66
results
Save Your SearchRefine Search

Roxbury CT Real Estate

Corn FieldTucked 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.

>> Learn more about the town of Roxbury

Properties in Roxbury

Contact us for more information and to schedule a showing for any real estate below. Save your favorite listings when you create an account with us, and you can get email updates when similar properties are posted.

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

77 Apple, Roxbury, CT 06783

Rental Price$4,250

MLS Number 170149505

  • Rental
  • Property Style Cape Cod, Chalet
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.59

ANNUAL RENTAL $4,250/MONTH Gorgeous Stone Cape with spectacular horse farm views. Spacious, fully furnished and ready to move in! Four total bedrooms with your choice of a 1st floor or 2nd floor master bedroom suite. Attached two car garage, first floor laundry room with adjoining pantry area. Abundant windows and cathedral ceilings provide a light, airy feel to the open floor plan of the kitchen, living room, dining area with plenty of space for entertaining! Convenient to town, school, library and area attractions. Must see at this price!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Southbury, Roxbury, CT 06783

Price$349,900

Est. Mortgage: $/month

MLS Number 170118938

  • Single Family
  • Property Style Antique
  • Bedrooms 6
  • Bathroom 4
  • Acreage 1.89

Handsome Center of Roxbury Antique Colonial c.1790 with a newer wing and in ground pool. First floor master bedroom and family room with fireplace which is open to the kitchen. Home retains lots of original features along with a three story post and beam barn and work space over a four car garage. Well maintained and ready to be updated.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

42 & 50 Welton, Roxbury, CT 06783

Price$935,000

Est. Mortgage: $/month

MLS Number 170148935

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 16.44

Wrap yourself in a bucolic, private country setting less than two hours from the Big City. This 16+ acre property is on a stretch of scenic road over a mile long shared by just five homes yet only a short trip to quality shopping, dining and vast tracks of protected land and trails. More than 1,000 feet of majestic stone walls front Welton Road and turn up the side boundaries reaching back to the rear property line, most of which abuts a 128 acre Roxbury Land Trust preserve. A brook winds its way roughly through the middle of two separate 8+ acres parcels that are largely level and connected by a fairy tale footbridge. The three bedroom home is move-in ready and positioned on the back third of its lot, providing maximum privacy. Open space main level. Full-length picture windows spanning the southern and western landscapes. A genuine sense of being at one with amazing natural surroundings. The spacious den in the east and vaulted living room in the west are anchored by grand fireplaces faced with natural stone, reinforcing an atmosphere of comfort and peace. Plentiful grounds for horses, livestock or creating the private compound of your dreams.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

222 Good Hill, Roxbury, CT 06783

Price$480,000

Est. Mortgage: $/month

Pending

MLS Number 170126326

  • Single Family
  • Property Style Antique
  • Bedrooms 4
  • Bathroom 2
  • Acreage 7.6

HOLLYWOOD HISTORY IN THE LITCHFIELD HILLS Feel the history of Hollywood when you step up to this original 4-bd 2-ba antique in the rolling hills of Roxbury. Marilyn Monroe, Arthur Miller and other movie legends have spent time here, sipping on hard cider brewed by early owner Percy Beardsley. Most recent owner is screenwriter David Shaber, famous for classic films The Warriors and The Hunt for Red October, the latter of which was written right on these grounds. Wander out back into the little red barn which was Shaber's writing studio, with authentic barnwood interior, cozy reading loft and working stone fireplace. You'll feel plenty of peace and inspiration as you hike 7.5 usable acres of the property, occupying both sides of Good Hill Road to allow for total control over your privacy. (Plots deeded separately.) Read all of your favorite books as you cozy up to three unique fireplaces in the main house. Take note of authentic 19th Century details like the summer kitchen with brick bread oven and hidden trap door leading to the original well. (New well dug up the hill in recent times!) And don't miss the one-of-a-kind, decorative wrought iron fence out front, originally surrounding the Roxbury town monument on Church Street before being brought to its final home here in front of 222 Good Hill Road. Don't miss this opportunity to get tranquility and charm steeped in Hollywood history at a TLC price!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 A VisitAsk A QuestionMore Details

389 South, Roxbury, CT 06783

Rental Price$2,600

MLS Number 170147177

  • Rental
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

Welcome Home!! Enjoy the Tranquil & Serene Setting, as you Relax on your Open Porch and Feel the Soft Quiet Breeze while Overlooking a Babbling Brook. There is nothing to do to this Totally Updated Home than pour a Glass a Wine, Kick off your Shoes, and Enjoy Life. Entertain your Guest in a Wonderful Open Floor Plan with an Remodeled Kitchen that has Maple Cabinets, Granite Counters, SS Appliances, Breakfast Nook and Dining area. Then Enjoy Entertaining in both the Family Room and Living room complete with their own Fireplaces. Relax in your luxurious Master Bedroom Suite with Full Bath and Large Closets. A Wood Stair Case leads to the Lower Level which provides an additional 1900 Square Feet complete with Family/Great room w/Built-ins, Den/Office/Bedroom (separate Zone), Recess Lighting, New Carpeting and abundances of Storage. Beautiful Hardwood Floors Throughout, Newer Anderson Windows & Doors, Carrier Furnace/Hybrid Heating, 200 Amp Upgraded Service, Well Pump, Driveway, 2 Car Garage, Freshly Painted and Much, Much More. Also for Sale (170079297). Click on the Virtual tour for your Personal Tour of this Lovely Home.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Roxbury, CT 06783

Rental Price$3,750

MLS Number 170145572

  • Rental
  • Bedrooms 4
  • Bathroom 4
  • Acreage 10
  • Square Feet 3,000

Enjoy the sound of the nearby river from your deck or porch! This solid, comfortable country house is perfect for a reunion or family weekend getaways with large public rooms and plenty of room for everyone. Four bedrooms, each with private bath. Secluded, located next to the gorgeous Shepaug River.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

1 Wakelee, Roxbury, CT 06783

Price$695,000

Est. Mortgage: $/month

MLS Number 170143635

  • Land
  • Acreage 25.2

Rarely available Lot in Roxbury! Surrounded by the Roxbury Land Trust, 1 Wakelee Road is 25.2 acres. This stunning lot features the Battle Swamp Brook running through it with un-touched historic stone walls and an abundance of pine trees, oaks and maples for ultimate privacy. Shown by private appt.

Listing Courtesy of Halstead Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

221 North, Roxbury, CT 06783

Price$675,000

Est. Mortgage: $/month

MLS Number 170143639

  • Land
  • Acreage 26.7

Beautiful and prime Location in Roxbury! Surrounded by Land trust, 221 North Street is 26.7 acres with un-touched historic stone walls and tranquil pond, There are pine trees, oaks and maples galore. Beautiful canopy and masterpiece Lot to build your dream home. Shown by private appointment.

Listing Courtesy of Halstead Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

16 South, Roxbury, CT 06783

Price$475,000

Est. Mortgage: $/month

MLS Number 170143223

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.71

Welcome to the Shepaug Valley Parsonage in Roxbury. This beautiful light filled Antique home with high ceilings was built in 1888. Charm & character throughout with hardwood flooring, built-ins, walk-up attic... Situated on 3.71 acres-of level to sloping property. Featuring 2 barns and a large shed. Country kitchen, spacious dining room with a fireplace, living room with a bow window, library with built-ins, sitting room, enclosed porch and 4 bedrooms complete this spacious and light filled home. Possible horse property and or special use. Upgrades include: central air, windows, heating system, one of the 2 barns has an upgraded electrical system... Mature plantings and perennial gardens. Close proximity to the historic town of of Washington, the Village of New Preston and only 90 minutes to NYC. Near-by Shepaug River with a natural waterfall and an old fashion swimming hole for Roxbury residents. Scenic and secluded Roxbury is a real treasure within minutes of all amenities. A remarkable property with many possibilities!

Listing Courtesy of Real Living Scalzo Group Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

68 carriage, Roxbury, CT 06783

Price$725,000

Est. Mortgage: $/month

MLS Number 170143151

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 3
  • Bathroom 4
  • Acreage 5.24

3 bedroom - 3 full baths - custom kitchen - granite counter tops - stainless appliances - unfinished full walk out basement - - office - full kitchen - oil heat, central air, and fireplace on main level with cathedral ceilings - staircase plus balcony - full covered front porch - flat side yard - ------3 car garage - legal 1200 square feet in-law apartment above garage, with 1 bedroom, 1 and a 1/2 baths -----must see!!!!!

Listing Courtesy of Real Estate By Teresa LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

154 Painter Hill, Roxbury, CT 06783

Price$689,999

Est. Mortgage: $/month

MLS Number 170140202

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.52

Pristine Beauty! Completely refinished from top to bottom and inside out! All new kitchen, includes new cabinetry, butcher block top center aisle, granite counter tops, stainless steel gas range & hood with tiled back splash. Large walk in pantry. Generous open floor plan, light and bright foyer with vaulted ceiling. Family room has vaulted ceiling with exposed beams, natural stone fireplace and French doors opening to rear deck overlooking secluded, professionally landscaped garden. Wide board wood flooring throughout main level has all been refinished. Living room brings you to covered wrap around porch that has been freshly painted and stained. Master bedroom en suite completely refurbished with open walk in shower and oversized soaking tub. Interior and exterior have been made move in ready with fresh painting of walls, trim and moldings. Country Style Living in what's considered an A+ rated area of Roxbury.

Listing Courtesy of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

28 Old, Roxbury, CT 06783

Price$699,000

Est. Mortgage: $/month

MLS Number 170140524

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 4
  • Acreage 10.57

Connect with nature on this tranquil private estate. Rolling hills with field stone walls, perennial flower beds and a mighty oak with an inviting tire swing add to this peaceful setting. Inside it is hard not to notice the gorgeous solid cherry doors throughout the home and the 2 story stone chimney and the cozy wood stove. The open floor plan is great for entertaining at the baby grand or relaxing in the warmth of the sun by the wall of windows. Host overnight guests with 2 separate master suites. This home also features an in-law or au pair suite which is equipped with it's own kitchenette. Above the detached 2-car garage there is a 1 bedroom guest/rental apartment that can also be used as a private creative studio. Close to hiking, great restaurants, shopping and under 90 minutes from NYC makes this a wonderful get away or daily retreat from a busy day!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.