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19 Englehart Ct, Pittsboro
$696,797
3 Beds ⋅ 3 Baths ⋅ 10159533 MLS
Refined single-level living awaits in Encore at Chatham Park's premier 55+ community, designed for active adults who value, comfort, quality, and the ease of living a truly refined lifestyle. Built by David Weekley Homes, the Glenwood floorplan spotlights a sophisticated ranch design with intentional separation of spaces. The main living area is bright, airy, and welcoming, with large living and dining areas. A private home office with Glass French doors is ideal for remote work, hobbies, or a quiet retreat. At the center of the home, is one of Encore's most impressive kitchens! The chef-inspired style blends function with the latest in design including a generous island, tile backsplash, an abundance of quartz countertops and soft close cabinets, stainless steel appliances, and an oversized pantry all perfect for effortless entertaining or everyday ease. Each of the 3 bedrooms are located on the main level, including a tranquil primary suite with a zero-entry super shower, dual vanities with generous counter space as well as a spacious walk-in closet. A private guest wing provides comfort and separation for visiting family or friends, with two well-proportioned secondary bedrooms and full private bath. A convenient half bath and the expansive porch create an inviting space to relax, dine, and host gatherings. The backyard is thoughtfully designed with professional landscaping creating a low-maintenance outdoor setting--ideal for homeowners who prefer to enjoy their time traveling, staying active, or taking advantage of the community amenities. Additional features include walk-up attic storage above the oversized 2+ car garage and an extensive list of enhancements: upgraded and stylish champagne gold lighting and other hardware finishes, LVP throughout main areas with upgraded carpet in the guest rooms. A David Weekly Homes 10-year warranty is provided with the home including several extended appliance and HVAC warranties. Our local in-house warranty representatives are only an email or call away. Encore offers a resort-style, maintenance-free lifestyle, with lawn care included and exclusive access to the Amenity Center featuring a full time lifestyle director, 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, putting green, pool and hot tub, meditation garden, gas firepits, indoor and outdoor gathering spaces, miles of trails for walking, biking or quite access to nearby Mosaic, a mixed used dining and entertaining venue. Ideally located with convenient access to US-64, 15-501, I-540 and RDU, this home is just minutes to world-class medical care, shopping, dining, fitness, recreation, and travel, allowing you to spend more time living!

19 Englehart Ct, Pittsboro

1274 The Parks Dr Unit 1274, Pittsboro
$690,000
5 Beds ⋅ 4 Baths ⋅ 10160755 MLS
Thanks to these MOTIVATED SELLERS, the lucky buyers of this amazing home will be getting a huge discount comparable to the other homes in this neighborhood. Away from it all, yet close to everything, welcome to The Parks at Meadowview, a GATED community with lovely green spaces, sidewalks and a playground. This home has everything, it's over 3000 sqft on almost half an acre with 5 bedrooms & 4 full bathrooms. There are HIGH-END stainless steel appliances, built-ins, an encapsulated crawl space, elaborate outside security cameras, a soaking tub and separate shower, a screened porch & deck, 2 primary walk in closets and an extra family room upstairs. This home was built in 2022 and still feels new. It's only 12 minutes to Chatham Park, 26 minutes to Jordan lake and 29 minutes to UNC. Only 2 minutes from Chapel Ridge Golf Course. This one you have to see for yourself!

1274 The Parks Dr Unit 1274, Pittsboro

4107 The Knolls Cl, Pittsboro
$689,000
3 Beds ⋅ 2 Baths ⋅ 10185578 MLS
Low-maintenance, one-level home in a wooded setting. The bright, open floor plan features high ceilings, abundant windows with lovely views, and hardwood floors. The entry foyer leads to a living room with a fireplace, which flows into the dining room and well-appointed kitchen with a large island, granite countertops, tile backsplash, and pantry. A glass door opens to the adjoining sunroom, providing access to the low-maintenance deck and fenced backyard garden. The primary bedroom includes a spacious walk-in closet and private bath with tile flooring and an oversized easy-entry shower. Two additional bedrooms, another full bath, and generous closet space including a walk in storage closet in the hallway complete the layout. A utility room connects the kitchen to the two-car garage. The garage has a utility sink, built-in shelving and cabinetry, and a side door for easy access. The garden offers mature shrubbery, perennials, and a brick walkway. Additional storage and workshop space are available beneath the home in the walk-in, conditioned, floored crawlspace. The HOA maintains the front lawn and shrubbery.

4107 The Knolls Cl, Pittsboro

112 Imagine Way, Pittsboro
$687,000
3 Beds ⋅ 3 Baths ⋅ 10145257 MLS
BETTER THAN NEW single-level living in Encore, Chatham Park's 55+ community! This beautifully designed home sits on a premium homesite with open space on TWO SIDES in a completed phase of the development without construction traffic & noise or retaining walls. David Weekley's EDGEMONT floorplan is one of the wider layouts to accommodate the home's ranch design, which features a bright, open-concept living area with GAS FIREPLACE and a separate home office w/ French doors. The central chef's kitchen includes a large island, tile backsplash, quartz counters & stainless appliances. All three bedrooms are on the main level, including a private primary suite w/ zero-entry shower, dual vanities & large walk-in closet. Two large guest bedrooms in front of the home can comfortably fit king-sized beds with room to spare and the private half-bath and spacious 10x23 screened porch are perfect for guests when entertaining. Don't miss the WALK-UP STORAGE located above the 2-car garage! This green-certified home has a tankless water heater, 2x6 exterior walls and other high-performance features making it ~34% more energy-efficient than a typical new home. There is also a NEMA 14-50 EV charging outlet for your electric vehicle. OTHER IMPROVEMENTS include louvered shutters throughout ($10k), tile flooring on screened porch, upgraded interior paint, additional wood flooring, updated kitchen hardware & pull-out shelving, additional landscaping, updated lighting fixtures & ceiling fans, extended appliance warranties through Jan 2028, and more! Encore is a 55+ resort-style community with included lawn maintenance and exclusive access to a Lifestyle Club with 5000sf clubhouse, well-equipped fitness center, tennis & pickleball courts, putting green, pool & hot tub, indoor/outdoor gathering spaces, meditation garden & gas firepits, meeting spaces, miles of scenic trails, and a lifestyle director coordinating year-round events & activities! The convenient location has easy access to US-64, 15-501 & I-540 and is just 4 min to world-class medical care, 5 min to coffee, retail, dining & entertainment, 7 min to new YMCA, 14 min to Jordan Lake & 33 min to RDU Airport. VIDEO TOUR: bit.ly/112Imagine-Video *Ask about available lender credit!

112 Imagine Way, Pittsboro

145 Windstone, Pittsboro
$680,000
4 Beds ⋅ 3 Baths ⋅ 10152923 MLS
PRICE IMPROVEMENT! A truly RARE offering in the historic section of Fearrington Village--this a one-of-a-kind property is the definition of a ''UNICORN.'' The MAIN RESIDENCE features over 2,800 square feet with 4 beds/3 baths, including a private wing ideal for a family room, guest suite, or flexible living space. Beyond the main home, a detached, HEATED AND COOLED THREE CAR GARAGE adds exceptional value, complete with an appox. 800 sq ft STUDIO APARTMENT on the MAIN level. This inviting space includes a full kitchen, washer and dryer, fireplace , and a charming screened-in porch. Upstairs, a spacious 1200+sq ft TWO BEDROOM APARTMENT offers exceptional flexibility---well-suited for extended stays, private guest quarters, creative workspace or other potential uses. The upper level includes a full kitchen, full bath, dining area, sitting room and living room. Positioned on a unique homesite with DUAL STREET ACCESS, the property features two separate driveways and abundant additional parking---an uncommon convenience in this coveted community. A truly special and versatile property...waiting for it's new owners to put their special touches on it!

145 Windstone, Pittsboro

70 Raspberry Run, Pittsboro
$678,240
3 Beds ⋅ 3 Baths ⋅ 10142046 MLS
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
*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

255 Morris Rd, Pittsboro
$660,000
3 Beds ⋅ 3 Baths ⋅ 10162130 MLS
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

4 Macon, Pittsboro
$655,000
3 Beds ⋅ 3 Baths ⋅ 10183839 MLS
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
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
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
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
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

546 Oak Hill Rd, Pittsboro
$650,000
2 Beds ⋅ 2 Baths ⋅ 10155012 MLS
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

396 Aspen Ave, Pittsboro
$644,000
3 Beds ⋅ 3 Baths ⋅ 10132173 MLS
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

191 Weatherbend, Pittsboro
$637,500
2 Beds ⋅ 2 Baths ⋅ 10167371 MLS
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
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
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
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

9 Matchwood, Pittsboro
$630,000
3 Beds ⋅ 3 Baths ⋅ 10157426 MLS
*Now Under Contract* Located at the end of a cul-de-sac, this cedar contemporary home sits on a wooded lot that gently slopes toward a creek. The primarily single-level layout features an open floorplan with cathedral ceilings, skylights, expansive windows and glass doors, as well as quality updates throughout. Brazilian cherry flooring flows through the main areas, while three ensuite bedrooms have new carpeting. The living room is highlighted by a wall of windows, and the remodeled kitchen boasts quartz countertops and custom cabinetry. The dining area opens to a multi-level deck, and a sunroom provides flexible space for an office or other uses. The primary suite includes a walk-in closet with built-in storage and a renovated bath featuring a tile shower, double vanity, heated towel bars, and tiled flooring. Upstairs offers a den, study or bonus room and a loft, and the lower level presents flex space perfect for recreation, a workshop, or crafts. Additional exterior storage is available in the garden shed.

9 Matchwood, Pittsboro

128 Lauren Rose Ln, Pittsboro
$625,000
3 Beds ⋅ 3 Baths ⋅ 10181691 MLS
Enjoy privacy, space and room to breathe on more than three acres in desirable Bobcat Point—with no HOA, no city taxes and horses allowed. This beautiful home offers three bedrooms, including a main-level primary suite with a fireplace, plus a flexible room ideal for a home office or guests. The spacious bonus room provides even more versatility, while over 1,000 square feet of unfinished third-floor space offers incredible potential for future expansion. Relax on the rocking-chair front porch or enjoy the peaceful backyard from the screened porch and expansive deck. The property also features a fenced area, garden space and plenty of room for RVs, boats and recreational toys. A detached two-car garage with unfinished space above creates additional possibilities for storage, a workshop or future finished space. Recent improvements include refinished hardwood floors, new carpet, fresh interior paint, refinished countertops and tile, and newly stained porches and deck. A truly special home and setting with exceptional indoor and outdoor space.

128 Lauren Rose Ln, Pittsboro

441 Foxwood Trl, Pittsboro
$625,000
4 Beds ⋅ 3 Baths ⋅ 10177031 MLS
Experience refined country living at its finest in this exceptional custom home nestled on over four private acres in the desirable Foxwood community. Perfectly positioned to offer peace, privacy, and natural beauty, this meticulously maintained residence combines timeless elegance with modern comfort.From the moment you arrive, you'll appreciate the welcoming curb appeal, spacious floor plan, and quality craftsmanship throughout. The light-filled interior offers generous living spaces designed for both everyday living and effortless entertaining. The well-appointed kitchen flows seamlessly into the main living areas, while the spacious owner's retreat provides a peaceful escape with a luxurious ensuite bath and ample closet space. The gourmet kitchen offers commercial grade stainless steel appliances, tons of cabnitry, walk in pantry. A chefs dream. The home offers a formal LR and a den/office space. A large dinning area and a huge island bar for snack time. The owners suite has its own private area in the home with upscale glamour bath, huge closet/storage area and plenty of space for relaxation and privacy. Step outside to enjoy the beauty of the surrounding landscape where mature trees and expansive acreage create a private sanctuary. Whether you're hosting gatherings, relaxing on the porch with your morning coffee, or enjoying quiet evenings under the stars, this property offers the lifestyle you've been dreaming of. 2 car garage plus extra parking.Located just minutes from the conveniences of Pittsboro and an easy commute to Chapel Hill, Apex, Cary, and the Research Triangle, this remarkable home offers the perfect balance of luxury, privacy, and accessibility. Don't miss this rare opportunity to own a beautifully maintained estate property offering space, serenity, and exceptional value in one of Chatham County's most desirable locations.

441 Foxwood Trl, Pittsboro

328 Aspen Ave, Pittsboro
$620,000
3 Beds ⋅ 3 Baths ⋅ 10132515 MLS
Refined single-level living awaits in Encore at Chatham Park's premier 55+ community, designed for active adults who value, comfort, quality, and the ease of living a truly refined lifestyle. Built by David Weekley Homes, the Glenwood floorplan spotlights a sophisticated ranch design with intentional separation of spaces. The main living area is bright, airy, and welcoming, with large living and dining areas. A private home office with Glass French doors is ideal for remote work, hobbies, or a quiet retreat. At the center of the home, is one of Encore's most impressive kitchens! The chef-inspired style blends function with the latest in design including a generous island, tile backsplash, an abundance of quartz countertops and soft close cabinets, stainless steel appliances, and an oversized pantry all perfect for effortless entertaining or everyday ease. Each of the 3 bedrooms are located on the main level, including a tranquil primary suite with a zero-entry super shower, dual vanities with generous counter space as well as a spacious walk-in closet. A private guest wing provides comfort and separation for visiting family or friends, with two well-proportioned secondary bedrooms and full private bath. A convenient half bath and the expansive porch create an inviting space to relax, dine, and host gatherings. The backyard is thoughtfully designed with professional landscaping creating a low-maintenance outdoor setting--ideal for homeowners who prefer to enjoy their time traveling, staying active, or taking advantage of the community amenities. Additional features include walk-up attic storage above the oversized 2+ car garage and an extensive list of enhancements: upgraded and stylish champagne gold lighting and other hardware finishes, LVP throughout main areas with upgraded carpet in the guest rooms. A David Weekly Homes 10-year warranty is provided with the home including several extended appliance and HVAC warranties. Our local in-house warranty representatives are only an email or call away. Encore offers a resort-style, maintenance-free lifestyle, with lawn care included and exclusive access to the Amenity Center featuring a full time lifestyle director, 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, putting green, pool and hot tub, meditation garden, gas firepits, indoor and outdoor gathering spaces, miles of trails for walking, biking or quite access to nearby Mosaic, a mixed used dining and entertaining venue. Ideally located with convenient access to US-64, 15-501, I-540 and RDU, this home is just minutes to world-class medical care, shopping, dining, fitness, recreation, and travel, allowing you to spend more time living!

328 Aspen Ave, Pittsboro

356 Aspen Ave, Pittsboro
$615,000
3 Beds ⋅ 3 Baths ⋅ 10140664 MLS
Welcome to the Sweetfern floor plan by David Weekley Homes in Encore at Chatham Park. This thoughtfully designed home features an open-concept layout with spacious living and dining areas, ideal for everyday living and entertaining. The kitchen includes a large center island, ample cabinetry, and an oversized corner pantry. The main-level Owner's Retreat offers a walk-in closet and en suite bath with a functional, private layout. Outdoor living is enhanced by a screened in rear porch, providing additional space for relaxation or gatherings. The second floor includes a guest bedroom, full bath, and bonus area, offering flexibility for visitors, office space, or recreation. Additional features include included washer, dryer, refrigerator, and whole-home blinds. This home is move-in ready. Located in Encore at Chatham Park with convenient access to community amenities, shopping, and dining.

356 Aspen Ave, Pittsboro

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