Orange Homes with Fenced Pool

Orange Homes with Fenced Pool

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Newest Orange Homes with Fenced Pool

$1,100,000
5 Beds 4 Baths 10187480 MLS ACTIVE Status
Thoughtfully Designed. Beautifully Crafted. Naturally Connected. Very little about this home feels accidental. From the moment you enter through the gate and follow the drive beneath the trees, 2219 Ridgewood Road feels removed from the everyday—more than five private acres where a thoughtfully designed home, gardens, and outdoor spaces have grown together to create something increasingly difficult to find so close to Chapel Hill and Carrboro. The home's origins help explain what makes it so distinctive. Sarah Susanka, architect and author of The Not So Big House, served as a personal design consultant, working with architect James Morgan of BellaDomus and Frank Cole Building Company. Her influence shows throughout the home—not in grand gestures, but in the thoughtful use of space, craftsmanship, and details that make rooms feel personal and purposeful. That attention begins before you even step inside. A welcoming covered porch, stonework, warm wood detailing and a beautiful leaded-glass front door offer the first introduction to a home filled with Brazilian cherry floors, custom millwork, built-in cabinetry, window seats, intimate nooks, skylights and carefully placed windows framing views of the surrounding landscape. At the heart of the home, the kitchen, dining and living spaces flow naturally together. A dramatic stacked-stone fireplace anchors the main living area, while the kitchen pairs extensive custom wood cabinetry with glass-front details, open shelving, generous work surfaces, an island, wood-topped breakfast bar and walk-in pantry. The space is designed as much for conversation and gathering as for cooking. Throughout the house, there are places that invite you to settle in—a dedicated first-floor study, another family gathering room opening directly to a covered porch, a window seat tucked beneath a skylight on the upper landing, and built-in desks, shelving and storage incorporated into the bedrooms. These aren't simply decorative details; they are part of what makes the home live so comfortably. The primary suite feels like a retreat within the home, with its vaulted ceiling, Brazilian cherry floors, generous window seat overlooking the trees and an adjoining built-in workspace surrounded by windows. Skylights fill the primary bath with natural light, where a soaking tub, separate tiled shower, dual vanities, custom cabinetry and natural stone accents continue the home's distinctive character. Connected to the main residence by a covered breezeway and shared screened porch, a separate guest or in-law suite offers a bedroom, full bath, kitchenette and private entrance—an unusually flexible space for extended family, visiting friends, a private office or studio. And then there is the property itself. Approximately 5.13 acres unfold beyond the house, with mature hardwoods creating privacy around an expansive deck, screened and covered porches, a gazebo-style outdoor living area and an in-ground saltwater pool tucked into the landscape. Stonework and garden paths lead you farther into the property—to gathering places around the fire, a treehouse tucked among the woods, established gardens and quiet places beneath the trees. Among those gardens is something especially delightful: an edible landscape that includes fig trees, blueberry and blackberry bushes, passion fruit and even a banana tree. This is a home designed around how people actually live—gathering and retreating, working and creating, gardening and swimming, welcoming family and friends, and finding a quiet place of one's own. At 2219 Ridgewood Road, the house and the land don't feel like separate amenities. Together, they are what make this such a special place to call home. Covered attached parking is 19.58x 22.58 and in keeping with the house design and materials- stacked stone, columns, cedar and shingle siding.

2219 Ridgewood Rd, Chapel Hill

$3,100,000
5 Beds 7 Baths 10185062 MLS ACTIVE Status
Undeniable curb appeal announces this extraordinary 1939 Greenwood estate before you even step inside. Set on a private, one-acre wooded lot and cloaked in mystery by its rare Jeffersonian serpentine brick wall, the property unfolds along a brick paver, wood-lined walkway to an iconic wrap-around porch — the kind built for rocking chairs, sweet tea, and long evenings. Step through the door and discover a masterful blend of old-world character and modern luxury across three finished levels. Gleaming hardwood floors flow throughout light-filled rooms, anchored by a gathering room framed in a wall of windows, transom detail, and custom built-ins. The chef's kitchen is a study in refinement: a Wolf gas range, dual dishwashers, wine refrigerator, ice maker, walk-in pantry. A sophisticated wet bar, complete with glass-front cabinetry, sets the stage for effortless entertaining. Rest and retreat are equally elevated with 2 exquisite primary suites — one on each level — offering spa-caliber bathrooms appointed with a classic claw-foot soaking tub, oversized walk-in closets, and separate glass showers. A third-floor retreat adds even more flexibility, room perfect for a bedroom/office/playroom, full bath, and private gym — ideal for guests, a home fitness studio, or a peaceful work-from-home escape. The outdoor living is every bit as extraordinary as what's found within. Ascend from the upper primary suite to a private rooftop veranda, then descend a graceful spiral staircase to a fully fenced, resort-style rear yard centered on a stunning heated pool — a private oasis designed for al fresco entertaining beneath the stars. Completing this exceptional offering is a fully furnished 708-square-foot guest apartment or in-law suite above the garage, thoughtfully finished with its own kitchen, stainless appliances, washer/dryer, and a generous 13x16 living room — perfect for guests, extended family, or a private studio retreat. Ideally situated just moments from Battle Park, the University of North Carolina campus and hospital, PlayMakers Repertory Company, and Chapel Hill's finest dining and shopping — this is a rare offering where timeless architecture meets uncompromising luxury.

908 Greenwood Rd, Chapel Hill

$1,799,900
5 Beds 5 Baths 10184763 MLS ACTIVE Status
Experience the best of luxury country living in Scottland Equestrian Estates, one of Orange County's premier equestrian communities. Set on 10 picturesque acres, this extraordinary estate offers over 6,400 square feet of thoughtfully designed living space where privacy, recreation, and timeless elegance come together in a setting unlike any other. Surrounded by expansive homesites and the beauty of an equestrian community, you'll enjoy the serenity of country living with the convenience of nearby city amenities. Designed for both grand entertaining and comfortable everyday living, the home features five spacious bedrooms, four and a half baths, and more than 2,100 square feet of finished walkout basement space—perfect for multigenerational living, a recreation area, home gym, guest retreat, or additional entertaining space. A dedicated theater room creates the ultimate setting for movie nights and game-day gatherings. Step outside and experience your own private resort. Lounge beside the sparkling inground pool, entertain on the expansive maintenance-free composite deck, or simply relax while overlooking your private 10-acre estate. Outdoor enthusiasts will appreciate the property's private motocross track, while the acreage also offers endless opportunities for horseback riding, ATV adventures, hiking, gardening, or creating the outdoor lifestyle you've always imagined. The home's classic three-sided brick exterior offers timeless curb appeal, while the oversized three-car side-entry garage and additional detached garage provide exceptional space for vehicles, recreational equipment, workshops, or hobby collections. With no city taxes, you'll enjoy the benefits of estate living with added value. Perfectly positioned in a peaceful setting, this remarkable property offers the ideal balance of tranquility and accessibility. Nestled between I-40/85 and NC Highway 54, commuting to Chapel Hill, Durham, Greensboro, and the Research Triangle is effortless. Frequent travelers will appreciate convenient access to RDU, PTI, and Burlington-Alamance Regional Airport for private aviation. Whether you're entertaining by the pool, enjoying movie nights in your private theater, embracing the equestrian lifestyle, or simply taking in the beauty and privacy of your own acreage, this is far more than a home—it's a destination. Opportunities to own a private estate in Scottland Equestrian Estates, combining luxury, acreage, resort-style amenities, and an unmatched lifestyle, are exceptionally rare.

4600 Scottland Dr, Mebane

$2,179,000
5 Beds 6 Baths 10175110 MLS ACTIVE Status
**SEPTEMBER OPEN HOUSE 2-4 PM EVERY SUNDAY*** 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

$260,000
2 Beds 2 Baths 10138898 MLS ACTIVE Status
Stylish 2-Story Renovated Condo in Chapel Hill - Pool-Facing, Turnkey Investment or Dream Home Welcome to 1002 Willow Drive, Unit 107 — a beautifully updated, 2-bedroom, 1.5-bathroom, 2-story condo ideally located in the heart of Chapel Hill. This fully renovated, townhouse-style unit offers modern finishes, unbeatable location, and strong rental history — making it a perfect fit for homeowners, UNC affiliates, and savvy investors alike. ✨ Property Highlights: Fully Renovated Throughout: No detail overlooked — new luxury vinyl plank flooring, fully remodeled kitchen with modern cabinetry and granite countertops, updated bathrooms, new vanities, light fixtures, and fresh paint throughout. Townhouse-Style Layout: Enjoy separation of space with bedrooms and full bath upstairs, and kitchen, living area, and half-bath on the main level — ideal for privacy, guests, and entertaining. Directly Facing the Community Pool: One of the best-located units in the complex, just steps to the pool — practically your own front-yard view. Private Outdoor Patio: Perfect for morning coffee or evening relaxation. Ground-Level Entry with Two Stories: All the benefits of ground-floor access with the space and layout of a townhouse. Built in 1967 and recently renovated top to bottom for modern living. 📍 Incredible Location: Located across from University Place Mall, with shops, Target, Silverspot Cinema, grocery stores, cafés, gyms and more within a 2-minute walk. 5-minute drive to UNC-Chapel Hill, UNC Hospitals, and Franklin Street. On Chapel Hill's free bus line, offering direct access to campus and transit routes. Easy access to I-40, Duke University, downtown Durham, and the greater Triangle region. 💼 Investment Ready: Last rented for $2,700/month to traveling professionals — strong ROI potential. Mid to Long-term rental success — strong occupancy and tenant reviews. Optional furnished sale makes it ready for instant cash flow. HOA covers water, sewer, trash, exterior maintenance, and community amenities — simplifying ownership and management. 💡 Perfect For: Investors: Reliable rental income with excellent location and layout. UNC Parents: Secure, stylish alternative to student housing — save money and build equity. Medical/Academic Professionals: Live minutes from work or host visiting colleagues year-round. Homeowners & Downsizers: Enjoy low-maintenance living with style, space, and convenience. 🛏️ Property Details: Address: 1002 Willow Dr Unit 107, Chapel Hill, NC 27514 Size: Approx. 970 sq. ft. over 2 floors Bedrooms: 2 Bathrooms: 1 full upstairs + 1 half on main level Year Built: 1967 Style: 2-story condo (townhouse layout) HOA Includes: Trash, exterior maintenance, community pool, land-scaping Parking: Assigned lot parking, Guest parking as well Laundry: Shared facility in building This stylish, move-in ready, pool-facing condo in a prime Chapel Hill location offers the perfect mix of modern upgrades, functional layout, and income potential. Whether you're looking to live in it, lease it, or both — this rare 2-story gem is a must-see. 📩 Contact us today to schedule your private tour or to request rental financials and furnishing options.

1002 Willow Dr Unit Apt 107, Chapel Hill

$2,398,000
5 Beds 7 Baths 10155408 MLS ACTIVE Status
What if your Chapel Hill home felt like its own private resort? Located at the end of a cul-de-sac in the sought-after neighborhood of Oxbow Crossing on Morgan Creek, this exceptional estate is where luxury, comfort, and refined living come together seamlessly. Nestled on five serene acres in a peaceful setting just minutes from downtown Chapel Hill and UNC, this remarkable move-in ready home offers both tranquility and convenience. Designed with both everyday living and grand entertaining in mind, the home features Brazilian cherry floors with oak inlay, a fully renovated gourmet chef's kitchen (2020) with premium finishes, textured Carrera marble backsplash, Dacor appliances, large island, quartz countertops, custom forged cabinet pulls, and a dedicated coffee bar. The open-concept layout flows effortlessly into a dramatic great room with soaring vaulted ceilings and a fireplace, creating an inviting yet sophisticated atmosphere. This home offers five generously sized bedrooms, including a luxurious main-level primary suite, with private access to the hot tub and heated salt water pool, along with four full en-suite baths and two half baths to comfortably accommodate family and guests. Additional living spaces include a finished lower level with a wine cellar, tasting room, exercise room, media and bonus room with a second fireplace, and ample storage. Step outside to your own resort-style retreat--featuring beautifully landscaped gardens, a salt water pool with diving board, and a fire pit perfect for evenings under the stars. Meandering paths and wooded surroundings provide ultimate privacy and a true sense of escape. Additional highlights include a three-car garage, updated roof (2021), fenced garden area, and modern efficiencies such as solar panels and car charging station for enhanced sustainability and reliability. The homes 19 solar panels and two power wall batteries can act as a home generator for off grid use. There is even the ability to export power back to the grid! Located in the coveted Chapel Hill Carrboro City School district, nature enthusiasts will also appreciate direct access to neighborhood trails and the Morgan Creek Trails. This is more than a home--it's a lifestyle!

801 Oxbow Crossing Rd, Chapel Hill

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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 .