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$3,625,000
4 Beds 6 Baths 2537987 MLS CLOSED Status
Welcome to 131 Winsome Lane! This exquisite farmhouse is a true treasure nestled on 34 acres in the highly sought-after Chapel Hill schools district. The original part of the house was built in 1854, with Heart pine flooring found throughout the original part of the home. This historic gem has been meticulously preserved, boasting a timeless charm that is sure to captivate. With a newly constructed horse barn, offering the perfect combination of elegance and functionality for horse enthusiasts. Imagine warm summer nights relaxing by the outdoor luxury pool, or painting the stunning surrounding scenery in the spacious art studio. This stunning property offers the perfect blend of modern amenities and classic elegance. The beautifully landscaped grounds surrounding the farmhouse create an idyllic setting, showcasing the stunning natural beauty of the area. The outdoor areas surrounding the stables are beautifully landscaped providing a picturesque setting for horse enthusiasts and nature lovers. Imagine waking up to the breathtaking views and enjoying the peaceful serenity of 131 Winsome Lane.

131 Winsome Ln, Chapel Hill

$750,000
6 Beds 7 Baths 10130212 MLS ACTIVE Status
Incredible Investment Opportunity in Chapel Hill! This spacious DUPLEX built in 2025 features a total of 6 bedrooms, 5 full bathrooms, and 2 half baths, offering exceptional flexibility for multi-generational living, rental income, or owner-occupancy with supplemental income. One unit has a comfortable 3 bedroom/3.5 bathroom layout, designed for modern living with open floor plans, generous natural light, and well-appointed kitchen. The other unit just slightly smaller with 3 bedrooms, 2.5 bathrooms. Primary bedroom on the main level with en-suite. Each bedroom has its own full bathroom on the larger side A. Enjoy private outdoor space, ample parking, and a convenient location just minutes from shopping, dining, and entertainment, and Bus line D. Smaller side B has a fence. Whether you're a savvy investor or a buyer looking for versatility and location, this rare duplex offers both comfort and long-term value. No HOA.

255 Erwin Rd Unit A/b, Chapel Hill

$2,499,900
10158215 MLS ACTIVE Status
Discover this rare investment opportunity: 89+/- acres perfectly positioned only 10 miles from downtown Chapel Hill. The front 33+/- acres features harvest-ready pines that have completed their second thinning, while the back 56+/- acres was clear-cut and replanted around 2017, setting the stage for future timber value. Whether you're seeking a solid timber investment tract or a large-lot residential development, this property delivers. Current Agriculture Residential zoning allows a minimum lot size of 40,000 sq ft. Well and Septic needed. The land is enrolled in the Present Use Value timber program, providing the benefit of deferred taxes; a status the future buyer may choose to maintain. Buyers opting out of re-enrollment should note responsibility for three years of rollback taxes, interest, and full property taxes going forward. Note the tax bill reflects the assessed value for being in the timber program. Don't miss this versatile acreage with built-in timber income and long-term development potential.

01 Collins Mountain Rd, Chapel Hill

$1,070,000
3 Beds 5 Baths 2530917 MLS CLOSED Status
Truly an oasis between Durham and Chapel Hill. Custom built home has open floorplan with washed oak floors, spectacular ceiling vaults and gorgeous views of neighboring pond. Pretty kitchen & family room with FP open onto large deck. Main level suite connects with the cypress paneled study. Two upstairs BR suites plus studio/bonus with adjacent bath and back stair access. Updates include: 2 Heat Pumps (2023); State approved septic system (2023); Exterior paint (2021); Skylights (2021); Architectural shingle roof (2019); Gas Propane Generator (2015; restructured panel box 2023). LP gas generator is sized for future outdoor kitchen. Two wells: main (80GPM) serves residence; second (4GPM) serves barn (formerly part of the property) and is back up for the house. Two E hot h2o: 5G for main level BR; 80G for house.

5312 Farrington Rd, Chapel Hill

$908,000
3 Beds 4 Baths 10046137 MLS CLOSED Status
Unleash your creativity and envision the endless possibilities for this charming brick home nestled on 5 acres, just minutes away from UNC anddowntown Carrboro! Step inside and be captivated by the timeless elegance of this two-story masterpiece adorned with exquisite hardwoodfloors and a grand central hall staircase boasting enchanting details. Entertain guests in style within the formal living and dining rooms,showcasing impeccable wainscoting and crown molding. The spacious family room exudes warmth and character with its reclaimed 1800's hand-hewn wood beams sourced from Virginia, complemented by pine plank flooring and historic reclaimed bricks enveloping the wood-burningfireplace. Retreat to the comfort of the first-floor bedroom complete with a full bath for added convenience. Upstairs, indulge in the luxuriousprimary bedroom featuring a walk-in closet, expansive dressing room, and a lavish ensuite bath, with access to a flat roof that once served as abalcony. Discover two additional generously sized bedrooms upstairs, along with a versatile office or nursery space. Venture downstairs to thewalk-out basement, offering a potential apartment, workshop, pet spa, and recreation room - the perfect canvas for customization. With no HOArestrictions, let your imagination run wild as you embark on this renovation journey. Seize the chance to bring your vision to life and create thehome of your dreams!

3019 Jones Ferry Rd, Chapel Hill

$825,000
5 Beds 6 Baths 10019645 MLS CLOSED Status
A home with modern amenities in a neighborhood drenched with timeless elegance. This home offers a rare opportunity to embrace a lifestyle of comfort in the heart of Chapel Hill. 500 Pine Bluff Trail sits on the edge of the Westwood neighborhood. Nestled within this thoughtfully designed neighborhood, this transitional style home embodies warmth and sophistication. Natural light floods the two story foyer through expansive windows, leading you to the heart of the home- the living room. Designed for spacious gatherings, the living room features panoramic views of the backyard, framed by four large windows. Large arched entries allow gatherings to flow easily from room to room. The newly updated kitchen features stainless steel Whirlpool appliances that 'pop' against its medium stained cherry cabinetry. Modern and Classic blend nicely with new glass pendant lighting that frames new quartz countertops. The kitchen sink window offers a serene backdrop for everyday tasks. With three pantries for ample storage and a dining room just steps away, this space effortlessly blends functionality with easy style. Unwind in the Primary main floor bedroom, featuring large windows and a transom window for an abundance of gentle natural light. Two walk-in closets offer ample storage, while the ensuite bathroom indulges with a custom shower, double vanity, and chic tile accents. Upstairs, three additional bedrooms boast ensuite updated bathrooms, each bedroom adorned with new carpeting and paint. The upstairs bonus room is a versatile haven & ideal for an au pair suite or private retreat. Complete with an ensuite bath and laundry facilities, this secluded room offers endless possibilities, from a media room to a home office; even your guests will appreciate the convenience & privacy of its own entrance. This room also functions as the home's fifth bedroom. From the newly updated powder room to the utility room with vinyl plank flooring and ample storage, every detail has been thoughtfully considered. Whether it's an area for a convenient folding station or the spacious 2 car garage, this home seamlessly combines elegance with functionality at every turn. Enjoy two covered porches where gentle breezes create an ambiance of serenity. The L-Shaped front porch invites all. The rear porch invites you to experience the true essence of tranquil living and can be easily screened. Whether you're enjoying a meal with family or simply savoring a quiet moment, this space is one for memory-making. The quiet neighborhood of Westwood provides an opportunity to enjoy life in the Historic District of Chapel Hill. Whether it's a convenient quick trip up the road to UNC's campus, strolling around the neighborhood on it's wide meandering streets, or enjoying a delicious Southern style sandwich at nearby Merritt's Grill, 500 Pine Bluff Trail will embrace all your adventures and dreams.

500 Pine Bluff Trl, Chapel Hill

$650,000
3 Beds 3 Baths 2532030 MLS CLOSED Status
Stunning mid-century modern home nestled high above the heart of Chapel Hill! You won't find a more incredible view from your front porch! Bamboo floors & lofty 10ft ceilings throughout this thoughtfully designed open atmosphere where natural light abounds. The kitchen boasts a gorgeous 12ft solid wood bar, penny tile backsplash, SS appliances, gas range, & pantry. Sleek high-end designer finishes unite a perfect blend of contemporary style & luxury. Main level features a cozy sitting room w/ fireplace, spacious dining area, & main living room with access to a covered back patio. Follow the open cable railing staircase to discover the primary suite & two additional bedrooms with vaulted ceilings & great views. Low maintenance landscaping, fenced backyard & garden beds create an enjoyable outdoor experience. Located near UNC campus, Umstead Park, & Bolin Creek Bike Trail. Walk to FlyLeaf bookstore, restaurants, bus stop & other popular destinations! Home offers the perfect blend of convenience & tranquility. Built to Silver Level LEED standards, ensuring energy efficiency & sustainability. Home Sweet Home!

223 Greene St, Chapel Hill

$431,200
3 Beds 2 Baths 10054359 MLS CLOSED Status
Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled on a serene 1.67-acre lot in the heart of Chapel Hill. This property offers a perfect blend of modern updates and classic charm, with tasteful finishes throughout. Step inside to an inviting living area, ideal for relaxing or entertaining. The kitchen has been thoughtfully renovated, featuring stylish cabinetry, butcher's block counters, stainless steel appliances, and plenty of counter space. The bedrooms are generously sized, providing ample natural light and comfort. The outdoor space is a true retreat—enjoy the expansive lot with mature trees, offering privacy and room for gardening, recreation, or whatever you desire. A 20x20 workshop for all your crafty or DIY ideas to come to life in, with an additional detached storage building ready to help organize your outdoor toys. This home provides a peaceful setting while still being close to local amenities, schools, and the vibrant community life of Chapel Hill. Don't miss this opportunity to own a piece of tranquility in a prime location!

4019 Oak Hill Rd, Chapel Hill

$285,000
2 Beds 1 Baths 10159196 MLS CLOSED Status
Rare Opportunity to Build Your Dream Home in Carrboro! Discover the potential of this beautiful 2.3-acre property located on desirable Jones Ferry Road. Offering a unique combination of space, privacy, and location, this property provides the perfect setting to create your custom dream home in one of the most sought-after areas in the Triangle. An existing home is currently on the property, but the true value lies in the land and its exceptional homesite potential. Enjoy the convenience of being just minutes from downtown Carrboro and Chapel Hill, with easy access to shopping, dining, and major roadways. Large acreage properties in this location are increasingly rare--don't miss this opportunity to bring your vision to life in a prime Carrboro setting.

718 Jones Ferry Rd, Chapel Hill

$970,000
4 Beds 4 Baths 10102227 MLS CLOSED Status
**Back on the market with multiple significant updates!** This home now features a brand-new roof (not just repaired), offering long-term durability and peace of mind for the next owner. A designated NC Modernist gem on 4 private acres in the heart of Chapel Hill. This artisan-crafted home is a rare blend of architecture, light, and landscape—surrounded by mature forest and curated gardens. The open-concept layout is ideal for entertaining, anchored by a thoughtfully designed cook's kitchen with multiple work zones. A stunning home office or creative studio offers the ultimate live/work flexibility. Upstairs guest suite with separate entrance and full bath provides privacy for visitors. Every inch of this home is filled with thoughtful, artistic detail and bathed in light. Be sure to view the full photo gallery and video tour—this one is truly a rare find.

2306 Damascus Church Rd, Chapel Hill

$760,000
3 Beds 3 Baths 10149365 MLS ACTIVE Status
Tucked away on nearly 4 private acres in the highly sought-after Chapel Hill area, this custom-built 2016 ranch home is truly something special. This beautifully crafted 1.5-story brick home, accented with stone and board-and-batten details, welcomes you with a charming covered front porch and a peaceful screened-in porch out back--perfect spots to relax and take in the serene surroundings. Inside, you'll love the thoughtful, easy-flow layout. The spacious primary suite is conveniently located on the main level, along with two additional bedrooms, a private front office, and elegant formal entry, dining, and living spaces--ideal for both everyday living and entertaining. Coming in from the garage, you're greeted by a practical drop zone and utility area with a sink, plus rear stairs leading to an expansive bonus/media room. Whether you envision movie nights, hobbies, a playroom, or your own personal retreat, this flexible space is ready to fit your lifestyle. Stroll up the charming garden path to the front entrance and step into refined interior details throughout--heavy trim accents, handsome window casements, a stunning 12-foot coffered ceiling in the great room, and a striking stone fireplace that anchors the space with warmth and character. This home blends comfort, craftsmanship, and privacy in a truly beautiful setting. Located just minutes from shopping, dining, and major conveniences, 121 Freedom Trail offers the lifestyle buyers are searching for in Chapel Hill.

121 Freedom Trl, Chapel Hill

$775,000
3 Beds 3 Baths 10161935 MLS CLOSED Status
If ever there was a property that INVITED you to DREAM, CREATE and EVOLVE, this is it. Perfectly tucked into the Chatham County countryside, this 10.01 acre CHAPEL HILL addressed paradise is near it all but far enough away to make the hustle and bustle of everyday life just melt away. This POST & BEAM beauty with METAL roof, VAULTED living space and Primary Bedroom downstairs makes a super strong case to just never leave. The brilliance, beauty and warmth of the light-filled TIMBER structure and hardwood floors inside is a direct reflection of the hardwood trees outside while the gardens and plantings seem to reach out and give the property one of the sweetest hugs you might ever imagine. A grand walkout deck perfect for GRILLIN' and CHILLIN' is situated near the luxe kitchen (that comes complete with an AGA range) will get your grilling/smoking juices flowing. Idyllic BIRDSONG enhances this paradise, transforming it into a sanctuary for all who visit. So. Are you craving your very own floral farm side hustle with the amazing peonies, hydrangea, azaleas, iris and lamb's ear that fill in the visual landscape? Maybe CHICKENS are your thing? They're here too (and can convey!). Perhaps you want to horse around or just want a bona-fide reason to finally throw down for that tractor, GATOR or zero-turn mower? Problem solved. Or how about cutting your teeth with FRUIT TREE farming with trees and bushes that already produce (peaches, figs, NECTARINES, plums, apples, cherries, persimmons, blueberries--see document for the full lineup)? Can there even be more? Yep. How about a detached 2-car Garage with workshop space to fix, well, just about anything PLUS a separate 590 sf of flex space above that comes complete with a KITCHENETTE and bathroom perfect for creating an exercise studio fit for a land BARON/BARONESS or a remote ''satellite'' office or a place to camp out those Southern Living magazine folks for their article site visit on your victorious victory gardens or whatever. Come see for yourself--I'm betting you'll be glad you did.

241 Windsor Rd, Chapel Hill

$1,600,000
7 Beds 5 Baths 10146655 MLS CLOSED Status Paulsen House BLDG.
Just 1 block from the UNC Chapel Hill campus and in the heart of the Cameron-McCauley Historic District, this colonial-revival home exudes historical character, charm, and offers an endless list of features. Covered porches welcome you on 3 sides and multiple dormers accent the clapboard-sided exterior. This 5 bedroom/3 bath home has a renovated interior and is currently configured as a 2-story single family residence with 2 attached rental apartments on the main floor (each apartment has 1 bedroom/1 bath). Remodeled kitchen and baths in the main house (done in 2016) including a gorgeous primary bath complete with tile floor, double vanity, stand-alone tub and shower. Hardwood floors throughout, true divided-light leaded glass windows, vintage moldings, trim, and door hardware compliment the historic features. A cozy office is perfect for private virtual meetings with built-in bookshelves and a desk of 200+ year-old wood. Outdoor entertaining is easy with ample parking, an oversized stone patio and firepit, as well as a tree house in the fenced rear yard. A 2-car detached garage makes a great workshop and offers a spacious storage attic. New roof ('25) and exterior paint ('25). Apartments provide great rental income to offset your mortgage or expenses! This is the perfect opportunity to live in the heart of town, and enjoy everything Chapel Hill has to offer!

405 Ransom St, Chapel Hill

$2,500,813
5 Beds 6 Baths 2523986 MLS CLOSED Status
Brand new construction! This exquisite home is a buyer’s dream. Beautifully constructed by renowned builder, Scott Daves, who genuinely cares about every detail. Set in nearly 6 wooded acres of tranquility and only 5 min. walk to Duke Forest. Primary bedroom plus office/extra bedroom downstairs. All top-of-the-line Thermador appliances, phantom screened-in porch, whole house generator, two laundry rooms, a rec room upstairs and more. Gourmet kitchen w/48” Thermador refrigerator and 48” Thermador dual fuel range, wine refrigerator, and extra-large pantry. The house has been certified as energy efficient with energy star appliances and high efficiency windows. Plus climate controlled 3-car garage w/electric car plug. This special home won’t last long on the market – come and see before it’s gone! Note: since this is new construction the square footage was based on the architectural plans and could vary slightly

3825 Whitfield Rd, Chapel Hill

$750,000
3 Beds 4 Baths 10127938 MLS CLOSED Status
Tucked at the end of a meandering gravel lane, this custom wood home sits gracefully on nearly four pristine acres—a serene retreat between Chapel Hill and Pittsboro where nature and comfort coexist beautifully. As Fall unfolds, imagine cozy mornings on your screened porch, surrounded by the gentle hush of the woods and the glow of morning light filtering through the trees. Come Spring and Summer, your days will unfold by the gorgeous new Topaz-blue inground pool—the perfect spot to float your cares away, entertain friends, or simply bask in the sun surrounded by daylilies and lush woodland views. Step inside and you'll feel the thoughtful craftsmanship everywhere—rich hardwood floors, elegant dental crown molding, and architectural arches that give every space a sense of quiet sophistication. The heart of the home features an inviting living room with an elegant fireplace and oversized windows framing your private butterfly garden views. The kitchen is a cook's dream with a large working island, quartz counters, and premium stainless appliances including LG double convection ovens and a 5-burner cooktop. A built-in desk makes managing life's details easy, while the adjacent family room—with its floor-to-ceiling brick fireplace and French doors to the screened porch—sets the stage for both grand gatherings and peaceful evenings. Your main-floor primary suite is a true retreat, with French door access to the screened porch and a stunning brand new spa-inspired bath featuring a soaking tub, separate shower, and generous walk-in closet. Upstairs, you'll find two additional bedrooms and a spacious loft overlooking the Family room. The versatile bonus suite above the garage includes a full bath, mini kitchen, and walk-in closet—ideal for guests, a home office, or au pair quarters. Outside, explore your own botanical wonderland filled with peonies, irises, roses, hydrangeas, and vibrant pollinator gardens that attract cardinals, woodpeckers, and owls. Stroll along flagstone paths beneath a Japanese maple, tend to your raised beds, or relax on the full-length front porch while the sun filters through the trees. This isn't just a home—it's a lifestyle. Designed for those who cherish privacy, nature, and a sense of refined ease, 139 Trillium offers the rare gift of retreating into your own wooded sanctuary without giving up the convenience of town.

139 Trillium Pl, Chapel Hill

$500,000
3 Beds 2 Baths 10125109 MLS CLOSED Status
Longing for an idyllic woodland sanctuary? This modern home with rustic charm is situated on a sprawling five-acre lot. Large decks and patios surround the home and provide space for both intimate and large gatherings.The brick floor and skylights in the rear sunroom will warm your feet as you cozy up with a book. Gaze out over your huge private yard where you and your friends and family can enjoy nature, wildlife, a fire pit, and even lawn games. Indoors the vaulted ceilings in the living room bring a spacious feel, and the wood-burning stove adds visual appeal and plenty of extra warmth if needed. The warmth of wood throughout the home adds to the outdoorsy charm, with a beautiful view from every window! The primary bedroom is downstairs and has its own entrance to a small covered patio. Upstairs are two additional bedrooms and a bathroom. One bedroom has a covered balcony, and the other has a large closet with access to additional attic storage. Either room would make a great home office, and high speed internet is available for those that work from home. Big outdoor projects are no problem, as the large gravel driveway can hold many vehicles, and there is a carport for your use if you desire. The lighted shed is large enough to use as a workshop. Set up your personal homestead with a fenced in garden area and even a chicken coop! Heading out for a meal or shopping? In addition to the stores and restaurants at White Cross and 54, you are centrally located and have choices. This home is under 20 minutes to Chapel Hill and Carrboro, under 20 minutes to Saxapahaw, and under 30 minutes to Pittsboro and Hillsborough. You are less than an hour from Durham, Raleigh, and Greensboro so have many choices for fine dining, museums and performing arts within driving distance. This home is zoned for Orange County Schools. Hot water heater replaced 2021, new well pump 2021, new well pressure tank 2025, new roof 2025, gravel driveway regraded and refreshed 2025, interior paint 2025.

279 Box Turtle Trl, Chapel Hill

$950,000
9 Beds 8 Baths 10159495 MLS ACTIVE Status
Prime Chapel Hill location on a generous 1.79-acre lot, offered as-is and just minutes to UNC, downtown, and the dining and shops along Franklin Street. Ideally situated on highly desirable Purefoy Road near Merritt's Grill, this property presents a rare opportunity for investors, builders, or buyers ready to renovate or reimagine. Originally built in 1937, portions of the individual units have been updated over time; however, most are in need of full renovation. The property includes two structures -- one building with two units and a second with six units -- offering multiple bedrooms and flexible living spaces suited to a variety of uses. Set amid mature surroundings, the expansive lot offers both privacy and exceptional redevelopment potential, including a possible teardown and custom multi-unit rebuild. Enjoy convenient access to transit, campus, and major corridors--an outstanding opportunity in one of Chapel Hill's most sought-after locations.

210 Purefoy Rd Unit 1-6 And A&B, Chapel Hill

$555,000
3 Beds 2 Baths 10074951 MLS CLOSED Status
Charming Home on 5+ Acres in Chapel Hill - Private & Updated! Nestled on a secluded 5.12-acre lot in Chapel Hill, this charming home offers the perfect blend of privacy and modern updates! Built in 1976, the property is tucked away on a private road with a private driveway, ensuring a peaceful retreat while still being conveniently located. Recent updates make this home move-in ready, including a brand-new roof, a beautifully renovated kitchen, and an updated upstairs bathroom! Whether you're looking to enjoy the serene natural surroundings, entertain guests, or simply relax in your own private oasis, this property has it all. Property is being sold as-is. Don't miss this rare opportunity to own a secluded, beautiful home in Chapel Hill! Schedule your showing today! DIRECTIONS - do not use Google Maps for driving directions; they are incorrect. Please obtain driving directions from your agent.

810 Mountain Creek Rd, Chapel Hill

$463,000
3 Beds 3 Baths 2538645 MLS CLOSED Status
Minutes to downtown Chapel Hill, shops, restaurants, movies, and the dog park! This Highland Forest beauty is situated on a relatively flat lot with lots of usable yard space for parking, gardening, bird watching and more. The exterior has been updated with low maintenance vinyl siding. Inside there are Bruce hardwoods in the living room, foyer, dining room and eat-in kitchen. Your favorite room in the house will be the sunroom with slider windows to enjoy open air or closed like a solarium for your house plants (included in sq ft. of house w gas heater and AC from the house). A cooks kitchen awaits with a new 5 burner gas range, Bosch dishwasher, Island cart for more cooking space, and granite tops on counters, island and storage built in. There is a ½ bath downstairs for guests. Upstairs there are 3 bedrooms, and 2 full baths. The primary bath has been modified to have a walk shower with tile surround, tile floors, quartz tops and new lights. The hall bath has updated lighting and quartz tops. 1 car garage. Small fenced areas can stay or go away. Chapel Hill address with Chatham County Taxes

807 Highland Trl, Chapel Hill

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 .