Pittsboro Real Estate | Pittsboro Single Family Homes for Sale

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

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

260 Stone Wall Rd, Pittsboro

$473,000

3 Beds ⋅ 3 Baths ⋅ 10174692 MLS ⋅ ACTIVE Status

Beautifully maintained 3-bedroom, 2.5-bath home nestled in the welcoming and established community of Chatham Forest. In contrast to many of today's higher-density developments, Chatham Forest is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere. An open lot beside the home enhances the sense of privacy, while the large fenced backyard provides plenty of space to relax, garden, or entertain. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, all three bedrooms offer generous space along with two full baths designed for comfortable everyday living. And then comes the grand finale—the third floor. While it currently provides excellent storage space, its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom, media room, playroom, home office, workout space, or whatever best fits your lifestyle. A home filled with charm, warmth, and room to grow, all within one of Pittsboro's most beloved neighborhoods.

40 Fox Chapel Ln, 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

$1,190,000

4 Beds ⋅ 4 Baths ⋅ 10174176 MLS ⋅ ACTIVE Status

This thoughtfully designed 3,505 sqft home features an open and airy layout with 10 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 3.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy, and the full unfinished basement allows for creativity and possibilities. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with wooded privacy. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, a 3 car garage, and a tankless water heater for efficiency. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and of course, championship golf.

79 Lookout Rdg, Pittsboro

$472,000

4 Beds ⋅ 3 Baths ⋅ 10174035 MLS ⋅ ACTIVE Status ⋅ Alder A BLDG.

Homes by Dickerson have begun construction on our brand new Alder plan, thoughtfully designed as part of our Horizon Collection with keeping comfort and convenience in mind with features like lever door handles, comfort height toilets, and a zero-entry shower in the primary bathroom. The main-level primary suite features a stunning vaulted ceiling, while the kitchen, dining, and family room area are designed with a bright open layout, perfect for entertaining. Upstairs you will find three additional bedrooms, offering the flexibility for family, guests, or home office space. To add even more charm and convenience, a covered breezeway leads to the detached two-car garage. All of these thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

116 N Village Pkwy, Pittsboro

$569,000

3 Beds ⋅ 3 Baths ⋅ 10173474 MLS ⋅ ACTIVE Status

Move in ready! Bright and updated home on large corner lot in leafy Potterstone Village. Fantastic location convenient to Chatham Park, Jordan Lake, Chapel Hill, Apex and surrounding areas! New interior paint and carpet, Electric car charger in garage. 3 bedrooms and light-filled loft/office upstairs. Main living area on first floor includes custom built-ins, gas fireplace, and breakfast nook with bay window. Granite countertops in kitchen and master bath. So many ways to enjoy the outdoors - watch the world go by from the front porch; relax at the neighborhood pool, or unwind in your screened-in back porch, overlooking the fenced-in backyard and natural buffer. See it before it's gone! Broker is property owner.

98 Bridle Path, Pittsboro

$490,000

3 Beds ⋅ 3 Baths ⋅ 10173471 MLS ⋅ ACTIVE Status

Discover the versatility and comfort of this smartly designed home in popular Chatham Forest.with spacious yard and tree buffer behind. Enjoy one level living with open spaces while natural light pours onto gleaming hardwood floors. Plus the perfectly finished lower level; will it be the ideal entertainment area or shall you go with a full media array for the best watch parties? With a bathroom in place, perhaps add a fourth bedroom. Add plenty of storage space along with great location close to downtown and easy access to the highway. It's all here.

512 Chatham Forest Dr, Pittsboro

$726,000

5 Beds ⋅ 4 Baths ⋅ 10173122 MLS ⋅ ACTIVE Status ⋅ Ashton Woods BLDG.

Stunning 5-bedroom, 3-car garage home in a gated community in Pittsboro. This like -new home offers an open-concept layout with soaring 10' ceiling and highly upgraded kitchen with huge center island perfect for entertaining and everyday living, the kitchen flows seamlessly into the spacious family room, creating a bright and inviting gathering space. A main level guest room add flexibility. Enjoy peaceful wooded view from the 3-season room on cul-de-sac lot. Upstairs offers a generous loft and a luxurious owner's suite with dual walking closets. Thoughtfully upgraded and beautiful maintained-Move-In-Ready

18 Cloudview Ct, Pittsboro

$473,000

3 Beds ⋅ 3 Baths ⋅ 10173058 MLS ⋅ ACTIVE Status ⋅ Lumen C BLDG.

Homes by Dickerson have begun construction on our popular Lumen C Plan. This thoughtfully designed home showcases modern craftsman inspired architecture. Enjoy the ease of main-floor living with a spacious primary suite on the first floor, while two additional bedrooms and a versatile loft upstairs provide flexible space for guests, family, or hobbies. Designed with future accessibility in mind, this home is part of our Horizon Collection, featuring wider doorways, lever door hardware, comfort-height toilets, a zero-entry primary shower, and rough-ins for a future additional washer and dryer in the primary closet. These thoughtful details support comfort and convenience for years to come. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

110 N Village Pkwy, Pittsboro

$574,900

3 Beds ⋅ 3 Baths ⋅ 10172837 MLS ⋅ ACTIVE Status

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Ridge Rd, Pittsboro

$1,475,000

4 Beds ⋅ 5 Baths ⋅ 10172726 MLS ⋅ ACTIVE Status

Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, Pittsboro

$775,000

4 Beds ⋅ 4 Baths ⋅ 10172128 MLS ⋅ ACTIVE Status

Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro

$1,089,999

4 Beds ⋅ 4 Baths ⋅ 10172053 MLS ⋅ ACTIVE Status

Remarkable New Construction! Gorgeous Retreat in Popular Chapel Ridge Golf Community on .53 acres. Custom-built Home with an Amazing Floorplan and all the Custom Styles you desire. 4 Bedrooms, 3.5 Bathrooms with Master Bedroom and Secondary Bedroom on the Main Level. Additional 2 Bedrooms on the Second Floor plus Loft/2nd Family Rm and Additional Bonus Room. 10 ft Ceilings throughout downstairs/ 9 ft. upstairs. Stunning! Massive Gourmet Kitchen w/ Quartz Countertops, Custom Double Cabinets and Updated Appliances, including 2 Large Ovens. Large Eloquent Dining Area for Gatherings plus Kitchen Nook/ Keeping Room Area. Private, Large Master Suite w/ Vaulted Ceilings. Access from Master Suite to the Screen Porch. Impressive Master Bath! Beautiful Cabinetry, Free-standing Tub and Huge Master Shower. Master Closet is Extraordinary! Built-ins, Custom Vanity, etc.! Beautiful Hickory REAL Hardwood Floors throughout. 2nd Story Loft Area is terrific for 2nd Family/Gathering Rm, Teen Suite, etc. complete with Wet Bar. 2nd Story Bonus Room is very spacious with access to HUGE Walk-in Unfinished Storage Area. Custom Butcher Block Tops and Cedar Shelving add so much warmth to this home. Garage is OVERSIZED, large enough for 2 full sized trucks + golf cart + riding lawn mower! Outdoor Space is ideal for Entertaining- Huge Screened Porch that leads down to Patio - great for Grilling and Entertaining. Large Front Porch. Beautifully Landscaped Yard with Irrigation System. Long Driveway. The scenery is Exquisite from every angle. The property backs up to a creek buffer and cow pasture through the woods so TOTAL privacy from your back yard! Backyard also allows for pool and/or detached garage/workshop. This house has it ALL and is a MUST SEE!

509 Cabin Creek Crk, 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

$835,000

6 Beds ⋅ 4 Baths ⋅ 10170894 MLS ⋅ ACTIVE Status

Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro

$459,900

3 Beds ⋅ 3 Baths ⋅ 10170671 MLS ⋅ ACTIVE Status ⋅ Tripointe Homes BLDG.

Impeccably Maintained and Beautifully Designed! This light-filled home features; Stainless Appliances, Gorgeous backsplash & Oversized Island in the Kitchen that overlooks a lovely OPEN CONCEPT Dining and Living Room. Enjoy the linear fireplace in the family room on chilly nights or retire to the peaceful patio adjoining the family room on a summer evening. There is a great DROP ZONE as you enter from the garage too. The second floor has a Primary Bedroom w/ motorized shades and a closet that is ample for two. Chatham Park is a rare community designed to bring neighbors together. Hurry to see this amazing ''Like New'' home!

509 Wendover Pkwy, Pittsboro

$559,000

3 Beds ⋅ 3 Baths ⋅ 10170599 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained, like-new gem nestled in one of the area's most thoughtfully planned communities. Perfectly positioned just steps from exceptional neighborhood amenities, this charming two-level home combines comfort, convenience, and timeless style. Inside, you'll find an inviting open-concept layout designed for everyday living and effortless entertaining. The main-floor primary retreat offers privacy and ease, while the gorgeous kitchen, spacious walk-in pantry, functional mud room, and attached garage add practical touches throughout. Enjoy quiet mornings or relaxing evenings on the screened porch overlooking the peaceful surroundings. Meticulously cared for and truly move-in ready, this home features three spacious bedrooms plus a versatile second-floor bonus room that could easily serve as a fourth bedroom, home office, or playroom. With two and a half bathrooms and flexible living spaces, there's room for everyone to feel at home. Beyond the front door, residents enjoy access to an incredible lifestyle-centered community featuring miles of scenic walking trails, playgrounds, dog parks, pickleball courts, and a swim club -- available through additional membership. This is more than a home -- it's a lifestyle in a community designed to connect, relax, and thrive.

37 Millennium, Pittsboro

$495,000

2 Beds ⋅ 2 Baths ⋅ 10170573 MLS ⋅ ACTIVE Status

Skip the wait for new construction and settle right into this like-new ranch home in the highly desirable 55+ community of Encore at Chatham Park. Designed with comfort and convenience in mind, this thoughtfully planned home offers 2 bedrooms, 2 full baths, and a dedicated office/den that's perfect for working from home, pursuing hobbies, or accommodating overnight guests. The open-concept layout makes everyday living and entertaining effortless. At the heart of the home, the gourmet kitchen features a large center island, abundant cabinet and counter space, a gas cooktop, and stainless steel appliances, all flowing seamlessly into the dining area and family room. A gas log fireplace creates a warm and inviting focal point in the spacious family room. The primary suite is a true retreat, featuring a generous walk-in closet with direct access to the laundry room, a double vanity, and a zero-entry tile shower. Additional upgrades include a convenient drop zone off the garage, epoxy-coated garage floors, and a covered rear patio that's perfect for enjoying North Carolina's beautiful seasons. Looking for extra space? The expansive walk-in attic has already been upgraded with additional insulation and includes a workbench, offering endless possibilities for a workshop, hobby room, or exceptional storage. Best of all, lawn maintenance is included through the HOA, leaving you more time to enjoy Encore's outstanding resort-style amenities. Residents have access to a stunning 5,000-square-foot clubhouse with fitness and gathering spaces, a resort-style pool and hot tub, putting green, cornhole area, tennis and pickleball courts, and a vibrant calendar of social activities. Located within walking distance of Mosaic at Chatham Park, you'll enjoy easy access to restaurants, breweries, a coffee shop, shopping, concerts, fitness classes, and community events. More than just a home, this is an opportunity to embrace an active and connected lifestyle.

200 Imagine Way, Pittsboro

$490,000

3 Beds ⋅ 3 Baths ⋅ 10170528 MLS ⋅ ACTIVE Status

Welcome to 76 Fox Chapel Lane, a beautifully updated home with private outdoor retreat. This inviting 3b, 2.5b residence offers the perfect blend of comfort, functionality, and peaceful outdoor living. Natural light fills the thoughtfully designed layout. On the first floor, you'll find a spacious kitchen and dining room, a warm and welcoming high ceiling living room, and a hidden master bedroom featuring a bright bathroom and a walk-in closet. The second floor includes two additional bedrooms situated on each side of a cozy loft-style living area. A beautifully finished bonus room offers endless flexibility ,ideal for a home office, meditation space, hobby room, or anything you envision. A standout feature of this property is the newly upgraded private backyard retreat. Enhanced with extensive significant landscaping and outdoor improvements. This place is perfect for morning coffee, family gatherings, gardening, quiet reflection, or simply enjoying the natural surroundings. The backyard has been intentionally designed to create a peaceful escape that feels like your own personal sanctuary. Located just minutes from historic downtown Pittsboro, local shops, dining, Chatham Park, and convenient access to Chapel Hill, RTP, and surrounding Triangle areas. 10-minute walk through the small woods to reach Chatham Mills and the weekly Saturday Farmers Market. 76 Fox Chapel offers the ideal balance of small town tranquility and modern convenience. Major upgrades include fresh interior and exterior paint(2026), high-quality carpet(2026), fence(2023), private backyard retreat(2025), HVAC upstairs(2024), tankless water heater(2023), vapor Barrier in crawlspace(2026). Early possession is available. Seller can work out a flexible closing timeline to support a seamless transition for buyers to sell another house. Whether you're looking for a comfortable family home, a peaceful retreat, or a property with beautifully upgraded outdoor living space, 76 Fox Chapel Lane is a rare opportunity you won't want to miss!

76 Fox Chapel Ln, Pittsboro

$2,150,000

5 Beds ⋅ 6 Baths ⋅ 10169823 MLS ⋅ ACTIVE Status

Move-In Ready Custom Masterpiece by Wagoner Homes at Firefly Overlook - 316 Firefly Overlook, Pittsboro, NC MOVE IN READY! Step into this brand-new, completed custom home by award-winning Wagoner Homes, nestled on a private 1.55-acre homesite (Homesite 28) in the exclusive Firefly Overlook community at Jordan Lake. This exquisite residence spans 4,897 square feet of thoughtfully designed heated living space, featuring 5 spacious bedrooms, 5.5 luxurious bathrooms, and exceptional storage throughout. The open-concept layout is filled with abundant natural light, showcasing impeccable craftsmanship and high-end finishes that are ready for immediate enjoyment.  Surrounded by mature hardwoods, this serene retreat offers privacy and natural beauty while being just steps from the tranquil shores of Jordan Lake. As part of an intimate boutique community of only 30 acreage homesites, it perfectly balances seclusion with convenience. Pittsboro is experiencing exciting growth with major developments on the horizon, including the transformative Chatham Park master-planned community. This expansive project will bring new homes, commercial spaces, schools, amenities, and infrastructure, enhancing the area's appeal and long-term value.  Skip the wait and uncertainties of new construction--this Wagoner Homes masterpiece is fully completed and move-in ready today. Don't miss this rare opportunity to own a luxury custom home in a prime location.

316 Firefly Overlook Rd, Pittsboro

$733,000

4 Beds ⋅ 3 Baths ⋅ 10169591 MLS ⋅ ACTIVE Status

Explore 1963 Buckner Clark Rd, a residence where functional design meets everyday practicality. A central fireplace provides a comfortable ambiance. The kitchen includes all stainless steel appliances, a generous kitchen island, and an accent backsplash, enhancing usability. The primary bathroom features double sinks, alongside a separate tub and shower, designed for daily comfort. Outside, a spacious deck provides an area for outdoor enjoyment. This property combines refined comfort with functional outdoor space.

1963 Buckner Clark Rd, Pittsboro

$659,900

4 Beds ⋅ 4 Baths ⋅ 10169552 MLS ⋅ ACTIVE Status ⋅ Pickney BLDG.

Final opportunity in NoVi Chatham Park to own a home with a finished bonus room and full bath above the detached garage. With more than 3,000 square feet, this thoughtfully designed home features 4 bedrooms and 4 full baths, including a first floor guest bedroom with full bath nearby. The flexible layout offers incredible versatility for multigenerational living, long term guests, a private office, media room, fitness space, or separate retreat area. The open concept main living area is filled with natural light and designed for both entertaining and everyday living. Upstairs, a spacious loft provides an additional gathering space, while the oversized Owner's Retreat features a spa inspired bath and massive walk in closet. Located just across from the YMCA and future park, this home offers one of the most unique and versatile layouts remaining in North Village at Chatham Park

416 N Village Pkwy, Pittsboro

$1,499,500

4 Beds ⋅ 5 Baths ⋅ 10168964 MLS ⋅ ACTIVE Status ⋅ Easterling Benson Fine Homes 2, Llc BLDG.

Experience luxury living in this move-in ready custom home - a 2025 Parade of Homes Gold Medal winner. Thoughtfully designed with exceptional craftsmanship and resort-style outdoor living, this home is truly a must-see. A sprawling front porch overlooks the stocked pond with tranquil water feature, creating the perfect setting to relax and unwind. Inside, the open-concept floor plan is filled with natural light and showcases stunning views from both the front and back of the home. Designed for everyday living and effortless entertaining, the chef's kitchen features high-end finishes, a spacious scullery, and walk-in pantry. The main-floor primary suite offers a private retreat, while the dedicated office on the first floor provides ideal work-from-home flexibility. Step outside and discover your own private oasis. The backyard was made for year-round enjoyment with a pool, oversized screened porch with retractable screens and heaters, and a built-in grill perfect for entertaining in every season. Additional highlights include an oversized 2-car garage plus convenient access from the pool area to a full bath and sauna. Every detail of this award-winning custom home was carefully curated to combine luxury, comfort, and functionality.

49 Harrison Pond Dr, Pittsboro

$857,000

3 Beds ⋅ 3 Baths ⋅ 10168889 MLS ⋅ ACTIVE Status

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

205 Anolis Dr, Pittsboro

$479,000

3 Beds ⋅ 2 Baths ⋅ 10168862 MLS ⋅ ACTIVE Status

This contemporary home showcases distinctive architectural details, including vaulted ceilings, an open staircase and landing overlooking the living room, and abundant windows with peaceful views of the wooded, nearly half-acre lot. Sustainable bamboo flooring on the main level. The living room features a gas fireplace and sliding glass doors that open to the sunroom. A separate dining room sits next to the remodeled kitchen, which offers maple cabinetry with soft-close doors, stainless steel appliances, granite countertops, a tile backsplash, and a pantry. The home includes three bedrooms, with one on the main level and two upstairs, along with two full bathrooms, one on each level. The sunroom opens to a deck and a private fenced backyard. Mature trees, natural landscaping, and distinctive shrubs and plantings enhance the outdoor setting. Located in the heart of Fearrington Village's historic district, the home is close to the Village Center, tennis and pickleball courts, the playground, and wooded nature trails in the community greenspace.

44 Benchmark, Pittsboro

$375,000

2 Beds ⋅ 2 Baths ⋅ 10168731 MLS ⋅ ACTIVE Status

Magical treehouse retreat just minutes from downtown Pittsboro. Perched among the trees, the main living spaces are located on the upper level, where expansive skylights fill the home with natural light and create a bright, airy escape that inspires creativity and imagination. The lower-level studio offers flexible space for hobbies, work, or guests. A sunny clearing provides endless possibilities for a future homesite, workshop, gardens, or orchard. Build your dream home and use the existing structure for rental income, multi-generational living, or a private retreat. Surrounded by large tracts of land, the property feels peaceful and secluded, with a beaver pond adding to its natural beauty. Oversized 4-bedroom septic system already in place. No HOA or restrictive timelines. New roof and mini-split HVAC systems installed in 2024.

497 Turn, Pittsboro

$849,900

5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status

Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro

$997,000

3 Beds ⋅ 2 Baths ⋅ 10168414 MLS ⋅ ACTIVE Status

Unique, Fully Custom Fearrington Village ''Gem'' for Sale located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos. Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek. There is a 1170 sq ft unfinished for workshop, exercise equipment, or storage. The forest can be seen upon entering and can be enjoyed by all spaces on the west side of the home including the window-walled dining room, open deck and screened porch which lend a ''Tree House'' feel to the upper living level. ''Apricot Sunsets'' can be seen through the trees. Upon entering, a foyer accesses a private main suit including a large bedroom with plenty of light from large windows that open onto the forest offering peaceful sleep, dual cedar-lined closets with built-ins, a spacious bath with windows that open onto the lush courtyard that includes a large shower, a claw foot tub and two furniture-style vanity sinks, a custom brick wall and a separate private toilet. The main wing hallway is lined with floor-to-ceiling cabinets for generous storage. From the foyer lies a large, bright and sunny flex room featuring a bay window with views of the front courtyard populated with multiple varieties of trees, flowers, and vines. Butterfly bushes grace the view to provide a ''Butterfly Ballet'' when in season. A massive Cherry tree provides shade and blooms that ''snow'' in spring. Tucked into the corner of the courtyard is a pergola which is covered with lush grape vines during spring, summer and early fall. The brick seating area provides wonderful views of all growing zones and for enjoyment of the songbirds who frequent the feeders in the gardens. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees and butterflies. A small raised-bed garden is included and perfect for growing herbs. The main level provides a spacious great room with vaulted ceilings and views of the forest through the window-walled dining area. Built-ins flank a custom stone fireplace which showcases an historic, 400-year-old beam mantle. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung ''Smart'' refrigerator, a new oven (2025,) and views to the deck and forest. Two more bedroom/office rooms and a full hall bath lie directly off the kitchen, one with access to the screened porch The hallway from the kitchen has 2 large pantries. A cedar-lined coat closet is near the garage entrance. A spacious, light-filled laundry room with built ins, a custom dog shower and pet feeding area completes the hallway. A pair of Maytag machines are included. One garage side door leads to a fenced, side yard/dog run which extends the length of the home. The home provides ample outdoor spaces for pets. The other garage side door gives access to the courtyard for ease with gardening projects. Another fabulous feature this home offers is the walk-out basement. The finished portion provides a versatile space that is perfect for a private office, exercise area, yoga studio, or hobby room—the possibilities are endless. Complete with a partial kitchen, it's easy to stock your favorite beverages and snacks while enjoying this flexible living space. The unfinished area offers abundant storage or can serve as an ideal workshop for projects or fresh and clean storage space with a dual HVAC systems and located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping in the courtyard is maintained by an extensive drip system. HOA manages grounds outside the courtyard.

1390 Bradford Pl, Pittsboro

$970,000

5 Beds ⋅ 4 Baths ⋅ 10168044 MLS ⋅ ACTIVE Status

**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, Pittsboro

$3,269,000

5 Beds ⋅ 6 Baths ⋅ 10093254 MLS ⋅ ACTIVE Status

Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the convenience of the Triangle. The main level opens to soaring ceilings and floor-to-ceiling glass panel walls that frame panoramic views of the wooded landscape. A wood-clad ceiling anchors the great room, where a dramatic black stone fireplace wall draws the eye and oversized pendant lighting sets a warm, modern tone. The chef's kitchen features a professional-grade range, waterfall stone island with seating, custom dark wood cabinetry, and a dedicated scullery - purpose-built for serious entertaining. A formal dining room with gallery-quality proportions connects to a covered outdoor living space with a built-in stone grill kitchen, cable-rail detailing, and views into the tree canopy. The main-level primary suite is a true retreat: a wall of windows overlooking the creek, a spa-inspired bathroom with black matte freestanding soaking tub, natural stone and oak paneling, dual vanities, and a designer walk-in closet with built-in cabinetry and library ladder. Additional main-level bedrooms and or office each have private baths, and a mudroom drop zone keeps the entry organized. A striking circular staircase -one of the home's architectural signatures -descends to the finished daylight lower level, where the entertaining continues with a stone-accented wet bar, family room, game room, yoga or flex space, study, and additional bedrooms with private baths. A second laundry room on this level adds everyday convenience. A residential elevator serves both floors. The oversized three-car side-entry garage offers generous storage. Outside, a winding stone path leads through the wooded acreage down to the creek - a private nature trail on your own property. Laurel Ridge is located just five minutes from Chapel Ridge Golf Club and ten minutes from the shops, restaurants, and entertainment of Chatham Park and Mosaic. Jordan Lake recreation and the Haw River are minutes away, with downtown Chapel Hill and the western Raleigh-RTP corridor each roughly 20 minutes. Connected to Aqua water and sewer - no well or septic required, a rarity for estate-sized lots in Chatham County. This is luxury new construction with acreage, privacy, and proximity that is exceptionally difficult to find in today's Triangle market.

481 Brook Green Ln, Pittsboro

$992,251

5 Beds ⋅ 3 Baths ⋅ 10064032 MLS ⋅ ACTIVE Status

Simply Stunning Drees Homes ''to be built'' Vanderburgh plan! Just the plan that you have been looking for with all the following Options - 10' Ceilings on first floor, bay window at formal dining room, enlarged kitchen, beams in family room, 12'x16' screened porch with outdoor gas fireplace, first floor bedroom, 2 car side entry garage plus carriage to total 3, UNFINISHED BASEMENT, 4 additional bedrooms upstairs plus game room! Floor Plan attached in MLS. Chapel Ridge has resort-like amenities ranging from the Fred Couples designed semi-private golf course, pro shop, restaurant & bar, to an Olympic sized pool with water slide, tennis, basketball, volleyball courts, and playground, look no further! Chatham Park is close by as well for amenities such as shopping, restaurants, medical, parks, entertainment and parks. Mosaic is also nearby for all of your shopping and entertainment needs! Floorplan is attached in documents.

149 Brandy Ml, Pittsboro

$990,000

4 Beds ⋅ 3 Baths ⋅ 10150041 MLS ⋅ ACTIVE Status

An exceptional opportunity to own a brand-new Prewitt-Douglas custom home in the upscale Chapel Ridge golf course community. Currently in the pre-sale planning stage, this 4 bedroom residence offers the rare chance to personalize finishes and selections from the ground up. The thoughtfully designed open floor plan delivers the space, flow, and livability today's buyers demand -- with the quality craftsmanship and attention to detail Prewitt-Douglas is known for.

12 Cabin Crk, Pittsboro

$425,000

2 Beds ⋅ 3 Baths ⋅ 10150085 MLS ⋅ ACTIVE Status

710 Vine Parkway is a modern farmhouse - move in ready - Garman build in the heart of Chatham Park. You'll love the 2 bedroom/ 2.5 bath with plenty of upgrades. The gourmet kitchen with an open concept downstairs living area provides natural light and space. Enjoy your coffee on the front porch or the added back porch. Upstairs, the primary suite has two large closets and plenty of space and a second bedroom with it's own bathroom for your family or as an office. Thoughtfully designed on a corner lot with a 2 car detached garage. Chatham Park and this home specifically, offer great live, play, work options in Chatham Park and nearby Pittsboro. Easy travel to UNC-Chapel Hill, highways and 15-501. Local restaurants, many amenities, trails, dog parks and more are waiting for you!

710 Vine Pkwy, Pittsboro

$850,000

3 Beds ⋅ 4 Baths ⋅ 10153145 MLS ⋅ ACTIVE Status

Located in a highly desirable North Chatham neighborhood, this beautiful home sits on 2 private acres and features a flexible main-floor living design with three bedrooms on the primary level. Inside, the home offers high ceilings, wonderful natural light, and an easy-flow floor plan designed for comfortable everyday living and entertaining. The gourmet kitchen with wormy maple countertop opens to the main living spaces and connects seamlessly to the outdoor areas. Enjoy quiet mornings or evening gatherings on the screened porch that opens to a spacious deck overlooking the property. An unfinished 2nd floor and daylight basement provides exceptional opportunity for future expansion, allowing the next owner to easily add significant square footage if desired.

464 Deer Mountain Rd, Pittsboro

$469,900

3 Beds ⋅ 3 Baths ⋅ 10144588 MLS ⋅ ACTIVE Status ⋅ The Brockway BLDG.

Own a move-in ready home in Chatham Park for under $470,000 with lawn maintenance included, walkable access to the Chatham Park YMCA, and a low-maintenance lifestyle just minutes from Mosaic, trails, and future North Village amenities. Welcome to 13 Tallgrass Road, where modern elegance meets functional design in this beautifully crafted Brockway C floor plan. This stunning two-story home offers 1,706 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. A standout feature of this home is the exceptional storage--offering pull-down attic access both inside the home and in the garage, a rare find in this community. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. Step inside to discover an inviting open-concept layout that seamlessly blends comfort and style. The gourmet kitchen is a chef's dream, complete with high-end finishes, ample cabinetry, and a large island perfect for entertaining. The bright and airy family room flows effortlessly to the dining area, making it an ideal space for gatherings. Retreat to the luxurious owner's suite, where relaxation awaits with a spa-inspired en-suite bathroom and generous closet space. Additional bedrooms offer privacy and comfort, each with access to their own well-appointed bathrooms. Enjoy the vibrant community of NoVi Chatham Park, where amenities, green spaces, and convenience come together to create a truly exceptional living experience. Don't miss the opportunity to make this beautiful home yours! Contact us today to schedule a tour.

13 Tallgrass Rd, Pittsboro

$1,895,000

5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status

Build this stunner or a plan of your choosing with Paragon Building Group the Triangle's premier Southern Living Custom Builder. 3.01 acres backs to NC Park Land in highly desirable Riverstone Estates and offers Universal Design elements that welcome all. Located just past the Haw River, picturesque Riverstone Estates is accessed easily from highway 64 and is just minutes from Chatham Park and it's entertainment district, Mosaic, as well as historic downtown Pittsboro.

186 Evington Dr, Pittsboro

$2,100,000

3 Beds ⋅ 5 Baths ⋅ 10157478 MLS ⋅ ACTIVE Status

Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro

$1,120,000

4 Beds ⋅ 4 Baths ⋅ 10042208 MLS ⋅ ACTIVE Status

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

162 Gaines Trl, Pittsboro

$2,900,000

5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status

Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for out door living extras. Room for pool and so much more! Nearly 7000 Square Feet of living space, 5 Bedrooms 5 1/2 Baths. Archways throughout the downstairs with soaring ceiling heights, 2 Main bedrooms office space and an incredible Great Room and kitchen feature oversized island and a large Scullery. This home has a stone veneer exterior and simulates a french manor design. Pella Windows and Custom trim and Custom Ceiling beams. Look for the custom cast stone mantel in the Great Room! European Oak Engineered Hardwood floors installed in a Herringbone pattern in Foyer, Dining, Kitchen and Great Room. Three Car oversized Garage and Plenty of Storage in the home!

181 Westhampton Dr, Pittsboro

$965,000

4 Beds ⋅ 4 Baths ⋅ 10084591 MLS ⋅ ACTIVE Status

Beautiful custom home in the highly desirable Chapel Ridge neighborhood. The primary suite and guest bedroom are on the first floor with two additional bedrooms upstairs. This wonderful open floor plan gives you plenty of room to entertain. Walking distance to the many community amenities including the pool, golf and tennis.

829 Chapel Ridge Dr, 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

$485,900

3 Beds ⋅ 3 Baths ⋅ 10145068 MLS ⋅ ACTIVE Status

Ready Now in NoVi Chatham Park! Enjoy the walkable, low-maintenance lifestyle buyers are looking for, with lawn care and landscaping included in the HOA and the Chatham Park YMCA, parks, trails, and community events just steps from your front door. The Chestfield floor plan offers 1,883 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. The open-concept main level is filled with natural light and features a bright family room, dining area, and chef-inspired kitchen complete with a gas cooktop, wall oven, oversized island, and abundant cabinet space, making it ideal for both everyday living and entertaining. Upstairs, the private Owner's Suite provides a relaxing retreat with a spa-like bath and generous walk-in closet. Two additional bedrooms offer flexibility for guests, a home office, hobbies, or growing households. Located in NoVi at Chatham Park, residents enjoy community events on the lawn, weekend coffee trucks, Saturday yoga, Games on the Green, and convenient access to Mosaic, the YMCA, trails, parks, and future amenities. Discover a lifestyle centered around connection, convenience, and low-maintenance living in one of the Triangle's most exciting master-planned communities.

41 Hillway Rd, Pittsboro

$799,900

4 Beds ⋅ 4 Baths ⋅ 10163391 MLS ⋅ ACTIVE Status

Every day is a vacation at this marvelous 4 bedroom 3 1/2 bath Chatham County home! Let's start with the outside: A 24' diameter pool, hot and cold water shower with changing room plus a water slide with custom surround decking and clubhouse anchors the backyard, a wooded setting perfect for big gatherings or just relaxing with the family. There's also a deck and patio near the grill, and all the top boards on the decks are composite for low maintenance. There's a trail with a bridge around the over 2 acre lot for walking or riding the mountain bikes. There's plenty of room to park other toys too - RV, Boat, Trailers, you name it! Plus 2 electric wired storage buildings with security for your tools, hobbies or crafts. Heading inside, first is the big front porch perfect for a swing and rocking chairs. The Living Room features a gas log fireplace and in-wall surround speakers. And for a quiet afternoon read, the sitting room is ideal. A formal Dining Room fronts the renovated kitchen with new dishwasher and cooktop, and be sure to peer into the custom pantry! A breakfast nook and counter are great for informal meals or take it out to the sunroom for dining with a killer view. A large laundry room is off the hallway to the Primary Bedroom- and what a room it is - high ceilings, gas log fireplace, custom closets and an amazing view of the tree tops. Then there's the spa-like bathroom featuring two sinks, heated towel bar and a huge walk-in tiled shower with yet another breathaking view! Another spot for year round vacations! Upstairs are 3 bedrooms and 2 bathrooms, one en-suite. Perfect for the kids, guests and/or home office(s). The ground floor, accessed from stairs off the Laundry Room hall or 2 exterior doors, houses a 28 x 30 Entertainment Room with pool table, fridge, bar, A/V shelf, TV mount and surround sound. It could easily be converted to a one or two car garage as this was the original design. Also at this level is a one car garage with tons of customized storage shelving, plus an Exercise Room and a workshop with a huge safe for all your valuables!. All of this just 1/2 mile from the Haw River and Bynum, 10 minutes to Pittsboro, 25 minutes to Chapel Hill and 40 minutes to the RDU Airport! Come visit this one to see your everyday vacation getaway!

89 Lauren Ct, Pittsboro

$975,000

5 Beds ⋅ 4 Baths ⋅ 10156639 MLS ⋅ ACTIVE Status

Rare value in Chapel Ridge: 5 bedrooms, 4 baths, and 4,249 square feet on a private 1.78-acre homesite. This house is priced well below the neighborhood average per square foot. The lot slopes back from the road into a canopy of mature hardwoods, providing secluded, natural shade that lowers summer cooling costs. The grounds are professionally maintained, and the home itself is barely lived-in and shows like new. A whole-house generator provides peace of mind through any weather. Inside, find an open floorplan with coffered ceilings, a chef's kitchen, and a first-floor primary suite. Enjoy Chapel Ridge's gated section along with community pool, tennis, fitness center, and clubhouse access. Located within minutes of historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. Please remove shoes. The back lot extends all the way to the back road. This home is still under structural warranty.

378 Crimson Way, Pittsboro

$739,900

3 Beds ⋅ 4 Baths ⋅ 10164090 MLS ⋅ ACTIVE Status

Updated rustic style home in popular Redbud neighborhood in Pittsboro on wooded 3.5 acres with privacy and 700 sq ft of decking including wrap-around decking on 3 sides. Open floorplan with new floors, new kitchen cabinets, stainless steel appliances, pantry, and updated baths. Main floor primary bedroom suite. Main living areas with wood ceiling, lots of windows, and a fireplace. Enjoy the window-filled loft area, and the lower level has 2 bedrooms and additional flex room, along with full bathroom and laundry area. No carpet in this home! Fenced area in backyard accessible from deck and basement. Garage storage has low ceiling height. Neighborhood has contracted with Spectrum for fiber internet and TV at bundled rate of $87 per month - great option for Buyer. Enjoy this wooded oasis while being close to Jordan Lake, Chatham Park, and downtown Pittsboro. Approximately 25 min to shopping in Apex

224 Buteo Rdg, Pittsboro

$1,999,000

4 Beds ⋅ 6 Baths ⋅ 10149158 MLS ⋅ ACTIVE Status

This stunning newly constructed residence framed by over five acres of rolling countryside, offers an unparalleled sanctuary of calm. Here, space, light, and landscape blend seamlessly in perfect harmony. Crafted by the award-winning Bost Custom Homes, this four-bedroom, six-bath estate was designed as more than just a house it is a retreat. Every architectural line, every carefully selected finish, every thoughtfully curated detail speaks to an understated luxury and intentional design. The result is a home that is both expansive and deeply personal. Sunlight pours through generous windows, illuminating the refined yet welcoming living spaces, thoughtfully designed for both vibrant gatherings and quiet moments of reflection. The main level offers the ease of first-floor living, anchored by a serene primary suite that feels like a private haven. A secondary ensuite bedroom provides elegant accommodation for guests or extended family, ensuring effortless multi-generational living. At the heart of the home, the chef's kitchen stands as a testament to quality, with Wolf appliances, bespoke cabinetry, and a layout that invites conversation long after the meal has ended. Two spacious living areas offer flexibility for entertaining on any scale, while a hidden room adds a sense of discovery, a gentle reminder that luxury can also surprise and delight. The lower level unfolds into a world of curated leisure: two additional bedrooms, a wine cellar worthy of a collector, a private fitness studio, and flexible spaces primed to become a cinema lounge, executive office, or creative retreat. A pre-planned elevator shaft ensures future accessibility, making this home as forward-thinking as it is timeless. Outdoors, the landscape becomes an extension of the living space. Sweeping views stretch beyond the expansive porch, where mornings are savored with tea in hand, and evenings conclude beneath the soft glow of Carolina skies. There is ample room for a future pool, an opportunity to craft your own private resort, surrounded by peace, privacy, and endless possibility. Despite its serene seclusion, this home is perfectly positioned just moments from downtown Pittsboro, Chatham Park, Chapel Hill, Briar Chapel and Perry Harrison Elementary, striking the rare balance of countryside tranquility with the convenience of modern living, including close proximity to grocery stores and everyday conveniences. This is a home that offers the best of both worlds: a retreat from the world, yet close to everything you need.

58 Mint Springs Rd, Pittsboro

$825,000

4 Beds ⋅ 3 Baths ⋅ 10152623 MLS ⋅ ACTIVE Status

Being in a prime location in one of the area's most coveted neighborhoods, this recently reduced custom-built residence offers the perfect balance of elegance, comfort, and privacy. 40 minutes from RTP and RDU, Pittsboro blends smalltown charm with steady growth. Enjoy a walkable downtown, iconic Fearrington Village, Mosaic's eateries and events, The Plant's craft culture, Shakori Hills music, countywide farm tours, and the natural beauty of the Haw River and Jordan Lake. Enjoy main floor living in this semi-open floor plan that features hardwood floors with custom inlays that run throughout the living areas. Custom cabinets, granite counters, a THOR six-burner gas range, and two pantries create a chef-worthy kitchen for everyday meals or entertaining. The formal dining room and a casual dining area offer options for everyday meals or special gatherings. The inviting living room with beautiful fireplace and custom molding touches creates a comfortable space for relaxing or entertaining. Main floor living includes a bright and airy Primary Suite plus two spacious bedrooms with abundant natural light. Upstairs, LVP flooring has recently been installed throughout the entire space which includes an oversized bedroom or office and an extra-spacious bonus room complete with a sink and storage, perfect for play, media, workouts - all at once! Natural light fills the upstairs rooms thanks to plentiful windows. Plus, there is an additional full bathroom. Downstairs you'll find a massive garage with epoxy flooring and plenty of room for gym or workshop equipment. Additional storage plus water softener and filtration systems are inside the walk-in crawl space. Step outside to a backyard Oasis, with a cascading waterfall flowing into a tranquil pond, meandering paths along natural landscaping and over an acre of serenity and natural beauty. The gazebo is perfect for morning coffee or evening conversations, and an expansive deck is ready for outdoor entertaining. With multiple areas to relax, dine, and play, this backyard is designed for gatherings and quiet moments alike. Generous square footage, refined custom touches and a private outdoor oasis. This stately home blends seamlessly with its natural surroundings, offering a peaceful, grounded feel from the moment you arrive.

798 Horizon Dr, Pittsboro

$925,000

5 Beds ⋅ 4 Baths ⋅ 10157457 MLS ⋅ ACTIVE Status

Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. From the expansive front porch, enjoy views overlooking the nearby golf course, creating a tranquil and open setting. Inside, the light-filled home features a two story family room, spacious main-level primary bedroom, and secondary bedroom and bath, all providing convenience and flexibility. The additional bedrooms and baths offer ample space for a variety of living arrangements, work-from-home needs, or guest accommodations. A sealed crawlspace allows for both peace of mind and extra storage, in addition to the unfinished storage area located inside the home. Situated within a golf course community, residents have access to a range of amenities, which include a pool with waterslide, pickleball courts, additional sports courts, playground, and fitness center. This property presents an opportunity to enjoy comfortable living in a community-oriented environment with recreational options nearby.

36 Nuthatch Dr, Pittsboro

$400,000

3 Beds ⋅ 2 Baths ⋅ 10156977 MLS ⋅ ACTIVE Status

*Calling all Cash Buyers* 2 parcels - 5.99 acres in total! Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, income potential, and rural charm. Situated on a SHARED WELL, this property includes a spacious primary residence and a singlewide home--both being sold together as one package! The primary home provides comfortable living with ample space for a family, featuring 3 bedrooms, 2 bathrooms and a whole house generator on 4.36 acres. It could use some updating and TLC but whether you're looking for a peaceful retreat or a place to put down roots, this home delivers both comfort and functionality. Gas logs in fireplace will need to be serviced but are in working condition. In need of storage or want some animals? There's a covered shelter behind the home. Parcel# 0010598 Just steps away, the singlewide offers a fantastic opportunity for rental income, multigenerational living, or guest accommodations with 2 bedrooms, 2 bathrooms situated on 1.63 acres. Live in the primary home and rent out the singlewide, or use it as a private space for extended family. Parcel #0089788 Again, both homes share a well and have storage buildings out back at each. The primary home has a carport and offers plenty of outdoor space for gardening, recreation, or future improvements. If you're seeking versatility, value, and income potential all in one property, this is a rare find you won't want to miss. Schedule your showing today and explore the possibilities!

2251 Castle Rock Farm Rd, Pittsboro

$2,249,000

5 Beds ⋅ 5 Baths ⋅ 10075352 MLS ⋅ ACTIVE Status

Modern Manor House presale opportunity in picturesque Laurel Ridge finely crafted by award winning Dunning Custom Homes. Located just 5 minutes from Chapel Ridge Golf Club and 10 minutes from booming Chatham Park, you get the best of both worlds at Laurel Ridge: scenic living near the Haw River & Jordan Lake w retail & entertainment at Mosaic just minutes away. Large acreage w NO WELL or SEPTIC NEEDED!

364 Brook Green Ln Unit 29, Pittsboro

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