Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
5 Bedroom Homes in Pittsboro, NC
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

37 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew construction

5 Bedroom Homes in Pittsboro, NC

5 Bedroom Homes in Pittsboro, NC

Hide Map
24 of 37 Listings
Map

5 Bedroom Homes in Pittsboro, NC

24 of 37 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #300693

Call Thomas
  1. Open house Fri, Oct 9 · 12:00 PMActive

    $3,195,000

    5 bd · 6 ba · 5,524 sqft

    386 Brook Green Lane, Pittsboro, NC

    Kerrie Bornkessel · Fonville Morisey & Barefoot

  2. 378 Crimson Way — photoOpen house Tue, Oct 6 · 4:30 PM72Active

    $950,000

    5 bd · 4 ba · 4,249 sqft

    378 Crimson Way, Pittsboro, NC

    Don Gomez · C-A-RE Realty

  3. 196 Mountaintop Circle — photo7Active

    $2,999,999

    5 bd · 6 ba · 5,521 sqft

    196 Mountaintop Circle, Pittsboro, NC

    Rex Osborne · Windjam Properties

  4. 1050 The Parks Drive — photo59Active

    $799,999

    5 bd · 4 ba · 3,670.22 sqft

    1050 The Parks Drive, Pittsboro, NC

    Lexy Dunning · Choice Residential Real Estate

  5. 453 Golfers View — photo45Active

    $1,185,000

    5 bd · 4 ba · 3,617 sqft

    453 Golfers View, Pittsboro, NC

    Brad Phelps · Long & Foster Real Estate INC/Raleigh

  6. 114 Autumn Gate Street — photo65Active

    $1,275,000

    5 bd · 6 ba · 4,361 sqft

    114 Autumn Gate Street, Pittsboro, NC

    Chris Faughnan · Coldwell Banker HPW New Homes

  7. 4235 Henderson Place — photoOpen house Sat, Oct 10 · 2:00 PM79Active

    $1,179,000

    5 bd · 4 ba · 3,735 sqft

    4235 Henderson Place, Pittsboro, NC

    Dottie Willard · Berkshire Hathaway HomeService

  8. 130 Autumn Gate Street — photo73Active

    $1,199,000

    5 bd · 6 ba · 3,816 sqft

    130 Autumn Gate Street, Pittsboro, NC

    Chris Faughnan · Coldwell Banker HPW New Homes

  9. 1664 The Parks Drive — photo39Active

    $788,000

    5 bd · 4 ba · 3,586 sqft

    1664 The Parks Drive, Pittsboro, NC

    Jaki J Dysart · Coldwell Banker HPW

  10. 148 Hidden Creek Court — photo45Active

    $1,195,000

    5 bd · 5 ba · 5,255 sqft

    148 Hidden Creek Court, Pittsboro, NC

    Candy Owens · Berkshire Hathaway HomeService

  11. 458 Old Siler City Road — photo20Active

    $2,650,000

    5 bd · 4 ba · 4,654 sqft

    458 Old Siler City Road, Pittsboro, NC

    Donna Thomas · Coldwell Banker HPW Pittsboro

  12. 105 Mitchells Chapel Road — photo13Active

    $2,425,000

    5 bd · 6 ba · 6,052 sqft

    105 Mitchells Chapel Road, Pittsboro, NC

    Donna Thomas · Coldwell Banker HPW Pittsboro

  13. 388 Talon Drive — photo22Active

    $3,075,000

    5 bd · 6 ba · 6,448 sqft

    388 Talon Drive, Pittsboro, NC

    Donna Thomas · Coldwell Banker HPW Pittsboro

  14. 26 Hawks View Point 391 — photoOpen house Sun, Oct 4 · 1:00 PM25Active

    $667,900

    5 bd · 4 ba · 4,052 sqft

    26 Hawks View Point 391, Pittsboro, NC

    Kaylee J Wilson · TLS Realty LLC

  15. 14 Hawks View Point 392 — photoOpen house Sun, Oct 4 · 1:00 PM31Active

    $629,900

    5 bd · 4 ba · 3,670 sqft

    14 Hawks View Point 392, Pittsboro, NC

    Kaylee J Wilson · TLS Realty LLC

  16. 568 The Parks Drive — photoPrice Reduced33Active

    $714,900

    5 bd · 4 ba · 3,328 sqft

    568 The Parks Drive, Pittsboro, NC

    Erin Blackman · DASH Carolina

  17. 354 Crimson Way — photoPrice Reduced23Active

    $718,000

    5 bd · 5 ba · 3,328 sqft

    354 Crimson Way, Pittsboro, NC

    Thomas Ladane Shoupe · Opendoor Brokerage LLC

  18. 98 Summit Terrace Drive — photo77Active

    $1,925,000

    5 bd · 7 ba · 4,492 sqft

    98 Summit Terrace Drive, Pittsboro, NC

    Rex Osborne · Windjam Properties

  19. 213 Brook Green Lane 11 — photoPrice ReducedOpen house Fri, Oct 9 · 12:00 PM79Active

    $2,199,000

    5 bd · 8 ba · 5,638 sqft

    213 Brook Green Lane 11, Pittsboro, NC

    Kerrie Bornkessel · Fonville Morisey & Barefoot

  20. 748 Valley Lane — photo21Active

    $4,500,000

    5 bd · 6 ba · 5,749 sqft

    748 Valley Lane, Pittsboro, NC

    Julie Roland · Julie Roland Realty Inc

  21. 95 Mountaintop Circle — photo25Active

    $2,475,000

    5 bd · 8 ba · 5,180 sqft

    95 Mountaintop Circle, Pittsboro, NC

    Rex Osborne · Windjam Properties

  22. 39 High Ridge Lane — photo59Active

    $950,000

    5 bd · 4 ba · 4,145 sqft

    39 High Ridge Lane, Pittsboro, NC

    Karen Machikas · TME Premier Properties, LLC

  23. 71 Highpointe Drive — photoPrice Reduced58Active

    $679,900

    5 bd · 4 ba · 3,092 sqft

    71 Highpointe Drive, Pittsboro, NC

    Emilee Carraway · Compass -- Raleigh

  24. 25 Blackhorn Court — photoOpen house Fri, Oct 9 · 12:00 PM96Active

    $1,315,000

    5 bd · 4 ba · 4,045 sqft

    25 Blackhorn Court, Pittsboro, NC

    Gavin Mekemson · Windjam Properties

12

About 5 Bedroom Homes in Pittsboro, NC

5 Bedroom Homes in Pittsboro, NC: 37 active listings as of October 4, 2026, 21:51 UTC.

Explore Pittsboro homes

By price

  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Luxury Homes

By bedrooms

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Triangle MLS (Doorify)
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing information ©2026 Triangle MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-04 13:16:58 UTC
  • 3 Bedroom Homes
  • 4 Bedroom Homes
  • 5 Bedroom Homes
  • By type

    • Single-Family Homes
    • Townhomes

    By feature

    • New Construction Homes

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #300693

    Call Thomas

    Pittsboro, NC community profile

    Population
    5,015
    Median income
    $68,190
    Housing units
    2,194
    People per sq. mi.
    28.6
    Area
    175.6 sq. mi.

    Source: HJN community data

    Pittsboro housing market

    September 2026 · This period is still settling

    Pittsboro 12-month median sale price trend

    Selling at 99.0% of asking price

    Buyers here are paying below asking. MLS · 44 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 21, 2026

    Median sale price
    $479,750$360,000–$769,625 typical range
    Price per sq. ft.
    $255
    Sales
    30
    Paid in cash
    63.3%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $760,500
    Homes for sale
    250
    Median days on market
    40 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -16.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,162 sq. ft.