Pittsboro Homes with In Ground Pool

Pittsboro Homes with In Ground Pool

Welcome to Pittsboro, a vibrant city located in Chatham County, North Carolina, USA. Known for its charming small-town atmosphere and natural beauty, Pittsboro offers a delightful place to call home.

Situated in the heart of the state, Pittsboro is surrounded by picturesque landscapes, including rolling hills, lush forests, and scenic rivers. The city's convenient location provides easy access to major cities like Raleigh, Durham, and Chapel Hill, making it an ideal choice for those seeking a peaceful retreat while still being close to urban amenities.

One of the attractive features of Pittsboro is its abundance of homes with in-ground pools. Whether you're looking to cool off on a hot summer day or enjoy a refreshing swim year-round, these properties offer the perfect oasis for relaxation and entertainment. Imagine hosting pool parties, lounging by the water, or simply enjoying a peaceful swim in the privacy of your own backyard.

In addition to the homes with in-ground pools, Pittsboro boasts a variety of other housing options, including historic homes with character, modern townhouses, and spacious single-family residences. The real estate market in Pittsboro is diverse and caters to different preferences and budgets.

Beyond its real estate offerings, Pittsboro is a thriving community with a rich cultural scene, local shops, and delicious dining options. Residents can explore the charming downtown area, visit art galleries, attend farmers' markets, or take part in community events.

If you're looking for a place to settle down that combines natural beauty, small-town charm, and homes with in-ground pools, Pittsboro might just be the perfect destination for you. Come and discover the unique lifestyle this city has to offer.

Newest Pittsboro Homes with In Ground Pool

$1,250,000
4 Beds 4 Baths 10182398 MLS ACTIVE Status
Perched atop a scenic hill in Cedar Mountain, this extraordinary custom retreat blends refined mountain-lodge architecture with breathtaking long-range views, exceptional craftsmanship, & thoughtfully designed outdoor living on 2.6 beautifully landscaped acres. A handcrafted stone moongate welcomes you through lush gardens filled with carefully selected plantings that provide year-round color & texture—from vibrant azaleas to yarrow & everything in between. A covered stone front porch with a vaulted cedar ceiling & impressive custom wood entry door sets the tone for the remarkable home within. The stunning great room features soaring vaulted wood ceilings accented by reclaimed pine beams salvaged from a historic 100-year-old local tobacco warehouse. A floor-to-ceiling stone fireplace with a holly wood mantel, creates a warm focal point, while an expansive wall of windows frames panoramic wooded vistas, spectacular sunsets, & the ever-changing beauty of the seasons. The sunroom offers a peaceful retreat with a vaulted cedar ceiling, tiled flooring, and 2 walls of windows that seamlessly connect the living area to the luxurious primary suite. The thoughtfully designed main level also includes 2 primary suites, providing exceptional flexibility for guests or multigenerational living. A dedicated office features custom built-in bookcases, elegant wainscoting, & a stained-glass transom, while a nearby hallway showcases a built-in glass curio cabinet. Designed for both everyday living & entertaining, the gourmet kitchen features rich knotty alder cabinetry, granite countertops, a Thermador 6-burner gas cooktop with pot filler, & a large stainless-steel center island that anchors the beautifully planned workspace. Adjacent to the kitchen, the spacious laundry and mudroom includes a built-in drop zone with bench, cubbies, and a pet door leading to the expansive rear porch. With its vaulted cedar ceiling, reclaimed wide-plank flooring, & dual ceiling fans, this inviting outdoor living area overlooks the breathtaking backyard. Upstairs, you'll find 2 additional bedrooms, a shared bath, a generous loft, & a charming "secret" reading nook sure to delight children & guests alike. A massive unfinished attic offers exceptional expansion potential. Already equipped with lighting, electrical outlets, plumbing for a future bath, and its own electrical panel, the space is ideal for a media room, recreation area, fitness studio, or additional living space. The oversized two-car garage includes a dedicated workshop area, insulated walls, insulated ultra-quiet garage doors, & an EV charging station. Outdoor amenities are truly exceptional. A spacious rear deck, partially shaded by a pergola, captures sweeping views & leads via a beautiful stone staircase to an expansive patio with a built-in fire pit & stone seating—perfect for gathering under the stars. The resort-style heated pool extends the swimming season & is complemented by a stunning pavilion featuring a ceiling fan, rustic built-in cabinetry & countertops, a gas line for grilling, & a dedicated storage room for pool equipment & outdoor gear. Massive stone patios, retaining walls with integrated seating & lighting create a private, peaceful setting unlike any other. Additional highlights include: Custom top-down/bottom-up shades throughout the front of the home, including a remote-controlled kitchen shade. Custom-built chicken coop with protected run. Hobby greenhouse with water service. Irrigation spigots conveniently placed throughout the property for effortless gardening. Dedicated garden area with a gabion stone wall. Extensive custom stonework—including planters, retaining walls, walkways, borders, patios, & outdoor living spaces—crafted primarily from stone harvested directly from the property. Every detail of this remarkable home has been carefully curated to create a private sanctuary where timeless craftsmanship, modern comfort, & unforgettable natural beauty come togethe

1624 Cedar Grove Rd, Pittsboro

$469,990
2 Beds 2 Baths 10179669 MLS ACTIVE Status
Welcome to the Inspiration at 160 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. Soft gray and white designer finishes create a bright, timeless interior that feels both elegant and inviting. The gourmet kitchen serves as the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and a sophisticated palette of soft gray and white finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or host family and friends while enjoying the outdoors in comfort. The spacious Owner's Retreat offers a private sanctuary complete with a spa-inspired bath featuring a zero-entry Super Shower, dual-bowl vanities, and a walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, a putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and year-round community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the active, connected lifestyle you've been looking for.

160 Tantara Bnd, Pittsboro

$945,000
4 Beds 3 Baths 10178637 MLS ACTIVE Status
Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship with a breathtaking backyard retreat. Offering 3,270 square feet of thoughtfully designed living space, this masterfully crafted residence features 4 bedrooms, 3 bathrooms, and an abundance of natural light. Expansive windows throughout the home create a seamless connection to your own resort-style backyard, making the stunning landscape a part of your daily living. Property Highlights: The Ultimate Backyard Retreat: Spend sunny afternoons beside the sparkling in-ground pool, unwind in the cascading spa, or host unforgettable gatherings under the stars in total tranquility. Gourmet Kitchen & Living: A wonderful, chef-friendly kitchen flows effortlessly into the main living spaces, perfect for both effortless entertaining and quiet family nights. Private Primary Suite: A serene sanctuary designed for ultimate relaxation, completely separated from the hustle and bustle of the home. Bonus 3rd Floor Living: A massive third-floor bonus room offers endless flexibility—ideal for a home theater, executive office, gym, or game room. Modern Efficiency & Craftsmanship: Enjoy the peace of mind that comes with custom architectural details paired with modern, energy-efficient systems. This remarkable Pittsboro property offers a rare combination of custom luxury, peaceful privacy, and resort-inspired indoor-outdoor living. Don't miss the opportunity to experience your own private slice of paradise. The house is not visible from the road. When turning left onto Silk Hope Gum Spring Rd, the house will be on the right hand side

2946 Silk Hope Gum Spring Rd, 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 .