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$2,179,000
5 Beds ⋅ 6 Baths ⋅ 10175110 MLS ⋅ ACTIVE Status
Tucked away on 10 private acres in Hillsborough's coveted Fox Hill Farm, this exceptional estate offers a rare opportunity to enjoy the privacy of country living with a combination of features rarely found in one property, all just minutes from historic downtown Hillsborough, Durham, Chapel Hill, Duke University, RTP, and RDU Airport. Thoughtfully designed for both comfort and flexibility, nearly all bedrooms and primary living spaces are located on the main level. Walls of custom windows fill the home with natural light and frame picturesque views of the surrounding landscape, while the renovated kitchen, inviting sunroom, and expansive Trex deck create seamless indoor-outdoor living for both quiet moments and effortless entertaining. The private primary suite serves as a peaceful retreat, offering a spacious sitting area, dual walk-in closets, a spa-inspired bath, and a dedicated office with French doors. Step outside and discover your own private retreat. Relax beside the newly lined saltwater pool, unwind beneath the covered gazebo, enjoy the sand volleyball court, or spend a peaceful afternoon at the community's fully stocked fishing pond. The 10-acre corner homesite also allows up to four horses, while Fox Hill Farm's scenic riding and walking trails invite you to experience the beauty of the outdoors just beyond your doorstep. The finished lower level is designed for entertaining and relaxation, featuring a stadium-style theater, a private salon, and a pool table that conveys. Upstairs, a spacious bonus room, full fitness center, and abundant storage provide exceptional flexibility for wellness, creativity, work, or recreation. One of Hillsborough's hidden gems, Fox Hill Farm offers a peaceful, picturesque setting with scenic riding and walking trails, while remaining just minutes from award-winning dining, boutique shopping, farmers markets, festivals, and the scenic Eno River. Opportunities to own an estate offering this rare combination of acreage, privacy, exceptional amenities, and Triangle convenience are few and far between. Welcome to 2601 Littleleaf Lane.

2601 Littleleaf Ln, Hillsborough
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 10157963 MLS ⋅ ACTIVE Status
TAMARIND Steeped in history and timeless romance, Tamarind is a rare offering in the heart of Hillsborough's cherished historic district, just outside of Chapel Hill. Built in 1903 and lovingly preserved over the course of 123 years, this remarkable estate has had only three owners, each serving as a thoughtful steward of its enduring legacy. Set just moments from the charm of downtown, Tamarind offers effortless walkability to local shops, cafés and restaurants, while remaining a private retreat tucked behind lush, mature landscaping. The main residence is rich with character and architectural detail, featuring soaring ceilings, eight fireplaces, and a seamless blend of historic craftsmanship and livable elegance. A sense of story carries throughout the home, most notably in the family room, where a chandelier from the North Carolina Governor's Mansion adds a layer of provenance and distinction. French doors in the primary suite open gracefully to the pool, creating a serene indoor-outdoor connection and a true sense of escape. The grounds are equally captivating, designed for both quiet enjoyment and effortless entertaining. A sparkling pool, expansive outdoor living areas, and a beautifully private yard create a setting that feels both intimate and inviting. Two separate guest cottages provide exceptional flexibility for hosting, creative pursuits, or extended stays. Tamarind is more than a home, it is a piece of Hillsborough's history, thoughtfully preserved and ready for its next chapter. Guest Cottage's are not included in the overall square footage.

318 N Churton St, Hillsborough
$2,189,000
4 Beds ⋅ 6 Baths ⋅ 10163109 MLS ⋅ ACTIVE Status
Set high above the rambling Eno River, this builder's own Georgian manor is a masterclass in timeless elegance & pastoral perfection. Perched on a dramatic 70-foot bluff, the estate is surrounded by 26 private acres of rolling meadows and whispering hardwoods, & includes 9 acres of untouched conservation land that provide a substantial property tax benefit exceeding $220k. Take your golf cart or ATV down the 1+ mile of meandering bridle trails that wind down to the river's edge, where you can catch glimpses of a bygone grist mill era, creating a setting that feels both storied & secluded. Crafted with uncompromising quality & an eye for enduring design, the residence showcases refined finishes & bespoke details at every turn. Brazilian cherry floors gleam beneath soaring 10+ foot ceilings, while walls of Andersen windows frame cinematic views in every direction. Four bedrooms (each with its own en suite) & multiple living spaces (indoors & out) provide plenty of space for everyone, with the star of the show being the first-floor primary suite featuring a serene sitting room, fireplace, dual closets, & a spa-like bathroom. The gourmet kitchen is both polished & purposeful, appointed with Viking & Miele appliances, rich granite countertops, & custom, solid maple cabinetry. Another (but not the last) fireplace between the breakfast room & den adds ambiance to the everyday. Formal & informal spaces flow effortlessly, while expansive front porches, a rear terrace, & a fire pit area offer sweeping vistas over the river, dramatic rock outcroppings, front meadow, & surrounding woods that envelope you in privacy. With zero light pollution around, the widow's walk is the perfect place to star gaze during meteor showers. Thoughtfully designed for both comfort & convenience, the home features dual laundry rooms, a massive mudroom/drop-zone, workshop spaces in the three-car garage, a partial basement, & a walk-in attic for all the storage you could ever need. The 60' shed with workshop could easily be converted to a horse stable for any equestrian enthusiasts. There is no shortage of activities your acreage can offer, but when you do decide to leave, you'll be only 9 minutes from downtown Hillsborough, & an easy drive in either direction to Durham and Mebane. Land with hundreds of years of history, a home that was built to last just as long, & tax breaks to top it all off...it just doesn't get much better than this. **Please note that Zillow reflects an incorrect tax assessment value. The correct valuation is $1,970,495. The conservation easement tax credit then brings the actual taxed value down to $1,750,099.

1717 Halls Mill Rd, Hillsborough

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 .