The Matthews Team

William Raveis Lifestyles Realty

Roxbury CT Real Estate

Corn Field in Roxbury

Nestled amidst the scenic rolling hills on Route 67 lies the quaint town of Roxbury. The Mohegan Indians aptly named the area "Shepaug," which translates to "rocky water" in honor of the stunning, meandering river that winds through its lowest valleys.

Established in 1713, the area was renamed Roxbury and remains true to its name with an abundance of charming New England fieldstone walls crisscrossing its idyllic rural landscape. Its peaceful ambiance has attracted numerous famous artists, actors, playwrights and more over the years - including the iconic Marilyn Monroe who called this serene town home during the late 1950s.

If you're looking for a tranquil retreat away from the hustle and bustle of city life, browse our extensive listings below to explore all available real estate and homes for sale in Roxbury, CT.

>> 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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Click to easily view Roxbury homes, land for sale in Roxbury, houses with land in Roxbury, and luxury homes for sale in Roxbury.

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4 Painter Ridge Roxbury CT 06783

MLS Number 170485345

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,941
  • Acreage 4

This renovated gem is in the bucolic Painter Hill district of Roxbury near Washington CT. The photos don't do it justice! This is a must see property full of character, privacy and seasonal views! All of the needed updates are done! Imagine entering the home through a sunlit vestibule. To the right there is an impeccable entertaining room with a lofty barn wood trussed cathedral ceiling. To the left is a ideal daily living layout with an open dining, living room and fully renovated gourmet kitchen well appointed with new Dacor appliances and quartz countertops. The second floor Primary suite is luxurious with a cathedral ceiling, walk in closets and new bath with large soaking tub and walk in shower. Relax on a large West facing renovated brick terrace with captivating seasonal views. The first floor has a versatile layout with three flex rooms, which could accommodate a first floor bedroom suite, separate offices and a gym, or suit to your use. The large one car garage is detached. Town approvals exist for a future two car attached garage and tree clearing for a possible pool area. We have estimates for the pool and the garage.

Listed by The Greene Realty Group

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$
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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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Washington Woodbury Roxbury CT 06783

Roxbury, CTWashington Woodbury

Price$495,000

Est. Mortgage: $/month

MLS Number 170408756

  • Land
  • Acreage 29
  • Zoning Residential

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

Listed by William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Roxbury CT 06783

Roxbury, CTBooth, Painter Hill

Price$179,000

Est. Mortgage: $/month

MLS Number 170446031

  • Land
  • Acreage 4
  • 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 William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Roxbury CT 06783

Roxbury, CTDavenport

Price$179,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170120219

  • Land
  • Acreage 7
  • 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 William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2023 SmartMLS, Inc.