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$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

$469,590
2 Beds 2 Baths 10178301 MLS ACTIVE Status
Welcome to 142 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Ambition Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. The gourmet kitchen is the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and designer finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect space to enjoy your morning coffee, relax with a good book, or entertain guests while enjoying the outdoors in comfort. The spacious Owner's Retreat provides a private sanctuary with a spa-inspired bath featuring a zero-entry Super Shower, dual vanities, and an expansive walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the lifestyle you've been looking for. The model home is located at 175 Prospect Place and open Monday through Saturday, 10:00 am - 6:00 pm, and Sunday 12:00 pm - 6:00 pm.

142 Tantara Bnd, Pittsboro

$1,450,000
4 Beds 5 Baths 10174472 MLS ACTIVE Status
Set on a breathtaking 2.5-acre wooded homesite just moments from Jordan Lake, Seaforth High School, and the vibrant heart of the Triangle, this extraordinary custom estate is a showcase of timeless luxury, exceptional craftsmanship, and inspired design. Scheduled for completion in October 2026 after being showcased in the Chatham County Parade of Homes, the residence has been thoughtfully envisioned to blend sophistication with warmth, creating spaces that are both grand and inviting. Expansive windows fill the home with natural light, further emphasizing carefully curated finishes and architectural details that elevate everyday living. At the heart of the home, a spectacular designer kitchen is crafted for gathering and celebration. An oversized statement island anchors the space, complemented by bespoke custom cabinetry and premium Café™ smart appliances that combine professional-grade performance with enduring style. The main-level owner's retreat serves as a private sanctuary, featuring a spa-inspired bath designed for relaxation and renewal. A dedicated guest suite and ensuite baths for every bedroom help ensure comfort and privacy for family and guests. Outdoor living is equally impressive. Vaulted screened porches and elegant outdoor entertaining spaces create a seamless connection to the natural surroundings, offering peaceful, wooded views and a perfect setting for enjoying Carolina evenings year-round. Nestled within an enclave of distinguished custom homes, this exceptional property offers the rare advantage of no HOA and minimal covenants, preserving both privacy and community character. Encompassing 3,688 heated square feet and 5,025 square feet under roof, the home reflects the builder's renowned commitment to quality, craftsmanship, and attention to detail. Located in one of the region's most desirable areas, it provides the perfect balance of tranquility, convenience, and luxury living. Current photographs showcase both construction progress and the remarkable level of artistry that will define the completed residence.

35 Big Bear Dr, Pittsboro

$400,000
3 Beds 2 Baths 10171914 MLS ACTIVE Status
3 Bed | 2 Bath | True Single-Level Living on a Private Wooded Lot Between Pittsboro & Chapel Hill Experience the ease of true single-level living in this light-filled home, ideally situated between Pittsboro and Chapel Hill in a desirable Village community. Designed with both comfort and accessibility in mind, the home features zero-step entry from the oversized two-car garage, allowing seamless access without navigating interior or exterior stairs—an exceptional feature for those seeking long-term convenience and aging-in-place functionality. Inside, cathedral ceilings and multiple skylights fill the home with an abundance of natural light, creating an open, airy atmosphere throughout the spacious living and dining areas. A versatile flex room overlooking the front yard offers endless possibilities as a home office, art studio, library, or hobby space. Set on a private, wooded 0.81-acre cul-de-sac lot, the expansive deck provides the perfect place to enjoy morning coffee, entertain guests, or simply relax while taking in the peaceful natural surroundings. A large concrete driveway, oversized garage, and newer roof add to the home's everyday functionality and value. Residents also enjoy access to the community pool and the highly regarded Fearrington Cares program, which offers a variety of complimentary services and support designed to enhance everyday living. Offering privacy, accessibility, abundant natural light, and an unbeatable location just minutes from shopping, dining, and all that Pittsboro and Chapel Hill have to offer, this home is a rare opportunity. Home is being sold as-is.

166 Wintersage, Pittsboro

$1,070,000
4 Beds 3 Baths 10024618 MLS CLOSED Status
This well-designed, modern, four-bedroom home has a large two-car garage, two generously sized storage rooms, a spacious floorplan, high ceilings, and expansive windows. The setting is private but close to the Fearrington amenities. Positioned on a 1.5-acre lot, the home allows views of the lovely natural setting. Throughout the home are many large windows filling the spaces with natural light. Views of the woodland setting and well-manicured gardens can be enjoyed from every window. Guests are greeted by a generously-sized porch and a spacious foyer. The living and dining area boasts a linear gas fireplace and ample room to hang artwork. Ample cabinetry, spacious granite countertops and stainless-steel appliances are found in the cook's kitchen. A mudroom is located just off the kitchen and is currently used as a large pantry. Adjoining the living and dining area is the family room. This space is cozy and includes an alcove for a game table. The screened porch is accessed through the family room. At the opposite end of the home is the primary bedroom suite. This space includes a bedroom, bath, walk-in closet, the laundry room, and built-in storage. The primary bath has a dual sink vanity, a walk-in steam shower and a water closet alcove. Through the primary bath is access to the deck and hot tub. Also found on the main level is an additional bedroom with full bath. This space is currently used as an office. The lower level is accessed via a wide set of stairs. On the lower level are two generously-sized bedrooms and a full bath. A large mechanical room allows multiple options for storage. Also found on the lower level is a spacious unfinished room with windows and glass doors allowing for a workshop, art studio or additional storage. Additional features include, a walk-in crawlspace with high ceilings, deer fencing in the back yard, and multiple-zoned HVAC. This home has the perfect blend of privacy, woodland views, luxury finishes and low maintenance features, coupled with Fearrington Village's many amenities.

927 Woodham, Pittsboro

$1,130,000
4 Beds 3 Baths 10125267 MLS CLOSED Status
MODERN LIVING IN HARMONY WITH NATURE. This custom, Energy Star home is more than a residence, it's a legacy. One of the final designs by renowned architect Jon Condoret, it blends clean modern lines with a deep connection to its wooded surroundings. Set on a 1.5 acre homesite, the property offers a thoughtful balance of curated landscaping and natural woodland. The front and back yards feature landscaped areas with seating spots designed for quiet moments, while the rest of the lot remains wooded, preserving privacy and a sense of retreat. The rear of the property backs up to 247 acres of protected land owned by the Triangle Land Conservancy offering peaceful woodland views. Inside, the main level offers two bedrooms and two baths, anchored by a spacious kitchen with an oversized island, gas cooking, and direct access from the garage through a smartly designed mudroom/pantry. The kitchen, dining room, and foyer are illuminated by hand forged Hubbardton Forge light fixtures, crafted in Vermont and chosen for both form and function. The cozy den opens to a generous screened porch, while the living room and dining areas share a dramatic space with 12 ft. ceilings, a sleek modern fireplace and expansive commercial windows that frame nature like art. The primary suite is a retreat unto itself, with convenient laundry access, a walk in closet and spa like bath featuring a stone shower with steam, double granite vanity, and direct access to a low maintenance composite deck. Bedroom 2 has convenient shared access to the guest hall bath with walk-in tile shower and glass vessel sink on a modern wood vanity. Downstairs, the lower level adds two more light filled bedrooms, a full bath and a large mechanical room with lots of space for storage. An unfinished bonus space with windows and patio doors is ready for your vision, studio, gym, or future guest suite with plumbing rough in already in place. Community perks: Just minutes away, enjoy a Relais & Chateaux restaurant for fine dining, and independent bookstore for quiet browsing and designer boutiques offering curated home goods and fashion for women and men. The Duke Center for Living provides top tiered fitness and wellness amenities, another reason this location is as livable as it is luxurious. This home is a rare blend of architectural significance and everyday comfort. It's modern, warm, and quietly spectacular.

927 Woodham, Pittsboro

$860,000
2 Beds 3 Baths 10009972 MLS CLOSED Status
Sleek, elegant warmth is designed into every feature of this stunning one of a kind luxurious sanctuary. Bathed in natural light, with walls of aluminum/steel framed picture windows and transoms, contrasted with the floor to ceiling stone gas fireplace, vaulted wide plank richly stained hardwood ceilings and Brazilian Cherry floors in the open concept great room, this home transports you to a cozy mountain spa retreat. The open concept gourmet kitchen, complete with black Quartz countertops, ample pull out shelving, contemporary broad stainless pulls on cherry custom cabinetry, 3 door dark stainless fridge (conveys) , double oven, Bosch Dishwasher and GE 5 burner gas cooktop allows you to prepare you meals surrounded by nature and the architectural beauty of this amazing home. The large primary suite truly is a treat to behold: vaulted ceilings, gas fireplace and windows w/plantation shutters. . Flanking its right side, is the double sided bathroom featuring slate floors, 2 separate custom closets w/ pocket doors, two separate quartz vanity stations, 2 WCs, a walk-in shower, fabulous jacuzzi tub and a door to a private outdoor area that can be fashioned in to your own private coffee garden. Flanking its left side is the 3 sided EZE-Breeze enclosed deck with an incredible Endless pool! A nicely sized secondary bedroom also features an en-suite bathroom with custom walk-in closet. Enjoy the outdoors with an incredible end to end composite terrace with covered swinging chair nook & screened gazebo for treetop dining. The large circular drive leads to a spotless bright epoxy floored 3 car garage with Tesla charging station and features one heated/cooled enclosed bay fully outfitted as a workshop area! A whole home generator and conditioned but unfinished basement area with 10' ceilings accessed from the exterior completes the offering. Perfect for two but with 5 acres and the walk-out level basement the possibilities are endless! 1 Year Home Warranty paid by seller. Luxury comes in all sizes, this one is sure to fit you!

382 Valley Ln, Pittsboro

$1,175,000
5 Beds 4 Baths 10082176 MLS CLOSED Status
Perched atop Terrell's Mountain at one of Chatham County's highest elevations, a pristine 2-home retreat awaits you. With Frank Lloyd Wright inspired architecture, this custom-built cedar sided home was designed with close attention to every detail, and an adjacent guest house is the ideal complement. A total of 5 bedrooms, 3.5 baths, plus workshop (w/ own bath), barn and more! Surrounded by 10 wooded acres, this hilltop enclave enjoys privacy and peaceful sunsets with a location just a 10 minute drive to Chapel Hill. 95 Blueberry Ridge blends seamlessly with its natural surroundings. Oversized windows capture views of the hardwood trees from every room. The large screen porch features a vaulted pine ceiling and tile floor, overlooking the nearby garden. A wrap-around deck and stone patio provide relaxing spaces to enjoy wildlife, a glass of wine or a good book. A rock-outcropping garden and metal sculptures greet you as you enter the main house. Inside, the family room is a show piece of this stunning home, with its barrel ceiling of tongue-and-groove pine. Natural wood trim work, craftsman style, and gleaming hardwood floors reflect the natural light from all angles. Settle-in for an autumn evening by the stone fireplace with its hand-hewn barn beam mantle, flanked by built-in storage benches. You will long to spend time here. A large kitchen greets visitors upon entering, with custom-built cherry cabinetry including glass doors, a granite-topped breakfast island, and stainless steel appliances. The nearby sunroom is ideal for your breakfast coffee or for starting seedlings for future planting in the gardens. A mudroom, adjacent to the 2-car garage, has a convenient drop zone for shoes and coats, and a small sink for washing-up on your way in from the garden. A main-floor primary suite features a large walk-in closet, ensuite bath with large walk-in shower and dual vanities, also of cherry wood. A sliding door to the deck and hot tub from this suite draws you out to nature. The nearby office is a terrific workspace with a custom, built-in desk and cabinetry. Upstairs, you will find 2 more bedrooms, a guest bathroom, and a bonus room with built-in homework desk and TV nook. A wrought iron Juliet balcony overlooks the rock outcropping garden, stone walls, and surrounding trees. The 2-bedroom guest house is fully furnished and offers endless possibilities for multigenerational living, guest quarters, a care provider, or short or long-term rental. Below the guesthouse you will find an amazing workshop - ideal for an artist's studio, woodworking shop, or even a car enthusiast's garage. The shop even offers a heated office with full bath. Just down the back driveway you will find a charming barn - great for storing a boat, tractor, or whatever! And for every green-thumbed gardener, this property includes a backyard potting shed and covered wood storage area. Come visit and be captivated by all that this amazing property has to offer. Welcome home to 95 Blueberry Ridge.

95 Blueberry Rdg, Pittsboro

$397,700
3 Beds 2 Baths 10129820 MLS CLOSED Status
Nestled in the hardwoods and pines on a private 0.6 acre lot in popular Fearrington Village! Single-level living with large corner Deck accessed from both the Primary Bedroom and Family Room. Many rooms have vaulted ceilings. This home lives large for its size. Freshly painted both inside and out. Several skylights, oak HW flooring plus vinyl tile in both Bathrooms (no carpeting). Primary BR has glass sliders accessing the deck, WIC, large window plus ensuite with concrete top vanity & tiled tub/shower combo with skylight. Bedrooms 2 and 3 have large closets and access to the Full Bath in the Hall, which also features the Laundry Area with storage shelves. This spacious Full Bath has a large vanity with concrete top, tiled tub/shower with skylight, vinyl tiled floor. Kitchen offers a skylight, granite tops, tiled splash, under-cabinet lighting, built-in MW, electric range, DW, fridge, pantry. Nearby Breakfast features vaulted ceiling and corner windows overlooking the wooded yard. Family Room has a wood-burning fireplace surrounded by a handsome solid wood mantel and granite hearth. Double bookshelves flank the glass sliders that access the Rear Deck; vaulted ceiling extends to the Dining Area with 4 corner windows. Nearby Hall Closet. Attic pull-down. Wonderful gardener's Storage Shed is attached and adjacent to a winding gravel Path that meanders from the Front Driveway (with several Parking Pads) to the Rear Deck. Concrete Front Path leads to the covered Front Stoop. Enjoy the sun-dappled under story of this lovely wooded lot in popular Fearrington Village!

87 Shagbark, Pittsboro

$3,295,000
5 Beds 6 Baths 2542676 MLS ACTIVE Status
Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton 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 .

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