Pittsboro, NC Homes

/6
$610,000
- Land
- 1.62 Acres
- $376,776 per Acre
137 Westhampton Dr, Pittsboro, NC 27312

This site is 1.6 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

Rex Osborne

Windjam Properties

137 Westhampton Dr, Pittsboro, NC 27312
/25
$2,950 Per Month
- 3 Beds
- 2.5 Baths
- 2,463 Sq Ft
- Chatham Park *Like New* Late July availability!
174 Beacon Dr, Pittsboro, NC 27312

This fantastic 3 bedroom home in Chatham Park checks all the boxes for your next home!Move in time for summer!! Enjoy the sunshine on the front porch, screened-in porch or out in the neighborhood! Main level includes gorgeous kitchen, gas cooktop, large island opening up to the living and dining room. Refrigerator, washer/dryer and all blinds included. Upstairs is a large loft and three

174 Beacon Dr, Pittsboro, NC 27312
/21
$340,000

Sold Mar 27, 2026

487 Pickett Ln, Pittsboro, NC 27312
- Land
- 2.9 Acres
- $117,241 per Acre
Last Sold Summary
- 5% Below List Price
- 22 Days On Market
Current Estimated Value $349,884

Last Listing Agent Kris Howard Chatham Homes Realty

487 Pickett Ln, Pittsboro, NC 27312

/52
Est $1,111,572

Not Listed For Sale

222 Henrys Ridge Rd, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 4,559 Sq Ft
- Built 2012
222 Henrys Ridge Rd, Pittsboro, NC 27312

Last Sold Summary
- 106 Days On Market

/7
$650,000
- Land
- 1.38 Acres
- $471,014 per Acre
264 Mountaintop Cir, Pittsboro, NC 27312

Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and

Rex Osborne

Windjam Properties

264 Mountaintop Cir, Pittsboro, NC 27312
/24
$2,700 Per Month
- 3 Beds
- 2 Baths
- 1,890 Sq Ft
- Ranch with bonus upstairs Fearrington Dream Home!
1 Benchmark, Pittsboro, NC 27312

This contemporary 3 bedroom/2 full bath situated on nearly half an acre is private yet close to everything. The main floor includes the washer/dryer, kitchen, two bedrooms, office, dining room and living room. Off the main living room is a large enclosed sun porch and deck that overlooks the secluded, wood backyard. This is a perfect house with main floor living including the remodeled

1 Benchmark, Pittsboro, NC 27312
/7
$1,051,516

Sold Aug 29, 2025

149 August Trace Dr, Pittsboro, NC 27312
- 5 Beds
- 5.5 Baths
- 4,315 Sq Ft
- Built 2025
Last Sold Summary
- $244/SF
Last Listing Agent Mary Jo Young Drees Homes

149 August Trace Dr, Pittsboro, NC 27312

/32
Not Listed For Sale

27 Rosedale Way, Pittsboro, NC 27312
- 5 Beds
- 4 Baths
- 2,869 Sq Ft
- Built 2023
27 Rosedale Way, Pittsboro, NC 27312

Last Sold Summary

/6
$600,000
- Land
- 1.95 Acres
- $307,692 per Acre
77 Westhampton Dr, Pittsboro, NC 27312

This site is 1.9 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

Rex Osborne

Windjam Properties

77 Westhampton Dr, Pittsboro, NC 27312
/26
$1,500 Per Month
- 2 Beds
- 1 Bath
- Fantastic location near downtown Pittsboro for this 2br duplex !
848 Old Graham Rd, Pittsboro, NC 27312

Now Available! Renters will appreciate the great location and lovely wooded setting of this nice 2br duplex just minutes to downtown Pittsboro. Features include a large wooded yard and natural areas, exterior patio, driveway parking and attractive new LVP flooring. The interior features a large living area with abundant natural window light. An open eat-in kitchen comes with major

848 Old Graham Rd, Pittsboro, NC 27312
/10
$513,790

Sold Oct 21, 2025

304 Beacon Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,454 Sq Ft
- Built 2025
Last Sold Summary
- $209/SF
- 0 Days On Market
Last Listing Agent Jessie Krieger EXP Realty LLC

304 Beacon Dr, Pittsboro, NC 27312

/8
Est $855,759

Not Listed For Sale

587 Chapel Ridge Dr, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 3,282 Sq Ft
- Built 2024
587 Chapel Ridge Dr, Pittsboro, NC 27312

Last Sold Summary
- 64 Days On Market

/76
$195,000
- Land
- 21,083 Sq Ft
- $402,893 per Acre
130 Bur Oak Ct, Pittsboro, NC 27312

Gorgeous flat golf course lot with stunning views on cul-de-sac street in Chapel Ridge. Enjoy resort-like amenities with a swimming pool, covered patio and grill area, gym, lighted tennis and basketball courts, sand volleyball court, restaurant/bar and semi-private golf course. Enjoy walking the community and sitting to enjoy the beautiful golf course views. This lot is only available with a

Sandy Savage

Carolina One Realty

130 Bur Oak Ct, Pittsboro, NC 27312
/71
$785,000

Sold Jun 27, 2025

623 Cabin Creek, Pittsboro, NC 27312
- 3 Beds
- 3 Baths
- 3,027 Sq Ft
- Built 2021
Last Sold Summary
- $259/SF
- 5 Days On Market
Current Estimated Value $814,276

Last Listing Agent Stephanie Mann eXp Realty, LLC - C

623 Cabin Creek, Pittsboro, NC 27312

/33
Est $726,433

Not Listed For Sale

160 Sweet Pine Cir, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,578 Sq Ft
- Built 2010
160 Sweet Pine Cir, Pittsboro, NC 27312

Last Sold Summary
- 2 Days On Market

/53
$175,000
- Land
- 15,812 Sq Ft
- $482,094 per Acre
12 Cabin Creek, Pittsboro, NC 27312

Convenient to the amenities, this lovely lot backs up to a wooded area for lots of privacy and has views of the small park area from the front. This lot is only available with Prewitt-Douglas custom presale home.

Sandy Savage

Carolina One Realty

12 Cabin Creek, Pittsboro, NC 27312
/21
$516,770

Sold Dec 02, 2025

335 Beacon Dr, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
- Built 2025
Last Sold Summary
- $208/SF
Current Estimated Value $535,610

Last Listing Agent Jessie Krieger EXP Realty LLC

335 Beacon Dr, Pittsboro, NC 27312

/58
Est $753,566

Not Listed For Sale

152 Roads End, Pittsboro, NC 27312
- 4 Beds
- 2.5 Baths
- 2,714 Sq Ft
- Built 2010
152 Roads End, Pittsboro, NC 27312

Last Sold Summary
- 3 Days On Market

/6
$575,000
- Land
- 1.12 Acres
- $513,393 per Acre
29 Westhampton Dr, Pittsboro, NC 27312

This site is 1.2 Acres. County water, natural gas, fiber optics ready in place! Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create

Rex Osborne

Windjam Properties

29 Westhampton Dr, Pittsboro, NC 27312
/92
$837,000

Sold Sep 08, 2025

601 Golfers View, Pittsboro, NC 27312
- 3 Beds
- 3.5 Baths
- 2,725 Sq Ft
- Built 2008
Last Sold Summary
- 4% Below List Price
- $307/SF
- 146 Days On Market
Current Estimated Value $854,032

Last Listing Agent Melanie Thompson Absolute Realty Company, LLC

601 Golfers View, Pittsboro, NC 27312

/26
Est $449,700

Not Listed For Sale

156 Cobble Ridge Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,924 Sq Ft
- Built 2011
156 Cobble Ridge Dr, Pittsboro, NC 27312

Last Sold Summary
- 66 Days On Market

/7
$650,000
- Land
- 1.1 Acres
- $590,909 per Acre
310 Mountaintop Cir, Pittsboro, NC 27312

Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and

Rex Osborne

Windjam Properties

310 Mountaintop Cir, Pittsboro, NC 27312
/35
$495,000

Sold Jul 02, 2025

190 Wendover Pkwy, Pittsboro, NC 27312
- 4 Beds
- 3 Baths
- 2,103 Sq Ft
- Built 2023
Last Sold Summary
- 4% Below List Price
- $235/SF
- 13 Days On Market
Current Estimated Value $513,687

Last Listing Agent Catie Krygeris Sherry Keller Williams Realty Cary

190 Wendover Pkwy, Pittsboro, NC 27312

/40
Est $841,141

Not Listed For Sale

501 Old Country Rd, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 2,728 Sq Ft
- Built 2011
501 Old Country Rd, Pittsboro, NC 27312

Last Sold Summary
- 54 Days On Market

/7
$625,000
- Land
- 1.59 Acres
- $392,341 per Acre
309 Westhampton Dr, Pittsboro, NC 27312

This site is 1.59 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional

Rex Osborne

Windjam Properties

309 Westhampton Dr, Pittsboro, NC 27312
/9
$806,405

Sold Dec 08, 2025

187 Dairymont Dr, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 2,469 Sq Ft
- Built 2025
Last Sold Summary
- 8% Above List Price
- $327/SF
- 18 Days On Market
Last Listing Agent Andrea Ochoa Collective Realty LLC

187 Dairymont Dr, Pittsboro, NC 27312

/12
Est $354,930

Not Listed For Sale

12 Danbury Ct, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,505 Sq Ft
- Built 2011
12 Danbury Ct, Pittsboro, NC 27312

Last Sold Summary

/6
$679,000
- Land
- 5 Acres
- $135,800 per Acre
517 Westhampton Dr, Pittsboro, NC 27312

LIVE ABOVE....ON BURNETTE MOUNTAIN IN CHATHAM COUNTY WITH FAR-REACHING VIEWS OF CHAPEL HILL This lot is near the TOP! The Summit is an exclusive new home community Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-areas top destinations. This home-site is over 5 Acres near the elevation peak

Rex Osborne

Windjam Properties

517 Westhampton Dr, Pittsboro, NC 27312
/66
$814,000

Sold Apr 15, 2026

23 E Camden, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,740 Sq Ft
- Built 1993
Last Sold Summary
- 9% Above List Price
- $297/SF
- 0 Days On Market
Current Estimated Value $788,002

Last Listing Agent Bonnie Strowd NorthGroup Real Estate, Inc.

23 E Camden, Pittsboro, NC 27312

/19
Est $467,260

Not Listed For Sale

381 Wintercrest W, Pittsboro, NC 27312
- 3 Beds
- 2 Baths
- 2,122 Sq Ft
- Built 1985
381 Wintercrest W, Pittsboro, NC 27312

Last Sold Summary
- 11 Days On Market

/47
$1,000,000

Pending
- 3 Beds
- 2.5 Baths
- 2,610 Sq Ft
104 Tripp Rd, Pittsboro, NC 27312

Two distinct living spaces. One private 2.04-acre property. No HOA. No city taxes. This rare setup includes a beautifully updated 2,610 sq ft main home plus a permitted detached 1,587 sq ft ADU with a 1st floor primary that lives like a true second home, not a tiny home or afterthought. The setting feels established and intentional, with mature trees, layered landscaping, grape vines, blueberry

Ashley Morello

Howard Hanna Allen Tate Apex-Center Street

104 Tripp Rd, Pittsboro, NC 27312
/57
$700,000

Sold Jul 15, 2025

289 Stoneview, Pittsboro, NC 27312
- 2 Beds
- 2 Baths
- 2,260 Sq Ft
- Built 2016
Last Sold Summary
- $310/SF
- 10 Days On Market
Current Estimated Value $717,901

Last Listing Agent Bonnie Strowd NorthGroup Real Estate, Inc.

289 Stoneview, Pittsboro, NC 27312

/26
Est $314,875

Not Listed For Sale

96 Millbrook Dr, Pittsboro, NC 27312
- 2 Beds
- 2.5 Baths
- 1,300 Sq Ft
- Built 2010
96 Millbrook Dr, Pittsboro, NC 27312

Last Sold Summary
- 45 Days On Market

/9
$190,000

$55K PRICE DROP Pending
- Land
- 5.76 Acres
- $32,986 per Acre
0 Goathouse Rd, Pittsboro, NC 27312

Bring your plans and make it your own on this 5.76-acre lot tucked away from it all yet just 10 minutes to DT Pittsboro. 4 BDR septic already in place, saving you time and upfront costs, no HOA. Zoned R-1, this versatile lot is configured for a wide range of possibilities, with 1+/- acre frontage providing easy access to set up an in-home business, studio, guest house, hobby farm with 4 acres

Lynn Nilssen

Real Estate Experts

0 Goathouse Rd, Pittsboro, NC 27312
/36
$550,000

Sold Jul 24, 2025

0 Lothlorien Ln, Pittsboro, NC 27312
- Land
- 34.19 Acres
- $16,087 per Acre
Last Sold Summary
- 12% Below List Price
- 90 Days On Market
Last Listing Agent Gary Phillips Weaver Street Realty & Auction

0 Lothlorien Ln, Pittsboro, NC 27312

/6
Est $377,811

Not Listed For Sale

221 Millbrook Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 1,485 Sq Ft
- Built 2009
221 Millbrook Dr, Pittsboro, NC 27312

Last Sold Summary

/74
$1,495,000

$290K PRICE DROP Pending
- 4 Beds
- 4.5 Baths
- 6,066 Sq Ft
617 Deer Mountain Rd, Pittsboro, NC 27312

Custom built 4-bedroom, 4.5 bath home only 15 minutes to downtown Chapel Hill on 4.5 ACRES - with large multi-purpose room on lower level that can serve as additional sleeping area, fitness room or a space to explore a new hobby. Unique community with large acreage private lots, where residents care for the neighborhood and each other without the need for a POA and its fees and restrictive

Dana Wicker Cantrell

Coldwell Banker - HPW

617 Deer Mountain Rd, Pittsboro, NC 27312
/25
$570,140

Sold Oct 23, 2025

323 Beacon Dr, Pittsboro, NC 27312
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
- Built 2025
Last Sold Summary
- $229/SF
Current Estimated Value $563,872

Last Listing Agent Jessie Krieger EXP Realty LLC

323 Beacon Dr, Pittsboro, NC 27312

/43
Est $543,919

Not Listed For Sale

399 Windsong Dr, Pittsboro, NC 27312
- 3 Beds
- 2.5 Baths
- 2,768 Sq Ft
- Built 2011
399 Windsong Dr, Pittsboro, NC 27312

Last Sold Summary
- 7 Days On Market

/7
$650,000
- Land
- 1.38 Acres
- $471,698 per Acre
288 Mountaintop Cir, Pittsboro, NC 27312

Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and

Rex Osborne

Windjam Properties

288 Mountaintop Cir, Pittsboro, NC 27312

Showing Results 81 - 120, Page 3 of 18

North Carolina Chatham County Pittsboro

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