Pittsboro, NC Homes

/31
$998,500 Pending
- 4 Beds
- 3.5 Baths
- 3,457 Sq Ft
251 Gentry Dr, Pittsboro, NC 27312

Discover luxury living just minutes from Jordan Lake. 251 Gentry Drive offers a rare blend of elegance, privacy, and proximity — where boating mornings, Apex afternoons, and peaceful Pittsboro sunsets are all within reach. Divine- a home that feels both luxurious and livable.......Welcome to 251 Gentry Drive in Pennington at Jordan Lake — where elegance meets everyday comfort in a community known

Jodi Tata Coldwell Banker - HPW

251 Gentry Dr, 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 $498,902

Last Listing Agent Kathy Tyrrell Berkshire Hathaway HomeService

594 Woodbury, Pittsboro, NC 27312

/44
Not Listed For Sale

1265 Adolph Taylor Rd, Pittsboro, NC 27312
- 3 Beds
- 3 Baths
- 1,848 Sq Ft
- Built 1991
1265 Adolph Taylor Rd, Pittsboro, NC 27312

Last Sold Summary
- $176/SF
- 9 Days On Market
Last Sold Price $325,000

Last Listing Agent Kimberly Bullard KASTLE PROPERTIES LLC

/63
$3,269,000 New Construction
- 5 Beds
- 5.5 Baths
- 6,448 Sq Ft
481 Brook Green Ln, Pittsboro, NC 27312

Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the

Kerrie Bornkessel Fonville Morisey & Barefoot

481 Brook Green Ln, 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

/46
Est $678,643 Not Listed For Sale

150 Dover Rd, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,459 Sq Ft
- Built 2001
150 Dover Rd, Pittsboro, NC 27312

Last Sold Summary
- 2% Above List Price
- $272/SF
- 21 Days On Market
Last Sold Price $668,000

Last Listing Agent Dana Wicker Cantrell Coldwell Banker - HPW

/38
$453,000 New Construction
- 4 Beds
- 2.5 Baths
- 2,140 Sq Ft
85 Parkland Dr, Pittsboro, NC 27312

Welcome to the Lumen A plan by Homes by Dickerson—a highly sought-after Solution Home designed to meet today's strongest buyer demand for main-level living. Located in the heart of Chatham Park's desirable NoVi section, this home offers the largest square footage in The Element Collection, making it a standout opportunity. With 2,140 square feet, this thoughtfully designed new construction home

Claire Jackson Homes by Dickerson Real Estate

85 Parkland Dr, Pittsboro, NC 27312
/42
$1,061,221 Sold May 09, 2025

919 Woodham, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 3,578 Sq Ft
- Built 2001
Last Sold Summary
- 6% Above List Price
- $297/SF
- 0 Days On Market
Current Estimated Value $1,031,421

Last Listing Agent Tracy Santrock Berkshire Hathaway HomeService

919 Woodham, Pittsboro, NC 27312

/50
Est $656,228 Not Listed For Sale

147 Dover Rd, Pittsboro, NC 27312
- 3 Beds
- 3 Baths
- 2,181 Sq Ft
- Built 2001
147 Dover Rd, Pittsboro, NC 27312

Last Sold Summary
- $300/SF
- 7 Days On Market
Last Sold Price $655,000

Last Listing Agent Dana Wicker Cantrell Coldwell Banker - HPW

/87
$599,000 Pending
- 4 Beds
- 3 Baths
- 3,130 Sq Ft
53 Shadymont Dr, Pittsboro, NC 27312

Nestled on just over two private acres in a quiet rural setting, this beautifully maintained 4-bedroom, 3-bath home offers 3,130 square feet of comfortable and flexible living space. A welcoming rocking chair front porch overlooks peaceful woods, setting the tone for the privacy and charm found throughout. Inside, hardwood floors, updated light fixtures, a spacious foyer, and a formal dining room

Tanya Papandrea Absolute Realty Company, LLC

53 Shadymont Dr, Pittsboro, NC 27312
/60
$595,000 Sold Aug 07, 2025

92 Summer Dawn, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,597 Sq Ft
- Built 2002
Last Sold Summary
- 1% Below List Price
- $229/SF
Current Estimated Value $615,870

Last Listing Agent Tedi Vail Tedi Vail Realty

92 Summer Dawn, Pittsboro, NC 27312

/50
Est $447,120 Not Listed For Sale

353 Richardson Rd, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,548 Sq Ft
- Built 2001
353 Richardson Rd, Pittsboro, NC 27312

Last Sold Summary
- 1% Below List Price
- $291/SF
- 1 Day On Market
Last Sold Price $451,000

Last Listing Agent Christie Brown Chatham Homes Realty

$489,000 New Construction
- 4 Beds
- 2.5 Baths
- 1,865 Sq Ft
Onyx D Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

The Onyx plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

Homes By Dickerson Builder

36 Rosedale Way Unit 36974266, Pittsboro, NC 27312
/32
$537,000 Sold Apr 29, 2025

36 Plenty Ct, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,401 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $224/SF
- 87 Days On Market
Current Estimated Value $554,201

Last Listing Agent Jenny Zsuppan Zsuppan Realty

36 Plenty Ct, Pittsboro, NC 27312

/43
Est $373,006 Not Listed For Sale

462 Churchwood Ln, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 1,341 Sq Ft
- Built 2001
462 Churchwood Ln, Pittsboro, NC 27312

Last Sold Summary
- 1% Below List Price
- $282/SF
- 11 Days On Market
Last Sold Price $378,000

Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

/9
$549,900 New Construction
- 4 Beds
- 3 - 4 Baths
- 2,445+ Sq Ft
Pickney Plan at NoVi Chatham Park - The Garden Collection, Pittsboro, NC 27312

Dedication to craftsmanship informs every inch of The Pickney floor plan by David Weekley Homes in the western Triangle Area. Open sight lines and flowing traffic patterns allow for breezy movement through the kitchen, dining and family spaces to make entertaining guests effortless. A tasteful kitchen rests at the heart of this home, balancing style and function while maintaining open views of

David Weekley Homes Builder

263 Parkland Dr Unit 36487059, Pittsboro, NC 27312
/15
$225,000 Sold Jul 15, 2025

9231 N Carolina 87, Pittsboro, NC 27312
- Land
- 5.63 Acres
- $39,964 per Acre
Last Sold Summary
- 10% Below List Price
- 370 Days On Market
Last Listing Agent Eric Andrews Realty World Carolina Prop

9231 N Carolina 87, Pittsboro, NC 27312

/47
Est $463,497 Not Listed For Sale

511 Churchwood Ln, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,110 Sq Ft
- Built 2002
511 Churchwood Ln, Pittsboro, NC 27312

Last Sold Summary
- 4% Above List Price
- $211/SF
- 6 Days On Market
Last Sold Price $445,000

Last Listing Agent Julie Cummins Chatham Homes Realty

/3
$375,000
- Land
- 5.61 Acres
- $66,845 per Acre
58 E Hawfields Rd, Pittsboro, NC 27312

UNIQUE PROPERTY SIZE FOR PERSON WANTING PRIVACY AND ROOM FOR STORAGE OUTSIDE AND ENTERTAINMENT.SOIL TEST NOT DONE BUT LOOKING AT ADJOINING SUBDIVISIO HAVING 1 ACRE LOTS MAY BE POSSIBLE TO DIVIDE INTO 3 OR 4 LOTS WITH PRIVATE UTILITIES.THIS SHOULD BE A GOOD INVESTMENT AS LAND PRICES KEEP GOING UP.ACCESS TO LARGE SHARED POND!!!!

Bob Atkinson Atkinson Properties Group

58 E Hawfields Rd, Pittsboro, NC 27312
/87
$850,000 Sold Aug 08, 2025

13 Crosswinds Estates Dr, Pittsboro, NC 27312
- 3 Beds
- 3.5 Baths
- 3,773 Sq Ft
- Built 1991
Last Sold Summary
- 6% Below List Price
- $225/SF
- 40 Days On Market
Current Estimated Value $890,810

Last Listing Agent Tim Mock Coldwell Banker HPW

13 Crosswinds Estates Dr, Pittsboro, NC 27312

/27
Est $659,411 Not Listed For Sale

2101 Emerson Cook Rd, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,988 Sq Ft
- Built 2000
2101 Emerson Cook Rd, Pittsboro, NC 27312

Last Sold Summary
- 7% Above List Price
- $206/SF
- 172 Days On Market
Last Sold Price $615,000

Last Listing Agent Tanya Thomas Be Home Realty

/31
$442,700
- 3 Beds
- 2.5 Baths
- 2,463 Sq Ft
480 Beechmast, Pittsboro, NC 27312

Impeccably maintained End-Unit Townhome in Fearrington Village with more than $90,000 in updates. In today's cautious market, buyers will appreciate the peace of mind this home offers - where exterior maintenance is handled by the HOA, helping simplify homeownership and reduce future upkeep! Nestled in a serene wooded setting, this beautiful home offers the perfect blend of charm, comfort, and

Dana Harshaw Bold Real Estate

480 Beechmast, Pittsboro, NC 27312
/47
$432,500 Sold Dec 08, 2025

57 Merriville Rd, Pittsboro, NC 27312
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Built 2023
Last Sold Summary
- 13% Below List Price
- $294/SF
- 47 Days On Market
Last Listing Agent Michael Hudson Real Broker, LLC

57 Merriville Rd, Pittsboro, NC 27312

/15
Est $334,932 Not Listed For Sale

203 Carroll Farm Rd, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
- Built 2002
203 Carroll Farm Rd, Pittsboro, NC 27312

Last Sold Summary
- 2% Above List Price
- $221/SF
- 224 Days On Market
Last Sold Price $329,000

Last Listing Agent Michele Hobaugh Allen Tate/Pittsboro

/14
$1,091,000 New Construction
- 5 - 6 Beds
- 5.5 - 8 Baths
- 5,046+ Sq Ft
ELMSDALE Plan at Corbett Landing, Pittsboro, NC 27312

The Elmsdale is truly one-of-a-kind! With over 5,000 square feet, you can get lost in the luxurious amenities at each turn. Impressive front doors lead to a gorgeous foyer with adjacent dining room, wine bar, and butler's pantry. The stunning family room, kitchen and breakfast room beckon guests further into the heart of the home. Family members will appreciate the family ready room off the

Drees Homes Builder

116 Gaines Trail Unit 37455762, Pittsboro, NC 27312
/36
$459,000 Sold Dec 05, 2025

341 Windsong Dr, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 1,672 Sq Ft
- Built 2007
Last Sold Summary
- $275/SF
- 7 Days On Market
Current Estimated Value $456,721

Last Listing Agent Kris Howard Chatham Homes Realty

341 Windsong Dr, Pittsboro, NC 27312

/34
Est $744,196 Not Listed For Sale

238 Ross Dr, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 3,497 Sq Ft
- Built 2006
238 Ross Dr, Pittsboro, NC 27312

Last Sold Summary
- 14% Above List Price
- $186/SF
- 71 Days On Market
Last Sold Price $650,000

Last Listing Agent Amy Huller Aimee Anderson & Associates

/16
$409,900 New Construction
- 2 - 3 Beds
- 2 Baths
- 1,467 Sq Ft
Inspiration Plan at Encore at Chatham Park - Villa Series, Pittsboro, NC 27312

The Inspiration by David Weekley floor plan presents optimized gathering spaces and the versatility to adapt to a family’s lifestyle changes throughout the years. Sunlight filters in through energy-efficient windows to shine on the open-concept family and dining areas. The chef’s kitchen provides a dine-up island and plenty of storage and prep space. A lovely covered porch adds a great place to

David Weekley Homes Builder

175 Prospect Place Unit 36460030, Pittsboro, NC 27312
/42
$390,000 Sold May 27, 2025

106 Cottage Way Unit 33, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,271 Sq Ft
- Built 2021
Last Sold Summary
- 1% Below List Price
- $307/SF
- 55 Days On Market
Last Listing Agent Lisa Prillaman Keller Williams Realty Cary

106 Cottage Way Unit 33, Pittsboro, NC 27312

/74
Est $488,069 Not Listed For Sale

40 Farmingdale Ln, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,125 Sq Ft
- Built 2004
40 Farmingdale Ln, Pittsboro, NC 27312

Last Sold Summary
- 2% Below List Price
- $235/SF
- 34 Days On Market
Last Sold Price $500,000

Last Listing Agent Michelle Delin Flex Realty

/23
$399,900 Pending
- 3 Beds
- 2.5 Baths
- 1,734 Sq Ft
50 Wandering Way, Pittsboro, NC 27312

Move-in ready opportunity in the award-winning Townes at NoVi. Located in the heart of Chatham Park's next phase, 50 Wandering Way offers sophisticated design, low-maintenance living, and exceptional overall value in one of Pittsboro's most sought-after communities. This Sampson Plan townhome features an open, light-filled layout with thoughtfully curated finishes already included, allowing

Gabriell Taylor Tri Pointe Homes Inc

50 Wandering Way, Pittsboro, NC 27312
/16
$55,000 Sold Oct 08, 2025

18 Sols Place, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 1996
Last Sold Summary
- 44% Below List Price
- $43/SF
- 25 Days On Market
Last Listing Agent Whitney Harris SECU*RE Inc.

18 Sols Place, Pittsboro, NC 27312

/35
Est $501,316 Not Listed For Sale

186 May Farm Rd, Pittsboro, NC 27312
- 2 Beds
- 2 Baths
- 2,034 Sq Ft
- Built 2005
186 May Farm Rd, Pittsboro, NC 27312

Last Sold Summary
- $246/SF
- 9 Days On Market
Last Sold Price $500,000

Last Listing Agent Sherrie Smith NorthGroup Real Estate, Inc.

$471,000 New Construction
- 3 - 4 Beds
- 3 Baths
- 1,876 Sq Ft
Ember C Plan at NoVi Chatham Park - Elements Collection, Pittsboro, NC 27312

The Ember plan is part of The Elements Collection at NoVi Chatham Park. You can design the exterior of this home in a variety of designer-ready schemes, contact us to learn more!

Homes By Dickerson Builder

36 Rosedale Way Unit 36973961, Pittsboro, NC 27312
/56
$645,000 Sold Jul 15, 2025

21 Botanical Way, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,756 Sq Ft
- Built 2016
Last Sold Summary
- 1% Below List Price
- $234/SF
- 4 Days On Market
Current Estimated Value $667,227

Last Listing Agent Heather Morton Hill EXP REALTY OF PIEDMONT NC LLC

21 Botanical Way, Pittsboro, NC 27312

/65
Est $661,149 Not Listed For Sale

262 May Farm Rd, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 3,837 Sq Ft
- Built 2004
262 May Farm Rd, Pittsboro, NC 27312

Last Sold Summary
- 3% Above List Price
- $168/SF
- 7 Days On Market
Last Sold Price $645,000

Last Listing Agent Julie Roland Julie Roland Realty Inc

/4
$99,000
- Land
- 7.45 Acres
- $13,294 per Acre
0 N Carolina 87 Unit 10154975, Pittsboro, NC 27312

7.45-acre parcel in Pittsboro with frontage on NC-87 and Roscoe Lee Rd. Excellent opportunity for investment, recreation, or long-term hold in a growing Chatham County corridor.The property offers road frontage and convenient access to US-64 (approximately 1.5 miles), providing connectivity to Pittsboro and surrounding areas.Suitable for a variety of potential uses including recreational

Sean Liu TAKOUBA REALTY LLC

0 N Carolina 87 Unit 10154975, Pittsboro, NC 27312
/48
$1,440,000 Sold Jul 01, 2025

240 Seaforth Landing Dr, Pittsboro, NC 27312
- 4 Beds
- 5.5 Baths
- 4,263 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $338/SF
- 43 Days On Market
Current Estimated Value $1,483,022

Last Listing Agent Amanda Kondrasov Coldwell Banker HPW

240 Seaforth Landing Dr, Pittsboro, NC 27312

/48
Est $518,507 Not Listed For Sale

356 May Farm Rd, Pittsboro, NC 27312
- 3 Beds
- 3 Baths
- 2,522 Sq Ft
- Built 2005
356 May Farm Rd, Pittsboro, NC 27312

Last Sold Summary
- 6% Above List Price
- $194/SF
- 7 Days On Market
Last Sold Price $488,250

Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

/24
$169,900
- 2 Beds
- 1 Bath
- 968 Sq Ft
194 Jack Alston Rd, Pittsboro, NC 27312

Tucked at the end of a quiet road, this charming Pittsboro cottage offers ultimate privacy amidst a 1-acre, wooded lot — ideal for nature lovers and off-grid-feel seekers. The single-level 2 BR/1 BA home delivers 968 sq ft of living space in a classic 1964 build with wood exterior and forced-air heat. The attached garage and ample outdoor space invite simple living, gardening, park-style

Yolanda Perez NorthGroup Real Estate, Inc.

194 Jack Alston Rd, Pittsboro, NC 27312

Showing Results 441 - 480, Page 12 of 18

North Carolina Chatham County Pittsboro

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