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

438 May Farm Rd, Pittsboro

$610,000
4 Beds 4 Baths 10179531 MLS ACTIVE Status
Experience the award-winning 'No Little Plans' Garman Homes floor plan, celebrated for its thoughtful design and exceptional livability. This versatile home features a first-floor guest suite with a full bath and double doors that lead you straight from the suite to the covered front porch! Across the hall, you can find a flex room with a custom shiplap accent wall enclosed with French doors, ideal for a home office, playroom, or additional living space. Designed for both everyday living and entertaining, the open-concept layout centers around a gourmet kitchen featuring quartz countertops, stainless steel appliances, a spacious walk-in pantry, and a convenient pocket office. The kitchen flows into the family room and upgraded screened porch, creating a seamless indoor-outdoor living space. Large sliding glass doors open to the screened porch and fenced backyard, perfect for relaxing or entertaining. Durable LVP flooring extends throughout the main level, stairs, and upstairs hallways, adding warmth and continuity throughout the home. Upstairs, you'll find three additional bedrooms including a spacious primary suite with a private sitting area filled with beautiful natural light. All appliances convey with this home! The thoughtfully designed mudroom off the 2 car garage offers built-in cubbies, hooks, and additional storage, creating a functional drop zone to keep everyday essentials neatly organized. Located in sought-after Chatham Park, residents enjoy an unmatched lifestyle surrounded by miles of greenways, parks, playgrounds, community events, dining, and more! The location is hard to beat, with the newly opened YMCA, Thales Academy, and Knight Farm Community Park all just minutes away and connected by paved, extra-wide greenways throughout the community. Enjoy the convenience of easy access to Downtown Pittsboro, Jordan Lake, Chapel Hill, Apex, and the greater Triangle area, with quick connections to major routes including Highway 64 and 15-501. Experience the amenities and vibrant lifestyle that make Chatham Park one of the Triangle's most desirable places to call home!

51 Millennium Dr, Pittsboro

$610,000
3 Beds 2 Baths 10177049 MLS ACTIVE Status
Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of privacy, comfort, and country living. An inviting front deck welcomes you into an open foyer and spacious family room featuring a stunning cathedral ceiling with exposed wood ceiling and beams, creating a warm and inviting atmosphere. The main level offers two bedrooms, including the primary suite with two closets. As well as a first floor guest bedroom. Upstairs, you'll find the third bedroom, and a versatile office/media/bonus room, and a second full bath—providing flexible space for working from home, hobbies, or guests. The kitchen opens to the family room and features granite countertops, stainless steel appliances, a smooth top cooktop, convection wall oven, microwave and a refrigerator. A separate dining room with a chandelier is perfect for gatherings, while a cozy breakfast nook just off the family room makes an ideal spot for morning coffee or quiet reading. Additional interior features include a spacious laundry room with a utility sink and ample shelving for pantry or storage needs. An Amazing amout of hardwood flooring thoughout living areas and bedrooms. No carpet anywhere in the home. Step outside to enjoy the screened porch overlooking the peaceful backyard, which opens onto a large deck—perfect for entertaining or relaxing while taking in the natural surroundings. The fenced backyard includes a fire pit, two storage sheds (one with a welcoming front porch), and plenty of open space for gardening, raising chickens, or simply enjoying the outdoors. Additional features include a water softener system and reverse osmosis system for added convenience and peace of mind. If you're looking for privacy, character, and room to spread out while still being conveniently located between Pittsboro and Chapel Hill and a short ride to Jordan Lake, this one-of-a-kind property is a must-see!

1396 Bynum Ridge Rd, Pittsboro

$625,000
4 Beds 3 Baths 10177031 MLS PENDING Status
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

$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

$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

$689,900
3 Beds 3 Baths 10018355 MLS CLOSED Status
This cozy Cape style home offers a unique blend of tranquility and convenience. Situated on 2 acres of open space and wooded terrain, it provides a serene environment while still being easily accessible to Chapel Hill (less than 8 miles to UNC) and the surrounding areas of Northern Chatham County. Inside, the home features exquisite hardwood floors that add warmth and character throughout and a fossilized wood burning RSF fireplace to cozy up to. The primary bedroom on the main level is light and bright, offering a spa-like experience with an updated bath, rainfall shower, heated floors and towel warmer. Upstairs, two additional spacious bedrooms and a wonderful bonus room await, along with another full bath, ensuring plenty of space for relaxation and leisure. The space is conveniently flexible, offering functional space for office use, guest accommodations or additional entertainment space. Outside, conveniences include recently installed split rail fencing (full property), a water tank for lawn and landscape care, wood shed and garden shed. Two screened porches and deck offer perfect spots to enjoy the peaceful wooded view and observe wildlife while sipping morning coffee or unwinding in the evening. On cooler nights, enjoy the creekside patio and fire pit after a stroll around the manicured, wooded path. Plenty of options to gather whether you roast marshmallows or simply enjoy the stars. With its blend of nature inspired bespoke design, storybook charm, and natural beauty, this home offers a truly inviting retreat for those seeking peace and serenity, yet still desiring easy access to nearby amenities, conveniences and attractions. A house that has been made a home.

108 Persimmon Hill Rd, Pittsboro

$659,500
5 Beds 4 Baths 10006505 MLS CLOSED Status
$10,000 in Buy Down for Buyer with acceptable offer!!! WOW!!!! You won't find a better deal than this home!! It's in FABULOUS shape and is MOVE IN READY!This home is adorned with numerous builder upgrades, including exquisite countertops, premium tiling in all full bathrooms, and high-quality cabinetry and hardwood floors throughout. A half-bath on the main floor ensures convenience for guests during social gatherings. The heart of this home lies in its spacious chef's kitchen, complete with a massive island, a gas cooktop, a generous pantry, and double ovens. The chef's dream walk-in pantry features built-in shelving for optimal organization. The garage is equipped with custom-built shelving for the storage of lawn equipment, golf clubs, and seasonal decor. In this welcoming community, you will be embraced by friendly neighbors and enjoy neighborhood amenities, which include a public golf course, a sizable pool with a slide, tennis and pickleball courts, basketball courts, volleyball nets, a playground, and a soccer field located behind the pool area. Upon entering the home, you will be greeted by a grand foyer that leads to a formal dining room, currently transformed into a functional office space by the current owner. The beautifully landscaped surroundings require minimal maintenance and create a serene oasis with the presence of mature trees. This home offers an extraordinary living experience that seamlessly combines elegance, functionality, and a spacious outdoor retreat. Furthermore, this fantastic home presents a perfect fusion of indoor and outdoor living, making it the ultimate haven for entertaining. This property showcases a screened-in porch and a spacious outdoor deck, providing an ideal backdrop for gatherings and relaxation. Additionally, a generously sized front porch invites you to indulge in breathtaking sunsets. Storage space is abundant throughout the home, with hidden storage solutions thoughtfully incorporated. The main floor master bedroom features custom closet cabinetry in both the master closet and the adjacent laundry room. The master bath offers a large shower and a luxurious soaking tub, while a separate toilet room provides ample closet space for additional storage. A spacious main floor laundry room conveniently serves the master suite. Plantation blinds adorn every window in the house, enhancing privacy and adding to the aesthetic appeal. Upstairs, you will find four generously sized bedrooms, each equipped with walk-in closets. A large bonus area off the staircase provides an excellent space for children or teenagers to enjoy their own sanctuary. Three additional large closets with shelving are perfect for storing crafts, seasonal decorations, games, linens, and towels. In total, there are seven closets upstairs, with additional storage available in the attic via a pulldown space.

232 Crimson Way, 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

$687,000
3 Beds 3 Baths 10145257 MLS CLOSED Status
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

$595,000
4 Beds 3 Baths 10155908 MLS CLOSED Status
Welcome to this beautifully designed home in the Vineyards at Chatham Park, where thoughtful design meets an unbeatable location. The main level features an open-concept living area, a stunning kitchen with quartz countertops and a large island, a dedicated pocket office/planning center, and a main-level bedroom with full bath. Step into the Carolina room and out to your back porch, where you'll wake up to gorgeous sunrise views overlooking a private pocket park. Upstairs, you'll find three bedrooms, including an extra spacious primary suite with a sitting area, an oversized second bathroom with double vanities, a convenient laundry room, and a bonus room. The primary bath features a premium walk-in shower with double shower heads, dual vanities, and excellent storage, with granite countertops carried throughout the home's bathrooms. Every bedroom features a spacious walk-in closet. This home is loaded with upgrades throughout, including a real white oak staircase, EV charging port in the garage, an inviting front porch, and a rare front-entry two-car garage with driveway parking. At just under 2,700 square feet, every inch of this layout is well-considered and flexible. The location is hard to beat. The newly opened YMCA, Thales Academy, and Knight Farm Community Park are all within roughly a mile, accessible via paved extra wide greenways that connect the neighborhood throughout. You're also minutes from neighborhood parks and all the shops, dining, and amenities Chatham Park has to offer.

67 Circle City Way, Pittsboro

$672,500
3 Beds 2 Baths 10044206 MLS CLOSED Status
This diligently cared for home is positioned on a large lot with a palatial patio and naturalized gardens connected by paths winding through the woodland. The single level floorplan boasts three bedrooms and a two-car garage. Inside the home, natural light and views of the beautiful surroundings are enjoyed through the many large windows. A brick-floored porch and ample foyer greet guests as they arrive. The living room boasts a soaring ceiling, built-in shelving, and a gas log fireplace. Adjoining the living room are a large kitchen and dining area. The cook's kitchen has abundant cabinetry, granite counters, and an island. A large pantry is found opposite the kitchen. The jewel of the home is the sunroom. This area has brick flooring and large windows that overlook the treetops. Screened windows allow the room to be enjoyed throughout much of the year. Located at the rear of the home is the private and spacious primary bedroom suite. This suite has a generously-sized bath with large shower, dual sink vanity, and a large walk-in closet. Two additional bedrooms and a full bath complete the home. Many storage options are found throughout the home. These options include many closets and approximately 260 square feet of concrete flooring in the expansive walk-in crawlspace. Additional features of the home include wood flooring throughout many of the spaces, recessed lighting, many ceiling fans, a laundry room with sink, plus newer and well-maintained systems. This home has the perfect blend of privacy, woodland views, and low maintenance features, coupled with Fearrington Village's many amenities.

910 Woodham, Pittsboro

$685,000
3 Beds 3 Baths 10080754 MLS CLOSED Status
Find your perfect blend of comfort, community, and convenience in this custom-built home, set on an expansive acre+ lot between downtown Pittsboro and Chapel Hill. This stunning home offers 11' ceilings in the living room and 9' ceilings throughout, enhancing its open and airy feel. The first floor features beautifully finished hardwoods and striking cedar beams in the open-concept living space. A large island connects the kitchen—complete with custom lighting, stainless steel appliances, gas range, and a breakfast nook—to the inviting living room, where a floor-to-ceiling stone fireplace and oversized windows fill the space with natural light. Adjacent is a versatile room with custom-built glass cabinets, granite counters, and stone and wood finishes. With direct access to the patio, this room can serve as a family room, office, game room, and more. The paver patio flows seamlessly to the screened porch, creating an ideal space for outdoor entertaining or relaxing by the fire pit. The home's thoughtful design continues with a dining room featuring elegant wainscoting, a built-in drop zone, a stylish half bath, and upgraded details throughout. Upstairs, the primary suite is a luxurious retreat with a tray ceiling, spa-like bath, and a spacious walk-in closet with built-in storage. Two additional bedrooms share a hall bath, while a pre-wired bonus room offers space for movie nights or play. Built in 2017, this home includes dual heat pumps, a tankless water heater, walk-in attics, and eco-Select certification. Schedule your visit today!

766 Horizon Dr, Pittsboro

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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 .

Between $600K - $700K Pittsboro Real Estate

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