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
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

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
Luxury Homes in Roxbury, CT
15 listings

Luxury Homes in Roxbury, CT

Luxury Homes in Roxbury, CT

Show Map
15 Listings
Map

Luxury Homes in Roxbury, CT

15 Listings

  1. 51 Rocky Mountain Road — photoNew34

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
Active

$1,895,000

4 bd · 5 ba · — sqft

51 Rocky Mountain Road, Roxbury, CT

Stacey Matthews · W. Raveis Lifestyles Realty

  • 25 Highmeadow Lane — photo25Active

    $1,595,000

    4 bd · 4 ba · — sqft

    25 Highmeadow Lane, Roxbury, CT

    Graham Klemm · Klemm Real Estate Inc

  • 11 Ravenrock Road — photo36Active

    $2,995,000

    4 bd · 6 ba · 7,063 sqft

    11 Ravenrock Road, Roxbury, CT

    Maria Taylor · Klemm Real Estate Inc

  • 35 Schoolhouse Road — photo40Active

    $3,495,000

    4 bd · 5 ba · 4,456 sqft

    35 Schoolhouse Road, Roxbury, CT

    Pels Matthews · W. Raveis Lifestyles Realty

  • 22 East Woods Road — photoPrice Reduced40Active

    $1,195,000

    4 bd · 3 ba · 3,476 sqft

    22 East Woods Road, Roxbury, CT

    Andy Sachs · Compass Connecticut, LLC

  • 77 Judds Bridge Road — photo39Active

    $1,295,000

    4 bd · 3 ba · 2,901 sqft

    77 Judds Bridge Road, Roxbury, CT

    Joseph Lorino · Klemm Real Estate Inc

  • 297 Painter Hill Road — photoPrice Reduced40Active

    $3,950,000

    4 bd · 7 ba · 6,139 sqft

    297 Painter Hill Road, Roxbury, CT

    Peter Klemm · Klemm Real Estate Inc

  • 85 Good Hill Road — photoPrice Reduced20Active

    $1,269,000

    3 bd · 3 ba · 2,440 sqft

    85 Good Hill Road, Roxbury, CT

    Jason Saphire · www.HomeZu.com

  • 233 Southbury Road — photo35Active

    $1,795,000

    5 bd · 6 ba · 5,447 sqft

    233 Southbury Road, Roxbury, CT

    Kathryn Clair · William Pitt Sotheby's Int'l

  • 268 South Street — photo39Active

    $3,600,000

    5 bd · 5 ba · 6,190 sqft

    268 South Street, Roxbury, CT

    Peter Klemm · Klemm Real Estate Inc

  • 124 Botsford Hill Road — photoPrice Reduced37Active

    $2,900,000

    3 bd · 2 ba · 1,974 sqft

    124 Botsford Hill Road, Roxbury, CT

    Pat Lahoud · William Pitt Sotheby's Int'l

  • 220 Painter Hill Road — photoPrice Reduced40Active

    $2,750,000

    4 bd · 5 ba · 4,570 sqft

    220 Painter Hill Road, Roxbury, CT

    Stacey Matthews · W. Raveis Lifestyles Realty

  • 33 Sentry Hill Road — photoPrice Reduced27Active

    $1,395,000

    4 bd · 4 ba · 2,716 sqft

    33 Sentry Hill Road, Roxbury, CT

    Peter Klemm · Klemm Real Estate Inc

  • 11 Evergreen Drive — photo9Active

    $1,300,000

    4 bd · 4 ba · 3,800 sqft

    11 Evergreen Drive, Roxbury, CT

    Sharon Wyant McGuire · William Pitt Sotheby's Int'l

  • 1030 Washington Woodbury Road — photoPrice Reduced40Active

    $1,875,000

    4 bd · 5 ba · 4,874 sqft

    1030 Washington Woodbury Road, Roxbury, CT

    Judith Auchincloss · Klemm Real Estate Inc

  • 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

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    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.

    Roxbury, CT community profile

    Area
    25.7 sq. mi.

    Source: HJN community data

    Roxbury housing market

    September 2026 · This period is still settling

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

    Median list price
    $1,295,000
    Homes for sale
    23

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    2,404 sq. ft.