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

Save search

Map layers

Safety

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 Fairfield, CT
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

19 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

5 Bedroom Homes in Fairfield, CT

5 Bedroom Homes in Fairfield, CT

Hide Map
19 Listings
Map

5 Bedroom Homes in Fairfield, CT

19 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 221 Farmstead Hill Road — photo33Active

    $2,799,900

    5 bd · 5 ba · — sqft

    221 Farmstead Hill Road, Fairfield, CT

    Denise Walsh · William Raveis Real Estate

  2. 400 Bronson Road — photo40Active

    $2,695,000

    5 bd · 5 ba · — sqft

    400 Bronson Road, Fairfield, CT

    Susan Tortora · William Raveis Real Estate

  3. 624 Penfield Road — photo40Active

    $3,800,000

    5 bd · 6 ba · — sqft

    624 Penfield Road, Fairfield, CT

    Lisa Mancini · William Raveis Real Estate

  4. 203 Wildflower Lane — photo33Active

    $1,785,000

    5 bd · 6 ba · — sqft

    203 Wildflower Lane, Fairfield, CT

    Danielle Baleeiro · Realty ONE Group Connect

  5. 541 Sasco Hill Road — photo40Active

    $6,500,000

    5 bd · 9 ba · — sqft

    541 Sasco Hill Road, Fairfield, CT

    Jackie Davis · William Raveis Real Estate

  6. 265 Autumn Ridge Road — photo39Active

    $1,495,000

    5 bd · 3 ba · — sqft

    265 Autumn Ridge Road, Fairfield, CT

    Lindsay Violette · Houlihan Lawrence

  7. 127 Jennings Road — photoPrice Reduced38Active

    $750,000

    5 bd · 2 ba · — sqft

    127 Jennings Road, Fairfield, CT

    Hala Metwally · US Asset Realty

  8. 2493 Redding Road — photoPrice Reduced40Active

    $2,195,000

    5 bd · 5 ba · 5,415 sqft

    2493 Redding Road, Fairfield, CT

    John Foran · Compass Connecticut, LLC

  9. 24 Warde Terrace — photo40Active

    $2,349,000

    5 bd · 4 ba · 4,486 sqft

    24 Warde Terrace, Fairfield, CT

    Mary Anne Lagana · William Raveis Real Estate

  10. 250 Szost Drive — photoPrice Reduced37Active

    $1,489,999

    5 bd · 5 ba · 3,065 sqft

    250 Szost Drive, Fairfield, CT

    Denise Daniels-Biagi · Coldwell Banker Realty

  11. 415 Old Post Road — photo40Active

    $3,975,000

    5 bd · 5 ba · 5,740 sqft

    415 Old Post Road, Fairfield, CT

    Cindy Raney · Coldwell Banker Realty

  12. 37 Stevenson Road — photo34Active

    $899,900

    5 bd · 3 ba · 2,304 sqft

    37 Stevenson Road, Fairfield, CT

    Gaetano Marra · BHGRE Gaetano Marra Homes

  13. 1149 Fairfield Beach Road — photo40Active

    $4,500,000

    5 bd · 4 ba · 4,142 sqft

    1149 Fairfield Beach Road, Fairfield, CT

    Christine Magliocco · Higgins Group Real Estate

  14. 220 Stonewall Lane — photoPrice Reduced39Active

    $1,700,000

    5 bd · 4 ba · 4,845 sqft

    220 Stonewall Lane, Fairfield, CT

    Julie Walsh · Coldwell Banker Realty

  15. 2268 Fairfield Beach Road — photo40Active

    $5,499,000

    5 bd · 6 ba · 4,000 sqft

    2268 Fairfield Beach Road, Fairfield, CT

    Sara Santos · Coldwell Banker Realty

  16. 83 Morehouse Highway — photo14Active

    $1,799,000

    5 bd · 5 ba · 4,093 sqft

    83 Morehouse Highway, Fairfield, CT

    Melissa Montagno · Higgins Group Real Estate

  17. 406 Harbor Road — photo39Active

    $3,850,000

    5 bd · 5 ba · 3,921 sqft

    406 Harbor Road, Fairfield, CT

    Wendy Ryan · Brown Harris Stevens

  18. 79 Fairfield Place — photoPrice Reduced24Active

    $1,950,000

    5 bd · 4 ba · 2,509 sqft

    79 Fairfield Place, Fairfield, CT

    Phyllis Doonan · William Raveis Real Estate

  19. 301 Godfrey Road — photo14Active

    $2,299,000

    5 bd · 5 ba · 4,110 sqft

    301 Godfrey Road, Fairfield, CT

    Dominika Wojciechowski · Houlihan Lawrence

About 5 Bedroom Homes in Fairfield, CT

5 Bedroom Homes in Fairfield, CT: 19 active listings as of November 9, 2026, 02:10 UTC.

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

SmartMLS
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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Fairfield, CT community profile

    Area
    27.6 sq. mi.

    Source: HJN community data

    Fairfield housing market

    October 2026 · This period is still settling

    Fairfield 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 49 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 16, 2026

    Median sale price
    $1,075,000$800,000–$1,855,000 typical range
    Price per sq. ft.
    $540
    Sales
    35
    Paid in cash
    34.3%

    Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

    Median list price
    $962,000
    Homes for sale
    110
    Median days on market
    19 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    17.7%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,969 sq. ft.