Pittsboro, NC Homes

/48
Est $393,031

Not Listed For Sale

607 Millbrook Dr, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 2008
607 Millbrook Dr, Pittsboro, NC 27312

Last Sold Summary
- 41 Days On Market
Last Listing Agent Cat Kearns RE/MAX United

/32
$525,000

New Construction Pending
- 3 Beds
- 3.5 Baths
- 2,294 Sq Ft
53 Hollow Way, Pittsboro, NC 27312

Enjoy beautiful views of rolling green hills and mature trees from this exceptional Brockway home in Chatham Park's North Village. Perfectly positioned alongside a landscaped walking trail, this homesite offers enhanced privacy and open space, creating the feel of a corner lot with no neighboring home directly beside you. Inside, the open-concept design is ideal for both entertaining and everyday

Heather Salem Weekley Homes, LLC

53 Hollow Way, Pittsboro, NC 27312
/38
$420,000

Sold Jul 30, 2026

85 Parkland Dr, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,140 Sq Ft
- Built 2025
Last Sold Summary
- 14% Below List Price
- $196/SF
- 330 Days On Market
Last Listing Agent Nick Thagard Homes by Dickerson Real Estate

85 Parkland Dr, Pittsboro, NC 27312

/18
Est $407,975

Not Listed For Sale

591 Millbrook Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,700 Sq Ft
- Built 2008
591 Millbrook Dr, Pittsboro, NC 27312

Last Sold Summary
- 28 Days On Market
Last Listing Agent Shannon Plummer Chatham Homes Realty

/33
$340,000

Pending
- 3 Beds
- 2 Baths
- 1,785 Sq Ft
105 Oldsmobile Dr, Pittsboro, NC 27312

Move-in ready home on private 1.8 acre lot! This home has a new roof, new flooring, fresh paint and new fixtures throughout. Beautiful covered front porch overlooks large front yard. As you enter the home, you'll appreciate the spacious floor plan. Bright kitchen includes new quartz countertops, stainless steel appliances and eat-in area. Two large living rooms in the home provide excellent space

Matt Ingram Real Broker, LLC

105 Oldsmobile Dr, Pittsboro, NC 27312
/5
$987,139

Sold Oct 29, 2025

122 Preston Trace, Pittsboro, NC 27312
- 3 Beds
- 3.5 Baths
- 2,892 Sq Ft
- Built 2025
Last Sold Summary
- $341/SF
- 0 Days On Market
Last Listing Agent Mary Jo Young Drees Homes

122 Preston Trace, Pittsboro, NC 27312

/39
Est $1,175,146

Not Listed For Sale

123 Grove Park Cir, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 4,492 Sq Ft
- Built 2008
123 Grove Park Cir, Pittsboro, NC 27312

Last Sold Summary
- 63 Days On Market
Last Listing Agent George Winters Bold Real Estate

/41
$570,000
- 3 Beds
- 3.5 Baths
- 2,711 Sq Ft
136 Windsong Dr, Pittsboro, NC 27312

Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just minutes from vibrant downtown Pittsboro and the exciting growth of Chatham Park. This beautiful home offers the ease of main-level living paired with versatile spaces for entertaining, working, and relaxing. Hardwood floors, elegant architectural details, and abundant

Shane Cox ERA Strother Real Estate #5

136 Windsong Dr, Pittsboro, NC 27312
/87
$594,000

Sold May 05, 2026

53 Shadymont Dr, Pittsboro, NC 27312
- 4 Beds
- 3 Baths
- 3,130 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $190/SF
- 24 Days On Market
Current Estimated Value $592,049

Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

53 Shadymont Dr, Pittsboro, NC 27312

/59
Est $1,658,511

Not Listed For Sale

151 Hawfields Dr, Pittsboro, NC 27312
- 5 Beds
- 6.5 Baths
- 5,961 Sq Ft
- Built 2008
151 Hawfields Dr, Pittsboro, NC 27312

Last Sold Summary
- 110 Days On Market
Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

/64
$1,295,000

$40K PRICE DROP
- 5 Beds
- 4.5 Baths
- 4,403 Sq Ft
66 Romie Ct, Pittsboro, NC 27312

**PRICE REDUCED to $1,295,000. Tons of functional upgrades and a beautiful acre lot within a 15 minute drive to downtown Chapel Hill. Bring your questions and your best offers!** Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without

Kathleen Jasinskas Flex Realty

66 Romie Ct, Pittsboro, NC 27312
/67
$725,000

Sold Mar 12, 2026

344 Singing Hills Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
- Built 2001
Last Sold Summary
- 15% Below List Price
- $336/SF
- 162 Days On Market
Current Estimated Value $744,157

Last Listing Agent Caron Riley Carolina One Realty

344 Singing Hills Dr, Pittsboro, NC 27312

/71
Est $1,128,482

Not Listed For Sale

95 Blueberry Ridge, Pittsboro, NC 27312
- 5 Beds
- 3.5 Baths
- 2,759 Sq Ft
- Built 2003
95 Blueberry Ridge, Pittsboro, NC 27312

Last Sold Summary
- 45 Days On Market
Last Listing Agent Thomas Wiltberger Compass -- Chapel Hill - Durham

/29
Price To Be Determined

New Construction
- 2 - 5 Beds
- 2 - 3 Baths
- 1,809 Sq Ft
Mystique Plan at Del Webb at Chatham Park - Distinctive, Pittsboro, NC 27312

Experience the Mystique and feel the ease of a home that simply works. Open living spaces invite connection, while a private owner's suite offers a peaceful retreat at the end of the day. Whether you are hosting guests or enjoying a quiet morning, this home gives you the space to live the way you want.

Del Webb Builder

1377 Sanford St Unit 41298131, Pittsboro, NC 27312
/2
$549,900

Sold Jun 29, 2026

374 N Vlg Pkwy, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- Built 2026
Last Sold Summary
- $275/SF
- 0 Days On Market
Last Listing Agent Heather Salem Weekley Homes, LLC

374 N Vlg Pkwy, Pittsboro, NC 27312

/36
Est $422,641

Not Listed For Sale

417 Wintercrest E, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 2,029 Sq Ft
- Built 1987
417 Wintercrest E, Pittsboro, NC 27312

Last Sold Summary
- 10 Days On Market
Last Listing Agent Jaye Kreller Dwell Real Estate

/59
$799,000
- 3 Beds
- 2.5 Baths
- 2,643 Sq Ft
316 Ross Dr, Pittsboro, NC 27312

Welcome to 316 Ross Drive, where timeless craftsmanship, modern updates, and room to grow come together on a stunning 2.8-acre homesite in one of Pittsboro's most desirable established communities. Offering approximately 2,800 square feet of beautifully maintained living space, this home has been thoughtfully updated and meticulously cared for. Recent improvements include a new HVAC system,

Scott Hawkins Compass -- Chapel Hill - Durham

316 Ross Dr, Pittsboro, NC 27312
/6
$426,000

Sold May 19, 2026

480 Beechmast, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,463 Sq Ft
- Built 1989
Last Sold Summary
- 7% Below List Price
- $173/SF
- 65 Days On Market
Current Estimated Value $425,554

Last Listing Agent Dana Harshaw Bold Real Estate

480 Beechmast, Pittsboro, NC 27312

/26
Est $412,091

Not Listed For Sale

318 Danbury Ct, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,796 Sq Ft
- Built 2007
318 Danbury Ct, Pittsboro, NC 27312

Last Sold Summary
- 1 Day On Market
Last Listing Agent AMBER MILLER RED GLASSES REAL ESTATE LLC

/11
$759,000
- Land
- 13.82 Acres
- $54,920 per Acre
0 Silk Hope Gum Springs Rd Unit 10142077, Pittsboro, NC 27312

Discover 13+ acres of versatile land in a prime Pittsboro location, offering both privacy and convenience. An established easement provides driveway access to the majority of the property, creating a smooth path for building your dream home or exploring subdivision potential. With gently rolling terrain and ample space to design your ideal layout, this tract is well‑suited for a single

Lori Golden Century 21 Southern Lifestyles

0 Silk Hope Gum Springs Rd Unit 10142077, Pittsboro, NC 27312
/52
$890,000

Sold Sep 09, 2025

4034 S Mcdowell, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,730 Sq Ft
- Built 2016
Last Sold Summary
- 5% Below List Price
- $326/SF
- 139 Days On Market
Current Estimated Value $949,350

Last Listing Agent Lee Waters Waters Real Estate Brokerage

4034 S Mcdowell, Pittsboro, NC 27312

/55
Est $653,174

Not Listed For Sale

32 Bridle Path, Pittsboro, NC 27312
- 6 Beds
- 3.5 Baths
- 3,500 Sq Ft
- Built 2007
32 Bridle Path, Pittsboro, NC 27312

Last Sold Summary
- 88 Days On Market
Last Listing Agent Julie Roland Julie Roland Realty Inc

/31
$354,990

New Construction
- 3 Beds
- 2.5 Baths
- 1,767 Sq Ft
263 William Dr, Pittsboro, NC 27312

Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gas range, and

Daxay Malkan Esteem Properties

263 William Dr, Pittsboro, NC 27312
/21
$370,000

Sold Aug 29, 2025

18 Danbury Ct, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,486 Sq Ft
- Built 2011
Last Sold Summary
- 1% Below List Price
- $249/SF
- 11 Days On Market
Current Estimated Value $384,915

Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

18 Danbury Ct, Pittsboro, NC 27312

/53
Est $553,726

Not Listed For Sale

69 Windsong Dr, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,955 Sq Ft
- Built 2007
69 Windsong Dr, Pittsboro, NC 27312

Last Sold Summary
- 13 Days On Market
Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

/3
$1,200,000

New Construction
- 4 Beds
- 3.5 Baths
- 3,439 Sq Ft
431 Fieldstone Ln, Pittsboro, NC 27312

Build your new custom home in the established and sought after neighborhood of Fieldstone located minutes from Chapel Hill/Carrboro and Pittsboro. Build this plan, one of the builder's other plans or bring your own!This floorplan features the primary suite on the main level along with his and hers closets, family room with gas fireplace and access to the screened porch, study with access to

Sharon Clarke Accord Realty Group

431 Fieldstone Ln, Pittsboro, NC 27312
/25
$430,000

Sold Apr 27, 2026

121 Tantara Bend, Pittsboro, NC 27312
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 7% Below List Price
- $293/SF
- 57 Days On Market
David Weekley Homes Encore at Chatham Park - Villa Series

121 Tantara Bend, Pittsboro, NC 27312

/59
Est $604,709

Not Listed For Sale

58 Windsong Dr, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,972 Sq Ft
- Built 2007
58 Windsong Dr, Pittsboro, NC 27312

Last Sold Summary
- 136 Days On Market
Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

/5
$998,875

New Construction Pending
- 4 Beds
- 3 Baths
- 3,172 Sq Ft
236 Flatiron Frst Dr, Pittsboro, NC 27312

Under Construction! Enjoy peaceful living on a 1+ acre wooded homesite in the beautifully designed Normont. This open-concept home features a first-floor owner's retreat, spacious designer kitchen, expansive family room, flexible secondary bedrooms, and a covered rear porch—perfect for taking in the private, tree-lined surroundings. The ideal combination of modern comfort, functional living, and

Rachael Higdon Weekley Homes, LLC

236 Flatiron Frst Dr, Pittsboro, NC 27312
/55
$725,000

Sold Oct 21, 2025

4331 Millcreek Cir, Pittsboro, NC 27312
- 3 Beds
- 3 Baths
- 2,153 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $337/SF
- 87 Days On Market
Current Estimated Value $753,863

Last Listing Agent Kitty Stockton Space Exchange Realty

4331 Millcreek Cir, Pittsboro, NC 27312

/57
Est $701,520

Not Listed For Sale

66 Windsong Dr, Pittsboro, NC 27312
- 5 Beds
- 4 Baths
- 4,433 Sq Ft
- Built 2007
66 Windsong Dr, Pittsboro, NC 27312

Last Sold Summary
- 9 Days On Market
Last Listing Agent Ashlie Campbell Absolute Realty Company, LLC

/13
$350,000
- Land
- 6.18 Acres
- $56,634 per Acre
85 Noble Reserve Way, Pittsboro, NC 27312

Noble Reserve: Only 3 premium lots remain in this luxury custom home subdivision! Don't miss your chance to build your dream home on an expansive 6.2-acre, heavily wooded, private lot with breathtaking nature views. Enjoy the perfect blend of tranquility and convenience with a prime Chapel Hill location and lower Chatham County taxes. This natural retreat offers ultimate privacy, yet is just

Lew Hendricks Bold Real Estate

85 Noble Reserve Way, Pittsboro, NC 27312
/23
$395,000

Sold Apr 16, 2026

50 Wandering Way, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,734 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $228/SF
- 142 Days On Market
Last Listing Agent Gabriell Taylor Tri Pointe Homes Inc

50 Wandering Way, Pittsboro, NC 27312

/48
Est $896,540

Not Listed For Sale

86 Wren Ln, Pittsboro, NC 27312
- 3 Beds
- 5 Baths
- 3,627 Sq Ft
- Built 2007
86 Wren Ln, Pittsboro, NC 27312

Last Sold Summary
- 4 Days On Market
Last Listing Agent Mary Jo Coppola Howard Hanna Allen Tate Durham

/48
$549,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
1287 Hadley Mill Rd, Pittsboro, NC 27312

Welcome home to this beautiful farmhouse, built in 2018, offering the perfect blend of modern comfort and peaceful country living. Situated on 2 private acres in desirable Pittsboro, this 3-bedroom, 2-bath home features 1,648 square feet of thoughtfully designed living space with easy, one story living. Relax on the spacious front porch overlooking the large front yard or entertain family and

Kris Howard Chatham Homes Realty

1287 Hadley Mill Rd, Pittsboro, NC 27312
/32
$460,000

Sold Jan 06, 2026

594 Woodbury, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,494 Sq Ft
- Built 1994
Last Sold Summary
- $184/SF
- 8 Days On Market
Current Estimated Value $498,948

Last Listing Agent Kathy Tyrrell Berkshire Hathaway HomeService

594 Woodbury, Pittsboro, NC 27312

/29
Est $737,725

Not Listed For Sale

73 Scott Hills Rd, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 2,981 Sq Ft
- Built 2006
73 Scott Hills Rd, Pittsboro, NC 27312

Last Sold Summary
- 54 Days On Market
Last Listing Agent Armand Lenchek EXP Realty LLC

/28
$399,990

New Construction $30K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,739 Sq Ft
147 Parkland Dr, Pittsboro, NC 27312

Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk

Gabriell Taylor Tri Pointe Homes Inc

147 Parkland Dr, Pittsboro, NC 27312
/2
$461,395

Sold Nov 20, 2025

44 Tantara Bend, Pittsboro, NC 27312
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
- Built 2025
Last Sold Summary
- $314/SF
- 0 Days On Market
Last Listing Agent Karen Burkart Weekley Homes, LLC

44 Tantara Bend, Pittsboro, NC 27312

/25
Est $995,752

Not Listed For Sale

423 Henrys Ridge Rd, Pittsboro, NC 27312
- 5 Beds
- 4 Baths
- 3,682 Sq Ft
- Built 2006
423 Henrys Ridge Rd, Pittsboro, NC 27312

Last Sold Summary
- 9 Days On Market
Last Listing Agent Jed Gronewald Relevate Real Estate Inc.

Showing Results 361 - 400, Page 10 of 18

North Carolina Chatham County

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Pittsboro, NC Homes

Real Estate & Homes