The Matthews Team

William Raveis Lifestyles Realty

Roxbury CT Real Estate

Corn Field in RoxburyTucked away amid the rolling hills on Route 67 is the town of Roxbury. The Mohegan Indians named the area “Shepaug”, which means “rocky water”, for the beautiful, meandering river that cuts through its lowest valleys. The area became Roxbury when it was settled in 1713, and is true to its name considering the abundance of New England fieldstone walls crisscrossing its picturesque, rural landscape. Due to the tranquility of the area, many famous artists, actors, playwrights and more have called the area home, perhaps most notably Marilyn Monroe during the late 1950s.

>> Learn more about the town of RoxburyRoxbury Real Estate for Sale

Properties in Roxbury

Contact the William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

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Washington Woodbury Road Roxbury CT 06783

Roxbury, CTWashington Woodbury Road

Price$495,000

Est. Mortgage: $/month

MLS Number 170408756

  • Land
  • Acreage 28.53
  • Zoning Residential

Fantastic opportunity to create a compound or estate. Lovely location on Washington/ Roxbury border Rarely available large track. 28 acres combined. Raw land This land is currently Forest designation which is reflecting taxes and assessed value

Listed by Pat Lahoud of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Booth Road Roxbury CT 06783

Roxbury, CTBooth Road, Painter Hill

Price$179,000

Est. Mortgage: $/month

MLS Number 170446031

  • Land
  • Acreage 3.59
  • Zoning C

Private and Quiet setting. Lot 5 Booth Road, 3.59 acres, a part of the Brandywine Crossing subdivision, is located in highly desirable Roxbury location with great land trust and walking area nearby, in between Dorothy Diebold Lane and Tophet Road. Magnificent trees and rolling land with a level home site. There are old stone walls. A stream crossing is at the front of the property. Percs and property survey maps available. Subject to covenant and restrictions of Brandywine Crossing subdivision. Map is attached.

Listed by Kathryn Clair and Kathryn C Bassett of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Wakelee Road Roxbury CT 06783

Roxbury, CT27 Wakelee Road

Price$1,925,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170443960

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,640
  • Acreage 8.01

Location, Historic, Architectural and Iconic. Rarely does such a superb property come to market. Located on one of the most beautiful country roads in Roxbury. This circa 1840's Greek Revival type is perfectly sited to catch the sun, thus many of the rooms are bathed in light. The rooms are centered around the period fireplace. The front rooms consist of a generous formal dining room and handsome library with fireplace. The cook's kitchen with center island and its abundance of windows, patio access, and post and beam construction is open to the main living areas of the home. This is an extraordinary space for easy entertaining. Ceiling are 9' 6” with wide board floors, architectural details reflecting the period, and a sense of historic integrity. The main level primary bedroom is en-suite and has its own wing with all amenities and complete privacy. Also on the main level is powder room and laundry. Upstairs there are four additional bedrooms (one with a fireplace) and a large bathroom. The land, consisting of eight acres, is level and mostly open meadow providing pollinator pathways. An in-ground pool, a tennis court, a pond, a significant historic English Bank barn, established gardens, all amenities which create country living to perfection. The property is adjacent to Roxbury Land Trust. There have been thoughtful additions over the years combining architectural integrity with gracious modern living. Co-listing Agent/Owner.

Listed by Karen Silk and Elizabeth Lacy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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157A South Street Roxbury CT 06783

Roxbury, CT157A South Street

Price$2,275,000

Est. Mortgage: $/month

MLS Number 170414483

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,000
  • Acreage 18

To Be Built, just 90 minutes from NYC! Beautiful 18 Acre lot with High Foothill and pastoral views, light woods and abutting Roxbury Land Trust for great hiking, surrounding the property. Private setting with Driveway in, stone outcroppings and mountain laurel abound. Ready to build your private magnificent estate. Located in the sought-after Squire Road area of Roxbury, just minutes from town and great access to NYC and an easy, down-county commuting location!

Listed by Kathryn Clair and Kathryn C Bassett of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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157 South Street Roxbury CT 06783

Roxbury, CT157 South Street

Price$789,000

Est. Mortgage: $/month

MLS Number 170414249

  • Land
  • Acreage 18
  • Zoning res

Just 90 minutes from NYC! Beautiful 18 Acre lot with pastoral views, light woods and abutting Roxbury Land Trust for great hiking, surrounding the property. Private setting with Driveway in, stone outcroppings and mountain laurel abound. Ready to build your private magnificent estate. Located in the sought-after Squire Road area of Roxbury, just minutes from town and great access to NYC and an easy, down-county commuting location!

Listed by Kathryn Clair and Kathryn C Bassett of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Evergreen Drive Roxbury CT 06783

MLS Number 170319512

  • Land
  • Acreage 3.39
  • Zoning C

Great location for this approved 3.4 acre lot located on a private cul-de-sac directly across from the Shepaug River and Mine Hill. This is one of the last undeveloped lots in the subdivision. Ideal upper location on this lot to build a home that has a view of Litchfield Hills and the Shepaug Valley yet is private from the other already built homes. Septic plan and percolation tests have been completed and suitable for a 4 bedroom home. Great area of $500K to $700K homes!

Listed by Stephen Briotti of Weichert REALTORS Briotti Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Davenport Road Roxbury CT 06783

Roxbury, CTDavenport Road

Price$179,000

Est. Mortgage: $/month

MLS Number 170120219

  • Land
  • Acreage 7.25
  • Zoning Res

Beautiful and Pastoral approved 7.25 acre parcel of land with seasonal views, situated in highly desirable area of Roxbury, close to Roxbury/Washington border. Mayflower Inn and Washington Depot are just minutes away for great dining, shopping and hiking trails. Some Open Meadow, light woods, and Brook. Stone Walls. Great for Horses! Seller Intends 1031 Exchange.

Listed by Kathryn Clair of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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