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201 Empress Rd, Hillsborough
$580,000
4 Beds ⋅ 3 Baths ⋅ 10163641 MLS
Welcome to 201 Empress Rd--where modern luxury meets small-town charm in the heart of Hillsborough's premier Waterstone community! This stunning 4-bedroom, 2.5-bathroom home offers over 2,400 sq. ft. of thoughtfully designed living space. The open-concept main level is anchored by a chef-inspired kitchen that flows seamlessly into the light-filled living area, perfect for hosting weekend gatherings. Upstairs, retreat to a spacious primary suite featuring a tray ceiling and a walk-in closet. The open floor plan features a main-level office creating an opportunity of work-life balance. Step outside and enjoy the peaceful neighborhood atmosphere, just steps away from the community pool and walking trails. With quick access to I-85 and I-40, you're perfectly positioned for an easy commute to Durham, Chapel Hill, or RTP while being minutes from the historic charm and award-winning dining of downtown Hillsborough. This home is a rare find in a high-demand market--schedule your tour today!

201 Empress Rd, Hillsborough

2547 Comanche Trl, Hillsborough
$570,000
3 Beds ⋅ 2 Baths ⋅ 10164769 MLS
Charming 3BR/2BA Brick Ranch on 5+ Acres Near Hillsborough & Durham. Ask about the assumable loan at 2.25%! Enjoy peaceful country living with modern updates in this beautifully maintained 3-bedroom, 2-bath brick ranch, ideally located just minutes from Hillsborough and Durham. Set on over 5 acres, this property offers exceptional outdoor living, featuring a screened porch, expansive deck, and a gently sloping yard surrounded by mature hardwoods. A tranquil creek borders the north side, while a fenced area and raised garden beds make it perfect for gardening, pets or horses! Inside, you'll find a spacious eat-in kitchen with stainless steel appliances, including a newer refrigerator (2020). The primary suite offers a walk-in closet, dual vanity, and a walk-in shower for added comfort. Significant upgrades include: New HVAC system (2019) Permitted generator (2015) Extensive renovations with updated flooring, kitchen, and bathrooms Additional features include two storage sheds and a wired studio--ideal for hobbies, a workshop, or creative space. This property combines privacy, functionality, and convenience--don't miss this rare opportunity!

2547 Comanche Trl, Hillsborough

2207 Becketts Ridge Dr, Hillsborough
$569,900
4 Beds ⋅ 3 Baths ⋅ 10176542 MLS
Discover the perfect blend of charm, space, and comfort in this standout 4-bedroom-plus-bonus home in sought-after Becketts Ridge! Set on a beautifully landscaped lot, (one of the largest in the neighborhood,) this inviting residence welcomes you with elegant formal spaces, arched openings, and classic moldings. The open floor plan shines with a dramatic two-story family room featuring a vaulted ceiling and cozy fireplace, while the kitchen offers hardwood floors, granite countertops, a center island, and breakfast bar. Overlooking the large, lush, and level backyard, there's even a breakfast nook with a sunny bay-window. Retreat to the first-floor primary suite with tray ceiling, walk-in closet, and double-vanity bath with separate garden tub and shower. Upstairs, three additional bedrooms and a finished bonus room provide flexible space for work, play, or guests. A two-car garage, spacious deck, and fenced backyard complete this exceptional home—ready for everyday living and effortless entertaining. Great location - only minutes away from I-40 and I-85. This lovely home is priced to sell so come see it soon - it won't last long!

2207 Becketts Ridge Dr, Hillsborough

307 Orange High School Rd, Hillsborough
$569,000
3 Beds ⋅ 3 Baths ⋅ 10158483 MLS
Timeless ranch home on 2.5 acres blends modern updates with the warmth of NC country living, yet only 20min to Duke and 30min to RTP & RDU! Mostly flat lot with a fenced area for the pups and kids, large garden with drip irrigation lines, fire pit for those lovely Fall evenings, and a 2 story workshop for storage, woodworking, or Queen tribute band practice! Woodwork in the kitchen feels like a Smoky Mountains cabin. The primary bathroom was fully renovated in 2025. Roof and water heater also 2025. Refrigerator, washer/dryer, riding lawn mower, and some yard tools can also convey. 454 sq ft basement room w/fireplace is NOT counted in sq ft. This Homestead is Good to Go! Where else can you raise chickens, grow enough vegetables for the whole family, and still be 5 minutes from the grocery store (No HOA!!). Bonus, you're walking distance to Orange Middle, Orange High, and a private school option!

307 Orange High School Rd, Hillsborough

515 N Churton St Unit Ste 307, Hillsborough
$561,000
3 Beds ⋅ 2 Baths ⋅ 10157499 MLS
CONDO CHARISMA!:Delight in the symphony of style and sophistication of sought-after 515 Churton's #307. Make your new nest nicely situated on the top floor end unit overlooking Historic Hillsborough's Town Hall landscaped lawn and the sidewalked blocks to happy places in Historic Hillsborough in any direction. From concept to completion, 515 Churton was planned as a beautiful, robust multi-family residence to blend into the town's established ambience. In an effort to be as open, transparent, and accommodating as possible, the developers ensured the ideas, concerns, and feedback of the public and the Historical Committee were implemented throughout the lifespan of the project. As a result, they produced a beautiful, robust structure that blends into the town's native ambiance. Although the character of the building is of a contemporary nature, the materials mimic much of what was previously used in the district's remaining architecture, such as corrugated metal, masonry, natural siding, and glass. Expect light-filled private space on the northwest end of the friendly top floor with special features: separate foyer with storage and laundry, en suite bedroom and extra room with closet that serves as guest, library, office--you choose. Primary bedroom with wonderful walk-in shower plus large ventilated walk-in closet. High ceilings add to abundant light and lovely living space. The open kitchen, dining, living creates unlimited possibilities for lifestyle and decor. Your favorite room may be the cheerful balcony perfect for morning coffee, birdwatching, puzzles with friends, sunrises... Upscale kitchen boasts Bosch appliances, quartz counters, terrific tiled backsplash, ample pantry, well-connected and impressive island, cool contemporary lighting. Curated common space includes open gathering/meeting area with 'dueling' fireplaces, kitchen/meeting/party room, outdoor pavilion, expansive patio, wi-fi, mailboxes, assigned and guest parking. In-building secure Individual storage.

515 N Churton St Unit Ste 307, Hillsborough

1112 Meadowbrook Trl, Hillsborough
$555,000
3 Beds ⋅ 2 Baths ⋅ 10179946 MLS
OFFER DEADLINE Friday 8/21 at noon. Let me tell you 'bout the birds and the bees, and the flowers and the trees, and the moon up above, and a place you'll love! Nestled in between Churton Grove and Fox Hill Farms, this home offers the best of both worlds - super convenient to downtown Hillsborough, but in an incredibly private and peaceful setting. This retreat is almost your own private park with views from the back deck of Stroud's Creek, wildlife visitors, and beautiful plants and flowering trees all around. Enjoy a glass of sweet tea in the gazebo, or stargaze around the firepit, or cozy up on the front porch for the evening firefly show across the way. You can even bring your chickens. And don't forget to invite your human friends too! Plenty of space for entertaining, and the flow of the house is nearly perfect for guests. The kitchen and dining room open to the living room so everyone has a place to sit, and you can send the rowdy crowd on downstairs to the family room! Don't forget hot chocolate by the woodstove on those chilly fall nights. Large bedrooms make all feel like they have plenty of space, and storage options are great - walk-up storage above the detached two-car garage is so helpful! Big ticket maintenance items taken care of in the last few years include roof (2025), HVAC (2024), well and pump (2023), and water heater (2023). Settle in for a place you can truly call home.

1112 Meadowbrook Trl, Hillsborough

2712 Nc 57, Hillsborough
$555,000
3 Beds ⋅ 2 Baths ⋅ 10144989 MLS
This gorgeous, renovated Hillsborough ranch home will be the one home you cannot stop thinking or talking about. The home is situated on a peaceful and serene 5.10 +/- acre lot located in Hillsborough. Home has been completely renovated with new flooring, roof, exterior and interior paint, updated baths, and cool modern lighting fixtures that add a touch of elegance throughout. The inviting kitchen offers the cook ample quartz countertop space for preparing meals with new cabinets and appliances. The oversized laundry room has tons of countertop space, a sink and cabinets to make doing laundry a breeze. Large lot offers ample space to grow a garden, raise animals, or just enjoy the great outdoors with family and friends. Home is located in close proximity to the Hillsborough Historic District restaurants, bars and boutique stores.

2712 Nc 57, Hillsborough

116 Cavendish Ct, Hillsborough
$548,500
4 Beds ⋅ 3 Baths ⋅ 10128817 MLS
Quiet cul-de-saceasy access to the community pool, tennis courts, and walking trails, peaceful living and neighborhood convenience. Move-in ready and full of custom touches. Light-filled foyer that opens to a two-story vaulted family room with a wood-burning fireplace featuring a beautiful masonry surround and detailed molding. The open-concept layout connects the family room to the kitchen. A separate dining room and a cozy breakfast area provide multiple spaces for gathering and entertaining. Features hardwood and laminate flooring throughout the main level & a convenient mudroom with built-ins. Upstairs, you'll find the spacious primary suite with large windows, walk-in closet, and an ensuite bath with a jetted tub, separate shower, and dual vanities. Three additional bedrooms and a bonus room with built-ins, closet, and Juliet balcony offer flexible living options for an office, playroom, or guest space.

116 Cavendish Ct, Hillsborough

730 Sinai Cir, Hillsborough
$545,000
4 Beds ⋅ 3 Baths ⋅ 10134574 MLS
This is an amazing opportunity, don't miss out! Nestled on over 8 serene acres, this stunning 3,370 sq. ft. homes offers space, privacy and the peaceful backdrop of nature. This house has an open floor plan that is loaded with upgrades! The kitchen features white subway tile backsplash, white countertops, whirlpool appliances, an oversized island, white cabinets, so much space for cooking! Breakfast area has built-in cabinets for extra storage. Primary bedroom on the main level with large walk in closet, and spacious ensuite bathroom with dual sinks, plenty of cabinets, and beautiful tiled shower. 3 more bedrooms located on the main level providing easy living. Built-in desk homework area. Also on the mail level is a dream laundry room/mud area that connects to the 2 car garage. The garage has its own minisplit, which makes it a great space for projects, exercise room. On the second floor is a spacious bonus room/game room that includes a half bath. So many options for upstairs. If you need storage there is plenty of walk in storage off the bonus room. Home has a sealed crawlspace.

730 Sinai Cir, Hillsborough

2520 Hardwood Ln, Hillsborough
$545,000
3 Beds ⋅ 2 Baths ⋅ 10130306 MLS
One-of-a-kind property featuring huge 30'x50' heated workshop with extra-tall ceilings and a guest suite complete with kitchen, full bath, office/storage, and private entry. A large garden shed with bonus exercise or craft room overlooks a master gardener's dream landscape filled with colorful bulbs, flowering shrubs, native perennials, and water features including a koi pond. Enjoy the outdoor entertainment area with stone accents, pergola, and fireplace, perfect for gatherings. Inside, the home offers brick and oak floors, granite countertops, bright open spaces, and a primary bedroom/bath with walk-in closet on the main floor. Sunroom, large custom windows, and new skylights scattered throughout the home fill it with natural light, while cathedral ceilings and a built-in wine bar with fridge make the living area a great place to relax. Recent updates include new A/C and furnace (2022), remodeled primary bath (2019), newer stainless appliances, sealed crawlspace with dehumidifier, updated electrical panel (2024), and many other improvements. Koi pond pump replaced in 2025 with protective netting, and the property has been converted to natural gas. Decks and patio areas have been recently maintained, with multiple fenced spaces ideal for pets. A home like this with large outbuildings, a guest suite, and beautiful landscaping details offers a rare combination of utility and character you just don't see very often.

2520 Hardwood Ln, Hillsborough

2204 Becketts Ridge Dr, Hillsborough
$545,000
4 Beds ⋅ 3 Baths ⋅ 10159313 MLS
Welcome Home to your charming 4BR home in the highly sought-after Becketts Ridge community! This bright and airy floor plan features a spacious primary suite with a soaking tub, and a versatile fourth bedroom perfect for a home office or bonus room. Expansive living room with separate Dining room and an eat-in kitchen with breakfast nook overlooking the greenery. Enjoy outdoor living in the large, fenced-in backyard on a private 0.32-acre lot. Perfectly situated for an easy commute with quick access to I-40/I-85, and just minutes from Historic Downtown Hillsborough, the Riverwalk, and local dining. A fantastic opportunity to own in a quiet, established neighborhood. Schedule your showing today! LA has ownership interest.

2204 Becketts Ridge Dr, Hillsborough

3026 Carriage Trl, Hillsborough
$544,150
3 Beds ⋅ 2 Baths ⋅ 10175362 MLS
Location is everything. Discover this three-bedroom ranch style home tucked away in the desirable Strayhorn Hills community in Hillsborough, NC. Set on a generous lot, this property has much to offer. This home is for all the natural light lovers. Multiple skylights through the home to give the warmth from the sun. As well as a cute little loft space, with its own view and hand crafted iron railing. This property features a whole house water filtration system and substantial space inside and out. The HVAC was installed in 2022 and the roof was installed in 2023. NO HOA!! Imagine having your morning coffee on your screened in porch, private back yard patio or walking out of your front door to see the water views. The home presents an excellent opportunity to be private but minutes from everything. Invest in a residence with significant potential in this established area. Welcome to your next chapter in this charming Hillsborough location. Just minutes from downtown Hillsborough, UNC hospitals and campus, Duke Hospitals and campus....

3026 Carriage Trl, Hillsborough

105 Fiori Hill Dr N, Hillsborough
$540,000
3 Beds ⋅ 3 Baths ⋅ 10153383 MLS
Tucked beside Eno River State Park in the highly sought-after Fiori Hill community, this thoughtfully designed Energy Star Certified home offers a rare combination of sustainability, flexibility, connection, and convenience just minutes from downtown Hillsborough. Built by respected local builder Peloquin Construction, this sunny south-facing home lives larger than its square footage with an open-concept design, abundant natural light, and seamless indoor-outdoor flow. The inviting great room features custom built-ins flanking the fireplace, while the spacious kitchen offers a large quartz island, extensive pantry and drawer storage, and gathering space ideal for entertaining or everyday living. What truly sets this property apart is its exceptional lifestyle value. Solar panels with backup battery storage provide remarkably low total gas & electric costs (averaging approximately $65/month in 2025) while maintaining uninterrupted power during outages, including heating, cooling, and EV charging capability. The walk-out lower level with separate entrance, second kitchen, family room, bedroom, and full bath creates outstanding flexibility for multigenerational living, guests, home office needs, or private retreat space. Fiori Hill is more than a neighborhood -- it is a vibrant cohousing-inspired community intentionally designed around connection and shared amenities. Residents enjoy access to the nearby Common House with guest accommodations, gathering spaces, community events, gardens, playground, firepit, and outdoor seating areas. Outdoor enthusiasts will appreciate direct trail connections to the Hillsborough Riverwalk, Historic Occoneechee Speedway Trail, and the Mountains-to-Sea Trail, while downtown Hillsborough's restaurants, shops, arts, and cultural destinations are just minutes away. Triangle SportsPlex and the Passmore Senior Center are also within easy walking distance. For buyers seeking a modern, energy-efficient home with character, purpose, and community -- 105 Fiori Hill offers a lifestyle that is incredibly difficult to replicate anywhere else in the Triangle.

105 Fiori Hill Dr N, Hillsborough

4216 Hope Valley Dr, Hillsborough
$537,500
3 Beds ⋅ 3 Baths ⋅ 10150258 MLS
In the next two weeks you'll watch this home disappear into the wilderness. Tucked in a quiet, private , wooded 2+ acre lot in the popular New Hope Springs neighborhood, this home offers privacy without sacrificing convenience. The location is hard to beat, just 10 minutes to downtown Hillsborough, 20 minutes to downtown Durham, and less than 20 minutes to downtown Chapel Hill. Just 5 minutes off I-40. Inside, the home features quality craftsmanship throughout, with cedar siding, hardwood and tile floors, and high ceilings that give the space an open, comfortable feel. The bright kitchen (with stainless steel appliances) flows naturally into the breakfast area and family room, creating an easy space for everyday living. A separate dining room connects to the formal living room, offering a more traditional layout when you want it. Upstairs, generous bedrooms and large closets round out the interior, while the wooded lot provides a peaceful setting that is increasingly hard to find this close to town.

4216 Hope Valley Dr, Hillsborough

211 Willowbend Ln, Hillsborough
$537,000
4 Beds ⋅ 3 Baths ⋅ 10184684 MLS
Welcome to 211 Willowbend, a beautiful 4-bedroom, 2.5-bath home ideally situated in the charming town of Hillsborough. Boasting tall ceilings, ornate architectural details, and timeless character throughout, this home offers a warm and inviting atmosphere with spacious living areas designed for comfortable everyday living and entertaining. Step outside to a beautifully manicured, fenced backyard, providing the perfect setting for outdoor gatherings, gardening, or simply relaxing in your own private retreat. Conveniently located just minutes from downtown Hillsborough's boutique shops, acclaimed restaurants, parks, and local attractions, this home combines historic charm with modern convenience in one exceptional location.

211 Willowbend Ln, Hillsborough

1208 New Grady Brown School Rd, Hillsborough
$533,500
3 Beds ⋅ 3 Baths ⋅ 10163985 MLS
Private 1.29-acre wooded retreat with protected stream buffer--just minutes to UNC, Duke, and downtown Chapel Hill, with NO city taxes. Tucked into a quiet natural setting in the Grady Brown area, this home offers a rare opportunity to step away from the pace of campus, hospital and work life and return to a setting defined by privacy, nature, and calm. The wooded surroundings and protected stream buffer create a sense of permanence and separation that's increasingly hard to find within a short commute of Chapel Hill and Durham. Inside, the home features an open, functional layout anchored by a beautifully updated kitchen, with light-filled living spaces designed for both everyday comfort and easy hosting. Whether working from home, unwinding after long days, or gathering with friends, the layout supports a seamless, low-friction lifestyle. What truly sets this property apart is how it lives day to day. Enjoy quiet evenings on the covered front porch, surrounded by mature trees and natural privacy, with space to relax and recharge. The setting feels removed from the noise, yet remains highly convenient. Located minutes to historic downtown Hillsborough, you'll have easy access to the Saturday farmers market, Weaver Street Market, Riverwalk Trail, and Occoneechee Mountain State Natural Area--perfect for nearby hiking, scenic summit views, and a quick way to unwind close to home. Thoughtful infrastructure improvements enhance connectivity, water quality, and overall efficiency--providing confidence that the important work has already been done. High-speed internet (Starlink currently in use) supports remote work and modern connectivity. No HOA feel with flexibility, space, and privacy--ideal for those seeking a quieter, more intentional lifestyle within reach of Chapel Hill and Durham. A rare opportunity to own a well-located, private property that balances natural beauty, modern comfort, and everyday living.

1208 New Grady Brown School Rd, Hillsborough

108 Miller Rd, Hillsborough
$531,500
4 Beds ⋅ 3 Baths ⋅ 10153390 MLS
Fully renovated with permits and loaded with high-end upgrades, this exceptional property blends modern systems with incredible indoor and outdoor living spaces. Major improvements provide peace of mind, including a 2023 roof with 50-year architectural shingles, updated electrical & panels, and an additional panel to support the pool and hot tub. A whole-house generator (2024), natural gas, new HVAC system and water heater (2024), and fully updated plumbing ensure efficiency and reliability. A brand-new septic system certified for a 4-bedroom home adds even more value. Inside, the home features fresh paint, smooth ceilings, new LVP flooring, and hardwood floors, plus beautifully remodeled bathrooms with updated fixtures. Both kitchens are equipped with new appliances, offering flexibility for multi-generational living or rental potential. The finished walk-out basement expands the living space, featuring its own split HVAC system (2024), and includes a kitchen, office, guest room, fitness area, and versatile recreation or hobby space. Step outside to a thoughtfully enhanced exterior featuring all-new landscaping, a widened driveway, freshly painted exterior, and a fully fenced backyard. Entertain or relax with four gazebos, a swim spa, hot tub, and an expansive 1,500 SF concrete pad designed to accommodate additional outdoor structures. Three storage sheds, 2 wired, provide ample space for tools and equipment. This 1.46-acre turnkey property offers a rare combination of major system upgrades, flexible living spaces, and resort-style outdoor amenities.

108 Miller Rd, Hillsborough

113 Collins Ave, Hillsborough
$528,000
2 Beds ⋅ 1 Baths ⋅ 10129326 MLS
The Listers will tell you when you should drop everything for a rare bird sighting. So this is your notice: Rara Avis! This sweet little cottage was built in 1901, when roads were dusty and dirt and the surrounding land was farm. Hillsborough has grown up since then, but this little gem still feels quiet and rural, though you can roll/stroll to town, Weaver Street Market, Hillsborough River Walk, the elementary school, and the beloved Village Diner, among many other Hillsborough treasures. This home offers nearly as much outdoor living space as interior, and the yard is chock full of specimen native plants and shrubs, as well as the most charming work studio at the rear of the property. The bedrooms are nicely sized, and the primary includes a sweet little side porch for your morning cuppa. Low maintenance metal roof; gas-pak--2016. Kitchen and bathrooms thoughtfully updated. This may not be a Red-cockaded Woodpecker sighting, but it's nearly as special to call this one home.

113 Collins Ave, Hillsborough

213 S English Hill Ln, Hillsborough
$525,000
3 Beds ⋅ 3 Baths ⋅ 10150228 MLS
GEM OF A HOME in sought after English Hill subdivision, within 5 mins of historical downtown Hillsborough! This beautifully maintained 3BR, 2.5BA home on half-acre lot shines with major recent updates, including 2026 roof, two 2025 heat pumps, fresh interior paint, & new carpet. Timeless architectural details incl crown moldings & arched doorways, plus flexible main-floor office or den. The high-end kitchen renovation (completed approx 10 years ago) features cherry custom cabinetry, quartz countertops, center island, microwave & JennAir 6-burner gas range--ideal for serious cooks. Upstairs, the spacious primary suite boasts a vaulted ceiling for an airy feel. Storage is exceptional with a generous 19x9 walk-in attic. Outdoor living is equally impressive with a 13x6 covered front porch, expansive 12x27 deck, plus an expansive brick patio (15x24 and 14x11), perfect for entertaining. Backyard irrigation keeps the grounds lush & low-maintenance. Enjoy the convenience of being just mins from downtown Hillsborough, close to schools & approx 15 mins to Durham--a prime location with space, updates, & style.

213 S English Hill Ln, Hillsborough

825 Latimer St, Hillsborough
$525,000
4 Beds ⋅ 3 Baths ⋅ 10155973 MLS
Welcome to your private retreat in Hillsborough! Situated on 0.75 acres just minutes from downtown, this 4-bedroom, 3-bath home offers 2,215 square feet of comfortable and versatile living space. Recent updates include tasteful LVP flooring and fresh interior paint in 2023, along with a new, 20 year roof in 2022. The home is filled with bright, natural light and features a spacious primary suite with a large bathroom and walk-in closets. Enjoy year-round relaxation in the beautiful sunroom or step outside to the recently updated deck, complete with an electric awning for added comfort. The large, fenced-in backyard is perfect for entertaining, pets, or play, and features a cozy fire pit for relaxing evenings outdoors. The property also includes a versatile main outbuilding featuring an updated half bath plus additional storage above--perfect for a man-cave, she-shed, home office, or private guest space. A second outbuilding provides ample storage for all your tools and toys. This unique property offers space, flexibility, and convenience in a highly desirable location. Don't miss it! This opportunity won't last long.

825 Latimer St, Hillsborough

743 Lorentello Cir, Hillsborough
$520,000
3 Beds ⋅ 3 Baths ⋅ 10128084 MLS
***PRICE ADJUSTMENT!!** You'll love this wonderful home in the popular Fiori Hill pocket neighborhood! Featuring 3 bedrooms, 2.5 baths, and an unfinished basement with room to grow! Beautiful hardwood floors throughout create a seamless flow. Craftsman-style trim details and top-down bottom-up blinds add thoughtful touches! The living room with a gas fireplace opens to the dining area and kitchen, complete with quartz counters, pantry & stainless appliances. A bright breakfast area which is also perfect for a home office offers access to the deck with peaceful wooded views! The main-level primary suite features a vaulted ceiling, walk-in closet & private bath with dual vanity and a large tiled walk-in shower. Upstairs, both secondary bedrooms have vaulted ceilings, one with a double closet and the other with a walk-in closet & share a full hall bath, plus access to two additional storage closets! The 885 sq ft unfinished basement is insulated and ready for expansion to fit your needs, with a walkout to the patio, fenced yard & wooded views backing to neighborhood trails to walk to town! Two assigned parking spaces are located right in front of the home for added convenience! Community highlights include a Common House with wraparound porch, guest bedrooms, coworking space & a firepit patio; a fenced community garden with raised beds and shed; and woodland trail connections to the Eno River State Park, Occoneechee Speedway, Mountains-to-Sea Trail, and Riverwalk. Enjoy multiple gathering spaces such as Southern Green, Lorentello Park & the Common House backyard with gazebo and firepit. Ample guest parking and convenient access to the Orange County Sportsplex and downtown Hillsborough make this location ideal! In addition, our preferred lender is offering up to 1% in lender credit, which can be applied toward closing costs or to help reduce the interest rate.

743 Lorentello Cir, Hillsborough

2317 Stagecoach Dr, Hillsborough
$520,000
3 Beds ⋅ 2 Baths ⋅ 10158724 MLS
Timeless charm meets modern living on 1.1 private acres in the heart of Hillsborough. Nestled in the coveted Strayhorn Hills community, this meticulously maintained 3-bedroom, 2-bath residence offers a rare combination of classic character, prime location, and NO HOA. Beautifully preserved since 1977, this lovingly cared-for home spans 2174 square feet of elegant living space that effortlessly blends warmth and sophistication. Gather around the fireplace for intimate evenings, or embrace the art of outdoor living across an impressive collection of private spaces -- a sunroom, open deck, sweeping balcony, and gracious front porch -- all embraced by the privacy and serenity that only acreage can provide. Perfectly positioned with effortless access to downtown Hillsborough, Chapel Hill, and the Research Triangle, this is the lifestyle opportunity you've been waiting for. Schedule your private showing today -- homes of this caliber simply don't last.

2317 Stagecoach Dr, Hillsborough

707 Sinai Cir, Hillsborough
$518,000
3 Beds ⋅ 2 Baths ⋅ 10130299 MLS
Welcome home to this charming Cape Cod style home on 1.84 acres! Inviting floorplan offering one level living with dedicated stairs leading to over 1300 sq feet of fully floored unfinished space on second level - fantastic for storage or expansion potential. Covered front porch, huge composite back deck overlooking private tree-lined back yard. Hardwood floors throughout, kitchen with stainless appliances and bar seating open to large living and dining areas. Gas log fireplace. Crown molding, recessed lighting, 2'' blinds. Primary bedroom with tile shower and large walk-in closet. Two outbuildings - one office/clubhouse with LVP floor, and metal roof Home is fully accessible to wheelchair users. Spectrum high speed internet available. Fantastic location just around the way from Lake Orange. Under 15 minutes to downtown Hillsborough, 30 minutes to Durham or Chapel Hill.

707 Sinai Cir, Hillsborough

440 Monarda Way, Hillsborough
$510,000
3 Beds ⋅ 3 Baths ⋅ 10144946 MLS
Step into a light-filled two-story end unit within the Waterstone community: 3 BR, 2.5 BTH. The main level features a generous open layout, a first floor primary bedroom, zero carpet throughout and stunning oversized windows with custom treatments. Upstairs you'll find two additional bedrooms, a loft space and ample storage — ideal for a workspace or guest retreat. The chef's kitchen features beautiful cabinetry, gas cooktop, wall oven/microwave combo, and upgrades throughout offer quality and distinction. Outdoors, the setting feels private with a wooded backyard view. This home offers modern construction, energy efficient zoned heating & cooling, and the ease of a low-maintenance townhouse lifestyle. (Some pictures are virtually staged to show potential)

440 Monarda Way, Hillsborough

2415 Sunnyfield Ct, Hillsborough
$510,000
3 Beds ⋅ 3 Baths ⋅ 10165774 MLS
A truly unique home set on over 1 acre in a peaceful neighborhood setting. This is one you don't want to miss. Enjoy the freedom of country-style living, with room for chickens or goats, all while being just minutes from downtown Hillsborough, Chapel Hill, and Carrboro. A welcoming front porch sets the tone, while inside you'll find a functional layout featuring both a family room and separate living room, office or flex space, offering flexibility for everyday living and entertaining. The sunroom overlooks a large stone patio and serene backyard, creating a peaceful space to relax and enjoy the natural surroundings year-round. Outside, the property continues to impress with a koi pond, established low-maintenance perennial gardens, and beautiful old-growth oak trees that provide shade and character. The primary suite is located on the main level and features French doors, abundant natural light, and a private full bath with a tub. Upstairs, two additional bedrooms each offer dual closets and great natural light, along with a full bath featuring dual sinks and a tub. Vaulted ceilings and skylights enhance the open, airy feel, while crown molding, and fresh paint add a polished finish throughout. Additional features include a 1-car garage with a new door (2025). Recent updates provide peace of mind, including two brand new HVAC systems (Sept 2025 & March 2026), HardiePlank siding (2024), and a new well pump (2024) and water filtration system (Jan 2026). Enjoy the lifestyle this location offers, with great road biking nearby, easy access to local favorites like Maple View Farm Ice Cream and incredible stargazing at night thanks to the peaceful surroundings.

2415 Sunnyfield Ct, Hillsborough

104 Pond Hawk Path, Hillsborough
$505,990
4 Beds ⋅ 3 Baths ⋅ 10151386 MLS
Welcome to 104 Pond Hawk Path at Collins Ridge in the historic and picturesque town of Hillsborough, NC! The Hanover features 4 bedrooms, 2.5 bathrooms, and 2,804 SF of living space. Nestled in the historic, and picturesque town of Hillsborough, NC, Collins Ridge's new phase showcases ten single family floorplans that offer front and rear-load garages, one to two-stories and start from 1,764 sq. ft. Residents can take advantage of multiple resort-style amenities including a salt-water pool, a clubhouse with a fitness center functioning kitchen and meeting room, two tennis courts that double as pickleball courts, a dog park, walking trails, and playgrounds. Collins Ridge is within a half mile walk from Downtown Hillsborough, while also offering quick access to I-85 and I-40, both within 2 miles away. Close to UNC Chapel Hill, Duke University, Research Triangle Park, The Streets at Southpoint, and the well-known Eno River State Park, Collins Ridge provides a wonderful mix of convenience, adventure, and historic charm. Our Sales Team is taking appointments from the community clubhouse. Contact us today to schedule yours! *Pictures are for representational purposes only*

104 Pond Hawk Path, Hillsborough

7504 Dodsons Xrd, Hillsborough
$500,000
3 Beds ⋅ 3 Baths ⋅ 10167990 MLS ⋅ A.P. Cates House BLDG.
Significant Price Reduction! Look carefully at the A.P. Cates house report below. From this and other documents it is believed that the original log cabin was built in the late 1700s. This is an unusual and beautiful house, beginning as a log cabin in the late 1700s-early 1800s. It is listed in the 1891 map of Orange County as a place of significance. The reason we have listed the Square Footage of this house as ''estimated'' is that the upper 4 rooms, which are comfortable and have been continuously occupied since their construction, are slightly less than 7 feet in height, violating the NCREC rules for livable space, but there are legitimate exceptions for historic properties, and we believe this house certainly qualifies. A complete sketch of the house is included in Docs. This is a lovely place, with a stately practical old house which wanders from century to century on over five acres of open fields and gardens, 5-6 useful outbuildings strung like a necklace through the land, old trees, a fenced orchard of apples, pears and plums, a deep sense of place. When you enter the driveway it feels like a real homestead. The house: graced with multiple porches and decks, four exits, 8 rooms, wooden floors, good views from all the windows, a root cellar lined with brick and stone, two sets of stairs from two different centuries. A small ballroom and the original notched-log front room with red logs and white chinking. Graceful and rambling and filled with surprises. The outbuildings (all are wood-sided): Workshop, tool room, chicken house with run, handsome wooden carport, storage shed, large 37X18 two-story red barn. The former owners bought the farm in 1989 and lived here comfortably until 2026. The house shows their care and attention. Please come and visit. You might just fall in love. Old Log: A.P. Cates House Water, Tories, Marriage, and Babies Deed records in Hillsborough show that Maj. Thomas Lloyd (c.1715-1792) secured a large land grant east of Pickard Mountain in 1757. This was one of many Orange County tracts he and his eldest son Stephen Lloyd received from the Earl of Granville prior to the American Revolution. Among the family's holdings lay a parcel deeded to Frederick Lloyd (1752-1808), a second son of the major, whose claim was verified by the newly independent state of North Carolina in 1790. This parcel holds a spring that is the headwater of Morgan Creek. Old Log cabin sits thirty paces above this fountainhead. Major Lloyd was an arch Tory, but his son was not. The major enforced Governor Tryon's law during the Regulation (1768-1771) as Orange County sheriff and magistrate, and he oversaw the building of the county jail meant to restore order on the frontier. He assisted Edmund Fanning's royalist militia during the really big rebellion of 1776-1781. He subsequently feared land confiscation for his loyalty to the crown. (https://www.ncpedia.org/biography/lloyd-or-loyd-loyde ). He was alive, but very old and politically out of favor, when Frederick's deed was registered in 1790 based on a 1763 survey. The fact that Frederick Lloyd has a DAR tag (A207437; per https//geni.com) indicates that he enlisted as a Patriot. If he lived on his registered parcel in 1795, then it is likely that his son Frederick, Jr. (1795-1888) was born in the Old Log cabin, with generations following. Mary Elizabeth Lloyd (1834-1922), great-grand-daughter of Major Thomas Lloyd, married Anderson P. Cates (1834-1911) in 1861. They were neighbors. He enlisted in the CSA and survived the Civil War. She bore him ''at least nine children.'' Thus, the A.P. Cates house on the 1891 Orange County map is their home. Modern address: 7504 Dodson's Crossroad.

7504 Dodsons Xrd, Hillsborough

7114 Guess Rd, Hillsborough
$500,000
4 Beds ⋅ 3 Baths ⋅ 10153719 MLS
Back on the market due to no fault to the seller. Home inspection shows this house is in GREAT SHAPE, plus most items noted fixed! Literally move in ready! Beautiful brick colonial 2 story home on serene 1.68 acres! This well maintained 4BR/2.5BA home w/ an attached carport & detached workshop has so much to offer! The main floor is perfectly organized for a family to enjoy being at home together without being on top of each other. It includes hardwood floors throughout a large den w/ brick fireplace, stunning updated kitchen, dining room, spacious living room, & private corner office. Nice updated hallway bathroom. The upstairs offers 4 large bedrooms with a laundry closet at the end of the hall, making keeping up with the kids easy! The huge primary bedroom has a gorgeous bathroom with radiant heat flooring & a walk-in shower! Outside you can enjoy the incredible views from the covered front porch outside. Plenty of room for the dogs & kids to run in this lush yard! Tend to the garden out back. Produce your own eggs using the nicest chicken coop you've ever laid eyes on! Lots of storage for your tools between the carport utility room & finished workshop! The custom arched door on the carport utility room will make your neighbors jealous! The wired workshop is a craftsman's dream, upfitted to be capable of running any tool you could ever need (including a generator plug & 200 amp automatic transfer panel/switch)! With a picturesque setting in such a convenient location (just minutes from Durham or Hillsborough), what more could you want from your next home?!!

7114 Guess Rd, Hillsborough

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