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2317 Alex Cockman Rd, Pittsboro
$899,000
4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status
For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro
100 Freemont Ave Unit 214, Pittsboro
$579,900
4 Beds ⋅ 3 Baths ⋅ 10199120 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combination of comfort and flexibility. The main level features an inviting Great Room, Dining/Study area and gourmet Kitchen with staggered cabinetry, Lyra quartz countertops, designer tile backsplash, gas cooktop and wall oven/microwave combination. A private main-level bedroom with full bath offers an ideal retreat for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead and dual vanity. Two additional bedrooms, convenient Laundry and a generous Bonus Room provide space for work, entertainment or relaxation. Enjoy designer black lighting, upgraded flooring, a covered front porch and rear patio. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro and Chatham Park.

100 Freemont Ave Unit 214, Pittsboro
115 Freemont Ave Unit 375, Pittsboro
$614,900
5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status
3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, Pittsboro
189 Tantara Bnd, Pittsboro
$465,920
2 Beds ⋅ 2 Baths ⋅ 10198640 MLS ⋅ ACTIVE Status
Rare Opportunity in Encore at Chatham Park! One of the few remaining Inspiration Villas, this beautifully designed quick move-in home offers effortless, low-maintenance living in Pittsboro, NC. Designed for a 55+ lifestyle, the open, light-filled layout features a spacious kitchen that flows seamlessly into the main living and dining areas. The main-level Owner's Suite offers a relaxing retreat with a spa-inspired bath and ample closet space. A secondary bedroom and enclosed flex study provide versatility for guests, hobbies, or working from home. Enjoy thoughtful design, everyday comfort, and more time for what matters most. Don't wait—discover the Inspiration lifestyle at Encore while this limited opportunity remains!

189 Tantara Bnd, Pittsboro
211 Tantara Bnd, Pittsboro
$517,960
2 Beds ⋅ 2 Baths ⋅ 10198629 MLS ⋅ ACTIVE Status
One of only two Clarity floorplans remaining in Encore at Chatham Park! Discover the perfect blend of comfort, style, and thoughtful design in this beautiful David Weekley Homes floorplan, ideally situated on a cul-de-sac. The well-appointed kitchen features a cooktop, perfect for everyday living and entertaining, while the enclosed study offers versatile space for a home office, library, art studio, or hobby room. An elegant tray ceiling adds a touch of sophistication to the dining room. Beyond your front door, enjoy the exceptional lifestyle of Encore at Chatham Park, a vibrant 55+ community designed for connection, relaxation, and recreation. The impressive 5,200-square-foot clubhouse features a fitness center, inviting gathering spaces, and a full calendar of activities coordinated by a full-time Lifestyle Director. Enjoy the resort-style pool and hot tub, challenge friends to pickleball or tennis, practice your short game on the putting green, or unwind in the peaceful meditation garden. With social events, fitness opportunities, and activities for every interest, there is always something to enjoy. Don't miss this opportunity to own one of the last remaining Clarity homes and experience the comfort, community, and active lifestyle that make Encore at Chatham Park so special!

211 Tantara Bnd, Pittsboro
14 Brushwood Ct, Pittsboro
$1,349,000
5 Beds ⋅ 5 Baths ⋅ 10198102 MLS ⋅ ACTIVE Status
Situated in the established Chapel Ridge community, this to-be-built home presents a solid ownership opportunity with the space and amenities to serve a variety of needs for years to come. The sooner you go under contract on this home, the more customization options you'll have. Additional square footage above the garage can simply be unfinished storage, a future Theatre Room or your dream playroom or home office right now. SummerWind Homes will tailor it it to be exactly what you need and want it to be! This thoughtfully designed new-construc tion home will be ENERGY STAR certified, featuring spray-foam insulation, and a sealed crawlspace. These upgrades work together to deliver exceptional energy performance, consistant indoor comfort in every season, imporooved air quality and lower utility costs while helping protect the structure against moisture and enhancing long-term durability.

14 Brushwood Ct, Pittsboro
217 Tantara Bend Bnd, Pittsboro
$474,820
2 Beds ⋅ 2 Baths ⋅ 10197958 MLS ⋅ ACTIVE Status
Experience refined, low-maintenance living in this beautifully designed paired Inspiration villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual bowl vanity, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

217 Tantara Bend Bnd, Pittsboro
179 Tantara Bnd, Pittsboro
$499,570
2 Beds ⋅ 2 Baths ⋅ 10197876 MLS ⋅ ACTIVE Status
One of only Two Clarities remaining in Encore. Discover the perfect blend of comfort, style, and thoughtful design in the beautiful Clarity floorplan by David Weekley Homes, ideally situated on a desirable corner homesite in Encore at Chatham Park! The stunning cooktop kitchen is perfect for culinary enthusiasts and entertaining alike, while the inviting fireplace creates a warm and welcoming gathering space. An elegant tray ceiling in the dining room adds a touch of sophistication, making every meal feel special. Beyond your front door, discover a lifestyle designed to inspire! Encore at Chatham Park is a vibrant 55+ community where neighbors become friends and every day brings new opportunities to connect, relax, and enjoy life. The spectacular 5,200-square-foot clubhouse serves as the heart of the community, featuring a fitness center, gathering spaces, and an exciting calendar of activities coordinated by a full-time Lifestyle Director. Spend sunny afternoons lounging by the resort-style pool, unwind in the hot tub, challenge friends to a game of pickleball or tennis, practice your short game on the putting green, or find a peaceful moment in the meditation garden. From social gatherings and special events to fitness activities and casual get-togethers, there's always something to look forward to! Experience more than just a beautiful home, discover an exceptional lifestyle, meaningful connections, and the freedom to enjoy your next chapter at Encore at Chatham Park!

179 Tantara Bnd, Pittsboro
200 Tantara Bend Bnd, Pittsboro
$471,260
2 Beds ⋅ 2 Baths ⋅ 10197867 MLS ⋅ ACTIVE Status
Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

200 Tantara Bend Bnd, Pittsboro
169 William Dr, Pittsboro
$299,985
3 Beds ⋅ 3 Baths ⋅ 10197207 MLS ⋅ ACTIVE Status
To be built. Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. This luxury townhome is a must see with an open concept first floor featuring plenty of storage and a spacious island elevating the kitchen space. Upstairs features a spacious primary suite with two walk-in closets, while the primary bath has a double vanity and luxurious tiled roman shower. The secondary bedrooms provide flexible living space for a home office, guest suite, or whatever fits your lifestyle. The laundry room is conveniently located on the second floor and has the option to add the laundry tub Thoughtfully created for comfort and modern convenience with a professionally curated design package, LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

169 William Dr, Pittsboro
179 William Dr, Pittsboro
$279,990
3 Beds ⋅ 3 Baths ⋅ 10197200 MLS ⋅ ACTIVE Status
To be built. Discover the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. Situated on a wooded homesite, this townhome is the perfect blend of luxury and comfort, with an open concept first floor. The second floor includes a spacious primary suite with a tray ceiling, 2 walk-in closets, and a tiled walk-in shower Thoughtfully designed with modern finishes including LVP flooring, white cabinets, stainless steel appliances, quartz countertops, and a gas range. Located 1 mile from downtown Pittsboro with easy access to Chapel Hill & RTP. Start your homebuying journey today.

179 William Dr, Pittsboro
509 Cabin Crk, Pittsboro
$999,999
4 Beds ⋅ 4 Baths ⋅ 10197169 MLS ⋅ ACTIVE Status
MOTIVATED BUILDER NEEDS TO SELL ASAP TO MOVE ONTO OTHER PROJECTS! OPPORTUNITIES DO NOT COME AROUND LIKE THIS EVERYDAY! REDUCED FROM ORIGINAL PRICE OF $1,200,000 TO UNDER A MILLION! STUNNING NEW CONSTRUCTION CUSTOM HOME IN CHAPEL RIDGE! This beautifully crafted 4-bedroom, 3.5-bath custom home is ideally situated on .53 acres in the highly sought-after Chapel Ridge Golf Community. Thoughtfully designed with exceptional attention to detail, this home offers 2 bedrooms on the main level, including a spectacular Primary Suite with vaulted ceilings and a spa-inspired Primary Bath that is truly a masterpiece. Enjoy a beautifully tiled shower, luxurious soaking tub, dual vanities, and modern lighting. There are 2 electric water heaters to augment getting quick hot water. The impressive walk-in closet features custom built-ins and a huge center island/workspace perfect for folding, organizing, and storing clothing. The second main-level bedroom offers excellent flexibility for guests, an office, or additional living space. 10-foot ceilings on the first floor and 9-foot ceilings upstairs create an expansive and airy atmosphere throughout the home. The massive gourmet kitchen is designed to impress, featuring beautiful quartz countertops, generous counter space, abundant cabinetry, and exceptional storage. The spacious eat-in kitchen flows into a charming kitchen nook/keeping room area, creating the perfect space for casual dining and everyday gatherings. The Family Room provides a warm and inviting atmosphere centered around the fireplace—perfect for relaxing with family and friends. A thoughtfully positioned mudroom provides a practical drop zone for shoes, coats, and everyday essentials, while the main-level laundry room offers additional space for folding and organization. The oversized garage is an incredible bonus and offers room for two large trucks, a golf cart, and a riding mower—ideal for homeowners who need serious storage and workspace. Step outside to enjoy the screened-in porch, perfectly suited for outdoor entertaining and relaxing. The porch leads to a patio ready for grilling and additional outdoor gatherings. The wooded rear setting provides privacy, while the spacious backyard offers room for a future pool. Beyond the property, enjoy the peaceful natural setting with a creek buffer and neighboring cow pasture, creating a beautiful sense of privacy and country charm. Beautifully landscaped with irrigation system and engineered drainage. This exceptional custom-built home combines luxury, functionality, thoughtful design, and incredible outdoor living in one of Chapel Ridge's most desirable golf communities. A truly special home that must be seen to appreciate all it has to offer!

509 Cabin Crk, Pittsboro
144 Golden Leaf Dr Unit 331, Pittsboro
$409,900
3 Beds ⋅ 3 Baths ⋅ 10197053 MLS ⋅ ACTIVE Status
DESIGNER UPGRADES + FLEXIBLE LIVING IN MEADOWVIEW! This Advent townhome offers 2,174 SF, 3 bedrooms, 2.5 baths and a 2-car garage with a layout designed for the way you live today. The open main level features a spacious Great Room, Dining area and upgraded Kitchen with Palisades Gold quartz, staggered cabinetry, tile backsplash, porcelain farmhouse sink, matte-black fixtures and stainless gas range. A dedicated Tech Center creates the perfect spot for working or studying from home. Upstairs, the Primary Suite features a walk-in closet and upgraded bath with dual vanity, tiled shower and frameless shower door, joined by two additional bedrooms, dual-vanity full bath, convenient Laundry and spacious Game Room. Upgraded flooring, designer lighting and an extended 140-SF rear patio complete the home. Enjoy Meadowview's pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. New construction—come see why the Advent is more than a townhome; it's room to live, work and unwind!

144 Golden Leaf Dr Unit 331, Pittsboro
61 Hillway Rd, Pittsboro
$498,930
3 Beds ⋅ 3 Baths ⋅ 10197019 MLS ⋅ ACTIVE Status
BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. Brand-new Chestfield in NoVi at Chatham Park offering 1,892 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Thoughtfully designed living spaces and modern finishes give you the benefits of new construction without the long wait. Estimated ready January 2027. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

61 Hillway Rd, Pittsboro
97 Fox Oak Trl, Pittsboro
$1,172,000
4 Beds ⋅ 3 Baths ⋅ 10196801 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom residence presents a rare opportunity to create a personalized luxury retreat on four private acres within Pittsboro's intimate Fox Oak neighborhood. As the build begins, a limited opportunity remains to collaborate with this award-winning design/build custom builder to personalize select finishes and details. Timeless elegance is elevated with sophisticated estate influences, beautifully proportioned living space, abundant natural light, and refined architectural details. Designed for gracious entertaining and effortless everyday living, the home offers an inviting sense of scale while maintaining the warmth and livability of a thoughtfully crafted custom home. At its heart, an impressive 21' x 17' Grand Room with soaring 12' ceilings creates a dramatic gathering space and flows seamlessly into the chef's kitchen, where a generous statement island and walk-in pantry combine sophisticated layout with exceptional functionality. The primary suite is envisioned as a private sanctuary, featuring a spa-inspired bath with dual vanities, freestanding soaking tub, expansive walk-in shower, and beautifully appointed custom walk-in closets with built-in wood shelving. Beyond the residence, the four-acre wooded homesite offers extraordinary privacy and the opportunity to create a true estate setting, with ample space to envision exceptional outdoor living while preserving the natural beauty and tranquility of the surroundings. Tucked at the back of the cul-de-sac in Fox Oak, an established enclave of distinctive custom homes, this property offers the privacy and presence increasingly difficult to find in desirable Pittsboro. Four private acres. Timeless architecture. Exceptional craftsmanship. A coveted cul-de-sac setting. And a limited opportunity to personalize the details before construction advances. A rare offering for the discerning buyer seeking more than a beautiful home—an opportunity to create a private estate that feels distinctly their own.

97 Fox Oak Trl, Pittsboro
473 Lila Dr, Pittsboro
$1,799,000
4 Beds ⋅ 6 Baths ⋅ 10196605 MLS ⋅ ACTIVE Status
This is one of the last opportunities to call Ryan's Crossing home! Beautiful architecture, an inviting layout, and room to spread out make this a compelling opportunity in a sought Ryan's Crossing. Situated over and acre on a private cul-de-sac with a private backyard, this beautiful home has three bedrooms on the first floor and a wide-open floor plan that connects the kitchen, dining area, and family room. This home has an amazing first floor living space that provides exceptional space for entertaining or spending time with family. The large kitchen centers around an impressive, oversized island with ample room for meal prep, casual dining, and gathering PLUS a large scullery equipped with ovens, a sink, and a dishwasher providing a separate workspace for cooking and cleanup, keeping the main kitchen ready for guests. You will love the closet space and zero entry showers downstairs and upstairs has flex space (media lounge, home office, hobbies, or recreation) and an extended Jack and Jill bathroom. Unwind on the screened porch overlooking the private backyard and enjoy an oversized three car garage with plenty of room for vehicles, equipment, and storage. Located in Ryan's Crossing, one of the Triangle's premier custom home communities, residents enjoy 114 acres of preserved natural beauty with walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, UNC, and major commuter routes.

473 Lila Dr, Pittsboro
386 Brook Green Ln, Pittsboro
$3,195,000
5 Beds ⋅ 6 Baths ⋅ 10196449 MLS ⋅ ACTIVE Status
2026 Chatham County Parade Home | Award-Winning Cotton Custom Homes A striking modern prairie masterpiece by award-winning Cotton Custom Homes, set on more than five beautifully wooded acres in The Estates at Laurel Ridge. The stone exterior, circular drive, soaring ceilings, and exceptional architectural details create an unforgettable first impression. Designed for sophisticated living and effortless entertaining, this five-bedroom, six-full-bath residence features a luxurious main-level primary suite with separate his-and-her closets and a spectacular spa-inspired bath with an oversized shower and wet area and elegant soaking tub. The chef's kitchen is complemented by a dedicated scullery, while the main level also offers a private office. Outdoor living takes center stage with a fireside sitting porch and a separate dining porch featuring a full outdoor kitchen. Upstairs, a loft game room with bar and dedicated theater room provide exceptional spaces for gathering and entertaining. Adding to the rarity of this extraordinary property, the home enjoys both water and sewer despite its expansive five-plus-acre homesite—an uncommon advantage that combines acreage and privacy with the convenience of modern utilities. And there is a well for irrigation! From the custom trim work and elevated finishes to the thoughtful architectural design, this exceptional Parade Home brings together refined craftsmanship, modern prairie style, and the tranquility of one of Chatham County's most distinctive communities.

386 Brook Green Ln, Pittsboro
4025 Hamlets Chapel Rd, Pittsboro
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10196141 MLS ⋅ ACTIVE Status
PRIVATE WOODED RETREAT | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Tucked away from the road beneath a beautiful, wooded canopy, this extraordinary one-of-a-kind custom home offers a rare sense of privacy and connection on acreage off Hamlets Chapel Road—just minutes from Chapel Hill. Surrounded by mature trees and thoughtfully positioned within its natural setting, the property feels wonderfully secluded while remaining convenient to everything the Chapel Hill and greater Triangle area have to offer. Designed with character at every turn, perhaps most memorable are the home's unexpected touches. A hidden secret room is accessed through a concealed doorway integrated into custom wall paneling, while a whimsical Narnia-style closet adds another element of discovery and personality. These imaginative details, combined with sophisticated craftsmanship throughout, make the home truly unlike any other. The thoughtfully designed kitchen serves as a natural gathering place, with generous dedicated spaces complemented by a big island and beautifully appointed pantry featuring additional cabinetry—adding both function as well as more of the custom detailing that further distinguishes the home. The private primary suite is designed as a retreat, with a wonderful spa-like bath. Indoor living flows naturally outdoors to an exceptional screened porch, where a dramatic stacked-stone fireplace creates an inviting setting for cool Carolina evenings, entertaining with friends or simply enjoying the privacy of the surrounding woods. With no HOA and no covenants, the property offers a level of freedom increasingly difficult to find this close to Chapel Hill in Chatham County. A gorgeous custom home tucked behind the trees on the adjacent property was crafted by the same builder, creating an attractive setting of distinctive homes while preserving the privacy and individuality of each residence. Private and beautifully crafted, this distinctive custom home has the feel of a secluded countryside oaisis filled with character, craftsmanship and wonderfully unexpected details, all within easy reach of Chapel Hill.

4025 Hamlets Chapel Rd, Pittsboro
35 Big Bear Dr, Pittsboro
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 10196140 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
PARADE HOME | 2.5 PRIVATE ACRES | 5025 SF UNDER ROOF | NEAR JORDAN LAKE & NC 540 TRIANGLE EXPRESSWAY CORRIDOR TO RTP Expansive windows fill this extraordinary estate-style residence with natural light and frame the wooded surroundings. Unparallelled craftsmanship from exquisite tile alongside cabinetry to the ceiling in the showpiece chef's kitchen to detailed artistry throughout the residence in this one-of-a-kind truly custom home. Main-level owner's retreat offers a private sanctuary with a beautifully appointed spa-inspired bath. A secluded first-floor guest suite is thoughtfully positioned. All four bedrooms feature private baths, plus a separate powder room for guests. Exceptional outdoor living includes expansive screened porches with a dramatic vaulted gathering space alongside an al fresco dining area overlooking the peaceful setting. Generous acreage provides ample space for a future pool and additional outdoor living. Set among distinguished custom residences with no HOA and minimal covenants, this exceptional property is located in the sought-after Seaforth High School district, close to Jordan Lake boat access and within easy reach of Raleigh and the RTP corridor. To be showcased in the 2026 Chatham County Parade of Homes this month, with move-in to follow. Rare opportunity to own a newly crafted luxury estate style home where privacy, acreage, architectural distinction and an exceptional location come together beautifully.

35 Big Bear Dr, Pittsboro
117 Parkland Dr, Pittsboro
$504,000
3 Beds ⋅ 3 Baths ⋅ 10196108 MLS ⋅ ACTIVE Status ⋅ Alder C BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. Perfectly situated on a spacious corner homesite, The Alder is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina. Offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step inside and the first floor flows effortlessly from a welcoming family room into an open-concept kitchen and dining space, the kind of layout built for everyday ease and easy entertaining. Tucked privately at the back of the main level, the first-floor primary suite offers a peaceful retreat complete with a walk-in closet and a private bath, so single-level living is always within reach. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Upstairs, two spacious bedrooms flank a versatile loft, the perfect bonus space for a home office, a hobby room, a guest getaway, or simply relaxing together. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

117 Parkland Dr, Pittsboro
53 Wandering Way, Pittsboro
$478,000
3 Beds ⋅ 3 Baths ⋅ 10196099 MLS ⋅ ACTIVE Status ⋅ Onyx A BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

53 Wandering Way, Pittsboro
62 Broadoak Ln, Pittsboro
$476,500
3 Beds ⋅ 3 Baths ⋅ 10196096 MLS ⋅ ACTIVE Status ⋅ Onyx C BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

62 Broadoak Ln, Pittsboro
58 Broadoak Ln, Pittsboro
$488,000
3 Beds ⋅ 3 Baths ⋅ 10196091 MLS ⋅ ACTIVE Status ⋅ Evergreen C BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

58 Broadoak Ln, Pittsboro
47 Wandering Way, Pittsboro
$475,000
3 Beds ⋅ 3 Baths ⋅ 10196085 MLS ⋅ ACTIVE Status ⋅ Evergreen A BLDG.
A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

47 Wandering Way, Pittsboro
121 Gardenview Dr Unit 396p, Pittsboro
$599,900
4 Beds ⋅ 3 Baths ⋅ 10195765 MLS ⋅ ACTIVE Status
DESIGN THE WINSLOW AROUND THE WAY YOU LIVE! Starting with 3,641 SF, the standard Winslow offers 4 bedrooms, 2.5 baths, a private Study, Game Room and 2-car garage. The main level features an open Great Room, Kitchen and Nook plus a separate Dining Room and Butler's Pantry. Upstairs, the spacious Primary Suite includes a private Sitting Room, joined by three additional bedrooms, Laundry and Game Room. Then personalize the plan: available options include a main-level Bedroom 5 with full bath, Hearth Room or Sunroom, covered or screened porch, fireplace, alternate bath configurations and multiple Primary Bath designs. Want even more space? An optional third floor can add a Media/Game Room, Bedroom 6 and optional bath. Choose the spaces, finishes and details that fit your lifestyle, then build your Winslow at Meadowview. Visit the Sales Center and start designing yours today!

121 Gardenview Dr Unit 396p, Pittsboro
113 Gardenview Dr Unit 395p, Pittsboro
$504,900
3 Beds ⋅ 3 Baths ⋅ 10195764 MLS ⋅ ACTIVE Status
BUILD YOUR LENOX IN MEADOWVIEW! This proposed 2,542 SF home offers 3 bedrooms, 2.5 baths, a dedicated Study, spacious Bonus Room and attached 2-car garage. The open main level brings the Kitchen, Dining area and Great Room together for easy everyday living, while the private Study provides valuable space for working from home. Upstairs, the spacious Primary Suite is joined by two additional bedrooms, a full bath and an oversized Bonus Room for flexible living space. True Homes' semi-custom approach gives you opportunities to personalize your home with available structural and design options, including a fourth bedroom in lieu of the Bonus Room, covered or screened porch, fireplace and Primary Bath choices. Choose your finishes and create the home that works for you. Proposed construction—let's build your dream home!

113 Gardenview Dr Unit 395p, Pittsboro
103 Gardenview Dr Unit 394p, Pittsboro
$576,900
4 Beds ⋅ 3 Baths ⋅ 10195763 MLS ⋅ ACTIVE Status
BUILD YOUR MONTCREST IN MEADOWVIEW! This proposed 2,757 SF home offers a spacious design with 4 bedrooms, 3 full baths and an attached 2-car garage. The standard plan features a main-level Primary Suite plus two additional main-level bedrooms, an open Great Room, Kitchen and Dining area, Nook, convenient Laundry and covered rear porch. Upstairs, a private fourth bedroom, full bath and versatile Loft provide additional living space. Want to personalize it? True Homes' semi-custom approach offers available structural and design choices, including additional bedroom configurations, Study, Sitting Room, expanded outdoor living and Primary Bath options. Choose your finishes and create a home that fits the way you live. Proposed construction—let's build your dream home!

103 Gardenview Dr Unit 394p, Pittsboro
59 Wandering Way, Pittsboro
$483,500
3 Beds ⋅ 3 Baths ⋅ 10195673 MLS ⋅ ACTIVE Status ⋅ Lumen C BLDG.
Welcome to our Lumen C in Chatham Park, built by local, award winning, top green builder, Homes by Dickerson. Light is the story here, with tall windows drawing the outdoors in and filling the open living spaces with a bright, welcoming glow. The layout is designed for real life, with room to gather with friends and family and quiet corners to retreat when the day is done. Three bedrooms and 2.5 baths across 2,136 square feet include a main-level primary suite that feels like a private escape. The clean, modern exterior and stone accents give the home a fresh, inviting presence, and a two-car garage adds everyday convenience. It's a home designed with intention, where every detail is considered and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here.

59 Wandering Way, Pittsboro
131 Whispering Meadows Ln, Pittsboro
$644,000
4 Beds ⋅ 3 Baths ⋅ 10194484 MLS ⋅ ACTIVE Status
***New Custom Home*** Modern design with custom finishes define this beautifully crafted home. The main level features an open living area with a stunning kitchen showcasing custom cabinetry, quartz countertops, and a walk-in pantry. Sliding doors from the main living area lead to a covered porch, creating an easy indoor outdoor flow. The primary suite offers a spa like bath with a standalone soaking tub, tiled shower, and a spacious walk-in closet. A dedicated first floor office provides essential everyday functionality Upstairs includes three comfortable bedrooms and a full bath. Additional features include a welcoming foyer, mudroom, laundry room, and an oversized two car garage. A smart layout, elevated finishes, and effortless livability make this home a standout. Located near downtown Pittsboro, Chatham Park, shopping and dining are minutes away. East commute to Cary, Chapel Hill, and RTP. A must see!

131 Whispering Meadows Ln, Pittsboro
43 Tallgrass Rd, Pittsboro
$499,840
3 Beds ⋅ 3 Baths ⋅ 10194355 MLS ⋅ ACTIVE Status
BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. NOW $475,000! Brand-new Chestfield in NoVi at Chatham Park offering 1,892 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Thoughtfully designed living spaces and modern finishes give you the benefits of new construction without the long wait. Estimated ready October 2026. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

43 Tallgrass Rd, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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