Hillsborough Homes with Playground Community Features

Welcome to Hillsborough, North Carolina—a charming town that beautifully blends rich history with modern living. Nestled in the heart of Orange County, Hillsborough is known for its picturesque landscapes, vibrant arts scene, and a strong sense of community. With its historic downtown area featuring quaint shops, delightful eateries, and stunning architecture, you’ll find a perfect mix of small-town charm and contemporary conveniences.

One of the standout features of Hillsborough is its commitment to family-friendly living, exemplified by the Homes with Playground community. This welcoming neighborhood is designed with families in mind, offering safe, well-maintained playgrounds where children can play and explore. Imagine watching your kids laugh and run freely, while you enjoy a leisurely stroll along tree-lined sidewalks or relax with neighbors in the beautifully landscaped common areas.

The Homes with Playground community not only provides recreational amenities but also fosters a tight-knit atmosphere that encourages connections among residents. Community events and gatherings are frequent, allowing you to build lasting friendships and create cherished memories.

Living in Hillsborough means you’re also just a short drive away from the vibrant cities of Durham and Chapel Hill, offering even more amenities, entertainment, and cultural experiences. Whether you’re drawn to the historic charm of Hillsborough or the modern conveniences of nearby urban centers, this community truly offers the best of both worlds. Discover your perfect home in Hillsborough today, where family-friendly living meets a vibrant community spirit!

Newest Hillsborough Homes with Playground Community Features

$300,000

3 Beds ⋅ 3 Baths ⋅ 10192400 MLS

Appealing Townhome in one of the best neighborhoods in the Triangle. Open floorplan concept with lots of natural light. Interior features include quart countertops, stainless steel appliances, smooth high ceilings, recessed lighting, center island with bar counter space, gas range, luxury vinyl flooring on first floor, large kitchen pantry, large primary suite with tiled walk in shower, double vanity, and walk in closet. Open floor plan with spacious dining area, screened in porch overlooking wooded area. Rear yard can be fenced with HOA required fencing type. ( see HOA documents) Other features include, front entry with covered front porch. Single car garage and gas log fireplace. Quiet, prime location. Community pool, clubhouse, playground, and sidewalks . Less than 2 minute drive to downtown Hillsborough. This home is one of the most popular neighborhoods in Hillsborough with convenient location to everywhere in the Triad. 2 minute drive to Historic Hillsborough. Less than 10 minutes to both Chapel Hill and Durham City limits. 15 minutes to Duke and 20 to UNC . 20 minutes to RDU

561 Summit Trail Dr, Hillsborough

$425,000

3 Beds ⋅ 3 Baths ⋅ 10192368 MLS

Lovely, light-filled, end-unit townhome in historic Hillsborough, NC. Located in the Harmony neighborhood of Waterstone subdivision, this townhome gives you a private screened porch, a two-story living room, great flow and best of all, low maintenance living! Main level primary bedroom has a very nice spa-like bathroom and walk-in closet. Upstairs are two more bedrooms, one with a vestibule, joined by a Jack & Jill bathroom. The bonus room will accommodate big furniture, big TVs or a plethora of cats trees. You decide! ;)

152 Walking Path Pl, Hillsborough

$775,000

4 Beds ⋅ 3 Baths ⋅ 10192285 MLS

Stunning 4 bed 2.5 bath home loaded with recent improvements in highly desirable Churton Grove community with a TRANSFERABLE 2.25% FHA interest rate. Fresh interior paint. Refinished hardwoods on the 1st floor. New HVAC's 2020. New roof with gutter guards 2021. Updated carpet. HUGE family room features 12 ft ceiling & gas log fireplace. 1st floor office with French doors. Spacious dining room includes tray ceiling. Bright & open eat-in kitchen fresh painted cabinetry, granite countertops, center island, tile backsplash & newer stainless steel appliances. All appliances convey! Large primary suite has vaulted ceiling, dual vanities, oversized shower with bench, separate soaking tub & generous walk in closet. Spacious bonus room with hardwood floors. New screen porch with grilling deck. Nestled on nearly a half acre wooded lot on a quiet double cul-de-sac road. Nice backyard with a fantastic playset and backing to community greenway. Churton Grove amenities include a clubhouse, pool, playground, sports courts and trails. Located less than a mile to restaurants, groceries, gyms and schools & charming Historical Downtown Hillsborough. An active community known for its unique shops, eateries and community events such as Last Fridays, Summer Art Walks, and the annual Solstice Lantern Winter Walk, Hillsborough also boasts the landmark Mountain-to-Sea Trail access which winds past some of the town's most beautiful and historic sites. With all of this AND quick access to US Hwy 70, I-85/40, Duke University, UNC Chapel Hill and 30 minutes from RDU International Airport.

1414 Starmont Dr, Hillsborough

$449,900

3 Beds ⋅ 3 Baths ⋅ 10192241 MLS

Situated directly across the street from UNC Hospital is a beautifully planned neighborhood, in which this stunning townhome is perfectly positioned at the very heart of Harmony at Waterstone. Large back & side yard bordered by natural area with home's front facing the placid pond. Privacy is enhanced by having only one shared wall with benefits of townhome living. Interior features kitchen w/Electrolux appliances, quartz counters, glass tile backsplash, breakfast bar, spacious pantry all overlooking expansive dining & living w/gas fireplace & soaring ceiling. 2 story foyer, roomy laundry & powder room on main. Well appointed serene primary suite on main level w/bath offering tiled floors & shower, massive WIC. Upstairs expansive loft with tall ceilings, two large bedrooms & huge bathroom ensure comfort for everyone. All bedrooms have very large WICs. Both full baths have linen closet and vanities. Generous storage throughout. Plus: attic with pull down stairs & garage for vehicle & more storage! Private screened porch is perfect for an afternoon snooze, a cup of morning tea or a little unwinding at the end of the day. The neighborhood has sidewalks meandering along the tree-lined streets or leading to the sparkling pool, well equipped playground or exercise/recreation area. Something for everyone! Don't miss out on this opportunity for a gracious, nearly effortless lifestyle.

521 Historic Dr, Hillsborough

$379,900

3 Beds ⋅ 3 Baths ⋅ 10192008 MLS

Welcome to 224 Ellsworth Manor Drive! Located in Hillsborough's desirable Forest Ridge Subdivision, this townhome offers a comfortable, low-maintenance lifestyle with plenty of space to settle in and enjoy. Fresh interior paint and brand-new carpet give the home a crisp, move-in-ready feel, while quartz countertops, a tile backsplash, and a fireplace add both style and warmth to the living spaces. The functional floor plan provides plenty of room for everyday living and entertaining, while the attached 1-car garage adds convenience and storage. Step outside to a refreshingly spacious backyard for townhome living, offering more room than you might expect to relax, entertain, garden, or simply enjoy some time outdoors. Forest Ridge adds even more to enjoy with community amenities that include a Junior Olympic-sized swimming pool, clubhouse, and playground. Outdoor recreation is also close at hand, with the North Carolina Mountains-to-Sea Trail, Eno River State Park, and Historic Occoneechee Speedway nearby. Less than a half-mile walk from the Forest Ridge Subdivision, the Orange County SportsPlex offers an aquatic center, ice skating rink, and a variety of indoor and outdoor sports opportunities. Convenient access to I-40 and I-85 makes getting around the Triangle easy, while the UNC Hospitals Hillsborough Campus is just minutes away. Historic Downtown Hillsborough, Chapel Hill, Durham, and Raleigh are all within easy reach, and Tanger Outlets in Mebane are approximately 15 minutes away, adding even more shopping and dining options nearby. Enjoy the convenience of townhome living without giving up the space, amenities, and outdoor lifestyle you've been looking for. Schedule your showing at 224 Ellsworth Manor Drive today!

224 Ellsworth Manor Dr, Hillsborough

$830,000

4 Beds ⋅ 4 Baths ⋅ 10191976 MLS

This rare Forest Ridge home is officially available! It is located in a highly sought-after Hillsborough neighborhood famous for its vibrant, active lifestyle. The community features a spectacular pool, a playground, a sports field, and an incredible nature trail system. This trail connects to the Eno River and the historic Occoneechee Speedway Trail. What's more, Orange County Sportsplex is right across the street from the neighborhood, where you can enjoy basketball courts, ice skating, fitness classes, etc. The home features a fully paid-off solar system for immediate, massive utility savings. The flexible layout includes a private main-floor office, an expansive upstairs gym/loft, and a handy built-in drop zone. Guests will love the highly coveted main-level suite with its own full bathroom. Dual fireplaces anchor both the cozy living room and the premium screened-in porch for ultimate year-round comfort. The gorgeous eat-in kitchen features an oversized island, stunning quartz countertops, a tile backsplash, stainless appliances, and a huge walk-in pantry. Upstairs, the massive primary suite shines with an elegant tray ceiling, a dual vanity, a spa-like bath, and a huge L-shaped custom walk-in closet. The secondary bedrooms are perfectly designed with a functional Jack-and-Jill layout. Custom organization is integrated throughout the property. This includes custom closets, dedicated laundry cabinetry, and clever built-in under-stair storage. The property is complete with a beautifully epoxied garage floor. Outside, the private, fully fenced yard features a bonus invisible fence system alongside thriving fruit and flower trees. A spectacular line of Green Giant trees lines the yard for beautiful, year-round natural privacy. This ideal location puts endless daily conveniences right at your fingertips. A short drive takes you straight to excellent local shopping, outlets, popular restaurants, Home Depot, and everyday retail hotspots. Commuting is an absolute breeze with quick, unbeatable access to I-85, I-40, Highway 70, and Highway 86. You are close to Durham, Chapel Hill, and RTP. Don't miss out on this absolute dream home! Seller is real estate agent

204 Garden Heights Ln, Hillsborough

$379,000

3 Beds ⋅ 3 Baths ⋅ 10190940 MLS

Enjoy the sweet simplicity of townhome living in Historic Happening Hillsborough's friendly Forest Ridge. Built in 2017 with smart choices in construction materials and finishes, 256 Ellsworth Manor Drive & her owners have nicely kept up her good looks. Handsome engineered hardwoods on main level, granite counters in spacious kitchen, welcoming foyer to open living, kitchen, dining and private views from peaceful, pretty patio, one car garage connected to main level with mudroom style entry. Second level offers 3 bedrooms/2 full baths (en-suite primary) connected by central loft for work or play. Smartly located with easy access to I-40 & I-85 and within walking distance to North Carolina's Mountain to Sea Trail, Eno River State Park & Occoneechee Speedway; across the street from the lively Sportplex community complex (aquatic center, ice skating rink, multi-sports spaces, activities, wellness) plus the Passamore Senior Center. UNC Hospitals recently added a Hillsborough Campus to provide a new dimension of World Class Healthcare just a stonesthrow away. Forest Ridge boasts beautiful sunsets because of its nice elevations and westerly views, paved sidewalks throughout, walking trails, a junior Olympic-sized swimming pool, clubhouse, playground, maintenance of grounds, street lights and more. Hillsborough, dubbed a Southern Dream Town by Garden & Gun magazine—- is full of big ideas about food, music, art, life, liberty and the pursuit of happiness. Right around the corner you'll always find something going on (even free Level 2 EV charging in Downtown Parking Garage!) Chapel Hill, Durham and Raleigh are close neighbors with world-class Universities, Sports and Employment. Give 256 Ellsworth Manor Drive a test drive today!

256 Ellsworth Manor Dr, Hillsborough

$400,000

3 Beds ⋅ 3 Baths ⋅ 10189511 MLS

his charming, move in ready townhome in Waterstone offers an open concept main level featuring durable LVP flooring, quartz countertops, stainless steel appliances, a pantry, and stylish, energy efficient honeycomb window treatments throughout. Upstairs, the spacious primary suite boasts a large walk in closet, double vanity, and a beautifully tiled shower, plus two additional bedrooms and a flexible loft perfect for a home office, playroom, or study space. Enjoy peaceful mornings and relaxing evenings on the screened porch overlooking a generous backyard. Located minutes from I 40/85, UNC Hillsborough Campus, Duke, shopping, dining, and top rated schools, this home delivers convenience and lifestyle in one of Hillsborough's most desirable communities. All appliances convey. Community amenities include a pool, playground, and walking trails—everything you need for low maintenance living at its best.

409 Great Eno Path, Hillsborough

$415,000

3 Beds ⋅ 3 Baths ⋅ 10189169 MLS

A warm blend of modern comfort and natural serenity, this end unit 3-bedroom 2.5 bath townhome offers the kind of everyday ease you are looking for! Nestled in one of Hillsborough's most inviting communities. The home offers bright, open living areas — perfect for relaxing evenings or hosting friends. A modern kitchen with clean lines, ample storage, and a seamless flow into the dining space. Private backyard retreat — ideal for gardening, play, or quiet morning coffee. This home delivers a peaceful, tree lined setting while keeping you close to the charm of downtown, the Eno River, and quick access to Durham, Chapel Hill, Raleigh and RDU Airport. Convenient to I-85 and I-40. Bike or walk to UNC Health's Hillsborough Campus.

728 Great Eno Path, Hillsborough

$375,000

4 Beds ⋅ 3 Baths ⋅ 10187448 MLS

Welcome to this Collins Ridge 4 BR, 2.5 townhome. Main Level Owners Suite, Open Living/Dining/Kitchen with Bar downstairs, Upstairs is spacious Bonus/Flex Space large enough for TV area and Office/Study area, 3 Bedrooms & full bath with dual vanity. Great closet space and walk out attic area. 9' ceilings, 2 car garage, All appliances remain including washer/dryer. The community has salt water pool, clubhouse with fitness area & meeting room, pickleball and tennis courts, dog park and walking trails. Plenty of parking for guest in front of townhome and 2car garage in rear with double parking space in driveway. Minutes to Downtown HIllsborough, Eno River Walk and Weaver Street Market.

904 James J Freeland Memorial Dr, Hillsborough

$340,000

3 Beds ⋅ 3 Baths ⋅ 10185704 MLS

Imagine living in an ALMOST NEW home, just 3 minutes from the highway in a resort like community? This beautiful and spacious open concept townhome has all the features of a brand new home, such as quartz countertops, ss and bespoke appliances, on trend flooring and paint colors. All amenities are included such as pool, clubhouse, tennis, pickleball, playgrounds and a dog park. The charming historical downtown boasts great restaurants and small town shopping, while you are within 20 minutes to downtown Durham, 17 minutes to Duke University & Hospital, UNC Chapel Hill is 24 minutes, Tanger Outlets 15 minutes and RDU in under 30 minutes! Low maintenance living and ideal turnkey for buyers and investers!

518 Flat Ford Rd, Hillsborough

$780,000

5 Beds ⋅ 4 Baths ⋅ 10179417 MLS

There's room to live, gather, work, host, and grow at 605 N. Scotswood. Set in the established Churton Grove community, this home pairs generous square footage with a layout that makes everyday life incredibly functional. The main-level primary suite offers convenience and flexibility for years to come, while multiple living spaces give everyone room to spread out—whether you need a home office, playroom, guest space, or simply a quiet place to unwind. At the heart of the home, the spacious kitchen is ready for everything from busy weekday mornings to a house full of friends. Step outside to the screened porch and wooded backdrop for a peaceful extension of the living space. Thoughtful storage throughout means there's truly a place for everything. Beyond the front door, enjoy Churton Grove's neighborhood amenities - pool, tennis courts, basketball court, clubhouse, multiple playgrounds - trails, mature landscaping, and a location that keeps downtown Hillsborough, Durham, and Chapel Hill within easy reach. If you've been waiting for a home with the space and flexibility to fit real life, 605 N. Scotswood is one you'll want to see in person.

605 N Scotswood Blvd, Hillsborough

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