Cook Rd, Pittsboro
$635,000
3 Beds ⋅ 3 Baths ⋅ 10158707 MLS ⋅ CLOSED Status
Welcome home--where peaceful country living meets everyday convenience. Situated on 6 private acres in Pittsboro, NC, this charming property offers the perfect blend of space, privacy, and modern comfort. Relax on the classic rocking chair front porch, perfect for quiet mornings and scenic views. Inside, you'll find a light-filled, functional layout with generous living spaces and a well-designed kitchen featuring abundant cabinet and counter space. Flexible rooms provide options for a home office, guests, or hobbies, and a large walk-in attic offers excellent storage or future expansion potential. Step outside to enjoy the expansive property--ideal for gardening, entertaining, or hobby farming- true backyard homesteading experience. Additional features include a whole-home Generac generator for added peace of mind. Conveniently located just minutes from downtown Pittsboro with easy access to Chapel Hill and the Triangle, this home offers the best of quiet country living with city convenience.

1324 Emerson Cook Rd, Pittsboro

1044 Log Barn Rd, Pittsboro
$634,250
3 Beds ⋅ 3 Baths ⋅ 10162540 MLS ⋅ CLOSED Status
Set on 5 scenic, level acres in highly sought-after Log Barn Acres, this solidly built three-bedroom, two & half-bath BRICK RANCH offers space, character, and incredible potential. At the heart of the home, an oversized sunken living room creates a warm, inviting gathering space--perfect for relaxing or entertaining. The property features mature hardwood trees, open usable land, and even a small greenhouse for those with a green thumb. A large unfinished basement--with both interior and exterior access and abundant windows--provides endless possibilities for expansion, whether you envision additional living space, a workshop, or recreation area. A two-car attached garage with high ceilings adds valuable storage and functionality. While the home is ready for updates, it presents a rare opportunity to create a stunning mid-century-inspired retreat tailored to your vision. Large parcels like this seldom become available in Pittsboro, especially in desirable Log Barn Acres. Don't miss your chance to transform this unique property into something truly special. This property is priced below a recent appraisal. Motivated Seller.

1044 Log Barn 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 .

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