Pittsboro Real Estate Search

Pittsboro Properties between $350,000 and $400,000 for Sale

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Newest Pittsboro Properties between $350,000 and $400,000 for Sale

$399,990
3 Beds 3 Baths 10176944 MLS ACTIVE Status Sampson B BLDG.
Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most talked about communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and ask about our current builder incentives. Ask about our exclusive builder incentives, including closing cost assistance, and discover how affordable owning a new home in Chatham Park can be. Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most sought after communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities, with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and experience the NoVi lifestyle for yourself.

147 Parkland Dr, Pittsboro

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

166 Wintersage, Pittsboro

$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

$375,000
3 Beds 3 Baths 10155773 MLS ACTIVE Status Anderson Homes BLDG.
This Rare Sunlit Updated Split Level on .31 Acre Lot w/Fenced Backyard within 1 Mile of Downtown Pittsboro's Historic Traffic Circle is Sure to Check a Lot of Boxes!! Perfect for Today's Style of Living!! With this Home Facing Directly West You get Sunlit Mornings on your Backyard Deck/Large Fenced Dog Friendly Backyard & Rear Windows! Plus Incredible Evening Sunsets Daily off the Front of the Home!! Now You Enter this Home to a Beautiful Open Vaulted Living Rm, Kitchen, & Dining Rm Family Combination Gathering Space! The Gourmet Kitchen Features Granite Counter Tops & Updated Stainless Steel Appliances!! Nice Food Pantry! Breakfast Bar! French Door to Deck off Dining Rm! Upper Floor Features a Private Sleeping Oasis w/Primary Bedroom Featuring 2 Closets & Updated Private Full Bath! Also Bdrm 2 up w/Full Bath next to it!! No Shared Bedroom Walls! Down Below Main Level is a Private Oasis Perfect for Extended Stay Guest Suite/Adult Children/ Children's Play Space w/Private Bedroom & Bonus Rm w/Gas Log FP!! Laundry Rm! Full Bath w/Nice Shower!! Direct Access to Backyard! This Home Also Features Updated Flooring, Granite Tops, Toilets, Paint Accenting and More!! Out Back you have a Nice Grilling Deck and Wooded Tree Line on Back Line of a Large Private Backyard! Great Lot Size & Plan! Less Than a Mile Walk to Downtown Pittsboro! Jordan Lake Right Around the Corner! Welcome Home!

94 Silverstone Dr, Pittsboro

$399,990
3 Beds 3 Baths 10121202 MLS ACTIVE Status Sampson A BLDG.
Corner homesite. More windows. More natural light. More privacy. Welcome to 56 Wandering Way, where thoughtful design meets one of the Triangle's most exciting master planned communities. This move in ready Sampson townhome offers an open concept layout filled with natural light, creating a home that feels bright, spacious, and inviting from the moment you walk in. The gourmet kitchen features quartz countertops, upgraded cabinetry, a designer backsplash, a large island, and premium GE Profile appliances including a 36 inch gas cooktop, double wall ovens, and a stainless steel vent hood. The living room flows seamlessly to a private brick courtyard, giving you the perfect space to relax, entertain, or simply enjoy low maintenance outdoor living. Upstairs, the spacious primary suite offers a spa inspired bath with a beautifully tiled walk in shower, quartz countertops, and designer finishes. Two additional bedrooms and a versatile loft provide flexible space for guests, a home office, a workout room, or whatever fits your lifestyle. Life at NoVi is about more than a beautiful home. Walk to the Chatham Park YMCA, NoVi Green, parks, scenic trails, and community events, or spend an evening at Mosaic enjoying restaurants, the brewery, shopping, concerts, and entertainment. With convenient access to Chapel Hill, Durham, RTP, and Jordan Lake, you'll enjoy everything the Triangle has to offer just minutes from home. Corner homesites with this level of natural light, privacy, and designer upgrades are limited. Schedule your private tour today and experience why so many buyers are choosing to call NoVi home. Up to $5,000 toward closing costs with our preferred lender. Contact the onsite sales team for details and eligibility.

56 Wandering Way, Pittsboro

$379,990
3 Beds 3 Baths 10148192 MLS ACTIVE Status Wilson BLDG.
Discover low-maintenance living at its best in the highly sought-after Townes at NoVi, located within award-winning Chatham Park. This beautifully designed Wilson floor plan offers over 1,800 square feet, 3 bedrooms, 2.5 baths, a spacious loft, and a rear-entry two-car garage. The open-concept main level is filled with natural light and features a designer kitchen overlooking the dining and living areas, creating the perfect space for entertaining, working from home, or everyday living. Enjoy a private brick-enclosed courtyard, a rare outdoor retreat ideal for relaxing, grilling, or gathering with friends and family. Residents enjoy a vibrant, walkable lifestyle with direct access to trails, parks, green spaces, and the nearby YMCA. Just minutes away, MOSAIC at Chatham Park offers dining, shopping, entertainment, live events, and everyday conveniences. Conveniently located near Chapel Hill, Durham, Jordan Lake, RTP, and RDU Airport. Limited-time buyer incentives may be available, including closing cost assistance and special financing opportunities with the preferred lender. Whether you're a first-time buyer, relocating to the Triangle, downsizing, or investing in one of North Carolina's most exciting master-planned communities, this home offers exceptional value, location, and lifestyle. Contact the on-site sales team today for current incentives, pricing, and move-in timeline details.

68 Wandering Way, Pittsboro

$359,990
3 Beds 3 Baths 10140147 MLS ACTIVE Status Sampson BLDG.
New construction. Designer finishes. Walkable Chatham Park living. Welcome to 72 Wandering Way, where modern design meets one of the Triangle's most exciting master planned communities. This thoughtfully designed Wilson townhome offers 3 bedrooms, 2.5 baths, a spacious loft, and an open concept layout that's perfect for everyday living and entertaining. The gourmet kitchen features upgraded cabinetry, stainless steel appliances, a large island, and abundant counter space, all flowing seamlessly into the dining and living areas. Luxury vinyl plank flooring, upgraded stair rails with stained treads and metal balusters, and a private brick courtyard add style and function throughout the home. Upstairs, the flexible loft easily adapts to your lifestyle as a home office, media room, fitness space, or play area, while the spacious primary suite provides a relaxing retreat with designer finishes and thoughtful details. Step outside and experience everything Chatham Park has to offer. Walk to parks, scenic trails, NoVi Green, and the Chatham Park YMCA, or spend your evenings enjoying Mosaic's restaurants, brewery, live music, and year round community events. Conveniently located near Chapel Hill, Apex, Holly Springs, RTP, and Jordan Lake, you'll enjoy easy access to work, recreation, and everything the Triangle has to offer. Schedule your tour today and ask about current builder incentives, including closing cost assistance and preferred lender financing opportunities. Ask about our exclusive builder incentives, including closing cost assistance, and discover what's possible at Townes at NoVi.

72 Wandering Way, Pittsboro

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